proparacaine   Click here for help

GtoPdb Ligand ID: 7283

Synonyms: Alcaine® | Paracaine® | proparacaine hydrochloride | proxymetacaine hydrochloride
Approved drug
proparacaine is an approved drug (FDA (1953))
Compound class: Synthetic organic
Comment: Proparacaine is a topical anesthetic drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 64.79
Molecular weight 294.19
XLogP 2.54
No. Lipinski's rules broken 0
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Canonical SMILES CCCOc1ccc(cc1N)C(=O)OCCN(CC)CC
Isomeric SMILES CCCOc1ccc(cc1N)C(=O)OCCN(CC)CC
InChI InChI=1S/C16H26N2O3/c1-4-10-20-15-8-7-13(12-14(15)17)16(19)21-11-9-18(5-2)6-3/h7-8,12H,4-6,9-11,17H2,1-3H3
No information available.
Summary of Clinical Use Click here for help
This drug is often used in eye drops to anaesthetise the eye for invasive procedures.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The likely molecular mechanism of action (MMOA) of this drug is inhibition of voltage-gated sodium channels on neuronal membranes. This prevents action potential and nerve signal propagation and transmission. The genes and proteins SNC1A-SNC11A are listed in this database in the voltage-gated sodium channels section.
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