TDR Targets

Basic information

Technical information

TDR Targets ID: 105521
Name: 1-[4-[2-(3,4-dichlorophenyl)acetyl]-3-(pyrrol idin-1-ylmethyl)piperazin-1-yl]prop-2-en-1-on e
MW: 410.337 | Formula: C20H25Cl2N3O2
H donors: 0 H acceptors: 2 LogP: 3.03 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: C=CC(=O)N1CCN(C(C1)CN1CCCC1)C(=O)Cc1ccc(c(c1)Cl)Cl
InChi: 1S/C20H25Cl2N3O2/c1-2-19(26)24-9-10-25(16(14-24)13-23-7-3-4-8-23)20(27)12-15-5-6-17(21)18(22)11-15/h2,5-6,11,16H,1,3-4,7-10,12-14H2
InChiKey: QDFXYQMYVOFTKF-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-[4-[2-(3,4-dichlorophenyl)-1-oxoethyl]-3-(1-pyrrolidinylmethyl)-1-piperazinyl]-2-propen-1-one
1-[4-[2-(3,4-dichlorophenyl)ethanoyl]-3-(pyrrolidin-1-ylmethyl)piperazin-1-yl]prop-2-en-1-one
1-[4-[2-(3,4-dichlorophenyl)acetyl]-3-(pyrrolidinomethyl)piperazino]prop-2-en-1-one
1-[4-[2-(3,4-dichlorophenyl)-1-oxoethyl]-3-(1-pyrrolidinylmethyl)-1-piperazinyl]prop-2-en-1-one

