Detailed information for compound 1824841

Basic information

Technical information
  • TDR Targets ID: 1824841
  • Name: 2-(naphthalen-1-ylmethyl)-1,1-dioxo-1,2-benzo thiazol-3-one
  • MW: 323.366 | Formula: C18H13NO3S
  • H donors: 0 H acceptors: 3 LogP: 3.33 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1c2ccccc2S(=O)(=O)N1Cc1cccc2c1cccc2
  • InChi: 1S/C18H13NO3S/c20-18-16-10-3-4-11-17(16)23(21,22)19(18)12-14-8-5-7-13-6-1-2-9-15(13)14/h1-11H,12H2
  • InChiKey: LOBPVRSJGPRVFC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-(1-naphthylmethyl)-1,1-dioxo-1,2-benzothiazol-3-one
  • 1,1-diketo-2-(1-naphthylmethyl)-1,2-benzothiazol-3-one
  • STOCK1S-69190
  • EU-0014328
  • ChemDiv2_004368
  • IDI1_003083
  • ZINC00093625
  • BAS 05022014
  • Oprea1_659788

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens carbonic anhydrase XII Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma cruzi carbonic anhydrase-like protein, putative carbonic anhydrase XII 354 aa 295 aa 23.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Echinococcus multilocularis carbonic anhydrase 0.0034 0.1373 1
Schistosoma mansoni hypothetical protein 0.0034 0.1373 0.1373
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0034 0.1373 0.1373
Echinococcus multilocularis carbonic anhydrase II 0.0034 0.1373 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 0.0687 0.4719
Onchocerca volvulus 0.0022 0.0687 0.0687
Onchocerca volvulus 0.0182 1 1
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0019 0.0498 0.3629
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0034 0.1373 1
Loa Loa (eye worm) hypothetical protein 0.0034 0.1373 0.1373
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 0.0687 1
Entamoeba histolytica exodeoxyribonuclease III, putative 0.0019 0.0498 0.6932
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0034 0.1373 0.1373
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0015 0.0268 0.3182
Loa Loa (eye worm) hypothetical protein 0.0034 0.1373 0.1373
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Onchocerca volvulus 0.0022 0.0687 0.0687
Onchocerca volvulus 0.0022 0.0687 0.0687
Onchocerca volvulus Cathepsin L homolog 0.0022 0.0687 0.0687
Leishmania major cathepsin L-like protease 0.0022 0.0687 0.2152
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Schistosoma mansoni ap endonuclease 0.0019 0.0498 0.0498
Echinococcus granulosus cathepsin L 0.0011 0.0073 0.0532
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 0.0687 0.4719
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 0.0687 0.4719
Plasmodium falciparum cysteine proteinase falcipain 3 0.0022 0.0687 0.4719
Brugia malayi Hypothetical tyrosinase-like protein C02C2.1 in chromosome III 0.0182 1 1
Schistosoma mansoni carbonic anhydrase-related 0.0034 0.1373 0.1373
Leishmania major cathepsin L-like protease 0.0022 0.0687 0.2152
Plasmodium falciparum cysteine proteinase falcipain 2b 0.0022 0.0687 0.4719
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 0.0687 0.4719
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0022 0.0687 0.5
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 0.0687 1
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0019 0.0498 0.0498
Leishmania major cathepsin L-like protease 0.0022 0.0687 0.2152
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 0.0687 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Echinococcus multilocularis carbonic anhydrase 0.0034 0.1373 1
Toxoplasma gondii hypothetical protein 0.0034 0.1373 1
Brugia malayi Cathepsin L-like precursor 0.0015 0.0268 0.0268
Trypanosoma cruzi cysteine peptidase, putative 0.0022 0.0687 0.4719
Echinococcus multilocularis cathepsin L cysteine protease 0.0022 0.0687 0.5
Trypanosoma cruzi cruzipain precursor, putative 0.0022 0.0687 0.4719
Echinococcus granulosus carbonic anhydrase 0.0034 0.1373 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Brugia malayi Putative carbonic anhydrase 5 precursor 0.0034 0.1373 0.1373
Brugia malayi Common central domain of tyrosinase family protein 0.0182 1 1
Leishmania major carbonic anhydrase-like protein 0.0034 0.1373 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0019 0.0498 0.6932
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0022 0.0687 0.0687
Brugia malayi Cathepsin L-like precursor 0.0015 0.0268 0.0268
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0034 0.1373 0.1373
