BindingDB Reactant_set_id Ligand SMILES Ligand InChI Ligand InChI Key BindingDB MonomerID BindingDB Ligand Name Target Name Target Source Organism According to Curator or DataSource Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) pH Temp (C) Curation/DataSource Article DOI BindingDB Entry DOI PMID PubChem AID Patent Number Authors Date of publication Date in BindingDB Institution Link to Ligand in BindingDB Link to Target in BindingDB Link to Ligand-Target Pair in BindingDB Ligand HET ID in PDB PDB ID(s) for Ligand-Target Complex PubChem CID PubChem SID ChEBI ID of Ligand ChEMBL ID of Ligand DrugBank ID of Ligand IUPHAR_GRAC ID of Ligand KEGG ID of Ligand ZINC ID of Ligand Number of Protein Chains in Target (>1 implies a multichain complex) BindingDB Target Chain Sequence 1 PDB ID(s) of Target Chain 1 UniProt (SwissProt) Recommended Name of Target Chain 1 UniProt (SwissProt) Entry Name of Target Chain 1 UniProt (SwissProt) Primary ID of Target Chain 1 UniProt (SwissProt) Secondary ID(s) of Target Chain 1 UniProt (SwissProt) Alternative ID(s) of Target Chain 1 UniProt (TrEMBL) Submitted Name of Target Chain 1 UniProt (TrEMBL) Entry Name of Target Chain 1 UniProt (TrEMBL) Primary ID of Target Chain 1 UniProt (TrEMBL) Secondary ID(s) of Target Chain 1 UniProt (TrEMBL) Alternative ID(s) of Target Chain 1 BindingDB Target Chain Sequence 2 PDB ID(s) of Target Chain 2 UniProt (SwissProt) Recommended Name of Target Chain 2 UniProt (SwissProt) Entry Name of Target Chain 2 UniProt (SwissProt) Primary ID of Target Chain 2 UniProt (SwissProt) Secondary ID(s) of Target Chain 2 UniProt (SwissProt) Alternative ID(s) of Target Chain 2 UniProt (TrEMBL) Submitted Name of Target Chain 2 UniProt (TrEMBL) Entry Name of Target Chain 2 UniProt (TrEMBL) Primary ID of Target Chain 2 UniProt (TrEMBL) Secondary ID(s) of Target Chain 2 UniProt (TrEMBL) Alternative ID(s) of Target Chain 2 BindingDB Target Chain Sequence 3 PDB ID(s) of Target Chain 3 UniProt (SwissProt) Recommended Name of Target Chain 3 UniProt (SwissProt) Entry Name of Target Chain 3 UniProt (SwissProt) Primary ID of Target Chain 3 UniProt (SwissProt) Secondary ID(s) of Target Chain 3 UniProt (SwissProt) Alternative ID(s) of Target Chain 3 UniProt (TrEMBL) Submitted Name of Target Chain 3 UniProt (TrEMBL) Entry Name of Target Chain 3 UniProt (TrEMBL) Primary ID of Target Chain 3 UniProt (TrEMBL) Secondary ID(s) of Target Chain 3 UniProt (TrEMBL) Alternative ID(s) of Target Chain 3 BindingDB Target Chain Sequence 4 PDB ID(s) of Target Chain 4 UniProt (SwissProt) Recommended Name of Target Chain 4 UniProt (SwissProt) Entry Name of Target Chain 4 UniProt (SwissProt) Primary ID of Target Chain 4 UniProt (SwissProt) Secondary ID(s) of Target Chain 4 UniProt (SwissProt) Alternative ID(s) of Target Chain 4 UniProt (TrEMBL) Submitted Name of Target Chain 4 UniProt (TrEMBL) Entry Name of Target Chain 4 UniProt (TrEMBL) Primary ID of Target Chain 4 UniProt (TrEMBL) Secondary ID(s) of Target Chain 4 UniProt (TrEMBL) Alternative ID(s) of Target Chain 4 BindingDB Target Chain Sequence 5 PDB ID(s) of Target Chain 5 UniProt (SwissProt) Recommended Name of Target Chain 5 UniProt (SwissProt) Entry Name of Target Chain 5 UniProt (SwissProt) Primary ID of Target Chain 5 UniProt (SwissProt) Secondary ID(s) of Target Chain 5 UniProt (SwissProt) Alternative ID(s) of Target Chain 5 UniProt (TrEMBL) Submitted Name of Target Chain 5 UniProt (TrEMBL) Entry Name of Target Chain 5 UniProt (TrEMBL) Primary ID of Target Chain 5 UniProt (TrEMBL) Secondary ID(s) of Target Chain 5 UniProt (TrEMBL) Alternative ID(s) of Target Chain 5 BindingDB Target Chain Sequence 6 PDB ID(s) of Target Chain 6 UniProt (SwissProt) Recommended Name of Target Chain 6 UniProt (SwissProt) Entry Name of Target Chain 6 UniProt (SwissProt) Primary ID of Target Chain 6 UniProt (SwissProt) Secondary ID(s) of Target Chain 6 UniProt (SwissProt) Alternative ID(s) of Target Chain 6 UniProt (TrEMBL) Submitted Name of Target Chain 6 UniProt (TrEMBL) Entry Name of Target Chain 6 UniProt (TrEMBL) Primary ID of Target Chain 6 UniProt (TrEMBL) Secondary ID(s) of Target Chain 6 UniProt (TrEMBL) Alternative ID(s) of Target Chain 6 BindingDB Target Chain Sequence 7 PDB ID(s) of Target Chain 7 UniProt (SwissProt) Recommended Name of Target Chain 7 UniProt (SwissProt) Entry Name of Target Chain 7 UniProt (SwissProt) Primary ID of Target Chain 7 UniProt (SwissProt) Secondary ID(s) of Target Chain 7 UniProt (SwissProt) Alternative ID(s) of Target Chain 7 UniProt (TrEMBL) Submitted Name of Target Chain 7 UniProt (TrEMBL) Entry Name of Target Chain 7 UniProt (TrEMBL) Primary ID of Target Chain 7 UniProt (TrEMBL) Secondary ID(s) of Target Chain 7 UniProt (TrEMBL) Alternative ID(s) of Target Chain 7 BindingDB Target Chain Sequence 8 PDB ID(s) of Target Chain 8 UniProt (SwissProt) Recommended Name of Target Chain 8 UniProt (SwissProt) Entry Name of Target Chain 8 UniProt (SwissProt) Primary ID of Target Chain 8 UniProt (SwissProt) Secondary ID(s) of Target Chain 8 UniProt (SwissProt) Alternative ID(s) of Target Chain 8 UniProt (TrEMBL) Submitted Name of Target Chain 8 UniProt (TrEMBL) Entry Name of Target Chain 8 UniProt (TrEMBL) Primary ID of Target Chain 8 UniProt (TrEMBL) Secondary ID(s) of Target Chain 8 UniProt (TrEMBL) Alternative ID(s) of Target Chain 8 BindingDB Target Chain Sequence 9 PDB ID(s) of Target Chain 9 UniProt (SwissProt) Recommended Name of Target Chain 9 UniProt (SwissProt) Entry Name of Target Chain 9 UniProt (SwissProt) Primary ID of Target Chain 9 UniProt (SwissProt) Secondary ID(s) of Target Chain 9 UniProt (SwissProt) Alternative ID(s) of Target Chain 9 UniProt (TrEMBL) Submitted Name of Target Chain 9 UniProt (TrEMBL) Entry Name of Target Chain 9 UniProt (TrEMBL) Primary ID of Target Chain 9 UniProt (TrEMBL) Secondary ID(s) of Target Chain 9 UniProt (TrEMBL) Alternative ID(s) of Target Chain 9 BindingDB Target Chain Sequence 10 PDB ID(s) of Target Chain 10 UniProt (SwissProt) Recommended Name of Target Chain 10 UniProt (SwissProt) Entry Name of Target Chain 10 UniProt (SwissProt) Primary ID of Target Chain 10 UniProt (SwissProt) Secondary ID(s) of Target Chain 10 UniProt (SwissProt) Alternative ID(s) of Target Chain 10 UniProt (TrEMBL) Submitted Name of Target Chain 10 UniProt (TrEMBL) Entry Name of Target Chain 10 UniProt (TrEMBL) Primary ID of Target Chain 10 UniProt (TrEMBL) Secondary ID(s) of Target Chain 10 UniProt (TrEMBL) Alternative ID(s) of Target Chain 10 BindingDB Target Chain Sequence 11 PDB ID(s) of Target Chain 11 UniProt (SwissProt) Recommended Name of Target Chain 11 UniProt (SwissProt) Entry Name of Target Chain 11 UniProt (SwissProt) Primary ID of Target Chain 11 UniProt (SwissProt) Secondary ID(s) of Target Chain 11 UniProt (SwissProt) Alternative ID(s) of Target Chain 11 UniProt (TrEMBL) Submitted Name of Target Chain 11 UniProt (TrEMBL) Entry Name of Target Chain 11 UniProt (TrEMBL) Primary ID of Target Chain 11 UniProt (TrEMBL) Secondary ID(s) of Target Chain 11 UniProt (TrEMBL) Alternative ID(s) of Target Chain 11 BindingDB Target Chain Sequence 12 PDB ID(s) of Target Chain 12 UniProt (SwissProt) Recommended Name of Target Chain 12 UniProt (SwissProt) Entry Name of Target Chain 12 UniProt (SwissProt) Primary ID of Target Chain 12 UniProt (SwissProt) Secondary ID(s) of Target Chain 12 UniProt (SwissProt) Alternative ID(s) of Target Chain 12 UniProt (TrEMBL) Submitted Name of Target Chain 12 UniProt (TrEMBL) Entry Name of Target Chain 12 UniProt (TrEMBL) Primary ID of Target Chain 12 UniProt (TrEMBL) Secondary ID(s) of Target Chain 12 UniProt (TrEMBL) Alternative ID(s) of Target Chain 12 BindingDB Target Chain Sequence 13 PDB ID(s) of Target Chain 13 UniProt (SwissProt) Recommended Name of Target Chain 13 UniProt (SwissProt) Entry Name of Target Chain 13 UniProt (SwissProt) Primary ID of Target Chain 13 UniProt (SwissProt) Secondary ID(s) of Target Chain 13 UniProt (SwissProt) Alternative ID(s) of Target Chain 13 UniProt (TrEMBL) Submitted Name of Target Chain 13 UniProt (TrEMBL) Entry Name of Target Chain 13 UniProt (TrEMBL) Primary ID of Target Chain 13 UniProt (TrEMBL) Secondary ID(s) of Target Chain 13 UniProt (TrEMBL) Alternative ID(s) of Target Chain 13 BindingDB Target Chain Sequence 14 PDB ID(s) of Target Chain 14 UniProt (SwissProt) Recommended Name of Target Chain 14 UniProt (SwissProt) Entry Name of Target Chain 14 UniProt (SwissProt) Primary ID of Target Chain 14 UniProt (SwissProt) Secondary ID(s) of Target Chain 14 UniProt (SwissProt) Alternative ID(s) of Target Chain 14 UniProt (TrEMBL) Submitted Name of Target Chain 14 UniProt (TrEMBL) Entry Name of Target Chain 14 UniProt (TrEMBL) Primary ID of Target Chain 14 UniProt (TrEMBL) Secondary ID(s) of Target Chain 14 UniProt (TrEMBL) Alternative ID(s) of Target Chain 14 BindingDB Target Chain Sequence 15 PDB ID(s) of Target Chain 15 UniProt (SwissProt) Recommended Name of Target Chain 15 UniProt (SwissProt) Entry Name of Target Chain 15 UniProt (SwissProt) Primary ID of Target Chain 15 UniProt (SwissProt) Secondary ID(s) of Target Chain 15 UniProt (SwissProt) Alternative ID(s) of Target Chain 15 UniProt (TrEMBL) Submitted Name of Target Chain 15 UniProt (TrEMBL) Entry Name of Target Chain 15 UniProt (TrEMBL) Primary ID of Target Chain 15 UniProt (TrEMBL) Secondary ID(s) of Target Chain 15 UniProt (TrEMBL) Alternative ID(s) of Target Chain 15 BindingDB Target Chain Sequence 16 PDB ID(s) of Target Chain 16 UniProt (SwissProt) Recommended Name of Target Chain 16 UniProt (SwissProt) Entry Name of Target Chain 16 UniProt (SwissProt) Primary ID of Target Chain 16 UniProt (SwissProt) Secondary ID(s) of Target Chain 16 UniProt (SwissProt) Alternative ID(s) of Target Chain 16 UniProt (TrEMBL) Submitted Name of Target Chain 16 UniProt (TrEMBL) Entry Name of Target Chain 16 UniProt (TrEMBL) Primary ID of Target Chain 16 UniProt (TrEMBL) Secondary ID(s) of Target Chain 16 UniProt (TrEMBL) Alternative ID(s) of Target Chain 16 BindingDB Target Chain Sequence 17 PDB ID(s) of Target Chain 17 UniProt (SwissProt) Recommended Name of Target Chain 17 UniProt (SwissProt) Entry Name of Target Chain 17 UniProt (SwissProt) Primary ID of Target Chain 17 UniProt (SwissProt) Secondary ID(s) of Target Chain 17 UniProt (SwissProt) Alternative ID(s) of Target Chain 17 UniProt (TrEMBL) Submitted Name of Target Chain 17 UniProt (TrEMBL) Entry Name of Target Chain 17 UniProt (TrEMBL) Primary ID of Target Chain 17 UniProt (TrEMBL) Secondary ID(s) of Target Chain 17 UniProt (TrEMBL) Alternative ID(s) of Target Chain 17 BindingDB Target Chain Sequence 18 PDB ID(s) of Target Chain 18 UniProt (SwissProt) Recommended Name of Target Chain 18 UniProt (SwissProt) Entry Name of Target Chain 18 UniProt (SwissProt) Primary ID of Target Chain 18 UniProt (SwissProt) Secondary ID(s) of Target Chain 18 UniProt (SwissProt) Alternative ID(s) of Target Chain 18 UniProt (TrEMBL) Submitted Name of Target Chain 18 UniProt (TrEMBL) Entry Name of Target Chain 18 UniProt (TrEMBL) Primary ID of Target Chain 18 UniProt (TrEMBL) Secondary ID(s) of Target Chain 18 UniProt (TrEMBL) Alternative ID(s) of Target Chain 18 BindingDB Target Chain Sequence 19 PDB ID(s) of Target Chain 19 UniProt (SwissProt) Recommended Name of Target Chain 19 UniProt (SwissProt) Entry Name of Target Chain 19 UniProt (SwissProt) Primary ID of Target Chain 19 UniProt (SwissProt) Secondary ID(s) of Target Chain 19 UniProt (SwissProt) Alternative ID(s) of Target Chain 19 UniProt (TrEMBL) Submitted Name of Target Chain 19 UniProt (TrEMBL) Entry Name of Target Chain 19 UniProt (TrEMBL) Primary ID of Target Chain 19 UniProt (TrEMBL) Secondary ID(s) of Target Chain 19 UniProt (TrEMBL) Alternative ID(s) of Target Chain 19 BindingDB Target Chain Sequence 20 PDB ID(s) of Target Chain 20 UniProt (SwissProt) Recommended Name of Target Chain 20 UniProt (SwissProt) Entry Name of Target Chain 20 UniProt (SwissProt) Primary ID of Target Chain 20 UniProt (SwissProt) Secondary ID(s) of Target Chain 20 UniProt (SwissProt) Alternative ID(s) of Target Chain 20 UniProt (TrEMBL) Submitted Name of Target Chain 20 UniProt (TrEMBL) Entry Name of Target Chain 20 UniProt (TrEMBL) Primary ID of Target Chain 20 UniProt (TrEMBL) Secondary ID(s) of Target Chain 20 UniProt (TrEMBL) Alternative ID(s) of Target Chain 20 BindingDB Target Chain Sequence 21 PDB ID(s) of Target Chain 21 UniProt (SwissProt) Recommended Name of Target Chain 21 UniProt (SwissProt) Entry Name of Target Chain 21 UniProt (SwissProt) Primary ID of Target Chain 21 UniProt (SwissProt) Secondary ID(s) of Target Chain 21 UniProt (SwissProt) Alternative ID(s) of Target Chain 21 UniProt (TrEMBL) Submitted Name of Target Chain 21 UniProt (TrEMBL) Entry Name of Target Chain 21 UniProt (TrEMBL) Primary ID of Target Chain 21 UniProt (TrEMBL) Secondary ID(s) of Target Chain 21 UniProt (TrEMBL) Alternative ID(s) of Target Chain 21 BindingDB Target Chain Sequence 22 PDB ID(s) of Target Chain 22 UniProt (SwissProt) Recommended Name of Target Chain 22 UniProt (SwissProt) Entry Name of Target Chain 22 UniProt (SwissProt) Primary ID of Target Chain 22 UniProt (SwissProt) Secondary ID(s) of Target Chain 22 UniProt (SwissProt) Alternative ID(s) of Target Chain 22 UniProt (TrEMBL) Submitted Name of Target Chain 22 UniProt (TrEMBL) Entry Name of Target Chain 22 UniProt (TrEMBL) Primary ID of Target Chain 22 UniProt (TrEMBL) Secondary ID(s) of Target Chain 22 UniProt (TrEMBL) Alternative ID(s) of Target Chain 22 BindingDB Target Chain Sequence 23 PDB ID(s) of Target Chain 23 UniProt (SwissProt) Recommended Name of Target Chain 23 UniProt (SwissProt) Entry Name of Target Chain 23 UniProt (SwissProt) Primary ID of Target Chain 23 UniProt (SwissProt) Secondary ID(s) of Target Chain 23 UniProt (SwissProt) Alternative ID(s) of Target Chain 23 UniProt (TrEMBL) Submitted Name of Target Chain 23 UniProt (TrEMBL) Entry Name of Target Chain 23 UniProt (TrEMBL) Primary ID of Target Chain 23 UniProt (TrEMBL) Secondary ID(s) of Target Chain 23 UniProt (TrEMBL) Alternative ID(s) of Target Chain 23 BindingDB Target Chain Sequence 24 PDB ID(s) of Target Chain 24 UniProt (SwissProt) Recommended Name of Target Chain 24 UniProt (SwissProt) Entry Name of Target Chain 24 UniProt (SwissProt) Primary ID of Target Chain 24 UniProt (SwissProt) Secondary ID(s) of Target Chain 24 UniProt (SwissProt) Alternative ID(s) of Target Chain 24 UniProt (TrEMBL) Submitted Name of Target Chain 24 UniProt (TrEMBL) Entry Name of Target Chain 24 UniProt (TrEMBL) Primary ID of Target Chain 24 UniProt (TrEMBL) Secondary ID(s) of Target Chain 24 UniProt (TrEMBL) Alternative ID(s) of Target Chain 24 BindingDB Target Chain Sequence 25 PDB ID(s) of Target Chain 25 UniProt (SwissProt) Recommended Name of Target Chain 25 UniProt (SwissProt) Entry Name of Target Chain 25 UniProt (SwissProt) Primary ID of Target Chain 25 UniProt (SwissProt) Secondary ID(s) of Target Chain 25 UniProt (SwissProt) Alternative ID(s) of Target Chain 25 UniProt (TrEMBL) Submitted Name of Target Chain 25 UniProt (TrEMBL) Entry Name of Target Chain 25 UniProt (TrEMBL) Primary ID of Target Chain 25 UniProt (TrEMBL) Secondary ID(s) of Target Chain 25 UniProt (TrEMBL) Alternative ID(s) of Target Chain 25 BindingDB Target Chain Sequence 26 PDB ID(s) of Target Chain 26 UniProt (SwissProt) Recommended Name of Target Chain 26 UniProt (SwissProt) Entry Name of Target Chain 26 UniProt (SwissProt) Primary ID of Target Chain 26 UniProt (SwissProt) Secondary ID(s) of Target Chain 26 UniProt (SwissProt) Alternative ID(s) of Target Chain 26 UniProt (TrEMBL) Submitted Name of Target Chain 26 UniProt (TrEMBL) Entry Name of Target Chain 26 UniProt (TrEMBL) Primary ID of Target Chain 26 UniProt (TrEMBL) Secondary ID(s) of Target Chain 26 UniProt (TrEMBL) Alternative ID(s) of Target Chain 26 BindingDB Target Chain Sequence 27 PDB ID(s) of Target Chain 27 UniProt (SwissProt) Recommended Name of Target Chain 27 UniProt (SwissProt) Entry Name of Target Chain 27 UniProt (SwissProt) Primary ID of Target Chain 27 UniProt (SwissProt) Secondary ID(s) of Target Chain 27 UniProt (SwissProt) Alternative ID(s) of Target Chain 27 UniProt (TrEMBL) Submitted Name of Target Chain 27 UniProt (TrEMBL) Entry Name of Target Chain 27 UniProt (TrEMBL) Primary ID of Target Chain 27 UniProt (TrEMBL) Secondary ID(s) of Target Chain 27 UniProt (TrEMBL) Alternative ID(s) of Target Chain 27 BindingDB Target Chain Sequence 28 PDB ID(s) of Target Chain 28 UniProt (SwissProt) Recommended Name of Target Chain 28 UniProt (SwissProt) Entry Name of Target Chain 28 UniProt (SwissProt) Primary ID of Target Chain 28 UniProt (SwissProt) Secondary ID(s) of Target Chain 28 UniProt (SwissProt) Alternative ID(s) of Target Chain 28 UniProt (TrEMBL) Submitted Name of Target Chain 28 UniProt (TrEMBL) Entry Name of Target Chain 28 UniProt (TrEMBL) Primary ID of Target Chain 28 UniProt (TrEMBL) Secondary ID(s) of Target Chain 28 UniProt (TrEMBL) Alternative ID(s) of Target Chain 28 BindingDB Target Chain Sequence 29 PDB ID(s) of Target Chain 29 UniProt (SwissProt) Recommended Name of Target Chain 29 UniProt (SwissProt) Entry Name of Target Chain 29 UniProt (SwissProt) Primary ID of Target Chain 29 UniProt (SwissProt) Secondary ID(s) of Target Chain 29 UniProt (SwissProt) Alternative ID(s) of Target Chain 29 UniProt (TrEMBL) Submitted Name of Target Chain 29 UniProt (TrEMBL) Entry Name of Target Chain 29 UniProt (TrEMBL) Primary ID of Target Chain 29 UniProt (TrEMBL) Secondary ID(s) of Target Chain 29 UniProt (TrEMBL) Alternative ID(s) of Target Chain 29 BindingDB Target Chain Sequence 30 PDB ID(s) of Target Chain 30 UniProt (SwissProt) Recommended Name of Target Chain 30 UniProt (SwissProt) Entry Name of Target Chain 30 UniProt (SwissProt) Primary ID of Target Chain 30 UniProt (SwissProt) Secondary ID(s) of Target Chain 30 UniProt (SwissProt) Alternative ID(s) of Target Chain 30 UniProt (TrEMBL) Submitted Name of Target Chain 30 UniProt (TrEMBL) Entry Name of Target Chain 30 UniProt (TrEMBL) Primary ID of Target Chain 30 UniProt (TrEMBL) Secondary ID(s) of Target Chain 30 UniProt (TrEMBL) Alternative ID(s) of Target Chain 30 BindingDB Target Chain Sequence 31 PDB ID(s) of Target Chain 31 UniProt (SwissProt) Recommended Name of Target Chain 31 UniProt (SwissProt) Entry Name of Target Chain 31 UniProt (SwissProt) Primary ID of Target Chain 31 UniProt (SwissProt) Secondary ID(s) of Target Chain 31 UniProt (SwissProt) Alternative ID(s) of Target Chain 31 UniProt (TrEMBL) Submitted Name of Target Chain 31 UniProt (TrEMBL) Entry Name of Target Chain 31 UniProt (TrEMBL) Primary ID of Target Chain 31 UniProt (TrEMBL) Secondary ID(s) of Target Chain 31 UniProt (TrEMBL) Alternative ID(s) of Target Chain 31 BindingDB Target Chain Sequence 32 PDB ID(s) of Target Chain 32 UniProt (SwissProt) Recommended Name of Target Chain 32 UniProt (SwissProt) Entry Name of Target Chain 32 UniProt (SwissProt) Primary ID of Target Chain 32 UniProt (SwissProt) Secondary ID(s) of Target Chain 32 UniProt (SwissProt) Alternative ID(s) of Target Chain 32 UniProt (TrEMBL) Submitted Name of Target Chain 32 UniProt (TrEMBL) Entry Name of Target Chain 32 UniProt (TrEMBL) Primary ID of Target Chain 32 UniProt (TrEMBL) Secondary ID(s) of Target Chain 32 UniProt (TrEMBL) Alternative ID(s) of Target Chain 32 BindingDB Target Chain Sequence 33 PDB ID(s) of Target Chain 33 UniProt (SwissProt) Recommended Name of Target Chain 33 UniProt (SwissProt) Entry Name of Target Chain 33 UniProt (SwissProt) Primary ID of Target Chain 33 UniProt (SwissProt) Secondary ID(s) of Target Chain 33 UniProt (SwissProt) Alternative ID(s) of Target Chain 33 UniProt (TrEMBL) Submitted Name of Target Chain 33 UniProt (TrEMBL) Entry Name of Target Chain 33 UniProt (TrEMBL) Primary ID of Target Chain 33 UniProt (TrEMBL) Secondary ID(s) of Target Chain 33 UniProt (TrEMBL) Alternative ID(s) of Target Chain 33 BindingDB Target Chain Sequence 34 PDB ID(s) of Target Chain 34 UniProt (SwissProt) Recommended Name of Target Chain 34 UniProt (SwissProt) Entry Name of Target Chain 34 UniProt (SwissProt) Primary ID of Target Chain 34 UniProt (SwissProt) Secondary ID(s) of Target Chain 34 UniProt (SwissProt) Alternative ID(s) of Target Chain 34 UniProt (TrEMBL) Submitted Name of Target Chain 34 UniProt (TrEMBL) Entry Name of Target Chain 34 UniProt (TrEMBL) Primary ID of Target Chain 34 UniProt (TrEMBL) Secondary ID(s) of Target Chain 34 UniProt (TrEMBL) Alternative ID(s) of Target Chain 34 BindingDB Target Chain Sequence 35 PDB ID(s) of Target Chain 35 UniProt (SwissProt) Recommended Name of Target Chain 35 UniProt (SwissProt) Entry Name of Target Chain 35 UniProt (SwissProt) Primary ID of Target Chain 35 UniProt (SwissProt) Secondary ID(s) of Target Chain 35 UniProt (SwissProt) Alternative ID(s) of Target Chain 35 UniProt (TrEMBL) Submitted Name of Target Chain 35 UniProt (TrEMBL) Entry Name of Target Chain 35 UniProt (TrEMBL) Primary ID of Target Chain 35 UniProt (TrEMBL) Secondary ID(s) of Target Chain 35 UniProt (TrEMBL) Alternative ID(s) of Target Chain 35 BindingDB Target Chain Sequence 36 PDB ID(s) of Target Chain 36 UniProt (SwissProt) Recommended Name of Target Chain 36 UniProt (SwissProt) Entry Name of Target Chain 36 UniProt (SwissProt) Primary ID of Target Chain 36 UniProt (SwissProt) Secondary ID(s) of Target Chain 36 UniProt (SwissProt) Alternative ID(s) of Target Chain 36 UniProt (TrEMBL) Submitted Name of Target Chain 36 UniProt (TrEMBL) Entry Name of Target Chain 36 UniProt (TrEMBL) Primary ID of Target Chain 36 UniProt (TrEMBL) Secondary ID(s) of Target Chain 36 UniProt (TrEMBL) Alternative ID(s) of Target Chain 36 BindingDB Target Chain Sequence 37 PDB ID(s) of Target Chain 37 UniProt (SwissProt) Recommended Name of Target Chain 37 UniProt (SwissProt) Entry Name of Target Chain 37 UniProt (SwissProt) Primary ID of Target Chain 37 UniProt (SwissProt) Secondary ID(s) of Target Chain 37 UniProt (SwissProt) Alternative ID(s) of Target Chain 37 UniProt (TrEMBL) Submitted Name of Target Chain 37 UniProt (TrEMBL) Entry Name of Target Chain 37 UniProt (TrEMBL) Primary ID of Target Chain 37 UniProt (TrEMBL) Secondary ID(s) of Target Chain 37 UniProt (TrEMBL) Alternative ID(s) of Target Chain 37 BindingDB Target Chain Sequence 38 PDB ID(s) of Target Chain 38 UniProt (SwissProt) Recommended Name of Target Chain 38 UniProt (SwissProt) Entry Name of Target Chain 38 UniProt (SwissProt) Primary ID of Target Chain 38 UniProt (SwissProt) Secondary ID(s) of Target Chain 38 UniProt (SwissProt) Alternative ID(s) of Target Chain 38 UniProt (TrEMBL) Submitted Name of Target Chain 38 UniProt (TrEMBL) Entry Name of Target Chain 38 UniProt (TrEMBL) Primary ID of Target Chain 38 UniProt (TrEMBL) Secondary ID(s) of Target Chain 38 UniProt (TrEMBL) Alternative ID(s) of Target Chain 38 BindingDB Target Chain Sequence 39 PDB ID(s) of Target Chain 39 UniProt (SwissProt) Recommended Name of Target Chain 39 UniProt (SwissProt) Entry Name of Target Chain 39 UniProt (SwissProt) Primary ID of Target Chain 39 UniProt (SwissProt) Secondary ID(s) of Target Chain 39 UniProt (SwissProt) Alternative ID(s) of Target Chain 39 UniProt (TrEMBL) Submitted Name of Target Chain 39 UniProt (TrEMBL) Entry Name of Target Chain 39 UniProt (TrEMBL) Primary ID of Target Chain 39 UniProt (TrEMBL) Secondary ID(s) of Target Chain 39 UniProt (TrEMBL) Alternative ID(s) of Target Chain 39 BindingDB Target Chain Sequence 40 PDB ID(s) of Target Chain 40 UniProt (SwissProt) Recommended Name of Target Chain 40 UniProt (SwissProt) Entry Name of Target Chain 40 UniProt (SwissProt) Primary ID of Target Chain 40 UniProt (SwissProt) Secondary ID(s) of Target Chain 40 UniProt (SwissProt) Alternative ID(s) of Target Chain 40 UniProt (TrEMBL) Submitted Name of Target Chain 40 UniProt (TrEMBL) Entry Name of Target Chain 40 UniProt (TrEMBL) Primary ID of Target Chain 40 UniProt (TrEMBL) Secondary ID(s) of Target Chain 40 UniProt (TrEMBL) Alternative ID(s) of Target Chain 40 BindingDB Target Chain Sequence 41 PDB ID(s) of Target Chain 41 UniProt (SwissProt) Recommended Name of Target Chain 41 UniProt (SwissProt) Entry Name of Target Chain 41 UniProt (SwissProt) Primary ID of Target Chain 41 UniProt (SwissProt) Secondary ID(s) of Target Chain 41 UniProt (SwissProt) Alternative ID(s) of Target Chain 41 UniProt (TrEMBL) Submitted Name of Target Chain 41 UniProt (TrEMBL) Entry Name of Target Chain 41 UniProt (TrEMBL) Primary ID of Target Chain 41 UniProt (TrEMBL) Secondary ID(s) of Target Chain 41 UniProt (TrEMBL) Alternative ID(s) of Target Chain 41 BindingDB Target Chain Sequence 42 PDB ID(s) of Target Chain 42 UniProt (SwissProt) Recommended Name of Target Chain 42 UniProt (SwissProt) Entry Name of Target Chain 42 UniProt (SwissProt) Primary ID of Target Chain 42 UniProt (SwissProt) Secondary ID(s) of Target Chain 42 UniProt (SwissProt) Alternative ID(s) of Target Chain 42 UniProt (TrEMBL) Submitted Name of Target Chain 42 UniProt (TrEMBL) Entry Name of Target Chain 42 UniProt (TrEMBL) Primary ID of Target Chain 42 UniProt (TrEMBL) Secondary ID(s) of Target Chain 42 UniProt (TrEMBL) Alternative ID(s) of Target Chain 42 BindingDB Target Chain Sequence 43 PDB ID(s) of Target Chain 43 UniProt (SwissProt) Recommended Name of Target Chain 43 UniProt (SwissProt) Entry Name of Target Chain 43 UniProt (SwissProt) Primary ID of Target Chain 43 UniProt (SwissProt) Secondary ID(s) of Target Chain 43 UniProt (SwissProt) Alternative ID(s) of Target Chain 43 UniProt (TrEMBL) Submitted Name of Target Chain 43 UniProt (TrEMBL) Entry Name of Target Chain 43 UniProt (TrEMBL) Primary ID of Target Chain 43 UniProt (TrEMBL) Secondary ID(s) of Target Chain 43 UniProt (TrEMBL) Alternative ID(s) of Target Chain 43 BindingDB Target Chain Sequence 44 PDB ID(s) of Target Chain 44 UniProt (SwissProt) Recommended Name of Target Chain 44 UniProt (SwissProt) Entry Name of Target Chain 44 UniProt (SwissProt) Primary ID of Target Chain 44 UniProt (SwissProt) Secondary ID(s) of Target Chain 44 UniProt (SwissProt) Alternative ID(s) of Target Chain 44 UniProt (TrEMBL) Submitted Name of Target Chain 44 UniProt (TrEMBL) Entry Name of Target Chain 44 UniProt (TrEMBL) Primary ID of Target Chain 44 UniProt (TrEMBL) Secondary ID(s) of Target Chain 44 UniProt (TrEMBL) Alternative ID(s) of Target Chain 44 BindingDB Target Chain Sequence 45 PDB ID(s) of Target Chain 45 UniProt (SwissProt) Recommended Name of Target Chain 45 UniProt (SwissProt) Entry Name of Target Chain 45 UniProt (SwissProt) Primary ID of Target Chain 45 UniProt (SwissProt) Secondary ID(s) of Target Chain 45 UniProt (SwissProt) Alternative ID(s) of Target Chain 45 UniProt (TrEMBL) Submitted Name of Target Chain 45 UniProt (TrEMBL) Entry Name of Target Chain 45 UniProt (TrEMBL) Primary ID of Target Chain 45 UniProt (TrEMBL) Secondary ID(s) of Target Chain 45 UniProt (TrEMBL) Alternative ID(s) of Target Chain 45 BindingDB Target Chain Sequence 46 PDB ID(s) of Target Chain 46 UniProt (SwissProt) Recommended Name of Target Chain 46 UniProt (SwissProt) Entry Name of Target Chain 46 UniProt (SwissProt) Primary ID of Target Chain 46 UniProt (SwissProt) Secondary ID(s) of Target Chain 46 UniProt (SwissProt) Alternative ID(s) of Target Chain 46 UniProt (TrEMBL) Submitted Name of Target Chain 46 UniProt (TrEMBL) Entry Name of Target Chain 46 UniProt (TrEMBL) Primary ID of Target Chain 46 UniProt (TrEMBL) Secondary ID(s) of Target Chain 46 UniProt (TrEMBL) Alternative ID(s) of Target Chain 46 BindingDB Target Chain Sequence 47 PDB ID(s) of Target Chain 47 UniProt (SwissProt) Recommended Name of Target Chain 47 UniProt (SwissProt) Entry Name of Target Chain 47 UniProt (SwissProt) Primary ID of Target Chain 47 UniProt (SwissProt) Secondary ID(s) of Target Chain 47 UniProt (SwissProt) Alternative ID(s) of Target Chain 47 UniProt (TrEMBL) Submitted Name of Target Chain 47 UniProt (TrEMBL) Entry Name of Target Chain 47 UniProt (TrEMBL) Primary ID of Target Chain 47 UniProt (TrEMBL) Secondary ID(s) of Target Chain 47 UniProt (TrEMBL) Alternative ID(s) of Target Chain 47 BindingDB Target Chain Sequence 48 PDB ID(s) of Target Chain 48 UniProt (SwissProt) Recommended Name of Target Chain 48 UniProt (SwissProt) Entry Name of Target Chain 48 UniProt (SwissProt) Primary ID of Target Chain 48 UniProt (SwissProt) Secondary ID(s) of Target Chain 48 UniProt (SwissProt) Alternative ID(s) of Target Chain 48 UniProt (TrEMBL) Submitted Name of Target Chain 48 UniProt (TrEMBL) Entry Name of Target Chain 48 UniProt (TrEMBL) Primary ID of Target Chain 48 UniProt (TrEMBL) Secondary ID(s) of Target Chain 48 UniProt (TrEMBL) Alternative ID(s) of Target Chain 48 BindingDB Target Chain Sequence 49 PDB ID(s) of Target Chain 49 UniProt (SwissProt) Recommended Name of Target Chain 49 UniProt (SwissProt) Entry Name of Target Chain 49 UniProt (SwissProt) Primary ID of Target Chain 49 UniProt (SwissProt) Secondary ID(s) of Target Chain 49 UniProt (SwissProt) Alternative ID(s) of Target Chain 49 UniProt (TrEMBL) Submitted Name of Target Chain 49 UniProt (TrEMBL) Entry Name of Target Chain 49 UniProt (TrEMBL) Primary ID of Target Chain 49 UniProt (TrEMBL) Secondary ID(s) of Target Chain 49 UniProt (TrEMBL) Alternative ID(s) of Target Chain 49 BindingDB Target Chain Sequence 50 PDB ID(s) of Target Chain 50 UniProt (SwissProt) Recommended Name of Target Chain 50 UniProt (SwissProt) Entry Name of Target Chain 50 UniProt (SwissProt) Primary ID of Target Chain 50 UniProt (SwissProt) Secondary ID(s) of Target Chain 50 UniProt (SwissProt) Alternative ID(s) of Target Chain 50 UniProt (TrEMBL) Submitted Name of Target Chain 50 UniProt (TrEMBL) Entry Name of Target Chain 50 UniProt (TrEMBL) Primary ID of Target Chain 50 UniProt (TrEMBL) Secondary ID(s) of Target Chain 50 UniProt (TrEMBL) Alternative ID(s) of Target Chain 50 38199 Brc1ccc(cc1)-n1c(SCc2ccccc2)nnc1-c1ccncc1 InChI=1S/C20H15BrN4S/c21-17-6-8-18(9-7-17)25-19(16-10-12-22-13-11-16)23-24-20(25)26-14-15-4-2-1-3-5-15/h1-13H,14H2 IWCKJSOBOIUYSP-UHFFFAOYSA-N 21149 4-[5-(benzylsulfanyl)-4-(4-bromophenyl)-4H-1,2,4-triazol-3-yl]pyridine::Pyridine-based ligand, 1 Cytochrome P450 2C9 Homo sapiens 4300 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21149 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21149&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 1410239 49689222 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38200 CCn1c(SCc2ccc(OC)cc2)nnc1-c1ccncc1 InChI=1S/C17H18N4OS/c1-3-21-16(14-8-10-18-11-9-14)19-20-17(21)23-12-13-4-6-15(22-2)7-5-13/h4-11H,3,12H2,1-2H3 OCSFKRCNTJAHRX-UHFFFAOYSA-N 21151 4-(4-ethyl-5-{[(4-methoxyphenyl)methyl]sulfanyl}-4H-1,2,4-triazol-3-yl)pyridine::Pyridine-based ligand, 2 Cytochrome P450 2C9 Homo sapiens >50000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21151 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21151&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 936091 49689224 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38201 CCOc1ccc(NC(=O)c2ccc(cc2)-n2cnnn2)cc1 InChI=1S/C16H15N5O2/c1-2-23-15-9-5-13(6-10-15)18-16(22)12-3-7-14(8-4-12)21-11-17-19-20-21/h3-11H,2H2,1H3,(H,18,22) HYHBTUQUIVVEHT-UHFFFAOYSA-N 21152 N-(4-ethoxyphenyl)-4-(1H-1,2,3,4-tetrazol-1-yl)benzamide::Tetrazole-based ligand, 3 Cytochrome P450 2C9 Homo sapiens >30000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21152 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21152&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 747770 49689225 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38202 CCOC(=O)C(Cc1ccc(Cl)cc1Cl)c1ccno1 InChI=1S/C14H13Cl2NO3/c1-2-19-14(18)11(13-5-6-17-20-13)7-9-3-4-10(15)8-12(9)16/h3-6,8,11H,2,7H2,1H3 AXKQUNLOEFWORV-UHFFFAOYSA-N 21153 ethyl 3-(2,4-dichlorophenyl)-2-(1,2-oxazol-5-yl)propanoate::Isoxazole-based ligand, 4 Cytochrome P450 2C9 Homo sapiens 11000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21153 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21153&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 4261503 49689226 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38203 COc1ccc(cc1)-c1cc(CNS(=O)(=O)c2ccccc2)on1 InChI=1S/C17H16N2O4S/c1-22-14-9-7-13(8-10-14)17-11-15(23-19-17)12-18-24(20,21)16-5-3-2-4-6-16/h2-11,18H,12H2,1H3 GHLQJCUCOQSQFJ-UHFFFAOYSA-N 21154 N-{[3-(4-methoxyphenyl)-1,2-oxazol-5-yl]methyl}benzenesulfonamide::Isoxazole-based ligand, 5 Cytochrome P450 2C9 Homo sapiens 39000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21154 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21154&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 1480806 49689227 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38204 Clc1ccc(cc1)-n1cc(COC(=O)Nc2ccccc2)nn1 InChI=1S/C16H13ClN4O2/c17-12-6-8-15(9-7-12)21-10-14(19-20-21)11-23-16(22)18-13-4-2-1-3-5-13/h1-10H,11H2,(H,18,22) LYDVUNMUKWQJAS-UHFFFAOYSA-N 21155 [1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl]methyl N-phenylcarbamate::Triazole-based ligand, 6 Cytochrome P450 2C9 Homo sapiens Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21155 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21155&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 1475789 49689228 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38205 CS(=O)(=O)Cc1cc(nc(n1)-c1ccccc1)N1CCCC1 InChI=1S/C16H19N3O2S/c1-22(20,21)12-14-11-15(19-9-5-6-10-19)18-16(17-14)13-7-3-2-4-8-13/h2-4,7-8,11H,5-6,9-10,12H2,1H3 XVESHLWLQJLGGM-UHFFFAOYSA-N 21156 4-(methanesulfonylmethyl)-2-phenyl-6-(pyrrolidin-1-yl)pyrimidine::Pyrimidine-based ligand, 7 Cytochrome P450 2C9 Homo sapiens >50000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21156 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21156&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 1476707 49689229 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38206 CS(=O)(=O)Cc1cc(nc(n1)-c1ccncc1)N1CCCC1 InChI=1S/C15H18N4O2S/c1-22(20,21)11-13-10-14(19-8-2-3-9-19)18-15(17-13)12-4-6-16-7-5-12/h4-7,10H,2-3,8-9,11H2,1H3 SGDGSDPRWPCTHO-UHFFFAOYSA-N 21157 4-(methanesulfonylmethyl)-2-(pyridin-4-yl)-6-(pyrrolidin-1-yl)pyrimidine::Pyridine-based ligand, 8 Cytochrome P450 2C9 Homo sapiens >50000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21157 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21157&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 3811929 49689230 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38207 Cc1cnc(CNc2cc(nc(n2)-c2ccccn2)-c2ccccc2)nc1 InChI=1S/C21H18N6/c1-15-12-23-20(24-13-15)14-25-19-11-18(16-7-3-2-4-8-16)26-21(27-19)17-9-5-6-10-22-17/h2-13H,14H2,1H3,(H,25,26,27) QERIBPHEBTWPBO-UHFFFAOYSA-N 21158 N-[(5-methylpyrimidin-2-yl)methyl]-6-phenyl-2-(pyridin-2-yl)pyrimidin-4-amine::Pyridine-based ligand, 9 Cytochrome P450 2C9 Homo sapiens >50000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21158 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21158&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 5201490 49689231 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38208 Cc1cnc(CNc2cc(nc(n2)-c2cccnc2)-c2ccccc2)nc1 InChI=1S/C21H18N6/c1-15-11-23-20(24-12-15)14-25-19-10-18(16-6-3-2-4-7-16)26-21(27-19)17-8-5-9-22-13-17/h2-13H,14H2,1H3,(H,25,26,27) NMEUHELRRBWEPG-UHFFFAOYSA-N 21159 N-[(5-methylpyrimidin-2-yl)methyl]-6-phenyl-2-(pyridin-3-yl)pyrimidin-4-amine::Pyridine-based ligand, 10 Cytochrome P450 2C9 Homo sapiens 21000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21159 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21159&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 3296768 49689232 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38209 Cc1cnc(CNc2cc(nc(n2)-c2ccncc2)-c2ccccc2)nc1 InChI=1S/C21H18N6/c1-15-12-23-20(24-13-15)14-25-19-11-18(16-5-3-2-4-6-16)26-21(27-19)17-7-9-22-10-8-17/h2-13H,14H2,1H3,(H,25,26,27) XCYJXGREMGRASS-UHFFFAOYSA-N 21160 N-[(5-methylpyrimidin-2-yl)methyl]-6-phenyl-2-(pyridin-4-yl)pyrimidin-4-amine::Pyridine-based ligand, 11 Cytochrome P450 2C9 Homo sapiens 4800 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21160 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21160&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 4193543 49689233 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38210 CS(=O)(=O)c1ccc(Cn2cc(cn2)-c2ccncc2)cc1 InChI=1S/C16H15N3O2S/c1-22(20,21)16-4-2-13(3-5-16)11-19-12-15(10-18-19)14-6-8-17-9-7-14/h2-10,12H,11H2,1H3 CQAZSXLFKOPBIY-UHFFFAOYSA-N 21161 4-{1-[(4-methanesulfonylphenyl)methyl]-1H-pyrazol-4-yl}pyridine::Pyridine-based ligand, 12 Cytochrome P450 2C9 Homo sapiens 1300 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21161 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21161&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 4450789 49689234 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38211 Clc1ccc(Cn2cc(cn2)-c2ccncc2)c(Cl)c1 InChI=1S/C15H11Cl2N3/c16-14-2-1-12(15(17)7-14)9-20-10-13(8-19-20)11-3-5-18-6-4-11/h1-8,10H,9H2 DCMHHJQTRGXPBA-UHFFFAOYSA-N 21162 4-{1-[(2,4-dichlorophenyl)methyl]-1H-pyrazol-4-yl}pyridine::Pyridine-based ligand, 13 Cytochrome P450 2C9 Homo sapiens 500 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21162 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21162&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 4450788 49689235 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38212 Cc1cc(cc(C)n1)C(C)(C)NC(=O)C(Br)C(C)(C)C InChI=1S/C16H25BrN2O/c1-10-8-12(9-11(2)18-10)16(6,7)19-14(20)13(17)15(3,4)5/h8-9,13H,1-7H3,(H,19,20) AOEMSQHYYYHFRN-UHFFFAOYSA-N 21163 2-bromo-N-[2-(2,6-dimethylpyridin-4-yl)propan-2-yl]-3,3-dimethylbutanamide::Pyridine-based ligand, 14 Cytochrome P450 2C9 Homo sapiens >50000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21163 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21163&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 4048115 49689236 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38213 COc1ccc(CCCOC(Cn2ccnc2)c2ccc(OC)cc2)cc1 InChI=1S/C22H26N2O3/c1-25-20-9-5-18(6-10-20)4-3-15-27-22(16-24-14-13-23-17-24)19-7-11-21(26-2)12-8-19/h5-14,17,22H,3-4,15-16H2,1-2H3 HLMBXBGDBBCYII-UHFFFAOYSA-N 21164 1-[2-(4-methoxyphenyl)-2-[3-(4-methoxyphenyl)propoxy]ethyl]-1H-imidazole::Imidazole-based ligand, 15 Cytochrome P450 2C9 Homo sapiens 220 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21164 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21164&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 104956 49689237 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38214 Clc1ccc(c(Cl)c1)C1(Cn2cncn2)CC(Br)CO1 InChI=1S/C13H12BrCl2N3O/c14-9-4-13(20-5-9,6-19-8-17-7-18-19)11-2-1-10(15)3-12(11)16/h1-3,7-9H,4-6H2 HJJVPARKXDDIQD-UHFFFAOYSA-N 21165 1-{[4-bromo-2-(2,4-dichlorophenyl)oxolan-2-yl]methyl}-1H-1,2,4-triazole::Triazole-based ligand, 16 Cytochrome P450 2C9 Homo sapiens 8100 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21165 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21165&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 3444 49689238 C18704 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38215 CCC1COC(Cn2cncn2)(O1)c1ccc(Cl)cc1Cl InChI=1S/C14H15Cl2N3O2/c1-2-11-6-20-14(21-11,7-19-9-17-8-18-19)12-4-3-10(15)5-13(12)16/h3-5,8-9,11H,2,6-7H2,1H3 DWRKFAJEBUWTQM-UHFFFAOYSA-N 21166 1-{[2-(2,4-dichlorophenyl)-4-ethyl-1,3-dioxolan-2-yl]methyl}-1H-1,2,4-triazole::Triazole-based ligand, 17 Cytochrome P450 2C9 Homo sapiens >50000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21166 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21166&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 91673 49689239 C11293 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38216 CS(=O)(=O)OCC1COC(Cn2cncn2)(O1)c1ccc(Cl)cc1Cl InChI=1S/C14H15Cl2N3O5S/c1-25(20,21)23-6-11-5-22-14(24-11,7-19-9-17-8-18-19)12-3-2-10(15)4-13(12)16/h2-4,8-9,11H,5-7H2,1H3 QIMASXGTWQEFGS-UHFFFAOYSA-N 21167 [2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl methanesulfonate::Triazole-based ligand, 18 Cytochrome P450 2C9 Homo sapiens >50000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21167 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21167&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 3114841 49689240 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38217 COC(=O)[C@H](Cc1cnc[nH]1)NCc1ccccc1 |r| InChI=1S/C14H17N3O2/c1-19-14(18)13(7-12-9-15-10-17-12)16-8-11-5-3-2-4-6-11/h2-6,9-10,13,16H,7-8H2,1H3,(H,15,17) ZVJJJFLRYHVRLN-UHFFFAOYSA-N 21168 methyl (2S)-2-(benzylamino)-3-(1H-imidazol-4-yl)propanoate::Imidazole-based ligand, 19 Cytochrome P450 2C9 Homo sapiens 20000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21168 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21168&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 7017202 49689241 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38218 OC(Cn1cccn1)(c1ccc(F)cc1F)n1cncn1 InChI=1S/C13H11F2N5O/c14-10-2-3-11(12(15)6-10)13(21,20-9-16-8-18-20)7-19-5-1-4-17-19/h1-6,8-9,21H,7H2 KNWFVJXJIMAUCK-UHFFFAOYSA-N 21169 1-(2,4-difluorophenyl)-2-(1H-pyrazol-1-yl)-1-(1H-1,2,4-triazol-1-yl)ethan-1-ol::triazole-pyrazole ligand, 20 Cytochrome P450 2C9 Homo sapiens >50000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21169 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21169&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 24768398 49689242 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38219 Clc1ccc(OC(Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1 InChI=1S/C17H12Cl4N2O/c18-11-1-3-13(14(20)7-11)17(9-23-6-5-22-10-23)24-16-4-2-12(19)8-15(16)21/h1-8,10,17H,9H2 ZSEJKLXYMYILHA-UHFFFAOYSA-N 21170 1-[2-(2,4-dichlorophenoxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole::Imidazole-based ligand, 21 Cytochrome P450 2C9 Homo sapiens 10000 Curated from the literature by BindingDB 10.1021/jm701121y 10.7270/Q20Z71KZ 18311908 aid1798050 Ahlström, MM; Zamora, I 3/27/2008 4/7/2008 Astrazeneca http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21170 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21170&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 24768399 49689243 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 38633 NCCc1cn(c2ccccc12)S(=O)(=O)c1c(Cl)nc2sccn12 InChI=1S/C15H13ClN4O2S2/c16-13-14(19-7-8-23-15(19)18-13)24(21,22)20-9-10(5-6-17)11-3-1-2-4-12(11)20/h1-4,7-9H,5-6,17H2 RYBOXBBYCVOYNO-UHFFFAOYSA-N 21358 2-[1-({6-chloroimidazo[2,1-b][1,3]thiazole-5-}sulfonyl)-1H-indol-3-yl]ethan-1-amine::N1-(6-chloroimidazo[2,1-b][1,3]thiazole-5-sulfonyl)tryptamine::SAX-187::WAY-181187 Cytochrome P450 2C9 Homo sapiens >500000 7.4000 37.00 C Curated from the literature by BindingDB 10.1021/jm070521y 10.7270/Q23R0R5G 17948978 aid1798074 Cole, DC; Stock, JR; Lennox, WJ; Bernotas, RC; Ellingboe, JW; Boikess, S; Coupet, J; Smith, DL; Leung, L; Zhang, GM; Feng, X; Kelly, MF; Galante, R; Huang, P; Dawson, LA; Marquis, K; Rosenzweig-Lipson, S; Beyer, CE; Schechter, LE 11/15/2007 4/7/2008 Wyeth Research http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=21358 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=21358&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 10150497 49689430 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 48319 CN(c1ccc2c(C)n[nH]c2c1)c1ccnc(Nc2cccc(c2)S(N)(=O)=O)n1 InChI=1S/C19H19N7O2S/c1-12-16-7-6-14(11-17(16)25-24-12)26(2)18-8-9-21-19(23-18)22-13-4-3-5-15(10-13)29(20,27)28/h3-11H,1-2H3,(H,24,25)(H2,20,27,28)(H,21,22,23) HSCPAFQDYZFJML-UHFFFAOYSA-N 26467 3-({4-[methyl(3-methyl-1H-indazol-6-yl)amino]pyrimidin-2-yl}amino)benzene-1-sulfonamide::3-aminobenzene sulfonamide, 12a Cytochrome P450 2C9 Homo sapiens 700 7.4000 37.00 C Curated from the literature by BindingDB 10.1021/jm800566m 10.7270/Q26971XR 18620382 aid1798688 Harris, PA; Boloor, A; Cheung, M; Kumar, R; Crosby, RM; Davis-Ward, RG; Epperly, AH; Hinkle, KW; Hunter, RN; Johnson, JH; Knick, VB; Laudeman, CP; Luttrell, DK; Mook, RA; Nolte, RT; Rudolph, SK; Szewczyk, JR; Truesdale, AT; Veal, JM; Wang, L; Stafford, JA 8/14/2008 1/23/2009 Gsk http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=26467 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=26467&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 21956341 56464904 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 48320 CN(c1ccc2c(C)nn(C)c2c1)c1ccnc(Nc2cccc(c2)S(N)(=O)=O)n1 InChI=1S/C20H21N7O2S/c1-13-17-8-7-15(12-18(17)27(3)25-13)26(2)19-9-10-22-20(24-19)23-14-5-4-6-16(11-14)30(21,28)29/h4-12H,1-3H3,(H2,21,28,29)(H,22,23,24) ZVATUDPCDDOZRM-UHFFFAOYSA-N 26468 3-({4-[(1,3-dimethyl-1H-indazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)benzene-1-sulfonamide::3-aminobenzene sulfonamide, 12b Cytochrome P450 2C9 Homo sapiens 1000 7.4000 37.00 C Curated from the literature by BindingDB 10.1021/jm800566m 10.7270/Q26971XR 18620382 aid1798688 Harris, PA; Boloor, A; Cheung, M; Kumar, R; Crosby, RM; Davis-Ward, RG; Epperly, AH; Hinkle, KW; Hunter, RN; Johnson, JH; Knick, VB; Laudeman, CP; Luttrell, DK; Mook, RA; Nolte, RT; Rudolph, SK; Szewczyk, JR; Truesdale, AT; Veal, JM; Wang, L; Stafford, JA 8/14/2008 1/23/2009 Gsk http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=26468 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=26468&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 24949546 56464905 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 48321 CN(c1ccc2c(C)n(C)nc2c1)c1ccnc(Nc2cccc(c2)S(N)(=O)=O)n1 InChI=1S/C20H21N7O2S/c1-13-17-8-7-15(12-18(17)25-27(13)3)26(2)19-9-10-22-20(24-19)23-14-5-4-6-16(11-14)30(21,28)29/h4-12H,1-3H3,(H2,21,28,29)(H,22,23,24) RLIRKBLVQDRMIA-UHFFFAOYSA-N 26469 3-({4-[(2,3-dimethyl-2H-indazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)benzene-1-sulfonamide::3-aminobenzene sulfonamide, 12c Cytochrome P450 2C9 Homo sapiens 1400 7.4000 37.00 C Curated from the literature by BindingDB 10.1021/jm800566m 10.7270/Q26971XR 18620382 aid1798688 Harris, PA; Boloor, A; Cheung, M; Kumar, R; Crosby, RM; Davis-Ward, RG; Epperly, AH; Hinkle, KW; Hunter, RN; Johnson, JH; Knick, VB; Laudeman, CP; Luttrell, DK; Mook, RA; Nolte, RT; Rudolph, SK; Szewczyk, JR; Truesdale, AT; Veal, JM; Wang, L; Stafford, JA 8/14/2008 1/23/2009 Gsk http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=26469 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=26469&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 10180652 56464906 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 48322 CN(c1ccc2c(C)n(Cc3ccccc3)nc2c1)c1ccnc(Nc2cccc(c2)S(N)(=O)=O)n1 InChI=1S/C26H25N7O2S/c1-18-23-12-11-21(16-24(23)31-33(18)17-19-7-4-3-5-8-19)32(2)25-13-14-28-26(30-25)29-20-9-6-10-22(15-20)36(27,34)35/h3-16H,17H2,1-2H3,(H2,27,34,35)(H,28,29,30) MGWSCJCLMDQNGB-UHFFFAOYSA-N 26470 3-({4-[(2-benzyl-3-methyl-2H-indazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)benzene-1-sulfonamide::3-aminobenzene sulfonamide, 12d::D3RKN_49 Cytochrome P450 2C9 Homo sapiens 500 7.4000 37.00 C Curated from the literature by BindingDB 10.1021/jm800566m 10.7270/Q26971XR 18620382 aid1798688 Harris, PA; Boloor, A; Cheung, M; Kumar, R; Crosby, RM; Davis-Ward, RG; Epperly, AH; Hinkle, KW; Hunter, RN; Johnson, JH; Knick, VB; Laudeman, CP; Luttrell, DK; Mook, RA; Nolte, RT; Rudolph, SK; Szewczyk, JR; Truesdale, AT; Veal, JM; Wang, L; Stafford, JA 