Detailed information for compound 314219

Basic information

Technical information
  • TDR Targets ID: 314219
  • Name: (8b-methyl-2,3a-dihydro-1H-furo[2,3-b][1]benz ofuran-7-yl) N-(4-propan-2-ylphenyl)carbamate
  • MW: 353.412 | Formula: C21H23NO4
  • H donors: 1 H acceptors: 1 LogP: 4.68 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(Oc1ccc2c(c1)C1(C)CCOC1O2)Nc1ccc(cc1)C(C)C
  • InChi: 1S/C21H23NO4/c1-13(2)14-4-6-15(7-5-14)22-20(23)25-16-8-9-18-17(12-16)21(3)10-11-24-19(21)26-18/h4-9,12-13,19H,10-11H2,1-3H3,(H,22,23)
  • InChiKey: QIYIAVWWIGXXBQ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (8b-methyl-2,3a-dihydro-1H-furo[2,3-b]benzofuran-7-yl) N-(4-isopropylphenyl)carbamate
  • N-(4-isopropylphenyl)carbamic acid (8b-methyl-2,3a-dihydro-1H-furo[2,3-b]benzofuran-7-yl) ester
  • N-p-cumenylcarbamic acid (8b-methyl-2,3a-dihydro-1H-furo[2,3-b]benzofuran-7-yl) ester
  • (8b-methyl-2,3a-dihydro-1H-furo[2,3-b][1]benzoxol-7-yl) N-(4-propan-2-ylphenyl)carbamate

