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)
Compound class: Natural product
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