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

CHEMBL428441

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
COc1cc(C=C(C(=O)/C=C/c2ccc(O)c(OC)c2)C(=O)/C=C/c2ccc(O)c(OC)c2)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL428441
Phase Preclinical
Structure Type MOL
InChI Key UBAXBJGMRVTJRB-LUZURFALSA-N
10
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

502.5
MW (Da)
4.78
ALogP
8
HBA
3
HBD
122.5
PSA (Ų)
0.21
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H26O8
MW 502.52
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness 0.24

Activity Summary

IC50 16 meas. best 7.17
Ki 1 meas. best 5.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase ABL1
CHEMBL1862
 IC50 7.17 7.02 67.3 4
Plasmodium falciparum
CHEMBL364
 IC50 6.12 6.08 750.0 2
Unchecked
CHEMBL612545
 IC50 6.0 5.4 1000.0 2
No relevant target
CHEMBL2362975
 IC50 5.48 5.48 3280.0 1
Lactoylglutathione lyase
CHEMBL2424
 Ki 5.44 5.44 3600.0 1
DLD-1
CHEMBL614285
 IC50 5.3 5.3 5063.0 1
HeLa
CHEMBL399
 IC50 5.22 5.22 6000.0 1
A549
CHEMBL392
 IC50 5.16 5.16 7000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.9 4.6 12500.0 2
HepG2
CHEMBL395
 IC50 4.3 4.3 50000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase ABL1 IC50 = 67.3 nM 7.17 Inhibition of ABL T315I mutant (unknown origin) 31129455
Tyrosine-protein kinase ABL1 IC50 = 79.8 nM 7.1 Inhibition of ABL Y253F mutant (unknown origin) 31129455
Tyrosine-protein kinase ABL1 IC50 = 83.3 nM 7.08 Inhibition of Wild type ABL (unknown origin) 31129455
Tyrosine-protein kinase ABL1 IC50 = 185.2 nM 6.73 Inhibition of ABL Q252H mutant (unknown origin) 31129455
Plasmodium falciparum IC50 = 750.0 nM 6.12 Antimalarial activity against chloroquine-resistant Plasmodium falciparum MP14 18194869
Plasmodium falciparum IC50 = 920.0 nM 6.04 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum FCK2 18194869
Unchecked IC50 = 1000.0 nM 6.0 Inhibition of TNF-alpha-induced NFkappaB nuclear translocation in human A549 cel... 21070043
No relevant target IC50 = 3280.0 nM 5.48 Antioxidant activity assessed as ABTS radical scavenging activity after 5 mins b... 28438541
Lactoylglutathione lyase Ki = 3600.0 nM 5.44 Inhibition of human recombinant His-tagged glyoxalase 1 expressed in Escherichia... 21237663
DLD-1 IC50 = 5063.0 nM 5.3 Cytotoxicity against human DLD1 cells by MTT assay 28438541
HeLa IC50 = 6000.0 nM 5.22 Antiproliferative activity against human HeLa cells assessed as loss of cell via... 21830815
A549 IC50 = 7000.0 nM 5.16 Antiproliferative activity against human A549 cells assessed as loss of cell via... 21830815
NON-PROTEIN TARGET IC50 = 12500.0 nM 4.9 Cytotoxicity against human QG56 cells assessed as cell viability after 48 hrs by... 26810315
Unchecked IC50 = 16000.0 nM 4.8 Inhibition of goat brain tubulin polymerization assessed as turbidity by UV spec... 21830815
HepG2 IC50 = 50000.0 nM 4.3 Cytotoxicity against human HepG2 cells assessed as cell viability after 48 hrs b... 26810315
NON-PROTEIN TARGET IC50 = 50000.0 nM 4.3 Cytotoxicity against human HCT116 cells assessed as cell viability after 48 hrs ... 26810315

Literature References

PubMed DOI Target Context # Activities
26810315 10.1016/j.bmcl.2015.12.013 No relevant target 12
21830815 10.1021/jm2004046 HeLa 9
28438541 10.1016/j.bmcl.2017.04.031 No relevant target 7
21830815 10.1021/jm2004046 A549 7
28438541 10.1016/j.bmcl.2017.04.031 DLD-1 6
31129455 10.1016/j.ejmech.2019.04.058 Tyrosine-protein kinase ABL1 4
18194869 10.1016/j.bmc.2007.12.054 Plasmodium falciparum 4
22683240 10.1016/j.ejmech.2012.05.020 Aspergillus niger 2
26810315 10.1016/j.bmcl.2015.12.013 NON-PROTEIN TARGET 2
22683240 10.1016/j.ejmech.2012.05.020 Aspergillus fumigatus 2
22683240 10.1016/j.ejmech.2012.05.020 Aspergillus flavus 2
21830815 10.1021/jm2004046 Unchecked 2
22683240 10.1016/j.ejmech.2012.05.020 ADMET 1
22683240 10.1016/j.ejmech.2012.05.020 Providencia rettgeri 1
22683240 10.1016/j.ejmech.2012.05.020 Bacillus cereus 1
22683240 10.1016/j.ejmech.2012.05.020 Escherichia coli 1
22683240 10.1016/j.ejmech.2012.05.020 Pseudomonas aeruginosa 1
21830815 10.1021/jm2004046 No relevant target 1
37976808 10.1016/j.bmc.2023.117529 Alpha-synuclein 1
21070043 10.1021/jm1004545 A549 1

Data from ChEMBL 36 via Core Engine