(2S,3S)-2-amino-3-carbamoyl-3-hydroxypropanoic acid

• ChemBase ID: 4098
• Molecular Formular: C4H8N2O4
• Molecular Mass: 148.11732
• Monoisotopic Mass: 148.04840675
• SMILES: N[C@@H]([C@H](O)C(=O)N)C(=O)O
• Canonical SMILES: OC(=O)[C@H]([C@@H](C(=O)N)O)N
• InChI: InChI=1S/C4H8N2O4/c5-1(4(9)10)2(7)3(6)8/h1-2,7H,5H2,(H2,6,8)(H,9,10)/t1-,2-/m0/s1
• InChIKey: VQTLPSCRBFYDNX-LWMBPPNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-amino-3-carbamoyl-3-hydroxypropanoic acid
• IUPAC Traditional name: β-hydroxyasparagine
• Synonyms: 3-Hydroxyasparagine; Beta-Hydroxyasparagine

Database IDs

• CAS Number: 16712-79-1
• PubChem SID: 46504466; 160967531
• PubChem CID: 15991574

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7555261
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -5.0017257
• LogD (pH = 7.4): -5.1151276
• Log P: -5.000715
• Molar Refractivity: 29.6931 cm^3
• Polarizability: 12.230064 Å^3
• Polar Surface Area: 126.64 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.22
• LOG S: -0.18
• Solubility (Water): 9.71e+01 g/l

DETAILS

DrugBank - DB04527

Drug information: experimental