Detailed information for compound 1374253

Basic information

Technical information
  • TDR Targets ID: 1374253
  • Name: (4R,6R)-4-(1-acetylindol-3-yl)-6-(4-hydroxybu toxy)-5,6-dihydro-4H-pyran-2-carboxylic acid
  • MW: 373.4 | Formula: C20H23NO6
  • H donors: 2 H acceptors: 4 LogP: 2.35 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCCCCO[C@@H]1OC(=C[C@@H](C1)c1cn(c2c1cccc2)C(=O)C)C(=O)O
  • InChi: 1S/C20H23NO6/c1-13(23)21-12-16(15-6-2-3-7-17(15)21)14-10-18(20(24)25)27-19(11-14)26-9-5-4-8-22/h2-3,6-7,10,12,14,19,22H,4-5,8-9,11H2,1H3,(H,24,25)/t14-,19+/m0/s1
  • InChiKey: DTSXCENXWZJEQR-IFXJQAMLSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (4R,6R)-4-(1-acetyl-3-indolyl)-6-(4-hydroxybutoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid
  • (4R,6R)-4-(1-ethanoylindol-3-yl)-6-(4-hydroxybutoxy)-5,6-dihydro-4H-pyran-2-carboxylic acid
  • (2R,4R)-4-(1-acetyl-1H-indol-3-yl)-2-(4-hydroxybutoxy)-3,4-dihydro-2H-pyran-6-carboxylic acid
  • MLS000766392
  • SMR000389535
  • DHPC1_000216

