levobupivacaine   Click here for help

GtoPdb Ligand ID: 7211

Synonyms: Chirocaine® | levobupivacaine hydrochloride
Approved drug PDB Ligand
levobupivacaine is an approved drug
Compound class: Synthetic organic
Comment: This drug is the (S)-enantiomer of bupivacaine.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 35.83
Molecular weight 288.22
XLogP 3.87
No. Lipinski's rules broken 0
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Canonical SMILES CCCCN1CCCCC1C(=Nc1c(C)cccc1C)O
Isomeric SMILES CCCCN1CCCC[C@H]1C(=Nc1c(C)cccc1C)O
InChI InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)/t16-/m0/s1
No information available.
Summary of Clinical Use Click here for help
Used for surgical anaesthesia and pain management. However, there is no information regarding approval for clinical use of this drug on the US FDA website. Other national approval agencies may have granted marketing authorisation.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
This drug acts by blocking sodium channel α subunits, potentially SCN4A. This reduces action potential generation and blocks nerve signal propagation.
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