{[(2S,3R,5R)-5-[2,4-dihydroxy-5-(hydroxymethyl)pyrimidin-1-yl]-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 3487
• Molecular Formular: C10H21N2O9P
• Molecular Mass: 344.255501
• Monoisotopic Mass: 344.09846689
• SMILES: OCC1CN([C@H]2C[C@@H](O)[C@H](COP(=O)(O)O)O2)C(O)NC1O
• Canonical SMILES: OCC1CN([C@H]2C[C@H]([C@@H](O2)COP(=O)(O)O)O)C(NC1O)O
• InChI: InChI=1S/C10H21N2O9P/c13-3-5-2-12(10(16)11-9(5)15)8-1-6(14)7(21-8)4-20-22(17,18)19/h5-11,13-16H,1-4H2,(H2,17,18,19)/t5?,6-,7+,8-,9?,10?/m1/s1
• InChIKey: PFJHABHUDRGJBN-CJVGKMHXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,5R)-5-[2,4-dihydroxy-5-(hydroxymethyl)pyrimidin-1-yl]-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,3R,5R)-5-[2,4-dihydroxy-5-(hydroxymethyl)pyrimidin-1-yl]-3-hydroxyoxolan-2-yl]methoxyphosphonic acid
• Synonyms: 5-Hydroxymethyluridine-2'-Deoxy-5'-Monophosphate

Database IDs

• PubChem SID: 160966926; 46505421
• PubChem CID: 46936805; 54715132

CALCULATED PROPERTIES

JChem

• H Acceptors: 0
• H Donor: 0
• Molar Refractivity: 69.8788 cm^3
• Polar Surface Area: 174.73 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.15
• LOG S: -2.05
• Solubility (Water): 3.06e+00 g/l

DETAILS

DrugBank - DB03846

Drug information: experimental