Detailed information for compound 514495

Basic information

Technical information
  • TDR Targets ID: 514495
  • Name: [2-(3-methylbutylamino)-1-phosphonoethyl]phos phonic acid
  • MW: 275.176 | Formula: C7H19NO6P2
  • H donors: 5 H acceptors: 6 LogP: -4.28 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(CCNCC(P(=O)(O)O)P(=O)(O)O)C
  • InChi: 1S/C7H19NO6P2/c1-6(2)3-4-8-5-7(15(9,10)11)16(12,13)14/h6-8H,3-5H2,1-2H3,(H2,9,10,11)(H2,12,13,14)
  • InChiKey: JCWBMRZYUPOZQO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [2-(isopentylamino)-1-phosphono-ethyl]phosphonic acid
  • [2-(isopentylamino)-1-phosphonoethyl]phosphonic acid
  • [2-(3-methylbutylamino)-1-phosphono-ethyl]phosphonic acid
  • [2-(isoamylamino)-1-phosphono-ethyl]phosphonic acid
  • AIDS257732
  • Phosphonic acid, [2-(isopentylamino)ethylidene]bis-
  • AIDS-257732

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Toxoplasma gondii polyprenyl synthetase superfamily protein Starlite/ChEMBL References
Trypanosoma cruzi farnesyl pyrophosphate synthase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Trypanosoma cruzi 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
Theileria parva farnesyl pyrophosphate synthetase, 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
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
Cryptosporidium hominis farnesyl pyrophosphate synthase 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
Schistosoma japonicum ko:K00787 dimethylallyltranstransferase [EC2.5.1.1], putative 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
Leishmania braziliensis 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
Giardia lamblia Farnesyl diphosphate 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
Plasmodium falciparum geranylgeranyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Candida albicans similar to S. cerevisiae ERG20 (YJL167W) farnesyl diphosphate synthetase (FPP synthetase) 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
Trypanosoma brucei 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
Toxoplasma gondii polyprenyl synthetase superfamily protein Get druggable targets OG5_127590 All targets in OG5_127590
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 farnesyl pyrophosphate synthase 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
Babesia bovis farnesyl pyrophosphate synthetase, putative 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
Plasmodium vivax geranylgeranyl pyrophosphate synthase 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
Echinococcus granulosus farnesyl 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
Leishmania mexicana farnesyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
Trypanosoma congolense 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
Echinococcus multilocularis farnesyl pyrophosphate synthase Get druggable targets OG5_127590 All targets in OG5_127590
Plasmodium knowlesi geranylgeranyl pyrophosphate synthase, putative Get druggable targets OG5_127590 All targets in OG5_127590
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni farnesyl pyrophosphate synthase 0.0403 1 1
Echinococcus granulosus farnesyl pyrophosphate synthase 0.0403 1 1
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0403 1 1
Mycobacterium tuberculosis Probable reductase 0.0108 0.175 0.1703
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.015 0.2921 0.2881
Echinococcus multilocularis glutamate receptor subunit protein glur 0.0054 0.0258 0.0202
Echinococcus multilocularis geranylgeranyl pyrophosphate synthase 0.0125 0.2231 0.2187
Mycobacterium tuberculosis Probable polyprenyl-diphosphate synthase GrcC1 (polyprenyl pyrophosphate synthetase) 0.0064 0.0516 0.0461
Trichomonas vaginalis geranylgeranyl diphosphate synthase, putative 0.0403 1 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.012 0.2087 0.2041
Trypanosoma brucei solanesyl-diphosphate synthase, putative 0.0189 0.4012 0.3977
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0073 0.079 0.0737
Loa Loa (eye worm) thioredoxin reductase 0.0047 0.0057 0.0057
Schistosoma mansoni lipoxygenase 0.0055 0.0279 0.0021
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.015 0.2921 0.2881
Echinococcus multilocularis glutamate receptor 2 0.0095 0.1399 0.135
Brugia malayi geranylgeranyl pyrophosphate synthetase 0.0125 0.2231 0.2231
Echinococcus multilocularis glutamate receptor 2 0.0134 0.2496 0.2453
Chlamydia trachomatis geranylgeranyl pyrophosphate synthase 0.0125 0.2231 0.5
Brugia malayi hypothetical protein 0.0122 0.2138 0.2138
Loa Loa (eye worm) polyprenyl synthetase 0.0189 0.4012 0.4012
Loa Loa (eye worm) hypothetical protein 0.0317 0.7602 0.7602
Schistosoma mansoni glutamate receptor AMPA 0.0134 0.2496 0.2297
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.012 0.2087 0.1488
Schistosoma mansoni glutamate receptor NMDA 0.0228 0.5126 0.4997
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0403 1 1
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.015 0.2921 0.2881
Echinococcus multilocularis decaprenyl diphosphate synthase subunit 1 0.0189 0.4012 0.3977
Trypanosoma cruzi farnesyl pyrophosphate synthase, putative 0.0403 1 1
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0245 0.5582 0.5556
Echinococcus granulosus glutamate receptor 2 0.0095 0.1399 0.135
Brugia malayi glutathione reductase 0.0047 0.0057 0.0057
Schistosoma mansoni glutamate receptor kainate 0.0134 0.2496 0.2297
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0055 0.0279 0.0223
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0189 0.4012 1
Entamoeba histolytica geranylgeranyl pyrophosphate synthase, putative 0.0189 0.4012 1
Loa Loa (eye worm) polyprenyl synthetase 0.0403 1 1
Echinococcus multilocularis glutamate receptor NMDA 0.0079 0.094 0.0888
Trypanosoma cruzi solanesyl-diphosphate synthase, putative 0.0189 0.4012 0.3977
Schistosoma mansoni glutamate receptor kainate 0.0134 0.2496 0.2297
Schistosoma mansoni ATP-binding cassette transporter 0.0134 0.2496 0.2297
