Compound Detail

CHEMBL1803085

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O=C1NC(Nc2ccc(O)cc2)=N/C1=C\c1ccc2c(c1)OCO2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1803085
Phase	Preclinical
Structure Type	MOL
InChI Key	VRGNMDTYOWQXQC-QPEQYQDCSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

323.3

MW (Da)

2.06

ALogP

HBA

HBD

92.2

PSA (Å²)

0.58

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H13N3O4
MW	323.31
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	-0.17

Activity Summary

IC50 17 meas. best 7.96

EC50 1 meas. best 5.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	7.96	7.59	11.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	7.89	7.89	13.0	1
Dual specificity protein kinase CLK4 CHEMBL1075283	IC50	7.75	7.75	18.0	1
Dual specificity protein kinase CLK1 CHEMBL1075280	IC50	7.66	7.44	22.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	7.62	7.62	24.0	1
Dual specificity protein kinase CLK2 CHEMBL1075281	IC50	7.08	7.08	83.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL5508	IC50	7.02	7.02	96.0	1
Casein kinase 2 CHEMBL3832943	IC50	6.85	6.85	140.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	6.85	6.85	140.0	1
Dual specificity protein kinase CLK3 CHEMBL1075282	IC50	6.55	6.415	280.0	2
Glycogen synthase kinase-3 CHEMBL2366565	IC50	6.28	6.28	530.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	5.96	5.94	1100.0	2
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	5.77	5.77	1700.0	1
HT-22 CHEMBL614316	EC50	5.05	5.05	9000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	11.0	nM	7.96	Inhibition of GST-fused human recombinant DYRK2 expressed in Escherichia coli us...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	13.0	nM	7.89	Inhibition of GST-fused human recombinant DYRK1A expressed in Escherichia coli u...	34928152
Dual specificity protein kinase CLK4	IC50	=	18.0	nM	7.75	Inhibition of GST-fused mouse recombinant CLK4 expressed in Escherichia coli usi...	34928152
Dual specificity protein kinase CLK1	IC50	=	22.0	nM	7.66	Inhibition of GST-fused mouse recombinant CLK1 expressed in Escherichia coli usi...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	24.0	nM	7.62	Inhibition of GST-fused human recombinant DYRK1B expressed in Escherichia coli u...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	60.0	nM	7.22	Inhibition of human recombinant GST-tagged DYRK2 using KKISGRLSPIMTEQ as substra...	21615147
Dual specificity protein kinase CLK1	IC50	=	60.0	nM	7.22	Inhibition of mouse recombinant GST-tagged CLK1 using GRSRSRSRSRSR as substrate	21615147
Dual specificity protein kinase CLK2	IC50	=	83.0	nM	7.08	Inhibition of mouse recombinant GST-fused CLK2 expressed in Escherichia coli usi...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	96.0	nM	7.02	Inhibition of rat recombinant GST-tagged DYRK1A using KKISGRLSPIMTEQ as substrat...	21615147
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	140.0	nM	6.85	Inhibition of GST-fused human recombinant DYRK3 expressed in Escherichia coli us...	34928152
Casein kinase 2	IC50	=	140.0	nM	6.85	Inhibition of human recombinant CK2 using RRRDDDSDDD peptide as substrate incuba...	34928152
Dual specificity protein kinase CLK3	IC50	=	280.0	nM	6.55	Inhibition of GST-fused mouse recombinant CLK3 expressed in Escherichia coli usi...	34928152
Dual specificity protein kinase CLK3	IC50	=	520.0	nM	6.28	Inhibition of mouse recombinant GST-tagged CLK3 using GRSRSRSRSRSR as substrate	21615147
Glycogen synthase kinase-3	IC50	=	530.0	nM	6.28	Inhibition of porcine brain GSK-3alpha/beta using YRRAAVPPSPSLSRHSSPHQpSEDEEE as...	34928152
Serine/threonine-protein kinase pim-1	IC50	=	1100.0	nM	5.96	Inhibition of human recombinant Pim1 expressed in Escherichia coli using histone...	34928152
Serine/threonine-protein kinase pim-1	IC50	=	1200.0	nM	5.92	Inhibition of human recombinant Pim1	21615147
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	1700.0	nM	5.77	Inhibition of human recombinant CDK5/p25	21615147
HT-22	EC50	=	9000.0	nM	5.05	Neuroprotective activity against glutamate-induced cell death in mouse HT-22 cel...	34928152

Literature References

PubMed	DOI	Target Context	# Activities
34928152	10.1021/acs.jmedchem.1c01141	Unchecked	2
34928152	10.1021/acs.jmedchem.1c01141	Cannabinoid receptor 1	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	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	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	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	Unchecked	1
21615147	10.1021/jm200274d	Glycogen synthase kinase-3	1
21615147	10.1021/jm200274d	Serine/threonine-protein kinase pim-1	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

Data from ChEMBL 36 via Core Engine