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	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 of Ligand	PubChem SID of Ligand	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	PDB ID(s) of Target Chain	UniProt (SwissProt) Recommended Name of Target Chain	UniProt (SwissProt) Entry Name of Target Chain	UniProt (SwissProt) Primary ID of Target Chain	UniProt (SwissProt) Secondary ID(s) of Target Chain	UniProt (SwissProt) Alternative ID(s) of Target Chain	UniProt (TrEMBL) Submitted Name of Target Chain	UniProt (TrEMBL) Entry Name of Target Chain	UniProt (TrEMBL) Primary ID of Target Chain	UniProt (TrEMBL) Secondary ID(s) of Target Chain	UniProt (TrEMBL) Alternative ID(s) of Target Chain
50918969	C[C@H]1CC[C@]2(C)O[C@]3(C)CC[C@@H]4O[C@@H]5C[C@@H]6O[C@@H]7C[C@H](O)[C@@](C)(CCO)O[C@H]7C[C@H]6O[C@H]5C[C@H]4O[C@H]3C[C@H]2O[C@H]2C[C@H]3O[C@H]4C[C@H]5O[C@@H](C(=C)C[C@@H]5O[C@]4(C)[C@H](O)[C@@H]3O[C@H]12)[C@](C)(O)\C=C\C(=C)CC=C	InChI=1S/C55H82O15/c1-10-11-28(2)12-15-51(5,59)50-30(4)20-39-38(66-50)26-46-55(9,69-39)49(58)48-42(65-46)24-41-47(67-48)29(3)13-16-53(7)45(64-41)27-44-54(8,70-53)17-14-31-32(63-44)21-34-33(60-31)22-35-36(61-34)23-40-37(62-35)25-43(57)52(6,68-40)18-19-56/h10,12,15,29,31-50,56-59H,1-2,4,11,13-14,16-27H2,3,5-9H3/b15-12+/t29-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40-,41-,42+,43-,44-,45+,46-,47+,48+,49+,50-,51+,52+,53-,54+,55-/m0/s1	CNNCDXZYIDBDPG-VOUFGAANSA-N	50330178	CHEMBL1269578::desulfo-Yessotoxin	Ras-related protein Rap-1A	Homo sapiens			 500						ChEMBL	10.1016/j.bmcl.2010.09.080	10.7270/Q2R212C8	20943388			Ujihara, S; Oishi, T; Mouri, R; Tamate, R; Konoki, K; Matsumori, N; Murata, M; Oshima, Y; Sugiyama, N; Tomita, M; Ishihama, Y	Osaka University	http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50330178	http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=50004593&target=Ras-related+protein+Rap-1A&column=ki&startPg=0&Increment=50&submit=Search	http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50330178&enzyme=Ras-related+protein+Rap-1A&column=ki&startPg=0&Increment=50&submit=Search			52944243	123109293		CHEMBL1269578					1	MREYKLVVLGSGGVGKSALTVQFVQGIFVEKYDPTIEDSYRKQVEVDCQQCMLEILDTAGTEQFTAMRDLYMKNGQGFALVYSITAQSTFNDLQDLREQILRVKDTEDVPMILVGNKCDLEDERVVGKEQGQNLARQWCNCAFLESSAKSKINVNEIFYDLVRQINRKTPVEKKKPKKKSCLLL	1C1Y	Ras-related protein Rap-1A	RAP1A_HUMAN	P62834	P10113						
50918970	C[C@H]1CC[C@]2(C)O[C@]3(C)CC[C@@H]4O[C@@H]5C[C@@H]6O[C@@H]7C[C@H](OS([O-])(=O)=O)[C@@](C)(CCOS([O-])(=O)=O)O[C@H]7C[C@H]6O[C@H]5C[C@H]4O[C@H]3C[C@H]2O[C@H]2C[C@H]3O[C@H]4C[C@H]5O[C@@H](C(=C)C[C@@H]5O[C@]4(C)C[C@@H]3O[C@H]12)[C@](C)(O)\C=C\C(=C)CC=C	