HARIBOSS

Harnessing RIBOnucleic acid – Small molecules Structures


Compound AKN

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](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O
  • IUPAC name:
    (2S)-4-amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-alpha-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide
  • InChi:
    InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1
  • InChiKey:
    LKCWBDHBTVXHDL-RMDFUYIESA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links


37768

CHEMBL177

DB00479

RNA-SM complexes

PDB code Deposition date Reference publication
4p20 Feb. 28, 2014 KONDO J, FRANCOIS B, RUSSELL R, MURRAY J, WESTHOF E. . Crystal structure of the bacterial ribosomal decoding site complexed with amikacin containing the γ-amino-α-hydroxybutyryl (haba) group Biochimie
4p20 Feb. 28, 2014 KONDO J, FRANCOIS B, RUSSELL R, MURRAY J, WESTHOF E. . Crystal structure of the bacterial ribosomal decoding site complexed with amikacin containing the γ-amino-α-hydroxybutyryl (haba) group Biochimie
6ypu April 16, 2020 Nicholson David, Edwards Thomas A., O'Neill Alex J., Ranson Neil A.. . Structure of the 70S Ribosome from the Human Pathogen Acinetobacter baumannii in Complex with Clinically Relevant Antibiotics Structure

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 585.29 g/mol
HBA 17
HBD 13
HBA + HBD
AlogP -8.42
TPSA 331.94
RB 10

Radar chart