Compound Detail

CHEMBL296586

KENPAULLONE

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O=C1Cc2c([nH]c3ccc(Br)cc23)-c2ccccc2N1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL296586
Name	KENPAULLONE
Phase	Preclinical
Structure Type	MOL
InChI Key	QQUXFYAWXPMDOE-UHFFFAOYSA-N

Targets

105

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

327.2

MW (Da)

4.09

ALogP

HBA

HBD

44.9

PSA (Å²)

0.64

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H11BrN2O
MW	327.18
Aromatic Rings	3
Heavy Atoms	20
NP-Likeness	-0.14

Activity Summary

IC50 72 meas. best 8.4

Ki 31 meas. best 8.1

EC50 2 meas. best 6.82

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glycogen synthase kinase-3 beta CHEMBL262	IC50	8.4	7.5089	4.0	9
Glycogen synthase kinase-3 alpha CHEMBL2850	Ki	8.1	8.1	7.9	1
Glycogen synthase kinase-3 beta CHEMBL262	Ki	7.7	7.7	19.9	1
Glycogen synthase kinase-3 beta CHEMBL3669	IC50	7.64	7.64	23.0	1
Unchecked CHEMBL612545	IC50	7.64	6.271	23.0	10
Glycogen synthase kinase-3 CHEMBL2095188	IC50	7.64	7.64	23.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	Ki	7.2	7.2	63.1	1
CDK9/cyclin T1 CHEMBL2111389	IC50	7.19	7.19	64.0	1
CDK9/Cyclin T CHEMBL5291961	IC50	7.19	7.19	64.0	1
Cyclin-dependent kinase 2 CHEMBL301	Ki	7.0	7.0	100.0	1
Cell division cycle 7-related protein kinase CHEMBL5443	Ki	7.0	7.0	100.0	1
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	6.9	6.9	125.9	1
Spiral organ of cochlea CHEMBL4296537	EC50	6.82	6.82	150.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	6.8	6.8	158.5	1
Unchecked CHEMBL612545	EC50	6.46	6.46	349.0	1
Cyclin-dependent kinase 1 CHEMBL308	IC50	6.4	6.4	400.0	1
Casein kinase II subunit alpha CHEMBL3629	Ki	6.4	6.4	398.1	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	6.4	6.4	398.1	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	6.4	6.4	398.1	1
Cyclin-dependent kinase 1/cyclin B CHEMBL2094127	IC50	6.4	6.4	399.9	7
Vascular endothelial growth factor receptor 3 CHEMBL1955	Ki	6.4	6.4	398.1	1
Cyclin-dependent kinase 1/cyclin B1 CHEMBL1907602	IC50	6.4	6.4	400.0	3
Tyrosine-protein kinase Lck CHEMBL258	IC50	6.33	6.33	470.0	1
Serine/threonine-protein kinase Chk2 CHEMBL2527	Ki	6.2	6.2	631.0	1
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	Ki	6.2	6.2	631.0	1
Serine/threonine-protein kinase 3 CHEMBL4708	Ki	6.2	6.2	631.0	1
Cyclin-dependent kinase 2/cyclin A CHEMBL2094128	IC50	6.17	6.15	680.0	3
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	6.07	6.0583	849.2	6
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Ki	6.0	6.0	1000.0	1
Serine/threonine-protein kinase MARK2 CHEMBL3831	Ki	6.0	6.0	1000.0	1
Aurora kinase A CHEMBL4722	Ki	5.9	5.9	1258.9	1
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	Ki	5.9	5.9	1258.9	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	5.82	5.82	1500.0	1
Cyclin-dependent kinase 5 CHEMBL4036	Ki	5.8	5.8	1584.9	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Ki	5.8	5.8	1584.9	1
Tyrosine-protein kinase Lck CHEMBL258	Ki	5.8	5.8	1584.9	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	5.7	5.7	1995.3	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	5.7	5.7	1995.3	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	5.7	5.7	1995.3	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	Ki	5.6	5.6	2511.9	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	5.6	5.6	2511.9	1
Plasmodium falciparum CHEMBL364	IC50	5.42	5.104	3800.0	10
Serine/threonine-protein kinase Chk1 CHEMBL4630	Ki	5.4	5.4	3981.1	1
Serine/threonine-protein kinase MRCK alpha CHEMBL4516	Ki	5.3	5.3	5011.9	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	5.3	5.3	5011.9	1
Aurora kinase B CHEMBL2185	Ki	5.2	5.2	6309.6	1
Cyclin-dependent kinase 2/cyclin E CHEMBL2094126	IC50	5.12	5.12	7500.0	1
LIM domain kinase 1 CHEMBL3836	Ki	5.1	5.1	7943.3	1
Mitogen-activated protein kinase 1 CHEMBL4040	IC50	5.05	5.05	9000.0	2
Fibroblast CHEMBL613838	IC50	5.0	5.0	10000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glycogen synthase kinase-3 beta	IC50	=	4.0	nM	8.4	Inhibition of GSK3beta (unknown origin) expressed in Sf9 cells incubated for 30 ...	37573828
Glycogen synthase kinase-3 alpha	Ki	=	7.943	nM	8.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Glycogen synthase kinase-3 beta	Ki	=	19.95	nM	7.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Glycogen synthase kinase-3 beta	IC50	=	23.01	nM	7.64	Inhibition of Glycogen synthase kinase-3 beta purified from insect sf9 cells	14695817
Glycogen synthase kinase-3 beta	IC50	=	23.0	nM	7.64	Inhibition of human glycogen synthase kinase-3 beta	14698171
Glycogen synthase kinase-3	IC50	=	23.0	nM	7.64	Inhibition of GSK3alpha/beta in pig brain	18345612
Glycogen synthase kinase-3 beta	IC50	=	23.0	nM	7.64	Inhibition of GSK3-beta expressed in insect Sf9 cells	19906467
Glycogen synthase kinase-3 beta	IC50	=	23.0	nM	7.64	Inhibition of GSK3-beta	15559249
Glycogen synthase kinase-3 beta	IC50	=	23.0	nM	7.64	Inhibition of GSK3beta (unknown origin) expressed in sf9 cells after 30 mins by ...	24560539
Glycogen synthase kinase-3 beta	IC50	=	23.0	nM	7.64	Inhibition of GSK3beta (unknown origin)	33097303
Unchecked	IC50	=	23.0	nM	7.64	Inhibition of rabbit muscle GSK3beta in presence of gamma32P-ATP	33901899
Glycogen synthase kinase-3 beta	IC50	=	23.0	nM	7.64	Inhibition of recombinant recombinant rat GSK3beta using GS-1 peptide as substra...	33901899
Tyrosine-protein kinase Fyn	Ki	=	63.1	nM	7.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
CDK9/cyclin T1	IC50	=	64.0	nM	7.19	Inhibition of human recombinant CDK9/cyclin T expressed in insect cells assessed...	20621478
CDK9/Cyclin T	IC50	=	64.0	nM	7.19	Inhibition of CDK9/Cyclin T (unknown origin)	33901899
Unchecked	IC50	=	78.0	nM	7.11	Inhibition of porcine brain GSK3 assessed as incorporation of [gamma-33P]-ATP in...	20621478
Cyclin-dependent kinase 2	Ki	=	100.0	nM	7.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Cell division cycle 7-related protein kinase	Ki	=	100.0	nM	7.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Lyn	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Spiral organ of cochlea	EC50	=	150.0	nM	6.82	Protection against cisplatin-induced toxicity in P3 mouse cochlear explants asse...	30091915

