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®
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.
Database Links
CAS Registry No. 6190-39-2
ChEBI CHEBI:4562
ChEMBL Ligand CHEMBL1732
DrugBank Ligand DB00320
GtoPdb PubChem SID 135650182
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