TDR Targets

Basic information

Technical information

TDR Targets ID: 343154
Name: 1,1-dioxo-1-benzothiophene-6-sulfonamide
MW: 245.275 | Formula: C8H7NO4S2
H donors: 1 H acceptors: 4 LogP: -0.14 Rotable bonds: 1
Rule of 5 violations (Lipinski): 1
SMILES: NS(=O)(=O)c1ccc2c(c1)S(=O)(=O)C=C2
InChi: 1S/C8H7NO4S2/c9-15(12,13)7-2-1-6-3-4-14(10,11)8(6)5-7/h1-5H,(H2,9,12,13)
InChiKey: RBZAVELWMBXTLS-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

1,1-dioxobenzothiophene-6-sulfonamide
1,1-dioxo-6-benzothiophenesulfonamide
1,1-diketobenzothiophene-6-sulfonamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	carbonic anhydrase IX	Starlite/ChEMBL	References
Homo sapiens	carbonic anhydrase II	Starlite/ChEMBL	References
Homo sapiens	carbonic anhydrase I	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Loa Loa (eye worm)	carbonic anhydrase 3	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma congolense	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Leishmania mexicana	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma brucei gambiense	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Leishmania braziliensis	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	Get druggable targets OG5_127628	All targets in OG5_127628
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	Get druggable targets OG5_127628	All targets in OG5_127628
Schistosoma japonicum	ko:K01672 carbonic anhydrase [EC4.2.1.1], putative	Get druggable targets OG5_127628	All targets in OG5_127628
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	Get druggable targets OG5_127628	All targets in OG5_127628
Leishmania donovani	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Echinococcus granulosus	carbonic anhydrase II	Get druggable targets OG5_127628	All targets in OG5_127628
Brugia malayi	Putative carbonic anhydrase 5 precursor	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma brucei	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Echinococcus multilocularis	carbonic anhydrase II	Get druggable targets OG5_127628	All targets in OG5_127628
Leishmania major	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Leishmania infantum	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma congolense	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	Get druggable targets OG5_127628	All targets in OG5_127628

