Ligand id: 2286

Name: cocaine

Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 55.84
Molecular weight 303.15
XLogP 2.31
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

No information available.
Summary of Clinical Use
Used as a local anaesthetic in nasal, oral and laryngeal surgery.
Mechanism Of Action and Pharmacodynamic Effects
The local anaesthetic action of cocaine is a result of its inhibition of sodium channels which results in inhibition of excitation at nerve endings and inhibition of peripheral nerve conductance. Vasoconstriction results from inhibition of noradrenaline reuptake. In pre-synaptic neurons cocaine prevents the re-uptake of dopamine, serotonin, and noradrenaline. Inhibiting dopamine re-uptake likely accounts for the development of cocaine addiction.