HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound RIO

Identifiers

  • Canonical SMILES: 
    NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)[C@H](N)[C@@H](O)[C@@H]1O
  • IUPAC name: 
    (1R,2R,3S,4R,6S)-4,6-diamino-3-hydroxy-2-(beta-D-ribofuranosyloxy)cyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
  • InChi: 
    InChI=1S/C17H34N4O10/c18-2-6-10(24)12(26)8(21)16(28-6)30-14-5(20)1-4(19)9(23)15(14)31-17-13(27)11(25)7(3-22)29-17/h4-17,22-27H,1-3,18-21H2/t4-,5+,6-,7-,8-,9+,10-,11-,12-,13-,14-,15-,16-,17+/m1/s1
  • InChiKey: 
    NSKGQURZWSPSBC-VVPCINPTSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

33042 CHEMBL221572 DB03615

RNA-SM complexes

PDB code Deposition date Reference publication
2kxm May 10, 2010 Duchardt-Ferner Elke, Weigand Julia E., Ohlenschläger Oliver, Schmidtke Sina R., Suess Beatrix, Wöhnert Jens. . Highly Modular Structure and Ligand Binding by Conformational Capture in a Minimalistic Riboswitch Angewandte Chemie International Edition
2n0j March 9, 2015 Duchardt-Ferner Elke, Gottstein-Schmidtke Sina R., Weigand Julia E., Ohlenschläger Oliver, Wurm Jan-Philip, Hammann Christian, Suess Beatrix, Wöhnert Jens. . What a Difference an OH Makes: Conformational Dynamics as the Basis for the Ligand Specificity of the Neomycin-Sensing Riboswitch Angewandte Chemie International Edition

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 454.23 g/mol
HBA 14
HBD 10
HBA + HBD
AlogP -6.65
TPSA 262.38
RB 6

Radar chart