Detailed information for compound 608425

Basic information

Technical information
  • TDR Targets ID: 608425
  • Name: methyl 5-[[1-(2,5-dimethylphenyl)-2,5-dimethy lpyrrol-3-yl]methylidene]-2-methyl-4-oxo-1H-p yrrole-3-carboxylate
  • MW: 364.438 | Formula: C22H24N2O3
  • H donors: 1 H acceptors: 2 LogP: 4.56 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)C1=C(C)N/C(=C\c2cc(n(c2C)c2cc(C)ccc2C)C)/C1=O
  • InChi: 1S/C22H24N2O3/c1-12-7-8-13(2)19(9-12)24-14(3)10-17(16(24)5)11-18-21(25)20(15(4)23-18)22(26)27-6/h7-11,23H,1-6H3/b18-11-
  • InChiKey: SZYKGDPQCXECFF-WQRHYEAKSA-N  

Network

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Synonyms

  • methyl (5Z)-5-[[1-(2,5-dimethylphenyl)-2,5-dimethylpyrrol-3-yl]methylidene]-2-methyl-4-oxo-1H-pyrrole-3-carboxylate
  • methyl 5-[[1-(2,5-dimethylphenyl)-2,5-dimethyl-pyrrol-3-yl]methylene]-2-methyl-4-oxo-1H-pyrrole-3-carboxylate
  • methyl (5Z)-5-[[1-(2,5-dimethylphenyl)-2,5-dimethyl-pyrrol-3-yl]methylene]-2-methyl-4-oxo-1H-pyrrole-3-carboxylate
  • 5-[[1-(2,5-dimethylphenyl)-2,5-dimethyl-3-pyrrolyl]methylene]-2-methyl-4-oxo-1H-pyrrole-3-carboxylic acid methyl ester
  • (5Z)-5-[[1-(2,5-dimethylphenyl)-2,5-dimethyl-3-pyrrolyl]methylene]-2-methyl-4-oxo-1H-pyrrole-3-carboxylic acid methyl ester
  • 5-[[1-(2,5-dimethylphenyl)-2,5-dimethyl-pyrrol-3-yl]methylene]-4-keto-2-methyl-2-pyrroline-3-carboxylic acid methyl ester
  • (5Z)-5-[[1-(2,5-dimethylphenyl)-2,5-dimethyl-pyrrol-3-yl]methylene]-4-keto-2-methyl-2-pyrroline-3-carboxylic acid methyl ester
  • methyl (5Z)-5-[[1-(2,5-dimethylphenyl)-2,5-dimethyl-pyrrol-3-yl]methylidene]-2-methyl-4-oxo-1H-pyrrole-3-carboxylate
  • methyl 5-[[1-(2,5-dimethylphenyl)-2,5-dimethyl-pyrrol-3-yl]methylidene]-2-methyl-4-oxo-1H-pyrrole-3-carboxylate
  • STK160875