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.0022 0.0687 0.0687
Loa Loa (eye worm) hypothetical protein 0.0034 0.1373 0.1373
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0034 0.1373 0.1373
Loa Loa (eye worm) ShTK domain-containing protein 0.0182 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Onchocerca volvulus 0.0182 1 1
Entamoeba histolytica cysteine proteinase, putative 0.0015 0.0268 0.3182
Echinococcus granulosus cathepsin L cysteine proteinase 0.0022 0.0687 0.5
Brugia malayi Cathepsin L-like precursor 0.0022 0.0687 0.0687
Trypanosoma cruzi cysteine peptidase, putative 0.0022 0.0687 0.4719
Brugia malayi Hypothetical tyrosinase-like protein F21C3.2 in chromosome I 0.0182 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0022 0.0687 0.4719
Schistosoma mansoni ap endonuclease 0.0019 0.0498 0.0498
Onchocerca volvulus 0.0182 1 1
Loa Loa (eye worm) hypothetical protein 0.0182 1 1
Onchocerca volvulus 0.0015 0.0268 0.0268
Onchocerca volvulus Cathepsin F homolog 0.0022 0.0687 0.0687
Brugia malayi Hypothetical tyrosinase-like protein C02C2.1 in chromosome III 0.0182 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 0.0687 0.4719
Brugia malayi Cathepsin L-like cysteine proteinase 0.0015 0.0268 0.0268
Brugia malayi Cathepsin L-like precursor 0.0022 0.0687 0.0687
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0011 0.0073 0.0073
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0022 0.0687 1
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0019 0.0498 0.5
Giardia lamblia Endonuclease/Exonuclease/phosphatase 0.0019 0.0498 0.5
Onchocerca volvulus Cathepsin L homolog 0.0022 0.0687 0.0687
Echinococcus granulosus carbonic anhydrase II 0.0034 0.1373 1
Echinococcus granulosus carbonic anhydrase 0.0034 0.1373 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0015 0.0268 0.3182
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 0.0687 0.4719
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0034 0.1373 0.1373
Loa Loa (eye worm) tyrosinase 1 0.0182 1 1
Plasmodium falciparum cysteine proteinase falcipain 2a 0.0022 0.0687 0.4719
Loa Loa (eye worm) hypothetical protein 0.0022 0.0687 0.0687
Loa Loa (eye worm) carbonic anhydrase 3 0.0034 0.1373 0.1373
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0034 0.1373 0.1373
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 0.0687 1
Trichomonas vaginalis ap endonuclease, putative 0.0019 0.0498 0.6932
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0022 0.0687 1
Loa Loa (eye worm) fibroinase 0.0022 0.0687 0.0687
Schistosoma mansoni cathepsin F (C01 family) 0.0015 0.0268 0.0268
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0034 0.1373 0.1373
Echinococcus multilocularis cysteine protease 0.0022 0.0687 0.5
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0019 0.0498 0.3271
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.0019 0.0498 0.3271
Leishmania major cathepsin L-like protease 0.0022 0.0687 0.2152
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 0.0687 0.4719
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0034 0.1373 0.1373
Plasmodium vivax vivapain-2 0.0022 0.0687 1
Leishmania major cysteine peptidase A (CPA) 0.0022 0.0687 0.2152
Echinococcus granulosus cathepsin l cysteine peptidase 0.0022 0.0687 0.5
Loa Loa (eye worm) hypothetical protein 0.0182 1 1
Brugia malayi Cathepsin L-like precursor 0.0022 0.0687 0.0687
Brugia malayi exodeoxyribonuclease III family protein 0.0019 0.0498 0.0498
Leishmania major cathepsin L-like protease 0.0022 0.0687 0.2152
Echinococcus multilocularis cathepsin L 0.0011 0.0073 0.0532
Echinococcus granulosus cathepsin l1 0.0015 0.0268 0.1953
Trypanosoma brucei carbonic anhydrase-like protein 0.0034 0.1373 1
Onchocerca volvulus 0.0022 0.0687 0.0687
Echinococcus granulosus cathepsin L cysteine protease 0.0011 0.0073 0.0532
Schistosoma mansoni tyrosinase precursor 0.0182 1 1
Plasmodium vivax vivapain-2 0.0022 0.0687 1
Brugia malayi Cathepsin L-like precursor 0.0022 0.0687 0.0687
Loa Loa (eye worm) ctsf protein 0.0022 0.0687 0.0687
Entamoeba histolytica cysteine proteinase, putative 0.0022 0.0687 1
Echinococcus multilocularis cysteine protease 0.0022 0.0687 0.5
Brugia malayi cathepsin L-like precursor 0.0015 0.0268 0.0268
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 0.0687 1
Loa Loa (eye worm) ShTK domain-containing protein 0.0182 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Schistosoma mansoni carbonic anhydrase-related 0.0034 0.1373 0.1373
