Detailed information for compound 57198

Basic information

Technical information
  • TDR Targets ID: 57198
  • Name: 4-amino-5-chloro-N-(2-diethylaminoethyl)-2-(2 -methoxyethoxy)benzamide
  • MW: 343.849 | Formula: C16H26ClN3O3
  • H donors: 2 H acceptors: 1 LogP: 1.74 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: COCCOc1cc(N)c(cc1C(=O)NCCN(CC)CC)Cl
  • InChi: 1S/C16H26ClN3O3/c1-4-20(5-2)7-6-19-16(21)12-10-13(17)14(18)11-15(12)23-9-8-22-3/h10-11H,4-9,18H2,1-3H3,(H,19,21)
  • InChiKey: OMSUUTLTLCFHGV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-azanyl-5-chloro-N-(2-diethylaminoethyl)-2-(2-methoxyethoxy)benzamide

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D2 receptor   444 aa 474 aa 23.4 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Dopamine D2 receptor   444 aa 440 aa 30.0 %
Loa Loa (eye worm) hypothetical protein Dopamine D2 receptor   444 aa 433 aa 21.2 %
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 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D2 receptor   444 aa 456 aa 29.4 %
Echinococcus granulosus biogenic amine 5HT receptor Dopamine D2 receptor   444 aa 429 aa 31.7 %
Echinococcus multilocularis g protein coupled receptor Dopamine D2 receptor   444 aa 465 aa 21.5 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Dopamine D2 receptor   444 aa 386 aa 19.7 %
Echinococcus granulosus g protein coupled receptor Dopamine D2 receptor   444 aa 457 aa 21.0 %
Onchocerca volvulus Dopamine D2 receptor   444 aa 418 aa 23.0 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Schistosoma mansoni amine GPCR Dopamine D2 receptor   444 aa 424 aa 32.1 %
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
Echinococcus multilocularis ecdysone induced protein 78C 0.048 1 1
Schistosoma mansoni coup transcription factor 0.048 1 1
Trypanosoma brucei glutamine synthetase, putative 0.0342 0.3884 0.5
Loa Loa (eye worm) hypothetical protein 0.048 1 1
Schistosoma mansoni thyroid hormone receptor 0.048 1 1
Brugia malayi Nuclear hormone receptor-like 1 0.048 1 1
Brugia malayi nuclear receptor NHR-88 0.048 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.048 1 1
Onchocerca volvulus Bile acid receptor homolog 0.048 1 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.048 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.048 1 1
Brugia malayi Nuclear hormone receptor family member nhr-49 0.048 1 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.048 1 1
Leishmania major glutamine synthetase, putative 0.0342 0.3884 0.5
Brugia malayi Nuclear hormone receptor family member nhr-14 0.048 1 1
Echinococcus multilocularis glutamine synthetase 0.0342 0.3884 0.3884
Schistosoma mansoni nuclear hormone receptor 0.048 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.048 1 1
Schistosoma mansoni RAR-like nuclear receptor 0.048 1 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.048 1 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.048 1 1
Loa Loa (eye worm) steroid hormone receptor 0.048 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.048 1 1
Loa Loa (eye worm) hypothetical protein 0.048 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.048 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.048 1 1
Brugia malayi photoreceptor-specific nuclear receptor 0.048 1 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.048 1 1
Schistosoma mansoni retinoic acid receptor RXR 0.048 1 1
Echinococcus granulosus glutamine synthetase 0.0342 0.3884 0.3884
Loa Loa (eye worm) hypothetical protein 0.048 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.048 1 1
Loa Loa (eye worm) hypothetical protein 0.048 1 1
Brugia malayi Nuclear hormone receptor family member nhr-1 0.048 1 1
Loa Loa (eye worm) hypothetical protein 0.048 1 1
Echinococcus granulosus retinoic acid receptor rxr beta a 0.048 1 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.048 1 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.048 1 1
Schistosoma mansoni thyroid hormone receptor 0.048 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.048 1 1
Schistosoma mansoni Tr4/Tr2 (homologue) 0.048 1 1
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.048 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.048 1 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.048 1 0.5
Brugia malayi steroid hormone receptor 0.048 1 1
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.048 1 1
Echinococcus granulosus FTZ F1 alpha 0.048 1 1
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.048 1 1
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.048 1 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.048 1 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.048 1 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.048 1 1
Trypanosoma cruzi glutamine synthetase, putative 0.0342 0.3884 0.5
Schistosoma mansoni retinoid-x-receptor (RXR) 0.048 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.048 1 1
Loa Loa (eye worm) hypothetical protein 0.048 1 1
Onchocerca volvulus 0.048 1 0.5
Echinococcus multilocularis FTZ F1 alpha 0.048 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.048 1 1
Onchocerca volvulus Protein ultraspiracle homolog 0.048 1 0.5
Trypanosoma cruzi glutamine synthetase, putative 0.0342 0.3884 0.5
Loa Loa (eye worm) hypothetical protein 0.048 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.048 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.048 1 1
Echinococcus granulosus ecdysone induced protein 78C 0.048 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.048 1 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.048 1 1
Schistosoma mansoni glutamine synthetase 1 2 (glutamate-amonia ligase) (gs) 0.0342 0.3884 0.3884
Brugia malayi nuclear hormone receptor 0.048 1 1
Loa Loa (eye worm) hypothetical protein 0.048 1 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.048 1 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.048 1 1
Brugia malayi Nuclear hormone receptor family member nhr-31 0.048 1 1
Brugia malayi Steroid receptor seven-up type 2 0.048 1 1
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.048 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.048 1 1
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.048 1 1

