(2S)-2-amino-4-[(3S)-3-hydroxy-2-oxoazetidin-3-yl]butanoic acid

• ChemBase ID: 129687
• Molecular Formular: C7H12N2O4
• Molecular Mass: 188.18118
• Monoisotopic Mass: 188.07970687
• SMILES: C1[C@](C(=O)N1)(CC[C@@H](C(=O)O)N)O
• Canonical SMILES: OC(=O)[C@H](CC[C@]1(O)CNC1=O)N
• InChI: InChI=1S/C7H12N2O4/c8-4(5(10)11)1-2-7(13)3-9-6(7)12/h4,13H,1-3,8H2,(H,9,12)(H,10,11)/t4-,7-/m0/s1
• InChIKey: BSUXZTMOMIFYBF-FFWSUHOLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-[(3S)-3-hydroxy-2-oxoazetidin-3-yl]butanoic acid
• IUPAC Traditional name: tabtoxinine β-lactam
• Synonyms: (αS,3S)-α-Amino-3-hydroxy-2-oxo-3-azetidinebutanoic acid; (-)-Tabtoxinine β-lactam; Tabtoxinine β-lactam

Database IDs

• CAS Number: 65709-93-5
• PubChem SID: 162223976
• PubChem CID: 115314; 3035052
• Chemspider ID: 24751854
• Wikipedia Title: Tabtoxinine_β-lactam

CALCULATED PROPERTIES

• Acid pKa: 1.9669211
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.299219
• LogD (pH = 7.4): -4.311116
• Log P: -4.299341
• Molar Refractivity: 42.0955 cm^3
• Polarizability: 16.943102 Å^3
• Polar Surface Area: 112.65 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true