Detailed information for compound 522083

Basic information

Technical information
  • TDR Targets ID: 522083
  • Name: 2-[4-[[4-[2-[[(2R)-2-(3-chlorophenyl)-2-hydro xyethyl]amino]ethyl]phenyl]methyl]phenoxy]ace tic acid
  • MW: 439.931 | Formula: C25H26ClNO4
  • H donors: 3 H acceptors: 3 LogP: 2.43 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)COc1ccc(cc1)Cc1ccc(cc1)CCNC[C@@H](c1cccc(c1)Cl)O
  • InChi: 1S/C25H26ClNO4/c26-22-3-1-2-21(15-22)24(28)16-27-13-12-18-4-6-19(7-5-18)14-20-8-10-23(11-9-20)31-17-25(29)30/h1-11,15,24,27-28H,12-14,16-17H2,(H,29,30)/t24-/m0/s1
  • InChiKey: XUITYTKWUCWVPD-DEOSSOPVSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[4-[[4-[2-[[(2R)-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]ethyl]phenyl]methyl]phenoxy]acetic acid
  • 2-[4-[[4-[2-[[(2R)-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]ethyl]phenyl]methyl]phenoxy]ethanoic acid
  • 2-[4-[4-[2-[[(2R)-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]ethyl]benzyl]phenoxy]acetic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adrenoceptor beta 3 Starlite/ChEMBL References
Homo sapiens adrenoceptor beta 1 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis vacuolar proton ATPase, putative 0.0013 0.159 0.159
Echinococcus granulosus ATP synthase subunit beta mitochondrial 0.0013 0.1597 0.0009
Toxoplasma gondii vacuolar ATP synthase subunit b, putative 0.0044 1 1
Leishmania major ATPase beta subunit, putative 0.0013 0.1597 0.0009
Chlamydia trachomatis V-type ATP synthase subunit B 0.0044 1 1
Plasmodium vivax ATP synthase alpha chain, putative 0.0013 0.1597 0.0009
Brugia malayi vacuolar ATP synthase catalytic subunit A, osteoclast isoform 0.0013 0.1597 0.0009
Trypanosoma brucei Vacuolar proton pump subunit B, putative 0.0044 1 1
Mycobacterium tuberculosis Probable ATP synthase alpha chain AtpA 0.0013 0.1597 0.5
Giardia lamblia Vacuolar ATP synthase catalytic subunit A 0.0013 0.1597 0.0009
Schistosoma mansoni ATP synthase beta subunit 0.0013 0.1597 0.0009
Treponema pallidum V-type ATP synthase subunit B 0.0044 1 1
Echinococcus granulosus vacuolar ATP synthase subunit b 0.0044 1 1
Treponema pallidum V-type ATP synthase subunit B 0.0044 1 1
Trypanosoma cruzi V-type proton ATPase subunit B, putative 0.0044 1 1
Mycobacterium leprae PROBABLE ATP SYNTHASE BETA CHAIN ATPD 0.0013 0.1597 0.5
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit beta 0.0013 0.1597 0.5
Mycobacterium tuberculosis Probable ATP synthase beta chain AtpD 0.0013 0.1597 0.5
Trichomonas vaginalis ATP synthase, putative 0.0044 1 1
Echinococcus granulosus vacuolar H ATPase v1 sector subunit A 0.0013 0.1597 0.0009
Entamoeba histolytica V-type ATPase, B subunit, putative 0.0044 1 1
Leishmania major vacuolar ATP synthase catalytic subunit A, putative 0.0013 0.1597 0.0009
Plasmodium falciparum V-type proton ATPase catalytic subunit A 0.0013 0.1597 0.0009
Trypanosoma cruzi ATP synthase subunit beta, mitochondrial, putative 0.0013 0.1597 0.0009
Mycobacterium leprae PROBABLE ATP SYNTHASE ALPHA CHAIN ATPA 0.0013 0.1597 0.5
Toxoplasma gondii ATP synthase beta subunit ATP-B 0.0013 0.1597 0.0009
Plasmodium vivax ATP synthase subunit beta, mitochondrial, putative 0.0013 0.1597 0.0009
Schistosoma mansoni ATP synthase alpha subunit mitochondrial 0.0013 0.1597 0.0009
Loa Loa (eye worm) vacuolar ATP synthase subunit B 0.0044 1 1
Entamoeba histolytica vacuolar proton ATPase subunit, putative 0.0013 0.159 0.159
Echinococcus multilocularis ATP synthase subunit alpha, mitochondrial 0.0013 0.1597 0.0009
Trypanosoma brucei ATP synthase subunit beta, mitochondrial 0.0013 0.1597 0.0009
Onchocerca volvulus ATP synthase subunit alpha, mitochondrial homolog 0.0013 0.1597 0.5
Echinococcus multilocularis vacuolar ATP synthase subunit b 0.0044 1 1
Trypanosoma cruzi V-type ATPase, A subunit, putative 0.0013 0.1597 0.0009
Entamoeba histolytica vacuolar proton ATPase subunit, putative 0.0013 0.159 0.159
Plasmodium falciparum ATP synthase subunit beta, mitochondrial 0.0013 0.1597 0.0009
Mycobacterium ulcerans F0F1 ATP synthase subunit alpha 0.0013 0.1597 0.5
Entamoeba histolytica V-type ATPase, A subunit, putative 0.0013 0.1597 0.1597
Trypanosoma cruzi Vacuolar proton pump subunit B, putative 0.0044 1 1
Toxoplasma gondii vacuolar ATP synthase subunit A, putative 0.0013 0.1597 0.0009
Mycobacterium ulcerans F0F1 ATP synthase subunit beta 0.0013 0.1597 0.5
Trichomonas vaginalis ATP synthase alpha subunit mitochondrial, putative 0.0044 1 1
Echinococcus multilocularis ATP synthase subunit beta, mitochondrial 0.0013 0.1597 0.0009
Brugia malayi ATP synthase alpha chain, mitochondrial precursor, putative 0.0013 0.1597 0.0009
Trichomonas vaginalis ATP synthase beta subunit, putative 0.0013 0.1597 0.1597
Plasmodium falciparum V-type proton ATPase subunit B 0.0044 1 1
Giardia lamblia Vacuolar ATP synthase subunit B 0.0044 1 1
Trypanosoma cruzi V-type ATPase, A subunit, putative 0.0013 0.1597 0.0009
Echinococcus multilocularis vacuolar H+ ATPase v1 sector subunit A 0.0013 0.1597 0.0009
Plasmodium falciparum ATP synthase F1, alpha subunit 0.0013 0.1597 0.0009
Echinococcus granulosus ATP synthase subunit alpha mitochondrial 0.0013 0.1597 0.0009
Loa Loa (eye worm) vacuolar H ATPase family member 0.0013 0.1597 0.0009
Trichomonas vaginalis vacuolar proton ATPase, putative 0.0013 0.159 0.159
Trypanosoma brucei V-type ATPase, A subunit, putative 0.0013 0.1597 0.0009
Plasmodium vivax vacuolar ATP synthase subunit b, putative 0.0044 1 1
Leishmania major vacuolar ATP synthase subunit b, putative 0.0044 1 1
Schistosoma mansoni ATP synthase alpha subunit vacuolar 0.0013 0.1597 0.0009
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit alpha 0.0013 0.1597 0.5
Plasmodium vivax vacuolar ATP synthase catalytic subunit A, putative 0.0013 0.1597 0.0009
Leishmania major ATPase beta subunit, putative 0.0013 0.1597 0.0009
Trichomonas vaginalis vacuolar proton ATPase subunit A4, putative 0.0013 0.159 0.159
Schistosoma mansoni ATP synthase subunit beta vacuolar 0.0044 1 1
Brugia malayi ATP synthase beta chain, mitochondrial precursor, putative 0.0013 0.1597 0.0009