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) > 3 mg kg-1 In vivo antagonism activity against dopamine D2 receptor was measured as emesis in dog when administered subcutaneously ChEMBL. 3397992
ED50 (functional) > 3 mg kg-1 In vivo antagonism activity against dopamine D2 receptor was measured as emesis in dog when administered subcutaneously ChEMBL. 3397992
ED50 (functional) > 40 mg kg-1 In vivo antagonistic activity against dopamine D2 receptor was measured as catalepsy in rat when administered subcutaneously ChEMBL. 3397992
ED50 (functional) > 40 mg kg-1 In vivo antagonism activity against D2 receptor was measured as stereotypy in rat when administered subcutaneously ChEMBL. 3397992
ED50 (functional) > 40 mg kg-1 In vivo antagonistic activity against dopamine D2 receptor was measured as catalepsy in rat when administered subcutaneously ChEMBL. 3397992
ED50 (functional) > 40 mg kg-1 In vivo antagonism activity against D2 receptor was measured as stereotypy in rat when administered subcutaneously ChEMBL. 3397992
Emetic episodes (functional) = 1.5 In vivo antagonism of cisplatin-induced emesis in dog measured as emetic episodes, twice the dose of 1 mg/kg in 2 dogs ChEMBL. 3397992
Emetic episodes (functional) = 1.7 In vivo antagonism of cisplatin-induced emesis in ferret measured as emetic episodes, twice the dose of 3 mg/kg and in 3 ferrets ChEMBL. 3397992
Emetic episodes (functional) = 5 In vivo antagonism of cisplatin-induced emesis in ferret measured as emetic episodes, twice the dose of 3 mg/kg and in 3 ferrets ChEMBL. 3397992
IC50 (binding) > 1000 nM In vitro antagonistic activity against Dopamine receptor D2 was evaluated for the inhibition of [3H]-spiperone binding ChEMBL. 3397992
IC50 (binding) > 1000 nM In vitro antagonistic activity against Dopamine receptor D2 was evaluated for the inhibition of [3H]-spiperone binding ChEMBL. 3397992
Protection (functional) = 10 % In vivo antagonism of cisplatin-induced emesis in ferret measured as percentage protection for twice the dose of 3 mg/kg and in 3 ferrets ChEMBL. 3397992
Protection (functional) = 76 % In vivo antagonism of cisplatin-induced emesis in ferret measured as percentage protection for twice the dose of 3 mg/kg and in 3 ferrets ChEMBL. 3397992
Protection (functional) = 88 % In vivo antagonism of cisplatin-induced emesis in dog measured as percentage protection for twice the dose of 1 mg/kg in 2 dogs ChEMBL. 3397992

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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