Detailed information for compound 184684

Basic information

Technical information
  • TDR Targets ID: 184684
  • Name: benzyl N-[(2S)-1-[[2-[(2-ethyl-2-phenylbutyl) amino]-2-oxoethyl]-[(4-phenylmethoxyphenyl)me thyl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan- 2-yl]carbamate
  • MW: 701.853 | Formula: C42H47N5O5
  • H donors: 3 H acceptors: 4 LogP: 6.98 Rotable bonds: 22
    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)CC
  • InChi: 1S/C42H47N5O5/c1-3-42(4-2,35-18-12-7-13-19-35)30-44-39(48)27-47(26-32-20-22-37(23-21-32)51-28-33-14-8-5-9-15-33)40(49)38(24-36-25-43-31-45-36)46-41(50)52-29-34-16-10-6-11-17-34/h5-23,25,31,38H,3-4,24,26-30H2,1-2H3,(H,43,45)(H,44,48)(H,46,50)/t38-/m0/s1
  • InChiKey: KESDVVHGRDVTAS-LHEWISCISA-N  


Substructure search Similarity search

Network

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Synonyms

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

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens Harvey rat sarcoma viral oncogene homolog Starlite/ChEMBL References
Rattus norvegicus Protein farnesyltransferase 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, beta [EC:2.5.1.58], 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
Candida albicans RAS family protein capable of functionally substituting for S. cerevisiae RAS1 (YOR101W) Get druggable targets OG5_127403 All targets in OG5_127403
Trichomonas vaginalis ral, putative Get druggable targets OG5_127403 All targets in OG5_127403
Giardia lamblia Prenyltransferase Get druggable targets OG5_128081 All targets in OG5_128081
Schistosoma japonicum ko:K02833 GTPase Hras, putative Get druggable targets OG5_127403 All targets in OG5_127403
Echinococcus granulosus protein farnesyltransferase subunit beta 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
Leishmania major farnesyltransferase beta subunit 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
Schistosoma mansoni protein farnesyltransferase subunit beta 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
Leishmania infantum farnesyltransferase beta subunit 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
Trichomonas vaginalis GTP-binding protein rit, putative Get druggable targets OG5_127403 All targets in OG5_127403
Leishmania donovani farnesyltransferase beta subunit 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
Theileria parva farnesyltransferase 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_128081 All targets in OG5_128081
Leishmania mexicana farnesyltransferase 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
Trypanosoma brucei protein farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Brugia malayi Ras protein let-60 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
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
Trypanosoma congolense ras-like small GTPase, putative 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
Echinococcus multilocularis protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Cryptosporidium hominis chain B, structure of fpt bound to ggpp Get druggable targets OG5_128081 All targets in OG5_128081
Entamoeba histolytica ras-1, 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
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
Entamoeba histolytica protein farnesyltransferase beta subunit, putative 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
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
Trichomonas vaginalis geranylgeranyl transferase type II 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
Entamoeba histolytica Ras family GTPase Get druggable targets OG5_127403 All targets in OG5_127403
Trichomonas vaginalis dexras1, putative Get druggable targets OG5_127403 All targets in OG5_127403
Echinococcus multilocularis ras gtpase Get druggable targets OG5_127403 All targets in OG5_127403
Loa Loa (eye worm) Ras protein let-60 Get druggable targets OG5_127403 All targets in OG5_127403
Echinococcus granulosus ras gtpase 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
Trypanosoma brucei gambiense protein farnesyltransferase 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
Trichomonas vaginalis rheb, putative Get druggable targets OG5_127403 All targets in OG5_127403
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein 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
Trichomonas vaginalis type I geranylgeranyltransferase beta subunit, 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
Cryptosporidium parvum protein geranyl-geranyltransferase beta subunit 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
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, 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
Entamoeba histolytica Ras family GTPase Get druggable targets OG5_127403 All targets in OG5_127403
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
Trypanosoma cruzi lanosterol synthase, putative 0.0074 1 1
Trichomonas vaginalis ral, putative 0.0069 0.8558 1
Echinococcus multilocularis ras gtpase 0.0069 0.8558 1
Entamoeba histolytica ras-1, putative 0.0069 0.8558 1
Trichomonas vaginalis GTP-binding protein rit, putative 0.0069 0.8558 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.8558 1
Echinococcus granulosus ras gtpase 0.0069 0.8558 1
Brugia malayi Ras-related protein R-Ras2 0.0069 0.8558 1
Onchocerca volvulus 0.0039 0 0.5
Onchocerca volvulus 0.0039 0 0.5
Entamoeba histolytica Ras family GTPase 0.0069 0.8558 1
Onchocerca volvulus 0.0039 0 0.5
Onchocerca volvulus 0.0039 0 0.5
Plasmodium falciparum protein farnesyltransferase subunit beta 0.0067 0.8124 0.5
Onchocerca volvulus Neuropeptide F receptor homolog 0.0039 0 0.5
Trichomonas vaginalis dexras1, putative 0.0069 0.8558 1
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 0.0067 0.8124 0.9492
Onchocerca volvulus 0.0039 0 0.5
Onchocerca volvulus 0.0039 0 0.5
Trypanosoma brucei lanosterol synthase 0.0074 1 1
Onchocerca volvulus Dopamine\/Ecdysteroid receptor homolog 0.0039 0 0.5
Onchocerca volvulus 0.0039 0 0.5
Leishmania major farnesyltransferase beta subunit 0.0067 0.8124 1
Onchocerca volvulus 0.0039 0 0.5
Trypanosoma cruzi lanosterol synthase, putative 0.0074 1 1
Onchocerca volvulus 0.0039 0 0.5
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 0.0067 0.8124 0.9492
Onchocerca volvulus 0.0039 0 0.5
Onchocerca volvulus 0.0039 0 0.5
Echinococcus granulosus protein farnesyltransferase subunit beta 0.0067 0.8124 0.9492
Plasmodium vivax farnesyltransferase beta subunit, putative 0.0067 0.8124 1
Echinococcus multilocularis protein farnesyltransferase subunit beta 0.0067 0.8124 0.9492
Onchocerca volvulus 0.0039 0 0.5
Onchocerca volvulus 0.0039 0 0.5
Onchocerca volvulus 0.0039 0 0.5
Giardia lamblia Prenyltransferase 0.0067 0.8124 0.5
Trichomonas vaginalis rheb, putative 0.0069 0.8558 1
Loa Loa (eye worm) Ras protein let-60 0.0069 0.8558 1
Brugia malayi Ras protein let-60 0.0069 0.8558 1
Onchocerca volvulus 0.0039 0 0.5
Trichomonas vaginalis ras-dva small GTPase, putative 0.0069 0.8558 1
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein 0.0067 0.8124 0.5
Schistosoma mansoni protein farnesyltransferase subunit beta 0.0067 0.8124 1
Trichomonas vaginalis rap1 and, putative 0.0069 0.8558 1
Onchocerca volvulus 0.0039 0 0.5
Entamoeba histolytica Ras family GTPase 0.0069 0.8558 1
Onchocerca volvulus 0.0039 0 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.032 uM In vitro inhibition of rat farnesyltransferase. ChEMBL. 9341905
IC50 (binding) = 0.032 uM In vitro inhibition of rat farnesyltransferase. ChEMBL. 9341905
IC50 (functional) > 1 uM Concentration required to inhibit 50% of the cultured colonies of H-Ras-Fcells . ChEMBL. 9341905
IC50 (functional) > 1 uM Concentration required to inhibit 50% of the cultured colonies of H-Ras-Fcells . ChEMBL. 9341905
MED (functional) = 0.2 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) = 0.2 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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