TDR Targets

Basic information

Technical information

TDR Targets ID: 66539
Name: 3-cyclopentyloxy-4-methoxy-N-[2-(trifluoromet hyl)phenyl]benzamide
MW: 379.373 | Formula: C20H20F3NO3
H donors: 1 H acceptors: 1 LogP: 4.85 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: COc1ccc(cc1OC1CCCC1)C(=O)Nc1ccccc1C(F)(F)F
InChi: 1S/C20H20F3NO3/c1-26-17-11-10-13(12-18(17)27-14-6-2-3-7-14)19(25)24-16-9-5-4-8-15(16)20(21,22)23/h4-5,8-12,14H,2-3,6-7H2,1H3,(H,24,25)
InChiKey: BONNQQPWAYIUCH-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

3-(cyclopentoxy)-4-methoxy-N-[2-(trifluoromethyl)phenyl]benzamide

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	IPR002073,3'5'-cyclic nucleotide phosphodiesterase,domain-containing	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
Cryptosporidium hominis	hypothetical protein	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
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
Loa Loa (eye worm)	cyclic AMP specific phosphodiesterase PDE4D5A	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
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
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
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	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
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	Get druggable targets OG5_128242	All targets in OG5_128242
Schistosoma japonicum	cAMP-specific 3',5'-cyclic phosphodiesterase 4C, 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 granulosus	cAMP specific 3'5' cyclic phosphodiesterase	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
Schistosoma japonicum	cAMP-specific 3',5'-cyclic phosphodiesterase, isoform F, putative	Get druggable targets OG5_128242	All targets in OG5_128242

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Onchocerca volvulus	SH3 domain-binding glutamic acid-rich protein homolog	Phosphodiesterase 4A	118 aa	112 aa	28.6 %
Candida albicans	similar to a group of Candida orfs that show weak similarity to Leucine-rich repeat viral proteins	Phosphodiesterase 4A	118 aa	97 aa	26.8 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0045	0.0759	0.0866
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0045	0.0759	0.0866
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0045	0.0759	0.0759
Mycobacterium ulcerans	F0F1 ATP synthase subunit A	0.0239	0.7006	0.5
Loa Loa (eye worm)	hypothetical protein	0.0045	0.0759	0.0825
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0045	0.0759	0.0759
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0045	0.0759	0.0866
Echinococcus multilocularis	nuclear factor of activated T cells 5	0.0072	0.1649	0.1649
Loa Loa (eye worm)	hypothetical protein	0.0045	0.0759	0.0825
Loa Loa (eye worm)	hypothetical protein	0.0045	0.0759	0.0825
Echinococcus granulosus	FTZ F1 alpha	0.0045	0.0759	0.0759
Schistosoma mansoni	camp-specific 35-cyclic phosphodiesterase	0.0308	0.9204	1
Echinococcus multilocularis	tumor protein p63	0.0332	1	1
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0045	0.0759	0.0759
Brugia malayi	nuclear receptor RXR	0.0024	0.0081	0.0093
Brugia malayi	nuclear receptor NHR-88	0.0045	0.0759	0.0866
Brugia malayi	photoreceptor-specific nuclear receptor	0.0045	0.0759	0.0866
Brugia malayi	hypothetical protein	0.0024	0.0081	0.0093
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	0.0308	0.9204	0.9204
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0081	0.0088
Loa Loa (eye worm)	hypothetical protein	0.0045	0.0759	0.0825
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0045	0.0759	0.0866
Loa Loa (eye worm)	hypothetical protein	0.0308	0.9204	1
Loa Loa (eye worm)	hypothetical protein	0.0045	0.0759	0.0825
Onchocerca volvulus		0.0045	0.0759	0.858
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0081	0.0088
Schistosoma mansoni	retinoic acid receptor RXR	0.0142	0.3875	0.4209
Schistosoma mansoni	thyroid hormone receptor	0.0045	0.0759	0.0825
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0045	0.0759	0.0825
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0045	0.0759	0.0825
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0045	0.0759	0.0759
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0045	0.0759	0.0825
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0045	0.0759	0.0759
Loa Loa (eye worm)	cyclic AMP specific phosphodiesterase PDE4D5A	0.0294	0.8768	0.9526
Echinococcus multilocularis	retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha	0.0118	0.3115	0.3115
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0045	0.0759	0.0825
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0045	0.0759	0.0866
Wolbachia endosymbiont of Brugia malayi	ATP synthase F0F1 subunit A	0.0239	0.7006	0.5
Toxoplasma gondii	3'5'-cyclic nucleotide phosphodiesterase domain-containing protein	0.0308	0.9204	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0045	0.0759	0.0866
Schistosoma mansoni	coup transcription factor	0.0045	0.0759	0.0825
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0045	0.0759	0.0759
Brugia malayi	Nuclear hormone receptor-like 1	0.0024	0.0081	0.0093
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0045	0.0759	0.0866
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0045	0.0759	0.0759
Loa Loa (eye worm)	hypothetical protein	0.0049	0.0885	0.0961
Schistosoma mansoni	cellular tumor antigen P53	0.0049	0.0885	0.0961
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0045	0.0759	0.0866
Brugia malayi	Steroid receptor seven-up type 2	0.0045	0.0759	0.0866
Echinococcus multilocularis	nuclear receptor subfamily 1 group D	0.0024	0.0081	0.0081
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0045	0.0759	0.0825
Brugia malayi	Nuclear hormone receptor-like 1	0.0045	0.0759	0.0866
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0045	0.0759	0.0825
Mycobacterium leprae	PROBABLE ATP SYNTHASE A CHAIN ATPB (PROTEIN 6)	0.0239	0.7006	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0045	0.0759	0.0866
Echinococcus granulosus	nuclear receptor subfamily 1 group D	0.0024	0.0081	0.0081
Loa Loa (eye worm)	hypothetical protein	0.0045	0.0759	0.0825
Brugia malayi	nuclear hormone receptor	0.0045	0.0759	0.0866
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0045	0.0759	0.0759
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0045	0.0759	0.0759
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0081	0.0088
Brugia malayi	hypothetical protein	0.0024	0.0081	0.0093
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0045	0.0759	0.0825
Onchocerca volvulus	Bile acid receptor homolog	0.0045	0.0759	0.858
Loa Loa (eye worm)	hypothetical protein	0.0045	0.0759	0.0825
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0045	0.0759	0.0759
Echinococcus granulosus	nuclear factor of activated T cells 5	0.0072	0.1649	0.1649
Giardia lamblia	CAMP-specific 3,5-cyclic phosphodiesterase 4B	0.0308	0.9204	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0045	0.0759	0.0866
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0045	0.0759	0.0825
Loa Loa (eye worm)	steroid hormone receptor	0.0045	0.0759	0.0825
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0024	0.0081	0.0088
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0081	0.0088
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	0.0294	0.8768	0.8768
Schistosoma mansoni	nuclear hormone receptor	0.0045	0.0759	0.0825
Brugia malayi	ecdysteroid receptor	0.0045	0.0759	0.0866
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0045	0.0759	0.0825
Echinococcus multilocularis	FTZ F1 alpha	0.0045	0.0759	0.0759
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	0.0308	0.9204	0.9204
Onchocerca volvulus	Protein ultraspiracle homolog	0.0045	0.0759	0.858
Echinococcus granulosus	ecdysone induced protein 78C	0.0045	0.0759	0.0759
Loa Loa (eye worm)	hypothetical protein	0.0045	0.0759	0.0825
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	0.0294	0.8768	0.8768
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0045	0.0759	0.0759
Schistosoma mansoni	ATP synthase F0 subunit 6	0.0239	0.7006	0.7611
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	0.0308	0.9204	0.9204
Brugia malayi	Probable 3',5'-cyclic phosphodiesterase R153.1, putative	0.0294	0.8768	1
Schistosoma mansoni	RAR-like nuclear receptor	0.0045	0.0759	0.0825
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	0.0308	0.9204	0.9204
Schistosoma mansoni	ecdysone-induced protein 78c (dr-78)	0.0024	0.0081	0.0088
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0045	0.0759	0.0866
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0045	0.0759	0.0825
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.0045	0.0759	0.858
Loa Loa (eye worm)	nuclear hormone receptor-like 1	0.0024	0.0081	0.0088
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0045	0.0759	0.0825
Brugia malayi	Nuclear hormone receptor-like 1	0.0024	0.0081	0.0093
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0081	0.0088
Echinococcus multilocularis	ecdysone induced protein 78C	0.0045	0.0759	0.0759
Brugia malayi	steroid hormone receptor	0.0045	0.0759	0.0866
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0045	0.0759	0.0759
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0142	0.3875	0.3875
Schistosoma mansoni	thyroid hormone receptor	0.0045	0.0759	0.0825
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0045	0.0759	0.0866
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0045	0.0759	0.0866
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0045	0.0759	0.0825
Onchocerca volvulus		0.0049	0.0885	1
Mycobacterium tuberculosis	Probable ATP synthase a chain AtpB (protein 6)	0.0239	0.7006	0.5
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0045	0.0759	0.0825
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0045	0.0759	0.0825
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0045	0.0759	0.0759

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 5.51	Inhibition of full length human PDE4D2 expressed in Escherichia coli BL21 by liquid scintillation counting	ChEMBL.	19049349
IC50 (binding)	= 3.1 uM	Inhibitory potency against pig aortic PDE IV	ChEMBL.	8201604
IC50 (binding)	= 3.1 uM	Inhibitory potency against pig aortic PDE IV	ChEMBL.	8201604
IC50 (binding)	> 1000 uM	Inhibitory potency against pig aortic PDE I.	ChEMBL.	8201604
IC50 (binding)	> 1000 uM	Inhibitory potency against pig aortic PDE III.	ChEMBL.	8201604
IC50 (binding)	> 1000 uM	Inhibitory potency against pig aortic PDE V.	ChEMBL.	8201604
IC50 (binding)	> 1000 uM	Inhibitory potency against pig aortic PDE I.	ChEMBL.	8201604
IC50 (binding)	> 1000 uM	Inhibitory potency against pig aortic PDE V.	ChEMBL.	8201604

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: CHEMBL44109
PubChem: 10339653

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 66539