TDR Targets

Basic information

Technical information

TDR Targets ID: 149023
Name: 2-phenyl-3-(2-piperidin-1-ylethyl)-1H-indole
MW: 304.429 | Formula: C21H24N2
H donors: 1 H acceptors: 0 LogP: 4.85 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: C1CCN(CC1)CCc1c([nH]c2c1cccc2)c1ccccc1
InChi: 1S/C21H24N2/c1-3-9-17(10-4-1)21-19(13-16-23-14-7-2-8-15-23)18-11-5-6-12-20(18)22-21/h1,3-6,9-12,22H,2,7-8,13-16H2
InChiKey: FKIIRAHSARSGPF-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-phenyl-3-[2-(1-piperidyl)ethyl]-1H-indole
2-phenyl-3-(2-piperidinoethyl)-1H-indole

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled	Starlite/ChEMBL	References
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled	Starlite/ChEMBL	References
Homo sapiens	dopamine receptor D2	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

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	PAN domain-containing protein	0.0018	0.0157	0.1224
Schistosoma mansoni	hypothetical protein	0.0023	0.0247	0.1919
Brugia malayi	PAN domain containing protein	0.0018	0.0157	0.0157
Loa Loa (eye worm)	hypothetical protein	0.0081	0.1285	1
Echinococcus granulosus	fatty acid amide hydrolase 1	0.0081	0.1285	1
Trichomonas vaginalis	Clan SC, family S33, methylesterase-like serine peptidase	0.0055	0.0824	1
Mycobacterium leprae	POSSIBLE LYSOPHOSPHOLIPASE	0.0055	0.0824	1
Brugia malayi	PAN domain containing protein	0.0018	0.0157	0.0157
Echinococcus multilocularis	SWI:SNF matrix associated	0.0023	0.0247	0.1919
Plasmodium falciparum	esterase, putative	0.0055	0.0824	1
Loa Loa (eye worm)	PAN domain-containing protein	0.0018	0.0157	0.1224
Loa Loa (eye worm)	SWIB/MDM2 domain-containing protein	0.0023	0.0247	0.1919
Brugia malayi	brahma associated protein 60 kDa	0.0023	0.0247	0.0247
Mycobacterium ulcerans	lysophospholipase	0.0055	0.0824	1
Chlamydia trachomatis	DNA topoisomerase I	0.0023	0.0247	1
Brugia malayi	PAN domain containing protein	0.0018	0.0157	0.0157
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0157	0.1224
Trichomonas vaginalis	Clan SC, family S33, methylesterase-like serine peptidase	0.0055	0.0824	1
Toxoplasma gondii	SWIB/MDM2 domain-containing protein	0.0023	0.0247	0.0184
Mycobacterium tuberculosis	Possible lysophospholipase	0.0055	0.0824	1
Mycobacterium ulcerans	hypothetical protein	0.0055	0.0824	1
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0157	0.1224
Brugia malayi	PAN domain containing protein	0.0018	0.0157	0.0157
Plasmodium falciparum	lysophospholipase, putative	0.0055	0.0824	1
Loa Loa (eye worm)	brahma associated protein	0.0023	0.0247	0.1919
Echinococcus granulosus	fatty acid amide hydrolase 1	0.0081	0.1285	1
Trichomonas vaginalis	Clan SC, family S33, methylesterase-like serine peptidase	0.0055	0.0824	1
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0157	0.1224
Treponema pallidum	aspartyl/glutamyl-tRNA amidotransferase subunit A	0.001	0	0.5
Leishmania major	monoglyceride lipase, putative	0.0055	0.0824	1
Echinococcus multilocularis	SWI:SNF matrix associated	0.0023	0.0247	0.1919
Entamoeba histolytica	hydrolase, alpha/beta fold family domain containing protein	0.0055	0.0824	0.5
Echinococcus granulosus	Upstream activation factor subunit UAF30	0.0023	0.0247	0.1919
Schistosoma mansoni	fatty-acid amide hydrolase	0.0081	0.1285	1
Schistosoma mansoni	amidase	0.0081	0.1285	1
Brugia malayi	PAN domain containing protein	0.0018	0.0157	0.0157
Schistosoma mansoni	brg-1 associated factor	0.0023	0.0247	0.1919
Trichomonas vaginalis	conserved hypothetical protein	0.0055	0.0824	1
Brugia malayi	PAN domain containing protein	0.0018	0.0157	0.0157
Plasmodium falciparum	SWIB/MDM2 domain-containing protein	0.0023	0.0247	0.2994
Trypanosoma cruzi	monoglyceride lipase, putative	0.0055	0.0824	1
Echinococcus multilocularis	fatty acid amide hydrolase 1	0.0081	0.1285	1
Trichomonas vaginalis	conserved hypothetical protein	0.0055	0.0824	1
Brugia malayi	PAN domain containing protein	0.0018	0.0157	0.0157
Onchocerca volvulus		0.0023	0.0247	1
Wolbachia endosymbiont of Brugia malayi	aspartyl/glutamyl-tRNA amidotransferase subunit A	0.001	0	0.5
Brugia malayi	SWIB/MDM2 domain containing protein	0.0023	0.0247	0.0247
Brugia malayi	PAN domain containing protein	0.0018	0.0157	0.0157
Echinococcus multilocularis	SWI:SNF matrix associated	0.0023	0.0247	0.1919
Brugia malayi	brahma associated protein 60 kDa	0.0023	0.0247	0.0247
Echinococcus multilocularis	fatty acid amide hydrolase 1	0.0081	0.1285	1
Entamoeba histolytica	hydrolase, alpha/beta fold family domain containing protein	0.0055	0.0824	0.5
Plasmodium vivax	SWIB/MDM2 domain-containing protein, putative	0.0023	0.0247	0.2994
Trypanosoma brucei	monoglyceride lipase, putative	0.0055	0.0824	1
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0157	0.1224
Trichomonas vaginalis	Clan SC, family S33, methylesterase-like serine peptidase	0.0055	0.0824	1
Plasmodium falciparum	lysophospholipase, putative	0.0055	0.0824	1
Chlamydia trachomatis	SWIB complex protein	0.0023	0.0247	1
Trichomonas vaginalis	valacyclovir hydrolase, putative	0.0055	0.0824	1
Plasmodium falciparum	lysophospholipase, putative	0.0055	0.0824	1
Brugia malayi	PAN domain containing protein	0.0018	0.0157	0.0157
Brugia malayi	amidase	0.0081	0.1285	0.1285
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0157	0.1224
Trypanosoma brucei	monoglyceride lipase, putative	0.0055	0.0824	1
Trichomonas vaginalis	Clan SC, family S33, methylesterase-like serine peptidase	0.0055	0.0824	1
Echinococcus granulosus	SWI:SNF matrix associated	0.0023	0.0247	0.1919
Loa Loa (eye worm)	PAN domain-containing protein	0.0018	0.0157	0.1224
Plasmodium falciparum	SWIB/MDM2 domain-containing protein	0.0023	0.0247	0.2994
Schistosoma mansoni	hypothetical protein	0.0023	0.0247	0.1919
Toxoplasma gondii	DNA topoisomerase domain-containing protein	0.0023	0.0247	0.0184
Loa Loa (eye worm)	PAN domain-containing protein	0.0018	0.0157	0.1224
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0157	0.1224
Toxoplasma gondii	PAN domain-containing protein	0.0287	0.5007	1
Brugia malayi	PAN domain containing protein	0.0018	0.0157	0.0157
Plasmodium vivax	hypothetical protein, conserved	0.0023	0.0247	0.2994
Schistosoma mansoni	hypothetical protein	0.0023	0.0247	0.1919
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0157	0.1224
Echinococcus multilocularis	Upstream activation factor subunit UAF30	0.0023	0.0247	0.1919
Loa Loa (eye worm)	PAN domain-containing protein	0.0018	0.0157	0.1224
Toxoplasma gondii	PAN domain-containing protein	0.0287	0.5007	1
Plasmodium vivax	PST-A protein	0.0055	0.0824	1

