Detailed information for compound 271755

Basic information

Technical information
  • TDR Targets ID: 271755
  • Name: 3-(N-methylanilino)-4-phenylpyrrole-2,5-dione
  • MW: 278.305 | Formula: C17H14N2O2
  • H donors: 1 H acceptors: 2 LogP: 2.82 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1NC(=O)C(=C1N(c1ccccc1)C)c1ccccc1
  • InChi: 1S/C17H14N2O2/c1-19(13-10-6-3-7-11-13)15-14(16(20)18-17(15)21)12-8-4-2-5-9-12/h2-11H,1H3,(H,18,20,21)
  • InChiKey: RYLUURFDWDEDKU-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-(N-methylanilino)-4-phenyl-pyrrole-2,5-dione
  • 3-[methyl(phenyl)amino]-4-phenyl-pyrrole-2,5-dione
  • 3-(N-methylanilino)-4-phenyl-3-pyrroline-2,5-quinone
  • 3-(methyl-phenylamino)-4-phenylpyrrole-2,5-dione
  • 3-(methyl-phenyl-amino)-4-phenyl-pyrrole-2,5-dione
  • 3-(methyl-phenyl-amino)-4-phenyl-3-pyrroline-2,5-quinone
  • 4-arylmaleimide deriv. 7a

