Detailed information for compound 39593

Basic information

Technical information
  • TDR Targets ID: 39593
  • Name: (2R,4S)-N,4-dihydroxy-1-[4-[[2-(trifluorometh yl)phenyl]methoxy]phenyl]sulfonylpiperidine-2 -carboxamide
  • MW: 474.451 | Formula: C20H21F3N2O6S
  • H donors: 3 H acceptors: 5 LogP: 2.18 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: ONC(=O)[C@H]1C[C@@H](O)CCN1S(=O)(=O)c1ccc(cc1)OCc1ccccc1C(F)(F)F
  • InChi: 1S/C20H21F3N2O6S/c21-20(22,23)17-4-2-1-3-13(17)12-31-15-5-7-16(8-6-15)32(29,30)25-10-9-14(26)11-18(25)19(27)24-28/h1-8,14,18,26,28H,9-12H2,(H,24,27)/t14-,18+/m0/s1
  • InChiKey: CXDRRXBTMPCKQG-KBXCAEBGSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R,4S)-4-hydroxy-1-[4-[[2-(trifluoromethyl)phenyl]methoxy]phenyl]sulfonyl-piperidine-2-carbohydroxamic acid
  • (2R,4S)-4-hydroxy-1-[4-[[2-(trifluoromethyl)phenyl]methoxy]phenyl]sulfonyl-2-piperidinecarbohydroxamic acid
  • (2R,4S)-N,4-dihydroxy-1-[4-[[2-(trifluoromethyl)phenyl]methoxy]phenyl]sulfonyl-piperidine-2-carboxamide
  • (2R,4S)-4-hydroxy-1-[4-[2-(trifluoromethyl)benzyl]oxyphenyl]sulfonyl-piperidine-2-carbohydroxamic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens ADAM metallopeptidase domain 17 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis adam 17 protease Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus granulosus adam 17 protease Get druggable targets OG5_132656 All targets in OG5_132656
Schistosoma japonicum ko:K06059 a disintegrin and metalloproteinase domain 17, putative Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus granulosus Blood coagulation inhibitor Disintegrin Get druggable targets OG5_132656 All targets in OG5_132656
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132656 All targets in OG5_132656
Schistosoma mansoni ADAM17 peptidase (M12 family) Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus multilocularis Blood coagulation inhibitor, Disintegrin Get druggable targets OG5_132656 All targets in OG5_132656
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Disintegrin family protein ADAM metallopeptidase domain 17 824 aa 724 aa 27.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus roundabout 2 0.0033 0.0213 0.0181
Echinococcus granulosus adam 17 protease 0.0245 0.4978 0.5767
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0406 0.8588 1
Trypanosoma brucei S-adenosylhomocysteine hydrolase, putative 0.0406 0.8588 1
Echinococcus multilocularis adam 17 protease 0.0223 0.4478 0.5181
Echinococcus multilocularis roundabout 2 0.0033 0.0213 0.0181
Brugia malayi metalloprotease disintegrin 16 with thrombospondin type I motif 0.0105 0.1832 0.1813
Schistosoma mansoni hypothetical protein 0.0082 0.1316 0.1475
Echinococcus multilocularis adam 0.0039 0.0336 0.0325
Echinococcus multilocularis Blood coagulation inhibitor, Disintegrin 0.014 0.261 0.2992
Onchocerca volvulus Tyrosine kinase homolog 0.0319 0.665 1
Plasmodium falciparum adenosylhomocysteinase 0.0406 0.8588 0.5
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0406 0.8588 1
Echinococcus granulosus Blood coagulation inhibitor Disintegrin 0.014 0.261 0.2992
Toxoplasma gondii adenosylhomocysteinase, putative 0.0406 0.8588 0.5
Leishmania major S-adenosylhomocysteine hydrolase 0.0406 0.8588 0.5
Echinococcus multilocularis adenosylhomocysteinase 0.0406 0.8588 1
Brugia malayi Immunoglobulin I-set domain containing protein 0.0342 0.7157 0.8266
Echinococcus granulosus a disintegrin and metalloproteinase with 0.0105 0.1832 0.2079
Schistosoma mansoni adenosylhomocysteinase 0.0251 0.511 0.5923
Loa Loa (eye worm) hypothetical protein 0.0033 0.0213 0.0122
Echinococcus granulosus adenosylhomocysteinase 0.0406 0.8588 1
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0342 0.7157 0.7131
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0406 0.8588 0.5
Schistosoma mansoni adenosylhomocysteinase 0.0406 0.8588 1
Trypanosoma brucei RNA helicase, putative 0.0082 0.1316 0.1533
Schistosoma mansoni adenosylhomocysteinase 0.0251 0.511 0.5923
Echinococcus granulosus adam 0.0039 0.0336 0.0325
Toxoplasma gondii S-Adenosyl homocysteine hydrolase 0.0406 0.8588 0.5
Schistosoma mansoni adam (A disintegrin and metalloprotease 0.0039 0.0336 0.0325
Loa Loa (eye worm) adenosylhomocysteinase 0.0406 0.8588 0.8575
Schistosoma mansoni ADAMTS5 peptidase (M12 family) 0.0105 0.1832 0.2079
Schistosoma mansoni adenosylhomocysteinase 0.0251 0.511 0.5923
Schistosoma mansoni ADAM17 peptidase (M12 family) 0.0223 0.4478 0.5181
Schistosoma mansoni adenosylhomocysteinase 0.0251 0.511 0.5923
Mycobacterium ulcerans S-adenosyl-L-homocysteine hydrolase 0.0406 0.8588 0.5
Mycobacterium tuberculosis Probable adenosylhomocysteinase SahH (S-adenosyl-L-homocysteine hydrolase) (adohcyase) 0.0406 0.8588 0.5
Plasmodium vivax adenosylhomocysteinase(S-adenosyl-L-homocystein e hydrolase), putative 0.0406 0.8588 0.5
Brugia malayi Adenosylhomocysteinase 0.0406 0.8588 1
Mycobacterium leprae putative S-adenosyl-L-homocysteine hydrolase SahH 0.0406 0.8588 0.5
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0028 0.0092 0.0039
Echinococcus multilocularis a disintegrin and metalloproteinase with 0.0105 0.1832 0.2079
Schistosoma mansoni cell adhesion molecule 0.0028 0.0092 0.0039
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0406 0.8588 0.5
Entamoeba histolytica adenosylhomocysteinase, putative 0.0406 0.8588 0.5
Loa Loa (eye worm) hypothetical protein 0.0033 0.0213 0.0122

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) nM Inhibitory concentration of the compound against Matrix metalloproteinase-1 was determined; Not determined ChEMBL. 11992783
IC50 (binding) 0 nM Inhibitory concentration of the compound against Matrix metalloproteinase-1 was determined; Not determined ChEMBL. 11992783
IC50 (binding) = 16 nM Inhibitory concentration against recombinant tumor necrosis factor alpha converting enzyme ChEMBL. 11992783
IC50 (binding) = 16 nM Inhibitory concentration against recombinant tumor necrosis factor alpha converting enzyme ChEMBL. 11992783
IC50 (functional) = 16 uM Inhibition of TNF-alpha release was determined in LPS-stimulated human whole blood assay ChEMBL. 11992783
IC50 (functional) = 16 uM Inhibition of TNF-alpha release was determined in LPS-stimulated human whole blood assay ChEMBL. 11992783

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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