Detailed information for compound 368473

Basic information

Technical information
  • TDR Targets ID: 368473
  • Name: (E)-N-(2-aminophenyl)-3-[4-(anilinomethyl)phe nyl]prop-2-enamide
  • MW: 343.422 | Formula: C22H21N3O
  • H donors: 3 H acceptors: 1 LogP: 3.98 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(Nc1ccccc1N)/C=C/c1ccc(cc1)CNc1ccccc1
  • InChi: 1S/C22H21N3O/c23-20-8-4-5-9-21(20)25-22(26)15-14-17-10-12-18(13-11-17)16-24-19-6-2-1-3-7-19/h1-15,24H,16,23H2,(H,25,26)/b15-14+
  • InChiKey: PIAKRGUNXVVLPK-CCEZHUSRSA-N  

Network

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Synonyms

  • (E)-N-(2-aminophenyl)-3-[4-(anilinomethyl)phenyl]-2-propenamide
  • (E)-N-(2-aminophenyl)-3-[4-(phenylazanylmethyl)phenyl]prop-2-enamide
  • (E)-N-(2-aminophenyl)-3-[4-(anilinomethyl)phenyl]acrylamide
  • (E)-N-(2-aminophenyl)-3-[4-[(phenylamino)methyl]phenyl]prop-2-enamide
  • (E)-N-(2-aminophenyl)-3-[4-[(phenylamino)methyl]phenyl]acrylamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens histone deacetylase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Babesia bovis histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Cryptosporidium hominis histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Plasmodium falciparum histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Cryptosporidium parvum RPD3/HD1 histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative Get druggable targets OG5_126742 All targets in OG5_126742
Brugia malayi histone deacetylase 1 (HD1) Get druggable targets OG5_126742 All targets in OG5_126742
Candida albicans one of two distinct genes with strong similarity to S. cerevisiae RPD3 (YNL330C) SIN3 histone deacetylase complex component Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania infantum histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Brugia malayi Histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Plasmodium vivax histone deacetylase 1, putative Get druggable targets OG5_126742 All targets in OG5_126742
Candida albicans one of two distinct genes with strong similarity to S. cerevisiae RPD3 (YNL330C) SIN3 histone deacetylase complex component Get druggable targets OG5_126742 All targets in OG5_126742
Echinococcus multilocularis histone deacetylase 3 Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania mexicana histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Schistosoma mansoni histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Plasmodium berghei histone deacetylase 1, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania infantum histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Plasmodium knowlesi histone deacetylase 1, putative Get druggable targets OG5_126742 All targets in OG5_126742
Candida albicans one of two distinct genes with strong similarity to S. cerevisiae RPD3 (YNL330C) SIN3 histone deacetylase complex component Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania major histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Theileria parva histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Echinococcus granulosus histone deacetylase 3 Get druggable targets OG5_126742 All targets in OG5_126742
Echinococcus granulosus histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Trypanosoma cruzi histone deacetylase 1, putative Get druggable targets OG5_126742 All targets in OG5_126742
Neospora caninum hypothetical protein Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Brugia malayi histone deacetylase 3 (HD3) Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania donovani histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trypanosoma cruzi histone deacetylase 1, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126742 All targets in OG5_126742
Trypanosoma congolense histone deacetylase-like 1 protein, putative Get druggable targets OG5_126742 All targets in OG5_126742
Toxoplasma gondii histone deacetylase HDAC3 Get druggable targets OG5_126742 All targets in OG5_126742
Cryptosporidium hominis histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Entamoeba histolytica histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Giardia lamblia Histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Trypanosoma brucei histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania braziliensis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania donovani histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trypanosoma brucei gambiense histone deacetylase 1,histone deacetylase-like 1 protein, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative Get druggable targets OG5_126742 All targets in OG5_126742
Toxoplasma gondii histone deacetylase HDAC2 Get druggable targets OG5_126742 All targets in OG5_126742
Neospora caninum histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Cryptosporidium parvum histone deacetylase HDA2/Rpd3p Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania major histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Echinococcus multilocularis histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Candida albicans one of two distinct genes with strong similarity to S. cerevisiae RPD3 (YNL330C) SIN3 histone deacetylase complex component Get druggable targets OG5_126742 All targets in OG5_126742
Schistosoma mansoni histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Schistosoma japonicum ko:K01463 Hdac3 [EC:3.5.1.-], putative Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania mexicana histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Schistosoma japonicum ko:K06067 histone deacetylase 1/2, putative Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania braziliensis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Plasmodium yoelii histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Loa Loa (eye worm) histone deacetylase 3 Get druggable targets OG5_126742 All targets in OG5_126742

