5,6-diamino-1,4-dihydro(6-13C)pyrimidin-4-one

• ChemBase ID: 166829
• Molecular Formular: C4H6N4O
• Molecular Mass: 128.10270374
• Monoisotopic Mass: 128.05455056
• SMILES: c1([13c]([nH]cnc1=O)N)[15NH2]
• Canonical SMILES: [15NH2]c1c(=O)nc[nH][13c]1N
• InChI: InChI=1S/C4H6N4O/c5-2-3(6)7-1-8-4(2)9/h1H,5H2,(H3,6,7,8,9)/i3+1,5+1
• InChIKey: PWRHKLKFADDKHS-ZIEKVONGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-diamino-1,4-dihydro(6-^1^3C)pyrimidin-4-one
• IUPAC Traditional name: 5,6-diamino(6-^1^3C)-1H-pyrimidin-4-one
• Synonyms: 5,6-Diamino-4(3H)-pyrimidinone-13C,15N; 5,6-Diamino-4-pyrimidinol-13C,15N; NSC 36908-13C,15N; 5,6-Diamino-4-hydroxypyrimidine-13C,15N

Database IDs

• PubChem SID: 162260962
• PubChem CID: 71315893

CALCULATED PROPERTIES

• Acid pKa: 9.651039
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.2841494
• LogD (pH = 7.4): -2.2862778
• Log P: -2.2839906
• Molar Refractivity: 41.2201 cm^3
• Polarizability: 11.431683 Å^3
• Polar Surface Area: 93.5 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Sodium Hydroxide
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - D416382

A key intermediate in production of HCV (Hepatitis C virus) antivirals.

REFERENCES

• McGowan, D., et al.: Bioorg. Med. Chem. Lett., 19, 2492 (2009)
• Birch, A., et al.: J. Med. Chem., 52, 1558 (2009)