Detailed information for compound 173484

Basic information

Technical information
  • TDR Targets ID: 173484
  • Name: 4-[[4-[(4-chlorophenyl)methyl]morpholin-2-yl] methoxy]-3-ethoxybenzonitrile
  • MW: 386.872 | Formula: C21H23ClN2O3
  • H donors: 0 H acceptors: 1 LogP: 3.8 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOc1cc(C#N)ccc1OCC1OCCN(C1)Cc1ccc(cc1)Cl
  • InChi: 1S/C21H23ClN2O3/c1-2-25-21-11-17(12-23)5-8-20(21)27-15-19-14-24(9-10-26-19)13-16-3-6-18(22)7-4-16/h3-8,11,19H,2,9-10,13-15H2,1H3
  • InChiKey: SWEABPZSFFELQC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[[4-[(4-chlorophenyl)methyl]morpholin-2-yl]methoxy]-3-ethoxy-benzonitrile
  • 4-[[4-[(4-chlorophenyl)methyl]-2-morpholinyl]methoxy]-3-ethoxybenzonitrile
  • 4-[[4-[(4-chlorophenyl)methyl]morpholin-2-yl]methoxy]-3-ethoxy-benzenecarbonitrile
  • 4-[[4-(4-chlorobenzyl)morpholin-2-yl]methoxy]-3-ethoxy-benzonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens dopamine receptor D4 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Brugia malayi Nuclear hormone receptor family member nhr-25 0.1279 0.4406 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0036 0.0016 0.0037
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0603 0.202 0.4584
Echinococcus multilocularis Nuclear hormone receptor HR96 0.0603 0.202 0.4584
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0239 0.0732 1
Brugia malayi ecdysone receptor 0.0603 0.202 0.4584
Brugia malayi nuclear hormone receptor family member nhr-6 0.0603 0.202 0.4584
Brugia malayi tailless protein 0.0603 0.202 0.4584
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.1279 0.4406 0.4406
Trichomonas vaginalis glutathione reductase, putative 0.0033 0.0004 0.5
Brugia malayi Nuclear hormone receptor family member nhr-49 0.1279 0.4406 1
Echinococcus granulosus FTZ F1 alpha 0.1279 0.4406 1
Echinococcus granulosus thyroid hormone receptor alpha 0.0603 0.202 0.4584
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0096 0.0227 0.0514
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.1279 0.4406 0.4406
Echinococcus granulosus Nuclear hormone receptor HR96 0.0603 0.202 0.4584
Brugia malayi photoreceptor-specific nuclear receptor 0.1279 0.4406 1
Echinococcus multilocularis jumonji domain containing protein 0.0041 0.0032 0.0074
Echinococcus multilocularis lysine specific demethylase 5A 0.0035 0.0014 0.0031
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.1279 0.4406 1
Brugia malayi nuclear receptor NHR-67 0.0603 0.202 0.4584
Schistosoma mansoni jumonji/arid domain-containing protein 0.0035 0.0014 0.0014
Plasmodium vivax thioredoxin reductase, putative 0.0094 0.0222 1
Loa Loa (eye worm) nuclear receptor nhr-7B 0.0603 0.202 0.4584
Mycobacterium tuberculosis Probable dehydrogenase 0.0215 0.0648 0.8837
Echinococcus granulosus nuclear receptor subfamily 4 group A 0.0603 0.202 0.4584
Brugia malayi hypothetical protein 0.0603 0.202 0.4584
Schistosoma mansoni nuclear hormone receptor 0.0603 0.202 0.202
Treponema pallidum NADH oxidase 0.0033 0.0004 0.5
Brugia malayi nuclear receptor NHR-88 0.1279 0.4406 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.1279 0.4406 1
Loa Loa (eye worm) hypothetical protein 0.0676 0.2275 0.5164
Brugia malayi Nuclear hormone receptor family member nhr-3 0.1279 0.4406 1
Brugia malayi nuclear hormone receptor family member odr-7 0.0603 0.202 0.4584
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Echinococcus granulosus jumonji domain containing protein 0.0041 0.0032 0.0074
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.1279 0.4406 0.4406
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0036 0.0016 0.0037
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.1279 0.4406 1
Loa Loa (eye worm) hypothetical protein 0.0068 0.0129 0.0292
