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

• ChemBase ID: 160872
• Molecular Formular: C36H39FN2O6
• Molecular Mass: 614.7030632
• Monoisotopic Mass: 614.2792152
• SMILES: C1(=C(N(C(=O)C1(C(=O)Nc1ccccc1)C(C)C)CC[C@H](C[C@H](CC(=O)OCC=C)O)O)c1ccc(cc1)F)c1ccccc1
• Canonical SMILES: C=CCOC(=O)C[C@@H](C[C@@H](CCN1C(=C(C(C1=O)(C(C)C)C(=O)Nc1ccccc1)c1ccccc1)c1ccc(cc1)F)O)O
• InChI: InChI=1S/C36H39FN2O6/c1-4-21-45-31(42)23-30(41)22-29(40)19-20-39-33(26-15-17-27(37)18-16-26)32(25-11-7-5-8-12-25)36(24(2)3,35(39)44)34(43)38-28-13-9-6-10-14-28/h4-18,24,29-30,40-41H,1,19-23H2,2-3H3,(H,38,43)/t29-,30-,36?/m1/s1
• InChIKey: ZCVWJLGMYPURHV-QTHLJSQGSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162255007
• PubChem CID: 71313519

CALCULATED PROPERTIES

• Acid pKa: 13.265079
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 4.6626234
• LogD (pH = 7.4): 4.6626225
• Log P: 4.6626234
• Molar Refractivity: 172.1154 cm^3
• Polarizability: 65.66169 Å^3
• Polar Surface Area: 116.17 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - A791800

Intermediate in the preparation of Atorvastatin degradation products.