TDR Targets

Basic information

Technical information

TDR Targets ID: 571301
Name: 7-methoxy-1,2,3,4-tetrahydroacridin-9-amine
MW: 228.29 | Formula: C14H16N2O
H donors: 1 H acceptors: 1 LogP: 2.71 Rotable bonds: 1
Rule of 5 violations (Lipinski): 1
SMILES: COc1ccc2c(c1)c(N)c1c(n2)CCCC1
InChi: 1S/C14H16N2O/c1-17-9-6-7-13-11(8-9)14(15)10-4-2-3-5-12(10)16-13/h6-8H,2-5H2,1H3,(H2,15,16)
InChiKey: APQPVVOYBLOJDY-UHFFFAOYSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

(7-methoxy-1,2,3,4-tetrahydroacridin-9-yl)amine
7-methoxytacrine
5778-80-3
1,2,3,4-Tetrahydro-7-methoxy-9-acridinamine
5-22-12-00199 (Beilstein Handbook Reference)
7-Meota
9-Acridinamine, 1,2,3,4-tetrahydro-7-methoxy- (9CI)
9-Amino-7-methoxy-1,2,3,4-tetrahydroacridine
9-Amino-7-methoxy-1,2,3,4-tetrahydroakridin [Czech]
Acridine, 1,2,3,4-tetrahydro-9-amino-7-methoxy-
BRN 0477401
TA-03

