Detailed information for compound 283730

Basic information

Technical information
  • TDR Targets ID: 283730
  • Name: 2-[4-[(3-phenyl-1,2,4-thiadiazol-5-yl)carbamo yl]phenoxy]acetic acid
  • MW: 355.368 | Formula: C17H13N3O4S
  • H donors: 2 H acceptors: 5 LogP: 3.15 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)COc1ccc(cc1)C(=O)Nc1snc(n1)c1ccccc1
  • InChi: 1S/C17H13N3O4S/c21-14(22)10-24-13-8-6-12(7-9-13)16(23)19-17-18-15(20-25-17)11-4-2-1-3-5-11/h1-9H,10H2,(H,21,22)(H,18,19,20,23)
  • InChiKey: JZAHMVTXFHMSNE-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[4-[oxo-[(3-phenyl-1,2,4-thiadiazol-5-yl)amino]methyl]phenoxy]acetic acid
  • 2-[4-[(3-phenyl-1,2,4-thiadiazol-5-yl)carbamoyl]phenoxy]ethanoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosine A3 receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A1 receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A2a receptor 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
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Adenosine A1 receptor   326 aa 323 aa 20.7 %
Echinococcus granulosus allatostatin A receptor Adenosine A2a receptor   410 aa 368 aa 22.6 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Adenosine A2a receptor   410 aa 366 aa 25.4 %
Onchocerca volvulus Adenosine A2a receptor   410 aa 356 aa 23.9 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Adenosine A2a receptor   410 aa 342 aa 23.1 %
Brugia malayi hypothetical protein Adenosine A1 receptor   326 aa 305 aa 21.0 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 304 aa 21.1 %
Echinococcus multilocularis allatostatin A receptor Adenosine A2a receptor   410 aa 372 aa 22.8 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A1 receptor   326 aa 327 aa 24.8 %
Echinococcus granulosus thyrotropin releasing hormone receptor Adenosine A2a receptor   410 aa 342 aa 23.1 %
Echinococcus granulosus neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Onchocerca volvulus Adenosine A2a receptor   410 aa 337 aa 23.1 %
Schistosoma mansoni dro/myosuppressin receptor Adenosine A1 receptor   326 aa 326 aa 22.1 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A1 receptor   326 aa 317 aa 24.6 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 311 aa 21.2 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 306 aa 21.2 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Adenosine A2a receptor   410 aa 340 aa 27.9 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 300 aa 24.3 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A1 receptor   326 aa 316 aa 19.9 %
Echinococcus multilocularis neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A1 receptor   326 aa 286 aa 26.9 %
Schistosoma mansoni biogenic amine (5HT) receptor Adenosine A2a receptor   410 aa 399 aa 28.1 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 274 aa 22.6 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Adenosine A2a receptor   410 aa 346 aa 28.3 %
Schistosoma japonicum Alpha-1A adrenergic receptor, putative Adenosine A1 receptor   326 aa 295 aa 28.1 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A2a receptor   410 aa 352 aa 23.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus folylpolyglutamate synthase mitochondrial 0.0683 0.0959 0.5
Mycobacterium ulcerans UDP-N-acetylmuramoylalanyl-D-glutamate--2,6-diaminopimelate ligase 0.4033 0.5781 0.578
Mycobacterium ulcerans UDP-N-acetylmuramyl tripeptide synthase 0.0683 0.0959 0.0958
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0023 0.001 0.001
Loa Loa (eye worm) hypothetical protein 0.0023 0.001 0.0089
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase 0.0683 0.0959 1
Loa Loa (eye worm) FolC protein 0.0683 0.0959 1
Trichomonas vaginalis dihydrofolate synthase/folylpolyglutamate synthase, putative 0.0683 0.0959 0.5
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0023 0.001 0.0008
Mycobacterium tuberculosis Probable UDP-N-acetylmuramoylalanyl-D-glutamyl-2,6-diaminopimelate-D-alanyl-D-alanyl ligase MurF 0.6964 1 1
Mycobacterium tuberculosis Possible ligase 0.0683 0.0959 0.0959
Treponema pallidum UDP-N-acetylmuramate--L-alanine ligase 0.4033 0.5781 0.4025
Trypanosoma cruzi folylpolyglutamate synthase, putative 0.0683 0.0959 0.5
Mycobacterium leprae PROBABLE FOLYLPOLYGLUTAMATE SYNTHASE PROTEIN FOLC (FOLYLPOLY-GAMMA-GLUTAMATE SYNTHETASE) (FPGS) 0.2058 0.2938 0.2931
