fentanyl   Click here for help

GtoPdb Ligand ID: 1626

Synonyms: Abstral® | Actiq® | Durogesic® | Effentora® | MCN-JR-4263-49 | R-4263 | Sublimaze®
Approved drug PDB Ligand
fentanyl is an approved drug (FDA (1968), EMA (2008))
Compound class: Synthetic organic
Comment: Fentanyl is a potent, synthetic, addiction-forming narcotic analgesic. Marketed formulations contain the citrate salt (PubChem CID 13810).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 23.55
Molecular weight 336.22
XLogP 3.94
No. Lipinski's rules broken 0
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Canonical SMILES CCC(=O)N(c1ccccc1)C1CCN(CC1)CCc1ccccc1
Isomeric SMILES CCC(=O)N(c1ccccc1)C1CCN(CC1)CCc1ccccc1
InChI InChI=1S/C22H28N2O/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19/h3-12,21H,2,13-18H2,1H3
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1968), EMA (2008))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
1608 fentanyl
Synonyms Click here for help
Abstral® | Actiq® | Durogesic® | Effentora® | MCN-JR-4263-49 | R-4263 | Sublimaze®
Database Links Click here for help
Specialist databases
GPCRdb Ligand fentanyl
Other databases
BindingDB Ligand 50008984
CAS Registry No. 437-38-7 (source: DrugBank)
ChEBI CHEBI:119915
DrugBank Ligand DB00813
DrugCentral Ligand 1164
GtoPdb PubChem SID 135650258
PubChem CID 3345
RCSB PDB Ligand 7V7
Search Google for chemical match using the InChIKey PJMPHNIQZUBGLI-UHFFFAOYSA-N
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Search PubMed clinical trials fentanyl
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Search PubMed titles/abstracts fentanyl
UniChem Compound Search for chemical match using the InChIKey PJMPHNIQZUBGLI-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PJMPHNIQZUBGLI-UHFFFAOYSA-N
Wikipedia Fentanyl