(2S)-1-[(2S)-2-{[(2S)-1-oxo-4-phenyl-1-(2-phenylethoxy)butan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 167922
• Molecular Formular: C26H32N2O5
• Molecular Mass: 452.54268
• Monoisotopic Mass: 452.23112213
• SMILES: C1C[C@H](N(C1)C(=O)[C@@H](N[C@@H](CCc1ccccc1)C(=O)OCCc1ccccc1)C)C(=O)O
• Canonical SMILES: O=C([C@@H](N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C)CCc1ccccc1)OCCc1ccccc1
• InChI: InChI=1S/C26H32N2O5/c1-19(24(29)28-17-8-13-23(28)25(30)31)27-22(15-14-20-9-4-2-5-10-20)26(32)33-18-16-21-11-6-3-7-12-21/h2-7,9-12,19,22-23,27H,8,13-18H2,1H3,(H,30,31)/t19-,22-,23-/m0/s1
• InChIKey: GYDOVIHEZKMIJO-VJBMBRPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-{[(2S)-1-oxo-4-phenyl-1-(2-phenylethoxy)butan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(2S)-2-{[(2S)-1-oxo-4-phenyl-1-(2-phenylethoxy)butan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid
• Synonyms: (S)-1-[N-[3-Phenyl-1-[(phenylethoxy)carbonyl]propyl]-L-alanyl]-L-proline; Enalaprilat Phenylethyl Ester

Database IDs

• PubChem SID: 162262055
• PubChem CID: 71316292

CALCULATED PROPERTIES

• Acid pKa: 3.67133
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.9556105
• LogD (pH = 7.4): 0.6010536
• Log P: 2.2441158
• Molar Refractivity: 124.1936 cm^3
• Polarizability: 48.990227 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E555390

Enalaprilat phenylethyl ester is an impurity of Enalapril (E555245). Enalapril EP impurity E.