TDR Targets

Basic information

Technical information

TDR Targets ID: 448234
Name: 1-(4-hexylphenyl)-3-[methyl(phenethyl)amino]p ropan-1-one
MW: 351.525 | Formula: C24H33NO
H donors: 0 H acceptors: 1 LogP: 6.5 Rotable bonds: 12
Rule of 5 violations (Lipinski): 1
SMILES: CCCCCCc1ccc(cc1)C(=O)CCN(CCc1ccccc1)C
InChi: 1S/C24H33NO/c1-3-4-5-7-12-22-13-15-23(16-14-22)24(26)18-20-25(2)19-17-21-10-8-6-9-11-21/h6,8-11,13-16H,3-5,7,12,17-20H2,1-2H3
InChiKey: FGWKZYSXJPDHSP-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

1-(4-hexylphenyl)-3-[methyl(phenethyl)amino]-1-propanone
1-(4-hexylphenyl)-3-(methyl-(2-phenylethyl)amino)propan-1-one

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	thyroid hormone receptor, alpha	Starlite/ChEMBL	References
Homo sapiens	thyroid hormone receptor, beta	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	expressed protein	Get druggable targets OG5_134830	All targets in OG5_134830
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_156853	All targets in OG5_156853
Schistosoma mansoni	thyroid hormone receptor	Get druggable targets OG5_134830	All targets in OG5_134830
Schistosoma mansoni	hypothetical protein	Get druggable targets OG5_134830	All targets in OG5_134830
Schistosoma japonicum	Thyroid hormone receptor alpha, putative	Get druggable targets OG5_134830	All targets in OG5_134830
Loa Loa (eye worm)	nuclear hormone receptor-like 1	Get druggable targets OG5_156853	All targets in OG5_156853
Echinococcus multilocularis	Mitotic checkpoint protein PRCC, C terminal	Get druggable targets OG5_134830	All targets in OG5_134830
Schistosoma japonicum	ko:K08362 nuclear receptor, subfamily 1, group A, member 2, putative	Get druggable targets OG5_134830	All targets in OG5_134830
Brugia malayi	Nuclear hormone receptor-like 1	Get druggable targets OG5_156853	All targets in OG5_156853
Echinococcus granulosus	Mitotic checkpoint protein PRCC C terminal	Get druggable targets OG5_134830	All targets in OG5_134830
Schistosoma japonicum	Thyroid hormone receptor alpha, putative	Get druggable targets OG5_134830	All targets in OG5_134830
Echinococcus multilocularis	thyroid hormone receptor alpha	Get druggable targets OG5_134830	All targets in OG5_134830
Brugia malayi	Nuclear hormone receptor-like 1	Get druggable targets OG5_156853	All targets in OG5_156853
Brugia malayi	Nuclear hormone receptor-like 1	Get druggable targets OG5_156853	All targets in OG5_156853
Schistosoma mansoni	thyroid hormone receptor	Get druggable targets OG5_134830	All targets in OG5_134830

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	photoreceptor-specific nuclear receptor	thyroid hormone receptor, alpha	451 aa	372 aa	25.3 %
Brugia malayi	photoreceptor-specific nuclear receptor	thyroid hormone receptor, beta	461 aa	414 aa	24.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Brugia malayi	Cathepsin L-like precursor	0.0074	0.131	0.131
Brugia malayi	Cathepsin L-like precursor	0.0074	0.131	0.131
Onchocerca volvulus	Cathepsin F homolog	0.0074	0.131	1
Leishmania major	cathepsin L-like protease	0.0074	0.131	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0074	0.131	1
Plasmodium vivax	vivapain-2	0.0074	0.131	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0074	0.131	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.131	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.131	1
Leishmania major	cathepsin L-like protease	0.0074	0.131	0.5
Echinococcus multilocularis	cysteine protease	0.0074	0.131	0.2598
Plasmodium vivax	vivapain-2	0.0074	0.131	1
Echinococcus granulosus	Mitotic checkpoint protein PRCC C terminal	0.0152	0.4153	1
Loa Loa (eye worm)	hypothetical protein	0.0299	0.953	0.9945
Echinococcus multilocularis	cysteine protease	0.0074	0.131	0.2598
Echinococcus multilocularis	cathepsin L cysteine protease	0.0074	0.131	0.2598
Schistosoma mansoni	cathepsin F (C01 family)	0.0074	0.131	0.2598
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0074	0.131	0.3155
Schistosoma mansoni	hypothetical protein	0.0152	0.4153	0.8235
Schistosoma mansoni	cathepsin F (C01 family)	0.005	0.0417	0.0827
Entamoeba histolytica	cysteine proteinase, putative	0.0074	0.131	1
Leishmania major	cathepsin L-like protease	0.0074	0.131	0.5
Leishmania major	cathepsin L-like protease	0.0074	0.131	0.5
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.131	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Brugia malayi	Cathepsin L-like precursor	0.0074	0.131	0.131
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.005	0.0417	0.3182
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0074	0.131	1
Leishmania major	cathepsin L-like protease	0.0074	0.131	0.5
Onchocerca volvulus	Cathepsin L homolog	0.0074	0.131	1
Leishmania major	cysteine peptidase A (CPA)	0.0074	0.131	0.5
Toxoplasma gondii	cathepsin CPL	0.0074	0.131	0.5
Brugia malayi	Cathepsin L-like cysteine proteinase	0.005	0.0417	0.0417
Entamoeba histolytica	cysteine protease, putative	0.0074	0.131	1
Onchocerca volvulus		0.0074	0.131	1
Brugia malayi	Cathepsin L-like precursor	0.005	0.0417	0.0417
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.005	0.0417	0.3182
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Onchocerca volvulus		0.0074	0.131	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.131	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0074	0.131	0.0975
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0074	0.131	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0074	0.131	0.2598
Onchocerca volvulus		0.0074	0.131	1
Brugia malayi	Nuclear hormone receptor-like 1	0.0301	0.958	0.958
Brugia malayi	Cathepsin L-like precursor	0.0074	0.131	0.131
Trypanosoma cruzi	cysteine peptidase, putative	0.0074	0.131	1
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.005	0.0417	0.3182
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.131	1
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0176	0.5043	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0074	0.131	1
Loa Loa (eye worm)	fibroinase	0.0074	0.131	0.0975
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Schistosoma mansoni	thyroid hormone receptor	0.0176	0.5043	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0074	0.131	0.2598
Brugia malayi	Cathepsin L-like precursor	0.0074	0.131	0.131
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0074	0.131	0.0975
Loa Loa (eye worm)	hypothetical protein	0.0074	0.131	0.0975
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0074	0.131	1
Onchocerca volvulus		0.0074	0.131	1
Brugia malayi	Nuclear hormone receptor-like 1	0.0301	0.958	0.958
Brugia malayi	Cathepsin L-like precursor	0.0074	0.131	0.131
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0074	0.131	1
Brugia malayi	Papain family cysteine protease containing protein	0.0074	0.131	0.131
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Entamoeba histolytica	cysteine proteinase, putative	0.005	0.0417	0.3182
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0074	0.131	0.3155
Leishmania major	cathepsin L-like protease	0.0074	0.131	0.5
Echinococcus granulosus	cathepsin l1	0.0074	0.131	0.3155
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0074	0.131	1
Schistosoma mansoni	thyroid hormone receptor	0.0176	0.5043	1
Onchocerca volvulus		0.0074	0.131	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0074	0.131	0.2598
Onchocerca volvulus		0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0074	0.131	1
Brugia malayi	cathepsin L-like precursor	0.005	0.0417	0.0417
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0074	0.131	0.2598
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0074	0.131	1
Loa Loa (eye worm)	cysteine protease	0.0074	0.131	0.0975
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.131	1
Leishmania major	cathepsin L-like protease	0.0074	0.131	0.5
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0074	0.131	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.131	1
Onchocerca volvulus	Cathepsin L homolog	0.0074	0.131	1
Echinococcus granulosus	cathepsin l1	0.005	0.0417	0.1004
Trypanosoma cruzi	cysteine peptidase, putative	0.0074	0.131	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0074	0.131	1
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0074	0.131	1
Echinococcus multilocularis	Mitotic checkpoint protein PRCC, C terminal	0.0152	0.4153	0.8235
Loa Loa (eye worm)	nuclear hormone receptor-like 1	0.0301	0.958	1
Onchocerca volvulus		0.0074	0.131	1
Leishmania major	cathepsin L-like protease	0.0074	0.131	0.5
Trypanosoma cruzi	cruzipain precursor, putative	0.0074	0.131	1
Entamoeba histolytica	cysteine proteinase, putative	0.0074	0.131	1
Brugia malayi	Cathepsin L-like precursor	0.005	0.0417	0.0417
Loa Loa (eye worm)	ctsf protein	0.0074	0.131	0.0975

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 1.5 uM	Displacement of labeled SRC2-2 from human TRbeta expressed in BL21 (DE3) cells FP assay	ChEMBL.	17918822
IC50 (binding)	= 1.5 uM	Displacement of labeled SRC2-2 from human TRbeta expressed in BL21 (DE3) cells FP assay	ChEMBL.	17918822
IC50 (binding)	= 3.6 uM	Displacement of labeled SRC2-2 from human TRalpha by FP assay	ChEMBL.	17918822
IC50 (binding)	= 3.6 uM	Displacement of labeled SRC2-2 from human TRalpha by FP assay	ChEMBL.	17918822
LD50 (functional)	= 2.5 uM	Cytotoxicity against human ARO cells after 48 hrs by MTS assay	ChEMBL.	17918822
LD50 (functional)	= 2.5 uM	Cytotoxicity against human ARO cells after 48 hrs by MTS assay	ChEMBL.	17918822
LD50 (functional)	= 18.4 uM	Cytotoxicity against human U2OS cells after 48 hrs by MTS assay	ChEMBL.	17918822
LD50 (functional)	= 18.4 uM	Cytotoxicity against human U2OS cells after 48 hrs by MTS assay	ChEMBL.	17918822
permeability (ADMET)	= 57 10^-6 cm/s	Permeability across artificial membrane at pH 7.4 by PAMPA assay	ChEMBL.	17918822
Ratio IC50 (binding)	= 2.4	Selectivity ratio of IC50 for TRBeta to IC50 for TRalpha	ChEMBL.	17918822
Solubility	= 15 uM	Solubility in PBS	ChEMBL.	17918822

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: CHEMBL235252
PubChem: 23635238

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 448234