Detailed information for compound 106401

Basic information

Technical information
  • TDR Targets ID: 106401
  • Name: 1-[2-[4-[(2S)-3-[2-(3,4-dimethoxyphenyl)ethyl amino]-2-hydroxypropoxy]phenyl]-1H-imidazol-5 -yl]ethanone
  • MW: 439.504 | Formula: C24H29N3O5
  • H donors: 3 H acceptors: 3 LogP: 2.56 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(CCNC[C@@H](COc2ccc(cc2)c2[nH]cc(n2)C(=O)C)O)ccc1OC
  • InChi: 1S/C24H29N3O5/c1-16(28)21-14-26-24(27-21)18-5-7-20(8-6-18)32-15-19(29)13-25-11-10-17-4-9-22(30-2)23(12-17)31-3/h4-9,12,14,19,25,29H,10-11,13,15H2,1-3H3,(H,26,27)/t19-/m0/s1
  • InChiKey: PUGVVCVHIQBVOQ-IBGZPJMESA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[2-[4-[(2S)-3-[2-(3,4-dimethoxyphenyl)ethylamino]-2-hydroxy-propoxy]phenyl]-1H-imidazol-5-yl]ethanone
  • 1-[2-[4-[(2S)-3-(homoveratrylamino)-2-hydroxy-propoxy]phenyl]-1H-imidazol-5-yl]ethanone
  • 1-[2-[4-[(2S)-3-[2-(3,4-dimethoxyphenyl)ethylamino]-2-hydroxypropoxy]phenyl]-3H-imidazol-4-yl]ethanone
  • 1-[2-[4-[(2S)-3-[2-(3,4-dimethoxyphenyl)ethylamino]-2-hydroxy-propoxy]phenyl]-3H-imidazol-4-yl]ethanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Cavia porcellus Beta-1 adrenergic 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) cytochrome P450 family protein 0.0053 0.0056 0.0052
Loa Loa (eye worm) AUR protein kinase 0.0075 0.0103 0.01
Echinococcus multilocularis Immunoglobulin 0.0075 0.0104 0.0104
Schistosoma mansoni titin 0.003 0.0004 0.0004
Entamoeba histolytica serine/threonine protein kinase 6, putative 0.0075 0.0103 0.0104
Brugia malayi latrophilin 2 splice variant baaae 0.0033 0.0011 0.0007
Onchocerca volvulus 0.0279 0.0556 0.0553
Loa Loa (eye worm) cytochrome P450 0.0036 0.0017 0.0013
Echinococcus multilocularis tyrosine protein kinase otk 0.003 0.0004 0.0004
Schistosoma mansoni cell adhesion molecule 0.003 0.0004 0.0004
Entamoeba histolytica serine/threonine- protein kinase 6 , putative 0.0075 0.0103 0.0104
Brugia malayi Immunoglobulin I-set domain containing protein 0.0031 0.0006 0.0002
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.0036 0.0017 0.5
Schistosoma mansoni receptor tyrosine phosphatase type r2a 0.003 0.0004 0.0004
Brugia malayi Fibronectin type III domain containing protein 0.0075 0.0104 0.01
Trypanosoma cruzi aurora B kinase, putative 0.0075 0.0103 0.0104
Trichomonas vaginalis CAMK family protein kinase 0.454 0.998 1
Echinococcus granulosus peroxidasin 0.003 0.0004 0.0004
Schistosoma mansoni protein kinase 0.0075 0.0103 0.0103
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0035 0.0016 0.0016
Loa Loa (eye worm) CAMK/MLCK protein kinase 0.0031 0.0006 0.0002
Toxoplasma gondii cytochrome p450 superfamily protein 0.0036 0.0017 0.1605
Loa Loa (eye worm) hypothetical protein 0.0075 0.0104 0.01
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.0036 0.0017 0.5
Brugia malayi serine/threonine protein kinase 6 0.0075 0.0103 0.01
Leishmania major cytochrome p450-like protein 0.0036 0.0017 0.0017
Echinococcus multilocularis lachesin 0.003 0.0004 0.0004
Loa Loa (eye worm) hypothetical protein 0.0075 0.0104 0.01
Leishmania major protein kinase, putative,polo-like protein kinase, putative 0.454 0.998 1
Brugia malayi cytochrome P450 0.0036 0.0017 0.0013
Entamoeba histolytica protein kinase, putative 0.0075 0.0103 0.0104
Loa Loa (eye worm) hypothetical protein 0.0033 0.0011 0.0007
Schistosoma mansoni neuroglian 0.003 0.0004 0.0004
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0048 0.0045 0.0041
Loa Loa (eye worm) hypothetical protein 0.0105 0.017 0.0166
Echinococcus multilocularis roundabout 2 0.003 0.0004 0.0004
Echinococcus granulosus tyrosine protein kinase otk 0.003 0.0004 0.0004
Echinococcus multilocularis Immunoglobulin 0.0075 0.0104 0.0104
Brugia malayi Cytochrome P450 family protein 0.0036 0.0017 0.0013
Loa Loa (eye worm) hypothetical protein 0.0075 0.0104 0.01
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0036 0.0017 0.0017
Echinococcus granulosus cytochrome P450 2K1 0.0036 0.0017 0.0017
