data_EBR
#

_chem_comp.id                                   EBR
_chem_comp.name                                 "[(4Z)-4-[[(Z)-2-(4-hydroxyphenyl)ethylideneamino]methylidene]-6-methyl-5-oxidanyl-1H-pyridin-3-yl]methyl dihydrogen phosphate"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H19 N2 O6 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-12-06
_chem_comp.pdbx_modified_date                   2020-11-27
_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                       366.306
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    EBR
_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       6LDT
_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
EBR  CA   C1   C  0  1  N  N  N  -15.495  -22.302  -14.211   2.468   0.982   1.629  CA   EBR   1  
EBR  CB   C2   C  0  1  N  N  N  -14.877  -22.084  -12.882   2.567  -0.503   1.396  CB   EBR   2  
EBR  CG   C3   C  0  1  Y  N  N  -13.364  -22.051  -13.005   3.801  -0.803   0.586  CG   EBR   3  
EBR  CD1  C4   C  0  1  Y  N  N  -12.670  -20.852  -12.925   5.001  -1.057   1.224  CD1  EBR   4  
EBR  CD2  C5   C  0  1  Y  N  N  -12.639  -23.223  -13.154   3.731  -0.830  -0.795  CD2  EBR   5  
EBR  CE1  C6   C  0  1  Y  N  N  -11.287  -20.822  -12.970   6.134  -1.332   0.484  CE1  EBR   6  
EBR  CE2  C7   C  0  1  Y  N  N  -11.256  -23.208  -13.198   4.860  -1.111  -1.540  CE2  EBR   7  
EBR  CZ   C8   C  0  1  Y  N  N  -10.574  -22.005  -13.095   6.068  -1.354  -0.902  CZ   EBR   8  
EBR  NH   N1   N  0  1  N  N  N  -16.790  -22.240  -14.384   1.381   1.619   1.309  NH   EBR   9  
EBR  OH   O1   O  0  1  N  N  N   -9.210  -21.993  -13.085   7.180  -1.630  -1.633  OH   EBR  10  
EBR  C1   C9   C  0  1  N  N  N  -20.861  -21.895  -15.323  -1.689   3.624  -0.651  C1   EBR  11  
EBR  C2A  C10  C  0  1  N  N  N  -21.426  -21.865  -16.707  -1.710   5.117  -0.856  C2A  EBR  12  
EBR  C3   C11  C  0  1  N  N  N  -19.526  -21.989  -15.077  -0.751   3.071   0.149  C3   EBR  13  
EBR  C4   C12  C  0  1  N  N  N  -19.082  -21.942  -13.662  -0.774   1.609   0.336  C4   EBR  14  
EBR  C4A  C13  C  0  1  N  N  N  -17.696  -21.984  -13.418   0.295   0.937   0.910  C4A  EBR  15  
EBR  C5   C14  C  0  1  N  N  N  -20.092  -21.837  -12.629  -1.979   0.892  -0.111  C5   EBR  16  
EBR  C5A  C15  C  0  1  N  N  N  -19.673  -21.831  -11.190  -2.227  -0.537   0.301  C5A  EBR  17  
EBR  C6   C16  C  0  1  N  N  N  -21.394  -21.769  -12.998  -2.854   1.546  -0.898  C6   EBR  18  
EBR  N1   N2   N  0  1  N  N  N  -21.778  -21.796  -14.306  -2.624   2.839  -1.274  N1   EBR  19  
EBR  O1P  O2   O  0  1  N  N  N  -16.820  -21.298   -9.975  -3.019  -3.469  -0.434  O1P  EBR  20  
EBR  O2P  O3   O  0  1  N  N  N  -18.722  -20.930   -8.374  -5.365  -2.676  -0.920  O2P  EBR  21  
EBR  O3   O4   O  0  1  N  N  N  -18.698  -22.147  -16.017   0.187   3.841   0.764  O3   EBR  22  
EBR  O3P  O5   O  0  1  N  N  N  -17.765  -18.939   -9.592  -4.397  -2.670   1.524  O3P  EBR  23  
EBR  O4P  O6   O  0  1  N  N  N  -19.081  -20.578  -10.886  -3.458  -0.989  -0.266  O4P  EBR  24  
EBR  P    P1   P  0  1  N  N  N  -18.049  -20.453   -9.658  -4.037  -2.473  -0.033  P    EBR  25  
EBR  H1   H1   H  0  1  N  N  N  -14.860  -22.517  -15.058   3.298   1.517   2.067  H1   EBR  26  
EBR  H2   H2   H  0  1  N  N  N  -15.229  -21.126  -12.471   2.627  -1.018   2.355  H2   EBR  27  
EBR  H3   H3   H  0  1  N  N  N  -15.169  -22.902  -12.207   1.685  -0.846   0.855  H3   EBR  28  
EBR  H4   H4   H  0  1  N  N  N  -13.218  -19.927  -12.826   5.053  -1.040   2.303  H4   EBR  29  
EBR  H5   H5   H  0  1  N  N  N  -13.162  -24.164  -13.237   2.792  -0.632  -1.291  H5   EBR  30  
EBR  H6   H6   H  0  1  N  N  N  -10.764  -19.879  -12.908   7.071  -1.530   0.983  H6   EBR  31  
EBR  H7   H7   H  0  1  N  N  N  -10.709  -24.132  -13.312   4.804  -1.133  -2.618  H7   EBR  32  
