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
2et5 Oct. 27, 2005 Francois B.. . Crystal structures of complexes between aminoglycosides and decoding A site oligonucleotides: role of the number of rings and positive charges in the specific binding leading to miscoding Nucleic Acids Research
2et5 Oct. 27, 2005 Francois B.. . Crystal structures of complexes between aminoglycosides and decoding A site oligonucleotides: role of the number of rings and positive charges in the specific binding leading to miscoding Nucleic Acids Research
2et5 Oct. 27, 2005 Francois B.. . Crystal structures of complexes between aminoglycosides and decoding A site oligonucleotides: role of the number of rings and positive charges in the specific binding leading to miscoding Nucleic Acids Research
2et5 Oct. 27, 2005 Francois B.. . Crystal structures of complexes between aminoglycosides and decoding A site oligonucleotides: role of the number of rings and positive charges in the specific binding leading to miscoding Nucleic Acids Research
2fcz Dec. 13, 2005 Ennifar E.. . Targeting the dimerization initiation site of HIV-1 RNA with aminoglycosides: from crystal to cell Nucleic Acids Research
2fcz Dec. 13, 2005 Ennifar E.. . Targeting the dimerization initiation site of HIV-1 RNA with aminoglycosides: from crystal to cell Nucleic Acids Research
2fcz Dec. 13, 2005 Ennifar E.. . Targeting the dimerization initiation site of HIV-1 RNA with aminoglycosides: from crystal to cell Nucleic Acids Research
2fcz Dec. 13, 2005 Ennifar E.. . Targeting the dimerization initiation site of HIV-1 RNA with aminoglycosides: from crystal to cell Nucleic Acids Research
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
3c3z Jan. 29, 2008 Freisz Séverine, Lang Kathrin, Micura Ronald, Dumas Philippe, Ennifar Eric. . Binding of Aminoglycoside Antibiotics to the Duplex Form of the HIV‐1 Genomic RNA Dimerization Initiation Site Angewandte Chemie International Edition
3c3z Jan. 29, 2008 Freisz Séverine, Lang Kathrin, Micura Ronald, Dumas Philippe, Ennifar Eric. . Binding of Aminoglycoside Antibiotics to the Duplex Form of the HIV‐1 Genomic RNA Dimerization Initiation Site Angewandte Chemie International Edition
3dvv July 21, 2008
3dvv July 21, 2008

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