TDR Targets

Basic information

Technical information

TDR Targets ID: 336843
Name: [(2S,3S)-1-[(3S)-3-fluoropyrrolidin-1-yl]-3-( 4-methylsulfanylphenyl)-1-oxobutan-2-yl]azani um; 2,2,2-trifluoroacetate
MW: 410.427 | Formula: C17H22F4N2O3S
H donors: 2 H acceptors: 3 LogP: 0.81 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: OC(=O)C(F)(F)F.CSc1ccc(cc1)[C@@H]([C@@H](C(=O)N1CC[C@@H](C1)F)N)C
InChi: 1S/C15H21FN2OS.C2HF3O2/c1-10(11-3-5-13(20-2)6-4-11)14(17)15(19)18-8-7-12(16)9-18;3-2(4,5)1(6)7/h3-6,10,12,14H,7-9,17H2,1-2H3;(H,6,7)/t10-,12-,14-;/m0./s1
InChiKey: DCFFFJMUDLIOMX-NPLJWMOXSA-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

[(1S,2S)-1-[(3S)-3-fluoropyrrolidine-1-carbonyl]-2-(4-methylsulfanylphenyl)propyl]ammonium; 2,2,2-trifluoroacetate
[(1S,2S)-1-[[(3S)-3-fluoro-1-pyrrolidinyl]-oxomethyl]-2-[4-(methylthio)phenyl]propyl]ammonium; 2,2,2-trifluoroacetate
[(2S,3S)-1-[(3S)-3-fluoropyrrolidin-1-yl]-3-(4-methylsulfanylphenyl)-1-oxo-butan-2-yl]azanium; 2,2,2-trifluoroethanoate
[(1S,2S)-1-[(3S)-3-fluoropyrrolidine-1-carbonyl]-2-[4-(methylthio)phenyl]propyl]ammonium; 2,2,2-trifluoroacetate

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	dipeptidyl-peptidase 7	Starlite/ChEMBL	References
Homo sapiens	dipeptidyl-peptidase 4	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	ko:K01278 dipeptidyl-peptidase 4, putative	Get druggable targets OG5_128614	All targets in OG5_128614
Echinococcus granulosus	dipeptidyl aminopeptidaseprotein	Get druggable targets OG5_128614	All targets in OG5_128614
Loa Loa (eye worm)	prolyl oligopeptidase	Get druggable targets OG5_128614	All targets in OG5_128614
Candida albicans	dipeptidyl aminopeptidase B	Get druggable targets OG5_128614	All targets in OG5_128614
Onchocerca volvulus	Dipeptidyl peptidase family member 1 homolog	Get druggable targets OG5_128614	All targets in OG5_128614
Echinococcus granulosus	Lysosomal Pro X carboxypeptidase	Get druggable targets OG5_139351	All targets in OG5_139351
Schistosoma mansoni	subfamily S9B unassigned peptidase (S09 family)	Get druggable targets OG5_128614	All targets in OG5_128614
Schistosoma mansoni	family S28 unassigned peptidase (S28 family)	Get druggable targets OG5_139351	All targets in OG5_139351
Brugia malayi	prolyl oligopeptidase family protein	Get druggable targets OG5_128614	All targets in OG5_128614
Schistosoma japonicum	ko:K01276 dipeptidyl-peptidase II [EC3.4.14.2], putative	Get druggable targets OG5_139351	All targets in OG5_139351
Echinococcus multilocularis	dipeptidyl aminopeptidaseprotein	Get druggable targets OG5_128614	All targets in OG5_128614
Echinococcus multilocularis	Lysosomal Pro X carboxypeptidase	Get druggable targets OG5_139351	All targets in OG5_139351
Candida albicans	dipeptidyl aminopeptidase B	Get druggable targets OG5_128614	All targets in OG5_128614

