Compound Detail

CHEMBL1802843

Enter ChEMBL ID:

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

CCCNC1=N/C(=C\c2ccc3c(c2)OCO3)C(=O)N1C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1802843
Phase	Preclinical
Structure Type	MOL
InChI Key	SGWXBOBKZVIVOW-XFFZJAGNSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

287.3

MW (Da)

1.58

ALogP

HBA

HBD

63.2

PSA (Å²)

0.86

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H17N3O3
MW	287.32
Aromatic Rings	1
Heavy Atoms	21
NP-Likeness	-0.46

Activity Summary

IC50 16 meas. best 7.02

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	7.02	6.64	95.0	2
Dual specificity protein kinase CLK1 CHEMBL1075280	IC50	6.96	6.735	110.0	2
Dual specificity protein kinase CLK4 CHEMBL1075283	IC50	6.92	6.92	120.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	6.34	6.34	460.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL5508	IC50	6.27	6.27	540.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	6.26	6.26	550.0	1
Dual specificity protein kinase CLK2 CHEMBL1075281	IC50	6.25	6.25	560.0	1
Dual specificity protein kinase CLK3 CHEMBL1075282	IC50	5.92	5.76	1200.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	5.92	5.92	1200.0	1
Glycogen synthase kinase-3 CHEMBL2366565	IC50	5.85	5.85	1400.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	5.52	5.52	3000.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	5.5	5.425	3200.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	95.0	nM	7.02	Inhibition of GST-fused human recombinant DYRK2 expressed in Escherichia coli us...	34928152
Dual specificity protein kinase CLK1	IC50	=	110.0	nM	6.96	Inhibition of GST-fused mouse recombinant CLK1 expressed in Escherichia coli usi...	34928152
Dual specificity protein kinase CLK4	IC50	=	120.0	nM	6.92	Inhibition of GST-fused mouse recombinant CLK4 expressed in Escherichia coli usi...	34928152
Dual specificity protein kinase CLK1	IC50	=	310.0	nM	6.51	Inhibition of mouse recombinant GST-tagged CLK1 using GRSRSRSRSRSR as substrate	21615147
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	460.0	nM	6.34	Inhibition of GST-fused human recombinant DYRK1A expressed in Escherichia coli u...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	540.0	nM	6.27	Inhibition of rat recombinant GST-tagged DYRK1A using KKISGRLSPIMTEQ as substrat...	21615147
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	550.0	nM	6.26	Inhibition of human recombinant GST-tagged DYRK2 using KKISGRLSPIMTEQ as substra...	21615147
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	550.0	nM	6.26	Inhibition of GST-fused human recombinant DYRK1B expressed in Escherichia coli u...	34928152
Dual specificity protein kinase CLK2	IC50	=	560.0	nM	6.25	Inhibition of mouse recombinant GST-fused CLK2 expressed in Escherichia coli usi...	34928152
Dual specificity protein kinase CLK3	IC50	=	1200.0	nM	5.92	Inhibition of mouse recombinant GST-tagged CLK3 using GRSRSRSRSRSR as substrate	21615147
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	1200.0	nM	5.92	Inhibition of GST-fused human recombinant DYRK3 expressed in Escherichia coli us...	34928152
Glycogen synthase kinase-3	IC50	=	1400.0	nM	5.85	Inhibition of porcine brain GSK-3alpha/beta using YRRAAVPPSPSLSRHSSPHQpSEDEEE as...	34928152
Dual specificity protein kinase CLK3	IC50	=	2500.0	nM	5.6	Inhibition of GST-fused mouse recombinant CLK3 expressed in Escherichia coli usi...	34928152
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	3000.0	nM	5.52	Inhibition of human recombinant CDK5/p25	21615147
Serine/threonine-protein kinase pim-1	IC50	=	3200.0	nM	5.5	Inhibition of human recombinant Pim1 expressed in Escherichia coli using histone...	34928152
Serine/threonine-protein kinase pim-1	IC50	=	4500.0	nM	5.35	Inhibition of human recombinant Pim1	21615147

Literature References

PubMed	DOI	Target Context	# Activities
34928152	10.1021/acs.jmedchem.1c01141	Unchecked	2
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	2
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK3	1
34928152	10.1021/acs.jmedchem.1c01141	ADMET	1
34928152	10.1021/acs.jmedchem.1c01141	Casein kinase 2	1
34928152	10.1021/acs.jmedchem.1c01141	Serine/threonine-protein kinase pim-1	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity tyrosine-phosphorylation-regulated kinase 3	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity tyrosine-phosphorylation-regulated kinase 2	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK2	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK1	1
21615147	10.1021/jm200274d	Serine/threonine-protein kinase pim-1	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK4	1
34928152	10.1021/acs.jmedchem.1c01141	Glycogen synthase kinase-3	1
21615147	10.1021/jm200274d	Cyclin-dependent kinase 5/CDK5 activator 1	1
21615147	10.1021/jm200274d	Dual specificity protein kinase CLK3	1
21615147	10.1021/jm200274d	Dual specificity protein kinase CLK1	1
21615147	10.1021/jm200274d	Dual specificity tyrosine-phosphorylation-regulated kinase 2	1
21615147	10.1021/jm200274d	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	1
21615147	10.1021/jm200274d	Unchecked	1

Data from ChEMBL 36 via Core Engine