Detailed information for compound 1664923

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 420.453 | Formula: C22H28O8
  • H donors: 0 H acceptors: 3 LogP: 1.85 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CO[C@@]12CC[C@](O1)(C)/C=C/1\C(=C(C(=O)O1)COC(=O)C)[C@H](C[C@H]2C)OC(=O)C(=C)C
  • InChi: 1S/C22H28O8/c1-12(2)19(24)28-16-9-13(3)22(26-6)8-7-21(5,30-22)10-17-18(16)15(20(25)29-17)11-27-14(4)23/h10,13,16H,1,7-9,11H2,2-6H3/b17-10+/t13-,16+,21-,22+/m1/s1
  • InChiKey: YWFWDFNNMSZVOA-JXRWWANWSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

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
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium leprae Polyketide synthase Pks13 0.004 0.1401 0.1108
Echinococcus multilocularis muscleblind protein 1 0.016 0.7192 0.7107
Brugia malayi AMP-binding enzyme family protein 0.0025 0.0681 0.0462
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0027 0.0766 0.0766
Loa Loa (eye worm) hypothetical protein 0.0053 0.2054 0.1997
Mycobacterium ulcerans hypothetical protein 0.0219 1 1
Loa Loa (eye worm) STAT protein 0.0191 0.8652 0.8642
Mycobacterium ulcerans Type I modular polyketide synthase 0.0027 0.0766 0.045
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0022 0.0531 0.0531
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.0028 0.0845 0.0533
Brugia malayi Calcitonin receptor-like protein seb-1 0.0053 0.2054 0.2105
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.0027 0.0766 0.045
Mycobacterium tuberculosis Probable oxidoreductase 0.0219 1 1
Brugia malayi STAT protein, DNA binding domain containing protein 0.0191 0.8652 1
Mycobacterium ulcerans oxidoreductase 0.0219 1 1
Mycobacterium ulcerans Type I modular polyketide synthase 0.0027 0.0766 0.045
Trypanosoma brucei kynurenine 3-monooxygenase, putative 0.0219 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0045 0.1639 0.1579
Entamoeba histolytica hypothetical protein 0.0039 0.1338 0.5
Loa Loa (eye worm) hypothetical protein 0.0015 0.02 0.013
Entamoeba histolytica hypothetical protein 0.0039 0.1338 0.5
Mycobacterium ulcerans FAD-dependent oxidoreductase 0.0219 1 1
Mycobacterium ulcerans polyketide synthase Pks13 0.004 0.1401 0.1108
Mycobacterium ulcerans membrane-associated oxidoreductase 0.0219 1 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0049 0.1842 0.1851
Mycobacterium ulcerans oxidoreductase GMC-type 0.0219 1 1
Mycobacterium ulcerans oxidoreductase 0.0219 1 1
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.0021 0.0514 0.0191
Plasmodium vivax FAD-dependent monooxygenase, putative 0.0219 1 0.5
Schistosoma mansoni monoxygenase 0.0219 1 1
Loa Loa (eye worm) hypothetical protein 0.0219 1 1
Loa Loa (eye worm) AMP-binding enzyme family protein 0.0025 0.0681 0.0614
Loa Loa (eye worm) latrophilin receptor protein 2 0.0017 0.0295 0.0225
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.1842 0.1594
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.1842 0.1594
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.0027 0.0766 0.0563
Mycobacterium ulcerans hypothetical protein 0.0219 1 1
Plasmodium falciparum FAD-dependent monooxygenase, putative 0.0219 1 0.5
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0025 0.0681 0.0681
Mycobacterium tuberculosis Polyketide synthase Pks2 0.0026 0.0726 0.0726
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0049 0.1842 0.1783
Toxoplasma gondii FAD binding domain-containing protein 0.0219 1 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.1842 0.1594
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.1842 0.1594
Entamoeba histolytica hypothetical protein 0.0039 0.1338 0.5
Mycobacterium ulcerans thioesterase TesA 0.0022 0.0551 0.0229
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0028 0.0845 0.0533
Leishmania major hypothetical protein, conserved 0.0219 1 0.5
Toxoplasma gondii type I fatty acid synthase, putative 0.0028 0.0845 0.0725
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.1842 0.1594
Loa Loa (eye worm) hypothetical protein 0.016 0.7192 0.7172
Echinococcus multilocularis ubiquinone biosynthesis monooxygenase COQ6 0.0219 1 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.124 0.1177
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0027 0.0766 0.0766
Mycobacterium ulcerans Type I modular polyketide synthase 0.0027 0.0766 0.045
Mycobacterium tuberculosis Probable thioesterase TesA 0.0022 0.0551 0.0551
Wolbachia endosymbiont of Brugia malayi 2-polyprenyl-6-methoxyphenol 4-hydroxylase 0.0219 1 0.5
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0028 0.0845 0.0533
Toxoplasma gondii FAD binding domain-containing protein 0.0219 1 1
Mycobacterium tuberculosis Possible oxidoreductase 0.0219 1 1
Trypanosoma cruzi hypothetical protein, conserved 0.0219 1 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0053 0.2054 0.2105
Mycobacterium leprae PROBABLE THIOESTERASE TESA 0.0022 0.0551 0.0229
Schistosoma mansoni hypothetical protein 0.0039 0.1338 0.1075
Mycobacterium tuberculosis Probable oxidoreductase 0.0219 1 1
Mycobacterium leprae possibleputative FAD-linked oxidoreductase 0.0219 1 1
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0051 0.1916 0.1941
Brugia malayi hypothetical protein 0.0039 0.1338 0.1248
Loa Loa (eye worm) hypothetical protein 0.0017 0.0295 0.0225
Mycobacterium tuberculosis Possible oxidoreductase 0.0219 1 1
Echinococcus multilocularis protein MICAL 3 0.0219 1 1
Mycobacterium ulcerans hypothetical protein 0.0219 1 1
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.0028 0.0845 0.0533
Brugia malayi Muscleblind-like protein 0.016 0.7192 0.8254
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0028 0.0845 0.0845
Schistosoma mansoni transcription factor LCR-F1 0.0039 0.1338 0.1075
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.1842 0.1594
Echinococcus multilocularis muscleblind protein 0.016 0.7192 0.7107
Echinococcus granulosus muscleblind protein 0.016 0.7192 0.7107
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0021 0.0514 0.0191
Plasmodium vivax hypothetical protein, conserved 0.0219 1 0.5
Onchocerca volvulus 0.0046 0.1717 0.9285
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0028 0.0845 0.0845
Mycobacterium ulcerans FAD-linked oxidoreductase 0.0219 1 1
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0019 0.0404 0.0404
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0027 0.0766 0.045
Loa Loa (eye worm) hypothetical protein 0.016 0.7192 0.7172
Onchocerca volvulus Fatty acid synthase homolog 0.0048 0.1797 1
Entamoeba histolytica hypothetical protein 0.0039 0.1338 0.5
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.004 0.1401 0.1401
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0039 0.1338 0.1075
Echinococcus granulosus protein MICAL 3 0.0219 1 1
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.0026 0.0726 0.0726
Mycobacterium tuberculosis Possible oxidoreductase 0.0219 1 1
Mycobacterium ulcerans polyketide synthase 0.0027 0.0766 0.045
Schistosoma mansoni hypothetical protein 0.0219 1 1
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0039 0.1338 0.1075
Mycobacterium leprae Probable polyketide synthase Pks1 0.0028 0.0845 0.0533
Toxoplasma gondii type I fatty acid synthase, putative 0.0019 0.0395 0.0269
Leishmania major hypothetical protein, conserved 0.0219 1 0.5
Trypanosoma cruzi Monooxygenase, putative 0.0219 1 0.5
Mycobacterium tuberculosis Polyketide synthase Pks13 0.004 0.1401 0.1401
Echinococcus granulosus ubiquinone biosynthesis monooxygenase COQ6 0.0219 1 1
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0027 0.0766 0.0766
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.0027 0.0766 0.045
Mycobacterium ulcerans polyketide synthase 0.0028 0.0845 0.0533
Mycobacterium ulcerans thioesterase 0.0022 0.0551 0.0229
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0028 0.0845 0.0845
Trypanosoma brucei Monooxygenase, putative 0.0219 1 0.5
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.0017 0.0314 0.0187
Mycobacterium tuberculosis Probable polyketide synthase Pks9 0.0015 0.0211 0.0211
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0021 0.0514 0.0191
Schistosoma mansoni hypothetical protein 0.0037 0.124 0.0974
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.1842 0.1594
Loa Loa (eye worm) fatty acid synthase 0.0026 0.0748 0.0682
Brugia malayi latrophilin 2 splice variant baaae 0.0037 0.124 0.1131
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0053 0.2054 0.1997

