data_OEQ
#

_chem_comp.id                                   OEQ
_chem_comp.name                                 "Biapenem Enamine hydrolysis product"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C15 H21 N4 O5 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;(2~{S},3~{R})-2-[(2~{S},3~{R})-1,3-bis(oxidanyl)-1-oxidanylidene-butan-2-yl]-4-[[(6~{R})-6,7-dihydro-5~{H}-pyrazolo[1,2
-a][1,2,4]triazol-4-ium-6-yl]sulfanyl]-3-methyl-2,3-dihydro-1~{H}-pyrrole-5-carboxylic acid
;

_chem_comp.pdbx_formal_charge                   1
_chem_comp.pdbx_initial_date                    2020-03-02
_chem_comp.pdbx_modified_date                   2021-03-26
_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                       369.416
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OEQ
_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       6Y6J
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
OEQ  N2   N1   N  1  1  Y  N  N  -28.970  -18.856   -0.629  -3.972   1.262   0.414  N2   OEQ   1  
OEQ  C3   C1   C  0  1  N  N  R  -28.829  -18.492   -2.955  -2.555  -0.606   0.887  C3   OEQ   2  
OEQ  C4   C2   C  0  1  N  N  N  -27.569  -17.940   -2.307  -4.007  -1.077   0.666  C4   OEQ   3  
OEQ  C6   C3   C  0  1  Y  N  N  -29.338  -18.659    0.721  -4.668   2.276  -0.072  C6   OEQ   4  
OEQ  C7   C4   C  0  1  N  N  N  -29.655  -19.210   -1.872  -2.727   0.912   1.111  C7   OEQ   5  
OEQ  C10  C5   C  0  1  N  N  S  -27.838  -18.477   -8.190   2.014   0.421   1.036  C10  OEQ   6  
OEQ  C11  C6   C  0  1  N  N  S  -28.290  -19.666   -9.068   3.017   1.237   0.218  C11  OEQ   7  
OEQ  C12  C7   C  0  1  N  N  R  -28.562  -19.190  -10.494   4.434   0.957   0.723  C12  OEQ   8  
OEQ  N    N2   N  0  1  Y  N  N  -27.818  -18.160   -0.837  -4.717   0.102   0.153  N    OEQ   9  
OEQ  C    C8   C  0  1  N  N  N  -26.033  -20.419   -5.585   0.876  -2.911  -0.112  C    OEQ  10  
OEQ  O    O1   O  0  1  N  N  N  -24.817  -20.310   -5.865  -0.203  -3.323  -0.496  O    OEQ  11  
OEQ  C1   C9   C  0  1  N  N  N  -26.985  -19.486   -6.284   1.028  -1.549   0.241  C1   OEQ  12  
OEQ  C13  C10  C  0  1  N  N  N  -29.686  -18.182  -10.574   5.437   1.773  -0.095  C13  OEQ  13  
OEQ  C14  C11  C  0  1  N  N  N  -27.219  -20.749   -9.125   2.915   0.848  -1.234  C14  OEQ  14  
OEQ  C2   C12  C  0  1  N  N  N  -28.223  -18.970   -5.919   0.060  -0.626   0.083  C2   OEQ  15  
OEQ  C5   C13  C  0  1  Y  N  N  -27.486  -17.557    0.353  -5.814   0.490  -0.474  C5   OEQ  16  
OEQ  C8   C14  C  0  1  N  N  R  -28.742  -18.054   -7.007   0.577   0.710   0.565  C8   OEQ  17  
OEQ  C9   C15  C  0  1  N  N  N  -30.245  -18.164   -7.261   0.584   1.725  -0.579  C9   OEQ  18  
OEQ  N1   N3   N  0  1  Y  N  N  -28.450  -17.884    1.302  -5.781   1.804  -0.602  N1   OEQ  19  
OEQ  N3   N4   N  0  1  N  N  N  -26.648  -18.940   -7.484   2.203  -1.015   0.793  N3   OEQ  20  
