(2S)-2-amino-3-(5-tert-butyl-3-oxo-2,3-dihydro-1,2-oxazol-4-yl)propanoic acid

• ChemBase ID: 3009
• Molecular Formular: C10H16N2O4
• Molecular Mass: 228.24504
• Monoisotopic Mass: 228.111007
• SMILES: O=c1c(c(o[nH]1)C(C)(C)C)C[C@H](N)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)Cc1c(o[nH]c1=O)C(C)(C)C
• InChI: InChI=1S/C10H16N2O4/c1-10(2,3)7-5(8(13)12-16-7)4-6(11)9(14)15/h6H,4,11H2,1-3H3,(H,12,13)(H,14,15)/t6-/m0/s1
• InChIKey: PIXJURSCCVBKRF-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(5-tert-butyl-3-oxo-2,3-dihydro-1,2-oxazol-4-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-(5-tert-butyl-3-oxo-2H-1,2-oxazol-4-yl)propanoic acid
• Synonyms: (S)-2-Amino-3-(3-Hydroxy-5-Tert-Butyl-Isoxazol-4-Yl)Propionic Acid; (S)-ATPA

Database IDs

• PubChem SID: 160966456; 46506972
• PubChem CID: 46936640; 447407

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.1696599
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.3335743
• LogD (pH = 7.4): -3.046982
• Log P: -2.1763866
• Molar Refractivity: 56.6639 cm^3
• Polarizability: 22.209991 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.32
• LOG S: -2.85
• Solubility (Water): 4.19e-01 g/l

DETAILS

DrugBank - DB03319

Drug information: experimental