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

• ChemBase ID: 126628
• Molecular Formular: C10H13FN2O5
• Molecular Mass: 260.2190232
• Monoisotopic Mass: 260.08084975
• SMILES: O=c1[nH]c(=O)n(cc1C)[C@H]1O[C@H]([C@H](O)[C@H]1F)CO
• Canonical SMILES: OC[C@@H]1O[C@@H]([C@@H]([C@H]1O)F)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H13FN2O5/c1-4-2-13(10(17)12-8(4)16)9-6(11)7(15)5(3-14)18-9/h2,5-7,9,14-15H,3H2,1H3,(H,12,16,17)/t5-,6+,7-,9-/m0/s1
• InChIKey: GBBJCSTXCAQSSJ-XQXXSGGOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2S,3R,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2S,3R,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-3H-pyrimidine-2,4-dione
• Synonyms: Clevudine; 1-((2S,3R,4S,5S)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

Database IDs

• CAS Number: 69256-17-3; 163252-36-6
• MDL Number: MFCD00935785
• PubChem SID: 162220958
• PubChem CID: 73115
• ATC CODE: J05AF12
• CHEMBL: 458875
• Chemspider ID: 65894
• KEGG ID: D03537
• Unique Ingredient Identifier: IN51MVP5F1
• Wikipedia Title: Clevudine

CALCULATED PROPERTIES

• Acid pKa: 9.704985
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.1286267
• LogD (pH = 7.4): -1.1307218
• Log P: -1.1285999
• Molar Refractivity: 55.2306 cm^3
• Polarizability: 21.866953 Å^3
• Polar Surface Area: 99.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral

Product Information

• Purity: 95+%