Detailed information for compound 2073090

Basic information

Technical information
  • TDR Targets ID: 2073090
  • Name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2S)-2-( 6-methoxynaphthalen-2-yl)propanoyl]oxyoxane-2 -carboxylic acid
  • MW: 406.383 | Formula: C20H22O9
  • H donors: 4 H acceptors: 6 LogP: 1.62 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc2c(c1)ccc(c2)[C@@H](C(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)C
  • InChi: 1S/C20H22O9/c1-9(10-3-4-12-8-13(27-2)6-5-11(12)7-10)19(26)29-20-16(23)14(21)15(22)17(28-20)18(24)25/h3-9,14-17,20-23H,1-2H3,(H,24,25)/t9-,14-,15-,16+,17-,20-/m0/s1
  • InChiKey: XRHIELLXTVJOKM-ODXKUVGNSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2S)-2-(6-methoxy-2-naphthyl)propanoyl]oxy-tetrahydropyran-2-carboxylic acid
  • (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2S)-2-(6-methoxy-2-naphthyl)-1-oxopropoxy]-2-tetrahydropyrancarboxylic acid
  • (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2S)-2-(6-methoxynaphthalen-2-yl)propanoyl]oxy-oxane-2-carboxylic acid
  • 41945-43-1

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
Echinococcus granulosus DNA polymerase subunit gamma 0.0115 0.2958 1
Schistosoma mansoni phosphoglucomutase 0.0086 0.2104 0.1878
Schistosoma mansoni deoxyuridine 5'-triphosphate nucleotidohydrolase 0.0044 0.0862 0.0446
Entamoeba histolytica deoxyuridine 5-triphosphate nucleotidohydrolase domain containing protein 0.0044 0.0862 1
Schistosoma mansoni phosphoglucomutase 0.0086 0.2104 0.1878
Loa Loa (eye worm) hypothetical protein 0.0115 0.2958 1
Giardia lamblia Ribonuclease H 0.0086 0.2104 1
Brugia malayi Carboxylesterase family protein 0.0064 0.1429 0.4253
Loa Loa (eye worm) dUTP diphosphatase 0.0044 0.0862 0.0178
Trypanosoma cruzi ribonuclease H1, putative 0.0086 0.2104 0.1214
Toxoplasma gondii deoxyuridine 5'-triphosphate nucleotidohydrolase, putative 0.0044 0.0862 0.3121
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0352 1 1
Loa Loa (eye worm) acetylcholinesterase 1 0.0064 0.1429 0.2838
Echinococcus multilocularis acetylcholinesterase 0.0064 0.1429 0.3846
Chlamydia trachomatis deoxyuridine 5'-triphosphate nucleotidohydrolase 0.0044 0.0862 1
Entamoeba histolytica deoxyuridine 5-triphosphate nucleotidohydrolase, mitochondrial precursor, putative 0.0044 0.0862 1
Loa Loa (eye worm) carboxylesterase 0.0064 0.1429 0.2838
Schistosoma mansoni phosphoglucomutase 0.0086 0.2104 0.1878
Trichomonas vaginalis ribonuclease H1, putative 0.0086 0.2104 1
Brugia malayi RNase H family protein 0.0086 0.2104 0.6789
Entamoeba histolytica hypothetical protein 0.0044 0.0862 1
Echinococcus granulosus carboxylesterase 5A 0.0064 0.1429 0.3846
Schistosoma mansoni DNA polymerase gamma 0.0115 0.2958 0.2863
Wolbachia endosymbiont of Brugia malayi ribonuclease HI 0.0086 0.2104 1
Entamoeba histolytica deoxyuridine 5-triphosphate nucleotidohydrolase domain containing protein 0.0044 0.0862 1
Echinococcus granulosus acetylcholinesterase 0.0064 0.1429 0.3846
Trypanosoma brucei ingi protein (ORF1) 0.0094 0.2321 0.1456
Brugia malayi DNA polymerase I family protein 0.0115 0.2958 1
Entamoeba histolytica hypothetical protein 0.0044 0.0862 1
Entamoeba histolytica deoxyuridine 5-triphosphate nucleotidohydrolase, mitochondrial precursor, putative 0.0044 0.0862 1
Plasmodium falciparum deoxyuridine 5'-triphosphate nucleotidohydrolase 0.0044 0.0862 0.5
Wolbachia endosymbiont of Brugia malayi dUTPase 0.0044 0.0862 0.4096
Echinococcus multilocularis acetylcholinesterase 0.0064 0.1429 0.3846
Mycobacterium tuberculosis Conserved hypothetical protein 0.0185 0.505 1
Echinococcus multilocularis ribonuclease H1 0.0086 0.2104 0.6561
Entamoeba histolytica hypothetical protein 0.0029 0.0403 0.4682
Echinococcus multilocularis dUTP pyrophosphatase 0.0044 0.0862 0.156
Echinococcus granulosus acetylcholinesterase 0.0064 0.1429 0.3846
Trypanosoma brucei unspecified product 0.0094 0.2321 0.1456
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.006 0.1334 0.0358
Onchocerca volvulus Ribonuclease H1 homolog 0.0086 0.2104 1
Mycobacterium ulcerans hypothetical protein 0.0185 0.505 1
Toxoplasma gondii hypothetical protein 0.0057 0.1229 0.5153
Trypanosoma cruzi ribonuclease H1, putative 0.0086 0.2104 0.1214
Trypanosoma brucei mitochondrial DNA polymerase beta-PAK 0.0167 0.4491 0.3871
Trypanosoma brucei ingi protein (ORF1) 0.0094 0.2321 0.1456
Mycobacterium leprae PROBABLE DEOXYCYTIDINE TRIPHOSPHATE DEAMINASE DCD (DCTP DEAMINASE) 0.0015 0 0.5
Trypanosoma brucei retrotransposon hot spot protein 4 (RHS4), interrupted 0.0094 0.2321 0.1456
Loa Loa (eye worm) hypothetical protein 0.0064 0.1429 0.2838
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0064 0.1429 0.1101
Plasmodium vivax deoxyuridine 5'-triphosphate nucleotidohydrolase, putative 0.0044 0.0862 1
Entamoeba histolytica deoxyuridine 5-triphosphate nucleotidohydrolase domain containing protein 0.0044 0.0862 1
Echinococcus granulosus ribonuclease H1 0.0086 0.2104 0.6561
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0352 1 1
Treponema pallidum ribonuclease H (rnhA) 0.0086 0.2104 1
Trypanosoma brucei ribonuclease H1 0.0086 0.2104 0.1214
Loa Loa (eye worm) hypothetical protein 0.0064 0.1429 0.2838
Echinococcus multilocularis carboxylesterase 5A 0.0064 0.1429 0.3846
Trypanosoma brucei RNA helicase, putative 0.0323 0.9149 0.9053
Toxoplasma gondii ribonuclease HI protein 0.0086 0.2104 1
Entamoeba histolytica deoxyuridine 5-triphosphate nucleotidohydrolase domain containing protein 0.0044 0.0862 1
Brugia malayi RNase H family protein 0.0086 0.2104 0.6789
Brugia malayi Carboxylesterase family protein 0.0064 0.1429 0.4253
Leishmania major mitochondrial DNA polymerase beta-PAK, putative 0.0167 0.4491 0.3024
Echinococcus multilocularis hypothetical protein 0.0115 0.2958 1
Trypanosoma brucei hypothetical protein, conserved 0.0094 0.2321 0.1456
Brugia malayi RNase H family protein 0.0086 0.2104 0.6789
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0167 0.4491 0.3871
Brugia malayi dUTP diphosphatase 0.0044 0.0862 0.2119
Trypanosoma brucei mitochondrial DNA polymerase beta 0.0352 1 1
Schistosoma mansoni hypothetical protein 0.0323 0.9149 1
Echinococcus granulosus dUTP pyrophosphatase 0.0044 0.0862 0.156
Entamoeba histolytica hypothetical protein 0.0029 0.0403 0.4682