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens RecQ helicase-like Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Bloom's syndrome protein homolog Get druggable targets OG5_126644 All targets in OG5_126644
Schistosoma japonicum ko:K03654 ATP-dependent DNA helicase RecQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein Get druggable targets OG5_126644 All targets in OG5_126644
Trypanosoma cruzi ATP-dependent DEAD/H DNA helicase recQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Leishmania braziliensis ATP-dependent DEAD/H DNA helicase recQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Loa Loa (eye worm) RecQ helicase Get druggable targets OG5_126644 All targets in OG5_126644
Trypanosoma brucei ATP-dependent DEAD/H DNA helicase recQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126644 All targets in OG5_126644
Schistosoma mansoni blooms syndrome DNA helicase Get druggable targets OG5_126644 All targets in OG5_126644
Echinococcus multilocularis bloom syndrome protein Get druggable targets OG5_126644 All targets in OG5_126644
Trichomonas vaginalis DNA helicase recq, putative Get druggable targets OG5_126644 All targets in OG5_126644
Echinococcus granulosus ATP dependent DNA helicase Q1 Get druggable targets OG5_126644 All targets in OG5_126644
Plasmodium falciparum ATP-dependent DNA helicase Q1 Get druggable targets OG5_126644 All targets in OG5_126644
Neospora caninum hypothetical protein Get druggable targets OG5_126644 All targets in OG5_126644
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126644 All targets in OG5_126644
Entamoeba histolytica recQ family helicase, putative Get druggable targets OG5_126644 All targets in OG5_126644
Trichomonas vaginalis DNA helicase recq, putative Get druggable targets OG5_126644 All targets in OG5_126644
Theileria parva DNA helicase, putative Get druggable targets OG5_126644 All targets in OG5_126644
Babesia bovis ATP-dependent DNA helicase, RecQ family protein Get druggable targets OG5_126644 All targets in OG5_126644
Loa Loa (eye worm) ATP-dependent DNA helicase Get druggable targets OG5_126644 All targets in OG5_126644
Neospora caninum hypothetical protein Get druggable targets OG5_126644 All targets in OG5_126644
Treponema pallidum ATP-dependent DNA helicase Get druggable targets OG5_126644 All targets in OG5_126644
Trichomonas vaginalis DNA helicase recq1, putative Get druggable targets OG5_126644 All targets in OG5_126644
Plasmodium knowlesi ATP-dependent DNA helicase Q1, putative Get druggable targets OG5_126644 All targets in OG5_126644
Leishmania major ATP-dependent DEAD/H DNA helicase recQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Schistosoma japonicum Bloom syndrome protein homolog, putative Get druggable targets OG5_126644 All targets in OG5_126644
Candida albicans DNA helicase Get druggable targets OG5_126644 All targets in OG5_126644
Leishmania infantum ATP-dependent DEAD/H DNA helicase recQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Plasmodium berghei ATP-dependent DNA helicase Q1, putative Get druggable targets OG5_126644 All targets in OG5_126644
Echinococcus multilocularis ATP dependent DNA helicase Q1 Get druggable targets OG5_126644 All targets in OG5_126644
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126644 All targets in OG5_126644
Candida albicans DNA helicase Get druggable targets OG5_126644 All targets in OG5_126644
Giardia lamblia Sgs1 DNA helicase, putative Get druggable targets OG5_126644 All targets in OG5_126644
Brugia malayi ATP-dependent DNA helicase, RecQ family protein Get druggable targets OG5_126644 All targets in OG5_126644
Babesia bovis ATP-dependent DNA helicase, RecQ family protein Get druggable targets OG5_126644 All targets in OG5_126644
Cryptosporidium hominis DEAD/DEAH box helicase Get druggable targets OG5_126644 All targets in OG5_126644
Plasmodium vivax ADP-dependent DNA helicase RecQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Leishmania mexicana ATP-dependent DEAD/H DNA helicase recQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Brugia malayi ATP-dependent DNA helicase, RecQ family protein Get druggable targets OG5_126644 All targets in OG5_126644
Trypanosoma brucei gambiense ATP-dependent DEAD/H DNA helicase recQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Plasmodium berghei ADP-dependent DNA helicase RecQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Plasmodium knowlesi ADP-dependent DNA helicase RecQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Plasmodium yoelii ATP-dependent DNA helicase recQ-related Get druggable targets OG5_126644 All targets in OG5_126644
Echinococcus granulosus bloom syndrome protein Get druggable targets OG5_126644 All targets in OG5_126644
Schistosoma mansoni DNA helicase recq1 Get druggable targets OG5_126644 All targets in OG5_126644
Cryptosporidium parvum RecQ bloom helicase (RNA helicase+hrdc) Get druggable targets OG5_126644 All targets in OG5_126644
Plasmodium falciparum ADP-dependent DNA helicase RecQ Get druggable targets OG5_126644 All targets in OG5_126644
Echinococcus multilocularis ATP dependent DNA helicase Q5 Get druggable targets OG5_126644 All targets in OG5_126644
Trypanosoma cruzi ATP-dependent DEAD/H DNA helicase recQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein Get druggable targets OG5_126644 All targets in OG5_126644
Plasmodium yoelii ATP-dependent DNA helicase-related Get druggable targets OG5_126644 All targets in OG5_126644
Schistosoma mansoni DNA helicase recq5 Get druggable targets OG5_126644 All targets in OG5_126644
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein Get druggable targets OG5_126644 All targets in OG5_126644
Trypanosoma cruzi ATP-dependent DEAD/H DNA helicase recQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
Echinococcus granulosus ATP dependent DNA helicase Q5 Get druggable targets OG5_126644 All targets in OG5_126644
Theileria parva hypothetical protein Get druggable targets OG5_126644 All targets in OG5_126644
Entamoeba histolytica recQ family DNA helicase Get druggable targets OG5_126644 All targets in OG5_126644
Leishmania donovani ATP-dependent DEAD/H DNA helicase recQ, putative Get druggable targets OG5_126644 All targets in OG5_126644
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Giardia lamblia U5 small nuclear ribonucleoprotein 200 kDa helicase, putative RecQ helicase-like 649 aa 521 aa 19.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans cytochrome P450 143A4 Cyp143A4 0.0029 1 0.5
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.0029 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0024 0.7038 0.6956
