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

• ChemBase ID: 166764
• Molecular Formular: C19H26FN3O8
• Molecular Mass: 443.4234432
• Monoisotopic Mass: 443.17039303
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]1n1c(=O)nc(c(c1)F)NC(=O)OCCCCC)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CCCCCOC(=O)Nc1nc(=O)n(cc1F)[C@@H]1O[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C19H26FN3O8/c1-5-6-7-8-28-19(27)22-16-13(20)9-23(18(26)21-16)17-15(31-12(4)25)14(10(2)29-17)30-11(3)24/h9-10,14-15,17H,5-8H2,1-4H3,(H,21,22,26,27)/t10-,14-,15-,17-/m1/s1
• InChIKey: WMJHGZFQHPCWQZ-GWBBYGMBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R)-4-(acetyloxy)-5-(5-fluoro-2-oxo-4-{[(pentyloxy)carbonyl]amino}-1,2-dihydropyrimidin-1-yl)-2-methyloxolan-3-yl acetate
• IUPAC Traditional name: (2R,3R,4R,5R)-4-(acetyloxy)-5-(5-fluoro-2-oxo-4-{[(pentyloxy)carbonyl]amino}pyrimidin-1-yl)-2-methyloxolan-3-yl acetate
• Synonyms: 5'-Deoxy-5-fluoro-N-[(pentyloxy)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 Pentyl Ester; 2’,3’-Di-O-acetylcapecitabine; 2',3'-Di-O-acetyl-5'-deoxy-5-fluoro-N4-(pentoxycarbonxyl)cytidine; 5'-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine 2',3'-diacetate

Database IDs

• CAS Number: 162204-20-8
• PubChem SID: 162260897
• PubChem CID: 46243729

CALCULATED PROPERTIES

• Acid pKa: 8.226116
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.6495647
• LogD (pH = 7.4): 1.5972055
• Log P: 1.6502869
• Molar Refractivity: 101.049 cm^3
• Polarizability: 40.15214 Å^3
• Polar Surface Area: 132.83 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 100-102°C

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95+%