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

• ChemBase ID: 3818
• Molecular Formular: C10H16N2O11P2
• Molecular Mass: 402.188362
• Monoisotopic Mass: 402.0229326
• SMILES: Cc1cn([C@H]2C[C@@H](OP(=O)(O)O)[C@H](COP(=O)(O)O)O2)c(=O)[nH]c1=O
• Canonical SMILES: O=c1[nH]c(=O)n(cc1C)[C@H]1C[C@H]([C@@H](O1)COP(=O)(O)O)OP(=O)(O)O
• InChI: InChI=1S/C10H16N2O11P2/c1-5-3-12(10(14)11-9(5)13)8-2-6(23-25(18,19)20)7(22-8)4-21-24(15,16)17/h3,6-8H,2,4H2,1H3,(H,11,13,14)(H2,15,16,17)(H2,18,19,20)/t6-,7+,8-/m1/s1
• InChIKey: CSNCBOPUCJOHLS-GJMOJQLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,5R)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-2-[(phosphonooxy)methyl]oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: @thymidine-3',5'-diphosphate
• Synonyms: Thymidine-3',5'-Diphosphate

Database IDs

• PubChem SID: 160967255; 46509069
• PubChem CID: 25021187

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.853058
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -6.27177
• LogD (pH = 7.4): -8.533905
• Log P: -1.3661857
• Molar Refractivity: 77.1578 cm^3
• Polarizability: 31.192213 Å^3
• Polar Surface Area: 192.16 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.96
• LOG S: -1.72
• Solubility (Water): 7.73e+00 g/l

DETAILS

DrugBank - DB04205

Drug information: experimental