data_HQW
#

_chem_comp.id                                   HQW
_chem_comp.name                                 Aureothin
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H23 N O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-12-16
_chem_comp.pdbx_modified_date                   2020-08-28
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       397.421
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HQW
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       6Q8W
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
HQW  C12  C1   C   0  1  N  N  N  11.981  -11.655  303.156  -4.944   2.765  -0.629  C12  HQW   1  
HQW  C13  C2   C   0  1  N  N  N  13.280   -7.872  301.630  -5.200  -1.412   0.107  C13  HQW   2  
HQW  C9   C3   C   0  1  N  N  N  11.857   -9.207  303.156  -6.323   0.664  -0.245  C9   HQW   3  
HQW  C8   C4   C   0  1  N  N  N  15.596  -10.488  297.771   0.680   0.693   1.349  C8   HQW   4  
HQW  C3   C5   C   0  1  N  N  N  14.011  -11.376  299.448  -1.820   1.099   0.961  C3   HQW   5  
HQW  C7   C6   C   0  1  N  N  N  12.477  -10.387  302.582  -5.050   1.285  -0.368  C7   HQW   6  
HQW  C11  C7   C   0  1  N  N  N  12.312   -7.844  302.607  -6.368  -0.725  -0.001  C11  HQW   7  
HQW  C14  C8   C   0  1  N  N  N  18.000   -9.850  297.726   3.086   0.394   1.572  C14  HQW   8  
HQW  C10  C9   C   0  1  N  N  N  16.806   -9.986  297.090   2.027   0.628   0.775  C10  HQW   9  
HQW  C6   C10  C   0  1  N  N  N  13.377  -10.281  301.623  -3.941   0.533  -0.248  C6   HQW  10  
HQW  C4   C11  C   0  1  N  N  N  15.365  -10.910  299.028  -0.377   0.848   0.552  C4   HQW  11  
HQW  C5   C12  C   0  1  N  N  N  16.241  -11.050  300.228  -0.407   0.812  -0.967  C5   HQW  12  
HQW  C2   C13  C   0  1  N  N  R  14.098  -11.422  300.976  -2.587   1.182  -0.377  C2   HQW  13  
HQW  C15  C14  C   0  1  N  N  N  16.675   -9.591  295.653   2.226   0.823  -0.706  C15  HQW  14  
HQW  C16  C15  C   0  1  N  N  N  11.740   -6.555  303.144  -7.690  -1.435   0.138  C16  HQW  15  
HQW  C17  C16  C   0  1  Y  N  N  19.240   -9.341  297.118   4.415   0.160   0.980  C17  HQW  16  
HQW  C18  C17  C   0  1  Y  N  N  19.995  -10.080  296.202   5.556   0.697   1.581  C18  HQW  17  
HQW  C19  C18  C   0  1  Y  N  N  19.646   -8.047  297.487   4.541  -0.606  -0.183  C19  HQW  18  
HQW  C20  C19  C   0  1  N  N  N  14.164   -6.740  299.646  -3.967  -3.408   0.450  C20  HQW  19  
HQW  C21  C20  C   0  1  Y  N  N  21.157   -9.523  295.662   6.797   0.468   1.024  C21  HQW  20  
HQW  C22  C21  C   0  1  Y  N  N  20.799   -7.477  296.959   5.787  -0.822  -0.731  C22  HQW  21  
HQW  C23  C22  C   0  1  Y  N  N  21.552   -8.223  296.045   6.914  -0.291  -0.127  C23  HQW  22  
HQW  N1   N1   N   1  1  N  N  N  22.810   -7.625  295.459   8.249  -0.532  -0.718  N1   HQW  23  
HQW  O24  O1   O   0  1  N  N  N  15.433  -11.257  301.351  -1.762   0.449  -1.309  O24  HQW  24  