Entamoeba histolytica hypothetical protein 0.0036 0.0016 0.5
Loa Loa (eye worm) hypothetical protein 0.1279 0.4406 1
Toxoplasma gondii thioredoxin reductase 0.0094 0.0222 1
Loa Loa (eye worm) hypothetical protein 0.005 0.0066 0.0149
Loa Loa (eye worm) steroid hormone receptor 0.1279 0.4406 1
Loa Loa (eye worm) glutathione reductase 0.0094 0.0222 0.0503
Loa Loa (eye worm) jmjC domain-containing protein 0.006 0.0102 0.0231
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Brugia malayi orphan nuclear receptor NR2E1 0.0603 0.202 0.4584
Onchocerca volvulus Protein ultraspiracle homolog 0.1279 0.4406 1
Onchocerca volvulus Bile acid receptor homolog 0.1279 0.4406 1
Schistosoma mansoni hypothetical protein 0.0068 0.0129 0.0129
Brugia malayi jmjC domain containing protein 0.0096 0.0227 0.0514
Plasmodium vivax glutathione reductase, putative 0.0094 0.0222 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.1279 0.4406 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0603 0.202 0.4584
Brugia malayi Nuclear hormone receptor family member nhr-19 0.1279 0.4406 1
Brugia malayi glutathione reductase 0.0094 0.0222 0.0503
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.1279 0.4406 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.1279 0.4406 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.1279 0.4406 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.1279 0.4406 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.1279 0.4406 1
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0033 0.0004 0.001
Leishmania major trypanothione reductase 0.0094 0.0222 1
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.1279 0.4406 1
Schistosoma mansoni nuclear receptor 0.0603 0.202 0.202
Loa Loa (eye worm) nuclear hormone receptor 0.0603 0.202 0.4584
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0033 0.0004 0.001
Brugia malayi Nuclear hormone receptor-like 1 0.0676 0.2275 0.5164
Brugia malayi Nuclear hormone receptor family member nhr-14 0.1279 0.4406 1
Schistosoma mansoni hepatocyte nuclear factor 4-alpha (hnf-4-alpha) 0.0603 0.202 0.202
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.0676 0.2275 0.2275
Brugia malayi Nuclear hormone receptor family member nhr-19 0.1279 0.4406 1
Brugia malayi nuclear receptor RXR 0.0676 0.2275 0.5164
Schistosoma mansoni nuclear hormone receptor 0.1279 0.4406 0.4406
Echinococcus granulosus nuclear receptor nhr 48 0.0603 0.202 0.4584
Echinococcus granulosus Nuclear hormone receptor HR96 0.0603 0.202 0.4584
Schistosoma mansoni zinc finger protein 0.0603 0.202 0.202
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0215 0.0648 0.8837
Loa Loa (eye worm) DR-78 0.0603 0.202 0.4584
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Brugia malayi nuclear receptor subfamily 1, group D, member 1, putative 0.0603 0.202 0.4584
Loa Loa (eye worm) thioredoxin reductase 0.0094 0.0222 0.0503
Trypanosoma cruzi trypanothione reductase, putative 0.0094 0.0222 1
Loa Loa (eye worm) transcription factor SMAD2 0.0118 0.0307 0.0696
Brugia malayi jmjC domain containing protein 0.0035 0.0014 0.0031
Loa Loa (eye worm) jmjC domain-containing protein 0.0035 0.0014 0.0031
Schistosoma mansoni coup transcription factor 0.1279 0.4406 0.4406
Schistosoma mansoni Tr4/Tr2 (homologue) 0.1279 0.4406 0.4406
Trypanosoma brucei trypanothione reductase 0.0094 0.0222 1
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0033 0.0004 0.5
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.1279 0.4406 0.4406
Plasmodium falciparum thioredoxin reductase 0.0094 0.0222 1
Brugia malayi nuclear receptor NHR-88 0.0603 0.202 0.4584
Schistosoma mansoni jumonji/arid domain-containing protein 0.0035 0.0014 0.0014
Loa Loa (eye worm) hypothetical protein 0.0676 0.2275 0.5164
Schistosoma mansoni steroid hormone receptor ad4bp 0.1279 0.4406 0.4406
