Detailed information for compound 557476

Basic information

Technical information
  • TDR Targets ID: 557476
  • Name: pseudolycorine
  • MW: 289.326 | Formula: C16H19NO4
  • H donors: 3 H acceptors: 3 LogP: -0.22 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc2CN3CCC4=C[C@@H]([C@H]([C@@H](c2cc1O)[C@H]34)O)O
  • InChi: 1S/C16H19NO4/c1-21-13-5-9-7-17-3-2-8-4-12(19)16(20)14(15(8)17)10(9)6-11(13)18/h4-6,12,14-16,18-20H,2-3,7H2,1H3/t12-,14-,15+,16+/m0/s1
  • InChiKey: CKAHWDNDUGDSLE-ARLBYUKCSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 29429-03-6
  • 9-Methoxy-3,12-didehydrogalanthan-1,2,10-triol
  • AIDS-128901
  • AIDS128901
  • 10,11-Secolycoran-1-alpha,2-beta-diol, 3,3a-didehydro-
  • Galanthan-1,2,10-triol, 3,12-didehydro-9-methoxy-, (1-alpha,2-beta)- (9CI)
  • psi-Lycorine
  • C12187
  • NSC 305489
  • Pseudolycorine HCl

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
Trichomonas vaginalis heat shock protein, putative 0.0315 0.2588 0.2588
Schistosoma mansoni heat shock protein 0.0315 0.2588 0.2588
Brugia malayi heat shock protein 90 0.077 1 1
Chlamydia trachomatis DNA gyrase subunit B 0.0157 0 0.5
Trichomonas vaginalis heat shock protein, putative 0.0613 0.7443 0.7443
Leishmania major heat shock protein 83-1 0.077 1 1
Trypanosoma cruzi heat shock protein 90, putative 0.0613 0.7443 0.7443
Leishmania major heat shock protein 83-1 0.077 1 1
Echinococcus multilocularis heat shock protein 75 kDa, mitochondrial 0.0315 0.2588 0.2588
Trypanosoma cruzi heat shock protein 85, putative 0.077 1 1
Trypanosoma brucei heat shock protein, putative 0.077 1 1
Trichomonas vaginalis heat shock protein, putative 0.0472 0.5145 0.5145
Leishmania major heat shock protein 83-1 0.077 1 1
Trypanosoma cruzi heat shock protein 90, putative 0.0454 0.4855 0.4855
Trichomonas vaginalis heat shock protein, putative 0.0613 0.7443 0.7443
Trypanosoma cruzi heat shock protein 85, putative 0.077 1 1
Toxoplasma gondii Hsp90 domain-containing protein 0.0315 0.2588 0.2588
Leishmania major lipophosphoglycan biosynthetic protein, putative,heat shock protein 90, putative,glucose regulated protein 94, putative 0.0613 0.7443 0.7443
Leishmania major heat shock protein 83-1 0.077 1 1
Echinococcus multilocularis heat shock protein 0.077 1 1
Leishmania major heat shock protein 83-1 0.077 1 1
Trypanosoma cruzi Heat shock protein 83, putative 0.077 1 1
Plasmodium vivax heat shock protein, putative 0.0315 0.2588 0.2588
Echinococcus granulosus heat shock protein 90 0.0613 0.7443 0.7443
Plasmodium falciparum heat shock protein 90, putative 0.0315 0.2588 0.2588
Giardia lamblia Heat shock protein HSP 90-alpha 0.077 1 1
Leishmania major heat shock protein 83-1 0.077 1 1
Trypanosoma brucei heat shock protein, putative 0.077 1 1
Entamoeba histolytica heat shock protein 90, putative 0.077 1 1
Mycobacterium leprae PROBABLE CHAPERONE PROTEIN HTPG (HEAT SHOCK PROTEIN) (HSP90 FAMILY PROTEIN) (HIGH TEMPERATURE PROTEIN G) 0.0613 0.7443 1
Entamoeba histolytica heat shock protein 90, putative 0.077 1 1
Toxoplasma gondii heat shock protein HSP90 0.077 1 1
Trypanosoma cruzi heat shock protein 90, putative 0.077 1 1
Wolbachia endosymbiont of Brugia malayi heat shock protein 90 0.0613 0.7443 1
Leishmania major heat shock protein 83-1 0.077 1 1
Loa Loa (eye worm) heat shock protein 90 0.077 1 1
Mycobacterium ulcerans heat shock protein 90 0.0613 0.7443 1
Trypanosoma brucei heat shock protein, putative 0.077 1 1
Echinococcus granulosus heat shock protein heat shock protein 90 alpha 0.0613 0.7443 0.7443
