TDR Targets

Basic information

Technical information

TDR Targets ID: 444966
Name: N-[(2,6-dimethoxyphenyl)methyl]-5-[(2R)-2-[[( 2R)-2-hydroxy-2-[4-hydroxy-3-(hydroxymethyl)p henyl]ethyl]amino]propyl]-1H-indole-2-carboxa mide
MW: 533.615 | Formula: C30H35N3O6
H donors: 6 H acceptors: 4 LogP: 3.51 Rotable bonds: 13
Rule of 5 violations (Lipinski): 3
SMILES: COc1cccc(c1CNC(=O)c1[nH]c2c(c1)cc(cc2)C[C@H](NC[C@@H](c1ccc(c(c1)CO)O)O)C)OC
InChi: 1S/C30H35N3O6/c1-18(31-16-27(36)20-8-10-26(35)22(13-20)17-34)11-19-7-9-24-21(12-19)14-25(33-24)30(37)32-15-23-28(38-2)5-4-6-29(23)39-3/h4-10,12-14,18,27,31,33-36H,11,15-17H2,1-3H3,(H,32,37)/t18-,27+/m1/s1
InChiKey: WTBGOYCHEVMMHF-CLYVBNDRSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

N-(2,6-dimethoxybenzyl)-5-[(2R)-2-[[(2R)-2-hydroxy-2-(4-hydroxy-3-methylol-phenyl)ethyl]amino]propyl]-1H-indole-2-carboxamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	adrenoceptor beta 2, surface	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

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0089	0.0874	0.6437
Loa Loa (eye worm)	hypothetical protein	0.003	0.0214	0.1183
Echinococcus granulosus	roundabout 2	0.0014	0.0038	0.0289
Loa Loa (eye worm)	beta-lactamase	0.0038	0.0301	0.1667
Mycobacterium leprae	Probable lipase LipE	0.0038	0.0301	1
Schistosoma mansoni	gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2	0.0133	0.1358	1
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0054	0.0488	0.028
Echinococcus multilocularis	contactin neuroglian septate junction protein	0.0014	0.0038	0.028
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	0.0089	0.087	0.6605
Echinococcus multilocularis	aldehyde dehydrogenase, mitochondrial	0.0054	0.0488	0.359
Loa Loa (eye worm)	beta-LACTamase domain containing family member	0.0038	0.0301	0.1667
Onchocerca volvulus	Matrilysin homolog	0.0024	0.0154	0.0919
Echinococcus multilocularis	receptor type tyrosine protein phosphatase F	0.0014	0.0038	0.028
Schistosoma mansoni	nephrin	0.0014	0.0038	0.028
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0173	0.1805	1
Trypanosoma brucei	hypothetical protein, conserved	0.0038	0.0301	0.5
Mycobacterium tuberculosis	Possible penicillin-binding protein	0.0241	0.2552	0.239
Brugia malayi	acetyltransferase, GNAT family protein	0.0133	0.1358	0.7524
Echinococcus multilocularis	receptor type tyrosine protein phosphatase	0.0014	0.0038	0.028
Loa Loa (eye worm)	acetyltransferase	0.0133	0.1358	0.7524
Brugia malayi	Matrixin family protein	0.0024	0.0154	0.0856
Echinococcus granulosus	contactin	0.0014	0.0038	0.0289
Schistosoma mansoni	cell adhesion molecule	0.0014	0.0038	0.028
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0089	0.0874	0.6639
Brugia malayi	Hemopexin family protein	0.0035	0.0268	0.1484
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0301	0.1667
Onchocerca volvulus	Tyrosine kinase homolog	0.0162	0.168	1
Echinococcus granulosus	aldehyde dehydrogenase mitochondrial	0.0054	0.0488	0.3703
Trypanosoma cruzi	hypothetical protein, conserved	0.0038	0.0301	0.5
Brugia malayi	Matrixin family protein	0.0024	0.0154	0.0856
Schistosoma mansoni	hypothetical protein	0.0035	0.0268	0.1972
Loa Loa (eye worm)	matrixin family protein	0.0054	0.0485	0.2687
Mycobacterium tuberculosis	Conserved protein	0.0038	0.0301	0.0089
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0301	0.1667
Brugia malayi	Matrixin family protein	0.0059	0.0539	0.2987
Brugia malayi	Matrix metalloprotease, N-terminal domain containing protein	0.003	0.0214	0.1183
Leishmania major	aldehyde dehydrogenase, mitochondrial precursor	0.0054	0.0488	1
Loa Loa (eye worm)	TK/KIN16 protein kinase	0.0173	0.1805	1
Echinococcus multilocularis	roundabout 2	0.0014	0.0038	0.028
Giardia lamblia	Histone acetyltransferase GCN5	0.0036	0.0281	0.5
Onchocerca volvulus	Matrilysin homolog	0.0054	0.0485	0.2887
Schistosoma mansoni	neuroglian	0.0014	0.0038	0.028
Toxoplasma gondii	histone lysine acetyltransferase GCN5-B	0.0039	0.0317	0.0857
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0038	0.0301	0.2215
Echinococcus granulosus	roundabout 2	0.0024	0.0155	0.1175
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0014	0.0038	0.0211
Mycobacterium tuberculosis	Probable esterase/lipase LipP	0.0038	0.0301	0.0089
Mycobacterium tuberculosis	Probable esterase LipL	0.0038	0.0301	0.0089
Loa Loa (eye worm)	hypothetical protein	0.0014	0.0038	0.0211
Schistosoma mansoni	receptor tyrosine phosphatase type r2a	0.0014	0.0038	0.028
Brugia malayi	Matrixin family protein	0.0024	0.0154	0.0856
Onchocerca volvulus	Matrix metalloproteinase homolog	0.0054	0.0485	0.2887
Onchocerca volvulus		0.0156	0.1614	0.9607
Echinococcus granulosus	neuroglian	0.0014	0.0038	0.0289
Echinococcus granulosus	neurotracting:lsamp:neurotrimin:obcam	0.0014	0.0038	0.0287
Echinococcus granulosus	neuroglian	0.0013	0.003	0.0224
Onchocerca volvulus		0.0038	0.0301	0.179
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0014	0.0038	0.0211
Echinococcus multilocularis	beta LACTamase domain containing family member	0.0038	0.0301	0.2215
Onchocerca volvulus		0.0038	0.0301	0.179
Mycobacterium tuberculosis	Conserved protein	0.0038	0.0301	0.0089
