TDR Targets

Basic information

Technical information

TDR Targets ID: 28177
Name: (3,5-dimethylphenyl)methyl (2S)-3-(1H-indol-3 -yl)-2-(methoxycarbonylamino)propanoate
MW: 380.437 | Formula: C22H24N2O4
H donors: 2 H acceptors: 2 LogP: 4.21 Rotable bonds: 9
Rule of 5 violations (Lipinski): 1
SMILES: COC(=O)N[C@H](C(=O)OCc1cc(C)cc(c1)C)Cc1c[nH]c2c1cccc2
InChi: 1S/C22H24N2O4/c1-14-8-15(2)10-16(9-14)13-28-21(25)20(24-22(26)27-3)11-17-12-23-19-7-5-4-6-18(17)19/h4-10,12,20,23H,11,13H2,1-3H3,(H,24,26)/t20-/m0/s1
InChiKey: HIAXBDRRMRHHSX-FQEVSTJZSA-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

(2S)-3-(1H-indol-3-yl)-2-(methoxycarbonylamino)propanoic acid (3,5-dimethylphenyl)methyl ester
(2S)-2-(carbomethoxyamino)-3-(1H-indol-3-yl)propionic acid (3,5-dimethylbenzyl) ester

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	tachykinin receptor 1	Starlite/ChEMBL	References
Homo sapiens	tachykinin receptor 3	Starlite/ChEMBL	References
Homo sapiens	tachykinin receptor 2	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	ko:K04224 tachykinin receptor 3, putative	Get druggable targets OG5_137770	All targets in OG5_137770
Echinococcus multilocularis	tachykinin peptides receptor 99D	Get druggable targets OG5_131969	All targets in OG5_131969
Echinococcus granulosus	tachykinin peptides receptor 99D	Get druggable targets OG5_131969	All targets in OG5_131969

