1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one

C165H190ClF4N37O12 — CID 159143508

About 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one

1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one (PubChem CID 159143508) has the molecular formula C165H190ClF4N37O12 and a molecular weight of 2995.03 g/mol. Its IUPAC name is 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one.

Molecular Properties

• Compound Name: 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one
• PubChem CID: 159143508
• Molecular Formula: C165H190ClF4N37O12
• Molecular Weight: 2995.03 g/mol
• Exact Mass: 2992.50
• IUPAC Name: 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one
• SMILES: C=CC(=O)Cc1cccc(CNc2ccnc(Nc3ccc(N4CCN(C)CC4)cc3OC)n2)c1.C=CC(=O)Cc1cccc(CNc2nc(Nc3ccc(N4CCN(C)CC4)c(F)c3)ncc2Cl)c1.C=CC(=O)Cc1cccc(CNc2nc(Nc3ccc(N4CCN(C)CC4)cc3OC)ncc2C#N)c1.C=CC(=O)Cc1cccc(CNc2nc(Nc3ccc(N4CCN(C)CC4)cc3OC)ncc2C(F)(F)F)c1.C=CC(=O)Cc1cccc(CNc2nc(Nc3ccc(N4CCN(C)CC4)cc3OC)ncc2C)c1.C=CC(=O)Cc1cccc(CNc2nc(Nc3ccc(N4CCN(C)CC4)cc3OC)ncc2OC)c1
• InChI: InChI=1S/C28H31F3N6O2.C28H31N7O2.C28H34N6O3.C28H34N6O2.C27H32N6O2.C26H28ClFN6O/c1-4-22(38)15-19-6-5-7-20(14-19)17-32-26-23(28(29,30)31)18-33-27(35-26)34-24-9-8-21(16-25(24)39-3)37-12-10-36(2)11-13-37;1-4-24(36)15-20-6-5-7-21(14-20)18-30-27-22(17-29)19-31-28(33-27)32-25-9-8-23(16-26(25)37-3)35-12-10-34(2)11-13-35;1-5-23(35)16-20-7-6-8-21(15-20)18-29-27-26(37-4)19-30-28(32-27)31-24-10-9-22(17-25(24)36-3)34-13-11-33(2)12-14-34;1-5-24(35)16-21-7-6-8-22(15-21)19-29-27-20(2)18-30-28(32-27)31-25-10-9-23(17-26(25)36-4)34-13-11-33(3)12-14-34;1-4-23(34)17-20-6-5-7-21(16-20)19-29-26-10-11-28-27(31-26)30-24-9-8-22(18-25(24)35-3)33-14-12-32(2)13-15-33;1-3-21(35)14-18-5-4-6-19(13-18)16-29-25-22(27)17-30-26(32-25)31-20-7-8-24(23(28)15-20)34-11-9-33(2)10-12-34/h4-9,14,16,18H,1,10-13,15,17H2,2-3H3,(H2,32,33,34,35);4-9,14,16,19H,1,10-13,15,18H2,2-3H3,(H2,30,31,32,33);5-10,15,17,19H,1,11-14,16,18H2,2-4H3,(H2,29,30,31,32);5-10,15,17-18H,1,11-14,16,19H2,2-4H3,(H2,29,30,31,32);4-11,16,18H,1,12-15,17,19H2,2-3H3,(H2,28,29,30,31);3-8,13,15,17H,1,9-12,14,16H2,2H3,(H2,29,30,31,32)
• InChIKey: KIJUJYLRQNXZSV-UHFFFAOYSA-N
• XLogP: 25.33
• TPSA: 519.51 Ų
• H-Bond Donors: 12
• H-Bond Acceptors: 49
• Rotatable Bonds: 60
• Heavy Atoms: 219
• Complexity: —

Lipinski Rule of Five

4 violations

Rule	Value
MW ≤ 500	2995.03
LogP ≤ 5	25.33
H-Bond Donors ≤ 5	12
H-Bond Acceptors ≤ 10	49

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'anil_di_alk_A(478)', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one?