Trichomonas vaginalis heat shock protein, putative 0.0613 0.7443 0.7443
Giardia lamblia Heat shock protein HSP 90-alpha 0.0613 0.7443 0.7443
Chlamydia trachomatis DNA gyrase subunit B 0.0157 0 0.5
Leishmania major heat shock protein 83-1 0.077 1 1
Schistosoma mansoni heat shock protein 0.077 1 1
Toxoplasma gondii heat shock protein 75, putative 0.0315 0.2588 0.2588
Leishmania major heat shock protein 83-1 0.077 1 1
Trypanosoma cruzi heat shock protein, putative 0.0315 0.2588 0.2588
Treponema pallidum heat shock protein 90 0.0613 0.7443 1
Echinococcus multilocularis endoplasmin 0.0613 0.7443 0.7443
Leishmania major heat shock protein 83-1 0.077 1 1
Echinococcus multilocularis heat shock protein 90 0.077 1 1
Trypanosoma brucei heat shock protein 90, putative 0.077 1 1
Echinococcus granulosus heat shock protein 90 0.077 1 1
Schistosoma mansoni heat shock protein 0.077 1 1
Chlamydia trachomatis two component regulatory system sensor histidine kinase 0.0157 0 0.5
Trypanosoma cruzi heat shock protein 85, putative 0.077 1 1
Trypanosoma brucei heat shock protein, putative 0.077 1 1
Toxoplasma gondii heat shock protein 90, putative 0.077 1 1
Loa Loa (eye worm) endoplasmin 0.077 1 1
Plasmodium falciparum heat shock protein 90, putative 0.0315 0.2588 0.2588
Entamoeba histolytica 90 kDa heat shock protein, putative 0.0315 0.2588 0.2588
Trichomonas vaginalis endoplasmin, putative 0.0472 0.5145 0.5145
Echinococcus granulosus heat shock protein 75 kDa mitochondrial 0.0315 0.2588 0.2588
Trichomonas vaginalis heat shock protein, putative 0.077 1 1
Leishmania major heat shock protein 83-1 0.077 1 1
Leishmania major heat shock protein 83-1 0.077 1 1
Onchocerca volvulus Heat shock protein 75 kDa, mitochondrial homolog 0.0315 0.2588 1
Giardia lamblia Grp94/Hsp90 0.0613 0.7443 0.7443
Echinococcus multilocularis heat shock protein 90 0.0613 0.7443 0.7443
Trypanosoma brucei Heat shock protein 83, putative 0.077 1 1
Plasmodium vivax heat shock protein 90, putative 0.0315 0.2588 0.2588
Trypanosoma brucei heat shock protein, putative 0.077 1 1
Echinococcus granulosus heat shock protein 0.077 1 1
Leishmania major heat shock protein 83-1 0.077 1 1
Brugia malayi Hsp90 protein 0.0315 0.2588 0.2588
Leishmania major heat shock protein 83-1 0.077 1 1
Loa Loa (eye worm) heat shock protein 75 0.0315 0.2588 0.2588
Trypanosoma brucei heat shock protein 84, putative 0.0315 0.2588 0.2588
Schistosoma mansoni endoplasmin 0.077 1 1
Leishmania major heat shock protein 83-1 0.077 1 1
Leishmania major heat shock protein 83-1 0.077 1 1
Leishmania major heat shock protein, putative 0.0315 0.2588 0.2588
Leishmania major heat shock protein 83-1 0.077 1 1
Echinococcus granulosus endoplasmin 0.0613 0.7443 0.7443
Plasmodium falciparum heat shock protein 90 0.077 1 1
Trypanosoma brucei heat shock protein, putative 0.077 1 1
Plasmodium vivax endoplasmin, putative 0.077 1 1
Trypanosoma brucei heat shock protein, putative 0.077 1 1
Trypanosoma brucei heat shock protein, putative 0.077 1 1
Trypanosoma cruzi heat shock protein 85, putative 0.0613 0.7443 0.7443
Plasmodium vivax heat shock protein 86, putative 0.077 1 1
Trypanosoma brucei heat shock protein 90, putative 0.077 1 1
Schistosoma mansoni endoplasmin 0.077 1 1
Mycobacterium tuberculosis Probable chaperone protein HtpG (heat shock protein) (HSP90 family protein) (high temperature protein G) 0.0613 0.7443 1
Plasmodium falciparum endoplasmin, putative 0.0472 0.5145 0.5145

