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

CHEMBL3770443

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
CNc1ncc2cc(-c3ccc(-c4cccc(C)n4)cc3Cl)c(=O)n(C[C@H]3OC[C@H](N)CO3)c2n1

Basic Information

ChEMBL ID CHEMBL3770443
Phase Preclinical
Structure Type MOL
InChI Key ZBCMHWUFWQFPLV-VVOJOOEHSA-N
14
Targets
33
Activities
3
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

493.0
MW (Da)
3.22
ALogP
9
HBA
2
HBD
117.2
PSA (Ų)
0.44
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C25H25ClN6O3
MW 492.97
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -0.90

Activity Summary

IC50 22 meas. best 8.36
EC50 7 meas. best 6.51
Ki 4 meas. best 8.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase PAK 1
CHEMBL4600
Ki 8.43 8.43 3.7 3
Serine/threonine-protein kinase SIK2
CHEMBL5699
IC50 8.36 8.1533 4.4 3
Mitogen-activated protein kinase kinase kinase kinase 5
CHEMBL4852
IC50 8.0 8.0 10.0 2
Serine/threonine-protein kinase PAK 2
CHEMBL4487
IC50 7.96 7.96 11.0 2
Serine/threonine-protein kinase PAK 2
CHEMBL4487
Ki 7.96 7.96 11.0 1
Serine/threonine-protein kinase 26
CHEMBL5941
IC50 7.7 7.7 20.0 2
Serine/threonine-protein kinase SIK1
CHEMBL6082
IC50 7.48 7.48 33.0 1
Serine/threonine-protein kinase 25
CHEMBL5552
IC50 7.47 7.47 34.0 2
Serine/threonine-protein kinase 24
CHEMBL5082
IC50 7.37 7.37 43.0 2
Tyrosine-protein kinase Lck
CHEMBL258
IC50 7.28 7.28 52.0 2
Serine/threonine-protein kinase PAK 1
CHEMBL4600
IC50 7.16 7.16 69.0 2
Serine/threonine-protein kinase PAK 1/PAK 2
CHEMBL3885636
IC50 7.15 7.15 71.0 1
Serine/threonine-protein kinase SIK2
CHEMBL5699
EC50 6.51 6.51 309.0 1
Serine/threonine-protein kinase 24
CHEMBL5082
EC50 5.77 5.77 1700.0 2
Schistosoma mansoni
CHEMBL612893
EC50 5.55 5.55 2836.0 1
Serine/threonine-protein kinase 3
CHEMBL4708
EC50 5.34 5.34 4600.0 1
Serine/threonine-protein kinase 26
CHEMBL5941
EC50 5.03 5.03 9400.0 1
Serine/threonine-protein kinase SIK3
CHEMBL6149
IC50 4.62 4.62 24000.0 1
Serine/threonine-protein kinase 4
CHEMBL4598
EC50 4.52 4.52 30400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 14789.1 ng.hr.mL-1 Mus musculus
CL 11.6 mL.min-1.kg-1 Homo sapiens
CL 24.2 mL.min-1.kg-1 Mus musculus
CL 3.4 mL.min-1.kg-1 Macaca fascicularis
Cmax 55000.0 nM Mus musculus
F 80.0 % Mus musculus
F 72.0 % Macaca fascicularis
Fu 0.003 - Mus musculus
T1/2 0.8833 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase PAK 1 Ki = 3.7 nM 8.43 Affinity Biochemical interaction: ( Z'-LYTEtm assay (Invitrogen)) EUB0001119a PA... -
Serine/threonine-protein kinase PAK 1 Ki = 3.7 nM 8.43 Inhibition of human recombinant N-terminal 6-His-tagged PAK1 kinase domain (249 ... 27167326
Serine/threonine-protein kinase PAK 1 Ki = 3.7 nM 8.43 Inhibition of human recombinant PAK1 kinase domain using coumarin/fluorescein-la... 26713112
Serine/threonine-protein kinase SIK2 IC50 = 4.4 nM 8.36 Inhibition of GST-tagged human SIK2 autophosphorylation measured after 30 mins i... 34086472
Serine/threonine-protein kinase SIK2 IC50 = 9.0 nM 8.05 Inhibition of human SIK2 26713112
