data_HQH
#

_chem_comp.id                                   HQH
_chem_comp.name                                 "Piericidin A"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H37 N O4"
_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                       415.566
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HQH
_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       6Q8O
_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
HQH  C21  C1   C  0  1  N  N  N  -63.836  11.367  295.693   -0.623   2.140  -0.382  C21  HQH   1  
HQH  C22  C2   C  0  1  N  N  N  -65.537   8.565  295.588   -2.347  -0.159  -0.738  C22  HQH   2  
HQH  C23  C3   C  0  1  N  N  N  -58.111  11.251  300.959    5.558  -0.696  -0.978  C23  HQH   3  
HQH  C24  C4   C  0  1  N  N  N  -59.498   9.675  299.705    3.960  -1.494   0.614  C24  HQH   4  
HQH  C25  C5   C  0  1  N  N  N  -58.672   9.891  300.757    4.924  -1.765  -0.313  C25  HQH   5  
HQH  C26  C6   C  0  1  N  N  N  -61.128  11.588  295.623    1.518   3.289   1.883  C26  HQH   6  
HQH  C27  C7   C  0  1  N  N  N  -68.466   6.966  289.267   -9.142  -2.077   0.058  C27  HQH   7  
HQH  C28  C8   C  0  1  N  N  N  -57.939  13.671  300.213    5.836   1.797  -1.342  C28  HQH   8  
HQH  C29  C9   C  0  1  N  N  N  -61.395   8.405  299.950    2.344  -2.160   2.219  C29  HQH   9  
HQH  C10  C10  C  0  1  N  N  N  -68.505   9.014  293.402   -5.397  -0.290   1.868  C10  HQH  10  
HQH  C11  C11  C  0  1  N  N  N  -65.715   9.934  294.998   -2.798   1.114  -0.068  C11  HQH  11  
HQH  C12  C12  C  0  1  N  N  N  -59.353  11.982  298.971    4.217   0.836   0.270  C12  HQH  12  
HQH  C13  C13  C  0  1  N  N  N  -59.765  13.017  297.970    3.809   2.246   0.614  C13  HQH  13  
HQH  C14  C14  C  0  1  N  N  N  -68.984   9.875  289.958   -6.553  -2.253  -1.036  C14  HQH  14  
HQH  C15  C15  C  0  1  N  N  N  -63.335  12.547  296.465    0.278   3.348  -0.413  C15  HQH  15  
HQH  C16  C16  C  0  1  N  N  N  -67.669   7.777  290.223   -8.242  -0.869   0.056  C16  HQH  16  
HQH  C17  C17  C  0  1  N  N  N  -61.842  12.411  296.657    1.521   3.068   0.393  C17  HQH  17  
HQH  C18  C18  C  0  1  N  N  N  -65.118  11.049  295.698   -1.882   2.261   0.024  C18  HQH  18  
HQH  C19  C19  C  0  1  N  N  N  -58.503  12.295  300.004    5.176   0.628  -0.656  C19  HQH  19  
HQH  C20  C20  C  0  1  N  N  N  -61.239  13.014  297.674    2.604   2.634  -0.203  C20  HQH  20  
HQH  C30  C21  C  0  1  N  N  N  -57.032   8.279  301.389    4.579  -4.080   0.123  C30  HQH  21  
HQH  C6   C22  C  0  1  N  N  R  -67.049   9.194  292.969   -4.925  -0.008   0.440  C6   HQH  22  
