Detailed information for compound 169548

Basic information

Technical information
  • TDR Targets ID: 169548
  • Name: 5-[[bis(2-methoxyethyl)amino]methyl]thieno[2, 3-b]furan-2-sulfonamide
  • MW: 348.438 | Formula: C13H20N2O5S2
  • H donors: 1 H acceptors: 2 LogP: 0.81 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: COCCN(Cc1cc2c(s1)oc(c2)S(=O)(=O)N)CCOC
  • InChi: 1S/C13H20N2O5S2/c1-18-5-3-15(4-6-19-2)9-11-7-10-8-12(22(14,16)17)20-13(10)21-11/h7-8H,3-6,9H2,1-2H3,(H2,14,16,17)
  • InChiKey: HWQCNWBSWWQGFL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 5-[[bis(2-methoxyethyl)amino]methyl]-2-thieno[2,3-b]furansulfonamide
  • 5-[(bis(2-methoxyethyl)amino)methyl]thieno[3,2-d]furan-2-sulfonamide
  • 5-[(bis(2-methoxyethyl)amino)methyl]-2-thieno[3,2-d]furansulfonamide

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Eukaryotic-type carbonic anhydrase family 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
Leishmania major carbonic anhydrase-like 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 multilocularis carbonic anhydrase II 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
Trypanosoma brucei carbonic anhydrase-like protein Get druggable targets OG5_127628 All targets in OG5_127628
Loa Loa (eye worm) carbonic anhydrase 3 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
Trypanosoma congolense 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 congolense 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
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 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 cruzi carbonic anhydrase-like protein, putative 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 Putative carbonic anhydrase 5 precursor 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
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Carbonic anhydrase like protein 2 precursor carbonic anhydrase II 260 aa 259 aa 32.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0101 0.0981 0.1268
Schistosoma mansoni tar DNA-binding protein 0.0065 0.041 0.041
Loa Loa (eye worm) hypothetical protein 0.0048 0.014 0.0181
Loa Loa (eye worm) hypothetical protein 0.0069 0.0474 0.0613
Trichomonas vaginalis ubiquitin-conjugating enzyme E2, putative 0.0039 0 0.5
Entamoeba histolytica Rad52/22 family double-strand break repair protein, putative 0.0102 0.0989 0.1963
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0147 0.171 0.171
Echinococcus multilocularis tumor protein p63 0.0328 0.458 0.458
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.0124 0.0124
Brugia malayi latrophilin 2 splice variant baaae 0.0069 0.0474 0.0613
Loa Loa (eye worm) hypothetical protein 0.0442 0.6377 0.8244
Mycobacterium ulcerans hydrolase/amidase 0.0276 0.3756 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0047 0.0124 0.016
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0065 0.041 0.053
Onchocerca volvulus 0.0048 0.014 0.5
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0047 0.0124 0.016
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0124 0.0124
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0124 0.0124
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0147 0.171 1
Schistosoma mansoni tar DNA-binding protein 0.0065 0.041 0.041
Trichomonas vaginalis ubiquitin-conjugating enzyme E2, putative 0.0039 0 0.5
Brugia malayi TAR-binding protein 0.0065 0.041 0.053
Brugia malayi Putative carbonic anhydrase 5 precursor 0.0147 0.171 0.2211
Echinococcus granulosus tumor protein p63 0.0328 0.458 0.458
Loa Loa (eye worm) RNA binding protein 0.0065 0.041 0.053
Echinococcus multilocularis microtubule associated protein 2 0.0671 1 1
Schistosoma mansoni cellular tumor antigen P53 0.0048 0.014 0.014
Entamoeba histolytica hypothetical protein 0.0102 0.0989 0.1963
Echinococcus multilocularis carbonic anhydrase II 0.0147 0.171 0.171
Brugia malayi RNA recognition motif domain containing protein 0.0065 0.041 0.053
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0147 0.171 0.2211
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0059 0.0314 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0124 0.0124
Brugia malayi RNA binding protein 0.0065 0.041 0.053
Schistosoma mansoni tar DNA-binding protein 0.0065 0.041 0.041
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0147 0.171 1
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0059 0.0314 0.0314
Entamoeba histolytica DNA repair and recombination protein RAD52, putative 0.0357 0.5037 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0101 0.0981 0.1268
Leishmania major carbonic anhydrase-like protein 0.0147 0.171 1
Loa Loa (eye worm) hypothetical protein 0.0442 0.6377 0.8244
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0147 0.171 0.2211
Echinococcus granulosus carbonic anhydrase II 0.0147 0.171 0.171
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0059 0.0314 0.1835
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0059 0.0314 0.0314
Schistosoma mansoni hypothetical protein 0.0069 0.0474 0.0474
Schistosoma mansoni aldehyde dehydrogenase 0.0059 0.0314 0.0314
Plasmodium vivax ubiquitin-conjugating enzyme E2 N, putative 0.0039 0 0.5
Toxoplasma gondii aldehyde dehydrogenase 0.0059 0.0314 1
Brugia malayi hypothetical protein 0.0528 0.7735 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.0124 0.0124
Schistosoma mansoni microtubule-associated protein tau 0.0671 1 1
Schistosoma mansoni matrix metallopeptidase-9 (M10 family) 0.0053 0.0224 0.0224
Brugia malayi Fibroblast growth factor family protein 0.0442 0.6377 0.8244
Brugia malayi Fibroblast growth factor family protein 0.0442 0.6377 0.8244
Trypanosoma brucei carbonic anhydrase-like protein 0.0147 0.171 1
Schistosoma mansoni aldehyde dehydrogenase 0.0059 0.0314 0.0314
Loa Loa (eye worm) hypothetical protein 0.0101 0.0981 0.1268
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0147 0.171 0.171
Giardia lamblia Hypothetical protein 0.0442 0.6377 1
Schistosoma mansoni tar DNA-binding protein 0.0065 0.041 0.041
Loa Loa (eye worm) TAR-binding protein 0.0065 0.041 0.053
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.0124 0.0124
Echinococcus multilocularis tar DNA binding protein 0.0065 0.041 0.041
Brugia malayi Calcitonin receptor-like protein seb-1 0.0101 0.0981 0.1268
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.0124 0.0124
Plasmodium falciparum ubiquitin-conjugating enzyme E2 N, putative 0.0039 0 0.5
Schistosoma mansoni tar DNA-binding protein 0.0065 0.041 0.041
Loa Loa (eye worm) carbonic anhydrase 3 0.0147 0.171 0.2211
Echinococcus granulosus tar DNA binding protein 0.0065 0.041 0.041
Loa Loa (eye worm) hypothetical protein 0.0528 0.7735 1

