Detailed information for compound 161970

Basic information

Technical information
  • TDR Targets ID: 161970
  • Name: 3-[(3R,4R)-1-(3-cyclopentyl-3-hydroxypropyl)- 3,4-dimethylpiperidin-4-yl]phenol
  • MW: 331.492 | Formula: C21H33NO2
  • H donors: 2 H acceptors: 2 LogP: 4.69 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(C1CCCC1)CCN1CC[C@@]([C@H](C1)C)(C)c1cccc(c1)O
  • InChi: 1S/C21H33NO2/c1-16-15-22(12-10-20(24)17-6-3-4-7-17)13-11-21(16,2)18-8-5-9-19(23)14-18/h5,8-9,14,16-17,20,23-24H,3-4,6-7,10-13,15H2,1-2H3/t16-,20?,21+/m0/s1
  • InChiKey: QNGDZOWOJWOVFY-RBEDQOGGSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 3-[(3R,4R)-1-(3-cyclopentyl-3-hydroxy-propyl)-3,4-dimethyl-4-piperidyl]phenol
  • 3-[(3R,4R)-1-(3-cyclopentyl-3-hydroxypropyl)-3,4-dimethyl-4-piperidinyl]phenol
  • 3-[(3R,4R)-1-(3-cyclopentyl-3-hydroxy-propyl)-3,4-dimethyl-piperidin-4-yl]phenol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Mu opioid receptor Starlite/ChEMBL References
Cavia porcellus Kappa opioid receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi GnHR receptor homolog Kappa opioid receptor   380 aa 341 aa 20.2 %
Onchocerca volvulus Kappa opioid receptor   380 aa 310 aa 24.2 %
Onchocerca volvulus Mu opioid receptor   398 aa 356 aa 23.9 %
Echinococcus multilocularis allatostatin A receptor Mu opioid receptor   398 aa 341 aa 29.3 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Mu opioid receptor   398 aa 334 aa 24.9 %
Brugia malayi hypothetical protein Kappa opioid receptor   380 aa 320 aa 20.6 %
Schistosoma japonicum Rhodopsin, putative Mu opioid receptor   398 aa 328 aa 23.2 %
Schistosoma mansoni rhodopsin-like orphan GPCR Kappa opioid receptor   380 aa 379 aa 22.4 %
Onchocerca volvulus Mu opioid receptor   398 aa 376 aa 26.3 %
Echinococcus granulosus somatostatin receptor Kappa opioid receptor   380 aa 342 aa 19.6 %
Onchocerca volvulus Phosphoinositide 3-kinase adapter subunit homolog Kappa opioid receptor   380 aa 323 aa 22.6 %
Schistosoma japonicum ko:K04255 opsin 4 (melanopsin), putative Kappa opioid receptor   380 aa 352 aa 20.2 %
Onchocerca volvulus Programmed cell death protein 5 homolog Mu opioid receptor   398 aa 323 aa 24.1 %
Echinococcus granulosus thyrotropin releasing hormone receptor Mu opioid receptor   398 aa 370 aa 27.3 %
Echinococcus multilocularis growth hormone secretagogue receptor type 1 Kappa opioid receptor   380 aa 306 aa 21.2 %
Onchocerca volvulus Mu opioid receptor   398 aa 333 aa 26.4 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Mu opioid receptor   398 aa 371 aa 27.0 %
Brugia malayi ORL1-like opioid receptor Kappa opioid receptor   380 aa 312 aa 25.3 %
Echinococcus granulosus allatostatin A receptor Mu opioid receptor   398 aa 346 aa 29.5 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Mu opioid receptor   398 aa 334 aa 23.1 %
Brugia malayi hypothetical protein Kappa opioid receptor   380 aa 319 aa 21.6 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Mu opioid receptor   398 aa 397 aa 22.7 %
Schistosoma mansoni neuropeptide F-like receptor Mu opioid receptor   398 aa 335 aa 20.6 %
Onchocerca volvulus Phospholipase d-related homolog Kappa opioid receptor   380 aa 326 aa 20.9 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Kappa opioid receptor   380 aa 313 aa 26.2 %
Onchocerca volvulus Mitogen-activated protein kinase kinase kinase 8 homolog Kappa opioid receptor   380 aa 395 aa 20.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi TAR-binding protein 0.1129 0.7156 0.7156
Brugia malayi latrophilin 2 splice variant baaae 0.1058 0.6673 0.6673
Loa Loa (eye worm) TAR-binding protein 0.1129 0.7156 0.7156
Schistosoma mansoni tar DNA-binding protein 0.1129 0.7156 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.1548 1 1
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0079 0.0023 1
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.049 0.2812 0.3909
Loa Loa (eye worm) pigment dispersing factor receptor c 0.1548 1 1
Echinococcus multilocularis GPCR, family 2 0.049 0.2812 0.3909
Echinococcus granulosus tar DNA binding protein 0.1129 0.7156 1
Echinococcus multilocularis tar DNA binding protein 0.1129 0.7156 1
Schistosoma mansoni hypothetical protein 0.049 0.2812 0.3909
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0079 0.0023 1
Brugia malayi Latrophilin receptor protein 2 0.049 0.2812 0.2812
Schistosoma mansoni tar DNA-binding protein 0.1129 0.7156 1
Brugia malayi isocitrate dehydrogenase 0.0079 0.0023 0.0023
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0079 0.0023 1
Schistosoma mansoni tar DNA-binding protein 0.1129 0.7156 1
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0079 0.0023 1
Loa Loa (eye worm) isocitrate dehydrogenase 0.0079 0.0023 0.0023
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0079 0.0023 1
Brugia malayi MH2 domain containing protein 0.0924 0.5762 0.5762
Brugia malayi Isocitrate dehydrogenase 0.0079 0.0023 0.0023
Schistosoma mansoni hypothetical protein 0.1058 0.6673 0.9323
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0079 0.0023 1
Toxoplasma gondii isocitrate dehydrogenase 0.0079 0.0023 1
Loa Loa (eye worm) hypothetical protein 0.1058 0.6673 0.6673
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.1129 0.7156 0.7156
Echinococcus granulosus GPCR family 2 0.049 0.2812 0.3909
Schistosoma mansoni tar DNA-binding protein 0.1129 0.7156 1
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.049 0.2812 0.3909
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0079 0.0023 1
Brugia malayi RNA recognition motif domain containing protein 0.1129 0.7156 0.7156
Brugia malayi RNA binding protein 0.1129 0.7156 0.7156
Toxoplasma gondii isocitrate dehydrogenase 0.0079 0.0023 1
Schistosoma mansoni hypothetical protein 0.049 0.2812 0.3909
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.049 0.2812 0.3909
Loa Loa (eye worm) latrophilin receptor protein 2 0.049 0.2812 0.2812
Schistosoma mansoni hypothetical protein 0.049 0.2812 0.3909
Loa Loa (eye worm) hypothetical protein 0.1548 1 1
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.049 0.2812 0.3909
Schistosoma mansoni hypothetical protein 0.049 0.2812 0.3909
Loa Loa (eye worm) transcription factor SMAD2 0.0924 0.5762 0.5762
Schistosoma mansoni tar DNA-binding protein 0.1129 0.7156 1
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0079 0.0023 0.5
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.049 0.2812 0.2812
Loa Loa (eye worm) RNA binding protein 0.1129 0.7156 0.7156
Loa Loa (eye worm) hypothetical protein 0.049 0.2812 0.2812
Loa Loa (eye worm) MH2 domain-containing protein 0.0924 0.5762 0.5762

