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

• ChemBase ID: 175215
• Molecular Formular: C12H9N3O2
• Molecular Mass: 227.21876
• Monoisotopic Mass: 227.06947654
• SMILES: c1ccc2c(c1)c1c([nH]2)nc(c(c1)C)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1nc2[nH]c3c(c2cc1C)cccc3
• InChI: InChI=1S/C12H9N3O2/c1-7-6-9-8-4-2-3-5-10(8)13-11(9)14-12(7)15(16)17/h2-6H,1H3,(H,13,14)
• InChIKey: YETURKHPVJNYTO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 186527-30-0
• PubChem SID: 164231125
• PubChem CID: 15315417

CALCULATED PROPERTIES

• Acid pKa: 14.162808
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.2885385
• LogD (pH = 7.4): 3.2885385
• Log P: 3.2885385
• Molar Refractivity: 63.9473 cm^3
• Polarizability: 25.111135 Å^3
• Polar Surface Area: 74.5 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N493980

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)