pentyl N-{1-[(3aS,4R,6R)-6-methyl-2-oxo-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl}carbamate

• ChemBase ID: 163600
• Molecular Formular: C16H20FN3O7
• Molecular Mass: 385.3443032
• Monoisotopic Mass: 385.12852822
• SMILES: [C@H]12C([C@H](O[C@H]1n1cc(c(nc1=O)NC(=O)OCCCCC)F)C)OC(=O)O2
• Canonical SMILES: CCCCCOC(=O)Nc1nc(=O)n(cc1F)[C@@H]1O[C@@H](C2[C@@H]1OC(=O)O2)C
• InChI: InChI=1S/C16H20FN3O7/c1-3-4-5-6-24-15(22)19-12-9(17)7-20(14(21)18-12)13-11-10(8(2)25-13)26-16(23)27-11/h7-8,10-11,13H,3-6H2,1-2H3,(H,18,19,21,22)/t8-,10?,11+,13-/m1/s1
• InChIKey: VTAMAYSBXXKQPB-IZSYJUOESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pentyl N-{1-[(3aS,4R,6R)-6-methyl-2-oxo-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl}carbamate
• IUPAC Traditional name: pentyl N-{1-[(3aS,4R,6R)-6-methyl-2-oxo-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-5-fluoro-2-oxopyrimidin-4-yl}carbamate
• Synonyms: 5'-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine Cyclic 2',3'-Carbonate; Capecitabine-2',3'-cyclic Carbonate

Database IDs

• CAS Number: 921769-65-5
• PubChem SID: 162257735
• PubChem CID: 46783603

CALCULATED PROPERTIES

• Acid pKa: 8.226116
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.3463075
• LogD (pH = 7.4): 2.2939482
• Log P: 2.3470297
• Molar Refractivity: 85.2598 cm^3
• Polarizability: 33.856976 Å^3
• Polar Surface Area: 115.76 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Off-White Solid
• Melting Point: 68-69°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C175660

Capecitabine related compound C.