data_M9W
# 
_chem_comp.id                                    M9W 
_chem_comp.name                                  "Enmetazobactam derived trans-enamine adduct" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H17 N4 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2S,3S)-3-methyl-4-(3-methyl-1,2,3-triazol-3-ium-1-yl)-2-[[(E)-3-oxidanylideneprop-1-enyl]amino]-3-sulfino-butanoic acid" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2019-10-10 
_chem_comp.pdbx_modified_date                    2024-03-19 
_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                        333.341 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     M9W 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        6T35 
_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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
M9W C02 C1  C 0 1 N N N N N N -15.793 12.579 25.054 5.351  0.509  0.252  C02 M9W 1  
M9W C09 C2  C 0 1 N N N N N N -15.920 14.017 25.529 4.022  0.451  0.726  C09 M9W 2  
M9W C10 C3  C 0 1 N N N N N N -14.822 14.746 25.484 3.058  -0.112 -0.034 C10 M9W 3  
M9W C12 C4  C 0 1 N N S N N N -13.862 17.052 25.209 0.727  -0.778 -0.400 C12 M9W 4  
M9W C13 C5  C 0 1 N N N N N N -14.670 17.975 24.305 0.718  -2.268 -0.177 C13 M9W 5  
M9W C16 C6  C 0 1 N N S N N N -13.004 17.785 26.247 -0.633 -0.196 -0.011 C16 M9W 6  
M9W C17 C7  C 0 1 N N N N N N -12.581 16.800 27.337 -0.894 -0.456 1.474  C17 M9W 7  
M9W C18 C8  C 0 1 N N N N N N -13.796 18.973 26.794 -1.730 -0.861 -0.845 C18 M9W 8  
M9W C22 C9  C 0 1 N N N N N N -11.486 19.622 31.138 -5.535 0.458  1.902  C22 M9W 9  
M9W C23 C10 C 0 1 Y N N N N N -13.747 20.142 30.258 -4.990 0.608  -0.526 C23 M9W 10 
M9W C24 C11 C 0 1 Y N N N N N -14.406 19.947 28.994 -3.937 0.247  -1.296 C24 M9W 11 
M9W N11 N1  N 0 1 N N N N N N -14.796 16.148 25.887 1.773  -0.167 0.424  N11 M9W 12 
M9W N19 N2  N 0 1 Y N N N N N -13.519 19.340 28.194 -3.035 -0.317 -0.460 N19 M9W 13 
M9W N20 N3  N 0 1 Y N N N N N -12.392 19.179 28.873 -3.520 -0.294 0.733  N20 M9W 14 
M9W N21 N4  N 1 1 Y N N N N N -12.518 19.645 30.108 -4.682 0.257  0.728  N21 M9W 15 
M9W O01 O1  O 0 1 N N N N N N -15.038 12.319 24.161 5.626  0.056  -0.844 O01 M9W 16 
M9W O14 O2  O 0 1 N N N N N N -14.337 18.116 23.100 1.112  -2.725 0.869  O14 M9W 17 
M9W O15 O3  O 0 1 N N N N N N -15.680 18.590 24.742 0.273  -3.088 -1.143 O15 M9W 18 
M9W O26 O4  O 0 1 N N N N N N -10.763 19.290 26.331 -0.370 1.680  -1.816 O26 M9W 19 
M9W O27 O5  O 0 1 N N N N N N -11.840 19.299 24.334 0.527  2.174  0.248  O27 M9W 20 
M9W S25 S1  S 0 1 N N N N N N -11.507 18.401 25.438 -0.638 1.591  -0.321 S25 M9W 21 
M9W H2  H2  H 0 1 N N N N N N -16.857 14.419 25.884 3.777  0.857  1.696  H2  M9W 22 
M9W H3  H3  H 0 1 N N N N N N -13.908 14.288 25.136 3.303  -0.517 -1.004 H3  M9W 23 
M9W H4  H4  H 0 1 N N N N N N -13.190 16.456 24.574 0.924  -0.568 -1.451 H4  M9W 24 
M9W H5  H5  H 0 1 N N N N N N -11.965 17.322 28.084 -0.112 0.018  2.069  H5  M9W 25 
M9W H6  H6  H 0 1 N N N N N N -13.476 16.386 27.824 -1.863 -0.042 1.752  H6  M9W 26 
M9W H7  H7  H 0 1 N N N N N N -11.998 15.983 26.887 -0.891 -1.530 1.661  H7  M9W 27 
M9W H8  H8  H 0 1 N N N N N N -13.570 19.847 26.165 -1.552 -0.664 -1.902 H8  M9W 28 
M9W H9  H9  H 0 1 N N N N N N -14.866 18.730 26.714 -1.719 -1.937 -0.669 H9  M9W 29 
M9W H10 H10 H 0 1 N N N N N N -10.575 19.155 30.735 -5.312 1.425  2.352  H10 M9W 30 
M9W H11 H11 H 0 1 N N N N N N -11.261 20.651 31.454 -6.582 0.430  1.600  H11 M9W 31 
M9W H12 H12 H 0 1 N N N N N N -11.843 19.043 32.002 -5.345 -0.333 2.628  H12 M9W 32 
M9W H13 H13 H 0 1 N N N N N N -14.162 20.597 31.145 -5.898 1.089  -0.858 H13 M9W 33 
