TDR Targets

Basic information

Technical information

TDR Targets ID: 255909
Name: N-(3-phenoxypyridin-4-yl)methanesulfonamide
MW: 264.3 | Formula: C12H12N2O3S
H donors: 1 H acceptors: 3 LogP: 1.35 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: CS(=O)(=O)Nc1ccncc1Oc1ccccc1
InChi: 1S/C12H12N2O3S/c1-18(15,16)14-11-7-8-13-9-12(11)17-10-5-3-2-4-6-10/h2-9H,1H3,(H,13,14)
InChiKey: CQEDUEBRINEBGP-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

N-(3-phenoxy-4-pyridyl)methanesulfonamide
N-[3-(phenoxy)pyridin-4-yl]methanesulfonamide
N-[3-(phenoxy)-4-pyridyl]methanesulfonamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
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 multilocularis	aldo keto reductase family 1, member B4	0.0067	1	1
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0067	1	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0067	1	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0067	1	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0067	1	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Onchocerca volvulus		0.0067	1	1
Giardia lamblia	Aldose reductase	0.0067	1	0.5
Echinococcus granulosus	aldo keto reductase	0.0067	1	1
Echinococcus multilocularis	aldehyde reductase	0.0048	0.4498	0.4498
Onchocerca volvulus		0.0067	1	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0067	1	1
Loa Loa (eye worm)	oxidoreductase	0.0067	1	1
Schistosoma mansoni	pol-related	0.0067	1	1
Leishmania major	aldehyde reductase, putative,oxidoreductase, putative	0.0067	1	0.5
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.0067	1	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0067	1	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0067	1	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Schistosoma mansoni	aldo-keto reductase	0.0067	1	1
Giardia lamblia	Aldose reductase	0.0067	1	0.5
Trypanosoma cruzi	aldo-keto reductase	0.0067	1	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0067	1	1
Echinococcus multilocularis	aldo keto reductase	0.0067	1	1
Trichomonas vaginalis	aldo/keto reductase, putative	0.0067	1	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Schistosoma mansoni	aldo-keto reductase	0.0067	1	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.0067	1	0.5
Echinococcus granulosus	hypothetical protein	0.0067	1	1
Loa Loa (eye worm)	oxidoreductase	0.0067	1	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0067	1	1
Trypanosoma brucei	aldo-keto reductase, putative	0.0067	1	0.5
Loa Loa (eye worm)	oxidoreductase	0.0067	1	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Echinococcus granulosus	aldo keto reductase	0.0067	1	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0067	1	1
Entamoeba histolytica	aldose reductase, putative	0.0067	1	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0067	1	1
Echinococcus granulosus	aldo keto reductase	0.0067	1	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0067	1	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0067	1	1
Echinococcus multilocularis	aldo keto reductase	0.0067	1	1
Entamoeba histolytica	aldose reductase, putative	0.0067	1	0.5
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0067	1	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0067	1	1
Loa Loa (eye worm)	oxidoreductase	0.0067	1	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0067	1	1
Onchocerca volvulus		0.0067	1	1
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.0067	1	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0067	1	1
Onchocerca volvulus		0.0067	1	1
Entamoeba histolytica	aldose reductase, putative	0.0067	1	0.5
Onchocerca volvulus		0.0067	1	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0067	1	1
Echinococcus granulosus	aldehyde reductase	0.0048	0.4498	0.4498
Leishmania major	aldo-keto reductase-like protein	0.0067	1	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0067	1	1
Trichomonas vaginalis	aldo/keto reductase, putative	0.0067	1	0.5
Leishmania major	prostaglandin f2-alpha synthase/D-arabinose dehydrogenase	0.0067	1	0.5
