TDR Targets

Basic information

Technical information

TDR Targets ID: 278134
Name: 2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)-N-(3 -methoxyphenyl)acetamide
MW: 274.358 | Formula: C16H22N2O2
H donors: 1 H acceptors: 1 LogP: 1.9 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: COc1cccc(c1)NC(=O)CC12CCCN2CCC1
InChi: 1S/C16H22N2O2/c1-20-14-6-2-5-13(11-14)17-15(19)12-16-7-3-9-18(16)10-4-8-16/h2,5-6,11H,3-4,7-10,12H2,1H3,(H,17,19)
InChiKey: BXYNCZCUFVWPEE-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

2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)-N-(3-methoxyphenyl)ethanamide
N-(3-methoxyphenyl)-2-pyrrolizidin-8-yl-acetamide

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Loa Loa (eye worm)	hypothetical protein	0.0048	0.0004	0.0004
Trypanosoma cruzi	cysteine peptidase, putative	0.0048	0.0004	0.0004
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Leishmania major	cathepsin L-like protease	0.0048	0.0004	0.0078
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0048	0.0004	0.0078
Mycobacterium tuberculosis	Probable cold-shock DeaD-box protein A homolog DeaD (ATP-dependent RNA helicase dead homolog)	0.0048	0	0.5
Onchocerca volvulus	Cathepsin L homolog	0.0048	0.0004	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0048	0.0004	0.0078
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0048	0.0004	0.0078
Brugia malayi	Cathepsin L-like precursor	0.0048	0.0004	0.0004
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0048	0.0004	0.0078
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0048	0.0004	0.0078
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0048	0.0004	0.0078
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0048	0.0004	0.0004
Loa Loa (eye worm)	ctsf protein	0.0048	0.0004	0.0004
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0048	0.0004	0.0078
Leishmania major	cathepsin L-like protease	0.0048	0.0004	0.0078
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0048	0.0004	0.0078
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0048	0.0004	1
Echinococcus granulosus	cathepsin b	0.0144	1	1
Brugia malayi	Cathepsin L-like precursor	0.0048	0.0004	0.0004
Toxoplasma gondii	cathepsin B	0.0053	0.0498	1
Echinococcus multilocularis	cysteine protease	0.0048	0.0004	0.0004
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0048	0.0004	0.0078
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Trypanosoma cruzi	cysteine peptidase, putative	0.0048	0.0004	0.0004
Entamoeba histolytica	cysteine proteinase, putative	0.0048	0.0004	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0048	0.0004	0.0078
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0048	0.0004	0.0078
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0048	0.0004	0.0078
Onchocerca volvulus		0.0048	0.0004	1
Onchocerca volvulus		0.0048	0.0004	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0048	0.0004	0.0004
Plasmodium vivax	vivapain-2	0.0048	0.0004	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Leishmania major	cathepsin L-like protease	0.0048	0.0004	0.0078
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Loa Loa (eye worm)	fibroinase	0.0048	0.0004	0.0004
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0144	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0048	0.0004	0.0078
Plasmodium vivax	vivapain-2	0.0048	0.0004	1
Toxoplasma gondii	cathepsin CPL	0.0048	0.0004	0.0078
Loa Loa (eye worm)	hypothetical protein	0.0144	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0048	0.0004	0.0078
Echinococcus granulosus	cathepsin l1	0.0048	0.0004	0.0004
Giardia lamblia	Cathepsin B precursor	0.0053	0.0498	1
Trypanosoma cruzi	cruzipain precursor, putative	0.0048	0.0004	0.0004
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0048	0.0004	0.0078
Brugia malayi	Cathepsin L-like precursor	0.0048	0.0004	0.0004
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0053	0.0498	0.0498
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Brugia malayi	Cathepsin L-like precursor	0.0048	0.0004	0.0004
Onchocerca volvulus		0.0048	0.0004	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0048	0.0004	0.0078
Entamoeba histolytica	cysteine protease, putative	0.0048	0.0004	1
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0048	0.0004	1
Entamoeba histolytica	cysteine proteinase, putative	0.0048	0.0004	1
Onchocerca volvulus	Cathepsin L homolog	0.0048	0.0004	1
