SULTHIAME

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Synonyms
Status
Molecule Category Free-form
UNII I00Q766CZ2
EPA CompTox DTXSID4023626

Structure

InChI Key HMHVCUVYZFYAJI-UHFFFAOYSA-N
Smiles NS(=O)(=O)c1ccc(N2CCCCS2(=O)=O)cc1
InChI
InChI=1S/C10H14N2O4S2/c11-18(15,16)10-5-3-9(4-6-10)12-7-1-2-8-17(12,13)14/h3-6H,1-2,7-8H2,(H2,11,15,16)

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H14N2O4S2
Molecular Weight 290.37
AlogP 0.26
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 2.0
Polar Surface Area 97.54
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 18.0

Bioactivity

Mechanism of Action Action Reference
Carbonic anhydrase inhibitor INHIBITOR PubMed
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 12
Organism : Homo sapiens
O43570 ENSG00000074410
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 1
Organism : Homo sapiens
P00915 ENSG00000133742
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 2
Organism : Homo sapiens
P00918 ENSG00000104267
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 3
Organism : Homo sapiens
P07451 ENSG00000164879
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 4
Organism : Homo sapiens
P22748 ENSG00000167434
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 6
Organism : Homo sapiens
P23280 ENSG00000131686
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 5A, mitochondrial
Organism : Homo sapiens
P35218 ENSG00000174990
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 7
Organism : Homo sapiens
P43166 ENSG00000168748
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 9
Organism : Homo sapiens
Q16790 ENSG00000107159
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 13
Organism : Homo sapiens
Q8N1Q1 ENSG00000185015
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 14
Organism : Homo sapiens
Q9ULX7 ENSG00000118298
Protein: Carbonic anhydrase
Description: Carbonic anhydrase 5B, mitochondrial
Organism : Homo sapiens
Q9Y2D0 ENSG00000169239
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Lyase
- - - 9-9 -
Enzyme
- - - 9-9 -
Assay Description Organism Bioactivity Reference
Inhibition of human recombinant carbonic anhydrase 1 by stopped flow CO2 hydration assay Homo sapiens 374.0 nM
Inhibition of human recombinant carbonic anhydrase 2 by stopped flow CO2 hydration assay Homo sapiens 9.0 nM
Inhibition of human recombinant CA1 by stopped-flow CO2 hydrase assay Homo sapiens 374.0 nM
Inhibition of human recombinant CA2 by stopped-flow CO2 hydrase assay Homo sapiens 9.0 nM
Inhibition of human recombinant carbonic anhydrase 1 by stopped flow CO2 hydrase assay Homo sapiens 374.0 nM
Inhibition of human recombinant carbonic anhydrase 2 by stopped flow CO2 hydrase assay Homo sapiens 9.0 nM
Inhibition of human full length recombinant carbonic anhydrase 6 by stopped flow CO2 hydrase assay Homo sapiens 134.0 nM
Inhibition of human recombinant carbonic anhydrase 9 catalytic domain by stopped flow CO2 hydrase assay Homo sapiens 43.0 nM
Inhibition of mouse recombinant carbonic anhydrase 15 by stopped flow CO2 hydrase assay Mus musculus 65.0 nM
Inhibition of human recombinant carbonic anhydrase 1 by stopped flow CO2 hydration method Homo sapiens 374.0 nM
Inhibition of human recombinant carbonic anhydrase 2 by stopped flow CO2 hydration method Homo sapiens 9.0 nM
Inhibition of Cryptococcus neoformans recombinant Can2 by stopped-flow CO2 hydration assay Cryptococcus neoformans 890.0 nM
Inhibition of Helicobacter pylori beta-carbonic anhydrase by stopped-flow CO2 hydration assay Helicobacter pylori 9.0 nM
Inhibition of human recombinant carbonic anhydrase 1 by stopped-flow CO2 hydrase method Homo sapiens 374.0 nM
Inhibition of human recombinant CA1 by stopped-flow CO2 assay Homo sapiens 374.0 nM
Inhibition of human recombinant CA2 by stopped-flow CO2 assay Homo sapiens 9.0 nM
Inhibition of cloned Stylophora pistillata alpha-CA expressed in human HEK293 cells by stopped-flow CO2 assay Stylophora pistillata 45.2 nM