Trypanosoma cruzi	hypothetical protein, conserved	0.0038	0.0301	0.5
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0089	0.0874	0.6437
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0301	0.1667
Brugia malayi	beta-lactamase	0.0038	0.0301	0.1667
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0301	0.1667
Loa Loa (eye worm)	matrixin family protein	0.0059	0.0539	0.2987
Mycobacterium ulcerans	haloalkane dehalogenase	0.0912	1	1
Mycobacterium tuberculosis	Possible conserved lipoprotein LpqK	0.0038	0.0301	0.0089
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0011	0.0008	0.0046
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0089	0.0874	0.4843
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0089	0.0874	0.6639
Trichomonas vaginalis	cat eye syndrome critical region protein 2, cscr2, putative	0.0039	0.0317	1
Brugia malayi	beta-lactamase family protein	0.0038	0.0301	0.1667
Trichomonas vaginalis	bromodomain-containing protein, putative	0.0039	0.0317	1
Plasmodium vivax	histone acetyltransferase GCN5, putative	0.0039	0.0317	1
Mycobacterium tuberculosis	Probable lipase LipD	0.0038	0.0301	0.0089
Echinococcus granulosus	twitchin	0.0013	0.003	0.0224
Loa Loa (eye worm)	matrix metalloproteinase	0.0024	0.0154	0.0856
Schistosoma mansoni	cell adhesion molecule	0.0022	0.0125	0.092
Mycobacterium leprae	conserved hypothetical protein	0.0038	0.0301	1
Echinococcus multilocularis	gcn5proteinral control of amino acid synthesis	0.0133	0.1358	1
Schistosoma mansoni	matrix metallopeptidase-7 (M10 family)	0.0024	0.0154	0.1137
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0154	0.0856
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0089	0.0874	0.6437
Echinococcus granulosus	insulin growth factor 1 receptor beta	0.0011	0.0006	0.0049
Mycobacterium ulcerans	esterase/lipase LipP	0.0038	0.0301	0.0089
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0018	0.0087	0.0481
Echinococcus multilocularis	neuroglian	0.0014	0.0038	0.028
Onchocerca volvulus		0.0038	0.0301	0.179
Mycobacterium tuberculosis	Probable aldehyde dehydrogenase	0.0054	0.0488	0.028
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0301	0.1667
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0038	0.0301	0.2215
Mycobacterium ulcerans	hypothetical protein	0.0038	0.0301	0.0089
Mycobacterium ulcerans	beta-lactamase	0.0038	0.0301	0.0089
Loa Loa (eye worm)	immunoglobulin I-set domain-containing protein	0.0011	0.0008	0.0046
Mycobacterium tuberculosis	Probable lipase LipE	0.0038	0.0301	0.0089
Echinococcus granulosus	receptor type tyrosine protein phosphatase	0.0014	0.0038	0.0289
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0089	0.0874	0.4843
Loa Loa (eye worm)	hypothetical protein	0.0017	0.0068	0.0374
Mycobacterium ulcerans	fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE	0.0038	0.0301	0.0089
Schistosoma mansoni	aldehyde dehydrogenase	0.0054	0.0488	0.359
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0087	0.0481
Onchocerca volvulus		0.0024	0.0154	0.0919
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0054	0.0488	0.028
Echinococcus granulosus	roundabout 2	0.0014	0.0038	0.0289
Echinococcus multilocularis	roundabout 2	0.0014	0.0038	0.028
Brugia malayi	Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative	0.0038	0.0301	0.1667
Echinococcus multilocularis	neuroglian	0.0013	0.003	0.0217
Brugia malayi	Fibronectin type III domain containing protein	0.0018	0.0087	0.0481
Mycobacterium tuberculosis	Conserved protein	0.0038	0.0301	0.0089
Echinococcus multilocularis	insulin growth factor 1 receptor beta	0.0011	0.0006	0.0047
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0087	0.0481
Mycobacterium tuberculosis	Probable hydrolase	0.0038	0.0301	0.0089
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0301	0.1667
Echinococcus multilocularis	Down syndrome cell adhesion molecule	0.0011	0.0008	0.0061
Toxoplasma gondii	aldehyde dehydrogenase	0.0054	0.0488	1
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0087	0.0481
Brugia malayi	Matrixin family protein	0.0024	0.0154	0.0856
Loa Loa (eye worm)	hypothetical protein	0.0014	0.0038	0.0209
Schistosoma mansoni	aldehyde dehydrogenase	0.0054	0.0488	0.359
