Detailed information for compound 254844

Basic information

Technical information
  • TDR Targets ID: 254844
  • Name: 6-[4-methoxy-3-(1-methylcyclohexyl)phenyl]nap hthalene-2-carboxylic acid
  • MW: 374.472 | Formula: C25H26O3
  • H donors: 1 H acceptors: 2 LogP: 7.38 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1C1(C)CCCCC1)c1ccc2c(c1)ccc(c2)C(=O)O
  • InChi: 1S/C25H26O3/c1-25(12-4-3-5-13-25)22-16-20(10-11-23(22)28-2)18-6-7-19-15-21(24(26)27)9-8-17(19)14-18/h6-11,14-16H,3-5,12-13H2,1-2H3,(H,26,27)
  • InChiKey: SWIWERVMTLKNLQ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 6-[4-methoxy-3-(1-methylcyclohexyl)phenyl]-2-naphthalenecarboxylic acid
  • 6-[4-methoxy-3-(1-methylcyclohexyl)phenyl]-2-naphthoic acid
  • CD 2019
  • 143984-56-9
  • 2-Naphthalenecarboxylic acid, 6-(4-methoxy-3-(1-methylcyclohexyl)phenyl)-
  • 6-(4-Methoxy-3-(1-methylcyclohexyl)phenyl)-2-naphthalenecarboxylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens retinoic acid receptor, gamma 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
Loa Loa (eye worm) nuclear receptor nhr-7B Get druggable targets OG5_131607 All targets in OG5_131607
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131607 All targets in OG5_131607
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
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
Brugia malayi nuclear hormone receptor 0.0049 0.0001 0.0001
Schistosoma mansoni glutamate receptor kainate 0.0095 0.0602 0.0889
Schistosoma mansoni thyroid hormone receptor 0.0049 0.0001 0.0002
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0049 0.0001 0.0001
Schistosoma mansoni glutamate receptor AMPA 0.0095 0.0602 0.0889
Schistosoma mansoni hypothetical protein 0.0205 0.2026 0.2992
Loa Loa (eye worm) hypothetical protein 0.0049 0.0001 0.0001
Schistosoma mansoni retinoic acid receptor RXR 0.0049 0.0001 0.0002
Brugia malayi nuclear receptor NHR-88 0.0049 0.0001 0.0001
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0049 0.0001 0.0001
Echinococcus multilocularis NMDA receptor 0.0095 0.0602 0.0647
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0073 0.0309 0.0457
Echinococcus granulosus nmda type glutamate receptor 0.0475 0.5538 0.5951
Mycobacterium tuberculosis Probable glutamine-binding lipoprotein GlnH (GLNBP) 0.0244 0.2533 1
Schistosoma mansoni hypothetical protein 0.0095 0.0602 0.0889
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0049 0.0001 0.0001
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0144 0.1235 0.1327
Echinococcus multilocularis Cys loop ligand gated ion channel subunit 0.0073 0.0309 0.0332
Echinococcus multilocularis Cys loop ligand gated ion channel subunit 0.0064 0.0204 0.0219
Echinococcus granulosus Cys loop ligand gated ion channel subunit 0.0064 0.0204 0.0219
Loa Loa (eye worm) glutamate-gated chloride channel alpha3A subunit 0.0073 0.0309 0.032
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0049 0.0001 0.0002
Brugia malayi steroid hormone receptor 0.0049 0.0001 0.0001
Toxoplasma gondii fructose-bisphospatase II 0.0339 0.3777 1
Loa Loa (eye worm) nuclear receptor nhr-7B 0.0792 0.9665 1
Echinococcus granulosus glutamate receptor subunit protein glur 0.0095 0.0602 0.0647
Echinococcus granulosus geminin 0.0205 0.2026 0.2177
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0144 0.1235 0.1327
Echinococcus granulosus ecdysone induced protein 78C 0.0049 0.0001 0.0001
Loa Loa (eye worm) hypothetical protein 0.0049 0.0001 0.0001
Loa Loa (eye worm) GABA receptor subunit 0.0066 0.0219 0.0227
Loa Loa (eye worm) hypothetical protein 0.0049 0.0001 0.0001
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0049 0.0001 0.0001
Trypanosoma cruzi ATP-dependent 6-phosphofructokinase, glycosomal 0.0131 0.1073 0.2841
Loa Loa (eye worm) glutamate receptor 2 0.0095 0.0602 0.0623
Echinococcus multilocularis fructose 1,6 bisphosphatase 1 0.0339 0.3777 0.4058
