Compound Detail

CHEMBL5093741

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CN1Cc2nn(C)c(C#N)c2-c2cnc3[nH]cc(c3c2)-c2cn(nc2C(F)(F)F)CCCC1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5093741
Phase	Preclinical
Structure Type	MOL
InChI Key	CZWJLLBPWLUINU-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

468.4

MW (Da)

3.47

ALogP

HBA

HBD

108.4

PSA (Å²)

0.43

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H19F3N8O
MW	468.44
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-0.76

Activity Summary

IC50 18 meas. best 7.89

Kd 3 meas. best 9.04

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	9.04	9.04	0.9	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	7.89	7.2833	13.0	3
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	7.72	7.1467	19.0	3
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	7.46	7.46	34.8	1
TRAF2 and NCK-interacting protein kinase CHEMBL4527	IC50	7.06	7.06	87.0	1
Dual specificity mitogen-activated protein kinase kinase 4 CHEMBL2897	IC50	6.76	6.76	173.0	1
Serine/threonine-protein kinase Sgk1 CHEMBL2343	IC50	6.67	6.67	212.0	1
Myosin light chain kinase, smooth muscle CHEMBL2428	IC50	6.48	6.48	334.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	6.45	6.45	354.0	1
High affinity nerve growth factor receptor CHEMBL2815	IC50	6.32	6.32	477.0	1
Calcium/calmodulin-dependent protein kinase type 1B CHEMBL3627592	IC50	6.08	6.08	830.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	5.68	5.68	2083.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	5.17	5.17	6713.0	1
Glycogen synthase kinase-3 beta CHEMBL262	Kd	5.14	5.14	7294.3	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	5.06	5.06	8779.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	4.74	4.74	18128.0	1
HT-22 CHEMBL614316	IC50	4.29	4.29	51300.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	504.9	ng.hr.mL-1	Mus musculus
AUC	23.6	ng.hr.mL-1	Mus musculus
CL	166.6	mL.min-1.kg-1	Mus musculus
Cmax	11600.0	nM	Mus musculus
F	1.1	%	Mus musculus
T1/2	0.3	hr	Mus musculus
T1/2	2.0	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	0.912	nM	9.04	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	13.0	nM	7.89	Inhibition of DYRK1A (unknown origin) measured after 6 hrs in presence of ATP by...	35450378
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	19.0	nM	7.72	Inhibition of DYRK1B (unknown origin) measured after 6 hrs in presence of ATP by...	35450378
Dual specificity protein kinase CLK1	Kd	=	34.81	nM	7.46	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	37.2	nM	7.43	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	58.4	nM	7.23	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
TRAF2 and NCK-interacting protein kinase	IC50	=	87.0	nM	7.06	Inhibition of TNIK (unknown origin) at 1 uM by kinome scan method	35450378
Dual specificity mitogen-activated protein kinase kinase 4	IC50	=	173.0	nM	6.76	Inhibition of MEK4 (unknown origin) at 1 uM by kinome scan method	35450378
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	188.0	nM	6.73	Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt...	36876904
Serine/threonine-protein kinase Sgk1	IC50	=	212.0	nM	6.67	Inhibition of SGK (unknown origin) at 1 uM by kinome scan method	35450378
Myosin light chain kinase, smooth muscle	IC50	=	334.0	nM	6.48	Inhibition of MYLK (unknown origin) at 1 uM by kinome scan method	35450378
Receptor-type tyrosine-protein kinase FLT3	IC50	=	354.0	nM	6.45	Inhibition of FLT3 (unknown origin) at 1 uM by kinome scan method	35450378
High affinity nerve growth factor receptor	IC50	=	477.0	nM	6.32	Inhibition of TRKA (unknown origin) at 1 uM by kinome scan method	35450378
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	514.2	nM	6.29	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt...	36876904
Calcium/calmodulin-dependent protein kinase type 1B	IC50	=	830.0	nM	6.08	Inhibition of CAMK1B (unknown origin) at 1 uM by kinome scan method	35450378
Dual specificity protein kinase CLK4	IC50	=	2083.0	nM	5.68	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity protein kinase CLK2	IC50	=	6713.0	nM	5.17	Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for...	36876904
Glycogen synthase kinase-3 beta	Kd	=	7294.3	nM	5.14	Binding affinity to human GSK-3beta assessed as equilibrium dissociation constan...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	8779.0	nM	5.06	Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity protein kinase CLK1	IC50	=	18128.0	nM	4.74	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells using myelin ...	36876904

Literature References

PubMed	DOI	Target Context	# Activities
35450378	10.1021/acsmedchemlett.1c00630	CAL-27	16
35450378	10.1021/acsmedchemlett.1c00630	ADMET	7
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	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	Glycogen synthase kinase-3 beta	3
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
35450378	10.1021/acsmedchemlett.1c00630	FaDu	1
36876904	10.1021/acs.jmedchem.2c02068	HT-22	1
36876904	10.1021/acs.jmedchem.2c02068	Casein kinase I isoform epsilon	1
36876904	10.1021/acs.jmedchem.2c02068	Cyclin-dependent kinase 5/CDK5 activator 1	1
35450378	10.1021/acsmedchemlett.1c00630	HEK-293T	1
35450378	10.1021/acsmedchemlett.1c00630	Calcium/calmodulin-dependent protein kinase type 1B	1
35450378	10.1021/acsmedchemlett.1c00630	High affinity nerve growth factor receptor	1
35450378	10.1021/acsmedchemlett.1c00630	Dual specificity mitogen-activated protein kinase kinase 4	1
35450378	10.1021/acsmedchemlett.1c00630	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	1
35450378	10.1021/acsmedchemlett.1c00630	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	1
35450378	10.1021/acsmedchemlett.1c00630	Myosin light chain kinase, smooth muscle	1
35450378	10.1021/acsmedchemlett.1c00630	TRAF2 and NCK-interacting protein kinase	1
35450378	10.1021/acsmedchemlett.1c00630	Receptor-type tyrosine-protein kinase FLT3	1

Data from ChEMBL 36 via Core Engine