2CN115

CHEBI:180646 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An oligopeptide that is N-[(1E,3S)-6-amino-1-(methanesulfonyl)-6-oxohex-1-en-3-yl]-N2-carboxy-L-leucinamide in which the carboxy group is protected by a (3-ethynylphenyl)methyl group. It is a SARS-CoV-2 Nsp5 main protease inhibitor that inhibits SARS-CoV-2 replication. — 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:140324 CHEBI:140324
CHEBI:140325 CHEBI:140325
CHEBI:25676 CHEBI:25676
CHEBI:33308 CHEBI:33308
CHEBI:35850 CHEBI:35850
CHEBI:73477 CHEBI:73477
CHEBI:78840 CHEBI:78840

Chemical structure

Computed structure properties
Molecular formula	C23H31N3O6S
Charge	0
Average mass	477.583 Da
Monoisotopic mass	477.19336 Da
Source	ChEBI
InChIKey	AYTVESLXVZAGIT-ARZGSZHJSA-N

SMILES

C#Cc1cccc(COC(=O)N[C@@H](CC(C)C)C(=O)N[C@H](/C=C/S(C)(=O)=O)CCC(N)=O)c1

InChI

InChI=1S/C23H31N3O6S/c1-5-17-7-6-8-18(14-17)15-32-23(29)26-20(13-16(2)3)22(28)25-19(9-10-21(24)27)11-12-33(4,30)31/h1,6-8,11-12,14,16,19-20H,9-10,13,15H2,2-4H3,(H2,24,27)(H,25,28)(H,26,29)/b12-11+/t19-,20-/m0/s1

Also called

N-[(1E,3S)-6-amino-1-(methylsulfonyl)-6-oxohex-1-en-3-yl]-N2-{[(3-ethynylbenzyl)oxy]carbonyl}-L-leucinamide (EXACT_SYNONYM)— chebi
(3-ethynylphenyl)methyl N-[(1S)-1-{[(1E,3S)-5-carbamoyl-1-methanesulfonylpent-1-en-3-yl]carbamoyl}-3-methylbutyl]carbamate (EXACT_SYNONYM)— chebi
AL-Cbz-Leu-Gln-VS (EXACT_SYNONYM)— chebi
N-[(1E,3S)-6-amino-1-(methanesulfonyl)-6-oxohex-1-en-3-yl]-N2-{[(3-ethynylphenyl)methoxy]carbonyl}-L-leucinamide (EXACT_SYNONYM)— chebi

Activity roles

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

CHEBI:149553 CHEBI:149553

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:180646`	2CN115	`antibioticmech:chebi-16cac4afe6`	2026-08-30

Mechanism summary

Mode of action: VIRAL_PROTEASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:147285 (EC 3.4.22.69 (SARS coronavirus main proteinase) 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.