OEQ  O1   O2   O  0  1  N  N  N  -27.368  -18.602  -11.026   4.531   1.326   2.100  O1   OEQ  21  
OEQ  O2   O3   O  0  1  N  N  N  -26.190  -20.512   -9.807   2.280  -0.128  -1.555  O2   OEQ  22  
OEQ  O3   O4   O  0  1  N  N  N  -27.444  -21.821   -8.516   3.530   1.587  -2.171  O3   OEQ  23  
OEQ  O4   O5   O  0  1  N  N  N  -26.510  -21.268   -4.786   1.928  -3.753  -0.021  O4   OEQ  24  
OEQ  S    S1   S  0  1  N  N  N  -28.518  -19.628   -4.341  -1.544  -0.926  -0.580  S    OEQ  25  
OEQ  H1   H1   H  0  1  N  N  N  -29.421  -17.662   -3.368  -2.123  -1.082   1.768  H1   OEQ  26  
OEQ  H2   H2   H  0  1  N  N  N  -26.678  -18.490   -2.644  -4.036  -1.886  -0.063  H2   OEQ  27  
OEQ  H3   H3   H  0  1  N  N  N  -27.446  -16.870   -2.531  -4.447  -1.401   1.610  H3   OEQ  28  
OEQ  H4   H4   H  0  1  N  N  N  -30.211  -19.079    1.199  -4.374   3.315  -0.041  H4   OEQ  29  
OEQ  H5   H5   H  0  1  N  N  N  -30.694  -18.848   -1.865  -1.887   1.456   0.680  H5   OEQ  30  
OEQ  H6   H6   H  0  1  N  N  N  -29.647  -20.299   -2.029  -2.814   1.130   2.175  H6   OEQ  31  
OEQ  H7   H7   H  0  1  N  N  N  -27.613  -17.605   -8.822   2.118   0.644   2.098  H7   OEQ  32  
OEQ  H8   H8   H  0  1  N  N  N  -29.213  -20.091   -8.646   2.796   2.299   0.326  H8   OEQ  33  
OEQ  H9   H9   H  0  1  N  N  N  -28.839  -20.065  -11.100   4.655  -0.105   0.615  H9   OEQ  34  
OEQ  H10  H10  H  0  1  N  N  N  -30.607  -18.626  -10.167   5.216   2.835   0.013  H10  OEQ  35  
OEQ  H11  H11  H  0  1  N  N  N  -29.420  -17.289   -9.989   6.447   1.573   0.264  H11  OEQ  36  
OEQ  H12  H12  H  0  1  N  N  N  -29.849  -17.897  -11.624   5.364   1.491  -1.146  H12  OEQ  37  
OEQ  H13  H13  H  0  1  N  N  N  -26.621  -16.933    0.523  -6.607  -0.157  -0.820  H13  OEQ  38  
OEQ  H14  H14  H  0  1  N  N  N  -28.504  -17.014   -6.741  -0.029   1.075   1.395  H14  OEQ  39  
OEQ  H15  H15  H  0  1  N  N  N  -30.794  -17.842   -6.364   0.962   1.250  -1.484  H15  OEQ  40  
OEQ  H16  H16  H  0  1  N  N  N  -30.521  -17.522   -8.110  -0.430   2.083  -0.753  H16  OEQ  41  
OEQ  H17  H17  H  0  1  N  N  N  -30.502  -19.208   -7.492   1.226   2.566  -0.316  H17  OEQ  42  
OEQ  H18  H18  H  0  1  N  N  N  -26.184  -19.629   -8.040   3.012  -1.515   0.984  H18  OEQ  43  
OEQ  H19  H19  H  0  1  N  N  N  -26.614  -19.108  -10.747   3.922   0.847   2.679  H19  OEQ  44  
OEQ  H20  H20  H  0  1  N  N  N  -26.719  -22.420   -8.651   3.435   1.298  -3.089  H20  OEQ  45  
OEQ  H21  H21  H  0  1  N  N  N  -25.808  -21.804   -4.436   1.727  -4.662  -0.283  H21  OEQ  46  
#   #
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
OEQ  O1   C12  SING  N  N   1  
OEQ  C13  C12  SING  N  N   2  
OEQ  C12  C11  SING  N  N   3  
OEQ  O2   C14  DOUB  N  N   4  
OEQ  C14  C11  SING  N  N   5  
OEQ  C14  O3   SING  N  N   6  
OEQ  C11  C10  SING  N  N   7  
OEQ  C10  N3   SING  N  N   8  
OEQ  C10  C8   SING  N  N   9  
