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Compound Detail

CHEMBL4294528

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CC(C)=CCC/C(C)=C/Cc1c(O)c(Cl)c(C)c(C=O)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4294528
Phase Preclinical
Structure Type MOL
InChI Key UEUMAXMCCDEOIJ-XYOKQWHBSA-N
10
Targets
12
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

322.8
MW (Da)
5.11
ALogP
3
HBA
2
HBD
57.5
PSA (Ų)
0.57
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H23ClO3
MW 322.83
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 2.00

Activity Summary

IC50 12 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alternative oxidase, mitochondrial
CHEMBL4295594
 IC50 8.7 8.55 2.0 2
Trypanosoma brucei brucei
CHEMBL612851
 IC50 8.5 8.5 3.2 1
Unchecked
CHEMBL612545
 IC50 6.29 6.205 515.0 2
A-431
CHEMBL614069
 IC50 5.34 5.34 4600.0 1
MCF7
CHEMBL387
 IC50 5.31 5.31 4900.0 1
PC-3
CHEMBL390
 IC50 5.28 5.28 5300.0 1
SK-OV-3
CHEMBL614925
 IC50 5.25 5.25 5600.0 1
KB 3-1
CHEMBL614590
 IC50 5.11 5.11 7700.0 1
L929
CHEMBL612267
 IC50 4.75 4.75 18000.0 1
A549
CHEMBL392
 IC50 4.7 4.7 20200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alternative oxidase, mitochondrial IC50 = 2.0 nM 8.7 Inhibition of recombinant His-tagged and SUMO-tagged Trypanosoma alternative oxi... 29107420
Trypanosoma brucei brucei IC50 = 3.162 nM 8.5 Growth inhibition of Trypanosoma brucei brucei Lister 427 assessed as reduction ... 29107420
Alternative oxidase, mitochondrial IC50 = 3.981 nM 8.4 Inhibition of recombinant His-tagged and SUMO-tagged Trypanosoma alternative oxi... 29107420
Unchecked IC50 = 515.0 nM 6.29 Inhibitory Effects on Recombinant AOX Protein: Table 1 summarises the concentrat... -
Unchecked IC50 = 750.0 nM 6.12 Inhibitory Effects on Recombinant AOX Protein: Table 1 summarises the concentrat... -
A-431 IC50 = 4600.0 nM 5.34 Cytotoxicity against human A-431 cells assessed as inhibition of cell proliferat... 35175766
MCF7 IC50 = 4900.0 nM 5.31 Cytotoxicity against human MCF7 cells assessed as inhibition of cell proliferati... 35175766
PC-3 IC50 = 5300.0 nM 5.28 Cytotoxicity against human PC-3 cells assessed as inhibition of cell proliferati... 35175766
SK-OV-3 IC50 = 5600.0 nM 5.25 Cytotoxicity against human SK-OV-3 cells assessed as inhibition of cell prolifer... 35175766
KB 3-1 IC50 = 7700.0 nM 5.11 Cytotoxicity against human KB 3-1 cells assessed as inhibition of cell prolifera... 35175766
L929 IC50 = 18000.0 nM 4.75 Cytotoxicity against mouse L929 cells assessed as inhibition of cell proliferati... 35175766
A549 IC50 = 20200.0 nM 4.7 Cytotoxicity against human A549 cells assessed as inhibition of cell proliferati... 35175766

Literature References

PubMed DOI Target Context # Activities
29107420 10.1016/j.ejmech.2017.09.067 Alternative oxidase, mitochondrial 3
29107420 10.1016/j.ejmech.2017.09.067 Trypanosoma brucei brucei 1
29107420 10.1016/j.ejmech.2017.09.067 HepG2 1
29107420 10.1016/j.ejmech.2017.09.067 Unchecked 1
35175766 10.1021/acs.jnatprod.1c00975 Bacillus subtilis 1
35175766 10.1021/acs.jnatprod.1c00975 Mucor hiemalis 1
35175766 10.1021/acs.jnatprod.1c00975 Staphylococcus aureus 1
35175766 10.1021/acs.jnatprod.1c00975 L929 1
35175766 10.1021/acs.jnatprod.1c00975 KB 3-1 1
35175766 10.1021/acs.jnatprod.1c00975 PC-3 1
35175766 10.1021/acs.jnatprod.1c00975 MCF7 1
35175766 10.1021/acs.jnatprod.1c00975 SK-OV-3 1
35175766 10.1021/acs.jnatprod.1c00975 A-431 1
35175766 10.1021/acs.jnatprod.1c00975 A549 1

Data from ChEMBL 36 via Core Engine