TDR Targets

Basic information

Technical information

TDR Targets ID: 509219
Name: (E)-1-[4-[(1S)-2-hydroxy-1-[4-(1H-indol-3-yl) piperidin-1-yl]ethyl]piperidin-1-yl]-3-(3,4,5 -trifluorophenyl)prop-2-en-1-one
MW: 511.578 | Formula: C29H32F3N3O2
H donors: 2 H acceptors: 2 LogP: 4.64 Rotable bonds: 7
Rule of 5 violations (Lipinski): 2
SMILES: OC[C@@H](N1CCC(CC1)c1c[nH]c2c1cccc2)C1CCN(CC1)C(=O)/C=C/c1cc(F)c(c(c1)F)F
InChi: 1S/C29H32F3N3O2/c30-24-15-19(16-25(31)29(24)32)5-6-28(37)35-13-9-21(10-14-35)27(18-36)34-11-7-20(8-12-34)23-17-33-26-4-2-1-3-22(23)26/h1-6,15-17,20-21,27,33,36H,7-14,18H2/b6-5+/t27-/m1/s1
InChiKey: KXZARDUIYCLEFF-IQKOXAACSA-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

(E)-1-[4-[(1S)-2-hydroxy-1-[4-(1H-indol-3-yl)-1-piperidyl]ethyl]-1-piperidyl]-3-(3,4,5-trifluorophenyl)prop-2-en-1-one
(E)-1-[4-[(1S)-2-hydroxy-1-[4-(1H-indol-3-yl)-1-piperidinyl]ethyl]-1-piperidinyl]-3-(3,4,5-trifluorophenyl)-2-propen-1-one
(E)-1-[4-[(1S)-2-hydroxy-1-[4-(1H-indol-3-yl)piperidino]ethyl]piperidino]-3-(3,4,5-trifluorophenyl)prop-2-en-1-one
(E)-1-[4-[(1S)-2-hydroxy-1-[4-(1H-indol-3-yl)-1-piperidinyl]ethyl]-1-piperidinyl]-3-(3,4,5-trifluorophenyl)prop-2-en-1-one

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	chemokine (C-C motif) receptor 2	Starlite/ChEMBL	References

