neomycin

Ligand id: 709

Name: neomycin

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 19
Hydrogen bond donors 13
Rotatable bonds 9
Topological polar surface area 353.11
Molecular weight 614.31
XLogP -6.91
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
Approved drug? Yes (source: FDA (1964))
IUPAC Name
(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol
International Nonproprietary Names
INN number INN
253 framycetin
Synonyms
Neo-Rx®
neomycin sulfate
Database Links
BindingDB Ligand 19
CAS Registry No. 119-04-0 (source: ChEBI)
ChEBI CHEBI:7508
ChEMBL Ligand CHEMBL184618
DrugBank Ligand DB00994
PharmGKB Drug PA450608, PA164743181
PubChem CID 8378
RCSB PDB Ligand NMY
Search Google for chemical match using the InChIKey PGBHMTALBVVCIT-VCIWKGPPSA-N
Search Google for chemicals with the same backbone PGBHMTALBVVCIT
Search PubMed clinical trials framycetin
Search PubMed titles framycetin
Search PubMed titles/abstracts framycetin
Wikipedia Neomycin
Comments
Neomycin is an aminoglycoside antibiotic. Neomycin is active against Gram-negative bacteria, and partially active against Gram-positive bacteria. Standard grade neomycin is a mixture of several related compounds, including neomycin A (neamine), neomycin B (framycetin) and neomycin C, with neomycin B being the most active component. We show the structure of neomycin B here.