(2S)-2-aminobut-3-enoic acid

• ChemBase ID: 2911
• Molecular Formular: C4H7NO2
• Molecular Mass: 101.10388
• Monoisotopic Mass: 101.04767847
• SMILES: N[C@@H](C=C)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)C=C
• InChI: InChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h2-3H,1,5H2,(H,6,7)/t3-/m0/s1
• InChIKey: RQVLGLPAZTUBKX-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-aminobut-3-enoic acid
• IUPAC Traditional name: vinylglycine
• Synonyms: (2s)-2-Amino-3-Butenoic Acid; (2s)-2-Aminobut-3-Enoicacid; L-vinylglycine; Vinylglycine; (S)-2-Amino-5-(3-nitroguanidino)pentanoic acid

Database IDs

• CAS Number: 52773-87-2; 2149-70-4
• MDL Number: MFCD00007033
• PubChem SID: 46506124; 160966358
• PubChem CID: 156126

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.4223719
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.465078
• LogD (pH = 7.4): -2.4759734
• Log P: -2.465185
• Molar Refractivity: 24.9114 cm^3
• Polarizability: 9.92792 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.74
• LOG S: 0.39
• Solubility (Water): 2.50e+02 g/l

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

DrugBank - DB03214

• Drug Groups: experimental
• Description: Vinylglycine is an irreversible inhibitor of aspartate aminotransferase.