8/14/2008 1/23/2009 Gsk http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=26470 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=26470&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 24949702 56464907 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 48323 CN(c1ccc2cn(C)nc2c1)c1ccnc(Nc2cccc(c2)S(N)(=O)=O)n1 InChI=1S/C19H19N7O2S/c1-25-12-13-6-7-15(11-17(13)24-25)26(2)18-8-9-21-19(23-18)22-14-4-3-5-16(10-14)29(20,27)28/h3-12H,1-2H3,(H2,20,27,28)(H,21,22,23) RJSWFGJQETZYIH-UHFFFAOYSA-N 26471 3-({4-[methyl(2-methyl-2H-indazol-6-yl)amino]pyrimidin-2-yl}amino)benzene-1-sulfonamide::3-aminobenzene sulfonamide, 12e Cytochrome P450 2C9 Homo sapiens 2900 7.4000 37.00 C Curated from the literature by BindingDB 10.1021/jm800566m 10.7270/Q26971XR 18620382 aid1798688 Harris, PA; Boloor, A; Cheung, M; Kumar, R; Crosby, RM; Davis-Ward, RG; Epperly, AH; Hinkle, KW; Hunter, RN; Johnson, JH; Knick, VB; Laudeman, CP; Luttrell, DK; Mook, RA; Nolte, RT; Rudolph, SK; Szewczyk, JR; Truesdale, AT; Veal, JM; Wang, L; Stafford, JA 8/14/2008 1/23/2009 Gsk http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=26471 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=26471&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 24949548 56464908 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 48324 CN(c1ccc2nc(C)n(C)c2c1)c1ccnc(Nc2cccc(c2)S(N)(=O)=O)n1 InChI=1S/C20H21N7O2S/c1-13-23-17-8-7-15(12-18(17)26(13)2)27(3)19-9-10-22-20(25-19)24-14-5-4-6-16(11-14)30(21,28)29/h4-12H,1-3H3,(H2,21,28,29)(H,22,24,25) BOSPJTDRCVFWMR-UHFFFAOYSA-N 26472 3-({4-[(1,2-dimethyl-1H-1,3-benzodiazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)benzene-1-sulfonamide::3-aminobenzene sulfonamide, 12f Cytochrome P450 2C9 Homo sapiens 15000 7.4000 37.00 C Curated from the literature by BindingDB 10.1021/jm800566m 10.7270/Q26971XR 18620382 aid1798688 Harris, PA; Boloor, A; Cheung, M; Kumar, R; Crosby, RM; Davis-Ward, RG; Epperly, AH; Hinkle, KW; Hunter, RN; Johnson, JH; Knick, VB; Laudeman, CP; Luttrell, DK; Mook, RA; Nolte, RT; Rudolph, SK; Szewczyk, JR; Truesdale, AT; Veal, JM; Wang, L; Stafford, JA 8/14/2008 1/23/2009 Gsk http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=26472 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=26472&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 24949704 56464909 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 48325 CN(c1ccc2n(C)c(C)nc2c1)c1ccnc(Nc2cccc(c2)S(N)(=O)=O)n1 InChI=1S/C20H21N7O2S/c1-13-23-17-12-15(7-8-18(17)26(13)2)27(3)19-9-10-22-20(25-19)24-14-5-4-6-16(11-14)30(21,28)29/h4-12H,1-3H3,(H2,21,28,29)(H,22,24,25) FUUMHDABRAONFV-UHFFFAOYSA-N 26473 3-({4-[(1,2-dimethyl-1H-1,3-benzodiazol-5-yl)(methyl)amino]pyrimidin-2-yl}amino)benzene-1-sulfonamide::3-aminobenzene sulfonamide, 12g Cytochrome P450 2C9 Homo sapiens 9000 7.4000 37.00 C Curated from the literature by BindingDB 10.1021/jm800566m 10.7270/Q26971XR 18620382 aid1798688 Harris, PA; Boloor, A; Cheung, M; Kumar, R; Crosby, RM; Davis-Ward, RG; Epperly, AH; Hinkle, KW; Hunter, RN; Johnson, JH; Knick, VB; Laudeman, CP; Luttrell, DK; Mook, RA; Nolte, RT; Rudolph, SK; Szewczyk, JR; Truesdale, AT; Veal, JM; Wang, L; Stafford, JA 8/14/2008 1/23/2009 Gsk http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=26473 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=26473&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 10273854 56464910 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 88598 C[C@@H](CNCC(=O)N[C@H](Cc1ccccc1)C(=O)N[C@H](CC2CC2)C(=O)N[C@H](CCCCN)C(=O)N3CCC(N)(C(=O)O)CC3)c4ccccc4 InChI=1S/C17H18ClFN2O3S/c1-2-21(25(23,24)16-9-7-15(19)8-10-16)12-17(22)20-11-13-3-5-14(18)6-4-13/h3-10H,2,11-12H2,1H3,(H,20,22) WAIYNJYTDCIRIB-UHFFFAOYSA-N 66797 US12479800, Compound 1 Cytochrome P450 2C9 Homo sapiens >50 US Patent 10.7270/Q2GX4HCX aid1798066 US12479800 Zhang, Y; Wu, W; Li, Z; Zhu, W; Qin, J; Chen, S 11/25/2025 4/6/2026 Medshine Discovery http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=66797 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=66797&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 169879801 252645115 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 115763 CCC(=O)N[C@@H]1CCOc2c(-c3cc4c(cc3F)N(C)C(=O)CC4)cncc21 InChI=1S/C27H30FN3O5/c1-4-27(26(35)36-3)22-21(24(33)31(25(22)34)15-17-9-7-6-8-10-17)20(29-27)16-30(5-2)23(32)18-11-13-19(28)14-12-18/h6-14,20-22,29H,4-5,15-16H2,1-3H3 AKSIBRHUCBVPFX-UHFFFAOYSA-N 67091 US20250361240, Example Baxdrostat Cytochrome P450 2C9 Homo sapiens 35200 US Patent 10.1021/jm800733h 10.7270/Q2B56QJK aid1798922 US20250361240 LIU, Y; WU, L; LI, J; ZHOU, J; ZHANG, H; DING, CZ; FANG, D; SHA, W 11/27/2025 4/8/2026 Zhejiang Yangli Pharmaceutical Technology Co. http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=67091 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=67091&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 177778378 252645398 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 115768 CCC(=O)N[C@@H]1CCOc2c(-c3ccc4c(c3)CCC(=O)N4C)cncc21 InChI=1S/C16H14O4S/c17-13(15-7-4-10-21-15)8-9-16(19)20-11-14(18)12-5-2-1-3-6-12/h1-7,10H,8-9,11H2 PRUGYABZNYFQLC-UHFFFAOYSA-N 67083 US20250361240, Compound Example 1 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.1021/jm800733h 10.7270/Q2B56QJK aid1798922 US20250361240 LIU, Y; WU, L; LI, J; ZHOU, J; ZHANG, H; DING, CZ; FANG, D; SHA, W 11/27/2025 4/8/2026 Zhejiang Yangli Pharmaceutical Technology Co. http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=67083 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=67083&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 177778377 252645390 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 115773 CCC(=O)N[C@@H]1CCOc2c(-c3cc4c(cc3F)N(C)C(=O)CC4)cncc21 InChI=1S/C25H27N3O5S/c1-18-7-12-21(34(31,32)26-23-5-3-4-6-24(23)33-2)17-22(18)25(30)28-15-13-27(14-16-28)19-8-10-20(29)11-9-19/h3-12,17,26,29H,13-16H2,1-2H3 FKBNCYYLTGLEJU-UHFFFAOYSA-N 67090 US20250361240, Compound Example 8 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.1021/jm800733h 10.7270/Q2B56QJK aid1798922 US20250361240 LIU, Y; WU, L; LI, J; ZHOU, J; ZHANG, H; DING, CZ; FANG, D; SHA, W 11/27/2025 4/8/2026 Zhejiang Yangli Pharmaceutical Technology Co. http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=67090 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=67090&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 177778378 252645397 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 130073 COc1ccc(F)c(-n2ncc3c2COC[C@H]3NC(=O)c2ncn3c2CCCC3)c1Cl InChI=1S/C21H21ClFN5O3/c1-30-17-6-5-13(23)20(18(17)22)28-16-10-31-9-14(12(16)8-25-28)26-21(29)19-15-4-2-3-7-27(15)11-24-19/h5-6,8,11,14H,2-4,7,9-10H2,1H3,(H,26,29) FJRLMPPZRSHFHU-UHFFFAOYSA-N 95595 US20250388602, Example 9 Cytochrome P450 2C9 Homo sapiens >30000 US Patent 10.7270/Q2Q52VFS US20250388602 Barf, T; Lain, S; Bengtsson, C; Sandberg, L; Yngve, U 12/25/2025 5/6/2026 Genase Therapeutics http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=95595 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=95595&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 2220729 164036839 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 130083 COc1ccc(F)c(-n2ncc3c2CCC[C@H]3NC(=O)c2ncn3c2CCCC3)c1Cl InChI=1S/C22H23ClFN5O2/c1-31-18-9-8-14(24)21(19(18)23)29-16-7-4-5-15(13(16)11-26-29)27-22(30)20-17-6-2-3-10-28(17)12-25-20/h8-9,11-12,15H,2-7,10H2,1H3,(H,27,30) FYTXRQRKAFGLRE-UHFFFAOYSA-N 95661 US20250388602, Compound C Cytochrome P450 2C9 Homo sapiens 2000 US Patent 10.7270/Q2Q52VFS US20250388602 Barf, T; Lain, S; Bengtsson, C; Sandberg, L; Yngve, U 12/25/2025 5/6/2026 Genase Therapeutics http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=95661 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=95661&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 2906049 164036905 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 221131 OC(=O)CCC(=O)Nc1ccc(cc1)-c1c(O)ccc2cc(ccc12)-c1cccc(O)c1 InChI=1S/C26H21NO5/c28-21-3-1-2-17(15-21)18-6-10-22-19(14-18)7-11-23(29)26(22)16-4-8-20(9-5-16)27-24(30)12-13-25(31)32/h1-11,14-15,28-29H,12-13H2,(H,27,30)(H,31,32) ZTMKPXUZAMIYCW-UHFFFAOYSA-N 103338 US8546392, 59 Cytochrome P450 2C9 Homo sapiens 1.5e+2 US Patent 10.7270/Q2WW7G8P aid1800061 US8546392 Hartmann, R; Frotscher, M; Oberwinkler, S; Ziegler, E; Messinger, J; Thole, H 10/1/2013 12/9/2013 Universitaet Des Saarlandes http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=103338 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=103338&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25069443 172098629 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 221132 CCOC(=O)\C=C\c1c(OC)ccc2cc(ccc12)-c1cccc(OC)c1 InChI=1S/C23H22O4/c1-4-27-23(24)13-11-21-20-10-8-17(14-18(20)9-12-22(21)26-3)16-6-5-7-19(15-16)25-2/h5-15H,4H2,1-3H3 WCLQUDCFQAVYPS-UHFFFAOYSA-N 103334 US8546392, 19 Cytochrome P450 2C9 Homo sapiens 1.05e+3 US Patent 10.7270/Q2WW7G8P aid1800061 US8546392 Hartmann, R; Frotscher, M; Oberwinkler, S; Ziegler, E; Messinger, J; Thole, H 10/1/2013 12/9/2013 Universitaet Des Saarlandes http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=103334 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=103334&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59443470 172098625 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 221133 CS(=O)(=O)Nc1cccc(c1)-c1c(O)ccc2cc(ccc12)-c1cccc(O)c1 InChI=1S/C23H19NO4S/c1-29(27,28)24-19-6-2-5-18(13-19)23-21-10-8-16(12-17(21)9-11-22(23)26)15-4-3-7-20(25)14-15/h2-14,24-26H,1H3 FRZBNIHVXARHST-UHFFFAOYSA-N 50335815 CHEMBL1650658::US8546392, 72::US8546392, 56::N-{3-[2-Hydroxy-6-(3-hydroxyphenyl)-1-naphthyl]phenyl}-methanesulfonamide Cytochrome P450 2C9 Homo sapiens 1.25e+3 US Patent 10.7270/Q2WW7G8P aid1800061 US8546392 Hartmann, R; Frotscher, M; Oberwinkler, S; Ziegler, E; Messinger, J; Thole, H 10/1/2013 12/9/2013 Universitaet Des Saarlandes http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50335815 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50335815&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25069768 125085917 CHEMBL1650658 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 221134 COc1ccc(cn1)-c1c(O)ccc2cc(ccc12)-c1cccc(O)c1 InChI=1S/C22H17NO3/c1-26-21-10-7-17(13-23-21)22-19-8-5-15(11-16(19)6-9-20(22)25)14-3-2-4-18(24)12-14/h2-13,24-25H,1H3 LGNVIXULXLACQS-UHFFFAOYSA-N 50335817 CHEMBL1650646::US8546392, 70::US8546392, 54::6-(3-hydroxyphenyl)-1-(6-methoxypyridin-3-yl)naphthalen-2-ol Cytochrome P450 2C9 Homo sapiens 224 US Patent 10.7270/Q2WW7G8P aid1800061 US8546392 Hartmann, R; Frotscher, M; Oberwinkler, S; Ziegler, E; Messinger, J; Thole, H 10/1/2013 12/9/2013 Universitaet Des Saarlandes http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50335817 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50335817&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25069763 125085919 CHEMBL1650646 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 221135 CNC(=O)\C=C\c1cc(OC)cc(c1)-c1ccc2cc(OC)ccc2c1 InChI=1S/C22H21NO3/c1-23-22(24)9-4-15-10-19(14-21(11-15)26-3)17-5-6-18-13-20(25-2)8-7-16(18)12-17/h4-14H,1-3H3,(H,23,24) VIZKFHFQFJRUES-UHFFFAOYSA-N 103346 US8546392, 70 Cytochrome P450 2C9 Homo sapiens 3e+1 US Patent 10.7270/Q2WW7G8P aid1800061 US8546392 Hartmann, R; Frotscher, M; Oberwinkler, S; Ziegler, E; Messinger, J; Thole, H 10/1/2013 12/9/2013 Universitaet Des Saarlandes http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=103346 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=103346&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59443466 172098637 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226917 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)n1 |r| InChI=1S/C26H29N3O4/c1-19(20-9-11-21(12-10-20)23-13-14-24(31)28(2)27-23)29-17-16-26(15-6-18-30,33-25(29)32)22-7-4-3-5-8-22/h3-5,7-14,19,30H,6,15-18H2,1-2H3 PGQZLXAQNFHWTD-UHFFFAOYSA-N 107496 US8592410, 12 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107496 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107496&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 73427552 175444943 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226918 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(=O)n(C)n1 |r| InChI=1S/C27H30FN3O4/c1-18(19-5-7-20(8-6-19)23-13-14-24(32)30(4)29-23)31-16-15-27(35-25(31)33,17-26(2,3)34)21-9-11-22(28)12-10-21/h5-14,18,34H,15-17H2,1-4H3 INMWFVJXYNMTDV-UHFFFAOYSA-N 107473 US8592410, 13 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107473 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107473&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44512034 175444920 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226919 CCn1nc(ccc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C28H33N3O4/c1-5-31-25(32)16-15-24(29-31)22-13-11-21(12-14-22)20(2)30-18-17-28(35-26(30)33,19-27(3,4)34)23-9-7-6-8-10-23/h6-16,20,34H,5,17-19H2,1-4H3 FLPLVVYBPARPKW-UHFFFAOYSA-N 107474 US8592410, 14 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107474 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107474&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58109730 175444921 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226920 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(CC(F)(F)F)n1 |r| InChI=1S/C28H30F3N3O4/c1-19(20-9-11-21(12-10-20)23-13-14-24(35)34(32-23)18-28(29,30)31)33-16-15-27(38-25(33)36,17-26(2,3)37)22-7-5-4-6-8-22/h4-14,19,37H,15-18H2,1-3H3 CXOMREQXULTUTB-UHFFFAOYSA-N 107476 US8592410, 16 Cytochrome P450 2C9 Homo sapiens 1.3e+4 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107476 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107476&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44625843 175444923 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226921 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1cc(C)c(=O)n(C)n1 |r| InChI=1S/C28H33N3O4/c1-19-17-24(29-30(5)25(19)32)22-13-11-21(12-14-22)20(2)31-16-15-28(35-26(31)33,18-27(3,4)34)23-9-7-6-8-10-23/h6-14,17,20,34H,15-16,18H2,1-5H3 CMRQSUMZGCSHON-UHFFFAOYSA-N 107477 US8592410, 17 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107477 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107477&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 42605499 175444924 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226922 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1nn(C)c(=O)cc1C |r| InChI=1S/C28H33N3O4/c1-19-17-24(32)30(5)29-25(19)22-13-11-21(12-14-22)20(2)31-16-15-28(35-26(31)33,18-27(3,4)34)23-9-7-6-8-10-23/h6-14,17,20,34H,15-16,18H2,1-5H3 CEYMUNJCMDJNBN-UHFFFAOYSA-N 107478 US8592410, 18 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107478 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107478&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 42607222 175444925 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226923 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(CC2CC2)n1 |r| InChI=1S/C30H35N3O4/c1-21(23-11-13-24(14-12-23)26-15-16-27(34)33(31-26)19-22-9-10-22)32-18-17-30(37-28(32)35,20-29(2,3)36)25-7-5-4-6-8-25/h4-8,11-16,21-22,36H,9-10,17-20H2,1-3H3 IYVALPSKVAMDMH-UHFFFAOYSA-N 107479 US8592410, 19 Cytochrome P450 2C9 Homo sapiens 1.07e+4 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107479 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107479&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 42605500 175444926 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226924 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(n1)C1CC1 |r| InChI=1S/C29H33N3O4/c1-20(21-9-11-22(12-10-21)25-15-16-26(33)32(30-25)24-13-14-24)31-18-17-29(36-27(31)34,19-28(2,3)35)23-7-5-4-6-8-23/h4-12,15-16,20,24,35H,13-14,17-19H2,1-3H3 GDEYVKYYDNYXSM-UHFFFAOYSA-N 107480 US8592410, 20 Cytochrome P450 2C9 Homo sapiens 2.88e+4 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107480 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107480&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 42605501 175444927 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226925 C[C@H](N1CC[C@@](CCO)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(F)cc1F |r| InChI=1S/C26H24F3NO3/c1-17(18-2-4-19(5-3-18)23-11-10-22(28)16-24(23)29)30-14-12-26(13-15-31,33-25(30)32)20-6-8-21(27)9-7-20/h2-11,16-17,31H,12-15H2,1H3 SLSMHOGJKAPYQU-UHFFFAOYSA-N 50353386 US8592410, 88::CHEMBL1829763::US8598163, 61::US8592410, Comparator 3 Cytochrome P450 2C9 Homo sapiens 4.1e+3 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50353386 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50353386&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53361128 136360072 CHEMBL1829763 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226926 C[C@H](N1CC[C@@](CCO)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(F)cc1 |r| InChI=1S/C26H25F2NO3/c1-18(19-2-4-20(5-3-19)21-6-10-23(27)11-7-21)29-16-14-26(15-17-30,32-25(29)31)22-8-12-24(28)13-9-22/h2-13,18,30H,14-17H2,1H3 XKUYBHWZCQUCGO-UHFFFAOYSA-N 50353390 US8575157, 193::US8598163, 63::CHEMBL1829768::US8592410, Comparator 5 Cytochrome P450 2C9 Homo sapiens 5.1e+3 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50353390 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50353390&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53473233 136360076 CHEMBL1829768 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226927 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(F)cc1F |r| InChI=1S/C28H28F3NO3/c1-18(19-4-6-20(7-5-19)24-13-12-23(30)16-25(24)31)32-15-14-28(35-26(32)33,17-27(2,3)34)21-8-10-22(29)11-9-21/h4-13,16,18,34H,14-15,17H2,1-3H3 ZTMCZWXIGPCMLA-UHFFFAOYSA-N 107484 US8598163, 64::US8575157, 194::US8592410, Comparator 6 Cytochrome P450 2C9 Homo sapiens 2.3e+3 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107484 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107484&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635765 175444931 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226928 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(F)cc1F |r| InChI=1S/C27H27F2NO3/c1-19(20-8-10-21(11-9-20)24-13-12-23(28)18-25(24)29)30-16-15-27(14-5-17-31,33-26(30)32)22-6-3-2-4-7-22/h2-4,6-13,18-19,31H,5,14-17H2,1H3 PDBVUENMKQBWQZ-UHFFFAOYSA-N 50353405 CHEMBL1829759::US8575157, 196::US8592410, 93::US8592410, Comparator 8 Cytochrome P450 2C9 Homo sapiens 2.4e+3 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50353405 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50353405&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53473135 136360091 CHEMBL1829759 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226929 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(F)cc1 |r| InChI=1S/C27H28FNO3/c1-20(21-8-10-22(11-9-21)23-12-14-25(28)15-13-23)29-18-17-27(16-5-19-30,32-26(29)31)24-6-3-2-4-7-24/h2-4,6-15,20,30H,5,16-19H2,1H3 NRQVLVGDMUNLPF-UHFFFAOYSA-N 50353392 US8598163, 67::US8575157, 197::CHEMBL1829761::US8592410, Comparator 9 Cytochrome P450 2C9 Homo sapiens 3.1e+3 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50353392 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50353392&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53473137 136360078 CHEMBL1829761 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226930 C[C@H](N1CC[C@@](CCC(N)=O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(F)cc1 |r| InChI=1S/C27H27FN2O3/c1-19(20-7-9-21(10-8-20)22-11-13-24(28)14-12-22)30-18-17-27(33-26(30)32,16-15-25(29)31)23-5-3-2-4-6-23/h2-14,19H,15-18H2,1H3,(H2,29,31) IEUDNQIKLSMAIA-UHFFFAOYSA-N 107485 US8598163, 69::US8575157, 199::US8592410, Comparator 11 Cytochrome P450 2C9 Homo sapiens 6.3e+3 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107485 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107485&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635802 175444932 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226931 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(F)cc1 |r| InChI=1S/C28H30FNO3/c1-20(21-9-11-22(12-10-21)23-13-15-25(29)16-14-23)30-18-17-28(33-26(30)31,19-27(2,3)32)24-7-5-4-6-8-24/h4-16,20,32H,17-19H2,1-3H3 QBTXWKOWTNTLRJ-UHFFFAOYSA-N 107486 US8575157, 200::US8598163, 70::US8592410, Comparator 12 Cytochrome P450 2C9 Homo sapiens 4.6e+3 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107486 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107486&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 42607221 175444933 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226932 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(F)cc1 |r| InChI=1S/C28H30FNO3/c1-20(21-9-11-22(12-10-21)23-13-15-25(29)16-14-23)30-18-17-28(33-26(30)31,19-27(2,3)32)24-7-5-4-6-8-24/h4-16,20,32H,17-19H2,1-3H3 QBTXWKOWTNTLRJ-UHFFFAOYSA-N 107486 US8575157, 200::US8598163, 70::US8592410, Comparator 12 Cytochrome P450 2C9 Homo sapiens 3.9e+3 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107486 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107486&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 42607221 175444933 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226933 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccc(F)cc1)c1ccc(Br)cc1 |r| InChI=1S/C22H25BrFNO3/c1-15(16-4-8-18(23)9-5-16)25-13-12-22(28-20(25)26,14-21(2,3)27)17-6-10-19(24)11-7-17/h4-11,15,27H,12-14H2,1-3H3 PCUYRJPAAXXRSG-UHFFFAOYSA-N 107487 US8575157, 201::US8598163, 71::US8592410, Comparator 13 Cytochrome P450 2C9 Homo sapiens 5.6e+3 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107487 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107487&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635628 175444934 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226934 C[C@H](N1CC[C@@](CCO)(OC1=O)c1ccc(F)cc1)c1ccc(OC(F)F)cc1 |r| InChI=1S/C21H22F3NO4/c1-14(15-2-8-18(9-3-15)28-19(23)24)25-12-10-21(11-13-26,29-20(25)27)16-4-6-17(22)7-5-16/h2-9,14,19,26H,10-13H2,1H3 OALZCBAIPRRJJG-UHFFFAOYSA-N 107488 US8575157, 202::US8598163, 72::US8592410, Comparator 14 Cytochrome P450 2C9 Homo sapiens 2.59e+4 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107488 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107488&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635661 175444935 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226935 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(Br)cc1 |r| InChI=1S/C22H26BrNO3/c1-16(17-9-11-19(23)12-10-17)24-14-13-22(27-20(24)25,15-21(2,3)26)18-7-5-4-6-8-18/h4-12,16,26H,13-15H2,1-3H3 DNGAQKDEHIEQAQ-UHFFFAOYSA-N 107489 US8575157, 203::US8598163, 73::US8592410, Comparator 15 Cytochrome P450 2C9 Homo sapiens 7.7e+3 37.00 C US Patent 10.7270/Q2CF9NRN aid1800178 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107489 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107489&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44599033 175444936 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226955 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(=O)n(C)n1 |r| InChI=1S/C26H28FN3O4/c1-18(19-4-6-20(7-5-19)23-12-13-24(32)29(2)28-23)30-16-15-26(14-3-17-31,34-25(30)33)21-8-10-22(27)11-9-21/h4-13,18,31H,3,14-17H2,1-2H3 GBRWFLMEKQVFJW-UHFFFAOYSA-N 107471 US8592410, 10 Cytochrome P450 2C9 Homo sapiens 1.42e+4 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107471 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107471&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58109327 175444918 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226956 OCC[C@@]1(CCN(C(=O)O1)c1cccc(c1)-c1ccc(F)cc1F)c1ccccc1 |r| InChI=1S/C24H21F2NO3/c25-19-9-10-21(22(26)16-19)17-5-4-8-20(15-17)27-13-11-24(12-14-28,30-23(27)29)18-6-2-1-3-7-18/h1-10,15-16,28H,11-14H2 BRCSKQYCZLOWED-UHFFFAOYSA-N 107481 US8575157, 189::US8598163, 59::US8592410, Comparator 1 Cytochrome P450 2C9 Homo sapiens 2.70e+4 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107481 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107481&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25182276 175444928 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226957 OCCC1(CCN(C(=O)O1)c1cccc(n1)-c1ccc(F)cc1F)c1ccccc1F InChI=1S/C23H19F3N2O3/c24-15-8-9-16(19(26)14-15)20-6-3-7-21(27-20)28-12-10-23(11-13-29,31-22(28)30)17-4-1-2-5-18(17)25/h1-9,14,29H,10-13H2 ZZNUHDXNMHQWAV-UHFFFAOYSA-N 107482 US8598163, 60::US8575157, 190::US8592410, Comparator 2 Cytochrome P450 2C9 Homo sapiens 1.4e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107482 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107482&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635702 175444929 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226958 C[C@H](N1CC[C@@](CCO)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(F)cc1F |r| InChI=1S/C26H24F3NO3/c1-17(18-2-4-19(5-3-18)23-11-10-22(28)16-24(23)29)30-14-12-26(13-15-31,33-25(30)32)20-6-8-21(27)9-7-20/h2-11,16-17,31H,12-15H2,1H3 SLSMHOGJKAPYQU-UHFFFAOYSA-N 50353386 US8592410, 88::CHEMBL1829763::US8598163, 61::US8592410, Comparator 3 Cytochrome P450 2C9 Homo sapiens 4.9e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50353386 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50353386&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53361128 136360072 CHEMBL1829763 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226959 OCC[C@@]1(CCN(C(=O)O1)c1cccc(n1)-c1ccc(F)cc1)c1ccccc1 |r| InChI=1S/C23H21FN2O3/c24-19-11-9-17(10-12-19)20-7-4-8-21(25-20)26-15-13-23(14-16-27,29-22(26)28)18-5-2-1-3-6-18/h1-12,27H,13-16H2 QZFTYROSXIMEHP-UHFFFAOYSA-N 107483 US8575157, 192::US8598163, 62::US8592410, Comparator 4 Cytochrome P450 2C9 Homo sapiens 5.1e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107483 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107483&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635627 175444930 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226960 C[C@H](N1CC[C@@](CCO)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(F)cc1 |r| InChI=1S/C26H25F2NO3/c1-18(19-2-4-20(5-3-19)21-6-10-23(27)11-7-21)29-16-14-26(15-17-30,32-25(29)31)22-8-12-24(28)13-9-22/h2-13,18,30H,14-17H2,1H3 XKUYBHWZCQUCGO-UHFFFAOYSA-N 50353390 US8575157, 193::US8598163, 63::CHEMBL1829768::US8592410, Comparator 5 Cytochrome P450 2C9 Homo sapiens 3.7e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50353390 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50353390&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53473233 136360076 CHEMBL1829768 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226961 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(F)cc1F |r| InChI=1S/C28H28F3NO3/c1-18(19-4-6-20(7-5-19)24-13-12-23(30)16-25(24)31)32-15-14-28(35-26(32)33,17-27(2,3)34)21-8-10-22(29)11-9-21/h4-13,16,18,34H,14-15,17H2,1-3H3 ZTMCZWXIGPCMLA-UHFFFAOYSA-N 107484 US8598163, 64::US8575157, 194::US8592410, Comparator 6 Cytochrome P450 2C9 Homo sapiens 5.0e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107484 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107484&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635765 175444931 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226962 C[C@H](N1CC[C@@](CCC(N)=O)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(F)cc1F |r| InChI=1S/C27H25F3N2O3/c1-17(18-2-4-19(5-3-18)23-11-10-22(29)16-24(23)30)32-15-14-27(35-26(32)34,13-12-25(31)33)20-6-8-21(28)9-7-20/h2-11,16-17H,12-15H2,1H3,(H2,31,33) CJDCHYFYWWTCPZ-UHFFFAOYSA-N 50353387 CHEMBL1829777::US8598163, 65::US8575157, 195::US8592410, Comparator 7 Cytochrome P450 2C9 Homo sapiens 4.0e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50353387 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50353387&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53473394 136360073 CHEMBL1829777 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226963 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(F)cc1F |r| InChI=1S/C27H27F2NO3/c1-19(20-8-10-21(11-9-20)24-13-12-23(28)18-25(24)29)30-16-15-27(14-5-17-31,33-26(30)32)22-6-3-2-4-7-22/h2-4,6-13,18-19,31H,5,14-17H2,1H3 PDBVUENMKQBWQZ-UHFFFAOYSA-N 50353405 CHEMBL1829759::US8575157, 196::US8592410, 93::US8592410, Comparator 8 Cytochrome P450 2C9 Homo sapiens 3.0e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50353405 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50353405&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53473135 136360091 CHEMBL1829759 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226964 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(F)cc1 |r| InChI=1S/C27H28FNO3/c1-20(21-8-10-22(11-9-21)23-12-14-25(28)15-13-23)29-18-17-27(16-5-19-30,32-26(29)31)24-6-3-2-4-7-24/h2-4,6-15,20,30H,5,16-19H2,1H3 NRQVLVGDMUNLPF-UHFFFAOYSA-N 50353392 US8598163, 67::US8575157, 197::CHEMBL1829761::US8592410, Comparator 9 Cytochrome P450 2C9 Homo sapiens 2.5e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50353392 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50353392&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53473137 136360078 CHEMBL1829761 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226965 C[C@H](N1CC[C@@](CCCNS(C)(=O)=O)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(F)cc1F |r| InChI=1S/C28H29F3N2O4S/c1-19(20-4-6-21(7-5-20)25-13-12-24(30)18-26(25)31)33-17-15-28(37-27(33)34,14-3-16-32-38(2,35)36)22-8-10-23(29)11-9-22/h4-13,18-19,32H,3,14-17H2,1-2H3 SDPGWJVXVCTHJY-UHFFFAOYSA-N 50353395 US8598163, 68::CHEMBL1829782::US8592410, 95::US8592410, Comparator 10 Cytochrome P450 2C9 Homo sapiens 3.6e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50353395 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50353395&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53473484 136360081 CHEMBL1829782 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226966 C[C@H](N1CC[C@@](CCC(N)=O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(F)cc1 |r| InChI=1S/C27H27FN2O3/c1-19(20-7-9-21(10-8-20)22-11-13-24(28)14-12-22)30-18-17-27(33-26(30)32,16-15-25(29)31)23-5-3-2-4-6-23/h2-14,19H,15-18H2,1H3,(H2,29,31) IEUDNQIKLSMAIA-UHFFFAOYSA-N 107485 US8598163, 69::US8575157, 199::US8592410, Comparator 11 Cytochrome P450 2C9 Homo sapiens 5.5e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107485 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107485&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635802 175444932 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226967 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(F)cc1 |r| InChI=1S/C28H30FNO3/c1-20(21-9-11-22(12-10-21)23-13-15-25(29)16-14-23)30-18-17-28(33-26(30)31,19-27(2,3)32)24-7-5-4-6-8-24/h4-16,20,32H,17-19H2,1-3H3 QBTXWKOWTNTLRJ-UHFFFAOYSA-N 107486 US8575157, 200::US8598163, 70::US8592410, Comparator 12 Cytochrome P450 2C9 Homo sapiens 2.5e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107486 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107486&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 42607221 175444933 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226968 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccc(F)cc1)c1ccc(Br)cc1 |r| InChI=1S/C22H25BrFNO3/c1-15(16-4-8-18(23)9-5-16)25-13-12-22(28-20(25)26,14-21(2,3)27)17-6-10-19(24)11-7-17/h4-11,15,27H,12-14H2,1-3H3 PCUYRJPAAXXRSG-UHFFFAOYSA-N 107487 US8575157, 201::US8598163, 71::US8592410, Comparator 13 Cytochrome P450 2C9 Homo sapiens 7.3e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107487 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107487&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635628 175444934 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226969 C[C@H](N1CC[C@@](CCO)(OC1=O)c1ccc(F)cc1)c1ccc(OC(F)F)cc1 |r| InChI=1S/C21H22F3NO4/c1-14(15-2-8-18(9-3-15)28-19(23)24)25-12-10-21(11-13-26,29-20(25)27)16-4-6-17(22)7-5-16/h2-9,14,19,26H,10-13H2,1H3 OALZCBAIPRRJJG-UHFFFAOYSA-N 107488 US8575157, 202::US8598163, 72::US8592410, Comparator 14 Cytochrome P450 2C9 Homo sapiens 2.46e+4 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107488 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107488&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635661 175444935 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 226970 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(Br)cc1 |r| InChI=1S/C22H26BrNO3/c1-16(17-9-11-19(23)12-10-17)24-14-13-22(27-20(24)25,15-21(2,3)26)18-7-5-4-6-8-18/h4-12,16,26H,13-15H2,1-3H3 DNGAQKDEHIEQAQ-UHFFFAOYSA-N 107489 US8575157, 203::US8598163, 73::US8592410, Comparator 15 Cytochrome P450 2C9 Homo sapiens 9.5e+3 US Patent 10.7270/Q2CF9NRN aid1800180 US8592410 Claremon, DA; Zhuang, L; Leftheris, K; Tice, CM; Ye, Y; Singh, SB; Himmelsbach, F 11/26/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107489 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107489&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44599033 175444936 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227439 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(c1)C1CC1 |r| InChI=1S/C30H34N2O4/c1-21(22-9-11-23(12-10-22)24-13-16-27(33)32(19-24)26-14-15-26)31-18-17-30(36-28(31)34,20-29(2,3)35)25-7-5-4-6-8-25/h4-13,16,19,21,26,35H,14-15,17-18,20H2,1-3H3 KPLJMMNESSARTG-UHFFFAOYSA-N 107640 US8575157, 3 Cytochrome P450 2C9 Homo sapiens 3.8e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107640 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107640&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44476891 175445087 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227440 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(c1)C(F)F |r| InChI=1S/C28H30F2N2O4/c1-19(20-9-11-21(12-10-20)22-13-14-24(33)32(17-22)25(29)30)31-16-15-28(36-26(31)34,18-27(2,3)35)23-7-5-4-6-8-23/h4-14,17,19,25,35H,15-16,18H2,1-3H3 APIRJHBAONBUEP-UHFFFAOYSA-N 107641 US8575157, 4 Cytochrome P450 2C9 Homo sapiens 1.7e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107641 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107641&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44476892 175445088 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227441 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(C(F)F)c(=O)c1 |r| InChI=1S/C28H30F2N2O4/c1-19(20-9-11-21(12-10-20)22-13-15-32(25(29)30)24(33)17-22)31-16-14-28(36-26(31)34,18-27(2,3)35)23-7-5-4-6-8-23/h4-13,15,17,19,25,35H,14,16,18H2,1-3H3 HOIIUDAZGJZKGR-UHFFFAOYSA-N 107642 US8575157, 5 Cytochrome P450 2C9 Homo sapiens 3.7e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107642 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107642&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635811 175445089 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227442 C[C@H](N1CC[C@@](CC(C)(C)C#N)(OC1=O)c1ccccc1)c1ccc(cc1)-c1cc[nH]c(=O)c1 |r| InChI=1S/C28H29N3O3/c1-20(21-9-11-22(12-10-21)23-13-15-30-25(32)17-23)31-16-14-28(34-26(31)33,18-27(2,3)19-29)24-7-5-4-6-8-24/h4-13,15,17,20H,14,16,18H2,1-3H3,(H,30,32) DDWYZIPKUZUFSJ-UHFFFAOYSA-N 107585 US8575157, 14 Cytochrome P450 2C9 Homo sapiens 1.8e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107585 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107585&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635703 175445032 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227443 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1F)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C28H31FN2O4/c1-19(20-9-11-21(12-10-20)22-13-14-25(32)30(4)17-22)31-16-15-28(35-26(31)33,18-27(2,3)34)23-7-5-6-8-24(23)29/h5-14,17,19,34H,15-16,18H2,1-4H3 ZYZZURDCHBXQIE-UHFFFAOYSA-N 107652 US8575157, 23 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107652 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107652&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635764 175445099 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227444 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(CCF)c(=O)c1 |r| InChI=1S/C29H33FN2O4/c1-21(22-9-11-23(12-10-22)24-13-16-31(18-15-30)26(33)19-24)32-17-14-29(36-27(32)34,20-28(2,3)35)25-7-5-4-6-8-25/h4-13,16,19,21,35H,14-15,17-18,20H2,1-3H3 RBRPBISFBWYXBR-UHFFFAOYSA-N 107653 US8575157, 25 Cytochrome P450 2C9 Homo sapiens 3.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107653 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107653&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635782 175445100 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227445 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1F)c1ccc(cc1)-c1ccn(C)c(=O)c1 |r| InChI=1S/C28H31FN2O4/c1-19(20-9-11-21(12-10-20)22-13-15-30(4)25(32)17-22)31-16-14-28(35-26(31)33,18-27(2,3)34)23-7-5-6-8-24(23)29/h5-13,15,17,19,34H,14,16,18H2,1-4H3 IBSYVSTWEQVFDZ-UHFFFAOYSA-N 107588 US8575157, 26 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107588 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107588&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635741 175445035 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227446 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C27H30N2O4/c1-20(21-9-11-22(12-10-21)23-13-14-25(31)28(2)19-23)29-17-16-27(15-6-18-30,33-26(29)32)24-7-4-3-5-8-24/h3-5,7-14,19-20,30H,6,15-18H2,1-2H3 BUIPWQYAVGFZFQ-UHFFFAOYSA-N 107656 US8575157, 30 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107656 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107656&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635752 175445103 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227447 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C28H31FN2O4/c1-19(20-5-7-21(8-6-20)22-9-14-25(32)30(4)17-22)31-16-15-28(35-26(31)33,18-27(2,3)34)23-10-12-24(29)13-11-23/h5-14,17,19,34H,15-16,18H2,1-4H3 KTNRIRGXBWOYQO-UHFFFAOYSA-N 107657 US8575157, 32 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107657 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107657&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635648 175445104 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227448 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C27H29FN2O4/c1-19(20-4-6-21(7-5-20)22-8-13-25(32)29(2)18-22)30-16-15-27(14-3-17-31,34-26(30)33)23-9-11-24(28)12-10-23/h4-13,18-19,31H,3,14-17H2,1-2H3 NKQLSIVCYOQHSU-UHFFFAOYSA-N 107658 US8575157, 33 Cytochrome P450 2C9 Homo sapiens 4.3e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107658 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107658&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635723 175445105 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227449 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C28H32N2O4/c1-20(21-10-12-22(13-11-21)23-14-15-25(31)29(4)18-23)30-17-16-28(34-26(30)32,19-27(2,3)33)24-8-6-5-7-9-24/h5-15,18,20,33H,16-17,19H2,1-4H3 BFMZBCSQICXEMN-UHFFFAOYSA-N 107661 US8575157, 37 Cytochrome P450 2C9 Homo sapiens 4.3e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107661 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107661&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44476890 175445108 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227450 CC[C@H](N1CC[C@@](CCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C27H30N2O4/c1-3-24(21-11-9-20(10-12-21)22-13-14-25(31)28(2)19-22)29-17-15-27(16-18-30,33-26(29)32)23-7-5-4-6-8-23/h4-14,19,24,30H,3,15-18H2,1-2H3 BVXDMTPIOHLIBK-UHFFFAOYSA-N 107594 US8575157, 40 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107594 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107594&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635712 175445041 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227451 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(C)c(=O)c1 |r| InChI=1S/C28H32N2O4/c1-20(21-10-12-22(13-11-21)23-14-16-29(4)25(31)18-23)30-17-15-28(34-26(30)32,19-27(2,3)33)24-8-6-5-7-9-24/h5-14,16,18,20,33H,15,17,19H2,1-4H3 TXNPQZGSVXLGGP-UHFFFAOYSA-N 107664 US8575157, 48 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107664 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107664&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44476893 175445111 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227452 C[C@H](N1CC[C@@](CC(C)(C)C#N)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C29H31N3O3/c1-21(22-10-12-23(13-11-22)24-14-15-26(33)31(4)18-24)32-17-16-29(35-27(32)34,19-28(2,3)20-30)25-8-6-5-7-9-25/h5-15,18,21H,16-17,19H2,1-4H3 YBDFPAYNZHIEFN-UHFFFAOYSA-N 107600 US8575157, 49 Cytochrome P450 2C9 Homo sapiens 2.9e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107600 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107600&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635640 175445047 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227453 C[C@H](N1CC[C@@](CC(C)(C)C#N)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(C)c(=O)c1 |r| InChI=1S/C29H31N3O3/c1-21(22-10-12-23(13-11-22)24-14-16-31(4)26(33)18-24)32-17-15-29(35-27(32)34,19-28(2,3)20-30)25-8-6-5-7-9-25/h5-14,16,18,21H,15,17,19H2,1-4H3 DLWOOKUVKDJBLM-UHFFFAOYSA-N 107601 US8575157, 50 Cytochrome P450 2C9 Homo sapiens 1.1e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107601 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107601&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44476980 175445048 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227454 CC[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(CC)c1 |r| InChI=1S/C30H36N2O4/c1-5-26(23-14-12-22(13-15-23)24-16-17-27(33)31(6-2)20-24)32-19-18-30(36-28(32)34,21-29(3,4)35)25-10-8-7-9-11-25/h7-17,20,26,35H,5-6,18-19,21H2,1-4H3 FDWSADYIJUUILD-UHFFFAOYSA-N 107603 US8575157, 52 Cytochrome P450 2C9 Homo sapiens 1.4e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107603 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107603&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635792 175445050 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227455 CCn1cc(ccc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C29H34N2O4/c1-5-30-19-24(15-16-26(30)32)23-13-11-22(12-14-23)21(2)31-18-17-29(35-27(31)33,20-28(3,4)34)25-9-7-6-8-10-25/h6-16,19,21,34H,5,17-18,20H2,1-4H3 ZABDLBFFXBIVLQ-UHFFFAOYSA-N 107604 US8575157, 53 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107604 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107604&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635800 175445051 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227456 CC[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C29H34N2O4/c1-5-25(22-13-11-21(12-14-22)23-15-16-26(32)30(4)19-23)31-18-17-29(35-27(31)33,20-28(2,3)34)24-9-7-6-8-10-24/h6-16,19,25,34H,5,17-18,20H2,1-4H3 DWXBSPQGQLKLDE-UHFFFAOYSA-N 107605 US8575157, 54 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107605 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107605&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635774 175445052 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227457 CC[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(C)c(=O)c1 |r| InChI=1S/C29H34N2O4/c1-5-25(22-13-11-21(12-14-22)23-15-17-30(4)26(32)19-23)31-18-16-29(35-27(31)33,20-28(2,3)34)24-9-7-6-8-10-24/h6-15,17,19,25,34H,5,16,18,20H2,1-4H3 PLRIPZFMRUQNKJ-UHFFFAOYSA-N 107606 US8575157, 55 Cytochrome P450 2C9 Homo sapiens 2.9e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107606 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107606&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635745 175445053 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227458 CC[C@H](N1CC[C@@](CC)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(C)c(=O)c1 |r| InChI=1S/C27H30N2O3/c1-4-24(21-13-11-20(12-14-21)22-15-17-28(3)25(30)19-22)29-18-16-27(5-2,32-26(29)31)23-9-7-6-8-10-23/h6-15,17,19,24H,4-5,16,18H2,1-3H3 WMGGVACWNSZZQE-UHFFFAOYSA-N 107609 US8575157, 58 Cytochrome P450 2C9 Homo sapiens 3e+3 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107609 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107609&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635810 175445056 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227459 CC(C)n1cc(ccc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C30H36N2O4/c1-21(2)32-19-25(15-16-27(32)33)24-13-11-23(12-14-24)22(3)31-18-17-30(36-28(31)34,20-29(4,5)35)26-9-7-6-8-10-26/h6-16,19,21-22,35H,17-18,20H2,1-5H3 RPXPOAJHLVZLCE-UHFFFAOYSA-N 107665 US8575157, 59 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107665 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107665&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635784 175445112 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227460 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1cc(C)c(=O)n(C)c1 |r| InChI=1S/C29H34N2O4/c1-20-17-24(18-30(5)26(20)32)23-13-11-22(12-14-23)21(2)31-16-15-29(35-27(31)33,19-28(3,4)34)25-9-7-6-8-10-25/h6-14,17-18,21,34H,15-16,19H2,1-5H3 USNQWJSXGPOIQH-UHFFFAOYSA-N 107611 US8575157, 61 Cytochrome P450 2C9 Homo sapiens 4.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107611 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107611&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635796 175445058 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227461 CCn1cc(ccc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccc(F)cc1 |r| InChI=1S/C29H33FN2O4/c1-5-31-18-23(10-15-26(31)33)22-8-6-21(7-9-22)20(2)32-17-16-29(36-27(32)34,19-28(3,4)35)24-11-13-25(30)14-12-24/h6-15,18,20,35H,5,16-17,19H2,1-4H3 TXIQSUUSOLWWTP-UHFFFAOYSA-N 107612 US8575157, 62 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107612 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107612&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635742 175445059 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227462 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1cc(C)n(C)c(=O)c1 |r| InChI=1S/C29H34N2O4/c1-20-17-24(18-26(32)30(20)5)23-13-11-22(12-14-23)21(2)31-16-15-29(35-27(31)33,19-28(3,4)34)25-9-7-6-8-10-25/h6-14,17-18,21,34H,15-16,19H2,1-5H3 MPRLCRDFWDNLEU-UHFFFAOYSA-N 107614 US8575157, 64 Cytochrome P450 2C9 Homo sapiens 3.3e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107614 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107614&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635758 175445061 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227463 CCn1ccc(cc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C29H34N2O4/c1-5-30-17-15-24(19-26(30)32)23-13-11-22(12-14-23)21(2)31-18-16-29(35-27(31)33,20-28(3,4)34)25-9-7-6-8-10-25/h6-15,17,19,21,34H,5,16,18,20H2,1-4H3 NHDUOZUJFFAZCM-UHFFFAOYSA-N 107615 US8575157, 65 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107615 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107615&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635683 175445062 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227464 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(CC(F)(F)F)c(=O)c1 |r| InChI=1S/C29H31F3N2O4/c1-20(21-9-11-22(12-10-21)23-13-15-33(25(35)17-23)19-29(30,31)32)34-16-14-28(38-26(34)36,18-27(2,3)37)24-7-5-4-6-8-24/h4-13,15,17,20,37H,14,16,18-19H2,1-3H3 VATASNGCLCGJEL-UHFFFAOYSA-N 107616 US8575157, 66 Cytochrome P450 2C9 Homo sapiens 1.