Detailed information for compound 105823

Basic information

Technical information
  • TDR Targets ID: 105823
  • Name: N-[(E)-[4-(2-dimethylaminoethyloxy)phenyl]met hylideneamino]-1-(3-methoxyphenyl)pyrazolo[3, 4-d]pyrimidin-4-amine
  • MW: 431.49 | Formula: C23H25N7O2
  • H donors: 1 H acceptors: 3 LogP: 3.77 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cccc(c1)n1ncc2c1ncnc2N/N=C/c1ccc(cc1)OCCN(C)C
  • InChi: 1S/C23H25N7O2/c1-29(2)11-12-32-19-9-7-17(8-10-19)14-26-28-22-21-15-27-30(23(21)25-16-24-22)18-5-4-6-20(13-18)31-3/h4-10,13-16H,11-12H2,1-3H3,(H,24,25,28)/b26-14+
  • InChiKey: MKHJVBRHUVFONY-VULFUBBASA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-[(E)-[4-(2-dimethylaminoethyloxy)phenyl]methyleneamino]-1-(3-methoxyphenyl)pyrazolo[3,4-d]pyrimidin-4-amine
  • N-[(E)-[4-(2-dimethylaminoethyloxy)phenyl]methyleneamino]-1-(3-methoxyphenyl)-4-pyrazolo[3,4-d]pyrimidinamine
  • 2-[4-[(E)-[[1-(3-methoxyphenyl)pyrazolo[3,4-d]pyrimidin-4-yl]hydrazono]methyl]phenoxy]ethyl-dimethyl-amine
  • N-[[4-(2-dimethylaminoethoxy)phenyl]methylideneamino]-1-(3-methoxyphenyl)pyrazolo[4,5-e]pyrimidin-4-amine
  • N-[[4-(2-dimethylaminoethoxy)phenyl]methyleneamino]-1-(3-methoxyphenyl)pyrazolo[4,5-e]pyrimidin-4-amine
  • N-[[4-(2-dimethylaminoethoxy)phenyl]methyleneamino]-1-(3-methoxyphenyl)-4-pyrazolo[4,5-e]pyrimidinamine
  • 2-[4-[(E)-[[1-(3-methoxyphenyl)pyrazolo[4,5-e]pyrimidin-4-yl]hydrazono]methyl]phenoxy]ethyl-dimethyl-amine
  • pyrazolopyrimidine derivative 44

