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HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound CLY

Identifiers

  • Canonical SMILES: 
    CCC[C@@H]1C[C@H](N(C)C1)C(=O)N[C@H]([C@H](C)Cl)[C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O
  • IUPAC name: 
    methyl 7-chloro-6,7,8-trideoxy-6-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}-1-thio-L-threo-alpha-D-galacto-octopyranoside
  • InChi: 
    InChI=1S/C18H33ClN2O5S/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25)/t9-,10+,11-,12+,13-,14+,15+,16+,18+/m0/s1
  • InChiKey: 
    KDLRVYVGXIQJDK-AWPVFWJPSA-N
  • SMARTS: 
    [#6]-[#6]-[#6]-[#6@@H]1-[#6]-[#6@H](-[#7](-[#6])-[#6]-1)-[#6](=[#8])-[#7]-[#6@H](-[#6@H](-[#6])-[#17])-[#6@H]1-[#8]-[#6@H](-[#16]-[#6])-[#6@H](-[#8])-[#6@@H](-[#8])-[#6@H]-1-[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 446598 ChEMBL Logo CHEMBL1753 PDB Logo CLY DrugBank Logo DB01190

RNA-SM complexes

PDB code Deposition date Reference publication
1jzx Sept. 17, 2001 Schlünzen Frank, Zarivach Raz, Harms Jörg, Bashan Anat, Tocilj Ante, Albrecht Renate, Yonath Ada, Franceschi François. 2001. Structural basis for the interaction of antibiotics with the peptidyl transferase centre in eubacteria Nature
1yjn Jan. 14, 2005 Tu Daqi, Blaha Gregor, Moore Peter B., Steitz Thomas A.. 2005. Structures of MLSBK Antibiotics Bound to Mutated Large Ribosomal Subunits Provide a Structural Explanation for Resistance Cell
4v7v Aug. 16, 2010 Dunkle Jack A., Xiong Liqun, Mankin Alexander S., Cate Jamie H. D.. 2010. Structures of the Escherichia coli ribosome with antibiotics bound near the peptidyl transferase center explain spectra of drug action Proceedings of the National Academy of Sciences
8cgd Feb. 3, 2023 Paternoga Helge, Crowe-McAuliffe Caillan, Bock Lars V., Koller Timm O., Morici Martino, Beckert Bertrand, Myasnikov Alexander G., Grubmüller Helmut, Nováček Jiří, Wilson Daniel N.. 2023. Structural conservation of antibiotic interaction with ribosomes Nature Structural & Molecular Biology
9c4g June 4, 2024 Lomakin Ivan B., Devarkar Swapnil C., Grada Ayman, Bunick Christopher G.. 2024. Mechanistic Basis for the Translation Inhibition of Cutibacterium acnes by Clindamycin Journal of Investigative Dermatology

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 424.18 g/mol
HBA 7
HBD 4
HBA + HBD
AlogP 0.39
TPSA 102.26
RB 7

Radar chart