Detailed information for compound 1024529

Basic information

Technical information
  • TDR Targets ID: 1024529
  • Name: 3-(5-chloro-1-methylindol-3-yl)-4-(5-fluoro-1 -benzofuran-3-yl)pyrrole-2,5-dione
  • MW: 394.783 | Formula: C21H12ClFN2O3
  • H donors: 1 H acceptors: 2 LogP: 3.78 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc2c(c1)c(co2)C1=C(C(=O)NC1=O)c1cn(c2c1cc(Cl)cc2)C
  • InChi: 1S/C21H12ClFN2O3/c1-25-8-14(12-6-10(22)2-4-16(12)25)18-19(21(27)24-20(18)26)15-9-28-17-5-3-11(23)7-13(15)17/h2-9H,1H3,(H,24,26,27)
  • InChiKey: XAGNSTCBIXPKPO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-(5-chloro-1-methyl-indol-3-yl)-4-(5-fluorobenzofuran-3-yl)pyrrole-2,5-dione
  • 3-(5-chloro-1-methyl-3-indolyl)-4-(5-fluoro-3-benzofuranyl)pyrrole-2,5-dione
  • 3-(5-chloro-1-methyl-indol-3-yl)-4-(5-fluorobenzofuran-3-yl)-3-pyrroline-2,5-quinone
  • 3-(5-chloro-1-methyl-indol-3-yl)-4-(5-fluoro-1-benzofuran-3-yl)pyrrole-2,5-dione

