Detailed information for compound 265300

Basic information

Technical information
  • TDR Targets ID: 265300
  • Name: N-[2-[4-(2-chlorophenyl)piperazin-1-yl]ethyl] -3-methoxybenzamide
  • MW: 373.876 | Formula: C20H24ClN3O2
  • H donors: 1 H acceptors: 1 LogP: 3.43 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cccc(c1)C(=O)NCCN1CCN(CC1)c1ccccc1Cl
  • InChi: 1S/C20H24ClN3O2/c1-26-17-6-4-5-16(15-17)20(25)22-9-10-23-11-13-24(14-12-23)19-8-3-2-7-18(19)21/h2-8,15H,9-14H2,1H3,(H,22,25)
  • InChiKey: AZSNMHBBOOLVAC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[2-[4-(2-chlorophenyl)piperazin-1-yl]ethyl]-3-methoxy-benzamide
  • N-[2-[4-(2-chlorophenyl)-1-piperazinyl]ethyl]-3-methoxybenzamide
  • N-[2-[4-(2-chlorophenyl)piperazino]ethyl]-3-methoxy-benzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Serotonin 1a (5-HT1a) receptor Starlite/ChEMBL References
Rattus norvegicus Dopamine D3 receptor Starlite/ChEMBL References
Rattus norvegicus Adrenergic receptor alpha-1 Starlite/ChEMBL References
Homo sapiens dopamine receptor D4 Starlite/ChEMBL References
Homo sapiens dopamine receptor D2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum expressed protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus granulosus biogenic amine 5HT receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum Octopamine receptor, putative Get druggable targets OG5_133249 All targets in OG5_133249
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma mansoni biogenic amine (5HT) receptor Get druggable targets OG5_133249 All targets in OG5_133249
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 407 aa 23.3 %
Echinococcus multilocularis biogenic amine (5HT) receptor Dopamine D3 receptor   446 aa 499 aa 30.9 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 392 aa 20.7 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Dopamine D3 receptor   446 aa 463 aa 29.8 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 417 aa 21.1 %
Echinococcus granulosus alpha 1A adrenergic receptor Serotonin 1a (5-HT1a) receptor   422 aa 452 aa 21.0 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 433 aa 22.4 %
Schistosoma japonicum Octopamine receptor 1, putative Serotonin 1a (5-HT1a) receptor   422 aa 424 aa 24.3 %
Echinococcus granulosus orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.0 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.4 %
Schistosoma mansoni biogenic amine receptor Dopamine D3 receptor   446 aa 455 aa 28.6 %
Loa Loa (eye worm) hypothetical protein Serotonin 1a (5-HT1a) receptor   422 aa 388 aa 26.5 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 390 aa 33.6 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D3 receptor   446 aa 478 aa 22.8 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D3 receptor   446 aa 501 aa 28.5 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 426 aa 29.6 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.6 %
Echinococcus multilocularis alpha 1A adrenergic receptor Dopamine D3 receptor   446 aa 473 aa 21.6 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 24.3 %
Loa Loa (eye worm) TYRA-2 protein Serotonin 1a (5-HT1a) receptor   422 aa 491 aa 27.3 %
Echinococcus multilocularis orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.2 %
Onchocerca volvulus Dopamine D3 receptor   446 aa 462 aa 26.0 %
Echinococcus multilocularis neuropeptides capa receptor Serotonin 1a (5-HT1a) receptor   422 aa 430 aa 20.0 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Serotonin 1a (5-HT1a) receptor   422 aa 477 aa 24.3 %
Schistosoma mansoni amine GPCR Serotonin 1a (5-HT1a) receptor   422 aa 440 aa 31.6 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Serotonin 1a (5-HT1a) receptor   422 aa 383 aa 30.5 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Serotonin 1a (5-HT1a) receptor   422 aa 448 aa 29.7 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Serotonin 1a (5-HT1a) receptor   422 aa 444 aa 29.3 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Serotonin 1a (5-HT1a) receptor   422 aa 410 aa 27.8 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Serotonin 1a (5-HT1a) receptor   422 aa 339 aa 23.0 %
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Dopamine D3 receptor   446 aa 463 aa 25.5 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 436 aa 23.9 %
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor Serotonin 1a (5-HT1a) receptor   422 aa 350 aa 20.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.0219 0.9005 0.8989
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Loa Loa (eye worm) hypothetical protein 0.0219 0.9005 0.9005
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Schistosoma mansoni biogenic amine (5HT) receptor 0.0164 0.1903 0.178
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.0219 0.9005 0.8989
Loa Loa (eye worm) hypothetical protein 0.0219 0.9005 0.9005
Brugia malayi Cation transporter family protein 0.0219 0.9005 1
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 0.0219 0.9005 0.8989
Loa Loa (eye worm) hypothetical protein 0.0164 0.1903 0.1903
Loa Loa (eye worm) excitatory GABA receptor EXP-1A 0.0151 0.015 0.015
Echinococcus multilocularis serotonin receptor 0.0164 0.1903 0.178
Echinococcus granulosus geminin 0.0179 0.3816 0.3722
Schistosoma mansoni hypothetical protein 0.0179 0.3816 0.3722
Loa Loa (eye worm) LGC-31 protein 0.0151 0.015 0.015
Loa Loa (eye worm) nicotinic acetylcholine receptor non-alpha subunit 0.0151 0.015 0.015
Onchocerca volvulus 0.0219 0.9005 1
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit 0.0219 0.9005 0.9005
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit 0.0219 0.9005 0.8989
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Loa Loa (eye worm) leukotriene A4 hydrolase 0.0227 1 1
Onchocerca volvulus 0.0219 0.9005 1
Onchocerca volvulus 0.0219 0.9005 1
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 0.0219 0.9005 0.8989
Schistosoma mansoni hypothetical protein 0.0179 0.3816 0.3722
Loa Loa (eye worm) acetylcholine receptor alpha subunit 0.0151 0.015 0.015
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Loa Loa (eye worm) glutamate-gated chloride channel alpha3A subunit 0.0151 0.015 0.015
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 0.0219 0.9005 0.8989
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit 0.0219 0.9005 0.8989
Echinococcus multilocularis leukotriene A 4 hydrolase 0.0227 1 1
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) 0.0227 1 1
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Loa Loa (eye worm) hypothetical protein 0.0164 0.1903 0.1903
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative 0.0219 0.9005 1
Echinococcus multilocularis geminin 0.0179 0.3816 0.3722
Onchocerca volvulus Putative nachr subunit 0.0219 0.9005 1
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Loa Loa (eye worm) ligand-Gated ion Channel family member 0.0151 0.015 0.015
Loa Loa (eye worm) hypothetical protein 0.0219 0.9005 0.9005
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit 0.0219 0.9005 0.8989
Loa Loa (eye worm) ACC-1 protein 0.0151 0.015 0.015
Echinococcus granulosus biogenic amine 5HT receptor 0.0164 0.1903 0.178
Loa Loa (eye worm) ACC-1 protein 0.0151 0.015 0.015
Echinococcus multilocularis serotonin receptor 0.0164 0.1903 0.178
Loa Loa (eye worm) hypothetical protein 0.0151 0.015 0.015

