Detailed information for compound 372148

Basic information

Technical information
  • TDR Targets ID: 372148
  • Name: butyl (3aS,4S,6R,7aS)-4-methyl-6-[[(1S,3S)-3, 5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methox y-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy ]-2,3a,4,6,7,7a-hexahydropyrano[4,3-d][1,3]ox azole-1-carboxylate
  • MW: 655.646 | Formula: C33H37NO13
  • H donors: 4 H acceptors: 8 LogP: 3.72 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCCCOC(=O)N1CO[C@H]2[C@@H]1C[C@@H](O[C@H]2C)O[C@H]1C[C@@](O)(Cc2c1c(O)c1c(c2O)C(=O)c2c(C1=O)c(OC)ccc2)C(=O)CO
  • InChi: 1S/C33H37NO13/c1-4-5-9-44-32(41)34-14-45-31-15(2)46-22(10-18(31)34)47-20-12-33(42,21(36)13-35)11-17-24(20)30(40)26-25(28(17)38)27(37)16-7-6-8-19(43-3)23(16)29(26)39/h6-8,15,18,20,22,31,35,38,40,42H,4-5,9-14H2,1-3H3/t15-,18-,20-,22-,31+,33-/m0/s1
  • InChiKey: KGLSKZAQOVUMPW-MJJKCYMVSA-N  


Substructure search Similarity search

Network

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Synonyms

  • butyl (3aS,4S,6R,7aS)-4-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-2,3a,4,6,7,7a-hexahydropyrano[4,3-d]oxazole-1-carboxylate
  • (3aS,4S,6R,7aS)-4-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxy-1-oxoethyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-2,3a,4,6,7,7a-hexahydropyrano[4,3-d]oxazole-1-carboxylic acid butyl ester
  • butyl (3aS,4S,6R,7aS)-4-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyethanoyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-2,3a,4,6,7,7a-hexahydropyrano[4,3-d][1,3]oxazole-1-carboxylate
  • (3aS,4S,6R,7aS)-6-[[(1S,3S)-3-glycoloyl-3,5,12-trihydroxy-6,11-diketo-10-methoxy-2,4-dihydro-1H-tetracen-1-yl]oxy]-4-methyl-2,3a,4,6,7,7a-hexahydropyrano[4,3-d]oxazole-1-carboxylic acid butyl ester

