Detailed information for compound 985581

Basic information

Technical information
  • TDR Targets ID: 985581
  • Name: [(4aS,4bR,8R,8aR,9R,10aR)-2-ethenyl-8-(hydrox ymethyl)-1,4b,8-trimethyl-3,4,4a,5,6,7,8a,9,1 0,10a-decahydrophenanthren-9-yl] acetate
  • MW: 346.504 | Formula: C22H34O3
  • H donors: 1 H acceptors: 2 LogP: 4.39 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: C=CC1=C(C)[C@H]2[C@H](CC1)[C@@]1(C)CCC[C@@]([C@@H]1[C@@H](C2)OC(=O)C)(C)CO
  • InChi: 1S/C22H34O3/c1-6-16-8-9-18-17(14(16)2)12-19(25-15(3)24)20-21(4,13-23)10-7-11-22(18,20)5/h6,17-20,23H,1,7-13H2,2-5H3/t17-,18-,19+,20-,21-,22+/m0/s1
  • InChiKey: XPBOSVHDPKPTRS-KINXCBNHSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [(4aS,4bR,8R,8aR,9R,10aR)-8-(hydroxymethyl)-1,4b,8-trimethyl-2-vinyl-3,4,4a,5,6,7,8a,9,10,10a-decahydrophenanthren-9-yl] acetate
  • acetic acid [(4aS,4bR,8R,8aR,9R,10aR)-8-(hydroxymethyl)-1,4b,8-trimethyl-2-vinyl-3,4,4a,5,6,7,8a,9,10,10a-decahydrophenanthren-9-yl] ester
  • acetic acid [(4aS,4bR,8R,8aR,9R,10aR)-1,4b,8-trimethyl-8-methylol-2-vinyl-3,4,4a,5,6,7,8a,9,10,10a-decahydrophenanthren-9-yl] ester
  • [(4aS,4bR,8R,8aR,9R,10aR)-2-ethenyl-8-(hydroxymethyl)-1,4b,8-trimethyl-3,4,4a,5,6,7,8a,9,10,10a-decahydrophenanthren-9-yl] ethanoate

