{[(2R,3S,4R,5R)-4-methoxy-3-methyl-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 2946
• Molecular Formular: C12H19N2O8P
• Molecular Mass: 350.261621
• Monoisotopic Mass: 350.08790221
• SMILES: CO[C@@H]1[C@@H](C)[C@H](COP(=O)(O)O)O[C@H]1n1cc(C)c(=O)[nH]c1=O
• Canonical SMILES: CO[C@@H]1[C@@H](C)[C@@H](O[C@H]1n1cc(C)c(=O)[nH]c1=O)COP(=O)(O)O
• InChI: InChI=1S/C12H19N2O8P/c1-6-4-14(12(16)13-10(6)15)11-9(20-3)7(2)8(22-11)5-21-23(17,18)19/h4,7-9,11H,5H2,1-3H3,(H,13,15,16)(H2,17,18,19)/t7-,8-,9+,11+/m0/s1
• InChIKey: MCXXETKRWYMFCI-WYOJIJJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-4-methoxy-3-methyl-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2R,3S,4R,5R)-4-methoxy-3-methyl-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxyphosphonic acid
• Synonyms: 2'-O-Methyl-3'-Methyl-3'-Deoxy-Arabinofuranosyl-Thymine-5'-Phosphate

Database IDs

• PubChem SID: 160966393; 46504535
• PubChem CID: 46936620

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2969114
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.7611187
• LogD (pH = 7.4): -3.799005
• Log P: -0.33051294
• Molar Refractivity: 75.8661 cm^3
• Polarizability: 30.225977 Å^3
• Polar Surface Area: 134.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.8
• LOG S: -1.86
• Solubility (Water): 4.89e+00 g/l

DETAILS

DrugBank - DB03249

Drug information: experimental