1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one

C205H267BrClF10N13O8 — CID 158364286

About 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one

1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one (PubChem CID 158364286) has the molecular formula C205H267BrClF10N13O8 and a molecular weight of 3346.81 g/mol. Its IUPAC name is 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one.

Molecular Properties

• Compound Name: 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one
• PubChem CID: 158364286
• Molecular Formula: C205H267BrClF10N13O8
• Molecular Weight: 3346.81 g/mol
• Exact Mass: 3342.96
• IUPAC Name: 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one
• SMILES: CC(C)C1=CCC(=O)C=C1.CC(C)c1ccc(=O)n(C(F)(F)F)c1.CC(C)c1ccc(=O)n(C)c1.CC(C)c1ccc(=O)n(C2CC2)c1.CC(C)c1ccc(C(F)(F)F)nc1.CC(C)c1ccc2[nH]ccc2c1.CC(C)c1cccc(Br)c1.CC(C)c1cccc(Cl)c1.CC(C)c1cccc(F)c1.CC(C)c1cccc2ccccc12.CC(C)c1cnc(C(F)(F)F)cn1.Cc1ccc(C(C)C)c(=O)[nH]1.Cc1ccc(C(C)C)c(C)c1.Cc1ccc(C(C)C)c(O)c1.Cc1ccc(C(C)C)c2ccccc12.Cc1ccc(C(C)C)c[n+]1[O-].Cc1ccc(C(C)C)cc1O.Cc1cccc(C(C)C)c1.Cc1cccc(C(C)C)c1.Cc1cnc(C(C)C)cn1.Cc1ncc(C(C)C)cn1
• InChI: InChI=1S/C14H16.C13H14.C11H15NO.C11H13N.C11H16.2C10H14O.2C10H14.C9H11Br.C9H11Cl.C9H10F3NO.C9H10F3N.C9H11F.3C9H13NO.C9H12O.C8H9F3N2.2C8H12N2/c1-10(2)12-9-8-11(3)13-6-4-5-7-14(12)13;1-10(2)12-9-5-7-11-6-3-4-8-13(11)12;1-8(2)9-3-6-11(13)12(7-9)10-4-5-10;1-8(2)9-3-4-11-10(7-9)5-6-12-11;1-8(2)11-6-5-9(3)7-10(11)4;1-7(2)9-5-4-8(3)10(11)6-9;1-7(2)9-5-4-8(3)6-10(9)11;2*1-8(2)10-6-4-5-9(3)7-10;2*1-7(2)8-4-3-5-9(10)6-8;1-6(2)7-3-4-8(14)13(5-7)9(10,11)12;1-6(2)7-3-4-8(13-5-7)9(10,11)12;1-7(2)8-4-3-5-9(10)6-8;1-7(2)8-4-5-9(11)10(3)6-8;1-7(2)9-5-4-8(3)10(11)6-9;1-6(2)8-5-4-7(3)10-9(8)11;1-7(2)8-3-5-9(10)6-4-8;1-5(2)6-3-13-7(4-12-6)8(9,10)11;1-6(2)8-4-9-7(3)10-5-8;1-6(2)8-5-9-7(3)4-10-8/h4-10H,1-3H3;3-10H,1-2H3;3,6-8,10H,4-5H2,1-2H3;3-8,12H,1-2H3;5-8H,1-4H3;2*4-7,11H,1-3H3;2*4-8H,1-3H3;2*3-7H,1-2H3;3-6H,1-2H3;3-6H,1-2H3;3-7H,1-2H3;2*4-7H,1-3H3;4-6H,1-3H3,(H,10,11);3-5,7H,6H2,1-2H3;3-5H,1-2H3;2*4-6H,1-3H3
• InChIKey: GTVLOMPMMUUSBE-UHFFFAOYSA-N
• XLogP: 58.40
• TPSA: 289.35 Ų
• H-Bond Donors: 4
• H-Bond Acceptors: 18
• Rotatable Bonds: 22
• Heavy Atoms: 238
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	3346.81
LogP ≤ 5	58.40
H-Bond Donors ≤ 5	4
H-Bond Acceptors ≤ 10	18

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'N_oxide', 'substructure': 'N/A'}, {'alert_name': 'quaternary_nitrogen_1', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one?

The IUPAC name of 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one (CID 158364286) is 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one.

What is the SMILES notation for 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one?

