(2R,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid; 2-methylpropan-2-amine

• ChemBase ID: 176378
• Molecular Formular: C23H43N3O5
• Molecular Mass: 441.60462
• Monoisotopic Mass: 441.32027149
• 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)O.C(N)(C)(C)C
• Canonical SMILES: CC(N)(C)C.CCC[C@@H](C(=O)OCC)N[C@H](C(=O)N1[C@H]2CCCC[C@H]2C[C@@H]1C(=O)O)C
• InChI: InChI=1S/C19H32N2O5.C4H11N/c1-4-8-14(19(25)26-5-2)20-12(3)17(22)21-15-10-7-6-9-13(15)11-16(21)18(23)24;1-4(2,3)5/h12-16,20H,4-11H2,1-3H3,(H,23,24);5H2,1-3H3/t12-,13-,14-,15-,16+;/m0./s1
• InChIKey: IYNMDWMQHSMDDE-IKYUKNMNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid; 2-methylpropan-2-amine
• IUPAC Traditional name: (2R,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]-octahydroindole-2-carboxylic acid; erbumine
• Synonyms: (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid 2-Methyl-2-propanamine; Aceon; Butylaminiperindopril; Coversum; Coversyl; McN-A 2833-109; Perindopril Erbumine; Perinodopril; Perinodpril Erbimune; Prestarium; Procaptan; S 9490-3; Perindopril t-Butylamine Salt

Database IDs

• CAS Number: 107133-36-8
• PubChem SID: 164232288
• PubChem CID: 71751524

CALCULATED PROPERTIES

• Acid pKa: 3.7860548
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.4626669
• LogD (pH = 7.4): -0.8469951
• Log P: 0.63074386
• Molar Refractivity: 95.6928 cm^3
• Polarizability: 38.332016 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 126-128°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P287505

An angiotensin-converting enzyme (ACE) inhibitor. Antihypertensive.

REFERENCES

• Lees, K.R., et al.: Brit. J. Clin. Pharmacol., 23, 159 (1987)
• Morgan, T., et al.: J. Cardiovasc. Pharmacol., 10, Supp. 7, S116, (1987)