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Harnessing RIBOnucleic acid - Small molecules Structures

Compound 3V6

Identifiers

  • Canonical SMILES: 
    C[C@H](N)C(=O)N[C@@H]1[C@@H]2[C@@H](O)[C@H](C)CC(=C2C(=O)O[C@]1(C)C(Cl)Cl)O
  • IUPAC name: 
    N-[(3S,4R,4aR,5S,6R)-3-(dichloromethyl)-5,8-dihydroxy-3,6-dimethyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-isochromen-4-yl]-L-alaninamide
  • InChi: 
    InChI=1S/C15H22Cl2N2O5/c1-5-4-7(20)8-9(10(5)21)11(19-12(22)6(2)18)15(3,14(16)17)24-13(8)23/h5-6,9-11,14,20-21H,4,18H2,1-3H3,(H,19,22)/t5-,6+,9+,10+,11-,15+/m1/s1
  • InChiKey: 
    RREHSYIRMHYJHY-RQGKCFPDSA-N
  • SMARTS: 
    [#6]-[#6@H](-[#7])-[#6](=[#8])-[#7]-[#6@@H]1-[#6@@H]2-[#6@@H](-[#8])-[#6@H](-[#6])-[#6]-[#6](=[#6]-2-[#6](=[#8])-[#8]-[#6@]-1(-[#6])-[#6](-[#17])-[#17])-[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 86580389 PDB Logo 3V6

RNA-SM complexes

PDB code Deposition date Reference publication
4wt8 Oct. 29, 2014 Amunts Alexey, Fiedorczuk Karol, Truong Thao T., Chandler Josephine, Greenberg E. Peter, Ramakrishnan V.. 2015. Bactobolin A Binds to a Site on the 70S Ribosome Distinct from Previously Seen Antibiotics Journal of Molecular Biology
4wt8 Oct. 29, 2014 Amunts Alexey, Fiedorczuk Karol, Truong Thao T., Chandler Josephine, Greenberg E. Peter, Ramakrishnan V.. 2015. Bactobolin A Binds to a Site on the 70S Ribosome Distinct from Previously Seen Antibiotics Journal of Molecular Biology

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 380.09 g/mol
HBA 6
HBD 4
HBA + HBD
AlogP 0.77
TPSA 121.88
RB 3

Radar chart