dihydroergotamine

Ligand id: 121

Name: dihydroergotamine

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 583.28
XLogP 4.17
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1997))
IUPAC Name
(2R,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),9,12,14-tetraene-4-carboxamide
International Nonproprietary Names
INN number INN
2022 dihydroergotamine
Synonyms
D.H.E. 45® | Migranal®
Database Links
CAS Registry No. 6190-39-2
ChEBI CHEBI:4562
ChEMBL Ligand CHEMBL1732
DrugBank Ligand DB00320
PubChem CID 10531
RCSB PDB Ligand 2GM
Search Google for chemical match using the InChIKey LUZRJRNZXALNLM-JGRZULCMSA-N
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Search UniChem for chemical match using the InChIKey LUZRJRNZXALNLM-JGRZULCMSA-N
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Wikipedia Dihydroergotamine
Comments
Dihydroergotamine is an ergot alkaloid. It is used as a vasoconstrictor. The drug is administered as dihydroergotamine mesylate (PubChem CID 71171). The use of ergot alkaloids in the clinic has been discontinued or restricted due to their propensity to cause fibrosis.