Detailed information for compound 53282

Basic information

Technical information
  • TDR Targets ID: 53282
  • Name: 4-[3-[3-[3-[4-(2-methoxyphenyl)piperazin-1-yl ]propoxy]-4-phenylmethoxybenzoyl]indol-1-yl]b utanoic acid
  • MW: 661.786 | Formula: C40H43N3O6
  • H donors: 1 H acceptors: 3 LogP: 4.25 Rotable bonds: 16
    Rule of 5 violations (Lipinski): 2
  • SMILES: COc1ccccc1N1CCN(CC1)CCCOc1cc(ccc1OCc1ccccc1)C(=O)c1cn(c2c1cccc2)CCCC(=O)O
  • InChi: 1S/C40H43N3O6/c1-47-36-16-8-7-15-35(36)42-24-22-41(23-25-42)20-10-26-48-38-27-31(18-19-37(38)49-29-30-11-3-2-4-12-30)40(46)33-28-43(21-9-17-39(44)45)34-14-6-5-13-32(33)34/h2-8,11-16,18-19,27-28H,9-10,17,20-26,29H2,1H3,(H,44,45)
  • InChiKey: CQYJBRAZFUVJRS-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[3-[4-benzyloxy-3-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy]benzoyl]indol-1-yl]butanoic acid
  • 4-[3-[[4-benzyloxy-3-[3-[4-(2-methoxyphenyl)-1-piperazinyl]propoxy]phenyl]-oxomethyl]-1-indolyl]butanoic acid
  • 4-[3-[3-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy]-4-phenylmethoxy-phenyl]carbonylindol-1-yl]butanoic acid
  • 4-[3-[4-benzoxy-3-[3-[4-(2-methoxyphenyl)piperazino]propoxy]benzoyl]indol-1-yl]butyric acid
  • 4-[3-[3-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy]-4-(phenylmethoxy)benzoyl]indol-1-yl]butanoic acid
  • 4-[3-[[3-[3-[4-(2-methoxyphenyl)-1-piperazinyl]propoxy]-4-(phenylmethoxy)phenyl]-oxomethyl]-1-indolyl]butanoic acid
  • 4-[3-[4-(benzyloxy)-3-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy]benzoyl]indol-1-yl]butyric acid
  • 4-[3-[3-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy]-4-(phenylmethoxy)phenyl]carbonylindol-1-yl]butanoic 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
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative Steroid 5-alpha-reductase   254 aa 226 aa 36.7 %
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 211 aa 29.9 %
Loa Loa (eye worm) hypothetical protein Steroid 5-alpha-reductase   254 aa 218 aa 45.9 %
Trypanosoma cruzi 3-oxo-5-alpha-steroid 4-dehydrogenase, putative Steroid 5-alpha-reductase   254 aa 284 aa 33.1 %
Trypanosoma brucei 3-oxo-5-alpha-steroid 4-dehydrogenase-like, putative Steroid 5-alpha-reductase   254 aa 283 aa 29.7 %
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 %
Trypanosoma brucei gambiense 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 238 aa 25.6 %
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 239 aa 21.8 %
Leishmania major 3-oxo-5-alpha-steroid 4-dehydrogenase-like protein Steroid 5-alpha-reductase   254 aa 334 aa 25.1 %
Toxoplasma gondii 3-oxo-5-alpha-steroid 4-dehydrogenase Steroid 5-alpha-reductase   254 aa 255 aa 36.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.1093 0.6163 0.6163
Onchocerca volvulus 0.0865 0.4355 0.7
Echinococcus granulosus tissue type plasminogen activator 0.0366 0.0407 0.0407
Schistosoma mansoni hypothetical protein 0.0366 0.0407 0.0407
Brugia malayi Protein kinase domain containing protein 0.0366 0.0407 0.0274
Leishmania major hypothetical protein, conserved 0.0366 0.0407 0.5
Loa Loa (eye worm) hypothetical protein 0.1578 1 1
Loa Loa (eye worm) carboxylesterase 0.1578 1 1
Echinococcus granulosus laminin 0.0332 0.0137 0.0137
Echinococcus multilocularis tissue type plasminogen activator 0.0366 0.0407 0.0407
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.1578 1 1
Schistosoma mansoni egf-like domain protein 0.0332 0.0137 0.0137
Onchocerca volvulus 0.0366 0.0407 0.0448
Onchocerca volvulus 0.1093 0.6163 1
Loa Loa (eye worm) hypothetical protein 0.1093 0.6163 0.611
Echinococcus granulosus carboxylesterase 5A 0.1578 1 1
Echinococcus granulosus acetylcholinesterase 0.1578 1 1
Loa Loa (eye worm) acetylcholinesterase 1 0.1578 1 1
Echinococcus multilocularis carboxylesterase 5A 0.1578 1 1
Echinococcus multilocularis acetylcholinesterase 0.1578 1 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.1093 0.6163 0.6163
Echinococcus multilocularis acetylcholinesterase 0.1578 1 1
Echinococcus granulosus acetylcholinesterase 0.1578 1 1
Echinococcus multilocularis laminin 0.0332 0.0137 0.0137
Loa Loa (eye worm) TK/ROR protein kinase 0.0366 0.0407 0.0274
Toxoplasma gondii PAN domain-containing protein 0.1039 0.5736 1
Brugia malayi Carboxylesterase family protein 0.1578 1 1
Toxoplasma gondii PAN domain-containing protein 0.1039 0.5736 1
Echinococcus multilocularis fibrillin 1 0.0332 0.0137 0.0137
Loa Loa (eye worm) hypothetical protein 0.1578 1 1
Echinococcus multilocularis Tolloid protein 1 0.0332 0.0137 0.0137
Plasmodium falciparum cysteine repeat modular protein 1 0.0366 0.0407 0.5
Loa Loa (eye worm) hypothetical protein 0.0345 0.0236 0.0101
Loa Loa (eye worm) hypothetical protein 0.0366 0.0407 0.0274
Trypanosoma cruzi hypothetical protein, conserved 0.0366 0.0407 0.5
Brugia malayi Trypsin family protein 0.1093 0.6163 0.611
Loa Loa (eye worm) hypothetical protein 0.1093 0.6163 0.611
Echinococcus granulosus Tolloid protein 1 0.0332 0.0137 0.0137
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0366 0.0407 0.5
Schistosoma mansoni subfamily M12A unassigned peptidase (M12 family) 0.0332 0.0137 0.0137
Brugia malayi Kringle domain containing protein 0.0366 0.0407 0.0274
Toxoplasma gondii kringle domain-containing protein 0.0366 0.0407 0.0482

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 11 nM Inhibition of Steroid 5-alpha-reductase from Dawley rat prostate ChEMBL. 10386934
IC50 (binding) = 11 nM Inhibition of Steroid 5-alpha-reductase from Dawley rat prostate ChEMBL. 10386934
pA2 (functional) = 7.8 Antagonistic Alpha-1 adrenergic receptor activity against phenylephrine-induced contraction of rabbit prostrate ChEMBL. 10386934

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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