levobunolol Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
beta-adrenoreceptor antagonists 431 47141-42-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • levobunolol
  • levobunolol hydrochloride
  • levobunolol HCl
  • betagan
The L-Isomer of bunolol.
  • Molecular weight: 291.39
  • Formula: C17H25NO3
  • CLOGP: 2.26
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 2
  • TPSA: 58.56
  • ALOGS: -3.07
  • ROTB: 6

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

PropertyValueReference
BA (Bioavailability) 75 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Dec. 19, 1985 FDA ALLERGAN

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC S01ED03 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIGLAUCOMA PREPARATIONS AND MIOTICS
Beta blocking agents1)
MeSH PA D018663 Adrenergic Agents
FDA EPC N0000175556 beta-Adrenergic Blocker
MeSH PA D018674 Adrenergic Antagonists
MeSH PA D000319 Adrenergic beta-Antagonists
CHEBI has role CHEBI:39456 antiglaucoma drug
CHEBI has role CHEBI:35530 beta-adrenergic antagonist
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D013565 Sympatholytics

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Ocular hypertension indication 4210003 DOID:9282
Open-angle glaucoma indication 84494001 DOID:1067
Complete atrioventricular block contraindication 27885002
Acute cerebrovascular insufficiency contraindication 29322000
Anaphylaxis contraindication 39579001
Sinus bradycardia contraindication 49710005
Diabetes mellitus contraindication 73211009 DOID:9351
Pulmonary emphysema contraindication 87433001
Cardiogenic shock contraindication 89138009
Myasthenia gravis contraindication 91637004 DOID:437
Second degree atrioventricular block contraindication 195042002
Decompensated cardiac failure contraindication 195111005
Asthma contraindication 195967001 DOID:2841
Pregnancy, function contraindication 289908002
Severe chronic obstructive pulmonary disease contraindication 313299006

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.31 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Beta-1 adrenergic receptor GPCR ANTAGONIST Ki 8.40 DRUG MATRIX CHEMBL
Beta-2 adrenergic receptor GPCR ANTAGONIST Ki 9.26 DRUG MATRIX CHEMBL
Sodium-dependent serotonin transporter Transporter Ki 5.58 DRUG MATRIX
5-hydroxytryptamine receptor 1A GPCR Ki 5.78 DRUG MATRIX
Beta-3 adrenergic receptor GPCR ANTAGONIST Ki 6.59 DRUG MATRIX
Sigma non-opioid intracellular receptor 1 Membrane receptor Ki 6.49 DRUG MATRIX
5-hydroxytryptamine receptor 1A GPCR IC50 5.54 CHEMBL
Beta-3 adrenergic receptor Unclassified ANTAGONIST Ki 6.30 IUPHAR
Beta-3 adrenergic receptor Unclassified ANTAGONIST Ki 6.40 IUPHAR

External reference:

IDSource
D002040 MESH_DESCRIPTOR_UI
4019799 VUID
N0000147888 NUI
C0006388 UMLSCUI
D01025 KEGG_DRUG
349903009 SNOMEDCT_US
4019799 VANDF
418934007 SNOMEDCT_US
7927 MMSL
1813 RXNORM
004744 NDDF
CHEBI:6438 CHEBI
G6317AOI7K UNII
4706 INN_ID
27912-14-7 SECONDARY_CAS_RN
DB01210 DRUGBANK_ID
39468 PUBCHEM_CID
CHEMBL1201177 ChEMBL_ID
CHEMBL1201237 ChEMBL_ID
570 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
BETAGAN HUMAN PRESCRIPTION DRUG LABEL 1 0023-4385 SOLUTION/ DROPS 5 mg OPHTHALMIC NDA 11 sections
Levobunolol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 24208-505 SOLUTION/ DROPS 5 mg OPHTHALMIC ANDA 11 sections
Levobunolol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 54868-3363 SOLUTION/ DROPS 5 mg OPHTHALMIC ANDA 11 sections
LEVOBUNOLOL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 60758-060 SOLUTION/ DROPS 5 mg OPHTHALMIC NDA AUTHORIZED GENERIC 11 sections
LEVOBUNOLOL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 60758-063 SOLUTION/ DROPS 2.50 mg OPHTHALMIC NDA AUTHORIZED GENERIC 11 sections