Detailed information for compound 319385

Basic information

Technical information
  • TDR Targets ID: 319385
  • Name: 6-[[[4-cyano-3-[2-(trifluoromethyl)phenyl]phe nyl]-(3-methylimidazol-4-yl)methoxy]methyl]-2 -[4-(hydroxymethyl)piperidin-1-yl]pyridine-3- carbonitrile
  • MW: 586.607 | Formula: C32H29F3N6O2
  • H donors: 1 H acceptors: 5 LogP: 4.32 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: OCC1CCN(CC1)c1nc(COC(c2cncn2C)c2ccc(c(c2)c2ccccc2C(F)(F)F)C#N)ccc1C#N
  • InChi: 1S/C32H29F3N6O2/c1-40-20-38-17-29(40)30(22-6-7-23(15-36)27(14-22)26-4-2-3-5-28(26)32(33,34)35)43-19-25-9-8-24(16-37)31(39-25)41-12-10-21(18-42)11-13-41/h2-9,14,17,20-21,30,42H,10-13,18-19H2,1H3
  • InChiKey: HOXZKLJQMVOWCB-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 6-[[[4-cyano-3-[2-(trifluoromethyl)phenyl]phenyl]-(3-methylimidazol-4-yl)methoxy]methyl]-2-[4-(hydroxymethyl)-1-piperidyl]pyridine-3-carbonitrile
  • 6-[[[4-cyano-3-[2-(trifluoromethyl)phenyl]phenyl]-(3-methyl-4-imidazolyl)methoxy]methyl]-2-[4-(hydroxymethyl)-1-piperidinyl]-3-pyridinecarbonitrile
  • 6-[[[4-cyano-3-[2-(trifluoromethyl)phenyl]phenyl]-(3-methylimidazol-4-yl)methoxy]methyl]-2-(4-methylolpiperidino)nicotinonitrile
  • 6-[[[4-cyano-3-[2-(trifluoromethyl)phenyl]phenyl]-(3-methylimidazol-4-yl)methoxy]methyl]-2-(4-methylol-1-piperidyl)nicotinonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus Geranylgeranyl transferase type I Starlite/ChEMBL References
Bos taurus Protein farnesyltransferase Starlite/ChEMBL References
Mus musculus farnesyltransferase, CAAX box, alpha Starlite/ChEMBL References
Mus musculus farnesyltransferase, CAAX box, beta Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Theileria parva hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Neospora caninum protein farnesyltranstransferase beta subunit, putative 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
Echinococcus multilocularis protein farnesyltransferase subunit beta 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
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_129786 All targets in OG5_129786
Plasmodium falciparum protein farnesyltransferase subunit alpha Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium yoelii Prenyltransferase and squalene oxidase repeat, putative Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 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
Plasmodium berghei protein farnesyltransferase subunit alpha, putative 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
Trypanosoma brucei gambiense protein farnesyltransferase beta subunit, putative 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
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 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
Leishmania major 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
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing 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
Plasmodium vivax conserved Plasmodium protein, unknown function 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 protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Leishmania braziliensis farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium knowlesi protein farnesyltransferase subunit alpha, putative 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
Trypanosoma brucei protein farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium knowlesi protein farnesyltransferase subunit beta, putative 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
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 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
Trichomonas vaginalis geranylgeranyl transferase type 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
Theileria parva farnesyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis type I geranylgeranyltransferase beta subunit, 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
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
Entamoeba histolytica protein farnesyltransferase beta subunit, 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
Leishmania infantum farnesyltransferase 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
Toxoplasma gondii hypothetical protein 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
Entamoeba histolytica geranylgeranyl transferase beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Giardia lamblia Prenyltransferase Get druggable targets OG5_128081 All targets in OG5_128081
Cryptosporidium hominis farnesyltransferase 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
