Detailed information for compound 446079

Basic information

Technical information
  • TDR Targets ID: 446079
  • Name: N-(diaminomethylidene)-2-[2-phenyl-4-(4-propo xyphenyl)thiophen-3-yl]acetamide
  • MW: 393.502 | Formula: C22H23N3O2S
  • H donors: 2 H acceptors: 1 LogP: 4.61 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCOc1ccc(cc1)c1csc(c1CC(=O)N=C(N)N)c1ccccc1
  • InChi: 1S/C22H23N3O2S/c1-2-12-27-17-10-8-15(9-11-17)19-14-28-21(16-6-4-3-5-7-16)18(19)13-20(26)25-22(23)24/h3-11,14H,2,12-13H2,1H3,(H4,23,24,25,26)
  • InChiKey: VEPRQHCGLVQXNQ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-(diaminomethylene)-2-[2-phenyl-4-(4-propoxyphenyl)-3-thienyl]acetamide
  • N-[bis(azanyl)methylidene]-2-[2-phenyl-4-(4-propoxyphenyl)thiophen-3-yl]ethanamide
  • N-(diaminomethylidene)-2-[2-phenyl-4-(4-propoxyphenyl)thiophen-3-yl]ethanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens beta-site APP-cleaving enzyme 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K07747 beta-site APP-cleaving enzyme 2 (memapsin 1) [EC3.4.23.45], putative Get druggable targets OG5_135830 All targets in OG5_135830
Schistosoma mansoni memapsin-2 (A01 family) Get druggable targets OG5_135830 All targets in OG5_135830
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum plasmepsin VII beta-site APP-cleaving enzyme 1 401 aa 352 aa 21.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Giardia lamblia 3-hydroxy-3-methylglutaryl-coenzyme A reductase 0.1238 0.3987 1
Echinococcus multilocularis histone deacetylase 6 0.0545 0.1011 0.0106
Echinococcus multilocularis protein patched 0.1087 0.3337 0.2666
Echinococcus granulosus histone deacetylase 0.0545 0.1011 0.0106
Leishmania major histone deacetylase, putative 0.0545 0.1011 0.0106
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.1087 0.3337 0.3337
Echinococcus multilocularis histone deacetylase 0.0545 0.1011 0.0106
Plasmodium falciparum histone deacetylase 2 0.0545 0.1011 1
Echinococcus multilocularis protein dispatched 1 0.1087 0.3337 0.2666
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.2639 1 1
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.2639 1 1
Trypanosoma cruzi histone deacetylase, putative 0.0545 0.1011 0.0106
Schistosoma mansoni histone deacetylase 0.0522 0.0915 0.0006
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.2639 1 1
Loa Loa (eye worm) hypothetical protein 0.0522 0.0915 0.0915
Echinococcus multilocularis histone deacetylase 7 0.0545 0.1011 0.0106
Echinococcus granulosus histone deacetylase 6 0.0545 0.1011 0.0106
Schistosoma mansoni patched 1 0.1087 0.3337 0.267
Echinococcus multilocularis sterol regulatory element binding protein 0.1087 0.3337 0.2666
Brugia malayi CHE-14 protein 0.1087 0.3337 0.2666
Loa Loa (eye worm) histone deacetylase 0.0545 0.1011 0.1011
Trypanosoma brucei histone deacetylase 4 0.0545 0.1011 0.0106
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.1238 0.3987 1
Echinococcus multilocularis histone deacetylase 6 0.0545 0.1011 0.0106
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.2639 1 1
Trichomonas vaginalis conserved hypothetical protein 0.1087 0.3337 0.7882
Leishmania major histone deacetylase, putative 0.0545 0.1011 0.0106
Trypanosoma cruzi histone deacetylase, putative 0.0545 0.1011 0.0106
Echinococcus granulosus histone deacetylase 6 0.0551 0.1038 0.0136
Echinococcus granulosus histone deacetylase 6 0.0545 0.1011 0.0106
Loa Loa (eye worm) histone deacetylase 1 0.0522 0.0915 0.0915
Schistosoma mansoni histone deacetylase 4 5 0.0545 0.1011 0.0112
Schistosoma mansoni histone deacetylase 0.0522 0.0915 0.0006
Echinococcus granulosus sterol regulatory element binding protein 0.1087 0.3337 0.2666
Plasmodium falciparum histone deacetylase, putative 0.0545 0.1011 1
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.2639 1 1
Plasmodium vivax histone deacetylase, putative 0.0545 0.1011 1
Loa Loa (eye worm) histone deacetylase 7A 0.0545 0.1011 0.1011
Trypanosoma brucei histone deacetylase 3 0.0545 0.1011 0.0106
Loa Loa (eye worm) histone deacetylase 3 0.0522 0.0915 0.0915
Echinococcus granulosus Protein patched homolog 1 0.1087 0.3337 0.2666
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.2639 1 1
Loa Loa (eye worm) hypothetical protein 0.1087 0.3337 0.3337
Schistosoma mansoni histone deacetylase hda2 0.0551 0.1038 0.0142
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.1238 0.3987 1
Brugia malayi Histone deacetylase family protein 0.0545 0.1011 0.0106
Echinococcus multilocularis histone deacetylase 6 0.0551 0.1038 0.0136
Echinococcus multilocularis Niemann Pick C1 protein 0.1087 0.3337 0.2666
Trypanosoma brucei histone deacetylase, putative 0.0545 0.1011 0.0106
Schistosoma mansoni histone deacetylase 4 5 0.0545 0.1011 0.0112
Schistosoma mansoni niemann-pick C1 (NPC1) 0.1087 0.3337 0.267
Echinococcus granulosus histone deacetylase 7 0.0545 0.1011 0.0106
Loa Loa (eye worm) hypothetical protein 0.2639 1 1
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.1238 0.3987 1
Plasmodium vivax histone deacetylase 2, putative 0.0545 0.1011 1
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.2639 1 0.5
Brugia malayi Histone deacetylase family protein 0.0545 0.1011 0.0106
Toxoplasma gondii histone deacetylase HDAC1 0.0545 0.1011 1
Trypanosoma cruzi histone deacetylase, putative 0.0545 0.1011 0.0106
Entamoeba histolytica histone deacetylase, putative 0.0522 0.0915 0.5
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.2639 1 1
Echinococcus granulosus Niemann Pick C1 protein 0.1087 0.3337 0.2666

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.89 uM Inhibition of BACE1 by FRET assay ChEMBL. 17761418
IC50 (binding) = 1.89 uM Inhibition of BACE1 by FRET assay ChEMBL. 17761418

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.