Chemical Information | |
Antiviral agent ID | DrugRepV_0901 | |
Antiviral agent name | Efavirenz | |
IUPAC Name | (4S)-6-chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one | |
SMILES (canonical) | C1CC1C#CC2(C3=C(C=CC(=C3)Cl)NC(=O)O2)C(F)(F)F | |
SMILES (isomeric) | C1CC1C#C[C@]2(C3=C(C=CC(=C3)Cl)NC(=O)O2)C(F)(F)F | |
Molecular Formula | C14H9ClF3NO2 | |
Molecular Weight (g/mol) | 315.68 | |
InChl | InChI=1S/C14H9ClF3NO2/c15-9-3-4-11-10(7-9)13(14(16,17)18,21-12(20)19-11)6-5-8-1-2-8/h3-4,7-8H,1-2H2,(H,19,20)/t13-/m0/s1 | |
Common Name | Efavirenz | |
Synonyms | (-)-6-CHLORO-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one | (S)-6-chloro-4-(Cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one | (S)-6-chloro-4-Cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-benzo[D][1,3]oxazin-2-one | 6-chloro-4-(2-Cyclopropyl-1-ethynyl)-4-trifluoromethyl-(4S)-1,4-dihydro-2H-benzo[D][1,3]oxazin-2-one | Efavirenz | Éfavirenz | Efavirenzum | |
Structural Information | |
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Clinical Information | |
Category | Antiinfectives For Systemic Use
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Primary Indication (Clinical trial phases) | Approved
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Biological Information | |
Primary Indication (Disease Category) | Infectious Disease
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Primary Indication (Disease) | Acquired immunodeficiency syndrome
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Primary Indication (Drug target/Mode of Action) | Cathepsin M
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Secondary Indication | Zika virus (ZIKV) NA MEX_I_7 | |
Secondary Indication (Approaches) | Experimental-HTS | |
Secondary Indication (Methods) | In-vitro | |
Secondary Indication (Model system) [cell lines/ animal models] | Huh-7
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Secondary Indication (Mode of viral infection) | Adsorption
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Secondary Indication (Viral titer) | 0.4 MOI
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Secondary Indication (Mode of drug delivery) | Culture
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Secondary Indication (Time of drug delivery) | Pre infection (1 hour)
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Secondary Indication (Duration of drug delivery) | 24-26 hours
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Secondary Indication (Drug concentration) | 13.8 μM
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Secondary Indication (Cell based assay) | Fluorescence-based assay
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Secondary Indication (Change) | Decrease
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Secondary Indication (Type of Inhibition) | Percentage Inhibition [ 57.92 % ] | |
Reference | Barrows NJ, Campos RK, Powell ST, Prasanth KR, Schott-Lerner G, Soto-Acosta R, Galarza-Muñoz.A Screen of FDA-Approved Drugs for Inhibitors of Zika Virus Infection..Cell Host Microbe. 2016 Aug 10;20(2):259-70. doi: 10.1016/j.chom.2016.07.004. Epub 2016 Jul 28. PMID:27476412
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Comment | Several drugs reduced ZIKV infection across multiple cell types. This study identifies drugs that could be tested in clinical studies of ZIKV infection and provides a resource of small molecules to study ZIKV pathogenesis.
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