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107616 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107616&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 49800666 175445063 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227465 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(CC(F)(F)F)c1 |r| InChI=1S/C29H31F3N2O4/c1-20(21-9-11-22(12-10-21)23-13-14-25(35)33(17-23)19-29(30,31)32)34-16-15-28(38-26(34)36,18-27(2,3)37)24-7-5-4-6-8-24/h4-14,17,20,37H,15-16,18-19H2,1-3H3 QIMKZFAYADXKFW-UHFFFAOYSA-N 107617 US8575157, 67 Cytochrome P450 2C9 Homo sapiens 4.1e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107617 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107617&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635755 175445064 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227466 CC(C)n1ccc(cc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C30H36N2O4/c1-21(2)31-17-15-25(19-27(31)33)24-13-11-23(12-14-24)22(3)32-18-16-30(36-28(32)34,20-29(4,5)35)26-9-7-6-8-10-26/h6-15,17,19,21-22,35H,16,18,20H2,1-5H3 WILRFGPGSCIZNX-UHFFFAOYSA-N 107618 US8575157, 68 Cytochrome P450 2C9 Homo sapiens 4.7e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107618 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107618&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635676 175445065 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227467 C[C@H](N1CC[C@@](CC(C)(C)C#N)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C29H30FN3O3/c1-20(21-5-7-22(8-6-21)23-9-14-26(34)32(4)17-23)33-16-15-29(36-27(33)35,18-28(2,3)19-31)24-10-12-25(30)13-11-24/h5-14,17,20H,15-16,18H2,1-4H3 MCLUYWYPALEDGG-UHFFFAOYSA-N 107619 US8575157, 69 Cytochrome P450 2C9 Homo sapiens 3.8e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107619 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107619&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44251346 175445066 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227468 CCn1cc(cc(C)c1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C30H36N2O4/c1-6-31-19-25(18-21(2)27(31)33)24-14-12-23(13-15-24)22(3)32-17-16-30(36-28(32)34,20-29(4,5)35)26-10-8-7-9-11-26/h7-15,18-19,22,35H,6,16-17,20H2,1-5H3 BOWQJDHKKOERLG-UHFFFAOYSA-N 107620 US8575157, 70 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107620 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107620&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44625775 175445067 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227469 C[C@H](N1CC[C@@](CC(C)(C)C#C)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)[nH]c1 |r| InChI=1S/C29H30N2O3/c1-5-28(3,4)20-29(25-9-7-6-8-10-25)17-18-31(27(33)34-29)21(2)22-11-13-23(14-12-22)24-15-16-26(32)30-19-24/h1,6-16,19,21H,17-18,20H2,2-4H3,(H,30,32) UNNIETXFEWYLRH-UHFFFAOYSA-N 107666 US8575157, 230 Cytochrome P450 2C9 Homo sapiens 1.7e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107666 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107666&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 73427554 175445113 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227470 CCn1c(C)cc(cc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C30H36N2O4/c1-6-31-21(2)18-25(19-27(31)33)24-14-12-23(13-15-24)22(3)32-17-16-30(36-28(32)34,20-29(4,5)35)26-10-8-7-9-11-26/h7-15,18-19,22,35H,6,16-17,20H2,1-5H3 BNQCJDYJTKIIEZ-UHFFFAOYSA-N 107621 US8575157, 72 Cytochrome P450 2C9 Homo sapiens 3.5e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107621 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107621&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635652 175445068 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227471 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(C2CC2)c(=O)c1 |r| InChI=1S/C30H34N2O4/c1-21(22-9-11-23(12-10-22)24-15-17-32(26-13-14-26)27(33)19-24)31-18-16-30(36-28(31)34,20-29(2,3)35)25-7-5-4-6-8-25/h4-12,15,17,19,21,26,35H,13-14,16,18,20H2,1-3H3 DWCHGEBWHYTIPU-UHFFFAOYSA-N 107623 US8575157, 75 Cytochrome P450 2C9 Homo sapiens 1.9e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107623 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107623&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 42605610 175445070 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227472 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(CC2CC2)c1 |r| InChI=1S/C31H36N2O4/c1-22(24-11-13-25(14-12-24)26-15-16-28(34)32(20-26)19-23-9-10-23)33-18-17-31(37-29(33)35,21-30(2,3)36)27-7-5-4-6-8-27/h4-8,11-16,20,22-23,36H,9-10,17-19,21H2,1-3H3 YSYKNPFUILIGKX-UHFFFAOYSA-N 107624 US8575157, 76 Cytochrome P450 2C9 Homo sapiens 4e+3 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107624 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107624&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 42605612 175445071 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227473 COC[C@@]1(CCN([C@@H](C)c2ccc(cc2)-c2ccc(=O)n(C)c2)C(=O)O1)c1ccccc1 |r| InChI=1S/C26H28N2O4/c1-19(20-9-11-21(12-10-20)22-13-14-24(29)27(2)17-22)28-16-15-26(18-31-3,32-25(28)30)23-7-5-4-6-8-23/h4-14,17,19H,15-16,18H2,1-3H3 IUVZNWZLVHMDDR-UHFFFAOYSA-N 107625 US8575157, 77 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107625 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107625&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635704 175445072 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227474 COC[C@@]1(CCN([C@@H](C)c2ccc(cc2)-c2ccn(C)c(=O)c2)C(=O)O1)c1ccccc1 |r| InChI=1S/C26H28N2O4/c1-19(20-9-11-21(12-10-20)22-13-15-27(2)24(29)17-22)28-16-14-26(18-31-3,32-25(28)30)23-7-5-4-6-8-23/h4-13,15,17,19H,14,16,18H2,1-3H3 CEZXLGMJECLVEW-UHFFFAOYSA-N 107626 US8575157, 78 Cytochrome P450 2C9 Homo sapiens 3.9e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107626 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107626&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635662 175445073 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227475 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1cc(=O)n(C)cc1F |r| InChI=1S/C28H31FN2O4/c1-19(20-10-12-21(13-11-20)23-16-25(32)30(4)17-24(23)29)31-15-14-28(35-26(31)33,18-27(2,3)34)22-8-6-5-7-9-22/h5-13,16-17,19,34H,14-15,18H2,1-4H3 LWLLZFJSQXCRGM-UHFFFAOYSA-N 107627 US8575157, 79 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107627 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107627&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635727 175445074 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227476 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(CC(C)(C)O)c(=O)c1 |r| InChI=1S/C31H38N2O5/c1-22(23-11-13-24(14-12-23)25-15-17-32(27(34)19-25)21-30(4,5)37)33-18-16-31(38-28(33)35,20-29(2,3)36)26-9-7-6-8-10-26/h6-15,17,19,22,36-37H,16,18,20-21H2,1-5H3 KYQHBGDFXHLCHY-UHFFFAOYSA-N 107628 US8575157, 80 Cytochrome P450 2C9 Homo sapiens >5.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107628 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107628&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44476983 175445075 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227477 COCC(C)Cn1ccc(cc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C32H40N2O5/c1-23(21-38-5)20-33-17-15-27(19-29(33)35)26-13-11-25(12-14-26)24(2)34-18-16-32(39-30(34)36,22-31(3,4)37)28-9-7-6-8-10-28/h6-15,17,19,23-24,37H,16,18,20-22H2,1-5H3 XBFPHNXOOORGNO-UHFFFAOYSA-N 107629 US8575157, 81 Cytochrome P450 2C9 Homo sapiens 3.0e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107629 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107629&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 46865844 175445076 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227478 CC(CO)Cn1ccc(cc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C31H38N2O5/c1-22(20-34)19-32-16-14-26(18-28(32)35)25-12-10-24(11-13-25)23(2)33-17-15-31(38-29(33)36,21-30(3,4)37)27-8-6-5-7-9-27/h5-14,16,18,22-23,34,37H,15,17,19-21H2,1-4H3 PKVHOLANSOCZKZ-UHFFFAOYSA-N 107630 US8575157, 82 Cytochrome P450 2C9 Homo sapiens 4.8e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107630 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107630&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44476984 175445077 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227479 COC(C)(C)Cn1ccc(cc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C32H40N2O5/c1-23(34-19-17-32(39-29(34)36,21-30(2,3)37)27-10-8-7-9-11-27)24-12-14-25(15-13-24)26-16-18-33(28(35)20-26)22-31(4,5)38-6/h7-16,18,20,23,37H,17,19,21-22H2,1-6H3 ZORFLCOGTJKNGG-UHFFFAOYSA-N 107631 US8575157, 83 Cytochrome P450 2C9 Homo sapiens 1.4e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107631 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107631&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 46865845 175445078 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227480 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1F)c1ccc(cc1)-c1ccn(C2CC2)c(=O)c1 |r| InChI=1S/C30H33FN2O4/c1-20(21-8-10-22(11-9-21)23-14-16-33(24-12-13-24)27(34)18-23)32-17-15-30(37-28(32)35,19-29(2,3)36)25-6-4-5-7-26(25)31/h4-11,14,16,18,20,24,36H,12-13,15,17,19H2,1-3H3 RHLRKYZMELKWGC-UHFFFAOYSA-N 107633 US8575157, 88 Cytochrome P450 2C9 Homo sapiens 2.8e+4 37.00 C US Patent 10.7270/Q2416VPS aid1800185 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107633 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107633&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 45107658 175445080 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227523 C[C@H](N1CC[C@@](CC(C)(C)NS(C)(=O)=O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)[nH]c1 |r| InChI=1S/C28H33N3O5S/c1-20(21-10-12-22(13-11-21)23-14-15-25(32)29-18-23)31-17-16-28(36-26(31)33,24-8-6-5-7-9-24)19-27(2,3)30-37(4,34)35/h5-15,18,20,30H,16-17,19H2,1-4H3,(H,29,32) DHQQQLDMCDRKDE-UHFFFAOYSA-N 107582 US8575157, 10 Cytochrome P450 2C9 Homo sapiens 3.00e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107582 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107582&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635726 175445029 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227524 C[C@H](N1CC[C@@](CC(C)(C)NS(C)(=O)=O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C29H35N3O5S/c1-21(22-11-13-23(14-12-22)24-15-16-26(33)31(4)19-24)32-18-17-29(37-27(32)34,25-9-7-6-8-10-25)20-28(2,3)30-38(5,35)36/h6-16,19,21,30H,17-18,20H2,1-5H3 GGHPQOJNWSZRAM-UHFFFAOYSA-N 107583 US8575157, 11 Cytochrome P450 2C9 Homo sapiens 1.61e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107583 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107583&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635698 175445030 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227525 C[C@H](N1CC[C@@](CC(C)(C)N(C)S(C)(=O)=O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C30H37N3O5S/c1-22(23-12-14-24(15-13-23)25-16-17-27(34)31(4)20-25)33-19-18-30(38-28(33)35,26-10-8-7-9-11-26)21-29(2,3)32(5)39(6,36)37/h7-17,20,22H,18-19,21H2,1-6H3 UOFHAKNWIMSZCG-UHFFFAOYSA-N 107584 US8575157, 12 Cytochrome P450 2C9 Homo sapiens 1.21e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107584 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107584&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635803 175445031 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227526 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)[nH]c1 |r| InChI=1S/C26H28N2O4/c1-19(20-8-10-21(11-9-20)22-12-13-24(30)27-18-22)28-16-15-26(14-5-17-29,32-25(28)31)23-6-3-2-4-7-23/h2-4,6-13,18-19,29H,5,14-17H2,1H3,(H,27,30) WJULDYZURIKYHG-UHFFFAOYSA-N 107655 US8575157, 29 Cytochrome P450 2C9 Homo sapiens 7.5e+3 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107655 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107655&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59532389 175445102 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227527 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C27H30N2O4/c1-20(21-9-11-22(12-10-21)23-13-14-25(31)28(2)19-23)29-17-16-27(15-6-18-30,33-26(29)32)24-7-4-3-5-8-24/h3-5,7-14,19-20,30H,6,15-18H2,1-2H3 BUIPWQYAVGFZFQ-UHFFFAOYSA-N 107656 US8575157, 30 Cytochrome P450 2C9 Homo sapiens 1.43e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107656 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107656&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635752 175445103 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227528 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C28H31FN2O4/c1-19(20-5-7-21(8-6-20)22-9-14-25(32)30(4)17-22)31-16-15-28(35-26(31)33,18-27(2,3)34)23-10-12-24(29)13-11-23/h5-14,17,19,34H,15-16,18H2,1-4H3 KTNRIRGXBWOYQO-UHFFFAOYSA-N 107657 US8575157, 32 Cytochrome P450 2C9 Homo sapiens 2.87e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107657 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107657&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635648 175445104 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227529 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccc(F)cc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C27H29FN2O4/c1-19(20-4-6-21(7-5-20)22-8-13-25(32)29(2)18-22)30-16-15-27(14-3-17-31,34-26(30)33)23-9-11-24(28)12-10-23/h4-13,18-19,31H,3,14-17H2,1-2H3 NKQLSIVCYOQHSU-UHFFFAOYSA-N 107658 US8575157, 33 Cytochrome P450 2C9 Homo sapiens 2.46e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107658 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107658&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635723 175445105 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227530 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C28H32N2O4/c1-20(21-10-12-22(13-11-21)23-14-15-25(31)29(4)18-23)30-17-16-28(34-26(30)32,19-27(2,3)33)24-8-6-5-7-9-24/h5-15,18,20,33H,16-17,19H2,1-4H3 BFMZBCSQICXEMN-UHFFFAOYSA-N 107661 US8575157, 37 Cytochrome P450 2C9 Homo sapiens 2.48e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107661 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107661&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44476890 175445108 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227531 C[C@H](N1CC[C@@](CCC(N)=O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C27H29N3O4/c1-19(20-8-10-21(11-9-20)22-12-13-25(32)29(2)18-22)30-17-16-27(34-26(30)33,15-14-24(28)31)23-6-4-3-5-7-23/h3-13,18-19H,14-17H2,1-2H3,(H2,28,31) AHINGSSLZMRJDA-UHFFFAOYSA-N 107592 US8575157, 38 Cytochrome P450 2C9 Homo sapiens 3.00e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107592 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107592&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635699 175445039 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227532 CC[C@H](N1CC[C@@](CCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C27H30N2O4/c1-3-24(21-11-9-20(10-12-21)22-13-14-25(31)28(2)19-22)29-17-15-27(16-18-30,33-26(29)32)23-7-5-4-6-8-23/h4-14,19,24,30H,3,15-18H2,1-2H3 BVXDMTPIOHLIBK-UHFFFAOYSA-N 107594 US8575157, 40 Cytochrome P450 2C9 Homo sapiens 2.79e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107594 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107594&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635712 175445041 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227533 CCn1cc(ccc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CCCO)(OC1=O)c1ccccc1 |r| InChI=1S/C28H32N2O4/c1-3-29-20-24(14-15-26(29)32)23-12-10-22(11-13-23)21(2)30-18-17-28(16-7-19-31,34-27(30)33)25-8-5-4-6-9-25/h4-6,8-15,20-21,31H,3,7,16-19H2,1-2H3 BNGMLGRGZGJDRE-UHFFFAOYSA-N 107596 US8575157, 43 Cytochrome P450 2C9 Homo sapiens 1.05e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107596 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107596&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635657 175445043 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227534 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1cc[nH]c(=O)c1 |r| InChI=1S/C26H28N2O4/c1-19(20-8-10-21(11-9-20)22-12-15-27-24(30)18-22)28-16-14-26(13-5-17-29,32-25(28)31)23-6-3-2-4-7-23/h2-4,6-12,15,18-19,29H,5,13-14,16-17H2,1H3,(H,27,30) UWDFOMGWYKIOAS-UHFFFAOYSA-N 107598 US8575157, 45 Cytochrome P450 2C9 Homo sapiens 1.52e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107598 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107598&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635753 175445045 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227535 C[C@H](N1CC[C@@](CCCO)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(C)c(=O)c1 |r| InChI=1S/C27H30N2O4/c1-20(21-9-11-22(12-10-21)23-13-16-28(2)25(31)19-23)29-17-15-27(14-6-18-30,33-26(29)32)24-7-4-3-5-8-24/h3-5,7-13,16,19-20,30H,6,14-15,17-18H2,1-2H3 WSCJTIAOBWYYJK-UHFFFAOYSA-N 107663 US8575157, 47 Cytochrome P450 2C9 Homo sapiens 1.21e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107663 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107663&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635743 175445110 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227536 C[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(C)c(=O)c1 |r| InChI=1S/C28H32N2O4/c1-20(21-10-12-22(13-11-21)23-14-16-29(4)25(31)18-23)30-17-15-28(34-26(30)32,19-27(2,3)33)24-8-6-5-7-9-24/h5-14,16,18,20,33H,15,17,19H2,1-4H3 TXNPQZGSVXLGGP-UHFFFAOYSA-N 107664 US8575157, 48 Cytochrome P450 2C9 Homo sapiens 3.00e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107664 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107664&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44476893 175445111 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227537 C[C@H](N1CC[C@@](CC(C)(C)C#N)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(C)c1 |r| InChI=1S/C29H31N3O3/c1-21(22-10-12-23(13-11-22)24-14-15-26(33)31(4)18-24)32-17-16-29(35-27(32)34,19-28(2,3)20-30)25-8-6-5-7-9-25/h5-15,18,21H,16-17,19H2,1-4H3 YBDFPAYNZHIEFN-UHFFFAOYSA-N 107600 US8575157, 49 Cytochrome P450 2C9 Homo sapiens 1.48e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107600 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107600&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635640 175445047 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227538 C[C@H](N1CC[C@@](CC(C)(C)C#N)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(C)c(=O)c1 |r| InChI=1S/C29H31N3O3/c1-21(22-10-12-23(13-11-22)24-14-16-31(4)26(33)18-24)32-17-15-29(35-27(32)34,19-28(2,3)20-30)25-8-6-5-7-9-25/h5-14,16,18,21H,15,17,19H2,1-4H3 DLWOOKUVKDJBLM-UHFFFAOYSA-N 107601 US8575157, 50 Cytochrome P450 2C9 Homo sapiens 5.1e+3 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107601 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107601&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 44476980 175445048 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227539 CC[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccc(=O)n(CC)c1 |r| InChI=1S/C30H36N2O4/c1-5-26(23-14-12-22(13-15-23)24-16-17-27(33)31(6-2)20-24)32-19-18-30(36-28(32)34,21-29(3,4)35)25-10-8-7-9-11-25/h7-17,20,26,35H,5-6,18-19,21H2,1-4H3 FDWSADYIJUUILD-UHFFFAOYSA-N 107603 US8575157, 52 Cytochrome P450 2C9 Homo sapiens 2.03e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107603 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107603&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635792 175445050 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227540 CCn1cc(ccc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C29H34N2O4/c1-5-30-19-24(15-16-26(30)32)23-13-11-22(12-14-23)21(2)31-18-17-29(35-27(31)33,20-28(3,4)34)25-9-7-6-8-10-25/h6-16,19,21,34H,5,17-18,20H2,1-4H3 ZABDLBFFXBIVLQ-UHFFFAOYSA-N 107604 US8575157, 53 Cytochrome P450 2C9 Homo sapiens 3.00e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107604 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107604&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635800 175445051 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227541 CC[C@H](N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1)c1ccc(cc1)-c1ccn(C)c(=O)c1 |r| InChI=1S/C29H34N2O4/c1-5-25(22-13-11-21(12-14-22)23-15-17-30(4)26(32)19-23)31-18-16-29(35-27(31)33,20-28(2,3)34)24-9-7-6-8-10-24/h6-15,17,19,25,34H,5,16,18,20H2,1-4H3 PLRIPZFMRUQNKJ-UHFFFAOYSA-N 107606 US8575157, 55 Cytochrome P450 2C9 Homo sapiens 2.43e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107606 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107606&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635745 175445053 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227542 CC(C)n1cc(ccc1=O)-c1ccc(cc1)[C@H](C)N1CC[C@@](CC(C)(C)O)(OC1=O)c1ccccc1 |r| InChI=1S/C30H36N2O4/c1-21(2)32-19-25(15-16-27(32)33)24-13-11-23(12-14-24)22(3)31-18-17-30(36-28(31)34,20-29(4,5)35)26-9-7-6-8-10-26/h6-16,19,21-22,35H,17-18,20H2,1-5H3 RPXPOAJHLVZLCE-UHFFFAOYSA-N 107665 US8575157, 59 Cytochrome P450 2C9 Homo sapiens 1.77e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107665 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107665&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 59635784 175445112 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 227543 C[C@H](N1CCC(CC2CC2)(CC(C)(C)O)OC1=O)c1ccc(cc1)-c1ccn(C2CC2)c(=O)c1 |r| InChI=1S/C28H36N2O4/c1-19(29-15-13-28(34-26(29)32,17-20-4-5-20)18-27(2,3)33)21-6-8-22(9-7-21)23-12-14-30(24-10-11-24)25(31)16-23/h6-9,12,14,16,19-20,24,33H,4-5,10-11,13,15,17-18H2,1-3H3 XWRVEDLYARXKKC-UHFFFAOYSA-N 107637 US8575157, 93 Cytochrome P450 2C9 Homo sapiens 2.85e+4 US Patent 10.7270/Q2416VPS aid1800186 US8575157 Renz, M; Schuehle, M; Xu, Z 11/5/2013 4/14/2014 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=107637 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=107637&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58102377 175445084 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 233058 COc1cc2ccc(cc2cc1OC)C(O)(C(C)C)c1cnn[nH]1 InChI=1S/C18H21N3O3/c1-11(2)18(22,17-10-19-21-20-17)14-6-5-12-8-15(23-3)16(24-4)9-13(12)7-14/h5-11,22H,1-4H3,(H,19,20,21) ZBZKIRAMMFHRIY-UHFFFAOYSA-N 111999 US8623892, 1 Cytochrome P450 2C9 Homo sapiens 39000 US Patent 10.7270/Q2PG1QCN aid1800292 US8623892 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 1/7/2014 7/22/2014 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=111999 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=111999&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 56968076 194689740 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 233059 COc1cc2cnc(cc2cc1OC)C(O)(C(C)C)c1cnn[nH]1 InChI=1S/C17H20N4O3/c1-10(2)17(22,16-9-19-21-20-16)15-7-11-5-13(23-3)14(24-4)6-12(11)8-18-15/h5-10,22H,1-4H3,(H,19,20,21) FNQBQSDVRFAVIN-UHFFFAOYSA-N 112000 US8623892, 2 Cytochrome P450 2C9 Homo sapiens 33000 US Patent 10.7270/Q2PG1QCN aid1800292 US8623892 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 1/7/2014 7/22/2014 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=112000 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=112000&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 69093231 194689741 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 233060 CC(C)C(O)(c1cnn[nH]1)c1ccc2cc(OC(F)F)c(OC(F)F)cc2c1 InChI=1S/C18H17F4N3O3/c1-9(2)18(26,15-8-23-25-24-15)12-4-3-10-6-13(27-16(19)20)14(28-17(21)22)7-11(10)5-12/h3-9,16-17,26H,1-2H3,(H,23,24,25) ZBRAJOQFSNYJMF-UHFFFAOYSA-N 112001 US8623892, 3 Cytochrome P450 2C9 Homo sapiens 12000 US Patent 10.7270/Q2PG1QCN aid1800292 US8623892 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 1/7/2014 7/22/2014 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=112001 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=112001&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 69093450 194689742 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 253304 OC(Cn1cnnn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(cn1)-c1ccc(cc1)C#N InChI=1S/C22H14F4N6O/c23-17-6-7-18(19(24)9-17)21(33,12-32-13-29-30-31-32)22(25,26)20-8-5-16(11-28-20)15-3-1-14(10-27)2-4-15/h1-9,11,13,33H,12H2 HKIZMJLDZKXRKA-UHFFFAOYSA-N 124182 US8754227, 1::US10221160, Example 1::US11247981, Example 1 Cytochrome P450 2C9 Homo sapiens >60000 US Patent 10.7270/Q2B56HFR aid1800511 US8754227 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 6/17/2014 11/11/2014 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=124182 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=124182&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53497480 225150574 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 253305 OC(Cn1cnnn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(cn1)-c1ccc(cc1)C(F)(F)F InChI=1S/C22H14F7N5O/c23-16-6-7-17(18(24)9-16)20(35,11-34-12-31-32-33-34)21(25,26)19-8-3-14(10-30-19)13-1-4-15(5-2-13)22(27,28)29/h1-10,12,35H,11H2 WJGQBRYSRQIYNV-UHFFFAOYSA-N 124183 US8754227, 2::US10221160, Example 2::US11247981, Example 2 Cytochrome P450 2C9 Homo sapiens >60000 US Patent 10.7270/Q2B56HFR aid1800511 US8754227 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 6/17/2014 11/11/2014 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=124183 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=124183&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53497481 225150575 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 253306 OC(Cn1cncn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(cn1)-c1ccc(F)cc1 InChI=1S/C22H15F5N4O/c23-16-4-1-14(2-5-16)15-3-8-20(29-10-15)22(26,27)21(32,11-31-13-28-12-30-31)18-7-6-17(24)9-19(18)25/h1-10,12-13,32H,11H2 XJXWVRYXVARTIL-UHFFFAOYSA-N 124184 US8754227, 16 Cytochrome P450 2C9 Homo sapiens 4300 US Patent 10.7270/Q2B56HFR aid1800511 US8754227 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 6/17/2014 11/11/2014 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=124184 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=124184&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53497497 225150576 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 253307 OC(Cn1cncn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(cn1)-c1ccc(OCC(F)(F)F)cc1 InChI=1S/C24H17F7N4O2/c25-17-4-7-19(20(26)9-17)22(36,11-35-14-32-13-34-35)24(30,31)21-8-3-16(10-33-21)15-1-5-18(6-2-15)37-12-23(27,28)29/h1-10,13-14,36H,11-12H2 MSRICOSVBSYAJO-UHFFFAOYSA-N 124185 US8754227, 17 Cytochrome P450 2C9 Homo sapiens 40000 US Patent 10.7270/Q2B56HFR aid1800511 US8754227 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 6/17/2014 11/11/2014 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=124185 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=124185&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53497377 225150577 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 253308 OC(Cn1cncn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(cn1)-c1ccc(OC(F)(F)F)cc1 InChI=1S/C23H15F7N4O2/c24-16-4-7-18(19(25)9-16)21(35,11-34-13-31-12-33-34)22(26,27)20-8-3-15(10-32-20)14-1-5-17(6-2-14)36-23(28,29)30/h1-10,12-13,35H,11H2 JJHAQEOFFYLRAX-UHFFFAOYSA-N 124186 US8754227, 18 Cytochrome P450 2C9 Homo sapiens 3100 US Patent 10.7270/Q2B56HFR aid1800511 US8754227 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 6/17/2014 11/11/2014 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=124186 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=124186&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53493004 225150578 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 273489 OC(Cn1cnnc1)(c1ccc(F)cc1F)C(F)(F)c1ccc2cc(Br)ccc2n1 InChI=1S/C20H13BrF4N4O/c21-13-2-5-17-12(7-13)1-6-18(28-17)20(24,25)19(30,9-29-10-26-27-11-29)15-4-3-14(22)8-16(15)23/h1-8,10-11,30H,9H2 ZMHFHDVAVPEGFF-UHFFFAOYSA-N 139227 US8883797, 9 Cytochrome P450 2C9 Homo sapiens 1.3e+4 US Patent 10.7270/Q2FT8JRF aid1800761 US8883797 Hoekstra, WJ; Schotzinger, RJ 11/11/2014 4/20/2015 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=139227 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=139227&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 91669042 249870549 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 273490 OC(Cn1cnnc1)(c1ccc(F)cc1F)C(F)(F)c1cnc2cc(Cl)ccc2n1 InChI=1S/C19H12ClF4N5O/c20-11-1-4-15-16(5-11)25-7-17(28-15)19(23,24)18(30,8-29-9-26-27-10-29)13-3-2-12(21)6-14(13)22/h1-7,9-10,30H,8H2 KSUCBNRQDLUBLI-UHFFFAOYSA-N 139228 US8883797, 10 Cytochrome P450 2C9 Homo sapiens 4.2e+4 US Patent 10.7270/Q2FT8JRF aid1800761 US8883797 Hoekstra, WJ; Schotzinger, RJ 11/11/2014 4/20/2015 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=139228 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=139228&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 91669043 249870550 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 273491 c1cc(c(cc1F)F)C(Cn2cncn2)(Cn3cncn3)O InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2 RFHAOTPXVQNOHP-UHFFFAOYSA-N 25817 Fungata::Diflucan::Fluconazole (f)::cid_3365::Triflucan::CHEMBL106::2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol::Fluconazole::US9221791, Fluconazole::US9556143, Fluconazole::US9138393, Fluconazole::US9144538, Fluconazole::US10221160, Fluconazole::US11247981, Example Fluconazole Cytochrome P450 2C9 Homo sapiens 29000 US Patent 10.7270/Q2FT8JRF aid1800761 US8883797 Hoekstra, WJ; Schotzinger, RJ 11/11/2014 4/20/2015 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=25817 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=25817&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search TPF 4WMZ,2WV2,3L4D,9IUL,4ZE3,6H1S,1EA1,4ZDZ,6MA7,5ESJ,2WX2,5ESF,5ESE,5ESM,6AY4,2IJ7,2WUZ 3365 56413105 CHEMBL106 DB00196 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 273492 C[C@@H](c1c(cncn1)F)[C@](Cn2cncn2)(c3ccc(cc3F)F)O InChI=1S/C16H14F3N5O/c1-10(15-14(19)5-20-7-22-15)16(25,6-24-9-21-8-23-24)12-3-2-11(17)4-13(12)18/h2-5,7-10,25H,6H2,1H3 BCEHBSKCWLPMDN-UHFFFAOYSA-N 50333117 (2R,3S)-2,3-bis(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol::(2R,3S)-2-(2,4-Difluoro-phenyl)-3-(5-fluoro-pyrimidin-4-yl)-1-[1,2,4]triazol-1-yl-butan-2-ol::(2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol::UK-109496::Vfend::CHEMBL638::VORICONAZOLE::US9221791, Voriconazole::US11247981, Example Voriconazole Cytochrome P450 2C9 Homo sapiens 14000 US Patent 10.7270/Q2FT8JRF aid1800761 US8883797 Hoekstra, WJ; Schotzinger, RJ 11/11/2014 4/20/2015 Viamet Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50333117 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50333117&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search VOR 4ZE0,6H1O,7RYB,7RY8,7RY9,3MDT,6AY6,4UYM,5HS1 71616 125083219 CHEMBL638 DB00582 C07622 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 273554 CC(=O)N1CCN(CC1)c2ccc(cc2)OC[C@H]3CO[C@](O3)(Cn4ccnc4)c5ccc(cc5Cl)Cl InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3 XMAYWYJOQHXEEK-UHFFFAOYSA-N 60666 US9150527, Ketoconazole Cytochrome P450 2C9 Homo sapiens 40000 US Patent 10.7270/Q2CJ8C8Q aid1801695 US9150527 Hoekstra, WJ; Schotzinger, RJ 10/6/2015 6/13/2016 Innocrin Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=60666 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=60666&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search KKK 5LI8,3OZW,3LD6,6AYB 456201 316921780 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 291599 CC(C)C(O)c1ccc2cc(OCC(F)(F)F)ccc2c1 InChI=1S/C16H17F3O2/c1-10(2)15(20)13-4-3-12-8-14(6-5-11(12)7-13)21-9-16(17,18)19/h3-8,10,15,20H,9H2,1-2H3 KAJOKEZYYKICFN-UHFFFAOYSA-N 151586 US8987315, 1 Cytochrome P450 2C9 Homo sapiens 7000 US Patent 10.7270/Q2R78CZ0 aid1801024 US8987315 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 3/24/2015 8/25/2015 Innocrin Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=151586 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=151586&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 68295900 252825837 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 291600 CC(C)C(c1ccc2cc(OCC(F)(F)F)ccc2c1)n1ncnn1 InChI=1S/C17H17F3N4O/c1-11(2)16(24-22-10-21-23-24)14-4-3-13-8-15(6-5-12(13)7-14)25-9-17(18,19)20/h3-8,10-11,16H,9H2,1-2H3 AIOINVRWUCXVAK-UHFFFAOYSA-N 151582 US8987315, 2 Cytochrome P450 2C9 Homo sapiens 27000 US Patent 10.7270/Q2R78CZ0 aid1801024 US8987315 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 3/24/2015 8/25/2015 Innocrin Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=151582 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=151582&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53259483 252825833 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 291601 COc1cc2ccc(cc2cc1OC)C(C(C)C)n1ncnn1 InChI=1S/C17H20N4O2/c1-11(2)17(21-19-10-18-20-21)13-6-5-12-8-15(22-3)16(23-4)9-14(12)7-13/h5-11,17H,1-4H3 DZBCCEIMLOAXBO-UHFFFAOYSA-N 151583 US8987315, 3 Cytochrome P450 2C9 Homo sapiens 4800 US Patent 10.7270/Q2R78CZ0 aid1801024 US8987315 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 3/24/2015 8/25/2015 Innocrin Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=151583 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=151583&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53259484 252825834 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 291602 CC(C)C(c1ccc2cc(OC(F)F)ccc2c1)n1ncnn1 InChI=1S/C16H16F2N4O/c1-10(2)15(22-20-9-19-21-22)13-4-3-12-8-14(23-16(17)18)6-5-11(12)7-13/h3-10,15-16H,1-2H3 IGKOLFMBNAVTIP-UHFFFAOYSA-N 151584 US8987315, 4 Cytochrome P450 2C9 Homo sapiens 15000 US Patent 10.7270/Q2R78CZ0 aid1801024 US8987315 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 3/24/2015 8/25/2015 Innocrin Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=151584 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=151584&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53247261 252825835 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 291603 CC(=O)N1CCN(CC1)c2ccc(cc2)OC[C@@H]3CO[C@@](O3)(Cn4ccnc4)c5ccc(cc5Cl)Cl InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3 XMAYWYJOQHXEEK-UHFFFAOYSA-N 151585 US8987315, Ketoconazole::US9180183, Ketoconazole::US9271963, Ketoconazole::US9394290, KTZ (ketoconazole)::US9963439, Ketoconazole::US11739089, Compound Ketoconazole Cytochrome P450 2C9 Homo sapiens 40000 US Patent 10.7270/Q2R78CZ0 aid1801024 US8987315 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 3/24/2015 8/25/2015 Innocrin Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=151585 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=151585&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search KLN 2V0M,2JJP 3823 252825836 DB01026 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 297635 CCN([C@H]1CC[C@@H](CC1)N(C)C)c1cc(cc(C(=O)NCc2c(C)cc(C)[nH]c2=O)c1C)-c1ccc(OCCOC)cc1 |r,wU:3.2,wD:6.9,(-6.67,1.54,;-5.33,.77,;-4,1.54,;-4,3.08,;-5.33,3.85,;-5.33,5.39,;-4,6.16,;-2.67,5.39,;-2.67,3.85,;-4,7.7,;-5.33,8.47,;-2.67,8.47,;-2.67,.77,;-1.33,1.54,;,.77,;,-.77,;-1.33,-1.54,;-1.33,-3.08,;,-3.85,;-2.67,-3.85,;-2.67,-5.39,;-4,-6.16,;-4,-7.7,;-2.67,-8.47,;-5.33,-8.47,;-6.67,-7.7,;-8,-8.47,;-6.67,-6.16,;-5.33,-5.39,;-5.33,-3.85,;-2.67,-.77,;-4,-1.54,;1.33,1.54,;2.67,.77,;4,1.54,;4,3.08,;5.33,3.85,;6.67,3.08,;6.67,1.54,;8,.77,;8,-.77,;2.67,3.85,;1.33,3.08,)| InChI=1S/C35H48N4O4/c1-8-39(29-13-11-28(12-14-29)38(5)6)33-21-27(26-9-15-30(16-10-26)43-18-17-42-7)20-31(25(33)4)34(40)36-22-32-23(2)19-24(3)37-35(32)41/h9-10,15-16,19-21,28-29H,8,11-14,17-18,22H2,1-7H3,(H,36,40)(H,37,41) YAYHRYAVXZWUIJ-UHFFFAOYSA-N 155253 US9006242, 1::US10098888, Compound 1 Cytochrome P450 2C9 Homo sapiens >100000 7.4000 US Patent 10.7270/Q2222SHX aid1801178 US9006242 Kuntz, KW; Campbell, JE; Seki, M 4/14/2015 10/26/2015 Epizyme http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=155253 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=155253&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 91971491 253658255 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 297636 CCN([C@H]1CC[C@@H](CC1)N(C)CCOC)c1cc(cc(C(=O)NCc2c(C)cc(C)[nH]c2=O)c1C)C#CCN1CCOCC1 |r,wU:3.2,wD:6.9,(-6,1.54,;-4.67,.77,;-3.33,1.54,;-3.33,3.08,;-4.67,3.85,;-4.67,5.39,;-3.33,6.16,;-2,5.39,;-2,3.85,;-3.33,7.7,;-2,8.47,;-4.67,8.47,;-6,7.7,;-7.34,8.47,;-8.67,7.7,;-2,.77,;-.67,1.54,;.67,.77,;.67,-.77,;-.67,-1.54,;-.67,-3.08,;.67,-3.85,;-2,-3.85,;-2,-5.39,;-3.33,-6.16,;-3.33,-7.7,;-2,-8.47,;-4.67,-8.47,;-6,-7.7,;-7.34,-8.47,;-6,-6.16,;-4.67,-5.39,;-4.67,-3.85,;-2,-.77,;-3.33,-1.54,;2,1.54,;3.33,2.31,;4.67,3.08,;6,2.31,;6,.77,;7.34,,;8.67,.77,;8.67,2.31,;7.34,3.08,)| InChI=1S/C35H51N5O4/c1-7-40(30-12-10-29(11-13-30)38(5)15-18-43-6)33-23-28(9-8-14-39-16-19-44-20-17-39)22-31(27(33)4)34(41)36-24-32-25(2)21-26(3)37-35(32)42/h21-23,29-30H,7,10-20,24H2,1-6H3,(H,36,41)(H,37,42) XQFINGFCBFHOPE-UHFFFAOYSA-N 155254 US9006242, 2::US10098888, Compound 2 Cytochrome P450 2C9 Homo sapiens >100000 7.4000 US Patent 10.7270/Q2222SHX aid1801178 US9006242 Kuntz, KW; Campbell, JE; Seki, M 4/14/2015 10/26/2015 Epizyme http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=155254 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=155254&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 91971492 253658256 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 297637 CCN(C1CCOCC1)c1cc(cc(C(=O)NCc2c(C)cc(C)[nH]c2=O)c1C)C#CC1CCN(C)CC1 InChI=1S/C31H42N4O3/c1-6-35(26-11-15-38-16-12-26)29-19-25(8-7-24-9-13-34(5)14-10-24)18-27(23(29)4)30(36)32-20-28-21(2)17-22(3)33-31(28)37/h17-19,24,26H,6,9-16,20H2,1-5H3,(H,32,36)(H,33,37) ZXYWTCVDQLRSRJ-UHFFFAOYSA-N 155255 US9006242, 105::US10098888, Compound 105::US11642348, Compound 105 Cytochrome P450 2C9 Homo sapiens 75660 7.4000 US Patent 10.7270/Q2222SHX aid1801178 US9006242 Kuntz, KW; Campbell, JE; Seki, M 4/14/2015 10/26/2015 Epizyme http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=155255 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=155255&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 91971493 253658257 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 312105 Nc1ccc(cc1)S(=O)(=O)Nc1ccnn1-c1ccccc1 InChI=1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10-11-17-19(15)13-4-2-1-3-5-13/h1-11,18H,16H2 QWCJHSGMANYXCW-UHFFFAOYSA-N 50090677 CHEMBL1109::4-Amino-N-(2-phenyl-2H-pyrazol-3-yl)-benzenesulfonamide::Sulphaphenazole::Sulfabid::4-amino-N-(1-phenyl-1H-pyrazol-5-yl)benzenesulfonamide::SULFAPHENAZOLE::US9180183, Sulfaphenazole Cytochrome P450 2C9 Homo sapiens 270 US Patent 10.7270/Q2JS9P8S aid1801801 US9173935 Maj, R; Pattarino, F; Mura, E; Barberis, A 11/3/2015 8/2/2016 Telormedix http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50090677 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50090677&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 5335 103989138 CHEMBL1109 DB06729 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320522 COc1ccc(CNc2ncc(Cc3c[nH]c4ncc(C)cc34)cc2F)cn1 InChI=1S/C21H20FN5O/c1-13-5-17-16(12-27-20(17)24-8-13)6-15-7-18(22)21(26-11-15)25-10-14-3-4-19(28-2)23-9-14/h3-5,7-9,11-12H,6,10H2,1-2H3,(H,24,27)(H,25,26) IDCXHTGCSOGOJL-UHFFFAOYSA-N 174941 US9096593, P-1562 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174941 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174941&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52934486 313043786 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320523 COc1ccc(CNc2ccc(Cc3c[nH]c4ncc(F)cc34)c(F)n2)cn1 InChI=1S/C20H17F2N5O/c1-28-18-5-2-12(9-24-18)8-23-17-4-3-13(19(22)27-17)6-14-10-25-20-16(14)7-15(21)11-26-20/h2-5,7,9-11H,6,8H2,1H3,(H,23,27)(H,25,26) WFKFRFWYVHBMNZ-UHFFFAOYSA-N 174934 US9096593, P-1622 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174934 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174934&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52935600 313043779 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320524 COc1ncc(F)cc1CNc1ccc(Cc2c[nH]c3ncc(NC(C)=O)cc23)c(F)n1 InChI=1S/C22H20F2N6O2/c1-12(31)29-17-7-18-14(8-26-21(18)27-11-17)5-13-3-4-19(30-20(13)24)25-9-15-6-16(23)10-28-22(15)32-2/h3-4,6-8,10-11H,5,9H2,1-2H3,(H,25,30)(H,26,27)(H,29,31) IWGLCABRVPLEJZ-UHFFFAOYSA-N 174937 US9096593, P-1669 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174937 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174937&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52935809 313043782 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320525 CS(=O)(=O)Nc1cnc2[nH]cc(Cc3ccc(NCc4ccc(Cl)nc4)nc3F)c2c1 InChI=1S/C20H18ClFN6O2S/c1-31(29,30)28-15-7-16-14(10-25-20(16)26-11-15)6-13-3-5-18(27-19(13)22)24-9-12-2-4-17(21)23-8-12/h2-5,7-8,10-11,28H,6,9H2,1H3,(H,24,27)(H,25,26) KIYZZSWMJCJKKW-UHFFFAOYSA-N 174938 US9096593, P-1679 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174938 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174938&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52935601 313043783 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320526 Fc1cncc(CNc2ccc(Cc3c[nH]c4ncc(Cl)cc34)c(F)n2)c1 InChI=1S/C19H14ClF2N5/c20-14-5-16-13(8-25-19(16)26-9-14)4-12-1-2-17(27-18(12)22)24-7-11-3-15(21)10-23-6-11/h1-3,5-6,8-10H,4,7H2,(H,24,27)(H,25,26) UFYPFASIUYPWBC-UHFFFAOYSA-N 174927 US9096593, P-2001 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174927 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174927&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52935810 313043772 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320527 Clc1cnc2[nH]cc(Cc3ccc(NCc4ccc(Cl)nc4)nc3)c2c1 InChI=1S/C19H15Cl2N5/c20-15-6-16-14(10-25-19(16)26-11-15)5-12-2-4-18(23-7-12)24-9-13-1-3-17(21)22-8-13/h1-4,6-8,10-11H,5,9H2,(H,23,24)(H,25,26) IHUPHYFSKVFFFO-UHFFFAOYSA-N 174965 US9096593, P-2003 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174965 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174965&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52934260 313043810 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320528 Fc1ccc(CNc2ccc(Cc3c[nH]c4ncc(Cl)cc34)cn2)cn1 InChI=1S/C19H15ClFN5/c20-15-6-16-14(10-25-19(16)26-11-15)5-12-2-4-18(23-7-12)24-9-13-1-3-17(21)22-8-13/h1-4,6-8,10-11H,5,9H2,(H,23,24)(H,25,26) QXPPFGDYXVBPPQ-UHFFFAOYSA-N 174966 US9096593, P-2004 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174966 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174966&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52934259 313043811 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320529 Cc1cnc2[nH]cc(Cc3ccc(NCc4ccc(nc4)C(F)(F)F)nc3)c2c1 InChI=1S/C21H18F3N5/c1-13-6-17-16(12-29-20(17)28-8-13)7-14-3-5-19(26-9-14)27-11-15-2-4-18(25-10-15)21(22,23)24/h2-6,8-10,12H,7,11H2,1H3,(H,26,27)(H,28,29) DXDZIZAESKHCEH-UHFFFAOYSA-N 174936 US9096593, P-2019 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174936 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174936&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52934025 313043781 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320530 COc1cnc2[nH]cc(Cc3ccc(NCc4cncc(F)c4)nc3F)c2c1 InChI=1S/C20H17F2N5O/c1-28-16-6-17-14(9-25-20(17)26-11-16)5-13-2-3-18(27-19(13)22)24-8-12-4-15(21)10-23-7-12/h2-4,6-7,9-11H,5,8H2,1H3,(H,24,27)(H,25,26) FHPWLAWTGBVVFI-UHFFFAOYSA-N 174928 US9096593, P-2028 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174928 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174928&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52935602 313043773 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320531 COc1ccc(CNc2ccc(Cc3c[nH]c4ncc(C)cc34)c(F)n2)cn1 InChI=1S/C21H20FN5O/c1-13-7-17-16(12-26-21(17)25-9-13)8-15-4-5-18(27-20(15)22)23-10-14-3-6-19(28-2)24-11-14/h3-7,9,11-12H,8,10H2,1-2H3,(H,23,27)(H,25,26) RTGVPSAXYOKKJK-UHFFFAOYSA-N 174929 US9096593, P-2029 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174929 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174929&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52935811 313043774 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320532 COc1cnc2[nH]cc(Cc3ccc(NCc4ccc(OC)nc4)nc3F)c2c1 InChI=1S/C21H20FN5O2/c1-28-16-8-17-15(11-25-21(17)26-12-16)7-14-4-5-18(27-20(14)22)23-9-13-3-6-19(29-2)24-10-13/h3-6,8,10-12H,7,9H2,1-2H3,(H,23,27)(H,25,26) FBZGWPOPVWFXLR-UHFFFAOYSA-N 174930 US9096593, P-2030 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174930 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174930&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52935603 313043775 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320533 Cc1cnc2[nH]cc(Cc3ccc(NCc4ccc(nc4)C(F)(F)F)nc3F)c2c1 InChI=1S/C21H17F4N5/c1-12-6-16-15(11-29-20(16)28-8-12)7-14-3-5-18(30-19(14)22)27-10-13-2-4-17(26-9-13)21(23,24)25/h2-6,8-9,11H,7,10H2,1H3,(H,27,30)(H,28,29) CLVZDUIYCBVJLA-UHFFFAOYSA-N 174931 US9096593, P-2031 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174931 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174931&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 67201000 313043776 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320534 COc1cnc2[nH]cc(Cc3ccc(NCc4ccc(Cl)cc4)nc3F)c2c1 InChI=1S/C21H18ClFN4O/c1-28-17-9-18-15(11-25-21(18)26-12-17)8-14-4-7-19(27-20(14)23)24-10-13-2-5-16(22)6-3-13/h2-7,9,11-12H,8,10H2,1H3,(H,24,27)(H,25,26) POUGJCUMNASOCH-UHFFFAOYSA-N 174932 US9096593, P-2032 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174932 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174932&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52933545 313043777 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320535 COc1ccnc2[nH]cc(Cc3ccc(NCc4ccc(Cl)cc4)nc3F)c12 InChI=1S/C21H18ClFN4O/c1-28-17-8-9-24-21-19(17)15(12-26-21)10-14-4-7-18(27-20(14)23)25-11-13-2-5-16(22)6-3-13/h2-9,12H,10-11H2,1H3,(H,24,26)(H,25,27) OLQODSJHRJYJIW-UHFFFAOYSA-N 174942 US9096593, P-2037 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174942 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174942&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52933794 313043787 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320536 COc1ccc(CNc2ncc(Cc3c[nH]c4ncc(Cl)cc34)cn2)cn1 InChI=1S/C19H17ClN6O/c1-27-17-3-2-12(6-21-17)7-24-19-25-8-13(9-26-19)4-14-10-22-18-16(14)5-15(20)11-23-18/h2-3,5-6,8-11H,4,7H2,1H3,(H,22,23)(H,24,25,26) SXMVDOWLRVXGBP-UHFFFAOYSA-N 174943 US9096593, P-2038 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174943 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174943&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52935812 313043788 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320537 COc1cnc2[nH]cc(Cc3ccc(NCc4cccnc4OC)nc3F)c2c1 InChI=1S/C21H20FN5O2/c1-28-16-9-17-15(11-25-20(17)26-12-16)8-13-5-6-18(27-19(13)22)24-10-14-4-3-7-23-21(14)29-2/h3-7,9,11-12H,8,10H2,1-2H3,(H,24,27)(H,25,26) GKLDYZQMDUADGI-UHFFFAOYSA-N 174944 US9096593, P-2043 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174944 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174944&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52935599 313043789 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320538 COc1ncccc1CNc1ccc(Cc2c[nH]c3ncccc23)c(F)n1 InChI=1S/C20H18FN5O/c1-27-20-14(4-2-9-23-20)11-24-17-7-6-13(18(21)26-17)10-15-12-25-19-16(15)5-3-8-22-19/h2-9,12H,10-11H2,1H3,(H,22,25)(H,24,26) QGQODCDKRMKJDK-UHFFFAOYSA-N 174946 US9096593, P-2045 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174946 