TDR Targets

Basic information

Technical information

TDR Targets ID: 176080
Name: 3-[4-cyclopropyl-2-[(2,6-dichlorophenyl)metho xy]-1,1,1-trifluorobut-3-yn-2-yl]-5-ethyl-6-m ethyl-1H-pyridin-2-one
MW: 458.301 | Formula: C22H20Cl2F3NO2
H donors: 1 H acceptors: 2 LogP: 6.74 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: CCc1cc(c(nc1C)O)C(C(F)(F)F)(OCc1c(Cl)cccc1Cl)C#CC1CC1
InChi: 1S/C22H20Cl2F3NO2/c1-3-15-11-17(20(29)28-13(15)2)21(22(25,26)27,10-9-14-7-8-14)30-12-16-18(23)5-4-6-19(16)24/h4-6,11,14H,3,7-8,12H2,1-2H3,(H,28,29)
InChiKey: KYLQWURRWYFJTL-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

3-[3-cyclopropyl-1-[(2,6-dichlorophenyl)methoxy]-1-(trifluoromethyl)prop-2-ynyl]-5-ethyl-6-methyl-1H-pyridin-2-one
3-[4-cyclopropyl-2-[(2,6-dichlorophenyl)methoxy]-1,1,1-trifluoro-but-3-yn-2-yl]-5-ethyl-6-methyl-1H-pyridin-2-one
3-[3-cyclopropyl-1-(2,6-dichlorobenzyl)oxy-1-(trifluoromethyl)prop-2-ynyl]-5-ethyl-6-methyl-2-pyridone

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Trypanosoma brucei	RNA helicase, putative	Get druggable targets OG5_139608	All targets in OG5_139608
Schistosoma mansoni	hypothetical protein	Get druggable targets OG5_139608	All targets in OG5_139608
Trypanosoma congolense	RNA helicase, putative	Get druggable targets OG5_139608	All targets in OG5_139608
Plasmodium yoelii	integrase-related	Get druggable targets OG5_139608	All targets in OG5_139608

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
Entamoeba histolytica	cysteine protease, putative	0.0707	0.6159	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0707	0.6159	0.6159
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0378	0.2497	0.2497
Brugia malayi	cathepsin F-like cysteine proteinase	0.0225	0.0794	0.0794
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Brugia malayi	Cathepsin L-like precursor	0.0707	0.6159	0.6159
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0707	0.6159	1
Leishmania major	cathepsin L-like protease	0.0707	0.6159	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0378	0.2497	0.2497
Plasmodium vivax	vivapain-1	0.0378	0.2497	0.4054
Schistosoma mansoni	cathepsin F (C01 family)	0.0707	0.6159	0.6159
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0431	0.3093	0.3093
Brugia malayi	Cathepsin L-like precursor	0.0225	0.0794	0.0794
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0707	0.6159	0.6159
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Giardia lamblia	Cathepsin B precursor	0.0431	0.3093	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1053	1	1
Onchocerca volvulus		0.0707	0.6159	1
Leishmania major	cathepsin L-like protease	0.0707	0.6159	1
Trypanosoma cruzi	cruzipain precursor, putative	0.0225	0.0794	0.0794
Giardia lamblia	Cathepsin B precursor	0.0431	0.3093	1
Trypanosoma cruzi	cysteine proteinase, putative	0.0378	0.2497	0.2497
Echinococcus multilocularis	cathepsin b	0.1053	1	1
Trypanosoma cruzi	cruzipain precursor, putative	0.0707	0.6159	0.6159
Onchocerca volvulus		0.0707	0.6159	1
Entamoeba histolytica	cysteine proteinase, putative	0.0378	0.2497	0.4054
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0225	0.0794	0.0794
Loa Loa (eye worm)	fibroinase	0.0707	0.6159	0.6159
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0707	0.6159	1
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Entamoeba histolytica	cysteine proteinase, putative	0.0483	0.3662	0.5946
Onchocerca volvulus	Cathepsin F homolog	0.0707	0.6159	1
Brugia malayi	Papain family cysteine protease containing protein	0.0707	0.6159	0.6159
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Entamoeba histolytica	cysteine proteinase, putative	0.0707	0.6159	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0707	0.6159	0.6159
Trypanosoma cruzi	cysteine peptidase (N-terminal), putative	0.0378	0.2497	0.2497
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1053	1	1
Loa Loa (eye worm)	ctsf protein	0.0707	0.6159	0.6159
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0707	0.6159	1
Loa Loa (eye worm)	hypothetical protein	0.1053	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0707	0.6159	1
Brugia malayi	Cathepsin L-like precursor	0.0707	0.6159	0.6159
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0707	0.6159	1
Giardia lamblia	Cathepsin B precursor	0.0431	0.3093	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0707	0.6159	1
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0707	0.6159	1
Echinococcus granulosus	cathepsin L cysteine protease	0.0378	0.2497	0.2497
Echinococcus granulosus	cathepsin L	0.0378	0.2497	0.2497
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Plasmodium vivax	vivapain-2	0.0707	0.6159	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0707	0.6159	0.6159
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0707	0.6159	1
Plasmodium vivax	unspecified product	0.0225	0.0794	0.1289
Echinococcus granulosus	cysteine protease	0.0378	0.2497	0.2497
Echinococcus multilocularis	cysteine protease	0.0707	0.6159	0.6159
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Echinococcus multilocularis	cysteine protease	0.0707	0.6159	0.6159
Onchocerca volvulus		0.0707	0.6159	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0707	0.6159	1
Brugia malayi	Cathepsin L-like precursor	0.0483	0.3662	0.3662
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0378	0.2497	0.4054
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.1053	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0707	0.6159	1
Echinococcus granulosus	cathepsin l1	0.0707	0.6159	0.6159
Plasmodium vivax	vivapain-3	0.0378	0.2497	0.4054
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0707	0.6159	0.6159
Echinococcus multilocularis	cathepsin L	0.0378	0.2497	0.2497
Plasmodium vivax	vivapain-2	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0431	0.3093	0.5022
Brugia malayi	cathepsin L-like cysteine proteinase, identical	0.0225	0.0794	0.0794
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Onchocerca volvulus	Cathepsin L homolog	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0483	0.3662	0.5946
Echinococcus multilocularis	cathepsin L cysteine protease	0.0707	0.6159	0.6159
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0707	0.6159	1
Brugia malayi	Cathepsin L-like precursor	0.0707	0.6159	0.6159
Echinococcus granulosus	cathepsin b	0.1053	1	1
Echinococcus multilocularis	cathepsin b	0.1053	1	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0707	0.6159	0.6159
Schistosoma mansoni	cathepsin s	0.0225	0.0794	0.0794
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0707	0.6159	0.6159
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0483	0.3662	0.5946
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0378	0.2497	0.2497
