(2S,3R,4S,5S,6R)-2-(hydroxymethyl)-6-(5-methyl-1,3-benzodiazol-2-yl)oxane-3,4,5-triol

• ChemBase ID: 2833
• Molecular Formular: C14H18N2O5
• Molecular Mass: 294.30312
• Monoisotopic Mass: 294.12157169
• SMILES: Cc1ccc2[nH]c(nc2c1)[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](c2nc3c([nH]2)ccc(c3)C)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C14H18N2O5/c1-6-2-3-7-8(4-6)16-14(15-7)13-12(20)11(19)10(18)9(5-17)21-13/h2-4,9-13,17-20H,5H2,1H3,(H,15,16)/t9-,10-,11+,12-,13-/m0/s1
• InChIKey: XIJZORUYQZBFJK-WJTVCTBASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-2-(hydroxymethyl)-6-(5-methyl-1,3-benzodiazol-2-yl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5S,6R)-2-(hydroxymethyl)-6-(5-methyl-1,3-benzodiazol-2-yl)oxane-3,4,5-triol
• Synonyms: 2-(Beta-D-Glucopyranosyl)-5-Methyl-1,2,3-Benzimidazole

Database IDs

• PubChem SID: 46508048; 160966281
• PubChem CID: 46936583

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.450541
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.25176498
• LogD (pH = 7.4): -0.25174263
• Log P: -0.25173846
• Molar Refractivity: 71.8308 cm^3
• Polarizability: 29.630358 Å^3
• Polar Surface Area: 115.93 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.38
• LOG S: -1.16
• Solubility (Water): 2.04e+01 g/l

DETAILS

DrugBank - DB03133

Drug information: experimental