(2R,3R,4R,5S)-2-{4-amino-1H-imidazo[4,5-c]pyridin-1-yl}-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 4115
• Molecular Formular: C11H14N4O4
• Molecular Mass: 266.25326
• Monoisotopic Mass: 266.10150495
• SMILES: Nc1nccc2c1ncn2[C@@H]1O[C@@H](CO)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ccnc2N
• InChI: InChI=1S/C11H14N4O4/c12-10-7-5(1-2-13-10)15(4-14-7)11-9(18)8(17)6(3-16)19-11/h1-2,4,6,8-9,11,16-18H,3H2,(H2,12,13)/t6-,8-,9+,11+/m0/s1
• InChIKey: DBZQFUNLCALWDY-WGNDUZGJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S)-2-{4-amino-1H-imidazo[4,5-c]pyridin-1-yl}-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: @3-deaza-adenosine
• Synonyms: 3-Deaza-Adenosine

Database IDs

• PubChem SID: 160967547; 46505073
• PubChem CID: 46937005

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.455604
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -3.0497813
• LogD (pH = 7.4): -1.9953895
• Log P: -1.752588
• Molar Refractivity: 64.4218 cm^3
• Polarizability: 26.000923 Å^3
• Polar Surface Area: 126.65 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.86
• LOG S: -1.33
• Solubility (Water): 1.25e+01 g/l

DETAILS

DrugBank - DB04546

Drug information: experimental