Detailed information for compound 322545

Basic information

Technical information
  • TDR Targets ID: 322545
  • Name: 3-(1,3-benzodioxol-5-yl)-4-[[3-[(4-cyanopheny l)methyl]imidazol-4-yl]methoxymethyl]benzonit rile
  • MW: 448.473 | Formula: C27H20N4O3
  • H donors: 0 H acceptors: 3 LogP: 3.67 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#Cc1ccc(c(c1)c1ccc2c(c1)OCO2)COCc1cncn1Cc1ccc(cc1)C#N
  • InChi: 1S/C27H20N4O3/c28-11-19-1-3-20(4-2-19)14-31-17-30-13-24(31)16-32-15-23-6-5-21(12-29)9-25(23)22-7-8-26-27(10-22)34-18-33-26/h1-10,13,17H,14-16,18H2
  • InChiKey: RRLPKUJYAGTYEF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-(1,3-benzodioxol-5-yl)-4-[[3-[(4-cyanophenyl)methyl]-4-imidazolyl]methoxymethyl]benzonitrile
  • 3-(1,3-benzodioxol-5-yl)-4-[[3-[(4-cyanophenyl)methyl]imidazol-4-yl]methoxymethyl]benzenecarbonitrile
  • 3-(1,3-benzodioxol-5-yl)-4-[[3-(4-cyanobenzyl)imidazol-4-yl]methoxymethyl]benzonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus farnesyltransferase, CAAX box, alpha Starlite/ChEMBL References
Homo sapiens protein geranylgeranyltransferase type I, beta subunit Starlite/ChEMBL References
Homo sapiens 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
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 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 berghei protein farnesyltransferase subunit alpha, 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
Echinococcus multilocularis geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Plasmodium knowlesi conserved Plasmodium protein, unknown function 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
Toxoplasma gondii hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium berghei protein farnesyltransferase subunit beta, 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 type I geranylgeranyltransferase 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
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 vivax conserved Plasmodium protein, unknown function 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
Plasmodium vivax prenyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
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 II beta subunit, 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
Plasmodium falciparum protein farnesyltransferase subunit alpha Get druggable targets OG5_128459 All targets in OG5_128459
Theileria parva hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Cryptosporidium hominis chain B, structure of fpt bound to ggpp 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
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
Trichomonas vaginalis protein farnesyltransferase alpha subunit, 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_129786 All targets in OG5_129786
Cryptosporidium hominis farnesyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Giardia lamblia Rab geranylgeranyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Cryptosporidium parvum protein geranyl-geranyltransferase beta subunit 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
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 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
Plasmodium knowlesi protein farnesyltransferase subunit beta, 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
Leishmania major farnesyltransferase beta subunit 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
Loa Loa (eye worm) 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
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
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein 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
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Neospora caninum hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium vivax farnesyltransferase beta subunit, putative 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
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_129786 All targets in OG5_129786
Echinococcus granulosus protein farnesyltransferase subunit beta 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
Candida albicans beta subunit of C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) Get druggable targets OG5_129786 All targets in OG5_129786
Cryptosporidium parvum farnesyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
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
Trypanosoma brucei gambiense protein farnesyltransferase beta subunit, 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
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
Schistosoma mansoni geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 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
Plasmodium yoelii Prenyltransferase and squalene oxidase repeat, putative 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
Trypanosoma brucei protein farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing 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
Echinococcus granulosus protein farnesyltransferase alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
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
Candida albicans beta subunit of C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) Get druggable targets OG5_129786 All targets in OG5_129786
Giardia lamblia Prenyltransferase 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
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
Schistosoma japonicum ko:K05954 farnesyltransferase, CAAX box, beta [EC:2.5.1.58], putative Get druggable targets OG5_128081 All targets in OG5_128081
Echinococcus multilocularis protein farnesyltransferase alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
Trypanosoma cruzi protein farnesyltransferase, putative 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
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
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0386 0.0551 0.0551
Echinococcus granulosus purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Plasmodium falciparum protein farnesyltransferase subunit alpha 0.0386 0.0551 1
Treponema pallidum uridine phosphorylase (udp) 0.0317 0.0206 0.5
Mycobacterium ulcerans 5'-methylthioadenosine phosphorylase 0.0317 0.0206 0.5
Echinococcus multilocularis purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Echinococcus granulosus purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Schistosoma mansoni purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Echinococcus granulosus purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Toxoplasma gondii phosphorylase family protein 0.0317 0.0206 1
