Compound Detail

CHEMBL4283240

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

COc1ccc2c3ccnc(Cl)c3n(CC#N)c2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4283240
Phase	Preclinical
Structure Type	MOL
InChI Key	BKIAHCJPMJSHSQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

271.7

MW (Da)

3.38

ALogP

HBA

HBD

50.8

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H10ClN3O
MW	271.71
Aromatic Rings	3
Heavy Atoms	19
NP-Likeness	-0.87

Activity Summary

IC50 14 meas. best 7.76

Kd 3 meas. best 8.22

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	8.22	8.22	6.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	8.06	8.06	8.7	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	7.76	7.3733	17.3	3
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	7.62	7.62	23.8	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	7.42	7.075	38.4	2
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.05	6.925	88.3	2
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	6.2	6.2	630.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	6.09	6.09	813.5	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	5.92	5.92	1216.0	1
Glycogen synthase kinase-3 beta CHEMBL262	Kd	5.59	5.59	2582.8	1
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	5.31	5.31	4923.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	IC50	5.08	5.08	8371.0	1
HT-22 CHEMBL614316	IC50	4.01	4.01	97000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	5.969	nM	8.22	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity protein kinase CLK1	Kd	=	8.703	nM	8.06	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	17.3	nM	7.76	Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt...	36876904
Dual specificity protein kinase CLK4	IC50	=	23.8	nM	7.62	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	24.0	nM	7.62	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	38.4	nM	7.42	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt...	36876904
Dual specificity protein kinase CLK1	IC50	=	88.3	nM	7.05	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells using myelin ...	36876904
Dual specificity protein kinase CLK1	IC50	=	157.5	nM	6.8	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	181.0	nM	6.74	Inhibition of GST-tagged DYRK1A (unknown origin) expressed in Escherichia coli D...	29985601
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	185.2	nM	6.73	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity protein kinase CLK2	IC50	=	630.0	nM	6.2	Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	813.5	nM	6.09	Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	1216.0	nM	5.92	Inhibition of recombinant human DYRK3 expressed in Sf9 insect cells incubated fo...	36876904
Glycogen synthase kinase-3 beta	Kd	=	2582.84	nM	5.59	Binding affinity to human GSK-3beta assessed as equilibrium dissociation constan...	36876904
Dual specificity protein kinase CLK3	IC50	=	4923.0	nM	5.31	Inhibition of recombinant human CLK3 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 4	IC50	=	8371.0	nM	5.08	Inhibition of recombinant human DYRK4 expressed in Sf9 insect cells incubated fo...	36876904
HT-22	IC50	=	97000.0	nM	4.01	Cytotoxicity against mouse HT-22 cells assessed as reduction in cell viability i...	36876904

Literature References

PubMed	DOI	Target Context	# Activities
36876904	10.1021/acs.jmedchem.2c02068	Unchecked	5
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK1	4
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	4
36876904	10.1021/acs.jmedchem.2c02068	Glycogen synthase kinase-3 beta	3
29985601	10.1021/acs.jmedchem.8b00185	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	2
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
29985601	10.1021/acs.jmedchem.8b00185	Amine oxidase [flavin-containing] A	1
36876904	10.1021/acs.jmedchem.2c02068	Cyclin-dependent kinase 5/CDK5 activator 1	1
36876904	10.1021/acs.jmedchem.2c02068	Casein kinase I isoform epsilon	1
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK2	1
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK3	1
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK4	1
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 2	1
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 3	1
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 4	1
36876904	10.1021/acs.jmedchem.2c02068	HT-22	1

Data from ChEMBL 36 via Core Engine