Detailed information for compound 166622

Basic information

Technical information
  • TDR Targets ID: 166622
  • Name: (3S)-4-[[(E)-2-[2-(4-fluoro-3-methylphenyl)-4 ,6-dimethylphenyl]ethenyl]-hydroxyphosphoryl] -3-hydroxybutanoic acid
  • MW: 406.384 | Formula: C21H24FO5P
  • H donors: 3 H acceptors: 5 LogP: 2.57 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)C[C@@H](CP(=O)(/C=C/c1c(C)cc(cc1c1ccc(c(c1)C)F)C)O)O
  • InChi: 1S/C21H24FO5P/c1-13-8-14(2)18(6-7-28(26,27)12-17(23)11-21(24)25)19(9-13)16-4-5-20(22)15(3)10-16/h4-10,17,23H,11-12H2,1-3H3,(H,24,25)(H,26,27)/b7-6+/t17-/m0/s1
  • InChiKey: PZRJNNIVYSSRMG-LXXRFIIISA-N  


Substructure search Similarity search

Network

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Synonyms

  • (3S)-4-[[(E)-2-[2-(4-fluoro-3-methyl-phenyl)-4,6-dimethyl-phenyl]vinyl]-hydroxy-phosphoryl]-3-hydroxy-butanoic acid
  • (3S)-4-[[(E)-2-[2-(4-fluoro-3-methylphenyl)-4,6-dimethylphenyl]vinyl]-hydroxyphosphoryl]-3-hydroxybutanoic acid
  • (3S)-4-[[(E)-2-[2-(4-fluoro-3-methyl-phenyl)-4,6-dimethyl-phenyl]ethenyl]-hydroxy-phosphoryl]-3-hydroxy-butanoic acid
  • (3S)-4-[[(E)-2-[2-(4-fluoro-3-methyl-phenyl)-4,6-dimethyl-phenyl]vinyl]-hydroxy-phosphoryl]-3-hydroxy-butyric acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus HMG-CoA reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania mexicana 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Schistosoma japonicum ko:K00021 3-hydroxy-3-methylglutaryl-CoA reductase [EC1.1.1.34], putative Get druggable targets OG5_127955 All targets in OG5_127955
Leishmania donovani 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127955 All targets in OG5_127955
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase Get druggable targets OG5_127955 All targets in OG5_127955
Candida albicans hydroxymethylglutaryl-CoA reductase (ergosterol biosynthesis) Get druggable targets OG5_127955 All targets in OG5_127955
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase Get druggable targets OG5_127955 All targets in OG5_127955
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase Get druggable targets OG5_127955 All targets in OG5_127955
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) Get druggable targets OG5_127955 All targets in OG5_127955
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase Get druggable targets OG5_127955 All targets in OG5_127955
Trypanosoma brucei gambiense 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Candida albicans hydroxymethylglutaryl-CoA reductase (ergosterol biosynthesis) Get druggable targets OG5_127955 All targets in OG5_127955
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase Get druggable targets OG5_127955 All targets in OG5_127955
Leishmania braziliensis 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Trypanosoma congolense 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Brugia malayi Hydroxymethylglutaryl-coenzyme A reductase family protein Get druggable targets OG5_127955 All targets in OG5_127955
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
Leishmania infantum 3-hydroxy-3-methylglutaryl-CoA reductase, putative Get druggable targets OG5_127955 All targets in OG5_127955
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
Leishmania major hypothetical protein, conserved 0.0077 0.049 0.2625
Trypanosoma brucei Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0077 0.049 0.2625
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0077 0.049 0.2625
Trypanosoma cruzi Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0077 0.049 0.2625
Schistosoma mansoni hypothetical protein 0.0217 0.2684 1
Plasmodium vivax SWIB/MDM2 domain-containing protein, putative 0.0217 0.2684 1
