Detailed information for compound 933436

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 355.384 | Formula: C20H21NO5
  • H donors: 2 H acceptors: 2 LogP: 2.36 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1ccccc1[C@@]1(C)O[C@@H]2N3[C@H]1O[C@@]([C@@H]3OC2)(C)c1ccccc1O
  • InChi: 1S/C20H21NO5/c1-19(12-7-3-5-9-14(12)22)17-21-16(11-24-17)25-20(2,18(21)26-19)13-8-4-6-10-15(13)23/h3-10,16-18,22-23H,11H2,1-2H3/t16-,17-,18-,19-,20+/m0/s1
  • InChiKey: SMJRVISIMGPMFJ-VYJAJWGXSA-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
Cavia porcellus Kappa opioid receptor Starlite/ChEMBL References
Homo sapiens opioid receptor, kappa 1 Starlite/ChEMBL References
Mus musculus opioid receptor, mu 1 Starlite/ChEMBL References
Mus musculus opioid receptor, delta 1 Starlite/ChEMBL References
Homo sapiens opioid receptor, mu 1 Starlite/ChEMBL References
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 multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily Get druggable targets OG5_139759 All targets in OG5_139759
Echinococcus granulosus tm gpcr rhodopsin 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
Echinococcus multilocularis allatostatin A receptor Kappa opioid receptor   380 aa 313 aa 27.2 %
Schistosoma japonicum ko:K04255 opsin 4 (melanopsin), putative Kappa opioid receptor   380 aa 352 aa 20.2 %
Brugia malayi hypothetical protein Kappa opioid receptor   380 aa 319 aa 21.6 %
Onchocerca volvulus Programmed cell death protein 5 homolog Kappa opioid receptor   380 aa 316 aa 22.2 %
Onchocerca volvulus Phospholipase d-related homolog Kappa opioid receptor   380 aa 326 aa 20.9 %
Onchocerca volvulus Phosphoinositide 3-kinase adapter subunit homolog Kappa opioid receptor   380 aa 323 aa 22.6 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Kappa opioid receptor   380 aa 326 aa 25.2 %
Echinococcus granulosus allatostatin A receptor Kappa opioid receptor   380 aa 317 aa 28.4 %
Echinococcus granulosus somatostatin receptor Kappa opioid receptor   380 aa 342 aa 19.6 %
Onchocerca volvulus Kappa opioid receptor   380 aa 310 aa 27.4 %
Echinococcus granulosus thyrotropin releasing hormone receptor Kappa opioid receptor   380 aa 392 aa 25.8 %
Onchocerca volvulus Kappa opioid receptor   380 aa 310 aa 25.8 %
Brugia malayi hypothetical protein Kappa opioid receptor   380 aa 320 aa 20.6 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Kappa opioid receptor   380 aa 334 aa 25.4 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Kappa opioid receptor   380 aa 389 aa 25.7 %
Echinococcus multilocularis growth hormone secretagogue receptor type 1 Kappa opioid receptor   380 aa 306 aa 21.2 %
Brugia malayi ORL1-like opioid receptor Kappa opioid receptor   380 aa 312 aa 25.3 %
Onchocerca volvulus Kappa opioid receptor   380 aa 310 aa 24.2 %
Onchocerca volvulus Mitogen-activated protein kinase kinase kinase 8 homolog Kappa opioid receptor   380 aa 395 aa 20.3 %
Onchocerca volvulus Kappa opioid receptor   380 aa 374 aa 27.5 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Kappa opioid receptor   380 aa 403 aa 23.3 %
Schistosoma mansoni rhodopsin-like orphan GPCR Kappa opioid receptor   380 aa 379 aa 22.4 %
