Detailed information for compound 342068

Basic information

Technical information
  • TDR Targets ID: 342068
  • Name: 2-[[3,5-dibromo-4-[(2-chloro-6-fluorophenyl)m ethoxy]phenyl]carbamoyl]cyclopentene-1-carbox ylic acid
  • MW: 547.597 | Formula: C20H15Br2ClFNO4
  • H donors: 2 H acceptors: 3 LogP: 5.3 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC(=O)C1=C(CCC1)C(=O)Nc1cc(Br)c(c(c1)Br)OCc1c(F)cccc1Cl
  • InChi: 1S/C20H15Br2ClFNO4/c21-14-7-10(25-19(26)11-3-1-4-12(11)20(27)28)8-15(22)18(14)29-9-13-16(23)5-2-6-17(13)24/h2,5-8H,1,3-4,9H2,(H,25,26)(H,27,28)
  • InChiKey: GCFDRIDFVKBEMX-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[[3,5-dibromo-4-[(2-chloro-6-fluoro-phenyl)methoxy]phenyl]carbamoyl]cyclopentene-1-carboxylic acid
  • 2-[[3,5-dibromo-4-[(2-chloro-6-fluorophenyl)methoxy]anilino]-oxomethyl]-1-cyclopentenecarboxylic acid
  • 2-[[3,5-dibromo-4-(2-chloro-6-fluoro-benzyl)oxy-phenyl]carbamoyl]cyclopentene-1-carboxylic acid
  • 2-[[[3,5-dibromo-4-[(2-chloro-6-fluorophenyl)methoxy]phenyl]amino]-oxomethyl]-1-cyclopentenecarboxylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens dihydroorotate dehydrogenase (quinone) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans likely dihydroorotate oxidase similar to S. pombe ura3 (SPAC57A10.12c) and to S. cerevisiae URA1 (YKL216W) involved in pyrimidin Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma cruzi dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Leishmania braziliensis dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Leishmania mexicana dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_127289 All targets in OG5_127289
Neospora caninum dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Mycobacterium leprae Probable dihydroorotate dehydrogenase PyrD Get druggable targets OG5_127289 All targets in OG5_127289
Schistosoma japonicum ko:K00226 dihydroorotate oxidase [EC1.3.3.1], putative Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma cruzi dihydroorotate dehydrogenase (fumarate), putative Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma cruzi dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma brucei dihydroorotate dehydrogenase (fumarate) Get druggable targets OG5_127289 All targets in OG5_127289
Leishmania donovani dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Schistosoma mansoni dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma congolense dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma brucei gambiense dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Mycobacterium tuberculosis Probable dihydroorotate dehydrogenase PyrD Get druggable targets OG5_127289 All targets in OG5_127289
Toxoplasma gondii dihydroorotate dehydrogenase reveal, putative Get druggable targets OG5_127289 All targets in OG5_127289
Plasmodium vivax dihydroorotate dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_127289 All targets in OG5_127289
Candida albicans likely dihydroorotate oxidase similar to S. pombe ura3 (SPAC57A10.12c) and to S. cerevisiae URA1 (YKL216W) involved in pyrimidin Get druggable targets OG5_127289 All targets in OG5_127289
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_127289 All targets in OG5_127289
Leishmania major dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Plasmodium yoelii dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Plasmodium knowlesi dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Babesia bovis dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Plasmodium falciparum dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Mycobacterium ulcerans dihydroorotate dehydrogenase 2 Get druggable targets OG5_127289 All targets in OG5_127289
