8-azatricyclo[9.4.0.02,7]pentadeca-1(11),2(7),3,5,12,14-hexaen-9-one

• ChemBase ID: 166885
• Molecular Formular: C14H11NO
• Molecular Mass: 209.24324
• Monoisotopic Mass: 209.08406398
• SMILES: c12CC(=O)Nc3c(c1cccc2)cccc3
• Canonical SMILES: O=C1Nc2ccccc2c2c(C1)cccc2
• InChI: InChI=1S/C14H11NO/c16-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)15-14/h1-8H,9H2,(H,15,16)
• InChIKey: XENVIBFIIPSBJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-azatricyclo[9.4.0.0^2,^7]pentadeca-1(11),2(7),3,5,12,14-hexaen-9-one
• IUPAC Traditional name: 8-azatricyclo[9.4.0.0^2,^7]pentadeca-1(11),2(7),3,5,12,14-hexaen-9-one
• Synonyms: 5,7-Dihydro-6H-dibenz[b,d]azepin-6-one; 5H,7H-Dibenzo[b,d]azepin-6-one

Database IDs

• CAS Number: 20011-90-9
• PubChem SID: 162261018
• PubChem CID: 11367798

CALCULATED PROPERTIES

• Acid pKa: 13.304923
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.7192755
• LogD (pH = 7.4): 2.719275
• Log P: 2.7192755
• Molar Refractivity: 64.7211 cm^3
• Polarizability: 25.495844 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Dimethylformamide; Ethyl Acetate

DETAILS

Toronto Research Chemicals - D417310

An intermediate in the production of γ-secretase inhibitors

REFERENCES

• Fauq, A., et al.: Bioorg. Med. Chem. Lett., 17, 6392 (2007)