Detailed information for compound 997477

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 423.378 | Formula: C17H31NO7P2
  • H donors: 4 H acceptors: 6 LogP: 1.9 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCCCCCCCOc1ccc[n+](c1)CC(P(=O)(O)O)P(=O)(O)[O-]
  • InChi: 1S/C17H31NO7P2/c1-2-3-4-5-6-7-8-9-13-25-16-11-10-12-18(14-16)15-17(26(19,20)21)27(22,23)24/h10-12,14,17H,2-9,13,15H2,1H3,(H3-,19,20,21,22,23,24)
  • InChiKey: QYJHUOZDBUEKQC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens farnesyl diphosphate synthase Starlite/ChEMBL References
Homo sapiens geranylgeranyl diphosphate synthase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania braziliensis farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Loa Loa (eye worm) geranylgeranyl pyrophosphate synthetase Get druggable targets OG5_129071 All targets in OG5_129071
Plasmodium knowlesi geranylgeranyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Echinococcus multilocularis geranylgeranyl pyrophosphate synthase Get druggable targets OG5_129071 All targets in OG5_129071
Leishmania mexicana farnesyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Trypanosoma brucei farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Leishmania infantum polyprenyl synthase, putative Get druggable targets OG5_129071 All targets in OG5_129071
Trypanosoma cruzi farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Echinococcus granulosus farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Leishmania donovani farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Leishmania infantum farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Trichomonas vaginalis geranylgeranyl diphosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Plasmodium berghei geranylgeranyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Neospora caninum hypothetical protein Get druggable targets OG5_127590 All targets in OG5_127590
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Leishmania major farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Schistosoma mansoni farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Schistosoma mansoni geranylgeranyl pyrophosphate synthase Get druggable targets OG5_129071 All targets in OG5_129071
Theileria parva farnesyl pyrophosphate synthetase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Cryptosporidium parvum putative farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Treponema pallidum octaprenyl-diphosphate synthase Get druggable targets OG5_129071 All targets in OG5_129071
Schistosoma japonicum ko:K00787 dimethylallyltranstransferase [EC2.5.1.1], putative Get druggable targets OG5_129071 All targets in OG5_129071
Candida albicans similar to S. cerevisiae ERG20 (YJL167W) farnesyl diphosphate synthetase (FPP synthetase) Get druggable targets OG5_127590 All targets in OG5_127590
Leishmania donovani polyprenyl synthase, putative Get druggable targets OG5_129071 All targets in OG5_129071
Candida albicans similar to S. cerevisiae ERG20 (YJL167W) farnesyl diphosphate synthetase (FPP synthetase) Get druggable targets OG5_127590 All targets in OG5_127590
Trypanosoma brucei gambiense farnesyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Trypanosoma cruzi polyprenyl synthase, putative Get druggable targets OG5_129071 All targets in OG5_129071
Candida albicans geranylgeranyl diphosphate synthase Get druggable targets OG5_129071 All targets in OG5_129071
Brugia malayi geranylgeranyl pyrophosphate synthetase Get druggable targets OG5_129071 All targets in OG5_129071
Leishmania mexicana polyprenyl synthase, putative Get druggable targets OG5_129071 All targets in OG5_129071
Echinococcus multilocularis farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Schistosoma japonicum ko:K00787 dimethylallyltranstransferase [EC2.5.1.1], putative Get druggable targets OG5_127590 All targets in OG5_127590
Trypanosoma cruzi polyprenyl synthase, putative Get druggable targets OG5_129071 All targets in OG5_129071
Echinococcus granulosus geranylgeranyl pyrophosphate synthase Get druggable targets OG5_129071 All targets in OG5_129071
