Detailed information for compound 29157

Basic information

Technical information
  • TDR Targets ID: 29157
  • Name: 1-(3-chlorophenyl)-4-[[3-[[4-(3,5-dichlorophe nyl)phenyl]methyl]imidazol-4-yl]methyl]pipera zin-2-one
  • MW: 525.857 | Formula: C27H23Cl3N4O
  • H donors: 0 H acceptors: 2 LogP: 5.85 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 2
  • SMILES: Clc1cccc(c1)N1CCN(CC1=O)Cc1cncn1Cc1ccc(cc1)c1cc(Cl)cc(c1)Cl
  • InChi: 1S/C27H23Cl3N4O/c28-22-2-1-3-25(13-22)34-9-8-32(17-27(34)35)16-26-14-31-18-33(26)15-19-4-6-20(7-5-19)21-10-23(29)12-24(30)11-21/h1-7,10-14,18H,8-9,15-17H2
  • InChiKey: VLXRNLZSLXEOEA-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-(3-chlorophenyl)-4-[[3-[[4-(3,5-dichlorophenyl)phenyl]methyl]-4-imidazolyl]methyl]-2-piperazinone
  • 1-(3-chlorophenyl)-4-[[3-[4-(3,5-dichlorophenyl)benzyl]imidazol-4-yl]methyl]piperazin-2-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus Protein farnesyltransferase Starlite/ChEMBL References
Homo sapiens protein geranylgeranyltransferase type I, beta subunit Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans similar to S. cerevisiae RAM1 (YDL090C) beta subunit of farnesyl transferase (Ram1p+Ram2p), involved in prenylation of RAS prote Get druggable targets OG5_128081 All targets in OG5_128081
Entamoeba histolytica geranylgeranyl transferase beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Theileria parva farnesyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Cryptosporidium hominis chain B, structure of fpt bound to ggpp Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium falciparum protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative Get druggable targets OG5_129786 All targets in OG5_129786
Trypanosoma cruzi protein farnesyltransferase, putative Get druggable targets OG5_128081 All targets in OG5_128081
Leishmania mexicana farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Schistosoma japonicum ko:K05955 protein geranylgeranyltransferase type I, beta subunit [EC:2.5.1.59], putative Get druggable targets OG5_129786 All targets in OG5_129786
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Leishmania braziliensis farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Neospora caninum protein farnesyltranstransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Leishmania major farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis geranylgeranyl transferase type beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Trypanosoma brucei protein farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Schistosoma mansoni protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Trypanosoma brucei gambiense protein farnesyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Giardia lamblia Prenyltransferase Get druggable targets OG5_128081 All targets in OG5_128081
Cryptosporidium parvum protein geranyl-geranyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Trypanosoma cruzi protein farnesyltransferase, putative Get druggable targets OG5_128081 All targets in OG5_128081
Candida albicans beta subunit of C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) Get druggable targets OG5_129786 All targets in OG5_129786
Trichomonas vaginalis type I geranylgeranyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Schistosoma japonicum ko:K05954 farnesyltransferase, CAAX box, beta [EC:2.5.1.58], putative Get druggable targets OG5_128081 All targets in OG5_128081
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_128081 All targets in OG5_128081
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_129786 All targets in OG5_129786
Plasmodium knowlesi protein farnesyltransferase subunit beta, putative Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium berghei protein farnesyltransferase subunit beta, putative Get druggable targets OG5_128081 All targets in OG5_128081
Echinococcus granulosus geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Leishmania infantum farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_129786 All targets in OG5_129786
