TDR Targets

Basic information

Technical information

TDR Targets ID: 448019
Name: N-[2-[4-(4-methoxyphenyl)-2-phenyl-1H-imidazo l-5-yl]ethyl]-4-pentylbenzenesulfonamide
MW: 503.656 | Formula: C29H33N3O3S
H donors: 2 H acceptors: 3 LogP: 6.74 Rotable bonds: 12
Rule of 5 violations (Lipinski): 2
SMILES: CCCCCc1ccc(cc1)S(=O)(=O)NCCc1nc([nH]c1c1ccc(cc1)OC)c1ccccc1
InChi: 1S/C29H33N3O3S/c1-3-4-6-9-22-12-18-26(19-13-22)36(33,34)30-21-20-27-28(23-14-16-25(35-2)17-15-23)32-29(31-27)24-10-7-5-8-11-24/h5,7-8,10-19,30H,3-4,6,9,20-21H2,1-2H3,(H,31,32)
InChiKey: DTISQXWPPLXDQJ-UHFFFAOYSA-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

N-[2-[4-(4-methoxyphenyl)-2-phenyl-1H-imidazol-5-yl]ethyl]-4-pentyl-benzenesulfonamide
4-amyl-N-[2-[4-(4-methoxyphenyl)-2-phenyl-1H-imidazol-5-yl]ethyl]benzenesulfonamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Oryctolagus cuniculus	Arachidonate 15-lipoxygenase	Starlite/ChEMBL	References
Homo sapiens	arachidonate 15-lipoxygenase, type B	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma japonicum	IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing	Get druggable targets OG5_127482	All targets in OG5_127482
Echinococcus granulosus	arachidonate 5 lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma mansoni	lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma mansoni	lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Echinococcus multilocularis	arachidonate 5 lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Echinococcus granulosus	arachidonate 5 lipoxygenase	Arachidonate 15-lipoxygenase	663 aa	676 aa	23.2 %
Echinococcus multilocularis	arachidonate 5 lipoxygenase	Arachidonate 15-lipoxygenase	663 aa	676 aa	22.5 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Brugia malayi	aspartic protease BmAsp-1, identical	0.0335	0.0252	0.042
Giardia lamblia	Cathepsin B precursor	0.0877	0.0911	1
Brugia malayi	hypothetical protein	0.0335	0.0252	0.042
Plasmodium falciparum	plasmepsin VII	0.0335	0.0252	0.5
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0335	0.0252	0.0252
Echinococcus multilocularis	tm gpcr rhodopsin gpcr rhodopsin superfamily	0.2206	0.2529	0.4215
Plasmodium vivax	aspartyl proteinase, putative	0.0335	0.0252	0.5
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0335	0.0252	0.0252
Brugia malayi	Pepsin A precursor	0.0335	0.0252	0.042
Plasmodium vivax	aspartyl protease, putative	0.0335	0.0252	0.5
Entamoeba histolytica	Pten 3-phosphoinositide phosphatase, putative	0.0128	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.2657	0.3077	0.5129
Loa Loa (eye worm)	hypothetical protein	0.0335	0.0252	0.042
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0877	0.0911	0.296
Plasmodium falciparum	plasmepsin III	0.0335	0.0252	0.5
Plasmodium falciparum	plasmepsin II	0.0335	0.0252	0.5
Trichomonas vaginalis	Clan AA, family A1, cathepsin D-like aspartic peptidase	0.0335	0.0252	0.2764
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.5059	0.6	1
Echinococcus granulosus	cathepsin b	0.2657	0.3077	0.5129
Giardia lamblia	Cathepsin B precursor	0.0877	0.0911	1
Schistosoma mansoni	protein tyrosine phosphatase non-receptor type nt1	0.5059	0.6	0.6
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.0209	0.0098	0.0164
Plasmodium falciparum	plasmepsin V	0.0335	0.0252	0.5
Onchocerca volvulus		0.0335	0.0252	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0877	0.0911	1
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0335	0.0252	0.0252
Echinococcus multilocularis	cathepsin b	0.2657	0.3077	0.5129
Brugia malayi	cathepsin B-like cysteine proteinase	0.2657	0.3077	0.5129
Giardia lamblia	Cathepsin B precursor	0.0877	0.0911	1
Plasmodium falciparum	plasmepsin IV	0.0335	0.0252	0.5
Echinococcus multilocularis	cathepsin d (lysosomal aspartyl protease)	0.0335	0.0252	0.042
Brugia malayi	Eukaryotic aspartyl protease family protein	0.0335	0.0252	0.042
Leishmania major	cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like	0.0877	0.0911	1
Brugia malayi	Protein-tyrosine phosphatase containing protein	0.5059	0.6	1
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.2657	0.3077	1
Echinococcus granulosus	tyrosine protein phosphatase non receptor type	0.5059	0.6	1
Echinococcus multilocularis	tyrosine protein phosphatase non receptor type	0.5059	0.6	1
Plasmodium vivax	plasmepsin IV, putative	0.0335	0.0252	0.5
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.2657	0.3077	0.3077
Toxoplasma gondii	cathepsin B	0.0877	0.0911	1
Echinococcus granulosus	tm gpcr rhodopsin	0.2206	0.2529	0.4215
Brugia malayi	aspartic protease BmAsp-2, identical	0.0335	0.0252	0.042
Plasmodium falciparum	plasmepsin VI	0.0335	0.0252	0.5
Loa Loa (eye worm)	hypothetical protein	0.0335	0.0252	0.042
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0877	0.0911	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.2657	0.3077	0.3077
Schistosoma mansoni	cathepsin D (A01 family)	0.0335	0.0252	0.0252
Loa Loa (eye worm)	aspartic protease BmAsp-2	0.0335	0.0252	0.042
Plasmodium vivax	aspartyl proteinase, putative	0.0335	0.0252	0.5
Plasmodium falciparum	plasmepsin I	0.0335	0.0252	0.5
Plasmodium falciparum	plasmepsin X	0.0335	0.0252	0.5
Plasmodium vivax	aspartyl protease, putative	0.0335	0.0252	0.5
Echinococcus granulosus	cathepsin b	0.2657	0.3077	0.5129
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0335	0.0252	0.0252
Onchocerca volvulus		0.0335	0.0252	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.2657	0.3077	0.3077
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0335	0.0252	0.0252
Schistosoma mansoni	cathepsin D (A01 family)	0.0335	0.0252	0.0252
Loa Loa (eye worm)	hypothetical protein	0.0335	0.0252	0.042
Plasmodium falciparum	plasmepsin IX	0.0335	0.0252	0.5
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0877	0.0911	0.0911
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.2657	0.3077	0.3077
Entamoeba histolytica	protein tyrosine phosphatase, putative	0.0128	0	0.5
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0335	0.0252	0.0252
Loa Loa (eye worm)	cathepsin B	0.0877	0.0911	0.1518
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0335	0.0252	0.0252
Echinococcus granulosus	cathepsin d lysosomal aspartyl protease	0.0335	0.0252	0.042
Brugia malayi	hypothetical protein	0.0335	0.0252	0.042
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0209	0.0098	0.0164
Entamoeba histolytica	protein tyrosine phosphatase, putative	0.0128	0	0.5
Echinococcus multilocularis	cathepsin b	0.2657	0.3077	0.5129
Loa Loa (eye worm)	aspartyl protease 6	0.0335	0.0252	0.042
Plasmodium falciparum	plasmepsin VIII, putative	0.0335	0.0252	0.5
Loa Loa (eye worm)	aspartic protease BmAsp-1	0.0335	0.0252	0.042
Plasmodium vivax	plasmepsin V, putative	0.0335	0.0252	0.5
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0335	0.0252	0.0252
Schistosoma mansoni	lipoxygenase	0.0209	0.0098	0.0098
Plasmodium vivax	aspartyl protease, putative	0.0335	0.0252	0.5
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0335	0.0252	0.0252

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.014 uM	Inhibition of rabbit 15-lipoxygenase in presence of linoleic acid	ChEMBL.	17656086
IC50 (binding)	= 0.014 uM	Inhibition of rabbit 15-lipoxygenase in presence of linoleic acid	ChEMBL.	17656086
IC50 (binding)	= 0.05 uM	Inhibition of rabbit 15-lipoxygenase in presence of arachidonic acid	ChEMBL.	17656086
IC50 (binding)	= 0.05 uM	Inhibition of rabbit 15-lipoxygenase in presence of arachidonic acid	ChEMBL.	17656086
IC50 (binding)	= 0.402 uM	Inhibition of human recombinant 15-lipoxygenase overexpressed in CHO cells	ChEMBL.	17656086
IC50 (binding)	= 0.402 uM	Inhibition of human recombinant 15-lipoxygenase overexpressed in CHO cells	ChEMBL.	17656086
Inhibition (binding)	= 15 %	Inhibition of human 5-lipoxygenase at 3 uM	ChEMBL.	17656086
Inhibition (binding)	= 15 %	Inhibition of human 5-lipoxygenase at 3 uM	ChEMBL.	17656086
Inhibition (binding)	= 45 %	Inhibition of platelet 12-lipoxygenase at 3 uM	ChEMBL.	17656086
Inhibition (binding)	= 45 %	Inhibition of platelet 12-lipoxygenase at 3 uM	ChEMBL.	17656086
Inhibition (binding)	= 83 %	Inhibition of human recombinant 15-lipoxygenase overexpressed in CHO cells at 10 uM	ChEMBL.	17656086
Inhibition (binding)	= 83 %	Inhibition of human recombinant 15-lipoxygenase overexpressed in CHO cells at 10 uM	ChEMBL.	17656086

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: CHEMBL392977
PubChem: 24825343

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 448019