potassium 4-{[(4-fluorophenyl)methyl]carbamoyl}-1-methyl-2-{2-[(5-methyl-1,3,4-oxadiazol-2-yl)formamido]propan-2-yl}-6-oxo-1,6-dihydropyrimidin-5-olate

• ChemBase ID: 177331
• Molecular Formular: C20H20FKN6O5
• Molecular Mass: 482.5067032
• Monoisotopic Mass: 482.11162767
• SMILES: n1c(n(c(=O)c(c1C(=O)NCc1ccc(cc1)F)[O-])C)C(NC(=O)c1nnc(o1)C)(C)C.[K+]
• Canonical SMILES: Fc1ccc(cc1)CNC(=O)c1nc(n(c(=O)c1[O-])C)C(NC(=O)c1nnc(o1)C)(C)C.[K+]
• InChI: InChI=1S/C20H21FN6O5.K/c1-10-25-26-17(32-10)16(30)24-20(2,3)19-23-13(14(28)18(31)27(19)4)15(29)22-9-11-5-7-12(21)8-6-11;/h5-8,28H,9H2,1-4H3,(H,22,29)(H,24,30);/q;+1/p-1
• InChIKey: IFUKBHBISRAZTF-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 4-{[(4-fluorophenyl)methyl]carbamoyl}-1-methyl-2-{2-[(5-methyl-1,3,4-oxadiazol-2-yl)formamido]propan-2-yl}-6-oxo-1,6-dihydropyrimidin-5-olate
• IUPAC Traditional name: potassium 4-{[(4-fluorophenyl)methyl]carbamoyl}-1-methyl-2-{2-[(5-methyl-1,3,4-oxadiazol-2-yl)formamido]propan-2-yl}-6-oxopyrimidin-5-olate
• Synonyms: N-[(4-Fluorophenyl)methyl]-1,6-dihydro-5-hydroxy-1-methyl-2-[1-methyl-1-[[(5-methyl-1,3,4-oxadiazol-2-yl)carbonyl]amino]ethyl]-6-oxo-4-pyrimidinecarboxamide Potassium Salt; Raltegravir Potassium Salt

Database IDs

• CAS Number: 871038-72-1
• PubChem SID: 164233241
• PubChem CID: 23668479

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 5.617114
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.63454485
• LogD (pH = 7.4): -2.1705122
• Log P: -0.38822657
• Molar Refractivity: 123.142 cm^3
• Polarizability: 40.502254 Å^3
• Polar Surface Area: 152.85 Å^2
• Rotatable Bonds: 6

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 155-157°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - R100300

A potent human immunodeficiency virus (HIV) integrase inhibitor. A novel anti-AIDS drug.

REFERENCES

• Wade, K., et al.: J. Pharmacol. Biomed. Anal., 8, 401 (1990)
• Hazuda, D., et al.: Science, 287, 646 (1990)
• Williams, J., et al.: Drug Metab. Dispos., 32, 1201 (1990)
• Duckett, C., et al.: Xenobiotica, 36, 59 (1990)
• Miners, J., et al.: Biochem. Pharmacol