Targets

Known targets for this compound

No curated genes were found associated with this compound

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 thyroid hormone receptor alpha 0.00158278 0.127626 0.127626
Brugia malayi steroid hormone receptor 0.00158278 0.127626 0.127626
Loa Loa (eye worm) hypothetical protein 0.00158278 0.127626 0.127626
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.00158278 0.127626 0.127626
Loa Loa (eye worm) hypothetical protein 0.00158278 0.127626 0.127626
Onchocerca volvulus 0.00158278 0.127626 0.5
Brugia malayi Nuclear hormone receptor family member nhr-25 0.00158278 0.127626 0.127626
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.00158278 0.127626 0.127626
Schistosoma mansoni steroid hormone receptor ad4bp 0.00158278 0.127626 0.127626
Schistosoma mansoni coup transcription factor 0.00158278 0.127626 0.127626
Brugia malayi Nuclear hormone receptor-like 1 0.00158278 0.127626 0.127626
Loa Loa (eye worm) hypothetical protein 0.00158278 0.127626 0.127626
Schistosoma mansoni serine/threonine protein kinase 0.00668621 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.00158278 0.127626 0.127626
Schistosoma mansoni thyroid hormone receptor 0.00158278 0.127626 0.127626
Entamoeba histolytica protein kinase, putative 0.00668621 1 0.5
Echinococcus granulosus retinoic acid receptor rxr beta a 0.00158278 0.127626 0.127626
Echinococcus granulosus 3-phosphoinositide-dependent protein kinase 1 0.00668621 1 1
Echinococcus multilocularis 3 phosphoinositide dependent protein kinase 1 0.00668621 1 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.00158278 0.127626 0.127626
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.00158278 0.127626 0.127626
Echinococcus granulosus ecdysone induced protein 78C 0.00158278 0.127626 0.127626
Brugia malayi Protein kinase domain containing protein 0.00668621 1 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.00158278 0.127626 0.127626
Echinococcus granulosus FTZ F1 alpha 0.00158278 0.127626 0.127626
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.00158278 0.127626 0.127626
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.00158278 0.127626 0.127626
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.00158278 0.127626 0.127626
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.00158278 0.127626 0.127626
Brugia malayi Nuclear hormone receptor family member nhr-49 0.00158278 0.127626 0.127626
Echinococcus granulosus nuclear receptor 2DBD gamma 0.00158278 0.127626 0.127626
Trichomonas vaginalis AGC family protein kinase 0.00668621 1 0.5
Echinococcus multilocularis ecdysone induced protein 78C 0.00158278 0.127626 0.127626
Loa Loa (eye worm) hypothetical protein 0.00158278 0.127626 0.127626
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.00158278 0.127626 0.127626
Echinococcus multilocularis FTZ F1 alpha 0.00158278 0.127626 0.127626
Schistosoma mansoni Tr4/Tr2 (homologue) 0.00158278 0.127626 0.127626
Brugia malayi Nuclear hormone receptor family member nhr-1 0.00158278 0.127626 0.127626
Brugia malayi nuclear hormone receptor 0.00158278 0.127626 0.127626
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.00158278 0.127626 0.127626
Loa Loa (eye worm) hypothetical protein 0.00158278 0.127626 0.127626
Schistosoma mansoni nuclear hormone receptor 0.00158278 0.127626 0.127626
Schistosoma mansoni thyroid hormone receptor 0.00158278 0.127626 0.127626
Brugia malayi Nuclear hormone receptor family member nhr-41 0.00158278 0.127626 0.127626
Brugia malayi Nuclear hormone receptor family member nhr-31 0.00158278 0.127626 0.127626
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.00158278 0.127626 0.5
Onchocerca volvulus Protein ultraspiracle homolog 0.00158278 0.127626 0.5
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.00158278 0.127626 0.127626
Onchocerca volvulus Bile acid receptor homolog 0.00158278 0.127626 0.5
Loa Loa (eye worm) AGC/PDK1 protein kinase 0.00668621 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.00158278 0.127626 0.127626
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.00158278 0.127626 0.127626
Brugia malayi Nuclear hormone receptor family member nhr-19 0.00158278 0.127626 0.127626
Schistosoma mansoni retinoid-x-receptor (RXR) 0.00158278 0.127626 0.127626
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.00158278 0.127626 0.127626
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.00158278 0.127626 0.127626
Brugia malayi ecdysteroid receptor 0.00158278 0.127626 0.127626
Loa Loa (eye worm) steroid hormone receptor 0.00158278 0.127626 0.127626
Brugia malayi Nuclear hormone receptor family member nhr-40 0.00158278 0.127626 0.127626
Brugia malayi nuclear receptor NHR-88 0.00158278 0.127626 0.127626
Loa Loa (eye worm) hypothetical protein 0.00158278 0.127626 0.127626
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.00158278 0.127626 0.127626
Schistosoma mansoni RAR-like nuclear receptor 0.00158278 0.127626 0.127626
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.00158278 0.127626 0.127626
Loa Loa (eye worm) AGC/PDK1 protein kinase 0.00668621 1 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.00158278 0.127626 0.127626
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.00158278 0.127626 0.127626
Trichomonas vaginalis AGC family protein kinase 0.00668621 1 0.5
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.00158278 0.127626 0.127626
Schistosoma mansoni retinoic acid receptor RXR 0.00158278 0.127626 0.127626
Brugia malayi Nuclear hormone receptor family member nhr-19 0.00158278 0.127626 0.127626
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.00158278 0.127626 0.127626
Brugia malayi phosphoinositide-dependent protein kinase I 0.00668621 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.00158278 0.127626 0.127626
Brugia malayi photoreceptor-specific nuclear receptor 0.00158278 0.127626 0.127626
Trichomonas vaginalis AGC family protein kinase 0.00668621 1 0.5
Brugia malayi Nuclear hormone receptor family member nhr-14 0.00158278 0.127626 0.127626
Loa Loa (eye worm) hypothetical protein 0.00158278 0.127626 0.127626
Loa Loa (eye worm) hypothetical protein 0.00158278 0.127626 0.127626
Brugia malayi Steroid receptor seven-up type 2 0.00158278 0.127626 0.127626
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.00158278 0.127626 0.127626
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.00158278 0.127626 0.127626

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) NOVARTIS: Antimalarial liver stage activity measured as a greater than 50% reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells at 10uM compound concentration, determined by immuno-fluorescence. ChEMBL. 22096101
CC50 (functional) > 10 uM Huh7 cytotoxicity for Pf inhibitors Novartis-GNF Malaria Box. No reference
CC50 > 10 uM NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7) ChEMBL. 18579783
CC50 (functional) > 100 uM Huh7 cytotoxicity for Pf inhibitors Novartis-GNF Malaria Box. No reference
EC50 (functional) = 0.00953 uM PF proliferation inhibition 3D7 Novartis-GNF Malaria Box. No reference
EC50 (functional) = 0.01245 uM PF proliferation inhibition 3D7 Novartis-GNF Malaria Box. No reference
EC50 (functional) = 0.01245 uM NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
EC50 (functional) = 0.01513 uM W2 Pf proliferation inhibition Novartis-GNF Malaria Box. No reference
EC50 (functional) = 0.01513 uM NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
EC50 (functional) = 0.01841 uM W2 Pf proliferation inhibition Novartis-GNF Malaria Box. No reference
IFI promiscuity index = 0 IFI promiscuity index Novartis-GNF Malaria Box. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 18579783

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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