Detailed information for compound 1013991

Basic information

Technical information
  • TDR Targets ID: 1013991
  • Name: 9,11-dimethoxy-2-propan-2-yl-3,4-dihydro-1H-n aphtho[6,5-f]isoquinoline-8,12-diol
  • MW: 367.438 | Formula: C22H25NO4
  • H donors: 2 H acceptors: 2 LogP: 4.32 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1c(O)c2CN(CCc2c2c1c1cc(OC)c(cc1cc2)O)C(C)C
  • InChi: 1S/C22H25NO4/c1-12(2)23-8-7-14-15-6-5-13-9-18(24)19(26-3)10-16(13)20(15)22(27-4)21(25)17(14)11-23/h5-6,9-10,12,24-25H,7-8,11H2,1-4H3
  • InChiKey: AWJWBWOWUNPLTO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-isopropyl-9,11-dimethoxy-3,4-dihydro-1H-naphtho[6,5-f]isoquinoline-8,12-diol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Electrophorus electricus Acetylcholinesterase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum Acetylcholinesterase 1 precursor, putative Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum ko:K01049 acetylcholinesterase [EC3.1.1.7], putative Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) acetylcholinesterase 1 Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) carboxylesterase Get druggable targets OG5_126875 All targets in OG5_126875
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus BC026374 protein S09 family Acetylcholinesterase   633 aa 690 aa 31.7 %
Onchocerca volvulus Acetylcholinesterase   633 aa 648 aa 25.3 %
Echinococcus multilocularis neuroligin Acetylcholinesterase   633 aa 507 aa 23.9 %
Echinococcus multilocularis BC026374 protein (S09 family) Acetylcholinesterase   633 aa 690 aa 32.3 %
Onchocerca volvulus Molybdopterin synthase catalytic subunit homolog Acetylcholinesterase   633 aa 576 aa 28.8 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   633 aa 597 aa 25.1 %
Drosophila melanogaster CG10175 gene product from transcript CG10175-RE Acetylcholinesterase   633 aa 549 aa 30.4 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   633 aa 517 aa 25.1 %
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Acetylcholinesterase   633 aa 622 aa 24.9 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   633 aa 620 aa 28.4 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   633 aa 576 aa 23.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus 0.0158 0.0475 0.1543
Trypanosoma brucei histone deacetylase 3 0.0719 0.379 0.1261
Toxoplasma gondii histone deacetylase HDAC3 0.1771 1 1
Brugia malayi Histone deacetylase family protein 0.0719 0.379 0.3773
Trichomonas vaginalis histone deacetylase, putative 0.1771 1 0.5
Plasmodium vivax histone deacetylase, putative 0.0719 0.379 0.1261
Echinococcus multilocularis Lysosomal Pro X carboxypeptidase 0.009 0.0078 0.0049
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0483 0.2399 0.2377
Schistosoma mansoni histone deacetylase 4 5 0.0719 0.379 0.3773
Entamoeba histolytica histone deacetylase, putative 0.1771 1 0.5
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.1771 1 0.5
Trypanosoma cruzi histone deacetylase 1, putative 0.1771 1 1
Plasmodium falciparum histone deacetylase 1 0.1771 1 1
Echinococcus granulosus histone deacetylase 3 0.1771 1 1
Onchocerca volvulus Histone deacetylase 10 homolog 0.0567 0.2894 1
Schistosoma mansoni histone deacetylase 4 5 0.0719 0.379 0.3773
Mycobacterium ulcerans bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ACP synthetase 0.0541 0.2737 1
Onchocerca volvulus Matrilysin homolog 0.0158 0.0475 0.1543
Loa Loa (eye worm) histone deacetylase 0.0719 0.379 0.379
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0483 0.2399 0.2377
Plasmodium vivax histone deacetylase 1, putative 0.1771 1 1
Trichomonas vaginalis histone deacetylase, putative 0.1771 1 0.5
Toxoplasma gondii histone deacetylase HDAC5 0.0567 0.2894 0.1889
Loa Loa (eye worm) hypothetical protein 0.0152 0.0441 0.0441
Schistosoma mansoni matrix metallopeptidase-7 (M10 family) 0.0158 0.0475 0.0448
Trichomonas vaginalis histone deacetylase, putative 0.1771 1 0.5
Toxoplasma gondii histone deacetylase HDAC4 0.0567 0.2894 0.1889
Loa Loa (eye worm) matrix metalloproteinase 0.0158 0.0475 0.0475
Toxoplasma gondii histone deacetylase HDAC2 0.1771 1 1
Loa Loa (eye worm) hypothetical protein 0.009 0.0078 0.0078
Schistosoma mansoni histone deacetylase hda2 0.0727 0.3834 0.3816
Loa Loa (eye worm) hypothetical protein 0.0158 0.0475 0.0475
Onchocerca volvulus Matrix metalloproteinase homolog 0.0349 0.1608 0.5502
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.1771 1 0.5
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.0083 0.0034 0.0005
Echinococcus granulosus Lysosomal Pro X carboxypeptidase 0.009 0.0078 0.0049
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.1771 1 0.5
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0515 0.2584 0.2563
Mycobacterium leprae PROBABLE HYDROLASE 0.0192 0.0678 0.5
Loa Loa (eye worm) histone deacetylase 7A 0.0719 0.379 0.379