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Trypanosoma cruzi	serine carboxypeptidase S28, putative	dipeptidyl-peptidase 7	492 aa	471 aa	25.7 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus multilocularis	cathepsin b	0.1177	1	1
Entamoeba histolytica	cysteine proteinase, putative	0.0355	0.2321	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Brugia malayi	Cathepsin L-like precursor	0.0355	0.2321	0.2321
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0355	0.2321	0.6799
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0355	0.2321	0.6799
Echinococcus multilocularis	cysteine protease	0.0355	0.2321	0.1593
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0355	0.2321	0.6799
Entamoeba histolytica	cysteine proteinase, putative	0.0249	0.133	0.3182
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0355	0.2321	0.1593
Onchocerca volvulus		0.0355	0.2321	1
Trypanosoma cruzi	cysteine proteinase, putative	0.0199	0.0867	0.0867
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0355	0.2321	0.6799
Loa Loa (eye worm)	hypothetical protein	0.0249	0.133	0.133
Echinococcus granulosus	Lysosomal Pro X carboxypeptidase	0.0456	0.3272	0.2633
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0355	0.2321	0.6799
Brugia malayi	Papain family cysteine protease containing protein	0.0199	0.0867	0.0867
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0355	0.2321	0.6799
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0428	0.3006	1
Loa Loa (eye worm)	cathepsin B	0.0428	0.3006	0.3006
Brugia malayi	cathepsin L-like precursor	0.0249	0.133	0.133
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0355	0.2321	0.6799
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0199	0.0867	0.0867
Trypanosoma cruzi	cysteine peptidase, putative	0.0355	0.2321	0.2321
Loa Loa (eye worm)	hypothetical protein	0.0249	0.133	0.133
Brugia malayi	Cathepsin L-like precursor	0.0355	0.2321	0.2321
Echinococcus multilocularis	Lysosomal Pro X carboxypeptidase	0.0456	0.3272	0.2633
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0199	0.0867	0.0867
Trypanosoma cruzi	cysteine protease, putative	0.0199	0.0867	0.0867
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0249	0.133	0.133
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0249	0.133	0.133
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Brugia malayi	Cathepsin L-like precursor	0.0355	0.2321	0.2321
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0428	0.3006	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0355	0.2321	0.6799
Schistosoma mansoni	family S28 unassigned peptidase (S28 family)	0.0456	0.3272	0.3272
Trypanosoma cruzi	cysteine peptidase, putative	0.0355	0.2321	0.2321
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0355	0.2321	0.1593
Trypanosoma cruzi	cysteine peptidase, putative	0.0355	0.2321	0.2321
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0355	0.2321	0.1593
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.1177	1	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0355	0.2321	0.2321
Onchocerca volvulus		0.0355	0.2321	1
Plasmodium vivax	vivapain-1	0.0199	0.0867	0.3734
Toxoplasma gondii	cathepsin B	0.0428	0.3006	1
Echinococcus granulosus	cathepsin l1	0.0249	0.133	0.0507
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0355	0.2321	0.6799
Loa Loa (eye worm)	ctsf protein	0.0355	0.2321	0.2321
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0249	0.133	0.2163
Echinococcus multilocularis	cysteine protease	0.0355	0.2321	0.1593
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0355	0.2321	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0355	0.2321	0.6799
Brugia malayi	Cathepsin L-like precursor	0.0355	0.2321	0.2321
Schistosoma mansoni	cathepsin F (C01 family)	0.0355	0.2321	0.2321
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1177	1	1
Plasmodium vivax	vivapain-3	0.0199	0.0867	0.3734
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1177	1	1
Echinococcus granulosus	cathepsin l1	0.0355	0.2321	0.1593
Echinococcus granulosus	cathepsin b	0.1177	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Leishmania major	cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like	0.0428	0.3006	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0249	0.133	0.2163
Echinococcus granulosus	cathepsin b	0.1177	1	1
Trypanosoma cruzi	cysteine proteinase, putative	0.0199	0.0867	0.0867
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Onchocerca volvulus		0.0355	0.2321	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0355	0.2321	0.6799
Brugia malayi	Papain family cysteine protease containing protein	0.0355	0.2321	0.2321
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0355	0.2321	0.6799
Giardia lamblia	Cathepsin B precursor	0.0428	0.3006	0.5
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0355	0.2321	0.6799
Loa Loa (eye worm)	cysteine protease	0.0355	0.2321	0.2321
