TDR Targets

Basic information

Technical information

TDR Targets ID: 76480
Name: 9-(3-phenoxypropylamino)-1,2,3,4-tetrahydroac ridin-1-ol
MW: 348.438 | Formula: C22H24N2O2
H donors: 2 H acceptors: 2 LogP: 4.13 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: OC1CCCc2c1c(NCCCOc1ccccc1)c1c(n2)cccc1
InChi: 1S/C22H24N2O2/c25-20-13-6-12-19-21(20)22(17-10-4-5-11-18(17)24-19)23-14-7-15-26-16-8-2-1-3-9-16/h1-5,8-11,20,25H,6-7,12-15H2,(H,23,24)
InChiKey: OMPBZSLBVKDSJL-UHFFFAOYSA-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

9-[3-(phenoxy)propylamino]-1,2,3,4-tetrahydroacridin-1-ol
104628-43-5
1,2,3,4-Tetrahydro-9-((3-phenoxypropyl)amino)-1-acridinol
1-Acridinol, 1,2,3,4-tetrahydro-9-((3-phenoxypropyl)amino)-

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Acetylcholinesterase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
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
Schistosoma japonicum	ko:K01049 acetylcholinesterase [EC3.1.1.7], putative	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)	acetylcholinesterase 1	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus granulosus	acetylcholinesterase	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
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
Echinococcus granulosus	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	carboxylesterase 5A	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
Schistosoma japonicum	Acetylcholinesterase 1 precursor, putative	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