Trichomonas vaginalis	aldo/keto reductase, putative	0.0067	1	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0067	1	1
Onchocerca volvulus		0.0067	1	1
Mycobacterium tuberculosis	Probable oxidoreductase	0.0067	1	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Trypanosoma brucei	prostaglandin f synthase	0.0067	1	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0067	1	1
Mycobacterium ulcerans	oxidoreductase	0.0067	1	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Echinococcus multilocularis	aldo keto reductase	0.0067	1	1
Mycobacterium leprae	PROBABLE OXIDOREDUCTASE	0.0067	1	1
Echinococcus multilocularis	aldo keto reductase	0.0067	1	1
Trypanosoma cruzi	aldo/keto reductase, putative	0.0067	1	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0067	1	1
Toxoplasma gondii	aldose reductase, putative	0.0067	1	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.0067	1	0.5
Loa Loa (eye worm)	hypothetical protein	0.0067	1	1
Loa Loa (eye worm)	oxidoreductase	0.0067	1	1
Leishmania major	prostaglandin f synthase, putative	0.0067	1	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	0	Lethality in Wistar rat at 30 mg/kg, ip in carrageenan-induced paw oedema model	ChEMBL.	15615524
Growth (functional)	0	The percentage growth of paw after injection of carrageneen at a dose of 30 mg/kg dose; Toxic	ChEMBL.	12408728
IC50 (binding)	= 0.41 uM	Inhibition of COX1 in human whole blood assessed as inhibition of calcium ionophore A23187-stimulated platelet aggregation by measuring TXB2 production	ChEMBL.	15615524
IC50 (binding)	= 0.41 uM	Inhibition of COX1 in human whole blood assessed as inhibition of calcium ionophore A23187-stimulated platelet aggregation by measuring TXB2 production	ChEMBL.	15615524
IC50 (binding)	= 0.41 uM	Inhibition of COX1 in human whole blood	ChEMBL.	19791801
IC50 (binding)	= 4.9 uM	The inhibitory activity against Prostaglandin G/H synthase 1 measured as TXB2 production after blood coagulation using human Whole blood assay	ChEMBL.	12408728
IC50 (binding)	= 4.9 uM	The inhibitory activity against Prostaglandin G/H synthase 1 measured as TXB2 production after blood coagulation using human Whole blood assay	ChEMBL.	12408728
IC50 (binding)	= 37.5 uM	The inhibitory activity against cyclooxygenase Prostaglandin G/H synthase 2 (COX-2) measured as PGE-2 production after blood coagulation using human Whole blood assay	ChEMBL.	12408728
IC50 (binding)	= 37.5 uM	The inhibitory activity against cyclooxygenase Prostaglandin G/H synthase 2 (COX-2) measured as PGE-2 production after blood coagulation using human Whole blood assay	ChEMBL.	12408728
IC50 (binding)	> 100 uM	Inhibition of COX2 in human whole blood assessed as inhibition of LPS-stimulated PGE2 production	ChEMBL.	15615524
IC50 (binding)	> 100 uM	Inhibition of COX2 in human whole blood assessed as inhibition of LPS-stimulated PGE2 production	ChEMBL.	15615524
IC50 (binding)	> 100 uM	Inhibition of COX2 in human whole blood	ChEMBL.	19791801
Inhibition (functional)	0	Antiinflammatory activity against carrageenan-induced oedema in Wistar rat paw at 3 mg/kg, ip after 3 hrs relative to control	ChEMBL.	15615524
Inhibition (functional)	0	Antiinflammatory activity against carrageenan-induced oedema in Wistar rat paw at 10 mg/kg, ip after 3 hrs relative to control	ChEMBL.	15615524
pKa	= 2.98	Dissociation constant, pKa of the compound by sulfonamide/sulfonamidate equilibrium	ChEMBL.	15615524
pKa	= 8.13	Dissociation constant, pKa of the compound by pyridinium/pyridine equilibrium	ChEMBL.	15615524
Ratio (binding)	= 0.13	Ratio of IC50 value against COX-1 to that of COX-2 in whole blood assay.	ChEMBL.	12408728
Ratio (binding)	= 0.13	Ratio of IC50 value against COX-1 to that of COX-2 in whole blood assay.	ChEMBL.	12408728

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: CHEMBL148542
PubChem: 10244543

Bibliographic References

3 literature references were collected for this gene.

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Detailed information for compound 255909