TDR Targets

Basic information

Technical information

TDR Targets ID: 154774
Name: 1-(4-methoxyindol-1-yl)propan-2-amine
MW: 204.268 | Formula: C12H16N2O
H donors: 1 H acceptors: 0 LogP: 1.4 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: COc1cccc2c1ccn2CC(N)C
InChi: 1S/C12H16N2O/c1-9(13)8-14-7-6-10-11(14)4-3-5-12(10)15-2/h3-7,9H,8,13H2,1-2H3
InChiKey: RMVMBPYOHHFMEV-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

1-(4-methoxy-1-indolyl)-2-propanamine
[2-(4-methoxyindol-1-yl)-1-methyl-ethyl]amine
1-(4-methoxy-1-indolyl)propan-2-amine

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Serotonin 2c (5-HT2c) receptor	Starlite/ChEMBL	References
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Brugia malayi	Serotonin receptor	Get druggable targets OG5_135430	All targets in OG5_135430

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Echinococcus granulosus	g protein coupled receptor	Serotonin 2c (5-HT2c) receptor	460 aa	412 aa	19.7 %
Echinococcus multilocularis	neuropeptides capa receptor	Serotonin 2c (5-HT2c) receptor	460 aa	408 aa	20.8 %
Echinococcus multilocularis	g protein coupled receptor	Serotonin 2c (5-HT2c) receptor	460 aa	409 aa	21.5 %
Echinococcus granulosus	g protein coupled receptor	Serotonin 2c (5-HT2c) receptor	460 aa	409 aa	21.8 %
Schistosoma japonicum	ko:K04136 adrenergic receptor, alpha 1b, putative	Serotonin 2c (5-HT2c) receptor	460 aa	427 aa	28.3 %
Echinococcus multilocularis	g protein coupled receptor	Serotonin 2c (5-HT2c) receptor	460 aa	412 aa	19.9 %
Loa Loa (eye worm)	hypothetical protein	Serotonin 2c (5-HT2c) receptor	460 aa	417 aa	21.3 %
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Serotonin 2c (5-HT2c) receptor	460 aa	405 aa	31.1 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Brugia malayi	SEA domain containing protein	0.0099	0.0196	0.0172
Brugia malayi	Chymotrypsin-like protease CTRL-1 precursor	0.0235	0.0963	0.0953
Schistosoma mansoni	hypothetical protein	0.0235	0.0963	0.0783
Schistosoma mansoni	cercarial elastase (S01 family)	0.0235	0.0963	0.0783
Loa Loa (eye worm)	hypothetical protein	0.1802	0.9854	1
Brugia malayi	Trypsin family protein	0.1802	0.9854	1
Schistosoma mansoni	cercarial elastase (S01 family)	0.0235	0.0963	0.0783
Onchocerca volvulus		0.0235	0.0963	0.0953
Brugia malayi	Trypsin-like protease protein 5	0.0235	0.0963	0.0953
Loa Loa (eye worm)	hypothetical protein	0.007	0.0026	0.0027
Brugia malayi	Muscle positioning protein 4	0.0119	0.0304	0.0282
Loa Loa (eye worm)	hypothetical protein	0.007	0.0026	0.0027
Loa Loa (eye worm)	trypsin family protein	0.0235	0.0963	0.0977
Loa Loa (eye worm)	PAN domain-containing protein	0.007	0.0026	0.0027
Plasmodium falciparum	cysteine repeat modular protein 1	0.0707	0.3639	0.5
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0235	0.0963	0.0783
Onchocerca volvulus		0.1802	0.9854	1
Onchocerca volvulus		0.0099	0.0196	0.0172
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.1802	0.9854	0.9851
Echinococcus multilocularis	tissue type plasminogen activator	0.0707	0.3639	1
Onchocerca volvulus		0.0235	0.0963	0.0953
Schistosoma mansoni	cercarial elastase (S01 family)	0.0235	0.0963	0.0783
Loa Loa (eye worm)	hypothetical protein	0.0707	0.3639	0.3693
Toxoplasma gondii	kringle domain-containing protein	0.0707	0.3639	1
Schistosoma mansoni	cercarial elastase (S01 family)	0.0235	0.0963	0.0783
Schistosoma mansoni	cercarial elastase (S01 family)	0.0235	0.0963	0.0783
Onchocerca volvulus		0.0707	0.3639	0.3676
Loa Loa (eye worm)	hypothetical protein	0.0235	0.0963	0.0977
Brugia malayi	Serotonin receptor	0.1117	0.5966	0.6043
Loa Loa (eye worm)	hypothetical protein	0.007	0.0026	0.0027
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0235	0.0963	0.0783
Schistosoma mansoni	cercarial elastase (S01 family)	0.0235	0.0963	0.0783
Mycobacterium ulcerans	hypothetical protein	0.0235	0.0963	0.5
Loa Loa (eye worm)	PAN domain-containing protein	0.007	0.0026	0.0027
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0235	0.0963	0.0783
Loa Loa (eye worm)	PAN domain-containing protein	0.007	0.0026	0.0027
Trypanosoma cruzi	hypothetical protein, conserved	0.0707	0.3639	0.5
Schistosoma mansoni	hypothetical protein	0.0235	0.0963	0.0783
Brugia malayi	Protein kinase domain containing protein	0.0707	0.3639	0.3676
Loa Loa (eye worm)	hypothetical protein	0.0235	0.0963	0.0977
Loa Loa (eye worm)	TK/ROR protein kinase	0.0707	0.3639	0.3693
Loa Loa (eye worm)	PAN domain-containing protein	0.007	0.0026	0.0027
Echinococcus granulosus	tissue type plasminogen activator	0.0707	0.3639	1
Onchocerca volvulus		0.0235	0.0963	0.0953
Brugia malayi	Trypsin family protein	0.0235	0.0963	0.0953
Brugia malayi	hypothetical protein	0.0235	0.0963	0.0953
Brugia malayi	Kringle domain containing protein	0.0707	0.3639	0.3676
Onchocerca volvulus		0.0099	0.0196	0.0172
Schistosoma mansoni	cercarial elastase (S01 family)	0.0235	0.0963	0.0783
Schistosoma mansoni	cercarial elastase (S01 family)	0.0235	0.0963	0.0783
Loa Loa (eye worm)	hypothetical protein	0.0099	0.0196	0.0199
Onchocerca volvulus		0.0235	0.0963	0.0953
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0242	0.1006	0.0827
Schistosoma mansoni	cercarial elastase (S01 family)	0.0235	0.0963	0.0783
Schistosoma mansoni	aminopeptidase PILS (M01 family)	0.0235	0.0963	0.0783
Loa Loa (eye worm)	hypothetical protein	0.007	0.0026	0.0027
Loa Loa (eye worm)	hypothetical protein	0.0119	0.0304	0.0308
Loa Loa (eye worm)	hypothetical protein	0.1802	0.9854	1
Schistosoma mansoni	cercarial elastase (S01 family)	0.0235	0.0963	0.0783
Onchocerca volvulus		0.1568	0.8523	0.8645
Onchocerca volvulus		0.0099	0.0196	0.0172
Onchocerca volvulus		0.0099	0.0196	0.0172
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0235	0.0963	0.0783
Brugia malayi	Trypsin family protein	0.0235	0.0963	0.0953
Plasmodium vivax	cysteine repeat modular protein 1, putative	0.0707	0.3639	0.5
Loa Loa (eye worm)	DOMON domain-containing protein	0.0099	0.0196	0.0199
Leishmania major	hypothetical protein, conserved	0.0707	0.3639	0.5
Loa Loa (eye worm)	hypothetical protein	0.0235	0.0963	0.0977
Loa Loa (eye worm)	hypothetical protein	0.007	0.0026	0.0027
Onchocerca volvulus		0.0235	0.0963	0.0953
Loa Loa (eye worm)	hypothetical protein	0.007	0.0026	0.0027
Onchocerca volvulus		0.0119	0.0304	0.0282
Loa Loa (eye worm)	hypothetical protein	0.0235	0.0963	0.0977
Schistosoma mansoni	hypothetical protein	0.0707	0.3639	0.3512
Loa Loa (eye worm)	hypothetical protein	0.0235	0.0963	0.0977
Schistosoma mansoni	cercarial elastase (S01 family)	0.0235	0.0963	0.0783
Loa Loa (eye worm)	PAN domain-containing protein	0.007	0.0026	0.0027
Brugia malayi	Trypsin family protein	0.0235	0.0963	0.0953
Loa Loa (eye worm)	hypothetical protein	0.007	0.0026	0.0027

