benzyl (2R,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylate

• ChemBase ID: 176383
• Molecular Formular: C26H38N2O5
• Molecular Mass: 458.59032
• Monoisotopic Mass: 458.27807233
• SMILES: C1CC[C@H]2[C@@H](C1)C[C@@H](N2C(=O)[C@@H](N[C@@H](CCC)C(=O)OCC)C)C(=O)OCc1ccccc1
• Canonical SMILES: CCC[C@@H](C(=O)OCC)N[C@H](C(=O)N1[C@H]2CCCC[C@H]2C[C@@H]1C(=O)OCc1ccccc1)C
• InChI: InChI=1S/C26H38N2O5/c1-4-11-21(25(30)32-5-2)27-18(3)24(29)28-22-15-10-9-14-20(22)16-23(28)26(31)33-17-19-12-7-6-8-13-19/h6-8,12-13,18,20-23,27H,4-5,9-11,14-17H2,1-3H3/t18-,20-,21-,22-,23+/m0/s1
• InChIKey: ZNAYHAPFFQRGES-VPSDZCSPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2R,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylate
• IUPAC Traditional name: benzyl (2R,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]-octahydroindole-2-carboxylate
• Synonyms: (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid Benzyl Ester; Perindopril Benzyl Ester

Database IDs

• CAS Number: 122454-52-8
• PubChem SID: 164232293
• PubChem CID: 71751530

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.9758437
• LogD (pH = 7.4): 4.256768
• Log P: 4.2618365
• Molar Refractivity: 125.0745 cm^3
• Polarizability: 49.97059 Å^3
• Polar Surface Area: 84.94 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - P287515

Perindopril (P287500) derivative.