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174946&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52935813 313043791 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320539 COc1cnc(CNc2ccc(Cc3c[nH]c4ncc(C)cc34)c(F)n2)cc1F InChI=1S/C21H19F2N5O/c1-12-5-16-14(9-27-21(16)26-8-12)6-13-3-4-19(28-20(13)23)25-10-15-7-17(22)18(29-2)11-24-15/h3-5,7-9,11H,6,10H2,1-2H3,(H,25,28)(H,26,27) VYZQJQZLBIQWTL-UHFFFAOYSA-N 174947 US9096593, P-2048 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174947 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174947&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 89970411 313043792 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320540 Cc1cc2c(c[nH]c2nc1)Cc3ccc(nc3F)NCc4cc(cnc4OC)F InChI=1S/C21H19F2N5O/c1-12-5-17-14(9-26-20(17)25-8-12)6-13-3-4-18(28-19(13)23)24-10-15-7-16(22)11-27-21(15)29-2/h3-5,7-9,11H,6,10H2,1-2H3,(H,24,28)(H,25,26) NSMOZFXKTHCPTQ-UHFFFAOYSA-N 174948 US9096593, P-2049 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174948 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174948&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 622 6N33 52936034 313043793 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320541 COc1ncccc1CNc1ccc(Cc2c[nH]c3ncc(C)cc23)c(F)n1 InChI=1S/C21H20FN5O/c1-13-8-17-16(12-26-20(17)25-10-13)9-14-5-6-18(27-19(14)22)24-11-15-4-3-7-23-21(15)28-2/h3-8,10,12H,9,11H2,1-2H3,(H,24,27)(H,25,26) QQYBNPCNVNQSRK-UHFFFAOYSA-N 174949 US9096593, P-2052 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174949 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174949&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52936035 313043794 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320542 COc1ccc(CNc2ncc(Cc3c[nH]c4ncc(C)cc34)cn2)cn1 InChI=1S/C20H20N6O/c1-13-5-17-16(12-23-19(17)22-7-13)6-15-10-25-20(26-11-15)24-9-14-3-4-18(27-2)21-8-14/h3-5,7-8,10-12H,6,9H2,1-2H3,(H,22,23)(H,24,25,26) ONKIUNVOKOYXEB-UHFFFAOYSA-N 174950 US9096593, P-2057 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174950 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174950&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52936036 313043795 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320543 COc1ncc(F)cc1CNc1ncc(Cc2c[nH]c3ncc(C)cc23)cn1 InChI=1S/C20H19FN6O/c1-12-3-17-14(9-23-18(17)22-6-12)4-13-7-25-20(26-8-13)27-10-15-5-16(21)11-24-19(15)28-2/h3,5-9,11H,4,10H2,1-2H3,(H,22,23)(H,25,26,27) IITAGIUAJYXYRU-UHFFFAOYSA-N 174918 US9096593, P-2061 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174918 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174918&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52936037 313043763 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320544 Cc1cnc2[nH]cc(Cc3ccc(NCc4cnccc4C(F)(F)F)nc3F)c2c1 InChI=1S/C21H17F4N5/c1-12-6-16-14(10-29-20(16)28-8-12)7-13-2-3-18(30-19(13)22)27-11-15-9-26-5-4-17(15)21(23,24)25/h2-6,8-10H,7,11H2,1H3,(H,27,30)(H,28,29) HLNUKOUNRKYWML-UHFFFAOYSA-N 174951 US9096593, P-2062 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174951 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174951&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52936038 313043796 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320545 FC(F)(F)c1ccncc1CNc1ccc(Cc2c[nH]c3ncc(Cl)cc23)cn1 InChI=1S/C20H15ClF3N5/c21-15-6-16-13(9-28-19(16)29-11-15)5-12-1-2-18(26-7-12)27-10-14-8-25-4-3-17(14)20(22,23)24/h1-4,6-9,11H,5,10H2,(H,26,27)(H,28,29) JOPUUWAQIQBQBZ-UHFFFAOYSA-N 174952 US9096593, P-2063 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174952 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174952&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52936039 313043797 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320546 COc1ncc(F)cc1CNc1ncc(Cc2c[nH]c3ncc(Cl)cc23)cn1 InChI=1S/C19H16ClFN6O/c1-28-18-13(3-15(21)10-24-18)8-27-19-25-5-11(6-26-19)2-12-7-22-17-16(12)4-14(20)9-23-17/h3-7,9-10H,2,8H2,1H3,(H,22,23)(H,25,26,27) NYJZMHUFDZQMKE-UHFFFAOYSA-N 174919 US9096593, P-2064 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174919 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174919&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52936253 313043764 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320547 Cc1cnc2[nH]cc(Cc3ccc(NCc4ccnc(C)c4)nc3F)c2c1 InChI=1S/C21H20FN5/c1-13-7-18-17(12-26-21(18)25-10-13)9-16-3-4-19(27-20(16)22)24-11-15-5-6-23-14(2)8-15/h3-8,10,12H,9,11H2,1-2H3,(H,24,27)(H,25,26) JEYWLGNUKVSWDE-UHFFFAOYSA-N 174953 US9096593, P-2067 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174953 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174953&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52936254 313043798 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320548 COc1cc(CNc2ccc(Cc3c[nH]c4ncc(C)cc34)c(F)n2)c(F)cn1 InChI=1S/C21H19F2N5O/c1-12-5-16-14(9-27-21(16)26-8-12)6-13-3-4-18(28-20(13)23)24-10-15-7-19(29-2)25-11-17(15)22/h3-5,7-9,11H,6,10H2,1-2H3,(H,24,28)(H,26,27) IFMNZLKDCPETDL-UHFFFAOYSA-N 174955 US9096593, P-2071 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174955 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174955&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 67202442 313043800 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320549 COc1ncc(CNc2ncc(Cc3c[nH]c4ncc(C)cc34)cn2)cc1F InChI=1S/C20H19FN6O/c1-12-3-16-15(11-23-18(16)22-6-12)4-13-8-25-20(26-9-13)27-10-14-5-17(21)19(28-2)24-7-14/h3,5-9,11H,4,10H2,1-2H3,(H,22,23)(H,25,26,27) AHSCWWTXGYZDOT-UHFFFAOYSA-N 174956 US9096593, P-2073 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174956 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174956&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 67202657 313043801 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320550 Cc1cc(CNc2ccc(Cc3c[nH]c4ncc(Cl)cc34)c(F)n2)ccn1 InChI=1S/C20H17ClFN5/c1-12-6-13(4-5-23-12)9-24-18-3-2-14(19(22)27-18)7-15-10-25-20-17(15)8-16(21)11-26-20/h2-6,8,10-11H,7,9H2,1H3,(H,24,27)(H,25,26) CCCJZGXGIRJBEW-UHFFFAOYSA-N 174957 US9096593, P-2075 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174957 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174957&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 67201175 313043802 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320551 Cc1cnc2[nH]cc(Cc3cnc(NCc4ccc(Cl)nc4)nc3)c2c1 InChI=1S/C19H17ClN6/c1-12-4-16-15(11-23-18(16)22-6-12)5-14-9-25-19(26-10-14)24-8-13-2-3-17(20)21-7-13/h2-4,6-7,9-11H,5,8H2,1H3,(H,22,23)(H,24,25,26) YJRASZMPGGZLLW-UHFFFAOYSA-N 174911 US9096593, P-2078 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174911 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174911&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52936259 313043756 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320552 Cc1cnc2[nH]cc(Cc3cnc(NCc4cccc(C)n4)nc3)c2c1 InChI=1S/C20H20N6/c1-13-6-18-16(11-22-19(18)21-8-13)7-15-9-23-20(24-10-15)25-12-17-5-3-4-14(2)26-17/h3-6,8-11H,7,12H2,1-2H3,(H,21,22)(H,23,24,25) QEZRYOVBHVLYKM-UHFFFAOYSA-N 174912 US9096593, P-2079 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174912 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174912&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52934020 313043757 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320553 Cc1cnc2[nH]cc(Cc3cnc(NCc4cccc(n4)N4CCOCC4)nc3)c2c1 InChI=1S/C23H25N7O/c1-16-9-20-18(14-25-22(20)24-11-16)10-17-12-26-23(27-13-17)28-15-19-3-2-4-21(29-19)30-5-7-31-8-6-30/h2-4,9,11-14H,5-8,10,15H2,1H3,(H,24,25)(H,26,27,28) ZBJOFNRBXVLOMA-UHFFFAOYSA-N 174913 US9096593, P-2081 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174913 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174913&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52912228 313043758 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320554 Cc1cnc2[nH]cc(Cc3cnc(NCc4cccc(n4)N4CCCC4)nc3)c2c1 InChI=1S/C23H25N7/c1-16-9-20-18(14-25-22(20)24-11-16)10-17-12-26-23(27-13-17)28-15-19-5-4-6-21(29-19)30-7-2-3-8-30/h4-6,9,11-14H,2-3,7-8,10,15H2,1H3,(H,24,25)(H,26,27,28) BLPWIRCAXJRMJZ-UHFFFAOYSA-N 174914 US9096593, P-2082 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174914 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174914&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 67199021 313043759 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320555 Cc1cnc2[nH]cc(Cc3ccc(NCc4ccc(Cl)nc4)nc3F)c2c1 InChI=1S/C20H17ClFN5/c1-12-6-16-15(11-26-20(16)25-8-12)7-14-3-5-18(27-19(14)22)24-10-13-2-4-17(21)23-9-13/h2-6,8-9,11H,7,10H2,1H3,(H,24,27)(H,25,26) DYGYHFMGUUCRQF-UHFFFAOYSA-N 174920 US9096593, P-2088 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174920 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174920&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 87307147 313043765 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320556 COc1ccc(CNc2ccc(Cc3c[nH]c4ncc(C)cc34)c(F)n2)c(OC)n1 InChI=1S/C22H22FN5O2/c1-13-8-17-16(12-26-21(17)25-10-13)9-14-4-6-18(27-20(14)23)24-11-15-5-7-19(29-2)28-22(15)30-3/h4-8,10,12H,9,11H2,1-3H3,(H,24,27)(H,25,26) PYDGBRKMKPMMFU-UHFFFAOYSA-N 174921 US9096593, P-2097 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174921 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174921&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 67201460 313043766 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320557 Cc1cnc2[nH]cc(Cc3ccc(NCc4cccnc4F)nc3F)c2c1 InChI=1S/C20H17F2N5/c1-12-7-16-15(11-26-20(16)25-9-12)8-13-4-5-17(27-19(13)22)24-10-14-3-2-6-23-18(14)21/h2-7,9,11H,8,10H2,1H3,(H,24,27)(H,25,26) ZPELTGPUSIGURF-UHFFFAOYSA-N 174922 US9096593, P-2103 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174922 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174922&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52932834 313043767 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320558 Cc1cnc2[nH]cc(Cc3ccc(NCc4ccnc(F)c4)nc3F)c2c1 InChI=1S/C20H17F2N5/c1-12-6-16-15(11-26-20(16)25-9-12)8-14-2-3-18(27-19(14)22)24-10-13-4-5-23-17(21)7-13/h2-7,9,11H,8,10H2,1H3,(H,24,27)(H,25,26) WVCIKWIWVGCIOM-UHFFFAOYSA-N 174923 US9096593, P-2118 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174923 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174923&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 67200672 313043768 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320559 Cc1ccc(CNc2ccc(Cc3c[nH]c4ncc(C)cc34)c(F)n2)nc1 InChI=1S/C21H20FN5/c1-13-3-5-17(23-9-13)12-24-19-6-4-15(20(22)27-19)8-16-11-26-21-18(16)7-14(2)10-25-21/h3-7,9-11H,8,12H2,1-2H3,(H,24,27)(H,25,26) SYSOKYYRVIKDBZ-UHFFFAOYSA-N 174924 US9096593, P-2131 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174924 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174924&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 67203040 313043769 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320560 COc1ncccc1CNc1ncc(Cc2c[nH]c3ncc(C)cc23)cn1 InChI=1S/C20H20N6O/c1-13-6-17-16(12-23-18(17)22-8-13)7-14-9-24-20(25-10-14)26-11-15-4-3-5-21-19(15)27-2/h3-6,8-10,12H,7,11H2,1-2H3,(H,22,23)(H,24,25,26) BPZSDIOZLNSESC-UHFFFAOYSA-N 174915 US9096593, P-2139 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174915 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174915&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52932838 313043760 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320561 Cc1cnc2[nH]cc(Cc3cnc(NCc4ccc(nc4)C(F)(F)F)c(F)c3)c2c1 InChI=1S/C21H17F4N5/c1-12-4-16-15(11-30-19(16)27-7-12)5-14-6-17(22)20(29-10-14)28-9-13-2-3-18(26-8-13)21(23,24)25/h2-4,6-8,10-11H,5,9H2,1H3,(H,27,30)(H,28,29) RALYGEAWFFXYBD-UHFFFAOYSA-N 174958 US9096593, P-2146 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174958 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174958&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52933793 313043803 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320562 COc1cnc2[nH]cc(Cc3cnc(NCc4ccc(nc4)C(F)(F)F)c(F)c3)c2c1 InChI=1S/C21H17F4N5O/c1-31-15-6-16-14(10-29-19(16)30-11-15)4-13-5-17(22)20(28-9-13)27-8-12-2-3-18(26-7-12)21(23,24)25/h2-3,5-7,9-11H,4,8H2,1H3,(H,27,28)(H,29,30) UUANLLGTKSTXOT-UHFFFAOYSA-N 174959 US9096593, P-2147 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174959 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174959&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 67199221 313043804 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320563 Cn1cc(F)cc(CNc2ncc(Cc3c[nH]c4ncc(Cl)cc34)cn2)c1=O InChI=1S/C19H16ClFN6O/c1-27-10-15(21)3-13(18(27)28)8-26-19-24-5-11(6-25-19)2-12-7-22-17-16(12)4-14(20)9-23-17/h3-7,9-10H,2,8H2,1H3,(H,22,23)(H,24,25,26) GKKXSXHWFUUCKH-UHFFFAOYSA-N 174961 US9096593, P-2157 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174961 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174961&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52933056 313043806 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320564 COc1ncc(CNc2ccc(Cc3c[nH]c4ncc(Cl)cc34)c(F)n2)cc1F InChI=1S/C20H16ClF2N5O/c1-29-20-16(22)4-11(8-27-20)7-24-17-3-2-12(18(23)28-17)5-13-9-25-19-15(13)6-14(21)10-26-19/h2-4,6,8-10H,5,7H2,1H3,(H,24,28)(H,25,26) ZYUJERAVFWUVMN-UHFFFAOYSA-N 174963 US9096593, P-2165 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174963 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174963&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52933057 313043808 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320565 Fc1cc(Cc2c[nH]c3ncc(Cl)cc23)cnc1NCc1ccc(nc1)C(F)(F)F InChI=1S/C20H14ClF4N5/c21-14-5-15-13(9-29-18(15)30-10-14)3-12-4-16(22)19(28-8-12)27-7-11-1-2-17(26-6-11)20(23,24)25/h1-2,4-6,8-10H,3,7H2,(H,27,28)(H,29,30) PSQZATYJDUBZGN-UHFFFAOYSA-N 174964 US9096593, P-2172 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174964 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174964&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52933790 313043809 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320566 COc1ncc(F)cc1CNc1ccc(Cc2c[nH]c3ncc(cc23)C#N)c(F)n1 InChI=1S/C21H16F2N6O/c1-30-21-15(6-16(22)11-28-21)10-25-18-3-2-13(19(23)29-18)5-14-9-27-20-17(14)4-12(7-24)8-26-20/h2-4,6,8-9,11H,5,10H2,1H3,(H,25,29)(H,26,27) ADVBAMJDBQBHCU-UHFFFAOYSA-N 174967 US9096593, P-2193 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174967 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174967&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52934484 313043812 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 320567 CCS(=O)(=O)Nc1ccccc1CNc1ccc(Cc2c[nH]c3ncc(C)cc23)c(F)n1 InChI=1S/C23H24FN5O2S/c1-3-32(30,31)29-20-7-5-4-6-17(20)13-25-21-9-8-16(22(24)28-21)11-18-14-27-23-19(18)10-15(2)12-26-23/h4-10,12,14,29H,3,11,13H2,1-2H3,(H,25,28)(H,26,27) ZGVRUEHWRJFEDB-UHFFFAOYSA-N 174925 US9096593, P-2198 Cytochrome P450 2C9 Homo sapiens 5000 US Patent 10.7270/Q2PK0DXR aid1801508 US9096593 Zhang, J; Ibrahim, PN; Bremer, R; Spevak, W; Cho, H 8/4/2015 4/11/2016 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=174925 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=174925&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 52933789 313043770 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 330685 COc1cc2ccc(cc2cc1OC)C(O)(C(C)C)c1cncs1 InChI=1S/C19H21NO3S/c1-12(2)19(21,18-10-20-11-24-18)15-6-5-13-8-16(22-3)17(23-4)9-14(13)7-15/h5-12,21H,1-4H3 RBHSEBMDGMNLDP-UHFFFAOYSA-N 50015370 CHEMBL3264599::US9150527, 2 Cytochrome P450 2C9 Homo sapiens 3.3e+4 US Patent 10.7270/Q2CJ8C8Q aid1801695 US9150527 Hoekstra, WJ; Schotzinger, RJ 10/6/2015 6/13/2016 Innocrin Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50015370 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50015370&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71291709 103927183 CHEMBL3264599 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 339266 CCCCCCCCCCCC(=O)OCC(CCP(O)(=O)OCCNC(=O)c1ccc(Cn2c3nc(OCCOC)nc(N)c3[nH]c2=O)cc1)OC(=O)CCCCCCCCCCC InChI=1S/C46H75N6O11P/c1-4-6-8-10-12-14-16-18-20-22-39(53)61-35-38(63-40(54)23-21-19-17-15-13-11-9-7-5-2)28-33-64(57,58)62-30-29-48-44(55)37-26-24-36(25-27-37)34-52-43-41(49-46(52)56)42(47)50-45(51-43)60-32-31-59-3/h24-27,38H,4-23,28-35H2,1-3H3,(H,48,55)(H,49,56)(H,57,58)(H2,47,50,51) DAHHDQRWHARHJR-UHFFFAOYSA-N 189322 US9173935, SC12 Cytochrome P450 2C9 Homo sapiens 3.34e+4 US Patent 10.7270/Q2JS9P8S aid1801801 US9173935 Maj, R; Pattarino, F; Mura, E; Barberis, A 11/3/2015 8/2/2016 Telormedix http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=189322 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=189322&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121493728 316606937 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 340693 CCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCCNC(=O)c1ccc(Cn2c3nc(OCCOC)nc(N)c3[nH]c2=O)cc1)OC(=O)CCCCCCCCCCC InChI=1S/C45H73N6O12P/c1-4-6-8-10-12-14-16-18-20-22-38(52)60-33-37(63-39(53)23-21-19-17-15-13-11-9-7-5-2)34-62-64(56,57)61-29-28-47-43(54)36-26-24-35(25-27-36)32-51-42-40(48-45(51)55)41(46)49-44(50-42)59-31-30-58-3/h24-27,37H,4-23,28-34H2,1-3H3,(H,47,54)(H,48,55)(H,56,57)(H2,46,49,50) DFFGHPOFYMBXJP-UHFFFAOYSA-N 190404 US9180183, SC12 Cytochrome P450 2C9 Homo sapiens 33400 37.00 C US Patent 10.7270/Q2B27T2W aid1801837 US9180183 Maj, R; Pattarino, F; Mura, E; Barberis, A 11/10/2015 8/15/2016 Telormedix http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=190404 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=190404&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53492525 316921935 C02736 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 340702 Nc1ccc(cc1)S(=O)(=O)Nc1ccnn1-c1ccccc1 InChI=1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10-11-17-19(15)13-4-2-1-3-5-13/h1-11,18H,16H2 QWCJHSGMANYXCW-UHFFFAOYSA-N 50090677 CHEMBL1109::4-Amino-N-(2-phenyl-2H-pyrazol-3-yl)-benzenesulfonamide::Sulphaphenazole::Sulfabid::4-amino-N-(1-phenyl-1H-pyrazol-5-yl)benzenesulfonamide::SULFAPHENAZOLE::US9180183, Sulfaphenazole Cytochrome P450 2C9 Homo sapiens 270 37.00 C US Patent 10.7270/Q2B27T2W aid1801837 US9180183 Maj, R; Pattarino, F; Mura, E; Barberis, A 11/10/2015 8/15/2016 Telormedix http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50090677 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50090677&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 5335 103989138 CHEMBL1109 DB06729 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 349522 FC(F)(F)c1cccc(c1)N1C2=C([C@H](NC1=O)c1ccc(cc1)C#N)C(=O)CC2 |r,c:12| InChI=1S/C21H14F3N3O2/c22-21(23,24)14-2-1-3-15(10-14)27-16-8-9-17(28)18(16)19(26-20(27)29)13-6-4-12(11-25)5-7-13/h1-7,10,19H,8-9H2,(H,26,29) IOAQHJLFLCALPO-UHFFFAOYSA-N 50120423 US9290459, 1A::US9670166, 1A::CHEMBL3617971 Cytochrome P450 2C9 Homo sapiens >50000 7.5000 25.00 C US Patent 10.7270/Q25Q4T8F aid1795032 US9670166 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 6/6/2017 5/19/2018 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50120423 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50120423&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844774 319565956 CHEMBL3617971 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 349523 CS(=O)(=O)c1cc(ccc1[C@H]1NC(=O)N(C2=C1C(=O)CC2)c1cccc(c1)C(F)(F)F)C#N |r,c:16| InChI=1S/C22H16F3N3O4S/c1-33(31,32)18-9-12(11-26)5-6-15(18)20-19-16(7-8-17(19)29)28(21(30)27-20)14-4-2-3-13(10-14)22(23,24)25/h2-6,9-10,20H,7-8H2,1H3,(H,27,30) PIQAOEDOJPUANY-UHFFFAOYSA-N 211757 US9290459, 47.21::US9290459, 10A::US9670166, 10A Cytochrome P450 2C9 Homo sapiens >50000 7.5000 25.00 C US Patent 10.7270/Q25Q4T8F aid1795032 US9670166 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 6/6/2017 5/19/2018 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=211757 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=211757&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844826 329587637 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 349524 CS(=O)(=O)N1[C@@H](C2=C(CCC2=O)N(C1=O)c1cccc(c1)C(F)(F)F)c1ccc(cc1)C#N |r,t:6| InChI=1S/C22H16F3N3O4S/c1-33(31,32)28-20(14-7-5-13(12-26)6-8-14)19-17(9-10-18(19)29)27(21(28)30)16-4-2-3-15(11-16)22(23,24)25/h2-8,11,20H,9-10H2,1H3 ZSGUFCFIQTTZBC-UHFFFAOYSA-N 211754 US9290459, 9A::US9670166, 9A Cytochrome P450 2C9 Homo sapiens >50000 7.5000 25.00 C US Patent 10.7270/Q25Q4T8F aid1795032 US9670166 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 6/6/2017 5/19/2018 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=211754 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=211754&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844825 329587634 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 349525 OCCNC(=O)N1[C@@H](C2=C(CCC2=O)N(C1=O)c1cccc(c1)C(F)(F)F)c1ccc(cc1)C#N |r,t:8| InChI=1S/C24H19F3N4O4/c25-24(26,27)16-2-1-3-17(12-16)30-18-8-9-19(33)20(18)21(15-6-4-14(13-28)5-7-15)31(23(30)35)22(34)29-10-11-32/h1-7,12,21,32H,8-11H2,(H,29,34) RHCHMWZVWBTKKC-UHFFFAOYSA-N 211750 US9290459, 7.2A::US9670166, 7.2A Cytochrome P450 2C9 Homo sapiens >50000 7.5000 25.00 C US Patent 10.7270/Q25Q4T8F aid1795032 US9670166 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 6/6/2017 5/19/2018 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=211750 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=211750&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 90311190 329587630 C04080 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 349526 CC(C)(O)CNC(=O)N1[C@@H](C2=C(CCC2=O)N(C1=O)c1cccc(c1)C(F)(F)F)c1ccc(cc1)C#N |r,t:10| InChI=1S/C26H23F3N4O4/c1-25(2,37)14-31-23(35)33-22(16-8-6-15(13-30)7-9-16)21-19(10-11-20(21)34)32(24(33)36)18-5-3-4-17(12-18)26(27,28)29/h3-9,12,22,37H,10-11,14H2,1-2H3,(H,31,35) DOVSNSDMRJVTMR-UHFFFAOYSA-N 211836 US9290459, 41A::US9670166, 41A Cytochrome P450 2C9 Homo sapiens >50000 7.5000 25.00 C US Patent 10.7270/Q25Q4T8F aid1795032 US9670166 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 6/6/2017 5/19/2018 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=211836 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=211836&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844888 329587716 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 349527 CNC(=O)N1[C@@H](C2=C(CCC2=O)N(C1=O)c1cccc(c1)C(F)(F)F)c1ccc(cc1S(C)(=O)=O)C#N |r,t:6| InChI=1S/C24H19F3N4O5S/c1-29-22(33)31-21(16-7-6-13(12-28)10-19(16)37(2,35)36)20-17(8-9-18(20)32)30(23(31)34)15-5-3-4-14(11-15)24(25,26)27/h3-7,10-11,21H,8-9H2,1-2H3,(H,29,33) RNEGVTLNXUPOAS-UHFFFAOYSA-N 50120439 US9290459, 47.1::US9670166, 47.1::CHEMBL3617975 Cytochrome P450 2C9 Homo sapiens >50000 7.5000 25.00 C US Patent 10.7270/Q25Q4T8F aid1795032 US9670166 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 6/6/2017 5/19/2018 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50120439 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50120439&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844945 319565971 CHEMBL3617975 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 349528 CCNC(=O)N1[C@@H](C2=C(CCC2=O)N(C1=O)c1cccc(c1)C(F)(F)F)c1ccc(cc1S(C)(=O)=O)C#N |r,t:7| InChI=1S/C25H21F3N4O5S/c1-3-30-23(34)32-22(17-8-7-14(13-29)11-20(17)38(2,36)37)21-18(9-10-19(21)33)31(24(32)35)16-6-4-5-15(12-16)25(26,27)28/h4-8,11-12,22H,3,9-10H2,1-2H3,(H,30,34) FIJAHVAWHWYPLR-UHFFFAOYSA-N 211887 US9290459, 47.2::US9670166, 47.2 Cytochrome P450 2C9 Homo sapiens >50000 7.5000 25.00 C US Patent 10.7270/Q25Q4T8F aid1795032 US9670166 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 6/6/2017 5/19/2018 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=211887 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=211887&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844946 329587766 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 349529 CC(=O)C1=C(C)N(C(=O)N[C@H]1C#N)c1cccc(c1)C(F)(F)F |r,c:3| InChI=1S/C15H12F3N3O2/c1-8-13(9(2)22)12(7-19)20-14(23)21(8)11-5-3-4-10(6-11)15(16,17)18/h3-6,12H,1-2H3,(H,20,23) BTAVKKCALHGPKT-UHFFFAOYSA-N 191369 example 8A disclosed in WO 2005/082863::WO2005082863, Example 8A Cytochrome P450 2C9 Homo sapiens 12000 7.5000 25.00 C US Patent 10.7270/Q25Q4T8F aid1795032 US9670166 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 6/6/2017 5/19/2018 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=191369 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=191369&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 134814143 375975905 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 353635 CCOC(=O)\C=C\c1ccc(nc1)C(F)(F)C(O)(Cn1cnnn1)c1ccc(F)cc1F InChI=1S/C20H17F4N5O3/c1-2-32-18(30)8-4-13-3-7-17(25-10-13)20(23,24)19(31,11-29-12-26-27-28-29)15-6-5-14(21)9-16(15)22/h3-10,12,31H,2,11H2,1H3/b8-4+ OSXQTSNGAHYVDC-XBXARRHUSA-N 198658 US9221791, 4::US9556143, 4 Cytochrome P450 2C9 Homo sapiens 75000 US Patent 10.7270/Q24M93B6 aid1802063 US9221791 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT; Gustafson, GD 12/29/2015 10/31/2016 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=198658 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=198658&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71164844 318489724 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 353636 OC(Cn1cnnn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(\C=C\COCC(F)(F)F)cn1 InChI=1S/C20H16F7N5O2/c21-14-4-5-15(16(22)8-14)18(33,10-32-12-29-30-31-32)20(26,27)17-6-3-13(9-28-17)2-1-7-34-11-19(23,24)25/h1-6,8-9,12,33H,7,10-11H2/b2-1+ URKBJASAXCWITJ-OWOJBTEDSA-N 198660 US9221791, 6::US9556143, 6 Cytochrome P450 2C9 Homo sapiens 145000 US Patent 10.7270/Q24M93B6 aid1802063 US9221791 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT; Gustafson, GD 12/29/2015 10/31/2016 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=198660 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=198660&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71476986 318489725 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 353637 OC(Cn1cnnn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(cn1)-c1ccc(Cl)nc1 InChI=1S/C20H13ClF4N6O/c21-18-6-2-13(9-27-18)12-1-5-17(26-8-12)20(24,25)19(32,10-31-11-28-29-30-31)15-4-3-14(22)7-16(15)23/h1-9,11,32H,10H2 KHCDHCWFWPNGPL-UHFFFAOYSA-N 198661 US9221791, 30 Cytochrome P450 2C9 Homo sapiens 42000 US Patent 10.7270/Q24M93B6 aid1802063 US9221791 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT; Gustafson, GD 12/29/2015 10/31/2016 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=198661 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=198661&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71477460 318489726 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 353638 OC(Cn1cnnn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(cn1)-c1ccc(F)nc1 InChI=1S/C20H13F5N6O/c21-14-3-4-15(16(22)7-14)19(32,10-31-11-28-29-30-31)20(24,25)17-5-1-12(8-26-17)13-2-6-18(23)27-9-13/h1-9,11,32H,10H2 BPJZEQQYTJUNIW-UHFFFAOYSA-N 198662 US9221791, 31 Cytochrome P450 2C9 Homo sapiens 81000 US Patent 10.7270/Q24M93B6 aid1802063 US9221791 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT; Gustafson, GD 12/29/2015 10/31/2016 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=198662 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=198662&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71143726 318489727 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 353639 OC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2 RFHAOTPXVQNOHP-UHFFFAOYSA-N 25817 2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol::CHEMBL106::Diflucan::Fluconazole::Fluconazole (f)::Fungata::Triflucan::US10221160, Fluconazole::US11247981, Example Fluconazole::US9138393, Fluconazole::US9144538, Fluconazole::US9221791, Fluconazole::US9556143, Fluconazole::cid_3365 Cytochrome P450 2C9 Homo sapiens 29000 US Patent 10.7270/Q24M93B6 aid1802063 US9221791 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT; Gustafson, GD 12/29/2015 10/31/2016 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=25817 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=25817&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search TPF 4WMZ,2WV2,3L4D,4ZE3,6H1S,1EA1,4ZDZ,6MA7,3KHM,5ESJ,2WX2,5ESF,5ESE,5ESM,6AY4,2IJ7,2WUZ 3365 56413105 46081 CHEMBL106 DB00196 ZINC00004009 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 353640 C[C@@H](c1ncncc1F)[C@](O)(Cn1cncn1)c1ccc(F)cc1F InChI=1S/C16H14F3N5O/c1-10(15-14(19)5-20-7-22-15)16(25,6-24-9-21-8-23-24)12-3-2-11(17)4-13(12)18/h2-5,7-10,25H,6H2,1H3/t10-,16+/m0/s1 BCEHBSKCWLPMDN-MGPLVRAMSA-N 50333117 (2R,3S)-2,3-bis(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol::(2R,3S)-2-(2,4-Difluoro-phenyl)-3-(5-fluoro-pyrimidin-4-yl)-1-[1,2,4]triazol-1-yl-butan-2-ol::(2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol::CHEMBL638::UK-109496::US11247981, Example Voriconazole::US9221791, Voriconazole::VORICONAZOLE::Vfend Cytochrome P450 2C9 Homo sapiens 14000 US Patent 10.7270/Q24M93B6 aid1802063 US9221791 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT; Gustafson, GD 12/29/2015 10/31/2016 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50333117 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50333117&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search VOR 4ZE0,6H1O,7RYB,7RY8,7RY9,3MDT,6AY6,4UYM,5HS1 71616 125083219 10023 CHEMBL638 DB00582 C07622 ZINC00014864 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 359415 C[C@]1(COCC(N)=N1)c1cc(Nc2cc(Cl)cc3cc(Cl)cnc23)ccc1F InChI=1S/C20H17Cl2FN4O/c1-20(10-28-9-18(24)27-20)15-7-14(2-3-16(15)23)26-17-6-12(21)4-11-5-13(22)8-25-19(11)17/h2-8,26H,9-10H2,1H3,(H2,24,27)/t20-/m0/s1 LBDVFEXBWOROJV-FQEVSTJZSA-N 202618 US9242943, 27 Cytochrome P450 2C9 Homo sapiens >50000 37.00 C US Patent 10.7270/Q2833QV5 aid1802156 US9242943 Andreini, M; Gabellieri, E; Guba, W; Hilpert, H; Mayweg, AV; Narquizian, R; Power, E; Travagli, M; Woltering, T; Wostl, W; Mauser, H 1/26/2016 11/28/2016 Siena Biotech SpA http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=202618 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=202618&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 57520209 319495665 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 359416 Cn1nc(Nc2ccc(F)c(c2)[C@@]2(C)COCC(N)=N2)c2ccc(Cl)cc12 InChI=1S/C19H19ClFN5O/c1-19(10-27-9-17(22)24-19)14-8-12(4-6-15(14)21)23-18-13-5-3-11(20)7-16(13)26(2)25-18/h3-8H,9-10H2,1-2H3,(H2,22,24)(H,23,25)/t19-/m1/s1 TWQFDPFLUOXDSO-LJQANCHMSA-N 202625 US9242943, 34 Cytochrome P450 2C9 Homo sapiens 6700 37.00 C US Patent 10.7270/Q2833QV5 aid1802156 US9242943 Andreini, M; Gabellieri, E; Guba, W; Hilpert, H; Mayweg, AV; Narquizian, R; Power, E; Travagli, M; Woltering, T; Wostl, W; Mauser, H 1/26/2016 11/28/2016 Siena Biotech SpA http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=202625 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=202625&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 57520208 319495672 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 367357 CCCCCCCC(F)(F)CCCCCC\C=C\[C@H](C(O)N[C@@H](Cc1ccc(OCCCC)cc1)C(=O)OC)[C@@](O)(CCOC)C(O)=O InChI=1S/C37H61F2NO8/c1-5-7-9-13-16-23-36(38,39)24-17-14-11-10-12-15-18-31(37(45,35(43)44)25-27-46-3)33(41)40-32(34(42)47-4)28-29-19-21-30(22-20-29)48-26-8-6-2/h15,18-22,31-33,40-41,45H,5-14,16-17,23-28H2,1-4H3,(H,43,44)/b18-15+/t31-,32+,33?,37+/m1/s1 PTNRUDBWJOJDQF-LSHZXQQHSA-N 207974 US9266853, 5514403 Cytochrome P450 2C9 Homo sapiens 7.70E+03 37.00 C US Patent 10.7270/Q2PV6J7G aid1802274 US9266853 Kohchi, Y; Nakama, K; Komiyama, S; Watanabe, F 2/23/2016 1/9/2017 Chugai Seiyaku Kabushiki Kaisha http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=207974 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=207974&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118260044 322058512 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 367358 CCCCCCCC(F)(F)CCCCCC\C=C\[C@H](C(O)N[C@@H](Cc1ccc(OCCCC)cc1)C(O)=O)[C@@](O)(CCOC)C(O)=O InChI=1S/C36H59F2NO8/c1-4-6-8-12-15-22-35(37,38)23-16-13-10-9-11-14-17-30(36(45,34(43)44)24-26-46-3)32(40)39-31(33(41)42)27-28-18-20-29(21-19-28)47-25-7-5-2/h14,17-21,30-32,39-40,45H,4-13,15-16,22-27H2,1-3H3,(H,41,42)(H,43,44)/b17-14+/t30-,31+,32?,36+/m1/s1 OWMVKQWKXXHJGW-HNOZPZLJSA-N 207975 US9266853, 5526064 Cytochrome P450 2C9 Homo sapiens 1.25E+04 37.00 C US Patent 10.7270/Q2PV6J7G aid1802274 US9266853 Kohchi, Y; Nakama, K; Komiyama, S; Watanabe, F 2/23/2016 1/9/2017 Chugai Seiyaku Kabushiki Kaisha http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=207975 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=207975&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118260045 322058513 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 367361 CCCCCCCC(F)(F)CCCCCC\C=C\[C@H](C(O)N[C@@H](Cc1ccc(OCCCC)cc1)C(=O)OC)[C@@](O)(CCOC)C(O)=O InChI=1S/C37H61F2NO8/c1-5-7-9-13-16-23-36(38,39)24-17-14-11-10-12-15-18-31(37(45,35(43)44)25-27-46-3)33(41)40-32(34(42)47-4)28-29-19-21-30(22-20-29)48-26-8-6-2/h15,18-22,31-33,40-41,45H,5-14,16-17,23-28H2,1-4H3,(H,43,44)/b18-15+/t31-,32+,33?,37+/m1/s1 PTNRUDBWJOJDQF-LSHZXQQHSA-N 207974 US9266853, 5514403 Cytochrome P450 2C9 Homo sapiens 1.96E+04 37.00 C US Patent 10.7270/Q2PV6J7G aid1802275 US9266853 Kohchi, Y; Nakama, K; Komiyama, S; Watanabe, F 2/23/2016 1/9/2017 Chugai Seiyaku Kabushiki Kaisha http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=207974 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=207974&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118260044 322058512 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 367362 CCCCCCCC(F)(F)CCCCCC\C=C\[C@H](C(O)N[C@@H](Cc1ccc(OCCCC)cc1)C(O)=O)[C@@](O)(CCOC)C(O)=O InChI=1S/C36H59F2NO8/c1-4-6-8-12-15-22-35(37,38)23-16-13-10-9-11-14-17-30(36(45,34(43)44)24-26-46-3)32(40)39-31(33(41)42)27-28-18-20-29(21-19-28)47-25-7-5-2/h14,17-21,30-32,39-40,45H,4-13,15-16,22-27H2,1-3H3,(H,41,42)(H,43,44)/b17-14+/t30-,31+,32?,36+/m1/s1 OWMVKQWKXXHJGW-HNOZPZLJSA-N 207975 US9266853, 5526064 Cytochrome P450 2C9 Homo sapiens 2.44E+04 37.00 C US Patent 10.7270/Q2PV6J7G aid1802275 US9266853 Kohchi, Y; Nakama, K; Komiyama, S; Watanabe, F 2/23/2016 1/9/2017 Chugai Seiyaku Kabushiki Kaisha http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=207975 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=207975&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118260045 322058513 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 373488 FC(F)(F)c1cccc(c1)N1C2=C([C@H](NC1=O)c1ccc(cc1)C#N)C(=O)CC2 InChI=1S/C21H14F3N3O2/c22-21(23,24)14-2-1-3-15(10-14)27-16-8-9-17(28)18(16)19(26-20(27)29)13-6-4-12(11-25)5-7-13/h1-7,10,19H,8-9H2,(H,26,29)/t19-/m1/s1 IOAQHJLFLCALPO-LJQANCHMSA-N 50120423 CHEMBL3617971::US9290459, 1A::US9670166, 1A Cytochrome P450 2C9 Homo sapiens >50000 37.00 C US Patent 10.7270/Q2KS6QD5 aid1802362 US9290459 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 3/22/2016 2/6/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50120423 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50120423&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844774 319565956 CHEMBL3617971 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 373489 CS(=O)(=O)c1cc(ccc1[C@H]1NC(=O)N(C2=C1C(=O)CC2)c1cccc(c1)C(F)(F)F)C#N InChI=1S/C22H16F3N3O4S/c1-33(31,32)18-9-12(11-26)5-6-15(18)20-19-16(7-8-17(19)29)28(21(30)27-20)14-4-2-3-13(10-14)22(23,24)25/h2-6,9-10,20H,7-8H2,1H3,(H,27,30)/t20-/m1/s1 PIQAOEDOJPUANY-HXUWFJFHSA-N 211757 US9290459, 10A::US9290459, 47.21::US9670166, 10A Cytochrome P450 2C9 Homo sapiens >50000 37.00 C US Patent 10.7270/Q2KS6QD5 aid1802362 US9290459 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 3/22/2016 2/6/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=211757 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=211757&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844826 329587637 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 373490 CS(=O)(=O)N1[C@@H](C2=C(CCC2=O)N(C1=O)c1cccc(c1)C(F)(F)F)c1ccc(cc1)C#N InChI=1S/C22H16F3N3O4S/c1-33(31,32)28-20(14-7-5-13(12-26)6-8-14)19-17(9-10-18(19)29)27(21(28)30)16-4-2-3-15(11-16)22(23,24)25/h2-8,11,20H,9-10H2,1H3/t20-/m1/s1 ZSGUFCFIQTTZBC-HXUWFJFHSA-N 211754 US9290459, 9A::US9670166, 9A Cytochrome P450 2C9 Homo sapiens >50000 37.00 C US Patent 10.7270/Q2KS6QD5 aid1802362 US9290459 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 3/22/2016 2/6/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=211754 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=211754&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844825 329587634 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 373491 OCCNC(=O)N1[C@@H](C2=C(CCC2=O)N(C1=O)c1cccc(c1)C(F)(F)F)c1ccc(cc1)C#N InChI=1S/C24H19F3N4O4/c25-24(26,27)16-2-1-3-17(12-16)30-18-8-9-19(33)20(18)21(15-6-4-14(13-28)5-7-15)31(23(30)35)22(34)29-10-11-32/h1-7,12,21,32H,8-11H2,(H,29,34)/t21-/m1/s1 RHCHMWZVWBTKKC-OAQYLSRUSA-N 211750 US9290459, 7.2A::US9670166, 7.2A Cytochrome P450 2C9 Homo sapiens >50000 37.00 C US Patent 10.7270/Q2KS6QD5 aid1802362 US9290459 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 3/22/2016 2/6/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=211750 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=211750&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 90311190 329587630 C04080 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 373492 CC(C)(O)CNC(=O)N1[C@@H](C2=C(CCC2=O)N(C1=O)c1cccc(c1)C(F)(F)F)c1ccc(cc1)C#N InChI=1S/C26H23F3N4O4/c1-25(2,37)14-31-23(35)33-22(16-8-6-15(13-30)7-9-16)21-19(10-11-20(21)34)32(24(33)36)18-5-3-4-17(12-18)26(27,28)29/h3-9,12,22,37H,10-11,14H2,1-2H3,(H,31,35)/t22-/m1/s1 DOVSNSDMRJVTMR-JOCHJYFZSA-N 211836 US9290459, 41A::US9670166, 41A Cytochrome P450 2C9 Homo sapiens >50000 37.00 C US Patent 10.7270/Q2KS6QD5 aid1802362 US9290459 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 3/22/2016 2/6/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=211836 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=211836&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844888 329587716 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 373493 CNC(=O)N1[C@@H](C2=C(CCC2=O)N(C1=O)c1cccc(c1)C(F)(F)F)c1ccc(cc1S(C)(=O)=O)C#N InChI=1S/C24H19F3N4O5S/c1-29-22(33)31-21(16-7-6-13(12-28)10-19(16)37(2,35)36)20-17(8-9-18(20)32)30(23(31)34)15-5-3-4-14(11-15)24(25,26)27/h3-7,10-11,21H,8-9H2,1-2H3,(H,29,33)/t21-/m1/s1 RNEGVTLNXUPOAS-OAQYLSRUSA-N 50120439 CHEMBL3617975::US9290459, 47.1::US9670166, 47.1 Cytochrome P450 2C9 Homo sapiens >50000 37.00 C US Patent 10.7270/Q2KS6QD5 aid1802362 US9290459 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 3/22/2016 2/6/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50120439 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50120439&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844945 319565971 CHEMBL3617975 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 373494 CCNC(=O)N1[C@@H](C2=C(CCC2=O)N(C1=O)c1cccc(c1)C(F)(F)F)c1ccc(cc1S(C)(=O)=O)C#N InChI=1S/C25H21F3N4O5S/c1-3-30-23(34)32-22(17-8-7-14(13-29)11-20(17)38(2,36)37)21-18(9-10-19(21)33)31(24(32)35)16-6-4-5-15(12-16)25(26,27)28/h4-8,11-12,22H,3,9-10H2,1-2H3,(H,30,34)/t22-/m1/s1 FIJAHVAWHWYPLR-JOCHJYFZSA-N 211887 US9290459, 47.2::US9670166, 47.2 Cytochrome P450 2C9 Homo sapiens >50000 37.00 C US Patent 10.7270/Q2KS6QD5 aid1802362 US9290459 Gnamm, C; Oost, T; Peters, S; Hoesch, H; Ries, UJ 3/22/2016 2/6/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=211887 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=211887&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 77844946 329587766 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 374044 C[C@](O)(COc1ccc(Cl)c(F)c1)C(=O)Nc1ccc(C#N)c(c1)C(F)(F)F InChI=1S/C18H13ClF4N2O3/c1-17(27,9-28-12-4-5-14(19)15(20)7-12)16(26)25-11-3-2-10(8-24)13(6-11)18(21,22)23/h2-7,27H,9H2,1H3,(H,25,26)/t17-/m0/s1 SSFVOEAXHZGTRJ-KRWDZBQOSA-N 26261 (2S)-3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide::C-31::CHEMBL512283::US9278914, S-II Cytochrome P450 2C9 Homo sapiens 1.3e+3 37.00 C US Patent 10.7270/Q2D21WF0 aid1802383 US9278914 Dalton, JT; Miller, DD; Kearbey, JD 3/8/2016 2/13/2017 University of Tennessee Research Foundation http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=26261 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=26261&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search B5R 3B5R 24892822 56464698 CHEMBL512283 DB07419 ZINC39037278 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 374045 C[C@](O)(COc1ccc(Cl)c(F)c1)C(=O)Nc1ccc(C#N)c(c1)C(F)(F)F InChI=1S/C18H13ClF4N2O3/c1-17(27,9-28-12-4-5-14(19)15(20)7-12)16(26)25-11-3-2-10(8-24)13(6-11)18(21,22)23/h2-7,27H,9H2,1H3,(H,25,26)/t17-/m0/s1 SSFVOEAXHZGTRJ-KRWDZBQOSA-N 26261 (2S)-3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide::C-31::CHEMBL512283::US9278914, S-II Cytochrome P450 2C9 Homo sapiens >2.0e+4 37.00 C US Patent 10.7270/Q2D21WF0 aid1802383 US9278914 Dalton, JT; Miller, DD; Kearbey, JD 3/8/2016 2/13/2017 University of Tennessee Research Foundation http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=26261 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=26261&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search B5R 3B5R 24892822 56464698 CHEMBL512283 DB07419 ZINC39037278 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 375988 FC(F)(F)c1ccc(cc1)N(C1CCN(CC1)c1ccc(cn1)C(F)(F)F)c1cccnc1 InChI=1S/C23H20F6N4/c24-22(25,26)16-3-6-18(7-4-16)33(20-2-1-11-30-15-20)19-9-12-32(13-10-19)21-8-5-17(14-31-21)23(27,28)29/h1-8,11,14-15,19H,9-10,12-13H2 XCJMUIWIEQFAQX-UHFFFAOYSA-N 213822 EPL-BS0967 (UDD) Cytochrome P450 2C9 Homo sapiens 8.1e+3 37.00 C Curated from the literature by BindingDB 10.1074/jbc.M113.497990 10.7270/Q24F1PKM 24047900 aid1802427 Hargrove, TY; Wawrzak, Z; Alexander, PW; Chaplin, JH; Keenan, M; Charman, SA; Perez, CJ; Waterman, MR; Chatelain, E; Lepesheva, GI 11/1/2013 2/25/2017 Vanderbilt University http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=213822 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=213822&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search UDD 3ZG3 71720883 329964766 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 375989 FC(F)(F)c1ccc(cc1)N1CCN(CC1)C(=O)[C@@H](c1ccc(Cl)cc1)c1cccnc1 InChI=1S/C24H21ClF3N3O/c25-20-7-3-17(4-8-20)22(18-2-1-11-29-16-18)23(32)31-14-12-30(13-15-31)21-9-5-19(6-10-21)24(26,27)28/h1-11,16,22H,12-15H2/t22-/m0/s1 OJFZYAQGMWSUID-QFIPXVFZSA-N 213823 EPL-BS1246 (UDO) Cytochrome P450 2C9 Homo sapiens 9e+3 37.00 C Curated from the literature by BindingDB 10.1074/jbc.M113.497990 10.7270/Q24F1PKM 24047900 aid1802427 Hargrove, TY; Wawrzak, Z; Alexander, PW; Chaplin, JH; Keenan, M; Charman, SA; Perez, CJ; Waterman, MR; Chatelain, E; Lepesheva, GI 11/1/2013 2/25/2017 Vanderbilt University http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=213823 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=213823&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search UDO 3ZG2 71720882 329964767 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 376987 Cc1cc(Nc2nc(nc3ccccc23)C(O)c2ccc(F)cc2)n[nH]1 214688 US9295672, (4-fluorophenyl)(4-((5-methyl-1H-pyrazol-3-yl)amino)quinazolin-2-yl)methanol Cytochrome P450 2C9 Homo sapiens 17400 37.00 C US Patent 10.7270/Q2ZP44ZX aid1802439 US9295672 Holladay, MW; Setti, E 3/29/2016 2/27/2017 Ambit Biosciences Corporation http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=214688 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=214688&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 124221432 329965568 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 376994 Cc1cc(Nc2nc(nc3ccccc23)[C@@H](O)c2ccc(F)cc2)n[nH]1 InChI=1S/C19H16FN5O/c1-11-10-16(25-24-11)22-18-14-4-2-3-5-15(14)21-19(23-18)17(26)12-6-8-13(20)9-7-12/h2-10,17,26H,1H3,(H2,21,22,23,24,25)/t17-/m0/s1 DCRWIATZWHLIPN-KRWDZBQOSA-N 214689 US9295672, (S)-(4-fluorophenyl)(4-((5-methyl-1H-pyrazol-3-yl)amino)quinazolin-2-yl)methanol Cytochrome P450 2C9 Homo sapiens 24600 37.00 C US Patent 10.7270/Q2ZP44ZX aid1802439 US9295672 Holladay, MW; Setti, E 3/29/2016 2/27/2017 Ambit Biosciences Corporation http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=214689 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=214689&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 124221433 329965569 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 377001 Cc1cc(Nc2nc(nc3ccccc23)[C@H](O)c2ccc(F)cc2)n[nH]1 InChI=1S/C19H16FN5O/c1-11-10-16(25-24-11)22-18-14-4-2-3-5-15(14)21-19(23-18)17(26)12-6-8-13(20)9-7-12/h2-10,17,26H,1H3,(H2,21,22,23,24,25)/t17-/m1/s1 DCRWIATZWHLIPN-QGZVFWFLSA-N 214690 US9295672, (R)-(4-fluorophenyl)(4-((5-methyl-1H-pyrazol-3-yl)amino)quinazolin-2-yl)methanol Cytochrome P450 2C9 Homo sapiens 15200 37.00 C US Patent 10.7270/Q2ZP44ZX aid1802439 US9295672 Holladay, MW; Setti, E 3/29/2016 2/27/2017 Ambit Biosciences Corporation http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=214690 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=214690&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 124221434 329965570 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 392717 CCCCNC(=O)NS(=O)(=O)c1ccc(CO)cc1 InChI=1S/C12H18N2O4S/c1-2-3-8-13-12(16)14-19(17,18)11-6-4-10(9-15)5-7-11/h4-7,15H,2-3,8-9H2,1H3,(H2,13,14,16) SJRHYONYKZIRPM-UHFFFAOYSA-N 224813 US9333197, 4-Hydroxytolbutamide Cytochrome P450 2C9 Homo sapiens >25000 US Patent 10.7270/Q2FT8JW7 aid1802729 US9333197 Notte, G 5/10/2016 5/8/2017 Gilead Sciences Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=224813 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=224813&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 3656 336292026 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 409798 Clc1ccc(s1)C(=O)N(C[C@H]1CN(C(=O)O1)c1ccc(cc1)N1CCOCC1=O)C=O InChI=1S/C20H18ClN3O6S/c21-17-6-5-16(31-17)19(27)22(12-25)9-15-10-24(20(28)30-15)14-3-1-13(2-4-14)23-7-8-29-11-18(23)26/h1-6,12,15H,7-11H2/t15-/m0/s1 DLEMHJKDWRYKID-HNNXBMFYSA-N 235143 US9359341, Formula B Cytochrome P450 2C9 Homo sapiens 22400 7.4 37.00 C US Patent 10.7270/Q29Z93S1 aid1803019 US9359341 Pradhan, NS; Patil, NS; Walavalkar, RR; Kulkarni, NS; Pawar, SB; Pawar, TS 6/7/2016 6/26/2017 WANBURY LTD. http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=235143 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=235143&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 76072855 340094886 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 409804 Cc1ccc(s1)C(=O)NC[C@H]1CN(C(=O)O1)c1ccc(cc1)N1CCOCC1=O InChI=1S/C20H21N3O5S/c1-13-2-7-17(29-13)19(25)21-10-16-11-23(20(26)28-16)15-5-3-14(4-6-15)22-8-9-27-12-18(22)24/h2-7,16H,8-12H2,1H3,(H,21,25)/t16-/m0/s1 YWRVKEHHSZEJNV-INIZCTEOSA-N 7841 BAY 59-7939 Analog 18::US8822458, 45::US9359341, Rivaroxaban Cytochrome P450 2C9 Homo sapiens 16700 7.4 37.00 C US Patent 10.7270/Q29Z93S1 aid1803019 US9359341 Pradhan, NS; Patil, NS; Walavalkar, RR; Kulkarni, NS; Pawar, SB; Pawar, TS 6/7/2016 6/26/2017 WANBURY LTD. http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=7841 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=7841&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 11711363 242052787 ZINC95393419 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 413062 FC(F)(F)c1cc(ccc1Cl)S(=O)(=O)Nc1cc(Cl)cnc1C(=O)C1=CC=NC2NC=CC12 