bictegravir   Click here for help

GtoPdb Ligand ID: 11575

Synonyms: GS-9883 | GS9883
Approved drug PDB Ligand
bictegravir is an approved drug (EMA & FDA (2018))
Compound class: Synthetic organic
Comment: Bictegravir (GS-9883) is an HIV antiviral integrase strand transfer inhibitor. It is structurally related to dolutegravir.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 100.87
Molecular weight 449.12
XLogP 4.36
No. Lipinski's rules broken 0
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Canonical SMILES Fc1cc(F)c(c(c1)F)CNC(=O)c1cn2C[C@H]3O[C@@H]4CC[C@H](N3C(=O)c2c(c1=O)O)C4
Isomeric SMILES Fc1cc(F)c(c(c1)F)CNC(=O)c1cn2C[C@H]3O[C@@H]4CC[C@H](N3C(=O)c2c(c1=O)O)C4
InChI InChI=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
1. Gao P, Cheng X, Sun L, Song S, Álvarez M, Luczkowiak J, Pannecouque C, De Clercq E, Menéndez-Arias L, Zhan P et al.. (2019)
Design, synthesis and biological evaluation of 3-hydroxyquinazoline-2,4(1H,3H)-diones as dual inhibitors of HIV-1 reverse transcriptase-associated RNase H and integrase.
Bioorg Med Chem, 27 (17): 3836-3845. [PMID:31324562]