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

Stem definitionDrug idCAS RN
ergot alkaloid derivatives 1723 17692-51-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • metergoline
  • liserdol
  • metergolin
  • methergoline
  • FI-6337
A dopamine agonist and serotonin antagonist. It has been used similarly to BROMOCRIPTINE as a dopamine agonist and also for MIGRAINE DISORDERS therapy.
  • Molecular weight: 403.53
  • Formula: C25H29N3O2
  • CLOGP: 4.69
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 1
  • TPSA: 46.50
  • ALOGS: -4.93
  • ROTB: 5

Drug dosage:

None

ADMET properties:

PropertyValueReference
BA (Bioavailability) 23 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 0.57 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 9.60 mL/min/kg Lombardo F, Berellini G, Obach RS
t_half (Half-life) 0.93 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 G02CB05 GENITO URINARY SYSTEM AND SEX HORMONES
OTHER GYNECOLOGICALS
OTHER GYNECOLOGICALS
Prolactine inhibitors
MeSH PA D015259 Dopamine Agents
MeSH PA D018491 Dopamine Agonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018490 Serotonin Agents
MeSH PA D012702 Serotonin Antagonists
CHEBI has role CHEBI:48279 serotonergic antagonist
CHEBI has role CHEBI:51065 dopamine agonist

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.11 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 1D GPCR ANTAGONIST Ki 9.20 IUPHAR
5-hydroxytryptamine receptor 6 GPCR ANTAGONIST Ki 7.40 IUPHAR
5-hydroxytryptamine receptor 1E GPCR ANTAGONIST Ki 6.10 IUPHAR
5-hydroxytryptamine receptor 2B GPCR ANTAGONIST Ki 8.80 IUPHAR
5-hydroxytryptamine receptor 2A GPCR ANTAGONIST Ki 8.60 IUPHAR
5-hydroxytryptamine receptor 1B GPCR ANTAGONIST Ki 7.20 IUPHAR
5-hydroxytryptamine receptor 1F GPCR ANTAGONIST Ki 6.50 IUPHAR
5-hydroxytryptamine receptor 5A GPCR ANTAGONIST Ki 6.20 IUPHAR
D(1A) dopamine receptor GPCR Ki 7.43 DRUG MATRIX
D(2) dopamine receptor GPCR Ki 7.68 DRUG MATRIX
Alpha-2A adrenergic receptor GPCR Ki 7.66 DRUG MATRIX
Sodium-dependent serotonin transporter Transporter Ki 6.50 DRUG MATRIX
Sodium-dependent noradrenaline transporter Transporter Ki 6.44 DRUG MATRIX
Alpha-2B adrenergic receptor GPCR Ki 8.12 DRUG MATRIX
D(3) dopamine receptor GPCR Ki 8.58 DRUG MATRIX
Histamine H1 receptor GPCR Ki 6.32 DRUG MATRIX
Histamine H2 receptor GPCR Ki 6.02 DRUG MATRIX
Alpha-2C adrenergic receptor GPCR Ki 7.57 DRUG MATRIX
Sodium-dependent dopamine transporter Transporter Ki 7.30 DRUG MATRIX
Cytochrome P450 2D6 Enzyme IC50 6.70 DRUG MATRIX
Alpha-1D adrenergic receptor GPCR Ki 7.42 DRUG MATRIX
Acetylcholinesterase Enzyme IC50 5.87 DRUG MATRIX
Substance-K receptor GPCR Ki 5.87 DRUG MATRIX
5-hydroxytryptamine receptor 1A GPCR Ki 8.64 CHEMBL
5-hydroxytryptamine receptor 2C GPCR Ki 9.30 CHEMBL
5-hydroxytryptamine receptor 7 GPCR Ki 8.20 CHEMBL
5-hydroxytryptamine receptor 6 GPCR ANTAGONIST Ki 7.50 IUPHAR
5-hydroxytryptamine receptor 4 GPCR Ki 6.56 DRUG MATRIX
Alpha-1B adrenergic receptor GPCR Ki 6.84 DRUG MATRIX
5-hydroxytryptamine receptor 7 GPCR Ki 8.20 CHEMBL
Serotonin 2 (5-HT2) receptor GPCR Ki 9.52 CHEMBL
Serotonin 1 (5-HT1) receptor GPCR Ki 7.70 CHEMBL
5-hydroxytryptamine receptor 1B GPCR Ki 7.60 CHEMBL
5-hydroxytryptamine receptor 1A GPCR Ki 8.22 CHEMBL
Alpha-1A adrenergic receptor GPCR IC50 7.02 CHEMBL
5-hydroxytryptamine receptor 7 GPCR ANTAGONIST Ki 7.50 IUPHAR

External reference:

IDSource
N0000167294 NUI
C0025641 UMLSCUI
D07218 KEGG_DRUG
1501393LY5 UNII
2378 INN_ID
6834 RXNORM
006336 NDDF
CHEMBL19215 ChEMBL_ID
CHEBI:64216 CHEBI
CHEMBL1276418 ChEMBL_ID
D008711 MESH_DESCRIPTOR_UI
DB13520 DRUGBANK_ID
28693 PUBCHEM_CID
133 IUPHAR_LIGAND_ID

Pharmaceutical products:

None