penicillin G   

GtoPdb Ligand ID: 4796

Synonyms: penicillin G sodium | penicillin-G potassium
penicillin G is an approved drug (FDA (1947))
Compound class: Synthetic organic
Comment: Penicillin G (benzylpenicillin ) is a narrow spectrum penicillin antibiotic.
Penicillin G is on the World Health Organisation's List of Essential Medicines. Click here to access the pdf version of the WHO's 21st Essential Medicines list (2019).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 112.01
Molecular weight 334.1
XLogP 1.49
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C(Cc1ccccc1)NC1C(=O)N2C1SC(C2C(=O)O)(C)C
Isomeric SMILES O=C(Cc1ccccc1)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1
InChI Key JGSARLDLIJGVTE-MBNYWOFBSA-N
No information available.
Summary of Clinical Use
Used in the treatment of severe bacterial infections including septicemia, meningitis, pericarditis, endocarditis and severe pnuemonia.
Mechanism Of Action and Pharmacodynamic Effects
Binds to specific penicillin-binding proteins in the bacterial cell wall which inhibits the last stage of bacterial cell wall synthesis.
External links