Unoprostone Isopropyl

drug
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Also known as Isopropyl unoprostoneResculaUF-021Unoprostone isopropyl esterSID144207178

Summary

Unoprostone Isopropyl (CHEMBL1200661) is an approved small-molecule antiglaucoma drug; indicated across 2 conditions including retinitis pigmentosa and age-related macular degeneration.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • Indications: 2 conditions
  • Clinical trials: 2
  • Chemistry: 424.6 Da · C25H44O5

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL1200661
NameUnoprostone Isopropyl
TypeSmall molecule
Max phase4
FDA approvedno
PubChem CID5282175
ChEBICHEBI:31731
Molecular formulaC25H44O5
Molecular weight424.6
InChIKeyXXUPXHKCPIKWLR-JHUOEJJVSA-N

SMILES: CCCCCCCC(=O)CC[C@H]1[C@@H](C[C@@H]([C@@H]1C/C=C\CCCC(=O)OC(C)C)O)O

IUPAC name: propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl]hept-5-enoate

ChEBI definition: The isopropyl ester of unoprostone.

Pharmacological roles (ChEBI): antiglaucoma drug, antihypertensive agent, prodrug.

Also known as: Isopropyl unoprostone, Rescula, UF-021, Unoprostone isopropyl, Unoprostone isopropyl ester, UNOPROSTONE ISOPROPYL, unoprostone isopropyl ester, SID144207178, unoprostone isopropyl

Patent coverage: 570 distinct patent families (2,396 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Broader ChEMBL bioactivity targets: 9 (assay-derived). Sample: 5-hydroxytryptamine receptor 2B, Alpha-2C adrenergic receptor, Sodium channel protein type 5 subunit alpha, Progesterone receptor, Sodium-dependent noradrenaline transporter, Sodium-dependent dopamine transporter, Adenosine receptor A3, 3’,5’-cyclic-AMP phosphodiesterase 4D, Melanocortin receptor 3.

Bioactivity

ChEMBL activities: 5 potent at pChembl ≥ 5 of 9 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
HTR2B6.05AC50890nMCHEMBL_ACT_25227769
ADORA35.25AC505600nMCHEMBL_ACT_25134462
SLC6A35.14AC507200nMCHEMBL_ACT_25124203
SLC6A25.14AC507200nMCHEMBL_ACT_25145252
PDE4D5.02AC509600nMCHEMBL_ACT_25185587

Target pathways

No target-pathway data for this drug (no mapped target genes).

Indications & clinical

Indications

2 indications (0 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
retinitis pigmentosa3MONDO:0019200MONDO:0019200
age-related macular degeneration2MONDO:0005150EFO:0001365

Clinical trials

Total trials: 2.

Phase distribution

PhaseTrials
PHASE31
PHASE21

Top trials by phase / activity

NCTPhaseStatusTitle
NCT01786395PHASE3TERMINATEDPhase III Efficacy and Safety Clinical Study of UF-021 for Treatment of Retinitis Pigmentosa
NCT01379560PHASE2COMPLETEDA Study to Evaluate the Ocular Blood Flow Effects of Unoprostone Isopropyl in Adults With Dry Age-related Macular Degeneration

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No PharmGKB pharmacogenomic data curated for this drug.

No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).