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Harnessing RIBOnucleic acid - Small molecules Structures

Compound RD8

Identifiers

  • Canonical SMILES: 
    CC(=O)NC[C@H]1CN(C(=O)O1)c2ccc(c(F)c2)c3ccc(CNCc4c[nH]nn4)cc3
  • IUPAC name: 
    N-({(5S)-3-[2-fluoro-4'-({[(1H-1,2,3-triazol-4-yl)methyl]amino}methyl)[1,1'-biphenyl]-4-yl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide
  • InChi: 
    InChI=1S/C22H23FN6O3/c1-14(30)25-12-19-13-29(22(31)32-19)18-6-7-20(21(23)8-18)16-4-2-15(3-5-16)9-24-10-17-11-26-28-27-17/h2-8,11,19,24H,9-10,12-13H2,1H3,(H,25,30)(H,26,27,28)/t19-/m0/s1
  • InChiKey: 
    BTTNOGHPGJANSW-IBGZPJMESA-N
  • SMARTS: 
    [#6]-[#6](=[#8])-[#7]-[#6]-[#6@H]1-[#6]-[#7](-[#6](=[#8])-[#8]-1)-[#6]1:[#6]:[#6]:[#6](:[#6](-[#9]):[#6]:1)-[#6]1:[#6]:[#6]:[#6](-[#6]-[#7]-[#6]-[#6]2:[#6]:[#7]:[#7]:[#7]:2):[#6]:[#6]:1

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 11224409 ChEMBL Logo CHEMBL455461 PDB Logo RD8 DrugBank Logo DB12339

RNA-SM complexes

PDB code Deposition date Reference publication
6wqq April 29, 2020 Wright Alexander, Deane-Alder Kieran, Marschall Edward, Bamert Rebecca, Venugopal Hari, Lithgow Trevor, Lupton David W., Belousoff Matthew J.. 2020. Characterization of the Core Ribosomal Binding Region for the Oxazolidone Family of Antibiotics Using Cryo-EM ACS Pharmacology & Translational Science
7s1i Sept. 2, 2021 Tsai Kaitlyn, Stojković Vanja, Lee D. John, Young Iris D., Szal Teresa, Klepacki Dorota, Vázquez-Laslop Nora, Mankin Alexander S., Fraser James S., Fujimori Danica Galonić. 2022. Structural basis for context-specific inhibition of translation by oxazolidinone antibiotics Nature Structural & Molecular Biology
7s1j Sept. 2, 2021 Tsai Kaitlyn, Stojković Vanja, Lee D. John, Young Iris D., Szal Teresa, Klepacki Dorota, Vázquez-Laslop Nora, Mankin Alexander S., Fraser James S., Fujimori Danica Galonić. 2022. Structural basis for context-specific inhibition of translation by oxazolidinone antibiotics Nature Structural & Molecular Biology
7s1k Sept. 2, 2021 Tsai Kaitlyn, Stojković Vanja, Lee D. John, Young Iris D., Szal Teresa, Klepacki Dorota, Vázquez-Laslop Nora, Mankin Alexander S., Fraser James S., Fujimori Danica Galonić. 2022. Structural basis for context-specific inhibition of translation by oxazolidinone antibiotics Nature Structural & Molecular Biology

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 438.18 g/mol
HBA 6
HBD 3
HBA + HBD
AlogP 2.36
TPSA 112.24
RB 8

Radar chart