InChI=1S/C20H13Cl2F3N4O3S/c21-10-7-16(29-33(31,32)11-1-2-15(22)14(8-11)20(23,24)25)17(28-9-10)18(30)12-3-5-26-19-13(12)4-6-27-19/h1-9,13,19,27,29H YZEPZZQTFSUHLX-UHFFFAOYSA-N 237159 US9394307, N-(2-{1H,3aH,7aH-pyrrolo[2,3-b]pyridine-4-carbonyl}-5-chloropyridin-3-yl)-4-chloro-3-(trifluoromethyl)benzene-1-sulfonamide Cytochrome P450 2C9 Homo sapiens 3e+3 37.00 C US Patent 10.7270/Q2NZ86JV aid1803121 US9394307 Krasinski, A; Punna, S; Ungashe, S; Wang, Q; Zeng, Y 7/19/2016 7/10/2017 ChemoCentryx, Inc. http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=237159 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=237159&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 57870818 340130726 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 413063 FC(F)(F)c1cc(ccc1Cl)S(=O)(=O)Nc1cc(Cl)cnc1C(=O)c1ncnc2[nH]ccc12 InChI=1S/C19H10Cl2F3N5O3S/c20-9-5-14(29-33(31,32)10-1-2-13(21)12(6-10)19(22,23)24)16(26-7-9)17(30)15-11-3-4-25-18(11)28-8-27-15/h1-8,29H,(H,25,27,28) QGSSAWJOQFRMTB-UHFFFAOYSA-N 237160 US9394307, 4-chloro-N-(5-chloro-2-{7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl}pyridin-3-yl)-3-(trifluoromethyl)benzene-1-sulfonamide Cytochrome P450 2C9 Homo sapiens 1.5e+4 37.00 C US Patent 10.7270/Q2NZ86JV aid1803121 US9394307 Krasinski, A; Punna, S; Ungashe, S; Wang, Q; Zeng, Y 7/19/2016 7/10/2017 ChemoCentryx, Inc. http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=237160 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=237160&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25171235 340130727 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 425768 Cc1nc(n(n1)-c1cc(nc(C)n1)C1C[C@H]1c1nc2ccccc2n1C)C(C)(C)O InChI=1S/C22H25N7O/c1-12-23-17(11-19(24-12)29-21(22(3,4)30)25-13(2)27-29)14-10-15(14)20-26-16-8-6-7-9-18(16)28(20)5/h6-9,11,14-15,30H,10H2,1-5H3/t14?,15-/m1/s1 HMJGDWOLEDIDLX-YSSOQSIOSA-N 244155 US9428492, A Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q2HD7TKM aid1803349 US9428492 Kuduk, SD; Cox, CD; Dudkin, VY; McVean, CA; Reger, TS; Steen, JT 8/30/2016 8/21/2017 Merck Sharp & Dohme Corp http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=244155 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=244155&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118423217 341095850 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 425769 CO[C@H](C)c1nc(C)nn1-c1cc(nc(C)n1)C1C[C@H]1c1nc2ccccc2n1C InChI=1S/C22H25N7O/c1-12(30-5)21-25-14(3)27-29(21)20-11-18(23-13(2)24-20)15-10-16(15)22-26-17-8-6-7-9-19(17)28(22)4/h6-9,11-12,15-16H,10H2,1-5H3/t12-,15?,16-/m1/s1 SUQHAYCAQYBTIP-IATLWXBXSA-N 244156 US9428492, B Cytochrome P450 2C9 Homo sapiens 10500 US Patent 10.7270/Q2HD7TKM aid1803349 US9428492 Kuduk, SD; Cox, CD; Dudkin, VY; McVean, CA; Reger, TS; Steen, JT 8/30/2016 8/21/2017 Merck Sharp & Dohme Corp http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=244156 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=244156&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 129626261 341095851 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 425770 COCc1nc(C)nn1-c1cc(nc(C)n1)C1C[C@H]1c1nc2ccccc2n1C InChI=1S/C21H23N7O/c1-12-22-17(10-19(23-12)28-20(11-29-4)24-13(2)26-28)14-9-15(14)21-25-16-7-5-6-8-18(16)27(21)3/h5-8,10,14-15H,9,11H2,1-4H3/t14?,15-/m1/s1 BCXVMJGBVMARTJ-YSSOQSIOSA-N 244157 US9428492, C Cytochrome P450 2C9 Homo sapiens 46000 US Patent 10.7270/Q2HD7TKM aid1803349 US9428492 Kuduk, SD; Cox, CD; Dudkin, VY; McVean, CA; Reger, TS; Steen, JT 8/30/2016 8/21/2017 Merck Sharp & Dohme Corp http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=244157 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=244157&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 129626262 341095852 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 425771 C[C@@H](O)c1nc(C)nn1-c1cc(nc(C)n1)N1CC(C1)c1nc2ccccc2n1C InChI=1S/C21H24N8O/c1-12(30)20-24-14(3)26-29(20)19-9-18(22-13(2)23-19)28-10-15(11-28)21-25-16-7-5-6-8-17(16)27(21)4/h5-9,12,15,30H,10-11H2,1-4H3/t12-/m1/s1 MGSBZMYABLCAOB-GFCCVEGCSA-N 244117 US9428492, 1::US9428492, 2 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q2HD7TKM aid1803349 US9428492 Kuduk, SD; Cox, CD; Dudkin, VY; McVean, CA; Reger, TS; Steen, JT 8/30/2016 8/21/2017 Merck Sharp & Dohme Corp http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=244117 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=244117&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 74767262 341095830 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 425772 C[C@@H](O)c1nc(C)nn1-c1cc(nc(C)n1)N1CC(C1)c1nc2ccccc2n1C InChI=1S/C21H24N8O/c1-12(30)20-24-14(3)26-29(20)19-9-18(22-13(2)23-19)28-10-15(11-28)21-25-16-7-5-6-8-17(16)27(21)4/h5-9,12,15,30H,10-11H2,1-4H3/t12-/m1/s1 MGSBZMYABLCAOB-GFCCVEGCSA-N 244117 US9428492, 1::US9428492, 2 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q2HD7TKM aid1803349 US9428492 Kuduk, SD; Cox, CD; Dudkin, VY; McVean, CA; Reger, TS; Steen, JT 8/30/2016 8/21/2017 Merck Sharp & Dohme Corp http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=244117 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=244117&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 74767262 341095830 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 425773 Cc1nc(C(O)C(F)(F)F)n(n1)-c1cc(nc(C)n1)N1CC(C1)c1nc2ccccc2n1C InChI=1S/C21H21F3N8O/c1-11-25-16(8-17(26-11)32-20(27-12(2)29-32)18(33)21(22,23)24)31-9-13(10-31)19-28-14-6-4-5-7-15(14)30(19)3/h4-8,13,18,33H,9-10H2,1-3H3 KTOHNYWHPPXADM-UHFFFAOYSA-N 244119 US9428492, 3::US9428492, 3a::US9428492, 3b Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q2HD7TKM aid1803349 US9428492 Kuduk, SD; Cox, CD; Dudkin, VY; McVean, CA; Reger, TS; Steen, JT 8/30/2016 8/21/2017 Merck Sharp & Dohme Corp http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=244119 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=244119&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 74767337 341095831 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 425774 CCC(O)c1nc(C)nn1-c1cc(nc(C)n1)N1CC(C1)c1nc2ccccc2n1C InChI=1S/C22H26N8O/c1-5-18(31)22-25-14(3)27-30(22)20-10-19(23-13(2)24-20)29-11-15(12-29)21-26-16-8-6-7-9-17(16)28(21)4/h6-10,15,18,31H,5,11-12H2,1-4H3 WSLFTXBMJFPNHV-UHFFFAOYSA-N 244121 US9428492, 4::US9428492, 4a::US9428492, 4b Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q2HD7TKM aid1803349 US9428492 Kuduk, SD; Cox, CD; Dudkin, VY; McVean, CA; Reger, TS; Steen, JT 8/30/2016 8/21/2017 Merck Sharp & Dohme Corp http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=244121 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=244121&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 74767418 341095832 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 425775 Cc1nc(C(O)C2CC2)n(n1)-c1cc(nc(C)n1)N1CC(C1)c1nc2ccccc2n1C InChI=1S/C23H26N8O/c1-13-24-19(10-20(25-13)31-23(26-14(2)28-31)21(32)15-8-9-15)30-11-16(12-30)22-27-17-6-4-5-7-18(17)29(22)3/h4-7,10,15-16,21,32H,8-9,11-12H2,1-3H3 KBFMDGZXCNZBCY-UHFFFAOYSA-N 244127 US9428492, 6::US9428492, 6a::US9428492, 6b Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q2HD7TKM aid1803349 US9428492 Kuduk, SD; Cox, CD; Dudkin, VY; McVean, CA; Reger, TS; Steen, JT 8/30/2016 8/21/2017 Merck Sharp & Dohme Corp http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=244127 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=244127&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 74767501 341095834 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 425776 C[C@H](O)c1nc(C)nn1-c1cc(nc(C)n1)C1C[C@H]1c1nc2ccccc2n1C InChI=1S/C21H23N7O/c1-11(29)20-24-13(3)26-28(20)19-10-17(22-12(2)23-19)14-9-15(14)21-25-16-7-5-6-8-18(16)27(21)4/h5-8,10-11,14-15,29H,9H2,1-4H3/t11-,14?,15+/m0/s1 KJNPQKXNYILKNS-AXWJTWPOSA-N 244143 US9428492, 13 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q2HD7TKM aid1803349 US9428492 Kuduk, SD; Cox, CD; Dudkin, VY; McVean, CA; Reger, TS; Steen, JT 8/30/2016 8/21/2017 Merck Sharp & Dohme Corp http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=244143 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=244143&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118423208 341095841 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 425777 C[C@@H](O)c1nc(C)nn1-c1cc(nc(C)n1)C1C[C@H]1c1nc2ccccc2n1C InChI=1S/C21H23N7O/c1-11(29)20-24-13(3)26-28(20)19-10-17(22-12(2)23-19)14-9-15(14)21-25-16-7-5-6-8-18(16)27(21)4/h5-8,10-11,14-15,29H,9H2,1-4H3/t11-,14?,15-/m1/s1 KJNPQKXNYILKNS-KTZGRWMLSA-N 244144 US9428492, 14 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q2HD7TKM aid1803349 US9428492 Kuduk, SD; Cox, CD; Dudkin, VY; McVean, CA; Reger, TS; Steen, JT 8/30/2016 8/21/2017 Merck Sharp & Dohme Corp http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=244144 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=244144&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118423213 341095842 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 425778 CCC(O)c1nc(C)nn1-c1cc(nc(C)n1)C1C[C@H]1c1nc2ccccc2n1C InChI=1S/C22H25N7O/c1-5-19(30)22-25-13(3)27-29(22)20-11-17(23-12(2)24-20)14-10-15(14)21-26-16-8-6-7-9-18(16)28(21)4/h6-9,11,14-15,19,30H,5,10H2,1-4H3/t14?,15-,19?/m1/s1 QLHCGKWHKVNLHB-XAUUPUKJSA-N 244149 US9428492, 19::US9428492, 19a Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q2HD7TKM aid1803349 US9428492 Kuduk, SD; Cox, CD; Dudkin, VY; McVean, CA; Reger, TS; Steen, JT 8/30/2016 8/21/2017 Merck Sharp & Dohme Corp http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=244149 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=244149&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118423215 341095847 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 431614 Cn1cc(cn1)-c1nc2c(N3CCN(Cc4cccnc4)CC3)c(Br)cnc2[nH]1 InChI=1S/C20H21BrN8/c1-27-13-15(10-24-27)19-25-17-18(16(21)11-23-20(17)26-19)29-7-5-28(6-8-29)12-14-3-2-4-22-9-14/h2-4,9-11,13H,5-8,12H2,1H3,(H,23,25,26) KLCAJPNNJWCSJD-UHFFFAOYSA-N 247367 US9447092, Comparator 1, Example 56 Cytochrome P450 2C9 Homo sapiens 30 US Patent 10.7270/Q2PV6J9C aid1803425 US9447092 Blagg, J; Bavetsias, V; Moore, AS; Linardopoulos, S 9/20/2016 9/5/2017 Cancer Research Technology Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247367 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247367&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 57897195 346541910 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 431615 Cc1nn(C)c(C)c1-c1nc2c(N3CCN(Cc4cccnc4)CC3)c(Br)cnc2[nH]1 InChI=1S/C22H25BrN8/c1-14-18(15(2)29(3)28-14)21-26-19-20(17(23)12-25-22(19)27-21)31-9-7-30(8-10-31)13-16-5-4-6-24-11-16/h4-6,11-12H,7-10,13H2,1-3H3,(H,25,26,27) BMSHQZWQPJMOJN-UHFFFAOYSA-N 247368 US9447092, Comparator 2, Example 57 Cytochrome P450 2C9 Homo sapiens 30 US Patent 10.7270/Q2PV6J9C aid1803425 US9447092 Blagg, J; Bavetsias, V; Moore, AS; Linardopoulos, S 9/20/2016 9/5/2017 Cancer Research Technology Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247368 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247368&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 57897151 346541911 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 431616 Cc1nn(C)cc1-c1nc2c(N3CCN(Cc4ccc(Cl)cc4)CC3)c(Cl)cnc2[nH]1 InChI=1S/C22H23Cl2N7/c1-14-17(13-29(2)28-14)21-26-19-20(18(24)11-25-22(19)27-21)31-9-7-30(8-10-31)12-15-3-5-16(23)6-4-15/h3-6,11,13H,7-10,12H2,1-2H3,(H,25,26,27) AKJBLKUZXRMECW-UHFFFAOYSA-N 247371 US9447092, 1 Cytochrome P450 2C9 Homo sapiens 30 US Patent 10.7270/Q2PV6J9C aid1803425 US9447092 Blagg, J; Bavetsias, V; Moore, AS; Linardopoulos, S 9/20/2016 9/5/2017 Cancer Research Technology Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247371 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247371&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71454279 346541914 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 431617 Cc1nn(C)cc1-c1nc2c(N3CCN(Cc4ncon4)CC3)c(Cl)cnc2[nH]1 InChI=1S/C18H20ClN9O/c1-11-12(8-26(2)24-11)17-22-15-16(13(19)7-20-18(15)23-17)28-5-3-27(4-6-28)9-14-21-10-29-25-14/h7-8,10H,3-6,9H2,1-2H3,(H,20,22,23) MGSYURQJRSJRFB-UHFFFAOYSA-N 247369 US9447092, 2 Cytochrome P450 2C9 Homo sapiens 30 US Patent 10.7270/Q2PV6J9C aid1803425 US9447092 Blagg, J; Bavetsias, V; Moore, AS; Linardopoulos, S 9/20/2016 9/5/2017 Cancer Research Technology Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247369 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247369&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71454277 346541912 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 431618 Cc1nc(CN2CCN(CC2)c2c(Cl)cnc3[nH]c(nc23)-c2cn(C)nc2C)no1 InChI=1S/C19H22ClN9O/c1-11-13(9-27(3)25-11)18-23-16-17(14(20)8-21-19(16)24-18)29-6-4-28(5-7-29)10-15-22-12(2)30-26-15/h8-9H,4-7,10H2,1-3H3,(H,21,23,24) ZYQKMYRXVHUATB-UHFFFAOYSA-N 247370 US9447092, 3 Cytochrome P450 2C9 Homo sapiens 30 US Patent 10.7270/Q2PV6J9C aid1803425 US9447092 Blagg, J; Bavetsias, V; Moore, AS; Linardopoulos, S 9/20/2016 9/5/2017 Cancer Research Technology Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247370 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247370&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71463198 346541913 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432813 O=C(OCC12CCN(CC1)CC2)c1c[nH]c2ccccc12 InChI=1S/C17H20N2O2/c20-16(14-11-18-15-4-2-1-3-13(14)15)21-12-17-5-8-19(9-6-17)10-7-17/h1-4,11,18H,5-10,12H2 ACPBVAMJRNJOFH-UHFFFAOYSA-N 247999 US9434724, 1 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247999 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247999&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25234267 346542531 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432814 Clc1ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2c1 InChI=1S/C17H19ClN2O2/c18-12-1-2-15-13(9-12)14(10-19-15)16(21)22-11-17-3-6-20(7-4-17)8-5-17/h1-2,9-10,19H,3-8,11H2 MDDRPRHJXXDKKV-UHFFFAOYSA-N 248000 US9434724, 2::US9434724, 27 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248000 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248000&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25234271 346542532 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432815 COc1ccc2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H22N2O3/c1-22-13-2-3-14-15(11-19-16(14)10-13)17(21)23-12-18-4-7-20(8-5-18)9-6-18/h2-3,10-11,19H,4-9,12H2,1H3 XIQPDIUHKIOZOL-UHFFFAOYSA-N 248001 US9434724, 10::US9434724, 17 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248001 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248001&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25234350 346542533 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432816 Fc1ccc2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C17H19FN2O2/c18-12-1-2-13-14(10-19-15(13)9-12)16(21)22-11-17-3-6-20(7-4-17)8-5-17/h1-2,9-10,19H,3-8,11H2 YVMUIXOTRCDVOZ-UHFFFAOYSA-N 248002 US9434724, 11 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248002 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248002&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644673 346542534 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432817 Fc1ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2c1 InChI=1S/C17H19FN2O2/c18-12-1-2-15-13(9-12)14(10-19-15)16(21)22-11-17-3-6-20(7-4-17)8-5-17/h1-2,9-10,19H,3-8,11H2 XSSUSSFECNXHAZ-UHFFFAOYSA-N 248003 US9434724, 12 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248003 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248003&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644753 346542535 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432818 Fc1cccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c12 InChI=1S/C17H19FN2O2/c18-13-2-1-3-14-15(13)12(10-19-14)16(21)22-11-17-4-7-20(8-5-17)9-6-17/h1-3,10,19H,4-9,11H2 VXRMCGQLTHSDPN-UHFFFAOYSA-N 248004 US9434724, 13 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248004 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248004&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644611 346542536 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432819 Oc1ccc2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C17H20N2O3/c20-12-1-2-13-14(10-18-15(13)9-12)16(21)22-11-17-3-6-19(7-4-17)8-5-17/h1-2,9-10,18,20H,3-8,11H2 IAFWPIRKIGHVRK-UHFFFAOYSA-N 248005 US9434724, 14 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248005 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248005&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644694 346542537 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432820 Oc1ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2c1 InChI=1S/C17H20N2O3/c20-12-1-2-15-13(9-12)14(10-18-15)16(21)22-11-17-3-6-19(7-4-17)8-5-17/h1-2,9-10,18,20H,3-8,11H2 OJJZFBYHLRFVDB-UHFFFAOYSA-N 248006 US9434724, 15 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248006 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248006&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644625 346542538 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432821 COc1cccc2c(c[nH]c12)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H22N2O3/c1-22-15-4-2-3-13-14(11-19-16(13)15)17(21)23-12-18-5-8-20(9-6-18)10-7-18/h2-4,11,19H,5-10,12H2,1H3 RIZNRXQIXARGMI-UHFFFAOYSA-N 248007 US9434724, 16 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248007 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248007&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644713 346542539 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432822 COc1ccc2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H22N2O3/c1-22-13-2-3-14-15(11-19-16(14)10-13)17(21)23-12-18-4-7-20(8-5-18)9-6-18/h2-3,10-11,19H,4-9,12H2,1H3 XIQPDIUHKIOZOL-UHFFFAOYSA-N 248001 US9434724, 10::US9434724, 17 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248001 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248001&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25234350 346542533 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432823 COc1ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2c1 InChI=1S/C18H22N2O3/c1-22-13-2-3-16-14(10-13)15(11-19-16)17(21)23-12-18-4-7-20(8-5-18)9-6-18/h2-3,10-11,19H,4-9,12H2,1H3 TVBLCSQOLNHLAF-UHFFFAOYSA-N 248009 US9434724, 18 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248009 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248009&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25234349 346542540 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432824 Cc1cccc2c(c[nH]c12)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H22N2O2/c1-13-3-2-4-14-15(11-19-16(13)14)17(21)22-12-18-5-8-20(9-6-18)10-7-18/h2-4,11,19H,5-10,12H2,1H3 IJUZXNXMLSLAMI-UHFFFAOYSA-N 248010 US9434724, 19 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248010 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248010&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644723 346542541 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432825 Cc1ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2c1 InChI=1S/C18H22N2O2/c1-13-2-3-16-14(10-13)15(11-19-16)17(21)22-12-18-4-7-20(8-5-18)9-6-18/h2-3,10-11,19H,4-9,12H2,1H3 YSVWQQHBTPMQMR-UHFFFAOYSA-N 248011 US9434724, 20 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248011 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248011&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644629 346542542 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432826 Cc1cccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c12 InChI=1S/C18H22N2O2/c1-13-3-2-4-15-16(13)14(11-19-15)17(21)22-12-18-5-8-20(9-6-18)10-7-18/h2-4,11,19H,5-10,12H2,1H3 DNLQGGPXCSMTMF-UHFFFAOYSA-N 247958 US9434724, 21 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247958 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247958&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644741 346542490 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432827 Brc1ccc2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C17H19BrN2O2/c18-12-1-2-13-14(10-19-15(13)9-12)16(21)22-11-17-3-6-20(7-4-17)8-5-17/h1-2,9-10,19H,3-8,11H2 SRVNUVYDBSUDCU-UHFFFAOYSA-N 248012 US9434724, 22 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248012 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248012&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644729 346542543 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432828 Brc1ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2c1 InChI=1S/C17H19BrN2O2/c18-12-1-2-15-13(9-12)14(10-19-15)16(21)22-11-17-3-6-20(7-4-17)8-5-17/h1-2,9-10,19H,3-8,11H2 CZLSXRGMKBWZOM-UHFFFAOYSA-N 248013 US9434724, 23 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248013 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248013&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644636 346542544 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432829 Brc1cccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c12 InChI=1S/C17H19BrN2O2/c18-13-2-1-3-14-15(13)12(10-19-14)16(21)22-11-17-4-7-20(8-5-17)9-6-17/h1-3,10,19H,4-9,11H2 MRUNYBDRMJNCIJ-UHFFFAOYSA-N 247959 US9434724, 24 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247959 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247959&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644662 346542491 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432830 Clc1cccc2c(c[nH]c12)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C17H19ClN2O2/c18-14-3-1-2-12-13(10-19-15(12)14)16(21)22-11-17-4-7-20(8-5-17)9-6-17/h1-3,10,19H,4-9,11H2 IHIFOLMKXWCSNX-UHFFFAOYSA-N 248014 US9434724, 25 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248014 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248014&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644736 346542545 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432831 Clc1ccc2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C17H19ClN2O2/c18-12-1-2-13-14(10-19-15(13)9-12)16(21)22-11-17-3-6-20(7-4-17)8-5-17/h1-2,9-10,19H,3-8,11H2 FLSBENCAGMDPGD-UHFFFAOYSA-N 248015 US9434724, 26 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248015 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248015&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644555 346542546 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432832 Clc1ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2c1 InChI=1S/C17H19ClN2O2/c18-12-1-2-15-13(9-12)14(10-19-15)16(21)22-11-17-3-6-20(7-4-17)8-5-17/h1-2,9-10,19H,3-8,11H2 MDDRPRHJXXDKKV-UHFFFAOYSA-N 248000 US9434724, 2::US9434724, 27 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248000 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248000&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25234271 346542532 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432833 O=C(OCC12CCN(CC1)CC2)c1c[nH]c2cc(ccc12)C#N InChI=1S/C18H19N3O2/c19-10-13-1-2-14-15(11-20-16(14)9-13)17(22)23-12-18-3-6-21(7-4-18)8-5-18/h1-2,9,11,20H,3-8,12H2 IFZWNKCCRICTCA-UHFFFAOYSA-N 248017 US9434724, 28 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248017 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248017&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644692 346542547 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432834 FC(F)(F)Oc1ccc2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H19F3N2O3/c19-18(20,21)26-12-1-2-13-14(10-22-15(13)9-12)16(24)25-11-17-3-6-23(7-4-17)8-5-17/h1-2,9-10,22H,3-8,11H2 WIKZEYZKRGVBAV-UHFFFAOYSA-N 248018 US9434724, 29 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248018 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248018&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644511 346542548 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432835 O=C(OCC12CCN(CC1)CC2)c1c[nH]c2cc3OCCOc3cc12 InChI=1S/C19H22N2O4/c22-18(25-12-19-1-4-21(5-2-19)6-3-19)14-11-20-15-10-17-16(9-13(14)15)23-7-8-24-17/h9-11,20H,1-8,12H2 BWFXWPBHQAEGKO-UHFFFAOYSA-N 248019 US9434724, 30 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248019 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248019&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644696 346542549 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432836 FC(F)Oc1ccc2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H20F2N2O3/c19-17(20)25-12-1-2-13-14(10-21-15(13)9-12)16(23)24-11-18-3-6-22(7-4-18)8-5-18/h1-2,9-10,17,21H,3-8,11H2 GUKIAYZQCGKGEC-UHFFFAOYSA-N 248020 US9434724, 31 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248020 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248020&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 25234430 346542550 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432837 COc1cc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2cc1F InChI=1S/C18H21FN2O3/c1-23-16-9-15-12(8-14(16)19)13(10-20-15)17(22)24-11-18-2-5-21(6-3-18)7-4-18/h8-10,20H,2-7,11H2,1H3 RBKJRFRDZLFTTM-UHFFFAOYSA-N 248021 US9434724, 32 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248021 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248021&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644638 346542551 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432838 COc1cc(F)c2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H21FN2O3/c1-23-12-8-14(19)16-13(10-20-15(16)9-12)17(22)24-11-18-2-5-21(6-3-18)7-4-18/h8-10,20H,2-7,11H2,1H3 YPPSEWNWWBLHPK-UHFFFAOYSA-N 248022 US9434724, 33 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248022 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248022&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644622 346542552 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432839 COc1ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2c1C InChI=1S/C19H24N2O3/c1-13-16(23-2)4-3-15-17(13)14(11-20-15)18(22)24-12-19-5-8-21(9-6-19)10-7-19/h3-4,11,20H,5-10,12H2,1-2H3 QQUURDHIAIQVBB-UHFFFAOYSA-N 247960 US9434724, 34 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247960 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247960&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644712 346542492 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432840 Clc1cccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c12 InChI=1S/C17H19ClN2O2/c18-13-2-1-3-14-15(13)12(10-19-14)16(21)22-11-17-4-7-20(8-5-17)9-6-17/h1-3,10,19H,4-9,11H2 SEKBZEDVIOCLQQ-UHFFFAOYSA-N 247988 US9434724, 35 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247988 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247988&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644715 346542520 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432841 COc1cccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c12 InChI=1S/C18H22N2O3/c1-22-15-4-2-3-14-16(15)13(11-19-14)17(21)23-12-18-5-8-20(9-6-18)10-7-18/h2-4,11,19H,5-10,12H2,1H3 BJTBFGMTCQAKKH-UHFFFAOYSA-N 248023 US9434724, 36 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2M32TPW aid1803406 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248023 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248023&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644592 346542553 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432842 COc1cc(C)c2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C19H24N2O3/c1-13-9-14(23-2)10-16-17(13)15(11-20-16)18(22)24-12-19-3-6-21(7-4-19)8-5-19/h9-11,20H,3-8,12H2,1-2H3 GLQNDTBVQMMHBA-UHFFFAOYSA-N 247961 US9434724, 37 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247961 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247961&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644554 346542493 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432843 COc1cc(Cl)c2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H21ClN2O3/c1-23-12-8-14(19)16-13(10-20-15(16)9-12)17(22)24-11-18-2-5-21(6-3-18)7-4-18/h8-10,20H,2-7,11H2,1H3 NJGQWMPYKUTEKJ-UHFFFAOYSA-N 247989 US9434724, 38 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247989 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247989&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644691 346542521 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432844 COc1ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2c1Cl InChI=1S/C18H21ClN2O3/c1-23-14-3-2-13-15(16(14)19)12(10-20-13)17(22)24-11-18-4-7-21(8-5-18)9-6-18/h2-3,10,20H,4-9,11H2,1H3 JGMCXSXPMCYLRN-UHFFFAOYSA-N 248024 US9434724, 39 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248024 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248024&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644726 346542554 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432845 COc1ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2c1OC InChI=1S/C19H24N2O4/c1-23-15-4-3-14-16(17(15)24-2)13(11-20-14)18(22)25-12-19-5-8-21(9-6-19)10-7-19/h3-4,11,20H,5-10,12H2,1-2H3 MHHANWALJYYOEO-UHFFFAOYSA-N 247962 US9434724, 40 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247962 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247962&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644680 346542494 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432846 Fc1cc(Br)c2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C17H18BrFN2O2/c18-13-7-11(19)8-14-15(13)12(9-20-14)16(22)23-10-17-1-4-21(5-2-17)6-3-17/h7-9,20H,1-6,10H2 NCFMFECNCBFFBW-UHFFFAOYSA-N 247963 US9434724, 41 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247963 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247963&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644683 346542495 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432847 Clc1cc(Br)c2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C17H18BrClN2O2/c18-13-7-11(19)8-14-15(13)12(9-20-14)16(22)23-10-17-1-4-21(5-2-17)6-3-17/h7-9,20H,1-6,10H2 JJRIZGWGCHCNHJ-UHFFFAOYSA-N 247964 US9434724, 42 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247964 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247964&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644628 346542496 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432848 Cc1c(F)ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c12 InChI=1S/C18H21FN2O2/c1-12-14(19)2-3-15-16(12)13(10-20-15)17(22)23-11-18-4-7-21(8-5-18)9-6-18/h2-3,10,20H,4-9,11H2,1H3 MBXZXQXJYDODNK-UHFFFAOYSA-N 247965 US9434724, 43 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247965 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247965&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644549 346542497 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432849 Cc1cc(F)cc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c12 InChI=1S/C18H21FN2O2/c1-12-8-13(19)9-15-16(12)14(10-20-15)17(22)23-11-18-2-5-21(6-3-18)7-4-18/h8-10,20H,2-7,11H2,1H3 HEMPDMBOSVBORY-UHFFFAOYSA-N 247966 US9434724, 44 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247966 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247966&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644702 346542498 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432850 Cc1ccc2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H22N2O2/c1-13-2-3-14-15(11-19-16(14)10-13)17(21)22-12-18-4-7-20(8-5-18)9-6-18/h2-3,10-11,19H,4-9,12H2,1H3 XVPCGPJMWAMATB-UHFFFAOYSA-N 248025 US9434724, 45 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248025 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248025&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 68384379 346542555 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432851 Oc1cc(Cl)c2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C17H19ClN2O3/c18-13-7-11(21)8-14-15(13)12(9-19-14)16(22)23-10-17-1-4-20(5-2-17)6-3-17/h7-9,19,21H,1-6,10H2 ZZNMCYCBKMJHPV-UHFFFAOYSA-N 247990 US9434724, 46 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247990 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247990&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644558 346542522 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432852 COc1ccc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2c1Br InChI=1S/C18H21BrN2O3/c1-23-14-3-2-13-15(16(14)19)12(10-20-13)17(22)24-11-18-4-7-21(8-5-18)9-6-18/h2-3,10,20H,4-9,11H2,1H3 MHDLISQTCKOIGO-UHFFFAOYSA-N 247967 US9434724, 47 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247967 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247967&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644560 346542499 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432853 COc1cc(Br)c2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H21BrN2O3/c1-23-12-8-14(19)16-13(10-20-15(16)9-12)17(22)24-11-18-2-5-21(6-3-18)7-4-18/h8-10,20H,2-7,11H2,1H3 HFRKSCCKJMNPQS-UHFFFAOYSA-N 247968 US9434724, 48 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247968 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247968&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644546 346542500 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432854 Cc1cc(Br)c2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H21BrN2O2/c1-12-8-14(19)16-13(10-20-15(16)9-12)17(22)23-11-18-2-5-21(6-3-18)7-4-18/h8-10,20H,2-7,11H2,1H3 YAFIJFYBHSPFCK-UHFFFAOYSA-N 247969 US9434724, 49 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247969 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247969&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644641 346542501 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432855 Cc1cc(Cl)cc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c12 InChI=1S/C18H21ClN2O2/c1-12-8-13(19)9-15-16(12)14(10-20-15)17(22)23-11-18-2-5-21(6-3-18)7-4-18/h8-10,20H,2-7,11H2,1H3 DOCUCGDRKWVQJB-UHFFFAOYSA-N 247970 US9434724, 50 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247970 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247970&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644661 346542502 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432856 Fc1cc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2cc1F InChI=1S/C17H18F2N2O2/c18-13-7-11-12(9-20-15(11)8-14(13)19)16(22)23-10-17-1-4-21(5-2-17)6-3-17/h7-9,20H,1-6,10H2 NNNDNTAGOMPUOM-UHFFFAOYSA-N 248026 US9434724, 51 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248026 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248026&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644633 346542556 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432857 Fc1cc2c(c[nH]c2cc1Cl)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C17H18ClFN2O2/c18-13-8-15-11(7-14(13)19)12(9-20-15)16(22)23-10-17-1-4-21(5-2-17)6-3-17/h7-9,20H,1-6,10H2 UDSAMCMJMDTOJQ-UHFFFAOYSA-N 248027 US9434724, 52 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248027 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248027&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644743 346542557 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432858 Oc1cc(Br)c2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C17H19BrN2O3/c18-13-7-11(21)8-14-15(13)12(9-19-14)16(22)23-10-17-1-4-20(5-2-17)6-3-17/h7-9,19,21H,1-6,10H2 JKAWTKSLLNVOJM-UHFFFAOYSA-N 247971 US9434724, 53 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247971 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247971&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644657 346542503 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432859 Cc1cc(C)c2c(c[nH]c2c1)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C19H24N2O2/c1-13-9-14(2)17-15(11-20-16(17)10-13)18(22)23-12-19-3-6-21(7-4-19)8-5-19/h9-11,20H,3-8,12H2,1-2H3 WELYGGZKCGEHTP-UHFFFAOYSA-N 247972 US9434724, 54 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247972 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247972&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644545 346542504 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432860 Cc1cc2c(c[nH]c2cc1O)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H22N2O3/c1-12-8-13-14(10-19-15(13)9-16(12)21)17(22)23-11-18-2-5-20(6-3-18)7-4-18/h8-10,19,21H,2-7,11H2,1H3 FXGCQUWMOXWKQZ-UHFFFAOYSA-N 248028 US9434724, 55 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248028 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248028&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644704 346542558 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432861 COc1cc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2cc1C InChI=1S/C19H24N2O3/c1-13-9-14-15(11-20-16(14)10-17(13)23-2)18(22)24-12-19-3-6-21(7-4-19)8-5-19/h9-11,20H,3-8,12H2,1-2H3 XBUXVLRXGOHFLE-UHFFFAOYSA-N 248029 US9434724, 56 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248029 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248029&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644591 346542559 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432862 COc1cc2c(c[nH]c2cc1F)C(=O)OCC12CCN(CC1)CC2 InChI=1S/C18H21FN2O3/c1-23-16-8-12-13(10-20-15(12)9-14(16)19)17(22)24-11-18-2-5-21(6-3-18)7-4-18/h8-10,20H,2-7,11H2,1H3 OEQJNUURGDXBCB-UHFFFAOYSA-N 248030 US9434724, 57 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248030 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248030&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644653 346542560 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432863 Oc1cc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c2cc1F InChI=1S/C17H19FN2O3/c18-13-7-11-12(9-19-14(11)8-15(13)21)16(22)23-10-17-1-4-20(5-2-17)6-3-17/h7-9,19,21H,1-6,10H2 HMMXUGABDMMBFW-UHFFFAOYSA-N 248032 US9434724, 59 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=248032 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=248032&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644687 346542562 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432864 Cc1cc(cc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c12)C#N InChI=1S/C19H21N3O2/c1-13-8-14(10-20)9-16-17(13)15(11-21-16)18(23)24-12-19-2-5-22(6-3-19)7-4-19/h8-9,11,21H,2-7,12H2,1H3 PYRAOPWSNMWMMM-UHFFFAOYSA-N 247973 US9434724, 60 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247973 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247973&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644563 346542505 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 432865 Cc1cc(O)cc2[nH]cc(C(=O)OCC34CCN(CC3)CC4)c12 InChI=1S/C18H22N2O3/c1-12-8-13(21)9-15-16(12)14(10-19-15)17(22)23-11-18-2-5-20(6-3-18)7-4-18/h8-10,19,21H,2-7,11H2,1H3 RQPCCQZZYVZMOW-UHFFFAOYSA-N 247980 US9434724, 83 Cytochrome P450 2C9 Homo sapiens >10000 37.00 C US Patent 10.7270/Q2M32TPW aid1803405 US9434724 Bilcer, GM; Ng, R 9/6/2016 9/5/2017 ALPHARMAGEN, LLC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=247980 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=247980&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118644651 346542512 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 438653 CS(=O)(=O)C1(CCOCC1)c1nc(nc2N3CCOC[C@H]3COc12)-c1cccc2[nH]ccc12 251580 US9453031, 3 Cytochrome P450 2C9 Homo sapiens >50000 37.00 C US Patent 10.7270/Q27H1HH8 aid1803506 US9453031 Pastor Fernandez, J; Fernandez-Capetillo Ruiz, O; Martinez Gonzalez, S; Blanco Aparicio, C; Rico Ferreira, M; Toledo Lazaro, LI; Rodriguez Aristegui, S; Murga Costa, M; Varela Busto, C; Lopez Contreras, AJ; Renner, O; Nieto Soler, M; Cebrian Munoz, DA 9/27/2016 9/25/2017 Fundación Centro Nacional de Investigaciones Oncológicas Carlos III http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=251580 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=251580&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 78210287 346546031 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 438654 CNc1nc2ccccc2n1-c1nc2N3CCOC[C@H]3COc2c(n1)C(C)(C)S(C)(=O)=O InChI=1S/C21H26N6O4S/c1-21(2,32(4,28)29)17-16-18(26-9-10-30-11-13(26)12-31-16)25-20(24-17)27-15-8-6-5-7-14(15)23-19(27)22-3/h5-8,13H,9-12H2,1-4H3,(H,22,23)/t13-/m0/s1 JEWXHIMACGOZFL-ZDUSSCGKSA-N 251588 US9453031, 11 Cytochrome P450 2C9 Homo sapiens 34000 37.00 C US Patent 10.7270/Q27H1HH8 aid1803506 US9453031 Pastor Fernandez, J; Fernandez-Capetillo Ruiz, O; Martinez Gonzalez, S; Blanco Aparicio, C; Rico Ferreira, M; Toledo Lazaro, LI; Rodriguez Aristegui, S; Murga Costa, M; Varela Busto, C; Lopez Contreras, AJ; Renner, O; Nieto Soler, M; Cebrian Munoz, DA 9/27/2016 9/25/2017 Fundación Centro Nacional de Investigaciones Oncológicas Carlos III http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=251588 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=251588&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 86268192 346546039 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441771 CNC(C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccncc2)c(n1)C#Cc1ccc2ncccc2c1 InChI=1S/C33H27N7O/c1-21-14-18-40-30(19-21)39-31(24-12-16-35-17-13-24)32(40)26-8-11-29(38-33(41)22(2)34-3)37-28(26)10-7-23-6-9-27-25(20-23)5-4-15-36-27/h4-6,8-9,11-20,22,34H,1-3H3,(H,37,38,41) NCYIZZZATQBHRG-UHFFFAOYSA-N 253985 US9481673, 27 Cytochrome P450 2C9 Homo sapiens 400 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253985 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253985&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71714835 346548317 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441772 CNC(C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccncc2)c(n1)C#Cc1ccc2nc(C)ccc2c1 InChI=1S/C34H29N7O/c1-21-15-18-41-31(19-21)40-32(25-13-16-36-17-14-25)33(41)27-9-12-30(39-34(42)23(3)35-4)38-29(27)11-7-24-6-10-28-26(20-24)8-5-22(2)37-28/h5-6,8-10,12-20,23,35H,1-4H3,(H,38,39,42) CQZQPOJJIGLHHQ-UHFFFAOYSA-N 253986 US9481673, 64 Cytochrome P450 2C9 Homo sapiens 400 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253986 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253986&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 89765260 346548318 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441773 CNC(C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccncc2)c(n1)C#Cc1ccc2n(C)c(=O)ccc2c1 InChI=1S/C34H29N7O2/c1-21-15-18-41-30(19-21)39-32(24-13-16-36-17-14-24)33(41)26-8-11-29(38-34(43)22(2)35-3)37-27(26)9-5-23-6-10-28-25(20-23)7-12-31(42)40(28)4/h6-8,10-20,22,35H,1-4H3,(H,37,38,43) ADGXZHKQDHRJQW-UHFFFAOYSA-N 253987 US9481673, 81 Cytochrome P450 2C9 Homo sapiens 900 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253987 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253987&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71714874 346548319 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441774 CNC(C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccncc2)c(n1)C#Cc1ccc(cc1)-c1ccon1 InChI=1S/C33H27N7O2/c1-21-14-18-40-30(20-21)38-31(25-12-16-35-17-13-25)32(40)26-9-11-29(37-33(41)22(2)34-3)36-28(26)10-6-23-4-7-24(8-5-23)27-15-19-42-39-27/h4-5,7-9,11-20,22,34H,1-3H3,(H,36,37,41) FWYXNWZPJQXBSF-UHFFFAOYSA-N 253988 US9481673, 82 Cytochrome P450 2C9 Homo sapiens 400 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253988 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253988&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71714875 346548320 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441775 CNC(C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccncc2)c(n1)C#Cc1ccc2N(C)C(=O)COc2c1 InChI=1S/C33H29N7O3/c1-20-13-16-40-29(17-20)38-31(23-11-14-35-15-12-23)32(40)24-7-10-28(37-33(42)21(2)34-3)36-25(24)8-5-22-6-9-26-27(18-22)43-19-30(41)39(26)4/h6-7,9-18,21,34H,19H2,1-4H3,(H,36,37,42) IRFHAQMRJGFTHC-UHFFFAOYSA-N 253989 US9481673, 94 Cytochrome P450 2C9 Homo sapiens 700 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253989 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253989&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71714888 346548321 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441776 CNC(C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccncc2)c(n1)C#Cc1ccccc1 InChI=1S/C30H26N6O/c1-20-15-18-36-27(19-20)35-28(23-13-16-32-17-14-23)29(36)24-10-12-26(34-30(37)21(2)31-3)33-25(24)11-9-22-7-5-4-6-8-22/h4-8,10,12-19,21,31H,1-3H3,(H,33,34,37) OHIDZTXWEGDQKU-UHFFFAOYSA-N 253990 US9481673, 185 Cytochrome P450 2C9 Homo sapiens 4800 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253990 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253990&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71682987 346548322 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441852 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2cccnc2OC)c(n1)C#Cc1ccc2c(C)nccc2c1 InChI=1S/C35H31N7O2/c1-21-15-18-42-31(19-21)41-32(28-7-6-16-38-35(28)44-5)33(42)27-11-13-30(40-34(43)23(3)36-4)39-29(27)12-9-24-8-10-26-22(2)37-17-14-25(26)20-24/h6-8,10-11,13-20,23,36H,1-5H3,(H,39,40,43)/t23-/m0/s1 XPQTUUJPXMXNET-QHCPKHFHSA-N 253991 US9481673, (S)-1 Cytochrome P450 2C9 Homo sapiens 38000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253991 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253991&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118863018 346548323 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441853 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccnc(C)c2)c(n1)C#Cc1ccc2c(C)nccc2c1 InChI=1S/C35H31N7O/c1-21-14-17-42-32(18-21)41-33(27-13-15-37-22(2)19-27)34(42)29-9-11-31(40-35(43)24(4)36-5)39-30(29)10-7-25-6-8-28-23(3)38-16-12-26(28)20-25/h6,8-9,11-20,24,36H,1-5H3,(H,39,40,43)/t24-/m0/s1 ORQDPDLQZJORFE-DEOSSOPVSA-N 253992 US9481673, (S)-2 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253992 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253992&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118862990 346548324 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441854 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2cnn(C)c2)c(n1)C#Cc1ccc2c(C)nccc2c1 InChI=1S/C33H30N8O/c1-20-13-15-41-30(16-20)39-31(25-18-36-40(5)19-25)32(41)27-9-11-29(38-33(42)22(3)34-4)37-28(27)10-7-23-6-8-26-21(2)35-14-12-24(26)17-23/h6,8-9,11-19,22,34H,1-5H3,(H,37,38,42)/t22-/m0/s1 GKUKREOTCLQGRX-QFIPXVFZSA-N 253993 US9481673, (S)-3 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253993 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253993&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118863027 346548325 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441855 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2cncn2C)c(n1)C#Cc1ccc2c(C)nccc2c1 InChI=1S/C33H30N8O/c1-20-13-15-41-30(16-20)39-31(28-18-35-19-40(28)5)32(41)26-9-11-29(38-33(42)22(3)34-4)37-27(26)10-7-23-6-8-25-21(2)36-14-12-24(25)17-23/h6,8-9,11-19,22,34H,1-5H3,(H,37,38,42)/t22-/m0/s1 MKBRPDBPQLDLIT-QFIPXVFZSA-N 253994 US9481673, (S)-4 Cytochrome P450 2C9 Homo sapiens 27000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253994 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253994&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118863034 346548326 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441856 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2cccnc2C)c(n1)C#Cc1ccc2c(C)nccc2c1 InChI=1S/C35H31N7O/c1-21-15-18-42-32(19-21)41-33(28-7-6-16-37-23(28)3)34(42)29-11-13-31(40-35(43)24(4)36-5)39-30(29)12-9-25-8-10-27-22(2)38-17-14-26(27)20-25/h6-8,10-11,13-20,24,36H,1-5H3,(H,39,40,43)/t24-/m0/s1 PWGNJALKXKCHCQ-DEOSSOPVSA-N 253995 US9481673, (S)-5 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253995 