TDR Targets

Basic information

Technical information

TDR Targets ID: 1246956
Name: (3R,4S)-4-[4-[[3-(2-chloro-3,6-difluorophenyl )-1,2-oxazol-5-yl]methoxy]phenyl]-N-[[5-chlor o-2-(3-methoxypropyl)pyridin-4-yl]methyl]-N-c yclopropylpiperidine-3-carboxamide
MW: 685.588 | Formula: C35H36Cl2F2N4O4
H donors: 1 H acceptors: 3 LogP: 5.69 Rotable bonds: 14
Rule of 5 violations (Lipinski): 2
SMILES: COCCCc1ncc(c(c1)CN(C(=O)[C@H]1CNCC[C@@H]1c1ccc(cc1)OCc1onc(c1)c1c(F)ccc(c1Cl)F)C1CC1)Cl
InChi: 1S/C35H36Cl2F2N4O4/c1-45-14-2-3-23-15-22(29(36)18-41-23)19-43(24-6-7-24)35(44)28-17-40-13-12-27(28)21-4-8-25(9-5-21)46-20-26-16-32(42-47-26)33-30(38)10-11-31(39)34(33)37/h4-5,8-11,15-16,18,24,27-28,40H,2-3,6-7,12-14,17,19-20H2,1H3/t27-,28+/m1/s1
InChiKey: JDFZHZWLKIKACK-IZLXSDGUSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

(3R,4S)-4-[4-[[3-(2-chloro-3,6-difluoro-phenyl)isoxazol-5-yl]methoxy]phenyl]-N-[[5-chloro-2-(3-methoxypropyl)-4-pyridyl]methyl]-N-cyclopropyl-piperidine-3-carboxamide
(3R,4S)-4-[4-[[3-(2-chloro-3,6-difluorophenyl)-5-isoxazolyl]methoxy]phenyl]-N-[[5-chloro-2-(3-methoxypropyl)-4-pyridyl]methyl]-N-cyclopropyl-3-piperidinecarboxamide
(3R,4S)-4-[4-[[3-(2-chloro-3,6-difluoro-phenyl)isoxazol-5-yl]methoxy]phenyl]-N-[[5-chloro-2-(3-methoxypropyl)-4-pyridyl]methyl]-N-cyclopropyl-nipecotamide
(3R,4S)-4-[4-[[3-(2-chloro-3,6-difluoro-phenyl)-1,2-oxazol-5-yl]methoxy]phenyl]-N-[[5-chloro-2-(3-methoxypropyl)pyridin-4-yl]methyl]-N-cyclopropyl-piperidine-3-carboxamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	renin	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Plasmodium knowlesi	aspartyl protease, putative	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium falciparum	plasmepsin IV	Get druggable targets OG5_126885	All targets in OG5_126885
Neospora caninum	Renin, related	Get druggable targets OG5_126885	All targets in OG5_126885
Theileria parva	cathepsin E, putative	Get druggable targets OG5_126885	All targets in OG5_126885
Echinococcus granulosus	cathepsin d lysosomal aspartyl protease	Get druggable targets OG5_126885	All targets in OG5_126885
Babesia bovis	eukaryotic aspartyl protease family protein	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium yoelii	plasmepsin	Get druggable targets OG5_126885	All targets in OG5_126885
Theileria parva	pepsinogen, putative	Get druggable targets OG5_126885	All targets in OG5_126885
Trichomonas vaginalis	Clan AA, family A1, cathepsin D-like aspartic peptidase	Get druggable targets OG5_126885	All targets in OG5_126885
Schistosoma mansoni	cathepsin D (A01 family)	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium berghei	plasmepsin IV	Get druggable targets OG5_126885	All targets in OG5_126885
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	Get druggable targets OG5_126885	All targets in OG5_126885
Echinococcus multilocularis	cathepsin d (lysosomal aspartyl protease)	Get druggable targets OG5_126885	All targets in OG5_126885
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium falciparum	plasmepsin II	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium knowlesi	plasmepsin IV, putative	Get druggable targets OG5_126885	All targets in OG5_126885
Neospora caninum	Pepsinogen A1, related	Get druggable targets OG5_126885	All targets in OG5_126885
Candida albicans	vacuolar aspartic proteinase precursor similar to S. cerevisiae PEP4 (YPL154C)	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium berghei	plasmepsin VI	Get druggable targets OG5_126885	All targets in OG5_126885
Candida albicans	vacuolar aspartic proteinase precursor similar to S. cerevisiae PEP4 (YPL154C)	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium yoelii	hypothetical protein	Get druggable targets OG5_126885	All targets in OG5_126885
Schistosoma japonicum	Cathepsin D precursor, putative	Get druggable targets OG5_126885	All targets in OG5_126885
Schistosoma mansoni	cathepsin D (A01 family)	Get druggable targets OG5_126885	All targets in OG5_126885
Toxoplasma gondii	aspartyl proteinase (eimepsin), putative	Get druggable targets OG5_126885	All targets in OG5_126885
Cryptosporidium parvum	membrane bound aspartyl proteinase with a signal peptide plus transmembrane domain	Get druggable targets OG5_126885	All targets in OG5_126885
Loa Loa (eye worm)	aspartic protease BmAsp-2	Get druggable targets OG5_126885	All targets in OG5_126885
Schistosoma japonicum	ko:K01379 cathepsin D [EC3.4.23.5], putative	Get druggable targets OG5_126885	All targets in OG5_126885
Cryptosporidium hominis	aspartyl protease precursor	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium falciparum	plasmepsin I	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium vivax	aspartyl proteinase, putative	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium falciparum	plasmepsin VI	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium yoelii	hypothetical protein	Get druggable targets OG5_126885	All targets in OG5_126885
Toxoplasma gondii	aspartyl protease ASP1	Get druggable targets OG5_126885	All targets in OG5_126885
Plasmodium vivax	plasmepsin IV, putative	Get druggable targets OG5_126885	All targets in OG5_126885

