(2R,3S,4R,5R,6S)-2-{[(5S,6R,7R,8S)-7,8-dihydroxy-5-(hydroxymethyl)-5H,6H,7H,8H-imidazo[1,2-a]pyridin-6-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 1783
• Molecular Formular: C14H22N2O9
• Molecular Mass: 362.33248
• Monoisotopic Mass: 362.13253029
• SMILES: OC[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)c3nccn3[C@H]2CO)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)c3n([C@H]2CO)ccn3)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C14H22N2O9/c17-3-5-12(9(21)10(22)13-15-1-2-16(5)13)25-14-11(23)8(20)7(19)6(4-18)24-14/h1-2,5-12,14,17-23H,3-4H2/t5-,6-,7-,8+,9+,10+,11-,12+,14-/m0/s1
• InChIKey: CSXOUJBOYXGFCL-QECVZKADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R,6S)-2-{[(5S,6R,7R,8S)-7,8-dihydroxy-5-(hydroxymethyl)-5H,6H,7H,8H-imidazo[1,2-a]pyridin-6-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: @imidazole-derived cellobiose
• Synonyms: Imidazole-Derived Cellobiose

Database IDs

• PubChem SID: 160965239; 46509160
• PubChem CID: 46936286

CALCULATED PROPERTIES

JChem

• Lipinski's Rule of Five: false
• Acid pKa: 11.9816475
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -4.5289297
• LogD (pH = 7.4): -4.2428517
• Log P: -4.2371407
• Molar Refractivity: 78.1295 cm^3
• Polarizability: 31.99079 Å^3
• Polar Surface Area: 177.89 Å^2
• Rotatable Bonds: 4

ALOGPS 2.1

• Solubility (Water): 3.86e+01 g/l
• Log P: -2.7
• LOG S: -0.97

DETAILS

DrugBank - DB02017

Drug information: experimental