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 7.4 uM Cytotoxicity against human A549 cells after 72 hrs by MTT colorimetric assay ChEMBL. 20550100
IC50 (functional) = 7.5 uM Growth inhibition of proapoptotic stimuli-resistant human A549 cells after 72 hrs by MTT assay ChEMBL. 19788245
IC50 (functional) = 7.5 uM Growth inhibition of proapoptotic stimuli-sensitive mouse B16F10 cells after 72 hrs by MTT assay ChEMBL. 19788245
IC50 (functional) = 7.5 uM Cytotoxicity against mouse B16F10 cells after 72 hrs by MTT colorimetric assay ChEMBL. 20550100
IC50 (functional) > 10 uM Growth inhibition of proapoptotic stimuli-resistant human SK-MEL-28 cells after 72 hrs by MTT assay ChEMBL. 19788245
IC50 (functional) > 10 uM Cytotoxicity against human SK-MEL cells after 72 hrs by MTT colorimetric assay ChEMBL. 20550100
IC50 (ADMET) = 66.9 uM Growth inhibition of human NHDF after 72 hrs by MTT assay ChEMBL. 19788245
Inhibition (functional) = 1.58 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGT2 that are glucose transport deficient and complemented with the L. Mexicana glucose transporter 2. Activity is measured by by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = 3 % GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 LDH activity, using an LDH reporter assay. Test compounds present at 2uM ChEMBL. 20485427
Inhibition (functional) = 3.79 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmPfHT that are glucose transport deficient and complemented with the Plasmodium falciparum hexose transporter. Activity is measured by by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = 4.04 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGLUT1 that are glucose transport deficient and complemented with the human glucose transporter GLUT1. Activity is measured by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = 18 % GSK_TCMDC: Percent inhibition of human HepG2 cell line. Test compounds present at 10uM. ChEMBL. 20485427
Inhibition (functional) = 31 % GSK_TCMDC: Inhibition of Plasmodium falciparum Dd2 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM ChEMBL. 20485427
Inhibition (functional) = 90 % GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM ChEMBL. 20485427
Inhibition frequency index (IFI) (functional) = 4.14 Inhibition Frequency Index (IFI) GSK. 20485427
Ki (binding) Inhibition of AChE at 10 uM by Ellman's assay ChEMBL. 20655219
Percent growth inhibition (functional) = 3 % Percent inhibition of P. falciparum lactate dehydrogenase activity (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = 18 % Percent inhibition of HepG2 growth (at 10 uM) GSK. 20485427
Percent growth inhibition (functional) = 31 % Percent inhibition of P. falciparum Dd2 growth (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = 90 % Percent inhibition of P. falciparum 3D7 growth (at 2 uM) GSK. 20485427
XC50 (functional) = 6 XC50 determination of P. falciparum 3D7 growth GSK. 20485427
XC50 (functional) = 0.99084 uM GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole erythrocytes, using parasite LDH activity as an index of growth. ChEMBL. 20485427

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 19788245
Mus musculus ChEMBL23 19788245

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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