Activities

Activity type Activity value Assay description Source Reference
Activity (ADMET) Activity of human CES2 assessed as compound hydrolysis at 100 uM measured up to 60 mins by LC/TOF-MS analysis ChEMBL. 23386702
Activity (ADMET) Activity of human CES1 assessed as compound hydrolysis at 100 uM measured up to 60 mins by LC/TOF-MS analysis ChEMBL. 23386702
Drug metabolism (ADMET) = 4.5 pmol Activity of human UGT1A3 expressed in HEK293 cells assessed as enzyme-mediated compound formation per 2 x 10'5 cells treated with naproxen at 1 mM measured at 24 hrs by LC-MS/MS analysis ChEMBL. 20926620
Drug metabolism (ADMET) = 10.3 pmol Drug level in human hepatocytes assessed per 2 x 10'5 cells treated with naproxen at 1 mM measured at 6 hrs by LC-MS/MS analysis in presence of acyl glucuronidation inhibitor (-)-borneol ChEMBL. 20926620
Drug metabolism (ADMET) = 137 pmol/ml Activity of human UGT1A3 expressed in HEK293 cells assessed as enzyme-mediated compound formation in cell culture medium treated with naproxen at 1 mM measured at 6 to 24 hrs by LC-MS/MS analysis ChEMBL. 20926620
Inhibition (ADMET) Inhibition of human CES2 assessed as hydrolysis of 4NPA to 4NP at 1 mM by spectrophotometric analysis ChEMBL. 23386702
Ki (ADMET) = 707 uM Reversible inhibition of human CES1 assessed as hydrolysis of 4NPA to 4NP ChEMBL. 23386702

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

2 literature references were collected for this gene.

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