Detailed information for compound 985957

Basic information

Technical information
  • TDR Targets ID: 985957
  • Name: 1-[1-[2-[4-(1,3-benzothiazol-2-yloxy)phenoxy] ethyl]piperidin-4-yl]pyrrolidin-2-one
  • MW: 437.554 | Formula: C24H27N3O3S
  • H donors: 0 H acceptors: 2 LogP: 4.37 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1CCCN1C1CCN(CC1)CCOc1ccc(cc1)Oc1nc2c(s1)cccc2
  • InChi: 1S/C24H27N3O3S/c28-23-6-3-13-27(23)18-11-14-26(15-12-18)16-17-29-19-7-9-20(10-8-19)30-24-25-21-4-1-2-5-22(21)31-24/h1-2,4-5,7-10,18H,3,6,11-17H2
  • InChiKey: OAUXHFPOFOZZLZ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[1-[2-[4-(1,3-benzothiazol-2-yloxy)phenoxy]ethyl]-4-piperidyl]pyrrolidin-2-one
  • 1-[1-[2-[4-(1,3-benzothiazol-2-yloxy)phenoxy]ethyl]-4-piperidinyl]-2-pyrrolidinone
  • 1-[1-[2-[4-(1,3-benzothiazol-2-yloxy)phenoxy]ethyl]-4-piperidyl]-2-pyrrolidone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus leukotriene A4 hydrolase Starlite/ChEMBL References
Homo sapiens leukotriene A4 hydrolase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) leukotriene A4 hydrolase Get druggable targets OG5_129538 All targets in OG5_129538
Echinococcus multilocularis leukotriene A 4 hydrolase Get druggable targets OG5_129538 All targets in OG5_129538
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) Get druggable targets OG5_129538 All targets in OG5_129538
Candida albicans leukotriene A4 hydrolase/leucyl aminopeptidase Get druggable targets OG5_129538 All targets in OG5_129538
Echinococcus granulosus leukotriene A 4 hydrolase Get druggable targets OG5_129538 All targets in OG5_129538
Schistosoma japonicum ko:K01254 leukotriene-A4 hydrolase [EC3.3.2.6], putative Get druggable targets OG5_129538 All targets in OG5_129538
Candida albicans leukotriene A4 hydrolase/leucyl aminopeptidase Get druggable targets OG5_129538 All targets in OG5_129538
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 leukotriene A4 hydrolase 611 aa 508 aa 22.8 %
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 leukotriene A4 hydrolase 611 aa 513 aa 24.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.021 0.1322 0.2944
Echinococcus multilocularis calcium transporting atpase 0.0103 0.0361 0.0814
Schistosoma mansoni transmemberane protein 0.0531 0.4192 0.9464
Mycobacterium ulcerans metal cation transporter p-type ATPase a 0.0261 0.1778 0.1471
Mycobacterium ulcerans isocitrate lyase AceAb 0.118 1 1
Echinococcus granulosus Na:K ATPase alpha subunit 0.0271 0.1864 0.4208
Plasmodium vivax P-type ATPase4, putative 0.0103 0.0361 0.5
Echinococcus multilocularis sodium:potassium transporting ATPase subunit 0.0531 0.4192 0.9464
Onchocerca volvulus 0.0439 0.3371 0.6596
Mycobacterium ulcerans isocitrate lyase Icl 0.118 1 1
Trypanosoma cruzi calcium motive p-type ATPase, putative 0.0103 0.0361 1
Loa Loa (eye worm) hypothetical protein 0.0271 0.1864 0.4174
Mycobacterium tuberculosis Probable isocitrate lyase AceAb [second part] (isocitrase) (isocitratase) (Icl) 0.118 1 0.5
Echinococcus granulosus nervana 2 0.0531 0.4192 0.9464
Schistosoma mansoni plasma membrane calcium-transporting atpase 0.0103 0.0361 0.0814
Schistosoma mansoni sodium / potassium ATPase beta chain 0.0439 0.3371 0.7609
Brugia malayi Sodium/potassium-transporting ATPase alpha chain, putative 0.0234 0.1529 0.8177
Schistosoma mansoni sodium/potassium-dependent atpase beta subunit 0.0439 0.3371 0.7609
Echinococcus granulosus sarco:endoplasmic reticulum calcium ATPase 0.0093 0.0275 0.0621
Trypanosoma brucei vacuolar-type Ca2+-ATPase, putative 0.0093 0.0275 0.7455
Schistosoma mansoni ATPase 0.0093 0.0275 0.0621
Schistosoma mansoni ATPase 0.0093 0.0275 0.0621
Trypanosoma cruzi plasma membrane Ca2+ ATPase 0.0093 0.0275 0.7455
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.0439 0.3371 0.7609
Echinococcus granulosus leukotriene A 4 hydrolase 0.0558 0.443 1
Loa Loa (eye worm) Na,K-ATPase alpha subunit 0.0271 0.1864 0.4174
Echinococcus multilocularis calcium transporting ATPase type 2C member 0.0103 0.0361 0.0814
Echinococcus granulosus calcium transporting atpase 0.0103 0.0361 0.0814
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0103 0.0361 1
Echinococcus granulosus Ca2 transporting ATPase plasma membrane 0.0103 0.0361 0.0814
Echinococcus multilocularis nervana 2 0.0439 0.3371 0.7609
Entamoeba histolytica calcium-transporting P-type ATPase, putative 0.0103 0.0361 1
Mycobacterium leprae Isocitrate lyase 0.0553 0.4389 0.3443
Trypanosoma brucei vacuolar-type Ca2+-ATPase 2 0.0093 0.0275 0.7455
