2-amino-3-methyl-3H,6H,7H-imidazo[4,5-f]quinolin-7-one

• ChemBase ID: 160015
• Molecular Formular: C11H10N4O
• Molecular Mass: 214.2233
• Monoisotopic Mass: 214.08546096
• SMILES: c1c(=O)[nH]c2c(c1)c1c(cc2)n(c(n1)N)C
• Canonical SMILES: O=c1ccc2c([nH]1)ccc1c2nc(n1C)N
• InChI: InChI=1S/C11H10N4O/c1-15-8-4-3-7-6(2-5-9(16)13-7)10(8)14-11(15)12/h2-5H,1H3,(H2,12,14)(H,13,16)
• InChIKey: RRWYTKOWRFCKBO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-methyl-3H,6H,7H-imidazo[4,5-f]quinolin-7-one
• IUPAC Traditional name: 2-amino-3-methyl-6H-imidazo[4,5-f]quinolin-7-one
• Synonyms: 7-OH-IQ; 7-Hydroxy-IQ; 7-Oxo-IQ; HOIQ; NSC 623628; 2-Amino-3,6-dihydro-3-methyl-7H-imidazo[4,5-f]quinolin-7-one

Database IDs

• CAS Number: 108043-88-5
• PubChem SID: 162254150
• PubChem CID: 115222

CALCULATED PROPERTIES

• Acid pKa: 13.501116
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.40658584
• LogD (pH = 7.4): 0.94693047
• Log P: 0.9624006
• Molar Refractivity: 63.2601 cm^3
• Polarizability: 23.359264 Å^3
• Polar Surface Area: 72.94 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A604900

A metabolite of IQ.

REFERENCES

• Sugimura, T., et al.: Cancer Res., 43, 2415 (1983)
• Barnes, W.S., et al.: Mutation Res., 83, 156, (1983)
• Miller, E.C., et al.: Cancer, 58, 1795 (1983)
• Bashir, M., et al.: Mutation Res., 90, 189 (1983)