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253995&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118863042 346548327 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441857 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccc(C)nc2)c(n1)C#Cc1ccc2c(C)nccc2c1 InChI=1S/C35H31N7O/c1-21-15-17-42-32(18-21)41-33(27-9-6-22(2)38-20-27)34(42)29-11-13-31(40-35(43)24(4)36-5)39-30(29)12-8-25-7-10-28-23(3)37-16-14-26(28)19-25/h6-7,9-11,13-20,24,36H,1-5H3,(H,39,40,43)/t24-/m0/s1 ROMCJEPRVBSBEK-DEOSSOPVSA-N 253996 US9481673, (S)-6 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253996 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253996&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118862989 346548328 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441858 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2cnc(C)nc2)c(n1)C#Cc1ccc2c(C)nccc2c1 InChI=1S/C34H30N8O/c1-20-13-15-42-31(16-20)41-32(26-18-37-23(4)38-19-26)33(42)28-9-11-30(40-34(43)22(3)35-5)39-29(28)10-7-24-6-8-27-21(2)36-14-12-25(27)17-24/h6,8-9,11-19,22,35H,1-5H3,(H,39,40,43)/t22-/m0/s1 OOOHUPBTSUEVGE-QFIPXVFZSA-N 253997 US9481673, (S)-7 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253997 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253997&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118862998 346548329 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441859 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccnc(OC)c2)c(n1)C#Cc1ccc2c(C)nccc2c1 InChI=1S/C35H31N7O2/c1-21-14-17-42-31(18-21)41-33(26-13-16-38-32(20-26)44-5)34(42)28-9-11-30(40-35(43)23(3)36-4)39-29(28)10-7-24-6-8-27-22(2)37-15-12-25(27)19-24/h6,8-9,11-20,23,36H,1-5H3,(H,39,40,43)/t23-/m0/s1 DOCWUWPIDUHYPB-QHCPKHFHSA-N 253998 US9481673, (S)-8 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253998 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253998&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118863030 346548330 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441860 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccc(OC)nc2)c(n1)C#Cc1ccc2c(C)nccc2c1 InChI=1S/C35H31N7O2/c1-21-15-17-42-31(18-21)41-33(26-8-13-32(44-5)38-20-26)34(42)28-10-12-30(40-35(43)23(3)36-4)39-29(28)11-7-24-6-9-27-22(2)37-16-14-25(27)19-24/h6,8-10,12-20,23,36H,1-5H3,(H,39,40,43)/t23-/m0/s1 WCEKPSGXNVKDPR-QHCPKHFHSA-N 253999 US9481673, (S)-9 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=253999 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=253999&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118863000 346548331 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441861 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2cccnc2OC)c(n1)C#Cc1ccc2n(C)c(=O)ccc2c1 InChI=1S/C35H31N7O3/c1-21-16-18-42-30(19-21)40-32(26-7-6-17-37-35(26)45-5)33(42)25-11-14-29(39-34(44)22(2)36-3)38-27(25)12-8-23-9-13-28-24(20-23)10-15-31(43)41(28)4/h6-7,9-11,13-20,22,36H,1-5H3,(H,38,39,44)/t22-/m0/s1 BLCOQEHXRZDQMH-QFIPXVFZSA-N 254000 US9481673, (S)-10 Cytochrome P450 2C9 Homo sapiens 45000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=254000 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=254000&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118863014 346548332 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441862 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccnc(C)c2)c(n1)C#Cc1ccccc1 InChI=1S/C31H28N6O/c1-20-15-17-37-28(18-20)36-29(24-14-16-33-21(2)19-24)30(37)25-11-13-27(35-31(38)22(3)32-4)34-26(25)12-10-23-8-6-5-7-9-23/h5-9,11,13-19,22,32H,1-4H3,(H,34,35,38)/t22-/m0/s1 RVXKLPGEBCDTMK-QFIPXVFZSA-N 254001 US9481673, (S)-11 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=254001 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=254001&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118863016 346548333 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441863 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2cnc(C)nc2)c(n1)C#Cc1ccc2n(C)c(=O)ccc2c1 InChI=1S/C34H30N8O2/c1-20-14-15-42-30(16-20)40-32(25-18-36-22(3)37-19-25)33(42)26-9-12-29(39-34(44)21(2)35-4)38-27(26)10-6-23-7-11-28-24(17-23)8-13-31(43)41(28)5/h7-9,11-19,21,35H,1-5H3,(H,38,39,44)/t21-/m0/s1 KNODPLACRRUGBI-NRFANRHFSA-N 254002 US9481673, (S)-12 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=254002 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=254002&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118862996 346548334 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441864 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccnc(OC)c2)c(n1)C#Cc1ccc2n(C)c(=O)ccc2c1 InChI=1S/C35H31N7O3/c1-21-15-17-42-30(18-21)40-33(25-14-16-37-31(20-25)45-5)34(42)26-9-12-29(39-35(44)22(2)36-3)38-27(26)10-6-23-7-11-28-24(19-23)8-13-32(43)41(28)4/h7-9,11-20,22,36H,1-5H3,(H,38,39,44)/t22-/m0/s1 JQQZFPQLXLLQNN-QFIPXVFZSA-N 254003 US9481673, (S)-13 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=254003 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=254003&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118863002 346548335 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441865 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(C)ccn23)-c2ccc(OC)nc2)c(n1)C#Cc1ccc2n(C)c(=O)ccc2c1 InChI=1S/C35H31N7O3/c1-21-16-17-42-30(18-21)40-33(25-8-14-31(45-5)37-20-25)34(42)26-10-13-29(39-35(44)22(2)36-3)38-27(26)11-6-23-7-12-28-24(19-23)9-15-32(43)41(28)4/h7-10,12-20,22,36H,1-5H3,(H,38,39,44)/t22-/m0/s1 MUGPHODVYMCYLU-QFIPXVFZSA-N 254004 US9481673, (S)-14 Cytochrome P450 2C9 Homo sapiens >50000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=254004 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=254004&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118863011 346548336 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441866 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3cc(Cl)ccn23)-c2cccnc2OC)c(n1)C#Cc1ccc2c(C)nccc2c1 InChI=1S/C34H28ClN7O2/c1-20-25-9-7-22(18-23(25)13-16-37-20)8-11-28-26(10-12-29(39-28)40-33(43)21(2)36-3)32-31(27-6-5-15-38-34(27)44-4)41-30-19-24(35)14-17-42(30)32/h5-7,9-10,12-19,21,36H,1-4H3,(H,39,40,43)/t21-/m0/s1 KUALBBKNPXFGDB-NRFANRHFSA-N 254005 US9481673, (S)-15 Cytochrome P450 2C9 Homo sapiens 19000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=254005 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=254005&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118863012 346548337 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 441867 CN[C@@H](C)C(=O)Nc1ccc(-c2c(nc3ccccn23)-c2cccnc2OC)c(n1)C#Cc1ccc2c(C)nccc2c1 InChI=1S/C34H29N7O2/c1-21-25-12-10-23(20-24(25)16-18-36-21)11-14-28-26(13-15-29(38-28)39-33(42)22(2)35-3)32-31(27-8-7-17-37-34(27)43-4)40-30-9-5-6-19-41(30)32/h5-10,12-13,15-20,22,35H,1-4H3,(H,38,39,42)/t22-/m0/s1 OOIACXVWWQFCNE-QFIPXVFZSA-N 254006 US9481673, (S)-16 Cytochrome P450 2C9 Homo sapiens 21000 US Patent 10.7270/Q24M93G0 aid1803540 US9481673 Reiser, U 11/1/2016 10/9/2017 Boehringer Ingelheim International GmbH http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=254006 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=254006&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 118862995 346548338 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 447407 Cc1ccc(cc1)-n1nc(cc1NC(=O)Nc1ccc(Oc2ccnc(Nc3cc(C)c4[nH]ncc4c3)n2)c2ccccc12)C(C)(C)C#C InChI=1S/C38H33N9O2/c1-6-38(4,5)32-21-33(47(46-32)27-13-11-23(2)12-14-27)43-37(48)42-30-15-16-31(29-10-8-7-9-28(29)30)49-34-17-18-39-36(44-34)41-26-19-24(3)35-25(20-26)22-40-45-35/h1,7-22H,2-5H3,(H,40,45)(H,39,41,44)(H2,42,43,48) JOUPQTNCMDHNRF-UHFFFAOYSA-N 256621 US9481648, Ref Cpd A::US9790209, Example 2 Cytochrome P450 2C9 Homo sapiens >5000 US Patent 10.7270/Q24F1PNH aid1803590 US9481648 Baker, TM; Fyfe, MC; Harbottle, GW; Hasimbegovic, V; Meghani, P; Rigby, A; Sambrook-Smith, C; Thom, SM 11/1/2016 10/30/2017 Respivert Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=256621 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=256621&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 73335945 347916423 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 447408 COCCOCCOCCOc1cc(Nc2nccc(Oc3ccc(NC(=O)Nc4cc(cc(NS(C)(=O)=O)c4OC)C(C)(C)C)c4ccccc34)n2)cc(OC)c1 InChI=1S/C41H50N6O10S/c1-41(2,3)27-22-34(38(53-6)35(23-27)47-58(7,49)50)45-40(48)44-33-12-13-36(32-11-9-8-10-31(32)33)57-37-14-15-42-39(46-37)43-28-24-29(52-5)26-30(25-28)56-21-20-55-19-18-54-17-16-51-4/h8-15,22-26,47H,16-21H2,1-7H3,(H,42,43,46)(H2,44,45,48) IEHFKZAAIWSDQM-UHFFFAOYSA-N 256506 US9481648, 4 Cytochrome P450 2C9 Homo sapiens >15000 US Patent 10.7270/Q24F1PNH aid1803590 US9481648 Baker, TM; Fyfe, MC; Harbottle, GW; Hasimbegovic, V; Meghani, P; Rigby, A; Sambrook-Smith, C; Thom, SM 11/1/2016 10/30/2017 Respivert Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=256506 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=256506&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 86274977 347916308 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 447409 COCCOCCOCCNC(=O)c1cc(Nc2nccc(Oc3ccc(NC(=O)Nc4cc(cc(NS(C)(=O)=O)c4OC)C(C)(C)C)c4ccccc34)n2)cc(c1)C#C InChI=1S/C43H49N7O9S/c1-8-28-23-29(40(51)44-17-18-57-21-22-58-20-19-55-5)25-31(24-28)46-41-45-16-15-38(49-41)59-37-14-13-34(32-11-9-10-12-33(32)37)47-42(52)48-35-26-30(43(2,3)4)27-36(39(35)56-6)50-60(7,53)54/h1,9-16,23-27,50H,17-22H2,2-7H3,(H,44,51)(H,45,46,49)(H2,47,48,52) FWXVGKSWZJEPQI-UHFFFAOYSA-N 142019 US10435361, Example 16::US8927563, I::US9481648, 16::US9790174, Example 16 Cytochrome P450 2C9 Homo sapiens >15000 US Patent 10.7270/Q24F1PNH aid1803590 US9481648 Baker, TM; Fyfe, MC; Harbottle, GW; Hasimbegovic, V; Meghani, P; Rigby, A; Sambrook-Smith, C; Thom, SM 11/1/2016 10/30/2017 Respivert Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=142019 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=142019&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 81689783 251920028 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 447410 COc1cc(Nc2cc(Oc3ccc(NC(=O)Nc4cc(cc(NS(C)(=O)=O)c4OC)C(C)(C)C)c4ccccc34)ccn2)cc(c1)C(=O)NCCN1CCOCC1 InChI=1S/C42H49N7O8S/c1-42(2,3)28-23-35(39(55-5)36(24-28)48-58(6,52)53)47-41(51)46-34-11-12-37(33-10-8-7-9-32(33)34)57-30-13-14-43-38(26-30)45-29-21-27(22-31(25-29)54-4)40(50)44-15-16-49-17-19-56-20-18-49/h7-14,21-26,48H,15-20H2,1-6H3,(H,43,45)(H,44,50)(H2,46,47,51) BHNGTBAKKDCSHZ-UHFFFAOYSA-N 256528 US9481648, 27 Cytochrome P450 2C9 Homo sapiens >15000 US Patent 10.7270/Q24F1PNH aid1803590 US9481648 Baker, TM; Fyfe, MC; Harbottle, GW; Hasimbegovic, V; Meghani, P; Rigby, A; Sambrook-Smith, C; Thom, SM 11/1/2016 10/30/2017 Respivert Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=256528 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=256528&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 86273304 347916330 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 447411 COc1c(NC(=O)Nc2ccc(Oc3ccnc(Nc4ccccc4)c3)c3ccccc23)cc(cc1C(=O)NC1COC1)C(C)(C)C InChI=1S/C37H37N5O5/c1-37(2,3)23-18-29(35(43)40-25-21-46-22-25)34(45-4)31(19-23)42-36(44)41-30-14-15-32(28-13-9-8-12-27(28)30)47-26-16-17-38-33(20-26)39-24-10-6-5-7-11-24/h5-20,25H,21-22H2,1-4H3,(H,38,39)(H,40,43)(H2,41,42,44) PKPIKMRNRASAMG-UHFFFAOYSA-N 256576 US10435361, Example 75::US9481648, 75::US9790174, Example 75 Cytochrome P450 2C9 Homo sapiens >15000 US Patent 10.7270/Q24F1PNH aid1803590 US9481648 Baker, TM; Fyfe, MC; Harbottle, GW; Hasimbegovic, V; Meghani, P; Rigby, A; Sambrook-Smith, C; Thom, SM 11/1/2016 10/30/2017 Respivert Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=256576 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=256576&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 81689798 347916378 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 447412 Cc1ccc(cc1)-n1nc(cc1NC(=O)Nc1ccc(Oc2ccnc(Nc3cc(C)c4[nH]ncc4c3)n2)c2ccccc12)C(C)(C)C#C InChI=1S/C38H33N9O2/c1-6-38(4,5)32-21-33(47(46-32)27-13-11-23(2)12-14-27)43-37(48)42-30-15-16-31(29-10-8-7-9-28(29)30)49-34-17-18-39-36(44-34)41-26-19-24(3)35-25(20-26)22-40-45-35/h1,7-22H,2-5H3,(H,40,45)(H,39,41,44)(H2,42,43,48) JOUPQTNCMDHNRF-UHFFFAOYSA-N 256621 US9481648, Ref Cpd A::US9790209, Example 2 Cytochrome P450 2C9 Homo sapiens 1400 US Patent 10.7270/Q24F1PNH aid1803591 US9481648 Baker, TM; Fyfe, MC; Harbottle, GW; Hasimbegovic, V; Meghani, P; Rigby, A; Sambrook-Smith, C; Thom, SM 11/1/2016 10/30/2017 Respivert Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=256621 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=256621&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 73335945 347916423 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 447413 COCCOCCOCCOc1cc(Nc2nccc(Oc3ccc(NC(=O)Nc4cc(cc(NS(C)(=O)=O)c4OC)C(C)(C)C)c4ccccc34)n2)cc(OC)c1 InChI=1S/C41H50N6O10S/c1-41(2,3)27-22-34(38(53-6)35(23-27)47-58(7,49)50)45-40(48)44-33-12-13-36(32-11-9-8-10-31(32)33)57-37-14-15-42-39(46-37)43-28-24-29(52-5)26-30(25-28)56-21-20-55-19-18-54-17-16-51-4/h8-15,22-26,47H,16-21H2,1-7H3,(H,42,43,46)(H2,44,45,48) IEHFKZAAIWSDQM-UHFFFAOYSA-N 256506 US9481648, 4 Cytochrome P450 2C9 Homo sapiens >15000 US Patent 10.7270/Q24F1PNH aid1803591 US9481648 Baker, TM; Fyfe, MC; Harbottle, GW; Hasimbegovic, V; Meghani, P; Rigby, A; Sambrook-Smith, C; Thom, SM 11/1/2016 10/30/2017 Respivert Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=256506 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=256506&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 86274977 347916308 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 447414 COCCOCCOCCNC(=O)c1cc(Nc2nccc(Oc3ccc(NC(=O)Nc4cc(cc(NS(C)(=O)=O)c4OC)C(C)(C)C)c4ccccc34)n2)cc(c1)C#C InChI=1S/C43H49N7O9S/c1-8-28-23-29(40(51)44-17-18-57-21-22-58-20-19-55-5)25-31(24-28)46-41-45-16-15-38(49-41)59-37-14-13-34(32-11-9-10-12-33(32)37)47-42(52)48-35-26-30(43(2,3)4)27-36(39(35)56-6)50-60(7,53)54/h1,9-16,23-27,50H,17-22H2,2-7H3,(H,44,51)(H,45,46,49)(H2,47,48,52) FWXVGKSWZJEPQI-UHFFFAOYSA-N 142019 US10435361, Example 16::US8927563, I::US9481648, 16::US9790174, Example 16 Cytochrome P450 2C9 Homo sapiens >15000 US Patent 10.7270/Q24F1PNH aid1803591 US9481648 Baker, TM; Fyfe, MC; Harbottle, GW; Hasimbegovic, V; Meghani, P; Rigby, A; Sambrook-Smith, C; Thom, SM 11/1/2016 10/30/2017 Respivert Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=142019 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=142019&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 81689783 251920028 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 447415 COc1cc(Nc2cc(Oc3ccc(NC(=O)Nc4cc(cc(NS(C)(=O)=O)c4OC)C(C)(C)C)c4ccccc34)ccn2)cc(c1)C(=O)NCCN1CCOCC1 InChI=1S/C42H49N7O8S/c1-42(2,3)28-23-35(39(55-5)36(24-28)48-58(6,52)53)47-41(51)46-34-11-12-37(33-10-8-7-9-32(33)34)57-30-13-14-43-38(26-30)45-29-21-27(22-31(25-29)54-4)40(50)44-15-16-49-17-19-56-20-18-49/h7-14,21-26,48H,15-20H2,1-6H3,(H,43,45)(H,44,50)(H2,46,47,51) BHNGTBAKKDCSHZ-UHFFFAOYSA-N 256528 US9481648, 27 Cytochrome P450 2C9 Homo sapiens >13000 US Patent 10.7270/Q24F1PNH aid1803591 US9481648 Baker, TM; Fyfe, MC; Harbottle, GW; Hasimbegovic, V; Meghani, P; Rigby, A; Sambrook-Smith, C; Thom, SM 11/1/2016 10/30/2017 Respivert Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=256528 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=256528&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 86273304 347916330 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 447416 COc1c(NC(=O)Nc2ccc(Oc3ccnc(Nc4ccccc4)c3)c3ccccc23)cc(cc1C(=O)NC1COC1)C(C)(C)C InChI=1S/C37H37N5O5/c1-37(2,3)23-18-29(35(43)40-25-21-46-22-25)34(45-4)31(19-23)42-36(44)41-30-14-15-32(28-13-9-8-12-27(28)30)47-26-16-17-38-33(20-26)39-24-10-6-5-7-11-24/h5-20,25H,21-22H2,1-4H3,(H,38,39)(H,40,43)(H2,41,42,44) PKPIKMRNRASAMG-UHFFFAOYSA-N 256576 US10435361, Example 75::US9481648, 75::US9790174, Example 75 Cytochrome P450 2C9 Homo sapiens >15000 US Patent 10.7270/Q24F1PNH aid1803591 US9481648 Baker, TM; Fyfe, MC; Harbottle, GW; Hasimbegovic, V; Meghani, P; Rigby, A; Sambrook-Smith, C; Thom, SM 11/1/2016 10/30/2017 Respivert Limited http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=256576 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=256576&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 81689798 347916378 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 460943 COc1ccc2c3C[C@@H]4N([C@@H](CC(C)C)c3[nH]c2c1)C(=O)[C@H](CCC(=O)OC(C)(C)C)NC4=O InChI=1S/C26H35N3O5/c1-14(2)11-20-23-17(16-8-7-15(33-6)12-19(16)27-23)13-21-24(31)28-18(25(32)29(20)21)9-10-22(30)34-26(3,4)5/h7-8,12,14,18,20-21,27H,9-11,13H2,1-6H3,(H,28,31)/t18-,20-,21-/m0/s1 NXNRAECHCJZNRF-JBACZVJFSA-N 50305083 3-((3S,6S)-6-Isobutyl-9-methoxy-1,4-dioxo-1,2,3,4,6,7,12,12a-octahydro-pyrazino[1',2':1,6]pyrido[3,4-b]indol-3-yl)-propionic acid tert-butyl ester::3-((3S,6S,12aS)-6-Isobutyl-9-methoxy-1,4-dioxo-1,2,3,4,6,7,12,12a-octahydro-pyrazino[1',2':1,6]pyrido[3,4-b]indol-3-yl)-propionic acid tert-butyl ester::CHEMBL488910::Ko-143::Ko143::US9695174, Ko143 Cytochrome P450 2C9 Homo sapiens 6000 7.4 37.00 C US Patent 10.7270/Q2DN436B aid1794895 US9695174 Li, Y; Prakash, SR; Xia, CQ; Liao, MM 7/4/2017 1/26/2018 Millennium Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50305083 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50305083&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 10322450 104159444 CHEMBL488910 ZINC35636075 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 460948 COc1ccc2c3C[C@@H]4N([C@@H](CC(C)C)c3[nH]c2c1)C(=O)[C@H](C)NC4=O 106203 US9695174, I-1 Cytochrome P450 2C9 Homo sapiens 7.4 37.00 C US Patent 10.7270/Q2DN436B aid1794895 US9695174 Li, Y; Prakash, SR; Xia, CQ; Liao, MM 7/4/2017 1/26/2018 Millennium Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=106203 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=106203&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 91669184 174008514 ZINC96177124 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 470065 COc1ccc(CC([O-])=O)cc1Oc1ccc(NC(=O)C(C)(C)C)cc1CSC(C)(C)C InChI=1S/C25H33NO5S/c1-24(2,3)23(29)26-18-9-11-19(17(14-18)15-32-25(4,5)6)31-21-12-16(13-22(27)28)8-10-20(21)30-7/h8-12,14H,13,15H2,1-7H3,(H,26,29)(H,27,28)/p-1 SDHFXINHZHARIB-UHFFFAOYSA-M 164620 US9688624, Compound 2 Cytochrome P450 2C9 Homo sapiens >50000 7.4 US Patent 10.7270/Q2416V6H aid1794959 US9688624 PubChem, PC; Brittain, JE; King, CD; Stearns, BA 6/27/2017 3/10/2018 NMMLSC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=164620 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=164620&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 133081427 363891025 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 470066 Nc1ccc(cc1)S(=O)(=O)Nc1ccnn1-c1ccccc1 InChI=1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10-11-17-19(15)13-4-2-1-3-5-13/h1-11,18H,16H2 QWCJHSGMANYXCW-UHFFFAOYSA-N 50090677 4-Amino-N-(2-phenyl-2H-pyrazol-3-yl)-benzenesulfonamide::4-amino-N-(1-phenyl-1H-pyrazol-5-yl)benzenesulfonamide::CHEMBL1109::SULFAPHENAZOLE::Sulfabid::Sulphaphenazole::US9180183, Sulfaphenazole Cytochrome P450 2C9 Homo sapiens 210 7.4 US Patent 10.7270/Q2416V6H aid1794959 US9688624 PubChem, PC; Brittain, JE; King, CD; Stearns, BA 6/27/2017 3/10/2018 NMMLSC http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50090677 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50090677&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 5335 103989138 CHEMBL1109 DB06729 ZINC00057490 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 488581 CCOC(=O)\C=C\c1ccc(nc1)C(F)(F)C(O)(Cn1cnnn1)c1ccc(F)cc1F InChI=1S/C20H17F4N5O3/c1-2-32-18(30)8-4-13-3-7-17(25-10-13)20(23,24)19(31,11-29-12-26-27-28-29)15-6-5-14(21)9-16(15)22/h3-10,12,31H,2,11H2,1H3/b8-4+ OSXQTSNGAHYVDC-XBXARRHUSA-N 198658 US9221791, 4::US9556143, 4 Cytochrome P450 2C9 Homo sapiens 75000 US Patent 10.7270/Q2NG4SMF aid1795144 US9556143 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT 1/31/2017 10/17/2018 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=198658 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=198658&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71164844 318489724 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 488584 OC(Cn1cnnn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(\C=C\COCC(F)(F)F)cn1 InChI=1S/C20H16F7N5O2/c21-14-4-5-15(16(22)8-14)18(33,10-32-12-29-30-31-32)20(26,27)17-6-3-13(9-28-17)2-1-7-34-11-19(23,24)25/h1-6,8-9,12,33H,7,10-11H2/b2-1+ URKBJASAXCWITJ-OWOJBTEDSA-N 198660 US9221791, 6::US9556143, 6 Cytochrome P450 2C9 Homo sapiens 145000 US Patent 10.7270/Q2NG4SMF aid1795144 US9556143 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT 1/31/2017 10/17/2018 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=198660 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=198660&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71476986 318489725 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 488587 CCOCCCc1ccc(nc1)C(F)(F)C(O)(Cn1cnnn1)c1ccc(F)cc1F InChI=1S/C20H21F4N5O2/c1-2-31-9-3-4-14-5-8-18(25-11-14)20(23,24)19(30,12-29-13-26-27-28-29)16-7-6-15(21)10-17(16)22/h5-8,10-11,13,30H,2-4,9,12H2,1H3 WDVIOEKUYYWZNP-UHFFFAOYSA-N 234944 US9556143, 30 Cytochrome P450 2C9 Homo sapiens 42000 US Patent 10.7270/Q2NG4SMF aid1795144 US9556143 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT 1/31/2017 10/17/2018 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=234944 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=234944&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71143723 376220911 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 488590 CC(C)OC\C=C\c1ccc(nc1)C(F)(F)C(O)(Cn1cnnn1)c1ccc(F)cc1F InChI=1S/C21H21F4N5O2/c1-14(2)32-9-3-4-15-5-8-19(26-11-15)21(24,25)20(31,12-30-13-27-28-29-30)17-7-6-16(22)10-18(17)23/h3-8,10-11,13-14,31H,9,12H2,1-2H3/b4-3+ DEAVNTCHXJVYSQ-ONEGZZNKSA-N 234945 US10221160, Voriconazole::US9556143, 31::US9556143, Voriconazole Cytochrome P450 2C9 Homo sapiens 81000 US Patent 10.7270/Q2NG4SMF aid1795144 US9556143 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT 1/31/2017 10/17/2018 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=234945 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=234945&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71143696 376220912 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 488593 OC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2 RFHAOTPXVQNOHP-UHFFFAOYSA-N 25817 2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol::CHEMBL106::Diflucan::Fluconazole::Fluconazole (f)::Fungata::Triflucan::US10221160, Fluconazole::US11247981, Example Fluconazole::US9138393, Fluconazole::US9144538, Fluconazole::US9221791, Fluconazole::US9556143, Fluconazole::cid_3365 Cytochrome P450 2C9 Homo sapiens 29000 US Patent 10.7270/Q2NG4SMF aid1795144 US9556143 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT 1/31/2017 10/17/2018 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=25817 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=25817&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search TPF 4WMZ,2WV2,3L4D,4ZE3,6H1S,1EA1,4ZDZ,6MA7,3KHM,5ESJ,2WX2,5ESF,5ESE,5ESM,6AY4,2IJ7,2WUZ 3365 56413105 46081 CHEMBL106 DB00196 ZINC00004009 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 488596 CC(C)OC\C=C\c1ccc(nc1)C(F)(F)C(O)(Cn1cnnn1)c1ccc(F)cc1F InChI=1S/C21H21F4N5O2/c1-14(2)32-9-3-4-15-5-8-19(26-11-15)21(24,25)20(31,12-30-13-27-28-29-30)17-7-6-16(22)10-18(17)23/h3-8,10-11,13-14,31H,9,12H2,1-2H3/b4-3+ DEAVNTCHXJVYSQ-ONEGZZNKSA-N 234945 US10221160, Voriconazole::US9556143, 31::US9556143, Voriconazole Cytochrome P450 2C9 Homo sapiens 14000 US Patent 10.7270/Q2NG4SMF aid1795144 US9556143 Hoekstra, WJ; Rafferty, SW; Yates, CM; Schotzinger, RJ; Loso, MR; Sullenberger, MT 1/31/2017 10/17/2018 Viamet Pharmaceuticals Inc http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=234945 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=234945&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71143696 376220912 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 545717 Cc2c(C(=O)Nc1ccc(F)c(C#N)c1)c(C)n(C)c2C(=O)C(=O)NC(C)C(F)(F)F InChI=1S/C20H18F4N4O3/c1-9-15(18(30)27-13-5-6-14(21)12(7-13)8-25)10(2)28(4)16(9)17(29)19(31)26-11(3)20(22,23)24/h5-7,11H,1-4H3,(H,26,31)(H,27,30) ZEKBUUAAJKFKCP-UHFFFAOYSA-N 700731 US12115157, Ex. 16a::US12378192, Compound of formula I Cytochrome P450 2C9 Human 79700 US Patent 10.7270/Q2DV1QNJ US12378192 Lu, Y; Guo, M; Hu, M; Li, Y; Ao, W; Zhang, Y 8/5/2025 11/17/2025 Chia Tai Tianqing Pharmaceutical Group Co. http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=700731 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=700731&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 172675744 505949801 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 553909 CCN([C@H]1CC[C@@H](CC1)N(C)C)c1cc(cc(C(=O)NCc2c(C)cc(C)[nH]c2=O)c1C)-c1ccc(OCCOC)cc1 |r,wU:3.2,wD:6.9,(-6.67,1.54,;-5.33,.77,;-4,1.54,;-4,3.08,;-5.33,3.85,;-5.33,5.39,;-4,6.16,;-2.67,5.39,;-2.67,3.85,;-4,7.7,;-5.33,8.47,;-2.67,8.47,;-2.67,.77,;-1.33,1.54,;,.77,;,-.77,;-1.33,-1.54,;-1.33,-3.08,;,-3.85,;-2.67,-3.85,;-2.67,-5.39,;-4,-6.16,;-4,-7.7,;-2.67,-8.47,;-5.33,-8.47,;-6.67,-7.7,;-8,-8.47,;-6.67,-6.16,;-5.33,-5.39,;-5.33,-3.85,;-2.67,-.77,;-4,-1.54,;1.33,1.54,;2.67,.77,;4,1.54,;4,3.08,;5.33,3.85,;6.67,3.08,;6.67,1.54,;8,.77,;8,-.77,;2.67,3.85,;1.33,3.08,)| InChI=1S/C35H48N4O4/c1-8-39(29-13-11-28(12-14-29)38(5)6)33-21-27(26-9-15-30(16-10-26)43-18-17-42-7)20-31(25(33)4)34(40)36-22-32-23(2)19-24(3)37-35(32)41/h9-10,15-16,19-21,28-29H,8,11-14,17-18,22H2,1-7H3,(H,36,40)(H,37,41) YAYHRYAVXZWUIJ-UHFFFAOYSA-N 155253 US9006242, 1::US10098888, Compound 1 Cytochrome P450 2C9 Human >100 US Patent 10.7270/Q2BK1FDQ aid1795835 US10098888 Kuntz, KW; Campbell, JE; Seki, M 10/16/2018 2/18/2019 Epizyme http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=155253 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=155253&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 91971491 253658255 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 553910 CCN([C@H]1CC[C@@H](CC1)N(C)CCOC)c1cc(cc(C(=O)NCc2c(C)cc(C)[nH]c2=O)c1C)C#CCN1CCOCC1 |r,wU:3.2,wD:6.9,(-6,1.54,;-4.67,.77,;-3.33,1.54,;-3.33,3.08,;-4.67,3.85,;-4.67,5.39,;-3.33,6.16,;-2,5.39,;-2,3.85,;-3.33,7.7,;-2,8.47,;-4.67,8.47,;-6,7.7,;-7.34,8.47,;-8.67,7.7,;-2,.77,;-.67,1.54,;.67,.77,;.67,-.77,;-.67,-1.54,;-.67,-3.08,;.67,-3.85,;-2,-3.85,;-2,-5.39,;-3.33,-6.16,;-3.33,-7.7,;-2,-8.47,;-4.67,-8.47,;-6,-7.7,;-7.34,-8.47,;-6,-6.16,;-4.67,-5.39,;-4.67,-3.85,;-2,-.77,;-3.33,-1.54,;2,1.54,;3.33,2.31,;4.67,3.08,;6,2.31,;6,.77,;7.34,,;8.67,.77,;8.67,2.31,;7.34,3.08,)| InChI=1S/C35H51N5O4/c1-7-40(30-12-10-29(11-13-30)38(5)15-18-43-6)33-23-28(9-8-14-39-16-19-44-20-17-39)22-31(27(33)4)34(41)36-24-32-25(2)21-26(3)37-35(32)42/h21-23,29-30H,7,10-20,24H2,1-6H3,(H,36,41)(H,37,42) XQFINGFCBFHOPE-UHFFFAOYSA-N 155254 US9006242, 2::US10098888, Compound 2 Cytochrome P450 2C9 Human >100 US Patent 10.7270/Q2BK1FDQ aid1795835 US10098888 Kuntz, KW; Campbell, JE; Seki, M 10/16/2018 2/18/2019 Epizyme http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=155254 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=155254&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 91971492 253658256 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 553911 CCN(C1CCOCC1)c1cc(cc(C(=O)NCc2c(C)cc(C)[nH]c2=O)c1C)C#CC1CCN(C)CC1 InChI=1S/C31H42N4O3/c1-6-35(26-11-15-38-16-12-26)29-19-25(8-7-24-9-13-34(5)14-10-24)18-27(23(29)4)30(36)32-20-28-21(2)17-22(3)33-31(28)37/h17-19,24,26H,6,9-16,20H2,1-5H3,(H,32,36)(H,33,37) ZXYWTCVDQLRSRJ-UHFFFAOYSA-N 155255 US9006242, 105::US10098888, Compound 105::US11642348, Compound 105 Cytochrome P450 2C9 Human 75.66 US Patent 10.7270/Q2BK1FDQ aid1795835 US10098888 Kuntz, KW; Campbell, JE; Seki, M 10/16/2018 2/18/2019 Epizyme http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=155255 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=155255&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 91971493 253658257 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571768 Cc1cc(OCCC(C)(C)O)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:32.35,21.27,wD:34.39,(-1.73,1.79,;-3.21,1.4,;-4.3,2.48,;-5.79,2.09,;-6.88,3.17,;-8.37,2.78,;-9.46,3.87,;-10.94,3.47,;-12.03,4.56,;-11.34,1.98,;-10.94,5.01,;-6.19,.6,;-5.1,-.49,;-5.5,-1.98,;-3.61,-.09,;-2.52,-1.18,;-3.15,-2.59,;-2.24,-3.83,;-.71,-3.67,;.06,-5.01,;-.09,-2.27,;1.38,-1.79,;1.38,-.25,;-.09,.23,;-.99,-1.02,;2.7,-2.56,;4.03,-1.79,;5.36,-2.56,;6.7,-1.79,;6.7,-.25,;5.36,.52,;4.03,-.25,;8.03,.52,;9.37,1.29,;9.37,-.25,;10.7,.52,;12.03,-.25,;10.7,2.06,)| InChI=1S/C31H35FN2O4/c1-17-13-20(38-12-11-31(3,4)37)14-18(2)28(17)21-6-8-25(32)29-22(21)7-10-27(29)34-19-5-9-26(33-16-19)23-15-24(23)30(35)36/h5-6,8-9,13-14,16,23-24,27,34,37H,7,10-12,15H2,1-4H3,(H,35,36) PVPOQEISXYZGNC-UHFFFAOYSA-N 298452 US10125101, Example 2::(1S,2S)-2-(5-{(R)-7-Fluoro-4-[4-(3-hydroxy-3-methyl-butoxy)-2,6-dimethyl-phenyl]-indan-1-ylamino}-pyridin-2-yl)-cyclopropanecarboxylic acid Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298452 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298452&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 134538585 381621274 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571769 Cc1cc(OCCC(C)(C)O)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:32.35,21.27,wD:34.39,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-12.42,4.15,;-13.45,5.29,;-14.96,4.97,;-15.99,6.12,;-15.43,3.51,;-13.93,3.83,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C31H35FN2O4/c1-17-13-20(38-12-11-31(3,4)37)14-18(2)28(17)21-6-8-25(32)29-22(21)7-10-27(29)34-19-5-9-26(33-16-19)23-15-24(23)30(35)36/h5-6,8-9,13-14,16,23-24,27,34,37H,7,10-12,15H2,1-4H3,(H,35,36) PVPOQEISXYZGNC-UHFFFAOYSA-N 298490 US10125101, Example 17 in WO 2013/178575 Cytochrome P450 2C9 Human 14000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298490 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298490&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 134538585 381621312 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571770 Cc1cc(OCCCS(C)(=O)=O)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:33.36,22.28,wD:35.40,(-.98,1.28,;-2.47,.88,;-3.56,1.97,;-5.05,1.57,;-6.14,2.66,;-7.62,2.26,;-8.71,3.35,;-10.2,2.95,;-11.29,4.04,;-12.78,3.64,;-11.29,2.5,;-10.89,5.52,;-5.45,.08,;-4.36,-1.01,;-4.75,-2.5,;-2.87,-.61,;-1.78,-1.7,;-2.41,-3.11,;-1.5,-4.35,;.03,-4.19,;.8,-5.52,;.66,-2.78,;2.12,-2.31,;2.12,-.77,;.66,-.29,;-.25,-1.54,;3.44,-3.08,;4.77,-2.31,;6.11,-3.08,;7.44,-2.31,;7.44,-.77,;6.11,0,;4.77,-.77,;8.78,0,;10.11,.77,;10.11,-.77,;11.44,0,;12.78,-.77,;11.44,1.54,)| InChI=1S/C30H33FN2O5S/c1-17-13-20(38-11-4-12-39(3,36)37)14-18(2)28(17)21-6-8-25(31)29-22(21)7-10-27(29)33-19-5-9-26(32-16-19)23-15-24(23)30(34)35/h5-6,8-9,13-14,16,23-24,27,33H,4,7,10-12,15H2,1-3H3,(H,34,35) OYLJWBLHZKMTBR-UHFFFAOYSA-N 298454 US10125101, Example 4::(1S,2S)-2-(5-{(R)-7-Fluoro-4-[4-(3-methanesulfonyl-propoxy)-2,6-dimethyl-phenyl]-indan-1-ylamino}-pyridin-2-yl)-cyclopropanecarboxylic acid Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298454 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298454&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 134538590 381621276 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571771 Cc1cc(OCCCS(C)(=O)=O)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:33.36,22.28,wD:35.40,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-12.42,4.15,;-13.45,5.29,;-14.96,4.97,;-15.99,6.12,;-16.46,4.65,;-17.49,5.8,;-15.51,7.58,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C30H33FN2O5S/c1-17-13-20(38-11-4-12-39(3,36)37)14-18(2)28(17)21-6-8-25(31)29-22(21)7-10-27(29)33-19-5-9-26(32-16-19)23-15-24(23)30(34)35/h5-6,8-9,13-14,16,23-24,27,33H,4,7,10-12,15H2,1-3H3,(H,34,35) OYLJWBLHZKMTBR-UHFFFAOYSA-N 298491 US10125101, Example 11 in WO 2013/178575 Cytochrome P450 2C9 Human 17000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298491 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298491&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 134538590 381621313 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571772 Cc1cc(cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O)-c1nnn(C)n1 |r,wU:25.28,14.20,wD:27.32,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,;-10.91,4.47,;-12.44,4.31,;-13.07,5.71,;-11.93,6.75,;-12.09,8.28,;-10.59,5.98,)| InChI=1S/C28H27FN6O2/c1-14-10-16(27-32-34-35(3)33-27)11-15(2)25(14)18-5-7-22(29)26-19(18)6-9-24(26)31-17-4-8-23(30-13-17)20-12-21(20)28(36)37/h4-5,7-8,10-11,13,20-21,24,31H,6,9,12H2,1-3H3,(H,36,37) FULYSECTFXMAIJ-UHFFFAOYSA-N 298480 US10125101, Example 30 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298480 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298480&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529962 381621302 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571773 Cc1cc(cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O)-c1nnn(C)n1 |r,wU:25.28,14.20,wD:27.32,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,;-10.91,4.47,;-10.59,5.98,;-11.93,6.75,;-13.07,5.71,;-14.58,6.03,;-12.44,4.31,)| InChI=1S/C28H27FN6O2/c1-14-10-16(27-32-34-35(3)33-27)11-15(2)25(14)18-5-7-22(29)26-19(18)6-9-24(26)31-17-4-8-23(30-13-17)20-12-21(20)28(36)37/h4-5,7-8,10-11,13,20-21,24,31H,6,9,12H2,1-3H3,(H,36,37) FULYSECTFXMAIJ-UHFFFAOYSA-N 298492 US10125101, Example 45 in WO 2013/178575 Cytochrome P450 2C9 Human 10000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298492 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298492&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529962 381621314 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571774 Cc1cc(O[C@@H]2COC[C@H]2O)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:32.36,21.28,5.4,wD:34.40,9.10,(-2.31,2.46,;-3.8,2.06,;-4.89,3.15,;-6.38,2.75,;-7.47,3.84,;-8.95,3.44,;-10.2,4.34,;-11.45,3.44,;-10.97,1.97,;-9.43,1.97,;-8.66,.64,;-6.78,1.26,;-5.69,.17,;-6.09,-1.32,;-4.2,.57,;-3.11,-.52,;-3.74,-1.93,;-2.83,-3.17,;-1.3,-3.01,;-.53,-4.34,;-.67,-1.6,;.79,-1.13,;.79,.41,;-.67,.89,;-1.58,-.36,;2.11,-1.9,;3.44,-1.13,;4.78,-1.9,;6.11,-1.13,;6.11,.41,;4.78,1.18,;3.44,.41,;7.44,1.18,;8.78,1.95,;8.78,.41,;10.11,1.18,;11.45,.41,;10.11,2.72,)| InChI=1S/C30H31FN2O5/c1-15-9-18(38-27-14-37-13-26(27)34)10-16(2)28(15)19-4-6-23(31)29-20(19)5-8-25(29)33-17-3-7-24(32-12-17)21-11-22(21)30(35)36/h3-4,6-7,9-10,12,21-22,25-27,33-34H,5,8,11,13-14H2,1-2H3,(H,35,36) JULIAHVQFFQVEP-UHFFFAOYSA-N 298455 US10125101, Example 5::(1S,2S)-2-(5-{(R)-7-Fluoro-4-[4-((3R,4R)-4-hydroxy-tetrahydro-furan-3-yloxy)-2,6-dimethyl-phenyl]-indan-1-ylamino}-pyridin-2-yl)-cyclopropanecarboxylic acid Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298455 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298455&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 134538592 381621277 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571775 Cc1cc(cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O)C(=O)NCC(C)(C)O |r,wU:25.28,14.20,wD:27.32,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,;-10.91,4.47,;-10.44,5.93,;-12.42,4.15,;-13.45,5.29,;-14.96,4.97,;-15.99,6.12,;-15.43,3.51,;-13.93,3.83,)| InChI=1S/C31H34FN3O4/c1-16-11-18(29(36)34-15-31(3,4)39)12-17(2)27(16)20-6-8-24(32)28-21(20)7-10-26(28)35-19-5-9-25(33-14-19)22-13-23(22)30(37)38/h5-6,8-9,11-12,14,22-23,26,35,39H,7,10,13,15H2,1-4H3,(H,34,36)(H,37,38) ARECNMCODDRYCZ-UHFFFAOYSA-N 298493 US10125101, Example 15 in WO 2013/178575 Cytochrome P450 2C9 Human 31000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298493 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298493&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529991 381621315 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571776 Cc1cc(cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O)-c1nnn(C)n1 |r,wU:25.28,14.20,wD:27.32,(-3.29,.75,;-4.78,.36,;-5.87,1.44,;-7.36,1.05,;-7.76,-.44,;-6.67,-1.53,;-7.07,-3.02,;-5.18,-1.13,;-4.09,-2.22,;-4.72,-3.63,;-3.81,-4.87,;-2.28,-4.71,;-1.51,-6.05,;-1.65,-3.31,;-.19,-2.83,;-.19,-1.29,;-1.65,-.81,;-2.56,-2.06,;1.13,-3.6,;2.46,-2.83,;3.8,-3.6,;5.13,-2.83,;5.13,-1.29,;3.8,-.52,;2.46,-1.29,;6.46,-.52,;7.8,.25,;7.8,-1.29,;9.13,-.52,;10.46,-1.29,;9.13,1.02,;-8.45,2.14,;-9.99,2.14,;-10.46,3.6,;-9.22,4.51,;-9.22,6.05,;-7.97,3.6,)| InChI=1S/C28H27FN6O2/c1-14-10-16(27-32-34-35(3)33-27)11-15(2)25(14)18-5-7-22(29)26-19(18)6-9-24(26)31-17-4-8-23(30-13-17)20-12-21(20)28(36)37/h4-5,7-8,10-11,13,20-21,24,31H,6,9,12H2,1-3H3,(H,36,37) FULYSECTFXMAIJ-UHFFFAOYSA-N 298456 US10125101, Example 6::(1S,2S)-2-(5-{(R)-4-[2,6-Dimethyl-4-(2-methyl-2H-tetrazol-5-yl)-phenyl]-indan-1-ylamino}-pyridin-2-yl)-cyclopropanecarboxylic acid Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298456 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298456&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529962 381621278 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571777 Cc1cccc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:25.28,14.20,wD:27.32,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C26H25FN2O2/c1-14-4-3-5-15(2)24(14)17-7-9-21(27)25-18(17)8-11-23(25)29-16-6-10-22(28-13-16)19-12-20(19)26(30)31/h3-7,9-10,13,19-20,23,29H,8,11-12H2,1-2H3,(H,30,31) WAVVUQUKBXBQFH-UHFFFAOYSA-N 298494 US10125101, Example 33 in WO 2013/178575 Cytochrome P450 2C9 Human 7000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298494 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298494&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529992 381621316 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571778 Cc1cc(OCCC(C)(C)O)cc(C)c1-c1cccc2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:31.34,20.26,wD:33.38,(-1.73,1.21,;-3.21,.81,;-4.3,1.9,;-5.79,1.5,;-6.88,2.59,;-8.37,2.19,;-9.46,3.28,;-10.94,2.88,;-12.03,3.97,;-11.34,1.39,;-10.94,4.42,;-6.19,.01,;-5.1,-1.08,;-5.5,-2.56,;-3.61,-.68,;-2.52,-1.77,;-3.15,-3.17,;-2.24,-4.42,;-.71,-4.26,;-.09,-2.85,;1.38,-2.38,;1.38,-.84,;-.09,-.36,;-.99,-1.61,;2.7,-3.15,;4.03,-2.38,;5.36,-3.15,;6.7,-2.38,;6.7,-.84,;5.36,-.07,;4.03,-.84,;8.03,-.07,;9.37,.7,;9.37,-.84,;10.7,-.07,;12.03,-.84,;10.7,1.47,)| InChI=1S/C31H36N2O4/c1-18-14-21(37-13-12-31(3,4)36)15-19(2)29(18)24-7-5-6-23-22(24)9-11-28(23)33-20-8-10-27(32-17-20)25-16-26(25)30(34)35/h5-8,10,14-15,17,25-26,28,33,36H,9,11-13,16H2,1-4H3,(H,34,35) WTGFZAFJHUCSEY-UHFFFAOYSA-N 298457 US10125101, Example 7::(1S,2S)-2-(5-{(R)-4-[4-(3-Hydroxy-3-methyl-butoxy)-2,6-dimethyl-phenyl]-indan-1-ylamino}-pyridin-2-yl)-cyclopropanecarboxylic acid Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298457 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298457&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 134538572 381621279 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571779 Cc1c(cccc1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O)C#N |r| InChI=1S/C26H22FN3O2/c1-14-15(12-28)3-2-4-17(14)18-6-8-22(27)25-19(18)7-10-24(25)30-16-5-9-23(29-13-16)20-11-21(20)26(31)32/h2-6,8-9,13,20-21,24,30H,7,10-11H2,1H3,(H,31,32) UQWGVBFRBBKDFJ-UHFFFAOYSA-N 298495 US10125101, Example 54 in WO 2013/178575 Cytochrome P450 2C9 Human 10000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298495 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298495&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529993 381621317 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571780 COc1ccc(cc1F)-c1cccc2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r| InChI=1S/C25H23FN2O3/c1-31-24-10-5-14(11-21(24)26)16-3-2-4-18-17(16)7-9-23(18)28-15-6-8-22(27-13-15)19-12-20(19)25(29)30/h2-6,8,10-11,13,19-20,23,28H,7,9,12H2,1H3,(H,29,30) DLGSNCHCKUUFTR-UHFFFAOYSA-N 298458 US10125101, Example 8::(1S,2S)-2-{5-[(R)-4-(3-Fluoro-4-methoxy-phenyl)-indan-1-ylamino]-pyridin-2-yl}-cyclopropanecarboxylic acid Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298458 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298458&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 134538575 381621280 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571781 COc1cnc(cn1)-c1ccc(cc1)-c1cccc2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r| InChI=1S/C29H26N4O3/c1-36-28-16-31-27(15-32-28)18-7-5-17(6-8-18)20-3-2-4-22-21(20)10-12-26(22)33-19-9-11-25(30-14-19)23-13-24(23)29(34)35/h2-9,11,14-16,23-24,26,33H,10,12-13H2,1H3,(H,34,35) RFTZLRPJFJGLHO-UHFFFAOYSA-N 298459 US10125101, Example 9::(1S,2S)-2-(5-{(R)-4-[4-(5-Methoxy-pyrazin-2-yl)-phenyl]-indan-1-ylamino}-pyridin-2-yl)-cyclopropanecarboxylic acid Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298459 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298459&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 134538571 381621281 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571782 Cc1cc(cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O)C(N)=O |r,wU:25.28,14.20,wD:27.32,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,;-10.91,4.47,;-12.42,4.15,;-10.44,5.93,)| InChI=1S/C27H26FN3O3/c1-13-9-15(26(29)32)10-14(2)24(13)17-4-6-21(28)25-18(17)5-8-23(25)31-16-3-7-22(30-12-16)19-11-20(19)27(33)34/h3-4,6-7,9-10,12,19-20,23,31H,5,8,11H2,1-2H3,(H2,29,32)(H,33,34) PJPFHMMJRVVGGT-UHFFFAOYSA-N 298461 US10125101, Example 11 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298461 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298461&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529963 381621283 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571783 Cc1cc(O[C@@H]2CCOC2)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:31.35,20.27,wD:33.39,5.4,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-11.34,7.18,;-10.44,8.43,;-8.97,7.95,;-8.97,6.41,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C30H31FN2O4/c1-16-11-20(37-19-9-10-36-15-19)12-17(2)28(16)21-4-6-25(31)29-22(21)5-8-27(29)33-18-3-7-26(32-14-18)23-13-24(23)30(34)35/h3-4,6-7,11-12,14,19,23-24,27,33H,5,8-10,13,15H2,1-2H3,(H,34,35) SBIAILLSMYSWPK-UHFFFAOYSA-N 298462 US10125101, Example 12 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298462 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298462&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529964 381621284 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571784 Cc1cc(CO)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:27.30,16.22,wD:29.34,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C27H27FN2O3/c1-14-9-16(13-31)10-15(2)25(14)18-4-6-22(28)26-19(18)5-8-24(26)30-17-3-7-23(29-12-17)20-11-21(20)27(32)33/h3-4,6-7,9-10,12,20-21,24,30-31H,5,8,11,13H2,1-2H3,(H,32,33) NSOLGAOBLCVPGQ-UHFFFAOYSA-N 298463 US10125101, Example 13 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298463 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298463&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529965 381621285 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571785 CN1CC(CCC1=O)c1cc(C)c(c(C)c1)-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:33.37,22.29,wD:35.41,(-14.96,4.97,;-13.45,5.29,;-12.42,4.15,;-10.91,4.47,;-10.44,5.93,;-11.47,7.08,;-12.97,6.76,;-14,7.9,;-9.88,3.32,;-8.38,3.64,;-7.35,2.5,;-5.84,2.82,;-7.82,1.04,;-9.33,.71,;-9.8,-.75,;-10.36,1.86,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C32H34FN3O3/c1-17-12-20(19-4-11-29(37)36(3)16-19)13-18(2)30(17)22-6-8-26(33)31-23(22)7-10-28(31)35-21-5-9-27(34-15-21)24-14-25(24)32(38)39/h5-6,8-9,12-13,15,19,24-25,28,35H,4,7,10-11,14,16H2,1-3H3,(H,38,39) GOIHHNGOPRVNPX-UHFFFAOYSA-N 298464 US10125101, Example 14 Cytochrome P450 2C9 Human 47000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298464 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298464&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529966 381621286 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571786 Cc1cc(OCC2(C)COC2)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:32.36,21.28,wD:34.40,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-11.47,7.08,;-10,7.55,;-13.01,7.08,;-12.85,8.61,;-11.31,8.61,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C31H33FN2O4/c1-17-10-20(38-16-31(3)14-37-15-31)11-18(2)28(17)21-5-7-25(32)29-22(21)6-9-27(29)34-19-4-8-26(33-13-19)23-12-24(23)30(35)36/h4-5,7-8,10-11,13,23-24,27,34H,6,9,12,14-16H2,1-3H3,(H,35,36) UEXYDDXJEUXEPZ-UHFFFAOYSA-N 298465 US10125101, Example 15 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298465 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298465&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529967 381621287 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571787 Cc1cc(OCC(O)=O)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:30.33,19.25,wD:32.37,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-11.47,7.08,;-10.99,8.54,;-12.97,6.76,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C28H27FN2O5/c1-14-9-17(36-13-25(32)33)10-15(2)26(14)18-4-6-22(29)27-19(18)5-8-24(27)31-16-3-7-23(30-12-16)20-11-21(20)28(34)35/h3-4,6-7,9-10,12,20-21,24,31H,5,8,11,13H2,1-2H3,(H,32,33)(H,34,35) IEQORPABFYFXMG-UHFFFAOYSA-N 298466 US10125101, Example 16 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298466 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298466&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529968 381621288 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571788 Cc1cc(OCC(C)(C)C#N)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:32.35,21.27,wD:34.39,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-11.47,7.08,;-12.97,6.76,;-11.94,5.61,;-10.99,8.54,;-10.67,10.05,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C31H32FN3O3/c1-17-11-20(38-16-31(3,4)15-33)12-18(2)28(17)21-6-8-25(32)29-22(21)7-10-27(29)35-19-5-9-26(34-14-19)23-13-24(23)30(36)37/h5-6,8-9,11-12,14,23-24,27,35H,7,10,13,16H2,1-4H3,(H,36,37) VYIIDUJNGROHQX-UHFFFAOYSA-N 298467 US10125101, Example 17 Cytochrome P450 2C9 Human 36000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298467 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298467&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529969 381621289 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571789 Cc1cc(cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O)-c1ccn(C)c(=O)n1 |r,wU:25.28,14.20,wD:27.32,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,;-10.91,4.47,;-12.42,4.15,;-13.45,5.29,;-12.97,6.76,;-14,7.9,;-11.47,7.08,;-10.99,8.54,;-10.44,5.93,)| InChI=1S/C31H29FN4O3/c1-16-12-18(25-10-11-36(3)31(39)35-25)13-17(2)28(16)20-5-7-24(32)29-21(20)6-9-27(29)34-19-4-8-26(33-15-19)22-14-23(22)30(37)38/h4-5,7-8,10-13,15,22-23,27,34H,6,9,14H2,1-3H3,(H,37,38) YAAXJEGFMCBOCA-UHFFFAOYSA-N 298468 US10125101, Example 18 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298468 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298468&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529970 381621290 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571790 Cc1cc(cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O)-c1ccnn1C |r,wU:25.28,14.20,wD:27.32,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,;-10.91,4.47,;-12.44,4.31,;-13.07,5.71,;-11.93,6.75,;-10.59,5.98,;-9.19,6.6,)| InChI=1S/C30H29FN4O2/c1-16-12-18(27-10-11-33-35(27)3)13-17(2)28(16)20-5-7-24(31)29-21(20)6-9-26(29)34-19-4-8-25(32-15-19)22-14-23(22)30(36)37/h4-5,7-8,10-13,15,22-23,26,34H,6,9,14H2,1-3H3,(H,36,37) WLRZFZDIXXXQAR-UHFFFAOYSA-N 