Levobunolol
drug drugOn this page
Also known as Bunolol, (-)-Bunolol, (s)-SID11112713SID11112712
Summary
Levobunolol (CHEMBL1201237) is an approved small-molecule antiglaucoma drug (ATC S01ED03); indicated across 1 condition including glaucoma.
At a glance
- Status: Approved (max clinical phase 4)
- Modality: Small molecule
- ATC class: S01ED03
- Indications: 1 condition
- Chemistry: 291.4 Da · C17H25NO3
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL1201237 |
| Name | Levobunolol |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | yes |
| PubChem CID | 39468 |
| ChEBI | CHEBI:6438 |
| ATC | S01ED03 |
| Molecular formula | C17H25NO3 |
| Molecular weight | 291.4 |
| InChIKey | IXHBTMCLRNMKHZ-LBPRGKRZSA-N |
SMILES: CC(C)(C)NC[C@@H](COC1=CC=CC2=C1CCCC2=O)O
IUPAC name: 5-[(2S)-3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydro-2H-naphthalen-1-one
ChEBI definition: A cyclic ketone that is 3,4-dihydronaphthalen-1-one substituted at position 5 by a 3-(tert-butylamino)-2-hydroxypropoxy group (the S-enantiomer). A non-selective β-adrenergic antagonist used (as its hydrochloride salt) for treatment of glaucoma.
Pharmacological roles (ChEBI): antiglaucoma drug, β-adrenergic antagonist.
Also known as: Bunolol, (-)-, Bunolol, (s)-, Levobunolol, SID11112713, SID11112712, levobunolol, LEVOBUNOLOL
Parent form; salt/anhydrous children: CHEMBL1201177
Patent coverage: 2,625 distinct patent families (10,597 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: 4’-phosphopantetheinyl transferase ffp, Thyrotropin receptor, Beta-2 adrenergic receptor, Beta-1 adrenergic receptor, 5-hydroxytryptamine receptor 1A, Sodium-dependent serotonin transporter, Beta-3 adrenergic receptor, 5-hydroxytryptamine receptor 1A, Sigma non-opioid intracellular receptor 1.
Bioactivity
ChEMBL activities: 15 potent at pChembl ≥ 5 of 16 total. Top 100 by potency (10 = 0.1 nM, 6 = 1 µM):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| ADRB2 | 9.26 | Ki | 0.55 | nM | CHEMBL_ACT_7750841 |
| ADRB2 | 9.1 | IC50 | 0.79 | nM | CHEMBL_ACT_7750840 |
| ADRB1 | 8.4 | Ki | 3.98 | nM | CHEMBL_ACT_7750839 |
| ADRB1 | 8.16 | IC50 | 6.9 | nM | CHEMBL_ACT_7750838 |
| ADRB3 | 6.59 | Ki | 255 | nM | CHEMBL_ACT_7750843 |
| SIGMAR1 | 6.49 | Ki | 325 | nM | CHEMBL_ACT_7753066 |
| ADRB3 | 6.47 | IC50 | 340 | nM | CHEMBL_ACT_7750842 |
| SIGMAR1 | 6.11 | IC50 | 773 | nM | CHEMBL_ACT_7753065 |
| HTR1A | 6.05 | AC50 | 886 | nM | CHEMBL_ACT_25165509 |
| P19327 | 5.78 | Ki | 1658 | nM | CHEMBL_ACT_7753048 |
| SLC6A4 | 5.58 | Ki | 2602 | nM | CHEMBL_ACT_7753064 |
| P19327 | 5.54 | IC50 | 2901 | nM | CHEMBL_ACT_7753047 |
| SLC6A4 | 5.31 | IC50 | 4898 | nM | CHEMBL_ACT_7753063 |
| TSHR | 5.1 | Potency | 7943 | nM | CHEMBL_ACT_3915711 |
| TSHR | 5.1 | Potency | 7943 | nM | CHEMBL_ACT_4751043 |
Target pathways
No target-pathway data for this drug (no mapped target genes).
Indications & clinical
Indications
1 approved indication. FDA phase 4, plus an anticancer drug’s labelled cancer uses (which ChEMBL often logs at phase 3).
| Indication | Phase | MONDO | EFO |
|---|---|---|---|
| glaucoma | 4 | MONDO:0005041 | MONDO:0005041 |
Clinical trials
Total trials: 0.
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
No CPIC/DPWG dosing guideline or drug-level clinical/variant annotations in PharmGKB for this molecule.
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).
Related Atlas pages
- Indicated for: glaucoma