data_E4O
#

_chem_comp.id                                   E4O
_chem_comp.name                                 "(2S,3R)-2-azanyl-N-[(E)-4-[6,7-bis(chloranyl)-4-oxidanylidene-quinazolin-3-yl]but-2-enyl]-3-oxidanyl-butanamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H18 Cl2 N4 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-10-10
_chem_comp.pdbx_modified_date                   2020-01-10
_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                       385.245
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    E4O
_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       6L2Q
_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
E4O  C4   C1   C   0  1  Y  N  N   1.840  10.655  -4.905   2.661  -0.142   1.118  C4   E4O   1  
E4O  C5   C2   C   0  1  Y  N  N   0.553  11.112  -5.214   2.796   0.829   0.101  C5   E4O   2  
E4O  C6   C3   C   0  1  Y  N  N   0.334  11.873  -6.367   3.867   0.766  -0.788  C6   E4O   3  
E4O  C8   C4   C   0  1  N  N  N   1.105   9.663  -2.985   0.727   0.887   1.874  C8   E4O   4  
E4O  C10  C5   C   0  1  N  N  N  -0.565  10.801  -4.305   1.779   1.888   0.019  C10  E4O   5  
E4O  C14  C6   C   0  1  N  N  N  -1.231   9.730  -2.192  -0.263   2.892   0.892  C14  E4O   6  
E4O  C15  C7   C   0  1  N  N  N  -2.046   8.542  -2.603  -1.393   2.435   0.005  C15  E4O   7  
E4O  C1   C8   C   0  1  Y  N  N   1.397  12.177  -7.200   4.792  -0.249  -0.667  C1   E4O   8  
E4O  C2   C9   C   0  1  Y  N  N   2.676  11.731  -6.895   4.663  -1.207   0.334  C2   E4O   9  
E4O  C3   C10  C   0  1  Y  N  N   2.904  10.968  -5.761   3.607  -1.164   1.219  C3   E4O  10  
E4O  N7   N1   N   0  1  N  N  N   2.106   9.908  -3.753   1.610  -0.060   1.972  N7   E4O  11  
E4O  N9   N2   N   0  1  N  N  N  -0.194  10.060  -3.187   0.777   1.861   0.928  N9   E4O  12  
E4O  CL1  CL1  CL  0  0  N  N  N   1.104  13.122  -8.628   6.132  -0.329  -1.767  CL1  E4O  13  
E4O  CL2  CL2  CL  0  0  N  N  N   4.020  12.154  -7.906   5.841  -2.475   0.465  CL2  E4O  14  
E4O  O13  O1   O   0  1  N  N  N  -1.721  11.143  -4.483   1.836   2.754  -0.834  O13  E4O  15  
E4O  C16  C11  C   0  1  N  N  N  -1.980   7.348  -2.034  -2.617   2.398   0.470  C16  E4O  16  
E4O  C17  C12  C   0  1  N  N  N  -2.777   6.133  -2.417  -3.746   1.941  -0.417  C17  E4O  17  
E4O  N18  N3   N   0  1  N  N  N  -3.831   6.366  -3.399  -4.462   0.840   0.232  N18  E4O  18  
E4O  C19  C13  C   0  1  N  N  N  -3.656   6.168  -4.707  -5.517   0.269  -0.381  C19  E4O  19  
E4O  C20  C14  C   0  1  N  N  S  -4.907   6.221  -5.597  -6.254  -0.864   0.287  C20  E4O  20  
E4O  O21  O2   O   0  1  N  N  N  -2.562   5.963  -5.228  -5.875   0.666  -1.469  O21  E4O  21  
E4O  C22  C15  C   0  1  N  N  R  -5.322   4.827  -6.084  -5.478  -2.167   0.083  C22  E4O  22  
E4O  C23  C16  C   0  1  N  N  N  -5.905   3.977  -4.974  -6.286  -3.336   0.652  C23  E4O  23  
E4O  N24  N4   N   0  1  N  N  N  -4.560   7.124  -6.682  -7.593  -0.993  -0.304  N24  E4O  24  
E4O  O25  O3   O   0  1  N  N  N  -6.277   4.969  -7.135  -5.257  -2.376  -1.313  O25  E4O  25  
E4O  H1   H1   H   0  1  N  N  N  -0.660  12.222  -6.606   3.971   1.507  -1.567  H1   E4O  26  
E4O  H2   H2   H   0  1  N  N  N   1.305   9.088  -2.093  -0.089   0.902   2.582  H2   E4O  27  
E4O  H3   H3   H   0  1  N  N  N  -0.744   9.511  -1.231   0.156   3.818   0.498  H3   E4O  28  
E4O  H4   H4   H   0  1  N  N  N  -1.899  10.596  -2.075  -0.640   3.064   1.901  H4   E4O  29  
E4O  H5   H5   H   0  1  N  N  N  -2.738   8.669  -3.423  -1.193   2.138  -1.014  H5   E4O  30  
E4O  H6   H6   H   0  1  N  N  N   3.900  10.615  -5.537   3.516  -1.912   1.992  H6   E4O  31  
E4O  H7   H7   H   0  1  N  N  N  -1.285   7.237  -1.215  -2.816   2.695   1.489  H7   E4O  32  