Activities

Activity type Activity value Assay description Source Reference
Binding (functional) = 26.9 % Percentage binding of bovine ocular pigment ChEMBL. 1501230
GSH reactivity (functional) = 18 Compound was evaluated for the glutathione (GSH) reactivity ChEMBL. 1501230
I50 (binding) = 0.0000000051 M Inhibition of human erythrocyte carbonic anhydrase II ChEMBL. 1501230
IC50 (binding) = 0.0000000051 M Inhibition of human erythrocyte carbonic anhydrase II ChEMBL. 1501230
Inhibition (functional) = 63 % Inhibition of albino rabbit iris and ciliary body carbonic anhydrase II after topical administration ex vivo ChEMBL. 1501230
Inhibition (functional) = 63 % Inhibition of albino rabbit iris and ciliary body carbonic anhydrase II after topical administration ex vivo ChEMBL. 1501230
IOP lowering (functional) = 3.9 mmHg Compound was evaluated for the lowering of the intraocular pressure (IOP) (2%, 3 drops) in ocular normotensive pigmented rabbits ChEMBL. 1501230
Ki (binding) = 0.0000000026 M Compound was evaluated for the inhibition of dansylamide at human carbonic anhydrase II ChEMBL. 1501230
Ki (binding) = 0.0000000026 M Compound was evaluated for the inhibition of dansylamide at human carbonic anhydrase II ChEMBL. 1501230
PC = 19.6 Partition coefficient(PC) was determined by equilibrating compound between 1-octanol and 0.1 ionic strength pH 7.4 buffer ChEMBL. 1501230
Pigment binding (functional) = 27 % Percentage binding of the compound to bovine iris and ciliary body ChEMBL. 1501230
pKa = 5.57 pKa of the compound was determined in water ChEMBL. 1501230
pKa = 8.95000000000001 pKa of the compound was determined in 30% ethanol ChEMBL. 1501230
Solubility > 30 mg ml-1 Solubility of the compound was evaluated in water at 25 degree centigrade ChEMBL. 1501230

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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