6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one

C165H174Cl2F6N36O8S3 — CID 159571592

About 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one

6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one (PubChem CID 159571592) has the molecular formula C165H174Cl2F6N36O8S3 and a molecular weight of 3070.55 g/mol. Its IUPAC name is 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one.

Molecular Properties

• Compound Name: 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one
• PubChem CID: 159571592
• Molecular Formula: C165H174Cl2F6N36O8S3
• Molecular Weight: 3070.55 g/mol
• Exact Mass: 3067.28
• IUPAC Name: 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one
• SMILES: CC1=C(c2cc3cnc(Nc4ccc(NC5CCCNC5)cc4)nc3n(-c3ccccc3)c2=O)N=C(c2ccsc2)C1.CN1CCC(Nc2ccc(Nc3ncc4cc(-c5ccc(C6CCN(C)C6)cc5Cl)c(=O)n(-c5nccs5)c4n3)cc2)C1.CN1CCOC(c2ccc(Nc3ncc4cc(-c5ncc(C6CCCCN6)cc5Cl)c(=O)n(Cc5nccs5)c4n3)cc2)C1.Cc1ccc(-c2cc3cnc(Nc4ccc(NC5CCNCC5)cc4)nc3n(CC(F)(F)F)c2=O)c(C2CCCN2C)c1.O=c1c(-c2ccc(C3CCCNC3)cc2C(F)(F)F)cc2cnc(Nc3ccc(OC4CCCNC4)cc3)nc2n1CC1CCOCC1
• InChI: InChI=1S/C36H41F3N6O3.C33H31N7OS.C32H33ClN8O2S.C32H33ClN8OS.C32H36F3N7O/c37-36(38,39)32-18-24(25-3-1-13-40-19-25)5-10-30(32)31-17-26-20-42-35(44-33(26)45(34(31)46)22-23-11-15-47-16-12-23)43-27-6-8-28(9-7-27)48-29-4-2-14-41-21-29;1-21-16-29(22-13-15-42-20-22)38-30(21)28-17-23-18-35-33(39-31(23)40(32(28)41)27-7-3-2-4-8-27)37-25-11-9-24(10-12-25)36-26-6-5-14-34-19-26;1-40-11-12-43-27(18-40)20-5-7-23(8-6-20)38-32-37-17-22-14-24(31(42)41(30(22)39-32)19-28-35-10-13-44-28)29-25(33)15-21(16-36-29)26-4-2-3-9-34-26;1-39-12-9-21(18-39)20-3-8-26(28(33)16-20)27-15-22-17-35-31(38-29(22)41(30(27)42)32-34-11-14-43-32)37-24-6-4-23(5-7-24)36-25-10-13-40(2)19-25;1-20-5-10-25(26(16-20)28-4-3-15-41(28)2)27-17-21-18-37-31(40-29(21)42(30(27)43)19-32(33,34)35)39-23-8-6-22(7-9-23)38-24-11-13-36-14-12-24/h5-10,17-18,20,23,25,29,40-41H,1-4,11-16,19,21-22H2,(H,42,43,44);2-4,7-13,15,17-18,20,26,34,36H,5-6,14,16,19H2,1H3,(H,35,37,39);5-8,10,13-17,26-27,34H,2-4,9,11-12,18-19H2,1H3,(H,37,38,39);3-8,11,14-17,21,25,36H,9-10,12-13,18-19H2,1-2H3,(H,35,37,38);5-10,16-18,24,28,36,38H,3-4,11-15,19H2,1-2H3,(H,37,39,40)
• InChIKey: MHWRQSMMRLKYAG-UHFFFAOYSA-N
• XLogP: 30.03
• TPSA: 486.97 Ų
• H-Bond Donors: 13
• H-Bond Acceptors: 47
• Rotatable Bonds: 36
• Heavy Atoms: 220
• Complexity: —

Lipinski Rule of Five

4 violations

Rule	Value
MW ≤ 500	3070.55
LogP ≤ 5	30.03
H-Bond Donors ≤ 5	13
H-Bond Acceptors ≤ 10	47

Frequently Asked Questions

What is the IUPAC name of 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one?

The IUPAC name of 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one (CID 159571592) is 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one.

What is the SMILES notation for 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one?