Inhibition of human recombinant CA2 by stopped-flow hydration assay Homo sapiens 9.0 nM
Inhibition of full length Mycobacterium tuberculosis H37Rv recombinant carbonic anhydrase 2 encoded by RV3588c by stopped flow CO2 hydration assay Mycobacterium tuberculosis 664.0 nM
Inhibition of human recombinant CA1 by stopped-flow CO2 hydration assay Homo sapiens 374.0 nM
Inhibition of human recombinant CA2 by stopped-flow CO2 hydration assay Homo sapiens 9.0 nM
Inhibition of Stylophora pistillata carbonic anhydrase by stopped-flow CO2 hydration assay Stylophora pistillata 45.2 nM
Inhibition of Stylophora pistillata carbonic anhydrase 2 by stopped-flow CO2 hydration assay Stylophora pistillata 123.0 nM
Inhibition of human recombinant carbonic anhydrase 1 at pH 7.5 by stopped flow CO2 hydration assay Homo sapiens 374.0 nM
Inhibition of human recombinant carbonic anhydrase 2 at pH 7.5 by stopped flow CO2 hydration assay Homo sapiens 9.0 nM
Inhibition of GST-tagged astrosclera willeyana Astrosclerin-3 expressed in Escherichia coli after 15 mins preincubation by stopped flow CO2 hydration assay Astrosclera willeyana 276.0 nM
Inhibition of human recombinant carbonic anhydrase 1 after 15 mins by stopped flow CO2 hydration assay Homo sapiens 374.0 nM
Inhibition of human recombinant carbonic anhydrase 2 after 15 mins by stopped flow CO2 hydration assay Homo sapiens 9.0 nM
Inhibition of recombinant Vibrio cholerae carbonic anhydrase expressed in Escherichia coli (DE3) preincubated for 15 mins by stopped-flow CO2 hydrase assay Vibrio cholerae 88.4 nM
Inhibition of human recombinant carbonic anhydrase 2 preincubated for 15 mins by stopped-flow CO2 hydrase assay Homo sapiens 9.0 nM
Inhibition of human recombinant carbonic anhydrase 1 preincubated for 15 mins by stopped-flow CO2 hydrase assay Homo sapiens 374.0 nM
Inhibition of human recombinant carbonic anhydrase 1 by stopped flow CO2 hydration assay Homo sapiens 374.0 nM
Inhibition of human recombinant carbonic anhydrase 2 by stopped flow CO2 hydration assay Homo sapiens 9.0 nM
Inhibition of Trypanosoma cruzi CL Brener recombinant alpha-carbonic anhydrase expressed in insect Sf9 cell Baculovirus system by stopped flow CO2 hydration assay Trypanosoma cruzi 71.9 nM
Inhibition of Sulfurihydrogenibium yellowstonense YO3AOP1 recombinant carbonic anhydrase preincubated for 15 mins by CO2 hydration stopped-flow assay Sulfurihydrogenibium yellowstonense 7.8 nM
Inhibition of human recombinant carbonic anhydrase 2 preincubated for 15 mins by CO2 hydration stopped-flow assay Homo sapiens 9.0 nM
Inhibition of human recombinant carbonic anhydrase 1 preincubated for 15 mins by CO2 hydration stopped-flow assay Homo sapiens 374.0 nM
Inhibition of recombinant Leishmania donovani chagasi beta-carbonic anhydrase expressed in baculovirus infected insect Sf9 cells incubated for 15 mins prior to testing by stopped flow CO2 hydrase assay Leishmania donovani chagasi 834.0 nM
Inhibition of Thalassiosira weissflogii delta carbonic anhydrase preincubated for 15 mins by stopped flow CO2 hydration assay Thalassiosira weissflogii 169.0 nM
Inhibition of Porphyromonas gingivalis recombinant gamma-carbonic anhydrase preincubated for 15 mins by stopped flow CO2 hydration assay Porphyromonas gingivalis 424.0 nM
Inhibition of Leishmania donovani chagasi recombinant beta-carbonic anhydrase preincubated for 15 mins by stopped flow CO2 hydration assay Leishmania chagasi 834.0 nM
Inhibition of human recombinant carbonic anhydrase 2 preincubated for 15 mins by stopped flow CO2 hydration assay Homo sapiens 9.0 nM
Inhibition of Porphyromonas gingivalis gamma-carbonic anhydrase expressed in Escherichia coli preincubated for 15 mins by stopped flow CO2 hydration assay Porphyromonas gingivalis 424.0 nM
Inhibition of human carbonic anhydrase-1 by stopped-flow CO2 hydration assay Homo sapiens 374.0 nM
Inhibition of human carbonic anhydrase-2 by stopped-flow CO2 hydration assay Homo sapiens 9.0 nM