The IUPAC name of 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one (CID 159143508) is 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one.

What is the SMILES notation for 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one?

The canonical SMILES for 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one is C=CC(=O)Cc1cccc(CNc2ccnc(Nc3ccc(N4CCN(C)CC4)cc3OC)n2)c1.C=CC(=O)Cc1cccc(CNc2nc(Nc3ccc(N4CCN(C)CC4)c(F)c3)ncc2Cl)c1.C=CC(=O)Cc1cccc(CNc2nc(Nc3ccc(N4CCN(C)CC4)cc3OC)ncc2C#N)c1.C=CC(=O)Cc1cccc(CNc2nc(Nc3ccc(N4CCN(C)CC4)cc3OC)ncc2C(F)(F)F)c1.C=CC(=O)Cc1cccc(CNc2nc(Nc3ccc(N4CCN(C)CC4)cc3OC)ncc2C)c1.C=CC(=O)Cc1cccc(CNc2nc(Nc3ccc(N4CCN(C)CC4)cc3OC)ncc2OC)c1.

What is the InChIKey of 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one?

The InChIKey is KIJUJYLRQNXZSV-UHFFFAOYSA-N. The full InChI is InChI=1S/C28H31F3N6O2.C28H31N7O2.C28H34N6O3.C28H34N6O2.C27H32N6O2.C26H28ClFN6O/c1-4-22(38)15-19-6-5-7-20(14-19)17-32-26-23(28(29,30)31)18-33-27(35-26)34-24-9-8-21(16-25(24)39-3)37-12-10-36(2)11-13-37;1-4-24(36)15-20-6-5-7-21(14-20)18-30-27-22(17-29)19-31-28(33-27)32-25-9-8-23(16-26(25)37-3)35-12-10-34(2)11-13-35;1-5-23(35)16-20-7-6-8-21(15-20)18-29-27-26(37-4)19-30-28(32-27)31-24-10-9-22(17-25(24)36-3)34-13-11-33(2)12-14-34;1-5-24(35)16-21-7-6-8-22(15-21)19-29-27-20(2)18-30-28(32-27)31-25-10-9-23(17-26(25)36-4)34-13-11-33(3)12-14-34;1-4-23(34)17-20-6-5-7-21(16-20)19-29-26-10-11-28-27(31-26)30-24-9-8-22(18-25(24)35-3)33-14-12-32(2)13-15-33;1-3-21(35)14-18-5-4-6-19(13-18)16-29-25-22(27)17-30-26(32-25)31-20-7-8-24(23(28)15-20)34-11-9-33(2)10-12-34/h4-9,14,16,18H,1,10-13,15,17H2,2-3H3,(H2,32,33,34,35);4-9,14,16,19H,1,10-13,15,18H2,2-3H3,(H2,30,31,32,33);5-10,15,17,19H,1,11-14,16,18H2,2-4H3,(H2,29,30,31,32);5-10,15,17-18H,1,11-14,16,19H2,2-4H3,(H2,29,30,31,32);4-11,16,18H,1,12-15,17,19H2,2-3H3,(H2,28,29,30,31);3-8,13,15,17H,1,9-12,14,16H2,2H3,(H2,29,30,31,32).

What are the key properties of 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one?

1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one has a molecular weight of 2995.03 g/mol, XLogP of 25.33, 60 rotatable bonds, 12 hydrogen bond donors, and 49 hydrogen bond acceptors.

Where does this data come from?

All data for 1-[3-[[[5-chloro-2-[3-fluoro-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[5-methoxy-2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-methylpyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-4-[[3-(2-oxobut-3-enyl)phenyl]methylamino]pyrimidine-5-carbonitrile;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one;1-[3-[[[2-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]but-3-en-2-one is sourced from PubChem (CID 159143508), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).