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
Schistosoma mansoni hypothetical protein 0.0059 0.121 0.121
Onchocerca volvulus Matrilysin homolog 0.0042 0.0695 0.3085
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0021 0.0094 0.0094
Loa Loa (eye worm) matrixin family protein 0.0101 0.2442 0.2848
Brugia malayi hypothetical protein 0.0019 0.0025 0.003
Leishmania major carbonic anhydrase-like protein 0.031 0.8577 1
Echinococcus multilocularis carbonic anhydrase 0.0117 0.2889 0.2889
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0021 0.0094 0.011
Trichomonas vaginalis NADPH fad oxidoreductase, putative 0.0026 0.0234 0.0375
Loa Loa (eye worm) hypothetical protein 0.0117 0.2889 0.3368
Echinococcus granulosus lipoxygenase domain containing protein 0.0019 0.0025 0.0025
Schistosoma mansoni lipoxygenase 0.0019 0.0025 0.0025
Onchocerca volvulus 0.0042 0.0695 0.3085
Loa Loa (eye worm) hypothetical protein 0.0042 0.0695 0.081
Echinococcus granulosus cyclic nucleotide gated cation channel 0.0021 0.0094 0.0094
Echinococcus granulosus Polycystic kidney disease protein 0.0019 0.0025 0.0025
Echinococcus multilocularis carbonic anhydrase 0.0117 0.2889 0.2889
Loa Loa (eye worm) hypothetical protein 0.0042 0.0695 0.081
Schistosoma mansoni hypothetical protein 0.0019 0.0025 0.0025
Giardia lamblia Nitric oxide synthase, inducible 0.0026 0.0234 0.5
Echinococcus granulosus cyclic nucleotide gated cation channel alpha 3 0.0021 0.0094 0.0094
Loa Loa (eye worm) hypothetical protein 0.003 0.0333 0.0388
Echinococcus multilocularis cyclic nucleotide gated cation channel 0.0021 0.0094 0.0094
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0359 1 1
Trypanosoma brucei carbonic anhydrase-like protein 0.031 0.8577 1
Loa Loa (eye worm) hypothetical protein 0.0021 0.0094 0.011
Loa Loa (eye worm) matrixin family protein 0.0093 0.2196 0.256
Echinococcus multilocularis Polycystic kidney disease protein 0.0019 0.0025 0.0025
Schistosoma mansoni voltage-gated potassium channel 0.0021 0.0094 0.0094
Echinococcus multilocularis carbonic anhydrase 0.0117 0.2889 0.2889
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.003 0.0333 0.0333
Brugia malayi Matrixin family protein 0.0042 0.0695 0.081
Onchocerca volvulus 0.0059 0.121 0.5458
Schistosoma mansoni hypothetical protein 0.0117 0.2889 0.2889
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.003 0.0333 0.0119
Schistosoma mansoni voltage-gated potassium channel 0.0021 0.0094 0.0094
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.031 0.8577 1
Echinococcus multilocularis lipoxygenase domain containing protein 0.0019 0.0025 0.0025
Echinococcus multilocularis voltage gated potassium channel 0.0021 0.0094 0.0094
Toxoplasma gondii hypothetical protein 0.0117 0.2889 0.5
Schistosoma mansoni voltage-gated potassium channel 0.0021 0.0094 0.0094
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0021 0.0094 0.0094
Loa Loa (eye worm) hypothetical protein 0.0019 0.0025 0.003
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.031 0.8577 1
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0021 0.0094 0.0094
Schistosoma mansoni polycystin 1-related 0.0019 0.0025 0.0025
Echinococcus granulosus carbonic anhydrase 0.0117 0.2889 0.2889
Schistosoma mansoni voltage-gated potassium channel 0.0021 0.0094 0.0094
Schistosoma mansoni carbonic anhydrase-related 0.0117 0.2889 0.2889
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.003 0.0333 1
Onchocerca volvulus Matrix metalloproteinase homolog 0.0093 0.2196 1
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.003 0.0333 0.0333
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0021 0.0094 0.0094
Schistosoma mansoni matrix metallopeptidase-7 (M10 family) 0.0042 0.0695 0.0695
Brugia malayi Hemopexin family protein 0.0059 0.121 0.1411
Schistosoma mansoni carbonic anhydrase 0.0117 0.2889 0.2889
Echinococcus granulosus cyclic nucleotide gated cation channel 0.0021 0.0094 0.0094
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0021 0.0094 0.0094
Echinococcus multilocularis lipoxygenase domain containing protein 0.0019 0.0025 0.0025
Loa Loa (eye worm) cyclic-nucleotide gated cation channel 0.0021 0.0094 0.011
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.031 0.8577 1
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0141 0.3615 0.3615
Leishmania major p450 reductase, putative 0.003 0.0333 0.0119
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.031 0.8577 0.8577
Giardia lamblia Hypothetical protein 0.0026 0.0234 0.5
Schistosoma mansoni cytochrome P450 reductase 0.003 0.0333 0.0333
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.0051 0.0964 0.1124
Echinococcus granulosus hyperpolarization activated cyclic 0.0359 1 1
Loa Loa (eye worm) hypothetical protein 0.0051 0.0964 0.1124
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.031 0.8577 1
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0359 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0021 0.0094 0.0094
Loa Loa (eye worm) carbonic anhydrase 3 0.031 0.8577 1
Loa Loa (eye worm) cyclic-nucleotide gated cation channel 0.0021 0.0094 0.011
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0021 0.0094 0.0094
Echinococcus granulosus lipoxygenase domain containing protein 0.0019 0.0025 0.0025
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.031 0.8577 0.8577
Brugia malayi FAD binding domain containing protein 0.003 0.0333 0.0388
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0117 0.2889 0.3368
Echinococcus multilocularis potassium:sodium hyperpolarization activated 0.0359 1 1
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0117 0.2889 0.3368
Loa Loa (eye worm) hypothetical protein 0.0021 0.0094 0.011
Mycobacterium tuberculosis Probable peptidoglycan hydrolase 0.0051 0.0964 0.5
Schistosoma mansoni carbonic anhydrase-related 0.0117 0.2889 0.2889
Plasmodium falciparum nitric oxide synthase, putative 0.003 0.0333 0.1073
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0054 0.1038 0.1038
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0117 0.2889 0.3368
Echinococcus granulosus potassium:sodium hyperpolarization activated 0.0359 1 1
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0152 0.3943 0.3943
Echinococcus granulosus carbonic anhydrase 0.0117 0.2889 0.2889
Brugia malayi flavodoxin family protein 0.003 0.0333 0.0388
Echinococcus granulosus NADPH cytochrome P450 reductase 0.003 0.0333 0.0333
Echinococcus granulosus Ion_trans_N domain containing protein 0.021 0.5638 0.5638
Trichomonas vaginalis sulfite reductase, putative 0.003 0.0333 0.064
Brugia malayi Matrixin family protein 0.0101 0.2442 0.2848
Brugia malayi Doublecortin family protein 0.0019 0.0025 0.003
Schistosoma mansoni carbonic anhydrase-related 0.0117 0.2889 0.2889
Brugia malayi Putative carbonic anhydrase 5 precursor 0.031 0.8577 1
Echinococcus granulosus RUN 0.0019 0.0025 0.0025
Echinococcus multilocularis carbonic anhydrase II 0.031 0.8577 0.8577
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0148 0.3825 1
Onchocerca volvulus Matrilysin homolog 0.0093 0.2196 1
Plasmodium vivax flavodoxin domain containing protein 0.0026 0.0234 0.6782
Brugia malayi Cyclic-nucleotide gated cation channel 0.0021 0.0094 0.011
Schistosoma mansoni loxhd1 0.0019 0.0025 0.0025
Echinococcus multilocularis hyperpolarization activated cyclic 0.0359 1 1
Brugia malayi hypothetical protein 0.0019 0.0025 0.003
Echinococcus multilocularis RUN 0.0019 0.0025 0.0025
Schistosoma mansoni rab6-interacting 0.0019 0.0025 0.0025
Brugia malayi Matrixin family protein 0.0042 0.0695 0.081
Schistosoma mansoni rab6-interacting 0.0019 0.0025 0.0025
Schistosoma mansoni lipoxygenase 0.0054 0.1038 0.1038
Mycobacterium ulcerans hydrolase 0.0051 0.0964 1
Mycobacterium leprae PROBABLE HYDROLASE 0.0051 0.0964 0.5
Schistosoma mansoni matrix metallopeptidase-9 (M10 family) 0.0044 0.0764 0.0764
Plasmodium falciparum carbonic anhydrase 0.0117 0.2889 1
Echinococcus granulosus carbonic anhydrase II 0.031 0.8577 0.8577
Brugia malayi Matrixin family protein 0.0042 0.0695 0.081
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0152 0.3943 0.3943
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0117 0.2889 0.3368
Echinococcus multilocularis hyperpolarization activated cyclic 0.0359 1 1
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0054 0.1038 0.1038
Chlamydia trachomatis sulfite reductase 0.0018 0 0.5
Schistosoma mansoni hypothetical protein 0.021 0.5638 0.5638
Echinococcus multilocularis hypothetical protein 0.021 0.5638 0.5638
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0117 0.2889 0.3368
Echinococcus granulosus carbonic anhydrase 0.0117 0.2889 0.2889
Loa Loa (eye worm) hypothetical protein 0.0042 0.0695 0.081
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0021 0.0094 0.011
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.003 0.0333 0.0333
Loa Loa (eye worm) hypothetical protein 0.0117 0.2889 0.3368
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0021 0.0094 0.011
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0117 0.2889 0.3368
Loa Loa (eye worm) matrix metalloproteinase 0.0042 0.0695 0.081
Echinococcus multilocularis cyclic nucleotide gated cation channel alpha 3 0.0021 0.0094 0.0094
Loa Loa (eye worm) hypothetical protein 0.0019 0.0025 0.003
Loa Loa (eye worm) FAD binding domain-containing protein 0.003 0.0333 0.0388
Brugia malayi Matrixin family protein 0.0042 0.0695 0.081
Loa Loa (eye worm) doublecortin family protein 0.0019 0.0025 0.003
Echinococcus granulosus voltage gated potassium channel 0.0021 0.0094 0.0094
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0021 0.0094 0.0094
Loa Loa (eye worm) hypothetical protein 0.0117 0.2889 0.3368

