TDR Targets

Basic information

Technical information

TDR Targets ID: 502924
Name: (1R,5aS,5bR,7aS,11aS,11bR,13R,13aS,13bR)-1,13 -dihydroxy-5b,8,8,11a,13a-pentamethyl-5,5a,6, 7,7a,9,10,11,11b,12,13,13b-dodecahydro-1H-phe nanthro[2,1-e][2]benzofuran-3-one
MW: 402.567 | Formula: C25H38O4
H donors: 2 H acceptors: 3 LogP: 5.68 Rotable bonds: 0
Rule of 5 violations (Lipinski): 1
SMILES: O[C@@H]1OC(=O)C2=CC[C@@H]3[C@]([C@@H]12)(C)[C@H](O)C[C@H]1[C@@]3(C)CC[C@@H]2[C@]1(C)CCCC2(C)C
InChi: 1S/C25H38O4/c1-22(2)10-6-11-23(3)15(22)9-12-24(4)16-8-7-14-19(21(28)29-20(14)27)25(16,5)18(26)13-17(23)24/h7,15-19,21,26,28H,6,8-13H2,1-5H3/t15-,16-,17+,18+,19+,21+,23-,24-,25+/m0/s1
InChiKey: ATVQOEWPZTUPDT-PNXXKSHTSA-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

(1R,5aS,5bR,7aS,11aS,11bR,13R,13aS,13bR)-1,13-dihydroxy-5b,8,8,11a,13a-pentamethyl-5,5a,6,7,7a,9,10,11,11b,12,13,13b-dodecahydro-1H-phenanthro[2,1-e]isobenzofuran-3-one
12-O-deacetyl-12-epi-scalarin