Leishmania major hypothetical protein, conserved 0.0077 0.049 0.2625
Echinococcus granulosus sterol regulatory element binding protein 0.0068 0.0345 0.0345
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0077 0.049 0.1827
Chlamydia trachomatis SWIB complex protein 0.0217 0.2684 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0217 0.2684 0.2833
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0078 0.0494 0.0521
Echinococcus granulosus SWI:SNF matrix associated 0.0217 0.2684 0.2684
Loa Loa (eye worm) SWIB/MDM2 domain-containing protein 0.0217 0.2684 1
Trypanosoma cruzi WLM domain containing protein, putative 0.0077 0.049 0.2625
Trypanosoma cruzi hypothetical protein, conserved 0.0077 0.049 0.2625
Leishmania major hypothetical protein, conserved 0.0077 0.049 0.2625
Echinococcus granulosus zinc finger protein Ran binding 0.0077 0.049 0.049
Echinococcus granulosus Nuclear pore complex protein Nup153 0.0077 0.049 0.049
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.0165 0.1868 0.1868
Brugia malayi brahma associated protein 60 kDa 0.0217 0.2684 1
Onchocerca volvulus 0.0077 0.049 0.1827
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0217 0.2684 1
Schistosoma mansoni brg-1 associated factor 0.0217 0.2684 1
Trypanosoma cruzi hypothetical protein, conserved 0.0077 0.049 0.2625
Schistosoma mansoni zinc finger protein 0.0077 0.049 0.1827
Onchocerca volvulus 0.0077 0.049 0.1827
Onchocerca volvulus 0.0217 0.2684 1
Entamoeba histolytica dual specificity protein phosphatase, putative 0.0651 0.9476 1
Chlamydia trachomatis DNA topoisomerase I 0.0217 0.2684 0.5
Echinococcus granulosus Protein patched homolog 1 0.0068 0.0345 0.0345
Plasmodium vivax hypothetical protein, conserved 0.0217 0.2684 1
Brugia malayi SWIB/MDM2 domain containing protein 0.0217 0.2684 1
Trypanosoma brucei hypothetical protein, conserved 0.0077 0.049 0.2625
Schistosoma mansoni patched 1 0.0068 0.0345 0.1285
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0077 0.049 0.2625
Echinococcus multilocularis ring and YY1 binding protein 0.0077 0.049 0.049
Brugia malayi Hydroxymethylglutaryl-coenzyme A reductase family protein 0.0165 0.1868 0.6959
Brugia malayi YY1-associated factor 2 0.0077 0.049 0.1827
Schistosoma mansoni hypothetical protein 0.0217 0.2684 1
Echinococcus multilocularis protein dispatched 1 0.0068 0.0345 0.0345
Schistosoma mansoni cellular tumor antigen P53 0.01 0.0848 0.316
Onchocerca volvulus 0.0077 0.049 0.1827
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.0165 0.1868 1
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0077 0.049 0.1827
Brugia malayi brahma associated protein 60 kDa 0.0217 0.2684 1
Trichomonas vaginalis pps1 dual specificty phosphatase, putative 0.0651 0.9476 1
Loa Loa (eye worm) hypothetical protein 0.0077 0.049 0.1827
Plasmodium falciparum zinc finger Ran-binding domain-containing protein 2, putative 0.0077 0.049 0.1827
Giardia lamblia 3-hydroxy-3-methylglutaryl-coenzyme A reductase 0.0078 0.0494 1
Schistosoma mansoni hypothetical protein 0.0217 0.2684 1
Trypanosoma cruzi WLM domain containing protein, putative 0.0077 0.049 0.2625
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0077 0.049 0.1827
Loa Loa (eye worm) hypothetical protein 0.0077 0.049 0.1827
Loa Loa (eye worm) hypothetical protein 0.0077 0.049 0.1827
Brugia malayi CHE-14 protein 0.0068 0.0345 0.1285
Echinococcus multilocularis Upstream activation factor subunit UAF30 0.0217 0.2684 0.2684
Echinococcus granulosus ring and YY1 binding protein 0.0077 0.049 0.049
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0068 0.0345 0.1285
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0068 0.0345 0.1285
Loa Loa (eye worm) hypothetical protein 0.0068 0.0345 0.1285
