(2R,3R,4R,5R)-4-(acetyloxy)-2-(5-fluoro-4-{[(3-methylbutoxy)carbonyl]amino}-2-oxo-1,2-dihydropyrimidin-1-yl)-5-methyloxolan-3-yl acetate

• ChemBase ID: 166763
• Molecular Formular: C19H26FN3O8
• Molecular Mass: 443.4234432
• Monoisotopic Mass: 443.17039303
• SMILES: [C@@H]1([C@H]([C@@H](O[C@@H]1C)n1c(=O)nc(c(c1)F)NC(=O)OCCC(C)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(CCOC(=O)Nc1nc(=O)n(cc1F)[C@@H]1O[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)C)C
• InChI: InChI=1S/C19H26FN3O8/c1-9(2)6-7-28-19(27)22-16-13(20)8-23(18(26)21-16)17-15(31-12(5)25)14(10(3)29-17)30-11(4)24/h8-10,14-15,17H,6-7H2,1-5H3,(H,21,22,26,27)/t10-,14-,15-,17-/m1/s1
• InChIKey: KXINDFSMIQLNEG-GWBBYGMBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R)-4-(acetyloxy)-2-(5-fluoro-4-{[(3-methylbutoxy)carbonyl]amino}-2-oxo-1,2-dihydropyrimidin-1-yl)-5-methyloxolan-3-yl acetate
• IUPAC Traditional name: (2R,3R,4R,5R)-4-(acetyloxy)-2-(5-fluoro-4-{[(3-methylbutoxy)carbonyl]amino}-2-oxopyrimidin-1-yl)-5-methyloxolan-3-yl acetate
• Synonyms: 5'-Deoxy-5-fluoro-N-[(3-methylbutoxy)carbonyl]cytidine 2',3'-Diacetate; [1-(2,3-Di-O-acetyl-5-deoxy-β-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl]carbamic Acid 3-Methylbutyl Ester; 2',3'-Di-O-acetyl-5'-deoxy-5-fluoro-N-[(3-methylbutoxy)carbonyl]cytidine

Database IDs

• CAS Number: 162204-22-0
• PubChem SID: 162260896
• PubChem CID: 54018598

CALCULATED PROPERTIES

• Acid pKa: 8.2261
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.4920151
• LogD (pH = 7.4): 1.4396541
• Log P: 1.4927373
• Molar Refractivity: 100.9966 cm^3
• Polarizability: 40.15214 Å^3
• Polar Surface Area: 132.83 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane

DETAILS

Toronto Research Chemicals - D322620

A protected cytidine derivative.