pentyl N-{1-[(2R,3S,5R)-4-{[(2R,3S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]oxy}-3-hydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl}carbamate

• ChemBase ID: 166008
• Molecular Formular: C20H30FN3O9
• Molecular Mass: 475.4653032
• Monoisotopic Mass: 475.19660778
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1cc(c(nc1=O)NC(=O)OCCCCC)F)C)O[C@@H]1[C@H](C([C@H](O1)C)O)O)O
• Canonical SMILES: CCCCCOC(=O)Nc1nc(=O)n(cc1F)[C@@H]1O[C@@H](C([C@@H]1O)O[C@H]1O[C@@H](C([C@@H]1O)O)C)C
• InChI: InChI=1S/C20H30FN3O9/c1-4-5-6-7-30-20(29)23-16-11(21)8-24(19(28)22-16)17-14(27)15(10(3)31-17)33-18-13(26)12(25)9(2)32-18/h8-10,12-15,17-18,25-27H,4-7H2,1-3H3,(H,22,23,28,29)/t9-,10-,12?,13+,14+,15?,17-,18-/m1/s1
• InChIKey: VTELESLWOUWJLQ-KLZIDLOESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pentyl N-{1-[(2R,3S,5R)-4-{[(2R,3S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]oxy}-3-hydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl}carbamate
• IUPAC Traditional name: pentyl N-{1-[(2R,3S,5R)-4-{[(2R,3S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]oxy}-3-hydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl}carbamate
• Synonyms: 1-[5’-Deoxy-3-O-(5’-deoxy-α-D-ribofuranosyl)-β-D-ribofuranosyl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl]carbamic Acid Pentyl Ester; 3'-O-(5'-Deoxy-α-D-ribofuranosyl) Capecitabine

Database IDs

• CAS Number: 1262133-68-5
• PubChem SID: 162260141
• PubChem CID: 71315509

CALCULATED PROPERTIES

• Acid pKa: 8.226067
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 0.67372304
• LogD (pH = 7.4): 0.6213565
• Log P: 0.67444533
• Molar Refractivity: 107.6531 cm^3
• Polarizability: 43.028755 Å^3
• Polar Surface Area: 159.38 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Pale Yellow Solid
• Melting Point: 64-68°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D251010

Capecitabine (C175650) impurity.