Detailed information for compound 314716

Basic information

Technical information
  • TDR Targets ID: 314716
  • Name: methyl [(2R)-2-methyl-2-octyl-5-oxothiophen-3 -yl] carbonate
  • MW: 300.414 | Formula: C15H24O4S
  • H donors: 0 H acceptors: 2 LogP: 4.82 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCCCCC[C@@]1(C)SC(=O)C=C1OC(=O)OC
  • InChi: 1S/C15H24O4S/c1-4-5-6-7-8-9-10-15(2)12(11-13(16)20-15)19-14(17)18-3/h11H,4-10H2,1-3H3/t15-/m1/s1
  • InChiKey: BQAABGDFSMHCNL-OAHLLOKOSA-N  


Substructure search Similarity search

Network

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Synonyms

  • methyl [(2R)-2-methyl-2-octyl-5-oxo-3-thienyl] carbonate
  • carbonic acid methyl [(2R)-2-methyl-2-octyl-5-oxo-3-thienyl] ester
  • methyl [(2R)-2-methyl-2-octyl-5-oxo-thiophen-3-yl] carbonate
  • carbonic acid [(2R)-5-keto-2-methyl-2-octyl-3-thienyl] methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens fatty acid synthase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Neospora caninum Soraphen polyketide synthase A, related Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Polyketide synthase Pks2 Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans Type I modular polyketide synthase Get druggable targets OG5_126633 All targets in OG5_126633
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Polyketide synthase Pks12 Get druggable targets OG5_126633 All targets in OG5_126633
Loa Loa (eye worm) acyl carrier protein Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans polyketide synthase Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans polyketide synthase Pks9 Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium leprae PROBABLE POLYKETIDE BETA-KETOACYL SYNTHASE PKS4 Get druggable targets OG5_126633 All targets in OG5_126633
Toxoplasma gondii AMP-binding enzyme domain-containing protein Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Probable polyketide synthase Pks15 Get druggable targets OG5_126633 All targets in OG5_126633
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126633 All targets in OG5_126633
Onchocerca volvulus Get druggable targets OG5_126633 All targets in OG5_126633
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein Get druggable targets OG5_126633 All targets in OG5_126633
Cryptosporidium parvum type I fatty acid synthase Get druggable targets OG5_126633 All targets in OG5_126633
Neospora caninum Short-chain dehydrogenase/reductase SDR, related Get druggable targets OG5_126633 All targets in OG5_126633
Onchocerca volvulus Fatty acid synthase homolog Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Probable polyketide synthase Pks8 Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsE Get druggable targets OG5_126633 All targets in OG5_126633
Loa Loa (eye worm) fatty acid synthase Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Probable polyketide synthase Pks5 Get druggable targets OG5_126633 All targets in OG5_126633
Cryptosporidium hominis hypothetical protein Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas Get druggable targets OG5_126633 All targets in OG5_126633
Toxoplasma gondii type I fatty acid synthase, putative Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Probable polyketide synthase Pks7 Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans polyketide synthase Get druggable targets OG5_126633 All targets in OG5_126633
Toxoplasma gondii type I fatty acid synthase Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSE Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans Type I modular polyketide synthase Get druggable targets OG5_126633 All targets in OG5_126633
Neospora caninum KR domain domain-containing protein, putative Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Probable polyketide synthase Pks9 Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans polyketide synthase Pks13 Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA Get druggable targets OG5_126633 All targets in OG5_126633
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans Type I modular polyketide synthase Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Probable polyketide beta-ketoacyl synthase Pks4 Get druggable targets OG5_126633 All targets in OG5_126633
Cryptosporidium hominis hypothetical protein Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Probable polyketide synthase Pks1 Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Probable polyketide beta-ketoacyl synthase Pks3 Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsB Get druggable targets OG5_126633 All targets in OG5_126633
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium leprae Polyketide synthase Pks13 Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium leprae Probable polyketide synthase Pks1 Get druggable targets OG5_126633 All targets in OG5_126633
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein Get druggable targets OG5_126633 All targets in OG5_126633
Cryptosporidium parvum polyketide synthase Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD Get druggable targets OG5_126633 All targets in OG5_126633
Toxoplasma gondii type I fatty acid synthase, putative Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsE Get druggable targets OG5_126633 All targets in OG5_126633
Mycobacterium tuberculosis Polyketide synthase Pks13 Get druggable targets OG5_126633 All targets in OG5_126633
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.0032 0.0064 0.0036
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0032 0.0064 0.0036
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.003 0.0058 0.0006
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0024 0.0041 0.0013
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0032 0.0064 0.0036
Mycobacterium tuberculosis Probable polyketide synthase Pks9 0.0017 0.002 0.002
Leishmania major dihydrofolate reductase-thymidylate synthase 0.2119 0.6224 0.5
Mycobacterium tuberculosis Polyketide synthase Pks13 0.0045 0.0102 0.0102
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.0029 0.0056 0.0056
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0024 0.0041 0.0013
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.2119 0.6224 0.5
Loa Loa (eye worm) hypothetical protein 0.0017 0.0019 0.0009
Mycobacterium ulcerans Type I modular polyketide synthase 0.003 0.0058 0.003
Brugia malayi hypothetical protein 0.0264 0.0748 0.0699
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0032 0.0064 0.0064
Mycobacterium tuberculosis Polyketide synthase Pks2 0.0029 0.0056 0.0056
Schistosoma mansoni dihydrofolate reductase 0.3398 1 1
Loa Loa (eye worm) fatty acid synthase 0.003 0.0057 0.0047
Mycobacterium leprae PROBABLE THIOESTERASE TESA 0.0025 0.0043 0.0015
Echinococcus granulosus dihydrofolate reductase 0.3398 1 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.2119 0.6224 0.5
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0028 0.0052 0.0052
Toxoplasma gondii type I fatty acid synthase, putative 0.0021 0.0033 0.003
Mycobacterium tuberculosis Probable polyketide synthase Pks15 0.0012 0.0005 0.0005
Toxoplasma gondii type I fatty acid synthase, putative 0.0032 0.0064 0.008
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.3398 1 1
Mycobacterium ulcerans polyketide synthase 0.0032 0.0064 0.0036
Onchocerca volvulus 0.0554 0.1606 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0554 0.1606 0.1606
Mycobacterium ulcerans thioesterase 0.0025 0.0043 0.0015
Mycobacterium tuberculosis Hypothetical protein 0.0264 0.0748 0.0748
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.003 0.0058 0.0058
Mycobacterium leprae Probable polyketide synthase Pks1 0.0032 0.0064 0.0036
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.3398 1 1
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.003 0.0058 0.003
Mycobacterium ulcerans thymidylate synthase 0.0554 0.1606 0.1582
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.003 0.0058 0.0058
Mycobacterium tuberculosis Probable thioesterase TesA 0.0025 0.0043 0.0043
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.003 0.0058 0.003
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.2119 0.6224 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0554 0.1606 0.1582
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0057 0.0138 0.0086
Chlamydia trachomatis dihydrofolate reductase 0.3398 1 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0264 0.0748 0.5
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.0024 0.0041 0.0013
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0022 0.0033 0.0033
Onchocerca volvulus 0.0052 0.0124 0.0461
Echinococcus multilocularis dihydrofolate reductase 0.3398 1 1
Mycobacterium ulcerans thioesterase TesA 0.0025 0.0043 0.0015
Mycobacterium ulcerans Type I modular polyketide synthase 0.003 0.0058 0.003
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.2119 0.6224 0.5
Mycobacterium leprae Polyketide synthase Pks13 0.0045 0.0102 0.0074
Loa Loa (eye worm) AMP-binding enzyme family protein 0.0028 0.0052 0.0042
Loa Loa (eye worm) thymidylate synthase 0.0554 0.1606 0.1597
Mycobacterium ulcerans polyketide synthase Pks13 0.0045 0.0102 0.0074
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.0032 0.0064 0.0036
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.3398 1 1
Onchocerca volvulus Fatty acid synthase homolog 0.0054 0.0129 0.0496
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.002 0.0027 0.002
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.003 0.0058 0.0058
Mycobacterium ulcerans Type I modular polyketide synthase 0.003 0.0058 0.003
Mycobacterium ulcerans polyketide synthase 0.003 0.0058 0.003
Brugia malayi thymidylate synthase 0.0554 0.1606 0.1562
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0032 0.0064 0.0064
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.003 0.0058 0.003
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.0045 0.0102 0.0102
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0025 0.0042 0.0042
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0032 0.0064 0.0064
Brugia malayi Dihydrofolate reductase 0.3398 1 1
Loa Loa (eye worm) dihydrofolate reductase 0.3398 1 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.2119 0.6224 1
Loa Loa (eye worm) hypothetical protein 0.0051 0.0119 0.0108