HQH  C7   C23  C  0  1  N  N  R  -66.969   9.752  291.542   -6.136   0.257  -0.455  C7   HQH  23  
HQH  C8   C24  C  0  1  N  N  N  -66.368  10.195  293.862   -4.024   1.200   0.438  C8   HQH  24  
HQH  C9   C25  C  0  1  N  N  N  -67.875   9.050  290.542   -7.037  -0.951  -0.453  C9   HQH  25  
HQH  N5   N1   N  0  1  N  N  N  -59.845  10.709  298.827    3.615  -0.208   0.894  N5   HQH  26  
HQH  O1   O1   O  0  1  N  N  N  -65.616   9.733  291.125   -5.695   0.520  -1.789  O1   HQH  27  
HQH  O2   O2   O  0  1  N  N  N  -60.049   8.490  299.431    3.344  -2.512   1.260  O2   HQH  28  
HQH  O3   O3   O  0  1  N  N  N  -58.307   8.917  301.637    5.269  -3.053  -0.593  O3   HQH  29  
HQH  O4   O4   O  0  1  N  N  N  -57.358  11.497  301.895    6.426  -0.909  -1.815  O4   HQH  30  
HQH  H1   H1   H  0  1  N  N  N  -63.140  10.768  295.124   -0.246   1.177  -0.694  H1   HQH  31  
HQH  H2   H2   H  0  1  N  N  N  -64.962   8.640  296.523   -1.299  -0.067  -1.024  H2   HQH  32  
HQH  H3   H3   H  0  1  N  N  N  -66.523   8.126  295.799   -2.463  -0.994  -0.046  H3   HQH  33  
HQH  H4   H4   H  0  1  N  N  N  -64.996   7.926  294.875   -2.953  -0.336  -1.627  H4   HQH  34  
HQH  H6   H6   H  0  1  N  N  N  -60.054  11.555  295.858    0.518   3.581   2.205  H6   HQH  35  
HQH  H7   H7   H  0  1  N  N  N  -61.535  10.566  295.623    1.806   2.367   2.388  H7   HQH  36  
HQH  H8   H8   H  0  1  N  N  N  -61.273  12.040  294.631    2.226   4.078   2.135  H8   HQH  37  
HQH  H9   H9   H  0  1  N  N  N  -68.052   5.948  289.214   -9.312  -2.406  -0.968  H9   HQH  38  
HQH  H10  H10  H  0  1  N  N  N  -69.511   6.919  289.608   -8.672  -2.880   0.624  H10  HQH  39  
HQH  H11  H11  H  0  1  N  N  N  -68.426   7.430  288.270  -10.096  -1.818   0.518  H11  HQH  40  
HQH  H12  H12  H  0  1  N  N  N  -57.289  13.671  301.101    6.711   2.106  -0.772  H12  HQH  41  
HQH  H13  H13  H  0  1  N  N  N  -57.353  13.965  299.330    6.142   1.503  -2.346  H13  HQH  42  
HQH  H14  H14  H  0  1  N  N  N  -58.762  14.386  300.362    5.131   2.626  -1.405  H14  HQH  43  
HQH  H15  H15  H  0  1  N  N  N  -61.820   7.420  299.709    1.931  -3.067   2.661  H15  HQH  44  
HQH  H16  H16  H  0  1  N  N  N  -61.376   8.538  301.042    2.790  -1.545   3.000  H16  HQH  45  
HQH  H17  H17  H  0  1  N  N  N  -62.014   9.193  299.495    1.548  -1.602   1.726  H17  HQH  46  
HQH  H18  H18  H  0  1  N  N  N  -68.537   8.614  294.426   -5.946   0.573   2.246  H18  HQH  47  
HQH  H19  H19  H  0  1  N  N  N  -69.019   9.986  293.372   -6.049  -1.163   1.869  H19  HQH  48  
HQH  H20  H20  H  0  1  N  N  N  -69.007   8.313  292.719   -4.534  -0.479   2.506  H20  HQH  49  
