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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL499
CHEMBL499
Compound Name TIMOLOL
ChEMBL Synonyms BETIM | TIMOPTIC-XE | TIMOLOL MALEATE | GLAU-OPT | TIOPEX | Timoptic | ISTALOL | GLAUCOL | TIMOPTIC IN OCUDOSE | Timoptic-XE | Istalol | TIMOPTIC | Timoptic XE | BETIMOL | TIMOLOL | NYOGEL | BLOCADREN
Max Phase 4 (Approved)
Trade Names GLAUCOL | TIMOPTIC | Timoptic XE | BLOCADREN | BETIMOL | NYOGEL | TIMOLOL MALEATE | TIMOPTIC-XE | TIMOLOL | ISTALOL | BETIM | GLAU-OPT | TIOPEX | Timoptic | TIMOPTIC IN OCUDOSE
Molecular Formula C13H24N4O3S

Additional synonyms for CHEMBL499 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)(C)NC[C@H](O)COc1nsnc1N2CCOCC2
Standard InChI InChI=1S/C13H24N4O3S/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-1 ...
Download InChI
Standard InChI Key BLJRIMJGRPQVNF-JTQLQIEISA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL499

Molecule Features

CHEMBL499 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Beta-1 adrenergic receptor antagonist Beta-1 adrenergic receptor DailyMed
Beta-2 adrenergic receptor antagonist Beta-2 adrenergic receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Glaucoma, Open-AngleD005902EFO:0004190open-angle glaucoma3ClinicalTrials
ClinicalTrials
Ocular HypertensionD009798EFO:1001069ocular hypertension3ClinicalTrials
ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Wet Macular DegenerationD057135EFO:0004683wet macular degeneration2ClinicalTrials
Optic Neuropathy, IschemicD018917EFO:1000809anterior ischemic optic neuropathy1ClinicalTrials
HemangiomaD006391EFO:1000635hemangioma3ClinicalTrials
ClinicalTrials
MelanomaD008545EFO:0000756melanoma3ClinicalTrials
Skin UlcerD012883HP:0200042Skin ulcer2ClinicalTrials
Telangiectasia, Hereditary HemorrhagicD013683Orphanet:774Hereditary hemorrhagic telangiectasia2ClinicalTrials
GlaucomaD005901EFO:0000516glaucoma4ClinicalTrials
ATC
ATC
ClinicalTrials
Corneal EdemaD015715EFO:1000879corneal edema3ClinicalTrials

Clinical Data

ClinicalTrials.gov TIMOLOL
The Cochrane Collaboration TIMOLOL

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL499. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.998
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 0.992
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.927
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.359

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.996
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.993
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 0.991
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 0.961
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.768
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.577
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.412
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.299

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
316.4 316.1569 0.5 6 79.74 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 2 0 7 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.38 9.35 1.28 -.6 1 21 0.79

Structural Alerts

There are 1 structural alerts for CHEMBL499. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01E - ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01ED - Beta blocking agents 1)
S01ED51 - timolol, combinations

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01E - ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01ED - Beta blocking agents 1)
S01ED01 - timolol

C - CARDIOVASCULAR SYSTEM
C07 - BETA BLOCKING AGENTS
C07A - BETA BLOCKING AGENTS
C07AA - Beta blocking agents, non-selective
C07AA06 - timolol

ChemSpider ChemSpider:BLJRIMJGRPQVNF-JTQLQIEISA-N
DailyMed timolol timolol maleate
PubChem SID: 104171325 SID: 11111904 SID: 11112709 SID: 11113334 SID: 144204165 SID: 170465062 SID: 90341807
Wikipedia Timolol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL499



ACToR 131628-37-0
BindingDB 50292219
Brenda 156335
ChEBI 9599
DrugBank DB00373
DrugCentral 4061
eMolecules 1933616
EPA CompTox Dashboard DTXSID4023674
FDA SRS 5JKY92S7BR
Guide to Pharmacology 565
IBM Patent System 74EC3ABC63100F43755F1423B69E9B0B
KEGG Ligand C07141
LINCS LSM-2176
MolPort MolPort-006-125-123
NIH Clinical Collection SAM002564238
Nikkaji J10.426D
PDBe TIM
PharmGKB PA451690
PubChem 33624
PubChem: Thomson Pharma 14825948 14899130
SureChEMBL SCHEMBL4912
ZINC ZINC000000002176

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/BLJRIMJGRPQVNF-JTQLQIEISA-N spacer
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