3,3,6-trimethyl-1H,2H,3H,4H,7H-indolo[2,3-c]quinolin-1-one

• ChemBase ID: 179749
• Molecular Formular: C18H18N2O
• Molecular Mass: 278.34832
• Monoisotopic Mass: 278.14191321
• SMILES: c12c(c3c(nc2C)CC(CC3=O)(C)C)c2c([nH]1)cccc2
• Canonical SMILES: O=C1CC(C)(C)Cc2c1c1c(c(n2)C)[nH]c2c1cccc2
• InChI: InChI=1S/C18H18N2O/c1-10-17-15(11-6-4-5-7-12(11)20-17)16-13(19-10)8-18(2,3)9-14(16)21/h4-7,20H,8-9H2,1-3H3
• InChIKey: PPTIUJYVYBPVEZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,3,6-trimethyl-1H,2H,3H,4H,7H-indolo[2,3-c]quinolin-1-one
• IUPAC Traditional name: 3,3,6-trimethyl-1H,2H,3H,4H,7H-indolo[2,3-c]quinolin-1-one
• Synonyms: Carbacetam

Database IDs

• CAS Number: 5320-37-6
• PubChem SID: 164235659
• PubChem CID: 5332432

CALCULATED PROPERTIES

• Acid pKa: 12.750486
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.7557523
• LogD (pH = 7.4): 2.7732153
• Log P: 2.7734444
• Molar Refractivity: 82.7754 cm^3
• Polarizability: 34.393196 Å^3
• Polar Surface Area: 45.75 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Effector of calmodulin and Ca2+/calmodulin-dependent protein kinase

Product Information

• Application(s): Cerebroprotective; Neuroprotective; Nootropic; Tranquilizer

REFERENCES

• I. I. Abramets, Yu. V. Kuznetsov and I. M. Samoi'lovich
• NMDA-Independent Long-Term Depression of Synaptic Transmission in the Hippocampus: Mechanisms of Induction and Effects of Nootropic Drugs.
• Neurophysiology, Vol. 33, No. 2, 2001