Loa Loa (eye worm) hypothetical protein 0.1279 0.4406 1
Loa Loa (eye worm) hypothetical protein 0.1279 0.4406 1
Brugia malayi MH2 domain containing protein 0.0118 0.0307 0.0696
Entamoeba histolytica hypothetical protein 0.0036 0.0016 0.5
Loa Loa (eye worm) hypothetical protein 0.0676 0.2275 0.5164
Brugia malayi Nuclear hormone receptor-like 1 0.0676 0.2275 0.5164
Echinococcus granulosus retinoic acid receptor rxr beta a 0.1279 0.4406 1
Echinococcus granulosus lysine specific demethylase 5A 0.0035 0.0014 0.0031
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0239 0.0732 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.1279 0.4406 1
Trichomonas vaginalis mercuric reductase, putative 0.0033 0.0004 0.5
Onchocerca volvulus 0.1279 0.4406 1
Loa Loa (eye worm) hypothetical protein 0.1279 0.4406 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0239 0.0732 1
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0603 0.202 0.4584
Loa Loa (eye worm) hypothetical protein 0.0676 0.2275 0.5164
Echinococcus multilocularis nuclear receptor subfamily 4 group A 0.0603 0.202 0.4584
Brugia malayi Steroid receptor seven-up type 2 0.1279 0.4406 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0099 0.024 0.0544
Brugia malayi hypothetical protein 0.0676 0.2275 0.5164
Brugia malayi nuclear hormone receptor 0.0603 0.202 0.4584
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0033 0.0004 0.5
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.1279 0.4406 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.1279 0.4406 1
Schistosoma mansoni jumonji domain containing protein 0.0076 0.0157 0.0157
Brugia malayi hypothetical protein 0.0603 0.202 0.4584
Brugia malayi latrophilin 2 splice variant baaae 0.0068 0.0129 0.0292
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0239 0.0732 1
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0215 0.0648 0.8837
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0676 0.2275 0.5164
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Echinococcus multilocularis thioredoxin glutathione reductase 0.0094 0.0222 0.0503
Brugia malayi Nuclear hormone receptor family member nhr-31 0.1279 0.4406 1
Brugia malayi Nuclear hormone receptor E75 0.0603 0.202 0.4584
Echinococcus granulosus thioredoxin glutathione reductase 0.0094 0.0222 0.0503
Brugia malayi nuclear receptor RXR 0.0603 0.202 0.4584
Brugia malayi steroid hormone receptor 0.1279 0.4406 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0099 0.024 0.0544
Echinococcus multilocularis Nuclear hormone receptor HR96 0.0603 0.202 0.4584
Brugia malayi Calcitonin receptor-like protein seb-1 0.0099 0.024 0.0544
Schistosoma mansoni thyroid hormone receptor 0.1279 0.4406 0.4406
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0033 0.0004 0.5
Echinococcus multilocularis thyroid hormone receptor alpha 0.1279 0.4406 1
Schistosoma mansoni hypothetical protein 0.0036 0.0016 0.0016
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0215 0.0648 0.8837
Entamoeba histolytica hypothetical protein 0.0036 0.0016 0.5
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Brugia malayi hypothetical protein 0.0676 0.2275 0.5164
Loa Loa (eye worm) hypothetical protein 0.0676 0.2275 0.5164
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.1279 0.4406 1
Echinococcus granulosus ecdysone induced protein 78C 0.1279 0.4406 1
Echinococcus multilocularis nuclear receptor nhr 48 0.0603 0.202 0.4584
Brugia malayi ecdysteroid receptor 0.1279 0.4406 1
Brugia malayi nuclear hormone receptor 0.1279 0.4406 1
Brugia malayi Nuclear hormone receptor family member nhr-1 0.1279 0.4406 1
Brugia malayi Nuclear hormone receptor-like 1 0.1279 0.4406 1
Echinococcus multilocularis ecdysone induced protein 78C 0.1279 0.4406 1
Loa Loa (eye worm) nuclear receptor NHR-67 0.0603 0.202 0.4584