Brugia malayi	prolyl oligopeptidase family protein	0.0209	0.0963	0.0963
Trypanosoma cruzi	cysteine peptidase (N-terminal), putative	0.0199	0.0867	0.0867
Loa Loa (eye worm)	fibroinase	0.0355	0.2321	0.2321
Onchocerca volvulus	Cathepsin L homolog	0.0355	0.2321	1
Onchocerca volvulus		0.0249	0.133	0.27
Echinococcus multilocularis	cathepsin L cysteine protease	0.0355	0.2321	0.1593
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0428	0.3006	0.3006
Loa Loa (eye worm)	hypothetical protein	0.0249	0.133	0.133
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0355	0.2321	0.6799
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0355	0.2321	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Schistosoma mansoni	cathepsin F (C01 family)	0.0355	0.2321	0.2321
Entamoeba histolytica	cysteine proteinase, putative	0.0355	0.2321	1
Brugia malayi	Papain family cysteine protease containing protein	0.0199	0.0867	0.0867
Trypanosoma cruzi	cruzipain precursor, putative	0.0355	0.2321	0.2321
Plasmodium vivax	vivapain-2	0.0355	0.2321	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0355	0.2321	0.6799
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0355	0.2321	0.2321
Onchocerca volvulus	Cathepsin L homolog	0.0355	0.2321	1
Onchocerca volvulus		0.0355	0.2321	1
Echinococcus multilocularis	dipeptidyl aminopeptidaseprotein	0.0209	0.0963	0.0105
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0355	0.2321	0.6799
Onchocerca volvulus		0.0355	0.2321	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0355	0.2321	0.6799
Loa Loa (eye worm)	prolyl oligopeptidase	0.0209	0.0963	0.0963
Brugia malayi	Cathepsin L-like precursor	0.0249	0.133	0.133
Brugia malayi	Cathepsin L-like precursor	0.0355	0.2321	0.2321
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Plasmodium vivax	vivapain-2	0.0355	0.2321	1
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0355	0.2321	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0249	0.133	0.133
Loa Loa (eye worm)	hypothetical protein	0.0355	0.2321	0.2321
Brugia malayi	Cathepsin L-like precursor	0.0355	0.2321	0.2321
Onchocerca volvulus	Cathepsin F homolog	0.0355	0.2321	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0355	0.2321	0.1593
Plasmodium vivax	unspecified product	0.0199	0.0867	0.3734
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0355	0.2321	0.6799
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0355	0.2321	0.6799
Echinococcus granulosus	dipeptidyl aminopeptidaseprotein	0.0209	0.0963	0.0105
Giardia lamblia	Cathepsin B precursor	0.0428	0.3006	0.5
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0355	0.2321	0.6799
Echinococcus multilocularis	cathepsin b	0.1177	1	1
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0199	0.0867	0.0867
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1177	1	1
Giardia lamblia	Cathepsin B precursor	0.0428	0.3006	0.5
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0355	0.2321	0.1593
Brugia malayi	Cathepsin L-like precursor	0.0249	0.133	0.133
Onchocerca volvulus		0.0355	0.2321	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0355	0.2321	0.6799
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0355	0.2321	0.6799
Onchocerca volvulus		0.0355	0.2321	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0199	0.0867	0.0867
Schistosoma mansoni	subfamily S9B unassigned peptidase (S09 family)	0.0209	0.0963	0.0963
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0428	0.3006	0.3006
Loa Loa (eye worm)	hypothetical protein	0.1177	1	1
Entamoeba histolytica	cysteine protease, putative	0.0355	0.2321	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0355	0.2321	0.2321
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0355	0.2321	0.6799
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.1177	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.36 uM	Inhibitory concentration against dipeptidyl-peptidase IV was determined	ChEMBL.	15863311
IC50 (binding)	= 0.36 uM	Inhibitory concentration against dipeptidyl-peptidase IV was determined	ChEMBL.	15863311
IC50 (binding)	= 5.9 uM	Inhibitory concentration against Dipeptidyl Peptidase II (quiescent cell proline dipeptidase) was determined	ChEMBL.	15863311
IC50 (binding)	= 5.9 uM	Inhibitory concentration against Dipeptidyl Peptidase II (quiescent cell proline dipeptidase) was determined	ChEMBL.	15863311
IC50 (binding)	= 61 uM	Inhibitory concentration against dipeptidyl-peptidase 8 was determined	ChEMBL.	15863311
IC50 (binding)	= 61 uM	Inhibitory concentration against dipeptidyl-peptidase 8 was determined	ChEMBL.	15863311
IC50 (binding)	= 67 uM	Inhibitory concentration against dipeptidyl-peptidase 9 was determined	ChEMBL.	15863311
IC50 (binding)	= 67 uM	Inhibitory concentration against dipeptidyl-peptidase 9 was determined	ChEMBL.	15863311

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: CHEMBL192365
PubChem: 23645604

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 336843