Echinococcus multilocularis	roundabout 2	0.0024	0.0155	0.1139
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	0.0089	0.087	0.6404
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0154	0.0856
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0089	0.0874	0.6437
Onchocerca volvulus		0.0035	0.0268	0.1594
Brugia malayi	beta-lactamase family protein	0.0038	0.0301	0.1667
Mycobacterium tuberculosis	Probable conserved lipoprotein	0.0038	0.0301	0.0089
Plasmodium falciparum	histone acetyltransferase GCN5	0.0036	0.0281	0.5
Loa Loa (eye worm)	hypothetical protein	0.0017	0.0068	0.0374
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0089	0.0874	0.6437
Loa Loa (eye worm)	CAMK/MLCK protein kinase	0.0014	0.0038	0.0211
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0154	0.0856
Toxoplasma gondii	histone lysine acetyltransferase GCN5-A	0.0039	0.0317	0.0857
Echinococcus multilocularis	receptor type tyrosine protein phosphatase	0.0014	0.0038	0.028
Schistosoma mansoni	cell adhesion molecule	0.0014	0.0038	0.028
Schistosoma mansoni	nephrin	0.0021	0.0117	0.0859
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0129	0.1317	1
Loa Loa (eye worm)	immunoglobulin I-set domain-containing protein	0.0014	0.0038	0.0211
Brugia malayi	hypothetical protein	0.0018	0.0087	0.0481
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0039	0.0317	0.2406
Schistosoma mansoni	ephrin receptor	0.0011	0.0006	0.0047
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0014	0.0038	0.0211
Echinococcus granulosus	beta LACTamase domain containing family member	0.0038	0.0301	0.2284
Echinococcus granulosus	Down syndrome cell adhesion molecule	0.0011	0.0008	0.0063
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0054	0.0488	0.028
Mycobacterium ulcerans	lipase LipD	0.0038	0.0301	0.0089
Entamoeba histolytica	acetyltransferase, GNAT family	0.0036	0.0281	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (binding)	= 0.43	Activity at adrenergic beta2 receptor in guinea pig trachea assessed as inhibition of electrically-stimulated muscle contraction relative to salmeterol	ChEMBL.	17897826
Activity (binding)	= 7.39 hr	Activity at beta2 adrenergic receptor in guinea pig trachea assessed as time taken for muscle tone	ChEMBL.	17897826
Activity (binding)	= 7.39 hr	Activity at beta2 adrenergic receptor in guinea pig trachea assessed as time taken for muscle tone	ChEMBL.	17897826
CL (ADMET)	= 130 ml/min.Kg	Total clearance in iv dosed rat	ChEMBL.	17897826
CL (ADMET)	= 1200 ml/min.Kg	Unbound clearance in iv dosed rat	ChEMBL.	17897826
EC50 (functional)	= 0.058 nM	Agonist activity at human recombinant adrenergic beta2 receptor expressed in CHO cells assessed as elevation in cAMP levels	ChEMBL.	17897826
EC50 (functional)	= 0.058 nM	Agonist activity at human recombinant adrenergic beta2 receptor expressed in CHO cells assessed as elevation in cAMP levels	ChEMBL.	17897826
F (ADMET)	< 5 %	Oral bioavailability po dosed rat	ChEMBL.	17897826
Log D	= 2.2	Lipophilicity, log D of the compound	ChEMBL.	17897826
Papp (ADMET)	< 1 10^-6 cm/s	Apparent permeability from apical to basolateral side of human Caco2 cell membrane	ChEMBL.	17897826
Papp (ADMET)	< 1 10^-6 cm/s	Apparent permeability from apical to basolateral side of human Caco2 cell membrane	ChEMBL.	17897826
Papp (ADMET)	= 14 10^-6 cm/s	Apparent permeability from basolateral to apical side of human Caco2 cell membrane	ChEMBL.	17897826
Papp (ADMET)	= 14 10^-6 cm/s	Apparent permeability from basolateral to apical side of human Caco2 cell membrane	ChEMBL.	17897826
PPB (ADMET)	= 90 %	Protein binding in rat plasma	ChEMBL.	17897826
Ratio EC50 (binding)	= 4035	Ratio of EC50 for human recombinant adrenergic beta2 receptor to EC50 for human recombinant adrenergic beta1 receptor	ChEMBL.	17897826
t1/2 (ADMET)	= 1.6 hr	Half life in iv dosed rat	ChEMBL.	17897826
t1/2 (ADMET)	= 4 min	Metabolic stability in human liver microsomes	ChEMBL.	17897826
Vd (ADMET)	= 18 L/Kg	Volume of distribution in iv dosed dosed rat	ChEMBL.	17897826

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

ChEMBL: CHEMBL237501
PubChem: 10324803

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.

Detailed information for compound 444966