Detailed information for compound 177882

Basic information

Technical information
  • TDR Targets ID: 177882
  • Name: 2-[(1-benzylpiperidin-4-yl)methyl]-5-nitroiso indole-1,3-dione
  • MW: 379.409 | Formula: C21H21N3O4
  • H donors: 0 H acceptors: 4 LogP: 3.01 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1c2cc(ccc2C(=O)N1CC1CCN(CC1)Cc1ccccc1)[N+](=O)[O-]
  • InChi: 1S/C21H21N3O4/c25-20-18-7-6-17(24(27)28)12-19(18)21(26)23(20)14-16-8-10-22(11-9-16)13-15-4-2-1-3-5-15/h1-7,12,16H,8-11,13-14H2
  • InChiKey: CJWDGZCCFKEZLS-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 2-[(1-benzyl-4-piperidyl)methyl]-5-nitro-isoindoline-1,3-dione
  • 2-[(1-benzyl-4-piperidinyl)methyl]-5-nitroisoindoline-1,3-dione
  • 5-nitro-2-[[1-(phenylmethyl)piperidin-4-yl]methyl]isoindole-1,3-dione
  • 2-[(1-benzyl-4-piperidyl)methyl]-5-nitro-isoindoline-1,3-quinone
  • 5-nitro-2-[[1-(phenylmethyl)-4-piperidyl]methyl]isoindoline-1,3-dione
  • 5-nitro-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]isoindoline-1,3-dione
  • 2-[[1-(benzyl)-4-piperidyl]methyl]-5-nitro-isoindoline-1,3-quinone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus acetylcholinesterase Starlite/ChEMBL References
Homo sapiens acetylcholinesterase (Yt blood group) Starlite/ChEMBL References
Rattus norvegicus Acetylcholinesterase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum Acetylcholinesterase 1 precursor, putative Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) acetylcholinesterase 1 Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum ko:K01049 acetylcholinesterase [EC3.1.1.7], putative Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) carboxylesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis neuroligin Acetylcholinesterase   614 aa 496 aa 24.0 %
Echinococcus multilocularis BC026374 protein (S09 family) Acetylcholinesterase   614 aa 642 aa 34.0 %
Brugia malayi Carboxylesterase family protein acetylcholinesterase (Yt blood group) 614 aa 510 aa 26.5 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   614 aa 573 aa 30.5 %
Brugia malayi Carboxylesterase family protein acetylcholinesterase 614 aa 507 aa 26.0 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   614 aa 507 aa 26.4 %
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Acetylcholinesterase   614 aa 602 aa 24.3 %
Onchocerca volvulus Carnitine O-palmitoyltransferase 2, mitochondrial homolog Acetylcholinesterase   614 aa 531 aa 39.7 %
Onchocerca volvulus Molybdopterin synthase catalytic subunit homolog Acetylcholinesterase   614 aa 564 aa 29.8 %
Onchocerca volvulus Putative nuclear protein Acetylcholinesterase   614 aa 577 aa 40.7 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   614 aa 574 aa 24.0 %
Echinococcus granulosus BC026374 protein S09 family Acetylcholinesterase   614 aa 642 aa 34.1 %
Onchocerca volvulus Acetylcholinesterase   614 aa 632 aa 25.6 %
Onchocerca volvulus Acetylcholinesterase   614 aa 581 aa 27.0 %
Drosophila melanogaster CG10175 gene product from transcript CG10175-RE Acetylcholinesterase   614 aa 547 aa 32.5 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   614 aa 570 aa 25.4 %
Onchocerca volvulus Acetylcholinesterase   614 aa 583 aa 30.7 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0552 0.1952 0.5
Leishmania major hypothetical protein, conserved 0.0552 0.1952 0.5
Schistosoma mansoni fusion 0.0552 0.1952 0.2271
Leishmania major hypothetical protein, conserved 0.0552 0.1952 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0552 0.1952 0.5
Brugia malayi brahma associated protein 60 kDa 0.1551 0.8592 1
Loa Loa (eye worm) hypothetical protein 0.0552 0.1952 0.2271
Plasmodium vivax SWIB/MDM2 domain-containing protein, putative 0.1551 0.8592 0.5
Trypanosoma brucei mitochondrial RNA binding complex 1 subunit 0.0552 0.1952 0.5
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.1551 0.8592 1
Schistosoma mansoni hypothetical protein 0.1551 0.8592 1
Trypanosoma cruzi WLM domain containing protein, putative 0.0552 0.1952 0.5
