elbasvir

CHEBI:132967 ·resolve ·ANTIVIRAL ·EXACT REVIEWED

A complex organic heterotetracyclic compound that is a hepatitis C virus nonstructural protein 5A inhibitor used in combination with grazoprevir (under the brand name Zepatier) for treatment of chronic HCV genotypes 1 or 4 infection in adults. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:23003
Label unavailable CHEBI:24780
Label unavailable CHEBI:36820
Label unavailable CHEBI:38163
Label unavailable CHEBI:46766
Label unavailable CHEBI:84129

Chemical structure

Computed structure properties
Molecular formula	C49H55N9O7
Charge	0
Average mass	882.035 Da
Monoisotopic mass	881.42245 Da
Source	ChEBI
InChIKey	BVAZQCUMNICBAQ-PZHYSIFUSA-N

SMILES

[H][C@@]1(c2ncc(-c3ccc4c(c3)O[C@@H](c3ccccc3)n3c-4cc4cc(-c5cnc([C@]6([H])CCCN6C(=O)[C@@H](NC(=O)OC)C(C)C)n5)ccc43)n2)CCCN1C(=O)[C@@H](NC(=O)OC)C(C)C

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

Also called

methyl {(2S)-1-[(2S)-2-{4-[(6S)-3-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1H-imidazol-4-yl}-6-phenyl-6H-indolo[1,2-c][1,3]benzoxazin-10-yl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate (EXACT_SYNONYM)— chebi
MK 8742 (EXACT_SYNONYM)— chebi
MK-8742 (EXACT_SYNONYM)— chebi
MK8742 (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

cas:1370468-36-2
reaxys:22434581

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

wikipedia.en:Elbasvir

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antiviral drug CHEBI:36044

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:132967`	elbasvir	`antibioticmech:chebi-b14503a0a1`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

hepatitis C virus nonstructural protein 5A (NS5A) VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION

HCV genotype replicons and NS5A resistance substitutions established a functional target association; no direct binding assay or compound-bound structure was reported in the inspected sources. Evidence status: PRIMARY_EVIDENCE. Source: PRIMARY_LITERATURE 2013-10; 2015-08 (retrieved 2026-09-02).

PMID:24127258 (Primary MK-8742 discovery and HCV replicon study (DOI:10.1002/cmdc.201300343).)
PMID:26303801 (Primary genotype-replicon and resistance-substitution study (DOI:10.1128/AAC.01390-15).)

Mechanism summary

Mode of action: OTHER microbial target — CURATOR: PMID:24127258 identified MK-8742 (elbasvir) as a hepatitis C virus NS5A inhibitor with activity across genotype replicons. PMID:26303801 mapped reduced susceptibility to NS5A substitutions at positions 30, 31, and 93. These functional studies identify NS5A but do not establish a compound-bound NS5A structure or direct binding.

Resistance mechanisms

1 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

ANTIBIOTIC_TARGET_ALTERATION 1

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
HCV NS5A substitutions at positions 30, 31, and 93 Genotype replicons and sequencing after elbasvir exposure identified substitutions at NS5A positions 30, 31, and 93 that produced substantial losses of susceptibility, with genotype-dependent effects. Taxon grounding only: the source calls the virus HCV. Its genotype-specific replicon results and clinical sequencing observations are distinct evidence contexts. The aggregate claim does not identify one patient, experimental allele or reference polyprotein. No protein accession, strain TaxID, genome or quantitative resistance endpoint is assigned by this curation.	—	Orthohepacivirus hominis `NCBITaxon:3052230`	HCV NS5A	PMID:26303801 (Primary elbasvir resistance-selection, replicon, and sequencing study.) https://rest.uniprot.org/taxonomy/3052230 (Taxonomic identity only: active species with Hepatitis C virus as an explicit alias. Retrieved 2026-10-08 UTC.)

Record-level evidence

PMID:24127258 (Primary elbasvir discovery and NS5A-inhibitor study.)
PMID:26303801 (Primary elbasvir resistance-characterization study.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
REVIEWED 2026-09-02 · codex · LLM-assisted
Verified exact ChEBI identity, structure, and antiviral class; added a curator-owned NS5A-inhibitor mechanism, evidence-calibrated functional target association, and NS5A target-alteration resistance.
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories
GROUNDED_RESISTANCE_TAXON 2026-10-08 · codex · LLM-assisted
Grounded the existing aggregate HCV claim to an active species TaxID. Kept study reference crosswalks in a separate dossier; did not assign patient or mutant proteins, strain TaxIDs, genomes or measurements.

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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