benzyl (2S)-2-{[(3S)-1-[2-(tert-butoxy)-2-oxoethyl]-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]amino}-4-phenylbutanoate

• ChemBase ID: 161134
• Molecular Formular: C33H38N2O5
• Molecular Mass: 542.66522
• Monoisotopic Mass: 542.27807233
• SMILES: C1[C@@H](C(=O)N(c2c(C1)cccc2)CC(=O)OC(C)(C)C)N[C@@H](CCc1ccccc1)C(=O)OCc1ccccc1
• Canonical SMILES: O=C(OC(C)(C)C)CN1C(=O)[C@H](CCc2c1cccc2)N[C@H](C(=O)OCc1ccccc1)CCc1ccccc1
• InChI: InChI=1S/C33H38N2O5/c1-33(2,3)40-30(36)22-35-29-17-11-10-16-26(29)19-21-27(31(35)37)34-28(20-18-24-12-6-4-7-13-24)32(38)39-23-25-14-8-5-9-15-25/h4-17,27-28,34H,18-23H2,1-3H3/t27-,28-/m0/s1
• InChIKey: RWCSKKNSVKJXAY-NSOVKSMOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S)-2-{[(3S)-1-[2-(tert-butoxy)-2-oxoethyl]-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]amino}-4-phenylbutanoate
• IUPAC Traditional name: benzyl (2S)-2-{[(3S)-1-[2-(tert-butoxy)-2-oxoethyl]-2-oxo-4,5-dihydro-3H-1-benzazepin-3-yl]amino}-4-phenylbutanoate
• Synonyms: (3S)-2,3,4,5-Tetrahydro-2-oxo-3-[[(1S)-3-phenyl-1-[(phenylmethoxy)carbonyl]propyl]amino]-1H-1-benzazepine-1-acetic Acid 1,1-Dimethylethyl Ester; Benazeprilat Benzyl Ester (Glycine)tert-butyl Ester

Database IDs

• CAS Number: 1356838-13-5
• PubChem SID: 162255269
• PubChem CID: 46780645

CALCULATED PROPERTIES

• Acid pKa: 17.921356
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 5.743898
• LogD (pH = 7.4): 5.9718914
• Log P: 5.975733
• Molar Refractivity: 153.6666 cm^3
• Polarizability: 60.659332 Å^3
• Polar Surface Area: 84.94 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate

DETAILS

Toronto Research Chemicals - B119800

A protected Benazepril metabolite