Detailed information for compound 20871

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 369.454 | Formula: C22H27NO4
  • H donors: 1 H acceptors: 2 LogP: 2.43 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCO[C@]12CCC(=O)[C@H]3[C@]42CCN(C1Cc1c4c(O3)c(cc1)O)CC1CC1
  • InChi: 1S/C22H27NO4/c1-2-26-22-8-7-16(25)20-21(22)9-10-23(12-13-3-4-13)17(22)11-14-5-6-15(24)19(27-20)18(14)21/h5-6,13,17,20,24H,2-4,7-12H2,1H3/t17?,20-,21-,22+/m0/s1
  • InChiKey: KJCLGDBUSZFKIR-YFBRYZHBSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus 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 ORL1-like opioid receptor Opioid receptor   372 aa 300 aa 24.7 %
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor Opioid receptor   372 aa 366 aa 22.7 %
Schistosoma mansoni peptide (allatostatin)-like receptor Opioid receptor   372 aa 353 aa 29.2 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Opioid receptor   372 aa 320 aa 25.6 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Opioid receptor   372 aa 315 aa 28.6 %
Onchocerca volvulus Opioid receptor   372 aa 344 aa 22.1 %
Onchocerca volvulus Opioid receptor   372 aa 349 aa 22.1 %
Echinococcus multilocularis allatostatin A receptor Opioid receptor   372 aa 302 aa 28.5 %
Onchocerca volvulus Opioid receptor   372 aa 353 aa 21.0 %
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily Opioid receptor   372 aa 331 aa 21.4 %
Loa Loa (eye worm) neuropeptide F receptor Opioid receptor   372 aa 317 aa 23.3 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Opioid receptor   372 aa 330 aa 24.2 %
Onchocerca volvulus Opioid receptor   372 aa 316 aa 26.9 %
Onchocerca volvulus Opioid receptor   372 aa 386 aa 22.8 %
Echinococcus granulosus thyrotropin releasing hormone receptor Opioid receptor   372 aa 330 aa 24.5 %
Brugia malayi GnHR receptor homolog Opioid receptor   372 aa 313 aa 18.5 %
Echinococcus granulosus allatostatin A receptor Opioid receptor   372 aa 302 aa 27.8 %
Echinococcus granulosus tm gpcr rhodopsin Opioid receptor   372 aa 334 aa 22.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus ecdysone induced protein 78C 0.142 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.142 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.142 1 1
Brugia malayi nuclear receptor NHR-88 0.142 1 1
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.142 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.142 1 1
Loa Loa (eye worm) hypothetical protein 0.142 1 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.142 1 1
Schistosoma mansoni thyroid hormone receptor 0.142 1 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.142 1 1
Loa Loa (eye worm) hypothetical protein 0.142 1 1
Loa Loa (eye worm) hypothetical protein 0.142 1 1
Echinococcus multilocularis ecdysone induced protein 78C 0.142 1 1
Onchocerca volvulus 0.142 1 0.5
Echinococcus granulosus nuclear receptor 2DBD gamma 0.142 1 1
Echinococcus multilocularis FTZ F1 alpha 0.142 1 1
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.142 1 1
Loa Loa (eye worm) hypothetical protein 0.142 1 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.142 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.142 1 1
Onchocerca volvulus Bile acid receptor homolog 0.142 1 0.5
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.142 1 1
Onchocerca volvulus Protein ultraspiracle homolog 0.142 1 0.5
Schistosoma mansoni thyroid hormone receptor 0.142 1 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.142 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.142 1 1
Brugia malayi Nuclear hormone receptor family member nhr-31 0.142 1 1
Brugia malayi steroid hormone receptor 0.142 1 1
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.142 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.142 1 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.142 1 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.142 1 1
Brugia malayi Nuclear hormone receptor family member nhr-49 0.142 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.142 1 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.142 1 1
Brugia malayi photoreceptor-specific nuclear receptor 0.142 1 1
Schistosoma mansoni Tr4/Tr2 (homologue) 0.142 1 1
Loa Loa (eye worm) hypothetical protein 0.142 1 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.142 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.142 1 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.142 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.142 1 1
Echinococcus granulosus FTZ F1 alpha 0.142 1 1
Schistosoma mansoni coup transcription factor 0.142 1 1
Schistosoma mansoni RAR-like nuclear receptor 0.142 1 1
Brugia malayi nuclear hormone receptor 0.142 1 1
Brugia malayi Steroid receptor seven-up type 2 0.142 1 1
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.142 1 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.142 1 1
Schistosoma mansoni retinoic acid receptor RXR 0.142 1 1
Loa Loa (eye worm) hypothetical protein 0.142 1 1
Loa Loa (eye worm) steroid hormone receptor 0.142 1 1
Brugia malayi Nuclear hormone receptor family member nhr-1 0.142 1 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.142 1 1
Brugia malayi Nuclear hormone receptor-like 1 0.142 1 1
Loa Loa (eye worm) hypothetical protein 0.142 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.142 1 1
Brugia malayi Nuclear hormone receptor family member nhr-14 0.142 1 1
Loa Loa (eye worm) hypothetical protein 0.142 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.142 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.142 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.142 1 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.142 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.142 1 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.142 1 0.5
Echinococcus granulosus retinoic acid receptor rxr beta a 0.142 1 1
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.142 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.142 1 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.142 1 1
Schistosoma mansoni nuclear hormone receptor 0.142 1 1

