AntibioticMech

raltegravir

CHEBI:82960 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A pyrimidone that is pyrimidin-4(3H)-one in which the hydrogens at positions 2, 3, 5 and 6 are replaced by 2-[(5-methyl-1,3,4-oxadiazole-2-carbonyl)amino]propan-2-yl, methyl, hydroxy, and N-[(4-fluorophenyl)methyl]aminoacyl groups, respectively. It is an antiretroviral drug used for treatment of HIV infection. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:140325 CHEBI:140325
• CHEBI:23690 CHEBI:23690
• CHEBI:38337 CHEBI:38337
• CHEBI:38340 CHEBI:38340
• CHEBI:46809 CHEBI:46809
• CHEBI:83575 CHEBI:83575

Chemical structure

Computed structure properties

Molecular formula	C20H21FN6O5
Charge	0
Average mass	444.423 Da
Monoisotopic mass	444.15575 Da
Source	ChEBI
InChIKey	CZFFBEXEKNGXKS-UHFFFAOYSA-N

SMILES

Cc1nnc(C(=O)NC(C)(C)c2nc(C(=O)NCc3ccc(F)cc3)c(O)c(=O)n2C)o1

InChI

InChI=1S/C20H21FN6O5/c1-10-25-26-17(32-10)16(30)24-20(2,3)19-23-13(14(28)18(31)27(19)4)15(29)22-9-11-5-7-12(21)8-6-11/h5-8,28H,9H2,1-4H3,(H,22,29)(H,24,30)

Also called

• raltegravirum (INN)— chebi
• raltégravir (INN)— chebi
• N-(4-fluorobenzyl)-5-hydroxy-1-methyl-2-(2-{[(5-methyl-1,3,4-oxadiazol-2-yl)carbonyl]amino}propan-2-yl)-6-oxo-1,6-dihydropyrimidine-4-carboxamide (EXACT_SYNONYM)— chebi
• MK 0518 (EXACT_SYNONYM)— chebi
• MK-0518 (EXACT_SYNONYM)— chebi
• MK0518 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:518048-05-0
• chemspider:16445111
• drugbank:DB06817
• drugcentral:2352
• kegg.drug:D06676
• lincs.smallmolecule:LSM-5233
• pdb-ccd:RLT
• reaxys:10696228
• wikipedia.en:Raltegravir

Activity roles

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

• CHEBI:36044 CHEBI:36044
• 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:82960	raltegravir	antibioticmech:chebi-f7341e2eb0	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.

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

Provenance

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