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Compound Detail

CHEMBL4455382

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CN(C)C(=O)Cn1cc(-c2ccc(-c3cncc4ccccc34)cc2)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4455382
Phase Preclinical
Structure Type MOL
InChI Key WULUGQONDYDNKY-UHFFFAOYSA-N
11
Targets
18
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

356.4
MW (Da)
3.85
ALogP
4
HBA
0
HBD
51.0
PSA (Ų)
0.56
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H20N4O
MW 356.43
Aromatic Rings 4
Heavy Atoms 27
NP-Likeness -1.40

Activity Summary

IC50 15 meas. best 9.0
EC50 2 meas. best 8.3
Kd 1 meas. best 9.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cyclin-dependent kinase 8
CHEMBL5719
 Kd 9.11 9.11 0.8 1
CDK8/Cyclin C
CHEMBL3038474
 IC50 9.0 8.9867 1.0 3
Cyclin-dependent kinase 8
CHEMBL5719
 IC50 8.85 8.585 1.4 4
Cyclin-dependent kinase 11A
CHEMBL5416
 IC50 8.77 8.77 1.7 1
Unchecked
CHEMBL612545
 EC50 8.3 8.3 5.0 1
Cyclin-dependent kinase 8
CHEMBL5719
 EC50 8.0 8.0 10.0 1
Myosin light chain kinase, smooth muscle
CHEMBL2428
 IC50 6.28 6.28 531.0 1
Aurora kinase B
CHEMBL2185
 IC50 6.09 6.09 809.0 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
 IC50 5.87 5.87 1360.0 1
Serine/threonine-protein kinase ICK
CHEMBL1163126
 IC50 5.62 5.62 2390.0 1
MDA-MB-231
CHEMBL400
 IC50 4.54 4.54 28650.0 1
MDA-MB-468
CHEMBL614335
 IC50 4.54 4.54 28820.0 1
HCT-116
CHEMBL394
 IC50 4.48 4.48 32940.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cyclin-dependent kinase 8 Kd = 0.77 nM 9.11 Binding affinity to CDK8 (unknown origin) 32071678
CDK8/Cyclin C IC50 = 1.0 nM 9.0 Inhibition of CDK8/CyclinC (unknown origin) 32071678
CDK8/Cyclin C IC50 = 1.0 nM 9.0 Affinity Biochemical interaction: (Lantha screen (CDK8/cyclinC inhibition)) EUB0... -
CDK8/Cyclin C IC50 = 1.1 nM 8.96 Biochemical Assay: Assay-ready plates (ARPs; Proxiplate-384 PLUS, white, PerkinE... -
Cyclin-dependent kinase 8 IC50 = 1.4 nM 8.85 Displacement of tracer 236 from recombinant human CDK8 incubated for 60 mins by ... 35235745
Cyclin-dependent kinase 8 IC50 = 1.5 nM 8.82 Selectivity interaction (Kinase panel (Invitrogen, enzymatic assay)) EUB0000162b... -
Cyclin-dependent kinase 11A IC50 = 1.7 nM 8.77 Selectivity interaction (Kinase panel (Invitrogen, enzymatic assay)) EUB0000162b... -
Cyclin-dependent kinase 8 IC50 = 3.0 nM 8.52 Affinity Phenotypic Cellular interaction: (Inhibition of pSTAT S727 in NK-92 cel... -
Unchecked EC50 = 5.0 nM 8.3 Inhibition of mouse derived homozygous Tg0N4R P301S mutant tau-induced human ON4... 32071678
Cyclin-dependent kinase 8 IC50 = 7.0 nM 8.15 Affinity Phenotypic Cellular interaction: (Inhibition of proliferation in MV-4-1... -
Cyclin-dependent kinase 8 EC50 = 10.0 nM 8.0 Affinity Phenotypic Cellular interaction: (Secretion of Perforin in NK-92 cells)... -
Myosin light chain kinase, smooth muscle IC50 = 531.0 nM 6.28 Selectivity interaction (Kinase panel (Invitrogen, enzymatic assay)) EUB0000162b... -
Aurora kinase B IC50 = 809.0 nM 6.09 Selectivity interaction (Kinase panel (Invitrogen, enzymatic assay)) EUB0000162b... -
Receptor-type tyrosine-protein kinase FLT3 IC50 = 1360.0 nM 5.87 Selectivity interaction (Kinase panel (Invitrogen, enzymatic assay)) EUB0000162b... -
Serine/threonine-protein kinase ICK IC50 = 2390.0 nM 5.62 Selectivity interaction (Kinase panel (Invitrogen, enzymatic assay)) EUB0000162b... -
MDA-MB-468 IC50 = 28820.0 nM 4.54 Antiproliferative activity against human MDA-MB-468 cells assessed as inhibition... 36930701
MDA-MB-231 IC50 = 28650.0 nM 4.54 Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition... 36930701
HCT-116 IC50 = 32940.0 nM 4.48 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 36930701

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724801 U2OS 304
- 10.6019/CHEMBL5724801 Fibroblast 304
- 10.6019/CHEMBL5724801 HEK-293T 304
- 10.6019/CHEMBL5058577 Fibroblast 304
- 10.6019/CHEMBL5058577 U2OS 304
- 10.6019/CHEMBL5058577 HEK-293T 304
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5058564 U2OS 10
- 10.6019/CHEMBL5724696 U2OS 8
- 10.6019/CHEMBL5058564 Fibroblast 6
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
- 10.6019/CHEMBL5303304 Fibroblast 6
- 10.6019/CHEMBL5303304 U2OS 5
- 10.6019/CHEMBL5058564 HEK-293T 4
- 10.6019/CHEMBL5444388 Cyclin-dependent kinase 8 4
- 10.6019/CHEMBL5303304 HEK-293T 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
36930701 10.1021/acs.jmedchem.2c02045 HCT-116 2
36930701 10.1021/acs.jmedchem.2c02045 MDA-MB-231 2

Data from ChEMBL 36 via Core Engine