(2S,3S,4S,5R,6S)-6-({2-[(3S)-3-{[(2S)-1-ethoxy-1-oxo-4-(2H5)phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 161120
• Molecular Formular: C30H36N2O11
• Molecular Mass: 600.61364
• Monoisotopic Mass: 600.23190998
• SMILES: c1ccccc1CC[C@H](N[C@H]1CCc2c(N(C1=O)CC(=O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)cccc2)C(=O)OCC
• Canonical SMILES: CCOC(=O)[C@@H](N[C@H]1CCc2c(N(C1=O)CC(=O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)cccc2)CCc1ccccc1
• InChI: InChI=1S/C30H36N2O11/c1-2-41-29(40)20(14-12-17-8-4-3-5-9-17)31-19-15-13-18-10-6-7-11-21(18)32(27(19)37)16-22(33)42-30-25(36)23(34)24(35)26(43-30)28(38)39/h3-11,19-20,23-26,30-31,34-36H,2,12-16H2,1H3,(H,38,39)/t19-,20-,23-,24-,25+,26-,30+/m0/s1
• InChIKey: YPGLPVMXYOHXMT-PSOMMEEJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-({2-[(3S)-3-{[(2S)-1-ethoxy-1-oxo-4-(^2H₅)phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-({2-[(3S)-3-{[(2S)-1-ethoxy-1-oxo-4-(^2H₅)phenylbutan-2-yl]amino}-2-oxo-4,5-dihydro-3H-1-benzazepin-1-yl]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: Benazepril-d5 Acyl-β-D-glucuronide

Database IDs

• PubChem SID: 162255255
• PubChem CID: 71313622

CALCULATED PROPERTIES

• Acid pKa: 2.7011774
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -1.1414344
• LogD (pH = 7.4): -2.0048819
• Log P: -0.8262014
• Molar Refractivity: 147.5265 cm^3
• Polarizability: 59.121487 Å^3
• Polar Surface Area: 192.16 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Ethanol,
• Apperance: Crystalline Solid

DETAILS

Toronto Research Chemicals - B119756

Labelled Benazepril-glucuronide, which is used as an antihypertensive.