Activities

Activity type Activity value Assay description Source Reference
clogP = 3.72 Calculated partition coefficient (clogP) ChEMBL. 12477356
Inhibition (binding) = 19 % Inhibition of [3H]-spiroperidol as radioligand binding to human Dopamine receptor D2 ChEMBL. 12477356
Inhibition (binding) = 19 % Inhibition of [3H]-spiroperidol as radioligand binding to human Dopamine receptor D2 ChEMBL. 12477356
Ki (binding) = 0.04 nM Binding affinity towards human Dopamine receptor D4 using [3H]-spiroperidol as radioligand ChEMBL. 12477356
Ki (binding) = 0.04 nM Binding affinity towards human Dopamine receptor D4 using [3H]-spiroperidol as radioligand ChEMBL. 12477356
Ki (binding) = 18 nM Binding affinity towards Alpha-1 adrenergic receptor from rat cortical membranes ChEMBL. 12477356
Ki (binding) = 18 nM Binding affinity towards Alpha-1 adrenergic receptor from rat cortical membranes ChEMBL. 12477356
Ki (binding) = 27 nM Binding affinity towards 5-hydroxytryptamine 1A receptor from rat hippocampal membranes ChEMBL. 12477356
Ki (binding) = 27 nM Binding affinity towards 5-hydroxytryptamine 1A receptor from rat hippocampal membranes ChEMBL. 12477356
Ki (binding) = 146 nM Binding affinity towards Dopamine receptor D3 of rat using [3H]-spiroperidol as radioligand ChEMBL. 12477356
Ki (binding) = 146 nM Binding affinity towards Dopamine receptor D3 of rat using [3H]-spiroperidol as radioligand ChEMBL. 12477356
Ki (binding) > 1000 nM Binding affinity towards human Dopamine receptor D2 using [3H]-spiroperidol as radioligand ChEMBL. 12477356
Ki (binding) > 1000 nM Binding affinity towards human Dopamine receptor D2 using [3H]-spiroperidol as radioligand ChEMBL. 12477356

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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