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	0.0445	0.5472	1
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0075	0.0745	0.0745
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0075	0.0745	0.0745
Loa Loa (eye worm)	acetylcholinesterase 1	0.0445	0.5472	1
Onchocerca volvulus	Peroxidasin homolog	0.0082	0.0833	1
Echinococcus multilocularis	neuroligin	0.0075	0.0745	0.0745
Echinococcus multilocularis	peroxidasin	0.0082	0.0833	0.0833
Onchocerca volvulus		0.0075	0.0745	0.8603
Plasmodium falciparum	ataxin-2 like protein, putative	0.0024	0.0095	0.4662
Onchocerca volvulus	Peroxidase homolog	0.0082	0.0833	1
Loa Loa (eye worm)	pyruvate kinase-PB	0.0023	0.0077	0.0015
Echinococcus granulosus	pyruvate kinase	0.0033	0.0205	0.0374
Echinococcus multilocularis	acetylcholinesterase	0.0445	0.5472	0.5472
Onchocerca volvulus	Chorion peroxidase homolog	0.0082	0.0833	1
Schistosoma mansoni	peroxidasin	0.0082	0.0833	0.1522
Brugia malayi	Carboxylesterase family protein	0.0075	0.0745	0.1251
Brugia malayi	Animal haem peroxidase family protein	0.0082	0.0833	0.1414
Brugia malayi	Carboxylesterase family protein	0.0075	0.0745	0.1251
Onchocerca volvulus		0.0082	0.0833	1
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Schistosoma mansoni	peroxidasin	0.0082	0.0833	0.1522
Loa Loa (eye worm)	hypothetical protein	0.0075	0.0745	0.1251
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0095	0.0048
Schistosoma mansoni	BC026374 protein (S09 family)	0.0075	0.0745	0.1362
Loa Loa (eye worm)	hypothetical protein	0.0075	0.0745	0.1251
Trichomonas vaginalis	spcc417.12 protein, putative	0.0075	0.0745	1
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Toxoplasma gondii	LsmAD domain-containing protein	0.0024	0.0095	0.4662
Mycobacterium leprae	Probable pyruvate kinase PykA	0.0033	0.0205	0.5
Trypanosoma brucei	pyruvate kinase 1	0.0033	0.0205	1
Loa Loa (eye worm)	animal heme peroxidase	0.0082	0.0833	0.1414
Plasmodium falciparum	pyruvate kinase	0.0033	0.0205	1
Brugia malayi	Blistered cuticle protein 3	0.0082	0.0833	0.1414
Brugia malayi	Carboxylesterase family protein	0.0075	0.0745	0.1251
Brugia malayi	Animal haem peroxidase family protein	0.0082	0.0833	0.1414
Trypanosoma cruzi	pyruvate kinase 2, putative	0.0033	0.0205	1
Schistosoma mansoni	hypothetical protein	0.0167	0.1919	0.3507
Loa Loa (eye worm)	hypothetical protein	0.0445	0.5472	1
Loa Loa (eye worm)	carboxylesterase	0.0075	0.0745	0.1251
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0075	0.0745	0.1362
Loa Loa (eye worm)	animal heme peroxidase	0.0082	0.0833	0.1414
Loa Loa (eye worm)	pyruvate kinase	0.0033	0.0205	0.025
Toxoplasma gondii	pyruvate kinase PyK1	0.0033	0.0205	1
Onchocerca volvulus		0.0082	0.0833	1
Schistosoma mansoni	pyruvate kinase	0.0033	0.0205	0.0374
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Echinococcus granulosus	BC026374 protein S09 family	0.0075	0.0745	0.1362
Echinococcus multilocularis	pyruvate kinase	0.0033	0.0205	0.0205
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0075	0.0745	0.1362
Echinococcus multilocularis	para nitrobenzyl esterase	0.0075	0.0745	0.0745
Brugia malayi	Peroxidasin	0.0082	0.0833	0.1414
Plasmodium vivax	pyruvate kinase, putative	0.0033	0.0205	1
Schistosoma mansoni	hypothetical protein	0.0167	0.1919	0.3507
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Echinococcus granulosus	peroxidasin	0.0082	0.0833	0.1522
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0075	0.0745	1
Echinococcus multilocularis	pyruvate kinase	0.0026	0.0116	0.0116
Brugia malayi	Carboxylesterase family protein	0.0445	0.5472	1
Loa Loa (eye worm)	hypothetical protein	0.0075	0.0745	0.1251
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0077	0.0015
Brugia malayi	Animal haem peroxidase family protein	0.0082	0.0833	0.1414
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Leishmania major	pyruvate kinase	0.0033	0.0205	1
Loa Loa (eye worm)	carboxylesterase	0.0075	0.0745	0.1251
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Brugia malayi	hypothetical protein	0.0075	0.0745	0.1251
Onchocerca volvulus		0.0075	0.0745	0.8603
Onchocerca volvulus		0.0075	0.0745	0.8603
Chlamydia trachomatis	pyruvate kinase	0.0033	0.0205	0.5
Brugia malayi	Carboxylesterase family protein	0.0075	0.0745	0.1251
Schistosoma mansoni	pyruvate kinase	0.0033	0.0205	0.0374
Onchocerca volvulus	Dual oxidase homolog	0.0082	0.0833	1
Brugia malayi	Pyruvate kinase, M2 isozyme	0.0033	0.0205	0.025
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0075	0.0745	1
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0075	0.0745	0.1362
Loa Loa (eye worm)	animal heme peroxidase	0.0082	0.0833	0.1414
Echinococcus granulosus	neuroligin	0.0075	0.0745	0.1362
Plasmodium falciparum	ataxin-2 like protein, putative	0.0024	0.0095	0.4662
Echinococcus granulosus	acetylcholinesterase	0.0445	0.5472	1
Mycobacterium ulcerans	carboxylesterase, LipT	0.0075	0.0745	1
Echinococcus granulosus	geminin	0.0167	0.1919	0.3507
Brugia malayi	Carboxylesterase family protein	0.0445	0.5472	1
Brugia malayi	Pyruvate kinase, muscle isozyme	0.0033	0.0205	0.025
Schistosoma mansoni	gliotactin	0.0075	0.0745	0.1362
Brugia malayi	Animal haem peroxidase family protein	0.0082	0.0833	0.1414
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0445	0.5472	1
Loa Loa (eye worm)	pyruvate kinase	0.0033	0.0205	0.025
Echinococcus granulosus	pyruvate kinase	0.0033	0.0205	0.0374
Loa Loa (eye worm)	animal heme peroxidase	0.0082	0.0833	0.1414
Onchocerca volvulus		0.0075	0.0745	0.8603
Onchocerca volvulus		0.0082	0.0833	1
Onchocerca volvulus		0.0075	0.0745	0.8603
Echinococcus granulosus	para nitrobenzyl esterase	0.0075	0.0745	0.1362
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Loa Loa (eye worm)	hypothetical protein	0.0033	0.0205	0.025
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0075	0.0745	0.1362
Echinococcus granulosus	carboxylesterase 5A	0.0445	0.5472	1
Plasmodium vivax	ataxin-2 like protein, putative	0.0024	0.0095	0.4662
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0075	0.0745	0.1362
Brugia malayi	Animal haem peroxidase family protein	0.0082	0.0833	0.1414
Echinococcus multilocularis	acetylcholinesterase	0.0445	0.5472	0.5472
Loa Loa (eye worm)	pyruvate kinase	0.0033	0.0205	0.025
Loa Loa (eye worm)	carboxylesterase	0.0445	0.5472	1
Echinococcus multilocularis	geminin	0.0167	0.1919	0.1919
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0075	0.0745	1
Loa Loa (eye worm)	hypothetical protein	0.0075	0.0745	0.1251
Loa Loa (eye worm)	hypothetical protein	0.0075	0.0745	0.1251
Entamoeba histolytica	pyruvate kinase, putative	0.0023	0.0077	0.5
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0075	0.0745	1
Brugia malayi	hypothetical protein	0.0024	0.0095	0.0048
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Trypanosoma brucei	pyruvate kinase 1, putative	0.0033	0.0205	1
Brugia malayi	hypothetical protein	0.0082	0.0833	0.1414
Leishmania major	pyruvate kinase	0.0033	0.0205	1
Echinococcus granulosus	acetylcholinesterase	0.0445	0.5472	1
Onchocerca volvulus	Peroxidasin homolog	0.0082	0.0833	1
Loa Loa (eye worm)	blistered cuticle protein 3	0.0082	0.0833	0.1414
Onchocerca volvulus	Peroxidase homolog	0.0082	0.0833	1
Schistosoma mansoni	acetylcholinesterase	0.0075	0.0745	0.1362
Giardia lamblia	Pyruvate kinase	0.0033	0.0205	1
Echinococcus multilocularis	carboxylesterase 5A	0.0445	0.5472	0.5472
Loa Loa (eye worm)	hypothetical protein	0.0075	0.0745	0.1251
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Loa Loa (eye worm)	hypothetical protein	0.0075	0.0745	0.1251
Trypanosoma cruzi	pyruvate kinase 2, putative	0.0033	0.0205	1
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0833	0.1414
Echinococcus multilocularis	pyruvate kinase	0.0033	0.0205	0.0205

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (binding)	0	Inhibition of CDCA-mediated interaction between FXR ligand binding domain and SRC1 at 25 uM by SPR spectroscopy	ChEMBL.	17988093
IC50 (functional)	= 2.3 ug ml-1	Cytotoxicity against mouse L1210 cells	ChEMBL.	12662110
IC50 (functional)	= 14.3 ug ml-1	Cytotoxicity against human KB cells	ChEMBL.	12662110
IC50 (functional)	= 14.8 ug ml-1	Cytotoxicity against human A549 cells	ChEMBL.	12662110
IC50 (functional)	= 15 ug ml-1	Cytotoxicity against human HeLa cells	ChEMBL.	12662110
IC50 (functional)	= 75 uM	Antagonist activity at human FXR expressed in monkey CV1 cells after 24 hrs by ecdysone receptor response element-driven luciferase reporter assay	ChEMBL.	17988093
IC50 (functional)	= 75 uM	Antagonist activity at human FXR expressed in monkey CV1 cells after 24 hrs by ecdysone receptor response element-driven luciferase reporter assay	ChEMBL.	17988093
IC50 (ADMET)	= 77.2 uM	Cytotoxicity against monkey CV1 cells after 24 hrs by MTT assay	ChEMBL.	17988093

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Mus musculus	ChEMBL23	12662110
Homo sapiens	ChEMBL23	12662110

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: CHEMBL399743
PubChem: 10960421

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 502924