Ligand id: 2427

Name: gentamicin

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 12
Hydrogen bond donors 8
Rotatable bonds 7
Topological polar surface area 199.73
Molecular weight 477.32
XLogP -2.88
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

No information available.
Summary of Clinical Use
Antibiotic used in the treatment of infections caused by P. aeruginosa, Proteus species (indole-positive and indole-negative), E. coli, Klebsiella-Enterobactor-Serratia species, Citrobacter species and Staphylococcus species (coagulase-positive and coagulase-negative).
Mechanism Of Action and Pharmacodynamic Effects
Gentamycin binds to 30S-subunit proteins and 16S rRNA which interferes with the decoding site in the region that interacts with the wobble base in the anticodon on tRNA, leading to interference with the initiation complex and misreading of mRNA. As a result incorrect amino acids are inserted into the polypeptide leading to nonfunctional or toxic peptides.