TDR Targets

Basic information

Technical information

TDR Targets ID: 115735
Name: 6-ethyl-3-(4-methylsulfonylphenyl)-4-phenylpy ran-2-one
MW: 354.42 | Formula: C20H18O4S
H donors: 0 H acceptors: 3 LogP: 3.64 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: CCc1oc(=O)c(c(c1)c1ccccc1)c1ccc(cc1)S(=O)(=O)C
InChi: 1S/C20H18O4S/c1-3-16-13-18(14-7-5-4-6-8-14)19(20(21)24-16)15-9-11-17(12-10-15)25(2,22)23/h4-13H,3H2,1-2H3
InChiKey: XYWPZLZWKITLIO-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

6-ethyl-3-(4-methylsulfonylphenyl)-4-phenyl-pyran-2-one
6-ethyl-3-(4-methylsulfonylphenyl)-4-phenyl-2-pyranone
6-ethyl-3-(4-mesylphenyl)-4-phenyl-pyran-2-one

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Ovis aries	Cyclooxygenase-1	Starlite/ChEMBL	References
Bos taurus	Cyclooxygenase-2	Starlite/ChEMBL	References
Ovis aries	Cyclooxygenase-2	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	ATP binding cassette subfamily B MDR:TAP	0.0037	0.0709	0.0819
Trypanosoma cruzi	telomerase reverse transcriptase, putative	0.0082	0.2315	1
Brugia malayi	Peroxidasin	0.0143	0.4437	0.5124
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0037	0.0731	0.0845
Brugia malayi	hypothetical protein	0.0037	0.0731	0.0845
Schistosoma mansoni	transcription factor LCR-F1	0.0037	0.0731	0.1055
Loa Loa (eye worm)	ATP-binding cassette sub-family B member 2	0.0037	0.0709	0.0843
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Entamoeba histolytica	P-glycoprotein 5, putative	0.0037	0.0709	0.9455
Trichomonas vaginalis	abcb9, putative	0.0037	0.0709	1
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Leishmania major	ATP-binding cassette protein subfamily C, member 5, putative	0.0026	0.0322	0.1392
Leishmania major	ATP-binding cassette protein subfamily C, member 2, putative	0.0026	0.0322	0.1392
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0037	0.0709	1
Schistosoma mansoni	hypothetical protein	0.0175	0.5568	0.8036
Brugia malayi	Animal haem peroxidase family protein	0.0143	0.4437	0.5124
Toxoplasma gondii	ATP-binding cassette transporter ABC.B1	0.0037	0.0709	0.3062
Trypanosoma cruzi	multidrug resistance-associated protein, putative	0.0026	0.0322	0.1392
Onchocerca volvulus	Dual oxidase homolog	0.0143	0.4437	0.4013
Trypanosoma brucei	p-glycoprotein	0.0026	0.0322	0.1392
Onchocerca volvulus	Peroxidasin homolog	0.0143	0.4437	0.4013
Trypanosoma cruzi	multidrug resistance protein E, putative	0.0026	0.0322	0.1392
Loa Loa (eye worm)	animal heme peroxidase	0.0143	0.4437	0.5279
Brugia malayi	ABC transporter transmembrane region family protein	0.0026	0.0322	0.0372
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0037	0.0709	1
Brugia malayi	ABC transporter family protein	0.0037	0.0709	0.0819
Leishmania major	telomerase reverse transcriptase, putative	0.0082	0.2315	1
Echinococcus multilocularis	multidrug resistance protein 1	0.0023	0.024	0.0277
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Giardia lamblia	MRP-like ABC transporter	0.0026	0.0322	0.0084
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0037	0.0709	1
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0037	0.0709	1
Chlamydia trachomatis	ABC transporter ATP binding protein/permease	0.0037	0.0709	0.5
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0322	0.0383
Trichomonas vaginalis	taga, putative	0.0037	0.0709	1
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0037	0.0709	1
Onchocerca volvulus	Peroxidase homolog	0.0143	0.4437	0.4013
Trypanosoma brucei	telomerase reverse transcriptase	0.0082	0.2315	1
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0037	0.0709	1
Brugia malayi	hypothetical protein	0.0143	0.4437	0.5124
Toxoplasma gondii	ABC transporter transmembrane region domain-containing protein	0.0037	0.0709	0.3062
Entamoeba histolytica	hypothetical protein	0.0037	0.0731	1
Onchocerca volvulus		0.0143	0.4437	0.4013
Giardia lamblia	ABC transporter, putative	0.0026	0.0322	0.0084
Echinococcus granulosus	multidrug resistance protein 1	0.0037	0.0709	0.0819
Onchocerca volvulus	Peroxidase homolog	0.0143	0.4437	0.4013
Entamoeba histolytica	P-glyco protein 6, putative	0.0037	0.0709	0.9455
Trypanosoma brucei	PAB1-binding protein , putative	0.0026	0.0341	0.1473
Trichomonas vaginalis	abcb9, putative	0.0037	0.0709	1
Schistosoma mansoni	peroxidasin	0.0143	0.4437	0.6403
Trypanosoma brucei	multidrug resistance-associated protein, putative	0.0026	0.0322	0.1392
Echinococcus multilocularis	ATP binding cassette subfamily B (MDR:TAP)	0.0037	0.0709	0.0819
Echinococcus granulosus	multidrug resistance protein 1	0.0023	0.024	0.0277
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0709	0.0843
Schistosoma mansoni	hypothetical protein	0.0175	0.5568	0.8036
Schistosoma mansoni	peroxidasin	0.0143	0.4437	0.6403
Schistosoma mansoni	hypothetical protein	0.0037	0.0731	0.1055
