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

• ChemBase ID: 6254
• Molecular Formular: C10H15N2O7PS
• Molecular Mass: 338.274061
• Monoisotopic Mass: 338.03375846
• SMILES: P(=O)(O)(O)OC[C@H]1O[C@H](C[C@@H]1S)n1c(=O)[nH]c(=O)c(C)c1
• Canonical SMILES: S[C@H]1C[C@@H](O[C@@H]1COP(=O)(O)O)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H15N2O7PS/c1-5-3-12(10(14)11-9(5)13)8-2-7(21)6(19-8)4-18-20(15,16)17/h3,6-8,21H,2,4H2,1H3,(H,11,13,14)(H2,15,16,17)/t6-,7+,8-/m1/s1
• InChIKey: BORVFKJZAOEGOO-GJMOJQLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-sulfanyloxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)-3-sulfanyloxolan-2-yl]methoxyphosphonic acid
• Synonyms: 3'-THIO-THYMIDINE-5'-PHOSPHATE

Database IDs

• PubChem SID: 160969679; 99445122
• PubChem CID: 46937170

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2767433
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.6065724
• LogD (pH = 7.4): -3.6608977
• Log P: -0.17298192
• Molar Refractivity: 72.4397 cm^3
• Polarizability: 28.891382 Å^3
• Polar Surface Area: 125.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.66
• LOG S: -2.43
• Solubility (Water): 1.25e+00 g/l

DETAILS

DrugBank - DB08651

Drug information: experimental