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cyclin-dependent kinase 3 Starlite/ChEMBL References
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
Entamoeba histolytica cell division protein kinase 2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania major cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126712 All targets in OG5_126712
Neospora caninum CMGC kinase, CDK family TgPK2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Plasmodium berghei cdc2-related kinase 2 Get druggable targets OG5_126712 All targets in OG5_126712
Toxoplasma gondii cell-cycle-associated protein kinase CDK, putative Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis cyclin dependent kinase 5 Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis cyclin dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania donovani cell division protein kinase 2 Get druggable targets OG5_126712 All targets in OG5_126712
Giardia lamblia Kinase, CMGC GSK Get druggable targets OG5_126888 All targets in OG5_126888
Cryptosporidium hominis cdc2-like protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus granulosus 5'partial|cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Brugia malayi Protein kinase domain containing protein Get druggable targets OG5_126712 All targets in OG5_126712
Giardia lamblia Kinase, CMGC CDK Get druggable targets OG5_126712 All targets in OG5_126712
Plasmodium vivax glycogen synthase kinase 3, putative Get druggable targets OG5_126888 All targets in OG5_126888
Candida albicans Protein kinase that can substitute for S. cerevisiae CDC28 (YBR160W) main cell cycle cyclin-dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Brugia malayi intracellular kinase Get druggable targets OG5_126888 All targets in OG5_126888
Plasmodium yoelii cdc2-related kinase 2 Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma mansoni glycogen synthase kinase 3-related (gsk3) (cmgc group III) Get druggable targets OG5_126888 All targets in OG5_126888
Onchocerca volvulus 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
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Plasmodium yoelii Protein kinase domain, putative Get druggable targets OG5_126888 All targets in OG5_126888
Trypanosoma congolense cdc2-related kinase 1, putative Get druggable targets OG5_126712 All targets in OG5_126712
Cryptosporidium hominis hypothetical protein Get druggable targets OG5_126888 All targets in OG5_126888
Echinococcus granulosus cyclin dependent kinase 5 Get druggable targets OG5_126712 All targets in OG5_126712
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania donovani cdc2-related kinase 3, putative Get druggable targets OG5_126712 All targets in OG5_126712
Candida albicans second truncated form of RIM11 Serine/threonine protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Schistosoma japonicum ko:K02090 cyclin-dependent kinase 5, putative Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei cdc2-related kinase 3 Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei gambiense protein kinase, putative,glycogen synthase kinase, putative Get druggable targets OG5_126888 All targets in OG5_126888
Leishmania mexicana cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania mexicana protein kinase, putative,glycogen synthase kinase, putative 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
Neospora caninum hypothetical protein Get druggable targets OG5_126888 All targets in OG5_126888
Cryptosporidium parvum Cdc2-like CDK2/CDC28 like protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Candida albicans second truncated form of RIM11 Serine/threonine protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus granulosus cyclin dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Candida albicans Protein kinase that can substitute for S. cerevisiae CDC28 (YBR160W) main cell cycle cyclin-dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Entamoeba histolytica protein kinase domain containing protein Get druggable targets OG5_126888 All targets in OG5_126888
Echinococcus multilocularis cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis protein kinase shaggy Get druggable targets OG5_126888 All targets in OG5_126888
Loa Loa (eye worm) CMGC/CDK/CDK5 protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei gambiense cell division related protein kinase 2, putative,CDC2-related protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Entamoeba histolytica protein kinase domain containing 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
Echinococcus granulosus glycogen synthase kinase 3 beta Get druggable targets OG5_126888 All targets in OG5_126888
Cryptosporidium parvum hypothetical protein 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
Plasmodium knowlesi glycogen synthase kinase 3, putative Get druggable targets OG5_126888 All targets in OG5_126888
Trypanosoma congolense cdc2-related kinase 3, putative Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma cruzi cdc2-related kinase 3 Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania major glycogen synthase kinase, putative;with=GeneDB:LinJ18_V3.0270 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
Trypanosoma brucei cdc2-related kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus granulosus cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Theileria parva glycogen synthase kinase, putative Get druggable targets OG5_126888 All targets in OG5_126888
Leishmania braziliensis cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Entamoeba histolytica cell division protein kinase 2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) CMGC/GSK protein kinase 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
Leishmania braziliensis cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) CMGC/GSK protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Babesia bovis cell division control protein 2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma cruzi cdc2-related kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Giardia lamblia Kinase, CMGC GSK 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
Leishmania major cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Theileria parva cell division control protein 2 related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania infantum cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Brugia malayi cell division control protein 2 homolog Get druggable targets OG5_126712 All targets in OG5_126712
Candida albicans hypothetical protein Get druggable targets OG5_126888 All targets in OG5_126888
Trypanosoma brucei gambiense cell division protein kinase 2 homolog 1,cdc2- like protein kinase, putative Get druggable targets OG5_126712 All targets in OG5_126712
