Detailed information for compound 145324

Basic information

Technical information
  • TDR Targets ID: 145324
  • Name: (2E,4E,6E)-7-(3,5-ditert-butylphenyl)-3-methy locta-2,4,6-trienoic acid
  • MW: 340.499 | Formula: C23H32O2
  • H donors: 1 H acceptors: 2 LogP: 7.75 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: C/C(=C\C=C\C(=C\C(=O)O)\C)/c1cc(cc(c1)C(C)(C)C)C(C)(C)C
  • InChi: 1S/C23H32O2/c1-16(12-21(24)25)10-9-11-17(2)18-13-19(22(3,4)5)15-20(14-18)23(6,7)8/h9-15H,1-8H3,(H,24,25)/b10-9+,16-12+,17-11+
  • InChiKey: JMPZTWDLOGTBPM-OUQSKUGOSA-N  

Network

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Synonyms

  • (2E,4E,6E)-7-(3,5-ditert-butylphenyl)-3-methyl-octa-2,4,6-trienoic acid
  • 7-(3,5-DITERT-BUTYLPHENYL)-3-METHYLOCTA-2,4,6-TRIENOIC ACID
  • ARL

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens retinoid X receptor, gamma Starlite/ChEMBL References
Homo sapiens retinoic acid receptor, alpha Starlite/ChEMBL References
Homo sapiens retinoic acid receptor, gamma Starlite/ChEMBL References
Homo sapiens retinoid X receptor, beta Starlite/ChEMBL References
Homo sapiens retinoid X receptor, alpha Starlite/ChEMBL References
Homo sapiens retinoic acid receptor, beta Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni retinoic acid receptor RXR Get druggable targets OG5_130073 All targets in OG5_130073
Loa Loa (eye worm) nuclear receptor nhr-7B Get druggable targets OG5_131607 All targets in OG5_131607
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha Get druggable targets OG5_130073 All targets in OG5_130073
Brugia malayi nuclear hormone receptor Get druggable targets OG5_131607 All targets in OG5_131607
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog Get druggable targets OG5_131607 All targets in OG5_131607
Echinococcus granulosus retinoic acid receptor rxr beta a Get druggable targets OG5_130073 All targets in OG5_130073
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131607 All targets in OG5_131607
Schistosoma japonicum ko:K08524 nuclear receptor, subfamily 2, group B, member 1, putative Get druggable targets OG5_130073 All targets in OG5_130073

