data_A1BIM
# 
_chem_comp.id                                    A1BIM 
_chem_comp.name                                  "(2R)-2-[(R)-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}(carboxy)methyl]-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H19 N5 O8 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "hydrolyzed ceftazidime without pyridine ring" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-29 
_chem_comp.pdbx_modified_date                    2025-05-09 
_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                        485.491 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BIM 
_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        9EHY 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
A1BIM C11  C1  C 0 1 N N R N N N -3.566 6.159  -82.208 2.597  1.079  -0.743 C11  A1BIM 1  
A1BIM C13  C2  C 0 1 N N N N N N -2.834 4.157  -81.138 3.884  -0.002 1.041  C13  A1BIM 2  
A1BIM C14  C3  C 0 1 N N N N N N -1.524 4.771  -80.745 5.099  0.816  0.953  C14  A1BIM 3  
A1BIM C15  C4  C 0 1 N N N N N N -0.993 5.729  -81.653 5.289  1.736  -0.237 C15  A1BIM 4  
A1BIM S16  S1  S 0 1 N N N N N N -2.120 7.146  -81.766 3.677  2.527  -0.549 S16  A1BIM 5  
A1BIM C17  C5  C 0 1 N N N N N N -1.270 4.941  -79.442 6.024  0.751  1.906  C17  A1BIM 6  
A1BIM C24  C6  C 0 1 N N N N N N -3.148 2.836  -80.564 3.875  -1.084 2.062  C24  A1BIM 7  
A1BIM C06  C7  C 0 1 N N N N N N -4.759 8.203  -78.311 -1.834 -0.789 -0.181 C06  A1BIM 8  
A1BIM C07  C8  C 0 1 N N N N N N -4.485 8.200  -79.815 -0.983 0.424  -0.228 C07  A1BIM 9  
A1BIM C10  C9  C 0 1 N N R N N N -4.811 7.058  -81.964 1.135  1.529  -0.705 C10  A1BIM 10 
A1BIM C27  C10 C 0 1 N N N N N N -6.002 6.298  -82.479 0.848  2.405  -1.898 C27  A1BIM 11 
A1BIM C30  C11 C 0 1 Y N N N N N -4.397 6.964  -77.495 -1.265 -2.106 -0.539 C30  A1BIM 12 
A1BIM C31  C12 C 0 1 Y N N N N N -4.173 5.737  -78.102 -1.968 -3.250 -0.430 C31  A1BIM 13 
A1BIM C33  C13 C 0 1 Y N N N N N -3.953 5.874  -75.584 0.368  -3.450 -1.278 C33  A1BIM 14 
A1BIM N05  N1  N 0 1 N N N N N N -5.263 9.201  -77.759 -3.084 -0.694 0.175  N05  A1BIM 15 
A1BIM N09  N2  N 0 1 N N N N N N -5.004 7.199  -80.539 0.261  0.354  -0.741 N09  A1BIM 16 
A1BIM N12  N3  N 0 1 N N N N N N -3.850 4.918  -81.396 2.835  0.125  0.328  N12  A1BIM 17 
A1BIM N34  N4  N 0 1 N N N N N N -3.762 5.676  -74.168 1.619  -3.793 -1.764 N34  A1BIM 18 
A1BIM N35  N5  N 0 1 Y N N N N N -4.274 7.010  -76.184 -0.021 -2.246 -0.998 N35  A1BIM 19 
A1BIM O04  O1  O 0 1 N N N N N N -5.577 10.320 -78.537 -3.664 0.580  0.391  O04  A1BIM 20 
A1BIM O08  O2  O 0 1 N N N N N N -3.830 9.053  -80.311 -1.407 1.480  0.197  O08  A1BIM 21 
A1BIM O25  O3  O 0 1 N N N N N N -2.606 1.799  -81.024 4.889  -1.349 2.674  O25  A1BIM 22 
A1BIM O26  O4  O 0 1 N N N N N N -3.960 2.768  -79.609 2.742  -1.769 2.307  O26  A1BIM 23 
A1BIM O28  O5  O 0 1 N N N N N N -5.960 5.742  -83.616 0.001  2.081  -2.695 O28  A1BIM 24 
A1BIM O29  O6  O 0 1 N N N N N N -7.020 6.211  -81.726 1.534  3.546  -2.073 O29  A1BIM 25 
A1BIM S32  S2  S 0 1 Y N N N N N -3.785 4.625  -76.798 -0.940 -4.582 -0.951 S32  A1BIM 26 
A1BIM H111 H1  H 0 0 N N N N N N -3.479 5.914  -83.277 2.803  0.601  -1.701 H111 A1BIM 27 