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 39 nM Agonist activity at human beta3 adrenergic receptor expressed in CHO cells assessed as cAMP accumulation by EIA ChEMBL. 18307290
EC50 (functional) = 39 nM Agonist activity at human beta3 adrenergic receptor expressed in CHO cells assessed as cAMP accumulation by EIA ChEMBL. 18307290
EC50 (functional) = 64 nM Agonist activity at human beta1 adrenergic receptor expressed in CHO cells assessed as cAMP accumulation by EIA ChEMBL. 18307290
EC50 (functional) = 64 nM Agonist activity at human beta1 adrenergic receptor expressed in CHO cells assessed as cAMP accumulation by EIA ChEMBL. 18307290
Ratio (binding) = 0.66 Intrinsic activity at human beta3 adrenergic receptor expressed in CHO cells assessed as ratio between maximal effect of drug to maximal effect of isoproterenol by EIA ChEMBL. 18307290
Ratio (binding) = 0.66 Intrinsic activity at human beta3 adrenergic receptor expressed in CHO cells assessed as ratio between maximal effect of drug to maximal effect of isoproterenol by EIA ChEMBL. 18307290
Ratio (ADMET) = 1.26 Ratio of AUC for drug to AUC for [4-(4-{2-[(R)-2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-ethyl}-phenoxy)-phenoxy]-acetic acid in dog at 0.32 or 1.0 mg/kg, po by casette assay ChEMBL. 18307290
Ratio (ADMET) = 1.39 Ratio of Cmax for drug to Cmax for [4-(4-{2-[(R)-2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-ethyl}-phenoxy)-phenoxy]-acetic acid in dog at 0.32 or 1.0 mg/kg, po by casette assay ChEMBL. 18307290
Ratio EC50 (binding) = 1.6 Ratio of EC50 for human beta3 adrenergic receptor over EC50 for human beta1 adrenergic receptor ChEMBL. 18307290

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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