N-[6-amino-3-(2H3)methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl]acetamide hydrate

• ChemBase ID: 159086
• Molecular Formular: C7H12N4O4
• Molecular Mass: 216.19458
• Monoisotopic Mass: 216.08585488
• SMILES: n1(c(=O)[nH]c(c(c1=O)NC(=O)C)N)C.O
• Canonical SMILES: CC(=O)Nc1c(N)[nH]c(=O)n(c1=O)C.O
• InChI: InChI=1S/C7H10N4O3.H2O/c1-3(12)9-4-5(8)10-7(14)11(2)6(4)13;/h8H2,1-2H3,(H,9,12)(H,10,14);1H2
• InChIKey: UISWGTUSVPTGHL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[6-amino-3-(^2H₃)methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl]acetamide hydrate
• IUPAC Traditional name: N-[4-amino-1-(^2H₃)methyl-2,6-dioxo-3H-pyrimidin-5-yl]acetamide hydrate
• Synonyms: AAMU-d3; 5-Acetylamino-6-amino-3-methyluracil-d3 Hydrate

Database IDs

• PubChem SID: 162253221
• PubChem CID: 71312788

CALCULATED PROPERTIES

• Acid pKa: 9.756466
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.198156
• LogD (pH = 7.4): -2.1998603
• Log P: -2.197973
• Molar Refractivity: 56.8707 cm^3
• Polarizability: 17.607262 Å^3
• Polar Surface Area: 104.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Ethyl Acetate; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A168127

Metabolite of labelled Caffeine (C080100).

REFERENCES

• Wong, P., et al.: J. Pharm. Biomed. Anal., 28, 693 (2002)
• Nyeki, A., et al.: Brit. J. Clin. Pharmacol., 55, 62 (2002)
• Jetter, A., et al.: Eur. J. Clin. Pharmacol., 65, 411 (2002)