TDR Targets

Basic information

Technical information

TDR Targets ID: 370292
Name: N,N'-bis(1,2,3,4-tetrahydroacridin-9-yl)propa ne-1,3-diamine
MW: 436.591 | Formula: C29H32N4
H donors: 2 H acceptors: 2 LogP: 6.94 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: C(CNc1c2CCCCc2nc2c1cccc2)CNc1c2CCCCc2nc2c1cccc2
InChi: 1S/C29H32N4/c1-5-14-24-20(10-1)28(21-11-2-6-15-25(21)32-24)30-18-9-19-31-29-22-12-3-7-16-26(22)33-27-17-8-4-13-23(27)29/h1,3,5,7,10,12,14,16H,2,4,6,8-9,11,13,15,17-19H2,(H,30,32)(H,31,33)
InChiKey: BHOCVLCAWPPEOV-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

1,2,3,4-tetrahydroacridin-9-yl-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]amine
1,3-Propanediamine, N,N'-bis(1,2,3,4-tetrahydro-9-acridinyl)-
AIDS-415678
AIDS415678

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
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 multilocularis	acetylcholinesterase	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
Brugia malayi	Carboxylesterase family protein	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 granulosus	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
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	carboxylesterase 5A	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus granulosus	carboxylesterase 5A	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
Onchocerca volvulus		Acetylcholinesterase	614 aa	632 aa	25.6 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	614 aa	573 aa	30.5 %
Brugia malayi	Carboxylesterase family protein	Acetylcholinesterase	614 aa	507 aa	26.4 %
Onchocerca volvulus		Acetylcholinesterase	614 aa	583 aa	30.7 %
Drosophila melanogaster	CG10175 gene product from transcript CG10175-RE	Acetylcholinesterase	614 aa	547 aa	32.5 %
Echinococcus multilocularis	BC026374 protein (S09 family)	Acetylcholinesterase	614 aa	642 aa	34.0 %
Echinococcus granulosus	BC026374 protein S09 family	Acetylcholinesterase	614 aa	642 aa	34.1 %
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	614 aa	574 aa	24.0 %
Brugia malayi	Carboxylesterase family protein	Butyrylcholinesterase	597 aa	537 aa	31.7 %
Onchocerca volvulus	Molybdopterin synthase catalytic subunit homolog	Acetylcholinesterase	614 aa	564 aa	29.8 %
Onchocerca volvulus	Carnitine O-palmitoyltransferase 2, mitochondrial homolog	Acetylcholinesterase	614 aa	531 aa	39.7 %
Echinococcus multilocularis	neuroligin	Acetylcholinesterase	614 aa	496 aa	24.0 %
Loa Loa (eye worm)	hypothetical protein	Acetylcholinesterase	614 aa	570 aa	25.4 %
Onchocerca volvulus	Putative nuclear protein	Acetylcholinesterase	614 aa	577 aa	40.7 %
Onchocerca volvulus		Acetylcholinesterase	614 aa	581 aa	27.0 %
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
Loa Loa (eye worm)	fibroinase	0.0697821	0.466765	0.373758
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0479423	0.148516	0.318182
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0697821	0.466765	0.466765
Onchocerca volvulus		0.0697821	0.466765	1
Onchocerca volvulus		0.0697821	0.466765	1
Brugia malayi	Cathepsin L-like precursor	0.0697821	0.466765	0.466765
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Brugia malayi	cathepsin B-like cysteine proteinase	0.106375	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0531052	0.22375	0.22375
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0697821	0.466765	1
Loa Loa (eye worm)	hypothetical protein	0.106375	1	1
Echinococcus granulosus	cathepsin b	0.106375	1	1
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.106375	1	1
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.106375	1	1
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0697821	0.466765	1
Echinococcus multilocularis	cathepsin b	0.106375	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0697821	0.466765	1
Loa Loa (eye worm)	ctsf protein	0.0697821	0.466765	0.373758
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.106375	1	1
Echinococcus granulosus	cathepsin b	0.106375	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Brugia malayi	Cathepsin L-like precursor	0.0479423	0.148516	0.148516
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Entamoeba histolytica	cysteine protease, putative	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0697821	0.466765	1
Leishmania major	cathepsin L-like protease	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0479423	0.148516	0.318182
Loa Loa (eye worm)	cysteine protease	0.0697821	0.466765	0.373758
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0697821	0.466765	1
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0697821	0.466765	1
Brugia malayi	Cathepsin L-like precursor	0.0697821	0.466765	0.466765
Echinococcus multilocularis	cathepsin L cysteine protease	0.0697821	0.466765	0.466765
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.106375	1	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0697821	0.466765	0.373758
Loa Loa (eye worm)	cathepsin B	0.0531052	0.22375	0.0883559
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0697821	0.466765	1
Echinococcus granulosus	cathepsin l1	0.0697821	0.466765	0.466765
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0697821	0.466765	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0697821	0.466765	0.466765
Echinococcus multilocularis	cysteine protease	0.0697821	0.466765	0.466765
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0697821	0.466765	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0697821	0.466765	1
Brugia malayi	Cathepsin L-like precursor	0.0479423	0.148516	0.148516
Giardia lamblia	Cathepsin B precursor	0.0531052	0.22375	0.5
Onchocerca volvulus	Cathepsin F homolog	0.0697821	0.466765	1