HQH  H21  H21  H  0  1  N  N  N  -59.221  12.830  297.032    3.563   2.303   1.675  H21  HQH  50  
HQH  H22  H22  H  0  1  N  N  N  -59.491  14.008  298.361    4.631   2.926   0.395  H22  HQH  51  
HQH  H23  H23  H  0  1  N  N  N  -68.946  10.891  290.377   -6.805  -2.293  -2.096  H23  HQH  52  
HQH  H24  H24  H  0  1  N  N  N  -68.868   9.925  288.865   -5.471  -2.324  -0.918  H24  HQH  53  
HQH  H25  H25  H  0  1  N  N  N  -69.952   9.414  290.203   -7.031  -3.084  -0.517  H25  HQH  54  
HQH  H26  H26  H  0  1  N  N  N  -63.553  13.471  295.909    0.556   3.567  -1.444  H26  HQH  55  
HQH  H27  H27  H  0  1  N  N  N  -63.831  12.584  297.446   -0.246   4.203   0.012  H27  HQH  56  
HQH  H28  H28  H  0  1  N  N  N  -66.840   7.282  290.707   -8.589   0.065   0.474  H28  HQH  57  
HQH  H29  H29  H  0  1  N  N  N  -65.779  11.678  296.276   -2.233   3.202   0.422  H29  HQH  58  
HQH  H30  H30  H  0  1  N  N  N  -61.872  13.558  298.359    2.633   2.553  -1.280  H30  HQH  59  
HQH  H31  H31  H  0  1  N  N  N  -56.847   7.516  302.159    4.752  -3.957   1.192  H31  HQH  60  
HQH  H32  H32  H  0  1  N  N  N  -57.047   7.803  300.397    3.511  -4.011  -0.083  H32  HQH  61  
HQH  H33  H33  H  0  1  N  N  N  -56.232   9.033  301.421    4.948  -5.055  -0.195  H33  HQH  62  
HQH  H34  H34  H  0  1  N  N  N  -66.526   8.228  293.018   -4.376  -0.871   0.062  H34  HQH  63  
HQH  H35  H35  H  0  1  N  N  N  -67.299  10.800  291.592   -6.685   1.120  -0.078  H35  HQH  64  
HQH  H36  H36  H  0  1  N  N  N  -66.411  11.229  293.554   -4.374   2.135   0.848  H36  HQH  65  
HQH  H37  H37  H  0  1  N  N  N  -65.079  10.178  291.770   -5.198  -0.207  -2.189  H37  HQH  66  
HQH  H5   H5   H  0  1  N  N  N  -60.471  10.514  298.072    2.928  -0.034   1.556  H5   HQH  67  
#   #
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
HQH  C27  C16  SING  N  N   1  
HQH  C14  C9   SING  N  N   2  
HQH  C16  C9   DOUB  N  E   3  
HQH  C9   C7   SING  N  N   4  
HQH  O1   C7   SING  N  N   5  
HQH  C7   C6   SING  N  N   6  
HQH  C6   C10  SING  N  N   7  
HQH  C6   C8   SING  N  N   8  
HQH  C8   C11  DOUB  N  E   9  
HQH  C11  C22  SING  N  N  10  
HQH  C11  C18  SING  N  N  11  
HQH  C26  C17  SING  N  N  12  
HQH  C21  C18  DOUB  N  E  13  
HQH  C21  C15  SING  N  N  14  
HQH  C15  C17  SING  N  N  15  
HQH  C17  C20  DOUB  N  E  16  
HQH  C20  C13  SING  N  N  17  
HQH  C13  C12  SING  N  N  18  
HQH  N5   C12  SING  N  N  19  
HQH  N5   C24  SING  N  N  20  
HQH  C12  C19  DOUB  N  N  21  
HQH  O2   C24  SING  N  N  22  
HQH  O2   C29  SING  N  N  23  
HQH  C24  C25  DOUB  N  N  24  
HQH  C19  C28  SING  N  N  25  
HQH  C19  C23  SING  N  N  26  