Echinococcus multilocularis protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Schistosoma mansoni geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Schistosoma mansoni geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Candida albicans similar to S. cerevisiae RAM1 (YDL090C) beta subunit of farnesyl transferase (Ram1p+Ram2p), involved in prenylation of RAS prote Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium knowlesi conserved Plasmodium protein, unknown function Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium vivax conserved Plasmodium protein, unknown function Get druggable targets OG5_128081 All targets in OG5_128081
Echinococcus multilocularis geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium yoelii Prenyltransferase and squalene oxidase repeat, putative Get druggable targets OG5_128081 All targets in OG5_128081
Echinococcus granulosus protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Entamoeba histolytica protein farnesyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Leishmania donovani farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium vivax farnesyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein Get druggable targets OG5_128081 All targets in OG5_128081
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_128081 All targets in OG5_128081
Babesia bovis prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_128081 All targets in OG5_128081
Candida albicans beta subunit of C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) Get druggable targets OG5_129786 All targets in OG5_129786
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei protein farnesyltransferase beta subunit protein geranylgeranyltransferase type I, beta subunit 377 aa 361 aa 26.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni thyroid hormone receptor 0.064 0.0622 0.1104
Echinococcus granulosus ecdysone induced protein 78C 0.064 0.0622 0.1104
Brugia malayi Nuclear hormone receptor family member nhr-14 0.064 0.0622 0.0659
Schistosoma mansoni hepatocyte nuclear factor 4-alpha (hnf-4-alpha) 0.0302 0.0071 0.0126
Loa Loa (eye worm) DR-78 0.0302 0.0071 0.0075
Loa Loa (eye worm) hypothetical protein 0.0338 0.013 0.0138
Brugia malayi tailless protein 0.0302 0.0071 0.0075
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.064 0.0622 0.1223
Brugia malayi Nuclear hormone receptor E75 0.0302 0.0071 0.0075
Brugia malayi Nuclear hormone receptor family member nhr-3 0.064 0.0622 0.0659
Brugia malayi Nuclear hormone receptor family member nhr-25 0.064 0.0622 0.0659
Brugia malayi conserved hypotetical protein 0.0302 0.0071 0.0075
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.064 0.0622 0.0659
Brugia malayi Nuclear hormone receptor family member nhr-31 0.064 0.0622 0.0659
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.0338 0.013 0.0256
Loa Loa (eye worm) nuclear hormone receptor 0.0302 0.0071 0.0075
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.064 0.0622 0.0659
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.064 0.0622 0.1223
Schistosoma mansoni retinoic acid receptor RXR 0.3719 0.5639 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.064 0.0622 0.0659
Brugia malayi Nuclear hormone receptor family member nhr-49 0.064 0.0622 0.0659
Echinococcus granulosus nuclear receptor 2DBD gamma 0.064 0.0622 0.1104
Echinococcus granulosus retinoic acid receptor rxr beta a 0.3719 0.5639 1
Onchocerca volvulus 0.064 0.0622 0.0555
Echinococcus granulosus FTZ F1 alpha 0.064 0.0622 0.1104
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.064 0.0622 0.0659
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0302 0.0071 0.014
Brugia malayi Nuclear hormone receptor-like 1 0.064 0.0622 0.0659
Brugia malayi ecdysteroid receptor 0.064 0.0622 0.0659
Brugia malayi nuclear receptor RXR 0.0302 0.0071 0.0075
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.064 0.0622 0.0659
Brugia malayi hypothetical protein 0.0338 0.013 0.0138
Brugia malayi nuclear hormone receptor family member odr-7 0.0302 0.0071 0.0075
