Detailed information for compound 135700

Basic information

Technical information
  • TDR Targets ID: 135700
  • Name: (2R)-3,3,3-trifluoro-2-hydroxy-2-methyl-1-[(3 R)-3-methyl-4-naphthalen-1-ylsulfonylpiperazi n-1-yl]propan-1-one
  • MW: 430.441 | Formula: C19H21F3N2O4S
  • H donors: 1 H acceptors: 4 LogP: 2.71 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: C[C@@H]1CN(CCN1S(=O)(=O)c1cccc2c1cccc2)C(=O)[C@](C(F)(F)F)(O)C
  • InChi: 1S/C19H21F3N2O4S/c1-13-12-23(17(25)18(2,26)19(20,21)22)10-11-24(13)29(27,28)16-9-5-7-14-6-3-4-8-15(14)16/h3-9,13,26H,10-12H2,1-2H3/t13-,18-/m1/s1
  • InChiKey: CIXBLFNGJXASBM-FZKQIMNGSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • (2R)-3,3,3-trifluoro-2-hydroxy-2-methyl-1-[(3R)-3-methyl-4-(1-naphthylsulfonyl)piperazin-1-yl]propan-1-one
  • (2R)-3,3,3-trifluoro-2-hydroxy-2-methyl-1-[(3R)-3-methyl-4-(1-naphthalenylsulfonyl)-1-piperazinyl]-1-propanone
  • (2R)-3,3,3-trifluoro-2-hydroxy-2-methyl-1-[(3R)-3-methyl-4-naphthalen-1-ylsulfonyl-piperazin-1-yl]propan-1-one
  • (2R)-3,3,3-trifluoro-2-hydroxy-2-methyl-1-[(3R)-3-methyl-4-(1-naphthylsulfonyl)piperazino]propan-1-one
  • (2R)-3,3,3-trifluoro-2-hydroxy-2-methyl-1-[(3R)-3-methyl-4-(1-naphthylsulfonyl)-1-piperazinyl]propan-1-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Pyruvate dehydrogenase kinase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma brucei gambiense developmentally regulated phosphoprotein Get druggable targets OG5_127409 All targets in OG5_127409
Leishmania major developmentally regulated phosphoprotein-like protein Get druggable targets OG5_127409 All targets in OG5_127409
Schistosoma mansoni pyruvate dehydrogenase Get druggable targets OG5_127409 All targets in OG5_127409
Candida albicans similar to S. pombe SPAC644.11c predicted pyruvate dehydrogenase kinase Get druggable targets OG5_127409 All targets in OG5_127409
Schistosoma mansoni pyruvate dehydrogenase Get druggable targets OG5_127409 All targets in OG5_127409
Echinococcus multilocularis Pyruvate dehydrogenase (lipoamide) kinase Get druggable targets OG5_127409 All targets in OG5_127409
Trypanosoma congolense developmentally regulated phosphoprotein, putative Get druggable targets OG5_127409 All targets in OG5_127409
Brugia malayi kinase, mitochondrial precursor Get druggable targets OG5_127409 All targets in OG5_127409
Trypanosoma brucei developmentally regulated phosphoprotein Get druggable targets OG5_127409 All targets in OG5_127409
Leishmania braziliensis developmentally regulated phosphoprotein-like protein Get druggable targets OG5_127409 All targets in OG5_127409
Leishmania infantum developmentally regulated phosphoprotein-like protein Get druggable targets OG5_127409 All targets in OG5_127409
Schistosoma japonicum [Pyruvate dehydrogenase [lipoamide]] kinase, mitochondrial precursor, putative Get druggable targets OG5_127409 All targets in OG5_127409
Leishmania donovani developmentally regulated phosphoprotein-like protein Get druggable targets OG5_127409 All targets in OG5_127409
Leishmania mexicana developmentally regulated phosphoprotein-like protein Get druggable targets OG5_127409 All targets in OG5_127409
Trypanosoma cruzi developmentally regulated phosphoprotein, putative Get druggable targets OG5_127409 All targets in OG5_127409
Schistosoma mansoni pyruvate dehydrogenase Get druggable targets OG5_127409 All targets in OG5_127409
Echinococcus granulosus Pyruvate dehydrogenase lipoamide kinase Get druggable targets OG5_127409 All targets in OG5_127409
Echinococcus multilocularis Pyruvate dehydrogenase (lipoamide) kinase Get druggable targets OG5_127409 All targets in OG5_127409
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127409 All targets in OG5_127409
Schistosoma japonicum ko:K00898 pyruvate dehydrogenase kinase [EC2.7.11.2], putative Get druggable targets OG5_127409 All targets in OG5_127409

