Detailed information for compound 1526395

Basic information

Technical information
  • TDR Targets ID: 1526395
  • Name: 2-[[4-(4-chloro-2-fluorophenyl)piperidin-1-yl ]methyl]-1-methylbenzimidazole
  • MW: 357.852 | Formula: C20H21ClFN3
  • H donors: 0 H acceptors: 1 LogP: 4.28 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(c(c1)F)C1CCN(CC1)Cc1nc2c(n1C)cccc2
  • InChi: 1S/C20H21ClFN3/c1-24-19-5-3-2-4-18(19)23-20(24)13-25-10-8-14(9-11-25)16-7-6-15(21)12-17(16)22/h2-7,12,14H,8-11,13H2,1H3
  • InChiKey: ZOSDMAHANBIICB-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[[4-(4-chloro-2-fluoro-phenyl)-1-piperidyl]methyl]-1-methyl-benzimidazole
  • 2-[[4-(4-chloro-2-fluorophenyl)-1-piperidinyl]methyl]-1-methylbenzimidazole
  • 2-[[4-(4-chloro-2-fluoro-phenyl)piperidin-1-yl]methyl]-1-methyl-benzimidazole

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Dopamine D2 receptor Starlite/ChEMBL References
Rattus norvegicus Metabotropic glutamate receptor 2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni metabotropic glutamate receptor Get druggable targets OG5_127095 All targets in OG5_127095
Schistosoma japonicum Metabotropic glutamate receptor precursor, putative Get druggable targets OG5_127095 All targets in OG5_127095
Schistosoma japonicum ko:K04606 glutamate receptor, metabotropic 3, putative Get druggable targets OG5_127095 All targets in OG5_127095
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127095 All targets in OG5_127095
Brugia malayi Metabotropic glutamate receptor precursor. Get druggable targets OG5_127095 All targets in OG5_127095
Loa Loa (eye worm) glutamate receptor Get druggable targets OG5_127095 All targets in OG5_127095
Echinococcus granulosus metabotropic glutamate receptor 2 Get druggable targets OG5_127095 All targets in OG5_127095
Echinococcus granulosus metabotropic glutamate receptor 5 Get druggable targets OG5_127095 All targets in OG5_127095
Echinococcus multilocularis metabotropic glutamate receptor 5 Get druggable targets OG5_127095 All targets in OG5_127095
Echinococcus multilocularis metabotropic glutamate receptor 2 Get druggable targets OG5_127095 All targets in OG5_127095
Brugia malayi metabotropic glutamate receptor subtype 5a (mGluR5a), putative Get druggable targets OG5_127095 All targets in OG5_127095
Schistosoma mansoni metabotropic glutamate receptor 2 3 (mglur group 2) Get druggable targets OG5_127095 All targets in OG5_127095
Schistosoma japonicum hypothetical protein Get druggable targets OG5_127095 All targets in OG5_127095
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Dopamine D2 receptor   444 aa 432 aa 30.8 %
Schistosoma mansoni biogenic amine receptor Dopamine D2 receptor   444 aa 452 aa 30.1 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Dopamine D2 receptor   444 aa 476 aa 24.2 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D2 receptor   444 aa 474 aa 23.4 %
Echinococcus granulosus g protein coupled receptor Dopamine D2 receptor   444 aa 457 aa 21.0 %
Schistosoma mansoni metabotropic glutamate receptor Metabotropic glutamate receptor 2   872 aa 892 aa 26.9 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Dopamine D2 receptor   444 aa 386 aa 19.7 %
Onchocerca volvulus Cell death abnormality protein 8 homolog Metabotropic glutamate receptor 2   872 aa 883 aa 43.3 %
Onchocerca volvulus Dopamine D2 receptor   444 aa 418 aa 23.0 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D2 receptor   444 aa 456 aa 29.4 %
Loa Loa (eye worm) hypothetical protein Dopamine D2 receptor   444 aa 433 aa 21.2 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Dopamine D2 receptor   444 aa 440 aa 30.0 %
