CHEBI:172944 - cabotegravir

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ChEBI Name cabotegravir
ChEBI ID CHEBI:172944
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
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Formula C19H17F2N3O5
Net Charge 0
Average Mass 405.358
Monoisotopic Mass 405.11363
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
InChIKey WCWSTNLSLKSJPK-LKFCYVNXSA-N
SMILES [H][C@@]12CN3C=C(C(=O)NCC4=C(F)C=C(F)C=C4)C(=O)C(O)=C3C(=O)N1[C@@H](C)CO2
Roles Classification
Biological Role(s): HIV-1 integrase inhibitor
An inhibitor of HIV-1 integrase, an enzyme required for the integration of the genetic material of the retrovirus into the DNA of the infected cells.
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ChEBI Ontology
Outgoing cabotegravir (CHEBI:172944) has role HIV-1 integrase inhibitor (CHEBI:67268)
cabotegravir (CHEBI:172944) is a difluorobenzene (CHEBI:38582)
cabotegravir (CHEBI:172944) is a monocarboxylic acid amide (CHEBI:29347)
cabotegravir (CHEBI:172944) is a organic heterotricyclic compound (CHEBI:26979)
cabotegravir (CHEBI:172944) is a secondary carboxamide (CHEBI:140325)
cabotegravir (CHEBI:172944) is conjugate acid of cabotegravir(1−) (CHEBI:172947)
Incoming cabotegravir(1−) (CHEBI:172947) is conjugate base of cabotegravir (CHEBI:172944)
IUPAC Name
(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
INNs Sources
cabotegravir WHO MedNet
cabotegravir WHO MedNet
cabotégravir WHO MedNet
cabotegravirum WHO MedNet
Synonyms Sources
CAB ChemIDplus
GSK 1265744 ChemIDplus
GSK 744 ChemIDplus
GSK-1265744 ChemIDplus
GSK-1265744A DrugBank
GSK1265744 ChEBI
GSK1265744A ChemIDplus
GSK744 ChemIDplus
GSK744 LA ChemIDplus
GSK744 LAP ChemIDplus
S-265744 ChemIDplus
S/GSK1265744 ChemIDplus
Manual Xrefs Databases
30829503 ChemSpider
Cabotegravir Wikipedia
D10548 KEGG DRUG
DB11751 DrugBank
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Registry Number Type Source
1051375-10-0 CAS Registry Number ChemIDplus
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Last Modified
20 May 2021