TDR Targets

Basic information

Technical information

TDR Targets ID: 253002
Name: 2-(hydroxymethyl)-4-[5-(4-methylsulfanylpheny l)-3-(trifluoromethyl)pyrazol-1-yl]benzenesul fonamide
MW: 443.463 | Formula: C18H16F3N3O3S2
H donors: 2 H acceptors: 4 LogP: 2.66 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: CSc1ccc(cc1)c1cc(nn1c1ccc(c(c1)CO)S(=O)(=O)N)C(F)(F)F
InChi: 1S/C18H16F3N3O3S2/c1-28-14-5-2-11(3-6-14)15-9-17(18(19,20)21)23-24(15)13-4-7-16(29(22,26)27)12(8-13)10-25/h2-9,25H,10H2,1H3,(H2,22,26,27)
InChiKey: RJTNBPZVAKKVNU-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

2-(hydroxymethyl)-4-[5-[4-(methylthio)phenyl]-3-(trifluoromethyl)-1-pyrazolyl]benzenesulfonamide
2-methylol-4-[5-[4-(methylthio)phenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide

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

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	lipoxygenase domain containing protein	0.0127	0.1414	0.1317
Echinococcus multilocularis	serine:threonine protein kinase PLK1	0.0099	0.1038	0.0937
Schistosoma mansoni	kinase	0.0051	0.0376	0.0267
Echinococcus multilocularis	chromobox protein 1	0.0073	0.0685	0.058
Giardia lamblia	Kinase, PLK	0.0099	0.1038	1
Trypanosoma brucei	dihydrolipoamide dehydrogenase, point mutation	0.0031	0.0112	0.086
Brugia malayi	Thioredoxin reductase	0.009	0.0905	0.111
Echinococcus multilocularis	Polycystic kidney disease protein	0.0127	0.1414	0.1317
Plasmodium falciparum	thioredoxin reductase	0.0031	0.0112	0.0627
Echinococcus multilocularis	geminin	0.0178	0.2108	0.2019
Plasmodium falciparum	glutathione reductase	0.009	0.0905	0.6336
Entamoeba histolytica	acetyltransferase, GNAT family	0.0041	0.0248	0.2207
Onchocerca volvulus		0.0624	0.8151	1
Trichomonas vaginalis	CAMK family protein kinase	0.0099	0.1038	1
Onchocerca volvulus		0.0127	0.1414	0.1604
Echinococcus multilocularis	thioredoxin glutathione reductase	0.009	0.0912	0.081
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Echinococcus granulosus	chromobox protein 1	0.0073	0.0685	0.058
Mycobacterium tuberculosis	Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB	0.0204	0.246	0.8874
Treponema pallidum	NADH oxidase	0.0031	0.0112	1
Mycobacterium tuberculosis	NAD(P)H quinone reductase LpdA	0.0227	0.277	1
Trichomonas vaginalis	CAMK family protein kinase	0.0099	0.1038	1
Loa Loa (eye worm)	doublecortin family protein	0.0127	0.1414	0.1604
Trichomonas vaginalis	bromodomain-containing protein, putative	0.0045	0.0299	0.2241
Schistosoma mansoni	peroxidasin	0.0624	0.8151	0.813
Schistosoma mansoni	hypothetical protein	0.0178	0.2108	0.2019
Trichomonas vaginalis	CAMK family protein kinase	0.0099	0.1038	1
Echinococcus multilocularis	gcn5proteinral control of amino acid synthesis	0.0153	0.1758	0.1665
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Trichomonas vaginalis	CAMK family protein kinase	0.0099	0.1038	1
Plasmodium falciparum	LCCL domain-containing protein	0.0127	0.1414	1
Plasmodium vivax	multidomain scavenger receptor, putative	0.0127	0.1414	1
Echinococcus multilocularis	RUN	0.0127	0.1414	0.1317
Loa Loa (eye worm)	blistered cuticle protein 3	0.0624	0.8151	1
Onchocerca volvulus	Dual oxidase homolog	0.0624	0.8151	1
Schistosoma mansoni	microtubule-associated protein tau	0.0726	0.9535	0.953
Echinococcus multilocularis	neuropeptide receptor A26	0.0494	0.6383	0.6342
Trichomonas vaginalis	chromobox protein, putative	0.0044	0.029	0.2151
Toxoplasma gondii	histone lysine acetyltransferase GCN5-B	0.0045	0.0299	0.3117
Leishmania major	trypanothione reductase	0.009	0.0905	0.8685
Onchocerca volvulus	Peroxidasin homolog	0.0624	0.8151	1
Schistosoma mansoni	rab6-interacting	0.0127	0.1414	0.1317
Brugia malayi	Blistered cuticle protein 3	0.0624	0.8151	1
Schistosoma mansoni	chromobox protein	0.0073	0.0685	0.058
Leishmania major	2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein	0.0031	0.0112	0.086
Wolbachia endosymbiont of Brugia malayi	dihydrolipoamide dehydrogenase E3 component	0.0031	0.0112	1
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Brugia malayi	hypothetical protein	0.0624	0.8151	1
Trypanosoma brucei	dihydrolipoamide dehydrogenase	0.0031	0.0112	0.086
Plasmodium vivax	glutathione reductase, putative	0.009	0.0905	0.6336
Schistosoma mansoni	lipoxygenase	0.0532	0.6898	0.6863
Trichomonas vaginalis	chromobox protein, putative	0.0044	0.029	0.2151
Mycobacterium tuberculosis	Probable oxidoreductase	0.0227	0.277	1
Onchocerca volvulus	Heterochromatin protein 1 homolog	0.0044	0.029	0.0203
Echinococcus multilocularis	peroxidasin	0.0624	0.8151	0.813
Trichomonas vaginalis	chromobox protein, putative	0.0073	0.0685	0.629
Entamoeba histolytica	serine/threonine protein kinase, putative	0.0099	0.1038	1
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Loa Loa (eye worm)	thioredoxin reductase	0.009	0.0905	0.0969
Loa Loa (eye worm)	hypothetical protein	0.0127	0.1414	0.1604
Schistosoma mansoni	hypothetical protein	0.0127	0.1414	0.1317
Brugia malayi	Animal haem peroxidase family protein	0.0624	0.8151	1
Mycobacterium ulcerans	dihydrolipoamide dehydrogenase	0.0031	0.0112	1
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0148	0.1701	0.1607
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Mycobacterium leprae	PROBABLE NADH DEHYDROGENASE NDH	0.0204	0.246	0.8874
Loa Loa (eye worm)	animal heme peroxidase	0.0624	0.8151	1
Brugia malayi	Animal haem peroxidase family protein	0.0624	0.8151	1
Mycobacterium tuberculosis	Putative ferredoxin reductase	0.0204	0.246	0.8874
Loa Loa (eye worm)	hypothetical protein	0.0041	0.0248	0.015
Echinococcus granulosus	neuropeptide s receptor	0.0494	0.6383	0.6342
Echinococcus multilocularis	lipoxygenase domain containing protein	0.0127	0.1414	0.1317
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0045	0.0299	0.0189
Mycobacterium tuberculosis	Probable membrane NADH dehydrogenase NdhA	0.0204	0.246	0.8874
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0761	1	1
Brugia malayi	Heterochromatin protein 1	0.0073	0.0685	0.084
Mycobacterium ulcerans	dihydrolipoamide dehydrogenase, LpdB	0.0031	0.0112	1
Onchocerca volvulus	Serine\/threonine kinase homolog	0.0099	0.1038	0.1135
Brugia malayi	Animal haem peroxidase family protein	0.0624	0.8151	1
Leishmania major	dihydrolipoamide dehydrogenase, putative	0.0031	0.0112	0.086
Loa Loa (eye worm)	heterochromatin protein 1	0.0073	0.0685	0.0694
Echinococcus granulosus	neuropeptide receptor A26	0.0494	0.6383	0.6342
Trichomonas vaginalis	CAMK family protein kinase	0.0049	0.0358	0.286
Loa Loa (eye worm)	acetyltransferase	0.0153	0.1758	0.2033
Echinococcus granulosus	Polycystic kidney disease protein	0.0127	0.1414	0.1317
Schistosoma mansoni	polycystin 1-related	0.0127	0.1414	0.1317
Plasmodium vivax	dihydrolipoyl dehydrogenase, apicoplast, putative	0.0031	0.0112	0.0627
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Echinococcus multilocularis	L aminoadipate semialdehyde	0.0088	0.0877	0.0774
Trichomonas vaginalis	conserved hypothetical protein	0.0041	0.0248	0.1707
Onchocerca volvulus	Peroxidase homolog	0.0624	0.8151	1
Wolbachia endosymbiont of Brugia malayi	dihydrolipoamide dehydrogenase E3 component	0.0031	0.0112	1
Loa Loa (eye worm)	glutathione reductase	0.009	0.0905	0.0969
Brugia malayi	serine/threonine-protein kinase plk-2	0.0099	0.1038	0.1274
Trypanosoma brucei	polo-like protein kinase	0.0099	0.1038	1
Echinococcus multilocularis	chromobox protein 1	0.0073	0.0685	0.058
Brugia malayi	aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase	0.0088	0.0877	0.1076
Mycobacterium tuberculosis	NADPH-dependent mycothiol reductase Mtr	0.009	0.0905	0.3208
Echinococcus multilocularis	neuropeptide s receptor	0.0494	0.6383	0.6342
Echinococcus granulosus	serine:threonine protein kinase PLK1	0.0099	0.1038	0.0937
Trichomonas vaginalis	mercuric reductase, putative	0.0031	0.0112	0.0276
Onchocerca volvulus	Peroxidase homolog	0.0624	0.8151	1
Loa Loa (eye worm)	animal heme peroxidase	0.0624	0.8151	1
Plasmodium vivax	thioredoxin reductase, putative	0.009	0.0905	0.6336
Schistosoma mansoni	lipoxygenase	0.0761	1	1
Trypanosoma brucei	trypanothione reductase	0.009	0.0905	0.8685
Echinococcus granulosus	peroxidasin	0.0624	0.8151	0.813
Leishmania major	acetoin dehydrogenase e3 component-like protein	0.0031	0.0112	0.086
Loa Loa (eye worm)	PLK/PLK1 protein kinase	0.0099	0.1038	0.1135
Mycobacterium ulcerans	flavoprotein disulfide reductase	0.0031	0.0112	1
Echinococcus multilocularis	lipoxygenase domain containing protein	0.0127	0.1414	0.1317
Brugia malayi	Doublecortin family protein	0.0127	0.1414	0.1735
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Chlamydia trachomatis	dihydrolipoyl dehydrogenase	0.0031	0.0112	1
Plasmodium falciparum	thioredoxin reductase	0.009	0.0905	0.6336
Plasmodium falciparum	dihydrolipoyl dehydrogenase, apicoplast	0.0031	0.0112	0.0627
Brugia malayi	glutathione reductase	0.009	0.0905	0.111
Plasmodium vivax	histone acetyltransferase GCN5, putative	0.0045	0.0299	0.1975
Trypanosoma cruzi	polo-like protein kinase, putative	0.0099	0.1038	1
Mycobacterium tuberculosis	Probable reductase	0.0204	0.246	0.8874
Echinococcus granulosus	lipoxygenase domain containing protein	0.0127	0.1414	0.1317
