[(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride

C127H156ClFN30O18 — CID 162075598

About [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride

[(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride (PubChem CID 162075598) has the molecular formula C127H156ClFN30O18 and a molecular weight of 2445.29 g/mol. Its IUPAC name is [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride.

Molecular Properties

• Compound Name: [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride
• PubChem CID: 162075598
• Molecular Formula: C127H156ClFN30O18
• Molecular Weight: 2445.29 g/mol
• Exact Mass: 2443.19
• IUPAC Name: [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride
• SMILES: CC(C)(C)OC(=O)N1CC[C@@H]2CCN(C(=O)c3ccccc3-n3nccn3)C[C@@H]21.CC(C)(C)OC(=O)N1CC[C@@H]2CCNC[C@@H]21.CC(C)(C)OC(=O)N1CCc2ccncc21.CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.CC(C)(C)OC(=O)n1ccc2ccncc21.Cl.N#Cc1ccnc(F)c1.N#Cc1ccnc(N2CC[C@@H]3CCN(C(=O)c4ccccc4-n4nccn4)C[C@@H]32)c1.O=C(O)c1ccccc1-n1nccn1.O=C(c1ccccc1-n1nccn1)N1CC[C@H]2CCN[C@H]2C1.[H][H].c1cc2cc[nH]c2cn1
• InChI: InChI=1S/C22H21N7O.C21H27N5O3.C16H19N5O.C12H22N2O2.C12H16N2O2.C12H14N2O2.C10H18O5.C9H7N3O2.C7H6N2.C6H3FN2.ClH.H2/c23-14-16-5-8-24-21(13-16)28-12-7-17-6-11-27(15-20(17)28)22(30)18-3-1-2-4-19(18)29-25-9-10-26-29;1-21(2,3)29-20(28)25-13-9-15-8-12-24(14-18(15)25)19(27)16-6-4-5-7-17(16)26-22-10-11-23-26;22-16(20-10-6-12-5-7-17-14(12)11-20)13-3-1-2-4-15(13)21-18-8-9-19-21;3*1-12(2,3)16-11(15)14-7-5-9-4-6-13-8-10(9)14;1-9(2,3)14-7(11)13-8(12)15-10(4,5)6;13-9(14)7-3-1-2-4-8(7)12-10-5-6-11-12;1-3-8-5-7-6(1)2-4-9-7;7-6-3-5(4-8)1-2-9-6;;/h1-5,8-10,13,17,20H,6-7,11-12,15H2;4-7,10-11,15,18H,8-9,12-14H2,1-3H3;1-4,8-9,12,14,17H,5-7,10-11H2;9-10,13H,4-8H2,1-3H3;4,6,8H,5,7H2,1-3H3;4-8H,1-3H3;1-6H3;1-6H,(H,13,14);1-5,9H;1-3H;2*1H/t17-,20-;15-,18-;12-,14+;9-,10-;;;;;;;;/m0010......../s1
• InChIKey: KDIGQMKTJILASP-JAAHGLHXSA-N
• XLogP: 20.07
• TPSA: 557.87 Ų
• H-Bond Donors: 4
• H-Bond Acceptors: 40
• Rotatable Bonds: 9
• Heavy Atoms: 177
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	2445.29
LogP ≤ 5	20.07
H-Bond Donors ≤ 5	4
H-Bond Acceptors ≤ 10	40

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': '>_2_ester_groups', 'substructure': 'N/A'}, {'alert_name': '2-halo_pyridine', 'substructure': 'N/A'}, {'alert_name': 'beta-keto/anhydride', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride?

The IUPAC name of [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride (CID 162075598) is [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride.

What is the SMILES notation for [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride?

The canonical SMILES for [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride is CC(C)(C)OC(=O)N1CC[C@@H]2CCN(C(=O)c3ccccc3-n3nccn3)C[C@@H]21.CC(C)(C)OC(=O)N1CC[C@@H]2CCNC[C@@H]21.CC(C)(C)OC(=O)N1CCc2ccncc21.CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.CC(C)(C)OC(=O)n1ccc2ccncc21.Cl.N#Cc1ccnc(F)c1.N#Cc1ccnc(N2CC[C@@H]3CCN(C(=O)c4ccccc4-n4nccn4)C[C@@H]32)c1.O=C(O)c1ccccc1-n1nccn1.O=C(c1ccccc1-n1nccn1)N1CC[C@H]2CCN[C@H]2C1.[H][H].c1cc2cc[nH]c2cn1.

What is the InChIKey of [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride?

The InChIKey is KDIGQMKTJILASP-JAAHGLHXSA-N. The full InChI is InChI=1S/C22H21N7O.C21H27N5O3.C16H19N5O.C12H22N2O2.C12H16N2O2.C12H14N2O2.C10H18O5.C9H7N3O2.C7H6N2.C6H3FN2.ClH.H2/c23-14-16-5-8-24-21(13-16)28-12-7-17-6-11-27(15-20(17)28)22(30)18-3-1-2-4-19(18)29-25-9-10-26-29;1-21(2,3)29-20(28)25-13-9-15-8-12-24(14-18(15)25)19(27)16-6-4-5-7-17(16)26-22-10-11-23-26;22-16(20-10-6-12-5-7-17-14(12)11-20)13-3-1-2-4-15(13)21-18-8-9-19-21;3*1-12(2,3)16-11(15)14-7-5-9-4-6-13-8-10(9)14;1-9(2,3)14-7(11)13-8(12)15-10(4,5)6;13-9(14)7-3-1-2-4-8(7)12-10-5-6-11-12;1-3-8-5-7-6(1)2-4-9-7;7-6-3-5(4-8)1-2-9-6;;/h1-5,8-10,13,17,20H,6-7,11-12,15H2;4-7,10-11,15,18H,8-9,12-14H2,1-3H3;1-4,8-9,12,14,17H,5-7,10-11H2;9-10,13H,4-8H2,1-3H3;4,6,8H,5,7H2,1-3H3;4-8H,1-3H3;1-6H3;1-6H,(H,13,14);1-5,9H;1-3H;2*1H/t17-,20-;15-,18-;12-,14+;9-,10-;;;;;;;;/m0010......../s1.

What are the key properties of [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride?

[(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride has a molecular weight of 2445.29 g/mol, XLogP of 20.07, 9 rotatable bonds, 4 hydrogen bond donors, and 40 hydrogen bond acceptors.

Where does this data come from?

All data for [(3aR,7aR)-1,2,3,3a,4,5,7,7a-octahydropyrrolo[2,3-c]pyridin-6-yl]-[2-(triazol-2-yl)phenyl]methanone;2-[(3aR,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridin-1-yl]pyridine-4-carbonitrile;tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (3aS,7aR)-6-[2-(triazol-2-yl)benzoyl]-3,3a,4,5,7,7a-hexahydro-2H-pyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl 2,3-dihydropyrrolo[2,3-c]pyridine-1-carboxylate;tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate;tert-butyl pyrrolo[2,3-c]pyridine-1-carboxylate;2-fluoropyridine-4-carbonitrile;molecular hydrogen;1H-pyrrolo[2,3-c]pyridine;2-(triazol-2-yl)benzoic acid;hydrochloride is sourced from PubChem (CID 162075598), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).