Echinococcus multilocularis nervana 2 0.0439 0.3371 0.7609
Trypanosoma brucei calcium motive p-type ATPase, putative 0.0103 0.0361 1
Schistosoma mansoni sodium/potassium-dependent atpase beta subunit 0.0531 0.4192 0.9464
Plasmodium falciparum calcium-transporting ATPase 0.0103 0.0361 0.5
Echinococcus granulosus nervana 2 0.0439 0.3371 0.7609
Toxoplasma gondii P-type ATPase4, putative 0.0103 0.0361 1
Schistosoma mansoni calcium-transporting atpase sarcoplasmic/endoplasmic reticulum type (calcium pump) 0.0103 0.0361 0.0814
Loa Loa (eye worm) hypothetical protein 0.0531 0.4192 0.9461
Trypanosoma cruzi plasma membrane Ca2+ ATPase 0.0093 0.0275 0.7455
Loa Loa (eye worm) hypothetical protein 0.0531 0.4192 0.9461
Echinococcus granulosus sodium:potassium transporting ATPase subunit 0.0531 0.4192 0.9464
Trypanosoma cruzi Calcium ATPase SERCA-like 0.0093 0.0275 0.7455
Leishmania major calcium-transporting ATPase, putative 0.0103 0.0361 1
Onchocerca volvulus 0.0531 0.4192 1
Leishmania major calcium motive p-type ATPase, putative 0.0103 0.0361 1
Loa Loa (eye worm) hypothetical protein 0.0093 0.0275 0.0567
Echinococcus multilocularis sarco:endoplasmic reticulum calcium ATPase 0.0093 0.0275 0.0621
Plasmodium vivax calcium-transporting ATPase, putative 0.0103 0.0361 0.5
Loa Loa (eye worm) leukotriene A4 hydrolase 0.0558 0.443 1
Echinococcus granulosus calcium transporting ATPase type 2C member 0.0103 0.0361 0.0814
Schistosoma mansoni na+/k+ atpase alpha subunit 0.0271 0.1864 0.4208
Loa Loa (eye worm) hypothetical protein 0.0182 0.1063 0.2357
Echinococcus multilocularis Tetracycline resistance leader peptide, TetL 0.0103 0.0361 0.0814
Echinococcus multilocularis nervana 2 0.0531 0.4192 0.9464
Schistosoma mansoni sodium/potassium-dependent atpase beta subunit 0.0531 0.4192 0.9464
Mycobacterium tuberculosis Isocitrate lyase Icl (isocitrase) (isocitratase) 0.118 1 0.5
Echinococcus multilocularis nervana 2 0.0531 0.4192 0.9464
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.0531 0.4192 0.9464
Schistosoma mansoni calcium-transporting atpase 2 (atpase 2) 0.0103 0.0361 0.0814
Brugia malayi hypothetical protein 0.0256 0.1733 0.9291
Loa Loa (eye worm) hypothetical protein 0.0168 0.0942 0.2082
Trypanosoma brucei vacuolar-type Ca2+-ATPase 1 0.0093 0.0275 0.7455
Schistosoma mansoni Na+/K+ transporting ATPase subunit alpha 0.0271 0.1864 0.4208
Echinococcus multilocularis leukotriene A 4 hydrolase 0.0558 0.443 1
Loa Loa (eye worm) sodium/potassium-transporting ATPase subunit alpha 0.0234 0.1529 0.3413
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.0531 0.4192 0.9464
Giardia lamblia Potassium-transporting ATPase alpha chain 1 0.0271 0.1864 1
Schistosoma mansoni plasma membrane calcium-transporting atpase 0.0103 0.0361 0.0814
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.0439 0.3371 0.7609
Echinococcus granulosus nervana 2 0.0531 0.4192 0.9464
Echinococcus multilocularis Na+:K+ ATPase alpha subunit 0.0271 0.1864 0.4208
Echinococcus granulosus nervana 2 0.0439 0.3371 0.7609
Brugia malayi Calcium-transporting ATPase sarcoplasmic/endoplasmic reticulum type 0.0103 0.0361 0.1823
Trypanosoma cruzi calcium motive p-type ATPase, putative 0.0103 0.0361 1
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.0531 0.4192 0.9464
Brugia malayi Membrane calcium atpase protein 3 0.0103 0.0361 0.1823
Schistosoma mansoni calcium-transporting atpase sarcoplasmic/endoplasmic reticulum type (calcium pump) 0.0103 0.0361 0.0814
Brugia malayi Na,K-ATPase alpha subunit 0.0271 0.1864 1
Toxoplasma gondii sarco/endoplasmic reticulum Ca2+-ATPase 0.0103 0.0361 1
Leishmania major P-type ATPase, putative 0.0103 0.0361 1
Trypanosoma brucei calcium-translocating P-type ATPase 0.0103 0.0361 1
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) 0.0558 0.443 1
Mycobacterium tuberculosis Probable isocitrate lyase AceAa [first part] (isocitrase) (isocitratase) (Icl) 0.118 1 0.5
Echinococcus multilocularis plasma membrane calcium transporting ATPase 0.0103 0.0361 0.0814
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0103 0.0361 1
Toxoplasma gondii plasma membrane-type Ca(2+)-ATPase A1 PMCAA1 0.0103 0.0361 1
Echinococcus granulosus plasma membrane calcium transporting ATPase 0.0103 0.0361 0.0814
Echinococcus granulosus plasma membrane calcium transporting ATPase 2 0.0103 0.0361 0.0814
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.0531 0.4192 0.9464
Plasmodium falciparum non-SERCA-type Ca2+ -transporting P-ATPase 0.0103 0.0361 0.5
Echinococcus multilocularis Ca2+ transporting ATPase plasma membrane 0.0103 0.0361 0.0814

