5-chloro-1,2,3,4-tetrahydro(2-13C,1,3-15N2)pyrimidine-2,4-dione

• ChemBase ID: 164691
• Molecular Formular: C4H3ClN2O2
• Molecular Mass: 149.51129263
• Monoisotopic Mass: 148.98572965
• SMILES: c1(=O)c(c[15nH][13c](=O)[15nH]1)Cl
• Canonical SMILES: Clc1c[15nH][13c](=O)[15nH]c1=O
• InChI: InChI=1S/C4H3ClN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)/i4+1,6+1,7+1
• InChIKey: ZFTBZKVVGZNMJR-XZQGXACKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-1,2,3,4-tetrahydro(2-^1^3C,1,3-^1^5N₂)pyrimidine-2,4-dione
• IUPAC Traditional name: 5-chloro-1,3-dihydro(2-^1^3C,1,3-^1^5N₂)pyrimidine-2,4-dione
• Synonyms: 5-Chloro-2,4(1H,3H)-pyrimidinedione-15N2,13C; 5-Chloro-2,4-pyrimidinedione-15N2,13C; NSC 28172-15N2,13C; 5-Chlorouracil-15N2,13C

Database IDs

• PubChem SID: 162258826
• PubChem CID: 57369199

CALCULATED PROPERTIES

• Acid pKa: 8.056793
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.19569495
• LogD (pH = 7.4): -0.27991727
• Log P: -0.19450535
• Molar Refractivity: 30.7606 cm^3
• Polarizability: 11.630982 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C423777

Used for the experimental and clinical treatment of neoplastic and viral diseases.

REFERENCES

• Yu, H., et al.: J. Biol. Chem., 268, 15935 (1993)
• Staleva, L., et al.: Mutat. Res., 370, 81(1993)
• Harris, V., et al.: J. Mol. Biol., 326, 1389 (2003)