Detailed information for compound 106199

Basic information

Technical information
  • TDR Targets ID: 106199
  • Name: 3-[4-[2-[4-[(E)-3-hydroxy-3-oxoprop-1-enyl]ph enyl]-5-[4-[(E)-3-oxo-3-(3-phenylpropylamino) prop-1-enyl]phenyl]-1H-imidazol-4-yl]phenyl]- 4,5-dihydro-1,2-oxazole-5-carboxylic acid
  • MW: 666.721 | Formula: C40H34N4O6
  • H donors: 4 H acceptors: 6 LogP: 6.51 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(/C=C/c1ccc(cc1)c1nc([nH]c1c1ccc(cc1)C1=NOC(C1)C(=O)O)c1ccc(cc1)/C=C/C(=O)O)NCCCc1ccccc1
  • InChi: 1S/C40H34N4O6/c45-35(41-24-4-7-26-5-2-1-3-6-26)22-12-27-8-14-30(15-9-27)37-38(31-20-18-29(19-21-31)33-25-34(40(48)49)50-44-33)43-39(42-37)32-16-10-28(11-17-32)13-23-36(46)47/h1-3,5-6,8-23,34H,4,7,24-25H2,(H,41,45)(H,42,43)(H,46,47)(H,48,49)/b22-12+,23-13+
  • InChiKey: YINDYXPTKYLHLB-FWSOMWAYSA-N  