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 72 nM Inhibition of LTA4H in po dosed Balb/c mouse assessed as concentration required to decrease calcium ionophore-stimulated LTB4 production in blood administered for 4 hrs prior to calcium ionophore challenge measured after 10 to 30 mins by enzyme immunoassay ChEMBL. 23260350
ED50 (functional) = 10 mg Kg-1 Inhibition of LTA4H in po dosed Balb/c mouse assessed as decrease in calcium ionophore-stimulated LTB4 production in blood administered for 4 hrs prior to calcium ionophore challenge measured after 10 to 30 mins by enzyme immunoassay ChEMBL. 23260350
IC50 (binding) = 9.7 nM Inhibition of recombinant human LTA4H expressed in Sf9 cells using LTA4 as substrate incubated for 10 mins prior to substrate addition measured after 10 to 30 mins by enzyme immunoassay ChEMBL. 23260350
IC50 (binding) = 16 nM Inhibition of human recombinant leukotriene A4 hydrolase by enzyme immunoassay ChEMBL. 18588282
IC50 (binding) = 130 nM Inhibition of leukotriene A4 hydrolase activity in CD1 mouse whole blood assessed as A-23187-stimulated LTB4 production after 15 mins by enzyme immunoassay ChEMBL. 18588282
IC50 (binding) = 365 nM Inhibition of LTA4H in human whole blood assessed as decrease in LTB4 production ChEMBL. 23260350
Inhibition (functional) = 67 % Antiinflammatory activity against arachidonic acid-induced ear inflammation in BALB/c mouse assessed as inhibition of LTB4 production at 30 mg/kg, po ChEMBL. 18588282
Inhibition (functional) = 84 % Antiinflammatory activity against arachidonic acid-induced ear inflammation in BALB/c mouse assessed as inhibition of myeloperoxide activity at 30 mg/kg, po ChEMBL. 18588282

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 23260350

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

2 literature references were collected for this gene.

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