data_A1H57
# 
_chem_comp.id                                    A1H57 
_chem_comp.name                                  "tazobactam (2S,3S,5R)" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H12 N4 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-14 
_chem_comp.pdbx_modified_date                    2025-05-02 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        300.291 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H57 
_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        9ENY 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              ? 
# 
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 
A1H57 C2   C1  C 0 1 N N S N N N 2.979  15.183 -41.207 0.157  0.407  0.119  C2   A1H57 1  
A1H57 C6   C2  C 0 1 N N N N N N 2.489  13.976 -42.018 1.147  0.871  -0.951 C6   A1H57 2  
A1H57 C1   C3  C 0 1 N N N N N N 3.365  14.746 -39.791 0.475  1.040  1.475  C1   A1H57 3  
A1H57 C10  C4  C 0 1 Y N N N N N -0.508 12.450 -40.802 4.518  -0.280 -0.510 C10  A1H57 4  
A1H57 C11  C5  C 0 1 Y N N N N N 0.063  13.388 -41.594 3.395  -0.202 -1.260 C11  A1H57 5  
A1H57 C12  C6  C 0 1 N N S N N N 4.105  15.883 -42.018 -1.306 0.693  -0.306 C12  A1H57 6  
A1H57 C13  C7  C 0 1 N N N N N N 5.456  15.351 -41.599 -1.652 2.123  0.022  C13  A1H57 7  
A1H57 C17  C8  C 0 1 N N R N N N 2.896  17.822 -40.941 -1.618 -1.481 0.834  C17  A1H57 8  
A1H57 C18  C9  C 0 1 N N N N N N 2.693  18.984 -41.933 -2.595 -2.174 -0.122 C18  A1H57 9  
A1H57 C19  C10 C 0 1 N N N N N N 3.756  18.291 -42.771 -3.197 -0.802 -0.344 C19  A1H57 10 
A1H57 N16  N1  N 0 1 N N N N N N 3.973  17.321 -41.804 -2.222 -0.204 0.404  N16  A1H57 11 
A1H57 N7   N2  N 0 1 Y N N N N N 1.383  13.247 -41.414 2.509  0.524  -0.539 N7   A1H57 12 
A1H57 N8   N3  N 0 1 Y N N N N N 1.640  12.254 -40.537 3.070  0.858  0.570  N8   A1H57 13 
A1H57 N9   N4  N 0 1 Y N N N N N 0.478  11.771 -40.167 4.267  0.389  0.621  N9   A1H57 14 
A1H57 O14  O1  O 0 1 N N N N N N 6.107  16.048 -40.780 -1.255 3.114  -0.792 O14  A1H57 15 
A1H57 O15  O2  O 0 1 N N N N N N 5.826  14.260 -42.090 -2.286 2.377  1.019  O15  A1H57 16 
A1H57 O20  O3  O 0 1 N N N N N N 4.236  18.424 -43.886 -4.166 -0.394 -0.950 O20  A1H57 17 
A1H57 O4   O4  O 0 1 N N N N N N 0.952  16.296 -39.877 0.989  -1.871 1.259  O4   A1H57 18 
A1H57 O5   O5  O 0 1 N N N N N N 1.011  16.614 -42.325 0.185  -1.996 -1.067 O5   A1H57 19 
A1H57 S3   S1  S 0 1 N N N N N N 1.699  16.485 -41.079 0.110  -1.429 0.234  S3   A1H57 20 
A1H57 H6B  H1  H 0 1 N N N N N N 2.164  14.336 -43.005 0.917  0.380  -1.896 H6B  A1H57 21 
A1H57 H6A  H2  H 0 1 N N N N N N 3.332  13.280 -42.140 1.069  1.951  -1.075 H6A  A1H57 22 
A1H57 H1C  H3  H 0 1 N N N N N N 4.135  13.962 -39.846 1.459  0.709  1.809  H1C  A1H57 23 
A1H57 H1B  H4  H 0 1 N N N N N N 3.760  15.610 -39.236 0.470  2.126  1.380  H1B  A1H57 24 
A1H57 H1A  H5  H 0 1 N N N N N N 2.477  14.352 -39.274 -0.277 0.736  2.204  H1A  A1H57 25 
A1H57 H10  H6  H 0 1 N N N N N N -1.568 12.273 -40.695 5.436  -0.786 -0.771 H10  A1H57 26 
