TDR Targets

Basic information

Technical information

TDR Targets ID: 251727
Name: 1,3-bis[2-[[3-(2-aminoethyl)-1H-indol-5-yl]ox y]ethyl]urea
MW: 464.56 | Formula: C25H32N6O3
H donors: 6 H acceptors: 1 LogP: 1.6 Rotable bonds: 14
Rule of 5 violations (Lipinski): 2
SMILES: NCCc1c[nH]c2c1cc(OCCNC(=O)NCCOc1ccc3c(c1)c(CCN)c[nH]3)cc2
InChi: 1S/C25H32N6O3/c26-7-5-17-15-30-23-3-1-19(13-21(17)23)33-11-9-28-25(32)29-10-12-34-20-2-4-24-22(14-20)18(6-8-27)16-31-24/h1-4,13-16,30-31H,5-12,26-27H2,(H2,28,29,32)
InChiKey: XUSDUSKCHYLHLE-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

1,3-bis[2-[[3-(2-azanylethyl)-1H-indol-5-yl]oxy]ethyl]urea

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 1D, G protein-coupled	Starlite/ChEMBL	References
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 1B, G protein-coupled	Starlite/ChEMBL	References
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 1A, G protein-coupled	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_141128	All targets in OG5_141128
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_133680	All targets in OG5_133680
Echinococcus multilocularis	serotonin receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma japonicum	expressed protein	Get druggable targets OG5_133249	All targets in OG5_133249
Echinococcus multilocularis	serotonin receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma japonicum	ko:K04165 Oamb gene product from transcript, putative	Get druggable targets OG5_141128	All targets in OG5_141128
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma japonicum	5-hydroxytryptamine receptor, putative	Get druggable targets OG5_133680	All targets in OG5_133680
Schistosoma japonicum	Octopamine receptor, putative	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma mansoni	biogenic amine (octopamine/dopamine) receptor	Get druggable targets OG5_141128	All targets in OG5_141128
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_141128	All targets in OG5_141128
Echinococcus granulosus	biogenic amine 5HT receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma mansoni	biogenic amine (5HT) receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma japonicum	ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative	Get druggable targets OG5_133249	All targets in OG5_133249
Brugia malayi	Serotonin/octopamine receptor family protein 7	Get druggable targets OG5_141128	All targets in OG5_141128