Inhibition of Legionella pneumophilia subsp. Pneumophila strain Philadelphia-1 carbonic anhydrase-1 assessed as CO2 hydrase activity by stopped-flow assay Legionella pneumophila subsp. pneumophila str. Philadelphia 1 485.0 nM
Inhibition of Legionella pneumophilia subsp. Pneumophila strain Philadelphia-1 carbonic anhydrase-2 assessed as CO2 hydrase activity by stopped-flow assay Legionella pneumophila subsp. pneumophila str. Philadelphia 1 463.0 nM
Inhibition of human recombinant Carbonic anhydrase 1 compound preincubated for 15 mins by stopped flow CO2 hydrase assay method Homo sapiens 374.0 nM
Inhibition of human recombinant Carbonic anhydrase 2 compound preincubated for 15 mins by stopped flow CO2 hydrase assay method Homo sapiens 9.0 nM
Inhibition of Porphyromonas gingivalis Gamma-carbonic anhydrase compound preincubated for 15 mins by stopped flow CO2 hydrase assay method Porphyromonas gingivalis 424.0 nM
Inhibition of human recombinant carbonic anhydrase 1 by stopped-flow CO2 hydration assay Homo sapiens 374.0 nM
Inhibition of human recombinant carbonic anhydrase 2 by stopped-flow CO2 hydration assay Homo sapiens 9.0 nM
Inhibition of Plasmodium falciparum Eta-carbonic anhydrase pre-incubated for 15 mins before CO2 substrate addition by stopped-flow CO2 hydration assay Plasmodium falciparum 132.0 nM
Inhibition of human recombinant carbonic anhydrase 1 by stopped flow CO2 hydrase assay Homo sapiens 374.0 nM
Inhibition of human recombinant carbonic anhydrase 2 by stopped flow CO2 hydrase assay Homo sapiens 9.0 nM
Inhibition of recombinant Porphyromonas gingivalis gamma-carbonic anhydrase by stopped flow CO2 hydrase assay Porphyromonas gingivalis 424.0 nM
Inhibition of recombinant Nostoc commune gamma-carbonic anhydrase preincubated for 15 mins by stopped flow CO2 hydrase assay Nostoc commune 82.4 nM
Inhibition of human carbonic anhydrase 1 pre-incubated for 15 mins by stopped-flow CO2 hydration assay Homo sapiens 374.0 nM
Inhibition of human carbonic anhydrase 2 pre-incubated for 15 mins by stopped-flow CO2 hydration assay Homo sapiens 9.0 nM
Inhibition of Anopheles gambiae carbonic anhydrase pre-incubated for 15 mins by stopped-flow CO2 hydration assay Anopheles gambiae 265.0 nM
Inhibition of Nostoc commune gamma carbonic anhydrase by CO2 hydration assay Nostoc commune 82.4 nM
Inhibition of Pseudoalteromonas haloplanktis gamma carbonic anhydrase by CO2 hydration assay Pseudoalteromonas haloplanktis 898.0 nM
Inhibition of human recombinant carbonic anhydrase-2 by stopped flow CO2 hydrase assay method Homo sapiens 9.0 nM
Inhibition of human CA1 incubated for 15 mins prior to testing by stopped flow CO2 hydrase assay Homo sapiens 374.0 nM
Inhibition of human CA2 incubated for 15 mins prior to testing by stopped flow CO2 hydrase assay Homo sapiens 9.0 nM
Inhibition of Chionodraco hamatus alphaCA incubated for 15 mins prior to testing by stopped flow CO2 hydrase assay Chionodraco hamatus 49.5 nM
Inhibition of recombinant human carbonic anhydrase-1 by stopped flow CO2 hydrase assay Homo sapiens 374.0 nM
Inhibition of recombinant human carbonic anhydrase-2 by stopped flow CO2 hydrase assay Homo sapiens 9.0 nM
Inhibition of recombinant Sulfurihydrogenibium yellowstonense YO3AOP1 carbonic anhydrase by stopped flow CO2 hydrase assay Sulfurihydrogenibium yellowstonense 7.8 nM
Inhibition of recombinant Thiomicrospira crunogena XCL-2 carbonic anhydrase by stopped flow CO2 hydrase assay Thiomicrospira crunogena XCL-2 432.0 nM
Inhibition of Vibrio cholerae beta-carbonic anhydrase using CO2 as substrate preincubated for 15 mins by stopped-flow CO2 hydration assay Vibrio cholerae 455.0 nM
Inhibition of Vibrio cholerae alpha-carbonic anhydrase using CO2 as substrate preincubated for 15 mins by stopped-flow CO2 hydration assay Vibrio cholerae 88.4 nM
Inhibition of human Carbonic anhydrase2 using CO2 as substrate preincubated for 15 mins by stopped-flow CO2 hydration assay Homo sapiens 9.0 nM
Inhibition of human Carbonic anhydrase1 using CO2 as substrate preincubated for 15 mins by stopped-flow CO2 hydration assay Homo sapiens 374.0 nM