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0707	0.6159	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0707	0.6159	0.6159
Entamoeba histolytica	cysteine proteinase 2	0.0378	0.2497	0.4054
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Onchocerca volvulus		0.0707	0.6159	1
Leishmania major	cathepsin L-like protease	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0707	0.6159	0.6159
Entamoeba histolytica	cysteine proteinase, putative	0.0378	0.2497	0.4054
Entamoeba histolytica	cysteine proteinase 1, putative	0.0378	0.2497	0.4054
Brugia malayi	Cathepsin L-like precursor	0.0707	0.6159	0.6159
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0707	0.6159	1
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Leishmania major	cathepsin L-like protease	0.0707	0.6159	1
Entamoeba histolytica	cysteine proteinase, putative	0.0707	0.6159	1
Brugia malayi	cathepsin L-like precursor	0.0483	0.3662	0.3662
Toxoplasma gondii	cathepsin B	0.0431	0.3093	0.5022
Brugia malayi	Cathepsin L-like precursor	0.0707	0.6159	0.6159
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0431	0.3093	0.1628
Plasmodium vivax	unspecified product	0.0378	0.2497	0.4054
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1053	1	1
Leishmania major	cathepsin L-like protease	0.0707	0.6159	1
Entamoeba histolytica	cysteine proteinase, putative	0.0378	0.2497	0.4054
Trypanosoma cruzi	cysteine protease, putative	0.0378	0.2497	0.2497
Echinococcus granulosus	cathepsin b	0.1053	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0707	0.6159	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0225	0.0794	0.0794
Onchocerca volvulus		0.0707	0.6159	1
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0707	0.6159	0.6159
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0707	0.6159	1
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.1053	1	1
Brugia malayi	Papain family cysteine protease containing protein	0.0378	0.2497	0.2497
Loa Loa (eye worm)	cathepsin B	0.0431	0.3093	0.3093
Loa Loa (eye worm)	cysteine protease	0.0707	0.6159	0.6159
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Loa Loa (eye worm)	hypothetical protein	0.0483	0.3662	0.3662
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0707	0.6159	0.6159
Onchocerca volvulus		0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0378	0.2497	0.4054
Loa Loa (eye worm)	hypothetical protein	0.0707	0.6159	0.6159
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Leishmania major	cathepsin L-like protease	0.0707	0.6159	1
Loa Loa (eye worm)	hypothetical protein	0.0483	0.3662	0.3662
Leishmania major	cathepsin L-like protease	0.0707	0.6159	1
Loa Loa (eye worm)	hypothetical protein	0.0225	0.0794	0.0794
Brugia malayi	Cathepsin L-like precursor	0.0707	0.6159	0.6159
Leishmania major	cathepsin L-like protease	0.0707	0.6159	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0707	0.6159	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0707	0.6159	1
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Onchocerca volvulus		0.0707	0.6159	1
Echinococcus granulosus	cathepsin l1	0.0483	0.3662	0.3662
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Brugia malayi	Cathepsin L-like precursor	0.0483	0.3662	0.3662
Plasmodium falciparum	cysteine proteinase falcipain 1	0.0378	0.2497	0.4054
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Leishmania major	cysteine peptidase A (CPA)	0.0707	0.6159	1
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0707	0.6159	1
Loa Loa (eye worm)	hypothetical protein	0.0225	0.0794	0.0794
Loa Loa (eye worm)	hypothetical protein	0.0483	0.3662	0.3662
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0378	0.2497	0.2497
Brugia malayi	Papain family cysteine protease containing protein	0.0378	0.2497	0.2497
Onchocerca volvulus		0.0483	0.3662	0.5946
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0707	0.6159	1
Entamoeba histolytica	cysteine protease, putative	0.0378	0.2497	0.4054
Trypanosoma cruzi	cysteine proteinase, putative	0.0378	0.2497	0.2497
Trypanosoma cruzi	cysteine peptidase, putative	0.0707	0.6159	0.6159
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0483	0.3662	0.3662
Schistosoma mansoni	cathepsin F (C01 family)	0.0483	0.3662	0.3662
Toxoplasma gondii	cathepsin CPL	0.0707	0.6159	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0707	0.6159	1
Entamoeba histolytica	cysteine proteinase, putative	0.0378	0.2497	0.4054
Loa Loa (eye worm)	hypothetical protein	0.0225	0.0794	0.0794
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0483	0.3662	0.3662
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0431	0.3093	0.3093
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0707	0.6159	1
Onchocerca volvulus	Cathepsin L homolog	0.0707	0.6159	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 41.102 nM	Inhibition of the NNRTI HIV-1 enzyme by 50% using enzyme assay.	ChEMBL.	11212098
IC50 (binding)	= 41.102 nM	Inhibition of the NNRTI HIV-1 enzyme by 50% using enzyme assay.	ChEMBL.	11212098
IC90 (functional)	= 157 nM	Antiviral activity against HIV-1 in MT-2 (human leukaemia) cells in vitro.	ChEMBL.	11212098

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: CHEMBL325343
PubChem: 21147783

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 176080