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.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
SMILES / InChI / InChIKey
Click here for help
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
InChI Key UNBRKDKAWYKMIV-QWQRMKEZSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1946))
IUPAC Name Click here for help
(6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
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
CAS Registry No. 113-42-8
ChEMBL Ligand CHEMBL1201356
DrugBank Ligand DB00353
DrugCentral Ligand 1764
GtoPdb PubChem SID 135650591
PubChem CID 8226
RCSB PDB Ligand H8D
Search Google for chemical match using the InChIKey UNBRKDKAWYKMIV-QWQRMKEZSA-N
Search Google for chemicals with the same backbone UNBRKDKAWYKMIV
Search PubMed clinical trials methylergometrine
Search PubMed titles methylergometrine
Search PubMed titles/abstracts methylergometrine
Search UniChem for chemical match using the InChIKey UNBRKDKAWYKMIV-QWQRMKEZSA-N
Search UniChem for chemicals with the same backbone UNBRKDKAWYKMIV
Wikipedia Methylergonovine