Echinococcus multilocularis hemicentin 1 0.003 0.0004 0.0004
Loa Loa (eye worm) hypothetical protein 0.0048 0.0045 0.0041
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0048 0.0045 0.0041
Echinococcus multilocularis titin 0.0031 0.0006 0.0006
Schistosoma mansoni cell adhesion molecule 0.003 0.0004 0.0004
Echinococcus granulosus titin 0.0031 0.0006 0.0006
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0092 0.0141 0.0141
Trichomonas vaginalis CAMK family protein kinase 0.454 0.998 1
Trypanosoma cruzi cytochrome P450, putative 0.0053 0.0056 0.0056
Echinococcus granulosus neuroglian 0.003 0.0004 0.0004
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0035 0.0016 0.0016
Brugia malayi Cytochrome P450 family protein 0.0053 0.0056 0.0052
Leishmania major cytochrome p450-like protein 0.0036 0.0017 0.0017
Schistosoma mansoni titin 0.0031 0.0006 0.0006
Schistosoma mansoni vesicular amine transporter 0.0075 0.0104 0.0104
Mycobacterium leprae Conserved hypothetical protein 0.0036 0.0017 0.5
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0053 0.0056 1
Loa Loa (eye worm) hypothetical protein 0.0035 0.0016 0.0012
Echinococcus granulosus defective proboscis extension response 0.0075 0.0104 0.0104
Trypanosoma cruzi cytochrome P450, putative 0.0053 0.0056 0.0056
Trypanosoma brucei polo-like protein kinase 0.454 0.998 1
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.0036 0.0017 0.5
Onchocerca volvulus Tyrosine kinase homolog 0.0649 0.1374 0.1373
Leishmania major lanosterol 14-alpha-demethylase, putative 0.0036 0.0017 0.0017
Schistosoma mansoni roundabout 0.003 0.0004 0.0004
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0728 0.1548 0.1547
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.0036 0.0017 0.5
Echinococcus granulosus Serine:threonine protein kinase PLK4 0.1867 0.4067 0.4075
Echinococcus granulosus serine:threonine protein kinase 12 B 0.0075 0.0103 0.0104
Echinococcus granulosus twitchin 0.0106 0.0172 0.0172
Brugia malayi Calcitonin receptor-like protein seb-1 0.0048 0.0045 0.0041
Trypanosoma cruzi polo-like protein kinase, putative 0.454 0.998 1
Echinococcus granulosus lachesin 0.003 0.0004 0.0004
Loa Loa (eye worm) cytochrome P450 family protein 0.0053 0.0056 0.0052
Brugia malayi Immunoglobulin I-set domain containing protein 0.0075 0.0104 0.01
Echinococcus multilocularis neuroglian 0.003 0.0004 0.0004
Plasmodium vivax serine/threonine protein kinase 6, putative 0.0075 0.0103 1
Schistosoma mansoni septate junction protein 0.003 0.0004 0.0004
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0035 0.0016 0.0016
Loa Loa (eye worm) hypothetical protein 0.0075 0.0104 0.01
Echinococcus multilocularis neuroglian 0.0088 0.0133 0.0133
Leishmania major cytochrome p450-like protein 0.0053 0.0056 0.0056
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.0036 0.0017 0.5
Loa Loa (eye worm) AUR protein kinase 0.0075 0.0103 0.01
Brugia malayi Cytochrome P450 family protein 0.0112 0.0187 0.0183
Onchocerca volvulus 0.0626 0.1322 0.1321
Loa Loa (eye worm) hypothetical protein 0.0105 0.017 0.0166
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.0036 0.0017 0.5
Onchocerca volvulus 0.0035 0.0016 0.0012
Echinococcus granulosus titin 0.0031 0.0006 0.0006
Trypanosoma cruzi cytochrome p450-like protein, putative 0.0036 0.0017 0.0017
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.0036 0.0017 0.5
Echinococcus multilocularis serine:threonine protein kinase PLK1 0.454 0.998 1
Brugia malayi protein unc-22 0.0031 0.0006 0.0002
Echinococcus granulosus roundabout 2 0.003 0.0004 0.0004
Trichomonas vaginalis CAMK family protein kinase 0.1858 0.4047 0.3993
Schistosoma mansoni hypothetical protein 0.0036 0.0017 0.0017
Onchocerca volvulus Serine\/threonine kinase homolog 0.454 0.998 1
Trypanosoma brucei cytochrome P450, putative 0.0053 0.0056 0.0056
Trichomonas vaginalis CAMK family protein kinase 0.454 0.998 1
Echinococcus multilocularis receptor type tyrosine protein phosphatase 0.003 0.0004 0.0004