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi ecdysteroid receptor retinoid X receptor, gamma 340 aa 338 aa 24.6 %
Brugia malayi ecdysteroid receptor retinoid X receptor, alpha 435 aa 352 aa 23.9 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Schistosoma mansoni coup transcription factor 0.007 0.0236 0.0316
Brugia malayi Nuclear hormone receptor family member nhr-19 0.007 0.0236 0.0191
Schistosoma mansoni steroid hormone receptor ad4bp 0.007 0.0236 0.0316
Entamoeba histolytica rodhanase-like domain containing protein 0.0056 0.0055 0.5
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0235 0.2329 0.24
Echinococcus granulosus ecdysone induced protein 78C 0.007 0.0236 0.0316
Brugia malayi Nuclear hormone receptor family member nhr-49 0.007 0.0236 0.0191
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.007 0.0236 0.0248
Schistosoma mansoni nuclear hormone receptor 0.007 0.0236 0.0316
Brugia malayi Nuclear hormone receptor family member nhr-25 0.007 0.0236 0.0191
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.007 0.0236 0.0248
Loa Loa (eye worm) hypothetical protein 0.007 0.0236 0.0248
Loa Loa (eye worm) hypothetical protein 0.0769 0.9109 0.9559
Loa Loa (eye worm) hypothetical protein 0.007 0.0236 0.0248
Onchocerca volvulus Protein ultraspiracle homolog 0.007 0.0236 0.0182
Brugia malayi Nuclear hormone receptor family member nhr-3 0.007 0.0236 0.0191
Loa Loa (eye worm) hypothetical protein 0.007 0.0236 0.0248
Echinococcus granulosus nuclear receptor 2DBD gamma 0.007 0.0236 0.0316
Loa Loa (eye worm) hypothetical protein 0.0235 0.2329 0.2444
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.007 0.0236 0.0316
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.007 0.0236 0.0316
Trichomonas vaginalis m-phase inducer phosphatase, putative 0.0056 0.0055 0.5
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.007 0.0236 0.0344
Loa Loa (eye worm) hypothetical protein 0.007 0.0236 0.0248
Schistosoma mansoni thyroid hormone receptor 0.007 0.0236 0.0316
Loa Loa (eye worm) hypothetical protein 0.007 0.0236 0.0248
Trichomonas vaginalis m-phase inducer phosphatase, putative 0.0056 0.0055 0.5
Loa Loa (eye worm) hypothetical protein 0.007 0.0236 0.0248
Brugia malayi photoreceptor-specific nuclear receptor 0.007 0.0236 0.0191
Brugia malayi Nuclear hormone receptor family member nhr-25 0.007 0.0236 0.0191
Schistosoma mansoni thyroid hormone receptor 0.007 0.0236 0.0316
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.007 0.0236 0.0316
Trichomonas vaginalis mitotic inducer phosphatase CDC25, putative 0.0056 0.0055 0.5
Brugia malayi nuclear hormone receptor 0.007 0.0236 0.0191
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.007 0.0236 0.0248
Schistosoma mansoni retinoid-x-receptor (RXR) 0.007 0.0236 0.0316
Loa Loa (eye worm) hypothetical protein 0.0056 0.0055 0.0058
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.007 0.0236 0.0248
Brugia malayi Nuclear hormone receptor family member nhr-41 0.007 0.0236 0.0191
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.007 0.0236 0.0248
Schistosoma mansoni Tr4/Tr2 (homologue) 0.007 0.0236 0.0316
Trichomonas vaginalis cdc25c, putative 0.0056 0.0055 0.5
Brugia malayi Nuclear hormone receptor family member nhr-19 0.007 0.0236 0.0191
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.047 0.5306 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.007 0.0236 0.0191
Loa Loa (eye worm) nuclear receptor nhr-7B 0.0802 0.9529 1
Loa Loa (eye worm) hypothetical protein 0.007 0.0236 0.0248
Echinococcus multilocularis ecdysone induced protein 78C 0.007 0.0236 0.0344
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.007 0.0236 0.0316
Brugia malayi Nuclear hormone receptor family member nhr-14 0.007 0.0236 0.0191
Brugia malayi ecdysteroid receptor 0.007 0.0236 0.0191
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.007 0.0236 0.0316
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.007 0.0236 0.0344
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.007 0.0236 0.0248
Brugia malayi Nuclear hormone receptor family member nhr-40 0.007 0.0236 0.0191
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.007 0.0236 0.0344
Trichomonas vaginalis cdc25b, putative 0.0056 0.0055 0.5
Loa Loa (eye worm) hypothetical protein 0.0056 0.0055 0.0058
Trichomonas vaginalis cdc25b, putative 0.0056 0.0055 0.5
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.007 0.0236 0.0344
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0507 0.5777 1
Brugia malayi nuclear receptor NHR-88 0.007 0.0236 0.0191
Onchocerca volvulus Bile acid receptor homolog 0.007 0.0236 0.0182
Echinococcus granulosus nuclear receptor 2DBD gamma 0.007 0.0236 0.0316
Brugia malayi nuclear hormone receptor 0.0802 0.9529 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.007 0.0236 0.0316
Echinococcus multilocularis FTZ F1 alpha 0.007 0.0236 0.0344
Loa Loa (eye worm) hypothetical protein 0.007 0.0236 0.0248
Schistosoma mansoni retinoic acid receptor RXR 0.0507 0.5777 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.007 0.0236 0.0316
Onchocerca volvulus 0.007 0.0236 0.0182
Brugia malayi Nuclear hormone receptor family member nhr-1 0.007 0.0236 0.0191
Brugia malayi Steroid receptor seven-up type 2 0.007 0.0236 0.0191
Loa Loa (eye worm) steroid hormone receptor 0.007 0.0236 0.0248
Brugia malayi Nuclear hormone receptor-like 1 0.007 0.0236 0.0191
Loa Loa (eye worm) hypothetical protein 0.0215 0.2071 0.2174
Trichomonas vaginalis mitotic inducer phosphatase CDC25, putative 0.0056 0.0055 0.5
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.007 0.0236 0.0344
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.007 0.0236 0.0191
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.007 0.0236 0.0248
Entamoeba histolytica rodhanase-like domain containing protein 0.0056 0.0055 0.5
Echinococcus multilocularis thyroid hormone receptor alpha 0.007 0.0236 0.0344
Entamoeba histolytica rodhanase-like domain containing protein 0.0056 0.0055 0.5
Schistosoma mansoni RAR-like nuclear receptor 0.007 0.0236 0.0316
Echinococcus granulosus FTZ F1 alpha 0.007 0.0236 0.0316
Loa Loa (eye worm) hypothetical protein 0.0405 0.4485 0.4706
Trichomonas vaginalis mitotic inducer phosphatase CDC25, putative 0.0056 0.0055 0.5
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.007 0.0236 0.0344
Brugia malayi steroid hormone receptor 0.007 0.0236 0.0191
Brugia malayi Nuclear hormone receptor family member nhr-31 0.007 0.0236 0.0191
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.007 0.0236 0.0316

