TDR Targets

Basic information

Technical information

TDR Targets ID: 338242
Name: [(2S,3S)-3-[4-(2,4-difluorophenyl)phenyl]-1-[ (3S)-3-fluoropyrrolidin-1-yl]-1-oxobutan-2-yl ]azanium; 2,2,2-trifluoroacetate
MW: 476.412 | Formula: C22H22F6N2O3
H donors: 2 H acceptors: 3 LogP: 2.13 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: OC(=O)C(F)(F)F.F[C@H]1CCN(C1)C(=O)[C@H]([C@H](c1ccc(cc1)c1ccc(cc1F)F)C)N
InChi: 1S/C20H21F3N2O.C2HF3O2/c1-12(19(24)20(26)25-9-8-16(22)11-25)13-2-4-14(5-3-13)17-7-6-15(21)10-18(17)23;3-2(4,5)1(6)7/h2-7,10,12,16,19H,8-9,11,24H2,1H3;(H,6,7)/t12-,16-,19-;/m0./s1
InChiKey: RTRMUACSBJWYCR-ALZSJUHTSA-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)-2-[4-(2,4-difluorophenyl)phenyl]-1-[(3S)-3-fluoropyrrolidine-1-carbonyl]propyl]ammonium; 2,2,2-trifluoroacetate
[(1S,2S)-2-[4-(2,4-difluorophenyl)phenyl]-1-[[(3S)-3-fluoro-1-pyrrolidinyl]-oxomethyl]propyl]ammonium; 2,2,2-trifluoroacetate
[(2S,3S)-3-[4-(2,4-difluorophenyl)phenyl]-1-[(3S)-3-fluoropyrrolidin-1-yl]-1-oxo-butan-2-yl]azanium; 2,2,2-trifluoroethanoate

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 mansoni	family S28 unassigned peptidase (S28 family)	Get druggable targets OG5_139351	All targets in OG5_139351
Echinococcus multilocularis	Lysosomal Pro X carboxypeptidase	Get druggable targets OG5_139351	All targets in OG5_139351
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
Candida albicans	dipeptidyl aminopeptidase B	Get druggable targets OG5_128614	All targets in OG5_128614
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
Candida albicans	dipeptidyl aminopeptidase B	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
Schistosoma mansoni	subfamily S9B unassigned peptidase (S09 family)	Get druggable targets OG5_128614	All targets in OG5_128614
Echinococcus multilocularis	dipeptidyl aminopeptidaseprotein	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
Brugia malayi	prolyl oligopeptidase family protein	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
Giardia lamblia	Multidrug resistance-associated protein 1	0.0029	0.0033	1
Trichomonas vaginalis	sensory transduction histidine kinase, putative	0.0027	0	0.5
Trypanosoma cruzi	serine peptidase, Clan SC, Family S9B	0.007	0.0728	0.0951
Mycobacterium ulcerans	two component sensory transduction histidine kinase MtrB	0.0027	0	0.5
Leishmania major	ATP-binding cassette protein subfamily C, member 6, putative	0.0029	0.0033	0.0043
Brugia malayi	multidrug resistance related protein 1	0.0029	0.0033	0.0043
Toxoplasma gondii	dipeptidyl peptidase iv (dpp iv) n-terminal region domain-containing protein	0.007	0.0728	0.0728
Loa Loa (eye worm)	ABC transporter transmembrane region family protein	0.0029	0.0033	0.0033
Brugia malayi	prolyl oligopeptidase family protein	0.007	0.0728	0.0951
Leishmania major	p-glycoprotein e	0.0029	0.0033	0.0043
Trypanosoma cruzi	pyruvate dehydrogenase (lipoamide) kinase, putative	0.0169	0.2383	0.3113
Mycobacterium ulcerans	DNA gyrase subunit B	0.0027	0	0.5
Mycobacterium tuberculosis	Probable sensor protein KdpD	0.0027	0	0.5
Schistosoma mansoni	pyruvate dehydrogenase	0.0457	0.7205	0.9411
Loa Loa (eye worm)	hypothetical protein	0.0484	0.7656	0.7656
Schistosoma mansoni	multidrug resistance protein	0.0029	0.0033	0.0043
Mycobacterium tuberculosis	Possible two component sensor kinase	0.0027	0	0.5
Plasmodium falciparum	DNA gyrase subunit B	0.0027	0	0.5
Mycobacterium ulcerans	two component sensor histidine kinase PrrB	0.0027	0	0.5
Plasmodium vivax	endoplasmin, putative	0.0027	0	0.5