A1H57 H11  H7  H 0 1 N N N N N N -0.439 14.098 -42.234 3.237  -0.632 -2.238 H11  A1H57 27 
A1H57 H12  H8  H 0 1 N N N N N N 3.952  15.657 -43.084 -1.408 0.535  -1.380 H12  A1H57 28 
A1H57 H17  H9  H 0 1 N N N N N N 3.132  18.084 -39.899 -1.725 -1.745 1.886  H17  A1H57 29 
A1H57 H18B H10 H 0 0 N N N N N N 1.695  19.036 -42.394 -2.119 -2.593 -1.008 H18B A1H57 30 
A1H57 H18A H11 H 0 0 N N N N N N 2.973  19.977 -41.552 -3.269 -2.874 0.371  H18A A1H57 31 
A1H57 H1   H12 H 0 1 N N N N N N 6.932  15.620 -40.585 -1.500 4.014  -0.539 H1   A1H57 32 
# 
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 
A1H57 C1  C2   SING N N 1  
A1H57 C2  S3   SING N N 2  
A1H57 S3  O4   DOUB N N 3  
A1H57 S3  O5   DOUB N N 4  
A1H57 C2  C6   SING N N 5  
A1H57 C6  N7   SING N N 6  
A1H57 N7  N8   SING Y N 7  
A1H57 N8  N9   DOUB Y N 8  
A1H57 N9  C10  SING Y N 9  
A1H57 C10 C11  DOUB Y N 10 
A1H57 C2  C12  SING N N 11 
A1H57 C12 C13  SING N N 12 
A1H57 C13 O14  SING N N 13 
A1H57 C13 O15  DOUB N N 14 
A1H57 C12 N16  SING N N 15 
A1H57 N16 C17  SING N N 16 
A1H57 C17 C18  SING N N 17 
A1H57 C18 C19  SING N N 18 
A1H57 C19 O20  DOUB N N 19 
A1H57 C17 S3   SING N N 20 
A1H57 C11 N7   SING Y N 21 
A1H57 C19 N16  SING N N 22 
A1H57 C6  H6B  SING N N 23 
A1H57 C6  H6A  SING N N 24 
A1H57 C1  H1C  SING N N 25 
A1H57 C1  H1B  SING N N 26 
A1H57 C1  H1A  SING N N 27 
A1H57 C10 H10  SING N N 28 
A1H57 C11 H11  SING N N 29 
A1H57 C12 H12  SING N N 30 
A1H57 C17 H17  SING N N 31 
A1H57 C18 H18B SING N N 32 
A1H57 C18 H18A SING N N 33 
A1H57 O14 H1   SING N N 34 
# 
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 
A1H57 InChI            InChI                1.06  "InChI=1S/C10H12N4O5S/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19/h2-3,7-8H,4-5H2,1H3,(H,16,17)/t7-,8+,10+/m1/s1" 
A1H57 InChIKey         InChI                1.06  LPQZKKCYTLCDGQ-WEDXCCLWSA-N                                                                                                        
A1H57 SMILES_CANONICAL CACTVS               3.385 "C[C@]1(Cn2ccnn2)[C@@H](N3[C@@H](CC3=O)[S]1(=O)=O)C(O)=O"                                                                          
A1H57 SMILES           CACTVS               3.385 "C[C]1(Cn2ccnn2)[CH](N3[CH](CC3=O)[S]1(=O)=O)C(O)=O"                                                                               
A1H57 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@]1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)Cn3ccnn3"                                                                            
A1H57 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)O)Cn3ccnn3"                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           A1H57 
_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},5~{R})-3-methyl-4,4,7-tris(oxidanylidene)-3-(1,2,3-triazol-1-ylmethyl)-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H57 "Create component"   2024-03-14 PDBE 
A1H57 "Initial release"    2025-03-26 RCSB 
A1H57 "Obsolete component" 2025-05-02 PDBE 
# 