Leishmania major	cathepsin L-like protease	0.0048	0.0004	0.0078
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0144	1	1
Onchocerca volvulus		0.0048	0.0004	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Giardia lamblia	Cathepsin B precursor	0.0053	0.0498	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0048	0.0004	0.0078
Leishmania major	cysteine peptidase A (CPA)	0.0048	0.0004	0.0078
Echinococcus multilocularis	cathepsin L cysteine protease	0.0048	0.0004	0.0004
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Brugia malayi	Cathepsin L-like precursor	0.0048	0.0004	0.0004
Onchocerca volvulus		0.0048	0.0004	1
Leishmania major	cathepsin L-like protease	0.0048	0.0004	0.0078
Leishmania major	cathepsin L-like protease	0.0048	0.0004	0.0078
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0053	0.0498	1
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0053	0.0498	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Trypanosoma cruzi	cysteine peptidase, putative	0.0048	0.0004	0.0004
Loa Loa (eye worm)	cathepsin B	0.0053	0.0498	0.0498
Brugia malayi	Cathepsin L-like precursor	0.0048	0.0004	0.0004
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0048	0.0004	0.0078
Echinococcus multilocularis	cathepsin b	0.0144	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0144	1	1
Leishmania major	cathepsin L-like protease	0.0048	0.0004	0.0078
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0048	0.0004	0.0004
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0053	0.0498	0.0498
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0144	1	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0048	0.0004	0.0004
Treponema pallidum	ATP-dependent RNA helicase	0.0048	0	0.5
Schistosoma mansoni	cathepsin F (C01 family)	0.0048	0.0004	0.0004
Loa Loa (eye worm)	cysteine protease	0.0048	0.0004	0.0004
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0048	0.0004	0.0078
Leishmania major	cathepsin L-like protease	0.0048	0.0004	0.0078
Echinococcus granulosus	cathepsin b	0.0144	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0048	0.0004	0.0078
Echinococcus multilocularis	cathepsin b	0.0144	1	1
Leishmania major	cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like	0.0053	0.0498	1
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.0144	1	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0048	0.0004	0.0004
Echinococcus multilocularis	cathepsin L cysteine protease	0.0048	0.0004	0.0004
Onchocerca volvulus	Cathepsin F homolog	0.0048	0.0004	1
Brugia malayi	Papain family cysteine protease containing protein	0.0048	0.0004	0.0004
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0048	0.0004	0.0004
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078
Onchocerca volvulus		0.0048	0.0004	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0048	0.0004	0.0004
Echinococcus multilocularis	cysteine protease	0.0048	0.0004	0.0004
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0048	0.0004	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0048	0.0004	0.0078
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0048	0.0004	0.0078
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0048	0.0004	0.0004
Giardia lamblia	Cathepsin B precursor	0.0053	0.0498	1
Onchocerca volvulus		0.0048	0.0004	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0048	0.0004	0.0078

Activities

Activity type	Activity value	Assay description	Source	Reference
ED40 (functional)	= 100 mg kg-1	Antiarrhythmic activity evaluated in mouse after subcutaneous administration	ChEMBL.	4009592
ED40 (functional)	= 100 mg kg-1	Antiarrhythmic activity evaluated in mouse after subcutaneous administration	ChEMBL.	4009592
ED50 (functional)	ND 0 mg kg-1	Antiarrhythmic activity evaluated in mouse after subcutaneous administration; Not determined due to poor response curve	ChEMBL.	4009592
LD50 (ADMET)	= 417 mg kg-1	Acute toxicity was determined in mice	ChEMBL.	4009592
LD50 (ADMET)	= 417 mg kg-1	Acute toxicity was determined in mice	ChEMBL.	4009592
Potency (functional)	0	Potency of the drug was evaluated by comparison with Lidocain; potency = ED50 of lidocaine /ED50 of compound; Not determined	ChEMBL.	4009592
Ratio (functional)	0	Ratio of LD50 to ED50 of the compound evaluated for its antiarrhythmic potency; Not determined	ChEMBL.	4009592

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: CHEMBL164157
PubChem: 13217330

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 278134