A1BIM H152 H3  H 0 0 N N N N N N -0.881 5.270  -82.646 6.038  2.494  -0.007 H152 A1BIM 28 
A1BIM H151 H4  H 0 0 N N N N N N -0.011 6.070  -81.294 5.599  1.159  -1.108 H151 A1BIM 29 
A1BIM H2   H5  H 0 1 N N N N N N -2.000 4.639  -78.706 5.833  0.185  2.806  H2   A1BIM 30 
A1BIM H3   H6  H 0 1 N N N N N N -0.335 5.381  -79.127 6.966  1.264  1.781  H3   A1BIM 31 
A1BIM H101 H7  H 0 0 N N N N N N -4.699 8.027  -82.472 0.951  2.091  0.211  H101 A1BIM 32 
A1BIM H311 H8  H 0 0 N N N N N N -4.226 5.512  -79.157 -2.987 -3.336 -0.082 H311 A1BIM 33 
A1BIM H091 H9  H 0 0 N N N N N N -5.556 6.511  -80.067 0.578  -0.474 -1.134 H091 A1BIM 34 
A1BIM H341 H12 H 0 0 N N N N N N -3.521 4.721  -73.994 2.284  -3.105 -1.919 H341 A1BIM 35 
A1BIM H342 H13 H 0 0 N N N N N N -3.025 6.270  -73.845 1.829  -4.722 -1.949 H342 A1BIM 36 
A1BIM H6   H15 H 0 1 N N N N N N -4.061 1.862  -79.343 2.785  -2.463 2.980  H6   A1BIM 37 
A1BIM H7   H16 H 0 1 N N N N N N -7.687 5.688  -82.154 1.315  4.074  -2.853 H7   A1BIM 38 
A1BIM C1   C14 C 0 1 N N N N N N ?      ?      ?       -5.039 0.534  0.776  C1   A1BIM 39 
A1BIM C2   C15 C 0 1 N N N N N N ?      ?      ?       -5.854 -0.153 -0.322 C2   A1BIM 40 
A1BIM C3   C16 C 0 1 N N N N N N ?      ?      ?       -5.177 -0.252 2.081  C3   A1BIM 41 
A1BIM C4   C17 C 0 1 N N N N N N ?      ?      ?       -5.551 1.937  0.978  C4   A1BIM 42 
A1BIM O1   O7  O 0 1 N N N N N N ?      ?      ?       -4.813 2.879  0.810  O1   A1BIM 43 
A1BIM O2   O8  O 0 1 N N N N N N ?      ?      ?       -6.826 2.140  1.346  O2   A1BIM 44 
A1BIM H1   H13 H 0 1 N N N N N N ?      ?      ?       -5.484 -1.167 -0.468 H1   A1BIM 45 
A1BIM H4   H14 H 0 1 N N N N N N ?      ?      ?       -6.903 -0.187 -0.027 H4   A1BIM 46 
A1BIM H5   H15 H 0 1 N N N N N N ?      ?      ?       -5.756 0.408  -1.251 H5   A1BIM 47 
A1BIM H8   H16 H 0 1 N N N N N N ?      ?      ?       -4.597 0.237  2.864  H8   A1BIM 48 
A1BIM H9   H17 H 0 1 N N N N N N ?      ?      ?       -6.226 -0.287 2.375  H9   A1BIM 49 
A1BIM H10  H10 H 0 1 N N N N N N ?      ?      ?       -4.807 -1.267 1.935  H10  A1BIM 50 
A1BIM H11  H11 H 0 1 N N N N N N ?      ?      ?       -7.108 3.058  1.464  H11  A1BIM 51 
# 
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 
A1BIM O28 C27  DOUB N N 1  
A1BIM C27 C10  SING N N 2  
A1BIM C27 O29  SING N N 3  
A1BIM C11 C10  SING N N 4  
A1BIM C11 S16  SING N N 5  
A1BIM C11 N12  SING N N 6  
A1BIM C10 N09  SING N N 7  
A1BIM S16 C15  SING N N 8  
A1BIM C15 C14  SING N N 9  
A1BIM N12 C13  DOUB N N 10 
A1BIM C13 C14  SING N N 11 
A1BIM C13 C24  SING N N 12 
A1BIM O25 C24  DOUB N N 13 
A1BIM C14 C17  DOUB N N 14 
A1BIM C24 O26  SING N N 15 
A1BIM N09 C07  SING N N 16 
A1BIM O08 C07  DOUB N N 17 
A1BIM C07 C06  SING N N 18 
A1BIM O04 N05  SING N N 19 
A1BIM C06 N05  DOUB N Z 20 
A1BIM C06 C30  SING N N 21 
A1BIM C31 C30  DOUB Y N 22 
A1BIM C31 S32  SING Y N 23 
A1BIM C30 N35  SING Y N 24 
A1BIM S32 C33  SING Y N 25 
A1BIM N35 C33  DOUB Y N 26 
A1BIM C33 N34  SING N N 27 
A1BIM C11 H111 SING N N 28 
A1BIM C15 H152 SING N N 29 
A1BIM C15 H151 SING N N 30 
A1BIM C17 H2   SING N N 31 
A1BIM C17 H3   SING N N 32 
A1BIM C10 H101 SING N N 33 
A1BIM C31 H311 SING N N 34 
A1BIM N09 H091 SING N N 35 
A1BIM N34 H341 SING N N 36 
