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
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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
Classification Click here for help
Compound class Natural product or derivative
Ligand families/groups Antimalarial ligands
Approved drug? Yes (EMA (2011) in combination with piperaquine)
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
7777 artenimol
Synonyms Click here for help
DHA | dihydroartemisinin | GNF-Pf-5634
Database Links Click here for help
CAS Registry No. 71939-50-9 (source: Scifider)
DrugCentral Ligand 4194
GtoPdb PubChem SID 374883844
PubChem CID 3000518
Search Google for chemical match using the InChIKey BJDCWCLMFKKGEE-ISOSDAIHSA-N
Search Google for chemicals with the same backbone BJDCWCLMFKKGEE
Search PubMed clinical trials artenimol
Search PubMed titles artenimol
Search PubMed titles/abstracts artenimol
Search UniChem for chemical match using the InChIKey BJDCWCLMFKKGEE-ISOSDAIHSA-N
Search UniChem for chemicals with the same backbone BJDCWCLMFKKGEE