Schistosoma mansoni ATP-binding cassette transporter 0.0095 0.0602 0.0889
Brugia malayi glutamate-gated chloride channel alpha3A subunit, putative 0.0064 0.0204 0.0211
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0073 0.0309 0.0457
Brugia malayi 6-phosphofructokinase 0.0131 0.1073 0.111
Echinococcus granulosus Ribosomal protein S1 RNA binding domain 0.0095 0.0602 0.0647
Onchocerca volvulus Protein ultraspiracle homolog 0.0049 0.0001 0.0001
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0049 0.0001 0.0001
Loa Loa (eye worm) 6-phosphofructokinase 0.0131 0.1073 0.111
Mycobacterium leprae PROBABLE 6-PHOSPHOFRUCTOKINASE PFKA (PHOSPHOHEXOKINASE) (PHOSPHOFRUCTOKINASE) 0.0131 0.1073 0.5
Loa Loa (eye worm) hypothetical protein 0.0073 0.0309 0.032
Schistosoma mansoni glutamate receptor kainate 0.0095 0.0602 0.0889
Echinococcus multilocularis glutamate receptor ionotropic kainate 0.0095 0.0602 0.0647
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0049 0.0001 0.0001
Echinococcus multilocularis thyroid hormone receptor alpha 0.0049 0.0001 0.0001
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0144 0.1235 0.1327
Schistosoma mansoni hypothetical protein 0.0062 0.0178 0.0263
Schistosoma mansoni hypothetical protein 0.0205 0.2026 0.2992
Brugia malayi Nuclear hormone receptor-like 1 0.0049 0.0001 0.0001
Brugia malayi Steroid receptor seven-up type 2 0.0049 0.0001 0.0001
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0049 0.0001 0.0001
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0144 0.1235 0.1327
Echinococcus multilocularis Ribosomal protein S1, RNA binding domain 0.0095 0.0602 0.0647
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0049 0.0001 0.0001
Echinococcus multilocularis glutamate receptor NMDA 0.0426 0.4905 0.527
Schistosoma mansoni RAR-like nuclear receptor 0.0049 0.0001 0.0002
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0049 0.0001 0.0001
Schistosoma mansoni 6-phosphofructokinase 0.0131 0.1073 0.1584
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0049 0.0001 0.0002
Echinococcus multilocularis glutamate receptor 2 0.0095 0.0602 0.0647
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0073 0.0309 0.0332
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0144 0.1235 0.1327
Onchocerca volvulus Bile acid receptor homolog 0.0049 0.0001 0.0001
Trichomonas vaginalis phosphofructokinase, putative 0.0131 0.1073 0.5
Brugia malayi Cation transporter family protein 0.0073 0.0309 0.032
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0049 0.0001 0.0001
Echinococcus granulosus FTZ F1 alpha 0.0049 0.0001 0.0001
Trichomonas vaginalis phosphofructokinase, putative 0.0131 0.1073 0.5
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0049 0.0001 0.0002
Echinococcus granulosus glycine receptor subunit alpha 1 0.0073 0.0309 0.0332
Echinococcus granulosus glutamate NMDA receptor subunit 0.0155 0.138 0.1483
Echinococcus multilocularis glycine receptor subunit beta 0.0073 0.0309 0.0332
Brugia malayi photoreceptor-specific nuclear receptor 0.0049 0.0001 0.0001
Brugia malayi fructose-1,6-bisphosphatase 0.0339 0.3777 0.3908
Loa Loa (eye worm) hypothetical protein 0.0049 0.0001 0.0001
Leishmania major 0.0339 0.3777 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0049 0.0001 0.0001
Echinococcus granulosus glutamate receptor NMDA 0.0426 0.4905 0.527
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0049 0.0001 0.0001
Loa Loa (eye worm) hypothetical protein 0.0066 0.0219 0.0227
Loa Loa (eye worm) phosphofructokinase 0.0131 0.1073 0.111
Echinococcus granulosus glycine receptor subunit beta 0.0073 0.0309 0.0332
Schistosoma mansoni glutamate receptor kainate 0.0095 0.0602 0.0889
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0049 0.0001 0.0001
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0049 0.0001 0.0001
Echinococcus multilocularis geminin 0.0205 0.2026 0.2177
