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CHEBI:172943 - bictegravir

ChEBI IDCHEBI:172943
ChEBI Namebictegravir
Stars
DefinitionA monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2R,5S,13aR)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxylic acid with the amino group of 2,4,6-trifluorobenzylamine. It is a second-generation integrase strand transfer inhibitor (INSTI) and used (as its sodium salt) for the treatment of HIV-1.
Last Modified21 May 2021
SubmitterR. Stephan
DownloadsMolfile
FormulaC21H18F3N3O5
Net Charge0
Average Mass449.385
Monoisotopic Mass449.11986
SMILES[H][C@@]12CC[C@@]([H])(C1)N1C(=O)c3c(O)c(=O)c(C(=O)NCc4c(F)cc(F)cc4F)cn3C[C@@]1([H])O2
InChIInChI=1S/C21H18F3N3O5/c22-9-3-14(23)12(15(24)4-9)6-25-20(30)13-7-26-8-16-27(10-1-2-11(5-10)32-16)21(31)17(26)19(29)18(13)28/h3-4,7,10-11,16,29H,1-2,5-6,8H2,(H,25,30)/t10-,11+,16+/m0/s1
InChIKeySOLUWJRYJLAZCX-LYOVBCGYSA-N
Wikipedia
Roles Classification
Biological Role:
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.
ChEBI Ontology
Outgoing Relation(s)
bictegravir (CHEBI:172943) has role HIV-1 integrase inhibitor (CHEBI:67268)
bictegravir (CHEBI:172943) is a monocarboxylic acid amide (CHEBI:29347)
bictegravir (CHEBI:172943) is a organic heterotetracyclic compound (CHEBI:38163)
bictegravir (CHEBI:172943) is a secondary carboxamide (CHEBI:140325)
bictegravir (CHEBI:172943) is a trifluorobenzene (CHEBI:83576)
bictegravir (CHEBI:172943) is conjugate acid of bictegravir(1−) (CHEBI:172960)
Incoming Relation(s)
bictegravir(1−) (CHEBI:172960) is conjugate base of bictegravir (CHEBI:172943)
IUPAC Name 
(2R,5S,13aR)-8-hydroxy-7,9-dioxo-N-(2,4,6-trifluorobenzyl)-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide
INNs  Source
bictegravirWHO MedNet
bictégravirWHO MedNet
bictegravirWHO MedNet
bictegravirumWHO MedNet
Synonyms  Source
GS-9883ChemIDplus
GS-9883-01ChemIDplus
Manual XrefsDatabases
DB11799DrugBank
KLQPDBeChem
BictegravirWikipedia
D10909KEGG DRUG
44208822ChemSpider
Registry NumbersSources
CAS:1611493-60-7ChemIDplus
Citations