Echinococcus multilocularis g protein coupled receptor Dopamine D2 receptor   444 aa 465 aa 21.5 %
Schistosoma mansoni amine GPCR Dopamine D2 receptor   444 aa 424 aa 32.1 %
Onchocerca volvulus Golgi-associated plant pathogenesis-related protein 1 homolog Metabotropic glutamate receptor 2   872 aa 884 aa 35.3 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Onchocerca volvulus Metabotropic glutamate receptor 2   872 aa 774 aa 20.4 %
Echinococcus granulosus biogenic amine 5HT receptor Dopamine D2 receptor   444 aa 429 aa 31.7 %
Loa Loa (eye worm) hypothetical protein Metabotropic glutamate receptor 2   872 aa 822 aa 21.2 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.011 0.0401 0.0401
Brugia malayi Muscle positioning protein 4 0.0407 0.7566 0.7566
Onchocerca volvulus 0.0136 0.1022 0.1022
Schistosoma mansoni cercarial elastase (S01 family) 0.0136 0.1022 0.0229
Loa Loa (eye worm) bone morphogenetic protein 1b 0.0173 0.1907 0.1907
Loa Loa (eye worm) TK/ROR protein kinase 0.0507 1 1
Brugia malayi SEA domain containing protein 0.0358 0.6389 0.6389
Echinococcus granulosus transmembrane protease serine 3 0.0136 0.1022 0.0229
Brugia malayi hypothetical protein 0.0136 0.1022 0.1022
Loa Loa (eye worm) hypothetical protein 0.0193 0.2389 0.2389
Schistosoma mansoni cercarial elastase (S01 family) 0.0136 0.1022 0.0229
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0136 0.1022 0.0229
Brugia malayi Trypsin family protein 0.0136 0.1022 0.1022
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0136 0.1022 0.0229
Echinococcus multilocularis Peptidase S1 S6, chymotrypsin Hap 0.0136 0.1022 0.0229
Loa Loa (eye worm) low-density lipoprotein receptor repeat class B containing protein 0.0193 0.2389 0.2389
Brugia malayi Fibulin-1 precursor 0.0127 0.0811 0.0811
Loa Loa (eye worm) hypothetical protein 0.0136 0.1022 0.1022
Schistosoma mansoni hypothetical protein 0.0358 0.6389 0.607
Brugia malayi Kringle domain containing protein 0.0507 1 1
Echinococcus granulosus Tolloid protein 1 0.0173 0.1907 0.1193
Brugia malayi CUB domain containing protein 0.011 0.0401 0.0401
Echinococcus granulosus Peptidase S1 S6 chymotrypsin Hap 0.0136 0.1022 0.0229
Echinococcus granulosus enteropeptidase 0.0136 0.1022 0.0229
Onchocerca volvulus 0.0358 0.6389 0.6389
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0136 0.1022 0.0229
Mycobacterium ulcerans hypothetical protein 0.0136 0.1022 0.5
Brugia malayi Low-density lipoprotein receptor repeat class B containing protein 0.0193 0.2389 0.2389
Schistosoma mansoni cercarial elastase (S01 family) 0.0136 0.1022 0.0229
Loa Loa (eye worm) hypothetical protein 0.0136 0.1022 0.1022
Brugia malayi Trypsin family protein 0.0136 0.1022 0.1022
Brugia malayi Trypsin-like protease protein 5 0.0136 0.1022 0.1022
Echinococcus granulosus Mastin 0.0136 0.1022 0.0229
Schistosoma mansoni subfamily M12A unassigned peptidase (M12 family) 0.0173 0.1907 0.1193
Trypanosoma cruzi hypothetical protein, conserved 0.0507 1 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.0136 0.1022 0.0229
Schistosoma mansoni cercarial elastase (S01 family) 0.0136 0.1022 0.0229
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0181 0.2118 0.1422
Echinococcus multilocularis Mastin 0.0136 0.1022 0.0229
Loa Loa (eye worm) hypothetical protein 0.0127 0.0811 0.0811
Loa Loa (eye worm) hypothetical protein 0.0358 0.6389 0.6389
Echinococcus granulosus tissue type plasminogen activator 0.0507 1 1
Brugia malayi Chymotrypsin-like protease CTRL-1 precursor 0.0136 0.1022 0.1022
Echinococcus granulosus glycoprotein Antigen 5 0.0136 0.1022 0.0229
Brugia malayi Calcium binding EGF domain containing protein 0.0127 0.0811 0.0811
Onchocerca volvulus 0.0136 0.1022 0.1022
