Detailed information for compound 231265

Basic information

Technical information
  • TDR Targets ID: 231265
  • Name: 3-(3-fluorophenyl)-2-(4-methylsulfonylphenyl) chromen-4-one
  • MW: 394.416 | Formula: C22H15FO4S
  • H donors: 0 H acceptors: 3 LogP: 4.15 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1cccc(c1)c1c(oc2c(c1=O)cccc2)c1ccc(cc1)S(=O)(=O)C
  • InChi: 1S/C22H15FO4S/c1-28(25,26)17-11-9-14(10-12-17)22-20(15-5-4-6-16(23)13-15)21(24)18-7-2-3-8-19(18)27-22/h2-13H,1H3
  • InChiKey: NDNGXGYGHNRJID-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 3-(3-fluorophenyl)-2-(4-methylsulfonylphenyl)-1-benzopyran-4-one
  • 3-(3-fluorophenyl)-2-(4-mesylphenyl)chromone
  • 3-(3-fluorophenyl)-2-(4-methylsulfonylphenyl)-4-chromenone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus prostaglandin-endoperoxide synthase 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
Onchocerca volvulus 0.0047 0.3171 0.9562
Mycobacterium ulcerans thioesterase TesA 0.0022 0.1154 0.4773
Onchocerca volvulus Peroxidasin homolog 0.0032 0.1938 0.5655
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0024 0.1318 0.5453
Brugia malayi Blistered cuticle protein 3 0.0032 0.1938 0.2019
Schistosoma mansoni glutamate receptor AMPA 0.0015 0.0508 0.048
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Loa Loa (eye worm) animal heme peroxidase 0.0032 0.1938 0.2019
Echinococcus multilocularis glutamate receptor subunit protein glur 0.0015 0.0508 0.036
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.3015 0.2906
Echinococcus multilocularis nmda type glutamate receptor 0.0129 1 1
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSE 0.0015 0.0565 0.2339
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0019 0.0884 0.3657
Loa Loa (eye worm) animal heme peroxidase 0.0032 0.1938 0.2019
Echinococcus granulosus nmda type glutamate receptor 0.0085 0.6322 0.6264
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.0024 0.1318 0.5453
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0026 0.1456 0.6024
Brugia malayi hypothetical protein 0.0032 0.1938 0.2019
Schistosoma mansoni glutamate receptor kainate 0.0015 0.0508 0.048
Onchocerca volvulus Chorion peroxidase homolog 0.0032 0.1938 0.5655
Mycobacterium ulcerans polyketide synthase Pks9 0.0015 0.0565 0.2339
Echinococcus multilocularis glutamate receptor 2 0.0022 0.1126 0.0987
Loa Loa (eye worm) fatty acid synthase 0.0026 0.1495 0.1518
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0026 0.1456 0.6024
Schistosoma mansoni glutamate receptor kainate 0.0015 0.0508 0.048
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.0024 0.1318 0.1318
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.0038 0.2418 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.3015 0.2906
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.0026 0.1456 0.6024
Schistosoma mansoni glutamate receptor kainate 0.0015 0.0508 0.048
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0045 0.3015 0.3237
Brugia malayi Peroxidasin 0.0032 0.1938 0.2019
Echinococcus multilocularis glutamate receptor NMDA 0.0077 0.5704 0.5637
Giardia lamblia High cysteine protein 0.001 0.0153 0.5
Brugia malayi Animal haem peroxidase family protein 0.0032 0.1938 0.2019
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0015 0.0508 0.036
Brugia malayi Animal haem peroxidase family protein 0.0032 0.1938 0.2019
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Mycobacterium tuberculosis Probable polyketide synthase Pks9 0.0015 0.0565 0.2339
Mycobacterium ulcerans polyketide synthase Pks13 0.0038 0.2418 1
Loa Loa (eye worm) hypothetical protein 0.0042 0.283 0.3028
Loa Loa (eye worm) transcription factor SMAD2 0.0117 0.8993 1
Toxoplasma gondii type I fatty acid synthase, putative 0.0019 0.0884 0.5607
Onchocerca volvulus Fatty acid synthase homolog 0.0048 0.3309 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.3015 0.2906
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0024 0.1318 0.5453
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0019 0.0884 0.3657