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
Loa Loa (eye worm)	histone deacetylase 1	0.0045	0.1794	0.1794
Mycobacterium ulcerans	thymidylate synthase	0.0118	0.5842	1
Toxoplasma gondii	histone deacetylase HDAC2	0.0045	0.1794	0.1794
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.0078	0.3641	1
Loa Loa (eye worm)	hypothetical protein	0.0045	0.1794	0.1794
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.0019	0.0403	0.1108
Leishmania major	aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1	0.0035	0.1245	0.1245
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Brugia malayi	histone deacetylase 11	0.0045	0.1794	0.1794
Plasmodium vivax	bifunctional dihydrofolate reductase-thymidylate synthase, putative	0.0166	0.85	0.85
Brugia malayi	Peptidase family M1 containing protein	0.0035	0.1245	0.1245
Trypanosoma cruzi	metallo-peptidase, clan MA(E), family M1, putative	0.0035	0.1245	0.1245
Brugia malayi	histone deacetylase 3 (HD3)	0.0045	0.1794	0.1794
Leishmania major	histone deacetylase, putative	0.0193	1	1
Entamoeba histolytica	aminopeptidase, putative	0.0035	0.1245	0.6053
Echinococcus multilocularis	histone deacetylase 6	0.0193	1	1
Schistosoma mansoni	cytosol alanyl aminopeptidase (M01 family)	0.0035	0.1245	0.1245
Trypanosoma brucei	metallo-peptidase, Clan MA(E) Family M1	0.0035	0.1245	0.1245
Trichomonas vaginalis	conserved hypothetical protein	0.0019	0.0403	0.1108
Chlamydia trachomatis	dihydrofolate reductase	0.0048	0.1982	0.5
Echinococcus granulosus	aminopeptidase N	0.0035	0.1245	0.1245
Echinococcus multilocularis	thymidylate synthase	0.0118	0.5842	0.5842
Trichomonas vaginalis	conserved hypothetical protein	0.0019	0.0403	0.1108
Trichomonas vaginalis	Clan MA, family M1, aminopeptidase N-like metallopeptidase	0.0035	0.1245	0.342
Trypanosoma brucei	Aminopeptidase M1, putative	0.0035	0.1245	0.1245
Toxoplasma gondii	histone deacetylase HDAC5	0.0045	0.1794	0.1794
Loa Loa (eye worm)	hypothetical protein	0.0148	0.7531	0.7531
Trypanosoma cruzi	histone deacetylase, putative	0.0193	1	1
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Echinococcus multilocularis	puromycin sensitive aminopeptidase	0.0035	0.1245	0.1245
Schistosoma mansoni	bifunctional dihydrofolate reductase-thymidylate synthase	0.0118	0.5842	0.5842
Echinococcus multilocularis	dihydrofolate reductase	0.0048	0.1982	0.1982
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase, putative	0.0056	0.2425	0.2425
Echinococcus granulosus	histone deacetylase	0.0193	1	1
Onchocerca volvulus	Histone deacetylase 10 homolog	0.0045	0.1794	0.3071
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Trypanosoma cruzi	histone deacetylase 1, putative	0.0045	0.1794	0.1794
Toxoplasma gondii	histone deacetylase HDAC3	0.0045	0.1794	0.1794
Loa Loa (eye worm)	dihydrofolate reductase	0.0048	0.1982	0.1982
Onchocerca volvulus		0.0035	0.1245	0.2131
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Leishmania major	histone deacetylase, putative	0.0045	0.1794	0.1794
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Trichomonas vaginalis	histone deacetylase 1, 2 ,3, putative	0.0045	0.1794	0.4927
Trypanosoma cruzi	histone deacetylase, putative	0.0045	0.1794	0.1794
Schistosoma mansoni	dihydrofolate reductase	0.0048	0.1982	0.1982
Echinococcus multilocularis	puromycin sensitive aminopeptidase	0.0023	0.057	0.057
Trichomonas vaginalis	conserved hypothetical protein	0.0019	0.0403	0.1108
Echinococcus granulosus	histone deacetylase 8	0.0045	0.1794	0.1794
Toxoplasma gondii	histone deacetylase HDAC4	0.0045	0.1794	0.1794
Loa Loa (eye worm)	aminopeptidase N	0.0035	0.1245	0.1245
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Trichomonas vaginalis	histone deacetylase, putative	0.0045	0.1794	0.4927
Trypanosoma cruzi	Aminopeptidase M1, putative	0.0035	0.1245	0.1245
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase	0.0166	0.85	0.85
Brugia malayi	histone deacetylase 1 (HD1)	0.0045	0.1794	0.1794
Trichomonas vaginalis	histone deacetylase, putative	0.0045	0.1794	0.4927
Echinococcus granulosus	puromycin sensitive aminopeptidase	0.0035	0.1245	0.1245
Trichomonas vaginalis	histone deacetylase 1, 2 ,3, putative	0.0045	0.1794	0.4927
Trypanosoma brucei	histone deacetylase 1	0.0045	0.1794	0.1794
Schistosoma mansoni	histone deacetylase 1 2 3	0.0045	0.1794	0.1794
Loa Loa (eye worm)	histone deacetylase	0.0193	1	1
Schistosoma mansoni	histone deacetylase 4 5	0.0193	1	1
Brugia malayi	dihydrofolate reductase family protein	0.0048	0.1982	0.1982
