methysergide

Ligand id: 134

Name: methysergide

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 57.5
Molecular weight 353.21
XLogP 1.47
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1962))
Withdrawn drug? Yes
IUPAC Name
(4R,7R)-N-[(2S)-1-hydroxybutan-2-yl]-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide
International Nonproprietary Names
INN number INN
1000 methysergide
Synonyms
1-methylmethylergonovine | Deseril® | Sansert® | UML-491
Database Links
BindingDB Ligand 50031942
CAS Registry No. 361-37-5
ChEBI CHEBI:238605
ChEMBL Ligand CHEMBL1065
DrugBank Ligand DB00247
GtoPdb PubChem SID 135650596
PubChem CID 9681
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Wikipedia Methysergide
Comments
Methysergide is an ergot alkaloid. When used, this drug is administered as methysergide maleate (PubChem CID 5281073). The use of ergot alkaloids has been discontinued or restricted due to their propensity to cause fibrosis.