Detailed information for compound 111047

Basic information

Technical information
  • TDR Targets ID: 111047
  • Name: 1-[[5-[2-(3,4-dichlorophenyl)acetyl]-6,7-dihy dro-4H-furo[3,2-c]pyridin-4-yl]methyl]pyrroli din-3-one
  • MW: 407.29 | Formula: C20H20Cl2N2O3
  • H donors: 0 H acceptors: 2 LogP: 2.83 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1CCN(C1)CC1N(CCc2c1cco2)C(=O)Cc1ccc(c(c1)Cl)Cl
  • InChi: 1S/C20H20Cl2N2O3/c21-16-2-1-13(9-17(16)22)10-20(26)24-7-4-19-15(5-8-27-19)18(24)12-23-6-3-14(25)11-23/h1-2,5,8-9,18H,3-4,6-7,10-12H2
  • InChiKey: AJKUPPVEURAWOP-UHFFFAOYSA-N  

Network

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Synonyms

  • 1-[[5-[2-(3,4-dichlorophenyl)-1-oxoethyl]-6,7-dihydro-4H-furo[3,2-c]pyridin-4-yl]methyl]-3-pyrrolidinone
  • 1-[[5-[2-(3,4-dichlorophenyl)ethanoyl]-6,7-dihydro-4H-furo[3,2-c]pyridin-4-yl]methyl]pyrrolidin-3-one
  • 1-[[5-[2-(3,4-dichlorophenyl)acetyl]-6,7-dihydro-4H-furo[3,2-c]pyridin-4-yl]methyl]-3-pyrrolidone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens opioid receptor, kappa 1 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
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.001 0.0022 0.0017
Schistosoma mansoni coup transcription factor 0.001 0.0022 0.0017
Mycobacterium tuberculosis Probable medium chain fatty-acid-CoA ligase FadD14 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0007 0.0005 0.0546
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0099 0.0501 0.0496
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.001 0.0022 0.0017
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.0094 0.1798
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0099 0.0501 1
Brugia malayi photoreceptor-specific nuclear receptor 0.001 0.0022 0.0037
Onchocerca volvulus 0.0023 0.0094 0.1798
Loa Loa (eye worm) hypothetical protein 0.0023 0.0094 0.0089
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.001 0.0022 0.0037
Brugia malayi Nuclear hormone receptor family member nhr-19 0.001 0.0022 0.0037
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0023 0.0094 0.1798
Loa Loa (eye worm) hypothetical protein 0.0017 0.0062 0.0057
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0099 0.0501 0.0496
Loa Loa (eye worm) hypothetical protein 0.001 0.0022 0.0017
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.001 0.0022 0.0338
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0099 0.0501 1
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0099 0.0501 0.0496
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.0099 0.0501 1
Brugia malayi Peptidase family M1 containing protein 0.0099 0.0501 0.1084
Mycobacterium tuberculosis Peptide synthetase MbtF (peptide synthase) 0.0007 0.0005 0.0546
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0094 0.1798
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.001 0.0022 0.0017
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0799 0.4285 0.4282
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.001 0.0022 0.0017
Brugia malayi Nuclear hormone receptor family member nhr-14 0.001 0.0022 0.0037
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0099 0.0501 0.0496
Loa Loa (eye worm) hypothetical protein 0.0023 0.0094 0.0089
Brugia malayi hypothetical protein 0.0099 0.0501 0.1084
Brugia malayi Nuclear hormone receptor family member nhr-1 0.001 0.0022 0.0037
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0099 0.0501 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.001 0.0022 0.0037
Mycobacterium tuberculosis Probable peptide synthetase Nrp (peptide synthase) 0.0007 0.0005 0.0546
Echinococcus granulosus nuclear receptor 2DBD gamma 0.001 0.0022 0.0017
Schistosoma mansoni RAR-like nuclear receptor 0.001 0.0022 0.0017
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0094 0.1798
Brugia malayi Nuclear hormone receptor family member nhr-41 0.001 0.0022 0.0037
Brugia malayi TATA binding protein associated factor 0.0099 0.0501 0.1084
Schistosoma mansoni cytosol alanyl aminopeptidase (M01 family) 0.0099 0.0501 0.0496
Mycobacterium tuberculosis Possible fatty-acid-CoA ligase FadD1 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0007 0.0005 0.0546
Loa Loa (eye worm) aminopeptidase N 0.0099 0.0501 0.0496
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0017 0.0062 0.1154
Echinococcus granulosus ecdysone induced protein 78C 0.001 0.0022 0.0017
Loa Loa (eye worm) hypothetical protein 0.0017 0.0062 0.0057
Brugia malayi Nuclear hormone receptor-like 1 0.001 0.0022 0.0037
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) 0.1858 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.001 0.0022 0.0017
Onchocerca volvulus 0.001 0.0022 0.0338
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.001 0.0022 0.0017
Onchocerca volvulus 0.0099 0.0501 1
Loa Loa (eye worm) leukotriene A4 hydrolase 0.1858 1 1
Loa Loa (eye worm) hypothetical protein 0.001 0.0022 0.0017
Loa Loa (eye worm) hypothetical protein 0.0017 0.0062 0.0057
Loa Loa (eye worm) hypothetical protein 0.0099 0.0501 0.0496
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0094 0.0195
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0099 0.0501 1