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.0019 0.0884 0.3657
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0045 0.3015 0.3237
Onchocerca volvulus 0.0032 0.1938 0.5655
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0025 0.1379 0.5702
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Onchocerca volvulus Peroxidase homolog 0.0032 0.1938 0.5655
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.0024 0.1318 0.5453
Brugia malayi Animal haem peroxidase family protein 0.0032 0.1938 0.2019
Schistosoma mansoni peroxidasin 0.0032 0.1938 0.242
Echinococcus granulosus glutamate receptor ionotropic kainate 3 0.0015 0.0508 0.036
Treponema pallidum amino acid ABC transporter, periplasmic binding protein (hisJ) 0.0037 0.2392 0.5
Brugia malayi Glutamate receptor 1 precursor 0.0015 0.0508 0.0401
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.0026 0.1456 0.6024
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0022 0.1126 0.0987
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0022 0.1126 0.0987
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0052 0.3598 0.3498
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.3015 0.2906
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0024 0.1318 0.5453
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.3015 0.388
Loa Loa (eye worm) MH2 domain-containing protein 0.0117 0.8993 1
Onchocerca volvulus 0.0032 0.1938 0.5655
Mycobacterium tuberculosis Polyketide synthase Pks13 0.0038 0.2418 1
Schistosoma mansoni peroxidasin 0.0032 0.1938 0.242
Onchocerca volvulus Peroxidase homolog 0.0032 0.1938 0.5655
Schistosoma mansoni glutamate receptor NMDA 0.0099 0.7528 1
Chlamydia trachomatis arginine ABC transporter substrate-binding protein ArtJ 0.0037 0.2392 0.5
Loa Loa (eye worm) glutamate receptor 2 0.0015 0.0508 0.0401
Toxoplasma gondii AMP-binding enzyme domain-containing protein 0.0014 0.0425 0.2085
Onchocerca volvulus Dual oxidase homolog 0.0032 0.1938 0.5655
Schistosoma mansoni glutamate receptor AMPA 0.0015 0.0508 0.048
Loa Loa (eye worm) AMP-binding enzyme family protein 0.0025 0.1379 0.1386
Mycobacterium tuberculosis Probable thioesterase TesA 0.0022 0.1154 0.4773
Brugia malayi Animal haem peroxidase family protein 0.0032 0.1938 0.2019
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Loa Loa (eye worm) glutamate receptor 1 0.0015 0.0508 0.0401
Chlamydia trachomatis glutamine binding protein 0.0037 0.2392 0.5
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Mycobacterium leprae PROBABLE THIOESTERASE TESA 0.0022 0.1154 0.4773
Schistosoma mansoni glutamate receptor NMDA 0.0015 0.0508 0.048
Loa Loa (eye worm) acyl carrier protein 0.0012 0.0324 0.0193
Mycobacterium ulcerans Type I modular polyketide synthase 0.0024 0.1318 0.5453
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0026 0.1456 0.6024
Mycobacterium ulcerans polyketide synthase 0.0026 0.1456 0.6024
Loa Loa (eye worm) animal heme peroxidase 0.0032 0.1938 0.2019
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0019 0.0899 0.3716
Schistosoma mansoni hypothetical protein 0.0015 0.0508 0.048
Echinococcus multilocularis peroxidasin 0.0032 0.1938 0.1812
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.0026 0.1456 0.6024
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Echinococcus granulosus glutamate receptor 2 0.0022 0.1126 0.0987
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0022 0.1126 0.0987
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0026 0.1456 0.6024
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.3015 0.388
Brugia malayi Animal haem peroxidase family protein 0.0032 0.1938 0.2019
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.3015 0.388
Echinococcus granulosus glutamate NMDA receptor subunit 0.0015 0.0508 0.036
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0022 0.1126 0.0987
Echinococcus multilocularis Ribosomal protein S1, RNA binding domain 0.0015 0.0508 0.036
Treponema pallidum amino acid ABC transporter, periplasmic binding protein 0.0037 0.2392 0.5
Mycobacterium ulcerans thioesterase 0.0022 0.1154 0.4773
