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Compound Detail

CHEMBL3775576

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CNC(=O)c1ccc2[nH]nc(Cc3ccc4c(cnn4C)c3)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3775576
Phase Preclinical
Structure Type MOL
InChI Key ZKGWDQMQMQRGLJ-UHFFFAOYSA-N
5
Targets
10
Activities
1
Assay Types
19
PK Parameters
20
Publications
0
Known Names

Molecular Properties

319.4
MW (Da)
2.40
ALogP
4
HBA
2
HBD
75.6
PSA (Ų)
0.61
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H17N5O
MW 319.37
Aromatic Rings 4
Heavy Atoms 24
NP-Likeness -1.44

Activity Summary

IC50 10 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CDK8/Cyclin C
CHEMBL3038474
 IC50 8.0 7.64 10.0 2
Cyclin-dependent kinase 8
CHEMBL5719
 IC50 8.0 7.024 10.0 5
Cyclin-C/Cyclin-dependent kinase 19
CHEMBL3883323
 IC50 7.58 7.58 26.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 IC50 6.62 6.62 240.0 1
PAS domain-containing serine/threonine-protein kinase
CHEMBL6054
 IC50 6.58 6.58 260.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 10.0 mL.min-1.g-1 Homo sapiens
CL 10.0 mL.min-1.g-1 Rattus norvegicus
CL 29.0 mL.min-1.g-1 Mus musculus
CL 8.667 mL.min-1.kg-1 Mus musculus
CL 15.67 mL.min-1.kg-1 Rattus norvegicus
CL 5.167 mL.min-1.kg-1 Canis lupus familiaris
CL 4.667 mL.min-1.kg-1 Macaca mulatta
F 50.0 % Mus musculus
F 88.0 % Rattus norvegicus
F 85.0 % Canis lupus familiaris
F 26.0 % Macaca mulatta
Fu 0.1 - Mus musculus
Fu 0.024 - Rattus norvegicus
Fu 0.033 - Canis lupus familiaris
Fu 0.19 - Macaca mulatta
T1/2 1.01 hr Mus musculus
T1/2 0.84 hr Rattus norvegicus
T1/2 4.2 hr Canis lupus familiaris
T1/2 3.3 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CDK8/Cyclin C IC50 = 10.0 nM 8.0 Displacement of dye-labeled ATP competitive probe from recombinant human CDK8/Cy... 26852363
Cyclin-dependent kinase 8 IC50 = 10.0 nM 8.0 Inhibition of CDK8 (unknown origin) 33257171
Cyclin-C/Cyclin-dependent kinase 19 IC50 = 26.0 nM 7.58 Binding affinity to CDK19/Cyclin C (unknown origin) by reporter displacement ass... 26852363
Cyclin-dependent kinase 8 IC50 = 49.0 nM 7.31 Inhibition of CDK8-mediated STAT1 phosphorylation at serine727 in human SW620 ce... 26852363
CDK8/Cyclin C IC50 = 53.0 nM 7.28 Binding affinity to CDK8/Cyclin C (unknown origin) by reporter displacement assa... 26852363
Cyclin-dependent kinase 8 IC50 = 65.0 nM 7.19 Inhibition of CDK8 (unknown origin) expressed in 7dF3 clone of human HEK293 cell... 26852363
5-hydroxytryptamine receptor 2A IC50 = 240.0 nM 6.62 Inhibition of 5HT2A (unknown origin) 26852363
PAS domain-containing serine/threonine-protein kinase IC50 = 260.0 nM 6.58 Inhibition of PASK (unknown origin) 26852363
Cyclin-dependent kinase 8 IC50 = 340.0 nM 6.47 Inhibition of CDK8-dependent WNT signalling in human LS174T cells in absence of ... 26852363
Cyclin-dependent kinase 8 IC50 = 710.0 nM 6.15 Inhibition of CDK8-dependent WNT signalling in human LS174T cells in presence of... 26852363

Literature References

PubMed DOI Target Context # Activities
26852363 10.1016/j.bmcl.2016.01.062 Unchecked 7
26852363 10.1016/j.bmcl.2016.01.062 Tyrosine-protein kinase ABL1 6
26852363 10.1016/j.bmcl.2016.01.062 No relevant target 5
26852363 10.1016/j.bmcl.2016.01.062 Mast/stem cell growth factor receptor Kit 5
26852363 10.1016/j.bmcl.2016.01.062 Mus musculus 5
26852363 10.1016/j.bmcl.2016.01.062 Epidermal growth factor receptor 5
26852363 10.1016/j.bmcl.2016.01.062 Cyclin-dependent kinase 8 4
26852363 10.1016/j.bmcl.2016.01.062 ADMET 4
26852363 10.1016/j.bmcl.2016.01.062 Rattus norvegicus 4
26852363 10.1016/j.bmcl.2016.01.062 Canis familiaris 4
26852363 10.1016/j.bmcl.2016.01.062 Rhesus monkey 4
26852363 10.1016/j.bmcl.2016.01.062 NON-PROTEIN TARGET 4
26852363 10.1016/j.bmcl.2016.01.062 Serine/threonine-protein kinase Chk2 3
26852363 10.1016/j.bmcl.2016.01.062 Proto-oncogene tyrosine-protein kinase Src 3
26852363 10.1016/j.bmcl.2016.01.062 Proto-oncogene tyrosine-protein kinase receptor Ret 3
26852363 10.1016/j.bmcl.2016.01.062 Platelet-derived growth factor receptor alpha 3
26852363 10.1016/j.bmcl.2016.01.062 Angiopoietin-1 receptor 3
26852363 10.1016/j.bmcl.2016.01.062 CDK8/Cyclin C 3
26852363 10.1016/j.bmcl.2016.01.062 Receptor-type tyrosine-protein kinase FLT3 2
26852363 10.1016/j.bmcl.2016.01.062 Cyclin-dependent kinase 5/CDK5 activator 1 2

Data from ChEMBL 36 via Core Engine