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0037	0.0709	1
Toxoplasma gondii	ABC transporter transmembrane region domain-containing protein	0.0026	0.0322	0.1392
Trichomonas vaginalis	ATP-binding cassette transporter, putative	0.0037	0.0709	1
Echinococcus multilocularis	multidrug resistance associated protein 1	0.0026	0.0322	0.0372
Onchocerca volvulus		0.0143	0.4437	0.4013
Loa Loa (eye worm)	hypothetical protein	0.0025	0.0305	0.0363
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0037	0.0709	1
Schistosoma mansoni	multidrug resistance protein	0.0037	0.0709	0.1023
Brugia malayi	bZIP transcription factor family protein	0.0263	0.8659	1
Echinococcus granulosus	multidrug resistance associated protein 7	0.0026	0.0322	0.0372
Schistosoma mansoni	multidrug resistance protein	0.0026	0.0322	0.0465
Giardia lamblia	Telomerase catalytic subunit	0.0082	0.2315	1
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0037	0.0709	1
Onchocerca volvulus		0.0207	0.6676	0.6423
Schistosoma mansoni	multidrug resistance protein	0.0037	0.0709	0.1023
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Echinococcus multilocularis	ATP binding cassette subfamily B (MDR:TAP)	0.0037	0.0709	0.0819
Brugia malayi	hypothetical protein	0.0017	0.0017	0.002
Entamoeba histolytica	hypothetical protein	0.0037	0.0731	1
Onchocerca volvulus		0.0249	0.815	0.8008
Trichomonas vaginalis	ATP-binding cassette transporter, putative	0.0037	0.0709	1
Trypanosoma cruzi	PAB1-binding protein , putative	0.0026	0.0341	0.1473
Schistosoma mansoni	multidrug resistance protein	0.0026	0.0322	0.0465
Echinococcus multilocularis	ATP binding cassette sub family B	0.0036	0.0692	0.0799
Entamoeba histolytica	P-glycoprotein-2	0.0037	0.0709	0.9455
Giardia lamblia	Multidrug resistance-associated protein 1	0.0026	0.0322	0.0084
Giardia lamblia	Multidrug resistance-associated protein 1	0.0026	0.0322	0.0084
Plasmodium falciparum	ataxin-2 like protein, putative	0.0026	0.0341	0.1473
Brugia malayi	Animal haem peroxidase family protein	0.0143	0.4437	0.5124
Schistosoma mansoni	jun-related protein	0.0214	0.693	1
Echinococcus granulosus	5'partial\|ATP binding cassette sub family B	0.0036	0.0692	0.0799
Trichomonas vaginalis	ABC transporter, putative	0.0037	0.0709	1
Trichomonas vaginalis	ABC transporter, putative	0.0037	0.0709	1
Schistosoma mansoni	multidrug resistance protein	0.0037	0.0709	0.1023
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0037	0.0709	1
Trypanosoma cruzi	multidrug resistance-associated protein, putative	0.0026	0.0322	0.1392
Onchocerca volvulus	Chorion peroxidase homolog	0.0143	0.4437	0.4013
Echinococcus multilocularis	multidrug resistance associated protein 7	0.0026	0.0322	0.0372
Brugia malayi	Telomerase reverse transcriptase	0.0219	0.7112	0.8214
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0341	0.0406
Brugia malayi	Pax transcription factor protein 2	0.0249	0.815	0.9412
Entamoeba histolytica	P-glycoprotein-2	0.0037	0.0709	0.9455
Plasmodium falciparum	ataxin-2 like protein, putative	0.0026	0.0341	0.1473
Entamoeba histolytica	hypothetical protein	0.0037	0.0731	1
Trypanosoma cruzi	PAB1-binding protein , putative	0.0026	0.0341	0.1473
Entamoeba histolytica	P-glycoprotein-1	0.0037	0.0709	0.9455
Echinococcus granulosus	multidrug resistance protein 1	0.0037	0.0709	0.0819
Echinococcus granulosus	ATP binding cassette subfamily B MDR:TAP	0.0037	0.0709	0.0819
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0692	0.0823
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Echinococcus multilocularis	jun protein	0.0263	0.8659	1
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0037	0.0709	1
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0709	0.0843
Echinococcus multilocularis	multidrug resistance protein 1	0.0037	0.0709	0.0819
Trichomonas vaginalis	ATP-binding cassette transporter, putative	0.0037	0.0709	1
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0037	0.0709	1
Trichomonas vaginalis	abcb9, putative	0.0037	0.0709	1
Leishmania major	p-glycoprotein	0.0037	0.0709	0.3062
Mycobacterium tuberculosis	Probable transmembrane multidrug efflux pump	0.0037	0.0709	1
Echinococcus granulosus	ATP binding cassette subfamily B MDR:TAP	0.0037	0.0709	0.0819
Leishmania major	pentamidine resistance protein 1	0.0026	0.0322	0.1392
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0037	0.0731	0.0845
Brugia malayi	multidrug resistance related protein 1	0.0026	0.0322	0.0372
Trichomonas vaginalis	ABC transporter, half transporter, putative	0.0037	0.0709	1
Loa Loa (eye worm)	ABC transporter transmembrane region family protein	0.0026	0.0322	0.0383
Echinococcus multilocularis	multidrug resistance protein 1	0.0037	0.0709	0.0819
Plasmodium vivax	ataxin-2 like protein, putative	0.0026	0.0341	0.1473
Onchocerca volvulus		0.0143	0.4437	0.4013
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription factor	0.0263	0.8659	1
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Brugia malayi	multidrug resistance protein 3	0.0037	0.0709	0.0819
Trichomonas vaginalis	ABC transporter, putative	0.0037	0.0709	1
Trichomonas vaginalis	ABC transporter, half transporter, putative	0.0037	0.0709	1
Schistosoma mansoni	multidrug resistance protein	0.0026	0.0322	0.0465
Trichomonas vaginalis	ABC transporter, putative	0.0037	0.0709	1
Brugia malayi	Animal haem peroxidase family protein	0.0143	0.4437	0.5124
Trypanosoma brucei	multidrug resistance protein E	0.0026	0.0322	0.1392
Onchocerca volvulus	Peroxidasin homolog	0.0143	0.4437	0.4013
Loa Loa (eye worm)	blistered cuticle protein 3	0.0143	0.4437	0.5279
Brugia malayi	hypothetical protein	0.0207	0.6676	0.7711
Echinococcus multilocularis	ATP binding cassette subfamily B (MDR:TAP)	0.0037	0.0709	0.0819
Echinococcus multilocularis	ATP binding cassette subfamily B (MDR:TAP)	0.0037	0.0709	0.0819
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Leishmania major	ATP-binding cassette protein subfamily C, member 6, putative	0.0026	0.0322	0.1392
Entamoeba histolytica	P-glycoprotein-2, putative	0.0037	0.0709	0.9455
Trichomonas vaginalis	ATP-binding cassette transporter, putative	0.0037	0.0709	1
Entamoeba histolytica	hypothetical protein	0.0037	0.0731	1
Leishmania major	hypothetical protein, conserved	0.0026	0.0341	0.1473
Plasmodium falciparum	telomerase reverse transcriptase	0.0082	0.2315	1
Trypanosoma brucei	multidrug resistance-associated protein, putative	0.0026	0.0322	0.1392
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0037	0.0709	1
Plasmodium falciparum	multidrug resistance protein 1	0.0037	0.0709	0.3062
Echinococcus granulosus	ATP binding cassette subfamily B MDR:TAP	0.0037	0.0709	0.0819
Echinococcus multilocularis	peroxidasin	0.0143	0.4437	0.5124
Toxoplasma gondii	LsmAD domain-containing protein	0.0026	0.0341	0.1473
Plasmodium vivax	telomerase reverse transcriptase, putative	0.0082	0.2315	1
Loa Loa (eye worm)	hypothetical protein	0.0256	0.8406	1
Echinococcus granulosus	geminin	0.0175	0.5568	0.6431
Loa Loa (eye worm)	pax transcription factor protein 2	0.0249	0.815	0.9695
Echinococcus granulosus	jun protein	0.0263	0.8659	1
Loa Loa (eye worm)	MH2 domain-containing protein	0.0123	0.3754	0.4466
Plasmodium vivax	multidrug resistance protein 1, putative	0.0037	0.0709	0.3062
Schistosoma mansoni	smdr2	0.0037	0.0709	0.1023
Loa Loa (eye worm)	animal heme peroxidase	0.0143	0.4437	0.5279
Echinococcus granulosus	multidrug resistance associated protein 1	0.0026	0.0322	0.0372
Schistosoma mansoni	hypothetical protein	0.0214	0.693	1
Brugia malayi	Animal haem peroxidase family protein	0.0143	0.4437	0.5124
Echinococcus multilocularis	ATP binding cassette subfamily B (MDR:TAP)	0.0037	0.0709	0.0819
Brugia malayi	Animal haem peroxidase family protein	0.0143	0.4437	0.5124
Brugia malayi	Blistered cuticle protein 3	0.0143	0.4437	0.5124
Schistosoma mansoni	multidrug resistance protein	0.0026	0.0322	0.0465
Leishmania major	ABC-thiol transporter	0.0026	0.0322	0.1392
Leishmania major	ATP-binding cassette protein subfamily C, member 1, putative	0.0026	0.0322	0.1392
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Loa Loa (eye worm)	multidrug resistance protein 3	0.0037	0.0709	0.0843
Brugia malayi	MH2 domain containing protein	0.0123	0.3754	0.4335
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0322	0.0383
Leishmania major	p-glycoprotein e	0.0026	0.0322	0.1392
Entamoeba histolytica	P-glycoprotein-5	0.0037	0.0709	0.9455
Trichomonas vaginalis	ATP-binding cassette transporter, putative	0.0037	0.0709	1
Loa Loa (eye worm)	transcription factor SMAD2	0.0123	0.3754	0.4466
Echinococcus granulosus	Basic leucine zipper bZIP transcription factor	0.0263	0.8659	1
Echinococcus multilocularis	geminin	0.0175	0.5568	0.6431
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0037	0.0709	1
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Trypanosoma cruzi	telomerase reverse transcriptase, putative	0.0082	0.2315	1
Loa Loa (eye worm)	animal heme peroxidase	0.0143	0.4437	0.5279
Echinococcus granulosus	multidrug resistance protein 1	0.0023	0.024	0.0277
Toxoplasma gondii	RNA-directed DNA polymerase	0.0082	0.2315	1
Loa Loa (eye worm)	animal heme peroxidase	0.0143	0.4437	0.5279
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0037	0.0709	1
Echinococcus granulosus	peroxidasin	0.0143	0.4437	0.5124
Echinococcus granulosus	multidrug resistance protein 1	0.0037	0.0709	0.0819
Loa Loa (eye worm)	hypothetical protein	0.0143	0.4437	0.5279
Leishmania major	ATP-binding cassette protein subfamily B, member 2, putative	0.0037	0.0709	0.3062
Brugia malayi	hypothetical protein	0.0026	0.0341	0.0394

