AntibioticMech

cabotegravir

CHEBI:172944 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (3S,11aR)-6-hydroxy-3-methyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxylic acid with the amino group of 2,4-difluorobenzylamine. Used (as its sodium salt) for treatment of HIV-1. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:140325 CHEBI:140325
• CHEBI:26979 CHEBI:26979
• CHEBI:29347 CHEBI:29347
• CHEBI:38582 CHEBI:38582

Chemical structure

Computed structure properties

Molecular formula	C19H17F2N3O5
Charge	0
Average mass	405.357 Da
Monoisotopic mass	405.11363 Da
Source	ChEBI
InChIKey	WCWSTNLSLKSJPK-LKFCYVNXSA-N

SMILES

[H][C@@]12Cn3cc(C(=O)NCc4ccc(F)cc4F)c(=O)c(O)c3C(=O)N1[C@@H](C)CO2

InChI

InChI=1S/C19H17F2N3O5/c1-9-8-29-14-7-23-6-12(16(25)17(26)15(23)19(28)24(9)14)18(27)22-5-10-2-3-11(20)4-13(10)21/h2-4,6,9,14,26H,5,7-8H2,1H3,(H,22,27)/t9-,14+/m0/s1

Also called

• cabotegravirum (INN)— chebi
• cabotégravir (INN)— chebi
• (3S,11aR)-N-(2,4-difluorobenzyl)-6-hydroxy-3-methyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide (EXACT_SYNONYM)— chebi
• CAB (EXACT_SYNONYM)— chebi
• GSK 1265744 (EXACT_SYNONYM)— chebi
• GSK 744 (EXACT_SYNONYM)— chebi
• GSK-1265744 (EXACT_SYNONYM)— chebi
• GSK-1265744A (EXACT_SYNONYM)— chebi
• GSK1265744 (EXACT_SYNONYM)— chebi
• GSK1265744A (EXACT_SYNONYM)— chebi
• GSK744 (EXACT_SYNONYM)— chebi
• GSK744 LA (EXACT_SYNONYM)— chebi
• GSK744 LAP (EXACT_SYNONYM)— chebi
• S-265744 (EXACT_SYNONYM)— chebi
• S/GSK1265744 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:1051375-10-0
• chemspider:30829503
• drugbank:DB11751
• kegg.drug:D10548
• wikipedia.en:Cabotegravir

Activity roles

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

• CHEBI:67268 CHEBI:67268

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:172944	cabotegravir	antibioticmech:chebi-517db1789a	2026-08-30

Mechanism summary

Mode of action

VIRAL_INTEGRASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:67268 (HIV-1 integrase 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.

Clinical status

APPROVED

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. RESEEDED_FROM_SOURCES 2026-08-31 · 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.