11-amino-3-{2-[(2H3)methylamino](2,2-2H2)ethyl}-3-azatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaene-2,4-dione

• ChemBase ID: 166380
• Molecular Formular: C15H15N3O2
• Molecular Mass: 269.2985
• Monoisotopic Mass: 269.11642674
• SMILES: c1c2c3c(cc1N)c(=O)n(c(=O)c3ccc2)CCNC
• Canonical SMILES: CNCCn1c(=O)c2cc(N)cc3c2c(c1=O)ccc3
• InChI: InChI=1S/C15H15N3O2/c1-17-5-6-18-14(19)11-4-2-3-9-7-10(16)8-12(13(9)11)15(18)20/h2-4,7-8,17H,5-6,16H2,1H3
• InChIKey: JFLYCGLQHZUVQZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11-amino-3-{2-[(^2H₃)methylamino](2,2-^2H₂)ethyl}-3-azatricyclo[7.3.1.0^5,^1^3]trideca-1(13),5,7,9,11-pentaene-2,4-dione
• IUPAC Traditional name: 11-amino-3-{2-[(^2H₃)methylamino](2,2-^2H₂)ethyl}-3-azatricyclo[7.3.1.0^5,^1^3]trideca-1(13),5,7,9,11-pentaene-2,4-dione
• Synonyms: 5-Amino-2-[2-(methylamino)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione-d5; N'-Desmethyl Amonafide-d5

Database IDs

• PubChem SID: 162260513
• PubChem CID: 46781150

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.4716775
• LogD (pH = 7.4): -1.4399269
• Log P: 0.71324646
• Molar Refractivity: 78.0865 cm^3
• Polarizability: 29.82158 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D290727

A labelled 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)