Unoprostone Isopropyl
drugOn this page
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
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL1200661 |
| Name | Unoprostone Isopropyl |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | no |
| PubChem CID | 5282175 |
| ChEBI | CHEBI:31731 |
| Molecular formula | C25H44O5 |
| Molecular weight | 424.6 |
| InChIKey | XXUPXHKCPIKWLR-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):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| HTR2B | 6.05 | AC50 | 890 | nM | CHEMBL_ACT_25227769 |
| ADORA3 | 5.25 | AC50 | 5600 | nM | CHEMBL_ACT_25134462 |
| SLC6A3 | 5.14 | AC50 | 7200 | nM | CHEMBL_ACT_25124203 |
| SLC6A2 | 5.14 | AC50 | 7200 | nM | CHEMBL_ACT_25145252 |
| PDE4D | 5.02 | AC50 | 9600 | nM | CHEMBL_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).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| retinitis pigmentosa | 3 | MONDO:0019200 | MONDO:0019200 |
| age-related macular degeneration | 2 | MONDO:0005150 | EFO:0001365 |
Clinical trials
Total trials: 2.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE3 | 1 |
| PHASE2 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT01786395 | PHASE3 | TERMINATED | Phase III Efficacy and Safety Clinical Study of UF-021 for Treatment of Retinitis Pigmentosa |
| NCT01379560 | PHASE2 | COMPLETED | A 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.
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).
Related Atlas pages
- Diseases: retinitis pigmentosa