TDR Targets

Basic information

Technical information

TDR Targets ID: 36250
Name: 2-(2,3,4-trimethoxyphenyl)ethanamine
MW: 211.258 | Formula: C11H17NO3
H donors: 1 H acceptors: 0 LogP: 1.16 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: NCCc1ccc(c(c1OC)OC)OC
InChi: 1S/C11H17NO3/c1-13-9-5-4-8(6-7-12)10(14-2)11(9)15-3/h4-5H,6-7,12H2,1-3H3
InChiKey: PVLFQRLVSMMSQK-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

2-(2,3,4-trimethoxyphenyl)ethylamine
isomescaline
3937-16-4
2,3,4-Trimethoxyphenethylamine
Benzeneethanamine, 2,3,4-trimethoxy-

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
Brugia malayi	Cathepsin L-like precursor	0.0432	0.4154	0.4154
Echinococcus multilocularis	cathepsin b	0.0697	1	1
Entamoeba histolytica	cysteine proteinase, putative	0.0287	0.0951	0.229
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0432	0.4154	0.4154
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0287	0.0951	0.0951
Onchocerca volvulus		0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Echinococcus multilocularis	cysteine protease	0.0432	0.4154	0.4154
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0432	0.4154	1
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.0697	1	1
Echinococcus granulosus	cathepsin b	0.0697	1	1
Brugia malayi	Cathepsin L-like precursor	0.0432	0.4154	0.4154
Echinococcus multilocularis	cathepsin b	0.0697	1	1
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0697	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0697	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0697	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0432	0.4154	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0697	1	1
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0432	0.4154	1
Onchocerca volvulus		0.0432	0.4154	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0432	0.4154	0.4154
Entamoeba histolytica	cysteine protease, putative	0.0432	0.4154	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0284	0.0881	0.0881
Leishmania major	cysteine peptidase A (CPA)	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0432	0.4154	1
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0284	0.0881	0.0881
Schistosoma mansoni	cathepsin F (C01 family)	0.0287	0.0951	0.0951
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0432	0.4154	1
Loa Loa (eye worm)	hypothetical protein	0.0697	1	1
Onchocerca volvulus		0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0432	0.4154	1
Loa Loa (eye worm)	hypothetical protein	0.0432	0.4154	0.3589
Plasmodium vivax	vivapain-2	0.0432	0.4154	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0432	0.4154	1
Brugia malayi	cathepsin L-like precursor	0.0287	0.0951	0.0951
Loa Loa (eye worm)	fibroinase	0.0432	0.4154	0.3589
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0432	0.4154	1
Giardia lamblia	Cathepsin B precursor	0.0284	0.0881	0.5
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0432	0.4154	0.4154
Leishmania major	cathepsin L-like protease	0.0432	0.4154	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0432	0.4154	1
Brugia malayi	Cathepsin L-like precursor	0.0432	0.4154	0.4154
Onchocerca volvulus		0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0432	0.4154	1
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0432	0.4154	1
Leishmania major	cathepsin L-like protease	0.0432	0.4154	1
Echinococcus multilocularis	cysteine protease	0.0432	0.4154	0.4154
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0287	0.0951	0.229
Brugia malayi	Cathepsin L-like precursor	0.0432	0.4154	0.4154
Brugia malayi	Cathepsin L-like precursor	0.0287	0.0951	0.0951
Trypanosoma cruzi	cysteine peptidase, putative	0.0432	0.4154	0.4154
Leishmania major	cathepsin L-like protease	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0287	0.0951	0.229
Schistosoma mansoni	cathepsin F (C01 family)	0.0432	0.4154	0.4154
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0432	0.4154	1
Onchocerca volvulus		0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Loa Loa (eye worm)	cysteine protease	0.0432	0.4154	0.3589
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0287	0.0951	0.0951
Onchocerca volvulus	Cathepsin L homolog	0.0432	0.4154	1
Echinococcus granulosus	cathepsin l1	0.0432	0.4154	0.4154
Onchocerca volvulus	Cathepsin F homolog	0.0432	0.4154	1
Brugia malayi	Cathepsin L-like precursor	0.0432	0.4154	0.4154
Trypanosoma cruzi	cysteine peptidase, putative	0.0432	0.4154	0.4154
