(2S)-2-amino-4-(carboxymethoxy)-4-oxobutanoic acid

• ChemBase ID: 3192
• Molecular Formular: C6H9NO6
• Molecular Mass: 191.13876
• Monoisotopic Mass: 191.04298701
• SMILES: N[C@@H](CC(=O)OCC(=O)O)C(=O)O
• Canonical SMILES: O=C(C[C@@H](C(=O)O)N)OCC(=O)O
• InChI: InChI=1S/C6H9NO6/c7-3(6(11)12)1-5(10)13-2-4(8)9/h3H,1-2,7H2,(H,8,9)(H,11,12)/t3-/m0/s1
• InChIKey: VYJCBTPDYBSANG-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-(carboxymethoxy)-4-oxobutanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-(carboxymethoxy)-4-oxobutanoic acid
• Synonyms: Aspartic Acid-4-Carboxymethyl Ester

Database IDs

• PubChem SID: 46505968; 160966636
• PubChem CID: 17753844

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5123131
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -5.8676286
• LogD (pH = 7.4): -7.264181
• Log P: -3.9683058
• Molar Refractivity: 37.3864 cm^3
• Polarizability: 15.468489 Å^3
• Polar Surface Area: 126.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.42
• LOG S: -0.96
• Solubility (Water): 2.09e+01 g/l

DETAILS

DrugBank - DB03522

Drug information: experimental