2-nitro-9H-pyrido[2,3-b]indole

• ChemBase ID: 175417
• Molecular Formular: C11H7N3O2
• Molecular Mass: 213.19218
• Monoisotopic Mass: 213.05382648
• SMILES: c1ccc2c(c1)c1c([nH]2)nc(cc1)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc2c(n1)[nH]c1c2cccc1
• InChI: InChI=1S/C11H7N3O2/c15-14(16)10-6-5-8-7-3-1-2-4-9(7)12-11(8)13-10/h1-6H,(H,12,13)
• InChIKey: MZRPARBJFRBBRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-nitro-9H-pyrido[2,3-b]indole
• IUPAC Traditional name: 2-nitro-9H-pyrido[2,3-b]indole
• Synonyms: 2-Nitro-1H-pyrido[2,3-b]indole; Nitro-AαC; 2-Nitro-9H-pyrido[2,3-b]indole

Database IDs

• CAS Number: 176853-91-1
• PubChem SID: 164231327
• PubChem CID: 177310

CALCULATED PROPERTIES

• Acid pKa: 13.617585
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.775117
• LogD (pH = 7.4): 2.775117
• Log P: 2.775117
• Molar Refractivity: 58.9061 cm^3
• Polarizability: 23.345934 Å^3
• Polar Surface Area: 74.5 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N520100

A metabolite of two heterocyclic amines, 2-Amino-9H-pyrido[2,3-b]indole (AαC) (A629000) and 2-Amino-3-methyl-9H-pyrido[2,3-b]indole (MeAαC) (A617500) in human.

REFERENCES

• Agus, C., et al.: Carcinogenesis, 21, 1213 (2000)
• Eisenbrand, G., et al.: Toxicology, 84, 1 (2000)
• Lin, D., et al.: Drug Metab. Disp., 23, 518 (2000)
• Solyakov, A., et al.: Food Chem. Toxicol., 37, 1 (2000)