A1BIM N34 H342 SING N N 37 
A1BIM O26 H6   SING N N 38 
A1BIM O29 H7   SING N N 39 
A1BIM O04 C1   SING N N 40 
A1BIM C1  C2   SING N N 41 
A1BIM C1  C3   SING N N 42 
A1BIM C1  C4   SING N N 43 
A1BIM C4  O1   DOUB N N 44 
A1BIM C4  O2   SING N N 45 
A1BIM C2  H1   SING N N 46 
A1BIM C2  H4   SING N N 47 
A1BIM C2  H5   SING N N 48 
A1BIM C3  H8   SING N N 49 
A1BIM C3  H9   SING N N 50 
A1BIM C3  H10  SING N N 51 
A1BIM O2  H11  SING N N 52 
# 
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 
A1BIM SMILES           ACDLabs              14.52   "OC(=O)C1=NC(SCC1=C)C(NC(=O)C(=N\OC(C)(C)C(=O)O)/c1csc(N)n1)C(=O)O"                                                                                                                                            
A1BIM InChI            InChI                1.06    "InChI=1S/C17H19N5O8S2/c1-6-4-31-12(21-8(6)13(24)25)10(14(26)27)20-11(23)9(7-5-32-16(18)19-7)22-30-17(2,3)15(28)29/h5,10,12H,1,4H2,2-3H3,(H2,18,19)(H,20,23)(H,24,25)(H,26,27)(H,28,29)/b22-9-/t10-,12+/m0/s1" 
A1BIM InChIKey         InChI                1.06    LORMEESTXGATOD-DGLGDVFNSA-N                                                                                                                                                                                    
A1BIM SMILES_CANONICAL CACTVS               3.385   "CC(C)(O\N=C(/C(=O)N[C@@H]([C@H]1SCC(=C)C(=N1)C(O)=O)C(O)=O)c2csc(N)n2)C(O)=O"                                                                                                                                 
A1BIM SMILES           CACTVS               3.385   "CC(C)(ON=C(C(=O)N[CH]([CH]1SCC(=C)C(=N1)C(O)=O)C(O)=O)c2csc(N)n2)C(O)=O"                                                                                                                                      
A1BIM SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC(C)(C(=O)O)O/N=C(/c1csc(n1)N)\C(=O)N[C@@H]([C@@H]2N=C(C(=C)CS2)C(=O)O)C(=O)O"                                                                                                                               
A1BIM SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC(C)(C(=O)O)ON=C(c1csc(n1)N)C(=O)NC(C2N=C(C(=C)CS2)C(=O)O)C(=O)O"                                                                                                                                            
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
A1BIM "SYSTEMATIC NAME" ACDLabs              14.52   "(2R)-2-[(R)-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}(carboxy)methyl]-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid"                                                 
A1BIM "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{R})-2-[(1~{R})-1-[[(2~{Z})-2-(2-azanyl-1,3-thiazol-4-yl)-2-(2-methyl-1-oxidanyl-1-oxidanylidene-propan-2-yl)oxyimino-ethanoyl]amino]-2-oxidanyl-2-oxidanylidene-ethyl]-5-methylidene-2~{H}-1,3-thiazine-4-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 
A1BIM "Create component" 2024-11-29 RCSB 
A1BIM "Initial release"  2025-05-14 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1BIM 
_pdbx_chem_comp_synonyms.name         "hydrolyzed ceftazidime without pyridine ring" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
