Compound Detail

CHEMBL5279705

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COC1=CC2C(=O)NC3=Cc4ccc(OC)cc4C(=C1OC)C32

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5279705
Phase	Preclinical
Structure Type	MOL
InChI Key	CGRDYMCBGXJNLR-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

311.3

MW (Da)

2.31

ALogP

HBA

HBD

56.8

PSA (Å²)

0.93

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H17NO4
MW	311.34
Aromatic Rings	1
Heavy Atoms	23
NP-Likeness	0.84

Activity Summary

IC50 14 meas. best 8.17

Kd 3 meas. best 9.24

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	9.24	9.24	0.6	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	8.86	8.86	1.4	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	8.17	8.17	6.7	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	8.15	7.98	7.1	2
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.94	7.72	11.4	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	7.76	7.675	17.4	2
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	7.63	7.63	23.5	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	7.57	7.57	26.8	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	7.48	7.48	33.3	1
Glycogen synthase kinase-3 beta CHEMBL262	Kd	6.4	6.4	395.8	1
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	6.19	6.19	639.9	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	5.66	5.66	2199.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	IC50	5.43	5.43	3689.0	1
HT-22 CHEMBL614316	IC50	4.68	4.68	20900.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity protein kinase CLK1	Kd	=	0.58	nM	9.24	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	1.38	nM	8.86	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity protein kinase CLK4	IC50	=	6.7	nM	8.17	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	7.1	nM	8.15	Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt...	36876904
Dual specificity protein kinase CLK1	IC50	=	11.4	nM	7.94	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	15.5	nM	7.81	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	17.4	nM	7.76	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	23.5	nM	7.63	Inhibition of recombinant human DYRK3 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	25.5	nM	7.59	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	26.8	nM	7.57	Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity protein kinase CLK1	IC50	=	31.8	nM	7.5	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells using myelin ...	36876904
Dual specificity protein kinase CLK2	IC50	=	33.3	nM	7.48	Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for...	36876904
Glycogen synthase kinase-3 beta	Kd	=	395.82	nM	6.4	Binding affinity to human GSK-3beta assessed as equilibrium dissociation constan...	36876904
Dual specificity protein kinase CLK3	IC50	=	639.9	nM	6.19	Inhibition of recombinant human CLK3 expressed in Sf9 insect cells incubated for...	36876904
Glycogen synthase kinase-3 beta	IC50	=	2199.0	nM	5.66	Inhibition of recombinant human GSK-3beta expressed in Sf9 insect cells incubate...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 4	IC50	=	3689.0	nM	5.43	Inhibition of recombinant human DYRK4 expressed in Sf9 insect cells incubated fo...	36876904
HT-22	IC50	=	20900.0	nM	4.68	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