EBR  H8   H8   H  0  1  N  N  N   -8.901  -21.098  -13.010   7.693  -0.849  -1.878  H8   EBR  33  
EBR  H10  H10  H  0  1  N  N  N  -22.522  -21.786  -16.655  -1.087   5.375  -1.712  H10  EBR  34  
EBR  H11  H11  H  0  1  N  N  N  -21.021  -20.998  -17.249  -2.733   5.444  -1.040  H11  EBR  35  
EBR  H12  H12  H  0  1  N  N  N  -21.150  -22.789  -17.236  -1.325   5.611   0.036  H12  EBR  36  
EBR  H13  H13  H  0  1  N  N  N  -17.343  -21.803  -12.414   0.254  -0.135   1.037  H13  EBR  37  
EBR  H15  H15  H  0  1  N  N  N  -20.553  -21.988  -10.549  -1.410  -1.164  -0.055  H15  EBR  38  
EBR  H16  H16  H  0  1  N  N  N  -18.944  -22.636  -11.015  -2.284  -0.596   1.388  H16  EBR  39  
EBR  H17  H17  H  0  1  N  N  N  -22.151  -21.691  -12.232  -3.748   1.043  -1.236  H17  EBR  40  
EBR  H18  H18  H  0  1  N  N  N  -18.240  -21.667   -8.018  -5.769  -3.550  -0.829  H18  EBR  41  
EBR  H19  H19  H  0  1  N  N  N  -16.844  -18.781   -9.765  -5.060  -2.050   1.857  H19  EBR  42  
EBR  H9   H9   H  0  1  N  N  N  -22.751  -21.742  -14.530  -3.140   3.214  -2.005  H9   EBR  43  
EBR  H14  H14  H  0  1  N  N  N  -17.818  -22.191  -15.661   0.109   4.785   0.571  H14  EBR  44  
#   #
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
EBR  C2A  C1   SING  N  N   1  
EBR  O3   C3   SING  N  N   2  
EBR  C1   C3   DOUB  N  N   3  
EBR  C1   N1   SING  N  N   4  
EBR  C3   C4   SING  N  N   5  
EBR  NH   CA   DOUB  N  N   6  
EBR  NH   C4A  SING  N  N   7  
EBR  N1   C6   SING  N  N   8  
EBR  CA   CB   SING  N  N   9  
EBR  C4   C4A  DOUB  N  Z  10  
EBR  C4   C5   SING  N  N  11  
EBR  CE2  CD2  DOUB  Y  N  12  
EBR  CE2  CZ   SING  Y  N  13  
EBR  CD2  CG   SING  Y  N  14  
EBR  CZ   OH   SING  N  N  15  
EBR  CZ   CE1  DOUB  Y  N  16  
EBR  CG   CD1  DOUB  Y  N  17  
EBR  CG   CB   SING  N  N  18  
EBR  C6   C5   DOUB  N  N  19  
EBR  CE1  CD1  SING  Y  N  20  
EBR  C5   C5A  SING  N  N  21  
EBR  C5A  O4P  SING  N  N  22  
EBR  O4P  P    SING  N  N  23  
EBR  O1P  P    DOUB  N  N  24  
EBR  P    O3P  SING  N  N  25  
EBR  P    O2P  SING  N  N  26  
EBR  CA   H1   SING  N  N  27  
EBR  CB   H2   SING  N  N  28  
EBR  CB   H3   SING  N  N  29  
EBR  CD1  H4   SING  N  N  30  
EBR  CD2  H5   SING  N  N  31  
EBR  CE1  H6   SING  N  N  32  
EBR  CE2  H7   SING  N  N  33  
EBR  OH   H8   SING  N  N  34  
EBR  C2A  H10  SING  N  N  35  
EBR  C2A  H11  SING  N  N  36  
EBR  C2A  H12  SING  N  N  37  
EBR  C4A  H13  SING  N  N  38  
EBR  C5A  H15  SING  N  N  39  
EBR  C5A  H16  SING  N  N  40  
EBR  C6   H17  SING  N  N  41  
EBR  O2P  H18  SING  N  N  42  
EBR  O3P  H19  SING  N  N  43  
EBR  N1   H9   SING  N  N  44  
EBR  O3   H14  SING  N  N  45  
#   #
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
EBR  InChI             InChI                 1.03   "InChI=1S/C16H19N2O6P/c1-11-16(20)15(13(8-18-11)10-24-25(21,22)23)9-17-7-6-12-2-4-14(19)5-3-12/h2-5,7-9,18-20H,6,10H2,1H3,(H2,21,22,23)/b15-9-,17-7-"  
EBR  InChIKey          InChI                 1.03   DXNWHWZTDLTPAE-VHWRWSQTSA-N  
EBR  SMILES_CANONICAL  CACTVS                3.385  "CC1=C(O)\C(=C/N=CCc2ccc(O)cc2)C(=CN1)CO[P](O)(O)=O"  
EBR  SMILES            CACTVS                3.385  "CC1=C(O)C(=CN=CCc2ccc(O)cc2)C(=CN1)CO[P](O)(O)=O"  
EBR  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC1=C(/C(=C\N=C/Cc2ccc(cc2)O)/C(=CN1)COP(=O)(O)O)O"  
EBR  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1=C(C(=CN=CCc2ccc(cc2)O)C(=CN1)COP(=O)(O)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          EBR
_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       "[(4~{Z})-4-[[(~{Z})-2-(4-hydroxyphenyl)ethylideneamino]methylidene]-6-methyl-5-oxidanyl-1~{H}-pyridin-3-yl]methyl dihydrogen phosphate"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
EBR  "Create component"  2019-12-06  PDBJ  
EBR  "Initial release"   2020-12-02  RCSB  
##
