TDR Targets

Basic information

Technical information

TDR Targets ID: 83989
Name: 2-[5-[1-[3,4-bis(difluoromethoxy)phenyl]-2-(1 -oxidopyridin-1-ium-4-yl)ethyl]pyridin-2-yl]p ropan-2-ol
MW: 466.425 | Formula: C23H22F4N2O4
H donors: 1 H acceptors: 3 LogP: 4.04 Rotable bonds: 9
Rule of 5 violations (Lipinski): 1
SMILES: FC(Oc1cc(ccc1OC(F)F)C(c1ccc(nc1)C(O)(C)C)Cc1cc[n+](cc1)[O-])F
InChi: 1S/C23H22F4N2O4/c1-23(2,30)20-6-4-16(13-28-20)17(11-14-7-9-29(31)10-8-14)15-3-5-18(32-21(24)25)19(12-15)33-22(26)27/h3-10,12-13,17,21-22,30H,11H2,1-2H3
InChiKey: OUUNDJJSMFCHDR-UHFFFAOYSA-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

2-[5-[1-[3,4-bis(difluoromethoxy)phenyl]-2-(1-oxidopyridin-1-ium-4-yl)ethyl]-2-pyridyl]propan-2-ol
2-[5-[1-[3,4-bis(difluoromethoxy)phenyl]-2-(1-oxido-4-pyridin-1-iumyl)ethyl]-2-pyridyl]-2-propanol
2-[5-[1-[3,4-bis(difluoromethoxy)phenyl]-2-(1-oxidanidylpyridin-1-ium-4-yl)ethyl]pyridin-2-yl]propan-2-ol
2-[5-[1-[3,4-bis(difluoromethoxy)phenyl]-2-(1-oxido-4-pyridin-1-iumyl)ethyl]-2-pyridyl]propan-2-ol

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	phosphodiesterase 4A, cAMP-specific	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	cAMP-specific 3',5'-cyclic phosphodiesterase 4C, putative	Get druggable targets OG5_128242	All targets in OG5_128242
Giardia lamblia	CAMP-specific 3,5-cyclic phosphodiesterase 4B	Get druggable targets OG5_128242	All targets in OG5_128242
Schistosoma japonicum	cAMP-specific 3',5'-cyclic phosphodiesterase 4D, putative	Get druggable targets OG5_128242	All targets in OG5_128242
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_128242	All targets in OG5_128242
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	Get druggable targets OG5_128242	All targets in OG5_128242
Schistosoma mansoni	camp-specific 35-cyclic phosphodiesterase	Get druggable targets OG5_128242	All targets in OG5_128242
Brugia malayi	Probable 3',5'-cyclic phosphodiesterase R153.1, putative	Get druggable targets OG5_128242	All targets in OG5_128242
Schistosoma japonicum	cAMP-specific 3',5'-cyclic phosphodiesterase 4D, putative	Get druggable targets OG5_128242	All targets in OG5_128242
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	Get druggable targets OG5_128242	All targets in OG5_128242
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	Get druggable targets OG5_128242	All targets in OG5_128242
Schistosoma japonicum	IPR002073,3'5'-cyclic nucleotide phosphodiesterase,domain-containing	Get druggable targets OG5_128242	All targets in OG5_128242
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	Get druggable targets OG5_128242	All targets in OG5_128242
Cryptosporidium hominis	hypothetical protein	Get druggable targets OG5_128242	All targets in OG5_128242
Loa Loa (eye worm)	cyclic AMP specific phosphodiesterase PDE4D5A	Get druggable targets OG5_128242	All targets in OG5_128242
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	Get druggable targets OG5_128242	All targets in OG5_128242
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	Get druggable targets OG5_128242	All targets in OG5_128242
Cryptosporidium parvum	membrane associated HD superfamily cyclic nucleotide phosphodiesterase domain containing protein	Get druggable targets OG5_128242	All targets in OG5_128242
Neospora caninum	cAMP-specific phosphodiesterase, putative	Get druggable targets OG5_128242	All targets in OG5_128242
Schistosoma japonicum	cAMP-specific 3',5'-cyclic phosphodiesterase, isoform F, putative	Get druggable targets OG5_128242	All targets in OG5_128242
Toxoplasma gondii	3'5'-cyclic nucleotide phosphodiesterase domain-containing protein	Get druggable targets OG5_128242	All targets in OG5_128242