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	614 aa	570 aa	25.4 %
Onchocerca volvulus	Molybdopterin synthase catalytic subunit homolog	Acetylcholinesterase	614 aa	564 aa	29.8 %
Echinococcus multilocularis	neuroligin	Acetylcholinesterase	614 aa	496 aa	24.0 %
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	614 aa	574 aa	24.0 %
Onchocerca volvulus		Acetylcholinesterase	614 aa	583 aa	30.7 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	614 aa	507 aa	26.4 %
Drosophila melanogaster	CG10175 gene product from transcript CG10175-RE	Acetylcholinesterase	614 aa	547 aa	32.5 %
Echinococcus granulosus	BC026374 protein S09 family	Acetylcholinesterase	614 aa	642 aa	34.1 %
Onchocerca volvulus		Acetylcholinesterase	614 aa	632 aa	25.6 %
Echinococcus multilocularis	BC026374 protein (S09 family)	Acetylcholinesterase	614 aa	642 aa	34.0 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	614 aa	573 aa	30.5 %
Onchocerca volvulus		Acetylcholinesterase	614 aa	581 aa	27.0 %
Onchocerca volvulus	Carnitine O-palmitoyltransferase 2, mitochondrial homolog	Acetylcholinesterase	614 aa	531 aa	39.7 %
Onchocerca volvulus	Putative nuclear protein	Acetylcholinesterase	614 aa	577 aa	40.7 %
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	Acetylcholinesterase	614 aa	602 aa	24.3 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Toxoplasma gondii	rhoptry neck protein RON1	0.0043	0	0.5
Brugia malayi	Carboxylesterase family protein	0.0082	0.4511	0.4511
Toxoplasma gondii	rhoptry neck protein RON9	0.0043	0	0.5
Onchocerca volvulus		0.0043	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0082	0.4511	0.4511
Echinococcus multilocularis	Immunoglobulin	0.0101	0.6716	1
Onchocerca volvulus		0.0043	0	0.5
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0129	1	1
Onchocerca volvulus		0.0043	0	0.5
Loa Loa (eye worm)	immunoglobulin I-set domain-containing protein	0.0129	1	1
Echinococcus granulosus	irregular chiasm roughest protein	0.0101	0.6716	1
Loa Loa (eye worm)	acetylcholinesterase 1	0.0082	0.4511	0.4511
Onchocerca volvulus		0.0043	0	0.5
Onchocerca volvulus		0.0043	0	0.5
Echinococcus multilocularis	conserved hypothetical protein	0.0101	0.6716	1
Echinococcus multilocularis	carboxylesterase 5A	0.0082	0.4511	0.6717
Onchocerca volvulus		0.0043	0	0.5
Plasmodium vivax	apical sushi protein, putative	0.0043	0	0.5
Schistosoma mansoni	hypothetical protein	0.0101	0.6716	1
Onchocerca volvulus		0.0043	0	0.5
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0082	0.4511	0.6717
Loa Loa (eye worm)	hypothetical protein	0.0082	0.4511	0.4511
Echinococcus granulosus	carboxylesterase 5A	0.0082	0.4511	0.6717
Brugia malayi	GCC2 and GCC3 family protein	0.0057	0.162	0.162
Loa Loa (eye worm)	hypothetical protein	0.0048	0.0567	0.0567
Echinococcus granulosus	nephrin	0.0101	0.6716	1
Echinococcus multilocularis	acetylcholinesterase	0.0082	0.4511	0.6717
Loa Loa (eye worm)	carboxylesterase	0.0082	0.4511	0.4511
Onchocerca volvulus		0.0043	0	0.5
Echinococcus granulosus	acetylcholinesterase	0.0082	0.4511	0.6717
Onchocerca volvulus		0.0043	0	0.5
Brugia malayi	Carboxylesterase family protein	0.0082	0.4511	0.4511
Loa Loa (eye worm)	hypothetical protein	0.0057	0.162	0.162
Plasmodium falciparum	apical sushi protein	0.0043	0	0.5
Echinococcus granulosus	acetylcholinesterase	0.0082	0.4511	0.6717
Schistosoma mansoni	hypothetical protein	0.0101	0.6716	1
Echinococcus multilocularis	acetylcholinesterase	0.0082	0.4511	0.6717
Echinococcus granulosus	nephrin	0.0101	0.6716	1
Echinococcus multilocularis	irregular chiasm roughest protein immunoglobulin set domain containing protein	0.0101	0.6716	1
Loa Loa (eye worm)	immunoglobulin I-set domain-containing protein	0.0129	1	1
Onchocerca volvulus		0.0043	0	0.5
Echinococcus multilocularis	nephrin	0.0101	0.6716	1
Echinococcus granulosus	Immunoglobulin	0.0101	0.6716	1
Brugia malayi	hypothetical protein	0.0129	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Animals (functional)	= 0 %	Reversal of scopolamine-induced memory impairment in mice at 0.16 mg/Kg administered subcutaneously.	ChEMBL.	2754707
Animals (functional)	= 0 %	Reversal of scopolamine-induced memory impairment in mice at 0.31 mg/Kg administered subcutaneously.	ChEMBL.	2754707
Animals (functional)	= 0 %	Reversal of scopolamine-induced memory impairment in mice at 0.63 mg/Kg administered subcutaneously.	ChEMBL.	2754707
Animals (functional)	NT 0 %	Compound was evaluated for inhibition of the reuptake of norepinephrine in rat whole brains minus cerebellar;NT means not tested.	ChEMBL.	2754707
Animals (functional)	= 0 %	Reversal of scopolamine-induced memory impairment in mice at 0.16 mg/Kg administered subcutaneously.	ChEMBL.	2754707
Animals (functional)	= 0 %	Reversal of scopolamine-induced memory impairment in mice at 0.31 mg/Kg administered subcutaneously.	ChEMBL.	2754707
Animals (functional)	= 0 %	Reversal of scopolamine-induced memory impairment in mice at 0.63 mg/Kg administered subcutaneously.	ChEMBL.	2754707
Animals (functional)	= 7 %	Reversal of scopolamine-induced memory impairment in mice at 2.5 mg/Kg administered subcutaneously.	ChEMBL.	2754707
Animals (functional)	= 7 %	Reversal of scopolamine-induced memory impairment in mice at 2.5 mg/Kg administered subcutaneously.	ChEMBL.	2754707
Animals (functional)	= 13 %	Reversal of scopolamine-induced memory impairment in mice at 1.25 mg/Kg administered subcutaneously.	ChEMBL.	2754707
Animals (functional)	= 13 %	Reversal of scopolamine-induced memory impairment in mice at 1.25 mg/Kg administered subcutaneously.	ChEMBL.	2754707
IC50 (binding)	= 3.98 uM	In vitro inhibition against acetylcholinesterase in rat striata.	ChEMBL.	2754707
IC50 (binding)	= 3.98 uM	In vitro inhibition against acetylcholinesterase in rat striata.	ChEMBL.	2754707
LD50 (ADMET)	> 80 mg kg-1	Toxicity evaluated in rats after intraperitoneal administration.	ChEMBL.	2754707

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: CHEMBL53978
PubChem: 3025629

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 76480