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 2.1 ug ml-1 Inhibitory concentration against purified human fatty acid synthase activity in ZR-75-1 breast cancer cells ChEMBL. 15715465
IC50 (binding) = 2.1 ug ml-1 Inhibitory concentration against purified human fatty acid synthase activity in ZR-75-1 breast cancer cells ChEMBL. 15715465
IC50 (functional) = 10.7 ug ml-1 Inhibitory concentration of the compound against fatty acid synthesis in MCF-7 breast cancer cells ChEMBL. 15715465
IC50 (functional) = 10.7 ug ml-1 Inhibitory concentration of the compound against fatty acid synthesis in MCF-7 breast cancer cells ChEMBL. 15715465
IC50 (functional) = 21.6 ug ml-1 Inhibitory concentration of the compound against MCF-7 breast cancer cells in XTT assay (non radioactive assay) ChEMBL. 15715465
IC50 (functional) = 21.6 ug ml-1 Inhibitory concentration of the compound against MCF-7 breast cancer cells in XTT assay (non radioactive assay) ChEMBL. 15715465
Weight loss (functional) = 6.1 % Maximum amount of weight loss in Balb/C mice after 7 days of 60 mg/kg intraperitoneal administration ChEMBL. 15715465
Weight loss (functional) = 6.1 % Maximum amount of weight loss in Balb/C mice after 7 days of 60 mg/kg intraperitoneal administration ChEMBL. 15715465

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 15715465

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

Bibliographic References

1 literature reference was collected for this gene.

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