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Compound Detail

CHEMBL3334979

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COc1ccc(-c2cnc3scc(NC(=O)C4CCCCC4)c3c2)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3334979
Phase Preclinical
Structure Type MOL
InChI Key HGVYGHNZFIZVJT-UHFFFAOYSA-N
4
Targets
24
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

396.5
MW (Da)
5.50
ALogP
5
HBA
1
HBD
60.5
PSA (Ų)
0.62
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H24N2O3S
MW 396.51
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.21

Activity Summary

IC50 22 meas. best 6.43
Kd 2 meas. best 8.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase 17A
CHEMBL4525
 Kd 8.31 8.31 4.9 1
Serine/threonine-protein kinase 17B
CHEMBL3980
 Kd 8.05 8.05 9.0 1
Serine/threonine-protein kinase 17B
CHEMBL3980
 IC50 6.43 6.076 370.0 10
Serine/threonine-protein kinase 17A
CHEMBL4525
 IC50 6.25 5.837 560.0 10
Death-associated protein kinase 3
CHEMBL2468
 IC50 4.4 4.4 39820.0 1
Death-associated protein kinase 2
CHEMBL3123
 IC50 4.26 4.26 55000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase 17A Kd = 4.9 nM 8.31 Binding affinity to DRAK1 (unknown origin) 25178155
Serine/threonine-protein kinase 17B Kd = 9.0 nM 8.05 Binding affinity to DRAK2 (unknown origin) ATP site 25178155
Serine/threonine-protein kinase 17B IC50 = 370.0 nM 6.43 Inhibition of DRAK2 (unknown origin) using 1 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17B IC50 = 510.0 nM 6.29 Inhibition of DRAK2 (unknown origin) using 5 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17B IC50 = 530.0 nM 6.28 Inhibition of DRAK2 (unknown origin) using 10 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17A IC50 = 560.0 nM 6.25 Inhibition of DRAK1 (unknown origin) using 1 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17A IC50 = 630.0 nM 6.2 Inhibition of DRAK1 (unknown origin) using 5 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17B IC50 = 650.0 nM 6.19 Inhibition of DRAK2 (unknown origin) using 25 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17A IC50 = 710.0 nM 6.15 Inhibition of DRAK1 (unknown origin) using 10 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17B IC50 = 720.0 nM 6.14 Inhibition of DRAK2 (unknown origin) using 50 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17B IC50 = 860.0 nM 6.07 Inhibition of DRAK2 (unknown origin) using 33P-ATP after 30 mins by Trilux scint... 25178155
Serine/threonine-protein kinase 17A IC50 = 940.0 nM 6.03 Inhibition of DRAK1 (unknown origin) using 25 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17B IC50 = 990.0 nM 6.0 Inhibition of DRAK2 (unknown origin) using 100 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17A IC50 = 1330.0 nM 5.88 Inhibition of DRAK1 (unknown origin) using 50 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17B IC50 = 1310.0 nM 5.88 Inhibition of recombinant GST-tagged DRAK2 (unknown origin) autophosphorylation ... 28249207
Serine/threonine-protein kinase 17B IC50 = 1470.0 nM 5.83 Inhibition of DRAK2 (unknown origin) using 250 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17A IC50 = 1720.0 nM 5.76 Inhibition of human DRAK1 28249207
Serine/threonine-protein kinase 17A IC50 = 2110.0 nM 5.68 Inhibition of DRAK1 (unknown origin) using 100 uM ATP by biochemical assay 25178155
Serine/threonine-protein kinase 17A IC50 = 2250.0 nM 5.65 Inhibition of DRAK1 (unknown origin) using 33P-ATP after 30 mins by Trilux scint... 25178155
Serine/threonine-protein kinase 17B IC50 = 2220.0 nM 5.65 Inhibition of DRAK2 (unknown origin) using 500 uM ATP by biochemical assay 25178155

Literature References

PubMed DOI Target Context # Activities
25178155 10.1021/jm5007929 Serine/threonine-protein kinase 17A 11
25178155 10.1021/jm5007929 Serine/threonine-protein kinase 17B 11
28249207 10.1016/j.ejmech.2017.02.048 RAC-alpha serine/threonine-protein kinase 1
28249207 10.1016/j.ejmech.2017.02.048 Cyclin-dependent kinase 2 1
28249207 10.1016/j.ejmech.2017.02.048 Tyrosine-protein kinase BTK 1
28249207 10.1016/j.ejmech.2017.02.048 Epidermal growth factor receptor 1
28249207 10.1016/j.ejmech.2017.02.048 Aurora kinase A 1
28249207 10.1016/j.ejmech.2017.02.048 Tyrosine-protein kinase SYK 1
28249207 10.1016/j.ejmech.2017.02.048 Tyrosine-protein kinase JAK3 1
28249207 10.1016/j.ejmech.2017.02.048 Tyrosine-protein kinase JAK2 1
28249207 10.1016/j.ejmech.2017.02.048 Angiopoietin-1 receptor 1
28249207 10.1016/j.ejmech.2017.02.048 Tyrosine-protein kinase ITK/TSK 1
28249207 10.1016/j.ejmech.2017.02.048 Tyrosine-protein kinase Blk 1
28249207 10.1016/j.ejmech.2017.02.048 Death-associated protein kinase 3 1
28249207 10.1016/j.ejmech.2017.02.048 Death-associated protein kinase 2 1
28249207 10.1016/j.ejmech.2017.02.048 Death-associated protein kinase 1 1
28249207 10.1016/j.ejmech.2017.02.048 Serine/threonine-protein kinase 17A 1
28249207 10.1016/j.ejmech.2017.02.048 Serine/threonine-protein kinase 17B 1
25178155 10.1021/jm5007929 Death-associated protein kinase 3 1
25178155 10.1021/jm5007929 Death-associated protein kinase 2 1

Data from ChEMBL 36 via Core Engine