(2S)-2-amino-3-(3-oxo-2,3-dihydro-1,2-oxazol-4-yl)propanoic acid

• ChemBase ID: 1439
• Molecular Formular: C6H8N2O4
• Molecular Mass: 172.13872
• Monoisotopic Mass: 172.04840675
• SMILES: N[C@@H](Cc1co[nH]c1=O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1co[nH]c1=O)N
• InChI: InChI=1S/C6H8N2O4/c7-4(6(10)11)1-3-2-12-8-5(3)9/h2,4H,1,7H2,(H,8,9)(H,10,11)/t4-/m0/s1
• InChIKey: ZKLGQYGPVBFAQQ-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(3-oxo-2,3-dihydro-1,2-oxazol-4-yl)propanoic acid
• IUPAC Traditional name: SHI
• Brand Name: (S)-2-AMINO-3-(3-HYDROXY-ISOXAZOL-4-YL)PROPIONIC ACID; SHI
• Synonyms: (S)-Des-Me-Ampa

Database IDs

• PubChem SID: 46508987; 160964898
• PubChem CID: 447195

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7733954
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.701873
• LogD (pH = 7.4): -4.4131064
• Log P: -3.639158
• Molar Refractivity: 37.4511 cm^3
• Polarizability: 14.947508 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.79
• LOG S: -0.55
• Solubility (Water): 4.89e+01 g/l

DETAILS

DrugBank - DB01664

Drug information: experimental