ergometrine   Click here for help

GtoPdb Ligand ID: 148

Synonyms: ergonovine | Ergotrate® | Methergine®
Approved drug
ergometrine is an approved drug
Compound class: Synthetic organic
Comment: Ergometrine is an ergot alkaloid which causes contraction of uterine and vascular smooth muscle cells acting through a variety of GPCRs (such as 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 4
Topological polar surface area 68.36
Molecular weight 325.18
XLogP 1.18
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(NC(=O)C1CN(C)C2C(=C1)c1cccc3c1c(C2)c[nH]3)C
Isomeric SMILES OC[C@@H](NC(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)C
InChI InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1
InChI Key WVVSZNPYNCNODU-XTQGRXLLSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(6aR,9R)-N-[(2S)-1-hydroxypropan-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
390 ergometrine
Synonyms Click here for help
ergonovine | Ergotrate® | Methergine®
Database Links Click here for help
CAS Registry No. 60-79-7
ChEBI CHEBI:4822
ChEMBL Ligand CHEMBL119443
DrugBank Ligand DB01253
DrugCentral Ligand 1042
GtoPdb PubChem SID 135650238
PubChem CID 443884
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Wikipedia Ergometrine