2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine

C142H159F10N31O3 — CID 158812870

About 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine

2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine (PubChem CID 158812870) has the molecular formula C142H159F10N31O3 and a molecular weight of 2538.03 g/mol. Its IUPAC name is 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine.

Molecular Properties

• Compound Name: 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine
• PubChem CID: 158812870
• Molecular Formula: C142H159F10N31O3
• Molecular Weight: 2538.03 g/mol
• Exact Mass: 2536.31
• IUPAC Name: 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine
• SMILES: CNC1CCc2[nH]c3nc(Nc4cc(F)c(F)cc4F)ccc3c2C1.CNC1CCc2[nH]c3nc(Nc4ccc(F)c(F)c4)ccc3c2C1.CNC1CCc2c(c3ccc(Nc4cc(F)c(F)cc4F)nc3n2C)C1.CNC1CCc2c(c3ccc(Nc4ccc(F)c(F)c4)nc3n2C)C1.CNC1CCc2c(c3ccc(Nc4ccc(N5CCOCC5)cc4)nc3n2C)C1.CNC1CCc2c(c3ccc(Nc4ccc5c(c4)OCCO5)nc3n2C)C1.CNC1CCc2c(c3ccc(Nc4cccc(N5CCN(C)CC5)c4)nc3n2C)C1
• InChI: InChI=1S/C24H32N6.C23H29N5O.C21H24N4O2.C19H19F3N4.C19H20F2N4.C18H17F3N4.C18H18F2N4/c1-25-17-7-9-22-21(16-17)20-8-10-23(27-24(20)29(22)3)26-18-5-4-6-19(15-18)30-13-11-28(2)12-14-30;1-24-17-5-9-21-20(15-17)19-8-10-22(26-23(19)27(21)2)25-16-3-6-18(7-4-16)28-11-13-29-14-12-28;1-22-13-3-6-17-16(11-13)15-5-8-20(24-21(15)25(17)2)23-14-4-7-18-19(12-14)27-10-9-26-18;1-23-10-3-5-17-12(7-10)11-4-6-18(25-19(11)26(17)2)24-16-9-14(21)13(20)8-15(16)22;1-22-11-4-7-17-14(9-11)13-5-8-18(24-19(13)25(17)2)23-12-3-6-15(20)16(21)10-12;1-22-9-2-4-15-11(6-9)10-3-5-17(25-18(10)24-15)23-16-8-13(20)12(19)7-14(16)21;1-21-10-3-6-16-13(8-10)12-4-7-17(24-18(12)23-16)22-11-2-5-14(19)15(20)9-11/h4-6,8,10,15,17,25H,7,9,11-14,16H2,1-3H3,(H,26,27);3-4,6-8,10,17,24H,5,9,11-15H2,1-2H3,(H,25,26);4-5,7-8,12-13,22H,3,6,9-11H2,1-2H3,(H,23,24);4,6,8-10,23H,3,5,7H2,1-2H3,(H,24,25);3,5-6,8,10-11,22H,4,7,9H2,1-2H3,(H,23,24);3,5,7-9,22H,2,4,6H2,1H3,(H2,23,24,25);2,4-5,7,9-10,21H,3,6,8H2,1H3,(H2,22,23,24)
• InChIKey: IUXDZWKTZAQAEN-UHFFFAOYSA-N
• XLogP: 24.49
• TPSA: 352.29 Ų
• H-Bond Donors: 16
• H-Bond Acceptors: 32
• Rotatable Bonds: 23
• Heavy Atoms: 186
• Complexity: —

Lipinski Rule of Five

4 violations

Rule	Value
MW ≤ 500	2538.03
LogP ≤ 5	24.49
H-Bond Donors ≤ 5	16
H-Bond Acceptors ≤ 10	32

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'anil_di_alk_A(478)', 'substructure': 'N/A'}, {'alert_name': 'halogenated_ring_1', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine?

The IUPAC name of 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine (CID 158812870) is 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine.

What is the SMILES notation for 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine?

The canonical SMILES for 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine is CNC1CCc2[nH]c3nc(Nc4cc(F)c(F)cc4F)ccc3c2C1.CNC1CCc2[nH]c3nc(Nc4ccc(F)c(F)c4)ccc3c2C1.CNC1CCc2c(c3ccc(Nc4cc(F)c(F)cc4F)nc3n2C)C1.CNC1CCc2c(c3ccc(Nc4ccc(F)c(F)c4)nc3n2C)C1.CNC1CCc2c(c3ccc(Nc4ccc(N5CCOCC5)cc4)nc3n2C)C1.CNC1CCc2c(c3ccc(Nc4ccc5c(c4)OCCO5)nc3n2C)C1.CNC1CCc2c(c3ccc(Nc4cccc(N5CCN(C)CC5)c4)nc3n2C)C1.

What is the InChIKey of 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine?

The InChIKey is IUXDZWKTZAQAEN-UHFFFAOYSA-N. The full InChI is InChI=1S/C24H32N6.C23H29N5O.C21H24N4O2.C19H19F3N4.C19H20F2N4.C18H17F3N4.C18H18F2N4/c1-25-17-7-9-22-21(16-17)20-8-10-23(27-24(20)29(22)3)26-18-5-4-6-19(15-18)30-13-11-28(2)12-14-30;1-24-17-5-9-21-20(15-17)19-8-10-22(26-23(19)27(21)2)25-16-3-6-18(7-4-16)28-11-13-29-14-12-28;1-22-13-3-6-17-16(11-13)15-5-8-20(24-21(15)25(17)2)23-14-4-7-18-19(12-14)27-10-9-26-18;1-23-10-3-5-17-12(7-10)11-4-6-18(25-19(11)26(17)2)24-16-9-14(21)13(20)8-15(16)22;1-22-11-4-7-17-14(9-11)13-5-8-18(24-19(13)25(17)2)23-12-3-6-15(20)16(21)10-12;1-22-9-2-4-15-11(6-9)10-3-5-17(25-18(10)24-15)23-16-8-13(20)12(19)7-14(16)21;1-21-10-3-6-16-13(8-10)12-4-7-17(24-18(12)23-16)22-11-2-5-14(19)15(20)9-11/h4-6,8,10,15,17,25H,7,9,11-14,16H2,1-3H3,(H,26,27);3-4,6-8,10,17,24H,5,9,11-15H2,1-2H3,(H,25,26);4-5,7-8,12-13,22H,3,6,9-11H2,1-2H3,(H,23,24);4,6,8-10,23H,3,5,7H2,1-2H3,(H,24,25);3,5-6,8,10-11,22H,4,7,9H2,1-2H3,(H,23,24);3,5,7-9,22H,2,4,6H2,1H3,(H2,23,24,25);2,4-5,7,9-10,21H,3,6,8H2,1H3,(H2,22,23,24).

What are the key properties of 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine?

2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine has a molecular weight of 2538.03 g/mol, XLogP of 24.49, 23 rotatable bonds, 16 hydrogen bond donors, and 32 hydrogen bond acceptors.

Where does this data come from?

All data for 2-N-(3,4-difluorophenyl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;2-N-(3,4-difluorophenyl)-6-N-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine;2-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-N,9-dimethyl-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-[3-(4-methylpiperazin-1-yl)phenyl]-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(4-morpholin-4-ylphenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N,9-dimethyl-2-N-(2,4,5-trifluorophenyl)-5,6,7,8-tetrahydropyrido[2,3-b]indole-2,6-diamine;6-N-methyl-2-N-(2,4,5-trifluorophenyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole-2,6-diamine is sourced from PubChem (CID 158812870), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).