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	butyrylcholinesterase	Starlite/ChEMBL	References
Homo sapiens	acetylcholinesterase (Yt blood group)	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	ko:K01049 acetylcholinesterase [EC3.1.1.7], putative	Get druggable targets OG5_126875	All targets in OG5_126875
Brugia malayi	Carboxylesterase family protein	Get druggable targets OG5_126875	All targets in OG5_126875
Brugia malayi	Carboxylesterase family protein	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus granulosus	carboxylesterase 5A	Get druggable targets OG5_126875	All targets in OG5_126875
Loa Loa (eye worm)	carboxylesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Loa Loa (eye worm)	acetylcholinesterase 1	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	carboxylesterase 5A	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus granulosus	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus granulosus	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126875	All targets in OG5_126875
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126875	All targets in OG5_126875
Schistosoma japonicum	Acetylcholinesterase 1 precursor, putative	Get druggable targets OG5_126875	All targets in OG5_126875
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	Carboxylesterase family protein	acetylcholinesterase (Yt blood group)	614 aa	510 aa	26.5 %
Brugia malayi	Carboxylesterase family protein	butyrylcholinesterase	602 aa	546 aa	30.2 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0164	0.5278	0.5278
Schistosoma mansoni	Smad4	0.0008	0.0094	0.0094
Brugia malayi	Carboxylesterase family protein	0.0164	0.5278	0.7875
Brugia malayi	RNA, U transporter 1	0.0081	0.2531	0.3777
Brugia malayi	MH1 domain containing protein	0.0008	0.0094	0.014
Schistosoma mansoni	ran	0.0021	0.0521	0.0521
Toxoplasma gondii	GTP-binding nuclear protein ran/tc4	0.0021	0.0521	0.6463
Brugia malayi	MH2 domain containing protein	0.0008	0.0094	0.014
Echinococcus multilocularis	Smad4	0.0008	0.0094	0.0094
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.003	0.0807	0.0807
Leishmania major	GTP-binding protein, putative	0.0021	0.0521	0.8795
Loa Loa (eye worm)	MH2 domain-containing protein	0.0121	0.3849	0.3849
Brugia malayi	Pre-SET motif family protein	0.0206	0.6703	1
Echinococcus granulosus	TGF beta signal transducer SmadC	0.0008	0.0094	0.0094
Echinococcus multilocularis	smad	0.0008	0.0094	0.0094
Echinococcus multilocularis	snurportin 1	0.0305	1	1
Echinococcus granulosus	acetylcholinesterase	0.0164	0.5278	0.5278
Loa Loa (eye worm)	GTP-binding nuclear protein RAN/TC4	0.0021	0.0521	0.0521
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0742	0.0742
Brugia malayi	Carboxylesterase family protein	0.0028	0.0742	0.1107
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.0142	0.4542	1
Loa Loa (eye worm)	Smad1	0.0008	0.0094	0.0094
Echinococcus multilocularis	TGF beta signal transducer SmadC	0.0008	0.0094	0.0094
Schistosoma mansoni	ran	0.0021	0.0521	0.0521
Schistosoma mansoni	importin beta-1	0.0029	0.0773	0.0773
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0742	0.0742
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0028	0.0742	0.0742
Echinococcus granulosus	smad	0.0008	0.0094	0.0094
Brugia malayi	MH1 domain containing protein	0.0008	0.0094	0.014
Brugia malayi	hypothetical protein	0.0028	0.0742	0.1107
Trypanosoma brucei	GTP-binding nuclear protein rtb2, putative	0.0021	0.0521	0.6744
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.029	0.9486	1
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0206	0.6703	0.6703
Loa Loa (eye worm)	transcription factor SMAD2	0.0121	0.3849	0.3849
Echinococcus multilocularis	histone lysine methyltransferase setb histone lysine methyltransferase eggless	0.003	0.0807	0.0807
Schistosoma mansoni	smad	0.0008	0.0094	0.0094
Mycobacterium leprae	Probable fructose bisphosphate aldolase Fba	0.0142	0.4542	0.5
Giardia lamblia	Fructose-bisphosphate aldolase	0.029	0.9486	1
Schistosoma mansoni	smad1 5 8 and	0.0008	0.0094	0.0094
Echinococcus granulosus	mothers against decapentaplegic 5	0.0008	0.0094	0.0094
Loa Loa (eye worm)	MH2 domain-containing protein	0.0008	0.0094	0.0094
Echinococcus multilocularis	acetylcholinesterase	0.0164	0.5278	0.5278
Schistosoma mansoni	acetylcholinesterase	0.0028	0.0742	0.0742
Plasmodium vivax	importin-beta 2, putative	0.0029	0.0773	0.9583
Schistosoma mansoni	BC026374 protein (S09 family)	0.0028	0.0742	0.0742
Trypanosoma brucei	importin beta-1 subunit, putative	0.0029	0.0773	1
Schistosoma mansoni	smad1 5 8 and	0.0008	0.0094	0.0094
Onchocerca volvulus		0.0235	0.7654	1
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.003	0.0807	0.0807
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0742	0.0742
Schistosoma mansoni	smad1 5 8 and	0.0008	0.0094	0.0094
Loa Loa (eye worm)	nucleolar RNA-associated protein alpha	0.0305	1	1
Trichomonas vaginalis	spcc417.12 protein, putative	0.0028	0.0742	0.0782
Entamoeba histolytica	Ran family GTPase	0.0021	0.0521	0.055
Trypanosoma cruzi	importin beta-1 subunit, putative	0.0023	0.0593	1
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0773	0.0773
Echinococcus multilocularis	carboxylesterase 5A	0.0164	0.5278	0.5278