Schistosoma mansoni thyroid hormone receptor 0.1279 0.4406 0.4406
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0676 0.2275 0.2275
Schistosoma mansoni nuclear receptor nhr-48 0.0603 0.202 0.202
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Loa Loa (eye worm) hypothetical protein 0.1279 0.4406 1
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0033 0.0004 0.0004
Schistosoma mansoni nuclear receptor 0.0603 0.202 0.202
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0096 0.0227 0.0514
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.1279 0.4406 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.1279 0.4406 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.1279 0.4406 1
Schistosoma mansoni transcription factor LCR-F1 0.0036 0.0016 0.0016
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.0676 0.2275 0.5164
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.1279 0.4406 1
Brugia malayi Thioredoxin reductase 0.0094 0.0222 0.0503
Schistosoma mansoni retinoid-x-receptor (RXR) 0.1279 0.4406 0.4406
Schistosoma mansoni retinoic acid receptor RXR 0.1279 0.4406 0.4406
Loa Loa (eye worm) hypothetical protein 0.0099 0.024 0.0544
Echinococcus multilocularis FTZ F1 alpha 0.1279 0.4406 1
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.1279 0.4406 1
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0033 0.0004 0.001
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.1279 0.4406 1
Mycobacterium tuberculosis Probable reductase 0.0215 0.0648 0.8837
Loa Loa (eye worm) hypothetical protein 0.1279 0.4406 1
Brugia malayi hypothetical protein 0.0036 0.0016 0.0037
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0033 0.0004 0.5
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0215 0.0648 0.8837
Brugia malayi conserved hypotetical protein 0.0603 0.202 0.4584
Entamoeba histolytica hypothetical protein 0.0036 0.0016 0.5
Loa Loa (eye worm) hypothetical protein 0.1279 0.4406 1
Schistosoma mansoni nuclear hormone receptor 0.0603 0.202 0.202
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.1279 0.4406 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0033 0.0004 0.5
Plasmodium falciparum glutathione reductase 0.0094 0.0222 1
Loa Loa (eye worm) hypothetical protein 0.0603 0.202 0.4584
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.0676 0.2275 0.5164
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.1279 0.4406 1
Schistosoma mansoni RAR-like nuclear receptor 0.1279 0.4406 0.4406
Echinococcus granulosus nuclear receptor 2DBD gamma 0.1279 0.4406 1
Loa Loa (eye worm) hypothetical protein 0.1279 0.4406 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.1279 0.4406 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0033 0.0004 0.5
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.1279 0.4406 1
Brugia malayi Nuclear hormone receptor E75 0.0603 0.202 0.4584
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0033 0.0004 0.5
Loa Loa (eye worm) MH2 domain-containing protein 0.0118 0.0307 0.0696
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0094 0.0222 0.2985

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) Compound was tested for its affinity towards human Dopamine receptor D2 at 10 uM; No affinity was observed ChEMBL. 15163190
Activity (binding) 0 Compound was tested for its affinity towards human Dopamine receptor D2 at 10 uM; No affinity was observed ChEMBL. 15163190
Ki (binding) = 0.04 uM In vitro ability of compound to inhibit binding of [3H]-spiperone to human Dopamine receptor D4 ChEMBL. 15163190
Ki (binding) = 0.04 uM In vitro ability of compound to inhibit binding of [3H]-spiperone to human Dopamine receptor D4 ChEMBL. 15163190

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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