HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound KSG

Identifiers

  • Canonical SMILES: 
    C[C@H]1O[C@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]2O)[C@@H](N)C[C@@H]1NC(=N)C(O)=O
  • IUPAC name: 
    (1S,2R,3S,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl 2-amino-4-{[(Z)-carboxy(imino)methyl]amino}-2,3,4,6-tetradeoxy-alpha-D-arabino-hexopyranoside
  • InChi: 
    InChI=1S/C14H25N3O9/c1-3-5(17-12(16)13(23)24)2-4(15)14(25-3)26-11-9(21)7(19)6(18)8(20)10(11)22/h3-11,14,18-22H,2,15H2,1H3,(H2,16,17)(H,23,24)/t3-,4+,5+,6-,7+,8+,9-,10+,11+,14-/m1/s1
  • InChiKey: 
    PVTHJAPFENJVNC-MHRBZPPQSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

RNA-SM complexes

PDB code Deposition date Reference publication
2hhh June 28, 2006 Schluenzen Frank, Takemoto Chie, Wilson Daniel N, Kaminishi Tatsuya, Harms Joerg M, Hanawa-Suetsugu Kyoko, Szaflarski Witold, Kawazoe Masahito, Shirouzu Mikako, Nierhaus Knud H, Yokoyama Shigeyuki, Fucini Paola. . The antibiotic kasugamycin mimics mRNA nucleotides to destabilize tRNA binding and inhibit canonical translation initiation Nature Structural & Molecular Biology
4v4h Aug. 4, 2006 Schuwirth Barbara S, Day J Michael, Hau Cathy W, Janssen Gary R, Dahlberg Albert E, Cate Jamie H Doudna, Vila-Sanjurjo Antón. . Structural analysis of kasugamycin inhibition of translation Nature Structural & Molecular Biology
4v4h Aug. 4, 2006 Schuwirth Barbara S, Day J Michael, Hau Cathy W, Janssen Gary R, Dahlberg Albert E, Cate Jamie H Doudna, Vila-Sanjurjo Antón. . Structural analysis of kasugamycin inhibition of translation Nature Structural & Molecular Biology

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 379.16 g/mol
HBA 10
HBD 9
HBA + HBD
AlogP -4.33
TPSA 218.81
RB 3

Radar chart