Detailed information for compound 81698

Basic information

Technical information
  • TDR Targets ID: 81698
  • Name: methyl 3-[4-[[3-[(4-cyanophenyl)methyl]imidaz ol-4-yl]methylamino]-2-phenylphenyl]benzoate
  • MW: 498.574 | Formula: C32H26N4O2
  • H donors: 1 H acceptors: 3 LogP: 5.95 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#Cc1ccc(cc1)Cn1cncc1CNc1ccc(c(c1)c1ccccc1)c1cccc(c1)C(=O)OC
  • InChi: 1S/C32H26N4O2/c1-38-32(37)27-9-5-8-26(16-27)30-15-14-28(17-31(30)25-6-3-2-4-7-25)35-20-29-19-34-22-36(29)21-24-12-10-23(18-33)11-13-24/h2-17,19,22,35H,20-21H2,1H3
  • InChiKey: PWGAFSATAZGSFE-UHFFFAOYSA-N  

Network

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Synonyms

  • methyl 3-[4-[[3-[(4-cyanophenyl)methyl]imidazol-4-yl]methylamino]-2-phenyl-phenyl]benzoate
  • 3-[4-[[3-[(4-cyanophenyl)methyl]-4-imidazolyl]methylamino]-2-phenylphenyl]benzoic acid methyl ester
  • 3-[4-[[3-(4-cyanobenzyl)imidazol-4-yl]methylamino]-2-phenyl-phenyl]benzoic acid methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens farnesyltransferase, CAAX box, alpha 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
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_129786 All targets in OG5_129786
Echinococcus granulosus protein farnesyltransferase alpha subunit 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
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative Get druggable targets OG5_129786 All targets in OG5_129786
Plasmodium vivax prenyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
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 protein farnesyltransferase alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
Toxoplasma gondii hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Theileria parva 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_129786 All targets in OG5_129786
Plasmodium falciparum protein farnesyltransferase subunit alpha 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
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
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
Neospora caninum hypothetical protein 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
Cryptosporidium parvum farnesyltransferase 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
Echinococcus granulosus geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 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
Giardia lamblia Rab geranylgeranyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
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
Cryptosporidium hominis farnesyltransferase 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
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/RAB geranylgeranyl transferase alpha subunit, putative 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
Echinococcus multilocularis protein farnesyltransferase alpha subunit 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

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 RNA binding protein 0.0068 0.0161 0.1394
Echinococcus multilocularis thioredoxin glutathione reductase 0.0099 0.0324 0.1908
Echinococcus granulosus protein prenyltransferase alpha subunit 0.005 0.0067 0.0365
Brugia malayi ImpB/MucB/SamB family protein 0.0065 0.0146 0.1255
Entamoeba histolytica hypothetical protein 0.0039 0.0006 0.0051
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 0.024 0.1077 0.9598
Loa Loa (eye worm) transcription factor SMAD2 0.0249 0.1122 1
Toxoplasma gondii hypothetical protein 0.0143 0.056 0.2088
Mycobacterium leprae probable 3-phosphoshikimate 1-carboxyvinyl transferase AroA (5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE SYNTHASE) (EPSP SYNTHASE) (EPSPS 0.0541 0.2676 0.2746
Brugia malayi Calcitonin receptor-like protein seb-1 0.0053 0.0084 0.0707
Schistosoma mansoni tar DNA-binding protein 0.0068 0.0161 0.0931
Brugia malayi RNA recognition motif domain containing protein 0.0068 0.0161 0.1394
Mycobacterium tuberculosis Probable dehydrogenase 0.0225 0.0994 0.1385
Trypanosoma cruzi DNA polymerase kappa, putative 0.0039 0.0009 0.0191
Plasmodium vivax thioredoxin reductase, putative 0.0099 0.0324 0.3395
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.025 0.1127 0.1572
Trypanosoma cruzi Protein prenyltransferase alpha subunit repeat, putative 0.005 0.0067 0.1992
Entamoeba histolytica deoxycytidyl transferase, putative 0.0039 0.0009 0.008
Loa Loa (eye worm) hypothetical protein 0.0065 0.0146 0.1231
Plasmodium falciparum glutathione reductase 0.0099 0.0324 0.3395
Trypanosoma cruzi DNA polymerase kappa, putative 0.0039 0.0009 0.0191
Loa Loa (eye worm) glutathione reductase 0.0099 0.0324 0.2834
Trypanosoma cruzi DNA polymerase eta, putative 0.0065 0.0146 0.4451
Schistosoma mansoni ATP synthase F0 subunit 6 0.0224 0.0992 0.5908
Loa Loa (eye worm) hypothetical protein 0.0053 0.0084 0.0681
Echinococcus granulosus dna polymerase eta 0.0065 0.0146 0.0839
Mycobacterium tuberculosis Probable oxidoreductase 0.025 0.1127 0.1572
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 0.024 0.1077 0.9597
Echinococcus multilocularis geranylgeranyl transferase type I beta subunit 0.024 0.1077 0.6415
Schistosoma mansoni protein farnesyltransferase alpha subunit 0.0193 0.0825 0.4908
Trichomonas vaginalis DNA polymerase IV / kappa, putative 0.0039 0.0009 0.008
Schistosoma mansoni tar DNA-binding protein 0.0068 0.0161 0.0931
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.024 0.1077 0.6415
Entamoeba histolytica hypothetical protein 0.0039 0.0006 0.0051
Mycobacterium tuberculosis Probable reductase 0.0225 0.0994 0.1385
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.024 0.1077 1
Trypanosoma cruzi DNA polymerase kappa, putative 0.0039 0.0009 0.0191
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0193 0.0825 0.7343
Trichomonas vaginalis DNA polymerase eta, putative 0.0039 0.0009 0.008
Schistosoma mansoni DNA polymerase eta 0.0065 0.0146 0.0839
Leishmania major DNA polymerase eta, putative 0.0065 0.0146 0.4451
Brugia malayi MH2 domain containing protein 0.0249 0.1122 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0143 0.056 0.5197
Giardia lamblia Rab geranylgeranyltransferase 0.0193 0.0825 1
Brugia malayi TAR-binding protein 0.0068 0.0161 0.1394
Entamoeba histolytica Rab geranylgeranyltransferase alpha subunit, putative 0.005 0.0067 0.0618
Echinococcus granulosus geranylgeranyl transferase type 2 subunit alpha 0.005 0.0067 0.0365
Echinococcus granulosus geminin 0.0353 0.1676 1
Echinococcus multilocularis geminin 0.0353 0.1676 1
Trypanosoma cruzi protein farnesyltransferase alpha subunit, putative 0.005 0.0067 0.1992
Entamoeba histolytica hypothetical protein 0.0039 0.0006 0.0051
Trichomonas vaginalis r2r3-MYB transcription factor, putative 0.0038 0.0001 0.0009
Loa Loa (eye worm) hypothetical protein 0.0193 0.0825 0.7336
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.0089 0.0274 0.1608
Schistosoma mansoni terminal deoxycytidyl transferase 0.0039 0.0009 0.0019
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.024 0.1077 0.6415
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0193 0.0825 0.7336
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.1921 1 1
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0038 0.0002 0.0006
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0099 0.0324 0.0443
Echinococcus multilocularis protein farnesyltransferase alpha subunit 0.0193 0.0825 0.4908
Loa Loa (eye worm) thioredoxin reductase 0.0099 0.0324 0.2834
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0225 0.0994 0.1385
Echinococcus granulosus terminal deoxycytidyl transferase rev1 0.0039 0.0009 0.0019
Plasmodium vivax glutathione reductase, putative 0.0099 0.0324 0.3395
Echinococcus granulosus dna polymerase kappa 0.0039 0.0009 0.0019
Entamoeba histolytica hypothetical protein 0.0039 0.0006 0.0051
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative 0.0193 0.0825 0.7663
Loa Loa (eye worm) TAR-binding protein 0.0068 0.0161 0.137
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.005 0.0067 0.052
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.005 0.0067 0.0618
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.005 0.0067 0.0547
Plasmodium falciparum protein farnesyltransferase subunit alpha 0.0193 0.0825 1
Schistosoma mansoni tar DNA-binding protein 0.0068 0.0161 0.0931
Entamoeba histolytica geranylgeranyl transferase beta subunit 0.024 0.1077 1
Brugia malayi glutathione reductase 0.0099 0.0324 0.2854
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0225 0.0994 0.1385
Schistosoma mansoni tar DNA-binding protein 0.0068 0.0161 0.0931
Echinococcus multilocularis protein prenyltransferase alpha subunit 0.005 0.0067 0.0365
Trypanosoma cruzi trypanothione reductase, putative 0.0099 0.0324 1
Giardia lamblia DINP protein human, muc B family 0.0039 0.0009 0.0094
Mycobacterium ulcerans 3-phosphoshikimate 1-carboxyvinyltransferase 0.0541 0.2676 0.267
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein 0.0541 0.2676 1
Mycobacterium leprae PROBABLE UDP-N-ACETYLGLUCOSAMINE 1-CARBOXYVINYLTRANSFERASE MURA 0.1379 0.7125 1
Trypanosoma brucei protein farnesyltransferase alpha subunit, putative 0.005 0.0067 0.1836
Leishmania major DNA polymerase kappa, putative,DNA polymerase IV, putative 0.0039 0.0009 0.0191
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.025 0.1127 0.1572
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.005 0.0067 0.1836
Plasmodium falciparum thioredoxin reductase 0.0099 0.0324 0.3395
Echinococcus granulosus tar DNA binding protein 0.0068 0.0161 0.0931
Onchocerca volvulus 0.005 0.0067 0.5
Echinococcus granulosus protein farnesyltransferase alpha subunit 0.0193 0.0825 0.4908
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0225 0.0994 0.0003
Echinococcus granulosus geranylgeranyl transferase type I beta subunit 0.024 0.1077 0.6415
Mycobacterium tuberculosis Probable UDP-N-acetylglucosamine 1-carboxyvinyltransferase MurA 0.1379 0.7125 1
Trypanosoma brucei trypanothione reductase 0.0099 0.0324 1
Echinococcus multilocularis dna polymerase eta 0.0065 0.0146 0.0839
Loa Loa (eye worm) MH2 domain-containing protein 0.0249 0.1122 1
Brugia malayi Thioredoxin reductase 0.0099 0.0324 0.2854
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.0825 0.7663
Schistosoma mansoni tar DNA-binding protein 0.0068 0.0161 0.0931
Trypanosoma cruzi hypothetical protein, conserved 0.005 0.0067 0.1992
Brugia malayi ImpB/MucB/SamB family protein 0.0039 0.0009 0.0028
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0053 0.0084 0.0681
Trichomonas vaginalis MYB, putative 0.0038 0.0001 0.0009
Loa Loa (eye worm) RNA binding protein 0.0068 0.0161 0.137
Leishmania major trypanothione reductase 0.0099 0.0324 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0099 0.0324 0.1908
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0193 0.0825 0.7663
Echinococcus multilocularis geranylgeranyl transferase type 2 subunit alpha 0.005 0.0067 0.0365
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0053 0.0084 0.0707
Giardia lamblia Rab geranylgeranyltransferase 0.005 0.0067 0.0796
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0068 0.0161 0.137
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.0825 0.7663
Echinococcus multilocularis dna polymerase kappa 0.0039 0.0009 0.0019
Toxoplasma gondii thioredoxin reductase 0.0099 0.0324 0.1208
Echinococcus multilocularis terminal deoxycytidyl transferase rev1 0.0039 0.0009 0.0019
Leishmania major DNA polymerase kappa, putative 0.0039 0.0009 0.0191
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.005 0.0067 0.1836
Trichomonas vaginalis r2r3-MYB transcription factor, putative 0.0038 0.0001 0.0009
Mycobacterium ulcerans F0F1 ATP synthase subunit A 0.0224 0.0992 0.0984
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.025 0.1127 0.022
Trypanosoma cruzi DNA polymerase kappa, putative 0.0039 0.0009 0.0191
Trypanosoma brucei hypothetical protein, conserved 0.005 0.0067 0.1836
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0225 0.0994 0.1385
Plasmodium vivax prenyltransferase alpha subunit, putative 0.0193 0.0825 1
Leishmania major protein farnesyltransferase alpha subunit, putative 0.005 0.0067 0.1992
Treponema pallidum UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.1921 1 0.5
Echinococcus multilocularis tar DNA binding protein 0.0068 0.0161 0.0931
Trypanosoma brucei DNA polymerase eta, putative 0.0065 0.0146 0.4343
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0225 0.0994 0.1385
Trypanosoma cruzi hypothetical protein, conserved 0.005 0.0067 0.1992
Schistosoma mansoni hypothetical protein 0.0353 0.1676 1
Mycobacterium ulcerans UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.1921 1 1
Schistosoma mansoni hypothetical protein 0.0353 0.1676 1
Toxoplasma gondii hypothetical protein 0.005 0.0067 0.0245
Mycobacterium tuberculosis Probable ATP synthase a chain AtpB (protein 6) 0.0224 0.0992 0.1382
Trypanosoma cruzi protein farnesyltransferase alpha subunit, putative 0.005 0.0067 0.1992

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 380 nM Inhibition of farnesyltransferase from human Burkitt lymphoma (Daudi) cells ChEMBL. 11754590
IC50 (binding) = 380 nM Inhibition of farnesyltransferase from human Burkitt lymphoma (Daudi) cells ChEMBL. 11754590
IC50 (binding) = 6900 nM Inhibition of partially purified Geranylgeranyl transferase type I (GGTase-I) from human Burkitt lymphoma (Daudi) cells ChEMBL. 11754590
IC50 (binding) = 6900 nM Inhibition of partially purified Geranylgeranyl transferase type I (GGTase-I) from human Burkitt lymphoma (Daudi) cells ChEMBL. 11754590

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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