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
Trichomonas vaginalis	conserved hypothetical protein	0.0324	0.1319	1
Toxoplasma gondii	facilitative glucose transporter GT1	0.0324	0.1319	1
Schistosoma mansoni	hypothetical protein	0.0324	0.1319	0.313
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	0.0112	0.0079	0.0079
Leishmania major	glucose transporter, lmgt1	0.0101	0.0015	0.5
Trypanosoma brucei	glucose transporter, putative	0.0101	0.0015	0.5
Trypanosoma cruzi	hexose transporter, putative	0.0101	0.0015	0.5
Schistosoma mansoni	glucose transport protein	0.0324	0.1319	0.313
Trypanosoma brucei	glucose transporter, putative	0.0101	0.0015	0.5
Echinococcus multilocularis	solute carrier family 2 facilitated glucose	0.0324	0.1319	0.1319
Echinococcus granulosus	solute carrier family 2 facilitated glucose	0.0324	0.1319	0.1319
Trypanosoma cruzi	hexose transporter, putative	0.0101	0.0015	0.5
Echinococcus multilocularis	solute carrier family 2 facilitated glucose	0.0324	0.1319	0.1319
Loa Loa (eye worm)	hypothetical protein	0.0365	0.1557	1
Trypanosoma brucei	glucose transporter, putative	0.0101	0.0015	0.5
Giardia lamblia	CAMP-specific 3,5-cyclic phosphodiesterase 4B	0.0112	0.0079	0.5
Trypanosoma brucei	glucose transporter, putative	0.0101	0.0015	0.5
Echinococcus granulosus	General substrate transporter	0.0279	0.1053	0.1053
Trypanosoma brucei	THT1 - hexose transporter, putative	0.0101	0.0015	0.5
Trypanosoma brucei	glucose transporter, putative	0.0101	0.0015	0.5
Echinococcus multilocularis	General substrate transporter	0.0279	0.1053	0.1053
Echinococcus multilocularis	solute carrier family 2, facilitated glucose	0.0324	0.1319	0.1319
Trypanosoma brucei	glucose transporter, putative	0.0101	0.0015	0.5
Trypanosoma brucei	THT1 - hexose transporter, putative	0.0101	0.0015	0.5
Brugia malayi	Cache domain containing protein	0.0365	0.1557	1
Loa Loa (eye worm)	sugar transporter	0.0324	0.1319	0.8471
Schistosoma mansoni	serine-rich repeat protein	0.0426	0.1912	0.4627
Schistosoma mansoni	dihydropyridine-sensitive l-type calcium channel	0.0792	0.404	1
Leishmania major	glucose transporter/membrane transporter D2, putative	0.0101	0.0015	0.5
Trypanosoma brucei	glucose transporter, putative	0.0101	0.0015	0.5
Trypanosoma cruzi	hexose transporter	0.0101	0.0015	0.5
Schistosoma mansoni	glucose transport protein	0.0324	0.1319	0.313
Schistosoma mansoni	hypothetical protein	0.0426	0.1912	0.4627
Echinococcus granulosus	voltage dependent calcium channel subunit	0.0825	0.4237	0.4237
Echinococcus granulosus	solute carrier family 2 facilitated glucose	0.0324	0.1319	0.1319
Echinococcus multilocularis	solute carrier family 2 facilitated glucose	0.0324	0.1319	0.1319
Leishmania major	glucose transporter, lmgt3	0.0101	0.0015	0.5
Loa Loa (eye worm)	hypothetical protein	0.0112	0.0079	0.0508
Trypanosoma brucei	glucose transporter, putative	0.0101	0.0015	0.5
Echinococcus multilocularis	voltage dependent calcium channel subunit	0.1815	1	1
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	0.0112	0.0079	0.0079
Schistosoma mansoni	glucose transport protein	0.0324	0.1319	0.313
Echinococcus multilocularis	voltage dependent calcium channel subunit	0.0825	0.4237	0.4237
Trypanosoma cruzi	hexose transporter, putative	0.0101	0.0015	0.5
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	0.0112	0.0079	0.0079
Echinococcus granulosus	solute carrier family 2 facilitated glucose	0.0324	0.1319	0.1319
Echinococcus granulosus	solute carrier family 2 facilitated glucose	0.0324	0.1319	0.1319
Trypanosoma brucei	glucose transporter 1E	0.0101	0.0015	0.5
Plasmodium falciparum	hexose transporter	0.0324	0.1319	0.5
Schistosoma mansoni	dihydropyridine-sensitive l-type calcium channel	0.0399	0.1754	0.4227
Plasmodium vivax	hexose transporter	0.0324	0.1319	0.5
Leishmania major	glucose transporter, lmgt2	0.0101	0.0015	0.5
Trypanosoma brucei	glucose transporter 2A	0.0101	0.0015	0.5
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	0.0112	0.0079	0.0079
Trypanosoma brucei	THT1 - hexose transporter, putative	0.0101	0.0015	0.5
Brugia malayi	Sugar transporter family protein	0.0324	0.1319	0.8471

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 35 nM	In vitro inhibitory activity was determined against human Phosphodiesterase 4 isoform using a construct representing the common region of spliced variants expressed as a GST-fusion protein in Sf 9 cells	ChEMBL.	12773045
IC50 (binding)	= 35 nM	In vitro inhibitory activity was determined against human Phosphodiesterase 4 isoform using a construct representing the common region of spliced variants expressed as a GST-fusion protein in Sf 9 cells	ChEMBL.	12773045
IC50 (binding)	= 40 nM	In vitro inhibitory activity against Phosphodiesterase 4A (PDE4)	ChEMBL.	12749899
IC50 (binding)	= 40 nM	In vitro inhibitory activity against Phosphodiesterase 4A (PDE4)	ChEMBL.	12749899
IC50 (binding)	= 520 nM	In vitro inhibitory activity was determined against human Phosphodiesterase 4 isoform using a construct representing the common region of spliced variants expressed as a GST-fusion protein in Sf 9 cells	ChEMBL.	12773045
IC50 (binding)	= 520 nM	In vitro inhibitory activity was determined against human Phosphodiesterase 4 isoform using a construct representing the common region of spliced variants expressed as a GST-fusion protein in Sf 9 cells	ChEMBL.	12773045
IC50 (functional)	= 0.64 uM	In vitro inhibition of PLS- induced TNF-alpha production in human whole blood (HWB)	ChEMBL.	12773045
IC50 (functional)	= 0.89 uM	Ability to inhibit LPS-induced TNF-alpha formation in human whole blood (HWB)	ChEMBL.	12749899
IC50 (functional)	= 0.89 uM	Ability to inhibit LPS-induced TNF-alpha formation in human whole blood (HWB)	ChEMBL.	12749899
IC50 (functional)	= 9.01 uM	In vitro inhibition of PLS- induced TNF-alpha production in human whole blood (HWB)	ChEMBL.	12773045
Ki (binding)	= 22.7 uM	In vitro displacement of [35S]-MK- 499 from HEK 293 cells stably transfected with hERG voltage-gated potassium channel subunit Kv11.1	ChEMBL.	12773045
Ki (binding)	= 22.7 uM	In vitro displacement of [35S]-MK- 499 from HEK 293 cells stably transfected with hERG voltage-gated potassium channel subunit Kv11.1	ChEMBL.	12773045
Ki (binding)	= 25.4 uM	In vitro displacement of [35S]-MK- 499 from HEK 293 cells stably transfected with hERG voltage-gated potassium channel subunit Kv11.1	ChEMBL.	12773045
Ki (binding)	= 25.4 uM	In vitro displacement of [35S]-MK- 499 from HEK 293 cells stably transfected with hERG voltage-gated potassium channel subunit Kv11.1	ChEMBL.	12773045

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	12749899

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: CHEMBL417776
PubChem: 9825776

Bibliographic References

2 literature references were 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 83989