(2S)-2-{[(2S)-4-cyclohexyl-1-ethoxy-1-oxobutan-2-yl]amino}propanoic acid

• ChemBase ID: 163730
• Molecular Formular: C15H27NO4
• Molecular Mass: 285.37918
• Monoisotopic Mass: 285.19400835
• SMILES: C1CCCC(C1)CC[C@@H](C(=O)OCC)N[C@@H](C)C(=O)O
• Canonical SMILES: CCOC(=O)[C@@H](N[C@H](C(=O)O)C)CCC1CCCCC1
• InChI: InChI=1S/C15H27NO4/c1-3-20-15(19)13(16-11(2)14(17)18)10-9-12-7-5-4-6-8-12/h11-13,16H,3-10H2,1-2H3,(H,17,18)/t11-,13-/m0/s1
• InChIKey: SSKKXRIKYHEFTJ-AAEUAGOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-4-cyclohexyl-1-ethoxy-1-oxobutan-2-yl]amino}propanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S)-4-cyclohexyl-1-ethoxy-1-oxobutan-2-yl]amino}propanoic acid
• Synonyms: (αS)-Cyclohexanebutanoic Acid α-[[(1S)-1-Carboxyethyl]amino]cyclohexanebutanoic Acid α-Ethyl Ester

Database IDs

• CAS Number: 460720-14-3
• PubChem SID: 162257865
• PubChem CID: 21037721

CALCULATED PROPERTIES

• Acid pKa: 3.3421843
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.5321134
• LogD (pH = 7.4): 0.06081091
• Log P: 1.721855
• Molar Refractivity: 75.6435 cm^3
• Polarizability: 30.453804 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C177950

(αS)-Cyclohexanebutanoic Acid α-[[(1S)-1-Carboxyethyl]amino]cyclohexanebutanoic acid α-ethyl ester is an impurity of Enalaprilat maleate.