OEQ  N3   C1   SING  N  N  10  
OEQ  C9   C8   SING  N  N  11  
OEQ  C8   C2   SING  N  N  12  
OEQ  C1   C2   DOUB  N  N  13  
OEQ  C1   C    SING  N  N  14  
OEQ  C2   S    SING  N  N  15  
OEQ  O    C    DOUB  N  N  16  
OEQ  C    O4   SING  N  N  17  
OEQ  S    C3   SING  N  N  18  
OEQ  C3   C4   SING  N  N  19  
OEQ  C3   C7   SING  N  N  20  
OEQ  C4   N    SING  N  N  21  
OEQ  C7   N2   SING  N  N  22  
OEQ  N    N2   SING  Y  N  23  
OEQ  N    C5   SING  Y  N  24  
OEQ  N2   C6   DOUB  Y  N  25  
OEQ  C5   N1   DOUB  Y  N  26  
OEQ  C6   N1   SING  Y  N  27  
OEQ  C3   H1   SING  N  N  28  
OEQ  C4   H2   SING  N  N  29  
OEQ  C4   H3   SING  N  N  30  
OEQ  C6   H4   SING  N  N  31  
OEQ  C7   H5   SING  N  N  32  
OEQ  C7   H6   SING  N  N  33  
OEQ  C10  H7   SING  N  N  34  
OEQ  C11  H8   SING  N  N  35  
OEQ  C12  H9   SING  N  N  36  
OEQ  C13  H10  SING  N  N  37  
OEQ  C13  H11  SING  N  N  38  
OEQ  C13  H12  SING  N  N  39  
OEQ  C5   H13  SING  N  N  40  
OEQ  C8   H14  SING  N  N  41  
OEQ  C9   H15  SING  N  N  42  
OEQ  C9   H16  SING  N  N  43  
OEQ  C9   H17  SING  N  N  44  
OEQ  N3   H18  SING  N  N  45  
OEQ  O1   H19  SING  N  N  46  
OEQ  O3   H20  SING  N  N  47  
OEQ  O4   H21  SING  N  N  48  
#   #
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
OEQ  InChI             InChI                 1.03   "InChI=1S/C15H20N4O5S/c1-7-11(10(8(2)20)14(21)22)17-12(15(23)24)13(7)25-9-3-18-5-16-6-19(18)4-9/h5-11,17,20H,3-4H2,1-2H3,(H-,21,22,23,24)/p+1/t7-,8-,10-,11-/m1/s1"  
OEQ  InChIKey          InChI                 1.03   NNMZLHRXLIBHJJ-YJFSRANCSA-O  
OEQ  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H](O)[C@H]([C@@H]1NC(=C(S[C@@H]2Cn3cnc[n+]3C2)[C@@H]1C)C(O)=O)C(O)=O"  
OEQ  SMILES            CACTVS                3.385  "C[CH](O)[CH]([CH]1NC(=C(S[CH]2Cn3cnc[n+]3C2)[CH]1C)C(O)=O)C(O)=O"  
OEQ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@@H]1[C@@H](NC(=C1S[C@@H]2Cn3cnc[n+]3C2)C(=O)O)[C@@H]([C@@H](C)O)C(=O)O"  
OEQ  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1C(NC(=C1SC2Cn3cnc[n+]3C2)C(=O)O)C(C(C)O)C(=O)O"  
#
_pdbx_chem_comp_identifier.comp_id          OEQ
_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-[(2~{S},3~{R})-1,3-bis(oxidanyl)-1-oxidanylidene-butan-2-yl]-4-[[(6~{R})-6,7-dihydro-5~{H}-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-yl]sulfanyl]-3-methyl-2,3-dihydro-1~{H}-pyrrole-5-carboxylic acid"
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     OEQ
_pdbx_chem_comp_synonyms.name        "(2~{S},3~{R})-2-[(2~{S},3~{R})-1,3-bis(oxidanyl)-1-oxidanylidene-butan-2-yl]-4-[[(6~{R})-6,7-dihydro-5~{H}-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-yl]sulfanyl]-3-methyl-2,3-dihydro-1~{H}-pyrrole-5-carboxylic acid"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
OEQ  "Create component"  2020-03-02  PDBE  
OEQ  "Modify synonyms"   2020-06-05  PDBE  
OEQ  "Initial release"   2021-03-31  RCSB  
##
