2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride

C160H153BCl5F3N34O29 — CID 161319740

About 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride

2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride (PubChem CID 161319740) has the molecular formula C160H153BCl5F3N34O29 and a molecular weight of 3261.26 g/mol. Its IUPAC name is 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride.

Molecular Properties

• Compound Name: 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride
• PubChem CID: 161319740
• Molecular Formula: C160H153BCl5F3N34O29
• Molecular Weight: 3261.26 g/mol
• Exact Mass: 3257.00
• IUPAC Name: 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride
• SMILES: C.C.C.CC(C)(C)OC(=O)N1Cc2cnc(Cl)cc2C1.Cc1cc2c(cn1)CN(C(=O)C(F)(F)F)C2.Cc1cc2c(cn1)CN(C(=O)Cc1nc(-c3cccnc3)ccc1N)C2.Cc1cc2c(cn1)CN(C(=O)Cc1nc(-c3cccnc3)ccc1[N+](=O)[O-])C2.Cc1cc2c(cn1)CN(C(=O)OC(C)(C)C)C2.Cl.Clc1cc2c(cn1)CNC2.Nc1nc(-c2cccnc2)ccc1[N+](=O)[O-].Nc1nc(Cl)ccc1[N+](=O)[O-].O=C(Cl)Oc1ccccc1.O=C(Oc1ccccc1)N(C(=O)Oc1ccccc1)c1nc(-c2cccnc2)ccc1[N+](=O)[O-].O=C(Oc1ccccc1)N(C(=O)Oc1ccccc1)c1nc(-c2cccnc2)ccc1[N+](=O)[O-].OB(O)c1cccnc1
• InChI: InChI=1S/2C24H16N4O6.C20H17N5O3.C20H19N5O.C13H18N2O2.C12H15ClN2O2.C10H9F3N2O.C10H8N4O2.C7H7ClN2.C7H5ClO2.C5H6BNO2.C5H4ClN3O2.3CH4.ClH/c2*29-23(33-18-9-3-1-4-10-18)27(24(30)34-19-11-5-2-6-12-19)22-21(28(31)32)14-13-20(26-22)17-8-7-15-25-16-17;1-13-7-15-11-24(12-16(15)10-22-13)20(26)8-18-19(25(27)28)5-4-17(23-18)14-3-2-6-21-9-14;1-13-7-15-11-25(12-16(15)10-23-13)20(26)8-19-17(21)4-5-18(24-19)14-3-2-6-22-9-14;1-9-5-10-7-15(8-11(10)6-14-9)12(16)17-13(2,3)4;1-12(2,3)17-11(16)15-6-8-4-10(13)14-5-9(8)7-15;1-6-2-7-4-15(5-8(7)3-14-6)9(16)10(11,12)13;11-10-9(14(15)16)4-3-8(13-10)7-2-1-5-12-6-7;8-7-1-5-2-9-3-6(5)4-10-7;8-7(9)10-6-4-2-1-3-5-6;8-6(9)5-2-1-3-7-4-5;6-4-2-1-3(9(10)11)5(7)8-4;;;;/h2*1-16H;2-7,9-10H,8,11-12H2,1H3;2-7,9-10H,8,11-12,21H2,1H3;5-6H,7-8H2,1-4H3;4-5H,6-7H2,1-3H3;2-3H,4-5H2,1H3;1-6H,(H2,11,13);1,4,9H,2-3H2;1-5H;1-4,8-9H;1-2H,(H2,7,8);3*1H4;1H
• InChIKey: YMURLZGSDUTYRT-UHFFFAOYSA-N
• XLogP: 31.00
• TPSA: 836.26 Ų
• H-Bond Donors: 6
• H-Bond Acceptors: 51
• Rotatable Bonds: 22
• Heavy Atoms: 232
• Complexity: —

Lipinski Rule of Five

4 violations

Rule	Value
MW ≤ 500	3261.26
LogP ≤ 5	31.00
H-Bond Donors ≤ 5	6
H-Bond Acceptors ≤ 10	51

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': '2-halo_pyridine', 'substructure': 'N/A'}, {'alert_name': 'acid_halide', 'substructure': 'N/A'}, {'alert_name': 'heavy_metal', 'substructure': 'N/A'}, {'alert_name': 'nitro_group', 'substructure': 'N/A'}, {'alert_name': 'Oxygen-nitrogen_single_bond', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride?

