6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one

C160H121Cl8F9N26O6S3 — CID 159284479

About 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one

6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one (PubChem CID 159284479) has the molecular formula C160H121Cl8F9N26O6S3 and a molecular weight of 3054.71 g/mol. Its IUPAC name is 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one.

Molecular Properties

• Compound Name: 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one
• PubChem CID: 159284479
• Molecular Formula: C160H121Cl8F9N26O6S3
• Molecular Weight: 3054.71 g/mol
• Exact Mass: 3048.65
• IUPAC Name: 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one
• SMILES: C#Cc1cccc(-c2cc(=O)n(C(F)(F)F)c3cnc([C@](Cl)(c4ccc(Cl)cc4)c4cncn4C)cc23)c1.C#Cc1cccc(-c2cc(=O)n(C(F)(F)F)c3cnc([C@](F)(c4ccc(Cl)cc4)c4cncn4C)cc23)c1.Cc1ccc(-c2cc(=O)n(C)c3ccc([C@](F)(c4ccc(Cl)cc4)c4cncn4C)nc23)s1.Cc1ccc(-c2cc(=O)n(C)c3ccc([C@](N)(c4ccc(Cl)cc4)c4cncn4C)nc23)s1.Cc1ccc(-c2cc(=O)n(C)c3cnc([C@](F)(c4ccc(Cl)cc4)c4cncn4C)cc23)s1.Cn1cncc1[C@@](N)(c1ccc(Cl)cc1)c1ccc2c(n1)c(-c1cccc(Cl)c1)cc(=O)n2CC1CC1
• InChI: InChI=1S/C29H25Cl2N5O.C28H17Cl2F3N4O.C28H17ClF4N4O.2C25H20ClFN4OS.C25H22ClN5OS/c1-35-17-33-15-26(35)29(32,20-7-9-21(30)10-8-20)25-12-11-24-28(34-25)23(19-3-2-4-22(31)13-19)14-27(37)36(24)16-18-5-6-18;2*1-3-17-5-4-6-18(11-17)21-13-26(38)37(28(31,32)33)23-14-35-24(12-22(21)23)27(30,25-15-34-16-36(25)2)19-7-9-20(29)10-8-19;1-15-4-10-20(33-15)18-12-23(32)31(3)19-9-11-21(29-24(18)19)25(27,22-13-28-14-30(22)2)16-5-7-17(26)8-6-16;1-15-4-9-21(33-15)19-11-24(32)31(3)20-12-29-22(10-18(19)20)25(27,23-13-28-14-30(23)2)16-5-7-17(26)8-6-16;1-15-4-10-20(33-15)18-12-23(32)31(3)19-9-11-21(29-24(18)19)25(27,22-13-28-14-30(22)2)16-5-7-17(26)8-6-16/h2-4,7-15,17-18H,5-6,16,32H2,1H3;2*1,4-16H,2H3;2*4-14H,1-3H3;4-14H,27H2,1-3H3/t29-;2*27-;3*25-/m111111/s1
• InChIKey: KZIJDGBMEFKRJA-IVOWTIPKSA-N
• XLogP: 34.22
• TPSA: 368.30 Ų
• H-Bond Donors: 2
• H-Bond Acceptors: 35
• Rotatable Bonds: 26
• Heavy Atoms: 212
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	3054.71
LogP ≤ 5	34.22
H-Bond Donors ≤ 5	2
H-Bond Acceptors ≤ 10	35

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'alkyl_halide', 'substructure': 'N/A'}, {'alert_name': 'triple_bond', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one?

The IUPAC name of 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one (CID 159284479) is 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one.

What is the SMILES notation for 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one?

The canonical SMILES for 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one is C#Cc1cccc(-c2cc(=O)n(C(F)(F)F)c3cnc([C@](Cl)(c4ccc(Cl)cc4)c4cncn4C)cc23)c1.C#Cc1cccc(-c2cc(=O)n(C(F)(F)F)c3cnc([C@](F)(c4ccc(Cl)cc4)c4cncn4C)cc23)c1.Cc1ccc(-c2cc(=O)n(C)c3ccc([C@](F)(c4ccc(Cl)cc4)c4cncn4C)nc23)s1.Cc1ccc(-c2cc(=O)n(C)c3ccc([C@](N)(c4ccc(Cl)cc4)c4cncn4C)nc23)s1.Cc1ccc(-c2cc(=O)n(C)c3cnc([C@](F)(c4ccc(Cl)cc4)c4cncn4C)cc23)s1.Cn1cncc1[C@@](N)(c1ccc(Cl)cc1)c1ccc2c(n1)c(-c1cccc(Cl)c1)cc(=O)n2CC1CC1.

What is the InChIKey of 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one?

The InChIKey is KZIJDGBMEFKRJA-IVOWTIPKSA-N. The full InChI is InChI=1S/C29H25Cl2N5O.C28H17Cl2F3N4O.C28H17ClF4N4O.2C25H20ClFN4OS.C25H22ClN5OS/c1-35-17-33-15-26(35)29(32,20-7-9-21(30)10-8-20)25-12-11-24-28(34-25)23(19-3-2-4-22(31)13-19)14-27(37)36(24)16-18-5-6-18;2*1-3-17-5-4-6-18(11-17)21-13-26(38)37(28(31,32)33)23-14-35-24(12-22(21)23)27(30,25-15-34-16-36(25)2)19-7-9-20(29)10-8-19;1-15-4-10-20(33-15)18-12-23(32)31(3)19-9-11-21(29-24(18)19)25(27,22-13-28-14-30(22)2)16-5-7-17(26)8-6-16;1-15-4-9-21(33-15)19-11-24(32)31(3)20-12-29-22(10-18(19)20)25(27,23-13-28-14-30(23)2)16-5-7-17(26)8-6-16;1-15-4-10-20(33-15)18-12-23(32)31(3)19-9-11-21(29-24(18)19)25(27,22-13-28-14-30(22)2)16-5-7-17(26)8-6-16/h2-4,7-15,17-18H,5-6,16,32H2,1H3;2*1,4-16H,2H3;2*4-14H,1-3H3;4-14H,27H2,1-3H3/t29-;2*27-;3*25-/m111111/s1.

What are the key properties of 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one?

6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one has a molecular weight of 3054.71 g/mol, XLogP of 34.22, 26 rotatable bonds, 2 hydrogen bond donors, and 35 hydrogen bond acceptors.

Where does this data come from?

All data for 6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-chlorophenyl)-1-(cyclopropylmethyl)-1,5-naphthyridin-2-one;6-[(S)-amino-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-chloro-(4-chlorophenyl)-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-4-(3-ethynylphenyl)-1-(trifluoromethyl)-1,7-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,5-naphthyridin-2-one;6-[(S)-(4-chlorophenyl)-fluoro-(3-methylimidazol-4-yl)methyl]-1-methyl-4-(5-methylthiophen-2-yl)-1,7-naphthyridin-2-one is sourced from PubChem (CID 159284479), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).