(2R,3R,4S,5S,6S)-5-amino-6-(hydroxymethyl)oxane-2,3,4-triol

• ChemBase ID: 2982
• Molecular Formular: C6H13NO5
• Molecular Mass: 179.17112
• Monoisotopic Mass: 179.07937252
• SMILES: N[C@@H]1[C@@H](CO)O[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@@H]1N)O)O
• InChI: InChI=1S/C6H13NO5/c7-3-2(1-8)12-6(11)5(10)4(3)9/h2-6,8-11H,1,7H2/t2-,3-,4+,5-,6-/m1/s1
• InChIKey: BXZVZSSSRTUQJP-VFUOTHLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6S)-5-amino-6-(hydroxymethyl)oxane-2,3,4-triol
• IUPAC Traditional name: @4-deoxy-4-amino-β-D-glucose
• Synonyms: 4-Deoxy-4-Amino-Beta-D-Glucose

Database IDs

• PubChem SID: 46506942; 160966429
• PubChem CID: 447601

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.316989
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -5.5628853
• LogD (pH = 7.4): -3.8861825
• Log P: -3.039421
• Molar Refractivity: 37.5809 cm^3
• Polarizability: 15.959335 Å^3
• Polar Surface Area: 116.17 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.72
• LOG S: 0.48
• Solubility (Water): 5.37e+02 g/l

DETAILS

DrugBank - DB03291

Drug information: experimental