Artefenomel

Category	SARS-CoV
CAS	1029939-86-3
Description	Artefenomel (OZ439) is an orally active, synthetic anti-malarial compound containing an artemisinin pharmacophore with a mechanism of action similar to that of artemisinin. Artefenomel has antiviral activity against SARS-CoV-2.

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Synonyms	Artefenomel\|1029939-86-3\|OZ439\|OZ-439\|UNII-RIK029813G\|RIK029813G\|1029939-86-3 (free base)\|4-(2-(4-(dispiro[adamantane-2,3'-[1,2,4]trioxolane-5',1''-cyclohexan]-4''-yl)phenoxy)ethyl)morpholine\|4-[2-(4-cis-dispiro[cyclohexane-1,3'-[1,2,4]trioxolane-5',2''-tricyclo[3.3.1.13,7]decan]-4-ylphenoxy)ethyl]-morpholine\|cis-4-[2-[4-(Dispiro[cyclohexane-1,3'-[1,2,4]trioxolane-5',2''-tricyclo[3.3.1.1(3,7)]decan]-4-yl)phenoxy]ethyl]morpholine methanesulfonate;cis-4-[2-[4-(Dispiro[cyclohexane-1,3'-[1,2,4]trioxolane-5',2''-tricyclo[3.3.1.1(3,7)]decan]-4-yl)phenoxy]ethyl]morpholine methanesulfonate\|Artefenomel [INN]\|OZ439 cpd\|GTPL9971\|CHEMBL1828820\|CHEMBL2322983\|SCHEMBL12137235\|SCHEMBL17971403\|OZ 439\|DB11809\|SB19148\|HY-16762\|CS-0012378\|Q27288132\|4-{2-{4-(cis-dispiro[adamantane-2,3'-[1,2,4]trioxolane- 5',1''-cyclohexane]-4''-yl)phenoxy]ethyl}morpholine\|cis-Adamantane-2-spiro-3'-8'-(4'-(2'-(4'-morpholinyl)ethoxy)phenyl)-1',2,'4'-trioxaspiro(4.5)decane\|Morpholine, 4-(2-(4-cis-dispiro(cyclohexane-1,3'-(1,2,4)trioxolane-5',2''-tricyclo(3.3.1.1(sup 3,7))decan)-4-ylphenoxy)ethyl)-
Molecular Weight	469.61
Molecular Formula	C28H39NO5
Canonical SMILES	C1CC2(CCC1C3=CC=C(C=C3)OCCN4CCOCC4)OC5(C6CC7CC(C6)CC5C7)OO2
Purity	99.14%
Solubility	In Vitro: DMSO : 4.2 mg/mL(8.94 mM;Need ultrasonic)
Appearance	White to off-white (Solid)
Storage	-20°C, protect from light, stored under nitrogen * In solvent : -80°C 6 months; -20°C 1 month (protect from light, stored under nitrogen)
Complexity	680
Exact Mass	469.28300
In Vitro	Artefenomel can alkylate Plasmodium falciparum proteins. Artefenomel reduces ACE2 expression in Vero cells in a dose-dependent manner and does not induce any cytotoxicity at concentrations up to 300 μM. Artefenomel can completely prevent the virus-induced CPE and inhibit SARS-CoV-2 in a dose-dependent manner with an IC50 of 2.9 µM. Artefenomel affects red blood cells and induces anaemia, thereby inducing histological changes (cell death) and macroscopic abnormalities in the embryo from pregnant Crl:CD(SD)BR rats.
In Vivo	Artefenomel (OZ439) (10 μg/mL, 2 h) can alkylate Plasmodium falciparum proteins.
PSA	49.39000
Target	Parasite; Ferroptosis; SARS-CoV
XLogP3-AA	4.6