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) 0 nM Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR alpha; Not active ChEMBL. 8709094
EC50 (functional) 0 nM Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR beta ChEMBL. 8709094
EC50 (functional) 0 nM Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR gamma; Not active ChEMBL. 8709094
EC50 (functional) = 0.34 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR gamma ChEMBL. 8709094
EC50 (functional) = 0.34 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR gamma ChEMBL. 8709094
EC50 (functional) = 2.2 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR beta ChEMBL. 8709094
EC50 (functional) = 2.2 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR beta ChEMBL. 8709094
EC50 (functional) = 4 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR alpha ChEMBL. 8709094
EC50 (functional) = 4 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR alpha ChEMBL. 8709094
EC50 (functional) = 16 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR gamma ChEMBL. 8709094
EC50 (functional) = 16 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR gamma ChEMBL. 8709094
EC50 (functional) = 24 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR beta ChEMBL. 8709094
EC50 (functional) = 24 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR beta ChEMBL. 8709094
EC50 (functional) = 65 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR alpha ChEMBL. 8709094
EC50 (functional) = 65 nM Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR alpha ChEMBL. 8709094
EC50 (functional) = 77 nM Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR gamma ChEMBL. 8709094
EC50 (functional) = 77 nM Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR gamma ChEMBL. 8709094
EC50 (functional) = 87 nM Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR beta ChEMBL. 8709094
EC50 (functional) = 87 nM Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR beta ChEMBL. 8709094
EC50 (functional) = 134 nM Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR alpha ChEMBL. 8709094
EC50 (functional) = 134 nM Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR alpha ChEMBL. 8709094
Efficacy (functional) = 27 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoid X receptor RXR beta ChEMBL. 8709094
Efficacy (functional) = 27 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoid X receptor RXR beta ChEMBL. 8709094
Efficacy (functional) = 31 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR alpha ChEMBL. 8709094
Efficacy (functional) = 31 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR alpha ChEMBL. 8709094
Efficacy (functional) = 39 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR alpha ChEMBL. 8709094
Efficacy (functional) = 39 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR alpha ChEMBL. 8709094
Efficacy (functional) = 40 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoid X receptor RXR gamma ChEMBL. 8709094
Efficacy (functional) = 40 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR beta ChEMBL. 8709094
Efficacy (functional) = 40 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoid X receptor RXR gamma ChEMBL. 8709094
Efficacy (functional) = 40 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR beta ChEMBL. 8709094
Efficacy (functional) = 45 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR beta ChEMBL. 8709094
Efficacy (functional) = 45 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR beta ChEMBL. 8709094
Efficacy (functional) = 48 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR gamma ChEMBL. 8709094
Efficacy (functional) = 48 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR gamma ChEMBL. 8709094
Efficacy (functional) = 56 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoid X receptor RXR alpha ChEMBL. 8709094
Efficacy (functional) = 56 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoid X receptor RXR alpha ChEMBL. 8709094
Efficacy (functional) = 58 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR gamma ChEMBL. 8709094
Efficacy (functional) = 58 % Percent transcriptional activation relative to ATRA in CV-1 cells expressing Retinoic acid receptor RAR gamma ChEMBL. 8709094
Ki (binding) = 0.7 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR beta ChEMBL. 8709094
Ki (binding) = 0.7 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR beta ChEMBL. 8709094
Ki (binding) = 1.1 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR alpha ChEMBL. 8709094
Ki (binding) = 1.1 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR alpha ChEMBL. 8709094
Ki (binding) = 1.9 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR gamma ChEMBL. 8709094
Ki (binding) = 1.9 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR gamma ChEMBL. 8709094
Ki (binding) = 4.6 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR alpha ChEMBL. 8709094
Ki (binding) = 4.6 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR alpha ChEMBL. 8709094
Ki (binding) = 9.3 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR gamma ChEMBL. 8709094
Ki (binding) = 9.3 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR gamma ChEMBL. 8709094
Ki (binding) = 10.2 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR beta ChEMBL. 8709094
Ki (binding) = 10.2 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR beta ChEMBL. 8709094
Ki (binding) = 63.5 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR alpha ChEMBL. 8709094
Ki (binding) = 63.5 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR alpha ChEMBL. 8709094
Ki (binding) = 90 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR beta ChEMBL. 8709094
Ki (binding) = 90 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR beta ChEMBL. 8709094
Ki (binding) = 124 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR gamma ChEMBL. 8709094
Ki (binding) = 124 nM Inhibition of [3H]-ATRA binding to Retinoic acid receptor RAR gamma ChEMBL. 8709094
Ki (binding) = 223 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR alpha ChEMBL. 8709094
Ki (binding) = 223 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR alpha ChEMBL. 8709094
Ki (binding) = 320 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR gamma ChEMBL. 8709094
Ki (binding) = 320 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR gamma ChEMBL. 8709094
Ki (binding) = 560 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR beta ChEMBL. 8709094
Ki (binding) = 560 nM Inhibition of [3H]-9-cis-RA binding to Retinoid X receptor RXR beta ChEMBL. 8709094

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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