Trypanosoma congolense farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Plasmodium falciparum geranylgeranyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Babesia bovis farnesyl pyrophosphate synthetase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Leishmania major polyprenyl synthase, putative Get druggable targets OG5_129071 All targets in OG5_129071
Plasmodium vivax geranylgeranyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Brugia malayi Polyprenyl synthetase family protein Get druggable targets OG5_127590 All targets in OG5_127590
Trypanosoma cruzi farnesyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Leishmania braziliensis polyprenyl synthase, putative Get druggable targets OG5_129071 All targets in OG5_129071
Giardia lamblia Farnesyl diphosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Cryptosporidium hominis farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Mycobacterium tuberculosis Probable geranylgeranyl pyrophosphate synthetase IdsA2 (ggppsase) (GGPP synthetase) (geranylgeranyl diphosphate synthase) Get druggable targets OG5_127590 All targets in OG5_127590
Trypanosoma congolense Hydroxyneurosporene synthase (CrtC)/Polyprenyl synthetase, putative Get druggable targets OG5_129071 All targets in OG5_129071
Schistosoma japonicum Geranylgeranyl pyrophosphate synthetase, putative Get druggable targets OG5_129071 All targets in OG5_129071
Loa Loa (eye worm) polyprenyl synthetase Get druggable targets OG5_127590 All targets in OG5_127590
Plasmodium yoelii farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Toxoplasma gondii polyprenyl synthetase superfamily protein Get druggable targets OG5_127590 All targets in OG5_127590
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum geranylgeranyl pyrophosphate synthase, putative geranylgeranyl diphosphate synthase 1 300 aa 317 aa 21.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Plasmodium falciparum geranylgeranyl pyrophosphate synthase, putative 0.0155093 0 0.5
Trypanosoma cruzi polyprenyl synthase, putative 0.0190923 1 1
Giardia lamblia Farnesyl diphosphate synthase 0.0155093 0 0.5
Brugia malayi geranylgeranyl pyrophosphate synthetase 0.0190923 1 1
Schistosoma mansoni geranylgeranyl pyrophosphate synthase 0.0190923 1 1
Trypanosoma cruzi polyprenyl synthase, putative 0.0190923 1 1
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0155093 0 0.5
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0155093 0 0.5
Trichomonas vaginalis geranylgeranyl diphosphate synthase, putative 0.0155093 0 0.5
Echinococcus granulosus geranylgeranyl pyrophosphate synthase 0.0190923 1 1
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0155093 0 0.5
Plasmodium vivax geranylgeranyl pyrophosphate synthase 0.0155093 0 0.5
Trypanosoma brucei farnesyl pyrophosphate synthase 0.0155093 0 0.5
Treponema pallidum octaprenyl-diphosphate synthase 0.0190923 1 0.5
Loa Loa (eye worm) geranylgeranyl pyrophosphate synthetase 0.0190923 1 1
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0155093 0 0.5
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0155093 0 0.5
Mycobacterium tuberculosis Probable geranylgeranyl pyrophosphate synthetase IdsA2 (ggppsase) (GGPP synthetase) (geranylgeranyl diphosphate synthase) 0.0155093 0 0.5
Leishmania major polyprenyl synthase, putative 0.0190923 1 1
Echinococcus multilocularis geranylgeranyl pyrophosphate synthase 0.0190923 1 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 0.01 % Antiplasmodial activity against 5 X 10'6 blood stream Plasmodium berghei NK65 infected in 12 wk old C57BL/6 mouse assessed as parasitemia at 1.5 mg/kg, ip administered once daily via a regimen of day 2, 1 pre-infection, on the day of infection followed by day 1 and 2 postinfection for 5 days by microscopic analysis ChEMBL. 20457823
Activity (functional) = 3 day Antiplasmodial activity against Plasmodium berghei NK65 infected in 12 wk old C57BL/6 mouse assessed as prepatent period at 0.5 mg/kg, ip administered once daily via a regimen of day 2, 1 pre-infection, on the day of infection followed by day 1 postinfection for 4 days by microscopic analysis ChEMBL. 20457823
Activity (functional) = 4 day Antiplasmodial activity against 5 X 10'6 blood stream Plasmodium berghei NK65 infected in 12 wk old C57BL/6 mouse assessed as delay in prepatent period at 1.5 mg/kg, ip administered once daily via a regimen of day 2, 1 pre-infection, on the day of infection followed by day 1 and 2 postinfection for 5 days by microscopic analysis ChEMBL. 20457823
Activity (functional) = 5 day Antiplasmodial activity against 5 X 10'6 blood stream Plasmodium berghei NK65 infected in 12 wk old C57BL/6 mouse assessed as prepatent period at 1.5 mg/kg, ip administered once daily via a regimen of day 2, 1 pre-infection, on the day of infection followed by day 1 and 2 postinfection for 5 days by microscopic analysis ChEMBL. 20457823
Activity (functional) > 28 day Antiplasmodial activity against Plasmodium berghei NK65 infected in 12 wk old BALB/c mouse assessed as prepatent period at 5 mg/kg, ip administered once daily via a regimen of day 2, 1 pre-infection, on the day of infection followed by day 1 and 2 postinfection for 2 days by microscopic analysis ChEMBL. 20457823
Activity (functional) > 28 day Antiplasmodial activity against Plasmodium berghei NK65 infected in 12 wk old C57BL/6 mouse assessed as prepatent period at 1.5 mg/kg, ip administered once daily via a regimen of day 2, 1 pre-infection, on the day of infection followed by day 1 and 2 postinfection for 5 days by microscopic analysis ChEMBL. 20457823
Activity (functional) > 28 day Antiplasmodial activity against 3000 Plasmodium berghei NK65 liver stage sporozoites infected in 12 wk old C57BL/6 mouse assessed as delay in prepatent period at 1.5 mg/kg, ip administered once daily via a regimen of day 2, 1 pre-infection, on the day of infection followed by day 1 and 2 postinfection for 5 days by microscopic analysis ChEMBL. 20457823
IC50 (binding) Inhibition of human recombinant N-terminal-His6 tagged FPPS expressed in Escherichia coli BL21 using [3H]IPP and GPP as substrate measured after 20 mins by liquid scintillation counting ChEMBL. 22390415
IC50 (binding) = 6.6 Inhibition of human recombinant geranylgeranyl diphosphate synthase ChEMBL. 18800762
IC50 (binding) = 0.25 mM Inhibition of human GGPPS ChEMBL. 20457823
IC50 (binding) = 100 nM Inhibition of human FPPS using FPP and [3H]-IPP as substrate incubated for 30 mins prior to substrate addition measured after 20 mins by scintillation counting ChEMBL. 22390415
IC50 (binding) = 100 nM Inhibition of human FPPS using GPP and [3H]IPP as substrate by scintillation counting ChEMBL. 22884353
IC50 (functional) = 100 nM Growth inhibition of human MDA-MB-231 cells ChEMBL. 21780776
IC50 (binding) = 280 nM Inhibition of human recombinant GGPPS using [14C]-IPP as substrate incubated for 15 mins prior to substrate addition measured after 20 mins by scintillation counting ChEMBL. 22390415
IC50 (binding) = 280 nM Inhibition of human recombinant GGPS using [14C]-IPP as substrate incubated for 15 mins prior to substrate addition measured after 20 mins by scintillation counting ChEMBL. 22884353
IC50 (functional) = 590 nM Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2mef assessed as suppression of parasitemia by microscopic analysis ChEMBL. 20457823
IC50 (functional) = 670 nM Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 assessed as suppression of parasitemia by microscopic analysis ChEMBL. 20457823
IC50 (binding) = 0.28 uM Inhibition of human recombinant geranylgeranyl diphosphate synthase ChEMBL. 18800762
IC50 (functional) = 10 uM Antimalarial activity against Plasmodium berghei NK65 infected in human HepG2 cells after 48 hrs by RT-PCR ChEMBL. 20457823
Ki (binding) = 0.0069 mM Inhibition of human GGPPS ChEMBL. 20457823
TC50 (ADMET) = 2 mM Cytotoxicity against human HepG2 cells after 22 hrs ChEMBL. 20457823

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 20457823
Plasmodium berghei ChEMBL23 20457823
Homo sapiens ChEMBL23 21780776

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

4 literature references were collected for this gene.

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