dibenzyl (2R,3S,5R)-2-({[bis(benzyloxy)phosphoryl]oxy}methyl)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-3-yl phosphate

• ChemBase ID: 178255
• Molecular Formular: C38H40N2O11P2
• Molecular Mass: 762.678522
• Monoisotopic Mass: 762.21073337
• SMILES: [nH]1c(=O)c(cn(c1=O)[C@H]1C[C@@H]([C@H](O1)COP(=O)(OCc1ccccc1)OCc1ccccc1)OP(=O)(OCc1ccccc1)OCc1ccccc1)C
• Canonical SMILES: Cc1cn([C@@H]2O[C@@H]([C@H](C2)OP(=O)(OCc2ccccc2)OCc2ccccc2)COP(=O)(OCc2ccccc2)OCc2ccccc2)c(=O)[nH]c1=O
• InChI: InChI=1S/C38H40N2O11P2/c1-29-23-40(38(42)39-37(29)41)36-22-34(51-53(44,47-26-32-18-10-4-11-19-32)48-27-33-20-12-5-13-21-33)35(50-36)28-49-52(43,45-24-30-14-6-2-7-15-30)46-25-31-16-8-3-9-17-31/h2-21,23,34-36H,22,24-28H2,1H3,(H,39,41,42)/t34-,35+,36+/m0/s1
• InChIKey: XFBMKWSRRQFUSQ-LIVOIKKVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dibenzyl (2R,3S,5R)-2-({[bis(benzyloxy)phosphoryl]oxy}methyl)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-3-yl phosphate
• IUPAC Traditional name: dibenzyl (2R,3S,5R)-2-{[(dibenzyloxyphosphoryl)oxy]methyl}-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-3-yl phosphate
• Synonyms: Tetrabenzyl Thymidine-3',5'-diphosphate

Database IDs

• PubChem SID: 164234165
• PubChem CID: 71752409

CALCULATED PROPERTIES

• Acid pKa: 9.960325
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 7.0435348
• LogD (pH = 7.4): 7.04237
• Log P: 7.0435495
• Molar Refractivity: 193.5374 cm^3
• Polarizability: 77.09358 Å^3
• Polar Surface Area: 148.16 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Ethanol
• Apperance: Colourless Oil

Safety Information

• Storage Warning: Store at -20°C