arteflene   Click here for help

GtoPdb Ligand ID: 10397

Synonyms: Ro 42-1611
Antimalarial Ligand
Compound class: Synthetic organic
Comment: Arteflene is a synthetic endoperoxide with antimalarial activity. It is derived from yingzhaosu A, a phytochemical endoperoxide isolated from A. uncinatus and structurally unrelated to the artemisinins [2].

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 35.53
Molecular weight 408.12
XLogP 4.66
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C1CC2CC(C1C)OOC2(C)C=Cc1ccc(cc1C(F)(F)F)C(F)(F)F
Isomeric SMILES O=C1C[C@H]2C[C@@H]([C@@H]1C)OO[C@@]2(C)/C=C\c1ccc(cc1C(F)(F)F)C(F)(F)F
InChI InChI=1S/C19H18F6O3/c1-10-15(26)8-13-9-16(10)27-28-17(13,2)6-5-11-3-4-12(18(20,21)22)7-14(11)19(23,24)25/h3-7,10,13,16H,8-9H2,1-2H3/b6-5-/t10-,13+,16+,17+/m1/s1
InChI Key LRTRTVPZZJAADL-DAHZFVMQSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
(1R,4S,5S,8R)-8-[(Z)-2-[2,4-bis(trifluoromethyl)phenyl]ethenyl]-4,8-dimethyl-6,7-dioxabicyclo[3.3.1]nonan-3-one
International Nonproprietary Names Click here for help
INN number INN
7168 arteflene
Synonyms Click here for help
Ro 42-1611
Database Links Click here for help
CAS Registry No. 123407-36-3 (source: Scifinder)
ChEMBL Ligand CHEMBL380230
GtoPdb PubChem SID 384403676
PubChem CID 6436134
Search Google for chemical match using the InChIKey LRTRTVPZZJAADL-DAHZFVMQSA-N
Search Google for chemicals with the same backbone LRTRTVPZZJAADL
Search PubMed clinical trials arteflene
Search PubMed titles arteflene
Search PubMed titles/abstracts arteflene
Search UniChem for chemical match using the InChIKey LRTRTVPZZJAADL-DAHZFVMQSA-N
Search UniChem for chemicals with the same backbone LRTRTVPZZJAADL