Detailed information for compound 46195

Basic information

Technical information
  • TDR Targets ID: 46195
  • Name: 4-[(E)-2-(3,5,5,8,8-pentamethyl-6,7-dihydrona phthalen-2-yl)prop-1-enyl]benzoic acid
  • MW: 362.505 | Formula: C25H30O2
  • H donors: 1 H acceptors: 2 LogP: 7.83 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: C/C(=C\c1ccc(cc1)C(=O)O)/c1cc2c(cc1C)C(C)(C)CCC2(C)C
  • InChi: 1S/C25H30O2/c1-16(13-18-7-9-19(10-8-18)23(26)27)20-15-22-21(14-17(20)2)24(3,4)11-12-25(22,5)6/h7-10,13-15H,11-12H2,1-6H3,(H,26,27)/b16-13+
  • InChiKey: AJYSMFOKGBZPCF-DTQAZKPQSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[(E)-2-(1,1,4,4,7-pentamethyltetralin-6-yl)prop-1-enyl]benzoic acid
  • 4-[(E)-2-(1,1,4,4,7-pentamethyl-6-tetralinyl)prop-1-enyl]benzoic acid
  • 4-[2-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)prop-1-enyl]benzoic acid
  • 4-[2-(1,1,4,4,7-pentamethyltetralin-6-yl)prop-1-enyl]benzoic acid
  • 4-[2-(1,1,4,4,7-pentamethyl-6-tetralinyl)prop-1-enyl]benzoic acid
  • 87316-44-7
  • (E)-4-(2-(5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)propen-1-yl)benzoic acid
  • 3-Methyl TTNPB
  • 4-(2-(5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)-1-propenyl) benzoic acid
  • Benzoic acid, 4-(2-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)-1-propenyl)-, (E)-
  • Ro 18-6622