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0552 0.1952 0.5
Loa Loa (eye worm) hypothetical protein 0.0552 0.1952 0.2271
Schistosoma mansoni hypothetical protein 0.1551 0.8592 1
Echinococcus multilocularis SWI:SNF matrix associated 0.1551 0.8592 0.825
Echinococcus multilocularis Upstream activation factor subunit UAF30 0.1551 0.8592 0.825
Schistosoma mansoni zinc finger protein 0.0552 0.1952 0.2271
Trypanosoma cruzi WLM domain containing protein, putative 0.0552 0.1952 0.5
Loa Loa (eye worm) hypothetical protein 0.0552 0.1952 0.2271
Loa Loa (eye worm) hypothetical protein 0.0552 0.1952 0.2271
Toxoplasma gondii SWIB/MDM2 domain-containing protein 0.1551 0.8592 1
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0552 0.1952 0.5
Leishmania major hypothetical protein, conserved 0.0552 0.1952 0.5
Loa Loa (eye worm) hypothetical protein 0.0552 0.1952 0.2271
Trypanosoma brucei hypothetical protein, conserved 0.0552 0.1952 0.5
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0552 0.1952 0.5
Trypanosoma brucei hypothetical protein, conserved 0.0552 0.1952 0.5
Loa Loa (eye worm) SWIB/MDM2 domain-containing protein 0.1551 0.8592 1
Chlamydia trachomatis SWIB complex protein 0.1551 0.8592 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0552 0.1952 0.5
Brugia malayi brahma associated protein 60 kDa 0.1551 0.8592 1
Onchocerca volvulus Ubiquitin thioesterase ZRANB1 homolog 0.0552 0.1952 0.2271
Onchocerca volvulus 0.0552 0.1952 0.2271
Leishmania major hypothetical protein, conserved 0.0552 0.1952 0.5
Onchocerca volvulus 0.0552 0.1952 0.2271
Echinococcus granulosus Upstream activation factor subunit UAF30 0.1551 0.8592 0.825
Schistosoma mansoni hypothetical protein 0.0552 0.1952 0.2271
Trypanosoma cruzi hypothetical protein, conserved 0.0552 0.1952 0.5
Leishmania major hypothetical protein, conserved 0.0552 0.1952 0.5
Schistosoma mansoni RNA binding protein 0.0552 0.1952 0.2271
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.1551 0.8592 1
Schistosoma mansoni hypothetical protein 0.1551 0.8592 1
Onchocerca volvulus 0.0552 0.1952 0.2271
Trypanosoma cruzi Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0552 0.1952 0.5
Echinococcus multilocularis SWI:SNF matrix associated 0.1551 0.8592 0.825
Plasmodium vivax hypothetical protein, conserved 0.1551 0.8592 0.5
Schistosoma mansoni TRABID protein (C64 family) 0.0552 0.1952 0.2271
Echinococcus granulosus SWI:SNF matrix associated 0.1551 0.8592 0.825
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.1551 0.8592 1
Trypanosoma brucei Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0552 0.1952 0.5
Schistosoma mansoni brg-1 associated factor 0.1551 0.8592 1
Trichomonas vaginalis conserved hypothetical protein 0.1551 0.8592 0.5
Brugia malayi SWIB/MDM2 domain containing protein 0.1551 0.8592 1
Loa Loa (eye worm) brahma associated protein 0.1551 0.8592 1
Onchocerca volvulus 0.0552 0.1952 0.2271
Echinococcus multilocularis SWI:SNF matrix associated 0.1551 0.8592 0.825
Chlamydia trachomatis DNA topoisomerase I 0.1551 0.8592 0.5
Onchocerca volvulus 0.1551 0.8592 1
Echinococcus multilocularis tumor protein p63 0.1763 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 3.477 Inhibition against Acetylcholinesterase (AChE) ChEMBL. 8558505
IC50 (binding) = 3000 nM In vitro inhibitory concentration against acetylcholinesterase (AChE) obtained from mouse brain homogenate. ChEMBL. 1469686
IC50 (binding) = 3000 nM Inhibition concentration against rat acetylcholinesterase ChEMBL. 7932538
IC50 (binding) = 3000 nM In vitro inhibitory concentration against acetylcholinesterase (AChE) obtained from mouse brain homogenate. ChEMBL. 1469686
IC50 (binding) = 3000 nM Inhibition concentration against rat acetylcholinesterase ChEMBL. 7932538
IC50 (binding) = 3000 nM Inhibition of AChE ChEMBL. 20053484
Log IC50 (binding) = 3.477 Inhibition against Acetylcholinesterase (AChE) ChEMBL. 8558505

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

4 literature references were collected for this gene.

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