dantrolene   Click here for help

GtoPdb Ligand ID: 4172

Synonyms: Dantrium® | F-368 | F-440 | Ryanodex®
Approved drug
dantrolene is an approved drug (FDA (1974))
Compound class: Synthetic organic
Comment: Dantrolene inhibits ryanodine receptor subtypes 1 and 3 (RyR1, and RyR3). The structure of dantrolene is commonly represented in the literature with charges, and it is this structure that we show here and link to in PubChem. However, the FDA and INN documents represent the compound without the charge.
Marketed formulations may contain dantrolene sodium (PubChem CID 6604100).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 118.05
Molecular weight 314.07
XLogP 1.69
No. Lipinski's rules broken 0
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Canonical SMILES O=C1CN(C(=O)N1)N=Cc1ccc(o1)c1ccc(cc1)[N+](=O)[O-]
Isomeric SMILES O=C1CN(C(=O)N1)/N=C/c1ccc(o1)c1ccc(cc1)[N+](=O)[O-]
InChI InChI=1S/C14H10N4O5/c19-13-8-17(14(20)16-13)15-7-11-5-6-12(23-11)9-1-3-10(4-2-9)18(21)22/h1-7H,8H2,(H,16,19,20)/b15-7+
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
RyR1 Primary target of this compound Hs Antagonist Antagonist - - -
RyR3 Hs Antagonist Antagonist - - -