Detailed information for compound 1522696

Basic information

Technical information
  • TDR Targets ID: 1522696
  • Name: (2E)-2-[(4-hydroxyphenyl)methylidene]-6-methy lcyclohexan-1-one
  • MW: 216.276 | Formula: C14H16O2
  • H donors: 1 H acceptors: 2 LogP: 3.22 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC1CCC/C(=C\c2ccc(cc2)O)/C1=O
  • InChi: 1S/C14H16O2/c1-10-3-2-4-12(14(10)16)9-11-5-7-13(15)8-6-11/h5-10,15H,2-4H2,1H3/b12-9+
  • InChiKey: WEAISWDHPIHAKA-FMIVXFBMSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[(4-hydroxyphenyl)methylidene]-6-methylcyclohexan-1-one
  • (2E)-2-[(4-hydroxyphenyl)methylene]-6-methyl-cyclohexan-1-one
  • 2-[(4-hydroxyphenyl)methylene]-6-methyl-cyclohexan-1-one
  • (2E)-2-[(4-hydroxyphenyl)methylene]-6-methyl-1-cyclohexanone
  • 2-[(4-hydroxyphenyl)methylene]-6-methyl-1-cyclohexanone
  • 2-(4-hydroxybenzylidene)-6-methyl-cyclohexan-1-one
  • (2E)-2-(4-hydroxybenzylidene)-6-methyl-cyclohexan-1-one
  • 2-[(4-hydroxyphenyl)methylidene]-6-methyl-cyclohexan-1-one
  • (2E)-2-[(4-hydroxyphenyl)methylidene]-6-methyl-cyclohexan-1-one
  • AN-308/15495078
  • 2-(4-hydroxybenzylidene)-6-methylcyclohexanone
  • MLS001178536
  • SMR000477039

