Detailed information for compound 159900

Basic information

Technical information
  • TDR Targets ID: 159900
  • Name: 3-[(3R,4R)-3,4-dimethyl-1-(4-phenylbutyl)pipe ridin-4-yl]phenol
  • MW: 337.498 | Formula: C23H31NO
  • H donors: 1 H acceptors: 1 LogP: 5.8 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1cccc(c1)[C@]1(C)CCN(C[C@@H]1C)CCCCc1ccccc1
  • InChi: 1S/C23H31NO/c1-19-18-24(15-7-6-11-20-9-4-3-5-10-20)16-14-23(19,2)21-12-8-13-22(25)17-21/h3-5,8-10,12-13,17,19,25H,6-7,11,14-16,18H2,1-2H3/t19-,23+/m0/s1
  • InChiKey: KUHRKDRJGGTHKQ-WMZHIEFXSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-[(3R,4R)-3,4-dimethyl-1-(4-phenylbutyl)-4-piperidyl]phenol
  • 3-[(3R,4R)-3,4-dimethyl-1-(4-phenylbutyl)-4-piperidinyl]phenol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Cavia porcellus Kappa opioid receptor Starlite/ChEMBL References
Rattus norvegicus Mu 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
Onchocerca volvulus Mitochondrial inner membrane protein homolog Mu opioid receptor   398 aa 334 aa 23.1 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Mu opioid receptor   398 aa 334 aa 24.9 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Mu opioid receptor   398 aa 371 aa 27.0 %
Echinococcus granulosus thyrotropin releasing hormone receptor Mu opioid receptor   398 aa 370 aa 27.3 %
Brugia malayi hypothetical protein Kappa opioid receptor   380 aa 319 aa 21.6 %
Echinococcus multilocularis growth hormone secretagogue receptor type 1 Kappa opioid receptor   380 aa 306 aa 21.2 %
Onchocerca volvulus Mu opioid receptor   398 aa 356 aa 23.9 %
Onchocerca volvulus Phosphoinositide 3-kinase adapter subunit homolog Kappa opioid receptor   380 aa 323 aa 22.6 %
Onchocerca volvulus Phospholipase d-related homolog Kappa opioid receptor   380 aa 326 aa 20.9 %
Echinococcus granulosus somatostatin receptor Kappa opioid receptor   380 aa 342 aa 19.6 %
Onchocerca volvulus Programmed cell death protein 5 homolog Mu opioid receptor   398 aa 323 aa 24.1 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Kappa opioid receptor   380 aa 313 aa 26.2 %
Brugia malayi ORL1-like opioid receptor Kappa opioid receptor   380 aa 312 aa 25.3 %
Schistosoma japonicum ko:K04255 opsin 4 (melanopsin), putative Kappa opioid receptor   380 aa 352 aa 20.2 %
Echinococcus granulosus allatostatin A receptor Mu opioid receptor   398 aa 346 aa 29.5 %
Brugia malayi hypothetical protein Kappa opioid receptor   380 aa 320 aa 20.6 %
Onchocerca volvulus Mu opioid receptor   398 aa 333 aa 26.4 %
Onchocerca volvulus Kappa opioid receptor   380 aa 310 aa 24.2 %
Echinococcus multilocularis allatostatin A receptor Mu opioid receptor   398 aa 341 aa 29.3 %
Onchocerca volvulus Mu opioid receptor   398 aa 376 aa 26.3 %
Schistosoma japonicum Rhodopsin, putative Mu opioid receptor   398 aa 328 aa 23.2 %
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 %
Brugia malayi GnHR receptor homolog Kappa opioid receptor   380 aa 341 aa 20.2 %
Schistosoma mansoni rhodopsin-like orphan GPCR Kappa opioid receptor   380 aa 379 aa 22.4 %
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 diacylglycerol kinase 0.016 0 0.5
Leishmania major diacylglycerol kinase-like protein 0.016 0 0.5
Trypanosoma brucei Diacylglycerol kinase catalytic domain containing protein, putative 0.016 0 0.5
Brugia malayi diacylglycerol kinase 0.016 0 0.5
Leishmania major hypothetical protein, conserved 0.016 0 0.5
Trichomonas vaginalis bmru protein, putative 0.016 0 0.5
Trichomonas vaginalis diacylglycerol kinase, zeta, iota, putative 0.016 0 0.5
Brugia malayi hypothetical protein 0.016 0 0.5
Trypanosoma cruzi diacylglycerol kinase, putative 0.016 0 0.5
Trypanosoma brucei hypothetical protein, conserved 0.016 0 0.5
Plasmodium falciparum diacylglycerol kinase, putative 0.016 0 0.5
Trichomonas vaginalis diacylglycerol kinase, putative 0.016 0 0.5
Leishmania major hypothetical protein, conserved 0.016 0 0.5
Onchocerca volvulus 0.016 0 0.5
Echinococcus multilocularis sphingosine kinase 1 0.4104 1 1
Trypanosoma cruzi diacylglycerol kinase-like protein, putative 0.016 0 0.5
Trypanosoma cruzi Sphingosine kinase 0.016 0 0.5
Trichomonas vaginalis conserved hypothetical protein 0.016 0 0.5
Trichomonas vaginalis diacylglycerol kinase, zeta, iota, putative 0.016 0 0.5
Trypanosoma cruzi Sphingosine kinase 0.016 0 0.5
Toxoplasma gondii diacylglycerol kinase catalytic domain-containing protein 0.016 0 0.5
Trichomonas vaginalis diacylglycerol kinase, putative 0.016 0 0.5
Brugia malayi Ceramide kinase 0.016 0 0.5
Schistosoma mansoni sphingoid long chain base kinase 0.4104 1 1
Trypanosoma cruzi Diacylglycerol kinase catalytic domain containing protein, putative 0.016 0 0.5
Trichomonas vaginalis diacylglycerol kinase, epsilon, putative 0.016 0 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.016 0 0.5
Trypanosoma cruzi diacylglycerol kinase, putative 0.016 0 0.5
Trichomonas vaginalis bmru protein, putative 0.016 0 0.5
Toxoplasma gondii diacylglycerol kinase, putative 0.016 0 0.5
Plasmodium vivax diacylglycerol kinase, putative 0.016 0 0.5
Mycobacterium tuberculosis Conserved protein 0.4104 1 1
Plasmodium falciparum diacylglycerol kinase, putative 0.016 0 0.5
Schistosoma mansoni sphingosine kinase A B 0.4104 1 1
Plasmodium vivax diacylglycerol kinase, putative 0.016 0 0.5
Entamoeba histolytica hypothetical protein, conserved 0.4104 1 1
Onchocerca volvulus Ceramide kinase 1 homolog 0.016 0 0.5
Trichomonas vaginalis sphingosine kinase, putative 0.016 0 0.5
Trichomonas vaginalis sphingosine kinase, putative 0.016 0 0.5
Trypanosoma cruzi diacylglycerol kinase-like protein, putative 0.016 0 0.5
Trypanosoma brucei Sphingosine kinase 0.016 0 0.5
Trypanosoma brucei diacylglycerol kinase, putative 0.016 0 0.5
Brugia malayi Eye-specific diacylglycerol kinase 0.016 0 0.5
Leishmania major sphingosine kinase A, B, putative 0.016 0 0.5
Mycobacterium ulcerans hypothetical protein 0.4104 1 1
Loa Loa (eye worm) hypothetical protein 0.4104 1 1
Brugia malayi Diacylglycerol kinase protein 2 0.016 0 0.5
Leishmania major diacylglycerol kinase, putative 0.016 0 0.5
Toxoplasma gondii diacylglycerol kinase accessory domain (presumed) domain-containing protein 0.016 0 0.5