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0432	0.4154	1
Leishmania major	cathepsin L-like protease	0.0432	0.4154	1
Loa Loa (eye worm)	hypothetical protein	0.0287	0.0951	0.0077
Trypanosoma cruzi	cysteine peptidase, putative	0.0432	0.4154	0.4154
Leishmania major	cathepsin L-like protease	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0284	0.0881	0.2121
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0284	0.0881	0.2121
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0432	0.4154	1
Brugia malayi	Cathepsin L-like precursor	0.0432	0.4154	0.4154
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0432	0.4154	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0432	0.4154	0.4154
Giardia lamblia	Cathepsin B precursor	0.0284	0.0881	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0432	0.4154	0.4154
Leishmania major	cathepsin L-like protease	0.0432	0.4154	1
Onchocerca volvulus		0.0432	0.4154	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0432	0.4154	0.4154
Brugia malayi	Cathepsin L-like precursor	0.0287	0.0951	0.0951
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0432	0.4154	0.4154
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Loa Loa (eye worm)	ctsf protein	0.0432	0.4154	0.3589
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0432	0.4154	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0432	0.4154	1
Trypanosoma cruzi	cruzipain precursor, putative	0.0432	0.4154	0.4154
Echinococcus granulosus	cathepsin b	0.0697	1	1
Echinococcus granulosus	cathepsin l1	0.0287	0.0951	0.0951
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0432	0.4154	1
Leishmania major	cathepsin L-like protease	0.0432	0.4154	1
Entamoeba histolytica	cysteine proteinase, putative	0.0432	0.4154	1
Plasmodium vivax	vivapain-2	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0432	0.4154	1
Onchocerca volvulus		0.0432	0.4154	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0432	0.4154	0.4154
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0432	0.4154	0.3589
Brugia malayi	Papain family cysteine protease containing protein	0.0432	0.4154	0.4154
Leishmania major	cathepsin L-like protease	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Entamoeba histolytica	cysteine proteinase, putative	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Loa Loa (eye worm)	hypothetical protein	0.0287	0.0951	0.0077
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0432	0.4154	1
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0432	0.4154	0.3589
Onchocerca volvulus	Cathepsin L homolog	0.0432	0.4154	1
Giardia lamblia	Cathepsin B precursor	0.0284	0.0881	0.5
Loa Loa (eye worm)	hypothetical protein	0.0287	0.0951	0.0077
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1
Toxoplasma gondii	cathepsin CPL	0.0432	0.4154	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0432	0.4154	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	< 1 MU	Hallucinogenic activity i.e; ratio of effective dose of mescaline to the effective dose of the compound was determined in human	ChEMBL.	2299636
Activity (functional)	< 1 MU	Hallucinogenic activity i.e; ratio of effective dose of mescaline to the effective dose of the compound was determined in human	ChEMBL.	2299636
Human potency (functional)	< 1 MU	Compound was tested for the psychotropic effect in human (activity is expressed in mescaline unit)	ChEMBL.	7310812
Human potency (functional)	< 1 MU	Compound was tested for the psychotropic effect in human (activity is expressed in mescaline unit)	ChEMBL.	7310812
Log activity (functional)	= -0.301	Log value of hallucinogenic activity was determined	ChEMBL.	2299636
MAO deamination (binding)	= 4 %	Compound was tested in vitro for the bovine plasma monoamine oxidase deamination with semicarbazide	ChEMBL.	7310812
MAO deamination (binding)	= 4 %	Compound was tested in vitro for the bovine plasma monoamine oxidase deamination with semicarbazide	ChEMBL.	7310812
MAO deamination (binding)	= 55 %	Compound was tested in vitro for the bovine plasma monoamine oxidase deamination without semicarbazide	ChEMBL.	7310812
MAO deamination (binding)	= 55 %	Compound was tested in vitro for the bovine plasma monoamine oxidase deamination without semicarbazide	ChEMBL.	7310812

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

Search by CAS
ChEMBL: CHEMBL280797
PubChem: 414332

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 36250