TDR Targets

Basic information

Technical information

TDR Targets ID: 203021
Name: 4-bromo-5-(4-fluorophenyl)-1-(4-methylsulfony lphenyl)imidazole
MW: 395.246 | Formula: C16H12BrFN2O2S
H donors: 0 H acceptors: 3 LogP: 3.7 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: Fc1ccc(cc1)c1c(Br)ncn1c1ccc(cc1)S(=O)(=O)C
InChi: 1S/C16H12BrFN2O2S/c1-23(21,22)14-8-6-13(7-9-14)20-10-19-16(17)15(20)11-2-4-12(18)5-3-11/h2-10H,1H3
InChiKey: ZFPOIPOXORZJQP-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

4-bromo-5-(4-fluorophenyl)-1-(4-mesylphenyl)imidazole

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	prostaglandin-endoperoxide synthase 2 (prostaglandin G/H synthase and cyclooxygenase)	Starlite/ChEMBL	References
Homo sapiens	prostaglandin-endoperoxide synthase 1 (prostaglandin G/H synthase and cyclooxygenase)	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	tubulin beta 1 chain	0.0205	1	1
Schistosoma mansoni	alpha tubulin	0.0121	0.4063	0.4063
Echinococcus granulosus	tubulin alpha 1C chain	0.0121	0.4063	0.4063
Echinococcus multilocularis	tubulin epsilon chain	0.0097	0.2361	0.2361
Echinococcus multilocularis	tubulin subunit TubB	0.0121	0.4063	0.4063
Trypanosoma brucei	beta tubulin	0.0205	1	1
Loa Loa (eye worm)	hypothetical protein	0.0079	0.109	0.109
Trichomonas vaginalis	tubulin beta chain, putative	0.0121	0.4063	0.3949
Loa Loa (eye worm)	tubulin beta-4 chain	0.0205	1	1
Loa Loa (eye worm)	tubulin beta-1 chain	0.0205	1	1
Echinococcus granulosus	tubulin alpha chain	0.0121	0.4063	0.4063
Trypanosoma brucei	beta tubulin	0.0205	1	1
Loa Loa (eye worm)	BEN-1 protein	0.0205	1	1
Trichomonas vaginalis	tubulin alpha chain, putative	0.0097	0.2361	0.2214
Echinococcus granulosus	Tubulin alpha 1 chain	0.0121	0.4063	0.4063
Entamoeba histolytica	tubulin alpha chain, putative	0.0121	0.4063	0.2228
Echinococcus granulosus	beta tubulin	0.0205	1	1
Echinococcus multilocularis	Tubulin alpha 1 chain	0.0121	0.4063	0.4063
Onchocerca volvulus	Peroxidasin homolog	0.0063	0	0.5
Echinococcus multilocularis	tubulin beta 1 chain	0.0205	1	1
Echinococcus multilocularis	Tubulin alpha 1 chain	0.0121	0.4063	0.4063
Echinococcus multilocularis	beta tubulin	0.0205	1	1
Toxoplasma gondii	beta tubulin	0.0205	1	1
Echinococcus granulosus	Tubulin beta 2C chain	0.0205	1	1
Trypanosoma cruzi	alpha tubulin, putative	0.0121	0.4063	0.2228
Entamoeba histolytica	tubulin alpha-1 chain	0.0121	0.4063	0.2228
Echinococcus multilocularis	tubulin alpha chain	0.0121	0.4063	0.4063
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Echinococcus granulosus	Tubulin beta 2C chain	0.0205	1	1
Schistosoma mansoni	alpha tubulin	0.0121	0.4063	0.4063
Trichomonas vaginalis	tubulin beta chain, putative	0.0121	0.4063	0.3949
Echinococcus granulosus	tubulin alpha chain	0.0121	0.4063	0.4063
Echinococcus multilocularis	tubulin alpha 1C chain	0.0121	0.4063	0.4063
Trichomonas vaginalis	tubulin, putative	0.0205	1	1
Giardia lamblia	Beta tubulin	0.0205	1	1
Trichomonas vaginalis	tubulin alpha-1 chain, putative	0.0121	0.4063	0.3949
Echinococcus granulosus	alpha tubulin	0.0121	0.4063	0.4063
Trichomonas vaginalis	tubulin beta chain, putative	0.0205	1	1
Loa Loa (eye worm)	hypothetical protein	0.0066	0.0189	0.0189
Plasmodium vivax	tubulin beta chain, putative	0.0205	1	1
Echinococcus granulosus	tubulin alpha chain	0.0121	0.4063	0.4063
Plasmodium falciparum	alpha tubulin 1	0.0121	0.4063	0.2228
Echinococcus granulosus	tubulin alpha 1C chain	0.0121	0.4063	0.4063
Loa Loa (eye worm)	tubulin beta chain	0.0205	1	1
Leishmania major	beta tubulin	0.0205	1	1
Plasmodium falciparum	tubulin beta chain	0.0205	1	1
Schistosoma mansoni	tubulin subunit alpha	0.0121	0.4063	0.4063
Onchocerca volvulus	Peroxidasin homolog	0.0063	0	0.5
Trypanosoma brucei	beta tubulin	0.0205	1	1
Echinococcus multilocularis	beta tubulin	0.0205	1	1