HQH  C25  C23  SING  N  N  27  
HQH  C25  O3   SING  N  N  28  
HQH  C23  O4   DOUB  N  N  29  
HQH  C30  O3   SING  N  N  30  
HQH  C21  H1   SING  N  N  31  
HQH  C22  H2   SING  N  N  32  
HQH  C22  H3   SING  N  N  33  
HQH  C22  H4   SING  N  N  34  
HQH  C26  H6   SING  N  N  35  
HQH  C26  H7   SING  N  N  36  
HQH  C26  H8   SING  N  N  37  
HQH  C27  H9   SING  N  N  38  
HQH  C27  H10  SING  N  N  39  
HQH  C27  H11  SING  N  N  40  
HQH  C28  H12  SING  N  N  41  
HQH  C28  H13  SING  N  N  42  
HQH  C28  H14  SING  N  N  43  
HQH  C29  H15  SING  N  N  44  
HQH  C29  H16  SING  N  N  45  
HQH  C29  H17  SING  N  N  46  
HQH  C10  H18  SING  N  N  47  
HQH  C10  H19  SING  N  N  48  
HQH  C10  H20  SING  N  N  49  
HQH  C13  H21  SING  N  N  50  
HQH  C13  H22  SING  N  N  51  
HQH  C14  H23  SING  N  N  52  
HQH  C14  H24  SING  N  N  53  
HQH  C14  H25  SING  N  N  54  
HQH  C15  H26  SING  N  N  55  
HQH  C15  H27  SING  N  N  56  
HQH  C16  H28  SING  N  N  57  
HQH  C18  H29  SING  N  N  58  
HQH  C20  H30  SING  N  N  59  
HQH  C30  H31  SING  N  N  60  
HQH  C30  H32  SING  N  N  61  
HQH  C30  H33  SING  N  N  62  
HQH  C6   H34  SING  N  N  63  
HQH  C7   H35  SING  N  N  64  
HQH  C8   H36  SING  N  N  65  
HQH  O1   H37  SING  N  N  66  
HQH  N5   H5   SING  N  N  67  
#   #
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
HQH  InChI             InChI                 1.03   "InChI=1S/C25H37NO4/c1-9-18(4)22(27)19(5)15-17(3)12-10-11-16(2)13-14-21-20(6)23(28)24(29-7)25(26-21)30-8/h9-10,12-13,15,19,22,27H,11,14H2,1-8H3,(H,26,28)/b12-10+,16-13+,17-15+,18-9+/t19-,22+/m1/s1"  
HQH  InChIKey          InChI                 1.03   BBLGCDSLCDDALX-LKGBESRRSA-N  
HQH  SMILES_CANONICAL  CACTVS                3.385  "COC1=C(OC)C(=O)C(=C(C\C=C(/C)C\C=C\C(C)=C\[C@@H](C)[C@@H](O)C(/C)=C/C)N1)C"  
HQH  SMILES            CACTVS                3.385  "COC1=C(OC)C(=O)C(=C(CC=C(C)CC=CC(C)=C[CH](C)[CH](O)C(C)=CC)N1)C"  
HQH  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "C/C=C(\C)/[C@@H]([C@H](C)/C=C(\C)/C=C/C/C(=C/CC1=C(C(=O)C(=C(N1)OC)OC)C)/C)O"  
HQH  SMILES            "OpenEye OEToolkits"  2.0.6  "CC=C(C)C(C(C)C=C(C)C=CCC(=CCC1=C(C(=O)C(=C(N1)OC)OC)C)C)O"  
#
_pdbx_chem_comp_identifier.comp_id          HQH
_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       "2,3-dimethoxy-5-methyl-6-[(2~{E},5~{E},7~{E},9~{R},10~{R},11~{E})-3,7,9,11-tetramethyl-10-oxidanyl-trideca-2,5,7,11-tetraenyl]-1~{H}-pyridin-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
HQH  "Create component"    2018-12-16  EBI   
HQH  "Other modification"  2018-12-16  EBI   
HQH  "Initial release"     2020-09-02  RCSB  
##