InChI=1S/C55H82O20S2/c1-10-11-29(2)12-15-51(5,56)50-31(4)20-41-40(71-50)25-45-55(9,73-41)28-44-38(68-45)24-43-49(70-44)30(3)13-16-53(7)47(69-43)27-46-54(8,75-53)17-14-32-33(67-46)21-35-34(64-32)22-36-37(65-35)23-42-39(66-36)26-48(74-77(60,61)62)52(6,72-42)18-19-63-76(57,58)59/h10,12,15,30,32-50,56H,1-2,4,11,13-14,16-28H2,3,5-9H3,(H,57,58,59)(H,60,61,62)/p-2/b15-12+/t30-,32-,33+,34+,35-,36-,37+,38+,39+,40+,41-,42-,43-,44-,45-,46-,47+,48-,49+,50-,51+,52+,53-,54+,55+/m0/s1	CJHMURHVTGGIDY-NBMNKEGMSA-L	50310364	CHEMBL1077126::YESSOTOXIN	Ras-related protein Rap-1A	Homo sapiens			 4000						ChEMBL	10.1016/j.bmcl.2010.09.080	10.7270/Q2R212C8	20943388			Ujihara, S; Oishi, T; Mouri, R; Tamate, R; Konoki, K; Matsumori, N; Murata, M; Oshima, Y; Sugiyama, N; Tomita, M; Ishihama, Y	Osaka University	http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50310364	http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=50004593&target=Ras-related+protein+Rap-1A&column=ki&startPg=0&Increment=50&submit=Search	http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50310364&enzyme=Ras-related+protein+Rap-1A&column=ki&startPg=0&Increment=50&submit=Search			91937012	104144725		CHEMBL1077126			C02000		1	MREYKLVVLGSGGVGKSALTVQFVQGIFVEKYDPTIEDSYRKQVEVDCQQCMLEILDTAGTEQFTAMRDLYMKNGQGFALVYSITAQSTFNDLQDLREQILRVKDTEDVPMILVGNKCDLEDERVVGKEQGQNLARQWCNCAFLESSAKSKINVNEIFYDLVRQINRKTPVEKKKPKKKSCLLL	1C1Y	Ras-related protein Rap-1A	RAP1A_HUMAN	P62834	P10113						
50918971	C[C@H]1CC[C@]2(C)O[C@]3(C)CC[C@@H]4O[C@@H]5C[C@@H]6O[C@@H]7C[C@H](OS([O-])(=O)=O)[C@@](C)(CCOS([O-])(=O)=O)O[C@H]7C[C@H]6O[C@H]5C[C@H]4O[C@H]3C[C@H]2O[C@H]2C[C@H]3O[C@H]4C[C@H]5O[C@@H](C(=C)C[C@@H]5O[C@]4(C)C[C@@H]3O[C@H]12)[C@](C)(O)\C=C\C(=C)CC=C	InChI=1S/C55H82O20S2/c1-10-11-29(2)12-15-51(5,56)50-31(4)20-41-40(71-50)25-45-55(9,73-41)28-44-38(68-45)24-43-49(70-44)30(3)13-16-53(7)47(69-43)27-46-54(8,75-53)17-14-32-33(67-46)21-35-34(64-32)22-36-37(65-35)23-42-39(66-36)26-48(74-77(60,61)62)52(6,72-42)18-19-63-76(57,58)59/h10,12,15,30,32-50,56H,1-2,4,11,13-14,16-28H2,3,5-9H3,(H,57,58,59)(H,60,61,62)/p-2/b15-12+/t30-,32-,33+,34+,35-,36-,37+,38+,39+,40+,41-,42-,43-,44-,45-,46-,47+,48-,49+,50-,51+,52+,53-,54+,55+/m0/s1	CJHMURHVTGGIDY-NBMNKEGMSA-L	50310364	CHEMBL1077126::YESSOTOXIN	Ras-related protein Rap-1A	Homo sapiens			 4000						ChEMBL	10.1016/j.bmcl.2010.09.080	10.7270/Q2R212C8	20943388			Ujihara, S; Oishi, T; Mouri, R; Tamate, R; Konoki, K; Matsumori, N; Murata, M; Oshima, Y; Sugiyama, N; Tomita, M; Ishihama, Y	Osaka University	http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50310364	http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=50004593&target=Ras-related+protein+Rap-1A&column=ki&startPg=0&Increment=50&submit=Search	http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50310364&enzyme=Ras-related+protein+Rap-1A&column=ki&startPg=0&Increment=50&submit=Search			91937012	104144725		CHEMBL1077126			C02000		1	MREYKLVVLGSGGVGKSALTVQFVQGIFVEKYDPTIEDSYRKQVEVDCQQCMLEILDTAGTEQFTAMRDLYMKNGQGFALVYSITAQSTFNDLQDLREQILRVKDTEDVPMILVGNKCDLEDERVVGKEQGQNLARQWCNCAFLESSAKSKINVNEIFYDLVRQINRKTPVEKKKPKKKSCLLL	1C1Y	Ras-related protein Rap-1A	RAP1A_HUMAN	P62834	P10113						
