azithromycin

Ligand id: 6510

Name: azithromycin

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 14
Hydrogen bond donors 5
Rotatable bonds 7
Topological polar surface area 180.08
Molecular weight 748.51
XLogP 1.89
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
Approved drug? Yes (FDA & UK (1991))
IUPAC Name
(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-[(2S,3R,4S,6R)-4-dimethylamino-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one
International Nonproprietary Names
INN number INN
6197 azithromycin
Comments
Azithromycin is a macrolide antibiotic with broad-spectrum activity against gram-positive and atypical bacteria. The compound also has antimalarial activity and has been investigated as a potential treatment for uncomplicated P. falciparum or P. vivax malaria but does not provide an advantage over current therapies [3].
Azithromycin is one of the key antibacterials in the WHO 20th Essential Medicines List (2017).
Database Links
CAS Registry No. 83905-01-5 (source: Scifinder)
ChEMBL Ligand CHEMBL529
DrugBank Ligand DB00207
GtoPdb PubChem SID 178103124
PubChem CID 447043
RCSB PDB Ligand ZIT
Search Google for chemical match using the InChIKey MQTOSJVFKKJCRP-BICOPXKESA-N
Search Google for chemicals with the same backbone MQTOSJVFKKJCRP
Search PubMed clinical trials azithromycin
Search PubMed titles azithromycin
Search PubMed titles/abstracts azithromycin
Search UniChem for chemical match using the InChIKey MQTOSJVFKKJCRP-BICOPXKESA-N
Search UniChem for chemicals with the same backbone MQTOSJVFKKJCRP
Wikipedia Azithromycin

Product suppliers

Tocris
Azithromycin
Cat. No. 3771