[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(5-bromo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl acetate

• ChemBase ID: 163073
• Molecular Formular: C15H17BrN2O9
• Molecular Mass: 449.20748
• Monoisotopic Mass: 448.01174213
• SMILES: [C@@H]1([C@H]([C@@H](O[C@@H]1COC(=O)C)n1c(=O)[nH]c(=O)c(c1)Br)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](OC(=O)C)[C@H](O[C@H]1n1cc(Br)c(=O)[nH]c1=O)COC(=O)C
• InChI: InChI=1S/C15H17BrN2O9/c1-6(19)24-5-10-11(25-7(2)20)12(26-8(3)21)14(27-10)18-4-9(16)13(22)17-15(18)23/h4,10-12,14H,5H2,1-3H3,(H,17,22,23)/t10-,11-,12-,14-/m1/s1
• InChIKey: OVWGEZUVGHETAU-HKUMRIAESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(5-bromo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(5-bromo-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methyl acetate
• Synonyms: 2',3',5'-Triacetyl-5-bromouridine; 5-Bromouridine 2',3',5'-Triacetate; 5-Bromo-2',3',5'-tri-O-acetyluridine

Database IDs

• CAS Number: 105659-32-3
• PubChem SID: 162257208
• PubChem CID: 11633752

CALCULATED PROPERTIES

• Acid pKa: 8.035859
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.26762056
• LogD (pH = 7.4): -0.35558566
• Log P: -0.26637232
• Molar Refractivity: 87.6294 cm^3
• Polarizability: 35.459297 Å^3
• Polar Surface Area: 137.54 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid