(2S)-2-{[(2S)-1-methoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoic acid

• ChemBase ID: 163736
• Molecular Formular: C14H19NO4
• Molecular Mass: 265.30496
• Monoisotopic Mass: 265.13140809
• SMILES: c1cccc(c1)CC[C@@H](C(=O)OC)N[C@H](C(=O)O)C
• Canonical SMILES: COC(=O)[C@@H](N[C@H](C(=O)O)C)CCc1ccccc1
• InChI: InChI=1S/C14H19NO4/c1-10(13(16)17)15-12(14(18)19-2)9-8-11-6-4-3-5-7-11/h3-7,10,12,15H,8-9H2,1-2H3,(H,16,17)/t10-,12-/m0/s1
• InChIKey: HUNRUXGZJNTAJK-JQWIXIFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-methoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S)-1-methoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoic acid
• Synonyms: α-[(1-Carboxyethyl)amino]-benzenebutanoic Acid α-Methyl Ester; 2S-[(1-Carboxyethyl)amino]-benzenebutanoic Acid Methyl Ester

Database IDs

• PubChem SID: 162257871
• PubChem CID: 9878463

CALCULATED PROPERTIES

• Acid pKa: 3.1934297
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.563554
• LogD (pH = 7.4): -0.86053044
• Log P: 0.76342255
• Molar Refractivity: 69.8395 cm^3
• Polarizability: 27.878843 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Ethanol; Methanol
• Apperance: White Crystals

DETAILS

Toronto Research Chemicals - C178030

Used in the preparation of Moexipril (M485350).