Inhibition of human carbonic anhydrase 2 preincubated for 15 mins by CO2 hydrase stopped flow assay Homo sapiens 9.0 nM
Inhibition of Porphyromonas gingivalis gamma carbonic anhydrase preincubated for 15 mins by stopped flow CO2 hydration assay Porphyromonas gingivalis 424.0 nM
Inhibition of Nostoc commune gamma carbonic anhydrase preincubated for 15 mins by stopped flow CO2 hydration assay Nostoc commune 82.4 nM
Inhibition of Pseudoalteromonas haloplanktis gamma carbonic anhydrase preincubated for 15 mins by stopped flow CO2 hydration assay Pseudoalteromonas haloplanktis 898.0 nM
Inhibition of recombinant Colwellia psychrerythraea gamma carbonic anhydrase preincubated for 15 mins by stopped flow CO2 hydration assay Colwellia psychrerythraea 380.0 nM
Inhibition of human carbonic anhydrase 1 incubated for 15 mins by stopped-flow CO2 hydration assay Homo sapiens 374.0 nM
Inhibition of human carbonic anhydrase 2 incubated for 15 mins by stopped-flow CO2 hydration assay Homo sapiens 9.0 nM
Inhibition of Vibrio cholerae beta carbonic anhydrase incubated for 15 mins by stopped-flow CO2 hydration assay Vibrio cholerae 455.0 nM
Inhibition of recombinant Enterobacter sp. B13 beta carbonic anhydrase incubated for 15 mins by stopped-flow CO2 hydration assay Enterobacter sp. 138.0 nM
Inhibition of recombinant Vibrio cholerae gamma-carbonic anhydrase preincubated for 15 mins by stopped-flow CO2 hydration assay Vibrio cholerae 464.0 nM
Inhibition of recombinant human carbonic anhydrase 1 assessed as reduction in CO2 hydration preincubated for 15 mins followed by CO2 addition measured for 10 to 100 sec by Line-Weaver Burk plot analysis Homo sapiens 374.0 nM
Inhibition of human carbonic anhydrase 2 assessed as reduction in CO2 hydration preincubated for 15 mins followed by CO2 addition measured for 10 to 100 sec by Line-Weaver Burk plot analysis Homo sapiens 9.0 nM
Inhibition of Vibrio cholerae Gamma-carbonic anhydrase assessed as reduction in CO2 hydration preincubated for 15 mins followed by CO2 addition measured for 10 to 100 sec by Line-Weaver Burk plot analysis Vibrio cholerae 464.0 nM
Inhibition of human carbonic anhydrase-1 assessed as reduction in CO2 hydration preincubated for 15 mins followed by CO2 addition measured for 10 to 100 secs by stopped-flow assay Homo sapiens 374.0 nM
Inhibition of human carbonic anhydrase-2 assessed as reduction in CO2 hydration preincubated for 15 mins followed by CO2 addition measured for 10 to 100 secs by stopped-flow assay Homo sapiens 9.0 nM
Inhibition of full length human cytosolic carbonic anhydrase 1 preincubated for 15 mins by stop flow CO2 hydrase assay Homo sapiens 374.0 nM
Inhibition of human cytosolic carbonic anhydrase 2 preincubated for 15 mins by stop flow CO2 hydrase assay Homo sapiens 9.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 21.61 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.31 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.31 %
Inhibition of Vibrio cholerae beta carbonic anhydrase pre-incubated for 15 mins prior to testing by phenol red-based stopped-flow CO2 hydration assay Vibrio cholerae 68.0 nM
Inhibition of recombinant human carbonic anhydrase 2 preincubated with enzyme for 15 mins by phenol red dye based stopped flow CO2 hydration assay Homo sapiens 7.0 nM
Inhibition of Vibrio cholerae alpha carbonic anhydrase preincubated with enzyme for 15 mins by phenol red-based stopped-flow CO2 hydration assay Vibrio cholerae 88.4 nM
Inhibition of Vibrio cholerae beta carbonic anhydrase preincubated with enzyme for 15 mins by phenol red-based stopped-flow CO2 hydration assay Vibrio cholerae 455.0 nM
Inhibition of recombinant human carbonic anhydrase 1 preincubated with enzyme for 15 mins by phenol red dye based stopped flow CO2 hydration assay Homo sapiens 374.0 nM

Cross References

Resources Reference
ChEBI 32171
ChEMBL CHEMBL328560
DrugBank DB08329
DrugCentral 2540
FDA SRS I00Q766CZ2
PDB OSP
PubChem 5356
SureChEMBL SCHEMBL38898
ZINC ZINC000000002119
CONTENTS