Detailed information for compound 166136

Basic information

Technical information
  • TDR Targets ID: 166136
  • Name: 4-[[5-[[[(3S)-1-(4-chlorobenzoyl)pyrrolidin-3 -yl]amino]methyl]imidazol-1-yl]methyl]benzoni trile
  • MW: 419.907 | Formula: C23H22ClN5O
  • H donors: 1 H acceptors: 3 LogP: 2.71 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#Cc1ccc(cc1)Cn1cncc1CN[C@H]1CCN(C1)C(=O)c1ccc(cc1)Cl
  • InChi: 1S/C23H22ClN5O/c24-20-7-5-19(6-8-20)23(30)28-10-9-21(15-28)27-13-22-12-26-16-29(22)14-18-3-1-17(11-25)2-4-18/h1-8,12,16,21,27H,9-10,13-15H2/t21-/m0/s1
  • InChiKey: FZWCVRUEVHYYNZ-NRFANRHFSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[[5-[[[(3S)-1-[(4-chlorophenyl)-oxomethyl]-3-pyrrolidinyl]amino]methyl]-1-imidazolyl]methyl]benzonitrile
  • 4-[[5-[[[(3S)-1-(4-chlorophenyl)carbonylpyrrolidin-3-yl]amino]methyl]imidazol-1-yl]methyl]benzenecarbonitrile
  • 4-[[5-[[[(3S)-1-(4-chlorophenyl)carbonylpyrrolidin-3-yl]amino]methyl]imidazol-1-yl]methyl]benzonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens farnesyltransferase, CAAX box, beta References
Homo sapiens protein geranylgeranyltransferase type I, beta subunit Starlite/ChEMBL References
Homo sapiens farnesyltransferase, CAAX box, alpha Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium vivax prenyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 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
Plasmodium berghei protein farnesyltransferase subunit alpha, putative Get druggable targets OG5_128459 All targets in OG5_128459
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 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
Cryptosporidium hominis farnesyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Babesia bovis prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_128081 All targets in OG5_128081
Neospora caninum hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Giardia lamblia Rab geranylgeranyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Schistosoma mansoni protein farnesyltransferase subunit beta 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 alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium knowlesi protein farnesyltransferase subunit alpha, putative Get druggable targets OG5_128459 All targets in OG5_128459
Theileria parva hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Leishmania mexicana farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
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
Echinococcus granulosus geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Leishmania major farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis geranylgeranyl transferase type I 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
Candida albicans beta subunit of C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) 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
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
Plasmodium vivax farnesyltransferase 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 granulosus protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Schistosoma japonicum ko:K05954 farnesyltransferase, CAAX box, alpha [EC:2.5.1.58 2.5.1.59], putative Get druggable targets OG5_128459 All targets in OG5_128459
Candida albicans beta subunit of C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) Get druggable targets OG5_129786 All targets in OG5_129786
Plasmodium falciparum protein farnesyltransferase subunit beta 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
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_129786 All targets in OG5_129786
Giardia lamblia Prenyltransferase Get druggable targets OG5_128081 All targets in OG5_128081
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
Echinococcus multilocularis protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Cryptosporidium parvum farnesyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein Get druggable targets OG5_128081 All targets in OG5_128081
Candida albicans alpha subunit shared by C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) and farnesyltransferase (Ram2p+Ram1p) Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium falciparum protein farnesyltransferase subunit alpha Get druggable targets OG5_128459 All targets in OG5_128459
Trypanosoma brucei gambiense protein farnesyltransferase beta subunit, putative 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 cruzi protein farnesyltransferase, putative 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
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein Get druggable targets OG5_128459 All targets in OG5_128459
Entamoeba histolytica geranylgeranyl transferase beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Toxoplasma gondii hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Echinococcus multilocularis protein farnesyltransferase alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Theileria parva farnesyltransferase beta subunit, putative 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 type I geranylgeranyltransferase beta subunit, putative 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
