Detailed information for compound 1316777

Basic information

Technical information
  • TDR Targets ID: 1316777
  • Name: (4S,6S)-4-(1-acetylindol-3-yl)-6-[[4-(hydroxy methyl)phenyl]methoxy]-5,6-dihydro-4H-pyran-2 -carboxylic acid
  • MW: 421.443 | Formula: C24H23NO6
  • H donors: 2 H acceptors: 4 LogP: 2.93 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCc1ccc(cc1)CO[C@H]1OC(=C[C@H](C1)c1cn(c2c1cccc2)C(=O)C)C(=O)O
  • InChi: 1S/C24H23NO6/c1-15(27)25-12-20(19-4-2-3-5-21(19)25)18-10-22(24(28)29)31-23(11-18)30-14-17-8-6-16(13-26)7-9-17/h2-10,12,18,23,26H,11,13-14H2,1H3,(H,28,29)/t18-,23+/m1/s1
  • InChiKey: LAWZEBCSEIYDDB-JPYJTQIMSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (4S,6S)-4-(1-acetyl-3-indolyl)-6-[[4-(hydroxymethyl)phenyl]methoxy]-5,6-dihydro-4H-pyran-2-carboxylic acid
  • (4S,6S)-4-(1-acetylindol-3-yl)-6-(4-methylolbenzyl)oxy-5,6-dihydro-4H-pyran-2-carboxylic acid
  • (4S,6S)-4-(1-ethanoylindol-3-yl)-6-[[4-(hydroxymethyl)phenyl]methoxy]-5,6-dihydro-4H-pyran-2-carboxylic acid
  • DDS1_006832
  • DHPC1_001836
  • (2S,4S)-4-(1-acetyl-1H-indol-3-yl)-2-(4-(hydroxymethyl)benzyloxy)-3,4-dihydro-2H-pyran-6-carboxylic acid
  • MLS000766421
  • SMR000389555

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens GNAS complex locus Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum ko:K04632 guanine nucleotide binding protein (G protein), alpha stimulating, putative Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni GTP-binding protein alpha subunit gna GNAS complex locus 394 aa 450 aa 28.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0029 0.1078 1
Echinococcus granulosus acetylcholinesterase 0.0069 0.4085 1
Brugia malayi flavodoxin family protein 0.0029 0.1078 0.0852
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.0029 0.1078 0.2165
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.307 0.7355
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0019 0.0312 0.0169
Trichomonas vaginalis NADPH fad oxidoreductase, putative 0.0026 0.0831 0.6776
Echinococcus granulosus NADPH cytochrome P450 reductase 0.0029 0.1078 0.2165
Schistosoma mansoni cytochrome P450 reductase 0.0029 0.1078 0.2639
Loa Loa (eye worm) hypothetical protein 0.0147 1 1
Echinococcus multilocularis acetylcholinesterase 0.0069 0.4085 1
Trypanosoma brucei NADPH-cytochrome p450 reductase, putative 0.0029 0.1078 1
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0029 0.1078 1
Brugia malayi FAD binding domain containing protein 0.0029 0.1078 0.0852
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0019 0.0312 0.0169
Echinococcus granulosus carboxylesterase 5A 0.0069 0.4085 1
Chlamydia trachomatis sulfite reductase 0.0018 0.0247 0.5
Treponema pallidum exodeoxyribonuclease (exoA) 0.0019 0.0312 0.5
Trypanosoma cruzi p450 reductase, putative 0.0029 0.1078 1
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0029 0.1078 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.4085 0.3935
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.307 0.7515
Loa Loa (eye worm) hypothetical protein 0.0069 0.4085 0.3935
Toxoplasma gondii exonuclease III APE 0.0019 0.0312 0.5
Mycobacterium ulcerans formate dehydrogenase H FdhF 0.0029 0.1078 1
Loa Loa (eye worm) hypothetical protein 0.0029 0.1078 0.0852
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0029 0.1078 1
Loa Loa (eye worm) carboxylesterase 0.0069 0.4085 0.3935
Schistosoma mansoni ap endonuclease 0.0019 0.0312 0.0764
Brugia malayi Carboxylesterase family protein 0.0069 0.4085 0.3935
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.307 0.7515
Schistosoma mansoni ap endonuclease 0.0019 0.0312 0.0764
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0055 0.307 0.2894
Loa Loa (eye worm) FAD binding domain-containing protein 0.0029 0.1078 0.0852
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.307 0.7355
Loa Loa (eye worm) acetylcholinesterase 1 0.0069 0.4085 0.3935
Trypanosoma brucei NADPH-dependent diflavin oxidoreductase 1 0.0029 0.1078 1
Leishmania major cytochrome P450 reductase, putative 0.0026 0.0831 0.6776
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0055 0.307 0.2894
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.0029 0.1078 0.2165
Trypanosoma cruzi NADPH-dependent FMN/FAD containing oxidoreductase, putative 0.0029 0.1078 1
Echinococcus multilocularis carboxylesterase 5A 0.0069 0.4085 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.307 0.7515
Leishmania major p450 reductase, putative 0.0029 0.1078 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0069 0.4085 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.307 0.7355
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0019 0.0312 0.5
Giardia lamblia Hypothetical protein 0.0026 0.0831 1
Plasmodium vivax flavodoxin domain containing protein 0.0026 0.0831 0.6776
Schistosoma mansoni 5-methyl tetrahydrofolate-homocysteine methyltransferase reductase 0.0018 0.0247 0.0605
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0029 0.1078 1
Trichomonas vaginalis sulfite reductase, putative 0.0029 0.1078 1
Brugia malayi Carboxylesterase family protein 0.0069 0.4085 0.3935
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.0029 0.1078 0.2165
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0029 0.1078 1
Echinococcus multilocularis acetylcholinesterase 0.0069 0.4085 1
Giardia lamblia Nitric oxide synthase, inducible 0.0026 0.0831 1
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0019 0.0312 0.0067
Echinococcus granulosus acetylcholinesterase 0.0069 0.4085 1
Brugia malayi exodeoxyribonuclease III family protein 0.0019 0.0312 0.0067
Entamoeba histolytica exodeoxyribonuclease III, putative 0.0019 0.0312 0.5
Onchocerca volvulus 0.0147 1 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.307 0.7355
Plasmodium falciparum nitric oxide synthase, putative 0.0029 0.1078 1
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.0019 0.0312 0.5

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.1472 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 3.1623 uM PubChem BioAssay. qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 25.1189 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 25.929 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 29.0929 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Fluorescence Polarization Assay for Inhibitors of MLL CXXC domain - DNA interaction. (Class of assay: confirmatory) [Related pubchem assays: 2698 (Summary assay.)] ChEMBL. No reference
Potency (functional) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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

No literature references available for this target.

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