M9W H14 H14 H 0 1 N N N N N N -15.416 20.233 28.740 -3.837 0.382  -2.362 H14 M9W 34 
M9W H15 H15 H 0 1 N N N N N N -14.575 16.171 26.862 1.553  0.197  1.296  H15 M9W 35 
M9W H16 H16 H 0 1 N N N N N N -16.065 19.105 24.043 0.286  -4.036 -0.954 H16 M9W 36 
M9W O1  O6  O 0 1 N Y N N N N ?       ?      ?      6.315  1.071  1.011  O1  M9W 37 
M9W H1  H1  H 0 1 N Y N N N N ?       ?      ?      7.191  1.064  0.603  H1  M9W 38 
M9W H17 H17 H 0 1 N N N N N N -10.716 20.158 25.947 -0.339 2.584  -2.158 H17 M9W 39 
# 
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 
M9W O14 C13 DOUB N N 1  
M9W O01 C02 DOUB N N 2  
M9W C13 O15 SING N N 3  
M9W C13 C12 SING N N 4  
M9W O27 S25 DOUB N N 5  
M9W C02 C09 SING N N 6  
M9W C12 N11 SING N N 7  
M9W C12 C16 SING N N 8  
M9W S25 C16 SING N N 9  
M9W S25 O26 SING N N 10 
M9W C10 C09 DOUB N E 11 
M9W C10 N11 SING N N 12 
M9W C16 C18 SING N N 13 
M9W C16 C17 SING N N 14 
M9W C18 N19 SING N N 15 
M9W N19 N20 SING Y N 16 
M9W N19 C24 SING Y N 17 
M9W N20 N21 DOUB Y N 18 
M9W C24 C23 DOUB Y N 19 
M9W N21 C23 SING Y N 20 
M9W N21 C22 SING N N 21 
M9W C09 H2  SING N N 22 
M9W C10 H3  SING N N 23 
M9W C12 H4  SING N N 24 
M9W C17 H5  SING N N 25 
M9W C17 H6  SING N N 26 
M9W C17 H7  SING N N 27 
M9W C18 H8  SING N N 28 
M9W C18 H9  SING N N 29 
M9W C22 H10 SING N N 30 
M9W C22 H11 SING N N 31 
M9W C22 H12 SING N N 32 
M9W C23 H13 SING N N 33 
M9W C24 H14 SING N N 34 
M9W N11 H15 SING N N 35 
M9W O15 H16 SING N N 36 
M9W C02 O1  SING N N 37 
M9W O1  H1  SING N N 38 
M9W O26 H17 SING N N 39 
# 
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 
M9W InChI            InChI                1.06  "InChI=1S/C11H16N4O6S/c1-11(22(20)21,7-15-6-5-14(2)13-15)9(10(18)19)12-4-3-8(16)17/h3-6,9,12H,7H2,1-2H3,(H2-,16,17,18,19,20,21)/p+1/b4-3+/t9-,11-/m0/s1" 
M9W InChIKey         InChI                1.06  VVXNTAXAJHAELU-UEVFTQGLSA-O                                                                                                                              
M9W SMILES_CANONICAL CACTVS               3.385 "C[n+]1ccn(C[C@@](C)([C@@H](N\C=C\C(O)=O)C(O)=O)[S](O)=O)n1"                                                                                             
M9W SMILES           CACTVS               3.385 "C[n+]1ccn(C[C](C)([CH](NC=CC(O)=O)C(O)=O)[S](O)=O)n1"                                                                                                   
M9W SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@](Cn1cc[n+](n1)C)([C@H](C(=O)O)N/C=C/C(=O)O)S(=O)O"                                                                                                 
M9W SMILES           "OpenEye OEToolkits" 2.0.7 "CC(Cn1cc[n+](n1)C)(C(C(=O)O)NC=CC(=O)O)S(=O)O"                                                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           M9W 
_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~{S})-3-methyl-4-(3-methyl-1,2,3-triazol-3-ium-1-yl)-2-[[(~{E})-3-oxidanyl-3-oxidanylidene-prop-1-enyl]amino]-3-sulfino-butanoic acid" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      M9W 
_pdbx_chem_comp_synonyms.name         "(2S,3S)-3-methyl-4-(3-methyl-1,2,3-triazol-3-ium-1-yl)-2-[[(E)-3-oxidanylideneprop-1-enyl]amino]-3-sulfino-butanoic acid" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_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 
M9W "Create component"         2019-10-10 PDBE 
M9W "Modify leaving atom flag" 2019-10-10 PDBE 
M9W "Initial release"          2020-11-18 RCSB 
M9W "Modify aromatic_flag"     2024-03-19 PDBE 
M9W "Modify charge"            2024-03-19 PDBE 
# 
