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Harnessing RIBOnucleic acid - Small molecules Structures

Compound LC2

Identifiers

  • Canonical SMILES: 
    C[C@@H]1[C@H]2C[C@H](O)/C=C/C(=C/C[C@H](O)/C=C/C(=C/[C@@H](NC(=O)C(C)=O)[C@](C)(C(=O)O2)C1=O)C)C
  • IUPAC name: 
    N-[(1S,2R,3E,5E,7S,9E,11E,13S,15R,19R)-7,13-dihydroxy-1,4,10,19-tetramethyl-17,18-dioxo-16-oxabicyclo[13.2.2]nonadeca-3,5,9,11-tetraen-2-yl]-2-oxopropanamide
  • InChi: 
    InChI=1S/C25H33NO7/c1-14-6-9-18(28)10-8-15(2)12-21(26-23(31)17(4)27)25(5)22(30)16(3)20(33-24(25)32)13-19(29)11-7-14/h6-8,10-12,16,18-21,28-29H,9,13H2,1-5H3,(H,26,31)/b10-8+,11-7+,14-6+,15-12+/t16-,18+,19-,20-,21-,25+/m1/s1
  • InChiKey: 
    ATDILMLBOZKFGI-JUTMVFGESA-N
  • SMARTS: 
    [#6]-[#6@@H]1-[#6@H]2-[#6]-[#6@H](-[#8])/[#6]=[#6]/[#6](=[#6]/[#6]-[#6@H](-[#8])/[#6]=[#6]/[#6](=[#6]/[#6@@H](-[#7]-[#6](=[#8])-[#6](-[#6])=[#8])-[#6@](-[#6])(-[#6](=[#8])-[#8]-2)-[#6]-1=[#8])-[#6])-[#6]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 6440871 PDB Logo LC2

RNA-SM complexes

PDB code Deposition date Reference publication
3jq4 Sept. 6, 2009 Auerbach Tamar, Mermershtain Inbal, Davidovich Chen, Bashan Anat, Belousoff Matthew, Wekselman Itai, Zimmerman Ella, Xiong Liqun, Klepacki Dorota, Arakawa Kenji, Kinashi Haruyasu, Mankin Alexander S., Yonath Ada. 2010. The structure of ribosome-lankacidin complex reveals ribosomal sites for synergistic antibiotics Proceedings of the National Academy of Sciences
3pip Nov. 7, 2010 Belousoff Matthew J., Shapira Tal, Bashan Anat, Zimmerman Ella, Rozenberg Haim, Arakawa Kenji, Kinashi Haruyasu, Yonath Ada. 2011. Crystal structure of the synergistic antibiotic pair, lankamycin and lankacidin, in complex with the large ribosomal subunit Proceedings of the National Academy of Sciences

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 459.23 g/mol
HBA 7
HBD 3
HBA + HBD
AlogP 1.72
TPSA 130.00
RB 2

Radar chart