Activities

Activity type Activity value Assay description Source Reference
AD50 (functional) = 0.005 mg kg-1 Antagonistic potency of compound after subcutaneous administration in rats ChEMBL. 6276546
AD50 (functional) = 1.5 mg kg-1 Antagonistic potency of compound after oral administration in rats ChEMBL. 6276546
AD99 (functional) = 0.14 mg kg-1 Antagonistic potency of compound after subcutaneous administration in rats ChEMBL. 6276546
Concentration (functional) = 0.07 ng ml-1 Concentration required for antagonistic activity of normorphine in the mouse vas deferens at the dose ratio of 2. ChEMBL. 6276546
Concentration (functional) = 0.07 ng ml-1 Concentration required for antagonistic activity of normorphine in the mouse vas deferens at the dose ratio of 2. ChEMBL. 6276546
Concentration (functional) = 4.1 ng ml-1 Concentration required for antagonistic activity of Met-enkephalin in the mouse vas deferens at the dose ratio of 2. ChEMBL. 6276546
Concentration (functional) = 4.1 ng ml-1 Concentration required for antagonistic activity of Met-enkephalin in the mouse vas deferens at the dose ratio of 2. ChEMBL. 6276546
Duration (functional) = 4 hr Duration of action of compound was determined at the AD99 dose level in rats ChEMBL. 6276546
IC50 (binding) = 3.8 nM Inhibition of stereospecific [3H]-diprenorphine binding to opioid receptors of rat brain homogenates by 50% in the presence of Na ChEMBL. 6276546
IC50 (binding) = 3.8 nM Inhibition of stereospecific [3H]-diprenorphine binding to opioid receptors of rat brain homogenates by 50% in the presence of Na ChEMBL. 6276546
IC50 (binding) = 8 nM Inhibition of stereospecific [3H]-diprenorphine binding to opioid receptors of rat brain homogenates by 50% in the absence of Na ChEMBL. 6276546
IC50 (binding) = 8 nM Inhibition of stereospecific [3H]-diprenorphine binding to opioid receptors of rat brain homogenates by 50% in the absence of Na ChEMBL. 6276546
logP (ADMET) = 3.577 Partition coefficient (logP) ChEMBL. 6276546
Potency ratio (functional) < 0.12 In vitro narcotic agonist potencyof compound as ratio to normorphine(=1)was assessed in mouse vas deferens ChEMBL. 6276546
Ratio (functional) = 300 Oral/parenteral ratio of the compound ChEMBL. 6276546

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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