N-[3-(2H3)methyl-8-methyl-3H-imidazo[4,5-f]quinoxalin-2-yl]hydroxylamine

• ChemBase ID: 170097
• Molecular Formular: C11H11N5O
• Molecular Mass: 229.23794
• Monoisotopic Mass: 229.09636
• SMILES: c1(cnc2c(n1)c1c(cc2)n(c(n1)NO)C)C
• Canonical SMILES: ONc1nc2c(n1C)ccc1c2nc(C)cn1
• InChI: InChI=1S/C11H11N5O/c1-6-5-12-7-3-4-8-10(9(7)13-6)14-11(15-17)16(8)2/h3-5,17H,1-2H3,(H,14,15)
• InChIKey: FVNCCTJGBOTWTM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-(^2H₃)methyl-8-methyl-3H-imidazo[4,5-f]quinoxalin-2-yl]hydroxylamine
• IUPAC Traditional name: N-[3-(^2H₃)methyl-8-methylimidazo[4,5-f]quinoxalin-2-yl]hydroxylamine
• Synonyms: N-OH-MeIQx-d3; 2-Hydroxyamino-3,8-dimethylimidazo[4,5-f]quinoxaline-d3

Database IDs

• PubChem SID: 164226007
• PubChem CID: 46781718

CALCULATED PROPERTIES

• Acid pKa: 14.456709
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.1325955
• LogD (pH = 7.4): 1.1328988
• Log P: 1.1329027
• Molar Refractivity: 62.3096 cm^3
• Polarizability: 25.742922 Å^3
• Polar Surface Area: 75.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H775102

A genotoxic metabolite of MelQx (A606600)

REFERENCES

• Lau, E., et al.: Chem. Res. Toxicol., 19, 1182 (2006)
• Hein, D., et al.: Int. J. Cancer, 119, 1208 (2006)
• Jefferson, F., et al.: Toxicol. Sci., 107, 293 (2006)