Schistosoma japonicum Rhodopsin, putative Kappa opioid receptor   380 aa 329 aa 23.1 %
Brugia malayi GnHR receptor homolog Kappa opioid receptor   380 aa 341 aa 20.2 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Kappa opioid receptor   380 aa 313 aa 26.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus roundabout 2 0.0244 0.0087 0.0071
Trichomonas vaginalis histone deacetylase, putative 0.8769 1 0.5
Leishmania major histone deacetylase, putative 0.8769 1 1
Brugia malayi Protein kinase domain containing protein 0.1916 0.2032 0.199
Echinococcus granulosus epidermal growth factor receptor 0.596 0.6734 0.6728
Schistosoma mansoni histone deacetylase hda2 0.7587 0.8625 0.8621
Toxoplasma gondii fructose-bisphospatase II 0.0454 0.0331 0.0331
Echinococcus granulosus histone deacetylase 6 0.7437 0.8451 0.8449
Echinococcus granulosus insulin receptor 0.1916 0.2032 0.2018
Brugia malayi histone deacetylase 1 (HD1) 0.8769 1 1
Echinococcus multilocularis histone deacetylase 6 0.7437 0.8451 0.8449
Loa Loa (eye worm) histone deacetylase 11 0.3879 0.4314 0.4309
Echinococcus granulosus histone deacetylase 6 0.7437 0.8451 0.8449
Trypanosoma cruzi histone deacetylase 1, putative 0.8769 1 1
Leishmania major histone deacetylase, putative 0.7437 0.8451 0.8398
Entamoeba histolytica histone deacetylase, putative 0.8769 1 0.5
Echinococcus granulosus histone deacetylase 6 0.7587 0.8625 0.8623
Echinococcus multilocularis ephrin type A receptor 4 A 0.0434 0.0309 0.0293
Echinococcus granulosus insulin growth factor 1 receptor beta 0.1929 0.2047 0.2034
Echinococcus granulosus histone deacetylase 3 0.8769 1 1
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.321 0.3536 0.3526
Schistosoma mansoni histone deacetylase 0.8769 1 1
Loa Loa (eye worm) histone deacetylase 3 0.8769 1 1
Brugia malayi Histone deacetylase 1 0.8769 1 1
Trichomonas vaginalis histone deacetylase, putative 0.8769 1 0.5
Schistosoma mansoni tyrosine kinase 0.3159 0.3477 0.3457
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.0454 0.0331 0.0331
Onchocerca volvulus 0.2164 0.232 0.5145
Toxoplasma gondii histone deacetylase HDAC1 0.7437 0.8451 0.8451
Echinococcus multilocularis fructose 1,6 bisphosphatase 1 0.0454 0.0331 0.0315
Toxoplasma gondii histone deacetylase HDAC4 0.3879 0.4314 0.4314
Loa Loa (eye worm) TK/EPH protein kinase 0.0491 0.0375 0.0367
Loa Loa (eye worm) hypothetical protein 0.0231 0.0072 0.0064
Schistosoma mansoni histone deacetylase 4 5 0.7437 0.8451 0.8446
Schistosoma mansoni tyrosine kinase 0.1916 0.2032 0.2006
Trypanosoma brucei histone deacetylase 3 0.7437 0.8451 0.8451
Loa Loa (eye worm) fructose-1,6-bisphosphatase 0.0454 0.0331 0.0323
Echinococcus multilocularis histone deacetylase 3 0.8769 1 1
Plasmodium vivax histone deacetylase 1, putative 0.8769 1 1
Loa Loa (eye worm) TK/EGFR protein kinase 0.596 0.6734 0.6731
Echinococcus multilocularis histone deacetylase 8 0.3879 0.4314 0.4304
Echinococcus multilocularis epidermal growth factor receptor 0.321 0.3536 0.3526
Schistosoma mansoni histone deacetylase 1 2 3 0.3879 0.4314 0.4296
Echinococcus granulosus epidermal growth factor receptor 0.321 0.3536 0.3526
