Compound Detail

CHEMBL5095897

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COc1ccc2nc3ccc(OC)cc3c(SCCCN)c2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5095897
Phase	Preclinical
Structure Type	MOL
InChI Key	ZFOMCSNUEHMROO-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

328.4

MW (Da)

3.85

ALogP

HBA

HBD

57.4

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H20N2O2S
MW	328.44
Aromatic Rings	3
Heavy Atoms	23
NP-Likeness	-0.45

Activity Summary

IC50 13 meas. best 8.0

Kd 3 meas. best 7.98

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine/threonine-protein kinase haspin CHEMBL1075163	IC50	8.0	8.0	10.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	7.98	7.98	10.4	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	7.89	7.8467	13.0	3
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	7.41	7.41	38.8	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	6.65	6.65	223.1	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	6.4	6.4	396.9	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	6.34	6.34	452.1	1
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	IC50	6.23	6.23	584.2	1
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	6.05	6.05	881.5	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	5.67	5.67	2113.0	1
Glycogen synthase kinase-3 beta CHEMBL262	Kd	5.57	5.57	2705.2	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	5.57	5.57	2674.0	1
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	5.13	5.13	7392.0	1
HT-22 CHEMBL614316	IC50	4.84	4.84	14500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine/threonine-protein kinase haspin	IC50	=	10.0	nM	8.0	Inhibition of haspin (unknown origin)	39038808
Dual specificity protein kinase CLK1	Kd	=	10.4	nM	7.98	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	13.0	nM	7.89	Inhibition of human DYRK2	33650861
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	13.0	nM	7.89	Inhibition of N-terminal 6his tagged/ TEV fused full length human DYRK2 expresse...	38033250
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	17.5	nM	7.76	Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	38.77	nM	7.41	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	223.1	nM	6.65	Inhibition of recombinant human DYRK3 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	396.9	nM	6.4	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
Dual specificity protein kinase CLK4	IC50	=	452.1	nM	6.34	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 4	IC50	=	584.2	nM	6.23	Inhibition of recombinant human DYRK4 expressed in Sf9 insect cells incubated fo...	36876904
Dual specificity protein kinase CLK1	IC50	=	881.5	nM	6.05	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	2113.0	nM	5.67	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity protein kinase CLK2	IC50	=	2674.0	nM	5.57	Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for...	36876904
Glycogen synthase kinase-3 beta	Kd	=	2705.19	nM	5.57	Binding affinity to human GSK-3beta assessed as equilibrium dissociation constan...	36876904
Dual specificity protein kinase CLK3	IC50	=	7392.0	nM	5.13	Inhibition of recombinant human CLK3 expressed in Sf9 insect cells incubated for...	36876904
HT-22	IC50	=	14500.0	nM	4.84	Cytotoxicity against mouse HT-22 cells assessed as reduction in cell viability i...	36876904

Literature References

PubMed	DOI	Target Context	# Activities
38033250	10.1021/acs.jmedchem.3c01626	CWR22R	5
38033250	10.1021/acs.jmedchem.3c01626	DU-145	5
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK1	3
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	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 3	1
39038808	10.1021/acs.jmedchem.4c00718	Serine/threonine-protein kinase haspin	1
38033250	10.1021/acs.jmedchem.3c01626	Dual specificity tyrosine-phosphorylation-regulated kinase 2	1
38033250	10.1021/acs.jmedchem.3c01626	RWPE-1	1
38033250	10.1021/acs.jmedchem.3c01626	PC-3	1
36876904	10.1021/acs.jmedchem.2c02068	HT-22	1
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 4	1
33650861	10.1021/acs.jmedchem.0c01180	Dual specificity tyrosine-phosphorylation-regulated kinase 2	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

Data from ChEMBL 36 via Core Engine