Cabotegravir sodiumProduct ingredient for Cabotegravir
- Name
- Cabotegravir sodium
- Drug Entry
- Cabotegravir
Cabotegravir, or GSK1265744, is an HIV-1 integrase inhibitor that is prescribed with the non-nucleoside reverse transcriptase inhibitor, rilpivirine.4,6,7 Early research into cabotegravir showed it had lower oral bioavailability than dolutegravir,4 which resulted in the development of long acting monthly intramuscular injection formulation for cabotegravir.4,7
Cabotegravir was granted FDA approval on 21 January 2021 in combination with rilpivirine to treat HIV-1 infection in virologically suppressed individuals.8 While previously administered once monthly only, this combination product was granted FDA approval for dosing every two months on February 01, 2022 11 and without the need for an oral lead-in period prior.7
- Accession Number
- DBSALT002064
- Structure
Structure for Cabotegravir sodium (DBSALT002064)
- Synonyms
- Cabotegravir sodium
- External IDs
- GSK-1265744B / GSK1265744B / S 265744B / S-265744B
- UNII
- 3L12PT535M
- CAS Number
- 1051375-13-3
- Weight
- Average: 427.34
Monoisotopic: 427.09557123 - Chemical Formula
- C19H16F2N3NaO5
- InChI Key
- AEZBWGMXBKPGFP-KIUAEZIZSA-M
- InChI
- InChI=1S/C19H17F2N3O5.Na/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);/q;+1/p-1/t9-,14+;/m0./s1
- IUPAC Name
- sodium (3R,6S)-12-{[(2,4-difluorophenyl)methyl]carbamoyl}-6-methyl-8,11-dioxo-4-oxa-1,7-diazatricyclo[7.4.0.0^{3,7}]trideca-9,12-dien-10-olate
- SMILES
- [Na+].[H][C@@]12CN3C=C(C(=O)NCC4=CC=C(F)C=C4F)C(=O)C([O-])=C3C(=O)N1[C@@H](C)CO2
- External Links
- ChemSpider
- 32702138
- ChEMBL
- CHEMBL3137330
- Wikipedia
- Cabotegravir
- Predicted Properties
Property Value Source logP 1.04 Chemaxon pKa (Strongest Acidic) 10.04 Chemaxon pKa (Strongest Basic) -0.7 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 102.01 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 108.45 m3·mol-1 Chemaxon Polarizability 37.45 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon