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
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

Obtained from network model

Ranking Plot


Putative Targets List


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