Schistosoma mansoni tyrosine kinase 0.3159 0.3477 0.3457
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.8769 1 0.5
Echinococcus granulosus histone deacetylase 1 0.8769 1 1
Schistosoma mansoni histone deacetylase 0.8769 1 1
Trypanosoma cruzi histone deacetylase, putative 0.7437 0.8451 0.8451
Trypanosoma brucei fructose-1,6-bisphosphatase 0.0454 0.0331 0.0331
Onchocerca volvulus Histone deacetylase 10 homolog 0.3879 0.4314 1
Onchocerca volvulus Tyrosine kinase homolog 0.2252 0.2422 0.5395
Trypanosoma cruzi histone deacetylase, putative 0.7437 0.8451 0.8451
Loa Loa (eye worm) hypothetical protein 0.0231 0.0072 0.0064
Schistosoma mansoni histone deacetylase 4 5 0.7437 0.8451 0.8446
Plasmodium vivax histone deacetylase 2, putative 0.7437 0.8451 0.7277
Toxoplasma gondii histone deacetylase HDAC2 0.8769 1 1
Loa Loa (eye worm) hypothetical protein 0.0193 0.0029 0.002
Loa Loa (eye worm) hypothetical protein 0.0346 0.0206 0.0198
Schistosoma mansoni tyrosine kinase 0.596 0.6734 0.6723
Brugia malayi Immunoglobulin I-set domain containing protein 0.2408 0.2603 0.2565
Trichomonas vaginalis histone deacetylase, putative 0.8769 1 0.5
Echinococcus multilocularis histone deacetylase 6 0.7587 0.8625 0.8623
Trypanosoma brucei histone deacetylase 4 0.7437 0.8451 0.8451
Leishmania major histone deacetylase, putative 0.8769 1 1
Loa Loa (eye worm) histone deacetylase 7A 0.7437 0.8451 0.845
Schistosoma mansoni ephrin receptor 0.0396 0.0265 0.0234
Plasmodium falciparum histone deacetylase 1 0.8769 1 1
Brugia malayi histone deacetylase 11 0.3879 0.4314 0.4284
Schistosoma mansoni fructose-16-bisphosphatase-related 0.0454 0.0331 0.03
Echinococcus multilocularis insulin receptor 0.1916 0.2032 0.2018
Echinococcus granulosus tm gpcr rhodopsin 0.1267 0.1277 0.1263
Echinococcus multilocularis histone deacetylase 6 0.7437 0.8451 0.8449
Schistosoma mansoni tyrosine kinase 0.1916 0.2032 0.2006
Trichomonas vaginalis histone deacetylase, putative 0.8769 1 0.5
Echinococcus multilocularis histone deacetylase 1 0.8769 1 1
Echinococcus multilocularis histone deacetylase 0.7437 0.8451 0.8449
Echinococcus multilocularis roundabout 2 0.0244 0.0087 0.0071
Toxoplasma gondii histone deacetylase HDAC5 0.3879 0.4314 0.4314
Trichomonas vaginalis histone deacetylase, putative 0.8769 1 0.5
Schistosoma mansoni tyrosine kinase 0.3159 0.3477 0.3457
Loa Loa (eye worm) hypothetical protein 0.8769 1 1
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.1267 0.1277 0.1263
Loa Loa (eye worm) hypothetical protein 0.3708 0.4115 0.411
Echinococcus multilocularis histone deacetylase 7 0.7437 0.8451 0.8449
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.1929 0.2047 0.2034
Leishmania major histone deacetylase, putative 0.7437 0.8451 0.8398
Trypanosoma brucei histone deacetylase, putative 0.7437 0.8451 0.8451
Trichomonas vaginalis histone deacetylase, putative 0.8769 1 0.5
Schistosoma mansoni tyrosine kinase 0.321 0.3536 0.3516
Trypanosoma brucei histone deacetylase 1 0.8769 1 1
Toxoplasma gondii histone deacetylase HDAC3 0.8769 1 1
Loa Loa (eye worm) histone deacetylase 1 0.8769 1 1
Loa Loa (eye worm) hypothetical protein 0.3879 0.4314 0.4309
