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

• ChemBase ID: 6045
• Molecular Formular: C10H15N2O7PS
• Molecular Mass: 338.274061
• Monoisotopic Mass: 338.03375846
• SMILES: P(=S)(O)(O)OC[C@H]1O[C@H](C[C@@H]1O)n1c(=O)[nH]c(=O)c(C)c1
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=S)(O)O)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H15N2O7PS/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(19-8)4-18-20(16,17)21/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,21)/t6-,7+,8+/m0/s1
• InChIKey: OJRKJKYGUAALCJ-XLPZGREQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}(sulfanylidene)phosphonous acid
• IUPAC Traditional name: [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxy(sulfanylidene)phosphonous acid
• Synonyms: THYMIDINE-5'-THIOPHOSPHATE

Database IDs

• PubChem SID: 160969470; 99444903
• PubChem CID: 10019998

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8248988
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.777666
• LogD (pH = 7.4): -3.8785615
• Log P: -0.35275003
• Molar Refractivity: 74.2758 cm^3
• Polarizability: 29.761734 Å^3
• Polar Surface Area: 128.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.58
• LOG S: -2.05
• Solubility (Water): 3.01e+00 g/l

DETAILS

DrugBank - DB08432

Drug information: experimental