kenpaullone (CHEBI:92658)

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ChEBI Name	kenpaullone

ChEBI ID	CHEBI:92658

Definition	An indolobenzazepine that is paullone in which the hydrogen at position 9 is replaced by a bromo substituent. It is an ATP-competitive inhibitor of cyclin-dependent kinases (CDKs) and glycogen synthase kinase 3β (GSK3β).

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C16H11BrN2O

Net Charge

Average Mass

327.181

Monoisotopic Mass

326.00548

InChI

InChI=1S/C16H11BrN2O/c17-9-5-6-14-11(7-9)12-8-15(20)18-13-4-2-1-3-10(13)16(12)19-14/h1-7,19H,8H2,(H,18,20)

InChIKey

QQUXFYAWXPMDOE-UHFFFAOYSA-N

SMILES

BrC1=CC2=C(NC3=C2CC(=O)NC2=CC=CC=C32)C=C1

Roles Classification
Biological Role(s):	EC 2.7.11.26 (tau-protein kinase) inhibitor An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of tau-protein kinase inhibitor (EC 2.7.11.26). EC 2.7.11.22 (cyclin-dependent kinase) inhibitor An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of cyclin-dependent kinase (EC 2.7.11.22).

Application(s):	cardioprotective agent Any protective agent that is able to prevent damage to the heart. geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.

ChEBI Ontology
Outgoing	kenpaullone (CHEBI:92658) has functional parent paullone (CHEBI:138487) kenpaullone (CHEBI:92658) has role cardioprotective agent (CHEBI:77307) kenpaullone (CHEBI:92658) has role EC 2.7.11.22 (cyclin-dependent kinase) inhibitor (CHEBI:82665) kenpaullone (CHEBI:92658) has role EC 2.7.11.26 (tau-protein kinase) inhibitor (CHEBI:91092) kenpaullone (CHEBI:92658) has role geroprotector (CHEBI:176497) kenpaullone (CHEBI:92658) is a indolobenzazepine (CHEBI:138606) kenpaullone (CHEBI:92658) is a lactam (CHEBI:24995) kenpaullone (CHEBI:92658) is a organobromine compound (CHEBI:37141)

IUPAC Name

9-bromo-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one

Synonym	Source
9-bromopaullone	ChemIDplus

Last Modified

09 November 2021