HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound BLS

Identifiers

  • Canonical SMILES: 
    CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@@H](O[C@@H]1C(O)=O)N2C=CC(=NC2=O)N)C(N)=N
  • IUPAC name: 
    4-amino-1-[4-({(3S)-3-amino-5-[carbamimidoyl(methyl)amino]pentanoyl}amino)-2,3,4-trideoxy-beta-D-erythro-hex-2-enopyranuronosyl]pyrimidin-2(1H)-one
  • InChi: 
    InChI=1S/C17H26N8O5/c1-24(16(20)21)6-4-9(18)8-12(26)22-10-2-3-13(30-14(10)15(27)28)25-7-5-11(19)23-17(25)29/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,20,21)(H,22,26)(H,27,28)(H2,19,23,29)/t9-,10-,13+,14-/m0/s1
  • InChiKey: 
    CXNPLSGKWMLZPZ-ZNIXKSQXSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

170012 CHEMBL476894

RNA-SM complexes

PDB code Deposition date Reference publication
4u56 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
4v9q June 12, 2013 Svidritskiy Egor, Ling Clarence, Ermolenko Dmitri N., Korostelev Andrei A.. . Blasticidin S inhibits translation by trapping deformed tRNA on the ribosome Proceedings of the National Academy of Sciences
4v9q June 12, 2013 Svidritskiy Egor, Ling Clarence, Ermolenko Dmitri N., Korostelev Andrei A.. . Blasticidin S inhibits translation by trapping deformed tRNA on the ribosome Proceedings of the National Academy of Sciences
7q0r Oct. 16, 2021 Zgadzay Yury, Kolosova Olga, Stetsenko Artem, Wu Cheng, Bruchlen David, Usachev Konstantin, Validov Shamil, Jenner Lasse, Rogachev Andrey, Yusupova Gulnara, Sachs Matthew S., Guskov Albert, Yusupov Marat. . E-site drug specificity of the human pathogen Candida albicans ribosome Science Advances

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 422.20 g/mol
HBA 9
HBD 6
HBA + HBD
AlogP -2.22
TPSA 215.67
RB 8

Radar chart