Detailed information for compound 115988

Basic information

Technical information
  • TDR Targets ID: 115988
  • Name: 3-(4-methylsulfonylphenyl)-4-phenyl-6-propan- 2-ylpyran-2-one
  • MW: 368.446 | Formula: C21H20O4S
  • H donors: 0 H acceptors: 3 LogP: 3.97 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=c1oc(cc(c1c1ccc(cc1)S(=O)(=O)C)c1ccccc1)C(C)C
  • InChi: 1S/C21H20O4S/c1-14(2)19-13-18(15-7-5-4-6-8-15)20(21(22)25-19)16-9-11-17(12-10-16)26(3,23)24/h4-14H,1-3H3
  • InChiKey: QPGGNWDUCHINFV-UHFFFAOYSA-N  

Network

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Synonyms

  • 6-isopropyl-3-(4-methylsulfonylphenyl)-4-phenyl-pyran-2-one
  • 6-isopropyl-3-(4-methylsulfonylphenyl)-4-phenyl-2-pyranone
  • 3-(4-methylsulfonylphenyl)-4-phenyl-6-propan-2-yl-pyran-2-one
  • 6-isopropyl-3-(4-mesylphenyl)-4-phenyl-pyran-2-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Ovis aries Cyclooxygenase-2 Starlite/ChEMBL References
Bos taurus 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

Obtained from network model

Ranking Plot


Putative Targets List


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

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.5 uM In vitro inhibitory activity against prostaglandin G/H synthase 2 (COX-2) ChEMBL. 14584938
IC50 (binding) = 0.5 uM In vitro inhibition against ovine Prostaglandin G/H synthase 2 ChEMBL. 12798335
IC50 (binding) = 0.5 uM In vitro inhibitory activity against prostaglandin G/H synthase 2 (COX-2) ChEMBL. 14584938
IC50 (binding) = 0.5 uM In vitro inhibition against ovine Prostaglandin G/H synthase 2 ChEMBL. 12798335
IC50 (binding) = 341.5 uM In vitro inhibitory activity against Prostaglandin G/H synthase 1 (COX-1) ChEMBL. 14584938
IC50 (binding) = 341.5 uM In vitro inhibition against ovine Prostaglandin G/H synthase 1 ChEMBL. 12798335
IC50 (binding) = 341.5 uM In vitro inhibitory activity against Prostaglandin G/H synthase 1 (COX-1) ChEMBL. 14584938
IC50 (binding) = 341.5 uM In vitro inhibition against ovine Prostaglandin G/H synthase 1 ChEMBL. 12798335
Inhibition (functional) = 9.8 % In vivo antiinflammatory activity against rat carrageenan-induced foot paw edema model at 3 h following a 1 mg/kg oral dose ChEMBL. 14584938
Inhibition (functional) = 19.5 % In vivo antiinflammatory activity against rat carrageenan-induced foot paw edema model at 5 h following a 1 mg/kg oral dose ChEMBL. 14584938
Inhibition (functional) = 56.9 % Analgesic activity was determined in rat using 4% sodium chloride-induced abdominal constriction assay at a duration of 60 min following a 1 mg/kg intraperitoneal dose ChEMBL. 14584938
Inhibition (functional) = 67.8 % Analgesic activity was determined in rat using 4% sodium chloride-induced abdominal constriction assay at a duration of 30 min following a 1 mg/kg intraperitoneal dose ChEMBL. 14584938
Ratio (binding) = 683 In vitro selectivity ratio of Prostaglandin G/H synthase 1 to Prostaglandin G/H synthase 2 ChEMBL. 12798335
Selectivity index (binding) = 683 Selectivity index of IC50 against COX-1 to the IC50 against COX-2 ChEMBL. 14584938
Selectivity index (binding) = 683 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

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.