artenimol   Click here for help

GtoPdb Ligand ID: 9957

Synonyms: DHA | dihydroartemisinin | GNF-Pf-5634
Approved drug Antimalarial Ligand
artenimol is an approved drug (EMA (2011) in combination with piperaquine)
Comment: Artenimol is the active metabolite of artemisinin and all artemisinin-derived antimalarial compounds.
We show one representation of artenimol here. As with other natural products, there are alternative chemical structures due to the complex stereochemistry.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 57.15
Molecular weight 284.16
XLogP 2.81
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC1OC2OC3(C)CCC4C2(C(C1C)CCC4C)OO3
Isomeric SMILES O[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/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12+,13-,14-,15-/m1/s1
InChI Key BJDCWCLMFKKGEE-ISOSDAIHSA-N
Guide to Malaria Pharmacology Comments
Artenimol is used to treat malaria as part of an artemisinin-based combination therapy (ACT).
Artenimol is on the World Health Organisation's 21st Essential Medicines list (2019) as an antimalarial for curative treatment in combination with piperaquine. This is one of the ACTs recommended in the WHO's Guidelines for the treatment of malaria [2].

Potential Target/Mechanism Of Action: As the precise mechanism of action of artenimol is not yet known, we do not have a molecular target for this compound.