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

No information available.
Summary of Clinical Use
Both the EMA and FDA have granted unoprostone isopropyl orphan drug status for the treatment of the rare condition retinitis pigmentosa (RP) [7]. A Phase III clinical trial assessing unoprostone isopropyl as a treatment for RP is ongoing. A Phase II study in patients with dry age-related macular degeneration has been completed.
Mechanism Of Action and Pharmacodynamic Effects
Unoprostone isopropyl is a topically applied prostaglandin analogue, with a docosanoid-like structure. Docosanoids are signaling molecules with neuroprotective and anti-inflammatory actions [1]. The reported affinity of unoprostone for prostaglandin receptors is very low [4], suggesting an alternative mechanism of action. The beneficial effects of unoprostone in RP appear to be mediated by activation of Ca2+-activated K+ (BK) channels [6], with an EC50 for activation of BK channels by unoprostone of approximately 0.6 nM in human cortical cells [2].