(5R,6S,7R,8R)-5-(hydroxymethyl)-2-phenyl-5H,6H,7H,8H-imidazo[1,2-a]pyridine-6,7,8-triol

• ChemBase ID: 2575
• Molecular Formular: C14H16N2O4
• Molecular Mass: 276.28784
• Monoisotopic Mass: 276.111007
• SMILES: OC[C@@H]1[C@H](O)[C@@H](O)[C@H](O)c2nc(cn12)c1ccccc1
• Canonical SMILES: OC[C@@H]1[C@H](O)[C@@H](O)[C@@H](c2n1cc(n2)c1ccccc1)O
• InChI: InChI=1S/C14H16N2O4/c17-7-10-11(18)12(19)13(20)14-15-9(6-16(10)14)8-4-2-1-3-5-8/h1-6,10-13,17-20H,7H2/t10-,11+,12-,13+/m1/s1
• InChIKey: DLVNFMROYKHANV-XQHKEYJVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,6S,7R,8R)-5-(hydroxymethyl)-2-phenyl-5H,6H,7H,8H-imidazo[1,2-a]pyridine-6,7,8-triol
• IUPAC Traditional name: @gluco-phenylimidazole
• Synonyms: Gluco-Phenylimidazole

Database IDs

• PubChem SID: 46508718; 160966025
• PubChem CID: 46936511

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.32457
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.47566226
• LogD (pH = 7.4): -0.43379697
• Log P: -0.43322924
• Molar Refractivity: 70.4804 cm^3
• Polarizability: 28.972525 Å^3
• Polar Surface Area: 98.74 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.01
• LOG S: -1.45
• Solubility (Water): 9.89e+00 g/l

DETAILS

DrugBank - DB02862

Drug information: experimental