Schistosoma mansoni geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Plasmodium berghei protein farnesyltransferase subunit beta, putative 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
Babesia bovis protein prenyltransferase alpha subunit repeat domain containing protein Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Schistosoma mansoni geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Candida albicans alpha subunit shared by C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) and farnesyltransferase (Ram2p+Ram1p) Get druggable targets OG5_128459 All targets in OG5_128459
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_129786 All targets in OG5_129786
Neospora caninum protein farnesyltranstransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Schistosoma mansoni protein farnesyltransferase alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
Trypanosoma brucei protein farnesyltransferase beta subunit 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
Leishmania infantum farnesyltransferase beta subunit 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
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
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 0.0277 0.0537 0.0428
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0193 0.02 0.3734
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.0277 0.0537 1
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative 0.0193 0.02 0.2065
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0193 0.02 0.0088
Echinococcus granulosus protein farnesyltransferase alpha subunit 0.0193 0.02 0.2065
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.0171 0.0113 0.2104
Loa Loa (eye worm) platelet-activating factor acetylhydrolase 0.2638 1 1
Entamoeba histolytica geranylgeranyl transferase beta subunit 0.0277 0.0537 1
Trypanosoma cruzi phospholipase A1, putative 0.2638 1 1
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.0171 0.0113 0.2104
Trypanosoma cruzi phospholipase A2-like protein, putative 0.121 0.4276 0.421
Onchocerca volvulus 0.2638 1 1
Trypanosoma cruzi phospholipase A2-like protein, putative 0.121 0.4276 0.421
Echinococcus multilocularis geranylgeranyl transferase type I beta subunit 0.0277 0.0537 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.02 0.3734
Giardia lamblia Rab geranylgeranyltransferase 0.0193 0.02 1
Onchocerca volvulus 0.2638 1 1
Echinococcus multilocularis protein farnesyltransferase alpha subunit 0.0193 0.02 0.2065
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0193 0.02 0.0088
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.0171 0.0113 0.2104
Trypanosoma cruzi phospholipase A1, putative 0.2638 1 1
Loa Loa (eye worm) pax transcription factor protein 2 0.1807 0.6668 0.663
Echinococcus granulosus geranylgeranyl transferase type I beta subunit 0.0277 0.0537 1
Trichomonas vaginalis geranylgeranyl transferase type beta subunit, putative 0.0171 0.0113 0.2104
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.0277 0.0537 1
Schistosoma mansoni protein farnesyltransferase alpha subunit 0.0193 0.02 0.2065
Trypanosoma brucei phospholipase A1, putative 0.2638 1 1
Plasmodium falciparum protein farnesyltransferase subunit alpha 0.0193 0.02 1
Trichomonas vaginalis type I geranylgeranyltransferase beta subunit, putative 0.0171 0.0113 0.2104
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein 0.0171 0.0113 1
Leishmania major phospholipase A1, putative 0.2638 1 1
Onchocerca volvulus 0.2638 1 1
Loa Loa (eye worm) hypothetical protein 0.0193 0.02 0.0088
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.0171 0.0113 0.2104
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.02 0.3734
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 0.0277 0.0537 0.0428
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.0277 0.0537 1
Brugia malayi Pax transcription factor protein 2 0.1807 0.6668 0.663
Plasmodium vivax prenyltransferase alpha subunit, putative 0.0193 0.02 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 70 nM Concentration required to displace 50% of a potent radiolabeled FTI from farnesyl transferase in cultured H-ras-transformed Rat1 cells ChEMBL. 11520202
IC50 (binding) = 70 nM Concentration required to displace 50% of a potent radiolabeled FTI from farnesyl transferase in cultured H-ras-transformed Rat1 cells ChEMBL. 11520202
IC50 (binding) = 89 nM In vitro inhibition of farnesyl transferase using purified recombinant human enzyme ChEMBL. 11520202
IC50 (binding) = 89 nM In vitro inhibition of farnesyl transferase using purified recombinant human enzyme ChEMBL. 11520202
IC50 (binding) = 19000 nM Inhibitory concentration of geranylgeranyl-protein transferase type I ChEMBL. 11520202
IC50 (binding) = 19000 nM Inhibitory concentration of geranylgeranyl-protein transferase type I ChEMBL. 11520202

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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