HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound SIS

Identifiers

  • Canonical SMILES: 
    CN[C@@H]1[C@@H](O)[C@H](OC[C@]1(C)O)O[C@H]2[C@H](N)C[C@H](N)[C@@H](O[C@H]3OC(=CC[C@H]3N)CN)[C@@H]2O
  • IUPAC name: 
    (1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy}-2-hydroxycyclohexyl 3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranoside
  • InChi: 
    InChI=1S/C19H37N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h3,9-18,24-27H,4-7,20-23H2,1-2H3/t9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+/m1/s1
  • InChiKey: 
    URWAJWIAIPFPJE-YFMIWBNJSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

36119 CHEMBL221886 DB12604

RNA-SM complexes

PDB code Deposition date Reference publication
4f8u May 18, 2012 Kondo Jiro, Koganei Mai, Kasahara Tomoko. . Crystal Structure and Specific Binding Mode of Sisomicin to the Bacterial Ribosomal Decoding Site ACS Medicinal Chemistry Letters
4f8u May 18, 2012 Kondo Jiro, Koganei Mai, Kasahara Tomoko. . Crystal Structure and Specific Binding Mode of Sisomicin to the Bacterial Ribosomal Decoding Site ACS Medicinal Chemistry Letters
4f8v May 18, 2012 Kondo Jiro, Koganei Mai, Kasahara Tomoko. . Crystal Structure and Specific Binding Mode of Sisomicin to the Bacterial Ribosomal Decoding Site ACS Medicinal Chemistry Letters
4f8v May 18, 2012 Kondo Jiro, Koganei Mai, Kasahara Tomoko. . Crystal Structure and Specific Binding Mode of Sisomicin to the Bacterial Ribosomal Decoding Site ACS Medicinal Chemistry Letters
6cap Jan. 31, 2018
6car Jan. 31, 2018 O’Sullivan Mary E, Poitevin Frédéric, Sierra Raymond G, Gati Cornelius, Dao E Han, Rao Yashas, Aksit Fulya, Ciftci Halilibrahim, Corsepius Nicholas, Greenhouse Robert, Hayes Brandon, Hunter Mark S, Liang Mengling, McGurk Alex, Mbgam Paul, Obrinsky Trevor, Pardo-Avila Fátima, Seaberg Matthew H, Cheng Alan G, Ricci Anthony J, DeMirci Hasan. . Aminoglycoside ribosome interactions reveal novel conformational states at ambient temperature Nucleic Acids Research
7duj Jan. 9, 2021
7duk Jan. 9, 2021
7dul Jan. 9, 2021

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 447.27 g/mol
HBA 12
HBD 8
HBA + HBD
AlogP -3.85
TPSA 213.72
RB 6

Radar chart