Echinococcus multilocularis histone deacetylase 0.0719 0.379 0.3773
Loa Loa (eye worm) hypothetical protein 0.0082 0.0028 0.0028
Schistosoma mansoni lysosomal Pro-Xaa carboxypeptidase (S28 family) 0.009 0.0078 0.0049
Loa Loa (eye worm) hypothetical protein 0.0159 0.0485 0.0485
Brugia malayi histone deacetylase 11 0.0567 0.2894 0.2874
Loa Loa (eye worm) matrixin family protein 0.0292 0.1266 0.1266
Toxoplasma gondii histone deacetylase HDAC1 0.0719 0.379 0.2911
Schistosoma mansoni histone deacetylase 0.1771 1 1
Loa Loa (eye worm) hypothetical protein 0.009 0.0078 0.0078
Schistosoma mansoni histone deacetylase 1 2 3 0.0567 0.2894 0.2874
Loa Loa (eye worm) histone deacetylase 3 0.1771 1 1
Echinococcus multilocularis histone deacetylase 1 0.1771 1 1
Echinococcus granulosus histone deacetylase 6 0.0719 0.379 0.3773
Loa Loa (eye worm) hypothetical protein 0.0158 0.0475 0.0475
Loa Loa (eye worm) matrixin family protein 0.0349 0.1608 0.1608
Onchocerca volvulus 0.0134 0.0336 0.1057
Echinococcus multilocularis histone deacetylase 7 0.0719 0.379 0.3773
Echinococcus multilocularis histone deacetylase 6 0.0719 0.379 0.3773
Brugia malayi Serine carboxypeptidase S28 family protein 0.009 0.0078 0.0049
Loa Loa (eye worm) histone deacetylase 11 0.0567 0.2894 0.2894
Loa Loa (eye worm) hypothetical protein 0.0082 0.0028 0.0028
Echinococcus granulosus histone deacetylase 7 0.0719 0.379 0.3773
Echinococcus multilocularis histone deacetylase 6 0.0727 0.3834 0.3816
Loa Loa (eye worm) acetylcholinesterase 1 0.0082 0.0028 0.0028
Loa Loa (eye worm) hypothetical protein 0.1771 1 1
Leishmania major histone deacetylase, putative 0.1771 1 1
Trypanosoma brucei histone deacetylase, putative 0.0719 0.379 0.1261
Echinococcus granulosus tm gpcr rhodopsin 0.0515 0.2584 0.2563
Brugia malayi Matrixin family protein 0.0158 0.0475 0.0448
Brugia malayi Matrixin family protein 0.0158 0.0475 0.0448
Echinococcus granulosus histone deacetylase 6 0.0719 0.379 0.3773
Trypanosoma cruzi histone deacetylase, putative 0.0719 0.379 0.1261
Loa Loa (eye worm) hypothetical protein 0.0083 0.0034 0.0034
Brugia malayi Matrixin family protein 0.0158 0.0475 0.0448
Loa Loa (eye worm) carboxylesterase 0.0082 0.0028 0.0028
Schistosoma mansoni hypothetical protein 0.0134 0.0336 0.0309
Giardia lamblia Histone deacetylase 0.1771 1 0.5
Loa Loa (eye worm) histone deacetylase 1 0.1771 1 1
Leishmania major histone deacetylase, putative 0.1771 1 1
Onchocerca volvulus Matrilysin homolog 0.0349 0.1608 0.5502
Echinococcus granulosus histone deacetylase 6 0.0727 0.3834 0.3816
Brugia malayi Histone deacetylase family protein 0.0719 0.379 0.3773
Echinococcus multilocularis histone deacetylase 8 0.0567 0.2894 0.2874
Schistosoma mansoni histone deacetylase 0.1771 1 1
Echinococcus multilocularis histone deacetylase 3 0.1771 1 1
Mycobacterium tuberculosis Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase 0.0541 0.2737 1
Echinococcus granulosus histone deacetylase 1 0.1771 1 1
Trypanosoma brucei histone deacetylase 4 0.0719 0.379 0.1261
Loa Loa (eye worm) hypothetical protein 0.0083 0.0034 0.0034
Trichomonas vaginalis histone deacetylase, putative 0.1771 1 0.5
Trypanosoma cruzi histone deacetylase, putative 0.0719 0.379 0.1261
Loa Loa (eye worm) hypothetical protein 0.009 0.0078 0.0078
Echinococcus multilocularis histone deacetylase 6 0.0719 0.379 0.3773
Echinococcus granulosus histone deacetylase 0.0719 0.379 0.3773
Trichomonas vaginalis histone deacetylase, putative 0.1771 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0192 0.0678 0.0678
Brugia malayi histone deacetylase 1 (HD1) 0.1771 1 1
Plasmodium vivax histone deacetylase 2, putative 0.0719 0.379 0.1261
Brugia malayi Histone deacetylase 1 0.1771 1 1
Brugia malayi Cation transporter family protein 0.0083 0.0034 0.0005
Brugia malayi Matrixin family protein 0.0158 0.0475 0.0448
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.0083 0.0034 0.0005
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.0192 0.0678 0.0651
Trypanosoma brucei histone deacetylase 1 0.1771 1 1
Echinococcus granulosus histone deacetylase 8 0.0567 0.2894 0.2874
Brugia malayi Hemopexin family protein 0.0134 0.0336 0.0309
Schistosoma mansoni histone deacetylase hda2 0.0567 0.2894 0.2874
Loa Loa (eye worm) hypothetical protein 0.0567 0.2894 0.2894
Trypanosoma cruzi histone deacetylase, putative 0.0719 0.379 0.1261
Brugia malayi Matrixin family protein 0.0292 0.1266 0.1241
Trypanosoma cruzi histone deacetylase 1, putative 0.1771 1 1
Trichomonas vaginalis histone deacetylase, putative 0.1771 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0158 0.0475 0.0475

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 6.8 uM Inhibition of electric eel AChE by colorimetric method ChEMBL. 9461651

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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