Brugia malayi	prolyl oligopeptidase family protein	0.0209	0.3056	0.3992
Mycobacterium leprae	PUTATIVE TWO COMPONENT SENSOR HISTIDINE KINASE SENX3	0.0027	0	0.5
Mycobacterium leprae	TWO COMPONENT SENSOR HISTIDINE KINASE PRRB	0.0027	0	0.5
Mycobacterium ulcerans	putative regultory protein	0.0027	0	0.5
Mycobacterium tuberculosis	Possible two component system response sensor kinase membrane associated PhoR	0.0027	0	0.5
Mycobacterium tuberculosis	Two component sensor kinase MprB	0.0027	0	0.5
Mycobacterium ulcerans	sensor kinase from two component regulatory system	0.0027	0	0.5
Wolbachia endosymbiont of Brugia malayi	membrane associated signal transduction histidine kinase	0.0027	0	0.5
Loa Loa (eye worm)	prolyl oligopeptidase	0.0209	0.3056	0.3056
Loa Loa (eye worm)	hypothetical protein	0.0624	1	1
Trichomonas vaginalis	endoplasmin, putative	0.0027	0	0.5
Leishmania major	ATP-binding cassette protein subfamily C, member 1, putative	0.0029	0.0033	0.0043
Wolbachia endosymbiont of Brugia malayi	DNA gyrase, topoisomerase II, B subunit, GyrB	0.0027	0	0.5
Trypanosoma brucei	serine peptidase, Clan SC, Family S9B	0.007	0.0728	0.0951
Wolbachia endosymbiont of Brugia malayi	signal transduction histidine kinase and receiver	0.0027	0	0.5
Mycobacterium ulcerans	two component sensor histidine kinase DevS	0.0027	0	0.5
Echinococcus multilocularis	Dipeptidyl peptidase 9	0.007	0.0728	0.0951
Schistosoma mansoni	multidrug resistance protein	0.0029	0.0033	0.0043
Plasmodium vivax	DNA topoisomerase II, putative	0.0027	0	0.5
Trypanosoma brucei	pyruvate dehydrogenase (lipoamide) kinase, putative	0.0169	0.2383	0.3113
Treponema pallidum	chemotaxis histidine kinase (cheA)	0.0027	0	0.5
Echinococcus multilocularis	multidrug resistance associated protein 1	0.0029	0.0033	0.0043
Entamoeba histolytica	ABC transporter, putative	0.0029	0.0033	1
Plasmodium falciparum	heat shock protein 90	0.0027	0	0.5
Trichomonas vaginalis	receptor histidine kinase, putative	0.0027	0	0.5
Echinococcus multilocularis	multidrug resistance associated protein 7	0.0029	0.0033	0.0043
Leishmania major	ATP-binding cassette protein subfamily C, member 2, putative	0.0029	0.0033	0.0043
Brugia malayi	ABC transporter transmembrane region family protein	0.0029	0.0033	0.0043
Entamoeba histolytica	hypothetical protein	0.0029	0.0033	1
Echinococcus granulosus	Lysosomal Pro X carboxypeptidase	0.0456	0.7199	0.9404
Loa Loa (eye worm)	hypothetical protein	0.0624	1	1
Giardia lamblia	Multidrug resistance-associated protein 1	0.0029	0.0029	0.8815
Echinococcus multilocularis	Pyruvate dehydrogenase (lipoamide) kinase	0.0484	0.7656	1
Entamoeba histolytica	ATP-binding cassette protein, putative	0.0029	0.0033	1
Trypanosoma cruzi	multidrug resistance-associated protein, putative	0.0029	0.0033	0.0043
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0033	0.0033
Mycobacterium ulcerans	two component sensor histidine kinase TrcS	0.0027	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0054	0.045	0.045
Leishmania major	dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B	0.007	0.0728	0.0951
Mycobacterium tuberculosis	Two component sensor histidine kinase PrrB	0.0027	0	0.5
Toxoplasma gondii	pyruvate dehydrogenase kinase, putative	0.0169	0.2383	0.2383
Leishmania major	developmentally regulated phosphoprotein-like protein	0.0484	0.7656	1
Echinococcus multilocularis	Lysosomal Pro X carboxypeptidase	0.0456	0.7199	0.9404
Giardia lamblia	MRP-like ABC transporter	0.0029	0.0033	1
Chlamydia trachomatis	two component regulatory system sensor histidine kinase	0.0027	0	0.5
Mycobacterium leprae	Probable two-component sensor kinase	0.0027	0	0.5
Giardia lamblia	Multidrug resistance-associated protein 1	0.0029	0.0033	1
Toxoplasma gondii	hypothetical protein	0.0624	1	1
Echinococcus granulosus	Pyruvate dehydrogenase lipoamide kinase	0.0484	0.7656	1
Chlamydia trachomatis	DNA gyrase subunit B	0.0027	0	0.5
Mycobacterium ulcerans	two component regulator - sensor kinase	0.0027	0	0.5
Echinococcus granulosus	multidrug resistance associated protein 1	0.0029	0.0033	0.0043
Trypanosoma brucei	multidrug resistance-associated protein, putative	0.0029	0.0033	0.0043
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0033	0.0033
Trichomonas vaginalis	sensory transduction histidine kinase bacterial, putative	0.0027	0	0.5
Trypanosoma brucei	Dipeptidyl-peptidase 8-like, putative	0.007	0.0728	0.0951
Treponema pallidum	DNA gyrase, subunit B (gyrB)	0.0027	0	0.5
Schistosoma mansoni	multidrug resistance protein	0.0029	0.0033	0.0043
Plasmodium vivax	heat shock protein 86, putative	0.0027	0	0.5
Echinococcus granulosus	Dipeptidyl peptidase 9	0.007	0.0728	0.0951
Trypanosoma cruzi	multidrug resistance protein E, putative	0.0029	0.0033	0.0043
Plasmodium vivax	DNA gyrase subunit B, putative	0.0027	0	0.5
Entamoeba histolytica	ATP-binding cassette protein, putative	0.0029	0.0033	1
Schistosoma mansoni	dipeptidyl-peptidase 9 (S09 family)	0.007	0.0728	0.0951
Mycobacterium ulcerans	two component system membrane associated sensor kinase	0.0027	0	0.5
Mycobacterium tuberculosis	Two component sensor kinase [second part]	0.0027	0	0.5
Trichomonas vaginalis	heat shock protein, putative	0.0027	0	0.5
Plasmodium falciparum	endoplasmin, putative	0.0027	0	0.5
Mycobacterium tuberculosis	DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase)	0.0027	0	0.5
Trypanosoma brucei	p-glycoprotein	0.0029	0.0033	0.0043
Schistosoma mansoni	pyruvate dehydrogenase	0.0457	0.7205	0.9411
Mycobacterium tuberculosis	Conserved protein	0.0027	0	0.5
Echinococcus multilocularis	dipeptidyl aminopeptidaseprotein	0.0209	0.3056	0.3992
Trypanosoma cruzi	multidrug resistance-associated protein, putative	0.0029	0.0033	0.0043
Trypanosoma brucei	multidrug resistance-associated protein, putative	0.0029	0.0033	0.0043
Brugia malayi	hypothetical protein	0.0054	0.045	0.0588
Trichomonas vaginalis	heat shock protein, putative	0.0027	0	0.5
Schistosoma mansoni	subfamily S9B unassigned peptidase (S09 family)	0.0209	0.3056	0.3992
Trichomonas vaginalis	two component sensor and regulator histidine kinase bacteria, putative	0.0027	0	0.5
Trypanosoma cruzi	dipeptidyl-peptidase 8-like serine peptidase	0.007	0.0728	0.0951
Mycobacterium tuberculosis	Possible two component sensor kinase TcrY	0.0027	0	0.5
Mycobacterium ulcerans	two component sensor histidine kinase SenX3	0.0027	0	0.5
Plasmodium vivax	hypothetical protein, conserved	0.0027	0	0.5
Mycobacterium tuberculosis	Two component sensory transduction histidine kinase MtrB	0.0027	0	0.5
Onchocerca volvulus	Dipeptidyl peptidase family member 1 homolog	0.0209	0.3056	1
Echinococcus granulosus	multidrug resistance associated protein 7	0.0029	0.0033	0.0043
Trypanosoma brucei	multidrug resistance protein E	0.0029	0.0033	0.0043
Schistosoma mansoni	multidrug resistance protein	0.0029	0.0033	0.0043
Trypanosoma cruzi	developmentally regulated phosphoprotein, putative	0.0484	0.7656	1
Toxoplasma gondii	ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein	0.0196	0.2834	0.2834
Trichomonas vaginalis	receptor histidine kinase, putative	0.0027	0	0.5
Trichomonas vaginalis	sensory transduction histidine kinase bacterial, putative	0.0027	0	0.5
Trichomonas vaginalis	DNA topoisomerase II, putative	0.0027	0	0.5
Trypanosoma brucei	developmentally regulated phosphoprotein	0.0484	0.7656	1
Giardia lamblia	ABC transporter, putative	0.0029	0.0033	1
Brugia malayi	kinase, mitochondrial precursor	0.0484	0.7656	1
Leishmania major	pentamidine resistance protein 1	0.0029	0.0033	0.0043
Chlamydia trachomatis	DNA gyrase subunit B	0.0027	0	0.5
Entamoeba histolytica	ATP-binding cassette protein, putative	0.0029	0.0033	1
Trichomonas vaginalis	mismatch repair protein Mlh1C (mutL homolog)	0.0027	0	0.5
Toxoplasma gondii	ABC transporter transmembrane region domain-containing protein	0.0029	0.0033	0.0033
Echinococcus multilocularis	Pyruvate dehydrogenase (lipoamide) kinase	0.0484	0.7656	1
Loa Loa (eye worm)	inward rectifying k channel family protein 1	0.0624	1	1
Plasmodium falciparum	DNA topoisomerase VI, b subunit, putative	0.0027	0	0.5
Mycobacterium tuberculosis	Two component sensor histidine kinase TrcS	0.0027	0	0.5
Entamoeba histolytica	multidrug resistance protein, putative	0.0029	0.0033	1
Leishmania major	ABC-thiol transporter	0.0029	0.0033	0.0043
Leishmania major	ATP-binding cassette protein subfamily C, member 5, putative	0.0029	0.0033	0.0043
Mycobacterium ulcerans	two component sensor kinase MprB	0.0027	0	0.5
Entamoeba histolytica	ATP-binding cassette protein, putative	0.0029	0.0033	1
Trichomonas vaginalis	sensor histidine kinase, putative	0.0027	0	0.5
Mycobacterium tuberculosis	Two component sensor histidine kinase DosT	0.0027	0	0.5
Schistosoma mansoni	pyruvate dehydrogenase	0.0484	0.7656	1
Leishmania major	pyruvate dehydrogenase (lipoamide) kinase, putative	0.0169	0.2383	0.3113
Mycobacterium leprae	Probable two component sensor kinase MprB	0.0027	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0029	0.0029
Plasmodium falciparum	DNA topoisomerase 2	0.0027	0	0.5
Mycobacterium tuberculosis	Two component sensor histidine kinase DevS	0.0027	0	0.5
Mycobacterium tuberculosis	Probable two component sensor kinase	0.0027	0	0.5
Schistosoma mansoni	family S28 unassigned peptidase (S28 family)	0.0456	0.7199	0.9404
Mycobacterium ulcerans	two component system response phosphate sensor kinase, PhoR	0.0027	0	0.5
Echinococcus granulosus	dipeptidyl aminopeptidaseprotein	0.0209	0.3056	0.3992

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.037 uM	Inhibitory concentration against dipeptidyl-peptidase IV was determined	ChEMBL.	15863311
IC50 (binding)	= 0.037 uM	Inhibitory concentration against dipeptidyl-peptidase IV was determined	ChEMBL.	15863311
IC50 (binding)	= 2.5 uM	Inhibitory concentration against Dipeptidyl Peptidase II (quiescent cell proline dipeptidase) was determined	ChEMBL.	15863311
IC50 (binding)	= 2.5 uM	Inhibitory concentration against Dipeptidyl Peptidase II (quiescent cell proline dipeptidase) was determined	ChEMBL.	15863311
IC50 (binding)	> 100 uM	Inhibitory concentration against dipeptidyl-peptidase 8 was determined	ChEMBL.	15863311
IC50 (binding)	> 100 uM	Inhibitory concentration against dipeptidyl-peptidase 9 was determined	ChEMBL.	15863311
IC50 (binding)	> 100 uM	Inhibitory concentration against dipeptidyl-peptidase 8 was determined	ChEMBL.	15863311
IC50 (binding)	> 100 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: CHEMBL363584
PubChem: 23645659

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 338242