Compound Detail

CHEMBL5081787

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O=C1N=C(Nc2c(Cl)cccc2Cl)S/C1=C\c1ccc2nccnc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5081787
Phase	Preclinical
Structure Type	MOL
InChI Key	RJPNRXFBYZVRIB-DHDCSXOGSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

401.3

MW (Da)

5.02

ALogP

HBA

HBD

67.2

PSA (Å²)

0.61

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H10Cl2N4OS
MW	401.28
Aromatic Rings	3
Heavy Atoms	26
NP-Likeness	-1.52

Activity Summary

IC50 15 meas. best 8.59

Kd 3 meas. best 9.6

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	9.6	9.6	0.3	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	9.4	9.4	0.4	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	8.59	8.465	2.6	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	8.27	7.83	5.4	2
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.87	7.775	13.6	2
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	7.85	7.85	14.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	7.81	7.81	15.6	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	7.64	7.64	22.7	1
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	7.03	7.03	92.6	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	7.02	7.02	95.3	1
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	IC50	6.97	6.97	108.0	1
Glycogen synthase kinase-3 beta CHEMBL262	Kd	6.03	6.03	938.7	1
Casein kinase I isoform epsilon CHEMBL4937	IC50	5.75	5.75	1766.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	5.51	5.51	3089.0	1
HT-22 CHEMBL614316	IC50	4.56	4.56	27800.0	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	=	0.252	nM	9.6	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity protein kinase CLK1	Kd	=	0.395	nM	9.4	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	2.6	nM	8.59	Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	4.6	nM	8.34	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	5.4	nM	8.27	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt...	36876904
Dual specificity protein kinase CLK1	IC50	=	13.6	nM	7.87	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells using myelin ...	36876904
Dual specificity protein kinase CLK4	IC50	=	14.0	nM	7.85	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	15.6	nM	7.81	Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity protein kinase CLK1	IC50	=	21.1	nM	7.68	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	22.7	nM	7.64	Inhibition of recombinant human DYRK3 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	40.6	nM	7.39	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity protein kinase CLK3	IC50	=	92.6	nM	7.03	Inhibition of recombinant human CLK3 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity protein kinase CLK2	IC50	=	95.3	nM	7.02	Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 4	IC50	=	108.0	nM	6.97	Inhibition of recombinant human DYRK4 expressed in Sf9 insect cells incubated fo...	36876904
Glycogen synthase kinase-3 beta	Kd	=	938.72	nM	6.03	Binding affinity to human GSK-3beta assessed as equilibrium dissociation constan...	36876904
Casein kinase I isoform epsilon	IC50	=	1766.0	nM	5.75	Inhibition of recombinant human CK1epsilon expressed in Sf9 insect cells incubat...	36876904
Glycogen synthase kinase-3 beta	IC50	=	3089.0	nM	5.51	Inhibition of recombinant human GSK-3beta expressed in Sf9 insect cells incubate...	36876904
HT-22	IC50	=	27800.0	nM	4.56	Cytotoxicity against mouse HT-22 cells assessed as reduction in cell viability i...	36876904

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5058564	Fibroblast	10
-	10.6019/CHEMBL5058564	HEK-293T	10
-	10.6019/CHEMBL5303304	HEK-293T	10
-	10.6019/CHEMBL5058564	U2OS	9
-	10.6019/CHEMBL5303304	U2OS	8
36876904	10.1021/acs.jmedchem.2c02068	Unchecked	5
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	4
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK1	4
36876904	10.1021/acs.jmedchem.2c02068	Glycogen synthase kinase-3 beta	3
-	10.6019/CHEMBL5303304	Fibroblast	3
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
-	10.6019/CHEMBL5060014	Mitogen-activated protein kinase 1	1
-	10.6019/CHEMBL5060014	Transcription intermediary factor 1-alpha	1
36876904	10.1021/acs.jmedchem.2c02068	Cyclin-dependent kinase 5/CDK5 activator 1	1
-	10.6019/CHEMBL5060014	Glycogen synthase kinase-3 beta	1
-	10.6019/CHEMBL5060014	Fibroblast growth factor receptor 3	1
-	10.6019/CHEMBL5060014	Casein kinase I isoform delta	1
-	10.6019/CHEMBL5060014	Cyclin-dependent kinase 2	1
-	10.6019/CHEMBL5060014	Bromodomain-containing protein 4	1
-	10.6019/CHEMBL5060014	Aurora kinase A	1

Data from ChEMBL 36 via Core Engine