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 0.0687 1
Schistosoma mansoni tyrosinase precursor 0.0182 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 0.0687 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 0.0687 0.4719
Toxoplasma gondii cathepsin CPL 0.0022 0.0687 0.2152
Schistosoma mansoni carbonic anhydrase-related 0.0034 0.1373 0.1373
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.0019 0.0498 0.5
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0011 0.0073 0.0073
Brugia malayi Papain family cysteine protease containing protein 0.0011 0.0073 0.0073
Onchocerca volvulus 0.0022 0.0687 0.0687
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Brugia malayi Papain family cysteine protease containing protein 0.0011 0.0073 0.0073
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0019 0.0498 0.3629
Leishmania major cathepsin L-like protease 0.0022 0.0687 0.2152
Schistosoma mansoni cathepsin F (C01 family) 0.0022 0.0687 0.0687
Brugia malayi Papain family cysteine protease containing protein 0.0022 0.0687 0.0687
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0011 0.0073 0.0073
Echinococcus multilocularis cathepsin L cysteine protease 0.0022 0.0687 0.5
Entamoeba histolytica cysteine protease, putative 0.0022 0.0687 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 0.0687 0.4719
Echinococcus granulosus cathepsin l1 0.0022 0.0687 0.5
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0015 0.0268 0.1502
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.0019 0.0498 0.3271
Echinococcus multilocularis carbonic anhydrase 0.0034 0.1373 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Leishmania major cathepsin L-like protease 0.0022 0.0687 0.2152
Echinococcus granulosus carbonic anhydrase 0.0034 0.1373 1
Loa Loa (eye worm) hypothetical protein 0.0015 0.0268 0.0268
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 0.0687 0.4719
Onchocerca volvulus 0.0182 1 1
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0034 0.1373 1
Brugia malayi Cathepsin L-like precursor 0.0022 0.0687 0.0687
Loa Loa (eye worm) hypothetical protein 0.0015 0.0268 0.0268
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.0019 0.0498 0.3271
Entamoeba histolytica cysteine proteinase, putative 0.0022 0.0687 1
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0034 0.1373 0.1373
Onchocerca volvulus 0.0022 0.0687 0.0687
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 0.0687 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0022 0.0687 0.5
Treponema pallidum exodeoxyribonuclease (exoA) 0.0019 0.0498 0.5
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0034 0.1373 0.1373
Brugia malayi Cathepsin L-like precursor 0.0022 0.0687 0.0687
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 0.0687 0.4719
Trichomonas vaginalis ap endonuclease, putative 0.0019 0.0498 0.6932
Echinococcus granulosus cysteine protease 0.0011 0.0073 0.0532
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 0.0687 1
Loa Loa (eye worm) cysteine protease 0.0022 0.0687 0.0687
Schistosoma mansoni carbonic anhydrase 0.0034 0.1373 0.1373
Brugia malayi Hypothetical tyrosinase-like protein C02C2.1 in chromosome III 0.0182 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Leishmania major cathepsin L-like protease 0.0022 0.0687 0.2152
Trypanosoma cruzi cysteine peptidase, putative 0.0022 0.0687 0.4719
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.0019 0.0498 0.5
Onchocerca volvulus 0.0022 0.0687 0.0687
Loa Loa (eye worm) hypothetical protein 0.0015 0.0268 0.0268
Schistosoma mansoni cathepsin F (C01 family) 0.0022 0.0687 0.0687
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0687 1
Plasmodium falciparum carbonic anhydrase 0.0034 0.1373 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 2540 nM Inhibition of human carbonic anhydrase 12 by stopped-flow CO2 hydrase assay ChEMBL. 24560739
Ki (binding) > 50000 nM Inhibition of human carbonic anhydrase 9 by stopped-flow CO2 hydrase assay ChEMBL. 24560739
Ki (binding) > 50000 nM Inhibition of human carbonic anhydrase 2 by stopped-flow CO2 hydrase assay ChEMBL. 24560739
Ki (binding) > 50000 nM Inhibition of human carbonic anhydrase 1 by stopped-flow CO2 hydrase assay ChEMBL. 24560739

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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