1-[(4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 94877
• Molecular Formular: C10H11F3N2O5
• Molecular Mass: 296.1999496
• Monoisotopic Mass: 296.06200612
• SMILES: O1C(n2c(=O)[nH]c(=O)c(c2)C(F)(F)F)C[C@@H]([C@H]1CO)O
• Canonical SMILES: OC[C@H]1OC(C[C@@H]1O)n1cc(c(=O)[nH]c1=O)C(F)(F)F
• InChI: InChI=1S/C10H11F3N2O5/c11-10(12,13)4-2-15(9(19)14-8(4)18)7-1-5(17)6(3-16)20-7/h2,5-7,16-17H,1,3H2,(H,14,18,19)/t5-,6+,7?/m0/s1
• InChIKey: VSQQQLOSPVPRAZ-GFCOJPQKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)-3H-pyrimidine-2,4-dione
• Synonyms: 2'-Deoxy-5-trifluoromethyluridine; Trifluridine; Trifluorothymidine

Database IDs

• CAS Number: 70-00-8
• MDL Number: MFCD00006534
• PubChem SID: 162081531
• PubChem CID: 6708818

CALCULATED PROPERTIES

• Acid pKa: 7.598577
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.75803435
• LogD (pH = 7.4): -0.9644963
• Log P: -0.7546265
• Molar Refractivity: 56.3445 cm^3
• Polarizability: 21.74243 Å^3
• Polar Surface Area: 99.1 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 190-193°C

Safety Information

• Storage Warning: Harmful/Carcinogenic/Store at -20°C