298469 US10125101, Example 19 Cytochrome P450 2C9 Human 26000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298469 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298469&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529971 381621291 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571791 Cc1cc(cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O)-c1nnn(CC(C)(C)O)n1 |r,wU:25.28,14.20,wD:27.32,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,;-10.91,4.47,;-12.44,4.31,;-13.07,5.71,;-11.93,6.75,;-12.09,8.28,;-10.84,9.18,;-11,10.71,;-9.43,8.56,;-10.68,7.65,;-10.59,5.98,)| InChI=1S/C31H33FN6O3/c1-16-11-18(29-35-37-38(36-29)15-31(3,4)41)12-17(2)27(16)20-6-8-24(32)28-21(20)7-10-26(28)34-19-5-9-25(33-14-19)22-13-23(22)30(39)40/h5-6,8-9,11-12,14,22-23,26,34,41H,7,10,13,15H2,1-4H3,(H,39,40) GCVVSXDNZNTNOM-UHFFFAOYSA-N 298470 US10125101, Example 20 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298470 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298470&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529972 381621292 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571792 Cc1cnc(nc1)-c1cc(C)c(c(C)c1)-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:32.36,21.28,wD:34.40,(-14,7.9,;-12.97,6.76,;-11.47,7.08,;-10.44,5.93,;-10.91,4.47,;-12.42,4.15,;-13.45,5.29,;-9.88,3.32,;-8.38,3.64,;-7.35,2.5,;-5.84,2.82,;-7.82,1.04,;-9.33,.71,;-9.8,-.75,;-10.36,1.86,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C31H29FN4O2/c1-16-13-34-30(35-14-16)19-10-17(2)28(18(3)11-19)21-5-7-25(32)29-22(21)6-9-27(29)36-20-4-8-26(33-15-20)23-12-24(23)31(37)38/h4-5,7-8,10-11,13-15,23-24,27,36H,6,9,12H2,1-3H3,(H,37,38) NIWIPOJZYSARNQ-UHFFFAOYSA-N 298471 US10125101, Example 21 Cytochrome P450 2C9 Human 36000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298471 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298471&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529973 381621293 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571793 COc1cc(ccn1)-c1cc(C)c(c(C)c1)-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:33.37,22.29,wD:35.41,(-12.02,9.69,;-10.99,8.54,;-11.47,7.08,;-10.44,5.93,;-10.91,4.47,;-12.42,4.15,;-13.45,5.29,;-12.97,6.76,;-9.88,3.32,;-8.38,3.64,;-7.35,2.5,;-5.84,2.82,;-7.82,1.04,;-9.33,.71,;-9.8,-.75,;-10.36,1.86,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C32H30FN3O3/c1-17-12-20(19-10-11-34-29(14-19)39-3)13-18(2)30(17)22-5-7-26(33)31-23(22)6-9-28(31)36-21-4-8-27(35-16-21)24-15-25(24)32(37)38/h4-5,7-8,10-14,16,24-25,28,36H,6,9,15H2,1-3H3,(H,37,38) MCGXCBVZTUJGET-UHFFFAOYSA-N 298472 US10125101, Example 22 Cytochrome P450 2C9 Human 19000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298472 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298472&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529974 381621294 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571794 Cc1cc(cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O)C(O)=O |r,wU:25.28,14.20,wD:27.32,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,;-10.91,4.47,;-12.42,4.15,;-10.44,5.93,)| InChI=1S/C27H25FN2O4/c1-13-9-15(26(31)32)10-14(2)24(13)17-4-6-21(28)25-18(17)5-8-23(25)30-16-3-7-22(29-12-16)19-11-20(19)27(33)34/h3-4,6-7,9-10,12,19-20,23,30H,5,8,11H2,1-2H3,(H,31,32)(H,33,34) HNTVMZATGBVETF-UHFFFAOYSA-N 298473 US10125101, Example 23 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298473 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298473&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529975 381621295 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571795 OC(=O)[C@H]1C[C@@H]1c1ccc(N[C@@H]2CCc3c2c(F)ccc3-c2c(Cl)cccc2Cl)cn1 |r,wU:5.6,11.11,wD:3.2,(7.82,1.23,;6.49,2,;6.49,3.54,;5.15,1.23,;5.15,2.77,;3.82,2,;2.49,1.23,;1.15,2,;-.18,1.23,;-.18,-.31,;-1.51,-1.08,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-4.25,-.93,;-4.73,-2.4,;-3.7,-3.54,;-6.24,-2.72,;-7.27,-1.57,;-6.79,-.11,;-7.82,1.04,;-7.35,2.5,;-5.84,2.82,;-8.38,3.64,;-9.88,3.32,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;1.15,-1.08,;2.49,-.31,)| InChI=1S/C24H19Cl2FN2O2/c25-17-2-1-3-18(26)22(17)13-5-7-19(27)23-14(13)6-9-21(23)29-12-4-8-20(28-11-12)15-10-16(15)24(30)31/h1-5,7-8,11,15-16,21,29H,6,9-10H2,(H,30,31) FZAKFHNOSCCQOG-UHFFFAOYSA-N 298474 US10125101, Example 24 Cytochrome P450 2C9 Human 22000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298474 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298474&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529976 381621296 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571796 OC(=O)[C@H]1C[C@@H]1c1ccc(N[C@@H]2CCc3c2c(F)ccc3-c2ccccc2C2(CC2)C#N)cn1 |r| InChI=1S/C28H24FN3O2/c29-23-8-6-17(18-3-1-2-4-22(18)28(15-30)11-12-28)19-7-10-25(26(19)23)32-16-5-9-24(31-14-16)20-13-21(20)27(33)34/h1-6,8-9,14,20-21,25,32H,7,10-13H2,(H,33,34) SNBLXZKMACCRAA-UHFFFAOYSA-N 298475 US10125101, Example 25 Cytochrome P450 2C9 Human 40000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298475 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298475&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529977 381621297 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571797 Cc1cc(OCC2CCOCC2)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:33.37,22.29,wD:35.41,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-11.47,7.08,;-10.99,8.54,;-12.02,9.69,;-13.53,9.37,;-14,7.9,;-12.97,6.76,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C32H35FN2O4/c1-18-13-22(39-17-20-9-11-38-12-10-20)14-19(2)30(18)23-4-6-27(33)31-24(23)5-8-29(31)35-21-3-7-28(34-16-21)25-15-26(25)32(36)37/h3-4,6-7,13-14,16,20,25-26,29,35H,5,8-12,15,17H2,1-2H3,(H,36,37) YCCQZLADUMETNO-UHFFFAOYSA-N 298476 US10125101, Example 26 Cytochrome P450 2C9 Human 16000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298476 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298476&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529978 381621298 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571798 CNC(=O)c1cc(C)c(c(C)c1)-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:29.32,18.24,wD:31.36,(-13.45,5.29,;-12.42,4.15,;-10.91,4.47,;-10.44,5.93,;-9.88,3.32,;-8.38,3.64,;-7.35,2.5,;-5.84,2.82,;-7.82,1.04,;-9.33,.71,;-9.8,-.75,;-10.36,1.86,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C28H28FN3O3/c1-14-10-16(27(33)30-3)11-15(2)25(14)18-5-7-22(29)26-19(18)6-9-24(26)32-17-4-8-23(31-13-17)20-12-21(20)28(34)35/h4-5,7-8,10-11,13,20-21,24,32H,6,9,12H2,1-3H3,(H,30,33)(H,34,35) UWYJLJXDKKINEA-UHFFFAOYSA-N 298477 US10125101, Example 27 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298477 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298477&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529979 381621299 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571799 Bc1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r| InChI=1S/C18H18BFN2O2/c19-13-3-4-14(20)17-10(13)2-6-16(17)22-9-1-5-15(21-8-9)11-7-12(11)18(23)24/h1,3-5,8,11-12,16,22H,2,6-7,19H2,(H,23,24) MMVVWLUTHGUYCG-UHFFFAOYSA-N 298478 US10125101, Example 28 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298478 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298478&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529980 381621300 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571800 Cc1cc(cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O)-c1ccn(C)c(=O)c1 |r,wU:25.28,14.20,wD:27.32,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,;-10.91,4.47,;-12.42,4.15,;-13.45,5.29,;-12.97,6.76,;-14,7.9,;-11.47,7.08,;-10.99,8.54,;-10.44,5.93,)| InChI=1S/C32H30FN3O3/c1-17-12-20(19-10-11-36(3)29(37)14-19)13-18(2)30(17)22-5-7-26(33)31-23(22)6-9-28(31)35-21-4-8-27(34-16-21)24-15-25(24)32(38)39/h4-5,7-8,10-14,16,24-25,28,35H,6,9,15H2,1-3H3,(H,38,39) HTIVIPSYPPRWRG-UHFFFAOYSA-N 298479 US10125101, Example 29 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298479 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298479&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529981 381621301 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571801 OC(=O)[C@H]1C[C@@H]1c1ccc(N[C@@H]2CCc3c2c(F)ccc3-c2ccccc2C(F)(F)F)cn1 |r| InChI=1S/C25H20F4N2O2/c26-20-8-6-14(15-3-1-2-4-19(15)25(27,28)29)16-7-10-22(23(16)20)31-13-5-9-21(30-12-13)17-11-18(17)24(32)33/h1-6,8-9,12,17-18,22,31H,7,10-11H2,(H,32,33) UUGRPAFXRFNYIX-UHFFFAOYSA-N 298481 US10125101, Example 31 Cytochrome P450 2C9 Human 31000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298481 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298481&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529982 381621303 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571802 Cc1cc(OCC2CCOC2)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:32.36,21.28,wD:34.40,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-11.47,7.08,;-13,6.92,;-13.63,8.32,;-12.48,9.35,;-11.15,8.58,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C31H33FN2O4/c1-17-11-21(38-16-19-9-10-37-15-19)12-18(2)29(17)22-4-6-26(32)30-23(22)5-8-28(30)34-20-3-7-27(33-14-20)24-13-25(24)31(35)36/h3-4,6-7,11-12,14,19,24-25,28,34H,5,8-10,13,15-16H2,1-2H3,(H,35,36) MSIIOXTWVIUIIQ-UHFFFAOYSA-N 298482 US10125101, Example 32 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298482 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298482&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529983 381621304 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571803 Cc1cc(O[C@H]2CCOC2)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:31.35,20.27,5.4,wD:33.39,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-11.34,7.18,;-10.44,8.43,;-8.97,7.95,;-8.97,6.41,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C30H31FN2O4/c1-16-11-20(37-19-9-10-36-15-19)12-17(2)28(16)21-4-6-25(31)29-22(21)5-8-27(29)33-18-3-7-26(32-14-18)23-13-24(23)30(34)35/h3-4,6-7,11-12,14,19,23-24,27,33H,5,8-10,13,15H2,1-2H3,(H,34,35) SBIAILLSMYSWPK-UHFFFAOYSA-N 298483 US10125101, Example 33 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298483 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298483&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529984 381621305 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571804 Cc1cc(OCC(C)(C)O)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:31.34,20.26,wD:33.38,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-11.47,7.08,;-12.97,6.76,;-10.99,8.54,;-11.94,5.61,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C30H33FN2O4/c1-16-11-19(37-15-30(3,4)36)12-17(2)27(16)20-6-8-24(31)28-21(20)7-10-26(28)33-18-5-9-25(32-14-18)22-13-23(22)29(34)35/h5-6,8-9,11-12,14,22-23,26,33,36H,7,10,13,15H2,1-4H3,(H,34,35) DJIYSVLYGLJDML-UHFFFAOYSA-N 298484 US10125101, Example 34 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298484 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298484&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529985 381621306 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571805 Cc1cc(OC2CCOCC2)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:32.36,21.28,wD:34.40,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-8.93,6.25,;-8.45,7.72,;-9.49,8.86,;-10.99,8.54,;-11.47,7.08,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C31H33FN2O4/c1-17-13-21(38-20-9-11-37-12-10-20)14-18(2)29(17)22-4-6-26(32)30-23(22)5-8-28(30)34-19-3-7-27(33-16-19)24-15-25(24)31(35)36/h3-4,6-7,13-14,16,20,24-25,28,34H,5,8-12,15H2,1-2H3,(H,35,36) XGVOYGVDBFWLHW-UHFFFAOYSA-N 298485 US10125101, Example 35 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298485 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298485&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529986 381621307 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571806 CC(C)c1ccccc1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r| InChI=1S/C27H27FN2O2/c1-15(2)17-5-3-4-6-18(17)19-8-10-23(28)26-20(19)9-12-25(26)30-16-7-11-24(29-14-16)21-13-22(21)27(31)32/h3-8,10-11,14-15,21-22,25,30H,9,12-13H2,1-2H3,(H,31,32) BATTWUZDZOITDG-UHFFFAOYSA-N 298486 US10125101, Example 36 Cytochrome P450 2C9 Human 22000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298486 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298486&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529987 381621308 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571807 Cc1cc(OCC2(O)CCOCC2)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:34.38,23.30,wD:36.42,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-11.47,7.08,;-9.96,7.4,;-10.99,8.54,;-12.02,9.69,;-13.53,9.37,;-14,7.9,;-12.97,6.76,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C32H35FN2O5/c1-18-13-21(40-17-32(38)9-11-39-12-10-32)14-19(2)29(18)22-4-6-26(33)30-23(22)5-8-28(30)35-20-3-7-27(34-16-20)24-15-25(24)31(36)37/h3-4,6-7,13-14,16,24-25,28,35,38H,5,8-12,15,17H2,1-2H3,(H,36,37) XEGNDUFZXOTXMD-UHFFFAOYSA-N 298487 US10125101, Example 37 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298487 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298487&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529988 381621309 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571808 Cc1cc(OCC2(O)CCS(=O)(=O)CC2)cc(C)c1-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:36.40,25.32,wD:38.44,(-5.84,2.82,;-7.35,2.5,;-8.38,3.64,;-9.88,3.32,;-10.91,4.47,;-10.44,5.93,;-11.47,7.08,;-12.5,8.22,;-10.99,8.54,;-12.02,9.69,;-13.53,9.37,;-15.03,9.69,;-13.37,10.9,;-14,7.9,;-12.97,6.76,;-10.36,1.86,;-9.33,.71,;-9.8,-.75,;-7.82,1.04,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C32H35FN2O6S/c1-18-13-21(41-17-32(38)9-11-42(39,40)12-10-32)14-19(2)29(18)22-4-6-26(33)30-23(22)5-8-28(30)35-20-3-7-27(34-16-20)24-15-25(24)31(36)37/h3-4,6-7,13-14,16,24-25,28,35,38H,5,8-12,15,17H2,1-2H3,(H,36,37) BOXIYFSBTFTCIM-UHFFFAOYSA-N 298488 US10125101, Example 38 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298488 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298488&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529989 381621310 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 571809 CN(C)C(=O)c1cc(C)c(c(C)c1)-c1ccc(F)c2[C@@H](CCc12)Nc1ccc(nc1)[C@H]1C[C@@H]1C(O)=O |r,wU:30.33,19.25,wD:32.37,(-13.45,5.29,;-12.42,4.15,;-12.9,2.68,;-10.91,4.47,;-10.44,5.93,;-9.88,3.32,;-8.38,3.64,;-7.35,2.5,;-5.84,2.82,;-7.82,1.04,;-9.33,.71,;-9.8,-.75,;-10.36,1.86,;-6.79,-.11,;-7.27,-1.57,;-6.24,-2.72,;-4.73,-2.4,;-3.7,-3.54,;-4.25,-.93,;-2.85,-.31,;-3.01,1.22,;-4.51,1.54,;-5.28,.21,;-1.51,-1.08,;-.18,-.31,;-.18,1.23,;1.15,2,;2.49,1.23,;2.49,-.31,;1.15,-1.08,;3.82,2,;5.15,2.77,;5.15,1.23,;6.49,2,;7.82,1.23,;6.49,3.54,)| InChI=1S/C29H30FN3O3/c1-15-11-17(28(34)33(3)4)12-16(2)26(15)19-6-8-23(30)27-20(19)7-10-25(27)32-18-5-9-24(31-14-18)21-13-22(21)29(35)36/h5-6,8-9,11-12,14,21-22,25,32H,7,10,13H2,1-4H3,(H,35,36) VDZVRFBRLVIELL-UHFFFAOYSA-N 298489 US10125101, Example 39 Cytochrome P450 2C9 Human >50000 US Patent 10.7270/Q2T43W5K aid1796013 US10125101 Eckhardt, M; Wagner, H; Peters, S 11/13/2018 3/11/2019 Boehringer Ingelheim International http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=298489 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=298489&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 137529990 381621311 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 619997 Cc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C21H13F5N4O3S/c1-10-16-13(8-27-20(16)29-9-28-10)19(31)17-14(22)6-7-15(18(17)23)30-34(32,33)12-4-2-11(3-5-12)21(24,25)26/h2-9,30H,1H3,(H,27,28,29) SDRCNWBWQLUMIF-UHFFFAOYSA-N 316950 US9617267, Compound P-1001::N-[2,4-Difluoro-3-(4-methyl- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl)-phenyl]-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316950 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316950&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238669 384220281 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620003 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(COC)c23)c1F InChI=1S/C18H18F2N4O4S/c1-3-6-29(26,27)24-12-5-4-11(19)15(16(12)20)17(25)10-7-21-18-14(10)13(8-28-2)22-9-23-18/h4-5,7,9,24H,3,6,8H2,1-2H3,(H,21,22,23) ZLOGVTBNFDWSSW-UHFFFAOYSA-N 316951 US9617267, Compound P-1002::Propane-1-sulfonic acid [3- (4-ethoxy-7H-pyrrolo[2,3-d] pyrimidine-5-carbonyl)- 2,4-difluoro-phenyl]-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316951 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316951&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 117613325 384220282 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620009 CC(C)CS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(C)c23)c1F InChI=1S/C18H18F2N4O3S/c1-9(2)7-28(26,27)24-13-5-4-12(19)15(16(13)20)17(25)11-6-21-18-14(11)10(3)22-8-23-18/h4-6,8-9,24H,7H2,1-3H3,(H,21,22,23) HXISVVNUCPIGFF-UHFFFAOYSA-N 316952 US9617267, Compound P-1003::2-Methyl-propane-1-sulfonic acid [2,4-difluoro-3-(4- methyl-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-amide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316952 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316952&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238667 384220283 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620015 COc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)CC(C)C)c3F)c12 InChI=1S/C18H18F2N4O4S/c1-9(2)7-29(26,27)24-12-5-4-11(19)14(15(12)20)16(25)10-6-21-17-13(10)18(28-3)23-8-22-17/h4-6,8-9,24H,7H2,1-3H3,(H,21,22,23) FTGAYAUISOZPMW-UHFFFAOYSA-N 316953 US9617267, Compound P-1004::2-Methyl-propane-1-sulfonic acid [2,4-difluoro-3-(4- methoxy-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-amide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316953 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316953&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238666 384220284 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620021 CCCc1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(OC)c23)c1F InChI=1S/C23H20F2N4O4S/c1-3-4-13-5-7-14(8-6-13)34(31,32)29-17-10-9-16(24)19(20(17)25)21(30)15-11-26-22-18(15)23(33-2)28-12-27-22/h5-12,29H,3-4H2,1-2H3,(H,26,27,28) HDXQEGCYNDHKHC-UHFFFAOYSA-N 316954 US9617267, Compound P-1005::N-[2,4-Difluoro-3-(4- methoxy-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-4-propyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316954 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316954&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238665 384220285 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620027 CCOc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C22H15F5N4O4S/c1-2-35-21-16-13(9-28-20(16)29-10-30-21)19(32)17-14(23)7-8-15(18(17)24)31-36(33,34)12-5-3-11(4-6-12)22(25,26)27/h3-10,31H,2H2,1H3,(H,28,29,30) DCLSEMSHYVMKNE-UHFFFAOYSA-N 316955 US9617267, Compound P-1006::N-[3-(4-Ethoxy-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316955 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316955&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238439 384220286 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620033 CCCc1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(C)c23)c1F InChI=1S/C23H20F2N4O3S/c1-3-4-14-5-7-15(8-6-14)33(31,32)29-18-10-9-17(24)20(21(18)25)22(30)16-11-26-23-19(16)13(2)27-12-28-23/h5-12,29H,3-4H2,1-2H3,(H,26,27,28) URXLQJODCOVBQC-UHFFFAOYSA-N 316956 US9617267, Compound P-1007::N-[2,4-Difluoro-3-(4-methyl- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl)-phenyl]-4- propyl-benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316956 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316956&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238438 384220287 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620039 CCc1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(OC)c23)c1F InChI=1S/C22H18F2N4O4S/c1-3-12-4-6-13(7-5-12)33(30,31)28-16-9-8-15(23)18(19(16)24)20(29)14-10-25-21-17(14)22(32-2)27-11-26-21/h4-11,28H,3H2,1-2H3,(H,25,26,27) PFIIFWSYZSZPOA-UHFFFAOYSA-N 316957 US9617267, Compound P-1008::N-[2,4-Difluoro-3-(4- methoxy-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-4-ethyl- benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316957 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316957&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238437 384220288 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620045 CC(C)c1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(C)c23)c1F InChI=1S/C23H20F2N4O3S/c1-12(2)14-4-6-15(7-5-14)33(31,32)29-18-9-8-17(24)20(21(18)25)22(30)16-10-26-23-19(16)13(3)27-11-28-23/h4-12,29H,1-3H3,(H,26,27,28) SBOWWRAEFKKHTA-UHFFFAOYSA-N 316958 US9617267, Compound P-1009::N-[2,4-Difluoro-3-(4-methyl- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl)-phenyl]-4- isopropyl- benzenesulfonamide Cytochrome P450 2C9 Human <5000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316958 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316958&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238436 384220289 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620051 COc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(C)C)c3F)c12 InChI=1S/C23H20F2N4O4S/c1-12(2)13-4-6-14(7-5-13)34(31,32)29-17-9-8-16(24)19(20(17)25)21(30)15-10-26-22-18(15)23(33-3)28-11-27-22/h4-12,29H,1-3H3,(H,26,27,28) LSUINUMCDVVIOG-UHFFFAOYSA-N 316959 US9617267, Compound P-1010::N-[2,4-Difluoro-3-(4- methoxy-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-4-isopropyl- benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316959 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316959&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238435 384220290 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620057 Fc1ccc(NS(=O)(=O)c2ccc(cc2)C(F)(F)F)c(F)c1C(=O)c1c[nH]c2ncnc(NC3CC3)c12 InChI=1S/C23H16F5N5O3S/c24-15-7-8-16(33-37(35,36)13-5-1-11(2-6-13)23(26,27)28)19(25)18(15)20(34)14-9-29-21-17(14)22(31-10-30-21)32-12-3-4-12/h1-2,5-10,12,33H,3-4H2,(H2,29,30,31,32) GOYWXUNBCDZQBO-UHFFFAOYSA-N 316960 US9617267, Compound P-1011::N-[3-(4-Cyclopropylamino- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl)-2,4-difluoro- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316960 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316960&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58317000 384220291 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620063 Oc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C20H11F5N4O4S/c21-12-5-6-13(29-34(32,33)10-3-1-9(2-4-10)20(23,24)25)16(22)15(12)17(30)11-7-26-18-14(11)19(31)28-8-27-18/h1-8,29H,(H2,26,27,28,31) KXKVLMOSRGNQCB-UHFFFAOYSA-N 316961 US9617267, Compound P-1012::N-[2,4-Difluoro-3-(4- hydroxy-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316961 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316961&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 136065869 384220292 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620069 Fc1ccc(NS(=O)(=O)c2ccc(cc2)C(F)(F)F)c(F)c1C(=O)c1c[nH]c2ncnc(NC3CCOCC3)c12 InChI=1S/C25H20F5N5O4S/c26-17-5-6-18(35-40(37,38)15-3-1-13(2-4-15)25(28,29)30)21(27)20(17)22(36)16-11-31-23-19(16)24(33-12-32-23)34-14-7-9-39-10-8-14/h1-6,11-12,14,35H,7-10H2,(H2,31,32,33,34) TVUPOELBCAAPHE-UHFFFAOYSA-N 316962 US9617267, Compound P-1013::N-{2,4-Difluoro-3-[4- (tetrahydro-pyran-4- ylamino)-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl]- phenyl}-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316962 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316962&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316874 384220293 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620075 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(CC(C)C)c23)c1F InChI=1S/C20H22F2N4O3S/c1-4-7-30(28,29)26-14-6-5-13(21)17(18(14)22)19(27)12-9-23-20-16(12)15(8-11(2)3)24-10-25-20/h5-6,9-11,26H,4,7-8H2,1-3H3,(H,23,24,25) MLJMHUPNBHGAHT-UHFFFAOYSA-N 316963 US9617267, Compound P-1014::Propane-1-sulfonic acid [2,4- difluoro-3-(4-isobutyl-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-phenyl]-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316963 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316963&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238212 384220294 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620080 CC(C)Cc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C24H19F5N4O3S/c1-12(2)9-18-19-15(10-30-23(19)32-11-31-18)22(34)20-16(25)7-8-17(21(20)26)33-37(35,36)14-5-3-13(4-6-14)24(27,28)29/h3-8,10-12,33H,9H2,1-2H3,(H,30,31,32) KYWSYAMZKOEFFP-UHFFFAOYSA-N 316964 US9617267, Compound P-1015::N-[2,4-Difluoro-3-(4- isobutyl-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316964 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316964&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238211 384220295 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620085 Fc1ccc(NS(=O)(=O)c2ccc(cc2)C(F)(F)F)c(F)c1C(=O)c1c[nH]c2ncnc(Cl)c12 InChI=1S/C20H10ClF5N4O3S/c21-18-14-11(7-27-19(14)29-8-28-18)17(31)15-12(22)5-6-13(16(15)23)30-34(32,33)10-3-1-9(2-4-10)20(24,25)26/h1-8,30H,(H,27,28,29) VYWPIWIONRKEEM-UHFFFAOYSA-N 316965 US9617267, Compound P-1016::N-[3-(4-Chloro-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316965 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316965&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238210 384220296 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620090 CC(C)CNc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C24H20F5N5O3S/c1-12(2)9-30-22-18-15(10-31-23(18)33-11-32-22)21(35)19-16(25)7-8-17(20(19)26)34-38(36,37)14-5-3-13(4-6-14)24(27,28)29/h3-8,10-12,34H,9H2,1-2H3,(H2,30,31,32,33) ZBNHPVOQCUEROD-UHFFFAOYSA-N 316969 US9617267, Compound P-1020::N-[2,4-Difluoro-3-(4- isobutylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-phenyl]-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316969 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316969&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316864 384220300 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620095 CCNc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C22H16F5N5O3S/c1-2-28-20-16-13(9-29-21(16)31-10-30-20)19(33)17-14(23)7-8-15(18(17)24)32-36(34,35)12-5-3-11(4-6-12)22(25,26)27/h3-10,32H,2H2,1H3,(H2,28,29,30,31) SIDKHUNHZPZHAX-UHFFFAOYSA-N 316973 US9617267, Compound P-1024::N-[3-(4-Ethylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316973 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316973&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316861 384220304 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620100 COc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4cc(C)cc(C)c4)c3F)c12 InChI=1S/C22H18F2N4O4S/c1-11-6-12(2)8-13(7-11)33(30,31)28-16-5-4-15(23)18(19(16)24)20(29)14-9-25-21-17(14)22(32-3)27-10-26-21/h4-10,28H,1-3H3,(H,25,26,27) KQOCOFXSXRGZPT-UHFFFAOYSA-N 316974 US9617267, Compound P-1025::N-[2,4-Difluoro-3-(4- methoxy-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-3,5-dimethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316974 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316974&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53237972 384220305 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620105 CNc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C21H14F5N5O3S/c1-27-19-15-12(8-28-20(15)30-9-29-19)18(32)16-13(22)6-7-14(17(16)23)31-35(33,34)11-4-2-10(3-5-11)21(24,25)26/h2-9,31H,1H3,(H2,27,28,29,30) MQWZUKBWBADKNN-UHFFFAOYSA-N 316975 US9617267, Compound P-1026::N-[2,4-Difluoro-3-(4- methylamino-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316975 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316975&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316825 384220306 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620110 Cc1cc(C)cc(c1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(C)c23)c1F InChI=1S/C22H18F2N4O3S/c1-11-6-12(2)8-14(7-11)32(30,31)28-17-5-4-16(23)19(20(17)24)21(29)15-9-25-22-18(15)13(3)26-10-27-22/h4-10,28H,1-3H3,(H,25,26,27) WMKLPBXKOPVVJT-UHFFFAOYSA-N 316976 US9617267, Compound P-1027::N-[2,4-Difluoro-3-(4-methyl- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl)-phenyl]-3,5- dimethyl-benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316976 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316976&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53237971 384220307 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620115 CC(C)COc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C24H19F5N4O4S/c1-12(2)10-37-23-18-15(9-30-22(18)31-11-32-23)21(34)19-16(25)7-8-17(20(19)26)33-38(35,36)14-5-3-13(4-6-14)24(27,28)29/h3-9,11-12,33H,10H2,1-2H3,(H,30,31,32) RXVSJIUWPQDZHM-UHFFFAOYSA-N 316977 US9617267, Compound P-1028::N-[2,4-Difluoro-3-(4- isobutoxy-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316977 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316977&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53238208 384220308 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620120 CC(C)c1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C23H17F5N4O3S/c1-11(2)20-17-14(9-29-22(17)31-10-30-20)21(33)18-15(24)7-8-16(19(18)25)32-36(34,35)13-5-3-12(4-6-13)23(26,27)28/h3-11,32H,1-2H3,(H,29,30,31) CDCCJJDIKJZUGO-UHFFFAOYSA-N 316978 US9617267, Compound P-1029::N-[2,4-Difluoro-3-(4- isopropyl-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316978 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316978&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53237283 384220309 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620125 CCCc1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(O)c23)c1F InChI=1S/C22H18F2N4O4S/c1-2-3-12-4-6-13(7-5-12)33(31,32)28-16-9-8-15(23)18(19(16)24)20(29)14-10-25-21-17(14)22(30)27-11-26-21/h4-11,28H,2-3H2,1H3,(H2,25,26,27,30) VOOBWXWZJRRSOP-UHFFFAOYSA-N 316979 US9617267, Compound P-1030::N-[2,4-Difluoro-3-(4- hydroxy-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-4-propyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316979 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316979&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 136065860 384220310 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620130 Nc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C20H12F5N5O3S/c21-12-5-6-13(30-34(32,33)10-3-1-9(2-4-10)20(23,24)25)16(22)15(12)17(31)11-7-27-19-14(11)18(26)28-8-29-19/h1-8,30H,(H3,26,27,28,29) OPQUHOSORPMZHW-UHFFFAOYSA-N 316980 US9617267, Compound P-1031::N-[3-(4-Amino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316980 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316980&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316794 384220311 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620135 CCCNc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C23H18F5N5O3S/c1-2-9-29-21-17-14(10-30-22(17)32-11-31-21)20(34)18-15(24)7-8-16(19(18)25)33-37(35,36)13-5-3-12(4-6-13)23(26,27)28/h3-8,10-11,33H,2,9H2,1H3,(H2,29,30,31,32) QBPJPXKJEQUSKP-UHFFFAOYSA-N 316981 US9617267, Compound P-1032::N-[2,4-Difluoro-3-(4- propylamino-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316981 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316981&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316964 384220312 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620140 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(Cl)c23)c1F InChI=1S/C16H13ClF2N4O3S/c1-2-5-27(25,26)23-10-4-3-9(18)12(13(10)19)14(24)8-6-20-16-11(8)15(17)21-7-22-16/h3-4,6-7,23H,2,5H2,1H3,(H,20,21,22) SSKPOKDFXKFMII-UHFFFAOYSA-N 316982 US9617267, Compound P-1033::Propane-1-sulfonic acid [3- (4-chloro-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- 2,4-difluoro-phenyl]-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316982 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316982&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53237747 384220313 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620145 CCCc1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(Cl)c23)c1F InChI=1S/C22H17ClF2N4O3S/c1-2-3-12-4-6-13(7-5-12)33(31,32)29-16-9-8-15(24)18(19(16)25)20(30)14-10-26-22-17(14)21(23)27-11-28-22/h4-11,29H,2-3H2,1H3,(H,26,27,28) WLPFZVLMFBVNJD-UHFFFAOYSA-N 316983 US9617267, Compound P-1034::N-[3-(4-Chloro-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-5-propyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316983 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316983&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53237746 384220314 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620150 Fc1ccc(NS(=O)(=O)c2ccc(cc2)C(F)(F)F)c(F)c1C(=O)c1c[nH]c2ncnc(NC3CCCC3)c12 InChI=1S/C25H20F5N5O3S/c26-17-9-10-18(35-39(37,38)15-7-5-13(6-8-15)25(28,29)30)21(27)20(17)22(36)16-11-31-23-19(16)24(33-12-32-23)34-14-3-1-2-4-14/h5-12,14,35H,1-4H2,(H2,31,32,33,34) PKZPRENZGPKJSD-UHFFFAOYSA-N 316984 US9617267, Compound P-1035::N-[3-(4-Cyclopentylamino- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl)-2,4-difluoro- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316984 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316984&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58317008 384220315 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620155 Fc1ccc(NS(=O)(=O)c2ccc(cc2)C(F)(F)F)c(F)c1C(=O)c1c[nH]c2ncnc(Nc3ccccc3)c12 InChI=1S/C26H16F5N5O3S/c27-18-10-11-19(36-40(38,39)16-8-6-14(7-9-16)26(29,30)31)22(28)21(18)23(37)17-12-32-24-20(17)25(34-13-33-24)35-15-4-2-1-3-5-15/h1-13,36H,(H2,32,33,34,35) XVAVELHQXBKZDJ-UHFFFAOYSA-N 316986 US9617267, Compound P-1037::N-[2,4-Difluoro-3-(4- phenylamino-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl)- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316986 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316986&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316765 384220317 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620160 CCCc1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(OCC)c23)c1F InChI=1S/C24H22F2N4O4S/c1-3-5-14-6-8-15(9-7-14)35(32,33)30-18-11-10-17(25)20(21(18)26)22(31)16-12-27-23-19(16)24(34-4-2)29-13-28-23/h6-13,30H,3-5H2,1-2H3,(H,27,28,29) KJQUSUVKIGOFGQ-UHFFFAOYSA-N 316987 US9617267, Compound P-1038::N-[3-(4-Ethoxy-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-4-propyl- benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316987 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316987&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53237745 384220318 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620165 CC(C)Nc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C23H18F5N5O3S/c1-11(2)32-22-17-14(9-29-21(17)30-10-31-22)20(34)18-15(24)7-8-16(19(18)25)33-37(35,36)13-5-3-12(4-6-13)23(26,27)28/h3-11,33H,1-2H3,(H2,29,30,31,32) YRGPHRGZYCOXKX-UHFFFAOYSA-N 316988 US9617267, Compound P-1039::N-[2,4-Difluoro-3-(4- isopropylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-phenyl]-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316988 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316988&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316778 384220319 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620170 CCCc1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC4CC4)c23)c1F InChI=1S/C25H23F2N5O3S/c1-2-3-14-4-8-16(9-5-14)36(34,35)32-19-11-10-18(26)21(22(19)27)23(33)17-12-28-24-20(17)25(30-13-29-24)31-15-6-7-15/h4-5,8-13,15,32H,2-3,6-7H2,1H3,(H2,28,29,30,31) IOKCCXKYAWLAEA-UHFFFAOYSA-N 316989 US9617267, Compound P-1040::N-[3-(4-Cyclopropylamino- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl)-2,4-difluoro- phenyl]-4-propyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316989 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316989&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316929 384220320 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620176 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC4CC4)c23)c1F InChI=1S/C19H19F2N5O3S/c1-2-7-30(28,29)26-13-6-5-12(20)15(16(13)21)17(27)11-8-22-18-14(11)19(24-9-23-18)25-10-3-4-10/h5-6,8-10,26H,2-4,7H2,1H3,(H2,22,23,24,25) OXXUVCZRQFCJCI-UHFFFAOYSA-N 316990 US9617267, Compound P-1041::Propane-1-sulfonic acid [3- (4-cyclopropylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316990 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316990&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316889 384220321 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620182 CCc1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC(C)C)c23)c1F InChI=1S/C24H23F2N5O3S/c1-4-14-5-7-15(8-6-14)35(33,34)31-18-10-9-17(25)20(21(18)26)22(32)16-11-27-23-19(16)24(29-12-28-23)30-13(2)3/h5-13,31H,4H2,1-3H3,(H2,27,28,29,30) ZWORQWXQCWAORP-UHFFFAOYSA-N 316991 US9617267, Compound P-1042::N-[2,4-Difluoro-3-(4- isopropylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-phenyl]-4-ethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316991 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316991&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316995 384220322 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620188 OCCNc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C22H16F5N5O4S/c23-14-5-6-15(32-37(35,36)12-3-1-11(2-4-12)22(25,26)27)18(24)17(14)19(34)13-9-29-21-16(13)20(28-7-8-33)30-10-31-21/h1-6,9-10,32-33H,7-8H2,(H2,28,29,30,31) SPMQKINJLHDBDK-UHFFFAOYSA-N 316992 US9617267, Compound P-1043::N-{2,4-Difluoro-3-[4-(2- hydroxy-ethylamino)-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl]-phenyl}-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316992 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316992&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316824 384220323 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620194 CC(C)Nc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(C)C)c3F)c12 InChI=1S/C25H25F2N5O3S/c1-13(2)15-5-7-16(8-6-15)36(34,35)32-19-10-9-18(26)21(22(19)27)23(33)17-11-28-24-20(17)25(30-12-29-24)31-14(3)4/h5-14,32H,1-4H3,(H2,28,29,30,31) QPDCSAJYXKIUTC-UHFFFAOYSA-N 316993 US9617267, Compound P-1044::N-[2,4-Difluoro-3-(4- isopropylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-phenyl]-4- isopropyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316993 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316993&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316729 384220324 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620200 CC(C)Nc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4cc(C)cc(C)c4)c3F)c12 InChI=1S/C24H23F2N5O3S/c1-12(2)30-24-19-16(10-27-23(19)28-11-29-24)22(32)20-17(25)5-6-18(21(20)26)31-35(33,34)15-8-13(3)7-14(4)9-15/h5-12,31H,1-4H3,(H2,27,28,29,30) PYBFIAMCSFKRCO-UHFFFAOYSA-N 316994 US9617267, Compound P-1045::N-[2,4-Difluoro-3-(4- isopropylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-phenyl]-3,5- dimethyl-benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316994 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316994&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316926 384220325 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620206 CCCc1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC4CCOCC4)c23)c1F InChI=1S/C27H27F2N5O4S/c1-2-3-16-4-6-18(7-5-16)39(36,37)34-21-9-8-20(28)23(24(21)29)25(35)19-14-30-26-22(19)27(32-15-31-26)33-17-10-12-38-13-11-17/h4-9,14-15,17,34H,2-3,10-13H2,1H3,(H2,30,31,32,33) PLQVECJRVMVOKY-UHFFFAOYSA-N 316995 US9617267, Compound P-1046::N-[2,4-Difluoro-3-[4- (tetrahydro-pyran-4- ylamino)-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl]- phenyl}-4-propyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316995 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316995&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316830 384220326 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620212 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC4CCOCC4)c23)c1F InChI=1S/C21H23F2N5O4S/c1-2-9-33(30,31)28-15-4-3-14(22)17(18(15)23)19(29)13-10-24-20-16(13)21(26-11-25-20)27-12-5-7-32-8-6-12/h3-4,10-12,28H,2,5-9H2,1H3,(H2,24,25,26,27) ZYOJGISTNOVNFS-UHFFFAOYSA-N 316996 US9617267, Compound P-1047::Propane-1-sulfonic acid {2,4- difluoro-3-[4-(tetrahydro- pyran-4-ylamino)-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl]-phenyl}-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316996 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316996&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316862 384220327 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620218 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(Nc4ccccc4)c23)c1F InChI=1S/C22H19F2N5O3S/c1-2-10-33(31,32)29-16-9-8-15(23)18(19(16)24)20(30)14-11-25-21-17(14)22(27-12-26-21)28-13-6-4-3-5-7-13/h3-9,11-12,29H,2,10H2,1H3,(H2,25,26,27,28) XMBKWBNBUWJCJO-UHFFFAOYSA-N 316997 US9617267, Compound P-1048::Propane-1-sulfonic acid [2,4- difluoro-3-(4-phenylamino- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl)-phenyl]-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316997 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316997&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316981 384220328 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620224 CN(C)c1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C22H16F5N5O3S/c1-32(2)21-16-13(9-28-20(16)29-10-30-21)19(33)17-14(23)7-8-15(18(17)24)31-36(34,35)12-5-3-11(4-6-12)22(25,26)27/h3-10,31H,1-2H3,(H,28,29,30) KFVUUQPYCGRPRP-UHFFFAOYSA-N 316998 US9617267, Compound P-1049::N-[3-(4-Dimethylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316998 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316998&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316779 384220329 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620230 Fc1ccc(NS(=O)(=O)c2ccc(cc2)C(F)(F)F)c(F)c1C(=O)c1c[nH]c2ncnc(NC3COC3)c12 InChI=1S/C23H16F5N5O4S/c24-15-5-6-16(33-38(35,36)13-3-1-11(2-4-13)23(26,27)28)19(25)18(15)20(34)14-7-29-21-17(14)22(31-10-30-21)32-12-8-37-9-12/h1-7,10,12,33H,8-9H2,(H2,29,30,31,32) ZJICLJYBROBWEO-UHFFFAOYSA-N 316999 US9617267, Compound P-1050::N-{2,4-Difluoro-3-[4- (oxetan-3-ylamino)-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl]-phenyl}-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=316999 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=316999&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316858 384220330 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620236 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC(C)C)c23)c1F InChI=1S/C19H21F2N5O3S/c1-4-7-30(28,29)26-13-6-5-12(20)15(16(13)21)17(27)11-8-22-18-14(11)19(24-9-23-18)25-10(2)3/h5-6,8-10,26H,4,7H2,1-3H3,(H2,22,23,24,25) RIWUNLFLTZAADW-UHFFFAOYSA-N 317000 US9617267, Compound P-1051::Propane-1-sulfonic acid [2,4- difluoro-3-(4- isopropylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-phenyl]-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317000 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317000&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316731 384220331 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620242 Fc1ccc(NS(=O)(=O)c2ccc(cc2)C(F)(F)F)c(F)c1C(=O)c1c[nH]c2ncnc(NCC3CC3)c12 InChI=1S/C24H18F5N5O3S/c25-16-7-8-17(34-38(36,37)14-5-3-13(4-6-14)24(27,28)29)20(26)19(16)21(35)15-10-31-23-18(15)22(32-11-33-23)30-9-12-1-2-12/h3-8,10-12,34H,1-2,9H2,(H2,30,31,32,33) BMIPZELXUIKJRJ-UHFFFAOYSA-N 317001 US9617267, Compound P-1052::N-{3-[4-(Cyclopropylmethyl- amino)-7H-pyrrolo[2,3-d] pyrimidine-5-carbonyl]- 2,4-difluoro-phenyl}-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human <5000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317001 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317001&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316857 384220332 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620248 Fc1ccc(NS(=O)(=O)c2ccc(cc2)C(F)(F)F)c(F)c1C(=O)c1c[nH]c2ncnc(OCC3CC3)c12 InChI=1S/C24H17F5N4O4S/c25-16-7-8-17(33-38(35,36)14-5-3-13(4-6-14)24(27,28)29)20(26)19(16)21(34)15-9-30-22-18(15)23(32-11-31-22)37-10-12-1-2-12/h3-9,11-12,33H,1-2,10H2,(H,30,31,32) SFHPGRLOFYABKA-UHFFFAOYSA-N 317002 US9617267, Compound P-1053::N-[3-(4- Cyclopropylmethoxy-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317002 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317002&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53237744 384220333 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620254 Fc1ccc(NS(=O)(=O)c2ccc(cc2)C(F)(F)F)c(F)c1C(=O)c1c[nH]c2ncnc(NC3CCOC3)c12 InChI=1S/C24H18F5N5O4S/c25-16-5-6-17(34-39(36,37)14-3-1-12(2-4-14)24(27,28)29)20(26)19(16)21(35)15-9-30-22-18(15)23(32-11-31-22)33-13-7-8-38-10-13/h1-6,9,11,13,34H,7-8,10H2,(H2,30,31,32,33) QSHOBDOBIRCZOB-UHFFFAOYSA-N 317003 US9617267, Compound P-1054::N-{2,4-Difluoro-3-[4- (tetrahydro-furan-3-ylamino)- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl]-phenyl}-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317003 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317003&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316797 384220334 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620260 CCCc1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC(C)C)c23)c1F InChI=1S/C25H25F2N5O3S/c1-4-5-15-6-8-16(9-7-15)36(34,35)32-19-11-10-18(26)21(22(19)27)23(33)17-12-28-24-20(17)25(30-13-29-24)31-14(2)3/h6-14,32H,4-5H2,1-3H3,(H2,28,29,30,31) RMGHMMDDVZCNOW-UHFFFAOYSA-N 317004 US9617267, Compound P-1055::N-[2,4-Difluoro-3-(4- isopropylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-phenyl]-4-propyl- benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317004 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317004&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316882 384220335 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620266 CCCc1ccc(cc1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC4COC4)c23)c1F InChI=1S/C25H23F2N5O4S/c1-2-3-14-4-6-16(7-5-14)37(34,35)32-19-9-8-18(26)21(22(19)27)23(33)17-10-28-24-20(17)25(30-13-29-24)31-15-11-36-12-15/h4-10,13,15,32H,2-3,11-12H2,1H3,(H2,28,29,30,31) PFZUFUIOCLROIE-UHFFFAOYSA-N 317005 US9617267, Compound P-1056::N-{2,4-Difluoro-3-[4- (oxetan-3-ylamino)-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl]-phenyl}-4-propyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317005 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317005&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316809 384220336 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620272 CN1CCC(CC1)Nc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C26H23F5N6O3S/c1-37-10-8-15(9-11-37)35-25-20-17(12-32-24(20)33-13-34-25)23(38)21-18(27)6-7-19(22(21)28)36-41(39,40)16-4-2-14(3-5-16)26(29,30)31/h2-7,12-13,15,36H,8-11H2,1H3,(H2,32,33,34,35) LLYPQDGXJMZWCF-UHFFFAOYSA-N 317006 US9617267, Compound P-1057::N-{2,4-Difluoro-3-[4-(1- methyl-piperidin-4-ylamino)- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl]-phenyl}-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317006 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317006&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316890 384220337 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620278 