Literature References

PubMed	DOI	Target Context	# Activities
19734910	10.1038/nchembio.215	Plasmodium falciparum	7
33901899	10.1016/j.ejmech.2021.113445	Unchecked	5
23398362	10.1042/bj20121418	Tyrosine-protein kinase Lck	4
18077363	10.1073/pnas.0708800104	Unchecked	4
23398362	10.1042/bj20121418	Protein kinase C beta type	4
23398362	10.1042/bj20121418	cGMP-dependent protein kinase 1	4
23398362	10.1042/bj20121418	Insulin-like growth factor 1 receptor	4
23398362	10.1042/bj20121418	Insulin receptor	4
23398362	10.1042/bj20121418	Tyrosine-protein kinase HCK	4
23398362	10.1042/bj20121418	Cyclin-dependent kinase 5/CDK5 activator 1	4
23398362	10.1042/bj20121418	Serine/threonine-protein kinase mTOR	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	3
23398362	10.1042/bj20121418	Casein kinase I isoform delta	2
23398362	10.1042/bj20121418	SRSF protein kinase 3	2
23398362	10.1042/bj20121418	Casein kinase I isoform gamma-3	2
23398362	10.1042/bj20121418	Ephrin type-A receptor 4	2
23398362	10.1042/bj20121418	Cyclin-dependent kinase 2/cyclin A	2
23398362	10.1042/bj20121418	Death-associated protein kinase 1	2
23398362	10.1042/bj20121418	Ephrin type-A receptor 5	2
23398362	10.1042/bj20121418	Calcium/calmodulin-dependent protein kinase type 1D	2

Data from ChEMBL 36 via Core Engine