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 1.5 uM Antiinflammatory activity against LPS-induced NO production in mouse RAW264.7 cells assessed as reduction in nitrite level preincubated for 15 mins prior to LPS treatment by Griess method ChEMBL. 22850207
Inhibition (binding) Inhibition of Stat1 dimer DNA binding activity in EGF-stimulated mouse NIH3T3 nuclear extract expressing human EGFR at 5 uM preincubated for 30 mins followed by addition of radiolabeled probe hSIE for 30 mins by EMSA ChEMBL. 26331426
Inhibition (binding) Inhibition of Stat3 activity in human U251MG cells assessed as phosphorylated Stat3 level at 5 uM after 0.5 to 24 hrs by immunoblot analysis ChEMBL. 26331426
Inhibition (binding) Inhibition of Stat3 dimer DNA binding activity in mouse NIH3T3/vSrc nuclear extract at 5 uM preincubated for 30 mins followed by addition of radiolabeled probe hSIE for 30 mins by EMSA ChEMBL. 26331426
Inhibition (functional) = 98.8 % Antiinflammatory activity against LPS-induced NO production in mouse RAW264.7 cells assessed as reduction in nitrite level at 50 uM preincubated for 15 mins prior to LPS treatment by Griess method ChEMBL. 22850207
Survival (ADMET) = 39.1 % Cytotoxicity in human HEK293 cells assessed as survival at 50 uM ChEMBL. 22850207

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 22850207

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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