Brugia malayi	Tubulin gamma chain	0.0097	0.2361	0.2361
Echinococcus granulosus	peroxisome assembly protein 26	0.0121	0.4063	0.4063
Leishmania major	beta tubulin	0.0205	1	1
Brugia malayi	tubulin alpha-2 chain	0.0121	0.4063	0.4063
Trichomonas vaginalis	tubulin beta chain, putative	0.0121	0.4063	0.3949
Trypanosoma brucei	alpha tubulin	0.0121	0.4063	0.2228
Giardia lamblia	Beta tubulin	0.0205	1	1
Echinococcus multilocularis	tubulin alpha 3 chain	0.0121	0.4063	0.4063
Trichomonas vaginalis	tubulin beta chain, putative	0.0121	0.4063	0.3949
Echinococcus granulosus	Tubulin beta 2C chain	0.0205	1	1
Echinococcus multilocularis	tubulin alpha chain	0.0121	0.4063	0.4063
Echinococcus granulosus	Tubulin beta 2C chain	0.0205	1	1
Echinococcus multilocularis	Tubulin beta 2C chain	0.0205	1	1
Giardia lamblia	Alpha-tubulin	0.0121	0.4063	0.2228
Onchocerca volvulus	Chorion peroxidase homolog	0.0063	0	0.5
Leishmania major	beta tubulin	0.0205	1	1
Loa Loa (eye worm)	BEN-1 protein	0.0205	1	1
Leishmania major	beta tubulin	0.0205	1	1
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0121	0.4063	0.3949
Echinococcus multilocularis	tubulin subunit beta	0.0205	1	1
Leishmania major	beta tubulin	0.0205	1	1
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Entamoeba histolytica	tubulin family protein	0.0205	1	1
Leishmania major	beta tubulin	0.0205	1	1
Echinococcus multilocularis	hypothetical protein	0.0121	0.4063	0.4063
Leishmania major	beta tubulin	0.0205	1	1
Entamoeba histolytica	tubulin family protein	0.0205	1	1
Echinococcus granulosus	tubulin gamma 1 chain	0.0097	0.2361	0.2361
Echinococcus granulosus	tubulin alpha chain	0.0121	0.4063	0.4063
Loa Loa (eye worm)	tubulin alpha chain	0.0121	0.4063	0.4063
Trichomonas vaginalis	tubulin beta chain, putative	0.0121	0.4063	0.3949
Schistosoma mansoni	tubulin subunit gamma	0.0097	0.2361	0.2361
Schistosoma mansoni	tubulin subunit beta	0.0205	1	1
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Toxoplasma gondii	alpha tubulin TUBA1	0.0121	0.4063	0.2228
Loa Loa (eye worm)	tubulin alpha 2	0.0079	0.109	0.109
Trichomonas vaginalis	tubulin alpha-1 chain, putative	0.0079	0.109	0.0919
Schistosoma mansoni	tubulin subunit beta	0.0205	1	1
Trypanosoma brucei	beta tubulin	0.0205	1	1
Echinococcus granulosus	tubulin alpha	0.0097	0.2361	0.2361
Echinococcus granulosus	tubulin subunit beta	0.0205	1	1
Echinococcus multilocularis	peroxisome assembly protein 26	0.0121	0.4063	0.4063
Brugia malayi	tubulin alpha chain - mouse	0.0121	0.4063	0.4063
Trichomonas vaginalis	tubulin beta chain, putative	0.0121	0.4063	0.3949
Trichomonas vaginalis	tubulin gamma chain, putative	0.0097	0.2361	0.2214
Loa Loa (eye worm)	alpha-tubulin isotype 2	0.0079	0.109	0.109
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Loa Loa (eye worm)	tubulin alpha-2 chain	0.0121	0.4063	0.4063
Onchocerca volvulus	Peroxidase homolog	0.0063	0	0.5
Trypanosoma brucei	alpha tubulin	0.0121	0.4063	0.2228
Trypanosoma brucei	alpha tubulin	0.0121	0.4063	0.2228
Loa Loa (eye worm)	tubulin beta-2A chain	0.0205	1	1
Echinococcus multilocularis	Tubulin beta 2C chain	0.0205	1	1
Echinococcus multilocularis	tubulin alpha 3 chain	0.0121	0.4063	0.4063
Brugia malayi	Tubulin alpha-2 chain	0.0121	0.4063	0.4063
Echinococcus multilocularis	tubulin alpha chain	0.0121	0.4063	0.4063
Echinococcus multilocularis	tubulin alpha	0.0097	0.2361	0.2361
Schistosoma mansoni	tubulin subunit epsilon	0.0097	0.2361	0.2361
Loa Loa (eye worm)	hypothetical protein	0.0121	0.4063	0.4063
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Leishmania major	beta tubulin	0.0205	1	1
Echinococcus granulosus	tubulin epsilon chain	0.0097	0.2361	0.2361
Leishmania major	beta tubulin	0.0205	1	1
Loa Loa (eye worm)	tubulin alpha 2	0.0079	0.109	0.109
Trypanosoma brucei	alpha tubulin	0.0121	0.4063	0.2228
Trichomonas vaginalis	tubulin alpha chain, putative	0.0205	1	1
Toxoplasma gondii	beta-1 tubulin, putative	0.0205	1	1
Onchocerca volvulus		0.0063	0	0.5
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0205	1	1
Brugia malayi	beta-tubulin, identical	0.0205	1	1
Echinococcus multilocularis	tubulin alpha chain	0.0121	0.4063	0.4063
Echinococcus granulosus	tubulin beta 4A class IVa	0.0205	1	1
Schistosoma mansoni	tubulin subunit beta	0.0205	1	1
Schistosoma mansoni	tubulin subunit alpha	0.0121	0.4063	0.4063
Loa Loa (eye worm)	tubulin gamma chain	0.0097	0.2361	0.2361
Echinococcus multilocularis	Tubulin beta 2C chain	0.0205	1	1
Loa Loa (eye worm)	tubulin alpha-3 chain	0.0066	0.0189	0.0189
Brugia malayi	Tubulin alpha chain	0.0121	0.4063	0.4063
Toxoplasma gondii	beta-tubulin, putative	0.0205	1	1
Onchocerca volvulus		0.0063	0	0.5
Onchocerca volvulus		0.0063	0	0.5
Schistosoma mansoni	tubulin subunit beta	0.0205	1	1
Echinococcus granulosus	Tubulin alpha 1 chain	0.0121	0.4063	0.4063
Leishmania major	beta tubulin	0.0205	1	1
Leishmania major	beta tubulin	0.0205	1	1
Echinococcus multilocularis	tubulin alpha 1C chain	0.0121	0.4063	0.4063
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0121	0.4063	0.3949
Leishmania major	beta tubulin	0.0205	1	1
Echinococcus granulosus	tubulin alpha 3 chain	0.0121	0.4063	0.4063
Loa Loa (eye worm)	beta-tubulin	0.0205	1	1
Toxoplasma gondii	alpha-tubulin I, putative	0.0121	0.4063	0.2228
Trypanosoma cruzi	beta tubulin, putative	0.0205	1	1
Giardia lamblia	Beta tubulin	0.0205	1	1
Echinococcus granulosus	Tubulin beta 2C chain	0.0205	1	1
Plasmodium falciparum	alpha tubulin 2	0.0121	0.4063	0.2228
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0205	1	1
Onchocerca volvulus	Peroxidase homolog	0.0063	0	0.5
Leishmania major	beta tubulin	0.0205	1	1
Echinococcus multilocularis	Tubulin alpha 1 chain	0.0121	0.4063	0.4063
Giardia lamblia	Alpha-tubulin	0.0121	0.4063	0.2228
Echinococcus granulosus	beta tubulin	0.0205	1	1
Brugia malayi	alpha-tubulin	0.0121	0.4063	0.4063
Leishmania major	beta tubulin	0.0205	1	1
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Leishmania major	beta tubulin	0.0205	1	1
Echinococcus granulosus	tubulin alpha 3 chain	0.0121	0.4063	0.4063
Echinococcus multilocularis	tubulin, beta 4A class IVa	0.0205	1	1
Plasmodium vivax	tubulin alpha chain, putative	0.0121	0.4063	0.2228
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Echinococcus granulosus	tubulin alpha chain	0.0121	0.4063	0.4063
Echinococcus multilocularis	tubulin gamma 1 chain	0.0097	0.2361	0.2361
Schistosoma mansoni	tubulin subunit alpha	0.0121	0.4063	0.4063
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Echinococcus multilocularis	Tubulin beta 2C chain	0.0205	1	1
Brugia malayi	Tubulin alpha-2 chain	0.0121	0.4063	0.4063
Schistosoma mansoni	alpha tubulin	0.0121	0.4063	0.4063
Leishmania major	alpha tubulin	0.0121	0.4063	0.2228
Plasmodium vivax	tubulin alpha chain, putative	0.0121	0.4063	0.2228
Leishmania major	beta tubulin	0.0205	1	1
Schistosoma mansoni	tubulin subunit beta	0.0205	1	1
Schistosoma mansoni	tubulin subunit beta	0.0205	1	1
Echinococcus multilocularis	tubulin alpha chain	0.0121	0.4063	0.4063
Leishmania major	beta tubulin	0.0205	1	1
Loa Loa (eye worm)	alpha-tubulin	0.0121	0.4063	0.4063
Loa Loa (eye worm)	alpha-tubulin	0.0121	0.4063	0.4063
Echinococcus granulosus	Tubulin alpha 1 chain	0.0121	0.4063	0.4063
Leishmania major	beta tubulin	0.0205	1	1
Echinococcus multilocularis	Tubulin beta 2C chain	0.0205	1	1
Trichomonas vaginalis	tubulin gamma chain, putative	0.0205	1	1
Onchocerca volvulus	Dual oxidase homolog	0.0063	0	0.5
Loa Loa (eye worm)	tubulin alpha chain	0.0121	0.4063	0.4063
Echinococcus granulosus	tubulin subunit TubB	0.0121	0.4063	0.4063
Trichomonas vaginalis	tubulin gamma chain, putative	0.0097	0.2361	0.2214

