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Compound Detail

CHEMBL240963

LAWSONE
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O=C1C=C(O)C(=O)c2ccccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL240963
Name LAWSONE
Phase Preclinical
Structure Type MOL
InChI Key CSFWPUWCSPOLJW-UHFFFAOYSA-N
9
Targets
11
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

174.2
MW (Da)
1.51
ALogP
3
HBA
1
HBD
54.4
PSA (Ų)
0.65
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C10H6O3
MW 174.15
Aromatic Rings 1
Heavy Atoms 13
NP-Likeness 1.15

Activity Summary

IC50 11 meas. best 5.25

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein phosphatase non-receptor type 22
CHEMBL2889
 IC50 5.25 5.25 5600.0 1
Dihydroorotate dehydrogenase (quinone), mitochondrial
CHEMBL4523950
 IC50 4.54 4.54 29000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.51 4.51 31000.0 1
Rhodesain
CHEMBL4188
 IC50 4.48 4.48 33000.0 1
A549
CHEMBL392
 IC50 4.24 4.24 58000.0 1
HeLa
CHEMBL399
 IC50 4.15 4.15 71260.0 1
P2X purinoceptor 7
CHEMBL5183
 IC50 4.12 4.12 75480.0 1
Trypanosoma cruzi
CHEMBL368
 IC50 4.05 4.05 89050.0 1
Unchecked
CHEMBL612545
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein phosphatase non-receptor type 22 IC50 = 5600.0 nM 5.25 Inhibition of LYP (unknown origin) using DiFMUP substrate incubated for 2 hrs 24997687
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 29000.0 nM 4.54 Inhibition of Schistosoma mansoni DHODH using DHO as substrate measured at 4 sec... 30776695
NON-PROTEIN TARGET IC50 = 31000.0 nM 4.51 Growth inhibition of human Hs683 cells by MTT assay 24374273
Rhodesain IC50 = 33000.0 nM 4.48 Inhibition of recombinant Trypanosoma brucei rhodesain using Z-FR-AMC as substra... 33992862
A549 IC50 = 58000.0 nM 4.24 Growth inhibition of human A549 cells by MTT assay 24374273
HeLa IC50 = 71260.0 nM 4.15 Cytotoxicity against human HeLa cells 33766765
P2X purinoceptor 7 IC50 = 75480.0 nM 4.12 Antagonist activity at P2X7R in Swiss Webster mouse peritoneal macrophages asses... 29133043
Trypanosoma cruzi IC50 = 89050.0 nM 4.05 Trypanocidal activity against Trypanosoma cruzi Dm28c intracellular amastigotes ... 29289882
Unchecked IC50 = 100000.0 nM 4.0 In vitro antimalarial activity against human malaria parasite, P falciparum (Vie... 2033589

Literature References

PubMed DOI Target Context # Activities
18093697 10.1016/j.ejmech.2007.11.001 Porphyromonas gingivalis 7
33992862 10.1016/j.bmc.2021.116213 Rhodesain 6
29289882 10.1016/j.ejmech.2017.12.052 Trypanosoma cruzi 6
30776695 10.1016/j.ejmech.2019.02.018 Dihydroorotate dehydrogenase (quinone), mitochondrial 4
29289882 10.1016/j.ejmech.2017.12.052 ADMET 3
24997687 10.1016/j.bmcl.2014.06.016 Tyrosine-protein phosphatase non-receptor type 22 3
6834390 10.1021/jm00358a021 Unchecked 2
23327468 10.1021/jm301485d HT-22 2
24251984 10.1021/jm400978u Unchecked 2
24374273 10.1016/j.bmcl.2013.12.049 NON-PROTEIN TARGET 2
24913712 10.1016/j.bmcl.2014.04.080 Candida albicans 2
18093697 10.1016/j.ejmech.2007.11.001 Streptococcus mutans 2
38522112 10.1016/j.ejmech.2024.116338 ADMET 2
30852084 10.1016/j.bmcl.2019.02.028 GroEL/GroES 2
8691444 10.1021/jm960074e Human immunodeficiency virus type 1 integrase 2
6834390 10.1021/jm00358a021 No relevant target 2
6834390 10.1021/jm00358a021 Mus musculus 2
24913712 10.1016/j.bmcl.2014.04.080 Staphylococcus aureus 2
17532221 10.1016/j.bmc.2007.04.068 Pancreatic elastase 1
11720861 10.1016/s0960-894x(01)00648-5 Human rhinovirus A protease 1

Data from ChEMBL 36 via Core Engine