Trypanosoma cruzi cytochrome P450, putative 0.0029 1 1
Trichomonas vaginalis DNA helicase recq, putative 0.0024 0.7038 0.5
Trypanosoma brucei cytochrome P450, putative 0.0029 1 1
Mycobacterium ulcerans cytochrome P450 108B4 Cyp108B4 0.0029 1 0.5
Trypanosoma cruzi cytochrome P450, putative 0.0029 1 1
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.0029 1 0.5
Mycobacterium leprae putative cytochrome p450 0.0029 1 0.5
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.0029 1 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0029 1 1
Treponema pallidum ATP-dependent DNA helicase 0.0012 0.0268 0.5
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.0029 1 0.5
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0029 1 0.5
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.0029 1 0.5
Loa Loa (eye worm) ATP-dependent DNA helicase 0.0024 0.7038 0.6956
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.0029 1 0.5
Mycobacterium ulcerans cytochrome P450 150A6 Cyp150A6 0.0029 1 0.5
Loa Loa (eye worm) cytochrome P450 0.0029 1 1
Mycobacterium ulcerans cytochrome P450 125A7 Cyp125A7 0.0029 1 0.5
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.0029 1 0.5
Trichomonas vaginalis DNA helicase recq1, putative 0.0024 0.7038 0.5
Mycobacterium ulcerans cytochrome P450 191A3 Cyp191A3 0.0029 1 0.5
Mycobacterium ulcerans cytochrome P450 189A7 Cyp189A7 0.0029 1 0.5
Giardia lamblia Sgs1 DNA helicase, putative 0.0024 0.7038 0.5
Trichomonas vaginalis DNA helicase recq, putative 0.0024 0.7038 0.5
Entamoeba histolytica recQ family helicase, putative 0.0024 0.7038 1
Mycobacterium ulcerans cytochrome P450 136A2 Cyp136A2 0.0029 1 0.5
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.0029 1 0.5
Plasmodium falciparum ADP-dependent DNA helicase RecQ 0.0024 0.7038 0.5
Trypanosoma cruzi ATP-dependent DEAD/H DNA helicase recQ, putative 0.0024 0.7038 0.6956
Toxoplasma gondii cytochrome p450 superfamily protein 0.0029 1 1
Plasmodium falciparum ATP-dependent DNA helicase Q1 0.0024 0.7038 0.5
Brugia malayi Cytochrome P450 family protein 0.0029 1 1
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0029 1 1
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.0029 1 0.5
Mycobacterium leprae Conserved hypothetical protein 0.0029 1 0.5
Mycobacterium ulcerans cytochrome P450 123A3 Cyp123A3 0.0029 1 0.5
Mycobacterium ulcerans cytochrome P450 142A3 Cyp142A3 0.0029 1 0.5
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.0024 0.7038 0.7038
Loa Loa (eye worm) cytochrome P450 family protein 0.0029 1 1
Schistosoma mansoni DNA helicase recq5 0.0024 0.7038 0.7038
Brugia malayi Cytochrome P450 family protein 0.0029 1 1
Leishmania major cytochrome p450-like protein 0.0029 1 1
Schistosoma mansoni hypothetical protein 0.0029 1 1
Loa Loa (eye worm) CYP4Cod1 0.0029 1 1
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.0029 1 0.5
Loa Loa (eye worm) RecQ helicase 0.0024 0.7038 0.6956
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.0029 1 0.5
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.0024 0.7038 0.7038
Mycobacterium ulcerans cytochrome P450 51B1 Cyp51B1 0.0029 1 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.0029 1 0.5
Schistosoma mansoni cytochrome P450 0.0029 1 1
Mycobacterium ulcerans cytochrome P450 187A4 Cyp187A4 0.0029 1 0.5
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.0029 1 0.5
Mycobacterium ulcerans cytochrome P450 143A3 Cyp143A3 0.0029 1 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0029 1 1
Leishmania major cytochrome p450-like protein 0.0029 1 1
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.0029 1 0.5
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.0029 1 0.5
Mycobacterium ulcerans cytochrome p450 150 cyp150 0.0029 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0012 0.0268 0.0000000058502
Trypanosoma brucei Lanosterol 14-alpha demethylase 0.0029 1 1
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.0012 0.0268 0.0268
Mycobacterium ulcerans cytochrome P450 105Q4 Cyp105Q4 0.0029 1 0.5
Trypanosoma cruzi cytochrome p450-like protein, putative 0.0029 1 1
Mycobacterium ulcerans cytochrome P450 140A5 Cyp140A5 0.0029 1 0.5
Schistosoma mansoni DNA helicase recq1 0.0024 0.7038 0.7038
Mycobacterium ulcerans cytochrome P450 188A3 Cyp188A3 0.0029 1 0.5
Brugia malayi Cytochrome P450 family protein 0.0029 1 1
Echinococcus multilocularis 0.0029 1 1
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.0029 1 0.5
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.0029 1 0.5
Mycobacterium ulcerans cytochrome P450 124A1, Cyp124A1 0.0029 1 0.5
Mycobacterium ulcerans cytochrome P450 144A4 Cyp144A4 0.0029 1 0.5
Plasmodium vivax ADP-dependent DNA helicase RecQ, putative 0.0012 0.0268 1
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.0029 1 0.5
Brugia malayi cytochrome P450 0.0029 1 1
Schistosoma mansoni blooms syndrome DNA helicase 0.0012 0.0268 0.0268
Mycobacterium ulcerans cytochrome P450 187A5 Cyp187A5 0.0029 1 0.5
Echinococcus granulosus cytochrome P450 2K1 0.0029 1 1
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0029 1 1
Entamoeba histolytica recQ family DNA helicase 0.0012 0.0268 0.0381
Leishmania major cytochrome p450-like protein 0.0029 1 1
Mycobacterium ulcerans cytochrome P450 126A3 Cyp126A3 0.0029 1 0.5
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.0029 1 0.5
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.0029 1 0.5
Leishmania major lanosterol 14-alpha-demethylase, putative 0.0029 1 1

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) = 0.0316 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of RecQ-Like Dna Helicase 1 (RECQ1). (Class of assay: confirmatory) [Related pubchem assays: 594 (Rhodamine region spectral profiling screen), 593 (Fluorescein region spectral profiling screen), 2367 (Probe Development Summary for Inhibitors of RecQ-Like Dna Helicase 1 (RECQ1)), 2353 (qHTS Validation Assay for Inhibitors of RecQ-Like Dna Helicase 1 (RECQ1))] 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
Potency (functional) = 56.2341 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of Schistosoma Mansoni Peroxiredoxins. (Class of assay: confirmatory) [Related pubchem assays: 1011 (Confirmation Concentration-Response Assay for Inhibitors of the Schistosoma mansoni Redox Cascade ), 448 (Schistosoma Mansoni Peroxiredoxins (Prx2) and thioredoxin glutathione reductase (TGR) coupled assay)] ChEMBL. No reference

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

Bibliographic References

No literature references available for this target.

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