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei gambiense pyruvate dehydrogenase (lipoamide) kinase, putative Pyruvate dehydrogenase kinase   407 aa 348 aa 22.4 %
Trypanosoma cruzi pyruvate dehydrogenase (lipoamide) kinase, putative Pyruvate dehydrogenase kinase   407 aa 337 aa 22.3 %
Leishmania infantum pyruvate dehydrogenase (lipoamide) kinase, putative Pyruvate dehydrogenase kinase   407 aa 373 aa 23.3 %
Trypanosoma brucei pyruvate dehydrogenase (lipoamide) kinase, putative Pyruvate dehydrogenase kinase   407 aa 348 aa 22.4 %
Leishmania mexicana pyruvate dehydrogenase (lipoamide) kinase, putative Pyruvate dehydrogenase kinase   407 aa 373 aa 22.5 %
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein Pyruvate dehydrogenase kinase   407 aa 374 aa 28.3 %
Leishmania donovani pyruvate dehydrogenase (lipoamide) kinase, putative Pyruvate dehydrogenase kinase   407 aa 373 aa 23.3 %
Neospora caninum 3-methyl-2-oxobutanoate dehydrogenase (lipoamide) kinase, putative Pyruvate dehydrogenase kinase   407 aa 377 aa 28.1 %
Trypanosoma congolense pyruvate dehydrogenase (lipoamide) kinase, putative Pyruvate dehydrogenase kinase   407 aa 339 aa 22.7 %
Leishmania major pyruvate dehydrogenase (lipoamide) kinase, putative Pyruvate dehydrogenase kinase   407 aa 373 aa 23.1 %
Leishmania braziliensis pyruvate dehydrogenase (lipoamide) kinase, putative Pyruvate dehydrogenase kinase   407 aa 373 aa 22.3 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma cruzi developmentally regulated phosphoprotein, putative 0.0144 0.414 1
Trypanosoma brucei developmentally regulated phosphoprotein 0.0144 0.414 1
Echinococcus granulosus survival motor neuron protein 1 0.023 0.6862 0.6857
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0049 0.1162 0.1622
Schistosoma mansoni pyruvate dehydrogenase 0.0144 0.414 0.3869
Onchocerca volvulus 0.0047 0.1094 1
Echinococcus multilocularis lamin dm0 0.0026 0.0443 0.0428
Loa Loa (eye worm) hypothetical protein 0.0026 0.0443 0.0645
Echinococcus multilocularis lamin 0.0026 0.0443 0.0428
Echinococcus multilocularis musashi 0.0026 0.0443 0.0428
Loa Loa (eye worm) hypothetical protein 0.0013 0.0015 0.0022
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.1162 0.1149
Echinococcus granulosus Pyruvate dehydrogenase lipoamide kinase 0.0144 0.414 0.4131
Echinococcus granulosus lamin dm0 0.0026 0.0443 0.0428
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0047 0.1094 0.1522
Loa Loa (eye worm) hypothetical protein 0.023 0.6862 1
Brugia malayi intermediate filament protein 0.0026 0.0443 0.0564
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.1162 0.1149
Brugia malayi kinase, mitochondrial precursor 0.0144 0.414 0.5999
Schistosoma mansoni survival motor neuron protein 0.0047 0.1094 0.0682
Brugia malayi Intermediate filament tail domain containing protein 0.0026 0.0443 0.0564
Echinococcus multilocularis Pyruvate dehydrogenase (lipoamide) kinase 0.0144 0.414 0.4131
Schistosoma mansoni hypothetical protein 0.033 1 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.1162 0.1149
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.1162 0.1149
Schistosoma mansoni pyruvate dehydrogenase 0.0136 0.3888 0.3605
Loa Loa (eye worm) intermediate filament protein 0.0026 0.0443 0.0645
Schistosoma mansoni pyruvate dehydrogenase 0.0136 0.3888 0.3605
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0058 0.1449 1
Echinococcus multilocularis survival motor neuron protein 1 0.023 0.6862 0.6857
Schistosoma mansoni hypothetical protein 0.033 1 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.1162 0.0753
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.1162 0.0753
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0049 0.1162 0.1694
Echinococcus granulosus lamin 0.0026 0.0443 0.0428
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0026 0.0443 0.0645
Loa Loa (eye worm) hypothetical protein 0.0026 0.0428 0.0623
Loa Loa (eye worm) hypothetical protein 0.0144 0.414 0.6034
Schistosoma mansoni hypothetical protein 0.0047 0.1094 0.0682
Echinococcus multilocularis Pyruvate dehydrogenase (lipoamide) kinase 0.0144 0.414 0.4131
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.1162 0.0753
Echinococcus granulosus intermediate filament protein 0.0026 0.0443 0.0428
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0014 0.0059 0.0086
Leishmania major developmentally regulated phosphoprotein-like protein 0.0144 0.414 1
Echinococcus multilocularis geminin 0.033 1 1
Brugia malayi hypothetical protein 0.023 0.6862 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.025 uM Inhibitory activity tested against Pyruvate Dehydrogenase Kinase (PDHK) receptor from rats. ChEMBL. 10649979
IC50 (binding) = 0.025 uM Inhibitory activity tested against Pyruvate Dehydrogenase Kinase (PDHK) receptor from rats. ChEMBL. 10649979
NA (functional) 0 In vivo %control of lactate in normal Sprague-Dawley rats after 2 hr at a dose of 30 micromol/Kg; Not active ChEMBL. 10649979

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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