data_EAO
#

_chem_comp.id                                   EAO
_chem_comp.name                                 "3-(3,4-dihydroxy-5-nitrobenzylidene)pentane-2,4-dione"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H11 N O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-12-04
_chem_comp.pdbx_modified_date                   2022-03-01
_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                       265.219
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    EAO
_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       6LFE
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
EAO  C04  C1   C   0  1  Y  N  N  25.124  -12.960  -14.307  -2.260  -0.552  -0.031  C04  EAO   1  
EAO  C05  C2   C   0  1  Y  N  N  25.243  -14.106  -15.084  -1.044  -1.189  -0.118  C05  EAO   2  
EAO  C06  C3   C   0  1  Y  N  N  24.077  -14.789  -15.409   0.121  -0.444  -0.364  C06  EAO   3  
EAO  C07  C4   C   0  1  N  N  N  24.060  -16.045  -16.226   1.377  -1.096  -0.455  C07  EAO   4  
EAO  C08  C5   C   0  1  N  N  N  24.974  -16.504  -17.050   2.525  -0.455  -0.011  C08  EAO   5  
EAO  C09  C6   C   0  1  N  N  N  26.257  -15.737  -17.397   2.425   0.833   0.675  C09  EAO   6  
EAO  C11  C7   C   0  1  N  N  N  27.479  -16.213  -16.698   3.013   2.070   0.047  C11  EAO   7  
EAO  C12  C8   C   0  1  N  N  N  24.749  -17.798  -17.763   3.836  -1.068  -0.231  C12  EAO   8  
EAO  C14  C9   C   0  1  N  N  N  23.507  -18.609  -17.495   5.083  -0.368   0.245  C14  EAO   9  
EAO  C15  C10  C   0  1  Y  N  N  22.824  -14.390  -14.960   0.037   0.949  -0.521  C15  EAO  10  
EAO  C16  C11  C   0  1  Y  N  N  22.767  -13.256  -14.196  -1.188   1.576  -0.431  C16  EAO  11  
EAO  C18  C12  C   0  1  Y  N  N  23.928  -12.576  -13.839  -2.341   0.826  -0.191  C18  EAO  12  
EAO  N02  N1   N   1  1  N  N  N  26.369  -12.253  -14.030  -3.487  -1.338   0.229  N02  EAO  13  
EAO  O01  O1   O  -1  1  N  N  N  27.516  -12.883  -14.465  -4.566  -0.777   0.301  O01  EAO  14  
EAO  O03  O2   O   0  1  N  N  N  26.440  -11.208  -13.503  -3.418  -2.546   0.370  O03  EAO  15  
EAO  O10  O3   O   0  1  N  N  N  26.277  -14.803  -18.180   1.869   0.906   1.752  O10  EAO  16  
EAO  O13  O4   O   0  1  N  N  N  25.629  -18.120  -18.516   3.918  -2.139  -0.795  O13  EAO  17  
EAO  O17  O5   O   0  1  N  N  N  21.563  -12.773  -13.672  -1.273   2.925  -0.582  O17  EAO  18  
EAO  O19  O6   O   0  1  N  N  N  23.793  -11.451  -13.064  -3.545   1.446  -0.110  O19  EAO  19  
EAO  H1   H1   H   0  1  N  N  N  26.208  -14.454  -15.423  -0.984  -2.260   0.004  H1   EAO  20  
EAO  H2   H2   H   0  1  N  N  N  23.176  -16.656  -16.123   1.439  -2.091  -0.869  H2   EAO  21  
EAO  H3   H3   H   0  1  N  N  N  28.340  -15.601  -17.005   3.414   1.822  -0.936  H3   EAO  22  