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens glycogen synthase kinase 3 beta Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Onchocerca volvulus Get druggable targets OG5_126888 All targets in OG5_126888
Entamoeba histolytica protein kinase, putative Get druggable targets OG5_126888 All targets in OG5_126888
Plasmodium yoelii Protein kinase domain, putative Get druggable targets OG5_126888 All targets in OG5_126888
Leishmania major glycogen synthase kinase, putative;with=GeneDB:LinJ18_V3.0270 Get druggable targets OG5_126888 All targets in OG5_126888
Trypanosoma congolense protein kinase, putative Get druggable targets OG5_126888 All targets in OG5_126888
Cryptosporidium hominis hypothetical protein Get druggable targets OG5_126888 All targets in OG5_126888
Toxoplasma gondii cell-cycle-associated protein kinase GSK, putative Get druggable targets OG5_126888 All targets in OG5_126888
Leishmania mexicana protein kinase, putative,glycogen synthase kinase, putative Get druggable targets OG5_126888 All targets in OG5_126888
Plasmodium vivax glycogen synthase kinase 3, putative Get druggable targets OG5_126888 All targets in OG5_126888
Plasmodium berghei glycogen synthase kinase 3, putative Get druggable targets OG5_126888 All targets in OG5_126888
Brugia malayi intracellular kinase Get druggable targets OG5_126888 All targets in OG5_126888
Giardia lamblia Kinase, CMGC GSK Get druggable targets OG5_126888 All targets in OG5_126888
Neospora caninum hypothetical protein Get druggable targets OG5_126888 All targets in OG5_126888
Plasmodium knowlesi glycogen synthase kinase 3, putative Get druggable targets OG5_126888 All targets in OG5_126888
Theileria parva glycogen synthase kinase, putative Get druggable targets OG5_126888 All targets in OG5_126888
Echinococcus multilocularis glycogen synthase kinase 3 beta Get druggable targets OG5_126888 All targets in OG5_126888
Loa Loa (eye worm) CMGC/GSK protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Entamoeba histolytica protein kinase domain containing protein Get druggable targets OG5_126888 All targets in OG5_126888
Plasmodium falciparum glycogen synthase kinase 3 Get druggable targets OG5_126888 All targets in OG5_126888
Leishmania donovani glycogen synthase kinase 3, putative Get druggable targets OG5_126888 All targets in OG5_126888
Trypanosoma cruzi glycogen synthase kinase 3, putative Get druggable targets OG5_126888 All targets in OG5_126888
Candida albicans Serine/threonine protein kinase required for induction of IME2 by Ime1p Get druggable targets OG5_126888 All targets in OG5_126888
Leishmania infantum glycogen synthase kinase 3 Get druggable targets OG5_126888 All targets in OG5_126888
Giardia lamblia Kinase, CMGC GSK Get druggable targets OG5_126888 All targets in OG5_126888
Echinococcus granulosus protein kinase shaggy Get druggable targets OG5_126888 All targets in OG5_126888
Trypanosoma brucei gambiense protein kinase, putative,glycogen synthase kinase, putative Get druggable targets OG5_126888 All targets in OG5_126888
Entamoeba histolytica protein kinase domain containing protein Get druggable targets OG5_126888 All targets in OG5_126888
Schistosoma mansoni glycogen synthase kinase 3-related (gsk3) (cmgc group III) Get druggable targets OG5_126888 All targets in OG5_126888
Echinococcus granulosus glycogen synthase kinase 3 beta Get druggable targets OG5_126888 All targets in OG5_126888
Echinococcus multilocularis protein kinase shaggy Get druggable targets OG5_126888 All targets in OG5_126888
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Trypanosoma brucei protein kinase, putative Get druggable targets OG5_126888 All targets in OG5_126888
Schistosoma japonicum ko:K08822 glycogen synthase kinase 3 alpha, putative Get druggable targets OG5_126888 All targets in OG5_126888
Candida albicans second truncated form of RIM11 Serine/threonine protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Loa Loa (eye worm) CMGC/GSK protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Cryptosporidium parvum hypothetical protein Get druggable targets OG5_126888 All targets in OG5_126888
Babesia bovis protein kinase domain containing protein Get druggable targets OG5_126888 All targets in OG5_126888
Candida albicans second truncated form of RIM11 Serine/threonine protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Leishmania braziliensis protein kinase, putative,glycogen synthase kinase, putative Get druggable targets OG5_126888 All targets in OG5_126888
Candida albicans hypothetical protein Get druggable targets OG5_126888 All targets in OG5_126888
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
Brugia malayi thymidylate synthase 0.0124 0.3463 0.349
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0124 0.3463 0.3423
Giardia lamblia Kinase, CMGC GSK 0.0058 0.0049 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0251 1 1
Trypanosoma brucei dihydroorotate dehydrogenase (fumarate) 0.0169 0.5798 0.5777
Schistosoma mansoni dihydroorotate dehydrogenase 0.0169 0.5798 0.5822
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0251 1 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0249 0.9923 1
Schistosoma mansoni dihydrofolate reductase 0.0249 0.9923 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0251 1 1
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0058 0.0049 0.005
Brugia malayi Dihydrofolate reductase 0.0249 0.9923 1
Trichomonas vaginalis dihydropyrimidine dehydrogenase, putative 0.0066 0.0467 1
Brugia malayi Zinc finger, C2H2 type family protein 0.0066 0.0467 0.047
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0066 0.0467 0.0423
Mycobacterium ulcerans dihydroorotate dehydrogenase 2 0.0169 0.5798 0.3614
Toxoplasma gondii dihydroorotate dehydrogenase reveal, putative 0.0169 0.5798 0.5777
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0066 0.0467 0.0419
Onchocerca volvulus 0.0124 0.3463 1
Echinococcus granulosus dihydrofolate reductase 0.0249 0.9923 1
Chlamydia trachomatis dihydrofolate reductase 0.0249 0.9923 0.5
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0066 0.0467 1
Echinococcus multilocularis dihydrofolate reductase 0.0249 0.9923 1
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0066 0.0467 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0124 0.3463 0.3458
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0066 0.0467 0.0423
Brugia malayi intracellular kinase 0.0058 0.0049 0.005
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0249 0.9923 1
Brugia malayi hypothetical protein 0.0059 0.0102 0.0103
Mycobacterium tuberculosis Probable dihydroorotate dehydrogenase PyrD 0.0169 0.5798 0.5799
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0249 0.9923 1
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0066 0.0467 1
Plasmodium vivax dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.0169 0.5798 0.5777
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0066 0.0467 0.0423
Trichomonas vaginalis conserved hypothetical protein 0.0059 0.0102 0.1257
Trypanosoma cruzi dihydroorotate dehydrogenase (fumarate), putative 0.0169 0.5798 0.5777
Plasmodium falciparum dihydroorotate dehydrogenase 0.0169 0.5798 0.5777
Echinococcus granulosus thymidylate synthase 0.0124 0.3463 0.3458
Mycobacterium leprae Probable dihydroorotate dehydrogenase PyrD 0.0169 0.5798 0.3614
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0066 0.0467 1
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0058 0.0049 0.005
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0066 0.0467 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0251 1 1
Giardia lamblia Kinase, CMGC GSK 0.0058 0.0049 0.5
Wolbachia endosymbiont of Brugia malayi dihydroorotate dehydrogenase 2 0.0169 0.5798 0.5
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0169 0.5798 0.5777
Loa Loa (eye worm) dihydrofolate reductase 0.0249 0.9923 1
Loa Loa (eye worm) thymidylate synthase 0.0124 0.3463 0.349
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.0169 0.5798 0.5843
Entamoeba histolytica dihydropyrimidine dehydrogenase, putative 0.0066 0.0467 1
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.0169 0.5798 0.5843
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0169 0.5798 0.5777
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0251 1 1
Brugia malayi dihydrofolate reductase family protein 0.0249 0.9923 1
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0066 0.0467 0.0423
Leishmania major dihydroorotate dehydrogenase 0.0169 0.5798 0.5777
Echinococcus multilocularis thymidylate synthase 0.0124 0.3463 0.3458
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0059 0.0102 0.0053

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 2613 nM Inhibition of recombinant GSK3beta (unknown origin) ChEMBL. 18324764
IC50 (binding) = 2613 nM Inhibition of recombinant GSK3beta (unknown origin) ChEMBL. 18324764
IC50 (binding) = 2613 uM Inhibitory concentration was determined against human glycogen synthase kinase-3 alpha ChEMBL. 11266159
IC50 (binding) = 2613 uM Inhibitory concentration was determined against human glycogen synthase kinase-3 alpha ChEMBL. 11266159

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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