Detailed information for compound 159458

Basic information

Technical information
  • TDR Targets ID: 159458
  • Name: 4-[2-[[(E)-3-[1-[bis(4-methylphenyl)methyl]in dol-5-yl]but-2-enoyl]amino]phenoxy]butanoic a cid
  • MW: 572.693 | Formula: C37H36N2O4
  • H donors: 2 H acceptors: 3 LogP: 7.73 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC(=O)CCCOc1ccccc1NC(=O)/C=C(/c1ccc2c(c1)ccn2C(c1ccc(cc1)C)c1ccc(cc1)C)\C
  • InChi: 1S/C37H36N2O4/c1-25-10-14-28(15-11-25)37(29-16-12-26(2)13-17-29)39-21-20-31-24-30(18-19-33(31)39)27(3)23-35(40)38-32-7-4-5-8-34(32)43-22-6-9-36(41)42/h4-5,7-8,10-21,23-24,37H,6,9,22H2,1-3H3,(H,38,40)(H,41,42)/b27-23+
  • InChiKey: VWTZMKBPAIVNSX-SLEBQGDGSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 4-[2-[[(E)-3-[1-(bis-p-tolylmethyl)indol-5-yl]but-2-enoyl]amino]phenoxy]butanoic acid
  • 4-[2-[[(E)-3-[1-(bis-p-tolylmethyl)-5-indolyl]-1-oxobut-2-enyl]amino]phenoxy]butanoic acid
  • 4-[2-[[(E)-3-[1-(bis-p-tolylmethyl)indol-5-yl]but-2-enoyl]amino]phenoxy]butyric acid
  • 4-[2-[[(E)-3-[1-[bis(4-methylphenyl)methyl]-5-indolyl]-1-oxobut-2-enyl]amino]phenoxy]butanoic acid
  • 4-[2-[[(E)-3-[1-[bis(4-methylphenyl)methyl]indol-5-yl]but-2-enoyl]amino]phenoxy]butyric acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Steroid 5-alpha-reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei gambiense 3-oxo-5-alpha-steroid 4-dehydrogenase-like, putative Steroid 5-alpha-reductase   254 aa 283 aa 29.7 %
Toxoplasma gondii 3-oxo-5-alpha-steroid 4-dehydrogenase Steroid 5-alpha-reductase   254 aa 255 aa 36.1 %
Trypanosoma cruzi 3-oxo-5-alpha-steroid 4-dehydrogenase, putative Steroid 5-alpha-reductase   254 aa 284 aa 33.1 %
Trypanosoma cruzi 3-oxo-5-alpha-steroid 4-dehydrogenase, putative Steroid 5-alpha-reductase   254 aa 284 aa 32.7 %
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative Steroid 5-alpha-reductase   254 aa 226 aa 36.7 %
Trypanosoma brucei 3-oxo-5-alpha-steroid 4-dehydrogenase-like, putative Steroid 5-alpha-reductase   254 aa 283 aa 29.7 %
Trichomonas vaginalis conserved hypothetical protein Steroid 5-alpha-reductase   254 aa 239 aa 21.8 %
Leishmania braziliensis 3-oxo-5-alpha-steroid 4-dehydrogenase-like protein Steroid 5-alpha-reductase   254 aa 329 aa 23.1 %
Trichomonas vaginalis conserved hypothetical protein Steroid 5-alpha-reductase   254 aa 238 aa 25.6 %
Leishmania major 3-oxo-5-alpha-steroid 4-dehydrogenase-like protein Steroid 5-alpha-reductase   254 aa 334 aa 25.1 %
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative Steroid 5-alpha-reductase   254 aa 211 aa 29.9 %
Loa Loa (eye worm) hypothetical protein Steroid 5-alpha-reductase   254 aa 218 aa 45.9 %
Leishmania mexicana 3-oxo-5-alpha-steroid 4-dehydrogenase-like protein Steroid 5-alpha-reductase   254 aa 435 aa 22.3 %
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative Steroid 5-alpha-reductase   254 aa 249 aa 34.9 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trichomonas vaginalis conserved hypothetical protein 0.0053 0.5 0.5
Trichomonas vaginalis synaptic glycoprotein sc2, putative 0.0053 0.5 0.5
Entamoeba histolytica trans-2,3-enoyl-CoA reductase, putative 0.0053 0.5 0.5
Trichomonas vaginalis synaptic glycoprotein sc2, putative 0.0053 0.5 0.5
Brugia malayi 3-oxo-5-alpha-steroid 4-dehydrogenase 1 0.0053 0.5 0.5
Mycobacterium ulcerans hypothetical protein 0.0053 0.5 0.5
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0053 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.0053 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.0053 0.5 0.5
Echinococcus granulosus 3 oxo 5 alpha steroid 4 dehydrogenase C terminal 0.0053 0.5 0.5
Entamoeba histolytica steroid 5-alpha reductase, putative 0.0053 0.5 0.5
Trypanosoma brucei 3-oxo-5-alpha-steroid 4-dehydrogenase-like, putative 0.0053 0.5 0.5
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0053 0.5 0.5
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0053 0.5 0.5
Schistosoma mansoni synaptic glycoprotein sc2 related 0.0053 0.5 0.5
Trypanosoma cruzi 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0053 0.5 0.5
Entamoeba histolytica 3-oxo-5-alpha-steroid 4-dehydrogenase domain-containing protein 0.0053 0.5 0.5
Plasmodium falciparum polyprenol reductase, putative 0.0053 0.5 0.5
Schistosoma mansoni synaptic glycoprotein sc2 related 0.0053 0.5 0.5
Trypanosoma brucei 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0053 0.5 0.5
Giardia lamblia Synaptic glycoprotein SC2 0.0053 0.5 0.5
Onchocerca volvulus 0.0053 0.5 0.5
Echinococcus granulosus synaptic glycoprotein sc2 0.0053 0.5 0.5
Plasmodium falciparum 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0053 0.5 0.5
Toxoplasma gondii 3-oxo-5-alpha-steroid 4-dehydrogenase 0.0053 0.5 0.5
Toxoplasma gondii 3-oxo-5-alpha-steroid 4-dehydrogenase 0.0053 0.5 0.5
Entamoeba histolytica hypothetical protein 0.0053 0.5 0.5
Echinococcus multilocularis 3 oxo 5 alpha steroid 4 dehydrogenase, C terminal 0.0053 0.5 0.5
Trypanosoma cruzi 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0053 0.5 0.5
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0053 0.5 0.5
Trypanosoma cruzi 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0053 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.0053 0.5 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0053 0.5 0.5
Leishmania major 3-oxo-5-alpha-steroid 4-dehydrogenase-like protein 0.0053 0.5 0.5
Toxoplasma gondii 3-oxo-5-alpha-steroid 4-dehydrogenase 0.0053 0.5 0.5
Echinococcus multilocularis synaptic glycoprotein sc2 0.0053 0.5 0.5
Plasmodium vivax 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0053 0.5 0.5
Trichomonas vaginalis synaptic glycoprotein sc2, putative 0.0053 0.5 0.5
Plasmodium vivax polyprenol reductase, putative 0.0053 0.5 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 8.8 nM Inhibitory actitivity against Steroid 5-alpha-reductase in prostates from male rats ChEMBL. 7636849
IC50 (binding) = 8.8 nM Inhibitory actitivity against Steroid 5-alpha-reductase in prostates from male rats ChEMBL. 7636849

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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