dequalinium   

GtoPdb Ligand ID: 2313

Compound class: Synthetic organic
Comment: While the INN-assigned preparation of dequalinium is in complex with chloride, the compound is also available experimentally as the 'parent' salt form. Two of the references listed here [1,4] refer to the parent compound, while [5] and [6] refer to dequalinium chloride. We show the structure of the parent compound, and our external links are also to this structure.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 59.8
Molecular weight 456.33
XLogP 9.69
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES Nc1cc(C)[n+](c2c1cccc2)CCCCCCCCCC[n+]1c(C)cc(c2c1cccc2)N
Isomeric SMILES Nc1cc(C)[n+](c2c1cccc2)CCCCCCCCCC[n+]1c(C)cc(c2c1cccc2)N
InChI InChI=1S/C30H38N4/c1-23-21-27(31)25-15-9-11-17-29(25)33(23)19-13-7-5-3-4-6-8-14-20-34-24(2)22-28(32)26-16-10-12-18-30(26)34/h9-12,15-18,21-22,31-32H,3-8,13-14,19-20H2,1-2H3/p+2
InChI Key PCSWXVJAIHCTMO-UHFFFAOYSA-P
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CNGA1 Hs Channel blocker Antagonist 6.7 pIC50 - 3
pIC50 6.7 [3]
Voltage: 0.0 mV
KCa2.2 Rn Channel blocker Antagonist 6.5 – 6.8 pIC50 - 1,5
pIC50 6.5 – 6.8 [1,5]
KCa2.1 Hs Channel blocker Antagonist 6.4 pIC50 - 4-5
pIC50 6.4 (IC50 4x10-7 M) [4-5]
Voltage: -80.0 mV
CNGA2 Hs Channel blocker Antagonist 5.6 pIC50 - 2
pIC50 5.6 [2]
Voltage: 0.0 mV
KCa2.3 Hs Channel blocker Antagonist 4.5 pIC50 - 6
pIC50 4.5 [6]