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
Treponema pallidum threonyl-tRNA synthetase 0.0049 0.0239 0.2635
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.1343 1 1
Mycobacterium tuberculosis P-hydroxybenzoyl-AMP ligase FadD22 0.0021 0.0024 0.0005
Echinococcus multilocularis valyl tRNA synthetase 0.0047 0.0221 0.2556
Echinococcus granulosus Threonyl tRNA synthetase C 0.0056 0.0289 0.3341
Trichomonas vaginalis valyl-tRNA synthetase, putative 0.0028 0.008 0.0922
Leishmania major threonyl-tRNA synthetase, putative 0.0056 0.0289 0.3223
Mycobacterium leprae isoleucyl-tRNA synthetase IleS 0.0132 0.0865 0.0847
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.1077 0.7989 0.7985
Toxoplasma gondii isoleucyl-tRNA synthetase family protein 0.0132 0.0865 0.0962
Entamoeba histolytica acyl-CoA synthetase, putative 0.0021 0.0024 0.0104
Plasmodium falciparum valine--tRNA ligase, putative 0.0047 0.0221 0.2269
Toxoplasma gondii tRNA synthetase, putative 0.0047 0.0221 0.0239
Loa Loa (eye worm) hypothetical protein 0.0019 0.0009 0.0101
Chlamydia trachomatis methionine--tRNA ligase 0.0028 0.008 0.076
Loa Loa (eye worm) threonyl-tRNA synthetase 0.0056 0.0289 0.3341
Plasmodium vivax threonine--tRNA ligase, putative 0.0049 0.0239 0.269
Echinococcus granulosus methionyl tRNA synthetase cytoplasmic 0.0028 0.008 0.0922
Plasmodium vivax arginyl-tRNA synthetase, putative 0.003 0.0094 0.1
Toxoplasma gondii cysteine-tRNA synthetase (CysRS) 0.002 0.0015 0.0007
Echinococcus multilocularis leucyl tRNA synthetase 0.0047 0.0221 0.2556
Schistosoma mansoni isoleucine--tRNA ligase 0.0132 0.0865 1
Schistosoma mansoni methionine-tRNA synthetase 0.0028 0.008 0.083
Trypanosoma cruzi threonyl-tRNA synthetase, putative 0.0056 0.0289 0.3274
Echinococcus granulosus leucyl tRNA synthetase 0.0066 0.0369 0.4263
Mycobacterium tuberculosis Peptide synthetase MbtF (peptide synthase) 0.0041 0.0176 0.0157
Mycobacterium leprae Probable fatty-acid-CoA synthetase FadD22 (fatty-acid-CoA ligase) (fatty-acid-CoA synthase) 0.0021 0.0024 0.0005
Giardia lamblia Isoleucyl-tRNA synthetase 0.0132 0.0865 1
Loa Loa (eye worm) isoleucyl-tRNA synthetase 0.0132 0.0865 1
Echinococcus granulosus leucyl tRNA synthetase 0.0047 0.0221 0.2556
Onchocerca volvulus 0.0104 0.0653 1
Giardia lamblia Threonyl-tRNA synthetase 0.0049 0.0239 0.2764
Treponema pallidum valyl-tRNA synthetase 0.0047 0.0221 0.2423
Mycobacterium tuberculosis Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase 0.0551 0.4023 0.4011
Trichomonas vaginalis leucyl-tRNA synthetase, putative 0.0019 0.0009 0.0101
Leishmania major leucyl-tRNA synthetase, putative 0.0047 0.0221 0.2423
Brugia malayi isoleucyl-tRNA synthetase family protein 0.0132 0.0865 1
Onchocerca volvulus 0.0041 0.0176 0.2522
Onchocerca volvulus 0.0047 0.0221 0.323
Mycobacterium tuberculosis Hypothetical protein 0.0024 0.0046 0.0027
Plasmodium vivax isoleucine--tRNA ligase, putative 0.0132 0.0865 1
Schistosoma mansoni arginyl-tRNA synthetase 0.003 0.0094 0.1
Toxoplasma gondii leucyl-tRNA synthetase (LeuRS2) 0.0047 0.0221 0.0239
Mycobacterium ulcerans phenyloxazoline synthase MbtB 0.0373 0.2681 0.267
Mycobacterium tuberculosis Isoleucyl-tRNA synthetase IleS 0.0085 0.0511 0.0493
Mycobacterium tuberculosis Pantoate--beta-alanine ligase PanC (pantothenate synthetase) (pantoate activating enzyme) 0.1199 0.8912 0.891
Mycobacterium tuberculosis Probable valyl-tRNA synthase protein ValS (valyl-tRNA synthetase) (valine--tRNA ligase) (valine translase) 0.0047 0.0221 0.0202
Mycobacterium tuberculosis Possible DNA glycosylase 0.0096 0.0591 0.0573
Mycobacterium leprae PROBABLE VALYL-tRNA SYNTHASE PROTEIN VALS (VALYL-tRNA SYNTHETASE) (VALINE--tRNA LIGASE) (VALINE TRANSLASE) ELONGS TO CLASS-I AMI 0.0047 0.0221 0.0202
