General
Preferred name
metergoline
Synonyms
Liserdol ()
Methergoline ()
metergolin ()
MCE ()
FI 6337 ()
FI-6337 ()
NSC-755878 ()
Metergoline ()
P&D ID
PD002693
CAS
17692-51-2
Tags
natural product
drug
available
Drug Status
approved
Drug indication
Hyperprolactinaemia
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION 5-HT1/5-HT2 Serotonin receptor antagonist; analgesic; antipyretic (LOPAC library)
DESCRIPTION 5-HT2 antagonist. Also 5-HT1 antagonist and 5-HT1D ligand. Has moderate affinity for 5-HT6 and high affinity for 5-HT7 (Tocriscreen Plus)
DESCRIPTION alpha1 antagonist (Tocris Bioactive Compound Library)
DESCRIPTION 5-HT2 antagonist. Also 5-HT1 antagonist and 5-HT1D ligand. Has moderate affinity for 5-HT6 and high affinity for 5-HT7 (Tocriscreen Total)
DESCRIPTION Metergoline is a serotonin (5-HT) receptor antagonist that is active at 5-HT1 (pKi = 7.8 for 5-HT1B), 5-HT2, (pKi = 8.64, 8.75, and 8.75 for 5-HT2A, 5-HT2B, and 5-HT2C respectively), and has moderate affinity for 5-HT6 and high affinity for 5-HT7. Metergoline is a psychoactive drug of the ergoline chemical class which acts as a ligand for various serotonin and dopamine receptors. A dopamine agonist and serotonin antagonist. (BOC Sciences Bioactive Compounds)
Cell lines
1
Organisms
3
Compound Sets
23
BOC Sciences Bioactive Compounds
metergoline-cas-17692-51-2-item-170996
Cayman Chemical Bioactives
21336
ChEMBL Approved Drugs
CHEMBL19215
ChEMBL Drugs
CHEMBL19215
Drug Repurposing Hub
DrugBank
DB13520
DrugBank Approved Drugs
DB13520
DrugCentral
1723
DrugCentral Approved Drugs
1723
DrugMAP
DMJFP6G
DrugMAP Approved Drugs
DMJFP6G
EU-OPENSCREEN Bioactive Compound Library
EOS100387
Guide to Pharmacology
133
LOPAC library
MedChem Express Bioactive Compound Library
HY-B1033
Natural product-based probes and drugs
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
TargetMol Bioactive Compound Library
T4008
Tocris Bioactive Compound Library
0590
Tocriscreen Plus
0590
Tocriscreen Total
External IDs
25
Properties
(calculated by RDKit )
Molecular Weight
403.23
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
1
Rotatable Bonds
4
Ring Count
5
Aromatic Ring Count
3
cLogP
4.06
TPSA
46.5
Fraction CSP3
0.4
Chiral centers
3.0
Largest ring
6.0
QED
0.71
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target Type
7-TM Receptors
Selectivity
5-HT2/5-HT1D
Pathway
GPCR/G protein
Neuroscience
Membrane Transporter/Ion Channel
Neuronal Signaling
Target
5-HT1
5-HT2
5-HT7
HTR1A, HTR1B, HTR1D, HTR1E, HTR1F, HTR2A, HTR2B, HTR2C, HTR5A, HTR6, HTR7
5-HT Receptor
Dopamine Receptor
Sodium Channel
Primary Target
Non-selective 5-HT2
MOA
Antagonist
dopamine receptor agonist, serotonin receptor antagonist
Indication
seasonal affective disorder, anxiety, hyperprolactinemia
Disease Area
neurology/psychiatry, endocrinology
Biosynthetic Origin
Alkaloid
Therapeutic Indication
Antihyperprolactinemia
Therapeutic Class
CNS & PNS
Solubility
0.1 M HCl: 1.4 mg/mL
ethanol: 4 mg/mL
H2O: insoluble
Source data