Detailed information for compound 275989

Basic information

Technical information
  • TDR Targets ID: 275989
  • Name: (2S)-2-[[4-(2-imidazol-1-ylethyl)-2-(2-methyl phenyl)benzoyl]amino]-4-methylsulfanylbutanoi c acid
  • MW: 437.554 | Formula: C24H27N3O3S
  • H donors: 2 H acceptors: 4 LogP: 3.81 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: CSCC[C@@H](C(=O)O)NC(=O)c1ccc(cc1c1ccccc1C)CCn1cncc1
  • InChi: 1S/C24H27N3O3S/c1-17-5-3-4-6-19(17)21-15-18(9-12-27-13-11-25-16-27)7-8-20(21)23(28)26-22(24(29)30)10-14-31-2/h3-8,11,13,15-16,22H,9-10,12,14H2,1-2H3,(H,26,28)(H,29,30)/t22-/m0/s1
  • InChiKey: JGRNPBJNNBQZGQ-QFIPXVFZSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (2S)-2-[[4-(2-imidazol-1-ylethyl)-2-(o-tolyl)benzoyl]amino]-4-methylsulfanyl-butanoic acid
  • (2S)-2-[[[4-[2-(1-imidazolyl)ethyl]-2-(o-tolyl)phenyl]-oxomethyl]amino]-4-(methylthio)butanoic acid
  • (2S)-2-[[4-(2-imidazol-1-ylethyl)-2-(2-methylphenyl)phenyl]carbonylamino]-4-methylsulfanyl-butanoic acid
  • (2S)-2-[[4-(2-imidazol-1-ylethyl)-2-(o-tolyl)benzoyl]amino]-4-(methylthio)butyric acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
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
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
Plasmodium vivax prenyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 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
Giardia lamblia Rab geranylgeranyltransferase 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
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
Cryptosporidium hominis farnesyltransferase 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
Plasmodium falciparum protein farnesyltransferase subunit alpha 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
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Cryptosporidium parvum farnesyltransferase 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
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 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 protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 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
Echinococcus multilocularis protein farnesyltransferase alpha subunit 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
Toxoplasma gondii hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Neospora caninum hypothetical protein 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
Theileria parva hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis glutaminase, putative 0.0281 1 1
Brugia malayi eukaryotic initiation factor 4A 0.01 0.2665 0.2665
Trypanosoma brucei trypanothione reductase 0.0039 0.0159 0.0598
Plasmodium vivax prenyltransferase alpha subunit, putative 0.0193 0.6429 1
Trichomonas vaginalis alpha-glucosidase, putative 0.0037 0.0089 0.0089
Trypanosoma cruzi hypothetical protein, conserved 0.0037 0.0089 0.0335
Leishmania major alpha glucosidase II subunit, putative 0.0037 0.0089 0.0335
Schistosoma mansoni gabp alpha 0.0074 0.1604 0.1604
Brugia malayi Fli-1 protein 0.0226 0.7765 0.7765
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.01 0.2665 0.2665
Loa Loa (eye worm) glutaminase 2 0.0281 1 1
Brugia malayi glutathione reductase 0.0039 0.0159 0.0159
Toxoplasma gondii hypothetical protein 0.0143 0.4394 1
Echinococcus granulosus neutral alpha glucosidase AB 0.0037 0.0089 0.0139
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0167 0.5386 0.5386
Echinococcus granulosus protein prenyltransferase alpha subunit 0.005 0.0614 0.0955
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0037 0.0089 0.0089
Toxoplasma gondii thioredoxin reductase 0.0039 0.0159 0.0363
Leishmania major eukaryotic initiation factor 4a, putative 0.01 0.2665 1
Echinococcus multilocularis neutral alpha glucosidase AB 0.0037 0.0089 0.0139
Mycobacterium tuberculosis Probable cold-shock DeaD-box protein A homolog DeaD (ATP-dependent RNA helicase dead homolog) 0.01 0.2665 0.348
Plasmodium vivax protein prenyltransferase alpha subunit, putative 0.005 0.0614 0.0955
Loa Loa (eye worm) hypothetical protein 0.0193 0.6429 0.6429
Trypanosoma cruzi protein farnesyltransferase alpha subunit, putative 0.005 0.0614 0.2304
Echinococcus multilocularis protein farnesyltransferase alpha subunit 0.0193 0.6429 1
Trypanosoma cruzi Protein prenyltransferase alpha subunit repeat, putative 0.005 0.0614 0.2304
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0089 0.2184 0.2852
Schistosoma mansoni alpha glucosidase 0.0037 0.0089 0.0089
Entamoeba histolytica Rab geranylgeranyltransferase alpha subunit, putative 0.005 0.0614 0.0828
Echinococcus granulosus lysosomal alpha glucosidase 0.0167 0.5386 0.8378
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.0068 0.1337 0.5017
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.01 0.2665 0.2665
Loa Loa (eye worm) fli-1 protein 0.0226 0.7765 0.7765
Trichomonas vaginalis maltase-glucoamylase, putative 0.0037 0.0089 0.0089
Schistosoma mansoni hypothetical protein 0.0164 0.5267 0.5267
Treponema pallidum ATP-dependent RNA helicase 0.01 0.2665 0.5
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.0068 0.1337 0.1968
Brugia malayi Thioredoxin reductase 0.0039 0.0159 0.0159
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0193 0.6429 0.6429
Toxoplasma gondii glycosyl hydrolase, family 31 protein 0.0037 0.0089 0.0203
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0089 0.2184 0.2852
Echinococcus multilocularis lysosomal alpha glucosidase 0.0167 0.5386 0.8378
Echinococcus granulosus eukaryotic initiation factor 4A III 0.01 0.2665 0.4145
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0089 0.2184 0.8445
Echinococcus granulosus GA binding protein alpha chain 0.0074 0.1604 0.2496
Brugia malayi Glycosyl hydrolases family 31 protein 0.0167 0.5386 0.5386
Trypanosoma cruzi protein farnesyltransferase alpha subunit, putative 0.005 0.0614 0.2304
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0089 0.2184 0.2852
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0098 0.2586 1
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0193 0.6429 0.6429
Trichomonas vaginalis alpha-glucosidase, putative 0.0037 0.0089 0.0089
Schistosoma mansoni hypothetical protein 0.0164 0.5267 0.5267
Brugia malayi Glycosyl hydrolases family 31 protein 0.0037 0.0089 0.0089
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.01 0.2665 0.2665
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.005 0.0614 0.0614
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0223 0.7658 1
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative 0.0193 0.6429 1
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0068 0.1337 0.2079
Plasmodium falciparum eukaryotic initiation factor 4A 0.01 0.2665 0.3996
Echinococcus multilocularis geranylgeranyl transferase type 2 subunit alpha 0.005 0.0614 0.0955
Onchocerca volvulus Eukaryotic initiation factor 4A homolog 0.01 0.2665 1
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0068 0.1337 0.1337
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0089 0.2184 0.2852
Leishmania major trypanothione reductase 0.0039 0.0159 0.0598
Entamoeba histolytica DEAD/DEAH box helicase, putative 0.01 0.2665 0.4063
Trichomonas vaginalis sucrase-isomaltase, putative 0.0037 0.0089 0.0089
Trichomonas vaginalis alpha-glucosidase, putative 0.0037 0.0089 0.0089
Loa Loa (eye worm) hypothetical protein 0.0064 0.1166 0.1166
Echinococcus granulosus geranylgeranyl transferase type 2 subunit alpha 0.005 0.0614 0.0955
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.6429 0.6429
Toxoplasma gondii eukaryotic initiation factor-4A, putative 0.01 0.2665 0.6065
Loa Loa (eye worm) D-ets-4 DNA binding domain-containing protein 0.0074 0.1604 0.1604
Mycobacterium tuberculosis Probable dehydrogenase 0.0089 0.2184 0.2852
Brugia malayi Ets-domain containing protein 0.0074 0.1604 0.1604
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0143 0.4394 0.4394
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.01 0.2665 1
Schistosoma mansoni protein farnesyltransferase alpha subunit 0.0193 0.6429 0.6429
Trypanosoma cruzi trypanothione reductase, putative 0.0039 0.0159 0.0598
Loa Loa (eye worm) glutaminase 0.0281 1 1
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.0068 0.1337 0.1337
Echinococcus multilocularis lysosomal alpha glucosidase 0.0167 0.5386 0.8378
Trypanosoma brucei glucosidase, putative 0.0037 0.0089 0.0335
Trypanosoma brucei Eukaryotic initiation factor 4A-1 0.01 0.2665 1
Loa Loa (eye worm) thioredoxin reductase 0.0039 0.0159 0.0159
Giardia lamblia Translation initiation factor eIF-4A, putative 0.01 0.2665 0.3527
Brugia malayi Ets-domain containing protein 0.0074 0.1604 0.1604
Leishmania major protein farnesyltransferase alpha subunit, putative 0.005 0.0614 0.2304
Echinococcus multilocularis GA binding protein alpha chain 0.0074 0.1604 0.2496
Plasmodium vivax glutathione reductase, putative 0.0039 0.0159 0.0248
Echinococcus multilocularis protein prenyltransferase alpha subunit 0.005 0.0614 0.0955
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0068 0.1337 0.2079
Schistosoma mansoni ets-related 0.0226 0.7765 0.7765
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0068 0.1337 0.5017
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.01 0.2665 0.2665
Plasmodium falciparum protein farnesyltransferase subunit alpha 0.0193 0.6429 1
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.0068 0.1337 0.1337
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.01 0.2665 1
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0039 0.0159 0.0208
Leishmania major eukaryotic initiation factor 4a, putative 0.01 0.2665 1
Echinococcus multilocularis eukaryotic initiation factor 4A 0.01 0.2665 0.4145
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.005 0.0614 0.2304
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.6429 0.6429
Echinococcus multilocularis transcription factor Dp 1 0.0039 0.0175 0.0273
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.005 0.0614 0.0614
Echinococcus granulosus eukaryotic initiation factor 4A 0.01 0.2665 0.4145
Trichomonas vaginalis alpha-glucosidase, putative 0.0037 0.0089 0.0089
Giardia lamblia Rab geranylgeranyltransferase 0.0193 0.6429 1
Trichomonas vaginalis alpha-glucosidase, putative 0.0037 0.0089 0.0089
Trypanosoma brucei protein farnesyltransferase alpha subunit, putative 0.005 0.0614 0.2304
Echinococcus multilocularis thioredoxin glutathione reductase 0.0039 0.018 0.0281
Plasmodium vivax thioredoxin reductase, putative 0.0039 0.0159 0.0248
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0037 0.0089 0.0089
Trypanosoma brucei hypothetical protein, conserved 0.005 0.0614 0.2304
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0098 0.2586 0.3377
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0068 0.1337 0.5017
Echinococcus granulosus geminin 0.0164 0.5267 0.8193
Trypanosoma cruzi hypothetical protein, conserved 0.005 0.0614 0.2304
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.005 0.0614 0.0614
Loa Loa (eye worm) glutathione reductase 0.0039 0.0159 0.0159
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0068 0.1337 0.5017
Schistosoma mansoni glutaminase 0.0281 1 1
Echinococcus multilocularis eukaryotic initiation factor 4A III 0.01 0.2665 0.4145
Loa Loa (eye worm) hypothetical protein 0.01 0.2665 0.2665
Echinococcus granulosus protein farnesyltransferase alpha subunit 0.0193 0.6429 1
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0098 0.2586 0.3377
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0037 0.0089 0.0089
Schistosoma mansoni alpha-glucosidase 0.0144 0.4438 0.4438
Mycobacterium ulcerans glutaminase 0.0281 1 1
Echinococcus granulosus transcription factor Dp 1 0.0039 0.0175 0.0273
Toxoplasma gondii hypothetical protein 0.005 0.0614 0.1398
Onchocerca volvulus 0.005 0.0614 0.2304
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.005 0.0614 0.0614
Trypanosoma cruzi hypothetical protein, conserved 0.0037 0.0089 0.0335
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.01 0.2665 0.2665
Plasmodium vivax RNA helicase-1, putative 0.01 0.2665 0.4145
Schistosoma mansoni alpha-glucosidase 0.0144 0.4438 0.4438
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0193 0.6429 0.6429
Plasmodium falciparum geranylgeranyl transferase type-2 subunit alpha, putative 0.005 0.0614 0.0725
Mycobacterium tuberculosis Probable oxidoreductase 0.0098 0.2586 0.3377
Mycobacterium tuberculosis Probable reductase 0.0089 0.2184 0.2852
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.005 0.0614 0.2304
Trypanosoma cruzi hypothetical protein, conserved 0.005 0.0614 0.2304
Echinococcus granulosus thioredoxin glutathione reductase 0.0039 0.018 0.0281
Onchocerca volvulus 0.0097 0.2516 0.9441
Echinococcus multilocularis geminin 0.0164 0.5267 0.8193

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) > 1 uM Inhibition of H-ras processing in subconfluent H-Ras-transformed NIH3T3 cells ChEMBL. 10201832
EC50 (functional) > 1 uM Inhibition of H-ras processing in subconfluent H-Ras-transformed NIH3T3 cells ChEMBL. 10201832
IC50 (binding) = 0.21 nM Inhibitory activity against farnesyltransferase (FT) using SPA assay ChEMBL. 10201832
IC50 (binding) = 0.21 nM Inhibitory activity against farnesyltransferase (FT) using SPA assay ChEMBL. 10201832

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 10201832

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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