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

Stem definitionDrug idCAS RN
ergot alkaloid derivatives 1588 18016-80-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • lisuride hydrogen maleate
  • lisuride maleate
  • lisuride
  • lisurid
  • lysuride
  • mesorgydine
  • methylergol carbamide
  • methylergol carbamide maleate
An ergot derivative that acts as an agonist at dopamine D2 receptors (DOPAMINE AGONISTS). It may also act as an antagonist at dopamine D1 receptors, and as an agonist at some serotonin receptors (SEROTONIN RECEPTOR AGONISTS).
  • Molecular weight: 338.46
  • Formula: C20H26N4O
  • CLOGP: 2.67
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 2
  • TPSA: 51.37
  • ALOGS: -3.38
  • ROTB: 3

Drug dosage:

DoseUnitRoute
0.60 mg O

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.25 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 14 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 1.73 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 13.30 mL/min/kg Lombardo F, Berellini G, Obach RS
t_half (Half-life) 1.80 hours Lombardo F, Berellini G, Obach RS

Approvals:

None

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC G02CB02 GENITO URINARY SYSTEM AND SEX HORMONES
OTHER GYNECOLOGICALS
OTHER GYNECOLOGICALS
Prolactine inhibitors
ATC N02CA07 NERVOUS SYSTEM
ANALGESICS
ANTIMIGRAINE PREPARATIONS
Ergot alkaloids
MeSH PA D018726 Anti-Dyskinesia Agents
MeSH PA D000978 Antiparkinson Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D015259 Dopamine Agents
MeSH PA D018491 Dopamine Agonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018490 Serotonin Agents
MeSH PA D017366 Serotonin Receptor Agonists
CHEBI has role CHEBI:35941 serotonergic agonists
CHEBI has role CHEBI:48407 antiparkinson agent
CHEBI has role CHEBI:51065 Agonista dopaminergico
CHEBI has role CHEBI:66956 antidyskinetic drugs

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Amenorrhea indication 14302001 DOID:13938
Migraine indication 37796009 DOID:6364
Acromegaly indication 74107003 DOID:2449

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 12.8 acidic
pKa2 13.36 acidic
pKa3 6.95 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
5-hydroxytryptamine receptor 2B GPCR ANTAGONIST Ki 8.49 DRUG MATRIX DRUG LABEL
Beta-2 adrenergic receptor GPCR Ki 7.54 DRUG MATRIX
D(1A) dopamine receptor GPCR Ki 7.11 CHEMBL
D(2) dopamine receptor GPCR Ki 9.30 CHEMBL
Alpha-2A adrenergic receptor GPCR Ki 9.94 DRUG MATRIX
5-hydroxytryptamine receptor 1A GPCR Ki 9.40 CHEMBL
5-hydroxytryptamine receptor 2A GPCR Ki 9.06 DRUG MATRIX
5-hydroxytryptamine receptor 2C GPCR AGONIST Ki 8.30 IUPHAR
5-hydroxytryptamine receptor 6 GPCR Ki 8.26 DRUG MATRIX
Alpha-1A adrenergic receptor GPCR ANTAGONIST Ki 8.30 IUPHAR
Alpha-2B adrenergic receptor GPCR Ki 9.63 DRUG MATRIX
D(3) dopamine receptor GPCR Ki 8.77 CHEMBL
D(1B) dopamine receptor GPCR AGONIST Ki 8.50 IUPHAR
Histamine H1 receptor GPCR Ki 7.72 DRUG MATRIX
Histamine H2 receptor GPCR Ki 5.99 DRUG MATRIX
Beta-1 adrenergic receptor GPCR Ki 6.49 DRUG MATRIX
5-hydroxytryptamine receptor 1D GPCR AGONIST Ki 9 IUPHAR
Alpha-2C adrenergic receptor GPCR Ki 9.20 DRUG MATRIX
Cytochrome P450 2D6 Enzyme IC50 7.80 DRUG MATRIX
D(4) dopamine receptor GPCR AGONIST Ki 8.30 IUPHAR
Alpha-1D adrenergic receptor GPCR Ki 8.04 DRUG MATRIX
Alpha-1B adrenergic receptor GPCR Ki 7.78 PDSP
5-hydroxytryptamine receptor 1B GPCR AGONIST Ki 7.70 IUPHAR
Alpha-1B adrenergic receptor GPCR Ki 7.17 DRUG MATRIX
5-hydroxytryptamine receptor 1B GPCR Ki 8.34 DRUG MATRIX
Alpha-1A adrenergic receptor GPCR IC50 7.64 CHEMBL
D(2) dopamine receptor GPCR Kd 9.52 CHEMBL
5-hydroxytryptamine receptor 1A GPCR IC50 9.33 CHEMBL
5-hydroxytryptamine receptor 7 GPCR AGONIST Ki 9.30 IUPHAR
5-hydroxytryptamine receptor 6 GPCR AGONIST Ki 8.30 IUPHAR

External reference:

IDSource
D01462 KEGG_DRUG
19875-60-6 SECONDARY_CAS_RN
C0023863 UMLSCUI
CHEBI:51164 CHEBI
H8G PDB_CHEM_ID
CHEMBL157138 ChEMBL_ID
DB00589 DRUGBANK_ID
D008090 MESH_DESCRIPTOR_UI
28864 PUBCHEM_CID
43 IUPHAR_LIGAND_ID
3065 INN_ID
E0QN3D755O UNII
6446 RXNORM
003989 NDDF
003990 NDDF
323159002 SNOMEDCT_US
349894007 SNOMEDCT_US
395770007 SNOMEDCT_US

Pharmaceutical products:

None