Brugia malayi Peptidase family M1 containing protein 0.0099 0.0501 0.1084
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.001 0.0022 0.0017
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0023 0.0094 0.1798
Trypanosoma cruzi metallo-peptidase, Clan MA(E) Family M1 0.0099 0.0501 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.001 0.0022 0.0017
Onchocerca volvulus Bile acid receptor homolog 0.001 0.0022 0.0338
Schistosoma mansoni thyroid hormone receptor 0.001 0.0022 0.0017
Trypanosoma cruzi aminopeptidase, putative 0.0099 0.0501 1
Brugia malayi nuclear receptor NHR-88 0.001 0.0022 0.0037
Echinococcus granulosus aminopeptidase N 0.0099 0.0501 0.0496
Loa Loa (eye worm) hypothetical protein 0.001 0.0022 0.0017
Onchocerca volvulus 0.0099 0.0501 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.001 0.0022 0.0017
Mycobacterium tuberculosis Peptide synthetase MbtE (peptide synthase) 0.0007 0.0005 0.0546
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.001 0.0022 0.0017
Trypanosoma cruzi aminopeptidase, putative 0.0099 0.0501 1
Mycobacterium ulcerans aminopeptidase N PepN 0.0099 0.0501 1
Brugia malayi nuclear hormone receptor 0.001 0.0022 0.0037
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0099 0.0501 0.0496
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0099 0.0501 1
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0094 0.1798
Plasmodium vivax acyl-CoA synthetase, putative 0.0017 0.0062 0.1154
Echinococcus multilocularis leukotriene A 4 hydrolase 0.1858 1 1
Brugia malayi Peptidase family M1 containing protein 0.0099 0.0501 0.1084
Loa Loa (eye worm) hypothetical protein 0.001 0.0022 0.0017
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0094 1
Loa Loa (eye worm) steroid hormone receptor 0.001 0.0022 0.0017
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0099 0.0501 0.0496
Loa Loa (eye worm) hypothetical protein 0.0099 0.0501 0.0496
Loa Loa (eye worm) hypothetical protein 0.001 0.0022 0.0017
Echinococcus granulosus retinoic acid receptor rxr beta a 0.001 0.0022 0.0017
Chlamydia trachomatis acylglycerophosphoethanolamine acyltransferase 0.0017 0.0062 0.5
Mycobacterium tuberculosis Possible fatty-acid-CoA ligase FadD10 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0007 0.0005 0.0546
Loa Loa (eye worm) hypothetical protein 0.0017 0.0062 0.0057
Schistosoma mansoni retinoid-x-receptor (RXR) 0.001 0.0022 0.0017
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.001 0.0022 0.0017
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0023 0.0094 0.1798
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.0094 0.1798
Brugia malayi hypothetical protein 0.0854 0.458 1
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.001 0.0022 0.0017
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.001 0.0022 0.0017
Toxoplasma gondii aminopeptidase N protein 0.0099 0.0501 1
Mycobacterium tuberculosis Fatty-acid-CoA synthetase FadD17 (fatty-acid-CoA synthase) (fatty-acid-CoA ligase) 0.0007 0.0005 0.0546
Mycobacterium tuberculosis P-hydroxybenzoyl-AMP ligase FadD22 0.0007 0.0005 0.0546
Mycobacterium tuberculosis Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase 0.0007 0.0005 0.0546
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0094 0.0195
Loa Loa (eye worm) peptidase family M1 containing protein 0.0099 0.0501 0.0496
Onchocerca volvulus Protein ultraspiracle homolog 0.001 0.0022 0.0338
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0099 0.0501 0.0496
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.001 0.0022 0.0017
Loa Loa (eye worm) hypothetical protein 0.0099 0.0501 0.0496
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0023 0.0094 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.001 0.0022 0.0017
Toxoplasma gondii aminopeptidase n, putative 0.0099 0.0501 1
Schistosoma mansoni Tata binding protein associated factor (M01 family) 0.0099 0.0501 0.0496
Loa Loa (eye worm) hypothetical protein 0.001 0.0022 0.0017
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD7 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0017 0.0057 0.6071
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.001 0.0022 0.0017
Onchocerca volvulus 0.0099 0.0501 1
Trypanosoma cruzi Aminopeptidase M1, putative 0.0099 0.0501 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.001 0.0022 0.0017
Trypanosoma brucei aminopeptidase, putative 0.0099 0.0501 1
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0099 0.0501 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.001 0.0022 0.0017
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0023 0.0094 1
Brugia malayi ecdysteroid receptor 0.001 0.0022 0.0037
Trypanosoma brucei Aminopeptidase M1, putative 0.0099 0.0501 1
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0023 0.0094 0.1798
Plasmodium falciparum M1-family alanyl aminopeptidase, putative 0.0099 0.0501 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.001 0.0022 0.0037
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0094 0.1798
Trypanosoma cruzi puromycin-sensitive aminopeptidase-like protein, putative 0.0099 0.0501 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.001 0.0022 0.0017
