TDR Targets

Basic information

Technical information

TDR Targets ID: 371944
Name: 1-[(3,4-dimethoxyphenyl)methyl]-6,7,8-trimeth oxy-2,2-dimethyl-3,4-dihydro-1H-isoquinolin-2 -ium iodide
MW: 529.408 | Formula: C23H32INO5
H donors: 0 H acceptors: 0 LogP: 4.52 Rotable bonds: 7
Rule of 5 violations (Lipinski): 2
SMILES: COc1ccc(cc1OC)CC1c2c(CC[N+]1(C)C)cc(c(c2OC)OC)OC.[I-]
InChi: 1S/C23H32NO5.HI/c1-24(2)11-10-16-14-20(27-5)22(28-6)23(29-7)21(16)17(24)12-15-8-9-18(25-3)19(13-15)26-4;/h8-9,13-14,17H,10-12H2,1-7H3;1H/q+1;/p-1
InChiKey: HEPFPUQATOXWDY-UHFFFAOYSA-M

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

6,7,8-trimethoxy-2,2-dimethyl-1-veratryl-3,4-dihydro-1H-isoquinolin-2-ium iodide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Small conductance calcium-activated potassium channel	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

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Echinococcus multilocularis	small conductance calcium activated potassium	Small conductance calcium-activated potassium channel	580 aa	475 aa	48.0 %
Echinococcus granulosus	small conductance calcium activated potassium	Small conductance calcium-activated potassium channel	580 aa	475 aa	48.0 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0037	0.0792	0.126
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0017	0.0083	0.0154
Toxoplasma gondii	3'5'-cyclic nucleotide phosphodiesterase domain-containing protein	0.005	0.1227	0.9098
Schistosoma mansoni	camp-specific 35-cyclic phosphodiesterase	0.005	0.1227	0.199
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0024	0.0349	0.0516
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0017	0.0083	0.0138
Leishmania major	apurinic/apyrimidinic endonuclease-redox protein	0.0015	0.0041	0.0306
Schistosoma mansoni	alpha-glucosidase	0.0147	0.4547	0.7561
Leishmania major	alpha glucosidase II subunit, putative	0.0038	0.0814	0.6052
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0037	0.0792	0.126
Echinococcus multilocularis	muscleblind protein 1	0.0157	0.4875	0.8111
Loa Loa (eye worm)	hypothetical protein	0.019	0.6001	1
Echinococcus granulosus	5'partial\|histone lysine N methyltransferase SETDB2	0.0023	0.0318	0.0465
Schistosoma mansoni	hypothetical protein	0.0036	0.0739	0.1172
Toxoplasma gondii	CMGC kinase, MAPK family (ERK) MAPK-1	0.0054	0.1345	1
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	0.005	0.1227	0.199
Brugia malayi	Latrophilin receptor protein 2	0.0017	0.0083	0.0154
Trypanosoma brucei	mitogen activated protein kinase 4, putative	0.0054	0.1345	1
Trichomonas vaginalis	CMGC family protein kinase	0.0054	0.1345	0.1345
Echinococcus granulosus	mitogen activated protein kinase 3	0.0054	0.1345	0.2187
Loa Loa (eye worm)	hypothetical protein	0.005	0.1227	0.2045
Trichomonas vaginalis	neutral alpha-glucosidase ab precursor, putative	0.0038	0.0814	0.0814
Trypanosoma brucei	apurinic/apyrimidinic endonuclease, putative	0.0015	0.0041	0.0306
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.015	0.4638	1
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0037	0.0792	0.126
Echinococcus multilocularis	diuretic hormone 44 receptor GPRdih2	0.0017	0.0083	0.007
Loa Loa (eye worm)	hypothetical protein	0.0017	0.0083	0.0138
Echinococcus multilocularis	mitogen activated protein kinase 3	0.0054	0.1345	0.2187
Trichomonas vaginalis	alpha-glucosidase, putative	0.0038	0.0814	0.0814
Schistosoma mansoni	hypothetical protein	0.019	0.6001	1
Giardia lamblia	Fructose-bisphosphate aldolase	0.0307	1	1
Schistosoma mansoni	alpha glucosidase	0.0038	0.0814	0.1296
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0037	0.0792	0.132
Loa Loa (eye worm)	cyclic AMP specific phosphodiesterase PDE4D5A	0.0044	0.1019	0.1698
Echinococcus multilocularis	cadherin EGF LAG seven pass G type receptor	0.0017	0.0083	0.007
Trichomonas vaginalis	sucrase-isomaltase, putative	0.0038	0.0814	0.0814
Echinococcus multilocularis	GPCR, family 2	0.0017	0.0083	0.007
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	0.005	0.1227	0.199
Brugia malayi	MH2 domain containing protein	0.0125	0.3799	0.7087
Echinococcus multilocularis	mitogen activated protein kinase	0.0054	0.1345	0.2187
Trypanosoma cruzi	hypothetical protein, conserved	0.0038	0.0814	0.6052
Echinococcus multilocularis	muscleblind protein	0.0157	0.4875	0.8111
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	0.0044	0.1019	0.1641
Echinococcus granulosus	GPCR family 2	0.0017	0.0083	0.007
Brugia malayi	exodeoxyribonuclease III family protein	0.0015	0.0041	0.0077
Echinococcus granulosus	cadherin EGF LAG seven pass G type receptor	0.0017	0.0083	0.007
Loa Loa (eye worm)	MH2 domain-containing protein	0.0125	0.3799	0.6331
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0037	0.0792	0.126
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0349	0.0582
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0037	0.0792	0.126
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0024	0.0349	0.0516
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0307	1	1
Entamoeba histolytica	hypothetical protein	0.0029	0.052	0.052
Loa Loa (eye worm)	exodeoxyribonuclease III family protein	0.0015	0.0041	0.0069
Entamoeba histolytica	hypothetical protein	0.0029	0.052	0.052
Trypanosoma brucei	glucosidase, putative	0.0038	0.0814	0.6052
Onchocerca volvulus		0.0099	0.2897	0.4735
Plasmodium vivax	SET domain protein, putative	0.0024	0.0349	1
Onchocerca volvulus		0.0193	0.6118	1
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0739	0.1232
Trichomonas vaginalis	alpha-glucosidase, putative	0.0038	0.0814	0.0814
Trypanosoma cruzi	mitogen activated protein kinase 4, putative	0.0054	0.1345	1
Trichomonas vaginalis	alpha-glucosidase, putative	0.0038	0.0814	0.0814
Loa Loa (eye worm)	glycosyl hydrolase family 31 protein	0.0038	0.0814	0.1356
Trichomonas vaginalis	set domain proteins, putative	0.0193	0.6118	0.6118
Trichomonas vaginalis	alpha-glucosidase, putative	0.0038	0.0814	0.0814
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.017	0.5317	0.8861
Entamoeba histolytica	glycosyl hydrolase, family 31 protein	0.0038	0.0814	0.0814
Echinococcus multilocularis	small conductance calcium activated potassium	0.019	0.6001	1
Brugia malayi	Glycosyl hydrolases family 31 protein	0.0038	0.0814	0.1518
Echinococcus multilocularis	histone lysine methyltransferase setb histone lysine methyltransferase eggless	0.0024	0.0349	0.0516
Loa Loa (eye worm)	hypothetical protein	0.0157	0.4875	0.8124
Brugia malayi	latrophilin 2 splice variant baaae	0.0036	0.0739	0.1379
Schistosoma mansoni	hypothetical protein	0.0017	0.0083	0.007
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0054	0.1345	1
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	0.005	0.1227	0.199
Echinococcus granulosus	diuretic hormone 44 receptor GPRdih2	0.0017	0.0083	0.007
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0037	0.0792	0.126
Echinococcus granulosus	lysosomal alpha glucosidase	0.0171	0.5361	0.8926
Trichomonas vaginalis	maltase-glucoamylase, putative	0.0038	0.0814	0.0814
Mycobacterium leprae	Probable fructose bisphosphate aldolase Fba	0.015	0.4638	0.5
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0307	1	1
Giardia lamblia	Kinase, CMGC MAPK	0.0054	0.1345	0.1309
Plasmodium falciparum	AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative	0.0015	0.0041	0.5
Trichomonas vaginalis	CMGC family protein kinase	0.0054	0.1345	0.1345
Trichomonas vaginalis	neutral alpha-glucosidase ab precursor, putative	0.0038	0.0814	0.0814
Brugia malayi	Muscleblind-like protein	0.0157	0.4875	0.9094
Schistosoma mansoni	serine/threonine protein kinase	0.0054	0.1345	0.2187
Echinococcus granulosus	neutral alpha glucosidase AB	0.0038	0.0814	0.1296
Treponema pallidum	fructose-bisphosphate aldolase	0.0307	1	1
Schistosoma mansoni	alpha-glucosidase	0.0147	0.4547	0.7561
Trichomonas vaginalis	CMGC family protein kinase	0.0054	0.1345	0.1345
Trypanosoma cruzi	hypothetical protein, conserved	0.0038	0.0814	0.6052
Echinococcus granulosus	small conductance calcium activated potassium	0.019	0.6001	1
Schistosoma mansoni	histone-lysine n-methyltransferase suv9	0.0024	0.0349	0.0516
Schistosoma mansoni	hypothetical protein	0.0029	0.052	0.0803
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0037	0.0792	0.126
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0307	1	1
Entamoeba histolytica	hypothetical protein	0.0029	0.052	0.052
Trichomonas vaginalis	ap endonuclease, putative	0.0015	0.0041	0.0041
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0307	1	1
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0307	1	1
Brugia malayi	MAP kinase sur-1	0.0054	0.1345	0.2508
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0307	1	1
Onchocerca volvulus		0.0024	0.0349	0.057
Brugia malayi	hypothetical protein	0.0029	0.052	0.0969
Entamoeba histolytica	glycosyl hydrolase, family 31 protein	0.0038	0.0814	0.0814
Trypanosoma brucei	protein kinase, putative	0.0054	0.1345	1
Brugia malayi	Pre-SET motif family protein	0.017	0.5317	0.9918