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
Schistosoma mansoni	family C2 unassigned peptidase (C02 family)	0.0118	0.0061	0.0061
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.035	0.2834	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Leishmania major	cathepsin L-like protease	0.0322	0.2502	0.8013
Treponema pallidum	ATP-dependent RNA helicase	0.021	0.1166	0.5
Giardia lamblia	Cathepsin B precursor	0.035	0.2834	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0322	0.2502	0.2456
Onchocerca volvulus		0.0322	0.2502	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0322	0.2502	0.2456
Loa Loa (eye worm)	hypothetical protein	0.0155	0.0507	0.0507
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0224	0.1336	0.1336
Schistosoma mansoni	family C2 unassigned peptidase (C02 family)	0.0118	0.0061	0.0061
Loa Loa (eye worm)	hypothetical protein	0.0367	0.3045	0.3045
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Loa Loa (eye worm)	ctsf protein	0.0322	0.2502	0.2502
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0322	0.2502	0.8377
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0322	0.2502	0.8377
Trypanosoma cruzi	cysteine peptidase, putative	0.0322	0.2502	0.1858
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0949	1	1
Loa Loa (eye worm)	hypothetical protein	0.0949	1	1
Echinococcus granulosus	tachykinin peptides receptor 99D	0.0366	0.3026	0.2983
Leishmania major	cathepsin L-like protease	0.0322	0.2502	0.8013
Brugia malayi	Cathepsin L-like precursor	0.0224	0.1336	0.1336
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0949	1	1
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0224	0.1336	0.0591
Echinococcus granulosus	eukaryotic initiation factor 4A	0.021	0.1166	0.1112
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Echinococcus granulosus	eukaryotic initiation factor 4A III	0.021	0.1166	0.1112
Trichomonas vaginalis	DEAD box ATP-dependent RNA helicase, putative	0.021	0.1166	0.1832
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0322	0.2502	0.8377
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0949	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0322	0.2502	0.8377
Leishmania major	cathepsin L-like protease	0.0322	0.2502	0.8013
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0322	0.2502	0.8377
Giardia lamblia	Cathepsin B precursor	0.035	0.2834	1
Echinococcus multilocularis	cathepsin L	0.0179	0.0792	0.0735
Schistosoma mansoni	DEAD box ATP-dependent RNA helicase	0.021	0.1166	0.1166
Leishmania major	cathepsin L-like protease	0.0322	0.2502	0.8013
Leishmania major	cysteine peptidase A (CPA)	0.0322	0.2502	0.8013
Trypanosoma cruzi	Eukaryotic initiation factor 4A-1	0.021	0.1166	0.0406
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Loa Loa (eye worm)	hypothetical protein	0.0224	0.1336	0.1336
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0322	0.2502	0.8377
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0322	0.2502	0.8377
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Trypanosoma cruzi	cysteine peptidase, putative	0.0322	0.2502	0.1858
Leishmania major	cathepsin L-like protease	0.0322	0.2502	0.8013
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0322	0.2502	0.8377
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0322	0.2502	0.8377
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0322	0.2502	1
Trichomonas vaginalis	DEAD box ATP-dependent RNA helicase, putative	0.021	0.1166	0.1832
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Plasmodium vivax	RNA helicase-1, putative	0.021	0.1166	0.2187
Schistosoma mansoni	cathepsin F (C01 family)	0.0322	0.2502	0.2502
Leishmania major	cathepsin L-like protease	0.0322	0.2502	0.8013
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Echinococcus granulosus	cathepsin L	0.0179	0.0792	0.0735
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.0949	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0322	0.2502	0.8377
Schistosoma mansoni	cathepsin F (C01 family)	0.0224	0.1336	0.1336
Brugia malayi	Papain family cysteine protease containing protein	0.0179	0.0792	0.0792
Echinococcus granulosus	cathepsin l1	0.0322	0.2502	0.2456
Brugia malayi	Cathepsin L-like precursor	0.0322	0.2502	0.2502
Onchocerca volvulus		0.0322	0.2502	1
Brugia malayi	eukaryotic initiation factor 4A	0.021	0.1166	0.1166
Echinococcus multilocularis	cysteine protease	0.0322	0.2502	0.2456
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0179	0.0792	0.0792
Plasmodium vivax	vivapain-2	0.0322	0.2502	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0322	0.2502	0.2502
Loa Loa (eye worm)	fibroinase	0.0322	0.2502	0.2502
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0322	0.2502	0.8377
Entamoeba histolytica	DEAD/DEAH box helicase, putative	0.021	0.1166	0.2187
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0322	0.2502	1
Echinococcus granulosus	cathepsin l1	0.0224	0.1336	0.1283
Echinococcus multilocularis	cathepsin L cysteine protease	0.0322	0.2502	0.2456
Brugia malayi	Cathepsin L-like precursor	0.0322	0.2502	0.2502
Schistosoma mansoni	DEAD box ATP-dependent RNA helicase	0.021	0.1166	0.1166
Brugia malayi	Papain family cysteine protease containing protein	0.0322	0.2502	0.2502
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0224	0.1336	0.2665
Loa Loa (eye worm)	cathepsin B	0.035	0.2834	0.2834
Brugia malayi	Cathepsin L-like precursor	0.0322	0.2502	0.2502
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0322	0.2502	0.8377
Brugia malayi	Cathepsin L-like precursor	0.0322	0.2502	0.2502
Mycobacterium tuberculosis	Probable cold-shock DeaD-box protein A homolog DeaD (ATP-dependent RNA helicase dead homolog)	0.021	0.1166	0.5
Loa Loa (eye worm)	hypothetical protein	0.0224	0.1336	0.1336
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Brugia malayi	Trypsin family protein	0.0155	0.0507	0.0507
Leishmania major	cathepsin L-like protease	0.0322	0.2502	0.8013
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0322	0.2502	0.2502
