1-[(2R,3S,5S)-3,4-dihydroxy-5-(iodomethyl)oxolan-2-yl]-5-fluoro-1,2,3,4-tetrahydro(2-13C,1,3-15N2)pyrimidine-2,4-dione

• ChemBase ID: 165979
• Molecular Formular: C9H10FIN2O5
• Molecular Mass: 375.06844583
• Monoisotopic Mass: 374.95927227
• SMILES: [C@@H]1(C([C@H](O[C@H]1[15n]1cc(c(=O)[15nH][13c]1=O)F)CI)O)O
• Canonical SMILES: IC[C@H]1O[C@H]([C@H](C1O)O)[15n]1cc(F)c(=O)[15nH][13c]1=O
• InChI: InChI=1S/C9H10FIN2O5/c10-3-2-13(9(17)12-7(3)16)8-6(15)5(14)4(1-11)18-8/h2,4-6,8,14-15H,1H2,(H,12,16,17)/t4-,5?,6+,8-/m1/s1/i9+1,12+1,13+1
• InChIKey: KTXQKYNSEWRSDM-GVUPQFJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3S,5S)-3,4-dihydroxy-5-(iodomethyl)oxolan-2-yl]-5-fluoro-1,2,3,4-tetrahydro(2-^1^3C,1,3-^1^5N₂)pyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,3S,5S)-3,4-dihydroxy-5-(iodomethyl)oxolan-2-yl]-5-fluoro(2-^1^3C,1,3-^1^5N₂)-3H-pyrimidine-2,4-dione
• Synonyms: 5'-Deoxy-5'-iodo-5-fluorouridine-13C,15N2 , >95%

Database IDs

• PubChem SID: 162260112
• PubChem CID: 71315488

CALCULATED PROPERTIES

• Acid pKa: 7.4242196
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.4064232
• LogD (pH = 7.4): -0.6857731
• Log P: -0.40134186
• Molar Refractivity: 64.2057 cm^3
• Polarizability: 25.47609 Å^3
• Polar Surface Area: 99.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 151-153°C

Safety Information

• Storage Condition: Refrigerator