TDR Targets

Basic information

Technical information

TDR Targets ID: 329867
Name: [(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl- 2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno [6,5-b]furan-9-yl] 2-methylprop-2-enoate
MW: 332.391 | Formula: C19H24O5
H donors: 0 H acceptors: 3 LogP: 3.06 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: C[C@@H]1C[C@H]2OC(=O)[C@H]([C@H]2[C@@H]([C@]2([C@H]1C=CC2=O)C)OC(=O)C(=C)C)C
InChi: 1S/C19H24O5/c1-9(2)17(21)24-16-15-11(4)18(22)23-13(15)8-10(3)12-6-7-14(20)19(12,16)5/h6-7,10-13,15-16H,1,8H2,2-5H3/t10-,11+,12+,13-,15-,16+,19+/m1/s1
InChiKey: NZESEVTYUVXOTC-APDQSUQKSA-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

2-methyl-2-propenoic acid [(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] ester
2-methylacrylic acid [(1S,3aR,5R,5aR,8aR,9S,9aR)-2,8-diketo-1,5,8a-trimethyl-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] ester
2-methylprop-2-enoic acid [(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] ester
2-methylacrylic acid [(1S,3aR,5R,5aR,8aR,9S,9aR)-2,8-diketo-1,5,8a-trimethyl-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[5,6-d]furan-9-yl] ester
34532-68-8

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
Mycobacterium tuberculosis	Probable oxidoreductase	0.0124	0.0623	1
Mycobacterium tuberculosis	Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras	0.0124	0.0623	1
Loa Loa (eye worm)	hypothetical protein	0.0082	0.036	0.1246
Onchocerca volvulus		0.0083	0.0366	1
Loa Loa (eye worm)	thioredoxin reductase	0.0049	0.0152	0.0528
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0051	0.0165	0.0571
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0082	0.036	0.1048
Plasmodium falciparum	glutathione reductase	0.0049	0.0152	1
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0142	0.074	0.2563
Echinococcus multilocularis	acetylcholinesterase	0.0483	0.2888	0.2818
Echinococcus multilocularis	para nitrobenzyl esterase	0.0082	0.036	0.0265
Loa Loa (eye worm)	hypothetical protein	0.0082	0.036	0.1246
Loa Loa (eye worm)	intermediate filament protein	0.0083	0.0366	0.1268
Echinococcus granulosus	carboxylesterase 5A	0.0483	0.2888	1
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0082	0.036	0.1048
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0082	0.036	0.0265
Loa Loa (eye worm)	hypothetical protein	0.0483	0.2888	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0142	0.074	0.2394
Brugia malayi	Carboxylesterase family protein	0.0483	0.2888	1
Loa Loa (eye worm)	hypothetical protein	0.0082	0.036	0.1246
Echinococcus granulosus	para nitrobenzyl esterase	0.0082	0.036	0.0942
Entamoeba histolytica	hypothetical protein	0.0072	0.0299	0.5
Brugia malayi	Carboxylesterase family protein	0.0082	0.036	0.1246
Schistosoma mansoni	lamin	0.0083	0.0366	0.107
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0142	0.074	0.2305
Brugia malayi	jmjC domain containing protein	0.0067	0.0267	0.0923
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0142	0.074	0.065
Echinococcus granulosus	neuroligin	0.0082	0.036	0.0942
Schistosoma mansoni	transcription factor LCR-F1	0.0072	0.0299	0.0834
Brugia malayi	jmjC domain containing protein	0.0067	0.0267	0.0923
Brugia malayi	cytoplasmic intermediate filament protein	0.0044	0.0124	0.0431
Echinococcus multilocularis	Transcription factor, JmjC domain containing protein	0.0067	0.0267	0.0171
Echinococcus granulosus	BC026374 protein S09 family	0.0082	0.036	0.0942
Brugia malayi	glutathione reductase	0.0049	0.0152	0.0528
Entamoeba histolytica	hypothetical protein	0.0072	0.0299	0.5
Loa Loa (eye worm)	carboxylesterase	0.0082	0.036	0.1246
Brugia malayi	Carboxylesterase family protein	0.0082	0.036	0.1246
Echinococcus granulosus	lamin	0.0083	0.0366	0.0965
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0087	0.0302
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0083	0.0366	0.1268
Schistosoma mansoni	jumonji domain containing protein	0.0067	0.0267	0.0718
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0072	0.0299	0.0204
Echinococcus multilocularis	lysine specific demethylase 5A	0.0067	0.0267	0.0171
Loa Loa (eye worm)	hypothetical protein	0.0082	0.036	0.1246
Brugia malayi	Carboxylesterase family protein	0.0082	0.036	0.1246
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0082	0.036	0.1048
Brugia malayi	intermediate filament protein	0.0083	0.0366	0.1268
Loa Loa (eye worm)	hypothetical protein	0.0081	0.0357	0.1235
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0082	0.036	0.0265
Loa Loa (eye worm)	jmjC domain-containing protein	0.0067	0.0267	0.0923
Loa Loa (eye worm)	hypothetical protein	0.0082	0.036	0.1246
Echinococcus multilocularis	musashi	0.0083	0.0366	0.0272
Echinococcus granulosus	Transcription factor JmjC domain containing protein	0.0067	0.0267	0.0608
Brugia malayi	hypothetical protein	0.0072	0.0299	0.1036
Schistosoma mansoni	intermediate filament proteins	0.0083	0.0366	0.107
Echinococcus granulosus	acetylcholinesterase	0.0483	0.2888	1
Loa Loa (eye worm)	carboxylesterase	0.0483	0.2888	1
Mycobacterium tuberculosis	Probable dehydrogenase	0.0111	0.0545	0.8342
Loa Loa (eye worm)	hypothetical protein	0.004	0.0097	0.0335
Loa Loa (eye worm)	acetylcholinesterase 1	0.0483	0.2888	1
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0072	0.0299	0.0725
Brugia malayi	hypothetical protein	0.0082	0.036	0.1246
Trypanosoma brucei	trypanothione reductase	0.0049	0.0152	1
Schistosoma mansoni	lamin	0.0083	0.0366	0.107
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0087	0.0302
Echinococcus multilocularis	lamin	0.0083	0.0366	0.0272
Echinococcus multilocularis	acetylcholinesterase	0.0483	0.2888	0.2818
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0142	0.074	0.2394
Echinococcus multilocularis	carboxylesterase 5A	0.0483	0.2888	0.2818
Loa Loa (eye worm)	hypothetical protein	0.0083	0.0366	0.1268
Brugia malayi	Carboxylesterase family protein	0.0082	0.036	0.1246
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0082	0.036	0.0942
Echinococcus multilocularis	neuroligin	0.0082	0.036	0.0265
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0082	0.036	0.4401
Brugia malayi	latrophilin 2 splice variant baaae	0.0035	0.0064	0.0221
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0082	0.036	0.4401
Plasmodium vivax	thioredoxin reductase, putative	0.0049	0.0152	1
Loa Loa (eye worm)	hypothetical protein	0.0035	0.0064	0.0221
Mycobacterium tuberculosis	Probable reductase	0.0111	0.0545	0.8342
Echinococcus multilocularis	lamin dm0	0.0083	0.0366	0.0272
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0142	0.074	0.2305
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0082	0.036	0.5
Echinococcus granulosus	lysine specific demethylase 5A	0.0067	0.0267	0.0608
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0051	0.0165	0.0571
Brugia malayi	Carboxylesterase family protein	0.0483	0.2888	1
Schistosoma mansoni	BC026374 protein (S09 family)	0.0082	0.036	0.1048
Schistosoma mansoni	gliotactin	0.0082	0.036	0.1048
Mycobacterium tuberculosis	NAD(P)H quinone reductase LpdA	0.0124	0.0623	1
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.0124	0.0623	1
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0483	0.2888	1
Mycobacterium tuberculosis	Probable membrane NADH dehydrogenase NdhA	0.0111	0.0545	0.8342
Mycobacterium ulcerans	carboxylesterase, LipT	0.0082	0.036	0.5
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0051	0.0165	0.0571
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0142	0.074	0.065
Loa Loa (eye worm)	carboxylesterase	0.0082	0.036	0.1246
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0082	0.036	0.4401
Echinococcus granulosus	acetylcholinesterase	0.0483	0.2888	1
Entamoeba histolytica	hypothetical protein	0.0072	0.0299	0.5
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0082	0.036	0.1048
Trypanosoma cruzi	trypanothione reductase, putative	0.0049	0.0152	1
Schistosoma mansoni	hypothetical protein	0.0072	0.0299	0.0834
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0067	0.0267	0.0718
Mycobacterium tuberculosis	Putative ferredoxin reductase	0.0111	0.0545	0.8342
Echinococcus granulosus	lamin dm0	0.0083	0.0366	0.0965
Mycobacterium tuberculosis	Probable NADH dehydrogenase Ndh	0.0111	0.0545	0.8342
Plasmodium falciparum	thioredoxin reductase	0.0049	0.0152	1
Plasmodium vivax	glutathione reductase, putative	0.0049	0.0152	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0142	0.074	0.2394
Toxoplasma gondii	thioredoxin reductase	0.0049	0.0152	1
Brugia malayi	Intermediate filament tail domain containing protein	0.0083	0.0366	0.1268
Loa Loa (eye worm)	hypothetical protein	0.0051	0.0165	0.0571
Brugia malayi	Thioredoxin reductase	0.0049	0.0152	0.0528
Echinococcus multilocularis	thioredoxin glutathione reductase	0.0049	0.0152	0.0056
Loa Loa (eye worm)	cytoplasmic intermediate filament protein	0.0044	0.0124	0.0431
Loa Loa (eye worm)	hypothetical protein	0.0483	0.2888	1
Echinococcus granulosus	intermediate filament protein	0.0083	0.0366	0.0965
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0142	0.074	0.2563
Entamoeba histolytica	hypothetical protein	0.0072	0.0299	0.5
Loa Loa (eye worm)	hypothetical protein	0.0082	0.036	0.1246
Mycobacterium tuberculosis	Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB	0.0111	0.0545	0.8342
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0067	0.0267	0.0718
Echinococcus granulosus	thioredoxin glutathione reductase	0.0049	0.0152	0.0199
Onchocerca volvulus		0.0083	0.0366	1
Leishmania major	trypanothione reductase	0.0049	0.0152	1
Loa Loa (eye worm)	glutathione reductase	0.0049	0.0152	0.0528
Schistosoma mansoni	acetylcholinesterase	0.0082	0.036	0.1048
Loa Loa (eye worm)	hypothetical protein	0.0082	0.036	0.1246
Trichomonas vaginalis	spcc417.12 protein, putative	0.0082	0.036	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
IC100 (binding)	= 100 uM	Concentration required for complete inhibition of Nuclear factor kappa B DNA binding	ChEMBL.	15537359
IC100 (binding)	= 100 uM	Inhibition of NFkappaB DNA binding by EMSA	ChEMBL.	16570920
IC100 (binding)	= 100 uM	Concentration required for complete inhibition of Nuclear factor kappa B DNA binding	ChEMBL.	15537359
IC100 (binding)	= 100 uM	Inhibition of NFkappaB DNA binding by EMSA	ChEMBL.	16570920

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: CHEMBL187998
PubChem: 182199

Bibliographic References

2 literature references were 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 329867