Plasmodium knowlesi conserved Plasmodium protein, unknown function 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
Neospora caninum hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Echinococcus granulosus protein farnesyltransferase alpha subunit 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
Echinococcus granulosus protein farnesyltransferase subunit beta 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 I beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium vivax prenyltransferase 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
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
Trypanosoma cruzi protein farnesyltransferase, putative 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
Schistosoma japonicum ko:K05954 farnesyltransferase, CAAX box, beta [EC:2.5.1.58], putative 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
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein Get druggable targets OG5_128081 All targets in OG5_128081
Cryptosporidium parvum farnesyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
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
Leishmania donovani farnesyltransferase beta subunit 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
Echinococcus multilocularis 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
Giardia lamblia Rab geranylgeranyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum geranylgeranyl transferase type2 beta subunit, putative Geranylgeranyl transferase type I   377 aa 357 aa 25.2 %
Candida albicans similar to S. cerevisiae RAM1 (YDL090C) beta subunit of farnesyl transferase (Ram1p+Ram2p), involved in prenylation of RAS prote Geranylgeranyl transferase type I   377 aa 360 aa 24.2 %
Onchocerca volvulus Geranylgeranyl transferase type I   377 aa 327 aa 28.1 %
Trypanosoma cruzi protein farnesyltransferase, putative Geranylgeranyl transferase type I   377 aa 303 aa 28.4 %
Trypanosoma brucei gambiense protein farnesyltransferase beta subunit, putative Geranylgeranyl transferase type I   377 aa 361 aa 26.3 %
Cryptosporidium hominis chain B, structure of fpt bound to ggpp Geranylgeranyl transferase type I   377 aa 349 aa 25.5 %
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein Geranylgeranyl transferase type I   377 aa 361 aa 26.6 %
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein Geranylgeranyl transferase type I   377 aa 327 aa 28.7 %
Leishmania mexicana farnesyltransferase beta subunit Geranylgeranyl transferase type I   377 aa 340 aa 25.9 %
Onchocerca volvulus FAD-linked sulfhydryl oxidase ALR homolog Geranylgeranyl transferase type I   377 aa 319 aa 27.6 %
Leishmania braziliensis farnesyltransferase beta subunit Geranylgeranyl transferase type I   377 aa 349 aa 24.9 %
Leishmania major farnesyltransferase beta subunit Geranylgeranyl transferase type I   377 aa 352 aa 26.1 %
Trypanosoma brucei protein farnesyltransferase beta subunit Geranylgeranyl transferase type I   377 aa 361 aa 26.3 %
Candida albicans similar to S. cerevisiae RAM1 (YDL090C) beta subunit of farnesyl transferase (Ram1p+Ram2p), involved in prenylation of RAS prote Geranylgeranyl transferase type I   377 aa 378 aa 23.8 %
Schistosoma mansoni protein farnesyltransferase subunit beta Geranylgeranyl transferase type I   377 aa 381 aa 25.7 %
Cryptosporidium parvum protein geranyl-geranyltransferase beta subunit Geranylgeranyl transferase type I   377 aa 349 aa 26.1 %
Leishmania donovani farnesyltransferase beta subunit Geranylgeranyl transferase type I   377 aa 350 aa 26.3 %
Dictyostelium discoideum protein farnesyltransferase beta subunit Geranylgeranyl transferase type I   377 aa 370 aa 27.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni patched 1 0.1402 0.3859 0.3809
Echinococcus multilocularis protein dispatched 1 0.1402 0.3859 0.3809
Brugia malayi CHE-14 protein 0.1402 0.3859 0.3798
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0243 0.0306 0.021
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.1598 0.4459 1
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 0.022 0.0237 0.014
Loa Loa (eye worm) hypothetical protein 0.1402 0.3859 0.3798
Schistosoma mansoni protein farnesyltransferase alpha subunit 0.0243 0.0306 0.0227
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.3406 1 1
Plasmodium falciparum protein farnesyltransferase subunit alpha 0.0243 0.0306 1
Loa Loa (eye worm) hypothetical protein 0.0243 0.0306 0.021
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 0.022 0.0237 0.014
