methylergonovine   Click here for help

GtoPdb Ligand ID: 150

Synonyms: Methergine® | methylergobasin
Approved drug PDB Ligand
methylergonovine is an approved drug (FDA (1946))
Compound class: Synthetic organic
Comment: Methylergonovine is a synthetic analogue of the natural ergot alkaloid, ergometrine. It acts through interaction with multiple molecular targets, including adrenoceptors, dopamine receptors, and 5-HT receptors.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 68.36
Molecular weight 339.19
XLogP 1.54
No. Lipinski's rules broken 0
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Canonical SMILES CCC(NC(=O)C1CN(C)C2C(=C1)c1cccc3c1c(C2)c[nH]3)CO
Isomeric SMILES CC[C@H](NC(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)CO
InChI InChI=1S/C20H25N3O2/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6-17-19(15)12(9-21-17)8-18(16)23(2)10-13/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25)/t13-,14+,18-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1946))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
2900 methylergometrine
Synonyms Click here for help
Methergine® | methylergobasin
Database Links Click here for help
Specialist databases
GPCRdb Ligand methylergonovine
Other databases
CAS Registry No. 113-42-8
ChEMBL Ligand CHEMBL1201356
DrugBank Ligand DB00353
DrugCentral Ligand 1764
GtoPdb PubChem SID 135650591
PubChem CID 8226
Search Google for chemical match using the InChIKey UNBRKDKAWYKMIV-QWQRMKEZSA-N
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Search PubMed clinical trials methylergometrine
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Search PubMed titles/abstracts methylergometrine
UniChem Compound Search for chemical match using the InChIKey UNBRKDKAWYKMIV-QWQRMKEZSA-N
UniChem Connectivity Search for chemical match using the InChIKey UNBRKDKAWYKMIV-QWQRMKEZSA-N
Wikipedia Methylergonovine