HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound LHA

Identifiers

  • Canonical SMILES: 
    NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[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]3OCCNCCc5ccccc5)[C@H]1O
  • IUPAC name: 
    (2S)-4-amino-N-[(1R,2S,3R,4R,5S)-5-amino-4-[(2-amino-2-deoxy-alpha-D-glucopyranosyl)oxy]-3-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-2-O-{2-[(2-phenylethyl)amino]ethyl}-beta-D-ribofuranosyl]oxy}-2-hydroxycyclohexyl]-2-hydroxybutanamide
  • InChi: 
    InChI=1S/C37H65N7O16/c38-8-6-19(47)34(53)44-18-12-17(40)30(58-36-24(42)29(52)27(50)21(14-45)56-36)32(25(18)48)60-37-33(54-11-10-43-9-7-16-4-2-1-3-5-16)31(22(15-46)57-37)59-35-23(41)28(51)26(49)20(13-39)55-35/h1-5,17-33,35-37,43,45-52H,6-15,38-42H2,(H,44,53)/t17-,18+,19-,20-,21+,22+,23+,24+,25-,26+,27+,28+,29+,30+,31+,32+,33+,35+,36+,37-/m0/s1
  • InChiKey: 
    KITFYJSEQIOMTC-AFTVZRPJSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

16736279

RNA-SM complexes

PDB code Deposition date Reference publication
2pwt May 13, 2007 Kondo Jiro, Pachamuthu Kandasamy, François Boris, Szychowski Janek, Hanessian Stephen, Westhof Eric. . Crystal Structure of the Bacterial Ribosomal Decoding Site Complexed with a Synthetic Doubly Functionalized Paromomycin Derivative: a New Specific Binding Mode to an A‐Minor Motif Enhances in vitro Antibacterial Activity ChemMedChem
2pwt May 13, 2007 Kondo Jiro, Pachamuthu Kandasamy, François Boris, Szychowski Janek, Hanessian Stephen, Westhof Eric. . Crystal Structure of the Bacterial Ribosomal Decoding Site Complexed with a Synthetic Doubly Functionalized Paromomycin Derivative: a New Specific Binding Mode to an A‐Minor Motif Enhances in vitro Antibacterial Activity ChemMedChem
2pwt May 13, 2007 Kondo Jiro, Pachamuthu Kandasamy, François Boris, Szychowski Janek, Hanessian Stephen, Westhof Eric. . Crystal Structure of the Bacterial Ribosomal Decoding Site Complexed with a Synthetic Doubly Functionalized Paromomycin Derivative: a New Specific Binding Mode to an A‐Minor Motif Enhances in vitro Antibacterial Activity ChemMedChem

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 863.45 g/mol
HBA 22
HBD 15
HBA + HBD
AlogP -8.14
TPSA 397.68
RB 20

Radar chart