E4O  H8   H8   H   0  1  N  N  N  -3.244   5.731  -1.506  -4.433   2.771  -0.587  H8   E4O  33  
E4O  H9   H9   H   0  1  N  N  N  -2.083   5.388  -2.833  -3.344   1.601  -1.371  H9   E4O  34  
E4O  H10  H10  H   0  1  N  N  N  -4.722   6.688  -3.078  -4.176   0.523   1.103  H10  E4O  35  
E4O  H11  H11  H   0  1  N  N  N  -5.735   6.648  -5.012  -6.346  -0.659   1.354  H11  E4O  36  
E4O  H12  H12  H   0  1  N  N  N  -4.425   4.321  -6.471  -4.519  -2.103   0.598  H12  E4O  37  
E4O  H13  H13  H   0  1  N  N  N  -5.166   3.870  -4.166  -7.245  -3.399   0.137  H13  E4O  38  
E4O  H14  H14  H   0  1  N  N  N  -6.811   4.460  -4.580  -5.733  -4.264   0.506  H14  E4O  39  
E4O  H15  H15  H   0  1  N  N  N  -6.162   2.983  -5.370  -6.455  -3.176   1.717  H15  E4O  40  
E4O  H16  H16  H   0  1  N  N  N  -4.299   8.013  -6.306  -7.534  -1.184  -1.293  H16  E4O  41  
E4O  H17  H17  H   0  1  N  N  N  -3.794   6.744  -7.200  -8.130  -1.704   0.170  H17  E4O  42  
E4O  H19  H19  H   0  1  N  N  N  -6.540   4.110  -7.443  -4.769  -3.186  -1.517  H19  E4O  43  
#   #
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
E4O  CL1  C1   SING  N  N   1  
E4O  CL2  C2   SING  N  N   2  
E4O  C1   C2   DOUB  Y  N   3  
E4O  C1   C6   SING  Y  N   4  
E4O  O25  C22  SING  N  N   5  
E4O  C2   C3   SING  Y  N   6  
E4O  N24  C20  SING  N  N   7  
E4O  C6   C5   DOUB  Y  N   8  
E4O  C22  C20  SING  N  N   9  
E4O  C22  C23  SING  N  N  10  
E4O  C3   C4   DOUB  Y  N  11  
E4O  C20  C19  SING  N  N  12  
E4O  O21  C19  DOUB  N  N  13  
E4O  C5   C4   SING  Y  N  14  
E4O  C5   C10  SING  N  N  15  
E4O  C4   N7   SING  N  N  16  
E4O  C19  N18  SING  N  N  17  
E4O  O13  C10  DOUB  N  N  18  
E4O  C10  N9   SING  N  N  19  
E4O  N7   C8   DOUB  N  N  20  
E4O  N18  C17  SING  N  N  21  
E4O  N9   C8   SING  N  N  22  
E4O  N9   C14  SING  N  N  23  
E4O  C15  C14  SING  N  N  24  
E4O  C15  C16  DOUB  N  E  25  
E4O  C17  C16  SING  N  N  26  
E4O  C6   H1   SING  N  N  27  
E4O  C8   H2   SING  N  N  28  
E4O  C14  H3   SING  N  N  29  
E4O  C14  H4   SING  N  N  30  
E4O  C15  H5   SING  N  N  31  
E4O  C3   H6   SING  N  N  32  
E4O  C16  H7   SING  N  N  33  
E4O  C17  H8   SING  N  N  34  
E4O  C17  H9   SING  N  N  35  
E4O  N18  H10  SING  N  N  36  
E4O  C20  H11  SING  N  N  37  
E4O  C22  H12  SING  N  N  38  
E4O  C23  H13  SING  N  N  39  
E4O  C23  H14  SING  N  N  40  
E4O  C23  H15  SING  N  N  41  
E4O  N24  H16  SING  N  N  42  
E4O  N24  H17  SING  N  N  43  
E4O  O25  H19  SING  N  N  44  
#   #
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
E4O  InChI             InChI                 1.03   "InChI=1S/C16H18Cl2N4O3/c1-9(23)14(19)15(24)20-4-2-3-5-22-8-21-13-7-12(18)11(17)6-10(13)16(22)25/h2-3,6-9,14,23H,4-5,19H2,1H3,(H,20,24)/b3-2+/t9-,14+/m1/s1"  
E4O  InChIKey          InChI                 1.03   YXMAQAPNMNRQQB-XKKUMHBKSA-N  
E4O  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H](O)[C@H](N)C(=O)NC/C=C/CN1C=Nc2cc(Cl)c(Cl)cc2C1=O"  
E4O  SMILES            CACTVS                3.385  "C[CH](O)[CH](N)C(=O)NCC=CCN1C=Nc2cc(Cl)c(Cl)cc2C1=O"  
E4O  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@H]([C@@H](C(=O)NC/C=C/CN1C=Nc2cc(c(cc2C1=O)Cl)Cl)N)O"  
E4O  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C(C(=O)NCC=CCN1C=Nc2cc(c(cc2C1=O)Cl)Cl)N)O"  
#
_pdbx_chem_comp_identifier.comp_id          E4O
_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       "(2~{S},3~{R})-2-azanyl-~{N}-[(~{E})-4-[6,7-bis(chloranyl)-4-oxidanylidene-quinazolin-3-yl]but-2-enyl]-3-oxidanyl-butanamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
E4O  "Create component"  2019-10-10  PDBJ  
E4O  "Initial release"   2020-01-15  RCSB  
##
