vaniprevir

CHEBI:136047 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An azamacrocyclic compound that is a hepatitis C virus (HCV) NS3/4A protease inhibitor which is approved for the treatment of hepatitis C virus infections in Japan. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:23003 CHEBI:23003
CHEBI:46770 CHEBI:46770
CHEBI:51454 CHEBI:51454
CHEBI:52898 CHEBI:52898
CHEBI:90852 CHEBI:90852

Chemical structure

Computed structure properties
Molecular formula	C38H55N5O9S
Charge	0
Average mass	757.951 Da
Monoisotopic mass	757.37205 Da
Source	ChEBI
InChIKey	KUQWGLQLLVFLSM-ONAXAZCASA-N

SMILES

[H][C@@]12CN(C(=O)[C@]([H])(C(C)(C)C)NC(=O)OCC(C)(C)CCCCc3cccc4c3CN(C4)C(=O)O1)[C@]([H])(C(=O)N[C@]1(C(=O)NS(=O)(=O)C3CC3)C[C@@]1([H])CC)C2

InChI

InChI=1S/C38H55N5O9S/c1-7-25-18-38(25,33(46)41-53(49,50)27-14-15-27)40-31(44)29-17-26-20-43(29)32(45)30(36(2,3)4)39-34(47)51-22-37(5,6)16-9-8-11-23-12-10-13-24-19-42(21-28(23)24)35(48)52-26/h10,12-13,25-27,29-30H,7-9,11,14-22H2,1-6H3,(H,39,47)(H,40,44)(H,41,46)/t25-,26-,29+,30-,38-/m1/s1

Also called

Vanihep (BRAND_NAME)— chebi
vaniprevirum (INN)— chebi
vaniprévir (INN)— chebi
(5R,7S,10S)-10-tert-butyl-N-{(1R,2R)-1-[(cyclopropylsulfonyl)carbamoyl]-2-ethylcyclopropyl}-15,15-dimethyl-3,9,12-trioxo-6,7,9,10,11,12,14,15,16,17,18,19-dodecahydro-1H,5H-2,23:5,8-dimethano-4,13,2,8,11-benzodioxatriazacyclohenicosine-7(3H)-carboxamide (EXACT_SYNONYM)— chebi
MK 7009 (EXACT_SYNONYM)— chebi
MK-7009 (EXACT_SYNONYM)— chebi
MK7009 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:923590-37-8
chemspider:28475381
drugbank:DB11929
drugcentral:4939
kegg.drug:D09987
pdb-ccd:SU3
wikipedia.en:Vaniprevir

Activity roles

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

CHEBI:36044 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:136047`	vaniprevir	`antibioticmech:chebi-0fbb86a23c`	2026-08-30

Mechanism summary

Mode of action: VIRAL_PROTEASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:64924 (hepatitis C protease inhibitor). ChEBI asserts the role on the compound. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.

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

Provenance

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