HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound 7AL

Identifiers

  • Canonical SMILES: 
    CC1(C)C[C@H](Cl)C[C@]2(C)[C@@H](C[C@H](O)[C@H]3CC(=O)NC3=O)C(=C)[C@@H](O)C[C@@H]12
  • IUPAC name: 
    (3R)-3-{(1S)-2-[(1R,3S,4aS,7S,8aS)-7-chloro-3-hydroxy-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]-1-hydroxyethyl}pyrrolidine-2,5-dione
  • InChi: 
    InChI=1S/C20H30ClNO4/c1-10-13(6-15(24)12-5-17(25)22-18(12)26)20(4)9-11(21)8-19(2,3)16(20)7-14(10)23/h11-16,23-24H,1,5-9H2,2-4H3,(H,22,25,26)/t11-,12+,13-,14-,15-,16-,20+/m0/s1
  • InChiKey: 
    LCBZIVZSFYGPBC-LWHFJPTFSA-N
  • SMARTS: 
    [#6]-[#6]1(-[#6])-[#6]-[#6@H](-[#17])-[#6]-[#6@]2(-[#6])-[#6@@H](-[#6]-[#6@H](-[#8])-[#6@H]3-[#6]-[#6](=[#8])-[#7]-[#6]-3=[#8])-[#6](=[#6])-[#6@@H](-[#8])-[#6]-[#6@@H]-1-2

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

127675 CHEMBL514096

RNA-SM complexes

PDB code Deposition date Reference publication
5tbw Sept. 13, 2016 Könst Zef A., Szklarski Anne R., Pellegrino Simone, Michalak Sharon E., Meyer Mélanie, Zanette Camila, Cencic Regina, Nam Sangkil, Voora Vamsee K., Horne David A., Pelletier Jerry, Mobley David L., Yusupova Gulnara, Yusupov Marat, Vanderwal Christopher D.. . Synthesis facilitates an understanding of the structural basis for translation inhibition by the lissoclimides Nature Chemistry
5tbw Sept. 13, 2016 Könst Zef A., Szklarski Anne R., Pellegrino Simone, Michalak Sharon E., Meyer Mélanie, Zanette Camila, Cencic Regina, Nam Sangkil, Voora Vamsee K., Horne David A., Pelletier Jerry, Mobley David L., Yusupova Gulnara, Yusupov Marat, Vanderwal Christopher D.. . Synthesis facilitates an understanding of the structural basis for translation inhibition by the lissoclimides Nature Chemistry

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 383.19 g/mol
HBA 4
HBD 3
HBA + HBD
AlogP 2.39
TPSA 86.63
RB 3

Radar chart