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens butyrylcholinesterase Starlite/ChEMBL References
Homo sapiens acetylcholinesterase (Yt blood group) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis carboxylesterase 5A 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
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus 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
Echinococcus granulosus carboxylesterase 5A 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 granulosus 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
Loa Loa (eye worm) acetylcholinesterase 1 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
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Carboxylesterase family protein butyrylcholinesterase 602 aa 546 aa 30.2 %
Brugia malayi Carboxylesterase family protein acetylcholinesterase (Yt blood group) 614 aa 510 aa 26.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.0537 0.215 0.1586
Trypanosoma cruzi hypothetical protein, conserved 0.0617 0.2503 0.2702
Trypanosoma cruzi protein farnesyltransferase, putative 0.0537 0.215 0.2181
Toxoplasma gondii hypothetical protein 0.1699 0.7277 0.9739
Leishmania major geranylgeranyltransferase, putative 0.0202 0.067 0.0899
Trypanosoma cruzi hypothetical protein, conserved 0.0617 0.2503 0.2702
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.1739 0.7455 0.7272
Brugia malayi dihydrofolate reductase family protein 0.0643 0.2619 0.2228
Onchocerca volvulus 0.1096 0.4616 1
Echinococcus granulosus thymidylate synthase 0.1096 0.4616 0.4331
Loa Loa (eye worm) hypothetical protein 0.2316 1 1
Entamoeba histolytica geranylgeranyl transferase beta subunit 0.063 0.2561 0.2027
Brugia malayi thymidylate synthase 0.1096 0.4616 0.4331
Trypanosoma cruzi protein farnesyltransferase alpha subunit, putative 0.0617 0.2503 0.2702
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 0.0537 0.215 0.1734
Echinococcus multilocularis geranylgeranyl transferase type I beta subunit 0.063 0.2561 0.2167
Giardia lamblia Rab geranylgeranyltransferase 0.2316 1 1
Trypanosoma cruzi protein farnesyltransferase, putative 0.0537 0.215 0.2181
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0783 0.3237 0.2879
Trypanosoma brucei hypothetical protein, conserved 0.0617 0.2503 0.2702
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.2316 1 1
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein 0.0537 0.215 0.2181
Echinococcus multilocularis thymidylate synthase 0.1096 0.4616 0.4331
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0521 0.2081 0.208
Schistosoma mansoni geranylgeranyl transferase type II beta subunit 0.0202 0.067 0.0176
Echinococcus granulosus geranylgeranyl transferase type 2 subunit alpha 0.0617 0.2503 0.2106
Loa Loa (eye worm) hypothetical protein 0.0202 0.067 0.0176
Loa Loa (eye worm) thymidylate synthase 0.1096 0.4616 0.4331
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.1096 0.4616 0.4331
Plasmodium vivax prenyltransferase alpha subunit, putative 0.2316 1 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.2316 1 1
Trypanosoma cruzi lanosterol synthase, putative 0.0251 0.0889 0.0323
Plasmodium vivax conserved Plasmodium protein, unknown function 0.0335 0.126 0.0632
Echinococcus multilocularis protein farnesyltransferase alpha subunit 0.2316 1 1
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.0537 0.215 0.1586
Leishmania major protein farnesyltransferase alpha subunit, putative 0.0617 0.2503 0.3358
Giardia lamblia Rab geranylgeranyltransferase 0.0617 0.2503 0.1965
Trichomonas vaginalis geranylgeranyl transferase type beta subunit, putative 0.0537 0.215 0.1586
Echinococcus granulosus protein farnesyltransferase alpha subunit 0.2316 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.1739 0.7455 0.7272
Mycobacterium tuberculosis Hypothetical protein 0.0521 0.2081 0.3198
Echinococcus multilocularis dihydrofolate reductase 0.0643 0.2619 0.2228
Entamoeba histolytica protein farnesyltransferase beta subunit, putative 0.0537 0.215 0.1586
Echinococcus granulosus geranylgeranyl transferase type I beta subunit 0.063 0.2561 0.2167
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.1699 0.7277 0.7082
Trichomonas vaginalis conserved hypothetical protein 0.0521 0.2081 0.1512
Trypanosoma brucei protein farnesyltransferase alpha subunit, putative 0.0617 0.2503 0.2702
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.063 0.2561 0.2167
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 0.063 0.2561 0.2167
Brugia malayi hypothetical protein 0.0521 0.2081 0.1662
Mycobacterium ulcerans thymidylate synthase 0.1096 0.4616 1
Plasmodium vivax farnesyltransferase beta subunit, putative 0.0537 0.215 0.1586
Echinococcus granulosus protein prenyltransferase alpha subunit 0.0617 0.2503 0.2106
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.0537 0.215 0.1586
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.063 0.2561 0.2027
Plasmodium falciparum geranylgeranyl transferase type-2 subunit alpha, putative 0.0617 0.2503 0.1965
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.2316 1 1
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0617 0.2503 0.2106
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 0.063 0.2561 0.2167
Loa Loa (eye worm) hypothetical protein 0.0202 0.067 0.0176
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.0617 0.2503 0.2106
Brugia malayi Probable protein farnesyltransferase beta subunit, putative 0.0202 0.067 0.0176
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.1739 0.7455 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.1096 0.4616 1
Trypanosoma cruzi protein farnesyltransferase alpha subunit, putative 0.0617 0.2503 0.2702
Plasmodium falciparum protein farnesyltransferase subunit beta 0.0537 0.215 0.1586
Echinococcus granulosus dihydrofolate reductase 0.0643 0.2619 0.2228
Echinococcus multilocularis geranylgeranyl transferase type 2 subunit alpha 0.0617 0.2503 0.2106
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.0537 0.215 0.1586
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.0617 0.2503 0.2702
Schistosoma mansoni dihydrofolate reductase 0.0643 0.2619 0.2228
Trypanosoma cruzi lanosterol synthase, putative 0.0251 0.0889 0.0323
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.1739 0.7455 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.2316 1 1
Echinococcus multilocularis protein prenyltransferase alpha subunit 0.0617 0.2503 0.2106
Trichomonas vaginalis type I geranylgeranyltransferase beta subunit, putative 0.0537 0.215 0.1586
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative 0.2316 1 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.1739 0.7455 1
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 0.0537 0.215 0.1734
Schistosoma mansoni protein farnesyltransferase subunit beta 0.0537 0.215 0.1734
Leishmania major farnesyltransferase beta subunit 0.0537 0.215 0.2884
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0643 0.2619 0.4641
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.1096 0.4616 1
Giardia lamblia Prenyltransferase 0.0537 0.215 0.1586
Echinococcus granulosus protein farnesyltransferase subunit beta 0.0537 0.215 0.1734
Chlamydia trachomatis dihydrofolate reductase 0.0643 0.2619 0.5
Trypanosoma brucei protein farnesyltransferase beta subunit 0.0537 0.215 0.2181
Entamoeba histolytica Rab geranylgeranyltransferase alpha subunit, putative 0.0617 0.2503 0.1965
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0617 0.2503 0.1965
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0617 0.2503 0.2106
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.0617 0.2503 0.2702
Echinococcus multilocularis Rab geranylgeranyltransferase, beta subunit 0.0202 0.067 0.0176
Brugia malayi Dihydrofolate reductase 0.0643 0.2619 0.2228
Trypanosoma brucei lanosterol synthase 0.0251 0.0889 0.0323
Loa Loa (eye worm) dihydrofolate reductase 0.0643 0.2619 0.2228
Toxoplasma gondii hypothetical protein 0.0617 0.2503 0.2702
Schistosoma mansoni protein farnesyltransferase alpha subunit 0.2316 1 1
Echinococcus multilocularis protein farnesyltransferase subunit beta 0.0537 0.215 0.1734
Plasmodium vivax protein prenyltransferase alpha subunit, putative 0.0617 0.2503 0.1965
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.063 0.2561 0.2167
Leishmania major dihydrofolate reductase-thymidylate synthase 0.1739 0.7455 1
Plasmodium falciparum protein farnesyltransferase subunit alpha 0.2316 1 1
Trypanosoma cruzi Protein prenyltransferase alpha subunit repeat, putative 0.0617 0.2503 0.2702

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 27 nM Inhibitory concentration against human plasma Butyrylcholinesterase ChEMBL. 15715468
IC50 (binding) = 27 nM Inhibitory concentration against human plasma Butyrylcholinesterase ChEMBL. 15715468
IC50 (binding) = 2650 nM Inhibitory concentration against human erythrocyte Acetylcholinesterase ChEMBL. 15715468
IC50 (binding) = 2650 nM Inhibitory concentration against human erythrocyte Acetylcholinesterase ChEMBL. 15715468

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

1 literature reference was collected for this gene.

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