Detailed information for compound 316798

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 384.387 | Formula: C22H16N4O3
  • H donors: 2 H acceptors: 3 LogP: 1.06 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1NC(=O)C(=C1c1cn2c3c1cccc3CNCC2)c1cncc2c1occ2
  • InChi: 1S/C22H16N4O3/c27-21-17(15-10-24-9-13-4-7-29-20(13)15)18(22(28)25-21)16-11-26-6-5-23-8-12-2-1-3-14(16)19(12)26/h1-4,7,9-11,23H,5-6,8H2,(H,25,27,28)
  • InChiKey: OWNFHHCNBOIRTE-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

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
Loa Loa (eye worm) CMGC/GSK protein kinase Get druggable targets OG5_126888 All targets in OG5_126888
Candida albicans hypothetical protein 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
Trichomonas vaginalis CMGC family protein kinase 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
Cryptosporidium parvum hypothetical protein 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 braziliensis protein kinase, putative,glycogen synthase kinase, 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
Giardia lamblia Kinase, CMGC GSK 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
Trypanosoma brucei gambiense protein kinase, putative,glycogen synthase kinase, putative 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
Echinococcus multilocularis glycogen synthase kinase 3 beta 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
Trichomonas vaginalis CMGC family protein kinase 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
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
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
Theileria parva glycogen synthase kinase, putative 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
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
Echinococcus multilocularis protein kinase shaggy 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
Candida albicans second truncated form of RIM11 Serine/threonine protein kinase 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
Leishmania major glycogen synthase kinase, putative;with=GeneDB:LinJ18_V3.0270 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
Onchocerca volvulus 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
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
Leishmania mexicana protein kinase, putative,glycogen synthase kinase, 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
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
Plasmodium vivax glycogen synthase kinase 3, putative 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
Loa Loa (eye worm) inositol-1 0.0041 0.0038 0.0009
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0068 0.0274 0.1404
Brugia malayi RNA recognition motif domain containing protein 0.0073 0.0326 0.0297
Echinococcus multilocularis protein kinase shaggy 0.0058 0.0189 0.016
Mycobacterium tuberculosis Probable hydrolase 0.004 0.0029 0.0149
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0068 0.0274 0.0246
Trichomonas vaginalis myo inositol monophosphatase, putative 0.0041 0.0038 0.0021
Echinococcus multilocularis sterol regulatory element binding protein 0.0478 0.3924 0.3906
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0544 0.4517 1
Echinococcus multilocularis inositol monophosphatase 1 0.0041 0.0038 0.0009
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0054 0.015 0.0122
Entamoeba histolytica protein kinase, putative 0.0058 0.0189 1
Loa Loa (eye worm) hypothetical protein 0.0263 0.2017 0.1994
Mycobacterium tuberculosis Probable lipase LipD 0.004 0.0029 0.0149
Schistosoma mansoni tar DNA-binding protein 0.0073 0.0326 0.0297
Mycobacterium ulcerans aldehyde dehydrogenase 0.0068 0.0274 0.0246
Schistosoma mansoni survival motor neuron protein 0.0054 0.015 0.0122
Loa Loa (eye worm) hypothetical protein 0.116 1 1
Echinococcus granulosus sterol regulatory element binding protein 0.0478 0.3924 0.3906
Schistosoma mansoni inositol monophosphatase 0.0041 0.0038 0.0009
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0256 0.1953 1
Trichomonas vaginalis CMGC family protein kinase 0.0058 0.0189 0.0356
Schistosoma mansoni tar DNA-binding protein 0.0073 0.0326 0.0297
Entamoeba histolytica protein kinase domain containing protein 0.0058 0.0189 1
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0068 0.0274 0.0246
Loa Loa (eye worm) MH2 domain-containing protein 0.0133 0.0856 0.0829
Plasmodium falciparum glycogen synthase kinase 3 0.0058 0.0189 0.5
Echinococcus granulosus Protein patched homolog 1 0.0478 0.3924 0.3906
Onchocerca volvulus 0.0054 0.015 0.7599
Echinococcus granulosus tar DNA binding protein 0.0073 0.0326 0.0297
Entamoeba histolytica protein kinase domain containing protein 0.0058 0.0189 1
Trypanosoma brucei protein kinase, putative 0.0058 0.0189 0.016
Mycobacterium leprae Probable lipase LipE 0.004 0.0029 1
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.116 1 1
Schistosoma mansoni patched 1 0.0478 0.3924 0.3906
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.116 1 1
Echinococcus granulosus protein kinase shaggy 0.0058 0.0189 0.016
Loa Loa (eye worm) cytochrome P450 family protein 0.0062 0.0226 0.0197
Echinococcus granulosus glycogen synthase kinase 3 beta 0.0058 0.0189 0.016
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0058 0.0189 0.016
Toxoplasma gondii cell-cycle-associated protein kinase GSK, putative 0.0058 0.0189 0.6511
Trypanosoma cruzi glycogen synthase kinase 3, putative 0.0058 0.0189 0.016
