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

Stem definitionDrug idCAS RN
65 51-84-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • acetylcholine
  • acetylcholine chloride
A neurotransmitter found at neuromuscular junctions, autonomic ganglia, parasympathetic effector junctions, a subset of sympathetic effector junctions, and at many sites in the central nervous system. Miochol-E (acetylcholine chloride intraocular solution) is used to obtain miosis of the iris in seconds after delivery of the lens in cataract surgery, in penetrating keratoplasty, iridectomy and other anterior segment surgery where rapid miosis may be required.
  • Molecular weight: 146.21
  • Formula: C7H16NO2
  • CLOGP: -3.47
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 0
  • TPSA: 26.30
  • ALOGS: -3.13
  • ROTB: 4

  • Status: OFP

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

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
Oct. 9, 1973 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC S01EB09 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIGLAUCOMA PREPARATIONS AND MIOTICS
Parasympathomimetics
FDA MoA N0000175369 Cholinergic Agonists
MeSH PA D002317 Cardiovascular Agents
MeSH PA D018678 Cholinergic Agents
MeSH PA D018679 Cholinergic Agonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D014665 Vasodilator Agents
CHEBI has role CHEBI:24621 hormones
CHEBI has role CHEBI:25512 neurotransmitters
CHEBI has role CHEBI:35620 vasodilator
CHEBI has role CHEBI:38325 muscarinic agonists
CHEBI has role CHEBI:75771 mus musculus metabolite
CHEBI has role CHEBI:77746 h. sapiens metabolites
FDA EPC N0000175884 Cholinergic Receptor Agonist

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Glaucoma indication 23986001 DOID:1686

Acid dissociation constants calculated using MoKa v3.0.0

None

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
Muscarinic acetylcholine receptor M3 GPCR AGONIST EC50 6.66 CHEMBL CHEMBL
Neuronal acetylcholine receptor subunit alpha-7 Ion channel Ki 5.10 CHEMBL
Neuronal acetylcholine receptor; alpha4/beta2 Ion channel EC50 5.80 CHEMBL
Muscarinic acetylcholine receptor M5 GPCR EC50 6.10 CHEMBL
Muscarinic acetylcholine receptor M1 GPCR EC50 6.11 CHEMBL
Muscarinic acetylcholine receptor M4 GPCR AGONIST Ki 5.60 IUPHAR
Muscarinic acetylcholine receptor M2 GPCR AGONIST Ki 6.50 IUPHAR
Acetylcholine receptor subunit delta Ion channel Ki 7.37 CHEMBL
Neuronal acetylcholine receptor subunit alpha-7 Ion channel Ki 5.45 CHEMBL
Neuronal acetylcholine receptor; alpha4/beta2 Ion channel Ki 8.12 CHEMBL
Nicotinic acetylcholine receptor alpha8 subunit Unclassified EC50 4.94 CHEMBL
Muscarinic acetylcholine receptor GPCR IC50 7.92 CHEMBL
Acetylcholine-binding protein Unclassified Ki 5.50 CHEMBL
Neuronal acetylcholine receptor; alpha3/beta2 Ion channel Ki 7.39 CHEMBL
Neuronal acetylcholine receptor; alpha3/beta4 Ion channel Ki 6.21 CHEMBL
Neuronal acetylcholine receptor; alpha2/beta2 Ion channel Ki 7.96 CHEMBL
Neuronal acetylcholine receptor; alpha4/beta4 Ion channel Ki 7.24 CHEMBL

External reference:

IDSource
N9YNS0M02X UNII
4019594 VUID
N0000147690 NUI
D00999 KEGG_DRUG
60-31-1 SECONDARY_CAS_RN
C0001041 UMLSCUI
CHEBI:15355 CHEBI
ACH PDB_CHEM_ID
CHEMBL667 ChEMBL_ID
CHEMBL1184 ChEMBL_ID
187 PUBCHEM_CID
DB03128 DRUGBANK_ID
D000109 MESH_DESCRIPTOR_UI
438 INN_ID
294 IUPHAR_LIGAND_ID
194 RXNORM
4126 MMSL
72383 MMSL
001697 NDDF
004684 NDDF
13525006 SNOMEDCT_US
387496009 SNOMEDCT_US
57308006 SNOMEDCT_US
4019546 VANDF
4019594 VANDF

Pharmaceutical products:

None