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens glycoprotein hormones, alpha polypeptide Starlite/ChEMBL No references
Homo sapiens GNAS complex locus Starlite/ChEMBL No references
Homo sapiens SMAD family member 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum ko:K04632 guanine nucleotide binding protein (G protein), alpha stimulating, putative Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Loa Loa (eye worm) MH2 domain-containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Brugia malayi MH2 domain containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Loa Loa (eye worm) transcription factor SMAD2 Get druggable targets OG5_131716 All targets in OG5_131716
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain Get druggable targets OG5_131088 All targets in OG5_131088
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi MH2 domain containing protein SMAD family member 2 467 aa 405 aa 31.6 %
Toxoplasma gondii intraflagellar transport protein 172, putative glycoprotein hormones, alpha polypeptide 116 aa 94 aa 26.6 %
Schistosoma mansoni GTP-binding protein alpha subunit gna GNAS complex locus 394 aa 450 aa 28.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2879 0.2879
Brugia malayi Nuclear hormone receptor family member nhr-25 0.002 0.062 0.0718
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0015 0.0302 0.0302
Brugia malayi Nuclear hormone receptor family member nhr-40 0.002 0.062 0.0718
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.2452 0.2841
Brugia malayi Nuclear hormone receptor family member nhr-19 0.002 0.062 0.0718
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0015 0.0302 0.0302
Schistosoma mansoni nuclear hormone receptor 0.002 0.062 0.062
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.002 0.062 0.5
Brugia malayi TAR-binding protein 0.0128 0.7561 0.8759
Brugia malayi Steroid receptor seven-up type 2 0.002 0.062 0.0718
Brugia malayi Nuclear hormone receptor family member nhr-49 0.002 0.062 0.0718
Brugia malayi ecdysteroid receptor 0.002 0.062 0.0718
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.002 0.062 0.0718
Schistosoma mansoni tar DNA-binding protein 0.0128 0.7561 0.7561
Brugia malayi MH2 domain containing protein 0.0144 0.8632 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.002 0.062 0.062
Echinococcus multilocularis tar DNA binding protein 0.0128 0.7561 0.7561
Brugia malayi steroid hormone receptor 0.002 0.062 0.0718
Brugia malayi Nuclear hormone receptor family member nhr-41 0.002 0.062 0.0718
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.002 0.062 0.062
Schistosoma mansoni tar DNA-binding protein 0.0128 0.7561 0.7561
Loa Loa (eye worm) hypothetical protein 0.002 0.062 0.0718
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.002 0.062 0.062
Loa Loa (eye worm) hypothetical protein 0.002 0.062 0.0718
Echinococcus granulosus retinoic acid receptor rxr beta a 0.002 0.062 0.062
Echinococcus granulosus FTZ F1 alpha 0.002 0.062 0.062
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.002 0.062 0.0718
Echinococcus multilocularis GPCR, family 2 0.0015 0.0302 0.0302
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0128 0.7561 0.8759
Brugia malayi Nuclear hormone receptor family member nhr-1 0.002 0.062 0.0718
Schistosoma mansoni thyroid hormone receptor 0.002 0.062 0.062
Schistosoma mansoni hypothetical protein 0.0033 0.1457 0.1457
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.002 0.062 0.0718
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.002 0.062 0.062
Loa Loa (eye worm) latrophilin receptor protein 2 0.0015 0.0302 0.0349
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.002 0.062 0.062
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.002 0.062 0.062
Loa Loa (eye worm) hypothetical protein 0.0015 0.0302 0.0349
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2879 0.2879
Loa Loa (eye worm) TAR-binding protein 0.0128 0.7561 0.8759
Brugia malayi nuclear hormone receptor 0.002 0.062 0.0718
Echinococcus multilocularis thyroid hormone receptor alpha 0.002 0.062 0.062
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.002 0.062 0.062
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.2879 0.2879
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.002 0.062 0.062
Loa Loa (eye worm) steroid hormone receptor 0.002 0.062 0.0718
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.002 0.062 0.0718
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0015 0.0302 0.0302
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.002 0.062 0.062
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.8632 1
Brugia malayi photoreceptor-specific nuclear receptor 0.002 0.062 0.0718
Onchocerca volvulus Protein ultraspiracle homolog 0.002 0.062 0.5
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.002 0.062 0.062
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.2452 0.2841
Schistosoma mansoni coup transcription factor 0.002 0.062 0.062
Schistosoma mansoni tar DNA-binding protein 0.0128 0.7561 0.7561
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.002 0.062 0.0718
Brugia malayi latrophilin 2 splice variant baaae 0.0033 0.1457 0.1688
Echinococcus multilocularis FTZ F1 alpha 0.002 0.062 0.062
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0015 0.0302 0.0349
Loa Loa (eye worm) hypothetical protein 0.002 0.062 0.0718