Brugia malayi CHE-14 protein 0.0478 0.3924 0.3906
Brugia malayi RNA binding protein 0.0073 0.0326 0.0297
Giardia lamblia 3-hydroxy-3-methylglutaryl-coenzyme A reductase 0.0544 0.4517 1
Schistosoma mansoni aldehyde dehydrogenase 0.0068 0.0274 0.0246
Brugia malayi TAR-binding protein 0.0073 0.0326 0.0297
Plasmodium vivax glycogen synthase kinase 3, putative 0.0058 0.0189 1
Schistosoma mansoni aldehyde dehydrogenase 0.0068 0.0274 0.0246
Trichomonas vaginalis CMGC family protein kinase 0.0058 0.0189 0.0356
Brugia malayi MH2 domain containing protein 0.0133 0.0856 0.0829
Mycobacterium tuberculosis Probable lipase LipE 0.004 0.0029 0.0149
Brugia malayi intracellular kinase 0.0058 0.0189 0.016
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0544 0.4517 1
Wolbachia endosymbiont of Brugia malayi fructose-1,6-bisphosphatase 0.0041 0.0038 0.5
Loa Loa (eye worm) RNA binding protein 0.0073 0.0326 0.0297
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0478 0.3924 0.3906
Trichomonas vaginalis conserved hypothetical protein 0.0478 0.3924 0.8678
Echinococcus multilocularis survival motor neuron protein 1 0.0263 0.2017 0.1994
Loa Loa (eye worm) transcription factor SMAD2 0.0133 0.0856 0.0829
Mycobacterium tuberculosis Conserved protein 0.004 0.0029 0.0149
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0544 0.4517 1
Schistosoma mansoni tar DNA-binding protein 0.0073 0.0326 0.0297
Schistosoma mansoni hypothetical protein 0.0054 0.015 0.0122
Schistosoma mansoni glycogen synthase kinase 3-related (gsk3) (cmgc group III) 0.0058 0.0189 0.016
Mycobacterium ulcerans aldehyde dehydrogenase 0.0068 0.0274 0.0246
Toxoplasma gondii aldehyde dehydrogenase 0.0068 0.0274 1
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0478 0.3924 0.3906
Mycobacterium tuberculosis Conserved protein 0.004 0.0029 0.0149
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.004 0.0029 0.0149
Toxoplasma gondii inositol(myo)-1(or 4)-monophosphatase 2, putative 0.0041 0.0038 0.0377
Onchocerca volvulus 0.0058 0.0189 1
Echinococcus multilocularis Niemann Pick C1 protein 0.0478 0.3924 0.3906
Mycobacterium tuberculosis Probable esterase LipL 0.004 0.0029 0.0149
Loa Loa (eye worm) hypothetical protein 0.0478 0.3924 0.3906
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.116 1 1
Trichomonas vaginalis myo inositol monophosphatase, putative 0.0041 0.0038 0.0021
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0073 0.0326 0.0297
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0068 0.0274 0.0246
Echinococcus multilocularis protein patched 0.0478 0.3924 0.3906
Echinococcus granulosus inositol monophosphatase 1 0.0041 0.0038 0.0009
Echinococcus granulosus survival motor neuron protein 1 0.0263 0.2017 0.1994
Brugia malayi hypothetical protein 0.0263 0.2017 0.1994
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0041 0.0038 0.0009
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.004 0.0029 0.0149
Leishmania major glycogen synthase kinase, putative;with=GeneDB:LinJ18_V3.0270 0.0058 0.0189 0.016
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0058 0.0189 0.016
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.116 1 1
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0041 0.0038 0.0009
Mycobacterium ulcerans aldehyde dehydrogenase 0.0068 0.0274 0.0246
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.116 1 1
Trichomonas vaginalis inositol monophosphatase, putative 0.0041 0.0038 0.0021
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.116 1 1
Brugia malayi Inositol-1 0.0041 0.0038 0.0009
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.116 1 1
Echinococcus granulosus Niemann Pick C1 protein 0.0478 0.3924 0.3906
Mycobacterium ulcerans extragenic suppressor protein SuhB 0.0041 0.0038 0.0009
Mycobacterium tuberculosis Conserved protein 0.004 0.0029 0.0149
Brugia malayi Cytochrome P450 family protein 0.0062 0.0226 0.0197
Schistosoma mansoni tar DNA-binding protein 0.0073 0.0326 0.0297
Loa Loa (eye worm) TAR-binding protein 0.0073 0.0326 0.0297
Leishmania major myo-inositol-1(or 4)-monophosphatase 1, putative 0.0041 0.0038 0.0009
Echinococcus multilocularis glycogen synthase kinase 3 beta 0.0058 0.0189 0.016
Mycobacterium leprae conserved hypothetical protein 0.004 0.0029 1
Schistosoma mansoni inositol monophosphatase 0.0041 0.0038 0.0009
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.116 1 1
Echinococcus multilocularis protein dispatched 1 0.0478 0.3924 0.3906
Echinococcus multilocularis tar DNA binding protein 0.0073 0.0326 0.0297
Trypanosoma brucei inositol-1(or 4)-monophosphatase 1, putative 0.0041 0.0038 0.0009
Schistosoma mansoni tar DNA-binding protein 0.0073 0.0326 0.0297
Mycobacterium tuberculosis Probable conserved lipoprotein 0.004 0.0029 0.0149

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 3.2 nM Inhibitory concentration against the Glycogen synthase kinase-3 ChEMBL. 15686883
IC50 (binding) = 3.2 nM Inhibitory concentration against the Glycogen synthase kinase-3 ChEMBL. 15686883
Selectivity (binding) = 2 IC50 ratio between CDK2 and GSK-3 ChEMBL. 15686883
Selectivity (binding) = 6 IC50 ratio between CDK4 and GSK-3 ChEMBL. 15686883
Selectivity (binding) = 54 IC50 ratio between PKCbeta II and GSK-3 ChEMBL. 15686883

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

No external resources registered for this compound

Bibliographic References

1 literature reference was collected for this gene.

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