amiloride   Click here for help

GtoPdb Ligand ID: 2421

Synonyms: amiloride HCl | Midamor®
Approved drug PDB Ligand
amiloride is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: Amiloride is a loop diuretic drug.
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View more information in the IUPHAR Pharmacology Education Project: amiloride

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 4
Rotatable bonds 2
Topological polar surface area 159.29
Molecular weight 229.05
XLogP -0.47
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES NC(=NC(=O)c1nc(Cl)c(nc1N)N)N
Isomeric SMILES NC(=NC(=O)c1nc(Cl)c(nc1N)N)N
InChI InChI=1S/C6H8ClN7O/c7-2-4(9)13-3(8)1(12-2)5(15)14-6(10)11/h(H4,8,9,13)(H4,10,11,14,15)
InChI Key XSDQTOBWRPYKKA-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRPC6 Mm Channel blocker Antagonist 3.9 pIC50 - 2
pIC50 3.9 (IC50 1.29x10-4 M) [2]
Voltage: -60.0 mV
TRPP2 Hs Channel blocker - 3.8 pIC50 -
pIC50 3.8 (IC50 1.43x10-4 M)
TRPA1 Mm Channel blocker Inhibition 3.3 pIC50 - 7
pIC50 3.3 [7]
Voltage: -80.0 mV
GABAA receptor α6 subunit Hs Allosteric modulator Antagonist - - - 8
[8]
TRPC7 Hs Channel blocker - - - -
TRPV2 Hs Channel blocker - - - -
Ligand mentioned in the following text fields