sodium (3R,5S)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate

• ChemBase ID: 160864
• Molecular Formular: C33H34FN2NaO5
• Molecular Mass: 580.6216332
• Monoisotopic Mass: 580.2349447
• SMILES: c1(c(c(n(c1C(C)C)CC[C@@H](C[C@H](CC(=O)[O-])O)O)c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1.[Na+]
• Canonical SMILES: O[C@H](C[C@H](CC(=O)[O-])O)CCn1c(C(C)C)c(c(c1c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1.[Na+]
• InChI: InChI=1S/C33H35FN2O5.Na/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40;/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40);/q;+1/p-1/t26-,27+;/m0./s1
• InChIKey: VVRPOCPLIUDBSA-MFHXMFJOSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (3R,5S)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate
• IUPAC Traditional name: sodium (3R,5S)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]-3,5-dihydroxyheptanoate
• Synonyms: (βR,δS)-2-(4-Fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic Acid Sodium Salt; (3R,5S)-Atorvastatin Sodium Salt

Database IDs

• CAS Number: 131275-93-9
• PubChem SID: 162254999
• PubChem CID: 46780494

CALCULATED PROPERTIES

• Acid pKa: 4.3280535
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 4.188813
• LogD (pH = 7.4): 2.444739
• Log P: 5.387147
• Molar Refractivity: 169.0355 cm^3
• Polarizability: 62.080032 Å^3
• Polar Surface Area: 114.62 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 178-180°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A791725

Atorvastatin impurity in bulk drug and tablets.

REFERENCES

• Posvar, E., et al.: J. Clin. Pharmacol., 36, 728 (1996)
• Lea, A., et al.: Drugs, 53, 828 (1996)
• Miao, X., et al.: J. Chromatogr., 998, 133 (1996)