gefapixant   Click here for help

GtoPdb Ligand ID: 9540

Synonyms: AF-219 | AF219 | Lyfnua® | MK7264 | MK‐7264
Approved drug PDB Ligand Immunopharmacology Ligand
gefapixant is an approved drug (Japan (2022))
Compound class: Synthetic organic
Comment: Gefapixant (MK‐7264, and formerly AF-219) is a P2X3 and P2X2/3 receptor antagonist. Experimental results have shown that gefapixant acts as a reversible allosteric antagonist, that exhibits preferential activity at closed channels.
Studies in rodent models have provided evidence that supports investigation of gefapixant as a novel treatment for chronic sensitisation conditions [7].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 164.82
Molecular weight 353.12
XLogP 0.6
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc(C(C)C)c(cc1S(=O)(=O)N)Oc1cnc(nc1N)N
Isomeric SMILES COc1cc(C(C)C)c(cc1S(=O)(=O)N)Oc1cnc(nc1N)N
InChI InChI=1S/C14H19N5O4S/c1-7(2)8-4-10(22-3)12(24(17,20)21)5-9(8)23-11-6-18-14(16)19-13(11)15/h4-7H,1-3H3,(H2,17,20,21)(H4,15,16,18,19)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Japan (2022))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
10642 gefapixant
Synonyms Click here for help
AF-219 | AF219 | Lyfnua® | MK7264 | MK‐7264
Database Links Click here for help
GtoPdb PubChem SID 336446926
PubChem CID 24764487
RCSB PDB Ligand AF9, AF9
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UniChem Compound Search for chemical match using the InChIKey HLWURFKMDLAKOD-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HLWURFKMDLAKOD-UHFFFAOYSA-N