Plasmodium berghei dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Wolbachia endosymbiont of Brugia malayi dihydroorotate dehydrogenase 2 Get druggable targets OG5_127289 All targets in OG5_127289
Leishmania infantum dihydroorotate dehydrogenase;with=GeneDB:LmjF16.0530 Get druggable targets OG5_127289 All targets in OG5_127289
Theileria parva dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP dihydroorotate dehydrogenase (quinone) 395 aa 361 aa 24.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.3749 0.5
Brugia malayi Variant SH3 domain containing protein 0.0008 0.0138 0.0138
Echinococcus multilocularis tyrosine protein kinase lyn tyrosine protein kinase blk 0.0039 0.1735 0.4628
Echinococcus multilocularis tyrosine protein kinase Src42A 0.0039 0.1735 0.4628
Onchocerca volvulus 0.0005 0 0.5
Echinococcus multilocularis tyrosine protein kinase Abl 0.0009 0.0194 0.0518
Echinococcus granulosus tyrosine protein kinase Fyn 0.0039 0.1735 0.4628
Loa Loa (eye worm) sex muscle abnormal protein 5 0.0008 0.0138 0.0796
Brugia malayi protein-tyrosine kinase 0.0035 0.1541 0.1541
Echinococcus granulosus tyrosine protein kinase Fyn 0.0039 0.1735 0.4628
Echinococcus multilocularis proto oncogene tyrosine protein kinase LCK 0.0039 0.1735 0.4628
Echinococcus multilocularis tyrosine protein kinase Src42A 0.0034 0.1485 0.3962
Entamoeba histolytica dihydropyrimidine dehydrogenase, putative 0.0078 0.3749 1
Echinococcus granulosus tyrosine protein kinase Blk 0.0035 0.1541 0.4111
Echinococcus granulosus growth factor receptor bound protein 2 0.0008 0.0138 0.0369
Plasmodium falciparum dihydroorotate dehydrogenase 0.02 1 0.5
Schistosoma mansoni tyrosine kinase 0.0039 0.1735 0.1735
Echinococcus multilocularis tyrosine protein kinase Btk29A 0.0009 0.0194 0.0518
Echinococcus granulosus tyrosine protein kinase Fyn 0.0039 0.1735 0.4628
Onchocerca volvulus 0.0005 0 0.5
Echinococcus multilocularis c src tyrosine kinase 0.0009 0.0194 0.0518
Schistosoma mansoni proto-oncogene tyrosine-protein kinase abl1 0.0008 0.0138 0.0138
Echinococcus granulosus tyrosine protein kinase Src42A 0.0039 0.1735 0.4628
Echinococcus multilocularis NCK adaptor protein 0.0008 0.0138 0.0369
Brugia malayi Variant SH3 domain containing protein 0.0008 0.0138 0.0138
Onchocerca volvulus 0.0005 0 0.5
Echinococcus granulosus tyrosine protein kinase Lyn 0.0039 0.1735 0.4628
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0039 0.1735 0.4628
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.02 1 1
Trypanosoma brucei dihydroorotate dehydrogenase (fumarate) 0.02 1 0.5
Echinococcus multilocularis tyrosine protein kinase Srms 0.0035 0.1541 0.4111
Echinococcus multilocularis tyrosine protein kinase Fgr 0.0039 0.1735 0.4628
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.02 1 1
Schistosoma mansoni adapter molecule crk 0.0008 0.0138 0.0138
Entamoeba histolytica protein kinase, putative 0.0031 0.1342 0.358
Echinococcus granulosus c src tyrosine kinase 0.0009 0.0194 0.0518
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0078 0.3749 1
Echinococcus granulosus NCK adaptor protein 0.0008 0.0138 0.0369
Brugia malayi Zinc finger, C2H2 type family protein 0.0078 0.3749 0.3749
Plasmodium vivax dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.02 1 0.5
Echinococcus granulosus 3'partial|tyrosine protein kinase Fgr 0.0039 0.1735 0.4628
Echinococcus multilocularis tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase 0.0039 0.1735 0.4628
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.3749 0.5
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0039 0.1735 0.4628
