Elbasvir

Elbasvir
Clinical data
Trade names	Zepatier (combination with grazoprevir)
Other names	MK-8742
License data	EU EMA: by INN;
Routes of; administration	Oral
ATC code	J05AP10 (WHO) ; J05AP54 (WHO) (combination with grazoprevir);
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Protein binding	>99.9%
Metabolism	CYP3A4
Elimination half-life	24 hours
Excretion	>90% via faeces, <1% via urine
Identifiers
	IUPAC name Dimethyl N,N’-([(6S)-6H-indolo[1,2-c] [1,3]benzoxazine-3,10-diyl]bis{1H-imidazole-5,2-diyl-(2S)-pyrrolidine-2,1-diyl[(2S)-1-oxo-3-methylbutane-1,2-diyl]})biscarbamate;
CAS Number	1370468-36-2;
PubChem CID	71661251;
DrugBank	DB11574;
ChemSpider	30843797;
UNII	632L571YDK;
KEGG	D10625;
ChEBI	CHEBI:132967 ;
CompTox Dashboard (EPA)	DTXSID10160043 ;
ECHA InfoCard	100.234.242
Chemical and physical data
Formula	C49H55N9O7
Molar mass	882.035 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)[C@@H](C(=O)N1CCC[C@H]1c2[nH]cc(n2)c3ccc4c(c3)cc-5n4[C@@H](Oc6c5ccc(c6)c7c[nH]c(n7)[C@@H]8CCCN8C(=O)[C@H](C(C)C)NC(=O)OC)c9ccccc9)NC(=O)OC;
	InChI InChI=1S/C49H55N9O7/c1-27(2)41(54-48(61)63-5)45(59)56-20-10-14-37(56)43-50-25-34(52-43)30-17-19-36-32(22-30)23-39-33-18-16-31(24-40(33)65-47(58(36)39)29-12-8-7-9-13-29)35-26-51-44(53-35)38-15-11-21-57(38)46(60)42(28(3)4)55-49(62)64-6/h7-9,12-13,16-19,22-28,37-38,41-42,47H,10-11,14-15,20-21H2,1-6H3,(H,50,52)(H,51,53)(H,54,61)(H,55,62)/t37-,38-,41-,42-,47-/m0/s1; Key:BVAZQCUMNICBAQ-PZHYSIFUSA-N;

Elbasvir is a drug approved by the FDA in January 2016 for the treatment of hepatitis C. It was developed by Merck and completed Phase III trials, used in combination with the NS3/4A protease inhibitor grazoprevir under the trade name Zepatier, either with or without ribavirin.

Elbasvir is a highly potent and selective NS5A inhibitor of the hepatitis C virus NS5A replication complex. It has only been investigated as a combination product with other complementary hepatitis C antiviral drugs such as grazoprevir and MK-3682, and it is unclear whether elbasvir would show robust antiviral activity if it was administered by itself. Nevertheless, combination products of this type represent the most successful approach yet developed for actually curing hepatitis C, rather than merely slowing the progression of the disease.