Activities

Activity type Activity value Assay description Source Reference
AD50 (functional) = 0.04 mg kg-1 Antagonistic activity towards morphine induced mu-opioid receptor by mouse writhing assay at 1.25 mg/kg subcutaneosly ChEMBL. 8410999
AD50 (functional) = 0.04 mg kg-1 Antagonistic activity towards morphine induced mu-opioid receptor by mouse writhing assay at 1.25 mg/kg subcutaneosly ChEMBL. 8410999
AD50 (functional) = 0.08 mg kg-1 Antagonist activity towards U50 488 induced kappa opioid receptor by mouse writhing assay at 2.5 mg/kg subcutaneosly ChEMBL. 8410999
AD50 (functional) = 0.08 mg kg-1 Antagonist activity towards U50 488 induced kappa opioid receptor by mouse writhing assay at 2.5 mg/kg subcutaneosly ChEMBL. 8410999
AD50 (functional) = 0.99 mg kg-1 Antagonism of bremazocine induced kappa receptor diuresis in rats at a concentration of 0.08 mg/kg subcutaneosly ChEMBL. 8410999
AD50 (functional) = 0.99 mg kg-1 Antagonism of bremazocine induced kappa receptor diuresis in rats at a concentration of 0.08 mg/kg subcutaneosly ChEMBL. 8410999
ED50 (functional) = 0.09 mg kg-1 Tested for concentration required to reduce the food consumption by 20 % subcutaneously ChEMBL. 8410999
Ki (binding) = 0.41 nM Binding affinity towards mu-opioid receptor by the displacement of [3H]-Nal in rat brain homogenates ChEMBL. 8410999
Ki (binding) = 0.41 nM Binding affinity towards mu-opioid receptor by the displacement of [3H]-Nal in rat brain homogenates ChEMBL. 8410999
Ki (binding) = 5.5 nM Binding affinity towards kappa opioid receptor by displacement of [3H]-EKC in guinea pig cortical tissue ChEMBL. 8410999
Ki (binding) = 5.5 nM Binding affinity towards kappa opioid receptor by displacement of [3H]-EKC in guinea pig cortical tissue ChEMBL. 8410999

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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