Echinococcus granulosus serine:threonine protein kinase PLK1 0.454 0.998 1
Trypanosoma brucei Lanosterol 14-alpha demethylase 0.0036 0.0017 0.0017
Echinococcus multilocularis receptor type tyrosine protein phosphatase 0.003 0.0004 0.0004
Echinococcus multilocularis roundabout 2 0.0105 0.017 0.017
Echinococcus multilocularis aurora kinase A 0.0075 0.0103 0.0104
Schistosoma mansoni tyrosine kinase 0.004 0.0027 0.0027
Trichomonas vaginalis CAMK family protein kinase 0.454 0.998 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0035 0.0016 0.0016
Trichomonas vaginalis CAMK family protein kinase 0.454 0.998 1
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.0036 0.0017 0.5
Brugia malayi serine/threonine-protein kinase plk-2 0.454 0.998 1
Loa Loa (eye worm) hypothetical protein 0.0092 0.0141 0.0137
Echinococcus multilocularis peroxidasin 0.003 0.0004 0.0004
Echinococcus granulosus receptor type tyrosine protein phosphatase 0.003 0.0004 0.0004
Schistosoma mansoni septate junction protein 0.003 0.0004 0.0004
Schistosoma mansoni serine/threonine protein kinase 0.454 0.998 0.998
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.0036 0.0017 0.5
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.0036 0.0017 0.5
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.0036 0.0017 0.5
Trichomonas vaginalis CAMK family protein kinase 0.454 0.998 1
Brugia malayi Pre-SET motif family protein 0.0035 0.0016 0.0012
Loa Loa (eye worm) hypothetical protein 0.0075 0.0104 0.01
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0036 0.0017 0.0017
Schistosoma mansoni Neurotrimin precursor (hNT) 0.0075 0.0104 0.0104
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0035 0.0016 0.0016
Echinococcus granulosus geminin 0.0364 0.0743 0.0745
Echinococcus granulosus contactin 0.003 0.0004 0.0004
Echinococcus granulosus Immunoglobulin 0.0075 0.0104 0.0104
Loa Loa (eye worm) CAMK protein kinase 0.0031 0.0006 0.0002
Echinococcus multilocularis roundabout 2 0.003 0.0004 0.0004
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.0036 0.0017 0.5
Loa Loa (eye worm) PLK/PLK1 protein kinase 0.454 0.998 1
Loa Loa (eye worm) AUR protein kinase 0.0075 0.0103 0.01
Entamoeba histolytica protein kinase , putative 0.0075 0.0103 0.0104
Brugia malayi hypothetical protein 0.0075 0.0104 0.01
Loa Loa (eye worm) CAMK/MLCK protein kinase 0.0048 0.0043 0.0039
Schistosoma mansoni serine/threonine protein kinase 0.0031 0.0006 0.0006
Schistosoma mansoni hypothetical protein 0.0033 0.0011 0.0011
Schistosoma mansoni nephrin 0.003 0.0004 0.0004
Brugia malayi Immunoglobulin I-set domain containing protein 0.0728 0.1548 0.1547
Brugia malayi Pre-SET motif family protein 0.0245 0.0481 0.0478
Echinococcus granulosus neuroglian 0.0088 0.0133 0.0133
Trichomonas vaginalis CAMK family protein kinase 0.1858 0.4047 0.3993
Mycobacterium leprae putative cytochrome p450 0.0036 0.0017 0.5
Loa Loa (eye worm) hypothetical protein 0.0075 0.0104 0.01
Leishmania major protein kinase, putative 0.0075 0.0103 0.0104
Brugia malayi serine/threonine kinase 12 0.0075 0.0103 0.01
Schistosoma mansoni hypothetical protein 0.0364 0.0743 0.0743
Giardia lamblia Kinase, PLK 0.454 0.998 1
Trichomonas vaginalis CAMK family protein kinase 0.454 0.998 1
Echinococcus multilocularis 0.0036 0.0017 0.0017
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.0036 0.0017 0.5
Schistosoma mansoni cell adhesion molecule 0.0092 0.0141 0.0141
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.0036 0.0017 0.5
Entamoeba histolytica protein kinase, putative 0.0075 0.0103 0.0104
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.0075 0.0104 0.0104
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.0036 0.0017 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.0036 0.0017 0.5
Entamoeba histolytica protein kinase domain containing protein 0.0075 0.0103 0.0104
Echinococcus multilocularis geminin 0.0364 0.0743 0.0745
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0034 0.0013 0.0013
Onchocerca volvulus 0.0031 0.0006 0.0002