Plasmodium falciparum octaprenyl pyrophosphate synthase 0.0189 0.4012 0.3977
Leishmania major farnesyl pyrophosphate synthase 0.0403 1 1
Mycobacterium ulcerans polyprenyl diphosphate synthetase, GrcC1 0.0189 0.4012 0.2292
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0108 0.175 0.1703
Echinococcus granulosus Ribosomal protein S1 RNA binding domain 0.0054 0.0258 0.0202
Plasmodium vivax octaprenyl pyrophosphate synthase, putative 0.0189 0.4012 0.3977
Schistosoma mansoni geranylgeranyl pyrophosphate synthase 0.0125 0.2231 0.2026
Plasmodium vivax geranylgeranyl pyrophosphate synthase 0.0403 1 1
Trypanosoma cruzi solanesyl-diphosphate synthase 0.0189 0.4012 0.3977
Echinococcus granulosus nmda type glutamate receptor 0.0152 0.2994 0.2954
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0108 0.175 0.1703
Echinococcus multilocularis glutamate receptor 2 0.015 0.2921 0.2881
Trypanosoma brucei farnesyl pyrophosphate synthase 0.0403 1 1
Schistosoma mansoni glutamate receptor NMDA 0.0245 0.5582 0.5465
Treponema pallidum octaprenyl-diphosphate synthase 0.0125 0.2231 0.5
Trypanosoma cruzi polyprenyl synthase, putative 0.0125 0.2231 0.2187
Echinococcus multilocularis nmda type glutamate receptor 0.0152 0.2994 0.2954
Trypanosoma cruzi polyprenyl synthase, putative 0.0125 0.2231 0.2187
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0403 1 1
Echinococcus multilocularis farnesyl pyrophosphate synthase 0.0403 1 1
Brugia malayi Glutamate receptor 1 precursor 0.0134 0.2496 0.2496
Brugia malayi Pre-SET motif family protein 0.0208 0.4553 0.4553
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0208 0.4553 0.4553
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0189 0.4012 0.3977
Echinococcus multilocularis glutamate receptor ionotropic kainate 0.0054 0.0258 0.0202
Leishmania major polyprenyl synthase, putative 0.0125 0.2231 0.2187
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0055 0.0279 0.0223
Loa Loa (eye worm) glutamate receptor 2 0.0134 0.2496 0.2496
Echinococcus granulosus glutamate receptor ionotropic kainate 3 0.0054 0.0258 0.0202
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.015 0.2921 0.2881
Schistosoma mansoni glutamate receptor AMPA 0.0134 0.2496 0.2297
Echinococcus granulosus geranylgeranyl pyrophosphate synthase 0.0125 0.2231 0.2187
Echinococcus granulosus nmda type glutamate receptor 0.0094 0.1366 0.1316
Loa Loa (eye worm) geranylgeranyl pyrophosphate synthetase 0.0125 0.2231 0.2231
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0403 1 1
Echinococcus granulosus glutamate receptor 2 0.015 0.2921 0.2881
Echinococcus multilocularis NMDA receptor 0.0054 0.0258 0.0202
Echinococcus granulosus glutamate receptor NMDA 0.0079 0.094 0.0888
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.015 0.2921 0.2881
Echinococcus multilocularis prenyl (decaprenyl) diphosphate synthase 0.0125 0.2231 0.2187
Entamoeba histolytica geranylgeranyl pyrophosphate synthetase, putative 0.0189 0.4012 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0108 0.175 0.1703
Leishmania major solanesyl-diphosphate synthase, putative 0.0189 0.4012 0.3977
Trypanosoma cruzi solanesyl-diphosphate synthase, putative 0.0189 0.4012 0.3977
Schistosoma mansoni glutathione synthetase 0.0125 0.2231 0.2026
Mycobacterium tuberculosis Probable dehydrogenase 0.0108 0.175 0.1703
Mycobacterium tuberculosis Probable multifunctional geranylgeranyl pyrophosphate synthetase IdsA1 (GGPP synthetase) (ggppsase) (geranylgeranyl diphosphate 0.0125 0.2231 0.2187
Loa Loa (eye worm) glutamate receptor 1 0.0134 0.2496 0.2496
Echinococcus granulosus glutamate receptor ionotropic kainate 0.0054 0.0258 0.0202
Brugia malayi Thioredoxin reductase 0.0047 0.0057 0.0057
Brugia malayi Glutamate receptor 2 precursor 0.0134 0.2496 0.2496
Brugia malayi Polyprenyl synthetase family protein 0.0189 0.4012 0.4012
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.015 0.2921 0.2881
Mycobacterium tuberculosis Probable geranylgeranyl pyrophosphate synthetase IdsA2 (ggppsase) (GGPP synthetase) (geranylgeranyl diphosphate synthase) 0.0403 1 1
Plasmodium falciparum geranylgeranyl pyrophosphate synthase, putative 0.0403 1 1
Echinococcus granulosus glutamate receptor subunit protein glur 0.0054 0.0258 0.0202
Schistosoma mansoni glutamate receptor kainate 0.0134 0.2496 0.2297
Mycobacterium tuberculosis Probable oxidoreductase 0.012 0.2087 0.2041
Echinococcus granulosus decaprenyl diphosphate synthase subunit 1 0.0189 0.4012 0.3977
Trypanosoma cruzi farnesyl pyrophosphate synthase 0.0403 1 1
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.015 0.2921 0.2881
Onchocerca volvulus 0.0237 0.536 0.5
Mycobacterium tuberculosis Possible polyprenyl synthetase IdsB (polyprenyl transferase) (polyprenyl diphosphate synthase) 0.0125 0.2231 0.2187
Echinococcus multilocularis Ribosomal protein S1, RNA binding domain 0.0054 0.0258 0.0202
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0108 0.175 0.1703
Schistosoma mansoni trans-prenyltransferase 0.0189 0.4012 0.3853
Mycobacterium tuberculosis Probable polyprenyl-diphosphate synthase GrcC2 (polyprenyl pyrophosphate synthetase) 0.0125 0.2231 0.2187
Loa Loa (eye worm) glutathione reductase 0.0047 0.0057 0.0057
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.015 0.2921 0.2881
Giardia lamblia Farnesyl diphosphate synthase 0.0403 1 0.5
Mycobacterium leprae PROBABLE POLYPRENYL-DIPHOSPHATE SYNTHASE GRCC1 (POLYPRENYL PYROPHOSPHATE SYNTHETASE) 0.0189 0.4012 1
Echinococcus multilocularis nuclear factor of activated T cells 5 0.0074 0.0794 0.0741
Echinococcus multilocularis nmda type glutamate receptor 0.0094 0.1366 0.1316
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0403 1 1
Echinococcus granulosus prenyl decaprenyl diphosphate synthase 0.0125 0.2231 0.2187
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.012 0.2087 0.2041
Echinococcus granulosus glutamate NMDA receptor subunit 0.0245 0.5582 0.5556
Echinococcus granulosus nuclear factor of activated T cells 5 0.0074 0.0794 0.0741

