HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound HYG

Identifiers

  • Canonical SMILES: 
    CN[C@H]1C[C@@H](N)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3O[C@@]4(O[C@@H]([C@@H](N)CO)[C@H](O)[C@@H](O)[C@H]4O)O[C@@H]23)[C@@H]1O
  • IUPAC name: 
    (2R,3'R,3aR,4S,4'R,5'R,6R,6'S,7S,7aS)-4-{[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-[(1S)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)octahydro-4H-spiro[1,3-dioxolo[4,5-c]pyran-2,2'-pyran]-3',4',5',7-tetrol (non-preferred name)
  • InChi: 
    InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6+,7+,8-,9+,10-,11+,12-,13-,14+,15-,16+,17-,18-,19+,20-/m1/s1
  • InChiKey: 
    GRRNUXAQVGOGFE-WRWUMOMGSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

24875318

RNA-SM complexes

PDB code Deposition date Reference publication
1hnz Dec. 8, 2000 Brodersen Ditlev E., Clemons William M., Carter Andrew P., Morgan-Warren Robert J., Wimberly Brian T., Ramakrishnan V.. . The Structural Basis for the Action of the Antibiotics Tetracycline, Pactamycin, and Hygromycin B on the 30S Ribosomal Subunit Cell
4lf5 June 26, 2013
4lfa June 26, 2013
4v64 June 11, 2008 Borovinskaya Maria A., Shoji Shinichiro, Fredrick Kurt, Cate Jamie H.D.. . Structural basis for hygromycin B inhibition of protein biosynthesis RNA
4v64 June 11, 2008 Borovinskaya Maria A., Shoji Shinichiro, Fredrick Kurt, Cate Jamie H.D.. . Structural basis for hygromycin B inhibition of protein biosynthesis RNA
6qzp March 12, 2019 Natchiar S. Kundhavai, Myasnikov Alexander G., Kratzat Hanna, Hazemann Isabelle, Klaholz Bruno P.. . Visualization of chemical modifications in the human 80S ribosome structure Nature

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 527.23 g/mol
HBA 16
HBD 11
HBA + HBD
AlogP -7.27
TPSA 272.06
RB 6

Radar chart