Detailed information for compound 163951

Basic information

Technical information
  • TDR Targets ID: 163951
  • Name: [4-[(S)-[(2S,5R)-2,5-dimethyl-4-prop-2-enylpi perazin-1-yl]-(3-methoxyphenyl)methyl]phenyl] -piperidin-1-ylmethanone
  • MW: 461.639 | Formula: C29H39N3O2
  • H donors: 0 H acceptors: 1 LogP: 5.05 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: C=CCN1C[C@H](C)N(C[C@H]1C)[C@H](c1cccc(c1)OC)c1ccc(cc1)C(=O)N1CCCCC1
  • InChi: 1S/C29H39N3O2/c1-5-16-31-20-23(3)32(21-22(31)2)28(26-10-9-11-27(19-26)34-4)24-12-14-25(15-13-24)29(33)30-17-7-6-8-18-30/h5,9-15,19,22-23,28H,1,6-8,16-18,20-21H2,2-4H3/t22-,23+,28+/m1/s1
  • InChiKey: ZMVFPDSYCFNQEK-IWHLBADBSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • [4-[(S)-[(2S,5R)-4-allyl-2,5-dimethyl-piperazin-1-yl]-(3-methoxyphenyl)methyl]phenyl]-(1-piperidyl)methanone
  • [4-[(S)-[(2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl]-(3-methoxyphenyl)methyl]phenyl]-(1-piperidyl)methanone
  • [4-[(S)-[(2S,5R)-2,5-dimethyl-4-prop-2-enyl-piperazin-1-yl]-(3-methoxyphenyl)methyl]phenyl]-piperidin-1-yl-methanone
  • [4-[(S)-[(2S,5R)-4-allyl-2,5-dimethyl-piperazino]-(3-methoxyphenyl)methyl]phenyl]-piperidino-methanone
  • [4-[(S)-[(2S,5R)-4-allyl-2,5-dimethyl-piperazin-1-yl]-(3-methoxyphenyl)methyl]phenyl]-piperidino-methanone
  • NCI60_038472