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
Leishmania infantum glycogen synthase kinase 3 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
Onchocerca volvulus 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
Plasmodium yoelii Protein kinase domain, 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
Schistosoma mansoni glycogen synthase kinase 3-related (gsk3) (cmgc group III) 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
Trichomonas vaginalis CMGC family 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
Plasmodium knowlesi glycogen synthase kinase 3, 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
Toxoplasma gondii cell-cycle-associated protein kinase GSK, 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
Trypanosoma cruzi glycogen synthase kinase 3, 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
Leishmania mexicana 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
Echinococcus granulosus glycogen synthase kinase 3 beta 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
Leishmania donovani glycogen synthase kinase 3, 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
Trypanosoma brucei protein kinase, 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
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
Cryptosporidium hominis hypothetical 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
Neospora caninum 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
Theileria parva 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
Candida albicans second truncated form of RIM11 Serine/threonine 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
Brugia malayi intracellular 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
Entamoeba histolytica protein 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
Cryptosporidium parvum 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
Giardia lamblia Kinase, CMGC GSK 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) hypothetical protein 0.0322 0.0568 0.0801
Echinococcus granulosus neuroligin 0.0322 0.0568 0.0801
Brugia malayi Carboxylesterase family protein 0.0322 0.0568 0.0801
Trypanosoma cruzi UDP-galactopyranose mutase 0.0184 0 0.5
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.2613 1 1
Loa Loa (eye worm) hypothetical protein 0.0322 0.0568 0.0801
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0322 0.0568 0.0614
Schistosoma mansoni acetylcholinesterase 0.0322 0.0568 0.0801
Toxoplasma gondii histone lysine-specific demethylase LSD1/BHC110/KDMA1A 0.0184 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0322 0.0568 0.0801
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0322 0.0568 0.0801
Echinococcus multilocularis BC026374 protein (S09 family) 0.0322 0.0568 0.0801
Plasmodium vivax lysine-specific histone demethylase 1, putative 0.0184 0 0.5
Plasmodium falciparum conserved Plasmodium protein, unknown function 0.0184 0 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0322 0.0568 0.0801
Loa Loa (eye worm) hypothetical protein 0.1905 0.7087 1
Echinococcus multilocularis neuroligin 0.0322 0.0568 0.0801
Brugia malayi Carboxylesterase family protein 0.1905 0.7087 1
Brugia malayi Carboxylesterase family protein 0.0322 0.0568 0.0801
Loa Loa (eye worm) acetylcholinesterase 1 0.1905 0.7087 1
Loa Loa (eye worm) hypothetical protein 0.0322 0.0568 0.0801
Plasmodium vivax protoporphyrinogen oxidase, putative 0.0184 0 0.5
Onchocerca volvulus 0.0322 0.0568 1
Brugia malayi hypothetical protein 0.0322 0.0568 0.0801
Toxoplasma gondii histone lysine-specific demethylase 0.0184 0 0.5
Brugia malayi Carboxylesterase family protein 0.0322 0.0568 0.0801
Chlamydia trachomatis protoporphyrinogen oxidase 0.0184 0 0.5
Echinococcus multilocularis acetylcholinesterase 0.1905 0.7087 1
Loa Loa (eye worm) carboxylesterase 0.1905 0.7087 1
Plasmodium vivax hypothetical protein, conserved 0.0184 0 0.5
Trypanosoma cruzi UDP-galactopyranose mutase 0.0184 0 0.5
Schistosoma mansoni neuroligin 3 (S09 family) 0.0322 0.0568 0.0801
Leishmania major UDP-galactopyranose mutase 0.0184 0 0.5
Echinococcus multilocularis acetylcholinesterase 0.1905 0.7087 1
Trichomonas vaginalis spcc417.12 protein, putative 0.0322 0.0568 0.5
Onchocerca volvulus 0.0322 0.0568 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0322 0.0568 0.0614
Mycobacterium tuberculosis Carboxylesterase LipT 0.0322 0.0568 0.0614
Schistosoma mansoni gliotactin 0.0322 0.0568 0.0801
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0322 0.0568 0.0801
Plasmodium falciparum lysine-specific histone demethylase 1, putative 0.0184 0 0.5
Mycobacterium leprae PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) 0.0184 0 0.5
Onchocerca volvulus 0.0322 0.0568 1
Loa Loa (eye worm) hypothetical protein 0.0322 0.0568 0.0801
Brugia malayi Carboxylesterase family protein 0.0322 0.0568 0.0801
Echinococcus multilocularis carboxylesterase 5A 0.1905 0.7087 1
Mycobacterium ulcerans carboxylesterase, LipT 0.0322 0.0568 0.0568
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0322 0.0568 0.5
Loa Loa (eye worm) hypothetical protein 0.1905 0.7087 1
Loa Loa (eye worm) carboxylesterase 0.0322 0.0568 0.0801
Echinococcus multilocularis para nitrobenzyl esterase 0.0322 0.0568 0.0801
Loa Loa (eye worm) hypothetical protein 0.0322 0.0568 0.0801
Echinococcus granulosus carboxylesterase 5A 0.1905 0.7087 1
Plasmodium vivax hypothetical protein, conserved 0.0184 0 0.5
Schistosoma mansoni BC026374 protein (S09 family) 0.0322 0.0568 0.0801
Echinococcus granulosus para nitrobenzyl esterase 0.0322 0.0568 0.0801
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.1905 0.7087 1
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0322 0.0568 0.0801
Echinococcus granulosus BC026374 protein S09 family 0.0322 0.0568 0.0801
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.2429 0.9242 1
Plasmodium falciparum protoporphyrinogen oxidase 0.0184 0 0.5
Echinococcus granulosus acetylcholinesterase 0.1905 0.7087 1
Echinococcus granulosus acetylcholinesterase 0.1905 0.7087 1
Loa Loa (eye worm) hypothetical protein 0.0322 0.0568 0.0801
Brugia malayi Carboxylesterase family protein 0.1905 0.7087 1
Onchocerca volvulus 0.0322 0.0568 1
Loa Loa (eye worm) carboxylesterase 0.0322 0.0568 0.0801
Onchocerca volvulus 0.0322 0.0568 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0322 0.0568 0.0801

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 8.2 Ability of the compound to inhibit 50% glycogen synthase kinase-3 beta of recombinant human, expressed as log of concentration ChEMBL. 15080992
Log IC50 (binding) = 8.2 Ability of the compound to inhibit 50% glycogen synthase kinase-3 beta of recombinant human, expressed as log of concentration ChEMBL. 15080992

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.