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 1.5 uM	In vitro inhibitory activity against prostaglandin G/H synthase 2 (COX-2)	ChEMBL.	14584938
IC50 (binding)	= 1.5 uM	In vitro inhibition against ovine Prostaglandin G/H synthase 2	ChEMBL.	12798335
IC50 (binding)	= 1.5 uM	In vitro inhibitory activity against prostaglandin G/H synthase 2 (COX-2)	ChEMBL.	14584938
IC50 (binding)	= 1.5 uM	In vitro inhibition against ovine Prostaglandin G/H synthase 2	ChEMBL.	12798335
IC50 (binding)	= 8 uM	In vitro inhibitory activity against Prostaglandin G/H synthase 1 (COX-1)	ChEMBL.	14584938
IC50 (binding)	= 8 uM	In vitro inhibition against ovine Prostaglandin G/H synthase 1	ChEMBL.	12798335
IC50 (binding)	= 8 uM	In vitro inhibitory activity against Prostaglandin G/H synthase 1 (COX-1)	ChEMBL.	14584938
IC50 (binding)	= 8 uM	In vitro inhibition against ovine Prostaglandin G/H synthase 1	ChEMBL.	12798335
Ratio (binding)	= 5.3	In vitro selectivity ratio of Prostaglandin G/H synthase 1 to Prostaglandin G/H synthase 2	ChEMBL.	12798335
Ratio (binding)	= 5.3	In vitro selectivity ratio of Prostaglandin G/H synthase 1 to Prostaglandin G/H synthase 2	ChEMBL.	12798335
Selectivity index (binding)	= 5.3	Selectivity index of IC50 against COX-1 to the IC50 against COX-2	ChEMBL.	14584938
Selectivity index (binding)	= 5.3	Selectivity index of IC50 against COX-1 to the IC50 against COX-2	ChEMBL.	14584938

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: CHEMBL71203
PubChem: 11473693

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 115735