Detailed information for compound 347405

Basic information

Technical information
  • TDR Targets ID: 347405
  • Name: 3-[(4-phenylphenyl)carbamoyl]thiophene-2-carb oxylic acid
  • MW: 323.366 | Formula: C18H13NO3S
  • H donors: 2 H acceptors: 3 LogP: 3.92 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)c1sccc1C(=O)Nc1ccc(cc1)c1ccccc1
  • InChi: 1S/C18H13NO3S/c20-17(15-10-11-23-16(15)18(21)22)19-14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-11H,(H,19,20)(H,21,22)
  • InChiKey: VONKGJIOTKVJFW-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-[oxo-(4-phenylanilino)methyl]-2-thiophenecarboxylic acid
  • 3-[(4-phenylphenyl)carbamoyl]-2-thenoic acid
  • 3-[oxo-[(4-phenylphenyl)amino]methyl]-2-thiophenecarboxylic 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
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
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
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
Schistosoma japonicum ko:K00226 dihydroorotate oxidase [EC1.3.3.1], 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
Trypanosoma cruzi dihydroorotate dehydrogenase (fumarate), 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
Trypanosoma cruzi dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Leishmania donovani 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
Schistosoma mansoni dihydroorotate dehydrogenase 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
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
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
Plasmodium falciparum dihydroorotate dehydrogenase 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
Mycobacterium ulcerans dihydroorotate dehydrogenase 2 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
Leishmania major dihydroorotate dehydrogenase 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
Plasmodium yoelii 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
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0078 0.0302 0.0279
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.0302 0.6704
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.1428 1 1
Schistosoma mansoni dihydrofolate reductase 0.1428 1 1
Brugia malayi Zinc finger, C2H2 type family protein 0.0078 0.0302 0.0279
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.0302 0.6704
Mycobacterium leprae PROBABLE FOLYLPOLYGLUTAMATE SYNTHASE PROTEIN FOLC (FOLYLPOLY-GAMMA-GLUTAMATE SYNTHETASE) (FPGS) 0.0097 0.0435 0.0435
Trypanosoma cruzi dihydroorotate dehydrogenase (fumarate), putative 0.02 0.1178 0.3159
Leishmania major folylpolyglutamate synthetase 0.0097 0.0435 0.1113
Echinococcus granulosus neuropeptide receptor A26 0.0506 0.3374 0.3359
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0546 0.3663 1
Schistosoma mansoni hypothetical protein 0.0185 0.1072 0.1051
Echinococcus granulosus survival motor neuron protein 1 0.0259 0.1598 0.1579
Schistosoma mansoni inositol monophosphatase 0.004 0.003 0.0008
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.02 0.1178 0.1158
Echinococcus granulosus folylpolyglutamate synthase, mitochondrial 0.0097 0.0435 0.0413
Schistosoma mansoni hypothetical protein 0.0053 0.0119 0.0097
Toxoplasma gondii bifunctional protein FolC subfamily protein 0.0097 0.0435 0.1113
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0053 0.0119 0.0097
Mycobacterium ulcerans folylpolyglutamate synthase protein FolC 0.0097 0.0435 0.0406
Trypanosoma cruzi folylpolyglutamate synthetase 0.0097 0.0435 0.1113
Plasmodium vivax dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.02 0.1178 0.2301
Schistosoma mansoni dihydroorotate dehydrogenase 0.02 0.1178 0.1158
Schistosoma mansoni survival motor neuron protein 0.0053 0.0119 0.0097
Loa Loa (eye worm) dihydrofolate reductase 0.1428 1 1
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.02 0.1178 0.1158
Echinococcus granulosus neuropeptide s receptor 0.0506 0.3374 0.3359
Echinococcus granulosus geminin 0.0185 0.1072 0.1051
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0546 0.3663 1
Mycobacterium leprae Probable dihydroorotate dehydrogenase PyrD 0.02 0.1178 0.1178
Toxoplasma gondii dihydroorotate dehydrogenase reveal, putative 0.02 0.1178 0.3159
Brugia malayi Cytochrome P450 family protein 0.0058 0.0156 0.0134