Loa Loa (eye worm) hypothetical protein 0.0127 0.0811 0.0811
Loa Loa (eye worm) hypothetical protein 0.0407 0.7566 0.7566
Echinococcus multilocularis glycoprotein Antigen 5 0.0136 0.1022 0.0229
Schistosoma mansoni hypothetical protein 0.0136 0.1022 0.0229
Onchocerca volvulus 0.0136 0.1022 0.1022
Loa Loa (eye worm) hypothetical protein 0.0173 0.1907 0.1907
Loa Loa (eye worm) multiple epidermal growth factor-like domains 6 0.0127 0.0811 0.0811
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0247 0.3695 0.3139
Plasmodium falciparum cysteine repeat modular protein 1 0.0507 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0136 0.1022 0.1022
Loa Loa (eye worm) hypothetical protein 0.0136 0.1022 0.1022
Brugia malayi Trypsin family protein 0.0136 0.1022 0.1022
Echinococcus multilocularis tissue type plasminogen activator 0.0507 1 1
Toxoplasma gondii kringle domain-containing protein 0.0507 1 1
Loa Loa (eye worm) hypothetical protein 0.0136 0.1022 0.1022
Onchocerca volvulus 0.0358 0.6389 0.6389
Onchocerca volvulus 0.0136 0.1022 0.1022
Brugia malayi Trypsin family protein 0.0136 0.1022 0.1022
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0507 1 0.5
Echinococcus multilocularis transmembrane protease serine 3 0.0136 0.1022 0.0229
Schistosoma mansoni cercarial elastase (S01 family) 0.0136 0.1022 0.0229
Schistosoma mansoni cercarial elastase (S01 family) 0.0136 0.1022 0.0229
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0136 0.1022 0.0229
Leishmania major hypothetical protein, conserved 0.0507 1 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0136 0.1022 0.0229
Onchocerca volvulus 0.0136 0.1022 0.1022
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family 0.0136 0.1022 0.0229
Onchocerca volvulus 0.0507 1 1
Loa Loa (eye worm) hypothetical protein 0.0507 1 1
Onchocerca volvulus 0.0136 0.1022 0.1022
Echinococcus multilocularis Tolloid protein 1 0.0173 0.1907 0.1193
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0136 0.1022 0.0229
Onchocerca volvulus Arrow homolog 0.0193 0.2389 0.2389
Loa Loa (eye worm) hypothetical protein 0.0136 0.1022 0.1022
Schistosoma mansoni cercarial elastase (S01 family) 0.0136 0.1022 0.0229
Loa Loa (eye worm) hypothetical protein 0.0136 0.1022 0.1022
Schistosoma mansoni cercarial elastase (S01 family) 0.0136 0.1022 0.0229
Loa Loa (eye worm) trypsin family protein 0.0136 0.1022 0.1022
Schistosoma mansoni hypothetical protein 0.0507 1 1
Onchocerca volvulus 0.0358 0.6389 0.6389
Echinococcus multilocularis enteropeptidase 0.0136 0.1022 0.0229
Schistosoma mansoni hypothetical protein 0.0136 0.1022 0.0229
Loa Loa (eye worm) hypothetical protein 0.0238 0.3485 0.3485
Onchocerca volvulus 0.0407 0.7566 0.7566
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) 0.0136 0.1022 0.0229
Schistosoma mansoni cercarial elastase (S01 family) 0.0136 0.1022 0.0229
Schistosoma mansoni cercarial elastase (S01 family) 0.0136 0.1022 0.0229
Loa Loa (eye worm) DOMON domain-containing protein 0.0358 0.6389 0.6389
Onchocerca volvulus 0.0358 0.6389 0.6389

Activities

Activity type Activity value Assay description Source Reference
EC50 (binding) = 7.6 nM Positive allosteric modulation of rat mGluR2 expressed in HEK293 cells co-expressing Galpha15 G protein assessed as increase in glutamate-induced intracellular calcium release by FLIPR assay ChEMBL. 21366332
Ki (binding) = 91 nM Displacement of [3H]spiperone from dopamine D2 receptor in rat corpus striatum by beta plate scintillation counting ChEMBL. 21366332

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

No literature references available for this target.

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