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0049 0.0001 0.0001
Echinococcus multilocularis ecdysone induced protein 78C 0.0049 0.0001 0.0001
Schistosoma mansoni coup transcription factor 0.0049 0.0001 0.0002
Brugia malayi 6-phosphofructokinase 0.0131 0.1073 0.111
Trypanosoma cruzi sedoheptulose-1,7-bisphosphatase, putative 0.0126 0.1007 0.2665
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0073 0.0309 0.0332
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0144 0.1235 0.1327
Loa Loa (eye worm) 6-phosphofructokinase 0.0131 0.1073 0.111
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0049 0.0001 0.0001
Echinococcus granulosus glycine receptor subunit alpha 1 0.0073 0.0309 0.0332
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0049 0.0001 0.0001
Echinococcus multilocularis 6 phosphofructokinase 0.0131 0.1073 0.1153
Schistosoma mansoni thyroid hormone receptor 0.0049 0.0001 0.0002
Schistosoma mansoni steroid hormone receptor ad4bp 0.0049 0.0001 0.0002
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0049 0.0001 0.0002
Schistosoma mansoni glutamate receptor NMDA 0.0155 0.138 0.2037
Echinococcus granulosus nmda type glutamate receptor 0.0765 0.9307 1
Trichomonas vaginalis phosphofructokinase, putative 0.0131 0.1073 0.5
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0049 0.0001 0.0001
Loa Loa (eye worm) glutamate receptor 1 0.0095 0.0602 0.0623
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.0244 0.2533 1
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0144 0.1235 0.1327
Echinococcus multilocularis nmda type glutamate receptor 0.0765 0.9307 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0144 0.1235 0.1327
Schistosoma mansoni fructose-16-bisphosphatase-related 0.0339 0.3777 0.5576
Echinococcus multilocularis glycine receptor subunit beta 0.0073 0.0309 0.0332
Loa Loa (eye worm) steroid hormone receptor 0.0049 0.0001 0.0001
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0049 0.0001 0.0001
Brugia malayi phosphofructokinase 0.0131 0.1073 0.111
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0049 0.0001 0.0001
Echinococcus granulosus 6 phosphofructokinase 0.0131 0.1073 0.1153
Echinococcus multilocularis FTZ F1 alpha 0.0049 0.0001 0.0001
Loa Loa (eye worm) hypothetical protein 0.0049 0.0001 0.0001
Loa Loa (eye worm) hypothetical protein 0.0049 0.0001 0.0001
Trypanosoma cruzi sedoheptulose-1,7-bisphosphatase, putative 0.0126 0.1007 0.2665
Brugia malayi Glutamate receptor 2 precursor 0.0095 0.0602 0.0623
Echinococcus granulosus glycine receptor subunit beta 0.0073 0.0309 0.0332
Schistosoma mansoni glutamate receptor NMDA 0.057 0.6774 1
Schistosoma mansoni 6-phosphofructokinase 0.0131 0.1073 0.1584
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0049 0.0001 0.0001
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0049 0.0001 0.0002
Brugia malayi nuclear hormone receptor 0.0792 0.9665 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0049 0.0001 0.0001
Treponema pallidum amino acid ABC transporter, periplasmic binding protein (hisJ) 0.0244 0.2533 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0049 0.0001 0.0001
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0049 0.0001 0.0001
Echinococcus multilocularis glutamate receptor 2 0.0144 0.1235 0.1327
Entamoeba histolytica phosphofructokinase, putative 0.0131 0.1073 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0049 0.0001 0.0001
Entamoeba histolytica phosphofructokinase, putative 0.0131 0.1073 1
Echinococcus granulosus Cys loop ligand gated ion channel subunit 0.0073 0.0309 0.0332
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0155 0.138 0.1483
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0049 0.0001 0.0001
Loa Loa (eye worm) glutamate-gated chloride channel alpha3A subunit 0.0064 0.0204 0.0211
Loa Loa (eye worm) fructose-1,6-bisphosphatase 0.0339 0.3777 0.3908
