[(2R,3R)-3-(4-chlorobenzoyloxy)-5-[5-fluoro-2,4-dioxo-1,2,3,4-tetrahydro(2-13C,1,3-15N2)pyrimidin-1-yl]oxolan-2-yl]methyl 4-chlorobenzoate

• ChemBase ID: 167038
• Molecular Formular: C23H17Cl2FN2O7
• Molecular Mass: 526.27415583
• Monoisotopic Mass: 525.0371091
• SMILES: [C@H]1(CC(O[C@@H]1COC(=O)c1ccc(cc1)Cl)[15n]1cc(c(=O)[15nH][13c]1=O)F)OC(=O)c1ccc(cc1)Cl
• Canonical SMILES: Clc1ccc(cc1)C(=O)OC[C@H]1OC(C[C@H]1OC(=O)c1ccc(cc1)Cl)[15n]1cc(F)c(=O)[15nH][13c]1=O
• InChI: InChI=1S/C23H17Cl2FN2O7/c24-14-5-1-12(2-6-14)21(30)33-11-18-17(35-22(31)13-3-7-15(25)8-4-13)9-19(34-18)28-10-16(26)20(29)27-23(28)32/h1-8,10,17-19H,9,11H2,(H,27,29,32)/t17-,18-,19?/m1/s1/i23+1,27+1,28+1
• InChIKey: OGKGUIKIBDTIHT-NDSGZALYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R)-3-(4-chlorobenzoyloxy)-5-[5-fluoro-2,4-dioxo-1,2,3,4-tetrahydro(2-^1^3C,1,3-^1^5N₂)pyrimidin-1-yl]oxolan-2-yl]methyl 4-chlorobenzoate
• IUPAC Traditional name: [(2R,3R)-3-(4-chlorobenzoyloxy)-5-[5-fluoro-2,4-dioxo(2-^1^3C,1,3-^1^5N₂)-3H-pyrimidin-1-yl]oxolan-2-yl]methyl 4-chlorobenzoate
• Synonyms: 2'-Deoxy-3,5-di-O-p-chlorobenzoyl-α,β-D-ribofuranosyl-5-fluorouracil-13C,15N2; 3,5-Di-O-p-chlorobenzoyl α,β-5-Fluoro-2'-deoxyuridine-13C,15N2; 1-[3,5-Bis-O-(4-chlorobenzoyl)-2-deoxy-α,β-D-erythro-pentofuranosyl]-5-fluoro-2,4(1H,3H)-pyrimidinedione-13C,15N2; 3,5-Di-O-p-chlorobenzoyl α,β-Floxuridine-13C,15N2

Database IDs

• PubChem SID: 162261171
• PubChem CID: 71315960

CALCULATED PROPERTIES

• Acid pKa: 7.6786427
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.880692
• LogD (pH = 7.4): 4.702445
• Log P: 4.8835278
• Molar Refractivity: 120.5114 cm^3
• Polarizability: 46.846176 Å^3
• Polar Surface Area: 111.24 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - D432277

Protected mixture of labelled Floxuridine anomers.