(2S)-1-[(2S)-2-{[(2S)-4-cyclohexyl-1-ethoxy-1-oxobutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid; trifluoroacetic acid

• ChemBase ID: 167999
• Molecular Formular: C22H35F3N2O7
• Molecular Mass: 496.5177096
• Monoisotopic Mass: 496.23963613
• SMILES: C1C[C@H](N(C1)C(=O)[C@@H](N[C@@H](CCC1CCCCC1)C(=O)OCC)C)C(=O)O.O=C(O)C(F)(F)F
• Canonical SMILES: OC(=O)C(F)(F)F.CCOC(=O)[C@@H](N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C)CCC1CCCCC1
• InChI: InChI=1S/C20H34N2O5.C2HF3O2/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25;3-2(4,5)1(6)7/h14-17,21H,3-13H2,1-2H3,(H,24,25);(H,6,7)/t14-,16-,17-;/m0./s1
• InChIKey: VOXKCNBGYDDBDJ-BDURURIASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-{[(2S)-4-cyclohexyl-1-ethoxy-1-oxobutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid; trifluoroacetic acid
• IUPAC Traditional name: (2S)-1-[(2S)-2-{[(2S)-4-cyclohexyl-1-ethoxy-1-oxobutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid; trifluoroacetic acid
• Synonyms: (2S)-1-[(2S)-2-[[(1S)-3-Cyclohexyl-1-(ethoxycarbonyl)propyl]amino]propanoyl]pyrrolidine-2-carboxylic Acid Trifluoroacetic Acid Salt; Enalapril Impurity H; N-[(1S)-1-(Ethoxycarbonyl)-3-cyclohexylpropyl]-L-alanyl-L-proline Trifluoroacetic Acid Salt; Enalapril Cyclohexyl Analogue Trifluoroacetic Acid Salt

Database IDs

• PubChem SID: 162262131
• PubChem CID: 71316328

CALCULATED PROPERTIES

• Acid pKa: 3.6509523
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.66758555
• LogD (pH = 7.4): -0.583752
• Log P: 0.8392897
• Molar Refractivity: 100.63 cm^3
• Polarizability: 40.165028 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E555265

An impurity of Enalapril (E555250).