(2S,3S,4R,5R,6S)-2-acetamido-3,4,5-trihydroxy-6-(hydroxymethyl)oxane-2-carboxamide

• ChemBase ID: 4113
• Molecular Formular: C9H16N2O7
• Molecular Mass: 264.23254
• Monoisotopic Mass: 264.09575086
• SMILES: CC(=O)N[C@@]1(O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O)C(=O)N
• Canonical SMILES: OC[C@@H]1O[C@](NC(=O)C)(C(=O)N)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C9H16N2O7/c1-3(13)11-9(8(10)17)7(16)6(15)5(14)4(2-12)18-9/h4-7,12,14-16H,2H2,1H3,(H2,10,17)(H,11,13)/t4-,5-,6+,7-,9-/m0/s1
• InChIKey: BUPVODXECQDZQR-MNDKRXPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5R,6S)-2-acetamido-3,4,5-trihydroxy-6-(hydroxymethyl)oxane-2-carboxamide
• IUPAC Traditional name: (2S,3S,4R,5R,6S)-2-acetamido-3,4,5-trihydroxy-6-(hydroxymethyl)oxane-2-carboxamide
• Synonyms: 1-Deoxy-1-Acetylamino-Beta-D-Gluco-2-Heptulopyranosonamide

Database IDs

• PubChem SID: 160967545; 46509200
• PubChem CID: 46937004

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.984227
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -4.0108495
• LogD (pH = 7.4): -4.010949
• Log P: -4.0108485
• Molar Refractivity: 55.1893 cm^3
• Polarizability: 22.560286 Å^3
• Polar Surface Area: 162.34 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.56
• LOG S: -0.28
• Solubility (Water): 1.38e+02 g/l

DETAILS

DrugBank - DB04544

Drug information: experimental