(2S,3E)-2-amino-4-methoxybut-3-enoic acid

• ChemBase ID: 3270
• Molecular Formular: C5H9NO3
• Molecular Mass: 131.12986
• Monoisotopic Mass: 131.05824315
• SMILES: CO/C=C/[C@H](N)C(=O)O
• Canonical SMILES: CO/C=C/[C@@H](C(=O)O)N
• InChI: InChI=1S/C5H9NO3/c1-9-3-2-4(6)5(7)8/h2-4H,6H2,1H3,(H,7,8)/b3-2+/t4-/m0/s1
• InChIKey: HLOPMQJRUIOMJO-ZPYNKGFJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3E)-2-amino-4-methoxybut-3-enoic acid
• IUPAC Traditional name: (2S,3E)-2-amino-4-methoxybut-3-enoic acid
• Synonyms: L-2-Amino-4-Methoxy-Cis-but-3-Enoic Acid

Database IDs

• PubChem SID: 46507862; 160966712
• PubChem CID: 46936727; 6440994

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.1900158
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.9432366
• LogD (pH = 7.4): -2.9563568
• Log P: -2.9434886
• Molar Refractivity: 31.6403 cm^3
• Polarizability: 12.4979725 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.54
• LOG S: 0.27
• Solubility (Water): 2.42e+02 g/l

DETAILS

DrugBank - DB03611

Drug information: experimental