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.036 uM	In vitro inhibitory activity against human Prostaglandin G/H synthase 2 (COX-2) in 143982 cells	ChEMBL.	12877584
IC50 (binding)	= 0.036 uM	In vitro inhibitory activity against human Prostaglandin G/H synthase 2 (COX-2) in 143982 cells	ChEMBL.	12877584
IC50 (binding)	> 10 uM	In vitro inhibitory activity against human Prostaglandin G/H synthase 1 (COX-1) in U-937 cells	ChEMBL.	12877584
IC50 (binding)	> 10 uM	In vitro inhibitory activity against human Prostaglandin G/H synthase 1 (COX-1) in U-937 cells	ChEMBL.	12877584
Inhibition (functional)	= 23 %	In vivo anti-inflammatory activity determined by rat carrageenan paw edema method at 10 mg/kg perorally	ChEMBL.	12877584
Inhibition (binding)	= 85.2 %	In vitro percent inhibition of prostaglandin G/H synthase 2 (COX-2) in human whole blood at 1 microM	ChEMBL.	12877584
Inhibition (binding)	= 85.2 %	In vitro percent inhibition of prostaglandin G/H synthase 2 (COX-2) in human whole blood at 1 microM	ChEMBL.	12877584
Inhibition (functional)	= 91.4 %	In vivo anti-inflammatory activity by air pouch model at 1 mg/kg perorally in rat.	ChEMBL.	12877584
Inhibition (binding)	= 100 %	Inhibition of Prostaglandin G/H synthase 2 (COX-2) in human whole blood at 10 microM	ChEMBL.	12877584
Inhibition (binding)	= 100 %	Inhibition of Prostaglandin G/H synthase 2 (COX-2) in human whole blood at 10 microM	ChEMBL.	12877584
NT (ADMET)	0	Half life of compound was determined at 1 mg/kg intravenous administration in rat; not tested	ChEMBL.	12877584
NT (functional)	0	In vivo analgesic activity of compound was determined by inflammatory hyperalgesia model at 3 mg/kg perorally in rat; Not tested	ChEMBL.	12877584

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?

In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.

In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

ChEMBL: CHEMBL326577
PubChem: 11731997

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 203021