TDR Targets

Basic information

Technical information

TDR Targets ID: 502318
Name: (3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-5-hydrope roxy-5-propan-2-ylhept-6-en-2-yl]-10,13-dimet hyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro -1H-cyclopenta[a]phenanthren-3-ol
MW: 444.69 | Formula: C29H48O3
H donors: 2 H acceptors: 2 LogP: 7.5 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: OOC(C(C)C)(CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C)C=C
InChi: 1S/C29H48O3/c1-7-29(32-31,19(2)3)17-12-20(4)24-10-11-25-23-9-8-21-18-22(30)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-8,19-20,22-26,30-31H,1,9-18H2,2-6H3/t20-,22+,23+,24-,25+,26+,27+,28-,29?/m1/s1
InChiKey: WLNWTSOEOWZEGI-SVSQYMGHSA-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

(3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-4-hydroperoxy-4-isopropyl-1-methyl-hex-5-enyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
(3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-4-hydroperoxy-4-isopropyl-1-methylhex-5-enyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-5-hydroperoxy-5-propan-2-yl-hept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
24-hydroperoxy-24-vinylcholesterol

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

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
Loa Loa (eye worm)	hypothetical protein	0.0165	0.1567	0.1567
Onchocerca volvulus		0.0165	0.1567	1
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0165	0.1567	0.1555
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0049	0.0362	0.0362
Schistosoma mansoni	hypothetical protein	0.0047	0.0346	0.0333
Loa Loa (eye worm)	hypothetical protein	0.0016	0.0014	0.0014
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0165	0.1567	0.5
Brugia malayi	Carboxylesterase family protein	0.0165	0.1567	0.1567
Brugia malayi	hypothetical protein	0.0233	0.2272	0.2272
Echinococcus granulosus	acetylcholinesterase	0.0976	1	1
Brugia malayi	Carboxylesterase family protein	0.0976	1	1
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0165	0.1567	0.5
Echinococcus granulosus	acetylcholinesterase	0.0976	1	1
Loa Loa (eye worm)	acetylcholinesterase 1	0.0976	1	1
Brugia malayi	Iron-sulfur cluster assembly accessory protein	0.0047	0.0346	0.0346
Loa Loa (eye worm)	carboxylesterase	0.0165	0.1567	0.1567
Onchocerca volvulus		0.0165	0.1567	1
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0016	0.0014	0.0014
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0165	0.1567	0.1555
Trichomonas vaginalis	spcc417.12 protein, putative	0.0165	0.1567	0.5
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0165	0.1567	0.1555
Loa Loa (eye worm)	carboxylesterase	0.0976	1	1
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0027	0.0128	0.0128
Echinococcus multilocularis	acetylcholinesterase	0.0976	1	1
Onchocerca volvulus		0.0047	0.0346	0.1513
Loa Loa (eye worm)	hypothetical protein	0.0165	0.1567	0.1567
Echinococcus multilocularis	para nitrobenzyl esterase	0.0165	0.1567	0.1555
Loa Loa (eye worm)	hypothetical protein	0.0165	0.1567	0.1567
Echinococcus granulosus	para nitrobenzyl esterase	0.0165	0.1567	0.1555
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0165	0.1567	0.1555
Echinococcus multilocularis	survival motor neuron protein 1	0.0233	0.2272	0.2262
Schistosoma mansoni	BC026374 protein (S09 family)	0.0165	0.1567	0.1555
Echinococcus multilocularis	acetylcholinesterase	0.0976	1	1
Echinococcus granulosus	BC026374 protein S09 family	0.0165	0.1567	0.1555
Echinococcus multilocularis	lamin dm0	0.0027	0.0128	0.0115
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0123	0.0123
Loa Loa (eye worm)	hypothetical protein	0.0165	0.1567	0.1567
Echinococcus granulosus	neuroligin	0.0165	0.1567	0.1555
Schistosoma mansoni	gliotactin	0.0165	0.1567	0.1555
Onchocerca volvulus		0.0165	0.1567	1
Schistosoma mansoni	lamin	0.0027	0.0128	0.0115
Echinococcus multilocularis	lamin	0.0027	0.0128	0.0115
Brugia malayi	Carboxylesterase family protein	0.0165	0.1567	0.1567
Echinococcus granulosus	carboxylesterase 5A	0.0976	1	1
Brugia malayi	latrophilin 2 splice variant baaae	0.0034	0.0201	0.0201
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0049	0.0362	0.0362
Schistosoma mansoni	hypothetical protein	0.0034	0.0201	0.0188
Brugia malayi	hypothetical protein	0.0165	0.1567	0.1567
Loa Loa (eye worm)	hypothetical protein	0.0165	0.1567	0.1567
Echinococcus multilocularis	musashi	0.0027	0.0128	0.0115
Echinococcus multilocularis	carboxylesterase 5A	0.0976	1	1
Echinococcus multilocularis	neuroligin	0.0165	0.1567	0.1555
Onchocerca volvulus		0.0165	0.1567	1
Schistosoma mansoni	intermediate filament proteins	0.0027	0.0128	0.0115
Echinococcus granulosus	lamin	0.0027	0.0128	0.0115
Onchocerca volvulus		0.0165	0.1567	1
Echinococcus granulosus	intermediate filament protein	0.0027	0.0128	0.0115
Brugia malayi	intermediate filament protein	0.0027	0.0128	0.0128
Loa Loa (eye worm)	carboxylesterase	0.0165	0.1567	0.1567
Loa Loa (eye worm)	hypothetical protein	0.0976	1	1
Echinococcus granulosus	lamin dm0	0.0027	0.0128	0.0115
Brugia malayi	Intermediate filament tail domain containing protein	0.0027	0.0128	0.0128
Schistosoma mansoni	lamin	0.0027	0.0128	0.0115
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0049	0.0362	0.0362
Loa Loa (eye worm)	hypothetical protein	0.0165	0.1567	0.1567
Loa Loa (eye worm)	hypothetical protein	0.0976	1	1
Mycobacterium ulcerans	carboxylesterase, LipT	0.0165	0.1567	0.5
Loa Loa (eye worm)	hypothetical protein	0.0233	0.2272	0.2272
Loa Loa (eye worm)	hypothetical protein	0.0027	0.0128	0.0128
Loa Loa (eye worm)	hypothetical protein	0.0165	0.1567	0.1567
Loa Loa (eye worm)	hypothetical protein	0.0049	0.0362	0.0362
Brugia malayi	Carboxylesterase family protein	0.0165	0.1567	0.1567
Schistosoma mansoni	survival motor neuron protein	0.0047	0.0346	0.0333
Brugia malayi	Carboxylesterase family protein	0.0165	0.1567	0.1567
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0165	0.1567	0.5
Echinococcus granulosus	survival motor neuron protein 1	0.0233	0.2272	0.2262
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0165	0.1567	0.5
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0165	0.1567	0.1555
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0016	0.0014	0.0014
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0165	0.1567	0.1555
Loa Loa (eye worm)	hypothetical protein	0.0034	0.0201	0.0201
Loa Loa (eye worm)	intermediate filament protein	0.0027	0.0128	0.0128
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0976	1	1
Brugia malayi	Latrophilin receptor protein 2	0.0016	0.0014	0.0014
Schistosoma mansoni	acetylcholinesterase	0.0165	0.1567	0.1555
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0165	0.1567	0.1555

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 0.7 uM	Cytotoxicity against mouse leukemic cells	ChEMBL.	17637068
IC50 (functional)	= 0.7 uM	Cytotoxicity against human lung cancer cells	ChEMBL.	17637068
IC50 (functional)	= 0.7 uM	Cytotoxicity against human colon cancer cells	ChEMBL.	17637068
IC50 (functional)	= 0.7 uM	Cytotoxicity against human leukemia cells	ChEMBL.	17637068
IC50 (functional)	= 3.2 uM	Antitrypanosomal activity against Trypanosoma brucei brucei bloodstream trypomastigotes by alamar blue assay	ChEMBL.	17637068
IC50 (functional)	= 3.2 uM	Antitrypanosomal activity against Trypanosoma brucei brucei bloodstream trypomastigotes by alamar blue assay	ChEMBL.	17637068
IC50 (ADMET)	= 16.4 uM	Cytotoxicity against mouse J774 cells by alamar blue assay	ChEMBL.	17637068
IC50 (ADMET)	= 16.4 uM	Cytotoxicity against mouse J774 cells by alamar blue assay	ChEMBL.	17637068
Ratio IC50 (functional)	= 5.2	Selectivity index, ratio of IC50 for mouse J774 cells to IC50 for Trypanosoma brucei brucei bloodstream trypomastigotes	ChEMBL.	17637068

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Trypanosoma brucei gambiense		17637068
Mus musculus	ChEMBL23	17637068

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: CHEMBL252561
PubChem: 20847459

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 502318