HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound GET

Identifiers

  • Canonical SMILES: 
    CN[C@@H]1[C@@H](O)[C@H](OC[C@]1(C)O)O[C@H]2[C@H](N)C[C@H](N)[C@@H](O[C@H]3O[C@H]([C@@H](C)O)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O
  • IUPAC name: 
    (1R,2S,3S,4R,6S)-4,6-diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-2-hydroxycyclohexyl 2-amino-2,7-dideoxy-D-glycero-alpha-D-gluco-heptopyranoside
  • InChi: 
    InChI=1S/C20H40N4O10/c1-6(25)14-11(27)10(26)9(23)18(32-14)33-15-7(21)4-8(22)16(12(15)28)34-19-13(29)17(24-3)20(2,30)5-31-19/h6-19,24-30H,4-5,21-23H2,1-3H3/t6-,7+,8-,9-,10-,11+,12+,13-,14-,15-,16+,17-,18-,19-,20+/m1/s1
  • InChiKey: 
    BRZYSWJRSDMWLG-DJWUNRQOSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

123865 CHEMBL215226 DB04263

RNA-SM complexes

PDB code Deposition date Reference publication
1mwl Sept. 30, 2002 Vicens Quentin, Westhof Eric. . Crystal Structure of Geneticin Bound to a Bacterial 16S Ribosomal RNA A Site Oligonucleotide Journal of Molecular Biology
1mwl Sept. 30, 2002 Vicens Quentin, Westhof Eric. . Crystal Structure of Geneticin Bound to a Bacterial 16S Ribosomal RNA A Site Oligonucleotide Journal of Molecular Biology
3td1 Aug. 10, 2011 Kondo Jiro. . A Structural Basis for the Antibiotic Resistance Conferred by an A1408G Mutation in 16S rRNA and for the Antiprotozoal Activity of Aminoglycosides Angewandte Chemie International Edition
3td1 Aug. 10, 2011 Kondo Jiro. . A Structural Basis for the Antibiotic Resistance Conferred by an A1408G Mutation in 16S rRNA and for the Antiprotozoal Activity of Aminoglycosides Angewandte Chemie International Edition
4k32 April 10, 2013 Shalev Moran, Kondo Jiro, Kopelyanskiy Dmitry, Jaffe Charles L., Adir Noam, Baasov Timor. . Identification of the molecular attributes required for aminoglycoside activity against Leishmania Proceedings of the National Academy of Sciences
4k32 April 10, 2013 Shalev Moran, Kondo Jiro, Kopelyanskiy Dmitry, Jaffe Charles L., Adir Noam, Baasov Timor. . Identification of the molecular attributes required for aminoglycoside activity against Leishmania Proceedings of the National Academy of Sciences
4p3s March 10, 2014
4p3s March 10, 2014
4p3s March 10, 2014
4u4o July 24, 2014 Garreau de Loubresse Nicolas, Prokhorova Irina, Holtkamp Wolf, Rodnina Marina V., Yusupova Gulnara, Yusupov Marat. . Structural basis for the inhibition of the eukaryotic ribosome Nature
5ndg March 8, 2017 Prokhorova Irina, Altman Roger B., Djumagulov Muminjon, Shrestha Jaya P., Urzhumtsev Alexandre, Ferguson Angelica, Chang Cheng-Wei Tom, Yusupov Marat, Blanchard Scott C., Yusupova Gulnara. . Aminoglycoside interactions and impacts on the eukaryotic ribosome Proceedings of the National Academy of Sciences
5ndg March 8, 2017 Prokhorova Irina, Altman Roger B., Djumagulov Muminjon, Shrestha Jaya P., Urzhumtsev Alexandre, Ferguson Angelica, Chang Cheng-Wei Tom, Yusupov Marat, Blanchard Scott C., Yusupova Gulnara. . Aminoglycoside interactions and impacts on the eukaryotic ribosome Proceedings of the National Academy of Sciences
5ndg March 8, 2017 Prokhorova Irina, Altman Roger B., Djumagulov Muminjon, Shrestha Jaya P., Urzhumtsev Alexandre, Ferguson Angelica, Chang Cheng-Wei Tom, Yusupov Marat, Blanchard Scott C., Yusupova Gulnara. . Aminoglycoside interactions and impacts on the eukaryotic ribosome Proceedings of the National Academy of Sciences
5ndg March 8, 2017 Prokhorova Irina, Altman Roger B., Djumagulov Muminjon, Shrestha Jaya P., Urzhumtsev Alexandre, Ferguson Angelica, Chang Cheng-Wei Tom, Yusupov Marat, Blanchard Scott C., Yusupova Gulnara. . Aminoglycoside interactions and impacts on the eukaryotic ribosome Proceedings of the National Academy of Sciences
5xz1 July 11, 2017
5xz1 July 11, 2017
5xz1 July 11, 2017
5xz1 July 11, 2017
5z71 Jan. 26, 2018
5zei Feb. 27, 2018 Kanazawa Hiroki, Baba Fumika, Koganei Mai, Kondo Jiro. . A structural basis for the antibiotic resistance conferred by an N1-methylation of A1408 in 16S rRNA Nucleic Acids Research
5zei Feb. 27, 2018 Kanazawa Hiroki, Baba Fumika, Koganei Mai, Kondo Jiro. . A structural basis for the antibiotic resistance conferred by an N1-methylation of A1408 in 16S rRNA Nucleic Acids Research
7edl March 16, 2021
7edl March 16, 2021
7edm March 16, 2021
7edm March 16, 2021

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 496.27 g/mol
HBA 14
HBD 10
HBA + HBD
AlogP -5.61
TPSA 248.39
RB 6

Radar chart