2-[(3S)-3-{[(2R)-1-(benzyloxy)-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetic acid; trifluoroacetic acid

• ChemBase ID: 161126
• Molecular Formular: C31H31F3N2O7
• Molecular Mass: 600.5822496
• Monoisotopic Mass: 600.208336
• SMILES: C1[C@@H](C(=O)N(c2c(C1)cccc2)CC(=O)O)N[C@H](CCc1ccccc1)C(=O)OCc1ccccc1.C(F)(F)(F)C(=O)O
• Canonical SMILES: OC(=O)C(F)(F)F.OC(=O)CN1C(=O)[C@H](CCc2c1cccc2)N[C@@H](C(=O)OCc1ccccc1)CCc1ccccc1
• InChI: InChI=1S/C29H30N2O5.C2HF3O2/c32-27(33)19-31-26-14-8-7-13-23(26)16-18-24(28(31)34)30-25(17-15-21-9-3-1-4-10-21)29(35)36-20-22-11-5-2-6-12-22;3-2(4,5)1(6)7/h1-14,24-25,30H,15-20H2,(H,32,33);(H,6,7)/t24-,25+;/m0./s1
• InChIKey: ICWNIJYICLTHNX-CLSOAGJSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(3S)-3-{[(2R)-1-(benzyloxy)-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetic acid; trifluoroacetic acid
• IUPAC Traditional name: [(3S)-3-{[(2R)-1-(benzyloxy)-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-4,5-dihydro-3H-1-benzazepin-1-yl]acetic acid; trifluoroacetic acid
• Synonyms: (3S)-2,3,4,5-Tetrahydro-2-oxo-3-[[3-phenyl-1R-[1-(phenylmethoxy)carbonyl]propyl]amino]-1H-1-benzazepine-1-acetic Acid Trifluoroacetic Acid Salt; 1'-epi-Benazeprilat Benzyl Ester Analogue, Trifluoroacetic Acid Salt

Database IDs

• CAS Number: 1356930-99-8
• PubChem SID: 162255261
• PubChem CID: 46780637

CALCULATED PROPERTIES

• Acid pKa: 3.5270722
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.6711214
• LogD (pH = 7.4): 1.4373858
• Log P: 2.9055095
• Molar Refractivity: 135.0919 cm^3
• Polarizability: 53.036232 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol

DETAILS

Toronto Research Chemicals - B119766

Protected byproduct formed during the synthesis of Benazepril metabolites