Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3609326

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCn1c(=O)c(-c2ccc(Cl)cc2Cl)cc2cnc(Nc3ccc(N4CCNCC4)c(F)c3)nc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3609326
Phase Preclinical
Structure Type MOL
InChI Key DHKFOIHIUYFSOF-UHFFFAOYSA-N
9
Targets
22
Activities
2
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

513.4
MW (Da)
5.08
ALogP
7
HBA
2
HBD
75.1
PSA (Ų)
0.39
QED
2
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H23Cl2FN6O
MW 513.40
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -1.62

Activity Summary

IC50 21 meas. best 8.13
EC50 1 meas. best 6.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
LIM domain kinase 1
CHEMBL3836
 IC50 8.13 7.3 7.4 3
Serine/threonine-protein kinase N1
CHEMBL3384
 IC50 8.1 8.1 8.0 1
Serine/threonine-protein kinase PAK 1
CHEMBL4600
 IC50 8.08 8.0533 8.2 3
Serine/threonine-protein kinase PAK 3
CHEMBL2999
 IC50 8.0 7.5067 10.0 3
Serine/threonine-protein kinase PAK 2
CHEMBL4487
 IC50 8.0 7.6 10.0 3
LIM domain kinase 2
CHEMBL5932
 IC50 7.87 7.19 13.5 3
LIM domain kinase 1/2
CHEMBL3885599
 IC50 7.5 7.5 31.6 1
Unchecked
CHEMBL612545
 EC50 6.3 6.3 500.0 1
Serine/threonine-protein kinase PAK 4
CHEMBL4482
 IC50 6.11 6.11 779.0 4

Pharmacokinetic Data

Parameter Value Units Species
CL 37.0 mL.min-1.g-1 Rattus norvegicus
CL 6.0 mL.min-1.g-1 Homo sapiens
CL 0.0048 mL.min-1.kg-1 Rattus norvegicus
T1/2 6.5 hr Rattus norvegicus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
LIM domain kinase 1 IC50 = 7.413 nM 8.13 Inhibition of recombinant LIMK1 (330 to 637 residues) (unknown origin) incubated... 36205722
Serine/threonine-protein kinase N1 IC50 = 8.0 nM 8.1 Inhibition of PAK1 (unknown origin) 25415869
Serine/threonine-protein kinase PAK 1 IC50 = 8.3 nM 8.08 Inhibition of full length PAK1 (unknown origin) by Z'-LYTE assay 26191365
Serine/threonine-protein kinase PAK 1 IC50 = 8.25 nM 8.08 Inhibition of PAK1 (unknown origin) by Z'-LYTE functional assay 23509247
Serine/threonine-protein kinase PAK 1 IC50 = 10.0 nM 8.0 Inhibition of full length PAK1 (unknown origin) assessed s reduction in substrat... 27071060
Serine/threonine-protein kinase PAK 2 IC50 = 10.0 nM 8.0 Inhibition of full length PAK2 (unknown origin) assessed s reduction in substrat... 27071060
Serine/threonine-protein kinase PAK 3 IC50 = 10.0 nM 8.0 Inhibition of full length PAK3 (unknown origin) assessed s reduction in substrat... 27071060
LIM domain kinase 2 IC50 = 13.49 nM 7.87 Inhibition of recombinant LIMK2 (347 to 659 residues) (unknown origin) incubated... 36205722
LIM domain kinase 1/2 IC50 = 31.62 nM 7.5 Inhibition of LIMK1/LIMK2 in human SH-SY5Y cells assessed as effect on phospho c... 36205722
LIM domain kinase 2 IC50 = 38.9 nM 7.41 Inhibition of recombinant LIMK2(unknown origin) expressed in HEK293 cells using ... 36205722
Serine/threonine-protein kinase PAK 2 IC50 = 39.5 nM 7.4 Inhibition of full length PAK2 (unknown origin) by Z'-LYTE assay 26191365
Serine/threonine-protein kinase PAK 2 IC50 = 39.5 nM 7.4 Inhibition of PAK2 (unknown origin) by Z'-LYTE functional assay 23509247
Serine/threonine-protein kinase PAK 3 IC50 = 55.3 nM 7.26 Inhibition of full length PAK3 (unknown origin) by Z'-LYTE assay 26191365
Serine/threonine-protein kinase PAK 3 IC50 = 55.3 nM 7.26 Inhibition of PAK3 (unknown origin) by Z'-LYTE functional assay 23509247
LIM domain kinase 1 IC50 = 69.18 nM 7.16 Inhibition of recombinant LIMK1(unknown origin) expressed in HEK293 cells using ... 36205722
LIM domain kinase 1 IC50 = 245.47 nM 6.61 Inhibition of PAK mediated recombinant LIMK1 phosphorylation (330 to 637 residue... 36205722
Unchecked EC50 = 500.0 nM 6.3 Effect on DISC1 knockdown-elicited synaptic changes in rat cortical neurons asse... 27071060
LIM domain kinase 2 IC50 = 512.86 nM 6.29 Inhibition of PAK mediated recombinant LIMK2 phosphorylation (347 to 659 residue... 36205722
Serine/threonine-protein kinase PAK 4 IC50 = 779.0 nM 6.11 Inhibition of full length PAK4 (unknown origin) by Z'-LYTE assay 26191365
Serine/threonine-protein kinase PAK 4 IC50 = 779.0 nM 6.11 Inhibition of PAK4 (unknown origin) by Z'-LYTE functional assay 23509247

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 U2OS 430
- 10.6019/CHEMBL4689842 Fibroblast 429
- 10.6019/CHEMBL4689842 HEK-293T 428
23509247 10.1073/pnas.1219383110 Mus musculus 42
27071060 10.1371/journal.pone.0153312 Unchecked 18
23509247 10.1073/pnas.1219383110 ADMET 8
- 10.6019/CHEMBL5724696 U2OS 8
36205722 10.1021/acs.jmedchem.2c00751 ADMET 6
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
36205722 10.1021/acs.jmedchem.2c00751 LIM domain kinase 1 3
36205722 10.1021/acs.jmedchem.2c00751 LIM domain kinase 2 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL5060014 Tyrosine-protein kinase ABL1 1
- 10.6019/CHEMBL5060014 Aurora kinase A 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
28814374 10.1016/j.ejmech.2017.07.043 Serine/threonine-protein kinase PAK 1 1
- 10.6019/CHEMBL5060014 Casein kinase I isoform delta 1
- 10.6019/CHEMBL5060014 Fibroblast growth factor receptor 3 1
26191365 10.1021/acsmedchemlett.5b00102 Serine/threonine-protein kinase PAK 2 1

Data from ChEMBL 36 via Core Engine