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Plasmodium falciparum	plasmepsin X	renin	406 aa	352 aa	26.4 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	aspartic protease BmAsp-1	0.0014	0.0605	0.0785
Schistosoma mansoni	tar DNA-binding protein	0.007	0.3894	0.3871
Trichomonas vaginalis	chromodomain-helicase-DNA-binding protein, putative	0.0007	0.0182	0.0561
Echinococcus multilocularis	aldehyde dehydrogenase, mitochondrial	0.0059	0.3263	0.3112
Echinococcus multilocularis	cpg binding protein	0.0031	0.1619	0.1431
Schistosoma mansoni	tar DNA-binding protein	0.007	0.3894	0.3871
Echinococcus granulosus	histone lysine N methyltransferase MLL3	0.0009	0.0325	0.0108
Plasmodium falciparum	plasmepsin II	0.0059	0.324	1
Loa Loa (eye worm)	hypothetical protein	0.0014	0.0605	0.0785
Trichomonas vaginalis	chromodomain-helicase-DNA-binding protein, putative	0.0007	0.0182	0.0561
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0014	0.0605	0.057
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0014	0.0605	0.057
Toxoplasma gondii	aspartyl proteinase (eimepsin), putative	0.0059	0.324	0.9913
Brugia malayi	CXXC zinc finger family protein	0.003	0.152	0.3361
Loa Loa (eye worm)	TAR-binding protein	0.007	0.3894	1
Plasmodium falciparum	plasmepsin I	0.0059	0.324	1
Trichomonas vaginalis	conserved hypothetical protein	0.0007	0.0182	0.0561
Trichomonas vaginalis	chromodomain helicase DNA binding protein, putative	0.0007	0.0182	0.0561
Trichomonas vaginalis	conserved hypothetical protein	0.0007	0.0182	0.0561
Trichomonas vaginalis	conserved hypothetical protein	0.0007	0.0182	0.0561
Trichomonas vaginalis	chromodomain helicase DNA binding protein, putative	0.0007	0.0182	0.0561
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0047	0.2546	0.2379
Toxoplasma gondii	aldehyde dehydrogenase	0.0059	0.3263	1
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0014	0.0605	0.057
Leishmania major	aldehyde dehydrogenase, mitochondrial precursor	0.0059	0.3263	0.5
Schistosoma mansoni	hypothetical protein	0.0175	1	1
Schistosoma mansoni	tar DNA-binding protein	0.007	0.3894	0.3871
Schistosoma mansoni	cathepsin D (A01 family)	0.0174	0.9962	0.9962
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0059	0.324	0.3214
Onchocerca volvulus		0.003	0.152	1
Echinococcus multilocularis	cathepsin d (lysosomal aspartyl protease)	0.0059	0.324	0.3088
Brugia malayi	Eukaryotic aspartyl protease family protein	0.0014	0.0605	0.0803
Echinococcus granulosus	aldehyde dehydrogenase mitochondrial	0.0059	0.3263	0.3112
Loa Loa (eye worm)	hypothetical protein	0.0059	0.324	0.8167
Schistosoma mansoni	cathepsin D (A01 family)	0.0174	0.9962	0.9962
Brugia malayi	RNA binding protein	0.007	0.3894	1
Toxoplasma gondii	histone lysine methyltransferase SET1	0.0056	0.3068	0.9268
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.2546	0.2518
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0047	0.2546	0.2379
Trichomonas vaginalis	conserved hypothetical protein	0.0007	0.0182	0.0561
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0014	0.0605	0.057
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0047	0.2546	0.623
Brugia malayi	Pepsin A precursor	0.0014	0.0605	0.0803
Echinococcus granulosus	tar DNA binding protein	0.007	0.3894	0.3757
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0014	0.0605	0.057
Loa Loa (eye worm)	aspartyl protease 6	0.0014	0.0605	0.0785
Echinococcus multilocularis	histone lysine N methyltransferase MLL3	0.0009	0.0325	0.0108
Schistosoma mansoni	cpg binding protein	0.0031	0.1619	0.1587
Schistosoma mansoni	hypothetical protein	0.0175	1	1
Loa Loa (eye worm)	hypothetical protein	0.0014	0.0605	0.0785
Echinococcus granulosus	cpg binding protein	0.0031	0.1619	0.1431
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.007	0.3894	1
Trichomonas vaginalis	conserved hypothetical protein	0.0007	0.0182	0.0561
Schistosoma mansoni	cpg binding protein	0.0031	0.1619	0.1587
Trichomonas vaginalis	conserved hypothetical protein	0.0007	0.0182	0.0561
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0059	0.3263	0.5
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0014	0.0605	0.057
Schistosoma mansoni	mixed-lineage leukemia protein mll	0.0007	0.022	0.0182
Plasmodium falciparum	plasmepsin IV	0.0059	0.324	1
Trichomonas vaginalis	conserved hypothetical protein	0.0007	0.0182	0.0561
Schistosoma mansoni	memapsin-2 (A01 family)	0.0014	0.0605	0.057
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.2546	0.2518
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0059	0.3263	0.5
Mycobacterium tuberculosis	Probable aldehyde dehydrogenase	0.0059	0.3263	0.5
Plasmodium falciparum	plasmepsin VI	0.0059	0.324	1
Echinococcus multilocularis	tar DNA binding protein	0.007	0.3894	0.3757
Brugia malayi	hypothetical protein	0.0014	0.0605	0.0803
Toxoplasma gondii	aspartyl protease ASP1	0.0059	0.324	0.9913
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0047	0.2546	0.2379
Schistosoma mansoni	tar DNA-binding protein	0.007	0.3894	0.3871
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0047	0.2546	0.6223
Trichomonas vaginalis	conserved hypothetical protein	0.0007	0.0182	0.0561
Schistosoma mansoni	tar DNA-binding protein	0.007	0.3894	0.3871
Plasmodium vivax	aspartyl proteinase, putative	0.0059	0.324	1
Brugia malayi	aspartic protease BmAsp-1, identical	0.0014	0.0605	0.0803
Trichomonas vaginalis	chromodomain helicase DNA binding protein, putative	0.0007	0.0182	0.0561
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.2546	0.2518
Loa Loa (eye worm)	aspartic protease BmAsp-2	0.0059	0.324	0.8167
Echinococcus multilocularis	geminin	0.0175	1	1
Echinococcus granulosus	cathepsin d lysosomal aspartyl protease	0.0059	0.324	0.3088
Schistosoma mansoni	mixed-lineage leukemia protein mll	0.0063	0.346	0.3435
Brugia malayi	TAR-binding protein	0.007	0.3894	1
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0047	0.2546	0.2379
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0014	0.0605	0.057
Loa Loa (eye worm)	RNA binding protein	0.007	0.3894	1
Plasmodium vivax	plasmepsin IV, putative	0.0059	0.324	1
Brugia malayi	hypothetical protein	0.0014	0.0605	0.0803
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0014	0.0605	0.057
Trichomonas vaginalis	chromodomain helicase DNA binding protein, putative	0.0007	0.0182	0.0561
Trichomonas vaginalis	chromodomain helicase DNA binding protein, putative	0.0007	0.0182	0.0561
Loa Loa (eye worm)	CXXC zinc finger family protein	0.003	0.152	0.3349
Brugia malayi	RNA recognition motif domain containing protein	0.007	0.3894	1
Trichomonas vaginalis	Clan AA, family A1, cathepsin D-like aspartic peptidase	0.0059	0.324	1
Trichomonas vaginalis	conserved hypothetical protein	0.0007	0.0182	0.0561
Schistosoma mansoni	cpg binding protein	0.003	0.152	0.1488
Trichomonas vaginalis	helicase, putative	0.0007	0.0182	0.0561
Schistosoma mansoni	aldehyde dehydrogenase	0.0059	0.3263	0.3237
Brugia malayi	aspartic protease BmAsp-2, identical	0.0014	0.0605	0.0803
Schistosoma mansoni	aldehyde dehydrogenase	0.0059	0.3263	0.3237
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0059	0.3263	0.5
Trichomonas vaginalis	chromodomain helicase DNA binding protein, putative	0.0007	0.0182	0.0561

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (ADMET)	= 1.9 uM	Inhibition of CYP3A4 using midazolam as substrate	ChEMBL.	20843690
Activity (ADMET)	= 3.6 uM	Inhibition of CYP3A4 using testosterone as substrate	ChEMBL.	20843690
IC50 (binding)	= 0.17 nM	Inhibition of renin in buffer	ChEMBL.	20843690
IC50 (binding)	= 0.5 nM	Inhibition of renin in plasma	ChEMBL.	20843690
Ratio IC50 (binding)	= 3	Ratio of IC50 for renin in buffer to IC50 for renin in plasma	ChEMBL.	20843690

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: CHEMBL1269752

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 1246956