Echinococcus multilocularis neuropeptide s receptor 0.0506 0.3374 0.3359
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0546 0.3663 1
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.0097 0.0435 0.0413
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0078 0.0302 0.0279
Trichomonas vaginalis dihydrofolate synthase/folylpolyglutamate synthase, putative 0.0097 0.0435 1
Echinococcus granulosus folylpolyglutamate synthase mitochondrial 0.0097 0.0435 0.0413
Chlamydia trachomatis dihydrofolate reductase 0.1428 1 0.5
Echinococcus multilocularis inositol monophosphatase 1 0.004 0.003 0.0008
Treponema pallidum folylpolyglutamate synthetase (folC) 0.0097 0.0435 0.5
Trichomonas vaginalis dihydropyrimidine dehydrogenase, putative 0.0078 0.0302 0.6704
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0546 0.3663 1
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.1428 1 1
Trypanosoma cruzi folylpolyglutamate synthase, putative 0.0097 0.0435 0.1113
Mycobacterium tuberculosis Probable dihydroorotate dehydrogenase PyrD 0.02 0.1178 0.1178
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0546 0.3663 1
Brugia malayi hypothetical protein 0.0259 0.1598 0.1579
Echinococcus granulosus dihydrofolate reductase 0.1428 1 1
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.0302 0.6704
Schistosoma mansoni folylpolyglutamate synthase 0.0097 0.0435 0.0413
Wolbachia endosymbiont of Brugia malayi dihydroorotate dehydrogenase 2 0.02 0.1178 1
Echinococcus multilocularis survival motor neuron protein 1 0.0259 0.1598 0.1579
Brugia malayi FolC bifunctional protein 0.0097 0.0435 0.0413
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.02 0.1178 0.3159
Echinococcus multilocularis neuropeptide receptor A26 0.0506 0.3374 0.3359
Loa Loa (eye worm) FolC protein 0.0097 0.0435 0.0406
Entamoeba histolytica myo-inositol monophosphatase, putative 0.004 0.003 0.027
Brugia malayi Dihydrofolate reductase 0.1428 1 1
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.02 0.1178 0.3159
Loa Loa (eye worm) cytochrome P450 family protein 0.0058 0.0156 0.0126
Echinococcus multilocularis geminin 0.0185 0.1072 0.1051
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.0097 0.0435 0.0413
Echinococcus granulosus inositol monophosphatase 1 0.004 0.003 0.0008
Mycobacterium tuberculosis Probable folylpolyglutamate synthase protein FolC (folylpoly-gamma-glutamate synthetase) (FPGS) 0.0097 0.0435 0.0435
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.0302 0.6704
Loa Loa (eye worm) hypothetical protein 0.0259 0.1598 0.1573
Trypanosoma brucei dihydroorotate dehydrogenase (fumarate) 0.02 0.1178 0.3159
Schistosoma mansoni hypothetical protein 0.0185 0.1072 0.1051
Trypanosoma brucei folylpolyglutamate synthase, putative 0.0097 0.0435 0.1113
Entamoeba histolytica dihydropyrimidine dehydrogenase, putative 0.0078 0.0302 1
Schistosoma mansoni lipoxygenase 0.0091 0.0396 0.0374
Onchocerca volvulus Putative folylpolyglutamate synthase 0.0097 0.0435 1
Plasmodium falciparum dihydroorotate dehydrogenase 0.02 0.1178 0.2301
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.1428 1 1
Mycobacterium ulcerans dihydroorotate dehydrogenase 2 0.02 0.1178 0.1151
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0546 0.3663 1
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0131 0.0678 0.0657
Echinococcus multilocularis dihydrofolate reductase 0.1428 1 1
Schistosoma mansoni lipoxygenase 0.0131 0.0678 0.0657
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0078 0.0302 0.0746
Leishmania major dihydroorotate dehydrogenase 0.02 0.1178 0.3159
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0078 0.0302 0.0279
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0131 0.0678 0.0657
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0078 0.0302 0.0279
Schistosoma mansoni inositol monophosphatase 0.004 0.003 0.0008
Brugia malayi Inositol-1 0.004 0.003 0.0008
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.0302 0.6704

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 303 nM Inhibitory activity against recombinant human DHODH ChEMBL. 16246558
IC50 (binding) = 303 nM Inhibitory activity against recombinant human DHODH ChEMBL. 16246558

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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