5-(N,N-hexamethylene)-amiloride   Click here for help

GtoPdb Ligand ID: 1192

Abbreviated name: HMA
PDB Ligand
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 136.51
Molecular weight 311.13
XLogP 1.9
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NC(=NC(=O)c1nc(Cl)c(nc1N)N1CCCCCC1)N
Isomeric SMILES NC(=NC(=O)c1nc(Cl)c(nc1N)N1CCCCCC1)N
InChI InChI=1S/C12H18ClN7O/c13-8-10(20-5-3-1-2-4-6-20)18-9(14)7(17-8)11(21)19-12(15)16/h1-6H2,(H2,14,18)(H4,15,16,19,21)
InChI Key RQQJJXVETXFINY-UHFFFAOYSA-N
References
1. Heitman LH, Ye K, Oosterom J, Ijzerman AP. (2008)
Amiloride derivatives and a nonpeptidic antagonist bind at two distinct allosteric sites in the human gonadotropin-releasing hormone receptor.
Mol. Pharmacol., 73 (6): 1808-15. [PMID:18344315]
2. Leppik RA, Lazareno S, Mynett A, Birdsall NJ. (1998)
Characterization of the allosteric interactions between antagonists and amiloride analogues at the human alpha2A-adrenergic receptor.
Mol. Pharmacol., 53 (5): 916-25. [PMID:9584219]
3. Wilson AL, Womble SW, Prakash C, Cragoe Jr EJ, Blair IA, Limbird LE. (1992)
Novel amiloride analog allosterically modulates the alpha 2-adrenergic receptor but does not inhibit Na+/H+ exchange.
Mol. Pharmacol., 42 (2): 175-9. [PMID:1325028]