The IUPAC name of 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride (CID 161319740) is 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride.

What is the SMILES notation for 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride?

The canonical SMILES for 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride is C.C.C.CC(C)(C)OC(=O)N1Cc2cnc(Cl)cc2C1.Cc1cc2c(cn1)CN(C(=O)C(F)(F)F)C2.Cc1cc2c(cn1)CN(C(=O)Cc1nc(-c3cccnc3)ccc1N)C2.Cc1cc2c(cn1)CN(C(=O)Cc1nc(-c3cccnc3)ccc1[N+](=O)[O-])C2.Cc1cc2c(cn1)CN(C(=O)OC(C)(C)C)C2.Cl.Clc1cc2c(cn1)CNC2.Nc1nc(-c2cccnc2)ccc1[N+](=O)[O-].Nc1nc(Cl)ccc1[N+](=O)[O-].O=C(Cl)Oc1ccccc1.O=C(Oc1ccccc1)N(C(=O)Oc1ccccc1)c1nc(-c2cccnc2)ccc1[N+](=O)[O-].O=C(Oc1ccccc1)N(C(=O)Oc1ccccc1)c1nc(-c2cccnc2)ccc1[N+](=O)[O-].OB(O)c1cccnc1.

What is the InChIKey of 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride?

The InChIKey is YMURLZGSDUTYRT-UHFFFAOYSA-N. The full InChI is InChI=1S/2C24H16N4O6.C20H17N5O3.C20H19N5O.C13H18N2O2.C12H15ClN2O2.C10H9F3N2O.C10H8N4O2.C7H7ClN2.C7H5ClO2.C5H6BNO2.C5H4ClN3O2.3CH4.ClH/c2*29-23(33-18-9-3-1-4-10-18)27(24(30)34-19-11-5-2-6-12-19)22-21(28(31)32)14-13-20(26-22)17-8-7-15-25-16-17;1-13-7-15-11-24(12-16(15)10-22-13)20(26)8-18-19(25(27)28)5-4-17(23-18)14-3-2-6-21-9-14;1-13-7-15-11-25(12-16(15)10-23-13)20(26)8-19-17(21)4-5-18(24-19)14-3-2-6-22-9-14;1-9-5-10-7-15(8-11(10)6-14-9)12(16)17-13(2,3)4;1-12(2,3)17-11(16)15-6-8-4-10(13)14-5-9(8)7-15;1-6-2-7-4-15(5-8(7)3-14-6)9(16)10(11,12)13;11-10-9(14(15)16)4-3-8(13-10)7-2-1-5-12-6-7;8-7-1-5-2-9-3-6(5)4-10-7;8-7(9)10-6-4-2-1-3-5-6;8-6(9)5-2-1-3-7-4-5;6-4-2-1-3(9(10)11)5(7)8-4;;;;/h2*1-16H;2-7,9-10H,8,11-12H2,1H3;2-7,9-10H,8,11-12,21H2,1H3;5-6H,7-8H2,1-4H3;4-5H,6-7H2,1-3H3;2-3H,4-5H2,1H3;1-6H,(H2,11,13);1,4,9H,2-3H2;1-5H;1-4,8-9H;1-2H,(H2,7,8);3*1H4;1H.

What are the key properties of 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride?

2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride has a molecular weight of 3261.26 g/mol, XLogP of 31.00, 22 rotatable bonds, 6 hydrogen bond donors, and 51 hydrogen bond acceptors.

Where does this data come from?

All data for 2-(3-amino-6-pyridin-3-yl-2-pyridinyl)-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;tert-butyl 6-chloro-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;tert-butyl 6-methyl-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxylate;6-chloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine;6-chloro-3-nitropyridin-2-amine;methane;1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-2-(3-nitro-6-pyridin-3-yl-2-pyridinyl)ethanone;3-nitro-6-pyridin-3-ylpyridin-2-amine;phenyl carbonochloridate;bis(phenyl N-(3-nitro-6-pyridin-3-yl-2-pyridinyl)-N-phenoxycarbonylcarbamate);pyridin-3-ylboronic acid;2,2,2-trifluoro-1-(6-methyl-1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)ethanone;hydrochloride is sourced from PubChem (CID 161319740), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).