lysergide indications/contra

Stem definitionDrug idCAS RN
ergot alkaloid derivatives 1621 50-37-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • lysergide
  • D-Lysergic acid diethylamide
  • delysid
  • dextrolysergic acid diethylamide
  • LSD
  • lysergic acid diethylamide
  • d-LSD
Semisynthetic derivative of ergot (Claviceps purpurea). It has complex effects on serotonergic systems including antagonism at some peripheral serotonin receptors, both agonist and antagonist actions at central nervous system serotonin receptors, and possibly effects on serotonin turnover. It is a potent hallucinogen, but the mechanisms of that effect are not well understood.
  • Molecular weight: 323.44
  • Formula: C20H25N3O
  • CLOGP: 2.69
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 1
  • TPSA: 39.34
  • ALOGS: -3.08
  • ROTB: 3

Drug dosage:

None

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1957 YEAR INTRODUCED

FDA Adverse Event Reporting System

None

Pharmacologic Action:

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SourceCodeDescription
CHEBI has role CHEBI:35941 serotonergic agonist
CHEBI has role CHEBI:51065 dopamine agonist
CHEBI has role CHEBI:35499 hallucinogen
MeSH PA D002491 Central Nervous System Agents
MeSH PA D006213 Hallucinogens
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D011619 Psychotropic Drugs
MeSH PA D018490 Serotonin Agents
MeSH PA D012702 Serotonin Antagonists
MeSH PA D017366 Serotonin Receptor Agonists

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 12.56 acidic
pKa2 6.52 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Beta-2 adrenergic receptor GPCR Ki 6.13 CHEMBL
Beta-1 adrenergic receptor GPCR Ki 6.85 CHEMBL
5-hydroxytryptamine receptor 5A GPCR Ki 8.05 CHEMBL
D(4) dopamine receptor GPCR Ki 7.25 CHEMBL
5-hydroxytryptamine receptor 1D GPCR Ki 8.41 CHEMBL
Histamine H1 receptor GPCR Ki 5.81 CHEMBL
5-hydroxytryptamine receptor 1E GPCR Ki 7.03 CHEMBL
D(1B) dopamine receptor GPCR Ki 6.47 CHEMBL
5-hydroxytryptamine receptor 7 GPCR Kd 8.52 CHEMBL
5-hydroxytryptamine receptor 2B GPCR Ki 7.52 CHEMBL
D(3) dopamine receptor GPCR Ki 6.90 WOMBAT-PK
5-hydroxytryptamine receptor 6 GPCR Ki 8.40 WOMBAT-PK
5-hydroxytryptamine receptor 2C GPCR Ki 8.30 WOMBAT-PK
5-hydroxytryptamine receptor 2A GPCR Ki 9.12 WOMBAT-PK
5-hydroxytryptamine receptor 1A GPCR Ki 8.86 WOMBAT-PK
D(2) dopamine receptor GPCR EC50 6.98 WOMBAT-PK
5-hydroxytryptamine receptor 6 GPCR AGONIST Ki 8.70 IUPHAR
5-hydroxytryptamine receptor 7 GPCR Ki 8.70 CHEMBL
Serotonin 2 (5-HT2) receptor GPCR Ki 8.60 CHEMBL
D(1A) dopamine receptor GPCR Ki 6.74 CHEMBL
5-hydroxytryptamine receptor 1A GPCR Ki 8.30 CHEMBL
5-hydroxytryptamine receptor 2C GPCR Ki 8.42 CHEMBL
5-hydroxytryptamine receptor 2A GPCR Ki 8.46 CHEMBL

External reference:

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IDSource
17 IUPHAR_LIGAND_ID
CHEMBL263881 ChEMBL_ID
15698006 SNOMEDCT_US
N0000167298 NDFRT
001637 NDDF
8NA5SWF92O UNII
729 INN_ID
5761 PUBCHEM_CID
DB04829 DRUGBANK_ID
D008238 MESH_DESCRIPTOR_UI
CHEBI:6605 CHEBI
7LD PDB_CHEM_ID

Pharmaceutical products:

None