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

• ChemBase ID: 160874
• Molecular Formular: C35H39FN2O5
• Molecular Mass: 586.6929632
• Monoisotopic Mass: 586.28430058
• SMILES: c1(c(c(n(c1C(C)C)CC[C@H](C[C@H](CC(=O)OCC)O)O)c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1
• Canonical SMILES: CCOC(=O)C[C@@H](C[C@@H](CCn1c(C(C)C)c(c(c1c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1)O)O
• InChI: InChI=1S/C35H39FN2O5/c1-4-43-30(41)22-29(40)21-28(39)19-20-38-33(23(2)3)32(35(42)37-27-13-9-6-10-14-27)31(24-11-7-5-8-12-24)34(38)25-15-17-26(36)18-16-25/h5-18,23,28-29,39-40H,4,19-22H2,1-3H3,(H,37,42)/t28-,29-/m1/s1
• InChIKey: CXXBPVDOSCOVJU-FQLXRVMXSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162255009
• PubChem CID: 57892870

CALCULATED PROPERTIES

• Acid pKa: 11.824291
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 5.8898487
• LogD (pH = 7.4): 5.8898335
• Log P: 5.8898487
• Molar Refractivity: 167.7161 cm^3
• Polarizability: 66.13313 Å^3
• Polar Surface Area: 100.79 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A791810

Atorvastatin (A791750) impurity.

REFERENCES

• Kearney, A.S., et al.: Pharm. Res., 10, 1461 (1993)
• Heinonen, T.M., et al.: Clin. Ther., 18, 853 (1993)