(2H11)pentyl N-{1-[(2R,3R,4R,5R)-3-{[(2S,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]oxy}-4-hydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl}carbamate

• ChemBase ID: 166006
• Molecular Formular: C20H30FN3O9
• Molecular Mass: 475.4653032
• Monoisotopic Mass: 475.19660778
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]1n1cc(c(nc1=O)NC(=O)OCCCCC)F)C)O)O[C@H]1[C@@H]([C@@H]([C@H](O1)C)O)O
• Canonical SMILES: CCCCCOC(=O)Nc1nc(=O)n(cc1F)[C@@H]1O[C@@H]([C@H]([C@H]1O[C@@H]1O[C@@H]([C@H]([C@H]1O)O)C)O)C
• InChI: InChI=1S/C20H30FN3O9/c1-4-5-6-7-30-20(29)23-16-11(21)8-24(19(28)22-16)17-15(13(26)10(3)31-17)33-18-14(27)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: BFJRATXGRKMYFE-YXUPXXBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (^2H₁₁)pentyl N-{1-[(2R,3R,4R,5R)-3-{[(2S,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]oxy}-4-hydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl}carbamate
• IUPAC Traditional name: (^2H₁₁)pentyl N-{1-[(2R,3R,4R,5R)-3-{[(2S,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]oxy}-4-hydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl}carbamate
• Synonyms: 1-[5’-Deoxy-2-O-(5’-deoxy-β-D-ribofuranosyl)-β-D-ribofuranosyl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl]carbamic Acid Pentyl Ester-d11; 2'-O-(5'-Deoxy-β-D-ribofuranosyl) Capecitabine-d11

Database IDs

• PubChem SID: 162260139
• PubChem CID: 71315507

CALCULATED PROPERTIES

• Acid pKa: 8.226074
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 0.6737231
• LogD (pH = 7.4): 0.6213576
• 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

DETAILS

Toronto Research Chemicals - D251002

Labelled Capecitabine (C175650) impurity.