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Trypanosoma brucei	carbonic anhydrase-like protein	carbonic anhydrase I	261 aa	281 aa	25.3 %
Brugia malayi	Carbonic anhydrase like protein 2 precursor	carbonic anhydrase II	260 aa	259 aa	32.0 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Mycobacterium tuberculosis	Probable cytochrome P450 138 Cyp138	0.0217	0.8044	0.5
Echinococcus granulosus	carbonic anhydrase	0.0101	0.2063	0.2564
Trypanosoma cruzi	cytochrome p450-like protein, putative	0.0217	0.8044	1
Mycobacterium ulcerans	cytochrome P450 142A3 Cyp142A3	0.0217	0.8044	0.5
Mycobacterium ulcerans	cytochrome P450 187A4 Cyp187A4	0.0217	0.8044	0.5
Loa Loa (eye worm)	cytochrome P450 family protein	0.0217	0.8044	0.9565
Mycobacterium tuberculosis	Probable cytochrome P450 144 Cyp144	0.0217	0.8044	0.5
Leishmania major	cytochrome p450-like protein	0.0217	0.8044	1
Mycobacterium tuberculosis	Cytochrome P450 121 Cyp121	0.0217	0.8044	0.5
Echinococcus multilocularis	carbonic anhydrase II	0.0214	0.7886	0.9803
Trypanosoma cruzi	Lanosterol 14-alpha demethylase	0.0217	0.8044	1
Loa Loa (eye worm)	cytochrome P450 family protein	0.0217	0.8044	0.9565
Brugia malayi	cytochrome P450	0.0217	0.8044	0.9565
Echinococcus multilocularis	carbonic anhydrase	0.0101	0.2063	0.2564
Brugia malayi	Cytochrome P450 family protein	0.0217	0.8044	0.9565
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0214	0.7886	0.9376
Mycobacterium tuberculosis	Probable cytochrome P450 124 Cyp124	0.0217	0.8044	0.5
Trichomonas vaginalis	set domain proteins, putative	0.0256	1	0.5
Mycobacterium ulcerans	cytochrome p450 150 cyp150	0.0217	0.8044	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 monooxygenase 142 Cyp142	0.0217	0.8044	0.5
Loa Loa (eye worm)	hypothetical protein	0.0101	0.2063	0.2453
Mycobacterium tuberculosis	Probable cytochrome P450 136 Cyp136	0.0217	0.8044	0.5
Brugia malayi	Putative carbonic anhydrase 5 precursor	0.0214	0.7886	0.9376
Echinococcus multilocularis	carbonic anhydrase	0.0101	0.2063	0.2564
Mycobacterium ulcerans	cytochrome P450 136A2 Cyp136A2	0.0217	0.8044	0.5
Echinococcus granulosus	carbonic anhydrase	0.0101	0.2063	0.2564
Mycobacterium tuberculosis	Probable cytochrome P450 123 Cyp123	0.0217	0.8044	0.5
Mycobacterium ulcerans	cytochrome P450 143A4 Cyp143A4	0.0217	0.8044	0.5
Toxoplasma gondii	cytochrome p450 superfamily protein	0.0217	0.8044	1
Mycobacterium leprae	putative cytochrome p450	0.0217	0.8044	0.5
Mycobacterium ulcerans	cytochrome P450 108B4 Cyp108B4	0.0217	0.8044	0.5
Loa Loa (eye worm)	hypothetical protein	0.0101	0.2063	0.2453
Brugia malayi	Cytochrome P450 family protein	0.0217	0.8044	0.9565
Schistosoma mansoni	carbonic anhydrase	0.0101	0.2063	0.2564
Loa Loa (eye worm)	cytochrome P450 family protein	0.0217	0.8044	0.9565
Mycobacterium tuberculosis	Probable cytochrome P450 130 Cyp130	0.0217	0.8044	0.5
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0101	0.2063	0.2453
Mycobacterium tuberculosis	Probable cytochrome P450 132 Cyp132	0.0217	0.8044	0.5
Echinococcus multilocularis		0.0217	0.8044	1
Mycobacterium ulcerans	cytochrome P450 140A5 Cyp140A5	0.0217	0.8044	0.5
Schistosoma mansoni	carbonic anhydrase-related	0.0101	0.2063	0.2564
Mycobacterium ulcerans	cytochrome P450 191A3 Cyp191A3	0.0217	0.8044	0.5
Echinococcus granulosus	carbonic anhydrase II	0.0214	0.7886	0.9803
Schistosoma mansoni	carbonic anhydrase-related	0.0101	0.2063	0.2564
Mycobacterium ulcerans	cytochrome P450 126A3 Cyp126A3	0.0217	0.8044	0.5
Loa Loa (eye worm)	cytochrome P450	0.0217	0.8044	0.9565
Leishmania major	lanosterol 14-alpha-demethylase, putative	0.0217	0.8044	1
Mycobacterium leprae	Conserved hypothetical protein	0.0217	0.8044	0.5
Schistosoma mansoni	carbonic anhydrase-related	0.0101	0.2063	0.2564
Mycobacterium ulcerans	cytochrome P450 189A7 Cyp189A7	0.0217	0.8044	0.5
Trypanosoma cruzi	cytochrome P450, putative	0.0217	0.8044	1
Trypanosoma brucei	cytochrome P450, putative	0.0217	0.8044	1
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0101	0.2063	0.2453
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.0214	0.7886	0.9803
Mycobacterium tuberculosis	Probable cytochrome P450 140 Cyp140	0.0217	0.8044	0.5
Brugia malayi	Pre-SET motif family protein	0.0225	0.841	1
Mycobacterium ulcerans	cytochrome P450 188A3 Cyp188A3	0.0217	0.8044	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 141 Cyp141	0.0217	0.8044	0.5
Schistosoma mansoni	hypothetical protein	0.0217	0.8044	1
Mycobacterium tuberculosis	Probable cytochrome P450 137 Cyp137	0.0217	0.8044	0.5
Trypanosoma cruzi	Lanosterol 14-alpha demethylase	0.0217	0.8044	1
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.0101	0.2063	0.2453
Brugia malayi	Cytochrome P450 family protein	0.0217	0.8044	0.9565
Brugia malayi	Cytochrome P450 family protein	0.0217	0.8044	0.9565
Loa Loa (eye worm)	carbonic anhydrase 3	0.0214	0.7886	0.9376
Mycobacterium tuberculosis	Possible cytochrome P450 135B1 Cyp135B1	0.0217	0.8044	0.5
Mycobacterium tuberculosis	Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM)	0.0217	0.8044	0.5
Plasmodium falciparum	carbonic anhydrase	0.0101	0.2063	0.5
Mycobacterium ulcerans	cytochrome P450 124A1, Cyp124A1	0.0217	0.8044	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 125 Cyp125	0.0217	0.8044	0.5
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.0214	0.7886	0.9376
Schistosoma mansoni	cytochrome P450	0.0217	0.8044	1
Mycobacterium tuberculosis	Probable cytochrome P450 128 Cyp128	0.0217	0.8044	0.5
Mycobacterium ulcerans	cytochrome P450 105Q4 Cyp105Q4	0.0217	0.8044	0.5
Loa Loa (eye worm)	hypothetical protein	0.0101	0.2063	0.2453
Mycobacterium ulcerans	cytochrome P450 144A4 Cyp144A4	0.0217	0.8044	0.5
Echinococcus multilocularis	carbonic anhydrase	0.0101	0.2063	0.2564
Mycobacterium ulcerans	cytochrome P450 143A3 Cyp143A3	0.0217	0.8044	0.5
Mycobacterium tuberculosis	Possible cytochrome P450 126 Cyp126	0.0217	0.8044	0.5
Trypanosoma cruzi	cytochrome P450, putative	0.0217	0.8044	1
Mycobacterium ulcerans	cytochrome P450 123A3 Cyp123A3	0.0217	0.8044	0.5
Mycobacterium ulcerans	cytochrome P450 187A5 Cyp187A5	0.0217	0.8044	0.5
Trypanosoma brucei	Lanosterol 14-alpha demethylase	0.0217	0.8044	1
Echinococcus granulosus	cytochrome P450 2K1	0.0217	0.8044	1
Leishmania major	cytochrome p450-like protein	0.0217	0.8044	1
Mycobacterium tuberculosis	Probable cytochrome P450 143 Cyp143	0.0217	0.8044	0.5
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0101	0.2063	0.2453
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0101	0.2063	0.2453
Schistosoma mansoni	hypothetical protein	0.0101	0.2063	0.2564
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0101	0.2063	0.2453
Echinococcus granulosus	carbonic anhydrase	0.0101	0.2063	0.2564
Mycobacterium ulcerans	cytochrome P450 185A4 Cyp185A4	0.0217	0.8044	0.5
Leishmania major	cytochrome p450-like protein	0.0217	0.8044	1
Mycobacterium tuberculosis	Probable cytochrome P450 139 Cyp139	0.0217	0.8044	0.5
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.0214	0.7886	0.9803
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0225	0.841	1
Loa Loa (eye worm)	CYP4Cod1	0.0217	0.8044	0.9565
Mycobacterium tuberculosis	Possible cytochrome P450 135A1 Cyp135A1	0.0217	0.8044	0.5
Mycobacterium ulcerans	cytochrome P450 150A6 Cyp150A6	0.0217	0.8044	0.5
Mycobacterium ulcerans	cytochrome P450 125A7 Cyp125A7	0.0217	0.8044	0.5
Mycobacterium ulcerans	cytochrome P450 51B1 Cyp51B1	0.0217	0.8044	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
GI50 (functional)	= 2.21 uM	Cytotoxicity against human HeLa cells after 72 hrs by MTT assay	ChEMBL.	20615714
GI50 (functional)	= 2.86 uM	Cytotoxicity against human CCRF-CEM cells after 72 hrs by MTT assay	ChEMBL.	20615714
GI50 (functional)	= 8.55 uM	Cytotoxicity against human HT-29 cells after 72 hrs by MTT assay	ChEMBL.	20615714
GI50 (functional)	= 29.4 uM	Cytotoxicity against human K562 cells after 72 hrs by MTT assay	ChEMBL.	20615714
Ki (binding)	= 7.5 nM	Inhibitory activity against human cloned Carbonic anhydrase II by the CO2 hydration method	ChEMBL.	16165351
Ki (binding)	= 7.5 nM	Inhibitory activity against human cloned Carbonic anhydrase II by the CO2 hydration method	ChEMBL.	16165351
Ki (binding)	= 15 nM	Inhibitory activity against catalytic domain of human cloned Carbonic anhydrase IX by the CO2 hydration method	ChEMBL.	16165351
Ki (binding)	= 15 nM	Inhibitory activity against catalytic domain of human cloned Carbonic anhydrase IX by the CO2 hydration method	ChEMBL.	16165351
Ki (binding)	= 63 nM	Inhibitory activity against human cloned Carbonic anhydrase I by the CO2 hydration method	ChEMBL.	16165351
Ki (binding)	= 63 nM	Inhibitory activity against human cloned Carbonic anhydrase I by the CO2 hydration method	ChEMBL.	16165351
Selectivity ratio (binding)	= 0.5	Selectivity is measured as ratio of Ki value of Carbonic anhydrase II to that of Carbonic anhydrase IX	ChEMBL.	16165351

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

ChEMBL: CHEMBL195946
PubChem: 10131078

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 343154