N-(4-{9H-pyrido[3,4-b]indol-9-yl}phenyl)hydroxylamine

• ChemBase ID: 170102
• Molecular Formular: C17H13N3O
• Molecular Mass: 275.30462
• Monoisotopic Mass: 275.10586205
• SMILES: c12c(n(c3c1ccnc3)c1ccc(cc1)NO)cccc2
• Canonical SMILES: ONc1ccc(cc1)n1c2ccccc2c2c1cncc2
• InChI: InChI=1S/C17H13N3O/c21-19-12-5-7-13(8-6-12)20-16-4-2-1-3-14(16)15-9-10-18-11-17(15)20/h1-11,19,21H
• InChIKey: LECLBYWFRKFHIQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-{9H-pyrido[3,4-b]indol-9-yl}phenyl)hydroxylamine
• IUPAC Traditional name: N-(4-{pyrido[3,4-b]indol-9-yl}phenyl)hydroxylamine
• Synonyms: Hydroxyaminophenylnorharman; N-Hydroxy-4-(9H-pyrido[3,4-b]indol-9-yl)benzenamine; 9-(4'-Hydroxyaminophenyl)-9H-pyrido[3,4-b]indole

Database IDs

• CAS Number: 219959-87-2
• PubChem SID: 164226012
• PubChem CID: 154225

CALCULATED PROPERTIES

• Acid pKa: 15.180909
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.7786173
• LogD (pH = 7.4): 1.9104612
• Log P: 1.9125
• Molar Refractivity: 93.2961 cm^3
• Polarizability: 34.320286 Å^3
• Polar Surface Area: 50.08 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H795000

A N-hydroxy metabolite of APNH (aminophenylnorharman). A mutagenic compound.

REFERENCES

• Totsuka, Y., et al.: Carcinogenesis, 19, 11, 1995 (1998)
• Sone, H., et al.: Cancer Res., 60, 5080 (1998)
• Kawamori, T., et al.: Cancer Lett.,163, 157 (1998)