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0099 0.0501 0.0496
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.001 0.0022 0.0037
Plasmodium falciparum acyl-CoA synthetase 0.0017 0.0062 0.1154
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0094 0.0195
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0099 0.0501 0.0496
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0007 0.0005 0.0546
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD3 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0017 0.0057 0.6071
Trypanosoma cruzi puromycin-sensitive aminopeptidase-like protein, putative 0.0099 0.0501 1
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD35 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0017 0.0057 0.6071
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0099 0.0501 0.0496
Schistosoma mansoni retinoic acid receptor RXR 0.001 0.0022 0.0017
Echinococcus granulosus FTZ F1 alpha 0.001 0.0022 0.0017
Trypanosoma brucei Aminopeptidase M1, putative 0.0099 0.0501 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.001 0.0022 0.0037
Brugia malayi Nuclear hormone receptor family member nhr-49 0.001 0.0022 0.0037
Brugia malayi hypothetical protein 0.0099 0.0501 0.1084
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.0099 0.0501 1
Brugia malayi Steroid receptor seven-up type 2 0.001 0.0022 0.0037
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0094 0.1798
Echinococcus granulosus nuclear receptor 2DBD gamma 0.001 0.0022 0.0017
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0099 0.0501 1
Brugia malayi Nuclear hormone receptor family member nhr-31 0.001 0.0022 0.0037
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.001 0.0022 0.0017
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0094 1
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.001 0.0022 0.0017
Echinococcus multilocularis thyroid hormone receptor alpha 0.001 0.0022 0.0017
Leishmania major puromycin-sensitive aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0099 0.0501 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.001 0.0022 0.0037
Schistosoma mansoni nuclear hormone receptor 0.001 0.0022 0.0017
Echinococcus multilocularis Peptidase M1, membrane alanine aminopeptidase, N terminal 0.0099 0.0501 0.0496
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD8 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0007 0.0005 0.0546
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD5 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0017 0.0057 0.6071
Loa Loa (eye worm) TATA binding protein associated factor 0.0099 0.0501 0.0496
Loa Loa (eye worm) hypothetical protein 0.0017 0.0062 0.0057
Entamoeba histolytica acyl-coA synthetase, putative 0.0023 0.0094 0.1798
Schistosoma mansoni Tr4/Tr2 (homologue) 0.001 0.0022 0.0017
Plasmodium falciparum M1-family alanyl aminopeptidase 0.0099 0.0501 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.001 0.0022 0.0037
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0094 0.1798
Schistosoma mansoni thyroid hormone receptor 0.001 0.0022 0.0017
Loa Loa (eye worm) hypothetical protein 0.001 0.0022 0.0017
Loa Loa (eye worm) hypothetical protein 0.001 0.0022 0.0017
Schistosoma mansoni aminopeptidase A (M01 family) 0.0099 0.0501 0.0496
Mycobacterium ulcerans aminopeptidase N PepN 0.0099 0.0501 1
Brugia malayi steroid hormone receptor 0.001 0.0022 0.0037
Entamoeba histolytica aminopeptidase, putative 0.0099 0.0501 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.001 0.0022 0.0017
Mycobacterium ulcerans hypothetical protein 0.0023 0.0094 0.1798
Echinococcus multilocularis ecdysone induced protein 78C 0.001 0.0022 0.0017
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0099 0.0501 1
Echinococcus multilocularis aminopeptidase N 0.0099 0.0501 0.0496
Echinococcus multilocularis FTZ F1 alpha 0.001 0.0022 0.0017
Loa Loa (eye worm) hypothetical protein 0.0023 0.0094 0.0089
Toxoplasma gondii aminopeptidase N, putative 0.0099 0.0501 1
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0099 0.0501 0.0496
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0099 0.0501 0.0496
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0017 0.0062 0.6617
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0099 0.0501 1

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 0.019 mg kg-1 Antinociceptive activity was measured using the mouse acetylcholine-induced abdominal constriction test following subcutaneous administration of the compound ChEMBL. 8035420
ED50 (functional) = 0.019 mg kg-1 Antinociceptive activity was measured using the mouse acetylcholine-induced abdominal constriction test following subcutaneous administration of the compound ChEMBL. 8035420
IC50 (functional) = 6 nM In vitro kappa-opioid receptor agonist activity in isolated rabbit vas deferens assay ChEMBL. 8035420
IC50 (functional) = 6 nM In vitro kappa-opioid receptor agonist activity in isolated rabbit vas deferens assay ChEMBL. 8035420

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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