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

CHEMBL4128069

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
CNC(=O)c1ccccc1Oc1nc(Nc2cc(OC)c(OC)c(OC)c2)ncc1Br
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4128069
Phase Preclinical
Structure Type MOL
InChI Key NEXGBSJERNQRSV-UHFFFAOYSA-N
9
Targets
24
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

489.3
MW (Da)
4.16
ALogP
8
HBA
2
HBD
103.8
PSA (Ų)
0.49
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H21BrN4O5
MW 489.33
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.00

Activity Summary

IC50 23 meas. best 7.96
EC50 1 meas. best 5.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase ULK2
CHEMBL5435
 IC50 7.96 6.29 11.0 7
Serine/threonine-protein kinase ULK1
CHEMBL6006
 IC50 7.42 6.9088 38.0 8
5'-AMP-activated protein kinase catalytic subunit alpha-2
CHEMBL2116
 IC50 6.97 6.97 108.0 1
Unchecked
CHEMBL612545
 IC50 6.4 6.4 400.0 1
MDA-MB-468
CHEMBL614335
 IC50 5.68 5.21 2100.0 2
Serine/threonine-protein kinase ULK1
CHEMBL6006
 EC50 5.62 5.62 2400.0 1
A549
CHEMBL392
 IC50 5.17 5.17 6780.0 1
HL-60
CHEMBL383
 IC50 4.72 4.72 18920.0 1
U-937
CHEMBL612794
 IC50 4.6 4.6 25120.0 1
MCF7
CHEMBL387
 IC50 4.58 4.58 26170.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase ULK2 IC50 = 11.0 nM 7.96 Inhibition of ULK2 (unknown origin) 29211480
Serine/threonine-protein kinase ULK1 IC50 = 38.0 nM 7.42 Inhibition of human ULK1 30292171
Serine/threonine-protein kinase ULK1 IC50 = 108.0 nM 6.97 Inhibition of GST-tagged ULK1 (unknown origin) 29509411
Serine/threonine-protein kinase ULK1 IC50 = 108.0 nM 6.97 Inhibition of FLAG-tagged ULK1 (unknown origin) expressed in HEK293T cells using... 29211480
Serine/threonine-protein kinase ULK1 IC50 = 108.0 nM 6.97 Inhibition of ULK1 (unknown origin) by 32P-ATP radio active assay 32961380
Serine/threonine-protein kinase ULK1 IC50 = 108.0 nM 6.97 Competitive inhibition of ULK1 (unknown origin) in presence of ATP 36283182
5'-AMP-activated protein kinase catalytic subunit alpha-2 IC50 = 108.0 nM 6.97 Inhibition of human AMPK 38295689
Serine/threonine-protein kinase ULK1 IC50 = 108.0 nM 6.97 Inhibition of ULK1 (unknown origin) 38432059
Serine/threonine-protein kinase ULK1 IC50 = 130.0 nM 6.89 Inhibition of recombinant human ULK1 (1-649) expressed in Sf9 cells using myelin... 33200929
Serine/threonine-protein kinase ULK2 IC50 = 212.0 nM 6.67 Inhibition of human ULK2 30292171
Unchecked IC50 = 400.0 nM 6.4 Inhibition of recombinant human GST-tagged AMPK alpha1/beta1/gamma1 expressed in... 32334266
Serine/threonine-protein kinase ULK2 IC50 = 711.0 nM 6.15 Inhibition of GST-tagged ULK2 (unknown origin) 29509411
Serine/threonine-protein kinase ULK2 IC50 = 711.0 nM 6.15 Inhibition of ULK2 (unknown origin) 38432059
Serine/threonine-protein kinase ULK2 IC50 = 711.0 nM 6.15 Inhibition of ULK2 (unknown origin) 32961380
Serine/threonine-protein kinase ULK1 IC50 = 785.0 nM 6.11 Inhibition of ULK1 (unknown origin) expressed in HEK293T cells incubated for 2 h... 33200929
MDA-MB-468 IC50 = 2100.0 nM 5.68 Cytotoxicity against human MDA-MB-468 cells measured after 72 hrs by Celltiter-G... 33200929
Serine/threonine-protein kinase ULK1 EC50 = 2400.0 nM 5.62 Inhibition of ULK1 phosphorylation at Ser15 residue in HEK293 cells incubated fo... 30292171
Serine/threonine-protein kinase ULK2 IC50 = 2448.0 nM 5.61 Inhibition of recombinant human ULK2 (1 to 478 residues) expressed in Sf9 cells ... 33200929
Serine/threonine-protein kinase ULK2 IC50 = 4578.0 nM 5.34 Inhibition of ULK2 (unknown origin) expressed in HEK293T cells incubated for 2 h... 33200929
A549 IC50 = 6780.0 nM 5.17 Antiproliferative activity against human A549 cells assessed as reduction in cel... 32961380

Literature References

PubMed DOI Target Context # Activities
30292171 10.1016/j.isci.2018.09.012 Unchecked 8
33200929 10.1021/acs.jmedchem.0c00873 Serine/threonine-protein kinase ULK1 5
30292171 10.1016/j.isci.2018.09.012 Serine/threonine-protein kinase ULK1 4
30292171 10.1016/j.isci.2018.09.012 Serine/threonine-protein kinase N1 4
30292171 10.1016/j.isci.2018.09.012 MAP kinase-interacting serine/threonine-protein kinase 2 4
30292171 10.1016/j.isci.2018.09.012 Serine/threonine-protein kinase ULK2 3
30292171 10.1016/j.isci.2018.09.012 Activin receptor type-1B 2
30292171 10.1016/j.isci.2018.09.012 RAC-gamma serine/threonine-protein kinase 2
30292171 10.1016/j.isci.2018.09.012 Tyrosine-protein kinase ABL2 2
30292171 10.1016/j.isci.2018.09.012 RAC-alpha serine/threonine-protein kinase 2
30292171 10.1016/j.isci.2018.09.012 RAC-beta serine/threonine-protein kinase 2
30292171 10.1016/j.isci.2018.09.012 Activin receptor type-1 2
30292171 10.1016/j.isci.2018.09.012 5'-AMP-activated protein kinase catalytic subunit alpha-2 2
30292171 10.1016/j.isci.2018.09.012 Tyrosine-protein kinase ZAP-70 2
30292171 10.1016/j.isci.2018.09.012 Activated CDC42 kinase 1 2
32961380 10.1016/j.ejmech.2020.112782 Serine/threonine-protein kinase ULK1 2
33200929 10.1021/acs.jmedchem.0c00873 Unchecked 2
33200929 10.1021/acs.jmedchem.0c00873 Serine/threonine-protein kinase ULK2 2
30292171 10.1016/j.isci.2018.09.012 5'-AMP-activated protein kinase catalytic subunit alpha-1 2
30292171 10.1016/j.isci.2018.09.012 Activin receptor type-1-like 2

Data from ChEMBL 36 via Core Engine