(2S)-2-amino-3-[(2R)-oxiran-2-yl]propanoic acid

• ChemBase ID: 2889
• Molecular Formular: C5H9NO3
• Molecular Mass: 131.12986
• Monoisotopic Mass: 131.05824315
• SMILES: N[C@@H](C[C@@H]1CO1)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)C[C@@H]1CO1
• InChI: InChI=1S/C5H9NO3/c6-4(5(7)8)1-3-2-9-3/h3-4H,1-2,6H2,(H,7,8)/t3-,4+/m1/s1
• InChIKey: HKPCHCJYQVJLIZ-DMTCNVIQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[(2R)-oxiran-2-yl]propanoic acid
• IUPAC Traditional name: @3-oxiran-2ylalanine
• Synonyms: 3-Oxiran-2ylalanine

Database IDs

• PubChem SID: 46505024; 160966336
• PubChem CID: 46936601

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.0808396
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.296743
• LogD (pH = 7.4): -3.3002253
• Log P: -3.296749
• Molar Refractivity: 29.3588 cm^3
• Polarizability: 12.049111 Å^3
• Polar Surface Area: 75.85 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.93
• LOG S: 0.54
• Solubility (Water): 4.57e+02 g/l

DETAILS

DrugBank - DB03191

Drug information: experimental