Plasmodium vivax dihydrofolate synthase/folylpolyglutamate synthase, putative 0.0683 0.0959 1
Chlamydia trachomatis UDP-N-acetylmuramoylalanine--D-glutamate ligase 0.2058 0.2938 0.2937
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.0683 0.0959 0.5
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0023 0.001 0.001
Brugia malayi FolC bifunctional protein 0.0683 0.0959 1
Onchocerca volvulus Putative folylpolyglutamate synthase 0.0683 0.0959 1
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.001 0.5
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.0683 0.0959 0.5
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0023 0.001 0.0008
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylmuramyl tripeptide synthase 0.2058 0.2938 0.2189
Mycobacterium leprae ProbableUDP-N-acetylmuramoylalanyl-D-glutamyl-2,6-diaminopimelate-D-alanyl-D-alanyl ligase MurF 0.6964 1 1
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.001 0.0008
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0017 0.0001 0.0001
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylmuramate-alanine ligase 0.4033 0.5781 0.5333
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylmuramyl pentapeptide synthase 0.6964 1 1
Trypanosoma cruzi folylpolyglutamate synthetase 0.0683 0.0959 0.5
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.001 0.5
Echinococcus granulosus folylpolyglutamate synthase, mitochondrial 0.0683 0.0959 0.5
Toxoplasma gondii bifunctional protein FolC subfamily protein 0.0683 0.0959 0.5
Mycobacterium ulcerans UDP-N-acetylmuramoylalanyl-D-glutamyl-2,6-diaminopimelate-D-alanyl-D-alanyl ligase MurF 0.6964 1 1
Entamoeba histolytica acyl-coA synthetase, putative 0.0023 0.001 0.5
Treponema pallidum UDP-N-acetylmuramoylalanyl-D-glutamyl-2,6-diaminopimelate--D-alanyl-D-alanine ligase (murF) 0.6964 1 1
Mycobacterium leprae possible ligase 0.0683 0.0959 0.095
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0023 0.001 0.0008
Mycobacterium ulcerans hypothetical protein 0.0023 0.001 0.0008
Loa Loa (eye worm) hypothetical protein 0.0023 0.001 0.0089
Mycobacterium ulcerans UDP-N-acetylmuramoyl-L-alanyl-D-glutamate synthetase 0.2058 0.2938 0.2937
Mycobacterium ulcerans folylpolyglutamate synthase protein FolC 0.2058 0.2938 0.2937
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0023 0.001 0.0008
Treponema pallidum UDP-N-acetylmuramoylalanyl-D-glutamate--2,6-diaminopimelate ligase (murE) 0.4033 0.5781 0.4025
Mycobacterium ulcerans UDP-N-acetylmuramate--L-alanine ligase 0.4033 0.5781 0.578
Trypanosoma brucei folylpolyglutamate synthase, putative 0.0683 0.0959 0.5
Chlamydia trachomatis UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--2,6-diaminopimelate ligase 0.2058 0.2938 0.2937
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.001 0.0008
Schistosoma mansoni folylpolyglutamate synthase 0.0683 0.0959 0.5
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.001 0.0008
Loa Loa (eye worm) hypothetical protein 0.0023 0.001 0.0089
Leishmania major folylpolyglutamate synthetase 0.0683 0.0959 1
Chlamydia trachomatis bifunctional UDP-N-acetylmuramate-alanine ligase/D-alanine-D-alanine ligase 0.4033 0.5781 0.578
Mycobacterium tuberculosis Probable folylpolyglutamate synthase protein FolC (folylpoly-gamma-glutamate synthetase) (FPGS) 0.2058 0.2938 0.2938

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 0.1 uM Displacement of [3H]-DPCPX binding to adenosine A1 receptor of rat brain cortical membrane ChEMBL. 11262085
Ki (binding) = 0.1 uM Displacement of [3H]-DPCPX binding to adenosine A1 receptor of rat brain cortical membrane ChEMBL. 11262085
Ki (binding) = 1.2 uM Displacement of [125I]-AB-MECA from human adenosine A3 receptor expressed in HEK 293 cells ChEMBL. 11262085
Ki (binding) = 1.2 uM Displacement of [125I]-AB-MECA from human adenosine A3 receptor expressed in HEK 293 cells ChEMBL. 11262085
Ki (binding) = 15 uM Displacement of [3H]-CGS-21,680 or [3H]-ZM-241,385 binding in adenosine A2A receptor of rat striatal membrane was determined ChEMBL. 11262085
Ki (binding) = 15 uM Displacement of [3H]-CGS-21,680 or [3H]-ZM-241,385 binding in adenosine A2A receptor of rat striatal membrane was determined ChEMBL. 11262085

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

1 literature reference was collected for this gene.

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