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Brugia malayi Glutamate receptor 2 precursor 0.0015 0.0508 0.0401
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0024 0.1318 0.5453
Loa Loa (eye worm) blistered cuticle protein 3 0.0032 0.1938 0.2019
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.0017 0.0744 0.453
Echinococcus granulosus peroxidasin 0.0032 0.1938 0.1812
Mycobacterium ulcerans Type I modular polyketide synthase 0.0024 0.1318 0.5453
Echinococcus granulosus glutamate receptor subunit protein glur 0.0015 0.0508 0.036
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Onchocerca volvulus Peroxidasin homolog 0.0032 0.1938 0.5655
Echinococcus multilocularis glutamate receptor 2 0.0015 0.0508 0.036
Echinococcus granulosus glutamate receptor ionotropic kainate 0.0015 0.0508 0.036
Echinococcus granulosus glutamate receptor NMDA 0.0077 0.5704 0.5637
Mycobacterium leprae Polyketide synthase Pks13 0.0038 0.2418 1
Mycobacterium ulcerans Type I modular polyketide synthase 0.0024 0.1318 0.5453
Echinococcus multilocularis nmda type glutamate receptor 0.0085 0.6322 0.6264
Mycobacterium tuberculosis Polyketide synthase Pks2 0.0026 0.1456 0.6024
Loa Loa (eye worm) hypothetical protein 0.0013 0.0341 0.0212
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.0037 0.2392 0.9895
Toxoplasma gondii type I fatty acid synthase, putative 0.0026 0.1456 1
Echinococcus multilocularis glutamate receptor ionotropic kainate 0.0015 0.0508 0.036
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsE 0.0015 0.0565 0.2339
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0026 0.1456 0.6024
Schistosoma mansoni ATP-binding cassette transporter 0.0015 0.0508 0.048
Onchocerca volvulus 0.0032 0.1938 0.5655
Echinococcus granulosus Ribosomal protein S1 RNA binding domain 0.0015 0.0508 0.036
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0022 0.1126 0.0987
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0022 0.1126 0.0987
Loa Loa (eye worm) animal heme peroxidase 0.0032 0.1938 0.2019
Mycobacterium tuberculosis Probable glutamine-binding lipoprotein GlnH (GLNBP) 0.0037 0.2392 0.9895
Mycobacterium leprae Probable polyketide synthase Pks1 0.0026 0.1456 0.6024
Brugia malayi MH2 domain containing protein 0.0117 0.8993 1
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0048 0.3309 0.357
Mycobacterium tuberculosis Probable polyketide synthase Pks15 0.0011 0.0201 0.083
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0022 0.1126 0.0987
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0019 0.0913 0.3778
Onchocerca volvulus 0.0025 0.1379 0.3883
Mycobacterium ulcerans polyketide synthase 0.0024 0.1318 0.5453
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0022 0.1126 0.0987
Loa Loa (eye worm) hypothetical protein 0.0032 0.1938 0.2019
Echinococcus multilocularis NMDA receptor 0.0015 0.0508 0.036
Brugia malayi AMP-binding enzyme family protein 0.0025 0.1379 0.1386

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 3.27 In vitro inhibitory activity against Prostaglandin G/H synthase 2 from mouse peritoneal macrophages ChEMBL. 15225716
IC50 (binding) = 0.21 ug ml-1 In vitro inhibitory concentration against prostaglandin G/H synthase 2 using freshly harvested mouse peritoneal macrophages ChEMBL. 12565941
IC50 (binding) = 0.21 ug ml-1 In vitro inhibitory concentration against prostaglandin G/H synthase 2 using freshly harvested mouse peritoneal macrophages ChEMBL. 12565941
Inhibition (binding) < 5 % In vitro percentage inhibition against prostaglandin G/H synthase 1 using freshly harvested mouse peritoneal macrophages at 10 microg/mL concentration ChEMBL. 12565941
Inhibition (binding) < 5 % In vitro percentage inhibition against prostaglandin G/H synthase 1 using freshly harvested mouse peritoneal macrophages at 10 microg/mL concentration ChEMBL. 12565941
Log IC50 (binding) = 3.27 In vitro inhibitory activity against Prostaglandin G/H synthase 2 from mouse peritoneal macrophages ChEMBL. 15225716

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.

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