Compound Detail

CHEMBL1232500

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CCN1/C(=C/C(C)=O)Sc2ccc(O)cc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1232500
Phase	Preclinical
Structure Type	MOL
InChI Key	GCSZJMUFYOAHFY-SDQBBNPISA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

235.3

MW (Da)

2.75

ALogP

HBA

HBD

40.5

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C12H13NO2S
MW	235.31
Aromatic Rings	1
Heavy Atoms	16
NP-Likeness	-0.37

Activity Summary

IC50 19 meas. best 7.96

Kd 3 meas. best 8.89

Ki 1 meas. best 6.75

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	8.89	8.89	1.3	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	7.96	7.96	10.9	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	7.88	7.88	13.2	1
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.36	7.36	44.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	7.08	7.08	82.6	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	6.75	6.75	180.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	6.72	6.67	188.8	2
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	6.65	6.65	225.8	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	6.62	6.5929	240.0	7
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	6.5	6.5	315.3	1
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	IC50	6.05	6.05	894.3	1
Glycogen synthase kinase-3 beta CHEMBL262	Kd	5.78	5.78	1644.3	1
Casein kinase I isoform epsilon CHEMBL4937	IC50	5.53	5.53	2985.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	5.36	5.36	4403.0	1
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	5.32	5.32	4792.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity protein kinase CLK1	Kd	=	1.273	nM	8.89	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity protein kinase CLK4	IC50	=	10.9	nM	7.96	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	13.22	nM	7.88	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity protein kinase CLK1	IC50	=	44.2	nM	7.36	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity protein kinase CLK1	IC50	=	44.0	nM	7.36	Inhibition of CLK1 (unknown origin)	38516603
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	82.6	nM	7.08	Inhibition of recombinant human DYRK3 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Ki	=	180.0	nM	6.75	Binding affinity to DYRK1A (unknown origin) assessed as inhibition constant	30243157
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	188.8	nM	6.72	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	225.8	nM	6.65	Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	240.0	nM	6.62	Inhibition of Dyrk1A (unknown origin)	26048785
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	240.0	nM	6.62	Inhibition of human recombinant full length GST-tagged DYRK1A expressed in bacul...	29985601
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	240.0	nM	6.62	Inhibition of DYRK1A (unknown origin)	30243157
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	240.0	nM	6.62	Inhibition of DYRK1B (unknown origin)	30243157
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	240.0	nM	6.62	Inhibition of recombinant GST-fused human DYRK1A expressed in Escherichia coli u...	38516603
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	240.0	nM	6.62	Inhibition of C-terminal FLAG-tagged recombinant human DYRK1A (126 to 490 residu...	38171148
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	240.0	nM	6.62	Competitive inhibition of DYRK1A (unknown origin) using ATP	24188002
Dual specificity protein kinase CLK2	IC50	=	315.3	nM	6.5	Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	370.6	nM	6.43	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 4	IC50	=	894.3	nM	6.05	Inhibition of recombinant human DYRK4 expressed in Sf9 insect cells incubated fo...	36876904
Glycogen synthase kinase-3 beta	Kd	=	1644.35	nM	5.78	Binding affinity to human GSK-3beta assessed as equilibrium dissociation constan...	36876904

Literature References

PubMed	DOI	Target Context	# Activities
30243157	10.1016/j.ejmech.2018.08.093	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	3
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK1	3
36876904	10.1021/acs.jmedchem.2c02068	Unchecked	3
36876904	10.1021/acs.jmedchem.2c02068	Glycogen synthase kinase-3 beta	3
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	3
-	10.6019/CHEMBL5096127	Schistosoma mansoni	2
38171148	10.1016/j.ejmech.2023.116098	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	1
24188002	10.1021/jm401049v	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	1
30243157	10.1016/j.ejmech.2018.08.093	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	1
36876904	10.1021/acs.jmedchem.2c02068	HT-22	1
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 4	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 tyrosine-phosphorylation-regulated kinase 1B	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
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
29985601	10.1021/acs.jmedchem.8b00185	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	1

Data from ChEMBL 36 via Core Engine