Entamoeba histolytica MTA/SAH nucleosidase, putative 0.0317 0.0206 0.3731
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Schistosoma mansoni purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Echinococcus multilocularis protein farnesyltransferase alpha subunit 0.0386 0.0551 0.0551
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0386 0.0551 1
Toxoplasma gondii Purine nucleoside phosphorylase 0.0317 0.0206 1
Schistosoma mansoni methylthioadenosine phosphorylase 0.0317 0.0206 0.0206
Giardia lamblia Rab geranylgeranyltransferase 0.0386 0.0551 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0386 0.0551 1
Echinococcus granulosus protein farnesyltransferase alpha subunit 0.0386 0.0551 0.0551
Mycobacterium tuberculosis Hypothetical protein 0.0317 0.0206 0.5
Brugia malayi MTAP 0.0317 0.0206 0.0206
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative 0.0386 0.0551 1
Schistosoma mansoni uridine phosphorylase 0.2254 1 1
Schistosoma mansoni uridine phosphorylase 0.2254 1 1
Leishmania major nucleoside phosphorylase-like protein 0.0317 0.0206 0.5
Treponema pallidum pfs protein (pfs) 0.0317 0.0206 0.5
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Trypanosoma cruzi nucleoside phosphorylase, putative 0.0317 0.0206 0.5
Onchocerca volvulus Purine nucleoside phosphorylase homolog 0.0317 0.0206 0.5
Mycobacterium leprae probable uridine phosphorylase 0.2254 1 1
Mycobacterium ulcerans bifunctional Mta/Sah nucleosidase Mtn 0.0317 0.0206 0.5
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Echinococcus granulosus purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Trichomonas vaginalis purine nucleoside phosphorylase I, putative 0.0317 0.0206 0.3731
Loa Loa (eye worm) uridine phosphorylase 0.2254 1 1
Echinococcus multilocularis methylthioadenosine phosphorylase 0.0317 0.0206 0.0206
Echinococcus multilocularis purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Leishmania major methylthioadenosine phosphorylase, putative 0.0317 0.0206 0.5
Mycobacterium ulcerans purine nucleoside phosphorylase 0.0317 0.0206 0.5
Treponema pallidum purine nucleoside phosphorylase (deoD) 0.0317 0.0206 0.5
Echinococcus multilocularis purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Brugia malayi purine nucleoside phosphorylase I, inosine and guanosine-specific family protein 0.0317 0.0206 0.0206
Echinococcus granulosus methylthioadenosine phosphorylase 0.0317 0.0206 0.0206
Mycobacterium tuberculosis Probable purine nucleoside phosphorylase DeoD (inosine phosphorylase) (PNP) 0.0317 0.0206 0.5
Echinococcus granulosus purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Echinococcus granulosus purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Plasmodium vivax prenyltransferase alpha subunit, putative 0.0386 0.0551 1
Trichomonas vaginalis conserved hypothetical protein 0.0317 0.0206 0.3731
Trypanosoma cruzi methylthioadenosine phosphorylase, putative 0.0317 0.0206 0.5
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Echinococcus granulosus purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Schistosoma mansoni protein farnesyltransferase alpha subunit 0.0386 0.0551 0.0551
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Schistosoma mansoni methylthioadenosine phosphorylase 0.0317 0.0206 0.0206
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0386 0.0551 1
Trypanosoma cruzi nucleoside phosphorylase, putative 0.0317 0.0206 0.5
Trypanosoma brucei methylthioadenosine phosphorylase, putative 0.0317 0.0206 0.5
Trypanosoma cruzi nucleoside phosphorylase, putative 0.0317 0.0206 0.5
Loa Loa (eye worm) S-methyl-5'-thioadenosine phosphorylase MTAP 0.0317 0.0206 0.0206
Echinococcus granulosus uridine phosphorylase 1 0.2254 1 1
Mycobacterium tuberculosis Probable bifunctional MTA/SAH nucleosidase Mtn: 5'-methylthioadenosine nucleosidase (methylthioadenosine methylthioribohydrolase 0.0317 0.0206 0.5
Trypanosoma cruzi methylthioadenosine phosphorylase, putative 0.0317 0.0206 0.5
Echinococcus multilocularis purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Echinococcus multilocularis uridine phosphorylase 1 0.2254 1 1
Chlamydia trachomatis AMP nucleosidase 0.0317 0.0206 0.5
Schistosoma mansoni methylthioadenosine phosphorylase 0.0317 0.0206 0.0206
Toxoplasma gondii phosphorylase family protein 0.0317 0.0206 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0286 0.0045 0.0823
Echinococcus granulosus purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Trichomonas vaginalis conserved hypothetical protein 0.0317 0.0206 0.3731
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Echinococcus multilocularis purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Trypanosoma brucei uridine phosphorylase 0.0317 0.0206 0.5
Mycobacterium tuberculosis Conserved hypothetical protein 0.0317 0.0206 0.5
Entamoeba histolytica hypothetical protein 0.0317 0.0206 0.3731
Loa Loa (eye worm) hypothetical protein 0.0386 0.0551 0.0551
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.0317 0.0206 0.3731
Echinococcus multilocularis purine nucleoside phosphorylase 0.0317 0.0206 0.0206
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0386 0.0551 0.0551

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 1.65 nM Reduced farnesylation in H-Ras NIH3T3 cells ChEMBL. 15380198
EC50 (functional) = 1.65 nM Reduced farnesylation in H-Ras NIH3T3 cells ChEMBL. 15380198
F (ADMET) = 11.3 % Bioavailability in rat ChEMBL. 15380198
IC50 (binding) = 0.1 nM Inhibition of [3H]-FPP incorporation into recombinant Ras CVIM by human Farnesyltransferase ChEMBL. 15380198
IC50 (binding) = 0.1 nM Inhibition of [3H]-FPP incorporation into recombinant Ras CVIM by human Farnesyltransferase ChEMBL. 15380198
IC50 (binding) = 3200 nM Inhibition of [3H]-GGPP incorporation into C-terminus of K-Ras by human Geranylgeranyl transferase type I ChEMBL. 15380198
IC50 (binding) = 3200 nM Inhibition of [3H]-GGPP incorporation into C-terminus of K-Ras by human Geranylgeranyl transferase type I ChEMBL. 15380198
Selectivity (binding) = 32000 Ratio of IC50 for Geranylgeranyltransferase type I and Farnesyltransferase ChEMBL. 15380198

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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