Activities

Activity type Activity value Assay description Source Reference
AD50 (functional) = 0.28 mg kg-1 Antagonism of opioid analgesia using a mouse writhing model to block morphine (2.5 mg/kg) induced mu-opioid receptor (subcutaneously dosed) ChEMBL. 8410998
AD50 (functional) = 0.28 mg kg-1 Antagonism of opioid analgesia using a mouse writhing model to block morphine (2.5 mg/kg) induced mu-opioid receptor (subcutaneously dosed) ChEMBL. 8410998
AD50 (functional) > 1.25 mg kg-1 Antagonism of opioid analgesia using a mouse writhing model to block U-50,488 (2.5 mg/kg) induced kappa-opioid receptor subcutaneously ChEMBL. 8410998
AD50 (functional) > 1.25 mg kg-1 Antagonism of opioid analgesia using a mouse writhing model to block U-50,488 (2.5 mg/kg) induced kappa-opioid receptor subcutaneously ChEMBL. 8410998
AD50 (functional) = 4.1 mg kg-1 Tested for the antagonism of kappa opioid receptor diuresis at a dose of 0.08 mg/kg subcutaneously ChEMBL. 8410998
AD50 (functional) = 4.1 mg kg-1 Tested for the antagonism of kappa opioid receptor diuresis at a dose of 0.08 mg/kg subcutaneously ChEMBL. 8410998
Ki (binding) = 2 nM Binding affinity towards mu opioid receptor by displacement of [3H]-NAL from rat brain homogenates ChEMBL. 8410998
Ki (binding) = 2 nM Binding affinity towards mu opioid receptor by displacement of [3H]-NAL from rat brain homogenates ChEMBL. 8410998
Ki (binding) = 22 nM Binding affinity towards kappa-opioid receptor by displacement of [3H]-EKC at 10 nM from guinea pig cortical tissue ChEMBL. 8410998
Ki (binding) = 22 nM Binding affinity towards kappa-opioid receptor by displacement of [3H]-EKC at 10 nM from guinea pig cortical tissue ChEMBL. 8410998
Ki (binding) = 70 nM Binding affinity towards kappa-opioid receptor by displacement of [3H]-EKC at 100 nM from guinea pig cortical tissue ChEMBL. 8410998
Ki (binding) = 70 nM Binding affinity towards kappa-opioid receptor by displacement of [3H]-EKC at 100 nM from guinea pig cortical tissue ChEMBL. 8410998

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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