CHEBI:92658 - kenpaullone

ChEBI IDCHEBI:92658
ChEBI Namekenpaullone
Stars
DefinitionAn 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).
Last Modified9 November 2021
DownloadsMolfile
FormulaC16H11BrN2O
Net Charge0
Average Mass327.181
Monoisotopic Mass326.00548
SMILESO=C1Cc2c(nc3ccc(Br)cc23)-c2ccccc2N1
InChIInChI=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)
InChIKeyQQUXFYAWXPMDOE-UHFFFAOYSA-N
Roles Classification
Biological Roles:
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).
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).
Applications:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
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-bromopaulloneChemIDplus
Manual XrefsDatabases
LSM-2824LINCS
3688ChemSpider
Registry NumbersSources
Reaxys:5346108Reaxys
CAS:142273-20-9ChemIDplus
Citations