[(2R,4R)-3,4-bis(benzoyloxy)-5-[2,4-dioxo-1,2,3,4-tetrahydro(2-13C,1,3-15N2)pyrimidin-1-yl]oxolan-2-yl]methyl benzoate

• ChemBase ID: 160780
• Molecular Formular: C30H24N2O9
• Molecular Mass: 559.49903263
• Monoisotopic Mass: 559.14560498
• SMILES: C1(OC(=O)c2ccccc2)[C@@H](COC(=O)c2ccccc2)OC([C@H]1OC(=O)c1ccccc1)[15n]1[13c](=O)[15nH]c(=O)cc1
• Canonical SMILES: O=c1cc[15n]([13c](=O)[15nH]1)C1O[C@@H](C([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C30H24N2O9/c33-23-16-17-32(30(37)31-23)26-25(41-29(36)21-14-8-3-9-15-21)24(40-28(35)20-12-6-2-7-13-20)22(39-26)18-38-27(34)19-10-4-1-5-11-19/h1-17,22,24-26H,18H2,(H,31,33,37)/t22-,24?,25-,26?/m1/s1/i30+1,31+1,32+1
• InChIKey: MPYUTOYNCCRZAC-NBDGSVPISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,4R)-3,4-bis(benzoyloxy)-5-[2,4-dioxo-1,2,3,4-tetrahydro(2-^1^3C,1,3-^1^5N₂)pyrimidin-1-yl]oxolan-2-yl]methyl benzoate
• IUPAC Traditional name: [(2R,4R)-3,4-bis(benzoyloxy)-5-[2,4-dioxo(2-^1^3C,1,3-^1^5N₂)-3H-pyrimidin-1-yl]oxolan-2-yl]methyl benzoate
• Synonyms: 1-D-Arabinofuranosyl-1H-pyrimidine-2,4-dione 13C,15N2 2',3',5'-Tribenzoate; 1-D-Arabinofuranosyluracil-13C,15N2 2',3',5'-Tribenzoate (α,β Mixture)

Database IDs

• PubChem SID: 162254915
• PubChem CID: 71313477

CALCULATED PROPERTIES

• Acid pKa: 9.701299
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 5.0706306
• LogD (pH = 7.4): 5.068517
• Log P: 5.0706573
• Molar Refractivity: 142.0316 cm^3
• Polarizability: 55.328968 Å^3
• Polar Surface Area: 137.54 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Syrup

DETAILS

Toronto Research Chemicals - A764017

Antiviral agent.