Serine/threonine-protein kinase SIK2 IC50 = 9.0 nM 8.05 Selectivity interaction (Enzymatic assay (Invitrogen)) EUB0001119a SIK2 -
Mitogen-activated protein kinase kinase kinase kinase 5 IC50 = 10.0 nM 8.0 Inhibition of human recombinant KHS1 26713112
Mitogen-activated protein kinase kinase kinase kinase 5 IC50 = 10.0 nM 8.0 Selectivity interaction (Enzymatic assay (Invitrogen)) EUB0001119a MAP4K5 -
Serine/threonine-protein kinase PAK 2 Ki = 11.0 nM 7.96 Inhibition of human recombinant PAK2 assessed as phosphorylation of coumarin lab... 27167326
Serine/threonine-protein kinase PAK 2 IC50 = 11.0 nM 7.96 Selectivity interaction (Enzymatic assay (Invitrogen)) EUB0001119a PAK2 -
Serine/threonine-protein kinase PAK 2 IC50 = 11.0 nM 7.96 Inhibition of human recombinant PAK2 26713112
Serine/threonine-protein kinase 26 IC50 = 20.0 nM 7.7 Selectivity interaction (Enzymatic assay (Invitrogen)) EUB0001119a STK26 -
Serine/threonine-protein kinase 26 IC50 = 20.0 nM 7.7 Inhibition of human recombinant MST4 26713112
Serine/threonine-protein kinase SIK1 IC50 = 33.0 nM 7.48 Inhibition of full length NanoLuc fused SIK1 (unknown origin) transfected in HEK... 37094449
Serine/threonine-protein kinase 25 IC50 = 34.0 nM 7.47 Inhibition of human recombinant YSK1 26713112
Serine/threonine-protein kinase 25 IC50 = 34.0 nM 7.47 Selectivity interaction (Enzymatic assay (Invitrogen)) EUB0001119a STK25 -
Serine/threonine-protein kinase 24 IC50 = 43.0 nM 7.37 Inhibition of human recombinant MST3 26713112
Serine/threonine-protein kinase 24 IC50 = 43.0 nM 7.37 Selectivity interaction (Enzymatic assay (Invitrogen)) EUB0001119a STK24 -
Tyrosine-protein kinase Lck IC50 = 52.0 nM 7.28 Inhibition of human recombinant LCK 26713112
Tyrosine-protein kinase Lck IC50 = 52.0 nM 7.28 Selectivity interaction (Enzymatic assay (Invitrogen)) EUB0001119a LCK -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303300 Fibroblast 304
- 10.6019/CHEMBL5303300 HEK-293T 304
- 10.6019/CHEMBL5303300 U2OS 304
27167326 10.1021/acs.jmedchem.6b00638 Heart 14
- 10.6019/CHEMBL5303304 Fibroblast 9
- 10.6019/CHEMBL5303304 U2OS 5
26713112 10.1021/acsmedchemlett.5b00398 Mus musculus 5
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase SIK2 4
38422480 10.1021/acs.jmedchem.3c02217 Serine/threonine-protein kinase 24 4
- 10.6019/CHEMBL5096127 Schistosoma mansoni 4
27167326 10.1021/acs.jmedchem.6b00638 Mus musculus 3
27167326 10.1021/acs.jmedchem.6b00638 Unchecked 3
26713112 10.1021/acsmedchemlett.5b00398 Serine/threonine-protein kinase SIK2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
27167326 10.1021/acs.jmedchem.6b00638 Sodium channel protein type 1 subunit alpha 2
26713112 10.1021/acsmedchemlett.5b00398 Mitogen-activated protein kinase kinase kinase kinase 5 2
27167326 10.1021/acs.jmedchem.6b00638 Sodium channel protein type 5 subunit alpha 2
26713112 10.1021/acsmedchemlett.5b00398 Serine/threonine-protein kinase 26 2
26713112 10.1021/acsmedchemlett.5b00398 Serine/threonine-protein kinase 24 2
26713112 10.1021/acsmedchemlett.5b00398 Serine/threonine-protein kinase PAK 1 2

Data from ChEMBL 36 via Core Engine