Loa Loa (eye worm) hypothetical protein 0.0049 0.0001 0.0001
Trypanosoma brucei ATP-dependent 6-phosphofructokinase, glycosomal 0.0131 0.1073 0.0239
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0073 0.0309 0.0332
Echinococcus granulosus glutamate receptor 2 0.0144 0.1235 0.1327
Trichomonas vaginalis phosphofructokinase, putative 0.0131 0.1073 0.5
Echinococcus granulosus fructose 16 bisphosphatase 1 0.0339 0.3777 0.4058
Onchocerca volvulus 0.0049 0.0001 0.0001
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0049 0.0001 0.0001
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0049 0.0001 0.0001
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0073 0.0309 0.0457
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0339 0.3769 0.4049
Trypanosoma brucei fructose-1,6-bisphosphatase 0.0339 0.3777 1
Loa Loa (eye worm) hypothetical protein 0.0049 0.0001 0.0001
Loa Loa (eye worm) hypothetical protein 0.0769 0.9365 0.969
Treponema pallidum amino acid ABC transporter, periplasmic binding protein 0.0244 0.2533 1
Chlamydia trachomatis arginine ABC transporter substrate-binding protein ArtJ 0.0244 0.2533 0.5
Schistosoma mansoni nuclear hormone receptor 0.0049 0.0001 0.0002
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0049 0.0001 0.0001
Leishmania major ATP-dependent phosphofructokinase 0.0131 0.1073 0.2841
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0049 0.0001 0.0001
Entamoeba histolytica phosphofructokinase, putative 0.0131 0.1073 1
Echinococcus multilocularis glutamate receptor subunit protein glur 0.0095 0.0602 0.0647
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0049 0.0001 0.0001
Echinococcus multilocularis nmda type glutamate receptor 0.0475 0.5538 0.5951
Echinococcus granulosus glutamate receptor ionotropic kainate 0.0095 0.0602 0.0647
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0049 0.0001 0.0002
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0049 0.0001 0.0001
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.0339 0.3777 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0049 0.0001 0.0001
Schistosoma mansoni glutamate receptor AMPA 0.0095 0.0602 0.0889
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.0339 0.3777 1
Chlamydia trachomatis glutamine binding protein 0.0244 0.2533 0.5
Echinococcus granulosus glycine receptor subunit alpha 1 0.0073 0.0309 0.0332
Brugia malayi ecdysteroid receptor 0.0049 0.0001 0.0001
Brugia malayi Glutamate receptor 1 precursor 0.0095 0.0602 0.0623
Echinococcus granulosus glutamate receptor ionotropic kainate 3 0.0095 0.0602 0.0647
Brugia malayi glutamate-gated chloride channel alpha3A subunit, putative 0.0066 0.0219 0.0227

Activities

Activity type Activity value Assay description Source Reference
AC50 (functional) = 150 nM In vitro promotion of plasminogen activator secretion from F9 (murine teratocarcinoma) cells. ChEMBL. 8544175
AC50 (functional) = 150 nM In vitro promotion of plasminogen activator secretion from F9 (murine teratocarcinoma) cells. ChEMBL. 8544175
Ki (binding) = 26 nM Binding affinity to retinoic acid receptor beta using [3H]-CD 367 as radioligand ChEMBL. 8544175
Ki (binding) = 26 nM Binding affinity to retinoic acid receptor beta using [3H]-CD 367 as radioligand ChEMBL. 8544175
Ki (binding) = 160 nM Binding affinity to retinoic acid receptor (RAR) gamma using [3H]-CD 367 as radioligand ChEMBL. 8544175
Ki (binding) = 160 nM Binding affinity to retinoic acid receptor (RAR) gamma using [3H]-CD 367 as radioligand ChEMBL. 8544175
Ki (binding) = 1120 nM Binding affinity to retinoic acid receptor alpha using [3H]-CD 367 as radioligand ChEMBL. 8544175
Ki (binding) = 1120 nM Binding affinity to retinoic acid receptor alpha using [3H]-CD 367 as radioligand ChEMBL. 8544175

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 8544175

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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