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Compound Detail

CHEMBL156277

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COc1ccccc1C1=C(Nc2cccc(Cl)c2)C(=O)NC1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL156277
Phase Preclinical
Structure Type MOL
InChI Key DQYDZCRLDYVZKY-UHFFFAOYSA-N
8
Targets
15
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

328.8
MW (Da)
2.83
ALogP
4
HBA
2
HBD
67.4
PSA (Ų)
0.85
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H13ClN2O3
MW 328.76
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.52

Activity Summary

IC50 13 meas. best 8.11
Ki 2 meas. best 8.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
STE20-like serine/threonine-protein kinase
CHEMBL4202
 Ki 8.18 8.18 6.6 1
STE20-like serine/threonine-protein kinase
CHEMBL4202
 IC50 8.11 7.135 7.8 2
Serine/threonine-protein kinase 10
CHEMBL3981
 IC50 7.92 6.885 12.0 2
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 7.85 7.395 14.0 2
Glycogen synthase kinase-3 alpha
CHEMBL2850
 IC50 7.85 6.565 14.0 2
Dual specificity protein kinase CLK2
CHEMBL4225
 IC50 7.41 7.41 39.0 1
Serine/threonine-protein kinase 10
CHEMBL3981
 Ki 7.34 7.34 46.0 1
Dual specificity protein kinase CLK4
CHEMBL4203
 IC50 5.36 5.36 4400.0 1
Serine/threonine-protein kinase tousled-like 1
CHEMBL5388
 IC50 4.89 4.89 13000.0 1
Serine/threonine-protein kinase 33
CHEMBL6005
 IC50 4.77 4.77 17000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
STE20-like serine/threonine-protein kinase Ki = 6.6 nM 8.18 Binding affinity human SLK by binding displacement assay 34463505
STE20-like serine/threonine-protein kinase IC50 = 7.8 nM 8.11 Inhibition of SLK (unknown origin) assessed as transfer of radiolabelled phospha... 34463505
Serine/threonine-protein kinase 10 IC50 = 12.0 nM 7.92 Inhibition of STK10 (unknown origin) expressed in Sf9 cells assessed as transfer... 34463505
Glycogen synthase kinase-3 alpha IC50 = 14.0 nM 7.85 Inhibition of GSK3alpha (unknown origin) assessed as transfer of radiolabelled p... 34463505
Glycogen synthase kinase-3 beta IC50 = 14.0 nM 7.85 Inhibition of GSK3beta (unknown origin) assessed as transfer of radiolabelled ph... 34463505
Dual specificity protein kinase CLK2 IC50 = 39.0 nM 7.41 Inhibition of CLK2 (unknown origin) assessed as transfer of radiolabelled phosph... 34463505
Serine/threonine-protein kinase 10 Ki = 46.0 nM 7.34 Binding affinity human STK10 by binding displacement assay 34463505
Glycogen synthase kinase-3 beta IC50 = 114.0 nM 6.94 Inhibition of recombinant GSK3-beta 18324764
STE20-like serine/threonine-protein kinase IC50 = 700.0 nM 6.16 Inhibition of NanoLuc-fused SLK (unknown origin) expressed in HEK293T cells afte... 34463505
Serine/threonine-protein kinase 10 IC50 = 1400.0 nM 5.85 Inhibition of biotinylated full-length STK10 expressed in Escherichia coli DH10B... 34463505
Dual specificity protein kinase CLK4 IC50 = 4400.0 nM 5.36 Inhibition of NanoLuc-fused CLK4 (unknown origin) expressed in HEK293T cells aft... 34463505
Glycogen synthase kinase-3 alpha IC50 = 5300.0 nM 5.28 Inhibition of NanoLuc-fused GSK3A (unknown origin) expressed in HEK293T cells af... 34463505
Serine/threonine-protein kinase tousled-like 1 IC50 = 13000.0 nM 4.89 Inhibition of NanoLuc-fused TLK1 (unknown origin) expressed in HEK293T cells aft... 34463505
Serine/threonine-protein kinase 33 IC50 = 17000.0 nM 4.77 Inhibition of NanoLuc-fused STK3 (unknown origin) expressed in HEK293T cells aft... 34463505

Literature References

PubMed DOI Target Context # Activities
34463505 10.1021/acs.jmedchem.0c01579 STE20-like serine/threonine-protein kinase 4
34463505 10.1021/acs.jmedchem.0c01579 Serine/threonine-protein kinase 10 4
34463505 10.1021/acs.jmedchem.0c01579 Glycogen synthase kinase-3 alpha 3
34463505 10.1021/acs.jmedchem.0c01579 Tyrosine-protein kinase JAK3 2
34463505 10.1021/acs.jmedchem.0c01579 STE20-like serine/threonine-protein kinase/Serine/threonine-protein kinase 10 2
34463505 10.1021/acs.jmedchem.0c01579 Dual specificity protein kinase CLK4 2
34463505 10.1021/acs.jmedchem.0c01579 Serine/threonine-protein kinase 33 2
34463505 10.1021/acs.jmedchem.0c01579 Serine/threonine-protein kinase 25 2
34463505 10.1021/acs.jmedchem.0c01579 Serine/threonine-protein kinase tousled-like 1 2
34463505 10.1021/acs.jmedchem.0c01579 Serine/threonine-protein kinase tousled-like 2 2
34463505 10.1021/acs.jmedchem.0c01579 Serine/threonine-protein kinase DCLK3 2
11266159 10.1016/s0960-894x(00)00721-6 Glycogen synthase kinase-3 alpha 1
34463505 10.1021/acs.jmedchem.0c01579 Dual specificity mitogen-activated protein kinase kinase 5 1
34463505 10.1021/acs.jmedchem.0c01579 Glycogen synthase kinase-3 beta 1
34463505 10.1021/acs.jmedchem.0c01579 Dual specificity protein kinase CLK2 1
34463505 10.1021/acs.jmedchem.0c01579 Unchecked 1
18324764 10.1021/jm7009765 Glycogen synthase kinase-3 beta 1

Data from ChEMBL 36 via Core Engine