(2S)-2-amino-4-(hydroxycarbamoyl)butanoic acid

• ChemBase ID: 2183
• Molecular Formular: C5H10N2O4
• Molecular Mass: 162.1439
• Monoisotopic Mass: 162.06405681
• SMILES: N[C@@H](CCC(=O)NO)C(=O)O
• Canonical SMILES: ONC(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C5H10N2O4/c6-3(5(9)10)1-2-4(8)7-11/h3,11H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1
• InChIKey: YVGZXTQJQNXIAU-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-(hydroxycarbamoyl)butanoic acid
• IUPAC Traditional name: glutamine hydroxamate
• Synonyms: HGA; Glutamine Hydroxamate

Database IDs

• PubChem SID: 160965636; 46506511
• PubChem CID: 449178

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9268305
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.004595
• LogD (pH = 7.4): -4.0225725
• Log P: -4.0046434
• Molar Refractivity: 34.8745 cm^3
• Polarizability: 14.025267 Å^3
• Polar Surface Area: 112.65 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.05
• LOG S: -0.47
• Solubility (Water): 5.50e+01 g/l

DETAILS

DrugBank - DB02446

Drug information: experimental