HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound LIV

Identifiers

  • Canonical SMILES: 
    NC[C@@H]1O[C@H](O[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO)O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]4O[C@H](CO)[C@@H](O)C[C@H]4N)[C@H](N)[C@@H](O)[C@@H]1O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O
  • IUPAC name: 
    (1R,2R,3S,4R,6S)-4,6-diamino-3-hydroxy-2-{[alpha-D-mannopyranosyl-(1->4)-2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl-(1->3)-beta-D-ribofuranosyl]oxy}cyclohexyl 2-amino-2,3-dideoxy-alpha-D-ribo-hexopyranoside
  • InChi: 
    InChI=1S/C29H55N5O18/c30-3-11-23(51-28-20(43)19(42)17(40)13(5-36)47-28)18(41)15(34)27(45-11)50-24-14(6-37)48-29(21(24)44)52-25-16(39)7(31)1-8(32)22(25)49-26-9(33)2-10(38)12(4-35)46-26/h7-29,35-44H,1-6,30-34H2/t7-,8+,9-,10+,11+,12-,13-,14-,15-,16+,17-,18-,19+,20+,21-,22-,23-,24-,25-,26-,27-,28-,29+/m1/s1
  • InChiKey: 
    DBLVDAUGBTYDFR-SWMBIRFSSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

72394 CHEMBL389029 DB04728

RNA-SM complexes

PDB code Deposition date Reference publication
2esj Oct. 26, 2005 Francois B.. . Crystal structures of complexes between aminoglycosides and decoding A site oligonucleotides: role of the number of rings and positive charges in the specific binding leading to miscoding Nucleic Acids Research
2esj Oct. 26, 2005 Francois B.. . Crystal structures of complexes between aminoglycosides and decoding A site oligonucleotides: role of the number of rings and positive charges in the specific binding leading to miscoding Nucleic Acids Research
2fd0 Dec. 13, 2005 Ennifar E.. . Targeting the dimerization initiation site of HIV-1 RNA with aminoglycosides: from crystal to cell Nucleic Acids Research
2fd0 Dec. 13, 2005 Ennifar E.. . Targeting the dimerization initiation site of HIV-1 RNA with aminoglycosides: from crystal to cell Nucleic Acids Research
3c5d Jan. 31, 2008 Freisz Séverine, Lang Kathrin, Micura Ronald, Dumas Philippe, Ennifar Eric. . Binding of Aminoglycoside Antibiotics to the Duplex Form of the HIV‐1 Genomic RNA Dimerization Initiation Site Angewandte Chemie International Edition
3c5d Jan. 31, 2008 Freisz Séverine, Lang Kathrin, Micura Ronald, Dumas Philippe, Ennifar Eric. . Binding of Aminoglycoside Antibiotics to the Duplex Form of the HIV‐1 Genomic RNA Dimerization Initiation Site Angewandte Chemie International Edition

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 761.35 g/mol
HBA 23
HBD 15
HBA + HBD
AlogP -10.01
TPSA 406.24
RB 12

Radar chart