The canonical SMILES for 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one is CC1=C(c2cc3cnc(Nc4ccc(NC5CCCNC5)cc4)nc3n(-c3ccccc3)c2=O)N=C(c2ccsc2)C1.CN1CCC(Nc2ccc(Nc3ncc4cc(-c5ccc(C6CCN(C)C6)cc5Cl)c(=O)n(-c5nccs5)c4n3)cc2)C1.CN1CCOC(c2ccc(Nc3ncc4cc(-c5ncc(C6CCCCN6)cc5Cl)c(=O)n(Cc5nccs5)c4n3)cc2)C1.Cc1ccc(-c2cc3cnc(Nc4ccc(NC5CCNCC5)cc4)nc3n(CC(F)(F)F)c2=O)c(C2CCCN2C)c1.O=c1c(-c2ccc(C3CCCNC3)cc2C(F)(F)F)cc2cnc(Nc3ccc(OC4CCCNC4)cc3)nc2n1CC1CCOCC1.

What is the InChIKey of 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one?

The InChIKey is MHWRQSMMRLKYAG-UHFFFAOYSA-N. The full InChI is InChI=1S/C36H41F3N6O3.C33H31N7OS.C32H33ClN8O2S.C32H33ClN8OS.C32H36F3N7O/c37-36(38,39)32-18-24(25-3-1-13-40-19-25)5-10-30(32)31-17-26-20-42-35(44-33(26)45(34(31)46)22-23-11-15-47-16-12-23)43-27-6-8-28(9-7-27)48-29-4-2-14-41-21-29;1-21-16-29(22-13-15-42-20-22)38-30(21)28-17-23-18-35-33(39-31(23)40(32(28)41)27-7-3-2-4-8-27)37-25-11-9-24(10-12-25)36-26-6-5-14-34-19-26;1-40-11-12-43-27(18-40)20-5-7-23(8-6-20)38-32-37-17-22-14-24(31(42)41(30(22)39-32)19-28-35-10-13-44-28)29-25(33)15-21(16-36-29)26-4-2-3-9-34-26;1-39-12-9-21(18-39)20-3-8-26(28(33)16-20)27-15-22-17-35-31(38-29(22)41(30(27)42)32-34-11-14-43-32)37-24-6-4-23(5-7-24)36-25-10-13-40(2)19-25;1-20-5-10-25(26(16-20)28-4-3-15-41(28)2)27-17-21-18-37-31(40-29(21)42(30(27)43)19-32(33,34)35)39-23-8-6-22(7-9-23)38-24-11-13-36-14-12-24/h5-10,17-18,20,23,25,29,40-41H,1-4,11-16,19,21-22H2,(H,42,43,44);2-4,7-13,15,17-18,20,26,34,36H,5-6,14,16,19H2,1H3,(H,35,37,39);5-8,10,13-17,26-27,34H,2-4,9,11-12,18-19H2,1H3,(H,37,38,39);3-8,11,14-17,21,25,36H,9-10,12-13,18-19H2,1-2H3,(H,35,37,38);5-10,16-18,24,28,36,38H,3-4,11-15,19H2,1-2H3,(H,37,39,40).

What are the key properties of 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one?

6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one has a molecular weight of 3070.55 g/mol, XLogP of 30.03, 36 rotatable bonds, 13 hydrogen bond donors, and 47 hydrogen bond acceptors.

Where does this data come from?

All data for 6-[2-chloro-4-(1-methylpyrrolidin-3-yl)phenyl]-2-[4-[(1-methylpyrrolidin-3-yl)amino]anilino]-8-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one;6-(3-chloro-5-piperidin-2-yl-2-pyridinyl)-2-[4-(4-methylmorpholin-2-yl)anilino]-8-(1,3-thiazol-2-ylmethyl)pyrido[2,3-d]pyrimidin-7-one;6-[4-methyl-2-(1-methylpyrrolidin-2-yl)phenyl]-2-[4-(piperidin-4-ylamino)anilino]-8-(2,2,2-trifluoroethyl)pyrido[2,3-d]pyrimidin-7-one;6-(4-methyl-2-thiophen-3-yl-3H-pyrrol-5-yl)-8-phenyl-2-[4-(piperidin-3-ylamino)anilino]pyrido[2,3-d]pyrimidin-7-one;8-(oxan-4-ylmethyl)-2-(4-piperidin-3-yloxyanilino)-6-[4-piperidin-3-yl-2-(trifluoromethyl)phenyl]pyrido[2,3-d]pyrimidin-7-one is sourced from PubChem (CID 159571592), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).