ethyl (2R)-2-{[(3S)-1-[2-(tert-butoxy)-2-oxoethyl]-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]amino}-4-(2H5)phenylbutanoate

• ChemBase ID: 161122
• Molecular Formular: C28H36N2O5
• Molecular Mass: 480.59584
• Monoisotopic Mass: 480.26242226
• SMILES: c1cccc(c1)CC[C@@H](N[C@@H]1C(=O)N(c2c(CC1)cccc2)CC(=O)OC(C)(C)C)C(=O)OCC
• Canonical SMILES: CCOC(=O)[C@H](N[C@H]1CCc2c(N(C1=O)CC(=O)OC(C)(C)C)cccc2)CCc1ccccc1
• InChI: InChI=1S/C28H36N2O5/c1-5-34-27(33)23(17-15-20-11-7-6-8-12-20)29-22-18-16-21-13-9-10-14-24(21)30(26(22)32)19-25(31)35-28(2,3)4/h6-14,22-23,29H,5,15-19H2,1-4H3/t22-,23+/m0/s1
• InChIKey: QNLLWVSHZXSUNF-XZOQPEGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2R)-2-{[(3S)-1-[2-(tert-butoxy)-2-oxoethyl]-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]amino}-4-(^2H₅)phenylbutanoate
• IUPAC Traditional name: ethyl (2R)-2-{[(3S)-1-[2-(tert-butoxy)-2-oxoethyl]-2-oxo-4,5-dihydro-3H-1-benzazepin-3-yl]amino}-4-(^2H₅)phenylbutanoate
• Synonyms: (2R,3’S)-2-(N-tert-Butoxycarbonylmethyl-2’-oxo-2’,3’,4’,5’-tetrahydro-1H-benzo[b]azepin-3’-ylamino)-4-phenylbutyric Acid Ethyl Ester-d5; (2R,3'S) Benazepril tert-Butyl Ester-d5

Database IDs

• CAS Number: 1356841-36-5
• PubChem SID: 162255257
• PubChem CID: 71313624

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 17.921356
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.3760147
• LogD (pH = 7.4): 4.604222
• Log P: 4.608068
• Molar Refractivity: 133.8026 cm^3
• Polarizability: 52.930695 Å^3
• Polar Surface Area: 84.94 Å^2
• Rotatable Bonds: 12

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Pale Yellow Thick Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B119758

A labelled protected form of a diastereomer of Benazepril.