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	AT19640p	5-hydroxytryptamine (serotonin) receptor 1B, G protein-coupled	390 aa	335 aa	21.8 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Leishmania major	cathepsin L-like protease	0.0182	0.319	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Onchocerca volvulus		0.0182	0.319	1
Brugia malayi	cathepsin L-like precursor	0.0123	0.1015	0.1015
Leishmania major	cathepsin L-like protease	0.0182	0.319	0.5
Entamoeba histolytica	cysteine proteinase, putative	0.0182	0.319	1
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0166	0.2598	0.8142
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0166	0.2598	0.2598
Loa Loa (eye worm)	hypothetical protein	0.0321	0.8348	0.8161
Echinococcus multilocularis	cathepsin b	0.0166	0.2598	0.8142
Schistosoma mansoni	biogenic amine (octopamine/dopamine) receptor	0.0366	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0182	0.319	1
Leishmania major	cysteine peptidase A (CPA)	0.0182	0.319	0.5
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0182	0.319	1
Brugia malayi	Cathepsin L-like precursor	0.0182	0.319	0.319
Loa Loa (eye worm)	hypothetical protein	0.0366	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Loa Loa (eye worm)	hypothetical protein	0.0366	1	1
Echinococcus granulosus	cathepsin l1	0.0123	0.1015	0.3182
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Leishmania major	cathepsin L-like protease	0.0182	0.319	0.5
Schistosoma mansoni	cathepsin F (C01 family)	0.0123	0.1015	0.1015
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Onchocerca volvulus		0.0182	0.319	1
Onchocerca volvulus		0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Onchocerca volvulus	Cathepsin L homolog	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0182	0.319	1
Brugia malayi	cathepsin B-like cysteine proteinase	0.0166	0.2598	0.2598
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0182	0.319	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0182	0.319	1
Echinococcus multilocularis	serotonin receptor	0.0156	0.2225	0.6973
Echinococcus granulosus	cathepsin l1	0.0182	0.319	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0182	0.319	1
Brugia malayi	Cathepsin L-like precursor	0.0182	0.319	0.319
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0182	0.319	1
Brugia malayi	Papain family cysteine protease containing protein	0.0182	0.319	0.319
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0182	0.319	1
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0182	0.319	0.2421
Brugia malayi	Cathepsin L-like precursor	0.0123	0.1015	0.1015
Entamoeba histolytica	cysteine protease, putative	0.0182	0.319	1
Loa Loa (eye worm)	hypothetical protein	0.0182	0.319	0.2421
Leishmania major	cathepsin L-like protease	0.0182	0.319	0.5
Brugia malayi	Cathepsin L-like precursor	0.0182	0.319	0.319
Schistosoma mansoni	biogenic amine (5HT) receptor	0.0156	0.2225	0.2225
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0166	0.2598	0.2598
Trypanosoma cruzi	cysteine peptidase, putative	0.0182	0.319	1
Leishmania major	cathepsin L-like protease	0.0182	0.319	0.5
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0182	0.319	1
Echinococcus multilocularis	cysteine protease	0.0182	0.319	1
Onchocerca volvulus		0.0182	0.319	1
Echinococcus granulosus	cathepsin b	0.0166	0.2598	0.8142
Echinococcus multilocularis	cathepsin L cysteine protease	0.0182	0.319	1
Onchocerca volvulus	Cathepsin L homolog	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0182	0.319	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0182	0.319	1
Plasmodium vivax	vivapain-2	0.0182	0.319	1
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0123	0.1015	0.1015
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0182	0.319	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0182	0.319	1
Brugia malayi	Cathepsin L-like precursor	0.0182	0.319	0.319
Echinococcus granulosus	biogenic amine 5HT receptor	0.0156	0.2225	0.6973
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0182	0.319	1
Echinococcus granulosus	cathepsin b	0.0166	0.2598	0.8142
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0166	0.2598	0.2598
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0182	0.319	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0182	0.319	1
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.0166	0.2598	0.2598
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0182	0.319	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0182	0.319	0.319
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0182	0.319	1
Brugia malayi	Cathepsin L-like precursor	0.0123	0.1015	0.1015
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0123	0.1015	0.3182
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0182	0.319	0.2421
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0123	0.1015	0.3182
Trypanosoma cruzi	cysteine peptidase, putative	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0123	0.1015	0.3182
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0182	0.319	1
Toxoplasma gondii	cathepsin CPL	0.0182	0.319	0.5
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0182	0.319	1
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0182	0.319	1
Loa Loa (eye worm)	cysteine protease	0.0182	0.319	0.2421
Onchocerca volvulus	Cathepsin F homolog	0.0182	0.319	1
Loa Loa (eye worm)	hypothetical protein	0.0156	0.2225	0.1346
Plasmodium vivax	vivapain-2	0.0182	0.319	1
Leishmania major	cathepsin L-like protease	0.0182	0.319	0.5
Trypanosoma cruzi	cruzipain precursor, putative	0.0182	0.319	1
Echinococcus multilocularis	cathepsin b	0.0166	0.2598	0.8142
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0182	0.319	1
Onchocerca volvulus		0.0182	0.319	1
Onchocerca volvulus		0.0182	0.319	1
Onchocerca volvulus		0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0182	0.319	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0182	0.319	0.319
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0182	0.319	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0182	0.319	1
Loa Loa (eye worm)	hypothetical protein	0.0166	0.2598	0.1761
Leishmania major	cathepsin L-like protease	0.0182	0.319	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0182	0.319	1
Leishmania major	cathepsin L-like protease	0.0182	0.319	0.5
Brugia malayi	Cathepsin L-like precursor	0.0182	0.319	0.319
Brugia malayi	Cathepsin L-like precursor	0.0182	0.319	0.319
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0182	0.319	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0182	0.319	1
Loa Loa (eye worm)	hypothetical protein	0.0156	0.2225	0.1346
Entamoeba histolytica	cysteine proteinase, putative	0.0123	0.1015	0.3182
Echinococcus multilocularis	cysteine protease	0.0182	0.319	1
Loa Loa (eye worm)	ctsf protein	0.0182	0.319	0.2421
Echinococcus multilocularis	serotonin receptor	0.0156	0.2225	0.6973
Loa Loa (eye worm)	fibroinase	0.0182	0.319	0.2421
Entamoeba histolytica	cysteine proteinase, putative	0.0182	0.319	1

Activities

Activity type	Activity value	Assay description	Source	Reference
EC50 (functional)	= 1.6 nM	Inhibition of forskolin-stimulated c-AMP formation by human 5-hydroxytryptamine 1B receptor expressed in CHO-K1 cells	ChEMBL.	8960551
EC50 (functional)	= 1.6 nM	Inhibition of forskolin-stimulated c-AMP formation by human 5-hydroxytryptamine 1B receptor expressed in CHO-K1 cells	ChEMBL.	8960551
Ki (functional)	= 0.2 nM	Ability to inhibit the forskolin-stimulated c-AMP formation mediated by human 5-hydroxytryptamine 1B receptor in CHO-K1 cells	ChEMBL.	8960551
Ki (functional)	= 0.2 nM	Ability to inhibit the forskolin-stimulated c-AMP formation mediated by human 5-hydroxytryptamine 1B receptor in CHO-K1 cells	ChEMBL.	8960551
Ki (functional)	= 0.4 nM	Ability to inhibit the forskolin-stimulated c-AMP formation mediated by human 5-hydroxytryptamine 1D receptor in CHO-K1 cells	ChEMBL.	8960551
Ki (functional)	= 0.4 nM	Ability to inhibit the forskolin-stimulated c-AMP formation mediated by human 5-hydroxytryptamine 1D receptor in CHO-K1 cells	ChEMBL.	8960551
Ki (functional)	= 2.2 nM	Ability to inhibit the forskolin-stimulated c-AMP formation mediated by human 5-hydroxytryptamine 1A receptor in CHO-K1 cells	ChEMBL.	8960551
Ki (functional)	= 2.2 nM	Ability to inhibit the forskolin-stimulated c-AMP formation mediated by human 5-hydroxytryptamine 1A receptor in CHO-K1 cells	ChEMBL.	8960551

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: CHEMBL147677
PubChem: 10837858

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 251727