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.029	0.9486	1
Echinococcus granulosus	GTP binding nuclear protein Ran	0.0021	0.0521	0.0521
Loa Loa (eye worm)	carboxylesterase	0.0028	0.0742	0.0742
Brugia malayi	Carboxylesterase family protein	0.0164	0.5278	0.7875
Loa Loa (eye worm)	carboxylesterase	0.0164	0.5278	0.5278
Brugia malayi	Pre-SET motif family protein	0.003	0.0807	0.1204
Echinococcus granulosus	importin subunit beta 1	0.0029	0.0773	0.0773
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0028	0.0742	0.0742
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.029	0.9486	1
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0742	0.0742
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.029	0.9486	1
Leishmania major	importin beta-1 subunit, putative	0.0023	0.0593	1
Echinococcus granulosus	neuroligin	0.0028	0.0742	0.0742
Plasmodium falciparum	GTP-binding nuclear protein RAN/TC4	0.0021	0.0521	0.6744
Echinococcus granulosus	acetylcholinesterase	0.0164	0.5278	0.5278
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0742	0.0742
Trichomonas vaginalis	ran, putative	0.0021	0.0521	0.055
Brugia malayi	GTP-binding nuclear protein RAN/TC4	0.0021	0.0521	0.0778
Echinococcus granulosus	Smad4	0.0008	0.0094	0.0094
Brugia malayi	Carboxylesterase family protein	0.0028	0.0742	0.1107
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0028	0.0742	0.0782
Brugia malayi	Smad1	0.0008	0.0094	0.014
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.0142	0.4542	1
Entamoeba histolytica	hypothetical protein	0.0023	0.0593	0.0625
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0742	0.0742
Echinococcus granulosus	histone lysine methyltransferase setb	0.003	0.0807	0.0807
Loa Loa (eye worm)	MH1 domain-containing protein	0.0008	0.0094	0.0094
Echinococcus multilocularis	importin subunit beta 1	0.0029	0.0773	0.0773
Brugia malayi	Importin beta-1 subunit	0.0029	0.0773	0.1154
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0028	0.0742	0.0742
Plasmodium vivax	GTP-binding nuclear protein RAN/TC4, putative	0.0021	0.0521	0.6463
Echinococcus multilocularis	histone lysine N methyltransferase SETMAR	0.003	0.0807	0.0807
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0028	0.0742	0.0742
Trichomonas vaginalis	importin beta-1, putative	0.0023	0.0593	0.0625
Onchocerca volvulus		0.003	0.0807	0.0094
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0028	0.0742	0.0742
Trichomonas vaginalis	Importin beta-1 subunit, putative	0.0023	0.0593	0.0625
Brugia malayi	Carboxylesterase family protein	0.0028	0.0742	0.1107
Echinococcus multilocularis	para nitrobenzyl esterase	0.0028	0.0742	0.0742
Brugia malayi	Carboxylesterase family protein	0.0028	0.0742	0.1107
Treponema pallidum	fructose-bisphosphate aldolase	0.029	0.9486	0.5
Toxoplasma gondii	histone lysine methyltransferase SET/SUV39	0.003	0.0807	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.029	0.9486	1
Schistosoma mansoni	histone-lysine n-methyltransferase suv9	0.003	0.0807	0.0807
Schistosoma mansoni	TGF-beta signal transducer Smad2	0.0008	0.0094	0.0094
Echinococcus granulosus	carboxylesterase 5A	0.0164	0.5278	0.5278
Echinococcus granulosus	BC026374 protein S09 family	0.0028	0.0742	0.0742
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.029	0.9486	1
Loa Loa (eye worm)	hypothetical protein	0.0164	0.5278	0.5278
Echinococcus multilocularis	acetylcholinesterase	0.0164	0.5278	0.5278
Plasmodium vivax	SET domain protein, putative	0.003	0.0807	1
Echinococcus multilocularis	mothers against decapentaplegic 5	0.0008	0.0094	0.0094
Plasmodium falciparum	importin beta, putative	0.0029	0.0773	1
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.029	0.9486	1
Echinococcus multilocularis	GTP binding nuclear protein Ran	0.0021	0.0521	0.0521
Loa Loa (eye worm)	acetylcholinesterase 1	0.0164	0.5278	0.5278
Schistosoma mansoni	gliotactin	0.0028	0.0742	0.0742
Brugia malayi	MH2 domain containing protein	0.0008	0.0094	0.014
Loa Loa (eye worm)	carboxylesterase	0.0028	0.0742	0.0742
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.029	0.9486	1
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0742	0.0742
Brugia malayi	MH2 domain containing protein	0.0121	0.3849	0.5742
Toxoplasma gondii	HEAT repeat-containing protein	0.0029	0.0773	0.9583
Loa Loa (eye worm)	hypothetical protein	0.0164	0.5278	0.5278
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.029	0.9486	1
Trypanosoma brucei	importin beta-1 subunit, putative	0.0029	0.0773	1
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0028	0.0742	0.0742
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.003	0.0807	0.0807
Schistosoma mansoni	hypothetical protein	0.0305	1	1
Echinococcus granulosus	5'partial\|histone lysine N methyltransferase SETDB2	0.0029	0.0771	0.0771
Trichomonas vaginalis	Importin beta-1 subunit, putative	0.0023	0.0593	0.0625
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.029	0.9486	1
Loa Loa (eye worm)	hypothetical protein	0.003	0.0807	0.0807
Echinococcus multilocularis	neuroligin	0.0028	0.0742	0.0742
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0028	0.0742	0.0742
Echinococcus granulosus	para nitrobenzyl esterase	0.0028	0.0742	0.0742
Trichomonas vaginalis	set domain proteins, putative	0.0235	0.7654	0.8069

