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#104 ring split not working (No 5)

Stereo SMIRKS
open
None
5
2016-11-07
2016-07-11
No

For several targets expected to react this SMIKRS has no effect:

        String rule_4224 = "[#8:2]([H])-[c:10]1[#6,#7;a:9][c:8][c:7][c:6](-[*,#1:11])[c:5]1-[#8:1]([H])>>[#8-:2]-[#6:10](=O)\\[#6,#7:9]=[#6:8]/[#6:7]=[#6:6](/[*,#1:11])-[#6:5](-[#8-:1])=O";

        String u97336 = "Oc1ncc2ccccc2c1O";
        String expectedProduct = "C1=CC(=C(C=C1)C(=O)[O-])/C=N\\C(=O)[O-]";

        String u8723 = "CC(C(C)=O)c1cc2c(Cl)nc(O)c(O)c2[nH]1";
        expectedProduct = "CC(C(C)=O)c1cc(\\C(Cl)=N/C([O-])=O)c([nH]1)C([O-])=O";

Discussion

  • Nina Jeliazkova

    Nina Jeliazkova - 2016-07-11
    • assigned_to: Nikolay Kochev
     
  • Nina Jeliazkova

    Nina Jeliazkova - 2016-10-19
    • Group: ambit-3.0.3 --> Stereo SMIRKS
     
  • Martin Gütlein

    Martin Gütlein - 2016-11-07

    Nickolay proposed to two variants of explict kekulized SMIRKS
    String smirks = "#8:2-[#6:10]1-[#6,#7;a:9]=[#6:8]-[#6:7]=#6:6-[#6:5]=1-#8:1>>[#8-:2]-#6:10\[#6,#7:9]=[#6:8]/[#6:7]=#6:6-#6:5=O";
    String smirks = "#8:2-[#6:10]1=[#6,#7;a:9]-[#6:8]=[#6:7]-#6:6=[#6:5]1-#8:1>>[#8-:2]-#6:10\[#6,#7:9]=[#6:8]/[#6:7]=#6:6-#6:5=O";

    Unfortunately, this does not work as well

     

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