GtoPdb Ligand ID: 4177

Synonyms: 4,4'-diisothiocyanostilbene-2,2'-disulphonic acid | ABC inhibitor 2 [1]
Compound class: Synthetic organic
Comment: This compound inhibits ATP-binding cassette transporter 1 (ABCA1) [3].
There is some ambiguity as to the exact structure of this compund, with both the (E) and (Z) forms reported in the literature and on supplier websites. We show the (E) bond. The (Z) is shown in PubChem CID 9548709.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 214.4
Molecular weight 453.94
XLogP 4.3
No. Lipinski's rules broken 0
Canonical SMILES S=C=Nc1ccc(c(c1)S(=O)(=O)O)C=Cc1ccc(cc1S(=O)(=O)O)N=C=S
Isomeric SMILES S=C=Nc1ccc(c(c1)S(=O)(=O)O)C=Cc1ccc(cc1S(=O)(=O)O)N=C=S
InChI InChI=1S/C16H10N2O6S4/c19-27(20,21)15-7-13(17-9-25)5-3-11(15)1-2-12-4-6-14(18-10-26)8-16(12)28(22,23)24/h1-8H,(H,19,20,21)(H,22,23,24)
Bioactivity Comments
DIDS dose-dependently inhibits the ABCA1-specific anion efflux when the transporter is expressed in Xenopus oocytes [2]. DIDS also dose-dependently, and selectively inhibits inhibit IL-1β secretion, indicating a pharmacological relationship between ABCA1, IL-1β [3] and modulation of the inflammasome [1].
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
ClC-7 Hs Channel blocker - 4.4 pIC50 - 4
pIC50 4.4 (IC50 4x10-5 M) [4]
Maxi Cl- Hs Channel blocker - 4.4 pIC50 - 4
pIC50 4.4 (IC50 4x10-5 M) [4]
ClC-6 Hs Channel blocker - 3.0 pIC50 -
pIC50 3.0 (IC50 1x10-3 M)
ClC-Ka Hs Channel blocker - - - -
ClC-Kb Hs Channel blocker - - - -
CaCC Hs Channel blocker - - - -
VRAC Hs Channel blocker - - - -
Targets where the ligand is described in the comment field
Target Comment
Ligand mentioned in the following text fields