(2Z)-N-[4-(benzyloxy)phenyl]-4-methyl-3-oxo-2-(phenylmethylidene)pentanamide

• ChemBase ID: 161852
• Molecular Formular: C26H25NO3
• Molecular Mass: 399.4816
• Monoisotopic Mass: 399.18344367
• SMILES: c1cc(ccc1NC(=O)/C(=C\c1ccccc1)/C(=O)C(C)C)OCc1ccccc1
• Canonical SMILES: CC(C(=O)/C(=C/c1ccccc1)/C(=O)Nc1ccc(cc1)OCc1ccccc1)C
• InChI: InChI=1S/C26H25NO3/c1-19(2)25(28)24(17-20-9-5-3-6-10-20)26(29)27-22-13-15-23(16-14-22)30-18-21-11-7-4-8-12-21/h3-17,19H,18H2,1-2H3,(H,27,29)/b24-17-
• InChIKey: FCQZYAJFAUTKRU-ULJHMMPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-N-[4-(benzyloxy)phenyl]-4-methyl-3-oxo-2-(phenylmethylidene)pentanamide
• IUPAC Traditional name: (2Z)-N-[4-(benzyloxy)phenyl]-4-methyl-3-oxo-2-(phenylmethylidene)pentanamide
• Synonyms: 4-Methyl-3-oxo-N-[4-(phenylmethoxy)phenyl]-2-(phenylmethylene)pentanamide; 2-Benzylidene-4-methyl-3-oxopentanoic Acid N-(4-Benzyloxyphenyl)amide; N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide

Database IDs

• CAS Number: 163217-66-1
• PubChem SID: 162255987
• PubChem CID: 46783535

CALCULATED PROPERTIES

• Acid pKa: 13.996556
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 6.2975807
• LogD (pH = 7.4): 6.2975807
• Log P: 6.2975807
• Molar Refractivity: 121.2398 cm^3
• Polarizability: 46.045315 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B287632

A intermediate of the metabolite of Atorvastin, a selective, competitive HMG-CoA reductase inhibitor. Atorvastin is the only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholes