TDR Targets

Basic information

Technical information

TDR Targets ID: 375512
Name: (2R,3S)-4-methylidene-5-oxo-2-propyloxolane-3 -carboxylic acid
MW: 184.189 | Formula: C9H12O4
H donors: 1 H acceptors: 3 LogP: 1.3 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: CCC[C@H]1OC(=O)C(=C)[C@@H]1C(=O)O
InChi: 1S/C9H12O4/c1-3-4-6-7(8(10)11)5(2)9(12)13-6/h6-7H,2-4H2,1H3,(H,10,11)/t6-,7+/m1/s1
InChiKey: SRQUTZJZABSZRQ-RQJHMYQMSA-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

(2R,3S)-4-methylene-5-oxo-2-propyl-tetrahydrofuran-3-carboxylic acid
(2R,3S)-4-methylene-5-oxo-2-propyl-3-tetrahydrofurancarboxylic acid
(2R,3S)-4-methylidene-5-oxo-2-propyl-oxolane-3-carboxylic acid
(2R,3S)-5-keto-4-methylene-2-propyl-tetrahydrofuran-3-carboxylic acid

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
Brugia malayi	Carboxylesterase family protein	0.0074	0.0732	0.0732
Onchocerca volvulus		0.0074	0.0732	0.3166
Loa Loa (eye worm)	TK/EGFR protein kinase	0.091	1	1
Schistosoma mansoni	tyrosine kinase	0.0489	0.5334	0.5221
Brugia malayi	Carboxylesterase family protein	0.0074	0.0732	0.0732
Echinococcus multilocularis	survival motor neuron protein 1	0.0265	0.2857	0.2857
Toxoplasma gondii	Sodium:neurotransmitter symporter family protein	0.0029	0.0236	0.5
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0436	0.475	0.4623
Brugia malayi	Protein kinase domain containing protein	0.0291	0.3138	0.3138
Onchocerca volvulus		0.0074	0.0732	0.3166
Schistosoma mansoni	tyrosine kinase	0.0484	0.5277	0.5162
Loa Loa (eye worm)	hypothetical protein	0.0265	0.2857	0.2857
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0051	0.0485	0.0485
Brugia malayi	Sodium:neurotransmitter symporter family protein	0.0029	0.0236	0.0236
Loa Loa (eye worm)	hypothetical protein	0.0074	0.0732	0.0732
Loa Loa (eye worm)	carboxylesterase	0.0074	0.0732	0.0732
Echinococcus granulosus	sodium and chloride dependent glycine	0.0029	0.0236	0.0236
Loa Loa (eye worm)	serotonin transporter b	0.017	0.1804	0.1804
Loa Loa (eye worm)	hypothetical protein	0.017	0.1804	0.1804
Onchocerca volvulus		0.0074	0.0732	0.3166
Echinococcus granulosus	uncharacterized sodium dependent transporter	0.0029	0.0236	0.0236
Loa Loa (eye worm)	hypothetical protein	0.017	0.1804	0.1804
Schistosoma mansoni	sodium/chloride dependent transporter	0.017	0.1804	0.1606
Brugia malayi	Carboxylesterase family protein	0.0074	0.0732	0.0732
Plasmodium vivax	hypothetical protein, conserved	0.0029	0.0236	0.5
Loa Loa (eye worm)	carboxylesterase	0.0074	0.0732	0.0732
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0074	0.0732	0.0732
Echinococcus multilocularis	insulin growth factor 1 receptor beta	0.0291	0.3138	0.3138
Toxoplasma gondii	Sodium:neurotransmitter symporter family protein	0.0029	0.0236	0.5
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0051	0.0485	0.0485
Schistosoma mansoni	BC026374 protein (S09 family)	0.0074	0.0732	0.0508
Echinococcus granulosus	acetylcholinesterase	0.0436	0.475	0.475
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0051	0.0485	0.0485
Loa Loa (eye worm)	hypothetical protein	0.0074	0.0732	0.0732
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0051	0.0485	0.0255
Echinococcus granulosus	para nitrobenzyl esterase	0.0074	0.0732	0.0732
Echinococcus granulosus	sodium:chloride dependent neurotransmitter	0.0029	0.0236	0.0236
Echinococcus granulosus	serotonin transporter	0.017	0.1804	0.1804
Entamoeba histolytica	hypothetical protein	0.004	0.0363	0.5
Loa Loa (eye worm)	Sodium:neurotransmitter symporter family protein	0.0029	0.0236	0.0236
Brugia malayi	Carboxylesterase family protein	0.0436	0.475	0.475
Echinococcus granulosus	melanoma receptor tyrosine protein kinase	0.0489	0.5334	0.5334
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0236	0.0236
Echinococcus granulosus	BC026374 protein S09 family	0.0074	0.0732	0.0732
Onchocerca volvulus		0.017	0.1804	1
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.004	0.0363	0.0363
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0236	0.0236
Schistosoma mansoni	survival motor neuron protein	0.0054	0.0516	0.0286
Entamoeba histolytica	hypothetical protein	0.004	0.0363	0.5
Brugia malayi	Sodium:neurotransmitter symporter family protein 1, putative	0.0029	0.0236	0.0236
Brugia malayi	Sodium:neurotransmitter symporter family protein	0.017	0.1804	0.1804
Loa Loa (eye worm)	norepinephrine transporter	0.017	0.1804	0.1804
Plasmodium falciparum	amino acid transporter, putative	0.0029	0.0236	0.5
Onchocerca volvulus		0.0054	0.0516	0.1783
Loa Loa (eye worm)	hypothetical protein	0.0436	0.475	0.475
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0051	0.0485	0.0485
Onchocerca volvulus		0.0074	0.0732	0.3166
Loa Loa (eye worm)	hypothetical protein	0.0074	0.0732	0.0732
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0236	0.0236
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0074	0.0732	0.5
Echinococcus granulosus	uncharacterized sodium dependent transporter	0.0029	0.0236	0.0236
Echinococcus multilocularis		0.0282	0.3037	0.3037
Echinococcus multilocularis	sodium dependent neurotransmitter transporter	0.0029	0.0236	0.0236
Echinococcus granulosus	acetylcholinesterase	0.0436	0.475	0.475
Schistosoma mansoni	tyrosine kinase	0.0291	0.3138	0.2972
Plasmodium vivax	amine transporter, putative	0.0029	0.0236	0.5
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0074	0.0732	0.5
Echinococcus granulosus	insulin growth factor 1 receptor beta	0.0291	0.3138	0.3138
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0074	0.0732	0.0508
Schistosoma mansoni	norepinephrine/norepinephrine transporter	0.017	0.1804	0.1606
Brugia malayi	hypothetical protein	0.0029	0.0236	0.0236
Echinococcus multilocularis	epidermal growth factor receptor	0.0489	0.5334	0.5334
Loa Loa (eye worm)	solute carrier family 6 member 4	0.017	0.1804	0.1804
Schistosoma mansoni	tyrosine kinase	0.0291	0.3138	0.2972
Schistosoma mansoni	transcription factor LCR-F1	0.004	0.0363	0.013
Loa Loa (eye worm)	hypothetical protein	0.0074	0.0732	0.0732
Echinococcus granulosus	sodium dependent neurotransmitter transporter	0.0029	0.0236	0.0236
Loa Loa (eye worm)	carboxylesterase	0.0436	0.475	0.475
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0074	0.0732	0.5
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0074	0.0732	0.0732
Entamoeba histolytica	hypothetical protein	0.004	0.0363	0.5
Schistosoma mansoni	acetylcholinesterase	0.0074	0.0732	0.0508
Echinococcus multilocularis	sodium:chloride dependent neurotransmitter	0.0029	0.0236	0.0236
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0074	0.0732	0.0508
Loa Loa (eye worm)	hypothetical protein	0.0074	0.0732	0.0732
Schistosoma mansoni	hypothetical protein	0.004	0.0363	0.013
Schistosoma mansoni	hypothetical protein	0.0054	0.0516	0.0286
Echinococcus granulosus	insulin receptor	0.0291	0.3138	0.3138
Toxoplasma gondii	hypothetical protein	0.0029	0.0236	0.5
Treponema pallidum	sodium- and chloride- dependent transporter	0.017	0.1804	0.5
Echinococcus multilocularis	para nitrobenzyl esterase	0.0074	0.0732	0.0732
Schistosoma mansoni	tyrosine kinase	0.0484	0.5277	0.5162
Loa Loa (eye worm)	acetylcholinesterase 1	0.0436	0.475	0.475
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0074	0.0732	0.5
Echinococcus granulosus	epidermal growth factor receptor	0.0489	0.5334	0.5334
Echinococcus multilocularis	sodium and chloride dependent glycine	0.0029	0.0236	0.0236
Onchocerca volvulus		0.0074	0.0732	0.3166
Brugia malayi	Carboxylesterase family protein	0.0074	0.0732	0.0732
Loa Loa (eye worm)	hypothetical protein	0.0436	0.475	0.475
Echinococcus multilocularis	uncharacterized sodium dependent transporter	0.0029	0.0236	0.0236
Echinococcus multilocularis	serotonin transporter	0.017	0.1804	0.1804
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0236	0.0236
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0074	0.0732	0.0508
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0236	0.0236
Loa Loa (eye worm)	hypothetical protein	0.0074	0.0732	0.0732
Echinococcus granulosus	survival motor neuron protein 1	0.0265	0.2857	0.2857
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0051	0.0485	0.0255
Echinococcus multilocularis	insulin receptor	0.0291	0.3138	0.3138
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0051	0.0485	0.0255
Echinococcus multilocularis	sodium and chloride dependent glycine	0.0029	0.0236	0.0236
Echinococcus multilocularis	epidermal growth factor receptor	0.091	1	1
Toxoplasma gondii	hypothetical protein	0.0029	0.0236	0.5
Loa Loa (eye worm)	Sodium:neurotransmitter symporter family protein	0.0029	0.0236	0.0236
Echinococcus granulosus	neuroligin	0.0074	0.0732	0.0732
Brugia malayi	Sodium:neurotransmitter symporter family protein	0.0029	0.0236	0.0236
Echinococcus granulosus	epidermal growth factor receptor	0.091	1	1
Brugia malayi	Iron-sulfur cluster assembly accessory protein	0.0054	0.0516	0.0516
Brugia malayi	hypothetical protein	0.0265	0.2857	0.2857
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0074	0.0732	0.0508
Echinococcus granulosus	carboxylesterase 5A	0.0436	0.475	0.475
Schistosoma mansoni	tyrosine kinase	0.0489	0.5334	0.5221
Brugia malayi	Sodium:neurotransmitter symporter family protein	0.0029	0.0236	0.0236
Schistosoma mansoni	gliotactin	0.0074	0.0732	0.0508
Mycobacterium ulcerans	carboxylesterase, LipT	0.0074	0.0732	0.5
Toxoplasma gondii	Sodium:neurotransmitter symporter family protein	0.0029	0.0236	0.5
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0236	0.0236
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0074	0.0732	0.0732
Entamoeba histolytica	hypothetical protein	0.004	0.0363	0.5
Echinococcus multilocularis	carboxylesterase 5A	0.0436	0.475	0.475
Plasmodium falciparum	transporter, putative	0.0029	0.0236	0.5
Trichomonas vaginalis	spcc417.12 protein, putative	0.0074	0.0732	0.5
Loa Loa (eye worm)	hypothetical protein	0.017	0.1804	0.1804
Schistosoma mansoni	tyrosine kinase	0.0484	0.5277	0.5162
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.004	0.0363	0.0363
Loa Loa (eye worm)	TK/INSR protein kinase	0.0291	0.3138	0.3138
Brugia malayi	Carboxylesterase family protein	0.0436	0.475	0.475
Brugia malayi	hypothetical protein	0.004	0.0363	0.0363
Echinococcus multilocularis	neuroligin	0.0074	0.0732	0.0732
Loa Loa (eye worm)	hypothetical protein	0.0074	0.0732	0.0732
Schistosoma mansoni	tyrosine kinase	0.091	1	1
Chlamydia trachomatis	Ssodium-dependent amino acid transporter	0.0029	0.0236	0.5
Brugia malayi	hypothetical protein	0.0074	0.0732	0.0732
Echinococcus multilocularis	acetylcholinesterase	0.0436	0.475	0.475
Echinococcus granulosus	sodium and chloride dependent glycine	0.0029	0.0236	0.0236
Echinococcus multilocularis	acetylcholinesterase	0.0436	0.475	0.475
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0051	0.0485	0.0485
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0236	0.0236
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0051	0.0485	0.0485

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	= 44 %	Inhibition of HAT in human U937 cells at 50 uM	ChEMBL.	17154519
Activity (functional)	= 44 %	Inhibition of HAT in human U937 cells at 50 uM	ChEMBL.	17154519
Activity (binding)	= 45.9 %	Inhibition of human GST-fused histone acetyltransferase CBP in U937 cell nuclear extracts assessed as remaining enzyme activity at 50 uM	ChEMBL.	19144517
Activity (binding)	= 54.5 %	Inhibition of human histone acetyltransferase GCN5 in U937 cell nuclear extracts assessed as remaining enzyme activity at 50 uM	ChEMBL.	19144517
Activity (binding)	= 55 %	Inhibition of recombinant CBP in human U937 cells at 50 uM	ChEMBL.	18434144
Activity (binding)	= 58.6 %	Inhibition of human immunoprecipitated histone acetyltransferase p300 in U937 cell nuclear extracts assessed as remaining enzyme activity at 50 uM	ChEMBL.	19144517
Activity (binding)	= 76.8 %	Inhibition of human GST-fused histone acetyltransferase PCAF in U937 cell nuclear extracts assessed as remaining enzyme activity at 50 uM	ChEMBL.	19144517

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: CHEMBL217676
PubChem: 21579153

Bibliographic References

3 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 375512