HQW  O25  O2   O   0  1  N  N  N  13.820   -9.062  301.124  -4.022  -0.785  -0.016  O25  HQW  25  
HQW  O26  O3   O   0  1  N  N  N  13.809   -6.730  301.030  -5.227  -2.741   0.347  O26  HQW  26  
HQW  O27  O4   O   0  1  N  N  N  11.022   -9.440  304.027  -7.351   1.317  -0.348  O27  HQW  27  
HQW  O28  O5   O   0  1  N  N  N  23.446   -8.286  294.671   8.355  -1.199  -1.731  O28  HQW  28  
HQW  O29  O6   O  -1  1  N  N  N  23.147   -6.506  295.788   9.242  -0.062  -0.192  O29  HQW  29  
HQW  H1   H1   H   0  1  N  N  N  11.237  -11.438  303.937  -5.944   3.195  -0.693  H1   HQW  30  
HQW  H2   H2   H   0  1  N  N  N  11.515  -12.259  302.363  -4.396   3.239   0.185  H2   HQW  31  
HQW  H3   H3   H   0  1  N  N  N  12.822  -12.212  303.595  -4.416   2.932  -1.568  H3   HQW  32  
HQW  H4   H4   H   0  1  N  N  N  14.724  -10.524  297.135   0.543   0.615   2.418  H4   HQW  33  
HQW  H5   H5   H   0  1  N  N  N  13.234  -10.669  299.121  -2.194   0.273   1.565  H5   HQW  34  
HQW  H6   H6   H   0  1  N  N  N  13.795  -12.373  299.038  -1.905   2.038   1.508  H6   HQW  35  
HQW  H7   H7   H   0  1  N  N  N  18.042  -10.140  298.765   2.963   0.378   2.644  H7   HQW  36  
HQW  H8   H8   H   0  1  N  N  N  16.917  -11.908  300.095  -0.164   1.794  -1.374  H8   HQW  37  
HQW  H9   H9   H   0  1  N  N  N  16.834  -10.133  300.362   0.292   0.063  -1.342  H9   HQW  38  
HQW  H10  H10  H   0  1  N  N  N  13.692  -12.378  301.339  -2.690   2.220  -0.693  H10  HQW  39  
HQW  H11  H11  H   0  1  N  N  N  15.644   -9.772  295.315   2.065  -0.124  -1.222  H11  HQW  40  
HQW  H12  H12  H   0  1  N  N  N  16.915   -8.523  295.543   1.515   1.563  -1.073  H12  HQW  41  
HQW  H13  H13  H   0  1  N  N  N  17.370  -10.188  295.044   3.242   1.171  -0.893  H13  HQW  42  
HQW  H14  H14  H   0  1  N  N  N  10.986   -6.780  303.913  -7.515  -2.495   0.322  H14  HQW  43  
HQW  H15  H15  H   0  1  N  N  N  12.547   -5.952  303.587  -8.246  -1.009   0.973  H15  HQW  44  
HQW  H16  H16  H   0  1  N  N  N  11.270   -5.992  302.324  -8.265  -1.316  -0.780  H16  HQW  45  
HQW  H17  H17  H   0  1  N  N  N  19.683  -11.073  295.914   5.467   1.290   2.479  H17  HQW  46  
HQW  H18  H18  H   0  1  N  N  N  19.052   -7.486  298.193   3.663  -1.028  -0.651  H18  HQW  47  
HQW  H19  H19  H   0  1  N  N  N  14.560   -5.754  299.361  -4.131  -4.468   0.643  H19  HQW  48  
HQW  H20  H20  H   0  1  N  N  N  14.931   -7.508  299.470  -3.416  -3.289  -0.483  H20  HQW  49  
HQW  H21  H21  H   0  1  N  N  N  13.274   -6.966  299.041  -3.392  -2.974   1.268  H21  HQW  50  
HQW  H22  H22  H   0  1  N  N  N  21.750  -10.084  294.955   7.681   0.880   1.490  H22  HQW  51  
HQW  H23  H23  H   0  1  N  N  N  21.106   -6.483  297.247   5.886  -1.414  -1.629  H23  HQW  52  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
HQW  O28  N1   DOUB  N  N   1  