Network

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Synonyms

  • 3-[4-[2-[4-[(E)-3-hydroxy-3-oxo-prop-1-enyl]phenyl]-5-[4-[(E)-3-oxo-3-(3-phenylpropylamino)prop-1-enyl]phenyl]-1H-imidazol-4-yl]phenyl]-4,5-dihydroisoxazole-5-carboxylic acid
  • 3-[4-[2-[4-[(E)-3-hydroxy-3-oxoprop-1-enyl]phenyl]-5-[4-[(E)-3-oxo-3-(3-phenylpropylamino)prop-1-enyl]phenyl]-1H-imidazol-4-yl]phenyl]-4,5-dihydroisoxazole-5-carboxylic acid
  • 3-[4-[2-[4-[(E)-3-hydroxy-3-oxo-prop-1-enyl]phenyl]-5-[4-[(E)-3-oxo-3-(3-phenylpropylamino)prop-1-enyl]phenyl]-1H-imidazol-4-yl]phenyl]-4,5-dihydro-1,2-oxazole-5-carboxylic acid
  • 3-[4-[2-[4-[(E)-3-hydroxy-3-keto-prop-1-enyl]phenyl]-5-[4-[(E)-3-keto-3-(3-phenylpropylamino)prop-1-enyl]phenyl]-1H-imidazol-4-yl]phenyl]-2-isoxazoline-5-carboxylic acid
  • 3-[4-[2-[4-[(E)-3-hydroxy-3-keto-prop-1-enyl]phenyl]-5-[4-[(E)-3-keto-3-(3-phenylpropylamino)prop-1-enyl]phenyl]-1H-imidazol-4-yl]phenyl]-4,5-dihydroisoxazole-5-carboxylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Trypanosoma cruzi trypanothione reductase, putative Curated by TDR Targets References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum Glutathione reductase, related Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania donovani trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum MGC84926 protein, related Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania infantum trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast trypanothione reductase, putative 492 aa 548 aa 21.5 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Mycobacterium tuberculosis Possible bifunctional protein BirA: biotin operon repressor + biotin--[acetyl-CoA-carboxylase] synthetase (biotin--protein ligas 0.0133 0.0753 0.0987
Chlamydia trachomatis hypothetical protein 0.0192 0.1343 1
Echinococcus granulosus 5'partial|biotin protein ligase 0.0133 0.0753 0.4938
Plasmodium falciparum biotin protein ligase, putative 0.0188 0.1301 1
Entamoeba histolytica hypothetical protein, conserved 0.0192 0.1343 1
Schistosoma mansoni biotin-protein ligase 0.0192 0.1343 1
Brugia malayi biotin--acetyl-CoA-carboxylase ligase family protein 0.0188 0.1301 1
Loa Loa (eye worm) hypothetical protein 0.0133 0.0753 0.5121
Echinococcus multilocularis biotin protein ligase 0.0188 0.1301 0.9643
Echinococcus multilocularis biotin protein ligase 0.0188 0.1301 0.9643
Entamoeba histolytica hypothetical protein, conserved 0.0192 0.1343 1
Schistosoma mansoni biotin-protein ligase 0.0188 0.1301 0.9643
Mycobacterium leprae POSSIBLE BIFUNCTIONAL PROTEIN BirA: BIOTIN OPERON REPRESSOR + BIOTIN--[ACETYL-COA-CARBOXYLASE] SYNTHETASE (BIOTIN--PROTEIN LIGAS 0.0133 0.0753 0.5
Plasmodium falciparum biotin--acetyl-CoA-carboxylase, putative 0.0188 0.1301 1
Trypanosoma brucei Biotin--acetyl-CoA-carboxylase ligase, putative 0.0188 0.1301 1
Leishmania major biotin/lipoate protein ligase-like protein 0.0188 0.1301 1
Plasmodium vivax biotin--[acetyl-CoA-carboxylase] synthetase, putative 0.0188 0.1301 1
Wolbachia endosymbiont of Brugia malayi biotin-(acetyl-CoA carboxylase) ligase 0.0188 0.1301 0.5
Toxoplasma gondii thioredoxin reductase 0.0076 0.0177 0.5
Entamoeba histolytica hypothetical protein, conserved 0.0192 0.1343 1
Treponema pallidum biotin--acetyl-CoA-carboxylase ligase 0.0655 0.601 0.5
Loa Loa (eye worm) hypothetical protein 0.0133 0.0753 0.5121
Entamoeba histolytica biotin--acetyl-CoA-carboxylase ligase, putative 0.0188 0.1301 0.969
Entamoeba histolytica hypothetical protein, conserved 0.0192 0.1343 1
Trypanosoma cruzi Biotin--acetyl-CoA-carboxylase ligase, putative 0.0188 0.1301 1
Entamoeba histolytica hypothetical protein, conserved 0.0192 0.1343 1
Trypanosoma cruzi Biotin--acetyl-CoA-carboxylase ligase, putative 0.0188 0.1301 1
Loa Loa (eye worm) biotin protein ligase 1 0.0188 0.1301 1
Entamoeba histolytica hypothetical protein, conserved 0.0192 0.1343 1
Giardia lamblia Hypothetical protein 0.0188 0.1301 0.5
Echinococcus multilocularis N terminal of biotin protein ligase 0.0192 0.1343 1
Echinococcus granulosus N terminal of biotin protein ligase 0.0192 0.1343 1
Entamoeba histolytica hypothetical protein, conserved 0.0192 0.1343 1
Entamoeba histolytica hypothetical protein, conserved 0.0192 0.1343 1
Entamoeba histolytica hypothetical protein, conserved 0.0192 0.1343 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) uM Inhibitory activity against Selectin E using cell-cell assay; Not tested ChEMBL. 11405647
IC50 (functional) 0 uM Inhibitory activity against Selectin E using cell-cell assay; Not tested ChEMBL. 11405647
IC50 (binding) = 21 uM Inhibitory activity against P-selectin using cell-selectin protein assay ChEMBL. 11405647
IC50 (binding) = 21 uM Inhibitory activity against P-selectin using cell-selectin protein assay ChEMBL. 11405647
IC50 (binding) = 100 uM Inhibitory activity against P-selectin using ELISA-based assay ChEMBL. 11405647
IC50 (binding) = 100 uM Inhibitory activity against P-selectin using ELISA-based assay ChEMBL. 11405647
IC50 (functional) = 123 uM Inhibitory activity against P-selectin using cell-cell assay ChEMBL. 11405647
IC50 (functional) = 123 uM Inhibitory activity against P-selectin using cell-cell assay ChEMBL. 11405647

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.

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