Compound Detail

CHEMBL3298236

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c1ccc(-c2ccc3[nH]ncc3c2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3298236
Phase	Preclinical
Structure Type	MOL
InChI Key	JQHTYMOOIFVIJV-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

194.2

MW (Da)

3.23

ALogP

HBA

HBD

28.7

PSA (Å²)

0.63

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C13H10N2
MW	194.24
Aromatic Rings	3
Heavy Atoms	15
NP-Likeness	-1.26

Activity Summary

IC50 14 meas. best 7.82

Kd 3 meas. best 8.79

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	8.79	8.79	1.6	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	7.91	7.91	12.2	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	7.82	7.82	15.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.62	7.51	24.2	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	7.27	6.865	53.5	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	7.12	6.945	75.9	2
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	6.67	6.67	211.4	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	5.9	5.9	1250.0	1
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	5.77	5.77	1695.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	5.75	5.75	1797.0	1
Glycogen synthase kinase-3 beta CHEMBL262	Kd	5.7	5.7	1983.2	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	5.23	5.23	5852.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	5.12	5.12	7509.0	1
HT-22 CHEMBL614316	IC50	4.37	4.37	42500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity protein kinase CLK1	Kd	=	1.626	nM	8.79	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	12.19	nM	7.91	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity protein kinase CLK4	IC50	=	15.0	nM	7.82	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity protein kinase CLK1	IC50	=	24.2	nM	7.62	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells using myelin ...	36876904
Dual specificity protein kinase CLK1	IC50	=	39.6	nM	7.4	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	53.5	nM	7.27	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	75.9	nM	7.12	Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	168.9	nM	6.77	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
Dual specificity protein kinase CLK2	IC50	=	211.4	nM	6.67	Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	350.4	nM	6.46	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	1250.0	nM	5.9	Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity protein kinase CLK3	IC50	=	1695.0	nM	5.77	Inhibition of recombinant human CLK3 expressed in Sf9 insect cells incubated for...	36876904
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	1797.0	nM	5.75	Inhibition of recombinant human CDK5/p25 expressed in Sf9 insect cells incubated...	36876904
Glycogen synthase kinase-3 beta	Kd	=	1983.18	nM	5.7	Binding affinity to human GSK-3beta assessed as equilibrium dissociation constan...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	5852.0	nM	5.23	Inhibition of recombinant human DYRK3 expressed in Sf9 insect cells incubated fo...	36876904
Glycogen synthase kinase-3 beta	IC50	=	7509.0	nM	5.12	Inhibition of recombinant human GSK-3beta expressed in Sf9 insect cells incubate...	36876904
HT-22	IC50	=	42500.0	nM	4.37	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
24884675	10.1021/jm401986p	Transient receptor potential cation channel subfamily A member 1	1
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