amiloride   

GtoPdb Ligand ID: 2421

Synonyms: amiloride HCl | Midamor®
amiloride is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: Amiloride is a loop diuretic drug.
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2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1981))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
3,5-diamino-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide
International Nonproprietary Names
INN number INN
2352 amiloride
Synonyms
amiloride HCl | Midamor®
Database Links
BindingDB Ligand 16173
CAS Registry No. 2609-46-3
ChEBI CHEBI:2639
ChEMBL Ligand CHEMBL945
DrugBank Ligand DB00594
DrugCentral Ligand 158
GtoPdb PubChem SID 135649936
PubChem CID 16231
RCSB PDB Ligand AMR
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Wikipedia Amiloride