unoprostone isopropyl

Ligand id: 8282

Name: unoprostone isopropyl

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 17
Topological polar surface area 83.83
Molecular weight 424.32
XLogP 5.39
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2000))
Withdrawn drug? Yes
IUPAC Name
propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl]hept-5-enoate
International Nonproprietary Names
INN number INN
6920 unoprostone
Synonyms
Rescula® (proposed trade name) | UF 021 | UF-021
Database Links
CAS Registry No. 120373-24-2 (source: Scifinder)
ChEBI CHEBI:31731
ChEMBL Ligand CHEMBL1200661
PubChem CID 5282175
Search Google for chemical match using the InChIKey XXUPXHKCPIKWLR-JHUOEJJVSA-N
Search Google for chemicals with the same backbone XXUPXHKCPIKWLR
Search PubMed clinical trials unoprostone
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Search UniChem for chemical match using the InChIKey XXUPXHKCPIKWLR-JHUOEJJVSA-N
Search UniChem for chemicals with the same backbone XXUPXHKCPIKWLR
Comments
Note that the INN for this compound is for the carboxylic acid, whereas the compound used clinically is the isopropyl ester.
Unoprostone was originally developed as an intraocular pressure-reducing agent for use in glaucoma, however use for this indication has been discontinued. The focus is now on unoprostone's ability to treat retinal disease [3,5].