Leishmania major	cathepsin L-like protease	0.0697821	0.466765	1
Trypanosoma cruzi	cruzipain precursor, putative	0.0697821	0.466765	0.466765
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0531052	0.22375	0.22375
Brugia malayi	Papain family cysteine protease containing protein	0.0697821	0.466765	0.466765
Onchocerca volvulus		0.0697821	0.466765	1
Onchocerca volvulus		0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Onchocerca volvulus		0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0697821	0.466765	1
Onchocerca volvulus		0.0697821	0.466765	1
Giardia lamblia	Cathepsin B precursor	0.0531052	0.22375	0.5
Leishmania major	cathepsin L-like protease	0.0697821	0.466765	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0479423	0.148516	0.148516
Toxoplasma gondii	cathepsin CPL	0.0697821	0.466765	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0697821	0.466765	1
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0531052	0.22375	0.479363
Leishmania major	cathepsin L-like protease	0.0697821	0.466765	1
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0697821	0.466765	0.466765
Leishmania major	cysteine peptidase A (CPA)	0.0697821	0.466765	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0697821	0.466765	0.466765
Onchocerca volvulus	Cathepsin L homolog	0.0697821	0.466765	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0697821	0.466765	0.466765
Brugia malayi	Cathepsin L-like precursor	0.0697821	0.466765	0.466765
Brugia malayi	Cathepsin L-like precursor	0.0697821	0.466765	0.466765
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0697821	0.466765	1
Plasmodium vivax	vivapain-2	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0697821	0.466765	1
Plasmodium vivax	vivapain-2	0.0697821	0.466765	1
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0479423	0.148516	0.148516
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0697821	0.466765	1
Leishmania major	cathepsin L-like protease	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0697821	0.466765	1
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0479423	0.148516	0.148516
Loa Loa (eye worm)	hypothetical protein	0.0697821	0.466765	0.373758
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0697821	0.466765	0.466765
Echinococcus granulosus	cathepsin l1	0.0479423	0.148516	0.148516
Echinococcus multilocularis	cathepsin L cysteine protease	0.0697821	0.466765	0.466765
Onchocerca volvulus		0.0697821	0.466765	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0697821	0.466765	0.466765
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0697821	0.466765	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0697821	0.466765	1
Leishmania major	cathepsin L-like protease	0.0697821	0.466765	1
Leishmania major	cathepsin L-like protease	0.0697821	0.466765	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0697821	0.466765	0.466765
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0697821	0.466765	1
Entamoeba histolytica	cysteine proteinase, putative	0.0697821	0.466765	1
Brugia malayi	Cathepsin L-like precursor	0.0697821	0.466765	0.466765
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0697821	0.466765	0.373758
Echinococcus multilocularis	cysteine protease	0.0697821	0.466765	0.466765
Trypanosoma cruzi	cysteine peptidase, putative	0.0697821	0.466765	0.466765
Leishmania major	cathepsin L-like protease	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Echinococcus multilocularis	cathepsin b	0.106375	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0531052	0.22375	0.479363
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0697821	0.466765	1
Entamoeba histolytica	cysteine proteinase, putative	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0697821	0.466765	0.466765
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Entamoeba histolytica	cysteine proteinase, putative	0.0479423	0.148516	0.318182
Brugia malayi	Cathepsin L-like precursor	0.0697821	0.466765	0.466765
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.106375	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0697821	0.466765	1
Giardia lamblia	Cathepsin B precursor	0.0531052	0.22375	0.5
Brugia malayi	cathepsin L-like precursor	0.0479423	0.148516	0.148516
Onchocerca volvulus	Cathepsin L homolog	0.0697821	0.466765	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 152 nM	Inhibition of rat serum BuChE	ChEMBL.	16942022
IC50 (binding)	= 152 nM	Inhibition of rat serum BuChE	ChEMBL.	16942022
IC50 (binding)	= 254 nM	Inhibition of rat brain AChE	ChEMBL.	16942022
IC50 (binding)	= 254 nM	Inhibition of rat brain AChE	ChEMBL.	16942022
IC50 (functional)	= 3.99 uM	Antimalarial activity against chloroquine-resistant Plasmodium falciparum Dd2 assessed as parasite viability after 72 hrs by malstat assay	ChEMBL.	27316542
LogP	= 6.28	Partition coefficient, log P of the compound	ChEMBL.	16870429
MIC (functional)	= 12.5 ug ml-1	Antitubercular activity against Mycobacterium tuberculosis H37Rv	ChEMBL.	16870429
MIC (functional)	= 12.5 ug ml-1	Antitubercular activity against Mycobacterium tuberculosis H37Rv	ChEMBL.	16870429
MIC (functional)	= 25 ug ml-1	Antitubercular activity against Mycobacterium tuberculosis H37Ra	ChEMBL.	16870429
MIC (functional)	= 25 ug ml-1	Antitubercular activity against Mycobacterium tuberculosis H37Ra	ChEMBL.	16870429
Ratio IC50 (binding)	= 0.6	Selectivity for AChE over BuChE	ChEMBL.	16942022

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Plasmodium falciparum	ChEMBL23	27316542

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: CHEMBL378006
PubChem: 12069888

Bibliographic References

2 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 370292