(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoic acid

• ChemBase ID: 163629
• Molecular Formular: C10H19NO4
• Molecular Mass: 217.26216
• Monoisotopic Mass: 217.13140809
• SMILES: C([C@@H](C(=O)OCC)N[C@@H](C)C(=O)O)CC
• Canonical SMILES: CCC[C@@H](C(=O)OCC)N[C@H](C(=O)O)C
• InChI: InChI=1S/C10H19NO4/c1-4-6-8(10(14)15-5-2)11-7(3)9(12)13/h7-8,11H,4-6H2,1-3H3,(H,12,13)/t7-,8-/m0/s1
• InChIKey: AUVAVXHAOCLQBF-YUMQZZPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoic acid
• Synonyms: (S)-N-(1-Carboxyethyl)-L-norvaline 1-Ethyl Ester; N-((S)-Ethoxycarbonyl-1-butyl)-(S)-alanine; N-[(S)-1-Carbethoxybutyl]-(S)-alanine

Database IDs

• CAS Number: 82834-12-6
• PubChem SID: 162257764
• PubChem CID: 10015159

CALCULATED PROPERTIES

• Acid pKa: 3.2434244
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.121979065
• LogD (pH = 7.4): -1.5445603
• Log P: 0.043887727
• Molar Refractivity: 54.4931 cm^3
• Polarizability: 22.009537 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 183-188°C

DETAILS

Toronto Research Chemicals - C175940

Perindopril intermediate

REFERENCES

• Bennion, C., et al.: J. Med. Chem., 34, 439 (1991)