procaine   Click here for help

GtoPdb Ligand ID: 4291

Synonyms: Novocain®
Approved drug
procaine is an approved drug (FDA (1972))
Compound class: Synthetic organic
Comment: Procaine was approved by the FDA in combination with penicillin in 1948.
Marketed formulations may contain procaine hydrochloride (PubChem CID 5795). In the WHO Essential Medicines list as procaine benzylpenicillin.
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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 7
Topological polar surface area 55.56
Molecular weight 236.15
XLogP 1.84
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCN(CCOC(=O)c1ccc(cc1)N)CC
Isomeric SMILES CCN(CCOC(=O)c1ccc(cc1)N)CC
InChI InChI=1S/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3
InChI Key MFDFERRIHVXMIY-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1972))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
2-(diethylamino)ethyl 4-aminobenzoate
International Nonproprietary Names Click here for help
INN number INN
975 procaine
Synonyms Click here for help
Novocain®
Database Links Click here for help
CAS Registry No. 59-46-1 (source: Scifinder)
ChEMBL Ligand CHEMBL569
DrugBank Ligand DB00721
DrugCentral Ligand 2271
GtoPdb PubChem SID 178101108
PubChem CID 4914
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Wikipedia Procaine