esketamine   Click here for help

GtoPdb Ligand ID: 9152

Synonyms: (S)-Ketamine | Spravato®
Approved drug PDB Ligand
esketamine is an approved drug (EMA & FDA (2019))
Compound class: Synthetic organic
Comment: As the ketamine (S) enatiomer esketamine is twice as potent and has a more medically useful pharmacological action than racemic ketamine. Part of this advantage arises from inhibition of dopamine transporters.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 29.1
Molecular weight 237.09
XLogP 2.88
No. Lipinski's rules broken 0
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Canonical SMILES CNC1(CCCCC1=O)c1ccccc1Cl
Isomeric SMILES CN[C@@]1(CCCCC1=O)c1ccccc1Cl
InChI InChI=1S/C13H16ClNO/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14/h2-3,6-7,15H,4-5,8-9H2,1H3/t13-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2019))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
7884 esketamine
Synonyms Click here for help
(S)-Ketamine | Spravato®
Database Links Click here for help
ChEMBL Ligand CHEMBL395091
DrugCentral Ligand 4468
GtoPdb PubChem SID 315661237
PubChem CID 182137
Search Google for chemical match using the InChIKey YQEZLKZALYSWHR-ZDUSSCGKSA-N
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UniChem Compound Search for chemical match using the InChIKey YQEZLKZALYSWHR-ZDUSSCGKSA-N
UniChem Connectivity Search for chemical match using the InChIKey YQEZLKZALYSWHR-ZDUSSCGKSA-N
Wikipedia Esketamine