TDR Targets

Basic information

Technical information

TDR Targets ID: 913639
Name: 3-(1-benzofuran-3-yl)-4-(6-hydroxy-1-methylin dol-3-yl)pyrrole-2,5-dione
MW: 358.347 | Formula: C21H14N2O4
H donors: 2 H acceptors: 3 LogP: 2.7 Rotable bonds: 2
Rule of 5 violations (Lipinski): 1
SMILES: Oc1ccc2c(c1)n(C)cc2C1=C(C(=O)NC1=O)c1coc2c1cccc2
InChi: 1S/C21H14N2O4/c1-23-9-14(12-7-6-11(24)8-16(12)23)18-19(21(26)22-20(18)25)15-10-27-17-5-3-2-4-13(15)17/h2-10,24H,1H3,(H,22,25,26)
InChiKey: KDHJXFSAMCTHGR-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

3-(benzofuran-3-yl)-4-(6-hydroxy-1-methyl-indol-3-yl)pyrrole-2,5-dione
3-(3-benzofuranyl)-4-(6-hydroxy-1-methyl-3-indolyl)pyrrole-2,5-dione
3-(benzofuran-3-yl)-4-(6-hydroxy-1-methyl-indol-3-yl)-3-pyrroline-2,5-quinone
3-(1-benzofuran-3-yl)-4-(6-hydroxy-1-methyl-indol-3-yl)pyrrole-2,5-dione

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
Echinococcus multilocularis	protein kinase shaggy	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
Giardia lamblia	Kinase, CMGC GSK	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
Plasmodium knowlesi	glycogen synthase kinase 3, putative	Get druggable targets OG5_126888	All targets in OG5_126888
Neospora caninum	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
Leishmania donovani	glycogen synthase kinase 3, 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
Plasmodium falciparum	glycogen synthase kinase 3	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
Onchocerca volvulus		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
Leishmania major	glycogen synthase kinase, putative;with=GeneDB:LinJ18_V3.0270	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
Brugia malayi	intracellular kinase	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
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
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
Trichomonas vaginalis	CMGC family protein kinase	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	hypothetical protein	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
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	Serine/threonine protein kinase required for induction of IME2 by Ime1p	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
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
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	glycogen synthase kinase 3 beta	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
Entamoeba histolytica	protein kinase, putative	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
Echinococcus multilocularis	glycogen synthase kinase 3 beta	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

