8,18-diazatetracyclo[9.7.0.02,7.012,17]octadeca-1(11),2(7),3,5,12,14,16-heptaen-9-one

• ChemBase ID: 176237
• Molecular Formular: C16H12N2O
• Molecular Mass: 248.27928
• Monoisotopic Mass: 248.09496301
• SMILES: c12c3c([nH]c1cccc2)c1c(NC(=O)C3)cccc1
• Canonical SMILES: O=C1Nc2ccccc2c2c(C1)c1ccccc1[nH]2
• InChI: InChI=1S/C16H12N2O/c19-15-9-12-10-5-1-3-7-13(10)18-16(12)11-6-2-4-8-14(11)17-15/h1-8,18H,9H2,(H,17,19)
• InChIKey: VGMDAWVZNAXVDG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8,18-diazatetracyclo[9.7.0.0^2,^7.0^1^2,^1^7]octadeca-1(11),2(7),3,5,12,14,16-heptaen-9-one
• IUPAC Traditional name: 8,18-diazatetracyclo[9.7.0.0^2,^7.0^1^2,^1^7]octadeca-1(11),2(7),3,5,12,14,16-heptaen-9-one
• Synonyms: 7,12-Dihydroindolo[3,2-d][1]benzazepin-6(5H)-one; NSC 641166; Paullone

Database IDs

• CAS Number: 142273-18-5
• PubChem SID: 164232147
• PubChem CID: 369401

CALCULATED PROPERTIES

• Acid pKa: 12.980742
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 2.7380385
• LogD (pH = 7.4): 2.7380376
• Log P: 2.7380388
• Molar Refractivity: 75.6851 cm^3
• Polarizability: 30.743317 Å^3
• Polar Surface Area: 44.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P207500

A potent inhibitor of cyclin-dependent kinases (CDKs). The CDKs are a family of protein kinases that are involved in the regulation of the cell cycle.

REFERENCES

• Kamb, A., et al.: Microbiol. Immunol., 227, 139 (1998)
• Schultz, C., et al.: J. Med. Chem., 42, 2909 (1998)
• Lahusen, T., et al.: Mol. Carcinog., 36, 183 (1998)
• Kunick, C., et al.: ChemBioChem., 6, 541 (1998)