COCCNc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C23H18F5N5O4S/c1-37-9-8-29-21-17-14(10-30-22(17)32-11-31-21)20(34)18-15(24)6-7-16(19(18)25)33-38(35,36)13-4-2-12(3-5-13)23(26,27)28/h2-7,10-11,33H,8-9H2,1H3,(H2,29,30,31,32) WGFHWGLTBMMTKT-UHFFFAOYSA-N 317007 US9617267, Compound P-1058::N-{2,4-Difluoro-3-[4-(2- methoxy-ethylamino)-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl]-phenyl}-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317007 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317007&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316985 384220338 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620284 CN(C)CCNc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccc(cc4)C(F)(F)F)c3F)c12 InChI=1S/C24H21F5N6O3S/c1-35(2)10-9-30-22-18-15(11-31-23(18)33-12-32-22)21(36)19-16(25)7-8-17(20(19)26)34-39(37,38)14-5-3-13(4-6-14)24(27,28)29/h3-8,11-12,34H,9-10H2,1-2H3,(H2,30,31,32,33) FNQRJMXCOPTFCQ-UHFFFAOYSA-N 317008 US9617267, Compound P-1059::N-{3-[4-(2-Dimethylamino- ethylamino)-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl]- 2,4-difluoro-phenyl}-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317008 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317008&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316763 384220339 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620290 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC4COC4)c23)c1F InChI=1S/C19H19F2N5O4S/c1-2-5-31(28,29)26-13-4-3-12(20)15(16(13)21)17(27)11-6-22-18-14(11)19(24-9-23-18)25-10-7-30-8-10/h3-4,6,9-10,26H,2,5,7-8H2,1H3,(H2,22,23,24,25) GGPYYUMXGVJJGG-UHFFFAOYSA-N 317009 US9617267, Compound P-1060::Propane-1-sulfonic acid {2,4- difluoro-3-[4-(oxetan-3- ylamino)-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl]- phenyl}-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317009 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317009&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316737 384220340 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620296 Fc1ccc(NS(=O)(=O)c2ccc(cc2)C(F)(F)F)c(F)c1C(=O)c1c[nH]c2ncnc(N3CCCC3)c12 InChI=1S/C24H18F5N5O3S/c25-16-7-8-17(33-38(36,37)14-5-3-13(4-6-14)24(27,28)29)20(26)19(16)21(35)15-11-30-22-18(15)23(32-12-31-22)34-9-1-2-10-34/h3-8,11-12,33H,1-2,9-10H2,(H,30,31,32) GXKKUVBNTUKHAV-UHFFFAOYSA-N 317010 US9617267, Compound P-1061::N-[2,4-Difluoro-3-(4- pyrrolidin-1-yl-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-phenyl]-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317010 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317010&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316727 384220341 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620302 Cn1cc(Nc2ncnc3[nH]cc(C(=O)c4c(F)ccc(NS(=O)(=O)c5ccc(cc5)C(F)(F)F)c4F)c23)cn1 InChI=1S/C24H16F5N7O3S/c1-36-10-13(8-33-36)34-23-18-15(9-30-22(18)31-11-32-23)21(37)19-16(25)6-7-17(20(19)26)35-40(38,39)14-4-2-12(3-5-14)24(27,28)29/h2-11,35H,1H3,(H2,30,31,32,34) SBUBQOQJOMWCLQ-UHFFFAOYSA-N 317011 US9617267, Compound P-1062::N-{2,4-Difluoro-3-[4-(1- methyl-1H-pyrazol-4- ylamino)-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl]- phenyl}-4-trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human <5000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317011 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317011&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316814 384220342 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620308 CCn1cc(Nc2ncnc3[nH]cc(C(=O)c4c(F)ccc(NS(=O)(=O)c5ccc(cc5)C(F)(F)F)c4F)c23)cn1 InChI=1S/C25H18F5N7O3S/c1-2-37-11-14(9-34-37)35-24-19-16(10-31-23(19)32-12-33-24)22(38)20-17(26)7-8-18(21(20)27)36-41(39,40)15-5-3-13(4-6-15)25(28,29)30/h3-12,36H,2H2,1H3,(H2,31,32,33,35) SDBDSUQMVGVRKH-UHFFFAOYSA-N 317012 US9617267, Compound P-1063::N-{3-[4-(1-Ethyl-1H-pyrazol- 4-ylamino)-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl]- 2,4-difluoro-phenyl}-4- trifluoromethyl- benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317012 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317012&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316795 384220343 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620314 CC(C)Nc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccccc4F)c3F)c12 InChI=1S/C22H18F3N5O3S/c1-11(2)29-22-17-12(9-26-21(17)27-10-28-22)20(31)18-14(24)7-8-15(19(18)25)30-34(32,33)16-6-4-3-5-13(16)23/h3-11,30H,1-2H3,(H2,26,27,28,29) KUEKDIBEMNSMDR-UHFFFAOYSA-N 317030 US9617267, Compound P-1073::N-[2,4-Difluoro-3-(4- isopropylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-phenyl]-2-fluoro- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317030 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317030&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316931 384220347 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620320 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NCc4ccccc4)c23)c1F InChI=1S/C23H21F2N5O3S/c1-2-10-34(32,33)30-17-9-8-16(24)19(20(17)25)21(31)15-12-27-23-18(15)22(28-13-29-23)26-11-14-6-4-3-5-7-14/h3-9,12-13,30H,2,10-11H2,1H3,(H2,26,27,28,29) WOQVFPYNIZTAMG-UHFFFAOYSA-N 317031 US9617267, Compound P-1074::Propane-1-sulfonic acid [3- (4-benzylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317031 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317031&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316818 384220348 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620326 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(Nc4ccccn4)c23)c1F InChI=1S/C21H18F2N6O3S/c1-2-9-33(31,32)29-14-7-6-13(22)17(18(14)23)19(30)12-10-25-20-16(12)21(27-11-26-20)28-15-5-3-4-8-24-15/h3-8,10-11,29H,2,9H2,1H3,(H2,24,25,26,27,28) CWJOXWHGAAJPPR-UHFFFAOYSA-N 317032 US9617267, Compound P-1077::Propane-1-sulfonic acid {2,4- difluoro-3-[4-(pyridin-2- ylamino)-7H-pyrrolo[2,3-d] pyrimidine-5-carbonyl]- phenyl}-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317032 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317032&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316855 384220349 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620332 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(Nc4cccnc4)c23)c1F InChI=1S/C21H18F2N6O3S/c1-2-8-33(31,32)29-15-6-5-14(22)17(18(15)23)19(30)13-10-25-20-16(13)21(27-11-26-20)28-12-4-3-7-24-9-12/h3-7,9-11,29H,2,8H2,1H3,(H2,25,26,27,28) ONCKQJNMIRETOG-UHFFFAOYSA-N 317033 US9617267, Compound P-1078::Propane-1-sulfonic acid {2,4- difluoro-3-[4-(pyridin-3- ylamino)-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl]- phenyl}-amide Cytochrome P450 2C9 Human <5000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317033 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317033&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316811 384220350 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620338 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NCC4CC4)c23)c1F InChI=1S/C20H21F2N5O3S/c1-2-7-31(29,30)27-14-6-5-13(21)16(17(14)22)18(28)12-9-24-20-15(12)19(25-10-26-20)23-8-11-3-4-11/h5-6,9-11,27H,2-4,7-8H2,1H3,(H2,23,24,25,26) TXRJEZDBJUNDQW-UHFFFAOYSA-N 317034 US9617267, Compound P-1079::Propane-1-sulfonic acid {3- [4-(cyclopropylmethyl- amino)-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl]- 2,4-difluoro-phenyl}-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317034 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317034&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316881 384220351 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620344 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC4CCCC4)c23)c1F InChI=1S/C21H23F2N5O3S/c1-2-9-32(30,31)28-15-8-7-14(22)17(18(15)23)19(29)13-10-24-20-16(13)21(26-11-25-20)27-12-5-3-4-6-12/h7-8,10-12,28H,2-6,9H2,1H3,(H2,24,25,26,27) DNPXLDGICPHHBG-UHFFFAOYSA-N 317035 US9617267, Compound P-1081::Propane-1-sulfonic acid [3- (4-cyclopentylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317035 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317035&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316726 384220352 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620350 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(Nc4ccc(OC)nc4)c23)c1F InChI=1S/C22H20F2N6O4S/c1-3-8-35(32,33)30-15-6-5-14(23)18(19(15)24)20(31)13-10-26-21-17(13)22(28-11-27-21)29-12-4-7-16(34-2)25-9-12/h4-7,9-11,30H,3,8H2,1-2H3,(H2,26,27,28,29) AFQMBMAQZLLRLM-UHFFFAOYSA-N 317036 US9617267, Compound P-1090::Propane-1-sulfonic acid {2,4- difluoro-3-[4-(6-methoxy- pyridin-3-ylamino)-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl]-phenyl}-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317036 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317036&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316790 384220353 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620356 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(Nc4cn(C)nc4C)c23)c1F InChI=1S/C21H21F2N7O3S/c1-4-7-34(32,33)29-14-6-5-13(22)17(18(14)23)19(31)12-8-24-20-16(12)21(26-10-25-20)27-15-9-30(3)28-11(15)2/h5-6,8-10,29H,4,7H2,1-3H3,(H2,24,25,26,27) DJHVKZMVBVZTDW-UHFFFAOYSA-N 317037 US9617267, Compound P-1100::Propane-1-sulfonic acid {3- [4-(1,3-dimethyl-1H-pyrazol- 4-ylamino)-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl]- 2,4-difluoro-phenyl}-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317037 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317037&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316807 384220354 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620362 CCCS(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(Nc4ccc(OC)cc4F)c23)c1F InChI=1S/C23H20F3N5O4S/c1-3-8-36(33,34)31-17-7-5-14(24)19(20(17)26)21(32)13-10-27-22-18(13)23(29-11-28-22)30-16-6-4-12(35-2)9-15(16)25/h4-7,9-11,31H,3,8H2,1-2H3,(H2,27,28,29,30) SGYXPGVFWUKSJR-UHFFFAOYSA-N 317038 US9617267, Compound P-1101::Propane-1-sulfonic acid {2,4- difluoro-3-[4-(2-fluoro-4- methoxy-phenylamino)-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl]-phenyl}-amide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317038 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317038&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316840 384220355 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620368 Fc1ccccc1S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC4CC4)c23)c1F InChI=1S/C22H16F3N5O3S/c23-13-3-1-2-4-16(13)34(32,33)30-15-8-7-14(24)18(19(15)25)20(31)12-9-26-21-17(12)22(28-10-27-21)29-11-5-6-11/h1-4,7-11,30H,5-6H2,(H2,26,27,28,29) FCCQOVGHCZNBOX-UHFFFAOYSA-N 317039 US9617267, Compound P-1103::N-[3-(4-Cyclopropylamino- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl)-2,4-difluoro- phenyl]-2-fluoro- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317039 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317039&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316959 384220356 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620374 Fc1ccc(F)c(c1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NC4CC4)c23)c1F InChI=1S/C22H15F4N5O3S/c23-10-1-4-13(24)16(7-10)35(33,34)31-15-6-5-14(25)18(19(15)26)20(32)12-8-27-21-17(12)22(29-9-28-21)30-11-2-3-11/h1,4-9,11,31H,2-3H2,(H2,27,28,29,30) LXLPDLHSRJAMCY-UHFFFAOYSA-N 317040 US9617267, Compound P-1104::N-[3-(4-Cyclopropylamino- 7H-pyrrolo[2,3-d]pyrimidine- 5-carbonyl)-2,4-difluoro- phenyl]-2,5-difluoro- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317040 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317040&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316975 384220357 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620380 Fc1ccc(F)c(c1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(C4CC4)c23)c1F InChI=1S/C22H14F4N4O3S/c23-11-3-4-13(24)16(7-11)34(32,33)30-15-6-5-14(25)18(19(15)26)21(31)12-8-27-22-17(12)20(10-1-2-10)28-9-29-22/h3-10,30H,1-2H2,(H,27,28,29) SJXWUCRWMDHAQR-UHFFFAOYSA-N 317041 US9617267, Compound P-1107::N-[3-(4-Cyclopropyl-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-2,4-difluoro- phenyl]-2,5-difluoro- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317041 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317041&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53237504 384220358 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620386 CC(C)Nc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4cc(F)ccc4F)c3F)c12 InChI=1S/C22H17F4N5O3S/c1-10(2)30-22-17-12(8-27-21(17)28-9-29-22)20(32)18-14(25)5-6-15(19(18)26)31-35(33,34)16-7-11(23)3-4-13(16)24/h3-10,31H,1-2H3,(H2,27,28,29,30) HROKYJWBXPRHSI-UHFFFAOYSA-N 317042 US9617267, Compound P-1111::N-[2,4-Difluoro-3-(4- isopropylamino-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl)-phenyl]-2,5- difluoro-benzenesulfonamide Cytochrome P450 2C9 Human 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317042 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317042&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316980 384220359 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620392 Fc1ccc(F)c(c1)S(=O)(=O)Nc1ccc(F)c(C(=O)c2c[nH]c3ncnc(NCC4CC4)c23)c1F InChI=1S/C23H17F4N5O3S/c24-12-3-4-14(25)17(7-12)36(34,35)32-16-6-5-15(26)19(20(16)27)21(33)13-9-29-23-18(13)22(30-10-31-23)28-8-11-1-2-11/h3-7,9-11,32H,1-2,8H2,(H2,28,29,30,31) RVCKQBHLGFIHTN-UHFFFAOYSA-N 317043 US9617267, Compound P-1137::N-{3-[4-(Cyclopropylmethyl- amino)-7H-pyrrolo[2,3-d] pyrimidine-5-carbonyl]- 2,4-difluoro-phenyl}-2,5- difluoro-benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317043 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317043&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316906 384220360 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620398 COc1cccc(Nc2ncnc3[nH]cc(C(=O)c4c(F)ccc(NS(=O)(=O)c5cc(F)ccc5F)c4F)c23)c1 InChI=1S/C26H17F4N5O4S/c1-39-15-4-2-3-14(10-15)34-26-21-16(11-31-25(21)32-12-33-26)24(36)22-18(29)7-8-19(23(22)30)35-40(37,38)20-9-13(27)5-6-17(20)28/h2-12,35H,1H3,(H2,31,32,33,34) IMHSUZLLEUJTEX-UHFFFAOYSA-N 317044 US9617267, Compound P-1139::N-{2,4-Difluoro-3-[4-(3- methoxy-phenylamino)-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl]-phenyl}-2,5- difluoro-benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317044 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317044&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316823 384220361 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620404 CCn1cc(Nc2ncnc3[nH]cc(C(=O)c4c(F)ccc(NS(=O)(=O)c5cc(F)ccc5F)c4F)c23)cn1 InChI=1S/C24H17F4N7O3S/c1-2-35-10-13(8-32-35)33-24-19-14(9-29-23(19)30-11-31-24)22(36)20-16(27)5-6-17(21(20)28)34-39(37,38)18-7-12(25)3-4-15(18)26/h3-11,34H,2H2,1H3,(H2,29,30,31,33) VVARIPLFBATYLY-UHFFFAOYSA-N 317045 US9617267, Compound P-1142::N-{3-[4-(1-Ethyl-1H-pyrazol- 4-ylamino)-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl]- 2,4-difluoro-phenyl}-2,5- difluoro-benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317045 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317045&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316976 384220362 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620410 COc1cccc(Nc2ncnc3[nH]cc(C(=O)c4c(F)ccc(NS(=O)(=O)c5ccccc5F)c4F)c23)c1 InChI=1S/C26H18F3N5O4S/c1-38-15-6-4-5-14(11-15)33-26-21-16(12-30-25(21)31-13-32-26)24(35)22-18(28)9-10-19(23(22)29)34-39(36,37)20-8-3-2-7-17(20)27/h2-13,34H,1H3,(H2,30,31,32,33) MPSVLLIYJALHDE-UHFFFAOYSA-N 317046 US9617267, Compound P-1149::N-{2,4-Difluoro-3-[4-(3- methoxy-phenylamino)-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl]-phenyl}-2-fluoro- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317046 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317046&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316751 384220363 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620416 COCCNc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccccc4F)c3F)c12 InChI=1S/C22H18F3N5O4S/c1-34-9-8-26-21-17-12(10-27-22(17)29-11-28-21)20(31)18-14(24)6-7-15(19(18)25)30-35(32,33)16-5-3-2-4-13(16)23/h2-7,10-11,30H,8-9H2,1H3,(H2,26,27,28,29) AMTCATHJFOUERO-UHFFFAOYSA-N 317047 US9617267, Compound P-1150::N-{2,4-Difluoro-3-[4-(2- methoxy-ethylamino)-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl]-phenyl}-2-fluoro- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317047 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317047&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316802 384220364 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620422 CCn1cc(Nc2ncnc3[nH]cc(C(=O)c4c(F)ccc(NS(=O)(=O)c5ccccc5F)c4F)c23)cn1 InChI=1S/C24H18F3N7O3S/c1-2-34-11-13(9-31-34)32-24-19-14(10-28-23(19)29-12-30-24)22(35)20-16(26)7-8-17(21(20)27)33-38(36,37)18-6-4-3-5-15(18)25/h3-12,33H,2H2,1H3,(H2,28,29,30,32) VYFDBKAXHKRZOC-UHFFFAOYSA-N 317048 US9617267, Compound P-1153::N-{3-[4-(1-Ethyl-1H-pyrazol- 4-ylamino)-7H-pyrrolo[2,3- d]pyrimidine-5-carbonyl]- 2,4-difluoro-phenyl}-2- fluoro-benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317048 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317048&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316895 384220365 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620428 Cc1nn(C)cc1Nc1ncnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4ccccc4F)c3F)c12 InChI=1S/C24H18F3N7O3S/c1-12-17(10-34(2)32-12)31-24-19-13(9-28-23(19)29-11-30-24)22(35)20-15(26)7-8-16(21(20)27)33-38(36,37)18-6-4-3-5-14(18)25/h3-11,33H,1-2H3,(H2,28,29,30,31) MZNUIROSGLQZKD-UHFFFAOYSA-N 317049 US9617267, Compound P-1154::N-{3-[4-(1,3-Dimethyl-1H- pyrazol-4-ylamino)-7H- pyrrolo[2,3-d]pyrimidine-5- carbonyl]-2,4-difluoro- phenyl}-2-fluoro- benzenesulfonamide Cytochrome P450 2C9 Human >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317049 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317049&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316883 384220366 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620434 CCCS(=O)(=O)Nc1ccc(F)c(C=O)c1F InChI=1S/C10H11F2NO3S/c1-2-5-17(15,16)13-9-4-3-8(11)7(6-14)10(9)12/h3-4,6,13H,2,5H2,1H3 RWAQKKCELAQLHO-UHFFFAOYSA-N 317013 US9617267, Compound P-2001 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317013 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317013&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 148192644 384220344 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620440 CCCS(=O)(=O)NC3=C(F)C(C(=O)c1c[nH]c2ncc(OC)c(Cl)c12)C(F)C=C3 InChI=1S/C10H11F2NO3S/c1-2-5-17(15,16)13-9-4-3-8(11)7(6-14)10(9)12/h3-4,6,13H,2,5H2,1H3 RWAQKKCELAQLHO-UHFFFAOYSA-N 317014 US9617267, Compound P-2002 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317014 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317014&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 178255232 527830757 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620446 CCCS(=O)(=O)NC3=C(F)C(C(=O)c1c[nH]c2ncc(F)c(C#N)c12)C(F)C=C3 InChI=1S/C10H11F2NO3S/c1-2-5-17(15,16)13-9-4-3-8(11)7(6-14)10(9)12/h3-4,6,13H,2,5H2,1H3 RWAQKKCELAQLHO-UHFFFAOYSA-N 317015 US9617267, Compound P-2003 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317015 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317015&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 178255233 527830758 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620452 CCCS(=O)(=O)NC3=C(F)C(C(=O)c1c[nH]c2ncc(C#N)c(Cl)c12)C(F)C=C3 InChI=1S/C10H11F2NO3S/c1-2-5-17(15,16)13-9-4-3-8(11)7(6-14)10(9)12/h3-4,6,13H,2,5H2,1H3 RWAQKKCELAQLHO-UHFFFAOYSA-N 317016 US9617267, Compound P-2004 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317016 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317016&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 178255234 527830759 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620458 CCCS(=O)(=O)NC3=C(F)C(C(=O)c1c[nH]c2=NCC(C#N)C(OC)=c12)C(F)C=C3 InChI=1S/C10H11F2NO3S/c1-2-5-17(15,16)13-9-4-3-8(11)7(6-14)10(9)12/h3-4,6,13H,2,5H2,1H3 RWAQKKCELAQLHO-UHFFFAOYSA-N 317017 US9617267, Compound P-2005 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317017 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317017&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 178255235 527830760 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620464 CCCS(=O)(=O)NC3=C(F)C(C(=O)c1c[nH]c2=NCC(Cl)C(OC)=c12)C(F)C=C3 InChI=1S/C10H11F2NO3S/c1-2-5-17(15,16)13-9-4-3-8(11)7(6-14)10(9)12/h3-4,6,13H,2,5H2,1H3 RWAQKKCELAQLHO-UHFFFAOYSA-N 317018 US9617267, Compound P-2006 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317018 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317018&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 178255236 527830761 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620470 CCCS(=O)(=O)NC3=C(F)C(C(=O)c1c[nH]c2=NCC(Cl)C(C#N)=c12)C(F)C=C3 InChI=1S/C10H11F2NO3S/c1-2-5-17(15,16)13-9-4-3-8(11)7(6-14)10(9)12/h3-4,6,13H,2,5H2,1H3 RWAQKKCELAQLHO-UHFFFAOYSA-N 317019 US9617267, Compound P-2007 Cytochrome P450 2C9 Homo sapiens <5000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317019 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317019&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 178255237 527830762 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620476 CCCS(=O)(=O)NC3=C(F)C(C(=O)c1c[nH]c2=NCC(Cl)C(C)=c12)C(F)C=C3 InChI=1S/C10H11F2NO3S/c1-2-5-17(15,16)13-9-4-3-8(11)7(6-14)10(9)12/h3-4,6,13H,2,5H2,1H3 RWAQKKCELAQLHO-UHFFFAOYSA-N 317020 US9617267, Compound P-2008 Cytochrome P450 2C9 Homo sapiens 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317020 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317020&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 178255238 527830763 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620482 Fc1ccc(NS(=O)(=O)c2ccc(cc2)C(F)(F)F)c(F)c1C=O InChI=1S/C14H8F5NO3S/c15-11-5-6-12(13(16)10(11)7-21)20-24(22,23)9-3-1-8(2-4-9)14(17,18)19/h1-7,20H HTVNXRNBUKJLBE-UHFFFAOYSA-N 317021 US9617267, Compound P-2009 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317021 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317021&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 178255239 384220345 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620488 N#CC4=c3c(C(=O)C2C(F)=C(NS(=O)(=O)c1ccc(C(F)(F)F)cc1)C=CC2F)c[nH]c3=NCC4Cl InChI=1S/C14H8F5NO3S/c15-11-5-6-12(13(16)10(11)7-21)20-24(22,23)9-3-1-8(2-4-9)14(17,18)19/h1-7,20H HTVNXRNBUKJLBE-UHFFFAOYSA-N 317022 US9617267, Compound P-2010 Cytochrome P450 2C9 Homo sapiens 7500 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317022 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317022&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 178255240 527830764 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620494 CC4=c3c(C(=O)C2C(F)=C(NS(=O)(=O)c1ccc(C(F)(F)F)cc1)C=CC2F)c[nH]c3=NCC4Cl InChI=1S/C14H8F5NO3S/c15-11-5-6-12(13(16)10(11)7-21)20-24(22,23)9-3-1-8(2-4-9)14(17,18)19/h1-7,20H HTVNXRNBUKJLBE-UHFFFAOYSA-N 317023 US9617267, Compound P-2011 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317023 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317023&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 178255241 527830765 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620500 CCCS(=O)(=O)NC4=C(F)C(C(=O)c2c[nH]c3nccc(NC1CCCC1)c23)C(F)C=C4 InChI=1S/C10H11F2NO3S/c1-2-5-17(15,16)13-9-4-3-8(11)7(6-14)10(9)12/h3-4,6,13H,2,5H2,1H3 RWAQKKCELAQLHO-UHFFFAOYSA-N 317024 US9617267, Compound P-2012 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317024 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317024&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 178255242 527830766 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620506 CCCS(=O)(=O)Nc4ccc(F)c(C(=O)c2c[nH]c3nccc(NC1CCOCC1)c23)c4F InChI=1S/C10H11F2NO3S/c1-2-5-17(15,16)13-9-4-3-8(11)7(6-14)10(9)12/h3-4,6,13H,2,5H2,1H3 RWAQKKCELAQLHO-UHFFFAOYSA-N 317025 US9617267, Compound P-2013 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317025 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317025&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 58316872 527830767 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 620512 CCCS(=O)(=O)Nc3ccc(F)c(C(=O)c1c[nH]c2nccc(C(F)(F)F)c12)c3F InChI=1S/C10H11F2NO3S/c1-2-5-17(15,16)13-9-4-3-8(11)7(6-14)10(9)12/h3-4,6,13H,2,5H2,1H3 RWAQKKCELAQLHO-UHFFFAOYSA-N 317027 US9617267, Compound P-2015 Cytochrome P450 2C9 Homo sapiens >10000 US Patent 10.7270/Q2WM1GHS aid1796551 US9617267 Ibrahim, PN; Spevak, W; Cho, H; Shi, S; Zhang, C; Zhang, Y 4/11/2017 5/8/2019 Plexxikon http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=317027 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=317027&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53237286 527830769 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 626128 C[C@@H](NC(=O)c1cc(OC[C@@]2(C)CCOC2)cc(c1)-c1ncc(C)s1)c1cnc(nc1)C(F)(F)F InChI=1S/C24H25F3N4O3S/c1-14-9-28-21(35-14)17-6-16(7-19(8-17)34-13-23(3)4-5-33-12-23)20(32)31-15(2)18-10-29-22(30-11-18)24(25,26)27/h6-11,15H,4-5,12-13H2,1-3H3,(H,31,32)/t15-,23+/m1/s1 FUZHKJYNGBDBHI-CMJOXMDJSA-N 320166 3-[(3-methyltetrahydrofuran-3-yl)methoxy]-5-(5-methyl-1,3-thiazol-2-yl)-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}benzamide::US10174016, Example 333 Cytochrome P450 2C9 Homo sapiens 19800 US Patent 10.7270/Q2GB264F aid1796644 US10174016 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 1/8/2019 5/15/2019 BEYER AKTIENGESELLSCHAFT http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=320166 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=320166&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 138374911 384223440 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 626133 C[C@@H](NC(=O)c1cc(O[C@@H]2CCOC2)cc(c1)-c1ncc(C)s1)c1cnc(nc1)C(F)(F)F InChI=1S/C22H21F3N4O3S/c1-12-8-26-20(33-12)15-5-14(6-18(7-15)32-17-3-4-31-11-17)19(30)29-13(2)16-9-27-21(28-10-16)22(23,24)25/h5-10,13,17H,3-4,11H2,1-2H3,(H,29,30)/t13-,17-/m1/s1 GTQPEQGDLVSFJO-CXAGYDPISA-N 319844 3-(5-Methyl-1,3-thiazol-2-yl)-5-[(3R)-tetrahydrofuran-3-yloxy]-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}benzamide::US10174016, Example 11::US10202369, Example 11::US10472354, Example 291 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2GB264F aid1796644 US10174016 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 1/8/2019 5/15/2019 BEYER AKTIENGESELLSCHAFT http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=319844 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=319844&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397587 384223124 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 626138 C[C@@H](NC(=O)c1cc(O[C@@H]2CCOC2)cc(c1)-c1ncc(C)s1)c1ccc(nn1)C(F)(F)F InChI=1S/C22H21F3N4O3S/c1-12-10-26-21(33-12)15-7-14(8-17(9-15)32-16-5-6-31-11-16)20(30)27-13(2)18-3-4-19(29-28-18)22(23,24)25/h3-4,7-10,13,16H,5-6,11H2,1-2H3,(H,27,30)/t13-,16-/m1/s1 DNHMMXLROIMBSA-CZUORRHYSA-N 319852 3-(5-Methyl-1,3-thiazol-2-yl)-5-[(3R)-tetrahydrofuran-3-yloxy]-N-{(1R)-1-[6-(trifluoromethyl)pyridazin-3-yl]ethyl}benzamide::US10174016, Example 19::US10202369, Example 19::US10472354, Example 19 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2GB264F aid1796644 US10174016 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 1/8/2019 5/15/2019 BEYER AKTIENGESELLSCHAFT http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=319852 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=319852&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397747 384223132 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 626143 C[C@@H](NC(=O)c1cc(O[C@H]2CCOC2)cc(c1)-c1ncc(C)s1)c1cnc(nc1)C(F)(F)F InChI=1S/C22H21F3N4O3S/c1-12-8-26-20(33-12)15-5-14(6-18(7-15)32-17-3-4-31-11-17)19(30)29-13(2)16-9-27-21(28-10-16)22(23,24)25/h5-10,13,17H,3-4,11H2,1-2H3,(H,29,30)/t13-,17+/m1/s1 GTQPEQGDLVSFJO-DYVFJYSZSA-N 319859 3-(5-Methyl-1,3-thiazol-2-yl)-5-[(3S)-tetrahydrofuran-3-yloxy]-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}benzamide::US10174016, Example 26::US10202369, Example 26::US10472354, Example 26 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2GB264F aid1796644 US10174016 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 1/8/2019 5/15/2019 BEYER AKTIENGESELLSCHAFT http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=319859 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=319859&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397418 384223139 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 626148 C[C@@H](NC(=O)c1cc(OC2COC2)cc(c1)-c1ncc(C)s1)c1cnc(nc1)C(F)(F)F InChI=1S/C21H19F3N4O3S/c1-11-6-25-19(32-11)14-3-13(4-16(5-14)31-17-9-30-10-17)18(29)28-12(2)15-7-26-20(27-8-15)21(22,23)24/h3-8,12,17H,9-10H2,1-2H3,(H,28,29)/t12-/m1/s1 HXNSKECKPLVRIH-GFCCVEGCSA-N 319881 3-(5-Methyl-1,3-thiazol-2-yl)-5-(oxetan-3-yloxy)-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}benzamide::US10174016, Example 48::US10202369, Example 48::US10472354, Example 48 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2GB264F aid1796644 US10174016 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 1/8/2019 5/15/2019 BEYER AKTIENGESELLSCHAFT http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=319881 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=319881&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397291 384223161 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 626153 CC(O)C(C)Oc1cc(cc(c1)-c1ncc(C)s1)C(=O)N[C@@H](C)c1cnc(nc1)C(F)(F)F InChI=1S/C22H23F3N4O3S/c1-11-8-26-20(33-11)16-5-15(6-18(7-16)32-14(4)13(3)30)19(31)29-12(2)17-9-27-21(28-10-17)22(23,24)25/h5-10,12-14,30H,1-4H3,(H,29,31)/t12-,13?,14?/m0/s1 FSGDRFBLPAILDE-HSBZDZAISA-N 319996 US10174016, Example 163::US10202369, Example 340::US10472354, Example 162 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2GB264F aid1796644 US10174016 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 1/8/2019 5/15/2019 BEYER AKTIENGESELLSCHAFT http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=319996 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=319996&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 134328174 384223276 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 626158 CC(O)C(C)Oc1cc(cc(c1)-c1ncc(Cl)s1)C(=O)N[C@H](C)c1cnc(nc1)C(F)(F)F InChI=1S/C21H20ClF3N4O3S/c1-10(15-7-27-20(28-8-15)21(23,24)25)29-18(31)13-4-14(19-26-9-17(22)33-19)6-16(5-13)32-12(3)11(2)30/h4-12,30H,1-3H3,(H,29,31)/t10-,11?,12?/m1/s1 QTLJKKFADUZLKR-VOMCLLRMSA-N 320017 Trans Isomer 1; 3- (5-chloro-1,3- thiazol-2-yl)-5-{[3- hydroxybutan-2- yl]oxy}-N-{(1R)-1- [2-(trifluoromethyl) pyrimidin-5-yl]ethyl} benzamide::US10174016, Example 184::US10174016, Example 185::US10174016, Example 187::US10174016, Example 188::US10202369, Example 188::US10472354, Example 188 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2GB264F aid1796644 US10174016 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 1/8/2019 5/15/2019 BEYER AKTIENGESELLSCHAFT http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=320017 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=320017&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397494 384223297 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 683641 C[C@@H](NC(=O)c1cc(OCC2(C)CCOC2)cc(c1)-c1ncc(C)s1)c1cnc(nc1)C(F)(F)F InChI=1S/C24H25F3N4O3S/c1-14-9-28-21(35-14)17-6-16(7-19(8-17)34-13-23(3)4-5-33-12-23)20(32)31-15(2)18-10-29-22(30-11-18)24(25,26)27/h6-11,15H,4-5,12-13H2,1-3H3,(H,31,32)/t15-,23?/m1/s1 FUZHKJYNGBDBHI-NKTHEXPSSA-N 320165 3-[(3-methyltetrahydrofuran-3-yl)methoxy]-5-(5-methyl-1,3-thiazol-2-yl)-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}benzamide, as a Mixture of Two Diastereoisomers::US10174016, Example 332::US10202369, Example 333 Cytochrome P450 2C9 Homo sapiens 19800 US Patent 10.7270/Q2TT4T2P aid1797300 US10202369 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 2/12/2019 9/2/2019 Bayer Aktiengesellschaft http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=320165 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=320165&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397763 384223439 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 683646 C[C@@H](NC(=O)c1cc(O[C@@H]2CCOC2)cc(c1)-c1ncc(C)s1)c1cnc(nc1)C(F)(F)F InChI=1S/C22H21F3N4O3S/c1-12-8-26-20(33-12)15-5-14(6-18(7-15)32-17-3-4-31-11-17)19(30)29-13(2)16-9-27-21(28-10-16)22(23,24)25/h5-10,13,17H,3-4,11H2,1-2H3,(H,29,30)/t13-,17-/m1/s1 GTQPEQGDLVSFJO-CXAGYDPISA-N 319844 3-(5-Methyl-1,3-thiazol-2-yl)-5-[(3R)-tetrahydrofuran-3-yloxy]-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}benzamide::US10174016, Example 11::US10202369, Example 11::US10472354, Example 291 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2TT4T2P aid1797300 US10202369 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 2/12/2019 9/2/2019 Bayer Aktiengesellschaft http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=319844 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=319844&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397587 384223124 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 683651 C[C@@H](NC(=O)c1cc(O[C@@H]2CCOC2)cc(c1)-c1ncc(C)s1)c1ccc(nn1)C(F)(F)F InChI=1S/C22H21F3N4O3S/c1-12-10-26-21(33-12)15-7-14(8-17(9-15)32-16-5-6-31-11-16)20(30)27-13(2)18-3-4-19(29-28-18)22(23,24)25/h3-4,7-10,13,16H,5-6,11H2,1-2H3,(H,27,30)/t13-,16-/m1/s1 DNHMMXLROIMBSA-CZUORRHYSA-N 319852 3-(5-Methyl-1,3-thiazol-2-yl)-5-[(3R)-tetrahydrofuran-3-yloxy]-N-{(1R)-1-[6-(trifluoromethyl)pyridazin-3-yl]ethyl}benzamide::US10174016, Example 19::US10202369, Example 19::US10472354, Example 19 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2TT4T2P aid1797300 US10202369 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 2/12/2019 9/2/2019 Bayer Aktiengesellschaft http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=319852 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=319852&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397747 384223132 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 683656 C[C@@H](NC(=O)c1cc(O[C@H]2CCOC2)cc(c1)-c1ncc(C)s1)c1cnc(nc1)C(F)(F)F InChI=1S/C22H21F3N4O3S/c1-12-8-26-20(33-12)15-5-14(6-18(7-15)32-17-3-4-31-11-17)19(30)29-13(2)16-9-27-21(28-10-16)22(23,24)25/h5-10,13,17H,3-4,11H2,1-2H3,(H,29,30)/t13-,17+/m1/s1 GTQPEQGDLVSFJO-DYVFJYSZSA-N 319859 3-(5-Methyl-1,3-thiazol-2-yl)-5-[(3S)-tetrahydrofuran-3-yloxy]-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}benzamide::US10174016, Example 26::US10202369, Example 26::US10472354, Example 26 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2TT4T2P aid1797300 US10202369 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 2/12/2019 9/2/2019 Bayer Aktiengesellschaft http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=319859 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=319859&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397418 384223139 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 683661 C[C@@H](NC(=O)c1cc(OC2COC2)cc(c1)-c1ncc(C)s1)c1cnc(nc1)C(F)(F)F InChI=1S/C21H19F3N4O3S/c1-11-6-25-19(32-11)14-3-13(4-16(5-14)31-17-9-30-10-17)18(29)28-12(2)15-7-26-20(27-8-15)21(22,23)24/h3-8,12,17H,9-10H2,1-2H3,(H,28,29)/t12-/m1/s1 HXNSKECKPLVRIH-GFCCVEGCSA-N 319881 3-(5-Methyl-1,3-thiazol-2-yl)-5-(oxetan-3-yloxy)-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}benzamide::US10174016, Example 48::US10202369, Example 48::US10472354, Example 48 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2TT4T2P aid1797300 US10202369 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 2/12/2019 9/2/2019 Bayer Aktiengesellschaft http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=319881 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=319881&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397291 384223161 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 683666 CC(O)C(C)Oc1cc(cc(c1)-c1ncc(C)s1)C(=O)N[C@@H](C)c1cnc(nc1)C(F)(F)F InChI=1S/C22H23F3N4O3S/c1-11-8-26-20(33-11)16-5-15(6-18(7-16)32-14(4)13(3)30)19(31)29-12(2)17-9-27-21(28-10-17)22(23,24)25/h5-10,12-14,30H,1-4H3,(H,29,31)/t12-,13?,14?/m0/s1 FSGDRFBLPAILDE-HSBZDZAISA-N 319996 US10174016, Example 163::US10202369, Example 340::US10472354, Example 162 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2TT4T2P aid1797300 US10202369 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 2/12/2019 9/2/2019 Bayer Aktiengesellschaft http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=319996 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=319996&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 134328174 384223276 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 683671 CC(O)C(C)Oc1cc(cc(c1)-c1ncc(Cl)s1)C(=O)N[C@H](C)c1cnc(nc1)C(F)(F)F InChI=1S/C21H20ClF3N4O3S/c1-10(15-7-27-20(28-8-15)21(23,24)25)29-18(31)13-4-14(19-26-9-17(22)33-19)6-16(5-13)32-12(3)11(2)30/h4-12,30H,1-3H3,(H,29,31)/t10-,11?,12?/m1/s1 QTLJKKFADUZLKR-VOMCLLRMSA-N 320017 Trans Isomer 1; 3- (5-chloro-1,3- thiazol-2-yl)-5-{[3- hydroxybutan-2- yl]oxy}-N-{(1R)-1- [2-(trifluoromethyl) pyrimidin-5-yl]ethyl} benzamide::US10174016, Example 184::US10174016, Example 185::US10174016, Example 187::US10174016, Example 188::US10202369, Example 188::US10472354, Example 188 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2TT4T2P aid1797300 US10202369 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 2/12/2019 9/2/2019 Bayer Aktiengesellschaft http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=320017 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=320017&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397494 384223297 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 683676 CC(O)C(C)Oc1cc(cc(c1)-c1ncc(C)s1)C(=O)N[C@H](C)c1cnc(nc1)C(F)(F)F InChI=1S/C22H23F3N4O3S/c1-11-8-26-20(33-11)16-5-15(6-18(7-16)32-14(4)13(3)30)19(31)29-12(2)17-9-27-21(28-10-17)22(23,24)25/h5-10,12-14,30H,1-4H3,(H,29,31)/t12-,13?,14?/m1/s1 FSGDRFBLPAILDE-IYXRBSQSSA-N 319995 3-{[3-hydroxybutan-2-yl]oxy}-5-(5-methyl-1,3-thiazol-2-yl)-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}benzamide::US10174016, Example 162::US10174016, Example 338::US10202369, Example 339::US10472354, Example 338 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2TT4T2P aid1797300 US10202369 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 2/12/2019 9/2/2019 Bayer Aktiengesellschaft http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=319995 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=319995&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397269 384223275 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 683681 C[C@@H](NC(=O)c1cc(OC[C@H]2CN(C)CCO2)cc(c1)-c1ncc(C)s1)c1cnc(nc1)C(F)(F)F InChI=1S/C24H26F3N5O3S/c1-14-9-28-22(36-14)17-6-16(7-19(8-17)35-13-20-12-32(3)4-5-34-20)21(33)31-15(2)18-10-29-23(30-11-18)24(25,26)27/h6-11,15,20H,4-5,12-13H2,1-3H3,(H,31,33)/t15-,20-/m1/s1 MROBUJILSMBILX-FOIQADDNSA-N 320181 3-{[(2R)-4-methylmorpholin-2-yl]methoxy}-5-(5-methyl-1,3-thiazol-2-yl)-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}benzamide::US10174016, Example 348::US10202369, Example 348::US10472354, Example 348 Cytochrome P450 2C9 Homo sapiens >20000 US Patent 10.7270/Q2TT4T2P aid1797300 US10202369 Davenport, AJ; Brauer, N; Fischer, OM; Rotgeri, A; Rottmann, A; Neagoe, I; Nagel, J; Godinho-Coelho, A; Klar, J 2/12/2019 9/2/2019 Bayer Aktiengesellschaft http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=320181 http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=320181&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 121397607 384223454 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 709468 OC(Cn1cnnn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(cn1)-c1ccc(cc1)C#N InChI=1S/C22H14F4N6O/c23-17-6-7-18(19(24)9-17)21(33,12-32-13-29-30-31-32)22(25,26)20-8-5-16(11-28-20)15-3-1-14(10-27)2-4-15/h1-9,11,13,33H,12H2 HKIZMJLDZKXRKA-UHFFFAOYSA-N 124182 US8754227, 1::US10221160, Example 1::US11247981, Example 1 Cytochrome P450 2C9 Homo sapiens >60000 US Patent 10.7270/Q2736T6Q aid1797757 US10221160 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 3/5/2019 10/20/2019 Mycovia Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=124182 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=124182&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53497480 225150574 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 709471 OC(Cn1cnnn1)(c1ccc(F)cc1F)C(F)(F)c1ccc(cn1)-c1ccc(cc1)C(F)(F)F InChI=1S/C22H14F7N5O/c23-16-6-7-17(18(24)9-16)20(35,11-34-12-31-32-33-34)21(25,26)19-8-3-14(10-30-19)13-1-4-15(5-2-13)22(27,28)29/h1-10,12,35H,11H2 WJGQBRYSRQIYNV-UHFFFAOYSA-N 124183 US8754227, 2::US10221160, Example 2::US11247981, Example 2 Cytochrome P450 2C9 Homo sapiens >60000 US Patent 10.7270/Q2736T6Q aid1797757 US10221160 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 3/5/2019 10/20/2019 Mycovia Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=124183 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=124183&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 53497481 225150575 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 709474 c1cc(c(cc1F)F)C(Cn2cncn2)(Cn3cncn3)O InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2 RFHAOTPXVQNOHP-UHFFFAOYSA-N 25817 Fungata::Diflucan::Fluconazole (f)::cid_3365::Triflucan::CHEMBL106::2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol::Fluconazole::US9221791, Fluconazole::US9556143, Fluconazole::US9138393, Fluconazole::US9144538, Fluconazole::US10221160, Fluconazole::US11247981, Example Fluconazole Cytochrome P450 2C9 Homo sapiens 29000 US Patent 10.7270/Q2736T6Q aid1797757 US10221160 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 3/5/2019 10/20/2019 Mycovia Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=25817 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=25817&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search TPF 1EA1,2IJ7,2WUZ,2WV2,2WX2,3KHM,3L4D,4WMZ,4ZDZ,4ZE3,5ESE,5ESF,5ESJ,5ESM,6AY4,6H1S,6MA7,9IUL 3365 56413105 CHEMBL106 DB00196 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 709477 CC(C)OC\C=C\c1ccc(nc1)C(F)(F)C(O)(Cn1cnnn1)c1ccc(F)cc1F InChI=1S/C21H21F4N5O2/c1-14(2)32-9-3-4-15-5-8-19(26-11-15)21(24,25)20(31,12-30-13-27-28-29-30)17-7-6-16(22)10-18(17)23/h3-8,10-11,13-14,31H,9,12H2,1-2H3 DEAVNTCHXJVYSQ-UHFFFAOYSA-N 234945 US9556143, Voriconazole::US9556143, 31::US10221160, Voriconazole Cytochrome P450 2C9 Homo sapiens 14000 US Patent 10.7270/Q2736T6Q aid1797757 US10221160 Hoekstra, WJ; Schotzinger, RJ; Rafferty, SW 3/5/2019 10/20/2019 Mycovia Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=234945 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=234945&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 71143696 376220912 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 786295 Clc1cccc(c1)C(c1ccc2[nH]cnc2c1)n1ccnc1 InChI=1S/C17H13ClN4/c18-14-3-1-2-12(8-14)17(22-7-6-19-11-22)13-4-5-15-16(9-13)21-10-20-15/h1-11,17H,(H,20,21) UGFHIPBXIWJXNA-UHFFFAOYSA-N 50157605 Liazal::R-75251::Liarozole::US9963439, Liarozole Cytochrome P450 2C9 Homo sapiens 1630 US Patent 10.7270/Q2FN18J2 aid1798936 US9963439 Diaz, P; Isoherranen, N; Buttrick, B; Guilloteau, N 5/8/2018 3/30/2020 University of Washington Through Its Center For Commercialization http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50157605 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50157605&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 60652 340134067 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 786300 CC(=O)N1CCN(CC1)c2ccc(cc2)OC[C@@H]3CO[C@@](O3)(Cn4ccnc4)c5ccc(cc5Cl)Cl InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3 XMAYWYJOQHXEEK-UHFFFAOYSA-N 151585 US8987315, Ketoconazole::US9180183, Ketoconazole::US9271963, Ketoconazole::US9394290, KTZ (ketoconazole)::US9963439, Ketoconazole::US11739089, Compound Ketoconazole Cytochrome P450 2C9 Homo sapiens 2570 US Patent 10.7270/Q2FN18J2 aid1798936 US9963439 Diaz, P; Isoherranen, N; Buttrick, B; Guilloteau, N 5/8/2018 3/30/2020 University of Washington Through Its Center For Commercialization http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=151585 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=151585&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search KLN 2JJP,2V0M 3823 252825836 DB01026 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 786305 CCC(CC)C(c1ccc(Nc2nc3ccccc3s2)cc1)n1cncn1 InChI=1S/C21H23N5S/c1-3-15(4-2)20(26-14-22-13-23-26)16-9-11-17(12-10-16)24-21-25-18-7-5-6-8-19(18)27-21/h5-15,20H,3-4H2,1-2H3,(H,24,25) SNFYYXUGUBUECJ-UHFFFAOYSA-N 50253810 R115866::CHEMBL459505::N-(4-(2-ethyl-1-(1H-1,2,4-triazol-1-yl)butyl)phenyl)benzo[d]thiazol-2-amine::R-115866::US9963439, Talarozole Cytochrome P450 2C9 Homo sapiens 680 US Patent 10.7270/Q2FN18J2 aid1798936 US9963439 Diaz, P; Isoherranen, N; Buttrick, B; Guilloteau, N 5/8/2018 3/30/2020 University of Washington Through Its Center For Commercialization http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50253810 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50253810&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 9799888 104106249 CHEMBL459505 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 786310 CC(C(c1ccc(Nc2nc3ccccc3s2)cc1)n1ccnc1)N(C)C InChI=1S/C21H23N5S/c1-15(25(2)3)20(26-13-12-22-14-26)16-8-10-17(11-9-16)23-21-24-18-6-4-5-7-19(18)27-21/h4-15,20H,1-3H3,(H,23,24) WGVPSTQRQHGEEP-UHFFFAOYSA-N 393281 US9963439, R116010 Cytochrome P450 2C9 Homo sapiens 5760 US Patent 10.7270/Q2FN18J2 aid1798936 US9963439 Diaz, P; Isoherranen, N; Buttrick, B; Guilloteau, N 5/8/2018 3/30/2020 University of Washington Through Its Center For Commercialization http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=393281 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=393281&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 9842708 405263409 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80 50605084 OC1C2CC3CC(C2)CC1C3 |TLB:7:6:10:3.2.1,7:2:5.6.8:10,THB:1:2:5:8.9.10,1:9:5:3.7.2,0:1:5.6.8:10,(32.02,1.86,;30.67,1.1,;30.65,-.44,;29.25,-.79,;27.91,-.3,;26.7,-1.58,;28.22,-1.16,;29.63,-1.73,;28.21,.44,;29.26,1.68,;27.9,1.2,)| InChI=1S/C10H16O/c11-10-8-2-6-1-7(4-8)5-9(10)3-6/h6-11H,1-5H2 FOWDOWQYRZXQDP-UHFFFAOYSA-N 50329319 Adamantan-2-ol::CHEMBL1269176 Cytochrome P450 2C9 Homo sapiens 22000 ChEMBL 10.1016/j.bmcl.2010.08.142 10.7270/Q2X92BJ5 20864344 Tice, CM; Zhao, W; Krosky, PM; Kruk, BA; Berbaum, J; Johnson, JA; Bukhtiyarov, Y; Panemangalore, R; Scott, BB; Zhao, Y; Bruno, JG; Howard, L; Togias, J; Ye, YJ; Singh, SB; McKeever, BM; Lindblom, PR; Guo, J; Guo, R; Nar, H; Schuler-Metz, A; Gregg, RE; Leftheris, K; Harrison, RK; McGeehan, GM; Zhuang, L; Claremon, DA 10/19/2010 6/13/2011 Vitae Pharmaceuticals http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50329319 http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=2128&target=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search http://www.bindingdb.org/rwd/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50329319&enzyme=Cytochrome+P450+2C9&column=ki&startPg=0&Increment=50&submit=Search 64149 123108434 CHEMBL1269176 1 MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV Cytochrome P450 2C9 CP2C9_HUMAN P11712 P11713 Q16756 Q16872 Q5VX92 Q6IRV8 Q8WW80