Trichomonas vaginalis leucyl-tRNA synthetase, putative 0.0047 0.0221 0.2556
Entamoeba histolytica leucyl-tRNA synthetase, putative 0.0047 0.0221 0.2423
Mycobacterium tuberculosis Probable formamidopyrimidine-DNA glycosylase Fpg (FAPY-DNA glycosylase) 0.0096 0.0591 0.0573
Trichomonas vaginalis threonyl-tRNA synthetase, putative 0.0049 0.0239 0.2764
Toxoplasma gondii isoleucyl-tRNA synthetase, putative 0.0047 0.0221 0.0239
Giardia lamblia Cysteinyl-tRNA synthetase 0.002 0.0015 0.0175
Loa Loa (eye worm) hypothetical protein 0.0028 0.008 0.0922
Giardia lamblia Leucyl-tRNA synthetase 0.0019 0.0009 0.0101
Brugia malayi Methyltransferase-like protein 4 0.0024 0.0046 0.0441
Chlamydia trachomatis leucine--tRNA ligase 0.0028 0.008 0.076
Mycobacterium ulcerans arginyl-tRNA synthetase 0.003 0.0094 0.0079
Echinococcus granulosus isoleucyl tRNA synthetase, cytoplasmic 0.0132 0.0865 1
Toxoplasma gondii valyl-tRNA synthetase 0.0047 0.0221 0.0239
Mycobacterium ulcerans bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ACP synthetase 0.0551 0.4023 0.4014
Brugia malayi threonyl-tRNA synthetase, cytoplasmic 0.0056 0.0289 0.3274
Loa Loa (eye worm) AMP-binding enzyme family protein 0.0041 0.0176 0.2034
Mycobacterium ulcerans acyl-CoA synthetase 0.0021 0.0024 0.0009
Trypanosoma cruzi leucyl-tRNA synthetase, putative 0.0047 0.0221 0.248
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.002 0.0015 0.0075
Entamoeba histolytica threonyl-tRNA synthetase, putative 0.0049 0.0239 0.2635
Trypanosoma cruzi valyl-tRNA synthetase, putative 0.0047 0.0221 0.248
Brugia malayi cysteinyl tRNA synthetase protein 1 0.002 0.0015 0.0075
Chlamydia trachomatis arginine--tRNA ligase 0.003 0.0094 0.0932
Trichomonas vaginalis leucyl-tRNA synthetase, putative 0.0047 0.0221 0.2556
Echinococcus multilocularis valyl tRNA synthetase 0.0047 0.0221 0.2556
Echinococcus multilocularis methionyl tRNA synthetase, cytoplasmic 0.0028 0.008 0.0922
Treponema pallidum leucyl-tRNA synthetase 0.0028 0.008 0.076
Echinococcus multilocularis leucyl tRNA synthetase 0.0047 0.0221 0.2556
Brugia malayi leucyl-tRNA synthetase 0.0047 0.0221 0.248
Trichomonas vaginalis leucyl-tRNA synthetase, putative 0.0028 0.008 0.0922
Toxoplasma gondii threonyl-tRNA synthetase family protein 0.0049 0.0239 0.0259
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.002 0.0015 0.0075
Trypanosoma cruzi threonyl-tRNA synthetase, putative 0.0056 0.0289 0.3274
Chlamydia trachomatis valine--tRNA ligase 0.0047 0.0221 0.2423
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsE 0.0028 0.0079 0.0064
Mycobacterium ulcerans formamidopyrimidine-DNA glycosylase 0.0096 0.0591 0.0577
Leishmania major arginyl-tRNA synthetase, putative 0.003 0.0094 0.0932
Loa Loa (eye worm) hypothetical protein 0.0104 0.0653 0.7545
Wolbachia endosymbiont of Brugia malayi leucyl-tRNA synthetase 0.0047 0.0221 0.2423
Loa Loa (eye worm) hypothetical protein 0.0019 0.0009 0.0101
Trypanosoma cruzi valyl-tRNA synthetase, putative 0.0028 0.008 0.083
Schistosoma mansoni isoleucine--tRNA ligase 0.0132 0.0865 1
Echinococcus multilocularis Threonyl tRNA synthetase, C 0.0056 0.0289 0.3341
Trypanosoma brucei threonyl-tRNA synthetase, putative 0.0056 0.0289 0.3223
Loa Loa (eye worm) hypothetical protein 0.0047 0.0221 0.2556
Entamoeba histolytica valyl tRNA synthetase, putative 0.0047 0.0221 0.2423
Mycobacterium ulcerans pantoate--beta-alanine ligase 0.1199 0.8912 0.891
Loa Loa (eye worm) VRS-2 protein 0.0019 0.0009 0.0101
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSE 0.0028 0.0079 0.006
Loa Loa (eye worm) hypothetical protein 0.0132 0.0865 1
Echinococcus multilocularis isoleucyl tRNA synthetase, cytoplasmic 0.0132 0.0865 1
