Levobunolol

drug
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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

FieldValue
ChEMBL IDCHEMBL1201237
NameLevobunolol
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID39468
ChEBICHEBI:6438
ATCS01ED03
Molecular formulaC17H25NO3
Molecular weight291.4
InChIKeyIXHBTMCLRNMKHZ-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):

TargetpChemblTypeValueUnitActivity ID
ADRB29.26Ki0.55nMCHEMBL_ACT_7750841
ADRB29.1IC500.79nMCHEMBL_ACT_7750840
ADRB18.4Ki3.98nMCHEMBL_ACT_7750839
ADRB18.16IC506.9nMCHEMBL_ACT_7750838
ADRB36.59Ki255nMCHEMBL_ACT_7750843
SIGMAR16.49Ki325nMCHEMBL_ACT_7753066
ADRB36.47IC50340nMCHEMBL_ACT_7750842
SIGMAR16.11IC50773nMCHEMBL_ACT_7753065
HTR1A6.05AC50886nMCHEMBL_ACT_25165509
P193275.78Ki1658nMCHEMBL_ACT_7753048
SLC6A45.58Ki2602nMCHEMBL_ACT_7753064
P193275.54IC502901nMCHEMBL_ACT_7753047
SLC6A45.31IC504898nMCHEMBL_ACT_7753063
TSHR5.1Potency7943nMCHEMBL_ACT_3915711
TSHR5.1Potency7943nMCHEMBL_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).

IndicationPhaseMONDOEFO
glaucoma4MONDO:0005041MONDO: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.

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