The canonical SMILES for 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one is CC(C)C1=CCC(=O)C=C1.CC(C)c1ccc(=O)n(C(F)(F)F)c1.CC(C)c1ccc(=O)n(C)c1.CC(C)c1ccc(=O)n(C2CC2)c1.CC(C)c1ccc(C(F)(F)F)nc1.CC(C)c1ccc2[nH]ccc2c1.CC(C)c1cccc(Br)c1.CC(C)c1cccc(Cl)c1.CC(C)c1cccc(F)c1.CC(C)c1cccc2ccccc12.CC(C)c1cnc(C(F)(F)F)cn1.Cc1ccc(C(C)C)c(=O)[nH]1.Cc1ccc(C(C)C)c(C)c1.Cc1ccc(C(C)C)c(O)c1.Cc1ccc(C(C)C)c2ccccc12.Cc1ccc(C(C)C)c[n+]1[O-].Cc1ccc(C(C)C)cc1O.Cc1cccc(C(C)C)c1.Cc1cccc(C(C)C)c1.Cc1cnc(C(C)C)cn1.Cc1ncc(C(C)C)cn1.

What is the InChIKey of 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one?

The InChIKey is GTVLOMPMMUUSBE-UHFFFAOYSA-N. The full InChI is InChI=1S/C14H16.C13H14.C11H15NO.C11H13N.C11H16.2C10H14O.2C10H14.C9H11Br.C9H11Cl.C9H10F3NO.C9H10F3N.C9H11F.3C9H13NO.C9H12O.C8H9F3N2.2C8H12N2/c1-10(2)12-9-8-11(3)13-6-4-5-7-14(12)13;1-10(2)12-9-5-7-11-6-3-4-8-13(11)12;1-8(2)9-3-6-11(13)12(7-9)10-4-5-10;1-8(2)9-3-4-11-10(7-9)5-6-12-11;1-8(2)11-6-5-9(3)7-10(11)4;1-7(2)9-5-4-8(3)10(11)6-9;1-7(2)9-5-4-8(3)6-10(9)11;2*1-8(2)10-6-4-5-9(3)7-10;2*1-7(2)8-4-3-5-9(10)6-8;1-6(2)7-3-4-8(14)13(5-7)9(10,11)12;1-6(2)7-3-4-8(13-5-7)9(10,11)12;1-7(2)8-4-3-5-9(10)6-8;1-7(2)8-4-5-9(11)10(3)6-8;1-7(2)9-5-4-8(3)10(11)6-9;1-6(2)8-5-4-7(3)10-9(8)11;1-7(2)8-3-5-9(10)6-4-8;1-5(2)6-3-13-7(4-12-6)8(9,10)11;1-6(2)8-4-9-7(3)10-5-8;1-6(2)8-5-9-7(3)4-10-8/h4-10H,1-3H3;3-10H,1-2H3;3,6-8,10H,4-5H2,1-2H3;3-8,12H,1-2H3;5-8H,1-4H3;2*4-7,11H,1-3H3;2*4-8H,1-3H3;2*3-7H,1-2H3;3-6H,1-2H3;3-6H,1-2H3;3-7H,1-2H3;2*4-7H,1-3H3;4-6H,1-3H3,(H,10,11);3-5,7H,6H2,1-2H3;3-5H,1-2H3;2*4-6H,1-3H3.

What are the key properties of 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one?

1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one has a molecular weight of 3346.81 g/mol, XLogP of 58.40, 22 rotatable bonds, 4 hydrogen bond donors, and 18 hydrogen bond acceptors.

Where does this data come from?

All data for 1-bromo-3-propan-2-ylbenzene;1-chloro-3-propan-2-ylbenzene;1-cyclopropyl-5-propan-2-ylpyridin-2-one;2,4-dimethyl-1-propan-2-ylbenzene;1-fluoro-3-propan-2-ylbenzene;2-methyl-1-oxido-5-propan-2-ylpyridin-1-ium;bis(1-methyl-3-propan-2-ylbenzene);1-methyl-4-propan-2-ylnaphthalene;2-methyl-5-propan-2-ylphenol;5-methyl-2-propan-2-ylphenol;2-methyl-5-propan-2-ylpyrazine;1-methyl-5-propan-2-ylpyridin-2-one;6-methyl-3-propan-2-yl-1H-pyridin-2-one;2-methyl-5-propan-2-ylpyrimidine;4-propan-2-ylcyclohexa-2,4-dien-1-one;5-propan-2-yl-1H-indole;1-propan-2-ylnaphthalene;2-propan-2-yl-5-(trifluoromethyl)pyrazine;5-propan-2-yl-2-(trifluoromethyl)pyridine;5-propan-2-yl-1-(trifluoromethyl)pyridin-2-one is sourced from PubChem (CID 158364286), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).