Echinococcus multilocularis Serine:threonine protein kinase PLK4 0.1867 0.4067 0.4075
Echinococcus granulosus roundabout 2 0.003 0.0004 0.0004
Echinococcus multilocularis neurotracting:lsamp:neurotrimin:obcam 0.003 0.0004 0.0004
Plasmodium falciparum serine/threonine protein kinase, putative 0.0075 0.0103 1
Echinococcus multilocularis contactin neuroglian septate junction protein 0.003 0.0004 0.0004
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.0036 0.0017 0.5
Schistosoma mansoni serine/threonine protein kinase 0.0031 0.0006 0.0006
Trypanosoma brucei aurora B kinase 0.0075 0.0103 0.0104
Trichomonas vaginalis set domain proteins, putative 0.0279 0.0556 0.0458
Toxoplasma gondii aurora kinase 0.0075 0.0103 1
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.0036 0.0017 0.5
Echinococcus multilocularis basement membrane specific heparan sulfate 0.0075 0.0104 0.0104
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.0036 0.0017 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0112 0.0187 0.0183
Echinococcus granulosus roundabout 2 0.0105 0.017 0.017
Schistosoma mansoni cytochrome P450 0.0036 0.0017 0.0017
Brugia malayi Cytochrome P450 family protein 0.0053 0.0056 0.0052
Schistosoma mansoni hypothetical protein 0.0364 0.0743 0.0743
Echinococcus multilocularis hemicentin 1 0.003 0.0004 0.0004
Trypanosoma cruzi polo-like protein kinase, putative 0.454 0.998 1
Entamoeba histolytica serine/threonine protein kinase, putative 0.454 0.998 1
Schistosoma mansoni serine/threonine protein kinase 0.0075 0.0103 0.0103
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0245 0.0481 0.0478
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.0036 0.0017 0.5
Brugia malayi serine/threonine-protein kinase 6 0.0075 0.0103 0.01
Echinococcus multilocularis serine:threonine protein kinase 12 B 0.0075 0.0103 0.0104
Schistosoma mansoni neurotracting/lsamp/neurotrimin/obcam related cell adhesion molecule 0.003 0.0004 0.0004
Schistosoma mansoni cell adhesion molecule 0.003 0.0004 0.0004
Schistosoma mansoni nephrin 0.0088 0.0133 0.0133
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0035 0.0016 0.0016
Echinococcus granulosus hemicentin 1 0.003 0.0004 0.0004
Echinococcus granulosus aurora kinase A 0.0075 0.0103 0.0104
Echinococcus multilocularis twitchin 0.0031 0.0006 0.0006
Entamoeba histolytica serine/threonine- protein kinase 6, putative 0.0075 0.0103 0.0104
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0035 0.0016 0.1513
Echinococcus multilocularis receptor type tyrosine protein phosphatase F 0.003 0.0004 0.0004
Echinococcus granulosus histone lysine methyltransferase setb 0.0035 0.0016 0.0016
Loa Loa (eye worm) CYP4Cod1 0.0053 0.0056 0.0052

Activities

Activity type Activity value Assay description Source Reference
ISA (functional) Tested for intrinsic sympathomimetic activity (ISA); antagonist with partial agonistic properties ChEMBL. 2903243
ISA (functional) 0 Tested for intrinsic sympathomimetic activity (ISA); antagonist with partial agonistic properties ChEMBL. 2903243
Kd (binding) = 4.2 In vitro inhibitory activity against beta-2 adrenergic receptor was measured by the inhibition of isoproterenol-induced relaxation of PGF2-alpha contracted guinea pig trachea ChEMBL. 2872332
Kd (binding) = 7.76 In vitro inhibitory activity against beta-1 adrenergic receptor measured by inhibition of positive chronotropic effect of isoproterenolin in isolated guinea pig atria ChEMBL. 2872332
Selectivity (binding) Selectivity of the compound towards beta-2 adrenergic receptor;Not selective towards beta-2 adrenergic receptor ChEMBL. 2903243
Selectivity (binding) Selectivity for beta1 receptor ChEMBL. 2903243
Selectivity (binding) 0 Selectivity for beta1 receptor ChEMBL. 2903243
Selectivity (binding) 0 Selectivity of the compound towards beta-2 adrenergic receptor;Not selective towards beta-2 adrenergic receptor ChEMBL. 2903243

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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