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus tm gpcr rhodopsin Get druggable targets OG5_139759 All targets in OG5_139759
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily Get druggable targets OG5_139759 All targets in OG5_139759
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma japonicum ko:K04255 opsin 4 (melanopsin), putative Kappa opioid receptor   380 aa 352 aa 20.2 %
Onchocerca volvulus Delta opioid receptor   372 aa 349 aa 22.1 %
Loa Loa (eye worm) neuropeptide F receptor Delta opioid receptor   372 aa 317 aa 23.3 %
Schistosoma mansoni rhodopsin-like orphan GPCR Kappa opioid receptor   380 aa 379 aa 22.4 %
Echinococcus granulosus somatostatin receptor Kappa opioid receptor   380 aa 342 aa 19.6 %
Schistosoma japonicum Rhodopsin, putative Mu opioid receptor   398 aa 328 aa 23.2 %
Onchocerca volvulus Programmed cell death protein 5 homolog Mu opioid receptor   398 aa 323 aa 24.1 %
Echinococcus multilocularis growth hormone secretagogue receptor type 1 Kappa opioid receptor   380 aa 306 aa 21.2 %
Echinococcus granulosus thyrotropin releasing hormone receptor Delta opioid receptor   372 aa 330 aa 24.5 %
Brugia malayi ORL1-like opioid receptor Delta opioid receptor   372 aa 300 aa 24.7 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Delta opioid receptor   372 aa 330 aa 24.2 %
Brugia malayi GnHR receptor homolog Delta opioid receptor   372 aa 313 aa 18.5 %
Echinococcus multilocularis allatostatin A receptor Delta opioid receptor   372 aa 302 aa 28.5 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Mu opioid receptor   398 aa 334 aa 23.1 %
Onchocerca volvulus Mitogen-activated protein kinase kinase kinase 8 homolog Kappa opioid receptor   380 aa 395 aa 20.3 %
Schistosoma mansoni neuropeptide F-like receptor Mu opioid receptor   398 aa 335 aa 20.6 %
Echinococcus granulosus allatostatin A receptor Delta opioid receptor   372 aa 302 aa 27.8 %
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor Delta opioid receptor   372 aa 366 aa 22.7 %
Onchocerca volvulus Phospholipase d-related homolog Kappa opioid receptor   380 aa 326 aa 20.9 %
Brugia malayi hypothetical protein Kappa opioid receptor   380 aa 320 aa 20.6 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Mu opioid receptor   398 aa 397 aa 22.7 %
Onchocerca volvulus Phosphoinositide 3-kinase adapter subunit homolog Kappa opioid receptor   380 aa 323 aa 22.6 %
Onchocerca volvulus Delta opioid receptor   372 aa 386 aa 22.8 %
Onchocerca volvulus Kappa opioid receptor   380 aa 310 aa 24.2 %
Brugia malayi hypothetical protein Kappa opioid receptor   380 aa 319 aa 21.6 %
Schistosoma mansoni peptide (allatostatin)-like receptor Delta opioid receptor   372 aa 353 aa 29.2 %
Onchocerca volvulus Delta opioid receptor   372 aa 353 aa 21.0 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Delta opioid receptor   372 aa 315 aa 28.6 %
Onchocerca volvulus Delta opioid receptor   372 aa 344 aa 22.1 %
Onchocerca volvulus Delta opioid receptor   372 aa 316 aa 26.9 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Delta opioid receptor   372 aa 320 aa 25.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis spcc417.12 protein, putative 0.0276 0.1376 0.5
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.1264 0.7658 0.7658
Mycobacterium tuberculosis Carboxylesterase LipT 0.0276 0.1376 0.4508
Loa Loa (eye worm) hypothetical protein 0.1633 1 1
Echinococcus multilocularis neuroligin 0.0276 0.1376 0.1376
Mycobacterium ulcerans carboxylesterase, LipT 0.0276 0.1376 0.4155
Schistosoma mansoni acetylcholinesterase 0.0276 0.1376 0.1376
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0581 0.3312 1
Echinococcus granulosus acetylcholinesterase 0.1633 1 1
Onchocerca volvulus 0.0276 0.1376 0.5
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0276 0.1376 0.5
Onchocerca volvulus 0.0276 0.1376 0.5
Onchocerca volvulus 0.0276 0.1376 0.5
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0276 0.1376 0.1376
Echinococcus granulosus tm gpcr rhodopsin 0.1264 0.7658 0.7658
Schistosoma mansoni neuroligin 3 (S09 family) 0.0276 0.1376 0.1376
Echinococcus multilocularis BC026374 protein (S09 family) 0.0276 0.1376 0.1376
Echinococcus multilocularis acetylcholinesterase 0.1633 1 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0276 0.1376 0.4508
Echinococcus granulosus para nitrobenzyl esterase 0.0276 0.1376 0.1376
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.1633 1 1
Echinococcus multilocularis para nitrobenzyl esterase 0.0276 0.1376 0.1376
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0276 0.1376 0.1376
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0276 0.1376 0.1376
Echinococcus granulosus carboxylesterase 5A 0.1633 1 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0276 0.1376 0.1376
Schistosoma mansoni gliotactin 0.0276 0.1376 0.1376
Echinococcus multilocularis carboxylesterase 5A 0.1633 1 1
Onchocerca volvulus 0.0276 0.1376 0.5
Echinococcus multilocularis acetylcholinesterase 0.1633 1 1
Echinococcus granulosus acetylcholinesterase 0.1633 1 1
Loa Loa (eye worm) hypothetical protein 0.1633 1 1
Toxoplasma gondii aldehyde dehydrogenase 0.0059 0 0.5
Echinococcus granulosus BC026374 protein S09 family 0.0276 0.1376 0.1376
Brugia malayi Carboxylesterase family protein 0.1633 1 1
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.054 0.3053 1
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0059 0 0.5
Onchocerca volvulus 0.0276 0.1376 0.5
Loa Loa (eye worm) acetylcholinesterase 1 0.1633 1 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0276 0.1376 0.4508
Echinococcus granulosus neuroligin 0.0276 0.1376 0.1376
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0276 0.1376 0.1376
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0581 0.3312 1
Loa Loa (eye worm) carboxylesterase 0.1633 1 1
Schistosoma mansoni BC026374 protein (S09 family) 0.0276 0.1376 0.1376

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 450 nM Binding affinity for Opioid receptor delta 1 by the inhibition of binding of [3H]-DADAL in rat brain membranes. ChEMBL. 9288176
IC50 (binding) = 450 nM Binding affinity for Opioid receptor delta 1 by the inhibition of binding of [3H]-DADAL in rat brain membranes. ChEMBL. 9288176
IC50 (binding) > 2500 nM Binding affinity for Opioid receptor mu 1 by the inhibition of binding of [3H]-DAMGO in rat brain membranes. ChEMBL. 9288176
IC50 (binding) > 2500 nM Binding affinity for Opioid receptor mu 1 by the inhibition of binding of [3H]-DAMGO in rat brain membranes. ChEMBL. 9288176
IC50 (binding) > 10000 nM Binding affinity for Opioid receptor kappa 1 by the inhibition of binding of [3H]U69,593 in guinea pig brain membranes. ChEMBL. 9288176
IC50 (binding) > 10000 nM Binding affinity for Opioid receptor kappa 1 by the inhibition of binding of [3H]U69,593 in guinea pig brain membranes. ChEMBL. 9288176
Ratio (binding) > 5.5 Binding affinity ratio on mu opioid receptor( rat brain membranes) with respect to delta opioid receptor (rat brain membranes) ChEMBL. 9288176
Ratio (binding) > 22 Binding affinity ratio of kappa opioid receptor (guinea pig brain membranes) with respect to delta opioid receptor( rat brain membranes) ChEMBL. 9288176

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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