Echinococcus granulosus	geminin	0.0178	0.2108	0.2019
Trichomonas vaginalis	chromobox protein, putative	0.0073	0.0685	0.629
Echinococcus granulosus	chromobox protein 1	0.0073	0.0685	0.058
Echinococcus granulosus	L aminoadipate semialdehyde	0.0088	0.0877	0.0774
Brugia malayi	hypothetical protein	0.0127	0.1414	0.1735
Trypanosoma cruzi	polo-like protein kinase, putative	0.0099	0.1038	1
Echinococcus multilocularis	microtubule associated protein 2	0.0726	0.9535	0.953
Onchocerca volvulus		0.0624	0.8151	1
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Trypanosoma cruzi	trypanothione reductase, putative	0.009	0.0905	0.8561
Loa Loa (eye worm)	animal heme peroxidase	0.0624	0.8151	1
Onchocerca volvulus		0.0624	0.8151	1
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Brugia malayi	chromobox protein homolog 3	0.0041	0.0248	0.0304
Onchocerca volvulus		0.0088	0.0877	0.0934
Toxoplasma gondii	thioredoxin reductase	0.009	0.0905	1
Loa Loa (eye worm)	hypothetical protein	0.0088	0.0877	0.0934
Trichomonas vaginalis	CAMK family protein kinase	0.0049	0.0358	0.286
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Schistosoma mansoni	hypothetical protein	0.0178	0.2108	0.2019
Brugia malayi	hypothetical protein	0.0127	0.1414	0.1735
Loa Loa (eye worm)	hypothetical protein	0.0127	0.1414	0.1604
Mycobacterium tuberculosis	Probable NADH dehydrogenase Ndh	0.0204	0.246	0.8874
Echinococcus granulosus	thioredoxin glutathione reductase	0.009	0.0912	0.081
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Plasmodium vivax	dihydrolipoyl dehydrogenase, mitochondrial, putative	0.0031	0.0112	0.0627
Plasmodium falciparum	glutathione reductase	0.0031	0.0112	0.0627
Plasmodium falciparum	dihydrolipoyl dehydrogenase, mitochondrial	0.0031	0.0112	0.0627
Brugia malayi	dihydrolipoyl dehydrogenase, mitochondrial precursor, putative	0.0031	0.0112	0.0137
Onchocerca volvulus	Chorion peroxidase homolog	0.0624	0.8151	1
Leishmania major	dihydrolipoamide dehydrogenase, putative	0.0031	0.0112	0.086
Schistosoma mansoni	gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2	0.0153	0.1758	0.1665
Schistosoma mansoni	aminoadipate-semialdehyde dehydrogenase	0.0088	0.0877	0.0774
Trichomonas vaginalis	glutathione reductase, putative	0.0031	0.0112	0.0276
Echinococcus granulosus	microtubule associated protein 2	0.0726	0.9535	0.953
Giardia lamblia	Histone acetyltransferase GCN5	0.0041	0.0248	0.1474
Toxoplasma gondii	NADPH-glutathione reductase	0.0031	0.0112	0.099
Brugia malayi	acetyltransferase, GNAT family protein	0.0153	0.1758	0.2157
Mycobacterium tuberculosis	Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot	0.0031	0.0112	0.0318
Schistosoma mansoni	serine/threonine protein kinase	0.0099	0.1038	0.0937
Trichomonas vaginalis	CAMK family protein kinase	0.0099	0.1038	1
Mycobacterium tuberculosis	Probable dehydrogenase	0.0204	0.246	0.8874
Onchocerca volvulus	Peroxidasin homolog	0.0624	0.8151	1
Schistosoma mansoni	peroxidasin	0.0624	0.8151	0.813
Trichomonas vaginalis	conserved hypothetical protein	0.0041	0.0248	0.1707
Trichomonas vaginalis	CAMK family protein kinase	0.0099	0.1038	1
Onchocerca volvulus		0.0127	0.1414	0.1604
Brugia malayi	Peroxidasin	0.0624	0.8151	1
Loa Loa (eye worm)	hypothetical protein	0.0624	0.8151	1
Onchocerca volvulus	Heterochromatin protein 1 homolog	0.0041	0.0248	0.015
Mycobacterium tuberculosis	Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras	0.0227	0.277	1
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.0227	0.277	1
Brugia malayi	Animal haem peroxidase family protein	0.0624	0.8151	1
Schistosoma mansoni	rab6-interacting	0.0127	0.1414	0.1317
Echinococcus granulosus	RUN	0.0127	0.1414	0.1317
Schistosoma mansoni	chromobox protein	0.0073	0.0685	0.058
Toxoplasma gondii	pyruvate dehydrogenase complex subunit PDH-E3II	0.0031	0.0112	0.099
Brugia malayi	Animal haem peroxidase family protein	0.0624	0.8151	1
Toxoplasma gondii	histone lysine acetyltransferase GCN5-A	0.0045	0.0299	0.3117
Trypanosoma brucei	dihydrolipoyl dehydrogenase	0.0031	0.0112	0.086
Trichomonas vaginalis	CAMK family protein kinase	0.0099	0.1038	1
Schistosoma mansoni	loxhd1	0.0127	0.1414	0.1317
Leishmania major	protein kinase, putative,polo-like protein kinase, putative	0.0099	0.1038	1
Loa Loa (eye worm)	animal heme peroxidase	0.0624	0.8151	1
Trypanosoma brucei	dihydrolipoamide dehydrogenase	0.0031	0.0112	0.086
Plasmodium falciparum	histone acetyltransferase GCN5	0.0041	0.0248	0.161
Trichomonas vaginalis	cat eye syndrome critical region protein 2, cscr2, putative	0.0045	0.0299	0.2241

