Compound Detail

CHEMBL5181028

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COc1cc(/C=C2\N=C(Nc3ccc(N4CCCCC4)cc3)NC2=O)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5181028
Phase	Preclinical
Structure Type	MOL
InChI Key	RXBPHXFEWBJMNT-AQTBWJFISA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

392.5

MW (Da)

3.33

ALogP

HBA

HBD

86.2

PSA (Å²)

0.70

QED

Ro5 Violations

Rot. Bonds

Availability	Unknown
Chirality	Unknown

First in Class Prodrug

IC50 8 meas. best 6.55

EC50 1 meas. best 5.87

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	6.55	6.55	280.0	1
Cannabinoid receptor 1 CHEMBL218	IC50	6.53	6.53	297.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	6.52	6.52	300.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	6.39	6.39	410.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	6.39	6.39	410.0	1
Dual specificity protein kinase CLK1 CHEMBL1075280	IC50	6.12	6.12	750.0	1
Dual specificity protein kinase CLK4 CHEMBL1075283	IC50	5.92	5.92	1200.0	1
HT-22 CHEMBL614316	EC50	5.87	5.87	1350.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	5.2	5.2	6300.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	280.0	nM	6.55	Inhibition of GST-fused human recombinant DYRK1A expressed in Escherichia coli u...	34928152
Cannabinoid receptor 1	IC50	=	297.0	nM	6.53	Antagonist activity at CP-55940-activated CB1 receptor (unknown origin) by beta-...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	300.0	nM	6.52	Inhibition of GST-fused human recombinant DYRK3 expressed in Escherichia coli us...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	410.0	nM	6.39	Inhibition of GST-fused human recombinant DYRK1B expressed in Escherichia coli u...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	410.0	nM	6.39	Inhibition of GST-fused human recombinant DYRK2 expressed in Escherichia coli us...	34928152
Dual specificity protein kinase CLK1	IC50	=	750.0	nM	6.12	Inhibition of GST-fused mouse recombinant CLK1 expressed in Escherichia coli usi...	34928152
Dual specificity protein kinase CLK4	IC50	=	1200.0	nM	5.92	Inhibition of GST-fused mouse recombinant CLK4 expressed in Escherichia coli usi...	34928152
HT-22	EC50	=	1350.0	nM	5.87	Neuroprotective activity against glutamate-induced cell death in mouse HT-22 cel...	34928152
Serine/threonine-protein kinase pim-1	IC50	=	6300.0	nM	5.2	Inhibition of human recombinant Pim1 expressed in Escherichia coli using histone...	34928152

PubMed	DOI	Target Context	# Activities
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	2
34928152	10.1021/acs.jmedchem.1c01141	Unchecked	2
34928152	10.1021/acs.jmedchem.1c01141	Cannabinoid receptor 1	2
34928152	10.1021/acs.jmedchem.1c01141	Glycogen synthase kinase-3	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK4	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK3	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK1	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK2	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	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 3	1
34928152	10.1021/acs.jmedchem.1c01141	Serine/threonine-protein kinase pim-1	1
34928152	10.1021/acs.jmedchem.1c01141	Casein kinase 2	1
34928152	10.1021/acs.jmedchem.1c01141	HT-22	1
34928152	10.1021/acs.jmedchem.1c01141	ADMET	1

Data from ChEMBL 36 via Core Engine