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog Get druggable targets OG5_131607 All targets in OG5_131607
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
Echinococcus granulosus retinoic acid receptor rxr beta a Get druggable targets OG5_130073 All targets in OG5_130073
Schistosoma japonicum ko:K08524 nuclear receptor, subfamily 2, group B, member 1, putative 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 mansoni retinoic acid receptor RXR 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, alpha 435 aa 352 aa 23.9 %
Brugia malayi ecdysteroid receptor retinoid X receptor, gamma 340 aa 338 aa 24.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis spcc417.12 protein, putative 0.0122 0 0.5
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0507 0.4631 0.6432
Loa Loa (eye worm) acetylcholinesterase 1 0.072 0.72 0.8794
Schistosoma mansoni retinoic acid receptor RXR 0.0507 0.4631 0.6432
Echinococcus multilocularis acetylcholinesterase 0.072 0.72 1
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0122 0 0.5
Loa Loa (eye worm) nuclear receptor nhr-7B 0.0802 0.8187 1
Echinococcus granulosus acetylcholinesterase 0.072 0.72 1
Loa Loa (eye worm) carboxylesterase 0.072 0.72 0.8794
Loa Loa (eye worm) hypothetical protein 0.0769 0.7788 0.9514
Loa Loa (eye worm) hypothetical protein 0.072 0.72 0.8794
Brugia malayi nuclear hormone receptor 0.0802 0.8187 1
Brugia malayi Carboxylesterase family protein 0.072 0.72 0.8794
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.0886 0.9193 1
Echinococcus granulosus acetylcholinesterase 0.072 0.72 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.072 0.72 1
Loa Loa (eye worm) hypothetical protein 0.072 0.72 0.8794
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.047 0.4185 0.5812
Echinococcus multilocularis carboxylesterase 5A 0.072 0.72 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0839 0.8632 1
Echinococcus multilocularis acetylcholinesterase 0.072 0.72 1
Brugia malayi Carboxylesterase family protein 0.072 0.72 0.8794
Echinococcus granulosus carboxylesterase 5A 0.072 0.72 1
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0953 1 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (binding) 0 nM Transcriptional activation for RAR alpha receptor; not active (EC50>10e4 nM) ChEMBL. No reference
EC50 (binding) 0 nM Transcriptional activation for RAR beta receptor; not active (EC50>10e4 nM) ChEMBL. No reference
EC50 (binding) 0 nM Transcriptional activation for RAR gamma receptor; not active (EC50>10e4 nM) ChEMBL. No reference
EC50 (functional) = 10 nM Transglutaminase activity in HL-60 cdm-1 cells ChEMBL. 7636843
EC50 (functional) = 10 nM Transglutaminase activity in HL-60 cdm-1 cells ChEMBL. 7636843
EC50 (binding) = 74 nM Transcriptional activation of Retinoic acid receptor RAR beta ChEMBL. 7636843
EC50 (binding) = 74 nM Transcriptional activation for RAR beta receptor ChEMBL. No reference
EC50 (binding) = 74 nM Transcriptional activation of Retinoic acid receptor RAR beta ChEMBL. 7636843
EC50 (binding) = 74 nM Transcriptional activation for RAR beta receptor ChEMBL. No reference
EC50 (binding) = 152 nM Transcriptional activation of Retinoic acid receptor RAR gamma ChEMBL. 7636843
EC50 (binding) = 152 nM Transcriptional activation for RAR gamma receptor ChEMBL. No reference
EC50 (binding) = 152 nM Transcriptional activation of Retinoic acid receptor RAR gamma ChEMBL. 7636843
EC50 (binding) = 152 nM Transcriptional activation for RAR gamma receptor ChEMBL. No reference
EC50 (binding) = 180 nM Binding affinity against retinoic Acid gamma receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 180 nM Agonist activity for retinoic acid receptor RAR gamma in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 180 nM Binding affinity against retinoic Acid gamma receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 180 nM Agonist activity for retinoic acid receptor RAR gamma in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 230 nM Binding affinity against retinoic Acid beta receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 230 nM Agonist activity for retinoic acid receptor RAR beta in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 230 nM Binding affinity against retinoic Acid beta receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 230 nM Agonist activity for retinoic acid receptor RAR beta in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 340 nM Binding affinity against retinoic Acid alpha receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 340 nM Agonist activity for retinoic acid receptor RAR alpha in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 340 nM Binding affinity against retinoic Acid alpha receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 340 nM Agonist activity for retinoic acid receptor RAR alpha in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 385 nM Transcriptional activation of Retinoid X receptor RXR alpha ChEMBL. 7636843
EC50 (binding) = 385 nM Transcriptional activation for RXR alpha receptor ChEMBL. No reference
EC50 (binding) = 385 nM Transcriptional activation of Retinoid X receptor RXR alpha ChEMBL. 7636843
EC50 (binding) = 385 nM Transcriptional activation for RXR alpha receptor ChEMBL. No reference
EC50 (binding) = 1175 nM Binding affinity against retinoic Acid X beta receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 1175 nM Agonist activity for retinoic acid receptor RXR beta in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 1175 nM Binding affinity against retinoic Acid X beta receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 1175 nM Agonist activity for retinoic acid receptor RXR beta in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 1200 nM Binding affinity against retinoic Acid X alpha receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 1200 nM Agonist activity for retinoic acid receptor RXR alpha in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 1200 nM Binding affinity against retinoic Acid X alpha receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 1200 nM Agonist activity for retinoic acid receptor RXR alpha in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 1500 nM Binding affinity against retinoic Acid X gamma receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 1500 nM Agonist activity for retinoic acid receptor RXR gamma in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 1500 nM Binding affinity against retinoic Acid X gamma receptors cotransfected into CV-1 cells ChEMBL. 8308867
EC50 (functional) = 1500 nM Agonist activity for retinoic acid receptor RXR gamma in transcriptional activation assay ChEMBL. No reference
EC50 (binding) = 4580 nM Transcriptional activation of Retinoic acid receptor RAR alpha ChEMBL. 7636843
EC50 (binding) = 4580 nM Transcriptional activation for RAR alpha receptor ChEMBL. No reference
EC50 (binding) = 4580 nM Transcriptional activation of Retinoic acid receptor RAR alpha ChEMBL. 7636843
EC50 (binding) = 4580 nM Transcriptional activation for RAR alpha receptor ChEMBL. No reference
EC50 (binding) > 6400 nM Transcriptional activation for RXR alpha receptor ChEMBL. No reference
IC50 (functional) = 8 nM In vitro inhibition of chondrogenesis in mouse embryo limb bud cells ChEMBL. 7636843
IC50 (functional) = 8 nM In vitro inhibition of chondrogenesis in mouse embryo limb bud cells ChEMBL. 7636843
IC50 (binding) = 32 nM Binding affinity against retinoic Acid X alpha receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC50 (binding) = 32 nM Binding affinity against retinoic Acid X alpha receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC50 (binding) = 100 nM Binding affinity against retinoic Acid X gamma receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC50 (binding) = 100 nM Binding affinity against retinoic Acid X gamma receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC50 (binding) = 638 nM Binding affinity against retinoic Acid alpha receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC50 (binding) = 638 nM Binding affinity against retinoic Acid alpha receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC50 (binding) = 645 nM Binding affinity against retinoic Acid gamma receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC50 (binding) = 645 nM Binding affinity against retinoic Acid gamma receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC50 (binding) > 1000 nM Binding affinity against retinoic Acid X beta receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC50 (binding) > 1000 nM Binding affinity against retinoic Acid X beta receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC50 (binding) = 1169 nM Binding affinity against retinoic Acid beta receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC50 (binding) = 1169 nM Binding affinity against retinoic Acid beta receptor using [3H]- -9-cis-Retinoic Acid in competitive binding assay ChEMBL. 8308867
IC80 (functional) = 1.2 nM Inhibition of tumor-promoter-induced ornithine decarboxylase in TPA-treated female hairless mice ChEMBL. 7636843
IC80 (functional) = 1.2 nM Inhibition of tumor-promoter-induced ornithine decarboxylase in TPA-treated female hairless mice ChEMBL. 7636843
Kd (binding) = 32 nM Dissociation constant for Retinoid X receptor alpha ChEMBL. 16190748
Kd (binding) = 32 nM Dissociation constant for Retinoid X receptor alpha ChEMBL. 16190748
Kd (binding) = 645 nM Dissociation constant for Retinoic acid receptor gamma ChEMBL. 16190748
Kd (binding) = 645 nM Dissociation constant for Retinoic acid receptor gamma ChEMBL. 16190748

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 7636843
Mus musculus ChEMBL23 7636843

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

3 literature references were collected for this gene.

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