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0155	0.0507	0.0507
Onchocerca volvulus		0.0322	0.2502	1
Leishmania major	cathepsin L-like protease	0.0322	0.2502	0.8013
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0322	0.2502	0.2502
Trypanosoma cruzi	cysteine peptidase, putative	0.0322	0.2502	0.1858
Giardia lamblia	Cathepsin B precursor	0.035	0.2834	1
Trypanosoma cruzi	Eukaryotic initiation factor 4A-1	0.021	0.1166	0.0406
Plasmodium falciparum	eukaryotic initiation factor 4A	0.021	0.1166	0.2187
Toxoplasma gondii	cathepsin CPL	0.0322	0.2502	0.8013
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0155	0.0507	0.0507
Brugia malayi	Cathepsin L-like precursor	0.0224	0.1336	0.1336
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0322	0.2502	0.8377
Brugia malayi	Probable ATP-dependent helicase DHX35	0.0367	0.3045	0.3045
Echinococcus multilocularis	tachykinin peptides receptor 99D	0.0366	0.3026	0.2983
Entamoeba histolytica	cysteine proteinase, putative	0.0322	0.2502	1
Loa Loa (eye worm)	cysteine protease	0.0322	0.2502	0.2502
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0322	0.2502	0.8377
Leishmania major	cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like	0.035	0.2834	1
Echinococcus multilocularis	eukaryotic initiation factor 4A	0.021	0.1166	0.1112
Onchocerca volvulus		0.0322	0.2502	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0224	0.1336	0.2665
Brugia malayi	Cathepsin L-like precursor	0.0322	0.2502	0.2502
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Entamoeba histolytica	cysteine proteinase, putative	0.0224	0.1336	0.3182
Plasmodium vivax	vivapain-2	0.0322	0.2502	1
Entamoeba histolytica	cysteine protease, putative	0.0322	0.2502	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0322	0.2502	0.8377
Echinococcus granulosus	cysteine protease	0.0179	0.0792	0.0735
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0322	0.2502	0.8377
Echinococcus granulosus	cathepsin b	0.0949	1	1
Trypanosoma cruzi	cruzipain precursor, putative	0.0322	0.2502	0.1858
Loa Loa (eye worm)	hypothetical protein	0.0155	0.0507	0.0507
Loa Loa (eye worm)	hypothetical protein	0.0224	0.1336	0.1336
Onchocerca volvulus	Cathepsin F homolog	0.0322	0.2502	1
Echinococcus multilocularis	cathepsin b	0.0949	1	1
Entamoeba histolytica	cysteine proteinase, putative	0.0322	0.2502	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0322	0.2502	0.2456
Loa Loa (eye worm)	DEAH box polypeptide 35	0.0367	0.3045	0.3045
Onchocerca volvulus	Cathepsin L homolog	0.0322	0.2502	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0322	0.2502	0.1858
Echinococcus multilocularis	cathepsin L cysteine protease	0.0322	0.2502	0.2456
Brugia malayi	cathepsin L-like precursor	0.0224	0.1336	0.1336
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0179	0.0792	0.0792
Onchocerca volvulus		0.0322	0.2502	1
Brugia malayi	Papain family cysteine protease containing protein	0.0179	0.0792	0.0792
Echinococcus multilocularis	eukaryotic initiation factor 4A III	0.021	0.1166	0.1112
Onchocerca volvulus		0.0224	0.1336	0.4154
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0179	0.0792	0.0792
Onchocerca volvulus	Cathepsin L homolog	0.0322	0.2502	1
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0322	0.2502	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Echinococcus granulosus	cathepsin L cysteine protease	0.0179	0.0792	0.0735
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0949	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0322	0.2502	0.8377
Echinococcus multilocularis	cysteine protease	0.0322	0.2502	0.2456
Echinococcus multilocularis	cathepsin b	0.0949	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0322	0.2502	0.8377
Trypanosoma brucei	Eukaryotic initiation factor 4A-1	0.021	0.1166	0.1832
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.035	0.2834	0.2218
Toxoplasma gondii	cathepsin B	0.035	0.2834	1
Loa Loa (eye worm)	hypothetical protein	0.0322	0.2502	0.2502
Trichomonas vaginalis	DEAD box ATP-dependent RNA helicase, putative	0.021	0.1166	0.1832
Brugia malayi	Cathepsin L-like precursor	0.0322	0.2502	0.2502
Trypanosoma brucei	cysteine peptidase C (CPC)	0.035	0.2834	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0322	0.2502	0.8377
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0322	0.2502	0.8377
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.035	0.2834	0.2834
Onchocerca volvulus	Eukaryotic initiation factor 4A homolog	0.021	0.1166	0.3301
Onchocerca volvulus		0.0322	0.2502	1
Onchocerca volvulus		0.0322	0.2502	1
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0322	0.2502	0.2456
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0322	0.2502	0.8377
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0322	0.2502	0.8377
Echinococcus granulosus	cathepsin b	0.0949	1	1
Loa Loa (eye worm)	hypothetical protein	0.021	0.1166	0.1166
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0322	0.2502	0.8377

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 87 nM	Binding affinity towards cloned neurokinin 1 receptor, based on the displacement of [125I]-labeled substance P	ChEMBL.	7513763
IC50 (binding)	= 87 nM	Binding affinity towards cloned neurokinin 1 receptor, based on the displacement of [125I]-labeled substance P	ChEMBL.	7513763
IC50 (binding)	> 5 uM	Binding affinity to the NK2 receptor assayed by displacement of [125I]-Neurokinin A	ChEMBL.	7513763
IC50 (binding)	> 5 uM	Affinity to NK3 receptors assayed by displacement of [125I]-Bolton-Hunter labeled eledoisin radioligand	ChEMBL.	7513763
IC50 (binding)	> 5 uM	Binding affinity to the NK2 receptor assayed by displacement of [125I]-Neurokinin A	ChEMBL.	7513763
IC50 (binding)	> 5 uM	Affinity to NK3 receptors assayed by displacement of [125I]-Bolton-Hunter labeled eledoisin radioligand	ChEMBL.	7513763

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: CHEMBL23597
PubChem: 10474902

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 28177