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 6.1 Growth inhibition of MCF7 cells by crystal violet assay after 24 hrs ChEMBL. 17125253
IC50 (functional) = 6.2 Growth inhibition of MCF7/Adr cells by crystal violet assay after 24 hrs ChEMBL. 17125253
IC50 (functional) = 6.4 Growth inhibition of SK-HEP-1 cells by crystal violet assay after 24 hrs ChEMBL. 17125253
IC50 (functional) = 6.4 Growth inhibition of DU145 cells by crystal violet assay after 24 hrs ChEMBL. 17125253
IC50 (functional) = 6.6 Growth inhibition of SHP77 cells by crystal violet assay after 24 hrs ChEMBL. 17125253
IC50 (functional) = 6.7 Growth inhibition of HepG2 cells by crystal violet assay after 24 hrs ChEMBL. 17125253
Log IC50 (functional) = 5.8 Growth inhibition of H9c2(2-1) cells by MTT assay after 24 hrs ChEMBL. 17125253
Log IC50 (functional) = 6.1 Growth inhibition of MCF7 cells by crystal violet assay after 24 hrs ChEMBL. 17125253
Log IC50 (functional) = 6.2 Growth inhibition of MCF7/Adr cells by crystal violet assay after 24 hrs ChEMBL. 17125253
Log IC50 (functional) = 6.3 Cytotoxicity against Vero cells by MTT assay after 24 hrs ChEMBL. 17125253
Log IC50 (functional) = 6.4 Growth inhibition of SK-HEP-1 cells by crystal violet assay after 24 hrs ChEMBL. 17125253
Log IC50 (functional) = 6.4 Growth inhibition of DU145 cells by crystal violet assay after 24 hrs ChEMBL. 17125253
Log IC50 (functional) = 6.6 Growth inhibition of SHP77 cells by crystal violet assay after 24 hrs ChEMBL. 17125253
Log IC50 (functional) = 6.7 Growth inhibition of HepG2 cells by crystal violet assay after 24 hrs ChEMBL. 17125253

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 17125253

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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