TDR Targets

Basic information

Technical information

TDR Targets ID: 955684
Name: (5R)-5-[(E)-5-[(1R,2S,4aS,8aS)-1,2,4a-trimeth yl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-na phthalen-1-yl]-3-methylpent-2-enyl]-4-(hydrox ymethyl)-5H-furan-2-one
MW: 386.567 | Formula: C25H38O3
H donors: 1 H acceptors: 2 LogP: 6.06 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: OCC1=CC(=O)O[C@@H]1C/C=C(/CC[C@]1(C)[C@@H](C)CC[C@]2([C@H]1CCCC2=C)C)\C
InChi: 1S/C25H38O3/c1-17(9-10-21-20(16-26)15-23(27)28-21)11-13-24(4)19(3)12-14-25(5)18(2)7-6-8-22(24)25/h9,15,19,21-22,26H,2,6-8,10-14,16H2,1,3-5H3/b17-9+/t19-,21+,22-,24+,25+/m0/s1
InChiKey: QQKDQHJTKIBERS-OGXBFCNVSA-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

(5R)-5-[(E)-5-[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decalin-1-yl]-3-methyl-pent-2-enyl]-4-(hydroxymethyl)-5H-furan-2-one
(5R)-5-[(E)-5-[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-1-decalinyl]-3-methylpent-2-enyl]-4-(hydroxymethyl)-5H-furan-2-one
(5R)-5-[(E)-5-[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decalin-1-yl]-3-methyl-pent-2-enyl]-4-methylol-5H-furan-2-one
(5R)-5-[(E)-5-[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-methyl-pent-2-enyl]-4-(hydroxymethyl)-5H-furan-2-one
NSC721163
Thorectandrol A

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
Leishmania major	pyruvate kinase	0.278	1	1
Echinococcus granulosus	pyruvate kinase	0.278	1	1
Mycobacterium tuberculosis	Conserved protein	0.0112	0.032	0.032
Loa Loa (eye worm)	hypothetical protein	0.0112	0.032	0.032
Loa Loa (eye worm)	hypothetical protein	0.0112	0.032	0.032
Loa Loa (eye worm)	pyruvate kinase	0.278	1	1
Echinococcus multilocularis	pyruvate kinase	0.1427	0.509	0.5061
Loa Loa (eye worm)	pyruvate kinase	0.278	1	1
Mycobacterium tuberculosis	Conserved protein	0.0112	0.032	0.032
Echinococcus multilocularis	beta LACTamase domain containing family member	0.0112	0.032	0.0262
Mycobacterium ulcerans	esterase/lipase LipP	0.0112	0.032	0.032
Brugia malayi	pyruvate kinase, muscle isozyme	0.0586	0.2038	0.2038
Leishmania major	tyrosyl-DNA phosphodiesterase 1	0.007	0.0166	0.0166
Mycobacterium leprae	conserved hypothetical protein	0.0112	0.032	0.032
Entamoeba histolytica	pyruvate kinase, putative	0.1939	0.6948	1
Loa Loa (eye worm)	pyruvate kinase	0.0586	0.2038	0.2038
Mycobacterium ulcerans	glutaminase	0.0294	0.0979	0.0979
Mycobacterium ulcerans	lipase LipD	0.0112	0.032	0.032
Echinococcus granulosus	aldehyde dehydrogenase mitochondrial	0.0065	0.015	0.0091
Brugia malayi	Pyruvate kinase, M2 isozyme	0.278	1	1
Echinococcus granulosus	beta LACTamase domain containing family member	0.0112	0.032	0.0262
Schistosoma mansoni	pyruvate kinase	0.278	1	1
Loa Loa (eye worm)	beta-lactamase	0.0112	0.032	0.032
Trichomonas vaginalis	glutaminase, putative	0.0294	0.0979	0.0681
Mycobacterium tuberculosis	Probable pyruvate kinase PykA	0.278	1	1
Loa Loa (eye worm)	glutaminase 2	0.0294	0.0979	0.0979
Mycobacterium tuberculosis	Probable esterase/lipase LipP	0.0112	0.032	0.032
Schistosoma mansoni	pyruvate kinase	0.278	1	1
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0112	0.032	0.0173
Echinococcus granulosus	pyruvate kinase	0.278	1	1
Brugia malayi	glutaminase DH11.1	0.0294	0.0979	0.0979
Echinococcus multilocularis	aldehyde dehydrogenase, mitochondrial	0.0065	0.015	0.0091
Leishmania major	aldehyde dehydrogenase, mitochondrial precursor	0.0065	0.015	0.015
Trypanosoma brucei	pyruvate kinase 1, putative	0.278	1	1
Entamoeba histolytica	tyrosyl-DNA phosphodiesterase, putative	0.007	0.0166	0.0239
Trypanosoma cruzi	pyruvate kinase 2, putative	0.278	1	1
Schistosoma mansoni	transcription factor LCR-F1	0.0119	0.0346	0.0199
Mycobacterium leprae	Probable pyruvate kinase PykA	0.278	1	1
Trypanosoma cruzi	pyruvate kinase 2, putative	0.278	1	1
Loa Loa (eye worm)	glutaminase	0.0294	0.0979	0.0979
Echinococcus multilocularis	pyruvate kinase	0.278	1	1
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0065	0.015	0.015
Mycobacterium tuberculosis	Probable esterase LipL	0.0112	0.032	0.032
Brugia malayi	beta-lactamase	0.0112	0.032	0.032
Echinococcus multilocularis	pyruvate kinase	0.2194	0.7875	0.7862
Entamoeba histolytica	hypothetical protein	0.0119	0.0346	0.0498
Onchocerca volvulus		0.0112	0.032	0.032
Loa Loa (eye worm)	tyrosyl-DNA phosphodiesterase	0.007	0.0166	0.0166
Mycobacterium tuberculosis	Probable lipase LipD	0.0112	0.032	0.032
Echinococcus multilocularis	atpase aaa+ type core atpase aaa type core	0.0852	0.3006	0.2964
Schistosoma mansoni	pyruvate kinase	0.1427	0.509	0.5016
Trypanosoma brucei	hypothetical protein, conserved	0.0112	0.032	0.0156
Chlamydia trachomatis	pyruvate kinase	0.278	1	0.5
Trichomonas vaginalis	pyruvate kinase, putative	0.278	1	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0112	0.032	0.0156
Giardia lamblia	Pyruvate kinase	0.278	1	1
Echinococcus multilocularis	pyruvate kinase	0.1427	0.509	0.5061
Brugia malayi	Pyruvate kinase, alpha/beta domain containing protein	0.0841	0.2965	0.2965
Mycobacterium tuberculosis	Probable conserved lipoprotein	0.0112	0.032	0.032
Entamoeba histolytica	hypothetical protein	0.0119	0.0346	0.0498
Echinococcus granulosus	pyruvate kinase	0.1427	0.509	0.5061
Loa Loa (eye worm)	hypothetical protein	0.0112	0.032	0.032
Mycobacterium tuberculosis	Conserved protein	0.0112	0.032	0.032
Plasmodium vivax	pyruvate kinase 2, putative	0.1427	0.509	0.4928
Mycobacterium ulcerans	beta-lactamase	0.0112	0.032	0.032
Brugia malayi	hypothetical protein	0.0119	0.0346	0.0346
Mycobacterium tuberculosis	Probable lipase LipE	0.0112	0.032	0.032
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0065	0.015	0.015
Echinococcus granulosus	tyrosyl DNA phosphodiesterase 1	0.007	0.0166	0.0107
Brugia malayi	beta-lactamase family protein	0.0112	0.032	0.032
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0065	0.015	0.015
Trichomonas vaginalis	pyruvate kinase, putative	0.278	1	1
Trypanosoma brucei	pyruvate kinase 1	0.278	1	1
Mycobacterium tuberculosis	Possible conserved lipoprotein LpqK	0.0112	0.032	0.032
Leishmania major	hypothetical protein, conserved	0.0112	0.032	0.032
Mycobacterium leprae	Probable lipase LipE	0.0112	0.032	0.032
Loa Loa (eye worm)	hypothetical protein	0.0112	0.032	0.032
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0119	0.0346	0.0288
Loa Loa (eye worm)	hypothetical protein	0.1939	0.6948	0.6948
Loa Loa (eye worm)	pyruvate kinase-PB	0.1939	0.6948	0.6948
Mycobacterium tuberculosis	Probable hydrolase	0.0112	0.032	0.032
Brugia malayi	Tyrosyl-DNA phosphodiesterase family protein	0.007	0.0166	0.0166
Onchocerca volvulus		0.0112	0.032	0.032
Trypanosoma cruzi	hypothetical protein, conserved	0.0112	0.032	0.0156
Loa Loa (eye worm)	hypothetical protein	0.278	1	1
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0112	0.032	0.0173
Echinococcus multilocularis	pyruvate kinase	0.278	1	1
Plasmodium vivax	pyruvate kinase, putative	0.278	1	1
Loa Loa (eye worm)	hypothetical protein	0.0112	0.032	0.032
Echinococcus multilocularis	pyruvate kinase	0.1427	0.509	0.5061
Toxoplasma gondii	ABC1 family protein	0.0112	0.032	0.0173
Entamoeba histolytica	hypothetical protein	0.0119	0.0346	0.0498
Schistosoma mansoni	hypothetical protein	0.0119	0.0346	0.0199
Entamoeba histolytica	hypothetical protein	0.0119	0.0346	0.0498
Loa Loa (eye worm)	pyruvate kinase	0.278	1	1
Brugia malayi	Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative	0.0112	0.032	0.032
Schistosoma mansoni	tyrosyl-DNA phosphodiesterase	0.007	0.0166	0.0016
Echinococcus granulosus	pyruvate kinase	0.1427	0.509	0.5061
Plasmodium falciparum	pyruvate kinase	0.278	1	1
Echinococcus multilocularis	tyrosyl DNA phosphodiesterase 1	0.007	0.0166	0.0107
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0119	0.0346	0.0288
Leishmania major	pyruvate kinase	0.278	1	1
Mycobacterium ulcerans	fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE	0.0112	0.032	0.032
Onchocerca volvulus	Pyruvate kinase homolog	0.278	1	1
Toxoplasma gondii	pyruvate kinase PyKII	0.1427	0.509	0.5016
Onchocerca volvulus	Pyruvate kinase homolog	0.278	1	1
Loa Loa (eye worm)	beta-LACTamase domain containing family member	0.0112	0.032	0.032
Brugia malayi	beta-lactamase family protein	0.0112	0.032	0.032
Schistosoma mansoni	glutaminase	0.0294	0.0979	0.0841
Echinococcus granulosus	pyruvate kinase	0.1427	0.509	0.5061
Onchocerca volvulus		0.0112	0.032	0.032
Mycobacterium tuberculosis	Probable aldehyde dehydrogenase	0.0065	0.015	0.015
Onchocerca volvulus	Pyruvate kinase homolog	0.278	1	1
Mycobacterium tuberculosis	Possible penicillin-binding protein	0.0716	0.2512	0.2512
Loa Loa (eye worm)	hypothetical protein	0.0112	0.032	0.032
Toxoplasma gondii	pyruvate kinase PyK1	0.278	1	1
Mycobacterium ulcerans	pyruvate kinase	0.278	1	1
Mycobacterium ulcerans	hypothetical protein	0.0112	0.032	0.032
Brugia malayi	pyruvate kinase	0.0586	0.2038	0.2038

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 31 ug ml-1	Cytotoxicity against human IGROV1 cells	ChEMBL.	11975486
IC50 (functional)	= 32 ug ml-1	Cytotoxicity against human MOLT4 cells	ChEMBL.	11975486
IC50 (functional)	= 35 ug ml-1	Cytotoxicity against human OVCAR-3 cells	ChEMBL.	11975486
IC50 (functional)	= 35 ug ml-1	Cytotoxicity against human LOXIMVI cells	ChEMBL.	11975486
IC50 (functional)	= 35 ug ml-1	Cytotoxicity against human A549 cells	ChEMBL.	11975486
IC50 (functional)	= 35 ug ml-1	Cytotoxicity against human H460 cells	ChEMBL.	11975486
IC50 (functional)	= 37 ug ml-1	Cytotoxicity against human COLO205 cells	ChEMBL.	11975486
IC50 (functional)	= 40 ug ml-1	Cytotoxicity against human MALME-3M cells after 2 days by XTT assay	ChEMBL.	11374971
IC50 (functional)	= 40 ug ml-1	Cytotoxicity against human MCF7 cells after 2 days by XTT assay	ChEMBL.	11374971
IC50 (functional)	= 40 ug ml-1	Cytotoxicity against human MALME-3M cells	ChEMBL.	11975486
IC50 (functional)	= 40 ug ml-1	Cytotoxicity against human KM12 cells	ChEMBL.	11975486
IC50 (functional)	= 40 ug ml-1	Cytotoxicity against human SNB19 cells	ChEMBL.	11975486
IC50 (functional)	= 40 ug ml-1	Cytotoxicity against human MCF7 cells	ChEMBL.	11975486

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: CHEMBL446595

Bibliographic References

No literature references available for this target.

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Detailed information for compound 955684