Detailed information for compound 209121

Basic information

Technical information
  • TDR Targets ID: 209121
  • Name: (2S)-2-[[(3S)-2-[(2S)-2-[[2-(1H-imidazol-5-yl )acetyl]amino]-3-methylbutanoyl]-3,4-dihydro- 1H-isoquinoline-3-carbonyl]amino]-4-methylsul fanylbutanoic acid
  • MW: 515.625 | Formula: C25H33N5O5S
  • H donors: 4 H acceptors: 6 LogP: 1.75 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: CSCC[C@@H](C(=O)O)NC(=O)[C@@H]1Cc2ccccc2CN1C(=O)[C@H](C(C)C)NC(=O)Cc1c[nH]cn1
  • InChi: 1S/C25H33N5O5S/c1-15(2)22(29-21(31)11-18-12-26-14-27-18)24(33)30-13-17-7-5-4-6-16(17)10-20(30)23(32)28-19(25(34)35)8-9-36-3/h4-7,12,14-15,19-20,22H,8-11,13H2,1-3H3,(H,26,27)(H,28,32)(H,29,31)(H,34,35)/t19-,20-,22-/m0/s1
  • InChiKey: COPRVKYDYTZHGW-ONTIZHBOSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-[[(3S)-2-[(2S)-2-[[2-(1H-imidazol-5-yl)acetyl]amino]-3-methyl-butanoyl]-3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-4-methylsulfanyl-butanoic acid
  • (2S)-2-[[[(3S)-2-[(2S)-2-[[2-(1H-imidazol-5-yl)-1-oxoethyl]amino]-3-methyl-1-oxobutyl]-3,4-dihydro-1H-isoquinolin-3-yl]-oxomethyl]amino]-4-(methylthio)butanoic acid
  • (2S)-2-[[(3S)-2-[(2S)-2-[2-(1H-imidazol-5-yl)ethanoylamino]-3-methyl-butanoyl]-3,4-dihydro-1H-isoquinolin-3-yl]carbonylamino]-4-methylsulfanyl-butanoic acid
  • (2S)-2-[[(3S)-2-[(2S)-2-[[2-(1H-imidazol-5-yl)acetyl]amino]-3-methyl-butanoyl]-3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-4-(methylthio)butyric acid
  • (2S)-2-[[(3S)-2-[(2S)-2-[[2-(3H-imidazol-4-yl)acetyl]amino]-3-methylbutanoyl]3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-4-methylsulfanylbutanoic acid
  • (2S)-2-[[(3S)-2-[(2S)-2-[[2-(3H-imidazol-4-yl)acetyl]amino]-3-methyl-butanoyl]3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-4-methylsulfanyl-butanoic acid
  • (2S)-2-[[[(3S)-2-[(2S)-2-[[2-(3H-imidazol-4-yl)-1-oxoethyl]amino]-3-methyl-1-oxobutyl]-3,4-dihydro-1H-isoquinolin-3-yl]-oxomethyl]amino]-4-(methylthio)butanoic acid
  • (2S)-2-[[(3S)-2-[(2S)-2-[[2-(3H-imidazol-4-yl)acetyl]amino]-3-methyl-butanoyl]3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-4-(methylthio)butyric acid
  • (2S)-2-[[(3S)-2-[(2S)-2-[2-(3H-imidazol-4-yl)ethanoylamino]-3-methyl-butanoyl]-3,4-dihydro-1H-isoquinolin-3-yl]carbonylamino]-4-methylsulfanyl-butanoic acid

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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Cryptosporidium parvum farnesyltransferase 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
Theileria parva hypothetical 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
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
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 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
Plasmodium falciparum protein farnesyltransferase subunit alpha Get druggable targets OG5_128459 All targets in OG5_128459
Cryptosporidium hominis farnesyltransferase 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
Neospora caninum 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
Echinococcus granulosus protein farnesyltransferase alpha subunit 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
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Toxoplasma gondii hypothetical protein 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
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
Candida albicans beta subunit of C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) Get druggable targets OG5_129786 All targets in OG5_129786
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
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_129786 All targets in OG5_129786
Plasmodium knowlesi protein farnesyltransferase subunit alpha, 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
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
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 I beta subunit, putative 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
Plasmodium berghei protein farnesyltransferase subunit alpha, putative 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
Entamoeba histolytica 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
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
Loa Loa (eye worm) oxidoreductase 0.2389 1 1
Onchocerca volvulus 0.2389 1 1
Onchocerca volvulus 0.2389 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2389 1 1
Trypanosoma cruzi aldo-keto reductase 0.2389 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2389 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2389 1 1
Echinococcus multilocularis aldo keto reductase 0.2389 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.2389 1 1
Leishmania major prostaglandin f synthase, putative 0.2389 1 1
Onchocerca volvulus 0.2389 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Echinococcus multilocularis aldo keto reductase 0.2389 1 1
Trypanosoma brucei aldo-keto reductase, putative 0.2389 1 1
Toxoplasma gondii aldo-keto reductase 0.0692 0.2445 0.2445
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Entamoeba histolytica alcohol dehydrogenase, putative 0.0692 0.2445 0.2273
Entamoeba histolytica aldose reductase, putative 0.2389 1 1
Mycobacterium tuberculosis Probable oxidoreductase 0.2389 1 1
Entamoeba histolytica aldose reductase, putative 0.2389 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 0.024 0.0434 0.0216
Entamoeba histolytica alcohol dehydrogenase, putative 0.0692 0.2445 0.2273
Mycobacterium ulcerans oxidoreductase 0.2389 1 1
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0692 0.2445 0.2445
Trichomonas vaginalis aldo-keto reductase, putative 0.0692 0.2445 0.2445
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.2389 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2389 1 1
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.2389 1 1
Entamoeba histolytica geranylgeranyl transferase beta subunit 0.024 0.0434 0.0216
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2389 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0692 0.2445 0.2445
Echinococcus multilocularis voltage gated potassium channel subunit 0.0692 0.2445 0.2273
Mycobacterium leprae PROBABLE OXIDOREDUCTASE 0.2389 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0692 0.2445 0.2445
Plasmodium falciparum aldo-keto reductase, putative 0.0692 0.2445 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Echinococcus multilocularis geranylgeranyl transferase type I beta subunit 0.024 0.0434 0.0216
Trichomonas vaginalis aldo/keto reductase, putative 0.2389 1 1
Schistosoma mansoni aldo-keto reductase 0.2389 1 1
Brugia malayi NADH-dependent xylose reductase 0.0692 0.2445 0.2273
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2389 1 1
Echinococcus granulosus voltage gated potassium channel subunit 0.0692 0.2445 0.2273
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2389 1 1
Trypanosoma cruzi aldo/keto reductase, putative 0.2389 1 1
Leishmania major aldo-keto reductase-like protein 0.2389 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0692 0.2445 0.2445
Onchocerca volvulus 0.2389 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2389 1 1
Loa Loa (eye worm) oxidoreductase 0.2389 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2389 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2389 1 1
Mycobacterium leprae Conserved hypothetical protein 0.1697 0.6919 0.5922
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Plasmodium vivax aldehyde reductase, putative 0.0692 0.2445 1
Echinococcus multilocularis aldehyde reductase 0.1697 0.6919 0.6849
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2389 1 1
Loa Loa (eye worm) oxidoreductase 0.2389 1 1
Onchocerca volvulus 0.2389 1 1
Plasmodium falciparum aldehyde reductase, putative 0.0692 0.2445 1
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 0.024 0.0434 0.0216
Toxoplasma gondii aldose reductase, putative 0.2389 1 1
Toxoplasma gondii aldo/keto reductase family oxidoreductase 0.0692 0.2445 0.2445
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2389 1 1
Giardia lamblia Aldose reductase 0.2389 1 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.0223 0.0223
Echinococcus granulosus aldo keto reductase 0.2389 1 1
Loa Loa (eye worm) oxidoreductase 0.2389 1 1
Schistosoma mansoni aldo-keto reductase 0.2389 1 1
Onchocerca volvulus 0.2389 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2389 1 1
Echinococcus multilocularis aldo keto reductase 0.2389 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2389 1 1
Echinococcus granulosus aldo keto reductase 0.2389 1 1
Entamoeba histolytica aldose reductase, putative 0.2389 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2389 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2389 1 1
Toxoplasma gondii oxidoreductase, aldo/keto reductase family protein 0.0692 0.2445 0.2445
Echinococcus granulosus aldo keto reductase 0.2389 1 1
Trypanosoma brucei prostaglandin f synthase 0.2389 1 1
Echinococcus multilocularis aldo keto reductase 0.2389 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.2389 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Echinococcus granulosus aldehyde reductase 0.1697 0.6919 0.6849
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.2389 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2389 1 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.0223 0.0223
Brugia malayi glutamate-cysteine ligase modifier subunit 0.0692 0.2445 0.2273
Plasmodium vivax oxidoreductase, aldo/keto reductase domain containing protein 0.0692 0.2445 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2389 1 1
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.2389 1 1
Schistosoma mansoni potassium channel beta 0.0692 0.2445 0.2273
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2389 1 1
Loa Loa (eye worm) oxidoreductase 0.2389 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.2389 1 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0193 0.0223 0.0223
Echinococcus granulosus aldo keto reductase family 1, member B4 0.0692 0.2445 0.2273
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.024 0.0434 0.0434
Trichomonas vaginalis aldo-keto reductase, putative 0.2389 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.2389 1 1
Schistosoma mansoni pol-related 0.2389 1 1
Echinococcus granulosus hypothetical protein 0.2389 1 1
Giardia lamblia Aldose reductase 0.2389 1 1
Loa Loa (eye worm) hypothetical protein 0.2389 1 1
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.024 0.0434 0.0216
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.2389 1 1
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.024 0.0434 0.0216
Echinococcus granulosus geranylgeranyl transferase type I beta subunit 0.024 0.0434 0.0216
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.2389 1 1
Loa Loa (eye worm) glutamate-cysteine ligase modifier subunit 0.0692 0.2445 0.2273
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2389 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 6.6 nM Inhibition of Farnesyltransferase ChEMBL. 8558502
IC50 (binding) = 6.6 nM Inhibition of Farnesyltransferase ChEMBL. 8558502
IC50 (binding) = 2020 nM Inhibition of Geranylgeranyl transferase type I ChEMBL. 8558502
IC50 (binding) = 2020 nM Inhibition of Geranylgeranyl transferase type I ChEMBL. 8558502
IC50 (functional) = 50 uM Inhibition of anchorage-independent growth of H-Ras-transformed rat-1 cells in soft agar ChEMBL. 8558502
MTD (functional) > 150 uM Highest tested nontoxic concentration (maximum tolerated dose) against NIH3T3 cells in XTT assay ChEMBL. 8558502
MTD (functional) > 150 uM Highest tested nontoxic concentration (maximum tolerated dose) against NIH3T3 cells in XTT assay ChEMBL. 8558502

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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