Brugia malayi steroid hormone receptor 0.064 0.0622 0.0659
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.3381 0.5087 1
Echinococcus granulosus thyroid hormone receptor alpha 0.0302 0.0071 0.0126
Loa Loa (eye worm) nuclear receptor nhr-7B 0.6058 0.9449 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.064 0.0622 0.1104
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.064 0.0622 0.1223
Brugia malayi Nuclear hormone receptor family member nhr-19 0.064 0.0622 0.0659
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Brugia malayi photoreceptor-specific nuclear receptor 0.064 0.0622 0.0659
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.064 0.0622 0.1223
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.064 0.0622 0.1104
Onchocerca volvulus Protein ultraspiracle homolog 0.064 0.0622 0.0555
Loa Loa (eye worm) hypothetical protein 0.064 0.0622 0.0659
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.0338 0.013 0.0231
Onchocerca volvulus Bile acid receptor homolog 0.064 0.0622 0.0555
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.064 0.0622 0.1104
Brugia malayi orphan nuclear receptor NR2E1 0.0302 0.0071 0.0075
Echinococcus granulosus Nuclear hormone receptor HR96 0.0302 0.0071 0.0126
Echinococcus multilocularis Nuclear hormone receptor HR96 0.0302 0.0071 0.014
Loa Loa (eye worm) hypothetical protein 0.064 0.0622 0.0659
Schistosoma mansoni Tr4/Tr2 (homologue) 0.064 0.0622 0.1104
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0302 0.0071 0.0126
Loa Loa (eye worm) hypothetical protein 0.5756 0.8957 0.9479
Schistosoma mansoni coup transcription factor 0.064 0.0622 0.1104
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.064 0.0622 0.1104
Echinococcus granulosus Nuclear hormone receptor HR96 0.0302 0.0071 0.0126
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.064 0.0622 0.0659
Brugia malayi nuclear hormone receptor 0.064 0.0622 0.0659
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Brugia malayi Nuclear hormone receptor family member nhr-41 0.064 0.0622 0.0659
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.064 0.0622 0.0659
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.064 0.0622 0.1104
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.064 0.0622 0.0659
Brugia malayi nuclear hormone receptor family member nhr-6 0.0302 0.0071 0.0075
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0338 0.013 0.0138
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.064 0.0622 0.1104
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.064 0.0622 0.1104
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.0258 0 0.5
Schistosoma mansoni zinc finger protein 0.0302 0.0071 0.0126
Loa Loa (eye worm) hypothetical protein 0.0338 0.013 0.0138
Brugia malayi Steroid receptor seven-up type 2 0.064 0.0622 0.0659
Brugia malayi nuclear receptor NHR-88 0.0302 0.0071 0.0075
Entamoeba histolytica geranylgeranyl transferase beta subunit 0.0258 0 0.5
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0338 0.013 0.0231
Brugia malayi nuclear receptor subfamily 1, group D, member 1, putative 0.0302 0.0071 0.0075
Brugia malayi hypothetical protein 0.0338 0.013 0.0138
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.064 0.0622 0.1223
Loa Loa (eye worm) hypothetical protein 0.0338 0.013 0.0138
Loa Loa (eye worm) hypothetical protein 0.064 0.0622 0.0659
Schistosoma mansoni nuclear hormone receptor superfamily protein-related 0.0659 0.0653 0.1158
Schistosoma mansoni nuclear receptor 0.0302 0.0071 0.0126
Brugia malayi Nuclear hormone receptor-like 1 0.0338 0.013 0.0138
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Echinococcus multilocularis FTZ F1 alpha 0.064 0.0622 0.1223
Schistosoma mansoni nuclear receptor nhr-48 0.0302 0.0071 0.0126
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Brugia malayi hypothetical protein 0.0302 0.0071 0.0075
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.0338 0.013 0.0231
Echinococcus multilocularis Nuclear hormone receptor HR96 0.0302 0.0071 0.014
