N-(6-formamido-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)(2H3)acetamide

• ChemBase ID: 159095
• Molecular Formular: C8H10N4O4
• Molecular Mass: 226.1894
• Monoisotopic Mass: 226.07020482
• SMILES: c1(=O)n(c(=O)[nH]c(c1NC(=O)C)NC=O)C
• Canonical SMILES: O=CNc1[nH]c(=O)n(c(=O)c1NC(=O)C)C
• InChI: InChI=1S/C8H10N4O4/c1-4(14)10-5-6(9-3-13)11-8(16)12(2)7(5)15/h3H,1-2H3,(H,9,13)(H,10,14)(H,11,16)
• InChIKey: RDZNZFGKEVDNPK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(6-formamido-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)(^2H₃)acetamide
• IUPAC Traditional name: N-(4-formamido-1-methyl-2,6-dioxo-3H-pyrimidin-5-yl)(^2H₃)acetamide
• Synonyms: AFMU-d3; 5-Acetyl-d3-amino-6-formylamino-3-methyluracil(also see A168213)

Database IDs

• CAS Number: 1185082-65-8
• PubChem SID: 162253230
• PubChem CID: 46779943

CALCULATED PROPERTIES

• Acid pKa: 9.0244
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.4279535
• LogD (pH = 7.4): -2.4378994
• Log P: -2.427825
• Molar Refractivity: 61.824 cm^3
• Polarizability: 19.590563 Å^3
• Polar Surface Area: 107.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Crystalline Solid
• Melting Point: 227-229°C

DETAILS

Toronto Research Chemicals - A168212

Labelled metabolite of Caffeine (C080100).

REFERENCES

• Grant, D.M., et al.: Clin. Pharm. and Ther., 33, 591 (1983)