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	opioid receptor, kappa 1	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)	hypothetical protein	0.0016	0.079	0.0807
Trichomonas vaginalis	AGC family protein kinase	0.0009	0.0193	0.5
Schistosoma mansoni	nephrin	0.002	0.1127	0.1944
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	G protein-coupled receptor kinase, putative	0.0009	0.0193	0.5
Onchocerca volvulus	Tyrosine kinase homolog	0.011	0.8618	1
Echinococcus multilocularis	neuroglian	0.002	0.1127	0.1944
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Entamoeba histolytica	cell division protein kinase 2, putative	0.0009	0.0193	1
Echinococcus granulosus	cyclin dependent kinase 9	0.0009	0.0193	0.0333
Echinococcus multilocularis	basement membrane specific heparan sulfate	0.0016	0.079	0.1363
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trypanosoma brucei	Mitogen-activated protein kinase 10, putative	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Schistosoma mansoni	vesicular amine transporter	0.0016	0.079	0.1363
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Echinococcus granulosus	basic fibroblast growth factor receptor 1 A	0.0076	0.5799	1
Loa Loa (eye worm)	hypothetical protein	0.0016	0.079	0.0807
Echinococcus granulosus	5' AMP activated protein kinase subunit gamma	0.0075	0.5672	0.9782
Trichomonas vaginalis	CMGC family protein kinase	0.0009	0.0193	0.5
Schistosoma mansoni	hypothetical protein	0.0008	0.0166	0.0286
Schistosoma mansoni	serine/threonine protein kinase	0.0009	0.0193	0.0333
Schistosoma mansoni	cell adhesion molecule	0.0018	0.0981	0.1692
Trichomonas vaginalis	CMGC family protein kinase	0.0009	0.0193	0.5
Echinococcus multilocularis	serine:threonine protein kinase haspin	0.0008	0.0166	0.0286
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Brugia malayi	cyclin-dependent kinase 7 homolog	0.0009	0.0193	0.0197
Schistosoma mansoni	tyrosine kinase	0.0076	0.5799	1
Brugia malayi	Fibronectin type III domain containing protein	0.0016	0.079	0.0807
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trypanosoma brucei	protein kinase, putative	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	AGC family protein kinase	0.0009	0.0193	0.5
Echinococcus multilocularis	Immunoglobulin	0.0016	0.079	0.1363
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0981	0.1002
Echinococcus granulosus	neurotracting:lsamp:neurotrimin:obcam	0.0018	0.0981	0.1692
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Loa Loa (eye worm)	TK protein kinase	0.008	0.6135	0.6267
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Loa Loa (eye worm)	haspin protein kinase	0.0008	0.0166	0.017
Trichomonas vaginalis	AGC family protein kinase	0.0009	0.0193	0.5
Trypanosoma cruzi	Mitogen-activated protein kinase 10, putative	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Echinococcus granulosus	mitogen activated protein kinase 15	0.0009	0.0193	0.0333
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Echinococcus multilocularis	serine:threonine protein kinase haspin	0.0008	0.0166	0.0286
Echinococcus multilocularis	5' AMP activated protein kinase subunit gamma	0.007	0.5288	0.912
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Echinococcus multilocularis	serine:threonine protein kinase NLK	0.0009	0.0193	0.0333
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.079	0.0807
Schistosoma mansoni	defective proboscis extension response (dpr)-related	0.0016	0.079	0.1363
Trichomonas vaginalis	AGC family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	AGC family protein kinase	0.0009	0.0193	0.5
Echinococcus granulosus	fibroblast growth factor receptor 4	0.0076	0.5799	1
Trichomonas vaginalis	protein kinase atmrk1, putative	0.0009	0.0193	0.5
Loa Loa (eye worm)	CMGC/CDK/CRK7 protein kinase	0.0009	0.0193	0.0197
Echinococcus multilocularis	Immunoglobulin	0.0016	0.079	0.1363
Loa Loa (eye worm)	CAMK/MLCK protein kinase	0.0007	0.0027	0.0028
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Brugia malayi	hypothetical protein	0.0016	0.079	0.0807
Loa Loa (eye worm)	haspin protein kinase	0.0009	0.0193	0.0197
Echinococcus granulosus	serine:threonine protein kinase NLK	0.0009	0.0193	0.0333
Loa Loa (eye worm)	hypothetical protein	0.0016	0.079	0.0807
Loa Loa (eye worm)	loechrig isoform VII	0.0075	0.5672	0.5794
Echinococcus granulosus	defective proboscis extension response	0.0016	0.079	0.1363
Trichomonas vaginalis	serine/threonine kinase, putative	0.0009	0.0193	0.5
Brugia malayi	Protein kinase domain containing protein	0.0009	0.0193	0.0197
Echinococcus granulosus	Pfam-B_8186 domain containing protein	0.0008	0.0166	0.0286
Brugia malayi	Cell division protein kinase 2	0.0009	0.0193	0.0197
Echinococcus granulosus	neuroglian	0.002	0.1127	0.1944
Loa Loa (eye worm)	hypothetical protein	0.0016	0.079	0.0807
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Onchocerca volvulus		0.0105	0.8161	0.947
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CMGC family protein kinase	0.0009	0.0193	0.5
Loa Loa (eye worm)	haspin protein kinase	0.0008	0.0166	0.017
Schistosoma mansoni	hypothetical protein	0.0008	0.0166	0.0286
Trypanosoma cruzi	serine/threonine protein kinase, putative	0.0009	0.0193	0.5
Echinococcus multilocularis	hypothetical protein	0.0008	0.0166	0.0286
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Echinococcus multilocularis	cyclin dependent kinase 9	0.0009	0.0193	0.0333
Echinococcus granulosus	Cell division cycle 2 protein kinase	0.0009	0.0193	0.0333
Trichomonas vaginalis	CMGC family protein kinase	0.0009	0.0193	0.5
Trypanosoma cruzi	Mitogen-activated protein kinase 10, putative	0.0009	0.0193	0.5
Schistosoma mansoni	protein kinase	0.0009	0.0193	0.0333
Brugia malayi	Immunoglobulin I-set domain containing protein	0.008	0.6135	0.6267
Brugia malayi	GSG2	0.0008	0.0166	0.017
Trichomonas vaginalis	AGC family protein kinase	0.0009	0.0193	0.5
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0016	0.079	0.0807
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Loa Loa (eye worm)	AGC/PDK1 protein kinase	0.0009	0.0193	0.0197
Echinococcus multilocularis	basic fibroblast growth factor receptor 1 A	0.0076	0.5799	1
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Echinococcus multilocularis	Cell division cycle 2 protein kinase	0.0009	0.0193	0.0333
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Toxoplasma gondii	cell-cycle-associated protein kinase, putative	0.0119	0.9306	0.5
Schistosoma mansoni	serine/threonine kinase	0.0009	0.0193	0.0333
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Entamoeba histolytica	protein kinase domain containing protein	0.0009	0.0193	1
Trichomonas vaginalis	AGC family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Schistosoma mansoni	Neurotrimin precursor (hNT)	0.0016	0.079	0.1363
Echinococcus multilocularis	5' AMP activated protein kinase subunit gamma	0.0075	0.5672	0.9782
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Leishmania major	mitogen-activated protein kinase, putative,map kinase-like protein	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Echinococcus granulosus	serine:threonine protein kinase haspin	0.0008	0.0166	0.0286
Echinococcus granulosus	Immunoglobulin	0.0016	0.079	0.1363
Loa Loa (eye worm)	hypothetical protein	0.0022	0.1318	0.1346
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0125	0.979	1
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Brugia malayi	loechrig isoform VII	0.0075	0.5672	0.5794
Echinococcus multilocularis	roundabout 2	0.0022	0.1318	0.2273
Echinococcus granulosus	serine:threonine protein kinase haspin	0.0008	0.0166	0.0286
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Loa Loa (eye worm)	hypothetical protein	0.0022	0.1318	0.1346
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.079	0.0807
Echinococcus multilocularis	fibroblast growth factor receptor 4	0.0076	0.5799	1
Echinococcus granulosus	roundabout 2	0.0022	0.1318	0.2273
Plasmodium vivax	cyclin dependent kinase 7 (cdk7), putative	0.0127	1	1
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Brugia malayi	hypothetical protein	0.0008	0.0166	0.017
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Loa Loa (eye worm)	TK/KIN16 protein kinase	0.0125	0.979	1
Echinococcus granulosus	twitchin	0.002	0.1154	0.199
Giardia lamblia	5-AMP-activated protein kinase, gamma-1 subunit	0.0075	0.5672	1
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Schistosoma mansoni	protein kinase subunit gamma	0.0075	0.5672	0.9782
Leishmania major	serine/threonine kinase-like protein, putative	0.0009	0.0193	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.0009	0.0193	0.5
Echinococcus granulosus	serine:threonine protein kinase haspin	0.0008	0.0166	0.0286
Schistosoma mansoni	tyrosine kinase	0.0008	0.012	0.0207

Activities

Activity type	Activity value	Assay description	Source	Reference
ED50 (functional)	= 0.02 mg kg-1	In vivo antinociceptive activity was determined using mouse acetylcholine induced abdominal constriction test following subcutaneous administration; range (0.012-0.032)	ChEMBL.	8393489
ED50 (functional)	= 0.02 mg kg-1	In vivo antinociceptive activity was determined using mouse acetylcholine induced abdominal constriction test following subcutaneous administration; range (0.012-0.032)	ChEMBL.	8393489
IC50 (functional)	= 0.42 nM	In vitro agonist activity at kappa opioid receptor in rabbit vas deferens.	ChEMBL.	8393489
IC50 (functional)	= 0.42 nM	In vitro agonist activity at kappa opioid receptor in rabbit vas deferens.	ChEMBL.	8393489

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: CHEMBL63810
PubChem: 15645960

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 105521