Schistosoma mansoni methyltransferase-related 0.0024 0.0046 0.0441
Chlamydia trachomatis isoleucine--tRNA ligase 0.0132 0.0865 1
Mycobacterium ulcerans thioesterase 0.0332 0.2372 0.2361
Giardia lamblia Methyltransferase like 2 0.0024 0.0046 0.0537
Plasmodium vivax valine--tRNA ligase, putative 0.0047 0.0221 0.248
Entamoeba histolytica valyl-tRNA synthetase, putative 0.0047 0.0221 0.2423
Trichomonas vaginalis isoleucyl, leucyl, tyrosyl, valyl and methionyl-tRNA synthetases, putative 0.0019 0.0009 0.0101
Mycobacterium ulcerans leucyl-tRNA synthetase 0.0028 0.008 0.0065
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein 0.0021 0.0024 0.0178
Trichomonas vaginalis valyl-tRNA synthetase, putative 0.0019 0.0009 0.0101
Trichomonas vaginalis isoleucyl tRNA synthetase, putative 0.0132 0.0865 1
Brugia malayi valyl-tRNA synthetase family protein 0.0047 0.0221 0.248
Schistosoma mansoni threonyl-tRNA synthetase 0.0045 0.0203 0.2272
Toxoplasma gondii leucyl-tRNA synthetase 0.0047 0.0221 0.0239
Echinococcus granulosus cysteinyl tRNA synthetase 0.002 0.0015 0.0175
Mycobacterium leprae Probable threonyl-tRNA synthetase ThrS (threonine-tRNA synthetase) (ThrRS) (Threonine-tRNA ligase) 0.0049 0.0239 0.022
Giardia lamblia Valine-tRNA ligase 0.0047 0.0221 0.2556
Plasmodium falciparum leucine--tRNA ligase, putative 0.0047 0.0221 0.2269
Plasmodium falciparum arginine--tRNA ligase 0.003 0.0094 0.0915
Wolbachia endosymbiont of Brugia malayi threonyl-tRNA synthetase 0.0049 0.0239 0.2635
Brugia malayi AMP-binding enzyme family protein 0.003 0.0093 0.0983
Brugia malayi arginyl aa-tRNA synthetase protein 1 0.003 0.0094 0.1
Onchocerca volvulus 0.0028 0.008 0.1013
Mycobacterium tuberculosis Probable peptide synthetase Nrp (peptide synthase) 0.0041 0.0176 0.0157
Entamoeba histolytica isoleucyl-tRNA synthetase, putative 0.0132 0.0865 1
Plasmodium vivax hypothetical protein, conserved 0.0047 0.0221 0.248
Mycobacterium leprae Probable pantoate--beta-alanine ligase PanC (pantothenate synthetase) (pantoate activating enzyme) 0.1199 0.8912 0.891
Echinococcus multilocularis isoleucyl tRNA synthetase, mitochondrial 0.0104 0.0653 0.7545
Trypanosoma cruzi isoleucyl-tRNA synthetase, putative 0.0132 0.0865 1
Loa Loa (eye worm) hypothetical protein 0.003 0.0093 0.1074
Wolbachia endosymbiont of Brugia malayi formamidopyrimidine-DNA glycosylase 0.0096 0.0591 0.6772
Trypanosoma brucei isoleucyl-tRNA synthetase, putative 0.0132 0.0865 1
Plasmodium falciparum isoleucine--tRNA ligase, putative 0.0143 0.0945 1
Trichomonas vaginalis conserved hypothetical protein 0.0024 0.0046 0.0537
Plasmodium falciparum valine--tRNA ligase, putative 0.0047 0.0221 0.2269
Wolbachia endosymbiont of Brugia malayi valyl-tRNA synthetase 0.0047 0.0221 0.2423
Schistosoma mansoni valine-tRNA ligase 0.0047 0.0221 0.248
Mycobacterium ulcerans threonyl-tRNA synthetase 0.0049 0.0239 0.0224
Echinococcus granulosus valyl tRNA synthetase 0.0047 0.0221 0.2556
Wolbachia endosymbiont of Brugia malayi arginyl-tRNA synthetase 0.003 0.0094 0.0932
Trichomonas vaginalis cysteinyl-tRNA synthetase, putative 0.002 0.0015 0.0175
Toxoplasma gondii pantoate-beta-alanine ligase 0.1199 0.8912 1
Echinococcus granulosus valyl tRNA synthetase 0.0047 0.0221 0.2556
Schistosoma mansoni cysteinyl-tRNA synthetase 0.002 0.0015 0.0075
Leishmania major hypothetical protein, conserved 0.0024 0.0046 0.0369
Plasmodium falciparum cysteine--tRNA ligase 0.002 0.0015 0.0069
Mycobacterium ulcerans formamidopyrimidine-DNA glycosylase 0.0096 0.0591 0.0577
Loa Loa (eye worm) hypothetical protein 0.0019 0.0009 0.0101
Mycobacterium ulcerans isoleucyl-tRNA synthetase 0.0132 0.0865 0.0851
Plasmodium falciparum cysteine--tRNA ligase 0.002 0.0015 0.0069
Schistosoma mansoni cysteinyl-tRNA synthetase 0.002 0.0015 0.0075
