(2R,3S,4R,5R)-2-[(benzoyloxy)methyl]-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxyoxolan-3-yl benzoate

• ChemBase ID: 182861
• Molecular Formular: C23H20N2O8
• Molecular Mass: 452.4135
• Monoisotopic Mass: 452.12196561
• SMILES: n1([C@H]2[C@@H]([C@@H]([C@H](O2)COC(=O)c2ccccc2)OC(=O)c2ccccc2)O)c(=O)[nH]c(=O)cc1
• Canonical SMILES: O=c1ccn(c(=O)[nH]1)[C@@H]1O[C@@H]([C@H]([C@H]1O)OC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C23H20N2O8/c26-17-11-12-25(23(30)24-17)20-18(27)19(33-22(29)15-9-5-2-6-10-15)16(32-20)13-31-21(28)14-7-3-1-4-8-14/h1-12,16,18-20,27H,13H2,(H,24,26,30)/t16-,18-,19-,20-/m1/s1
• InChIKey: JARFLQGNRAJUDJ-VBSBHUPXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R)-2-[(benzoyloxy)methyl]-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxyoxolan-3-yl benzoate
• IUPAC Traditional name: (2R,3S,4R,5R)-2-[(benzoyloxy)methyl]-5-(2,4-dioxo-3H-pyrimidin-1-yl)-4-hydroxyoxolan-3-yl benzoate

Database IDs

• PubChem SID: 164238771
• PubChem CID: 13845061

CALCULATED PROPERTIES

• Acid pKa: 9.700919
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.5753305
• LogD (pH = 7.4): 2.5732157
• Log P: 2.5753574
• Molar Refractivity: 112.2096 cm^3
• Polarizability: 43.815742 Å^3
• Polar Surface Area: 131.47 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds