Detailed information for compound 187053

Basic information

Technical information
  • TDR Targets ID: 187053
  • Name: benzyl N-[(2S)-3-(1H-imidazol-5-yl)-1-oxo-1-[ [2-oxo-2-(2-phenylbutylamino)ethyl]-[(4-pheny lmethoxyphenyl)methyl]amino]propan-2-yl]carba mate
  • MW: 673.8 | Formula: C40H43N5O5
  • H donors: 3 H acceptors: 4 LogP: 6.08 Rotable bonds: 21
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCC(c1ccccc1)CNC(=O)CN(C(=O)[C@H](Cc1nc[nH]c1)NC(=O)OCc1ccccc1)Cc1ccc(cc1)OCc1ccccc1
  • InChi: 1S/C40H43N5O5/c1-2-33(34-16-10-5-11-17-34)23-42-38(46)26-45(25-30-18-20-36(21-19-30)49-27-31-12-6-3-7-13-31)39(47)37(22-35-24-41-29-43-35)44-40(48)50-28-32-14-8-4-9-15-32/h3-21,24,29,33,37H,2,22-23,25-28H2,1H3,(H,41,43)(H,42,46)(H,44,48)/t33?,37-/m0/s1
  • InChiKey: HWLKYGTXYNWEPH-NYZBEGEVSA-N  


Substructure search Similarity search

Network

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Synonyms

  • benzyl N-[(1S)-2-[(4-benzyloxyphenyl)methyl-[2-oxo-2-(2-phenylbutylamino)ethyl]amino]-1-(1H-imidazol-5-ylmethyl)-2-oxo-ethyl]carbamate
  • N-[(1S)-2-[(4-benzyloxyphenyl)methyl-[2-oxo-2-(2-phenylbutylamino)ethyl]amino]-1-(1H-imidazol-5-ylmethyl)-2-oxoethyl]carbamic acid benzyl ester
  • phenylmethyl N-[(2S)-3-(1H-imidazol-5-yl)-1-oxo-1-[[2-oxo-2-(2-phenylbutylamino)ethyl]-[(4-phenylmethoxyphenyl)methyl]amino]propan-2-yl]carbamate
  • N-[(1S)-2-[(4-benzoxybenzyl)-[2-keto-2-(2-phenylbutylamino)ethyl]amino]-1-(1H-imidazol-5-ylmethyl)-2-keto-ethyl]carbamic acid benzyl ester
  • phenylmethyl N-[(2S)-3-(3H-imidazol-4-yl)-1-oxo-1-[[2-oxo-2-(2-phenylbutylamino)ethyl]-[[4-(phenylmethoxy)phenyl]methyl]amino]propan-2-yl]carbamate
  • phenylmethyl N-[(1S)-1-(3H-imidazol-4-ylmethyl)-2-oxo-2-[[2-oxo-2-(2-phenylbutylamino)ethyl]-[[4-(phenylmethoxy)phenyl]methyl]amino]ethyl]carbamate
  • N-[(1S)-1-(3H-imidazol-4-ylmethyl)-2-oxo-2-[[2-oxo-2-(2-phenylbutylamino)ethyl]-[[4-(phenylmethoxy)phenyl]methyl]amino]ethyl]carbamic acid phenylmethyl ester
  • N-[(1S)-2-[[4-(benzyloxy)benzyl]-[2-keto-2-(2-phenylbutylamino)ethyl]amino]-1-(3H-imidazol-4-ylmethyl)-2-keto-ethyl]carbamic acid benzyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Protein farnesyltransferase Starlite/ChEMBL References
Homo sapiens Harvey rat sarcoma viral oncogene homolog Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Entamoeba histolytica ras-1, putative Get druggable targets OG5_127403 All targets in OG5_127403
Candida albicans RAS family protein capable of functionally substituting for S. cerevisiae RAS1 (YOR101W) Get druggable targets OG5_127403 All targets in OG5_127403
Brugia malayi Ras protein let-60 Get druggable targets OG5_127403 All targets in OG5_127403
Schistosoma japonicum ko:K02833 GTPase Hras, putative Get druggable targets OG5_127403 All targets in OG5_127403
Leishmania major farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Candida albicans RAS family protein capable of functionally substituting for S. cerevisiae RAS1 (YOR101W) Get druggable targets OG5_127403 All targets in OG5_127403
Brugia malayi Ras-related protein R-Ras2 Get druggable targets OG5_127403 All targets in OG5_127403
Trichomonas vaginalis ras-dva small GTPase, putative Get druggable targets OG5_127403 All targets in OG5_127403
Trichomonas vaginalis geranylgeranyl transferase type beta subunit, putative 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
Plasmodium yoelii Prenyltransferase and squalene oxidase repeat, putative Get druggable targets OG5_128081 All targets in OG5_128081
Echinococcus granulosus ras gtpase Get druggable targets OG5_127403 All targets in OG5_127403
Trypanosoma brucei protein farnesyltransferase beta subunit 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
Plasmodium knowlesi conserved Plasmodium protein, unknown function Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis rheb, putative Get druggable targets OG5_127403 All targets in OG5_127403
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis dexras1, putative Get druggable targets OG5_127403 All targets in OG5_127403
Plasmodium vivax farnesyltransferase beta subunit, putative 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
Echinococcus multilocularis protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Echinococcus multilocularis ras gtpase Get druggable targets OG5_127403 All targets in OG5_127403
Schistosoma japonicum ko:K05954 farnesyltransferase, CAAX box, beta [EC:2.5.1.58], putative 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 type I geranylgeranyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Loa Loa (eye worm) Ras protein let-60 Get druggable targets OG5_127403 All targets in OG5_127403
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, 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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127403 All targets in OG5_127403
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 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
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 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
Trichomonas vaginalis ral, putative Get druggable targets OG5_127403 All targets in OG5_127403
Trichomonas vaginalis GTP-binding protein rit, putative Get druggable targets OG5_127403 All targets in OG5_127403
Trypanosoma cruzi protein farnesyltransferase, 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
Echinococcus granulosus protein farnesyltransferase subunit beta 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 congolense ras-like small GTPase, putative Get druggable targets OG5_127403 All targets in OG5_127403
Entamoeba histolytica Ras family GTPase Get druggable targets OG5_127403 All targets in OG5_127403
Entamoeba histolytica Ras family GTPase Get druggable targets OG5_127403 All targets in OG5_127403
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 II beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Giardia lamblia Prenyltransferase 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
Trypanosoma cruzi protein farnesyltransferase, putative 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 II 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
Schistosoma mansoni protein farnesyltransferase subunit beta 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
Leishmania braziliensis farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Theileria parva farnesyltransferase 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
Trichomonas vaginalis rap1 and, putative Get druggable targets OG5_127403 All targets in OG5_127403
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
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum ras-related protein Rab-18 Harvey rat sarcoma viral oncogene homolog 189 aa 177 aa 25.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Entamoeba histolytica Ras family GTPase 0.0069 0.7974 1
Entamoeba histolytica ras-1, putative 0.0069 0.7974 1
Leishmania major farnesyltransferase beta subunit 0.0067 0.7363 1
Trypanosoma cruzi lanosterol synthase, putative 0.0074 1 1
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein 0.0067 0.7363 0.5
Trichomonas vaginalis ral, putative 0.0069 0.7974 1
Plasmodium falciparum protein farnesyltransferase subunit beta 0.0067 0.7363 0.5
Trichomonas vaginalis rap1 and, putative 0.0069 0.7974 1
Trypanosoma cruzi lanosterol synthase, putative 0.0074 1 1
Schistosoma mansoni protein farnesyltransferase subunit beta 0.0067 0.7363 0.5
Trichomonas vaginalis dexras1, putative 0.0069 0.7974 1
Plasmodium vivax farnesyltransferase beta subunit, putative 0.0067 0.7363 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.7974 1
Echinococcus multilocularis ras gtpase 0.0069 0.7974 1
Entamoeba histolytica Ras family GTPase 0.0069 0.7974 1
Trichomonas vaginalis rheb, putative 0.0069 0.7974 1
Echinococcus granulosus ras gtpase 0.0069 0.7974 1
Trypanosoma brucei lanosterol synthase 0.0074 1 1
Loa Loa (eye worm) Ras protein let-60 0.0069 0.7974 1
Trichomonas vaginalis GTP-binding protein rit, putative 0.0069 0.7974 1
Trichomonas vaginalis ras-dva small GTPase, putative 0.0069 0.7974 1
Brugia malayi Ras protein let-60 0.0069 0.7974 1
Brugia malayi Ras-related protein R-Ras2 0.0069 0.7974 1
Giardia lamblia Prenyltransferase 0.0067 0.7363 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.005 uM In vitro inhibition of rat farnesyltransferase. ChEMBL. 9341905
IC50 (binding) = 0.005 uM In vitro inhibition of rat farnesyltransferase. ChEMBL. 9341905
IC50 (functional) = 0.4 uM Concentration required to inhibit 50% of the cultured colonies of H-Ras-Fcells . ChEMBL. 9341905
IC50 (functional) = 0.4 uM Concentration required to inhibit 50% of the cultured colonies of H-Ras-Fcells . ChEMBL. 9341905
MED (functional) = 0.05 uM Minimum effective dose required to detect unfarnesylated Ras in H-Ras-transformed NIH3T3 (H-Ras-F) cells injected into mice. ChEMBL. 9341905
MED (functional) = 0.05 uM Minimum effective dose required to detect unfarnesylated Ras in H-Ras-transformed NIH3T3 (H-Ras-F) cells injected into mice. ChEMBL. 9341905

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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