Detailed information for compound 1692288

Basic information

Technical information
  • TDR Targets ID: 1692288
  • Name: (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl -7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoli n-5-yl]-3H-2-benzofuran-1-one hydrochloride
  • MW: 449.881 | Formula: C22H24ClNO7
  • H donors: 0 H acceptors: 1 LogP: 3.51 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc2c(c1OC)C(=O)O[C@@H]2[C@@H]1N(C)CCc2c1c(OC)c1c(c2)OCO1.Cl
  • InChi: 1S/C22H23NO7.ClH/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18;/h5-6,9,17-18H,7-8,10H2,1-4H3;1H/t17-,18+;/m1./s1
  • InChiKey: MFLVZFXCSKVCSH-URBRKQAFSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-isobenzofuran-1-one hydrochloride
  • EU-0100840
  • SBB006457
  • D02172
  • Noscapine hydrochloride (JP15)
  • (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium-5-yl]-3H-2-benzofuran-1-one chloride
  • (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium-5-yl]-3H-isobenzofuran-1-one chloride

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
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.208743 1 1
Loa Loa (eye worm) hypothetical protein 0.00716615 0.011088 0.0106757
Loa Loa (eye worm) hypothetical protein 0.00950236 0.0225492 0.0270546
Echinococcus granulosus epidermal growth factor receptor 0.0162742 0.055771 0.0745308
Onchocerca volvulus Tyrosine kinase homolog 0.0180143 0.0643078 0.0193458
Mycobacterium ulcerans thymidylate synthase 0.148279 0.703373 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.208743 1 0.5
Echinococcus multilocularis neuroglian 0.00899624 0.0200662 0.0235062
Loa Loa (eye worm) hypothetical protein 0.0113325 0.0315275 0.0398851
Echinococcus granulosus twitchin 0.00899624 0.0200662 0.0235062
Echinococcus multilocularis basement membrane specific heparan sulfate 0.00716615 0.011088 0.0106757
Echinococcus granulosus dihydrofolate reductase 0.119066 0.560058 0.795192
Echinococcus granulosus epidermal growth factor receptor 0.00904526 0.0203067 0.0238499
Leishmania major dihydrofolate reductase-thymidylate synthase 0.208743 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0113325 0.0315275 0.0398851
Loa Loa (eye worm) hypothetical protein 0.00716615 0.011088 0.0106757
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0256866 0.101947 0.14052
Echinococcus multilocularis epidermal growth factor receptor 0.0162742 0.055771 0.0745308
Echinococcus multilocularis Immunoglobulin 0.00716615 0.011088 0.0106757
Brugia malayi Furin-like cysteine rich region family protein 0.0162742 0.055771 0.0745308
Loa Loa (eye worm) thymidylate synthase 0.148279 0.703373 1
Chlamydia trachomatis dihydrofolate reductase 0.119066 0.560058 0.5
Brugia malayi Immunoglobulin I-set domain containing protein 0.0256866 0.101947 0.14052
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.148279 0.703373 1
Schistosoma mansoni tyrosine kinase 0.00904526 0.0203067 0.0288705
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.00716615 0.011088 0.015764
Loa Loa (eye worm) hypothetical protein 0.00716615 0.011088 0.0106757
Echinococcus granulosus Immunoglobulin 0.00716615 0.011088 0.0106757
Echinococcus granulosus neuroglian 0.00899624 0.0200662 0.0235062
Loa Loa (eye worm) hypothetical protein 0.00716615 0.011088 0.0106757
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.208743 1 0.5
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.119066 0.560058 0.624216
Trichomonas vaginalis conserved hypothetical protein 0.0705406 0.321996 0.5
Schistosoma mansoni dihydrofolate reductase 0.119066 0.560058 0.796246
Onchocerca volvulus 0.148279 0.703373 1
Schistosoma mansoni tyrosine kinase 0.00904526 0.0203067 0.0288705
Schistosoma mansoni nephrin 0.00899624 0.0200662 0.0285286
Brugia malayi dihydrofolate reductase family protein 0.119066 0.560058 0.795192
Schistosoma mansoni tyrosine kinase 0.00830556 0.0166778 0.0237112
Echinococcus multilocularis epidermal growth factor receptor 0.00904526 0.0203067 0.0238499
Echinococcus granulosus thymidylate synthase 0.148279 0.703373 1
Brugia malayi Dihydrofolate reductase 0.119066 0.560058 0.795192
Schistosoma mansoni tyrosine kinase 0.0162742 0.055771 0.0792907
Brugia malayi hypothetical protein 0.0705406 0.321996 0.454985
Brugia malayi Immunoglobulin I-set domain containing protein 0.00716615 0.011088 0.0106757
Loa Loa (eye worm) dihydrofolate reductase 0.119066 0.560058 0.795192
Brugia malayi thymidylate synthase 0.148279 0.703373 1
Echinococcus granulosus defective proboscis extension response 0.00716615 0.011088 0.0106757
Echinococcus multilocularis thymidylate synthase 0.148279 0.703373 1
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.00950236 0.0225492 0.0270546
Brugia malayi hypothetical protein 0.00716615 0.011088 0.0106757
Schistosoma mansoni Neurotrimin precursor (hNT) 0.00716615 0.011088 0.015764
Schistosoma mansoni cell adhesion molecule 0.00950236 0.0225492 0.0320587
Echinococcus multilocularis dihydrofolate reductase 0.119066 0.560058 0.795192
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.208743 1 0.5
Loa Loa (eye worm) hypothetical protein 0.00716615 0.011088 0.0106757
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.208743 1 0.5
Echinococcus multilocularis Immunoglobulin 0.00716615 0.011088 0.0106757
Loa Loa (eye worm) hypothetical protein 0.00716615 0.011088 0.0106757
Brugia malayi Fibronectin type III domain containing protein 0.00716615 0.011088 0.0106757
Schistosoma mansoni tyrosine kinase 0.00830556 0.0166778 0.0237112
Schistosoma mansoni tyrosine kinase 0.00564341 0.00361764 0.00514327
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.148279 0.703373 1
Schistosoma mansoni tyrosine kinase 0.00564341 0.00361764 0.00514327
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.00904526 0.0203067 0.0238499
Loa Loa (eye worm) TK/EGFR protein kinase 0.0162742 0.055771 0.0745308
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.148279 0.703373 1
Echinococcus multilocularis roundabout 2 0.0113325 0.0315275 0.0398851
Echinococcus granulosus roundabout 2 0.0113325 0.0315275 0.0398851
Schistosoma mansoni vesicular amine transporter 0.00716615 0.011088 0.015764
Schistosoma mansoni tyrosine kinase 0.00830556 0.0166778 0.0237112

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = -5.1 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR green assay ChEMBL. 19734910
IC50 (functional) = -5.1 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR green assay ChEMBL. 19734910
IC50 (functional) = -5 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR green assay ChEMBL. 19734910
IC50 (functional) = -4.9 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR green assay ChEMBL. 19734910
Inhibition (ADMET) = 93.17031665 % Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM ChEMBL. 23571415
Inhibition (ADMET) = 114.648198 % Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM ChEMBL. 23571415

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 19734910

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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