artemether   Click here for help

GtoPdb Ligand ID: 9955

Synonyms: β-artemether | beta-artemether
Approved drug PDB Ligand Antimalarial Ligand
artemether is an approved drug (FDA (2009) in combination with lumefantrine)
Compound class: Synthetic organic
Comment: Artemether is a semisynthetic derivative of artemisinin, a natural product isolated from the qinghao or sweet wormwood plant (Artemisia annua). Synthesis yields two crystalline anomers, α- and β-artemether, the latter predominates and is marginally more active [2].
Artemether is a prodrug that is converted to the active metabolite artenimol (dihydroartemisinin).

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 46.15
Molecular weight 298.18
XLogP 3.33
No. Lipinski's rules broken 0
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Isomeric SMILES CO[C@H]1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3
InChI InChI=1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13+,14-,15-,16-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
Approved drug? Yes (FDA (2009) in combination with lumefantrine)
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
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IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
6458 artemether
Synonyms Click here for help
β-artemether | beta-artemether
Database Links Click here for help
CAS Registry No. 71963-77-4 (source: Scifinder)
ChEBI CHEBI:195280
ChEMBL Ligand CHEMBL566534
DrugBank Ligand DB06697
DrugCentral Ligand 245
GtoPdb PubChem SID 374883842
PubChem CID 68911
Search Google for chemical match using the InChIKey SXYIRMFQILZOAM-HVNFFKDJSA-N
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Artemether (links to external site)
Cat. No. 6818