HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound LLL

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](CN)CC[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 2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranoside
  • InChi: 
    InChI=1S/C19H39N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h8-18,24-27H,3-7,20-23H2,1-2H3/t8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-/m0/s1
  • InChiKey: 
    VEGXETMJINRLTH-BOZYPMBZSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

72396 CHEMBL194126 DB04729

RNA-SM complexes

PDB code Deposition date Reference publication
2et3 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
2et3 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
4lf4 June 26, 2013
4lf9 June 26, 2013
4v53 June 16, 2007 Borovinskaya Maria A, Pai Raj D, Zhang Wen, Schuwirth Barbara S, Holton James M, Hirokawa Go, Kaji Hideko, Kaji Akira, Cate Jamie H Doudna. . Structural basis for aminoglycoside inhibition of bacterial ribosome recycling Nature Structural & Molecular Biology
4v53 June 16, 2007 Borovinskaya Maria A, Pai Raj D, Zhang Wen, Schuwirth Barbara S, Holton James M, Hirokawa Go, Kaji Hideko, Kaji Akira, Cate Jamie H Doudna. . Structural basis for aminoglycoside inhibition of bacterial ribosome recycling Nature Structural & Molecular Biology
4v53 June 16, 2007 Borovinskaya Maria A, Pai Raj D, Zhang Wen, Schuwirth Barbara S, Holton James M, Hirokawa Go, Kaji Hideko, Kaji Akira, Cate Jamie H Doudna. . Structural basis for aminoglycoside inhibition of bacterial ribosome recycling Nature Structural & Molecular Biology
4v53 June 16, 2007 Borovinskaya Maria A, Pai Raj D, Zhang Wen, Schuwirth Barbara S, Holton James M, Hirokawa Go, Kaji Hideko, Kaji Akira, Cate Jamie H Doudna. . Structural basis for aminoglycoside inhibition of bacterial ribosome recycling Nature Structural & Molecular Biology
4v53 June 16, 2007 Borovinskaya Maria A, Pai Raj D, Zhang Wen, Schuwirth Barbara S, Holton James M, Hirokawa Go, Kaji Hideko, Kaji Akira, Cate Jamie H Doudna. . Structural basis for aminoglycoside inhibition of bacterial ribosome recycling Nature Structural & Molecular Biology
4v53 June 16, 2007 Borovinskaya Maria A, Pai Raj D, Zhang Wen, Schuwirth Barbara S, Holton James M, Hirokawa Go, Kaji Hideko, Kaji Akira, Cate Jamie H Doudna. . Structural basis for aminoglycoside inhibition of bacterial ribosome recycling Nature Structural & Molecular Biology
4v55 June 17, 2007 Borovinskaya Maria A, Pai Raj D, Zhang Wen, Schuwirth Barbara S, Holton James M, Hirokawa Go, Kaji Hideko, Kaji Akira, Cate Jamie H Doudna. . Structural basis for aminoglycoside inhibition of bacterial ribosome recycling Nature Structural & Molecular Biology
4v55 June 17, 2007 Borovinskaya Maria A, Pai Raj D, Zhang Wen, Schuwirth Barbara S, Holton James M, Hirokawa Go, Kaji Hideko, Kaji Akira, Cate Jamie H Doudna. . Structural basis for aminoglycoside inhibition of bacterial ribosome recycling Nature Structural & Molecular Biology
4v55 June 17, 2007 Borovinskaya Maria A, Pai Raj D, Zhang Wen, Schuwirth Barbara S, Holton James M, Hirokawa Go, Kaji Hideko, Kaji Akira, Cate Jamie H Doudna. . Structural basis for aminoglycoside inhibition of bacterial ribosome recycling Nature Structural & Molecular Biology
4v55 June 17, 2007 Borovinskaya Maria A, Pai Raj D, Zhang Wen, Schuwirth Barbara S, Holton James M, Hirokawa Go, Kaji Hideko, Kaji Akira, Cate Jamie H Doudna. . Structural basis for aminoglycoside inhibition of bacterial ribosome recycling Nature Structural & Molecular Biology
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
5obm June 28, 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
8cgu Feb. 6, 2023 Paternoga Helge, Crowe-McAuliffe Caillan, Bock Lars V., Koller Timm O., Morici Martino, Beckert Bertrand, Myasnikov Alexander G., Grubmüller Helmut, Nováček Jiří, Wilson Daniel N.. . Structural conservation of antibiotic interaction with ribosomes Nature Structural & Molecular Biology
8cgu Feb. 6, 2023 Paternoga Helge, Crowe-McAuliffe Caillan, Bock Lars V., Koller Timm O., Morici Martino, Beckert Bertrand, Myasnikov Alexander G., Grubmüller Helmut, Nováček Jiří, Wilson Daniel N.. . Structural conservation of antibiotic interaction with ribosomes Nature Structural & Molecular Biology

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 449.29 g/mol
HBA 12
HBD 8
HBA + HBD
AlogP -3.98
TPSA 213.72
RB 6

Radar chart