Detailed information for compound 448247

Basic information

Technical information
  • TDR Targets ID: 448247
  • Name: methyl 1-[3-(4-hexylphenyl)-3-oxopropyl]piper idine-4-carboxylate
  • MW: 359.502 | Formula: C22H33NO3
  • H donors: 0 H acceptors: 2 LogP: 4.89 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCCCc1ccc(cc1)C(=O)CCN1CCC(CC1)C(=O)OC
  • InChi: 1S/C22H33NO3/c1-3-4-5-6-7-18-8-10-19(11-9-18)21(24)14-17-23-15-12-20(13-16-23)22(25)26-2/h8-11,20H,3-7,12-17H2,1-2H3
  • InChiKey: QESMLDAGHLHSQF-UHFFFAOYSA-N  

Network

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Synonyms

  • methyl 1-[3-(4-hexylphenyl)-3-oxo-propyl]piperidine-4-carboxylate
  • 1-[3-(4-hexylphenyl)-3-oxopropyl]-4-piperidinecarboxylic acid methyl ester
  • 1-[3-(4-hexylphenyl)-3-keto-propyl]isonipecot methyl ester
  • 1-[3-(4-hexylphenyl)-3-keto-propyl]isonipecotic acid methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens thyroid hormone receptor, beta Starlite/ChEMBL References
Homo sapiens thyroid hormone receptor, alpha Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus Mitotic checkpoint protein PRCC C terminal Get druggable targets OG5_134830 All targets in OG5_134830
Echinococcus multilocularis thyroid hormone receptor alpha Get druggable targets OG5_134830 All targets in OG5_134830
Schistosoma japonicum Thyroid hormone receptor alpha, putative Get druggable targets OG5_134830 All targets in OG5_134830
Brugia malayi Nuclear hormone receptor-like 1 Get druggable targets OG5_156853 All targets in OG5_156853
Schistosoma japonicum ko:K08362 nuclear receptor, subfamily 1, group A, member 2, putative Get druggable targets OG5_134830 All targets in OG5_134830
Brugia malayi Nuclear hormone receptor-like 1 Get druggable targets OG5_156853 All targets in OG5_156853
Brugia malayi Nuclear hormone receptor-like 1 Get druggable targets OG5_156853 All targets in OG5_156853
Schistosoma mansoni hypothetical protein Get druggable targets OG5_134830 All targets in OG5_134830
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_156853 All targets in OG5_156853
Schistosoma mansoni thyroid hormone receptor Get druggable targets OG5_134830 All targets in OG5_134830
Schistosoma mansoni thyroid hormone receptor Get druggable targets OG5_134830 All targets in OG5_134830
Schistosoma japonicum expressed protein Get druggable targets OG5_134830 All targets in OG5_134830
Schistosoma japonicum Thyroid hormone receptor alpha, putative Get druggable targets OG5_134830 All targets in OG5_134830
Loa Loa (eye worm) nuclear hormone receptor-like 1 Get druggable targets OG5_156853 All targets in OG5_156853
Echinococcus multilocularis Mitotic checkpoint protein PRCC, C terminal Get druggable targets OG5_134830 All targets in OG5_134830

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi photoreceptor-specific nuclear receptor thyroid hormone receptor, alpha 451 aa 372 aa 25.3 %
Brugia malayi photoreceptor-specific nuclear receptor thyroid hormone receptor, beta 461 aa 414 aa 24.6 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Schistosoma mansoni thyroid hormone receptor 0.0176 0.1523 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.0176 0.1523 1
Echinococcus granulosus Mitotic checkpoint protein PRCC C terminal 0.0152 0 0.5
Schistosoma mansoni thyroid hormone receptor 0.0176 0.1523 1
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0301 0.9282 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 3.9 uM Displacement of labeled SRC2-2 from human TRbeta expressed in BL21 (DE3) cells FP assay ChEMBL. 17918822
IC50 (binding) = 3.9 uM Displacement of labeled SRC2-2 from human TRbeta expressed in BL21 (DE3) cells FP assay ChEMBL. 17918822
IC50 (binding) = 6.3 uM Displacement of labeled SRC2-2 from human TRalpha by FP assay ChEMBL. 17918822
IC50 (binding) = 6.3 uM Displacement of labeled SRC2-2 from human TRalpha by FP assay ChEMBL. 17918822
LD50 (functional) = 8.2 uM Cytotoxicity against human ARO cells after 48 hrs by MTS assay ChEMBL. 17918822
LD50 (functional) = 8.2 uM Cytotoxicity against human ARO cells after 48 hrs by MTS assay ChEMBL. 17918822
LD50 (functional) = 19.7 uM Cytotoxicity against human U2OS cells after 48 hrs by MTS assay ChEMBL. 17918822
LD50 (functional) = 19.7 uM Cytotoxicity against human U2OS cells after 48 hrs by MTS assay ChEMBL. 17918822
permeability (ADMET) = 145 10^-6 cm/s Permeability across artificial membrane at pH 7.4 by PAMPA assay ChEMBL. 17918822
Ratio IC50 (binding) = 1.6 Selectivity ratio of IC50 for TRBeta to IC50 for TRalpha ChEMBL. 17918822
Solubility = 27 uM Solubility in PBS ChEMBL. 17918822

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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