Toxoplasma gondii Zn-finger in Ran binding protein and others domain-containing protein 0.0077 0.049 0.1827
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.0217 0.2684 1
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.0165 0.1868 0.5
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.0165 0.1868 0.1868
Leishmania major hypothetical protein, conserved 0.0077 0.049 0.2625
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0078 0.0494 0.0521
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.0165 0.1868 1
Schistosoma mansoni RNA binding protein 0.0077 0.049 0.1827
Loa Loa (eye worm) hypothetical protein 0.0077 0.049 0.1827
Echinococcus multilocularis Zinc finger, RanBP2 type 0.0077 0.049 0.049
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.0165 0.1868 1
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.0165 0.1868 1
Loa Loa (eye worm) hypothetical protein 0.0165 0.1868 0.6959
Onchocerca volvulus 0.0077 0.049 0.1827
Schistosoma mansoni hypothetical protein 0.0077 0.049 0.1827
Trypanosoma brucei hypothetical protein, conserved 0.0077 0.049 0.2625
Loa Loa (eye worm) hypothetical protein 0.0077 0.049 0.1827
Toxoplasma gondii ran binding protein 0.0077 0.049 0.1827
Trypanosoma cruzi hypothetical protein, conserved 0.0077 0.049 0.2625
Echinococcus multilocularis zinc finger protein Ran binding 0.0077 0.049 0.049
Leishmania major hypothetical protein, conserved 0.0077 0.049 0.2625
Onchocerca volvulus 0.01 0.0848 0.316
Trichomonas vaginalis conserved hypothetical protein 0.0068 0.0345 0.0364
Schistosoma mansoni fusion 0.0077 0.049 0.1827
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0077 0.049 0.2625
Onchocerca volvulus Ubiquitin thioesterase ZRANB1 homolog 0.0077 0.049 0.1827
Echinococcus multilocularis SWI:SNF matrix associated 0.0217 0.2684 0.2684
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.0165 0.1868 0.6959
Echinococcus granulosus Zinc finger RanBP2 type 0.0077 0.049 0.049
Trypanosoma brucei mitochondrial RNA binding complex 1 subunit 0.0077 0.049 0.2625
Brugia malayi Zn-finger in Ran binding protein and others containing protein 0.0077 0.049 0.1827
Echinococcus granulosus Niemann Pick C1 protein 0.0068 0.0345 0.0345
Loa Loa (eye worm) brahma associated protein 0.0217 0.2684 1
Echinococcus multilocularis tumor protein p63 0.0684 1 1
Echinococcus multilocularis sterol regulatory element binding protein 0.0068 0.0345 0.0345
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0077 0.049 0.2625
Schistosoma mansoni TRABID protein (C64 family) 0.0077 0.049 0.1827
Loa Loa (eye worm) hypothetical protein 0.01 0.0848 0.316
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.0217 0.2684 1
Echinococcus multilocularis SWI:SNF matrix associated 0.0217 0.2684 0.2684
Toxoplasma gondii SWIB/MDM2 domain-containing protein 0.0217 0.2684 1
Echinococcus granulosus Upstream activation factor subunit UAF30 0.0217 0.2684 0.2684
Echinococcus multilocularis protein patched 0.0068 0.0345 0.0345
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0078 0.0494 0.0521
Echinococcus multilocularis Niemann Pick C1 protein 0.0068 0.0345 0.0345
Echinococcus multilocularis SWI:SNF matrix associated 0.0217 0.2684 0.2684
Echinococcus multilocularis Nuclear pore complex protein Nup153 0.0077 0.049 0.049

Activities

Activity type Activity value Assay description Source Reference
I50 (binding) = 0.0067 uM Inhibition of rat microsomal HMG-CoA reductase activity by 50% ChEMBL. 2231594
IC50 (binding) = 0.0067 uM Inhibition of rat microsomal HMG-CoA reductase activity by 50% ChEMBL. 2231594

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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