N-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]acetamide

• ChemBase ID: 2065
• Molecular Formular: C8H15NO6
• Molecular Mass: 221.2078
• Monoisotopic Mass: 221.08993721
• SMILES: CC(=O)N[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](NC(=O)C)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C8H15NO6/c1-3(11)9-8-7(14)6(13)5(12)4(2-10)15-8/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8-/m0/s1
• InChIKey: IBONACLSSOLHFU-RLMOJYMMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]acetamide
• IUPAC Traditional name: @1-N-acetyl-β-D-glucosamine
• Synonyms: 1-N-Acetyl-Beta-D-Glucosamine

Database IDs

• PubChem SID: 160965519; 46504986
• PubChem CID: 10376202

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.47431
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.2205749
• LogD (pH = 7.4): -3.2206073
• Log P: -3.2205744
• Molar Refractivity: 47.0247 cm^3
• Polarizability: 19.398714 Å^3
• Polar Surface Area: 119.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.55
• LOG S: 0.06
• Solubility (Water): 2.55e+02 g/l

DETAILS

DrugBank - DB02320

Drug information: experimental