(2R,3R,4R,5S)-2-(6-hydroxy-8,9-dihydro-7H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 2207
• Molecular Formular: C10H14N4O5
• Molecular Mass: 270.24196
• Monoisotopic Mass: 270.09641957
• SMILES: OC[C@@H]1O[C@H]([C@H](O)[C@H]1O)N1CNc2c(O)ncnc12
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)N1CNc2c1ncnc2O
• InChI: InChI=1S/C10H14N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2,4,6-7,10,13,15-17H,1,3H2,(H,11,12,18)/t4-,6-,7+,10+/m0/s1
• InChIKey: ZWTNXGIZBOQCAJ-FCIPNVEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S)-2-(6-hydroxy-8,9-dihydro-7H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4R,5S)-2-(6-hydroxy-7,8-dihydropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 6-Hydroxy-7,8-Dihydro Purine Nucleoside

Database IDs

• PubChem SID: 160965660; 46505878
• PubChem CID: 46936398

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.521533
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -1.3292285
• LogD (pH = 7.4): -1.3291484
• Log P: -1.329144
• Molar Refractivity: 64.4927 cm^3
• Polarizability: 23.84681 Å^3
• Polar Surface Area: 131.2 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.55
• LOG S: -0.94
• Solubility (Water): 3.14e+01 g/l

DETAILS

DrugBank - DB02472

Drug information: experimental