Onchocerca volvulus 0.0021 0.0024 0.0138
Mycobacterium ulcerans polyketide synthase associated protein PapA3 0.002 0.0019 0.0004
Brugia malayi AMP-binding enzyme family protein 0.0041 0.0176 0.1953
Leishmania major isoleucyl-tRNA synthetase, putative 0.0132 0.0865 1
Loa Loa (eye worm) hypothetical protein 0.002 0.0015 0.0175
Trypanosoma brucei leucyl-tRNA synthetase, putative 0.0047 0.0221 0.2423
Schistosoma mansoni valine-tRNA ligase 0.0047 0.0221 0.248
Trichomonas vaginalis valyl-tRNA synthetase, putative 0.0019 0.0009 0.0101
Treponema pallidum isoleucyl-tRNA synthetase 0.0132 0.0865 1
Brugia malayi Valyl-tRNA synthetase 0.0047 0.0221 0.248
Loa Loa (eye worm) cysteinyl tRNA synthetase 1 0.002 0.0015 0.0175
Treponema pallidum arginyl-tRNA synthetase 0.003 0.0094 0.0932
Trypanosoma brucei arginyl-tRNA synthetase, putative 0.003 0.0094 0.0932
Echinococcus granulosus arginyl tRNA synthetase cytoplasmic 0.003 0.0094 0.1091
Plasmodium falciparum threonine--tRNA ligase 0.0049 0.0239 0.2462
Trypanosoma brucei valyl-tRNA synthetase, putative 0.0047 0.0221 0.2423
Mycobacterium tuberculosis Probable threonyl-tRNA synthetase ThrS (threonine-tRNA synthetase)(ThrRS) (threonine-tRNA ligase) 0.0049 0.0239 0.022
Schistosoma mansoni leucyl-tRNA synthetase 0.0047 0.0221 0.248
Mycobacterium tuberculosis Peptide synthetase MbtE (peptide synthase) 0.0041 0.0176 0.0157
Echinococcus multilocularis cysteinyl tRNA synthetase 0.002 0.0015 0.0175
Trichomonas vaginalis isoleucyl, leucyl, tyrosyl, valyl and methionyl-tRNA synthetases, putative 0.0028 0.008 0.0922
Mycobacterium tuberculosis Conserved protein 0.0024 0.0046 0.0027
Entamoeba histolytica arginyl-tRNA synthetase 0.003 0.0094 0.0932
Plasmodium falciparum isoleucine--tRNA ligase, putative 0.0132 0.0865 0.9152
Plasmodium vivax cysteine--tRNA ligase, putative 0.002 0.0015 0.0075
Mycobacterium leprae Probable formamidopyrimidine-DNA glycosylase Fpg (FAPY-DNA GLYCOSYLASE) 0.0096 0.0591 0.0573
Mycobacterium ulcerans non-ribosomal peptide synthetase MbtF 0.0041 0.0176 0.0161
Mycobacterium ulcerans valyl-tRNA synthetase 0.0047 0.0221 0.0206
Wolbachia endosymbiont of Brugia malayi isoleucyl-tRNA synthetase 0.0132 0.0865 1
Mycobacterium ulcerans non-ribosomal peptide synthetase MbtE 0.0041 0.0176 0.0161
Mycobacterium tuberculosis Cysteine:1D-myo-inosityl 2-amino-2-deoxy--D-glucopyranoside ligase MshC 0.1343 1 1
Echinococcus multilocularis arginyl tRNA synthetase, cytoplasmic 0.003 0.0094 0.1091
Echinococcus granulosus isoleucyl trna synthetase mitochondrial 0.0104 0.0653 0.7545
Brugia malayi isoleucyl-tRNA synthetase 0.0132 0.0865 1
Onchocerca volvulus 0.0041 0.0176 0.2522
Trypanosoma cruzi arginyl-tRNA synthetase, putative 0.003 0.0094 0.1
Leishmania major valyl-tRNA synthetase, putative 0.0047 0.0221 0.2423
Chlamydia trachomatis threonine--tRNA ligase 0.0056 0.0289 0.3223
Trichomonas vaginalis valyl-tRNA synthetase, putative 0.0019 0.0009 0.0101
Mycobacterium ulcerans peptide synthetase Nrp (peptide synthase) 0.0041 0.0176 0.0161
Loa Loa (eye worm) hypothetical protein 0.0028 0.008 0.0922

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 56.7 uM Antitrypanosomal activity against extracellular Trypanosoma cruzi Tulahuen clone C4 ChEMBL. 15497945
IC50 (functional) = 76.5 uM Antitrypanosomal activity against intracellular Trypanosoma cruzi Tulahuen clone C4 assessed as cleavage of chlorophenol red-beta-D-galactosidase ChEMBL. 15497945

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.
 
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External resources for this compound

Bibliographic References

No literature references available for this target.

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