HQW  N1   O29  SING  N  N   2  
HQW  N1   C23  SING  N  N   3  
HQW  C15  C10  SING  N  N   4  
HQW  C21  C23  DOUB  Y  N   5  
HQW  C21  C18  SING  Y  N   6  
HQW  C23  C22  SING  Y  N   7  
HQW  C18  C17  DOUB  Y  N   8  
HQW  C22  C19  DOUB  Y  N   9  
HQW  C10  C14  DOUB  N  E  10  
HQW  C10  C8   SING  N  N  11  
HQW  C17  C19  SING  Y  N  12  
HQW  C17  C14  SING  N  N  13  
HQW  C8   C4   DOUB  N  Z  14  
HQW  C4   C3   SING  N  N  15  
HQW  C4   C5   SING  N  N  16  
HQW  C3   C2   SING  N  N  17  
HQW  C20  O26  SING  N  N  18  
HQW  C5   O24  SING  N  N  19  
HQW  C2   O24  SING  N  N  20  
HQW  C2   C6   SING  N  N  21  
HQW  O26  C13  SING  N  N  22  
HQW  O25  C6   SING  N  N  23  
HQW  O25  C13  SING  N  N  24  
HQW  C6   C7   DOUB  N  N  25  
HQW  C13  C11  DOUB  N  N  26  
HQW  C7   C9   SING  N  N  27  
HQW  C7   C12  SING  N  N  28  
HQW  C11  C16  SING  N  N  29  
HQW  C11  C9   SING  N  N  30  
HQW  C9   O27  DOUB  N  N  31  
HQW  C12  H1   SING  N  N  32  
HQW  C12  H2   SING  N  N  33  
HQW  C12  H3   SING  N  N  34  
HQW  C8   H4   SING  N  N  35  
HQW  C3   H5   SING  N  N  36  
HQW  C3   H6   SING  N  N  37  
HQW  C14  H7   SING  N  N  38  
HQW  C5   H8   SING  N  N  39  
HQW  C5   H9   SING  N  N  40  
HQW  C2   H10  SING  N  N  41  
HQW  C15  H11  SING  N  N  42  
HQW  C15  H12  SING  N  N  43  
HQW  C15  H13  SING  N  N  44  
HQW  C16  H14  SING  N  N  45  
HQW  C16  H15  SING  N  N  46  
HQW  C16  H16  SING  N  N  47  
HQW  C18  H17  SING  N  N  48  
HQW  C19  H18  SING  N  N  49  
HQW  C20  H19  SING  N  N  50  
HQW  C20  H20  SING  N  N  51  
HQW  C20  H21  SING  N  N  52  
HQW  C21  H22  SING  N  N  53  
HQW  C22  H23  SING  N  N  54  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
HQW  InChI             InChI                 1.03   "InChI=1S/C22H23NO6/c1-13(9-16-5-7-18(8-6-16)23(25)26)10-17-11-19(28-12-17)21-14(2)20(24)15(3)22(27-4)29-21/h5-10,19H,11-12H2,1-4H3/b13-9+,17-10-/t19-/m1/s1"  
HQW  InChIKey          InChI                 1.03   GQKXCBCSVYJUMI-WACKOAQBSA-N  
HQW  SMILES_CANONICAL  CACTVS                3.385  "COC1=C(C)C(=O)C(=C(O1)[C@H]2C/C(CO2)=C/C(C)=C/c3ccc(cc3)[N+]([O-])=O)C"  
HQW  SMILES            CACTVS                3.385  "COC1=C(C)C(=O)C(=C(O1)[CH]2CC(CO2)=CC(C)=Cc3ccc(cc3)[N+]([O-])=O)C"  
HQW  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CC1=C(OC(=C(C1=O)C)OC)[C@H]2C/C(=C/C(=C/c3ccc(cc3)[N+](=O)[O-])/C)/CO2"  
HQW  SMILES            "OpenEye OEToolkits"  2.0.6  "CC1=C(OC(=C(C1=O)C)OC)C2CC(=CC(=Cc3ccc(cc3)[N+](=O)[O-])C)CO2"  
#
_pdbx_chem_comp_identifier.comp_id          HQW
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "2-methoxy-3,5-dimethyl-6-[(2~{R},4~{Z})-4-[(~{E})-2-methyl-3-(4-nitrophenyl)prop-2-enylidene]oxolan-2-yl]pyran-4-one"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
HQW  "Create component"  2018-12-16  EBI   
HQW  "Initial release"   2020-09-02  RCSB  
##