Plasmodium falciparum	histone deacetylase 2	0.0193	1	1
Mycobacterium tuberculosis	Probable thymidylate synthase ThyA (ts) (TSASE)	0.0118	0.5842	1
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Brugia malayi	Dihydrofolate reductase	0.0048	0.1982	0.1982
Loa Loa (eye worm)	hypothetical protein	0.0045	0.1794	0.1794
Trypanosoma cruzi	histone deacetylase, putative	0.0193	1	1
Echinococcus multilocularis	histone deacetylase 7	0.0193	1	1
Echinococcus multilocularis	aminopeptidase N	0.0035	0.1245	0.1245
Trichomonas vaginalis	histone deacetylase 1, 2 ,3, putative	0.0045	0.1794	0.4927
Trypanosoma cruzi	aminopeptidase, putative	0.0035	0.1245	0.1245
Trypanosoma brucei	Aminopeptidase M1, putative	0.0035	0.1245	0.1245
Echinococcus multilocularis	histone deacetylase 8	0.0045	0.1794	0.1794
Toxoplasma gondii	bifunctional dihydrofolate reductase-thymidylate synthase	0.0166	0.85	0.85
Trichomonas vaginalis	conserved hypothetical protein	0.0019	0.0403	0.1108
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Trichomonas vaginalis	Clan MA, family M1, aminopeptidase N-like metallopeptidase	0.0035	0.1245	0.342
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.2425	0.6661
Schistosoma mansoni	aminopeptidase PILS (M01 family)	0.0035	0.1245	0.1245
Trypanosoma brucei	histone deacetylase 3	0.0193	1	1
Mycobacterium ulcerans	dihydrofolate reductase DfrA	0.0048	0.1982	0.3393
Trypanosoma cruzi	metallo-peptidase, Clan MA(E) Family M1	0.0023	0.057	0.057
Plasmodium vivax	histone deacetylase 2, putative	0.0193	1	1
Loa Loa (eye worm)	hypothetical protein	0.0023	0.057	0.057
Echinococcus multilocularis	puromycin sensitive aminopeptidase	0.0035	0.1245	0.1245
Echinococcus multilocularis	histone deacetylase 6	0.0193	1	1
Echinococcus multilocularis	histone deacetylase 1	0.0045	0.1794	0.1794
Leishmania major	histone deacetylase, putative	0.0193	1	1
Trichomonas vaginalis	histone deacetylase, putative	0.0045	0.1794	0.4927
Leishmania major	aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1	0.0035	0.1245	0.1245
Trichomonas vaginalis	histone deacetylase, putative	0.0045	0.1794	0.4927
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Echinococcus granulosus	dihydrofolate reductase	0.0048	0.1982	0.1982
Schistosoma mansoni	histone deacetylase hda2	0.0045	0.1794	0.1794
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Loa Loa (eye worm)	histone deacetylase 3	0.0045	0.1794	0.1794
Brugia malayi	thymidylate synthase	0.0118	0.5842	0.5842
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Trypanosoma brucei	histone deacetylase, putative	0.0193	1	1
Entamoeba histolytica	histone deacetylase, putative	0.0045	0.1794	1
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Echinococcus granulosus	histone deacetylase 3	0.0045	0.1794	0.1794
Trypanosoma cruzi	histone deacetylase, putative	0.0045	0.1794	0.1794
Echinococcus granulosus	histone deacetylase 6	0.0193	1	1
Echinococcus granulosus	histone deacetylase 7	0.0193	1	1
Leishmania major	histone deacetylase, putative	0.0045	0.1794	0.1794
Trypanosoma brucei	histone deacetylase 4	0.0193	1	1
Echinococcus granulosus	histone deacetylase 6	0.0193	1	1
Trichomonas vaginalis	conserved hypothetical protein	0.0019	0.0403	0.1108
Plasmodium falciparum	histone deacetylase, putative	0.0193	1	1
Brugia malayi	Peptidase family M1 containing protein	0.0035	0.1245	0.1245
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.0078	0.3641	1
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Echinococcus multilocularis	puromycin sensitive aminopeptidase	0.0035	0.1245	0.1245
Giardia lamblia	NADPH oxidoreductase, putative	0.0078	0.3641	1
Echinococcus multilocularis	Peptidase M1, membrane alanine aminopeptidase, N terminal	0.0035	0.1245	0.1245
Plasmodium vivax	histone deacetylase, putative	0.0045	0.1794	0.1794
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Leishmania major	dihydrofolate reductase-thymidylate synthase	0.0166	0.85	0.85
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Schistosoma mansoni	histone deacetylase	0.0045	0.1794	0.1794
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Plasmodium vivax	histone deacetylase, putative	0.0193	1	1
Echinococcus multilocularis	puromycin sensitive aminopeptidase	0.0035	0.1245	0.1245
Echinococcus multilocularis	puromycin sensitive aminopeptidase	0.0035	0.1245	0.1245
Giardia lamblia	NADPH oxidoreductase, putative	0.0078	0.3641	1
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Trichomonas vaginalis	conserved hypothetical protein	0.0019	0.0403	0.1108
