HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound NMZ

Identifiers

  • Canonical SMILES: 
    NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@H](F)[C@H](O)[C@H]2N)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]4N)[C@H]3O)[C@H]1O
  • IUPAC name: 
    (2S)-4-amino-N-{(1R,2S,3R,4R,5S)-5-amino-3-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranosyl]oxy}-4-[(2,6-diamino-2,4,6-trideoxy-4-fluoro-alpha-D-galactopyranosyl)oxy]-2-hydroxycyclohexyl}-2-hydroxybutanamide
  • InChi: 
    InChI=1S/C27H52FN7O14/c28-13-10(4-30)44-25(14(33)18(13)40)47-21-7(32)3-8(35-24(43)9(37)1-2-29)16(38)23(21)49-27-20(42)22(12(6-36)46-27)48-26-15(34)19(41)17(39)11(5-31)45-26/h7-23,25-27,36-42H,1-6,29-34H2,(H,35,43)/t7-,8+,9-,10+,11-,12+,13-,14+,15+,16-,17+,18-,19+,20+,21+,22+,23+,25+,26+,27-/m0/s1
  • InChiKey: 
    VWXJAOATJPQONW-MKAHEPKYSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

86341908

RNA-SM complexes

PDB code Deposition date Reference publication
4pdq April 21, 2014 Hanessian S., Saavedra O. M., Vilchis-Reyes M. A., Maianti J. P., Kanazawa H., Dozzo P., Matias R. D., Serio A., Kondo J.. . Synthesis, broad spectrum antibacterial activity, and X-ray co-crystal structure of the decoding bacterial ribosomal A-site with 4′-deoxy-4′-fluoro neomycin analogs Chem. Sci.

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 717.36 g/mol
HBA 20
HBD 14
HBA + HBD
AlogP -9.05
TPSA 382.21
RB 13

Radar chart