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0243 0.0306 0.021
Trypanosoma cruzi protein farnesyltransferase, putative 0.022 0.0237 0.0112
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.0175 0.0098 0.022
Echinococcus multilocularis geranylgeranyl transferase type I beta subunit 0.0175 0.0098 0.0017
Giardia lamblia 3-hydroxy-3-methylglutaryl-coenzyme A reductase 0.1598 0.4459 1
Echinococcus granulosus protein farnesyltransferase alpha subunit 0.0243 0.0306 0.0227
Echinococcus multilocularis Niemann Pick C1 protein 0.1402 0.3859 0.3809
Echinococcus multilocularis protein farnesyltransferase subunit beta 0.022 0.0237 0.0157
Echinococcus granulosus Niemann Pick C1 protein 0.1402 0.3859 0.3809
Entamoeba histolytica protein farnesyltransferase beta subunit, putative 0.022 0.0237 0.6646
Trypanosoma cruzi protein farnesyltransferase, putative 0.022 0.0237 0.0112
Echinococcus multilocularis sterol regulatory element binding protein 0.1402 0.3859 0.3809
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.022 0.0237 0.0531
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.3406 1 0.5
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.3406 1 1
Echinococcus multilocularis protein farnesyltransferase alpha subunit 0.0243 0.0306 0.0227
Mycobacterium tuberculosis Halimadienyl diphosphate synthase 0.0184 0.0126 0.5
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.0175 0.0098 0.0017
Loa Loa (eye worm) hypothetical protein 0.3406 1 1
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative 0.0243 0.0306 1
Echinococcus granulosus protein farnesyltransferase subunit beta 0.022 0.0237 0.0157
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.3406 1 1
Echinococcus multilocularis protein patched 0.1402 0.3859 0.3809
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.1598 0.4459 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0243 0.0306 0.0687
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0243 0.0306 0.0687
Trypanosoma brucei protein farnesyltransferase beta subunit 0.022 0.0237 0.0112
Schistosoma mansoni niemann-pick C1 (NPC1) 0.1402 0.3859 0.3809
Trichomonas vaginalis geranylgeranyl transferase type beta subunit, putative 0.022 0.0237 0.0531
Echinococcus granulosus sterol regulatory element binding protein 0.1402 0.3859 0.3809
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein 0.022 0.0237 1
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.3406 1 1
Trichomonas vaginalis type I geranylgeranyltransferase beta subunit, putative 0.022 0.0237 0.0531
Plasmodium vivax farnesyltransferase beta subunit, putative 0.022 0.0237 0.7619
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.3406 1 1
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.1598 0.4459 1
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.022 0.0237 0.0531
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0243 0.0306 0.0687
Schistosoma mansoni protein farnesyltransferase subunit beta 0.022 0.0237 0.0157
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.3406 1 1
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.0175 0.0098 0.0017
Trichomonas vaginalis conserved hypothetical protein 0.1402 0.3859 0.8655
Echinococcus granulosus Protein patched homolog 1 0.1402 0.3859 0.3809
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.022 0.0237 0.0531
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.3406 1 1
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.022 0.0237 0.0531
Giardia lamblia Rab geranylgeranyltransferase 0.0243 0.0306 0.0166
Plasmodium vivax prenyltransferase alpha subunit, putative 0.0243 0.0306 1
Echinococcus granulosus geranylgeranyl transferase type I beta subunit 0.0175 0.0098 0.0017
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.1402 0.3859 0.3798

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 11 nM Effective concentration against H-ras processing in transformed NIH3T3 cells ChEMBL. 15582430
EC50 (functional) = 11 nM Effective concentration against H-ras processing in transformed NIH3T3 cells ChEMBL. 15582430
IC50 (binding) = 1.8 nM Inhibition of Bovine farnesyl transeferase ChEMBL. 15582430
IC50 (binding) = 1.8 nM Inhibition of Bovine farnesyl transeferase ChEMBL. 15582430
IC50 (binding) = 1400 nM Inhibition of Bovine Geranyl geranyl transeferase ChEMBL. 15582430
IC50 (binding) = 1400 nM Inhibition of Bovine Geranyl geranyl transeferase ChEMBL. 15582430

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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