Schistosoma mansoni tyrosine kinase 0.321 0.3536 0.3516
Brugia malayi Histone deacetylase family protein 0.7437 0.8451 0.8443
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0193 0.0029 0.0012
Trypanosoma brucei histone deacetylase 2 0.3879 0.4314 0.4314
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.0454 0.0331 0.0331
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.8769 1 0.5
Trypanosoma cruzi histone deacetylase 1, putative 0.8769 1 1
Echinococcus granulosus ephrin type A receptor 4 A 0.0434 0.0309 0.0293
Schistosoma mansoni histone deacetylase hda2 0.3879 0.4314 0.4296
Brugia malayi Histone deacetylase family protein 0.7437 0.8451 0.8443
Echinococcus multilocularis epidermal growth factor receptor 0.596 0.6734 0.6728
Trypanosoma cruzi histone deacetylase, putative 0.3879 0.4314 0.4314
Brugia malayi Furin-like cysteine rich region family protein 0.596 0.6734 0.6717
Schistosoma mansoni cell adhesion molecule 0.0206 0.0044 0.0012
Plasmodium vivax histone deacetylase, putative 0.7437 0.8451 0.7277
Echinococcus granulosus fructose 16 bisphosphatase 1 0.0454 0.0331 0.0315
Loa Loa (eye worm) histone deacetylase 0.7437 0.8451 0.845
Echinococcus granulosus histone deacetylase 8 0.3879 0.4314 0.4304
Loa Loa (eye worm) TK/INSR protein kinase 0.1916 0.2032 0.2025
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.8769 1 0.5
Trypanosoma cruzi histone deacetylase, putative 0.3879 0.4314 0.4314
Giardia lamblia Histone deacetylase 0.8769 1 0.5
Loa Loa (eye worm) TK/KIN16 protein kinase 0.2408 0.2603 0.2597
Echinococcus multilocularis 0.1839 0.1943 0.1929
Brugia malayi fructose-1,6-bisphosphatase 0.0454 0.0331 0.028
Trypanosoma cruzi histone deacetylase, putative 0.7437 0.8451 0.8451
Echinococcus granulosus histone deacetylase 0.7437 0.8451 0.8449
Loa Loa (eye worm) hypothetical protein 0.3559 0.3942 0.3936
Echinococcus granulosus histone deacetylase 7 0.7437 0.8451 0.8449

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 9.95 nM Agonist activity at human KOR expressed in CHO cells by [35S]GTPgammaS binding assay ChEMBL. 25248680
EC50 (functional) = 52.7 nM Agonist activity at human DOR expressed in CHO cells by [35S]GTPgammaS binding assay ChEMBL. 25248680
EC50 (functional) = 57.6 nM Agonist activity at human MOR expressed in CHO cells by [35S]GTPgammaS binding assay ChEMBL. 25248680
Emax (functional) = 73.6 % Agonist activity at human DOR expressed in CHO cells by [35S]GTPgammaS binding assay relative to DPDPE ChEMBL. 25248680
Emax (functional) = 89.2 % Agonist activity at human MOR expressed in CHO cells by [35S]GTPgammaS binding assay relative to DAMGO ChEMBL. 25248680
Emax (functional) = 131 % Agonist activity at human KOR expressed in CHO cells by [35S]GTPgammaS binding assay relative to U-69593 ChEMBL. 25248680
Ki (binding) = 9.17 nM Displacement of [3H]U-69593 from guinea pig cerebellum KOR ChEMBL. 25248680
Ki (binding) = 20.5 nM Displacement of [3H]DAMGO from mouse whole brain MOR ChEMBL. 25248680
Ki (binding) = 88.8 nM Displacement of [3H]DPDPE from mouse whole brain DOR ChEMBL. 25248680

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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