Compound Detail

CHEMBL5273528

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CCNc1cc(Nc2ccc(C(=O)N3CCC(N4CCOCC4)CC3)cc2OC)nc2[nH]cc(C(F)(F)F)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5273528
Phase	Preclinical
Structure Type	MOL
InChI Key	FKRHOHUJMCOWDZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

546.6

MW (Da)

4.70

ALogP

HBA

HBD

94.8

PSA (Å²)

0.40

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H33F3N6O3
MW	546.59
Aromatic Rings	3
Heavy Atoms	39
NP-Likeness	-1.20

Activity Summary

IC50 12 meas. best 7.68

Kd 2 meas. best 8.86

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	8.86	8.86	1.4	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	8.23	8.23	5.8	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	7.68	7.68	21.1	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	7.39	7.39	40.5	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	7.34	7.055	46.1	2
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.15	7.09	71.3	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	7.09	7.035	80.5	2
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	5.69	5.69	2052.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	5.15	5.15	7149.0	1
Casein kinase I isoform epsilon CHEMBL4937	IC50	5.1	5.1	7995.0	1
HT-22 CHEMBL614316	IC50	4.7	4.7	19900.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity protein kinase CLK1	Kd	=	1.387	nM	8.86	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	5.836	nM	8.23	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity protein kinase CLK4	IC50	=	21.1	nM	7.68	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity protein kinase CLK2	IC50	=	40.5	nM	7.39	Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	46.1	nM	7.34	Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt...	36876904
Dual specificity protein kinase CLK1	IC50	=	71.3	nM	7.15	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	80.5	nM	7.09	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity protein kinase CLK1	IC50	=	92.9	nM	7.03	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells using myelin ...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	103.7	nM	6.98	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	169.9	nM	6.77	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
Dual specificity protein kinase CLK3	IC50	=	2052.0	nM	5.69	Inhibition of recombinant human CLK3 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	7149.0	nM	5.15	Inhibition of recombinant human DYRK3 expressed in Sf9 insect cells incubated fo...	36876904
Casein kinase I isoform epsilon	IC50	=	7995.0	nM	5.1	Inhibition of recombinant human CK1epsilon expressed in Sf9 insect cells incubat...	36876904
HT-22	IC50	=	19900.0	nM	4.7	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
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
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