(2S,3R,4R,5R)-2-(hydroxymethyl)-5-(9H-purin-9-yl)oxolane-3,4-diol

• ChemBase ID: 4022
• Molecular Formular: C10H12N4O4
• Molecular Mass: 252.22668
• Monoisotopic Mass: 252.08585488
• SMILES: OC[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1cnc2c1ncnc2
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2
• InChI: InChI=1S/C10H12N4O4/c15-2-6-7(16)8(17)10(18-6)14-4-13-5-1-11-3-12-9(5)14/h1,3-4,6-8,10,15-17H,2H2/t6-,7-,8+,10+/m0/s1
• InChIKey: MRWXACSTFXYYMV-QHOPCYEYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5R)-2-(hydroxymethyl)-5-(9H-purin-9-yl)oxolane-3,4-diol
• IUPAC Traditional name: (2S,3R,4R,5R)-2-(hydroxymethyl)-5-(purin-9-yl)oxolane-3,4-diol
• Synonyms: Purine Riboside

Database IDs

• CAS Number: 550-33-4
• PubChem SID: 46507074; 160967457
• PubChem CID: 46936979; 676112

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.454004
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.8690865
• LogD (pH = 7.4): -1.8566604
• Log P: -1.8564955
• Molar Refractivity: 58.1817 cm^3
• Polarizability: 23.381533 Å^3
• Polar Surface Area: 113.52 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.03
• LOG S: -1.46
• Solubility (Water): 1.00e+01 g/l

DETAILS

DrugBank - DB04440

Drug information: experimental