Schistosoma mansoni dihydroorotate dehydrogenase 0.02 1 1
Echinococcus granulosus proto oncogene tyrosine protein kinase LCK 0.0039 0.1735 0.4628
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0039 0.1735 0.4628
Schistosoma mansoni growth factor receptor-bound protein 0.0008 0.0138 0.0138
Loa Loa (eye worm) hypothetical protein 0.0008 0.0138 0.0796
Brugia malayi Tyrosine-protein kinase abl-1 0.0009 0.0194 0.0194
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0035 0.1541 0.4111
Echinococcus multilocularis tyrosine protein kinase HCK 0.0031 0.1342 0.358
Trichomonas vaginalis dihydropyrimidine dehydrogenase, putative 0.0078 0.3749 0.5
Trypanosoma cruzi dihydroorotate dehydrogenase (fumarate), putative 0.02 1 1
Schistosoma mansoni tyrosine kinase 0.0039 0.1735 0.1735
Brugia malayi Sex muscle abnormal protein 5 0.0008 0.0138 0.0138
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.3749 0.5
Mycobacterium tuberculosis Probable dihydroorotate dehydrogenase PyrD 0.02 1 0.5
Mycobacterium leprae Probable dihydroorotate dehydrogenase PyrD 0.02 1 0.5
Schistosoma mansoni tyrosine kinase 0.0009 0.0194 0.0194
Echinococcus multilocularis growth factor receptor bound protein 2 0.0008 0.0138 0.0369
Echinococcus granulosus tyrosine protein kinase Btk29A 0.0009 0.0194 0.0518
Echinococcus granulosus tyrosine protein kinase Src42A 0.0034 0.1485 0.3962
Schistosoma mansoni proto-oncogene tyrosine-protein kinase src 0.0009 0.0194 0.0194
Loa Loa (eye worm) TK protein kinase 0.0031 0.1342 0.7735
Echinococcus granulosus tyrosine protein kinase Src64B 0.0039 0.1735 0.4628
Leishmania major dihydroorotate dehydrogenase 0.02 1 0.5
Echinococcus multilocularis tyrosine protein kinase Src64B 0.0039 0.1735 0.4628
Wolbachia endosymbiont of Brugia malayi dihydroorotate dehydrogenase 2 0.02 1 0.5
Schistosoma mansoni growth factor receptor-bound protein 0.0008 0.0138 0.0138
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.3749 0.5
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0078 0.3749 1
Echinococcus granulosus tyrosine kinase|tyrosine protein kinase Fyn 0.0035 0.1541 0.4111
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.3749 0.5
Echinococcus granulosus tyrosine kinase 0.0035 0.1541 0.4111
Echinococcus multilocularis tyrosine protein kinase Blk 0.0035 0.1541 0.4111
Mycobacterium ulcerans dihydroorotate dehydrogenase 2 0.02 1 0.5
Schistosoma mansoni nck2/grb4 0.0008 0.0138 0.0138
Onchocerca volvulus 0.0005 0 0.5
Onchocerca volvulus 0.0005 0 0.5
Loa Loa (eye worm) TK protein kinase 0.0035 0.1541 0.8882
Toxoplasma gondii dihydroorotate dehydrogenase reveal, putative 0.02 1 0.5
Echinococcus granulosus tyrosine protein kinase HCK 0.0031 0.1342 0.358
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.02 1 1
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0078 0.3749 1
Schistosoma mansoni tyrosine kinase 0.0009 0.0194 0.0194
Brugia malayi SRC-1 0.0039 0.1735 0.1735
Loa Loa (eye worm) SRC-1 0.0039 0.1735 1
Loa Loa (eye worm) variant SH3 domain-containing protein 0.0008 0.0138 0.0796
Onchocerca volvulus 0.0005 0 0.5
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0078 0.3749 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.11 uM Inhibition of N-terminally truncated recombinant human dihydroorotate dehydrogenase using in vitro enzyme assay ChEMBL. 16143532
IC50 (binding) = 0.11 uM Inhibition of N-terminally truncated recombinant human dihydroorotate dehydrogenase using in vitro enzyme assay ChEMBL. 16143532

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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