Giardia lamblia Kinase, CMGC CDK Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma cruzi cdc2-related kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis glycogen synthase kinase 3 beta Get druggable targets OG5_126888 All targets in OG5_126888
Plasmodium knowlesi Cell division control protein 2 homolog Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania infantum cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma cruzi cdc2-related kinase 3 Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei protein kinase, putative 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
Plasmodium vivax protein kinase Crk2 Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma japonicum ko:K08822 glycogen synthase kinase 3 alpha, putative Get druggable targets OG5_126888 All targets in OG5_126888
Plasmodium falciparum protein kinase 5 Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma japonicum ko:K02087 cyclin-dependent kinase 1, putative Get druggable targets OG5_126712 All targets in OG5_126712
Plasmodium berghei glycogen synthase kinase 3, putative Get druggable targets OG5_126888 All targets in OG5_126888
Leishmania mexicana cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Candida albicans Serine/threonine protein kinase required for induction of IME2 by Ime1p 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
Entamoeba histolytica protein kinase, putative Get druggable targets OG5_126888 All targets in OG5_126888
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei mitogen-activated protein kinase 5 cyclin-dependent kinase 3 305 aa 303 aa 32.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi RNA recognition motif domain containing protein 0.0066 1 1
Brugia malayi cell division control protein 2 homolog 0.0053 0.7162 0.7162
Trypanosoma cruzi cdc2-related kinase 3 0.0053 0.7162 0.8483
Leishmania major cell division related protein kinase 2,cdc2-related kinase 0.0053 0.7162 0.8483
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0059 0.8443 0.8443
Schistosoma mansoni tar DNA-binding protein 0.0066 1 1
Toxoplasma gondii cell-cycle-associated protein kinase CDK, putative 0.0053 0.7162 0.8483
Giardia lamblia Kinase, CMGC GSK 0.0059 0.8443 1
Echinococcus multilocularis tar DNA binding protein 0.0066 1 1
Trypanosoma cruzi glycogen synthase kinase 3, putative 0.0059 0.8443 1
Loa Loa (eye worm) RNA binding protein 0.0066 1 1
Entamoeba histolytica protein kinase, putative 0.0059 0.8443 1
Plasmodium vivax glycogen synthase kinase 3, putative 0.0059 0.8443 1
Trypanosoma brucei cdc2-related kinase 1 0.0053 0.7162 0.8483
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0059 0.8443 0.8443
Giardia lamblia Kinase, CMGC GSK 0.0059 0.8443 1
Onchocerca volvulus 0.0059 0.8443 0.5
Entamoeba histolytica cell division protein kinase 2, putative 0.0053 0.7162 0.8483
Schistosoma mansoni serine/threonine protein kinase 0.0053 0.7162 0.7162
Echinococcus multilocularis glycogen synthase kinase 3 beta 0.0059 0.8443 0.8443
Trichomonas vaginalis CMGC family protein kinase 0.0053 0.7162 0.8483
Plasmodium vivax protein kinase Crk2 0.0053 0.7162 0.8483
Trypanosoma cruzi cdc2-related kinase 3 0.0053 0.7162 0.8483
Echinococcus granulosus 5'partial|cyclin dependent kinase 1 0.0053 0.7162 0.7162
Echinococcus multilocularis protein kinase shaggy 0.0059 0.8443 0.8443
Entamoeba histolytica protein kinase domain containing protein 0.0059 0.8443 1
Schistosoma mansoni tar DNA-binding protein 0.0066 1 1
Trichomonas vaginalis CMGC family protein kinase 0.0059 0.8443 1
Echinococcus multilocularis cyclin dependent kinase 1 0.0053 0.7162 0.7162
Toxoplasma gondii cell-cycle-associated protein kinase GSK, putative 0.0059 0.8443 1
Loa Loa (eye worm) TAR-binding protein 0.0066 1 1
Trichomonas vaginalis CMGC family protein kinase 0.0053 0.7162 0.8483
Loa Loa (eye worm) hypothetical protein 0.0052 0.6921 0.6921
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.002 0 0.5
Schistosoma mansoni tar DNA-binding protein 0.0066 1 1
Schistosoma mansoni tar DNA-binding protein 0.0066 1 1
Echinococcus multilocularis cyclin dependent kinase 1 0.0053 0.7162 0.7162
Entamoeba histolytica cell division protein kinase 2, putative 0.0053 0.7162 0.8483
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.002 0 0.5
Trypanosoma brucei cdc2-related kinase 3 0.0053 0.7162 0.8483
Schistosoma mansoni glycogen synthase kinase 3-related (gsk3) (cmgc group III) 0.0059 0.8443 0.8443
Trichomonas vaginalis CMGC family protein kinase 0.0059 0.8443 1
Entamoeba histolytica protein kinase domain containing protein 0.0059 0.8443 1
Echinococcus multilocularis cyclin dependent kinase 0.0053 0.7162 0.7162
Brugia malayi TAR-binding protein 0.0066 1 1
Echinococcus granulosus tar DNA binding protein 0.0066 1 1
Loa Loa (eye worm) CMGC/CDK/CDK5 protein kinase 0.0053 0.7162 0.7162
Leishmania major glycogen synthase kinase, putative;with=GeneDB:LinJ18_V3.0270 0.0059 0.8443 1
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0053 0.7162 0.7162
Trypanosoma brucei protein kinase, putative 0.0059 0.8443 1
Echinococcus granulosus cyclin dependent kinase 1 0.0053 0.7162 0.7162
Schistosoma mansoni serine/threonine protein kinase 0.0053 0.7162 0.7162
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0053 0.7162 0.7162
Treponema pallidum exodeoxyribonuclease (exoA) 0.002 0 0.5
Echinococcus granulosus cyclin dependent kinase 0.0053 0.7162 0.7162
Trypanosoma cruzi cdc2-related kinase 1 0.0053 0.7162 0.8483
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.002 0 0.5
Trypanosoma cruzi cdc2-related kinase 1 0.0053 0.7162 0.8483
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0066 1 1
Plasmodium falciparum glycogen synthase kinase 3 0.0059 0.8443 1
Echinococcus granulosus cyclin dependent kinase 5 0.0053 0.7162 0.7162
Echinococcus granulosus protein kinase shaggy 0.0059 0.8443 0.8443
Brugia malayi intracellular kinase 0.0059 0.8443 0.8443
Echinococcus multilocularis cyclin dependent kinase 5 0.0053 0.7162 0.7162
Leishmania major cell division protein kinase 2,cdc2-related kinase 0.0053 0.7162 0.8483
Echinococcus granulosus glycogen synthase kinase 3 beta 0.0059 0.8443 0.8443
Giardia lamblia Kinase, CMGC CDK 0.0053 0.7162 0.8483
Plasmodium falciparum protein kinase 5 0.0053 0.7162 0.8483
Schistosoma mansoni tar DNA-binding protein 0.0066 1 1
Giardia lamblia Kinase, CMGC CDK 0.0053 0.7162 0.8483
Brugia malayi Protein kinase domain containing protein 0.0053 0.7162 0.7162
Trichomonas vaginalis CMGC family protein kinase 0.0053 0.7162 0.8483

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 42 nM Inhibition of human GSK3-beta by scintillation counting ChEMBL. 19338355
IC50 (binding) = 1840 nM Inhibition of CDK2/Cyclin E ChEMBL. 19338355

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.