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
Plasmodium falciparum methionine aminopeptidase 1b, putative 0.0054 0.3205 0.3205
Mycobacterium tuberculosis Methionine aminopeptidase MapA (map) (peptidase M) (MetAP) 0.0038 0 0.5
Loa Loa (eye worm) histone deacetylase 3 0.0077 0.7735 0.6667
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0088 1 1
Echinococcus multilocularis histone deacetylase 1 0.0077 0.7735 0.7735
Trypanosoma brucei histone deacetylase 1 0.0077 0.7735 0.6667
Plasmodium falciparum methionine aminopeptidase 2 0.0088 1 1
Echinococcus granulosus histone deacetylase 1 0.0077 0.7735 0.6667
Treponema pallidum methionine aminopeptidase (map) 0.0038 0 0.5
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0088 1 1
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0088 1 1
Leishmania major methionine aminopeptidase 2, putative 0.0088 1 1
Echinococcus multilocularis methionyl aminopeptidase 2 0.0088 1 1
Mycobacterium ulcerans methionine aminopeptidase 0.0038 0 0.5
Brugia malayi Histone deacetylase 1 0.0077 0.7735 0.6667
Loa Loa (eye worm) histone deacetylase 1 0.0077 0.7735 0.6667
Brugia malayi histone deacetylase 3 (HD3) 0.0077 0.7735 0.6667
Loa Loa (eye worm) hypothetical protein 0.0077 0.7735 0.6667
Leishmania major histone deacetylase, putative 0.0077 0.7735 0.6667
Giardia lamblia Methionine aminopeptidase 0.0088 1 1
Toxoplasma gondii methionine aminopeptidase 0.0054 0.3205 0.3205
Brugia malayi histone deacetylase 1 (HD1) 0.0077 0.7735 0.6667
Leishmania major histone deacetylase, putative 0.0077 0.7735 0.6667
Toxoplasma gondii methionine aminopeptidase 2, putative 0.0088 1 1
Echinococcus granulosus methionyl aminopeptidase 2 0.0088 1 1
Mycobacterium tuberculosis Methionine aminopeptidase MapB (map) (peptidase M) 0.0038 0 0.5
Mycobacterium ulcerans methionine aminopeptidase MapB 0.0038 0 0.5
Trypanosoma brucei metallo-peptidase, Clan MG, Family M24 0.0088 1 1
Schistosoma mansoni methionyl aminopeptidase 2 (M24 family) 0.0088 1 1
Loa Loa (eye worm) initiation factor 2-associated protein 0.0088 1 1
Plasmodium vivax histone deacetylase 1, putative 0.0077 0.7735 0.7735
Onchocerca volvulus Methionine aminopeptidase 2 homolog 0.0088 1 0.5
Schistosoma mansoni histone deacetylase 0.0077 0.7735 0.7735
Wolbachia endosymbiont of Brugia malayi methionine aminopeptidase 0.0038 0 0.5
Toxoplasma gondii histone deacetylase HDAC3 0.0077 0.7735 0.7735
Trypanosoma brucei methionine aminopeptidase 2, putative 0.0088 1 1
Chlamydia trachomatis methionine aminopeptidase 0.0038 0 0.5
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0088 1 1
Plasmodium vivax methionine aminopeptidase 2, putative 0.0088 1 1
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0088 1 1
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0088 1 1
Mycobacterium leprae PROBABLE METHIONINE AMINOPEPTIDASE MAPB (MAP) (PEPTIDASE M) 0.0038 0 0.5
Trypanosoma cruzi histone deacetylase 1, putative 0.0077 0.7735 0.6667
Echinococcus granulosus histone deacetylase 3 0.0077 0.7735 0.6667
Echinococcus multilocularis methionyl aminopeptidase 1 (M24 family) 0.0054 0.3205 0.3205
Plasmodium falciparum histone deacetylase 1 0.0077 0.7735 0.7735
Toxoplasma gondii histone deacetylase HDAC2 0.0077 0.7735 0.7735
Schistosoma mansoni histone deacetylase 0.0077 0.7735 0.7735
Trypanosoma cruzi histone deacetylase 1, putative 0.0077 0.7735 0.6667
Mycobacterium leprae PROBABLE METHIONINE AMINOPEPTIDASE MAPA (MAP) (PEPTIDASE M) (MetAP) 0.0038 0 0.5
Plasmodium vivax methionine aminopeptidase 1b, putative 0.0054 0.3205 0.3205
Echinococcus multilocularis histone deacetylase 3 0.0077 0.7735 0.7735
Entamoeba histolytica methionine aminopeptidase, putative 0.0088 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 11 uM Antiproliferative activity against human HCT116 cells by MTT assay ChEMBL. 16713259
IC50 (functional) = 11 uM Antiproliferative activity against human HCT116 cells by MTT assay ChEMBL. 16713259
IC50 (binding) = 17 uM Inhibition of human recombinant HDAC1 ChEMBL. 16713259
IC50 (binding) = 17 uM Inhibition of human recombinant HDAC1 ChEMBL. 16713259

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 16713259

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.