Activities

Activity type	Activity value	Assay description	Source	Reference
EC50 (functional)	= -4.9	Efficacy (pEC50) was evaluated for 5-HT2C receptor-mediated stimulation of IP3 formation in vitro in choroid plexus of the rat	ChEMBL.	9276022
ED50 (functional)	> 10 mg kg-1	Induction of penile erection in rats after subcutaneous administration, indicative of 5-HT 2c receptor activation	ChEMBL.	9276022
ED50 (functional)	> 10 mg kg-1	Induction of penile erection in rats after subcutaneous administration, indicative of 5-HT 2c receptor activation	ChEMBL.	9276022
Efficacy (functional)	= 0.3	Intrinsic 5-HT 2c receptor activity as induced IP3 turn-over in vitro in rat choroid plexus	ChEMBL.	9276022
Ki (binding)	= -6.9	Binding affinity against human 5-hydroxytryptamine 2C receptor using displacement of [3H]-DOB	ChEMBL.	9276022
Log EC50 (functional)	= 4.9	Efficacy (pEC50) was evaluated for 5-HT2C receptor-mediated stimulation of IP3 formation in vitro in choroid plexus of the rat	ChEMBL.	9276022
Log Ki (binding)	= 6.9	Binding affinity against human 5-hydroxytryptamine 2C receptor using displacement of [3H]-DOB	ChEMBL.	9276022

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: CHEMBL96095
PubChem: 10774565

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 154774