Activities

Activity type	Activity value	Assay description	Source	Reference
ED50 (functional)	= 47 mg kg-1	Anti-inflammatory activity in orally dosed Wistar rat assessed as reduction of carrageenan-induced paw edema at 30 mg/kg, po	ChEMBL.	16730986
IC50 (binding)	= 0.235 uM	Inhibitory activity against human Prostaglandin G/H synthase 2 expressed in sf-9 cells infected with baculovirus	ChEMBL.	14698190
IC50 (binding)	= 0.235 uM	Inhibitory activity against human Prostaglandin G/H synthase 2 expressed in sf-9 cells infected with baculovirus	ChEMBL.	14698190
IC50 (binding)	= 59.7 uM	Inhibitory activity against prostaglandin G/H synthase 1 from ram seminal vesicles	ChEMBL.	14698190
IC50 (binding)	= 59.7 uM	Inhibitory activity against prostaglandin G/H synthase 1 from ram seminal vesicles	ChEMBL.	14698190
Inhibition (binding)	= 0.235 %	Inhibition of human recombinant COX2 expressed in sf9 cells infected with baculovirus	ChEMBL.	16730986
Inhibition (binding)	= 0.235 %	Inhibition of human recombinant COX2 expressed in sf9 cells infected with baculovirus	ChEMBL.	16730986
Inhibition (binding)	= 59 %	Inhibition of microsomal COX1	ChEMBL.	16730986
Inhibition (binding)	= 59 %	Inhibition of microsomal COX1	ChEMBL.	16730986

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: CHEMBL357002
PubChem: 9803459

Bibliographic References

2 literature references were 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 253002