Detailed information for compound 36329

Basic information

Technical information
  • TDR Targets ID: 36329
  • Name: [2-oxo-2-[[(2E,6E,10E)-3,7,11,15-tetramethylh exadeca-2,6,10,14-tetraenoxy]amino]ethyl]phos phonic acid
  • MW: 427.515 | Formula: C22H38NO5P
  • H donors: 3 H acceptors: 4 LogP: 4.86 Rotable bonds: 15
    Rule of 5 violations (Lipinski): 1
  • SMILES: C/C(=C\CC/C(=C/CONC(=O)CP(=O)(O)O)/C)/CC/C=C(/CCC=C(C)C)\C
  • InChi: 1S/C22H38NO5P/c1-18(2)9-6-10-19(3)11-7-12-20(4)13-8-14-21(5)15-16-28-23-22(24)17-29(25,26)27/h9,11,13,15H,6-8,10,12,14,16-17H2,1-5H3,(H,23,24)(H2,25,26,27)/b19-11+,20-13+,21-15+
  • InChiKey: ZJVHZEHEHYNPCV-YKBIRWAZSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • [2-keto-2-[[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]amino]ethyl]phosphonic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens protein geranylgeranyltransferase type I, beta subunit Starlite/ChEMBL References
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 mansoni geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
Toxoplasma gondii hypothetical 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
Schistosoma mansoni protein farnesyltransferase alpha subunit 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
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 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
Entamoeba histolytica geranylgeranyl transferase beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
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
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
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
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_129786 All targets in OG5_129786
Cryptosporidium parvum farnesyltransferase 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
Plasmodium berghei protein farnesyltransferase subunit alpha, putative 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
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_129786 All targets in OG5_129786
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 geranylgeranyl transferase type I beta subunit Get druggable targets OG5_129786 All targets in OG5_129786
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, 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
Neospora caninum hypothetical 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
Plasmodium knowlesi protein farnesyltransferase subunit alpha, 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
Candida albicans beta subunit of C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) Get druggable targets OG5_129786 All targets in OG5_129786
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 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
Brugia malayi Protein prenyltransferase alpha subunit repeat 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 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
Cryptosporidium hominis farnesyltransferase 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

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
Plasmodium falciparum protein farnesyltransferase subunit alpha 0.0193 0.6319 1
Trichomonas vaginalis 6-phosphogluconate dehydrogenase, putative 0.0187 0.5877 0.455
Loa Loa (eye worm) hypothetical protein 0.0193 0.6319 0.1071
Mycobacterium leprae PROBABLE 6-PHOSPHOGLUCONATE DEHYDROGENASE GND1 0.0187 0.5877 0.5
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0193 0.6319 0.1071
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 0.024 1 1
Mycobacterium ulcerans 6-phosphogluconate dehydrogenase 0.0187 0.5877 0.5
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.024 1 1
Trichomonas vaginalis 3-hydroxyisobutyrate dehydrogenase, putative 0.0187 0.5877 0.455
Echinococcus multilocularis geranylgeranyl transferase type I beta subunit 0.024 1 1
Mycobacterium tuberculosis Probable 6-phosphogluconate dehydrogenase Gnd1 0.0187 0.5877 0.5
Giardia lamblia Rab geranylgeranyltransferase 0.0193 0.6319 1
Trypanosoma cruzi 6-phosphogluconate dehydrogenase, decarboxylating, putative 0.0187 0.5877 1
Entamoeba histolytica geranylgeranyl transferase beta subunit 0.024 1 1
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.024 1 1
Trichomonas vaginalis 6-phosphogluconate dehydrogenase, putative 0.0187 0.5877 0.455
Treponema pallidum 6-phosphogluconate dehydrogenase 0.0187 0.5877 0.5
Echinococcus granulosus protein farnesyltransferase alpha subunit 0.0193 0.6319 0.1071
Mycobacterium ulcerans 6-phosphogluconate dehydrogenase 0.0187 0.5877 0.5
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.024 1 1
Plasmodium vivax prenyltransferase alpha subunit, putative 0.0193 0.6319 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.6319 0.5134
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0193 0.6319 0.5134
Mycobacterium tuberculosis Probable 6-phosphogluconate dehydrogenase, decarboxylating Gnd2 0.0187 0.5877 0.5
Toxoplasma gondii 6-phosphogluconate dehydrogenase 0.0187 0.5877 1
Echinococcus granulosus geranylgeranyl transferase type I beta subunit 0.024 1 1
Echinococcus multilocularis protein farnesyltransferase alpha subunit 0.0193 0.6319 0.1071
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.6319 0.5134
Chlamydia trachomatis 6-phosphogluconate dehydrogenase 0.0187 0.5877 0.5
Schistosoma mansoni protein farnesyltransferase alpha subunit 0.0193 0.6319 0.1071
Toxoplasma gondii 6-phosphogluconate dehydrogenase 0.0187 0.5877 1
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0193 0.6319 0.1071
Trypanosoma brucei 6-phosphogluconate dehydrogenase, decarboxylating 0.0187 0.5877 0.5
Leishmania major 6-phosphogluconate dehydrogenase, decarboxylating, putative 0.0187 0.5877 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 66 nM In vitro inhibition of Geranylgeranyl protein transferase I ChEMBL. 14643335
IC50 (binding) = 66 nM In vitro inhibition of Geranylgeranyl protein transferase I ChEMBL. 14643335
IC50 (binding) = 3500 nM In vitro inhibition of farnesyl protein transferase ChEMBL. 14643335
IC50 (binding) = 3500 nM In vitro inhibition of farnesyl protein transferase ChEMBL. 14643335
IC50 (functional) = 8.7 uM Inhibition of farnesylation of P21ras in human PC-3 prostate cancer cells by immunoprecipitation analysis ChEMBL. 8691464
IC50 (functional) = 8.7 uM Inhibition of farnesylation of P21ras in human PC-3 prostate cancer cells by immunoprecipitation analysis ChEMBL. 8691464
IC50 (functional) = 18.5 uM Inhibition of farnesylation of P21ras protein in human PC-3 prostate cancer cell line by proliferation analysis ChEMBL. 8691464
IC50 (functional) = 18.5 uM Inhibition of farnesylation of P21ras protein in human PC-3 prostate cancer cell line by proliferation analysis ChEMBL. 8691464
IC50 (functional) = 20.5 uM Inhibition of geranylgeranylation of P21rap in human PC-3 prostate cancer cells ChEMBL. 8691464
IC50 (functional) = 20.5 uM Inhibition of geranylgeranylation of P21rap in human PC-3 prostate cancer cells ChEMBL. 8691464
Selectivity (binding) = 53 Selectivity for Geranylgeranyl protein transferase I compared to farnesyl protein transferase ChEMBL. 14643335

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

2 literature references were collected for this gene.

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