Detailed information for compound 370457

Basic information

Technical information
  • TDR Targets ID: 370457
  • Name: N-[(1R,3S,5S,8R)-1-(3-hydroxyphenyl)-8-methyl -6-(2-phenoxyethyl)-6-azabicyclo[3.3.1]nonan- 3-yl]-2-methyl-2-phenylpropanamide
  • MW: 512.682 | Formula: C33H40N2O3
  • H donors: 2 H acceptors: 2 LogP: 6.72 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: Oc1cccc(c1)[C@]12C[C@@H](C[C@H](C1)N(C[C@@H]2C)CCOc1ccccc1)NC(=O)C(c1ccccc1)(C)C
  • InChi: 1S/C33H40N2O3/c1-24-23-35(17-18-38-30-15-8-5-9-16-30)28-20-27(21-33(24,22-28)26-13-10-14-29(36)19-26)34-31(37)32(2,3)25-11-6-4-7-12-25/h4-16,19,24,27-28,36H,17-18,20-23H2,1-3H3,(H,34,37)/t24-,27+,28+,33+/m0/s1
  • InChiKey: YVUQYAODMCZCJN-IAMOZKFWSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-[(1R,3S,5S,8R)-1-(3-hydroxyphenyl)-8-methyl-6-(2-phenoxyethyl)-6-azabicyclo[3.3.1]nonan-3-yl]-2-methyl-2-phenyl-propanamide
  • N-[(1R,3S,5S,8R)-1-(3-hydroxyphenyl)-8-methyl-6-(2-phenoxyethyl)-6-azabicyclo[3.3.1]nonan-3-yl]-2-methyl-2-phenyl-propionamide
  • N-[(1R,3S,5S,8R)-1-(3-hydroxyphenyl)-8-methyl-6-[2-(phenoxy)ethyl]-6-azabicyclo[3.3.1]nonan-3-yl]-2-methyl-2-phenylpropanamide
  • N-[(1R,3S,5S,8R)-1-(3-hydroxyphenyl)-8-methyl-6-[2-(phenoxy)ethyl]-6-azabicyclo[3.3.1]nonan-3-yl]-2-methyl-2-phenyl-propanamide
  • N-[(1R,3S,5S,8R)-1-(3-hydroxyphenyl)-8-methyl-6-[2-(phenoxy)ethyl]-6-azabicyclo[3.3.1]nonan-3-yl]-2-methyl-2-phenyl-propionamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens opioid receptor, delta 1 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.1933 0.7002 1
Echinococcus multilocularis solute carrier family 2 facilitated glucose 0.0114 0.0191 0.0061
Echinococcus granulosus tm gpcr rhodopsin 0.0628 0.2116 0.2011
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.1933 0.7002 1
Schistosoma mansoni glucose transport protein 0.0114 0.0191 0.0022
Trichomonas vaginalis conserved hypothetical protein 0.032 0.0963 1
Loa Loa (eye worm) hypothetical protein 0.0125 0.0234 0.0234
Onchocerca volvulus 0.0672 0.2282 0.5
Schistosoma mansoni dihydrofolate reductase 0.2734 1 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0672 0.2282 0.2149
Echinococcus granulosus solute carrier family 2 facilitated glucose 0.0114 0.0191 0.0061
Loa Loa (eye worm) hypothetical protein 0.0233 0.0638 0.0638
Brugia malayi thymidylate synthase 0.0672 0.2282 0.2132
Schistosoma mansoni glucose transport protein 0.0114 0.0191 0.0022
Brugia malayi hypothetical protein 0.032 0.0963 0.0787
Leishmania major dihydrofolate reductase-thymidylate synthase 0.1933 0.7002 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.2734 1 1
Brugia malayi Amyloid A4 extracellular domain containing protein 0.0296 0.0872 0.0694
Schistosoma mansoni hypothetical protein 0.0114 0.0191 0.0022
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0672 0.2282 0.146
Echinococcus granulosus solute carrier family 2 facilitated glucose 0.0114 0.0191 0.0061
Echinococcus granulosus dihydrofolate reductase 0.2734 1 1
Loa Loa (eye worm) sugar transporter 0.0114 0.0191 0.0191
Echinococcus granulosus solute carrier family 2 facilitated glucose 0.0114 0.0191 0.0061
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0628 0.2116 0.2011
Brugia malayi Dihydrofolate reductase 0.2734 1 1
Echinococcus multilocularis solute carrier family 2 facilitated glucose 0.0114 0.0191 0.0061
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.2734 1 1
Loa Loa (eye worm) thymidylate synthase 0.0672 0.2282 0.2282
Chlamydia trachomatis dihydrofolate reductase 0.2734 1 0.5
Echinococcus multilocularis dihydrofolate reductase 0.2734 1 1
