2-{11-amino-2,4-dioxo-3-azatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-3-yl}-N,N-dimethylethanamine oxide

• ChemBase ID: 160568
• Molecular Formular: C16H17N3O3
• Molecular Mass: 299.32448
• Monoisotopic Mass: 299.12699142
• SMILES: c1c2c3c(cc1N)c(=O)n(c(=O)c3ccc2)CC[N+]([O-])(C)C
• Canonical SMILES: Nc1cc2cccc3c2c(c1)c(=O)n(c3=O)CC[N+](C)(C)[O-]
• InChI: InChI=1S/C16H17N3O3/c1-19(2,22)7-6-18-15(20)12-5-3-4-10-8-11(17)9-13(14(10)12)16(18)21/h3-5,8-9H,6-7,17H2,1-2H3
• InChIKey: LJUFWPUIUNYNJK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{11-amino-2,4-dioxo-3-azatricyclo[7.3.1.0^5,^1^3]trideca-1(13),5,7,9,11-pentaen-3-yl}-N,N-dimethylethanamine oxide
• IUPAC Traditional name: 2-{11-amino-2,4-dioxo-3-azatricyclo[7.3.1.0^5,^1^3]trideca-1(13),5,7,9,11-pentaen-3-yl}-N,N-dimethylethanamine oxide
• Synonyms: 5-Amino-2-[2-(dimethyloxidoamino)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione; 5-Amino-2-[2-(dimethylamino)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione N-Oxide; Amonafide N-Oxide

Database IDs

• CAS Number: 112726-97-3
• PubChem SID: 162254703
• PubChem CID: 44430348

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.02983514
• LogD (pH = 7.4): -0.02810302
• Log P: -0.028080754
• Molar Refractivity: 85.4261 cm^3
• Polarizability: 31.797556 Å^3
• Polar Surface Area: 90.28 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A634210

A metabolite of Amonafide.

REFERENCES

• Felder, T.B., et al.: Drug Metab. Dispos., 15, 773 (1987)
• Frei, E., et al.: Cancer Res., 48, 6417 (1987)
• Liu, Y., et al.: Bioorg. Med. Chem., 14, 2935 (1987)