EAO  H4   H4   H   0  1  N  N  N  27.337  -16.126  -15.611   2.237   2.828  -0.059  H4   EAO  23  
EAO  H5   H5   H   0  1  N  N  N  27.665  -17.265  -16.961   3.813   2.455   0.679  H5   EAO  24  
EAO  H6   H6   H   0  1  N  N  N  23.535  -19.532  -18.092   4.810   0.555   0.755  H6   EAO  25  
EAO  H7   H7   H   0  1  N  N  N  23.460  -18.865  -16.426   5.624  -1.018   0.934  H7   EAO  26  
EAO  H8   H8   H   0  1  N  N  N  22.619  -18.021  -17.770   5.718  -0.137  -0.610  H8   EAO  27  
EAO  H9   H9   H   0  1  N  N  N  21.934  -14.951  -15.203   0.929   1.528  -0.710  H9   EAO  28  
EAO  H10  H10  H   0  1  N  N  N  21.729  -11.982  -13.173  -1.414   3.211  -1.495  H10  EAO  29  
EAO  H11  H11  H   0  1  N  N  N  24.637  -11.025  -12.973  -3.780   1.734   0.783  H11  EAO  30  
#   #
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
EAO  O13  C12  DOUB  N  N   1  
EAO  O10  C09  DOUB  N  N   2  
EAO  C12  C14  SING  N  N   3  
EAO  C12  C08  SING  N  N   4  
EAO  C09  C08  SING  N  N   5  
EAO  C09  C11  SING  N  N   6  
EAO  C08  C07  DOUB  N  N   7  
EAO  C07  C06  SING  N  N   8  
EAO  C06  C05  DOUB  Y  N   9  
EAO  C06  C15  SING  Y  N  10  
EAO  C05  C04  SING  Y  N  11  
EAO  C15  C16  DOUB  Y  N  12  
EAO  O01  N02  SING  N  N  13  
EAO  C04  N02  SING  N  N  14  
EAO  C04  C18  DOUB  Y  N  15  
EAO  C16  C18  SING  Y  N  16  
EAO  C16  O17  SING  N  N  17  
EAO  N02  O03  DOUB  N  N  18  
EAO  C18  O19  SING  N  N  19  
EAO  C05  H1   SING  N  N  20  
EAO  C07  H2   SING  N  N  21  
EAO  C11  H3   SING  N  N  22  
EAO  C11  H4   SING  N  N  23  
EAO  C11  H5   SING  N  N  24  
EAO  C14  H6   SING  N  N  25  
EAO  C14  H7   SING  N  N  26  
EAO  C14  H8   SING  N  N  27  
EAO  C15  H9   SING  N  N  28  
EAO  O17  H10  SING  N  N  29  
EAO  O19  H11  SING  N  N  30  
#   #
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
EAO  InChI             InChI                 1.03   "InChI=1S/C12H11NO6/c1-6(14)9(7(2)15)3-8-4-10(13(18)19)12(17)11(16)5-8/h3-5,16-17H,1-2H3"  
EAO  InChIKey          InChI                 1.03   UPMRZALMHVUCIN-UHFFFAOYSA-N  
EAO  SMILES_CANONICAL  CACTVS                3.385  "CC(=O)C(=Cc1cc(O)c(O)c(c1)[N+]([O-])=O)C(C)=O"  
EAO  SMILES            CACTVS                3.385  "CC(=O)C(=Cc1cc(O)c(O)c(c1)[N+]([O-])=O)C(C)=O"  
EAO  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC(=O)C(=Cc1cc(c(c(c1)O)O)[N+](=O)[O-])C(=O)C"  
EAO  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(=O)C(=Cc1cc(c(c(c1)O)O)[N+](=O)[O-])C(=O)C"  
#
_pdbx_chem_comp_identifier.comp_id          EAO
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "3-[[3-nitro-4,5-bis(oxidanyl)phenyl]methylidene]pentane-2,4-dione"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
EAO  "Create component"  2019-12-04  PDBJ  
EAO  "Initial release"   2020-03-04  RCSB  
EAO  "Modify name"       2022-03-01  PDBJ  
##