Schistosoma mansoni hypothetical protein 0.0165 1 1
Schistosoma mansoni hypothetical protein 0.0015 0.0302 0.0302
Brugia malayi Nuclear hormone receptor family member nhr-19 0.002 0.062 0.0718
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.002 0.062 0.062
Schistosoma mansoni retinoic acid receptor RXR 0.002 0.062 0.062
Echinococcus multilocularis geminin 0.0165 1 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.8632 1
Schistosoma mansoni Tr4/Tr2 (homologue) 0.002 0.062 0.062
Schistosoma mansoni hypothetical protein 0.0015 0.0302 0.0302
Echinococcus granulosus GPCR family 2 0.0015 0.0302 0.0302
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.002 0.062 0.062
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0055 0.2879 0.3336
Onchocerca volvulus 0.002 0.062 0.5
Onchocerca volvulus Bile acid receptor homolog 0.002 0.062 0.5
Loa Loa (eye worm) hypothetical protein 0.002 0.062 0.0718
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0015 0.0302 0.0302
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.002 0.062 0.0718
Brugia malayi Nuclear hormone receptor family member nhr-31 0.002 0.062 0.0718
Brugia malayi Nuclear hormone receptor family member nhr-25 0.002 0.062 0.0718
Loa Loa (eye worm) hypothetical protein 0.002 0.062 0.0718
Schistosoma mansoni hypothetical protein 0.0015 0.0302 0.0302
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.002 0.062 0.0718
Loa Loa (eye worm) RNA binding protein 0.0128 0.7561 0.8759
Echinococcus granulosus tar DNA binding protein 0.0128 0.7561 0.7561
Echinococcus granulosus nuclear receptor 2DBD gamma 0.002 0.062 0.062
Loa Loa (eye worm) hypothetical protein 0.0033 0.1457 0.1688
Loa Loa (eye worm) hypothetical protein 0.0049 0.2452 0.2841
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.2879 0.2879
Schistosoma mansoni hypothetical protein 0.0015 0.0302 0.0302
Brugia malayi RNA recognition motif domain containing protein 0.0128 0.7561 0.8759
Loa Loa (eye worm) hypothetical protein 0.002 0.062 0.0718
Brugia malayi Latrophilin receptor protein 2 0.0015 0.0302 0.0349
Schistosoma mansoni tar DNA-binding protein 0.0128 0.7561 0.7561
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.002 0.062 0.062
Brugia malayi Nuclear hormone receptor family member nhr-14 0.002 0.062 0.0718
Brugia malayi Nuclear hormone receptor family member nhr-3 0.002 0.062 0.0718
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.002 0.062 0.0718
Schistosoma mansoni RAR-like nuclear receptor 0.002 0.062 0.062
Brugia malayi RNA binding protein 0.0128 0.7561 0.8759
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.002 0.062 0.0718
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.002 0.062 0.062
Echinococcus granulosus ecdysone induced protein 78C 0.002 0.062 0.062
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0055 0.2879 0.3336
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.002 0.062 0.062
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2879 0.2879
Brugia malayi nuclear receptor NHR-88 0.002 0.062 0.0718
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.2879 0.2879
Loa Loa (eye worm) hypothetical protein 0.002 0.062 0.0718
Echinococcus multilocularis ecdysone induced protein 78C 0.002 0.062 0.062
Schistosoma mansoni tar DNA-binding protein 0.0128 0.7561 0.7561
Schistosoma mansoni steroid hormone receptor ad4bp 0.002 0.062 0.062
Brugia malayi Nuclear hormone receptor-like 1 0.002 0.062 0.0718
Loa Loa (eye worm) hypothetical protein 0.002 0.062 0.0718
Schistosoma mansoni hypothetical protein 0.0165 1 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.2879 0.2879
Schistosoma mansoni thyroid hormone receptor 0.002 0.062 0.062
Schistosoma mansoni retinoid-x-receptor (RXR) 0.002 0.062 0.062
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.2452 0.2841

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) 26.57 uM PubChem BioAssay. Discovery of small molecule inhibitors of the oncogenic and cytokinetic protein MgcRacGAP - Primary and Confirmatory Screens. (Class of assay: confirmatory) ChEMBL. No reference
IC50 (functional) > 30 uM Inhibition of alpha-MSH -stimulated melanogenesis in mouse B16 cells assessed as melanin release after 3 days ChEMBL. 21388810
Inhibition (functional) < 10 % Inhibition of alpha-MSH -stimulated melanogenesis in mouse B16 cells assessed as melanin release at 10 uM after 3 days ChEMBL. 21388810
Potency (functional) 2.2387 uM PubChem BioAssay. qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 6.3096 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] ChEMBL. No reference
Potency (functional) 8.9125 uM PubChem BioAssay. qHTS for Activators of Integrin-Mediated Alleviation for Muscular Dystrophy. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 22.3872 uM PubChem BioAssay. qHTS of Nrf2 Activators. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 29.0929 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 31.6228 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 35.4813 uM PubChem BioAssay. qHTS Assay for Inhibitors of the HIV-1 protein Vpr. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 35.4813 uM PubChem BioAssay. qHTS of PTHR Inhibitors: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference

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

No literature references available for this target.

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