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 10500 nM	Inhibition of human recombinant AChE after 5 mins by Ellman method	ChEMBL.	25259726
IC50 (binding)	= 15000 nM	Inhibition of human recombinant AChE using acetylthiocholine substrate preincubated for 5 mins before substrate addition by Ellman's method	ChEMBL.	22818849
IC50 (binding)	= 21000 nM	Inhibition of human plasmatic BChE using butylthiocholne substrate preincubated for 5 mins before substrate addition by Ellman's method	ChEMBL.	22818849
IC50 (binding)	= 21000 nM	Inhibition of human plasmatic BChE after 5 mins by Ellman method	ChEMBL.	25259726
IC50 (binding)	= 10 uM	Inhibition of human recombinant AChE using acetylthiocholine as substrate preincubated for 5 mins followed by substrate addition measured every 2 mins by Ellman's method	ChEMBL.	26503905
IC50 (binding)	= 10.5 uM	Inhibition of human recombinant AChE after 5 mins using spectrophotometer by Ellman's method	ChEMBL.	21920739
IC50 (ADMET)	= 11.5 uM	Hepatotoxicity in human HepG2 cells assessed as cell viability after 24 hrs by MTT assay	ChEMBL.	26503905
IC50 (binding)	= 15 uM	Inhibition of human recombinant AChE after 5 mins	ChEMBL.	20817518
IC50 (binding)	= 15 uM	Inhibition of human recombinant AChE pre-incubated for 5 mins before acetylthiocholine substrate addition by Ellman's method	ChEMBL.	25089370
IC50 (binding)	= 17.56 uM	Inhibition of human plasmatic BChE using butyrylthiocholine as substrate preincubated for 5 mins followed by substrate addition measured every 2 mins by Ellman's method	ChEMBL.	26503905
IC50 (binding)	= 21 uM	Inhibition of human plasmatic BChE after 5 mins	ChEMBL.	20817518
IC50 (binding)	= 21 uM	Inhibition of human plasmatic BChE after 5 mins using spectrophotometer by Ellman's method	ChEMBL.	21920739
IC50 (binding)	= 21 uM	Inhibition of human BuChE pre-incubated for 5 mins before butylthiocholine substrate addition by Ellman's method	ChEMBL.	25089370
Inhibition (binding)		Inhibition of amyloid beta (1-42) self-mediated aggregation (unknown origin) at 10 uM after 24 hrs by thioflavin T fluorescence method	ChEMBL.	25259726
Ki (binding)	= 2090 nM	Inhibition of human recombinant AChE assessed as dissociation constant for enzyme-inhibitor complex using acetylthiocholine substrate preincubated for 5 mins before substrate addition by Ellman's method	ChEMBL.	22818849
Ki (binding)	= 6340 nM	Inhibition of human recombinant AChE assessed as dissociation constant for enzyme-inhibitor-substrate complex using acetylthiocholine substrate preincubated for 5 mins before substrate addition by Ellman's method	ChEMBL.	22818849
Ki (binding)	= 2.09 uM	Inhibition of human recombinant AChE assessed as dissociation constant for enzyme-inhibitor complex by Lineweaver-Burk plot	ChEMBL.	25089370
Ki (binding)	= 6.34 uM	Inhibition of human recombinant AChE assessed as dissociation constant for enzyme-inhibitor-substrate complex by Lineweaver-Burk plot	ChEMBL.	25089370

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	26503905

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

Search by CAS
ChEMBL: CHEMBL1256415
PubChem: 119053

Bibliographic References

6 literature references were 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 571301