ethyl (2S)-2-{[(3S)-1-(2-ethoxy-2-oxoethyl)-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]amino}-4-phenylbutanoate hydrochloride

• ChemBase ID: 161136
• Molecular Formular: C26H33ClN2O5
• Molecular Mass: 489.00362
• Monoisotopic Mass: 488.20779985
• SMILES: c1cccc(c1)CC[C@H](N[C@@H]1C(=O)N(c2c(CC1)cccc2)CC(=O)OCC)C(=O)OCC.Cl
• Canonical SMILES: CCOC(=O)CN1C(=O)[C@H](CCc2c1cccc2)N[C@H](C(=O)OCC)CCc1ccccc1.Cl
• InChI: InChI=1S/C26H32N2O5.ClH/c1-3-32-24(29)18-28-23-13-9-8-12-20(23)15-17-21(25(28)30)27-22(26(31)33-4-2)16-14-19-10-6-5-7-11-19;/h5-13,21-22,27H,3-4,14-18H2,1-2H3;1H/t21-,22-;/m0./s1
• InChIKey: PJZRMGBGIBKYHB-VROPFNGYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-{[(3S)-1-(2-ethoxy-2-oxoethyl)-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]amino}-4-phenylbutanoate hydrochloride
• IUPAC Traditional name: ethyl (2S)-2-{[(3S)-1-(2-ethoxy-2-oxoethyl)-2-oxo-4,5-dihydro-3H-1-benzazepin-3-yl]amino}-4-phenylbutanoate hydrochloride
• Synonyms: [S-(R*,R*)]-3-[[1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic Acid Ethyl Ester Hydrochloride; Benazepril Ethyl Ester Hydrochloride

Database IDs

• PubChem SID: 162255271
• PubChem CID: 71313632

CALCULATED PROPERTIES

• Acid pKa: 17.921358
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.678863
• LogD (pH = 7.4): 3.9070702
• Log P: 3.910916
• Molar Refractivity: 124.7456 cm^3
• Polarizability: 49.227833 Å^3
• Polar Surface Area: 84.94 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 92-94°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B119810

An ethyl ester derivative of Benazepril (B119750).