Schistosoma mansoni	calcium-activated potassium channel	0.019	0.6001	1
Schistosoma mansoni	hypothetical protein	0.0017	0.0083	0.007
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0307	1	1
Loa Loa (eye worm)	hypothetical protein	0.0157	0.4875	0.8124
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0024	0.0349	0.0516
Brugia malayi	Probable 3',5'-cyclic phosphodiesterase R153.1, putative	0.0044	0.1019	0.1901
Echinococcus granulosus	mitogen activated protein kinase	0.0054	0.1345	0.2187
Echinococcus multilocularis	lysosomal alpha glucosidase	0.0171	0.5361	0.8926
Trypanosoma cruzi	apurinic/apyrimidinic endonuclease	0.0015	0.0041	0.0306
Trichomonas vaginalis	alpha-glucosidase, putative	0.0038	0.0814	0.0814
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0052	0.1305	0.2435
Loa Loa (eye worm)	transcription factor SMAD2	0.0125	0.3799	0.6331
Echinococcus multilocularis	lysosomal alpha glucosidase	0.0171	0.5361	0.8926
Schistosoma mansoni	hypothetical protein	0.0017	0.0083	0.007
Loa Loa (eye worm)	glycosyl hydrolase family 31 protein	0.0171	0.5361	0.8934
Loa Loa (eye worm)	hypothetical protein	0.0095	0.2767	0.4612
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0054	0.1345	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0307	1	1
Trichomonas vaginalis	ap endonuclease, putative	0.0015	0.0041	0.0041
Loa Loa (eye worm)	hypothetical protein	0.0052	0.1305	0.2175
Brugia malayi	Glycosyl hydrolases family 31 protein	0.0171	0.5361	1
Leishmania major	mitogen activated protein kinase, putative,map kinase, putative	0.0054	0.1345	1
Schistosoma mansoni	calcium-activated potassium channel	0.0181	0.5684	0.947
Entamoeba histolytica	exodeoxyribonuclease III, putative	0.0015	0.0041	0.0041
Leishmania major	mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440	0.0054	0.1345	1
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0052	0.1305	0.2175
Loa Loa (eye worm)	CMGC/MAPK/ERK1 protein kinase	0.0054	0.1345	0.2241
Trichomonas vaginalis	CMGC family protein kinase	0.0054	0.1345	0.1345
Trypanosoma cruzi	mitogen activated protein kinase 2, putative	0.0054	0.1345	1
Brugia malayi	Pre-SET motif family protein	0.0024	0.0349	0.0651
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0052	0.1305	0.2435
Trypanosoma cruzi	apurinic/apyrimidinic endonuclease, putative	0.0015	0.0041	0.0306
Schistosoma mansoni	hypothetical protein	0.0017	0.0083	0.007
Echinococcus multilocularis	histone lysine N methyltransferase SETMAR	0.0024	0.0349	0.0516
Toxoplasma gondii	histone lysine methyltransferase SET/SUV39	0.0024	0.0349	0.2361
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0307	1	1
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.015	0.4638	1
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0037	0.0792	0.1477
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0029	0.052	0.0803
Echinococcus granulosus	histone lysine methyltransferase setb	0.0024	0.0349	0.0516
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	0.0044	0.1019	0.1641
Giardia lamblia	CAMP-specific 3,5-cyclic phosphodiesterase 4B	0.005	0.1227	0.1191
Wolbachia endosymbiont of Brugia malayi	exonuclease III	0.0015	0.0041	0.5
Schistosoma mansoni	transcription factor LCR-F1	0.0029	0.052	0.0803
Toxoplasma gondii	glycosyl hydrolase, family 31 protein	0.0038	0.0814	0.5927
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	0.005	0.1227	0.199
Loa Loa (eye worm)	hypothetical protein	0.0085	0.2434	0.4056
Echinococcus granulosus	muscleblind protein	0.0157	0.4875	0.8111
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0029	0.052	0.0803
Echinococcus multilocularis	neutral alpha glucosidase AB	0.0038	0.0814	0.1296
Entamoeba histolytica	hypothetical protein	0.0029	0.052	0.052

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (binding)	= 72 %	Displacement of [125I]apamin from Wistar rat cortical apamin-sensitive site at 10 uM	ChEMBL.	17125273
Activity (binding)	= 72 %	Displacement of [125I]apamin from Wistar rat cortical apamin-sensitive site at 10 uM	ChEMBL.	17125273
IC50 (functional)	= 9 uM	Blockade of apamin-sensitive AHP in Wistar rat dopaminergic neurons by electrophysiology assay	ChEMBL.	17125273
Ki (binding)	= 0.73 uM	Displacement of [125I]apamin from Wistar rat cortical apamin-sensitive site	ChEMBL.	17125273
Ki (binding)	= 0.73 uM	Displacement of [125I]apamin from Wistar rat cortical apamin-sensitive site	ChEMBL.	17125273

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: CHEMBL215533
PubChem: 11995162

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 371944