{[(2S,3R,4R,5R)-3,4-dihydroxy-5-(9H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 3378
• Molecular Formular: C10H13N4O7P
• Molecular Mass: 332.206581
• Monoisotopic Mass: 332.05218541
• SMILES: O[C@H]1[C@H](COP(=O)(O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1n1cnc2c1ncnc2)COP(=O)(O)O
• InChI: InChI=1S/C10H13N4O7P/c15-7-6(2-20-22(17,18)19)21-10(8(7)16)14-4-13-5-1-11-3-12-9(5)14/h1,3-4,6-8,10,15-16H,2H2,(H2,17,18,19)/t6-,7-,8+,10+/m0/s1
• InChIKey: MCWDCZIDTUQRHK-QHOPCYEYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-3,4-dihydroxy-5-(9H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,3R,4R,5R)-3,4-dihydroxy-5-(purin-9-yl)oxolan-2-yl]methoxyphosphonic acid
• Synonyms: Purine Riboside-5'-Monophosphate

Database IDs

• PubChem SID: 46506132; 160966819
• PubChem CID: 5748376

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.0220542
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -4.4213905
• LogD (pH = 7.4): -5.5105896
• Log P: -4.1610713
• Molar Refractivity: 69.0546 cm^3
• Polarizability: 27.917456 Å^3
• Polar Surface Area: 160.05 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.78
• LOG S: -2.0
• Solubility (Water): 3.29e+00 g/l

DETAILS

DrugBank - DB03726

Drug information: experimental