digoxin

Ligand id: 4726

Name: digoxin

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: digoxin

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 14
Hydrogen bond donors 6
Rotatable bonds 7
Topological polar surface area 203.06
Molecular weight 780.43
XLogP 2.17
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
Approved drug? Yes (FDA (no history prior to 1975))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
4-[(1S,2S,5S,7R,10R,11S,14R,15S,16R)-5-{[(2R,4S,5S,6R)-5-{[(2S,4S,5S,6R)-5-{[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-11,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2,5-dihydrofuran-2-one
International Nonproprietary Names
INN number INN
389 digoxin
Synonyms
Lanoxin®
Comments
Digoxin is a cardiac glycoside similar to digitoxin.
Database Links
CAS Registry No. 20830-75-5 (source: Scifinder)
ChEBI CHEBI:4551
ChEMBL Ligand CHEMBL1751
DrugBank Ligand DB00390
GtoPdb PubChem SID 178101437
PubChem CID 2724385
RCSB PDB Ligand DGX
Search Google for chemical match using the InChIKey LTMHDMANZUZIPE-PUGKRICDSA-N
Search Google for chemicals with the same backbone LTMHDMANZUZIPE
Search PubMed clinical trials digoxin
Search PubMed titles digoxin
Search PubMed titles/abstracts digoxin
Search UniChem for chemical match using the InChIKey LTMHDMANZUZIPE-PUGKRICDSA-N
Search UniChem for chemicals with the same backbone LTMHDMANZUZIPE
Wikipedia Digoxin