Loa Loa (eye worm) dihydrofolate reductase 0.2734 1 1
Echinococcus granulosus solute carrier family 2 facilitated glucose 0.0114 0.0191 0.0061
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.1933 0.7002 1
Echinococcus granulosus thymidylate synthase 0.0672 0.2282 0.2179
Echinococcus multilocularis thymidylate synthase 0.0672 0.2282 0.2179
Schistosoma mansoni glucose transport protein 0.0114 0.0191 0.0022
Echinococcus multilocularis solute carrier family 2 facilitated glucose 0.0114 0.0191 0.0061
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.1933 0.7002 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.2734 1 1
Echinococcus multilocularis solute carrier family 2, facilitated glucose 0.0114 0.0191 0.0061
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.1933 0.7002 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) 0 Agonist activity at delta opioid receptor at 31.6 uM ChEMBL. 16942033
Activity (functional) 0 Intrinsic activity at mu opioid receptor in presence of 1 uM GDP ChEMBL. 16942033
Activity (functional) 0 Intrinsic activity at kappa opioid receptor in presence of 1 uM GDP ChEMBL. 16942033
Activity (functional) = 83 % Inverse agonist activity at human cloned delta opioid receptor expressed in CHO cells assessed as inhibition of DPDPE-stimulated [35S]GTPgammaS binding in presence of 1 uM GDP relative to control ChEMBL. 16942033
Activity (functional) = 83 % Inverse agonist activity at human cloned delta opioid receptor expressed in CHO cells assessed as inhibition of DPDPE-stimulated [35S]GTPgammaS binding in presence of 1 uM GDP relative to control ChEMBL. 16942033
IC50 (functional) = 1.4 nM Inverse agonist activity at human cloned delta opioid receptor expressed in CHO cells assessed as inhibition of DPDPE-stimulated [35S]GTPgammaS binding in presence of 1 uM GDP ChEMBL. 16942033
IC50 (functional) = 1.4 nM Inverse agonist activity at human cloned delta opioid receptor expressed in CHO cells assessed as inhibition of DPDPE-stimulated [35S]GTPgammaS binding in presence of 1 uM GDP ChEMBL. 16942033
Ke (functional) = 0.87 nM Antagonist activity at human cloned delta opioid receptor expressed in CHO cells assessed as inhibition of DPDPE-stimulated [35S]GTPgammaS binding in presence of 10 uM GDP ChEMBL. 16942033
Ke (functional) = 0.87 nM Antagonist activity at human cloned delta opioid receptor expressed in CHO cells assessed as inhibition of DPDPE-stimulated [35S]GTPgammaS binding in presence of 10 uM GDP ChEMBL. 16942033
Ke (functional) = 11.4 nM Antagonist activity at human cloned mu opioid receptor expressed in CHO cells assessed as inhibition of DAMGO-stimulated [35S]GTPgammaS binding in presence of 10 uM GDP ChEMBL. 16942033
Ke (functional) = 11.4 nM Antagonist activity at human cloned mu opioid receptor expressed in CHO cells assessed as inhibition of DAMGO-stimulated [35S]GTPgammaS binding in presence of 10 uM GDP ChEMBL. 16942033
Ke (functional) = 96.3 nM Antagonist activity at human cloned kappa opioid receptor expressed in CHO cells assessed as inhibition of U69593-stimulated [35S]GTPgammaS binding in presence of 10 uM GDP ChEMBL. 16942033
Ke (functional) = 96.3 nM Antagonist activity at human cloned kappa opioid receptor expressed in CHO cells assessed as inhibition of U69593-stimulated [35S]GTPgammaS binding in presence of 10 uM GDP ChEMBL. 16942033
Ratio Ke (binding) = 13 Selectivity for human cloned delta opioid receptor over mu opioid receptor ChEMBL. 16942033
Ratio Ke (binding) = 111 Selectivity for human cloned delta opioid receptor over kappa opioid receptor ChEMBL. 16942033

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.