Activities

Activity type	Activity value	Assay description	Source	Reference
F (ADMET)	< 5 %	Oral bioavailability in rat	ChEMBL.	11133072
Ki (binding)	= 2.6 nM	Displacent of [H]-ketanserin from CHO cells expressing human 5-hydroxytryptamine 2A receptor.	ChEMBL.	11133071
Ki (binding)	= 2.6 nM	Displacent of [H]-ketanserin from CHO cells expressing human 5-hydroxytryptamine 2A receptor.	ChEMBL.	11133071
Ki (binding)	= 2.7 nM	Displacement of [3H]-ketanserin from human 5-hydroxytryptamine 2A receptor expressed in CHO cells	ChEMBL.	11133072
Ki (binding)	= 2.7 nM	Ability of the compound to displace [H]-ketanserin from CHO cells expressing human 5-hydroxytryptamine 2A receptor was determined	ChEMBL.	11133070
Ki (binding)	= 2.7 nM	Displacement of [3H]-ketanserin from human 5-hydroxytryptamine 2A receptor expressed in CHO cells	ChEMBL.	11133072
Ki (binding)	= 2.7 nM	Ability of the compound to displace [H]-ketanserin from CHO cells expressing human 5-hydroxytryptamine 2A receptor was determined	ChEMBL.	11133070
Ki (binding)	= 268 nM	Displacement of [H]-mesulergine from CHO cells expressing human 5-hydroxytryptamine 2C receptor.	ChEMBL.	11133071
Ki (binding)	= 268 nM	Displacement of [H]-mesulergine from CHO cells expressing human 5-hydroxytryptamine 2C receptor.	ChEMBL.	11133071
Ki (binding)	= 896 nM	Displacement of [3H]-spiperone from CHO cells expressing human Dopamine receptor D2.	ChEMBL.	11133071
Ki (binding)	= 896 nM	Displacement of [3H]-spiperone from CHO cells expressing human Dopamine receptor D2.	ChEMBL.	11133071
Ki (binding)	= 900 nM	Ability of the compound to displace [3H]-spiperone from CHO cells expressing human Dopamine receptor D2 was determined	ChEMBL.	11133070
Ki (binding)	= 900 nM	Ability of the compound to displace [3H]-spiperone from CHO cells expressing human Dopamine receptor D2 was determined	ChEMBL.	11133070
Ratio (binding)	= 100	Selectivity as ratio of Ki against human 5-HT2C and 5-HT2A receptors	ChEMBL.	11133072
Ratio (binding)	= 330	Selectivity as ratio of Ki against human dopamine D2 and 5-HT2A receptors	ChEMBL.	11133072

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: CHEMBL91205
PubChem: 9817960

Bibliographic References

3 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 149023