Compound Detail

CHEMBL5091238

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O=C1NC(NC23CC4CC(CC(C4)C2)C3)=N/C1=C\c1ccc2ncsc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5091238
Phase	Preclinical
Structure Type	MOL
InChI Key	HEVBCYZPXGZFGS-FMQZQXMHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

378.5

MW (Da)

3.68

ALogP

HBA

HBD

66.4

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H22N4OS
MW	378.50
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	-0.85

Activity Summary

IC50 26 meas. best 9.22

Kd 3 meas. best 9.54

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	9.54	9.54	0.3	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	9.22	9.22	0.6	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	9.0	8.67	1.0	3
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	9.0	8.4	1.0	3
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	8.58	8.58	2.6	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	8.22	8.22	6.0	2
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	8.05	7.71	9.0	3
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	7.72	7.71	19.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	7.4	7.4	40.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	IC50	6.93	6.93	117.0	2
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	6.61	6.61	243.0	2
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	6.09	6.09	811.0	2
Glycogen synthase kinase-3 beta CHEMBL262	Kd	5.75	5.75	1762.2	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	5.38	5.38	4158.0	2
HT-22 CHEMBL614316	IC50	5.2	5.2	6300.0	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	=	0.292	nM	9.54	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity protein kinase CLK2	IC50	=	0.6	nM	9.22	Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	1.0	nM	9.0	Inhibition of human DYRK1A using RBERCHKtide and [gamma33P]ATP as substrate incu...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	1.0	nM	9.0	Inhibition of human DYRK1B using RBERCHKtide and [gamma33P]ATP as substrate incu...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	1.2	nM	8.92	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	1.8	nM	8.74	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity protein kinase CLK1	Kd	=	2.607	nM	8.58	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity protein kinase CLK4	IC50	=	6.0	nM	8.22	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity protein kinase CLK4	IC50	=	6.0	nM	8.22	Inhibition of human CLK4 using MBP and [gamma33P]ATP as substrate incubated for ...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	8.2	nM	8.09	Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt...	36876904
Dual specificity protein kinase CLK1	IC50	=	9.0	nM	8.05	Inhibition of N-terminal GST/His6-fused human full length CLK1 (1 to 484 residue...	37487467
Dual specificity protein kinase CLK1	IC50	=	9.2	nM	8.04	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	19.0	nM	7.72	Inhibition of human DYRK3 using RBERIRStide and [gamma33P]ATP as substrate incub...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	19.83	nM	7.7	Inhibition of recombinant human DYRK3 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	34.5	nM	7.46	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	40.0	nM	7.4	Inhibition of human DYRK2 using RBERIRStide and [gamma33P]ATP as substrate incub...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	40.2	nM	7.4	Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity protein kinase CLK1	IC50	=	92.1	nM	7.04	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells using myelin ...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 4	IC50	=	117.4	nM	6.93	Inhibition of recombinant human DYRK4 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 4	IC50	=	117.0	nM	6.93	Inhibition of human DYRK4 using RBERCHKtide and [gamma33P]ATP as substrate incub...	37487467

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724801	Fibroblast	320
-	10.6019/CHEMBL5724801	HEK-293T	320
-	10.6019/CHEMBL5724801	U2OS	320
-	10.6019/CHEMBL5303304	HEK-293T	8
-	10.6019/CHEMBL5058564	HEK-293T	8
37487467	10.1021/acs.jmedchem.3c00884	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	7
-	10.6019/CHEMBL5058564	U2OS	6
-	10.6019/CHEMBL5303304	U2OS	5
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
-	10.6019/CHEMBL5303304	Fibroblast	3
37487467	10.1021/acs.jmedchem.3c00884	Dual specificity protein kinase CLK1	3
37487467	10.1021/acs.jmedchem.3c00884	Casein kinase I isoform epsilon	3
37487467	10.1021/acs.jmedchem.3c00884	Dual specificity tyrosine-phosphorylation-regulated kinase 2	3
36876904	10.1021/acs.jmedchem.2c02068	Glycogen synthase kinase-3 beta	3
37487467	10.1021/acs.jmedchem.3c00884	Dual specificity protein kinase CLK3	2
37487467	10.1021/acs.jmedchem.3c00884	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
37487467	10.1021/acs.jmedchem.3c00884	Glycogen synthase kinase-3 beta	2
37487467	10.1021/acs.jmedchem.3c00884	Dual specificity protein kinase CLK4	2

Data from ChEMBL 36 via Core Engine