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Leishmania major	cathepsin L-like protease	0.0084	0.287	0.2036
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0084	0.287	1
Loa Loa (eye worm)	fibroinase	0.0084	0.287	1
Entamoeba histolytica	protein kinase domain containing protein	0.0058	0.1048	0.3652
Onchocerca volvulus	Cathepsin L homolog	0.0084	0.287	1
Echinococcus multilocularis	protein kinase shaggy	0.0058	0.1048	0.3652
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0185	1	1
Trypanosoma brucei	protein kinase, putative	0.0058	0.1048	0.1048
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0084	0.287	1
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0084	0.287	1
Leishmania major	cathepsin L-like protease	0.0084	0.287	0.2036
Entamoeba histolytica	cysteine protease, putative	0.0084	0.287	1
Brugia malayi	intracellular kinase	0.0058	0.1048	0.3652
Trypanosoma cruzi	cruzipain precursor, putative	0.0185	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0084	0.287	1
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0084	0.287	1
Entamoeba histolytica	cysteine proteinase, putative	0.0056	0.0913	0.3182
Onchocerca volvulus	Cathepsin L homolog	0.0084	0.287	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0084	0.287	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0056	0.0913	0.3182
Onchocerca volvulus		0.0084	0.287	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0084	0.287	1
Entamoeba histolytica	protein kinase, putative	0.0058	0.1048	0.3652
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0056	0.0913	0.3182
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0185	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0084	0.287	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0084	0.287	0.287
Onchocerca volvulus	Cathepsin F homolog	0.0084	0.287	1
Onchocerca volvulus		0.0058	0.1048	0.069
Loa Loa (eye worm)	cysteine protease	0.0084	0.287	1
Onchocerca volvulus		0.0084	0.287	1
Brugia malayi	Cathepsin L-like precursor	0.0084	0.287	1
Onchocerca volvulus		0.0084	0.287	1
Trichomonas vaginalis	CMGC family protein kinase	0.0058	0.1048	0.3652
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0185	1	1
Echinococcus granulosus	protein kinase shaggy	0.0058	0.1048	0.3652
Brugia malayi	Cathepsin L-like precursor	0.0084	0.287	1
Loa Loa (eye worm)	CMGC/GSK protein kinase	0.0058	0.1048	0.069
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Onchocerca volvulus		0.0084	0.287	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0185	1	1
Brugia malayi	Papain family cysteine protease containing protein	0.0084	0.287	1
Brugia malayi	Cathepsin L-like precursor	0.0084	0.287	1
Onchocerca volvulus		0.0084	0.287	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0185	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0185	1	1
Plasmodium vivax	vivapain-2	0.0084	0.287	1
Brugia malayi	Cathepsin L-like precursor	0.0084	0.287	1
Brugia malayi	Cathepsin L-like precursor	0.0084	0.287	1
Loa Loa (eye worm)	hypothetical protein	0.0084	0.287	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0185	1	1
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0157	0.8043	0.8043
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0056	0.0913	0.3182
Leishmania major	cathepsin L-like protease	0.0084	0.287	0.2036
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Plasmodium vivax	vivapain-2	0.0084	0.287	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Giardia lamblia	Kinase, CMGC GSK	0.0058	0.1048	0.5
Toxoplasma gondii	cathepsin CPL	0.0084	0.287	1
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0084	0.287	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Brugia malayi	Cathepsin L-like precursor	0.0084	0.287	1
Onchocerca volvulus		0.0084	0.287	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Leishmania major	cathepsin L-like protease	0.0185	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0084	0.287	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0084	0.287	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0185	1	1
Brugia malayi	Cathepsin L-like precursor	0.0056	0.0913	0.3182
Loa Loa (eye worm)	ctsf protein	0.0084	0.287	1
Leishmania major	cathepsin L-like protease	0.0084	0.287	0.2036
Schistosoma mansoni	glycogen synthase kinase 3-related (gsk3) (cmgc group III)	0.0058	0.1048	0.3652
Echinococcus granulosus	cathepsin l1	0.0084	0.287	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0084	0.287	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0084	0.287	1
Echinococcus multilocularis	cysteine protease	0.0084	0.287	1
Entamoeba histolytica	protein kinase domain containing protein	0.0058	0.1048	0.3652
Plasmodium falciparum	glycogen synthase kinase 3	0.0058	0.1048	0.3652
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Giardia lamblia	Kinase, CMGC GSK	0.0058	0.1048	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0084	0.287	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0084	0.287	1
Leishmania major	cysteine peptidase A (CPA)	0.0084	0.287	0.2036
Leishmania major	cathepsin L-like protease	0.0084	0.287	0.2036
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0084	0.287	1
Trypanosoma cruzi	major cysteine proteinase, putative	0.0116	0.5172	0.5172
Trichomonas vaginalis	CMGC family protein kinase	0.0058	0.1048	0.3652
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0084	0.287	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0084	0.287	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Brugia malayi	Cathepsin L-like precursor	0.0056	0.0913	0.3182
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0185	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0185	1	1
Loa Loa (eye worm)	CMGC/GSK protein kinase	0.0058	0.1048	0.069
Echinococcus granulosus	glycogen synthase kinase 3 beta	0.0058	0.1048	0.3652
Echinococcus multilocularis	cathepsin L cysteine protease	0.0084	0.287	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0084	0.287	1
Entamoeba histolytica	cysteine proteinase, putative	0.0084	0.287	1
Plasmodium vivax	glycogen synthase kinase 3, putative	0.0058	0.1048	0.3652
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0185	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0185	1	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0084	0.287	1
Trypanosoma cruzi	glycogen synthase kinase 3, putative	0.0058	0.1048	0.1048
Schistosoma mansoni	cathepsin F (C01 family)	0.0084	0.287	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Brugia malayi	cathepsin L-like precursor	0.0056	0.0913	0.3182
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0084	0.287	1
Onchocerca volvulus		0.0084	0.287	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0084	0.287	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0185	1	1
Echinococcus multilocularis	glycogen synthase kinase 3 beta	0.0058	0.1048	0.3652
Leishmania major	cathepsin L-like protease	0.0185	1	1
Echinococcus granulosus	cathepsin l1	0.0056	0.0913	0.3182
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0056	0.0913	0.3182
Entamoeba histolytica	cysteine proteinase, putative	0.0084	0.287	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0185	1	1
Echinococcus multilocularis	cysteine protease	0.0084	0.287	1
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0084	0.287	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 15 nM	Inhibition of human GSK3-beta by scintillation counting	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

ChEMBL: CHEMBL503469

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.

Detailed information for compound 913639