(3R,5R)-7-[2,3-bis(4-fluorophenyl)-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid

• ChemBase ID: 167392
• Molecular Formular: C33H34F2N2O5
• Molecular Mass: 576.6302664
• Monoisotopic Mass: 576.24357864
• SMILES: c1(c(n(c(c1C(=O)Nc1ccccc1)C(C)C)CC[C@H](C[C@H](CC(=O)O)O)O)c1ccc(cc1)F)c1ccc(cc1)F
• Canonical SMILES: O[C@@H](C[C@H](CC(=O)O)O)CCn1c(C(C)C)c(c(c1c1ccc(cc1)F)c1ccc(cc1)F)C(=O)Nc1ccccc1
• InChI: InChI=1S/C33H34F2N2O5/c1-20(2)31-30(33(42)36-25-6-4-3-5-7-25)29(21-8-12-23(34)13-9-21)32(22-10-14-24(35)15-11-22)37(31)17-16-26(38)18-27(39)19-28(40)41/h3-15,20,26-27,38-39H,16-19H2,1-2H3,(H,36,42)(H,40,41)/t26-,27-/m1/s1
• InChIKey: UNKLVVGSJZVOBR-KAYWLYCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5R)-7-[2,3-bis(4-fluorophenyl)-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid
• IUPAC Traditional name: (3R,5R)-7-[2,3-bis(4-fluorophenyl)-5-isopropyl-4-(phenylcarbamoyl)pyrrol-1-yl]-3,5-dihydroxyheptanoic acid
• Synonyms: (βR,δR)-2,3-Βis(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic Αcid; Difluoro Atorvastatin

Database IDs

• CAS Number: 693794-20-6
• PubChem SID: 162261525
• PubChem CID: 10076865

CALCULATED PROPERTIES

• Acid pKa: 4.3281074
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 4.331566
• LogD (pH = 7.4): 2.587481
• Log P: 5.5298486
• Molar Refractivity: 158.4148 cm^3
• Polarizability: 61.837093 Å^3
• Polar Surface Area: 111.79 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D445660

Atorvastatin impurity.

REFERENCES

• Dart, A., et al.: Am. J. Cardiol., 80, 39 (1997)