lidocaine   

GtoPdb Ligand ID: 2623

Synonyms: Xylocaine®
lidocaine is an approved drug (FDA (1948))
Compound class: Synthetic organic
Comment: Lidocaine was the first-in-class amino amide-type local anesthetic to be discovered.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 32.34
Molecular weight 234.17
XLogP 2.1
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCN(CC(=O)Nc1c(C)cccc1C)CC
Isomeric SMILES CCN(CC(=O)Nc1c(C)cccc1C)CC
InChI InChI=1S/C14H22N2O/c1-5-16(6-2)10-13(17)15-14-11(3)8-7-9-12(14)4/h7-9H,5-6,10H2,1-4H3,(H,15,17)
InChI Key NNJVILVZKWQKPM-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1948))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
2-diethylamino-N-(2,6-dimethylphenyl)acetamide
International Nonproprietary Names
INN number INN
4202 lidocaine
Synonyms
Xylocaine®
Comments
Lidocaine was the first-in-class amino amide-type local anesthetic to be discovered.
Database Links
BindingDB Ligand 50017662
CAS Registry No. 137-58-6
ChEBI CHEBI:6456
ChEMBL Ligand CHEMBL79
DrugBank Ligand DB00281
DrugCentral Ligand 1579
GtoPdb PubChem SID 135650521
PubChem CID 3676
RCSB PDB Ligand LQZ
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Wikipedia Lidocaine

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Tocris
Lidocaine
Cat. No. 3057