Trichomonas vaginalis	conserved hypothetical protein	0.0059	0.2563	0.7038
Echinococcus multilocularis	histone deacetylase 3	0.0045	0.1794	0.1794
Trypanosoma cruzi	histone deacetylase 1, putative	0.0045	0.1794	0.1794
Trypanosoma cruzi	histone deacetylase, putative	0.0193	1	1
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Schistosoma mansoni	histone deacetylase	0.0045	0.1794	0.1794
Brugia malayi	hypothetical protein	0.0035	0.1245	0.1245
Trichomonas vaginalis	FMN-dependent NADH-azoreductase, putative	0.0019	0.0403	0.1108
Schistosoma mansoni	histone deacetylase 4 5	0.0193	1	1
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Echinococcus multilocularis	histone deacetylase	0.0193	1	1
Echinococcus granulosus	puromycin sensitive aminopeptidase	0.0035	0.1245	0.1245
Schistosoma mansoni	family M1 non-peptidase homologue (M01 family)	0.0023	0.057	0.057
Loa Loa (eye worm)	thymidylate synthase	0.0118	0.5842	0.5842
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Mycobacterium tuberculosis	Hypothetical protein	0.0056	0.2425	0.1148
Echinococcus multilocularis	histone deacetylase 6	0.0193	1	1
Loa Loa (eye worm)	hypothetical protein	0.0148	0.7531	0.7531
Echinococcus granulosus	histone deacetylase 6	0.0193	1	1
Mycobacterium leprae	PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE)	0.0118	0.5842	1
Schistosoma mansoni	histone deacetylase hda2	0.0193	1	1
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Plasmodium falciparum	histone deacetylase 1	0.0045	0.1794	0.1794
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.0019	0.0403	0.1108
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Plasmodium vivax	histone deacetylase 1, putative	0.0045	0.1794	0.1794
Loa Loa (eye worm)	histone deacetylase 11	0.0045	0.1794	0.1794
Onchocerca volvulus		0.0035	0.1245	0.2131
Onchocerca volvulus		0.0118	0.5842	1
Trichomonas vaginalis	conserved hypothetical protein	0.0019	0.0403	0.1108
Echinococcus granulosus	puromycin sensitive aminopeptidase	0.0035	0.1245	0.1245
Echinococcus granulosus	puromycin sensitive aminopeptidase	0.0035	0.1245	0.1245
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	0.0166	0.85	0.85
Loa Loa (eye worm)	histone deacetylase 7A	0.0193	1	1
Giardia lamblia	NADPH oxidoreductase, putative	0.0078	0.3641	1
Loa Loa (eye worm)	hypothetical protein	0.0023	0.057	0.057
Mycobacterium ulcerans	aminopeptidase N PepN	0.0035	0.1245	0.2131
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.0078	0.3641	1
Brugia malayi	hypothetical protein	0.0056	0.2425	0.2425
Trichomonas vaginalis	histone deacetylase, putative	0.0045	0.1794	0.4927
Echinococcus granulosus	thymidylate synthase	0.0118	0.5842	0.5842
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Toxoplasma gondii	histone deacetylase HDAC1	0.0193	1	1
Trichomonas vaginalis	conserved hypothetical protein	0.0019	0.0403	0.1108
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Brugia malayi	Histone deacetylase family protein	0.0193	1	1
Trichomonas vaginalis	modulator of drug activity B, putative	0.0019	0.0403	0.1108
Echinococcus granulosus	histone deacetylase 1	0.0045	0.1794	0.1794
Trichomonas vaginalis	conserved hypothetical protein	0.0078	0.3641	1
Brugia malayi	Histone deacetylase 1	0.0045	0.1794	0.1794
Trichomonas vaginalis	histone deacetylase, putative	0.0045	0.1794	0.4927
Trypanosoma brucei	histone deacetylase 2	0.0045	0.1794	0.1794
Trichomonas vaginalis	conserved hypothetical protein	0.0019	0.0403	0.1108
Trypanosoma brucei	dihydrofolate reductase-thymidylate synthase	0.0166	0.85	0.85
Loa Loa (eye worm)	hypothetical protein	0.0023	0.057	0.057

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 2.4 nM	Binding affinity at human CCR2 receptor	ChEMBL.	18487045
IC50 (binding)	= 2.4 nM	Binding affinity at human CCR2 receptor	ChEMBL.	18487045
IC50 (functional)	= 3.5 nM	Antagonist activity at CCR2 receptor (unknown origin) expressed in THP1 cells assessed as MCP-1-induced calcium flux by chemotoxis assay	ChEMBL.	18487045
IC50 (functional)	= 3.5 nM	Antagonist activity at CCR2 receptor (unknown origin) expressed in THP1 cells assessed as MCP-1-induced calcium flux by chemotoxis assay	ChEMBL.	18487045
IC50 (binding)	= 2.4 uM	Displacement of [125I]MCP1 from human CCR2B receptor expressed in HEK293-EBNA cells	ChEMBL.	20223662

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: CHEMBL254355
PubChem: 11627639

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 509219