ergotamine

Ligand id: 149

Name: ergotamine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 118.21
Molecular weight 581.26
XLogP 3.85
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1960))
IUPAC Name
(4R,7R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-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
391 ergotamine
Synonyms
Cafergot® | Ergomar®
Database Links
CAS Registry No. 113-15-5 (source: SciFinder)
ChEBI CHEBI:64318
ChEMBL Ligand CHEMBL442
DrugBank Ligand DB00696
GtoPdb PubChem SID 135650239
PubChem CID 8223
RCSB PDB Ligand ERM
Search Google for chemical match using the InChIKey XCGSFFUVFURLIX-VFGNJEKYSA-N
Search Google for chemicals with the same backbone XCGSFFUVFURLIX
Search PubMed clinical trials ergotamine
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Search UniChem for chemical match using the InChIKey XCGSFFUVFURLIX-VFGNJEKYSA-N
Search UniChem for chemicals with the same backbone XCGSFFUVFURLIX
Wikipedia Ergotamine
Comments
Ergotamine is an ergot derived alkaloid.