Compound Detail

CHEMBL5285332

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Cn1cc(-c2ccc3cnc(NC(=O)C4CCN(S(C)(=O)=O)CC4)cc3c2)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5285332
Phase	Preclinical
Structure Type	MOL
InChI Key	GXCOUFPTCZUTEE-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

413.5

MW (Da)

2.25

ALogP

HBA

HBD

97.2

PSA (Å²)

0.71

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H23N5O3S
MW	413.50
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	-1.93

Activity Summary

IC50 15 meas. best 8.74

EC50 12 meas. best 8.8

Kd 3 meas. best 10.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	10.0	10.0	0.1	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	9.21	9.21	0.6	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	EC50	8.8	8.8	1.6	5
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	8.74	8.535	1.8	2
Glycogen synthase kinase-3 beta CHEMBL262	Kd	8.43	8.43	3.7	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	8.32	8.16	4.8	2
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	7.85	7.85	14.1	1
Glycogen synthase kinase-3 beta CHEMBL262	EC50	7.82	7.82	15.0	5
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.69	7.555	20.6	2
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	7.43	7.43	37.2	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	7.05	7.05	89.6	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	6.71	6.71	197.2	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	6.68	6.68	208.9	1
Proto-oncogene Wnt-1 CHEMBL1255129	EC50	6.35	6.35	449.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	IC50	6.21	6.21	611.7	1
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	6.17	6.17	681.1	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	5.75	5.75	1791.0	1
HT-22 CHEMBL614316	IC50	5.23	5.23	5900.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	0.101	nM	10.0	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity protein kinase CLK1	Kd	=	0.62	nM	9.21	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	EC50	=	1.6	nM	8.8	The screening assay for DYRK1A kinase activity: Each compound was dissolved in D...	-
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	EC50	=	1.6	nM	8.8	Z-lyte Assay : The DYRK1A kinase assay was run using the Ser/Thr 18 peptide Z-ly...	-
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	EC50	=	1.6	nM	8.8	Kinase Assay: The DYRK1A kinase assay was run using the Ser/Thr 18 peptide Z-lyt...	-
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	EC50	=	1.6	nM	8.8	DYRK1A Kinase Activity Assay: Each compound was dissolved in DMSO as a 10 mM sto...	-
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	EC50	=	1.6	nM	8.8	The screening assay for DYRK1A kinase activity : Each compound was dissolved in ...	-
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	1.8	nM	8.74	Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt...	36876904
Glycogen synthase kinase-3 beta	Kd	=	3.745	nM	8.43	Binding affinity to human GSK-3beta assessed as equilibrium dissociation constan...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	4.7	nM	8.33	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	4.8	nM	8.32	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	10.1	nM	8.0	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity protein kinase CLK4	IC50	=	14.1	nM	7.85	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Glycogen synthase kinase-3 beta	EC50	=	15.0	nM	7.82	The screening for GSK3beta kinase activity: Each compound is dissolved in DMSO a...	-
Glycogen synthase kinase-3 beta	EC50	=	15.0	nM	7.82	The screening assay for GSK3beta kinase activity: Each compound is dissolved in ...	-
Glycogen synthase kinase-3 beta	EC50	=	15.0	nM	7.82	Kinase Assay: The GSK3β kinase assay is run using the Ser/Thr 09 peptide Z-lyte ...	-
Glycogen synthase kinase-3 beta	EC50	=	15.0	nM	7.82	GSK3B Kinase Assay: The GSK3B kinase assay is run using the Ser/Thr 09 peptide Z...	-
Glycogen synthase kinase-3 beta	EC50	=	15.0	nM	7.82	Z-lyte Assay: GSK3B: This is a non-radioactive assay using fluorescence resonanc...	-
Dual specificity protein kinase CLK1	IC50	=	20.6	nM	7.69	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells using myelin ...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	37.2	nM	7.43	Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo...	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