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

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