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.275 uM Inhibition of Toxoplasma gondii FPPS ChEMBL. 18096393
IC50 (binding) = 0.275 uM Inhibition of Toxoplasma gondii FPPS ChEMBL. 18096393
IC50 (binding) = 0.42 uM Inhibition of Trypanosoma cruzi FPPS ChEMBL. 18096393
IC50 (binding) = 0.42 uM Inhibition of Trypanosoma cruzi FPPS ChEMBL. 18096393
IC50 (functional) = 10 uM Growth inhibition of Trypanosoma cruzi amastigotes in rat L6E9 cells ChEMBL. 18096393
IC50 (functional) = 10 uM Growth inhibition of Trypanosoma cruzi amastigotes in rat L6E9 cells ChEMBL. 18096393
IC50 (functional) = 36.94 uM Growth inhibition of Toxoplasma gondii tachyzoites in HFF cells ChEMBL. 18096393
IC50 (functional) = 36.94 uM Growth inhibition of Toxoplasma gondii tachyzoites in HFF cells ChEMBL. 18096393
IC50 (binding) = 147.1 uM Inhibition of Trypanosoma cruzi SPPS ChEMBL. 18096393
IC50 (binding) = 147.1 uM Inhibition of Trypanosoma cruzi SPPS ChEMBL. 18096393

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Trypanosoma cruzi ChEMBL23 18096393

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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