50977329	O=C1CN2CCN1c1cccc3ccc(Oc4cc(Cn5cncc5C2)ccc4C#N)cc13	InChI=1S/C26H21N5O2/c27-12-20-5-4-18-10-25(20)33-22-7-6-19-2-1-3-24(23(19)11-22)31-9-8-29(16-26(31)32)15-21-13-28-17-30(21)14-18/h1-7,10-11,13,17H,8-9,14-16H2	NLKNPWNNYCYNKB-UHFFFAOYSA-N	50101929	3-oxo-18-oxa-2,5,9,11-tetraazahexacyclo[17.6.2.22,5.113,17.07,11.022,26]triaconta-1(26),7,9,13(30),14,16,19(27),20,22,24-decaen-16-yl cyanide::3-oxo-18-oxa-2,5,9,11-tetraazahexacyclo[17.6.2.22,5.113,17.07,11.022,26]triaconta-1(26),7,9,13,15,17(30),19(27),20,22,24-decaen-16-yl cyanide::4-{5-[4-(3-Chloro-phenyl)-3-oxo-piperazin-1-ylmethyl]-imidazol-1-ylmethyl}-benzonitrile::CHEMBL52073	Ras-related protein Rap-1A	Homo sapiens				>10000					ChEMBL	10.1021/jm1012374	10.7270/Q28C9XDV	21381769			Marsault, E; Peterson, ML	Universite£ de Sherbrooke	http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50101929	http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=50004593&target=Ras-related+protein+Rap-1A&column=ki&startPg=0&Increment=50&submit=Search	http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50101929&enzyme=Ras-related+protein+Rap-1A&column=ki&startPg=0&Increment=50&submit=Search			9954645	103998508		CHEMBL52073				ZINC53294292	1	MREYKLVVLGSGGVGKSALTVQFVQGIFVEKYDPTIEDSYRKQVEVDCQQCMLEILDTAGTEQFTAMRDLYMKNGQGFALVYSITAQSTFNDLQDLREQILRVKDTEDVPMILVGNKCDLEDERVVGKEQGQNLARQWCNCAFLESSAKSKINVNEIFYDLVRQINRKTPVEKKKPKKKSCLLL	1C1Y	Ras-related protein Rap-1A	RAP1A_HUMAN	P62834	P10113						
50977330	O=C1CN2CCN1Cc1cc(Oc3cc(Cn4cncc4C2)ccc3C#N)ccc1CCC1CCCCC1	InChI=1S/C31H35N5O2/c32-16-26-9-7-24-14-30(26)38-29-11-10-25(8-6-23-4-2-1-3-5-23)27(15-29)19-35-13-12-34(21-31(35)37)20-28-17-33-22-36(28)18-24/h7,9-11,14-15,17,22-23H,1-6,8,12-13,18-21H2	YIZSZHVXFHAUCR-UHFFFAOYSA-N	50139187	4-(2-cyclohexylethyl)-23-oxo-8-oxa-1,15,17,21-tetraazapentacyclo[19.2.2.13,7.19,13.015,19]heptacosa-3(27),4,6,9(26),10,12,16,18-octaen-10-yl cyanide::CHEMBL159171	Ras-related protein Rap-1A	Homo sapiens				 140					ChEMBL	10.1021/jm1012374	10.7270/Q28C9XDV	21381769			Marsault, E; Peterson, ML	Universite£ de Sherbrooke	http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50139187	http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=pol&polymerid=50004593&target=Ras-related+protein+Rap-1A&column=ki&startPg=0&Increment=50&submit=Search	http://www.bindingdb.org/jsp/dbsearch/PrimarySearch_ki.jsp?energyterm=kJ/mole&tag=r21&monomerid=50139187&enzyme=Ras-related+protein+Rap-1A&column=ki&startPg=0&Increment=50&submit=Search			9870962	104029080		CHEMBL159171				ZINC13589250	1	MREYKLVVLGSGGVGKSALTVQFVQGIFVEKYDPTIEDSYRKQVEVDCQQCMLEILDTAGTEQFTAMRDLYMKNGQGFALVYSITAQSTFNDLQDLREQILRVKDTEDVPMILVGNKCDLEDERVVGKEQGQNLARQWCNCAFLESSAKSKINVNEIFYDLVRQINRKTPVEKKKPKKKSCLLL	1C1Y	Ras-related protein Rap-1A	RAP1A_HUMAN	P62834	P10113