Compound Detail

CHEMBL5283849

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O=C1NC(NC2CCCCCC2)=N/C1=C\c1ccc2ncsc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5283849
Phase	Preclinical
Structure Type	MOL
InChI Key	HJEKFRDOAYXXRU-DHDCSXOGSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

340.4

MW (Da)

3.44

ALogP

HBA

HBD

66.4

PSA (Å²)

0.65

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H20N4OS
MW	340.45
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	-0.94

Activity Summary

IC50 26 meas. best 8.28

Kd 3 meas. best 8.76

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	8.76	8.76	1.8	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	8.59	8.59	2.6	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	8.28	7.89	5.2	3
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	8.1	8.08	8.0	2
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.92	7.88	12.0	3
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	7.86	7.5967	13.9	3
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	7.05	7.05	89.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	6.55	6.55	282.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	6.37	6.37	429.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	IC50	6.13	6.13	742.0	2
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	5.72	5.72	1885.0	2
Glycogen synthase kinase-3 beta CHEMBL262	Kd	5.6	5.6	2515.8	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	5.51	5.42	3105.0	2
Glycogen synthase kinase-3 beta CHEMBL262	IC50	5.3	5.3	4992.0	2
HT-22 CHEMBL614316	IC50	4.97	4.97	10800.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity protein kinase CLK1	Kd	=	1.754	nM	8.76	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	2.602	nM	8.59	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	5.2	nM	8.28	Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt...	36876904
Dual specificity protein kinase CLK4	IC50	=	8.0	nM	8.1	Inhibition of human CLK4 using MBP and [gamma33P]ATP as substrate incubated for ...	37487467
Dual specificity protein kinase CLK4	IC50	=	8.7	nM	8.06	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity protein kinase CLK1	IC50	=	12.0	nM	7.92	Inhibition of N-terminal GST/His6-fused human full length CLK1 (1 to 484 residue...	37487467
Dual specificity protein kinase CLK1	IC50	=	12.8	nM	7.89	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	13.9	nM	7.86	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt...	36876904
Dual specificity protein kinase CLK1	IC50	=	14.7	nM	7.83	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells using myelin ...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	20.0	nM	7.7	Inhibition of human DYRK1A using RBERCHKtide and [gamma33P]ATP as substrate incu...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	20.3	nM	7.69	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	34.0	nM	7.47	Inhibition of human DYRK1B using RBERCHKtide and [gamma33P]ATP as substrate incu...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	34.8	nM	7.46	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity protein kinase CLK2	IC50	=	89.7	nM	7.05	Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity protein kinase CLK2	IC50	=	89.0	nM	7.05	Inhibition of human CLK2 using GSK3(14-27) peptide and [gamma33P]ATP as substrat...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	282.0	nM	6.55	Inhibition of human DYRK3 using RBERIRStide and [gamma33P]ATP as substrate incub...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	282.0	nM	6.55	Inhibition of recombinant human DYRK3 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	429.0	nM	6.37	Inhibition of human DYRK2 using RBERIRStide and [gamma33P]ATP as substrate incub...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	429.2	nM	6.37	Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 4	IC50	=	742.2	nM	6.13	Inhibition of recombinant human DYRK4 expressed in Sf9 insect cells incubated fo...	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
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 4	1
37487467	10.1021/acs.jmedchem.3c00884	Glycogen synthase kinase-3 beta	1
37487467	10.1021/acs.jmedchem.3c00884	Dual specificity protein kinase CLK4	1
37487467	10.1021/acs.jmedchem.3c00884	Dual specificity protein kinase CLK3	1
37487467	10.1021/acs.jmedchem.3c00884	Dual specificity protein kinase CLK2	1
37487467	10.1021/acs.jmedchem.3c00884	Dual specificity protein kinase CLK1	1
37487467	10.1021/acs.jmedchem.3c00884	Cyclin-dependent kinase 5/CDK5 activator 1	1
37487467	10.1021/acs.jmedchem.3c00884	Casein kinase I isoform epsilon	1
36876904	10.1021/acs.jmedchem.2c02068	HT-22	1
36876904	10.1021/acs.jmedchem.2c02068	Cyclin-dependent kinase 5/CDK5 activator 1	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 2	1
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK4	1
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK3	1
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK2	1

Data from ChEMBL 36 via Core Engine