Brugia malayi nuclear hormone receptor 0.6058 0.9449 1
Loa Loa (eye worm) hypothetical protein 0.064 0.0622 0.0659
Schistosoma mansoni RAR-like nuclear receptor 0.064 0.0622 0.1104
Loa Loa (eye worm) hypothetical protein 0.064 0.0622 0.0659
Loa Loa (eye worm) hypothetical protein 0.064 0.0622 0.0659
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Brugia malayi hypothetical protein 0.0302 0.0071 0.0075
Loa Loa (eye worm) nuclear receptor NHR-67 0.0302 0.0071 0.0075
Loa Loa (eye worm) hypothetical protein 0.064 0.0622 0.0659
Schistosoma mansoni nuclear hormone receptor 0.064 0.0622 0.1104
Echinococcus granulosus nuclear receptor 2DBD gamma 0.064 0.0622 0.1104
Loa Loa (eye worm) hypothetical protein 0.0338 0.013 0.0138
Schistosoma mansoni nuclear hormone receptor 0.0302 0.0071 0.0126
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.064 0.0622 0.0659
Brugia malayi Nuclear hormone receptor-like 1 0.0338 0.013 0.0138
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Echinococcus granulosus nuclear receptor subfamily 4 group A 0.0302 0.0071 0.0126
Brugia malayi nuclear receptor NHR-88 0.064 0.0622 0.0659
Brugia malayi Nuclear hormone receptor family member nhr-1 0.064 0.0622 0.0659
Brugia malayi nuclear receptor RXR 0.0338 0.013 0.0138
Loa Loa (eye worm) hypothetical protein 0.0338 0.013 0.0138
Brugia malayi Nuclear hormone receptor E75 0.0302 0.0071 0.0075
Schistosoma mansoni nuclear hormone receptor 0.0302 0.0071 0.0126
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.064 0.0622 0.1223
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Echinococcus multilocularis ecdysone induced protein 78C 0.064 0.0622 0.1223
Loa Loa (eye worm) steroid hormone receptor 0.064 0.0622 0.0659
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Schistosoma mansoni retinoid-x-receptor (RXR) 0.064 0.0622 0.1104
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.064 0.0622 0.1104
Loa Loa (eye worm) hypothetical protein 0.0302 0.0071 0.0075
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.064 0.0622 0.0659
Schistosoma mansoni steroid hormone receptor ad4bp 0.064 0.0622 0.1104
Schistosoma mansoni nuclear receptor 0.0302 0.0071 0.0126
Loa Loa (eye worm) hypothetical protein 0.064 0.0622 0.0659
Echinococcus granulosus nuclear receptor nhr 48 0.0302 0.0071 0.0126
Brugia malayi Nuclear hormone receptor family member nhr-40 0.064 0.0622 0.0659
Brugia malayi nuclear receptor NHR-67 0.0302 0.0071 0.0075
Brugia malayi Nuclear hormone receptor family member nhr-25 0.064 0.0622 0.0659
Echinococcus multilocularis nuclear receptor subfamily 4 group A 0.0302 0.0071 0.014
Echinococcus multilocularis thyroid hormone receptor alpha 0.064 0.0622 0.1223
Echinococcus multilocularis nuclear receptor nhr 48 0.0302 0.0071 0.014
Brugia malayi ecdysone receptor 0.0302 0.0071 0.0075
Schistosoma mansoni thyroid hormone receptor 0.064 0.0622 0.1104

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 35 nM Inhibition of Farnesyltransferase catalyzed incorporation of [3H]-FPP into recombinant Ras-CVIM. ChEMBL. 11965368
IC50 (functional) = 35 nM Inhibition of Farnesyltransferase catalyzed incorporation of [3H]-FPP into recombinant Ras-CVIM. ChEMBL. 11965368
IC50 (binding) = 437 nM Displacement of radiolabeled FTI from Farnesyltransferase in v-Ha-ras-transformed Rat1 cells. ChEMBL. 11965368
IC50 (binding) = 437 nM Displacement of radiolabeled FTI from Farnesyltransferase in v-Ha-ras-transformed Rat1 cells. ChEMBL. 11965368
IC50 (functional) = 3030 nM Inhibition of the human Geranylgeranyl transferase type I catalyzed incorporation of [3H]-GGPP into a biotinylated peptide corresponding to the C-terminus of human K-Ras. ChEMBL. 11965368
IC50 (functional) = 3030 nM Inhibition of the human Geranylgeranyl transferase type I catalyzed incorporation of [3H]-GGPP into a biotinylated peptide corresponding to the C-terminus of human K-Ras. ChEMBL. 11965368

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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