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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
  • SMARTS: 
    [#7]-[#6]-[#6]-[#6@H](-[#8])-[#6](=[#8])-[#7]-[#6@@H]1-[#6]-[#6@H](-[#7])-[#6@@H](-[#8]-[#6@H]2-[#8]-[#6@H](-[#6]-[#8])-[#6@@H](-[#8])-[#6@H](-[#8])-[#6@H]-2-[#7])-[#6@H](-[#8]-[#6@@H]2-[#8]-[#6@H](-[#6]-[#8])-[#6@@H](-[#8]-[#6@H]3-[#8]-[#6@@H](-[#6]-[#7])-[#6@@H](-[#8])-[#6@H](-[#8])-[#6@H]-3-[#7])-[#6@H]-2-[#8]-[#6]-[#6]-[#7]-[#6]-[#6]-[#6]2:[#6]:[#6]:[#6]:[#6]:[#6]:2)-[#6@H]-1-[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 16736279 PDB Logo LHA

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. 2007. 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. 2007. 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. 2007. 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