data_A1MCI
# 
_chem_comp.id                                    A1MCI 
_chem_comp.name                                  "TEBIPENEM, BOUND FORM" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H23 N3 O4 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2~{S},3~{R},4~{R})-3-methyl-2-[(2~{S},3~{R})-3-oxidanyl-1-oxidanylidene-butan-2-yl]-4-[1-(1,3-thiazolidin-2-yl)azetidin-3-yl]sulfanyl-3,4-dihydro-2~{H}-pyrrole-5-carboxylic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-10-31 
_chem_comp.pdbx_modified_date                    2025-11-07 
_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                        385.502 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1MCI 
_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        9XFX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_chem_comp.pdbx_pcm                              Y 
# 
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 
A1MCI N1  N1  N 0 1 N N N N N N 35.264 2.961 21.267 3.163  -0.796 -0.034 N1  A1MCI 1  
A1MCI N3  N2  N 0 1 N N N N N N 38.540 3.948 28.815 -5.103 -0.279 -0.691 N3  A1MCI 2  
A1MCI C4  C1  C 0 1 N N S N N N 34.948 5.222 20.576 3.177  1.654  0.191  C4  A1MCI 3  
A1MCI C5  C2  C 0 1 N N N N N N 33.619 4.626 20.962 2.594  1.669  -1.198 C5  A1MCI 4  
A1MCI C6  C3  C 0 1 N N N N N N 35.633 2.893 22.512 2.242  -1.675 -0.058 C6  A1MCI 5  
A1MCI C7  C4  C 0 1 N N R N N N 36.946 3.641 22.684 1.098  -1.295 0.855  C7  A1MCI 6  
A1MCI C8  C5  C 0 1 N N N N N N 38.206 5.151 24.784 -1.666 -1.651 1.401  C8  A1MCI 7  
A1MCI C10 C6  C 0 1 N N N N N N 38.354 6.257 25.882 -2.263 -0.292 1.811  C10 A1MCI 8  
A1MCI C13 C7  C 0 1 N N N N N N 39.302 5.464 30.564 -5.660 2.094  -1.041 C13 A1MCI 9  
A1MCI C15 C8  C 0 1 N N R N N N 34.826 5.957 19.242 4.695  1.829  0.110  C15 A1MCI 10 
A1MCI C1  C9  C 0 1 N N N N N N 38.116 5.305 21.063 0.536  1.083  0.164  C1  A1MCI 11 
A1MCI C2  C10 C 0 1 N N R N N N 37.305 4.035 21.248 1.333  0.209  1.135  C2  A1MCI 12 
A1MCI C3  C11 C 0 1 N N S N N N 35.943 4.048 20.532 2.852  0.320  0.867  C3  A1MCI 13 
A1MCI O1  O1  O 0 1 N N N N N N 32.908 5.007 21.865 1.781  2.508  -1.503 O1  A1MCI 14 
A1MCI S1  S1  S 0 1 N N N N N N 36.728 5.161 23.707 -0.493 -1.546 0.021  S1  A1MCI 15 
A1MCI C9  C12 C 0 1 N N N N N N 37.915 4.068 25.873 -3.094 -2.036 0.974  C9  A1MCI 16 
A1MCI N2  N3  N 0 1 N N N N N N 38.277 5.127 26.820 -3.339 -0.587 0.845  N2  A1MCI 17 
A1MCI C11 C13 C 0 1 N N N N N N 38.574 5.048 28.155 -4.218 0.181  0.117  C11 A1MCI 18 
A1MCI C12 C14 C 0 1 N N N N N N 39.430 4.100 29.984 -5.971 0.633  -1.402 C12 A1MCI 19 
A1MCI S2  S2  S 0 1 N N N N N N 39.111 6.432 29.060 -4.293 1.947  0.155  S2  A1MCI 20 
A1MCI C14 C15 C 0 1 N N N N N N 35.028 2.068 23.388 2.286  -2.910 -0.876 C14 A1MCI 21 
A1MCI O2  O2  O 0 1 N N N N N N 33.764 1.819 23.660 1.333  -3.663 -0.891 O2  A1MCI 22 
A1MCI O3  O3  O 0 1 N N N N N N 35.924 1.363 23.834 3.382  -3.198 -1.604 O3  A1MCI 23 
A1MCI C16 C16 C 0 1 N N N N N N 33.828 7.096 19.369 5.019  3.163  -0.566 C16 A1MCI 24 
A1MCI O4  O4  O 0 1 N N N N N N 36.096 6.391 18.759 5.247  1.815  1.427  O4  A1MCI 25 
A1MCI H5  H5  H 0 1 N N N N N N 35.268 5.933 21.351 2.748  2.470  0.774  H5  A1MCI 26 
A1MCI H6  H6  H 0 1 N N N N N N 33.270 3.785 20.382 2.903  0.928  -1.921 H6  A1MCI 27 
A1MCI H8  H8  H 0 1 N N N N N N 37.724 3.019 23.151 1.139  -1.870 1.780  H8  A1MCI 28 
A1MCI H9  H9  H 0 1 N N N N N N 39.117 4.971 24.194 -1.286 -2.234 2.240  H9  A1MCI 29 
A1MCI H10 H10 H 0 1 N N N N N N 39.310 6.801 25.877 -2.600 -0.255 2.847  H10 A1MCI 30 
A1MCI H11 H11 H 0 1 N N N N N N 37.524 6.976 25.941 -1.644 0.562  1.533  H11 A1MCI 31 
A1MCI H12 H12 H 0 1 N N N N N N 40.203 5.755 31.124 -5.341 2.649  -1.923 H12 A1MCI 32 
A1MCI H13 H13 H 0 1 N N N N N N 38.421 5.548 31.217 -6.527 2.570  -0.582 H13 A1MCI 33 
A1MCI H14 H14 H 0 1 N N N N N N 34.409 5.241 18.518 5.123  1.013  -0.473 H14 A1MCI 34 
A1MCI H15 H15 H 0 1 N N N N N N 39.070 5.214 21.604 -0.530 0.968  0.363  H15 A1MCI 35 
A1MCI H16 H16 H 0 1 N N N N N N 38.315 5.460 19.992 0.819  2.127  0.298  H16 A1MCI 36 
A1MCI H17 H17 H 0 1 N N N N N N 37.551 6.162 21.459 0.750  0.777  -0.860 H17 A1MCI 37 
A1MCI H18 H18 H 0 1 N N N N N N 37.889 3.207 20.819 1.096  0.459  2.170  H18 A1MCI 38 
A1MCI H19 H19 H 0 1 N N N N N N 36.091 3.748 19.484 3.409  0.223  1.799  H19 A1MCI 39 
A1MCI H20 H20 H 0 1 N N N N N N 36.871 3.725 25.928 -3.139 -2.575 0.028  H20 A1MCI 40 
A1MCI H21 H21 H 0 1 N N N N N N 38.587 3.197 25.862 -3.675 -2.512 1.764  H21 A1MCI 41 
A1MCI H24 H24 H 0 1 N N N N N N 39.156 3.356 30.746 -5.835 0.494  -2.475 H24 A1MCI 42 
A1MCI H25 H25 H 0 1 N N N N N N 40.471 3.937 29.669 -7.008 0.415  -1.144 H25 A1MCI 43 
A1MCI H26 H26 H 0 1 N N N N N N 35.548 0.670 24.364 3.363  -4.015 -2.121 H26 A1MCI 44 
A1MCI H27 H27 H 0 1 N N N N N N 32.871 6.705 19.744 4.590  3.978  0.017  H27 A1MCI 45 
A1MCI H28 H28 H 0 1 N N N N N N 34.217 7.848 20.071 6.100  3.287  -0.624 H28 A1MCI 46 
A1MCI H29 H29 H 0 1 N N N N N N 33.674 7.560 18.384 4.597  3.173  -1.571 H29 A1MCI 47 
A1MCI H30 H30 H 0 1 N N N N N N 36.683 5.647 18.697 4.910  2.515  2.003  H30 A1MCI 48 
# 
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 
A1MCI O4  C15 SING N N 1  
A1MCI C15 C16 SING N N 2  
A1MCI C15 C4  SING N N 3  
A1MCI C3  C4  SING N N 4  
A1MCI C3  C2  SING N N 5  
A1MCI C3  N1  SING N N 6  
A1MCI C4  C5  SING N N 7  
A1MCI C5  O1  DOUB N N 8  
A1MCI C1  C2  SING N N 9  
A1MCI C2  C7  SING N N 10 
A1MCI N1  C6  DOUB N N 11 
A1MCI C6  C7  SING N N 12 
A1MCI C6  C14 SING N N 13 
A1MCI C7  S1  SING N N 14 
A1MCI C14 O2  DOUB N N 15 
A1MCI C14 O3  SING N N 16 
A1MCI S1  C8  SING N N 17 
A1MCI C8  C9  SING N N 18 
A1MCI C8  C10 SING N N 19 
A1MCI C9  N2  SING N N 20 
A1MCI C10 N2  SING N N 21 
A1MCI N2  C11 SING N N 22 
A1MCI C11 N3  DOUB N N 23 
A1MCI C11 S2  SING N N 24 
A1MCI N3  C12 SING N N 25 
A1MCI S2  C13 SING N N 26 
A1MCI C12 C13 SING N N 27 
A1MCI C4  H5  SING N N 28 
A1MCI C5  H6  SING N N 29 
A1MCI C7  H8  SING N N 30 
A1MCI C8  H9  SING N N 31 
A1MCI C10 H10 SING N N 32 
A1MCI C10 H11 SING N N 33 
A1MCI C13 H12 SING N N 34 
A1MCI C13 H13 SING N N 35 
A1MCI C15 H14 SING N N 36 
A1MCI C1  H15 SING N N 37 
A1MCI C1  H16 SING N N 38 
A1MCI C1  H17 SING N N 39 
A1MCI C2  H18 SING N N 40 
A1MCI C3  H19 SING N N 41 
A1MCI C9  H20 SING N N 42 
A1MCI C9  H21 SING N N 43 
A1MCI C12 H24 SING N N 44 
A1MCI C12 H25 SING N N 45 
A1MCI O3  H26 SING N N 46 
A1MCI C16 H27 SING N N 47 
A1MCI C16 H28 SING N N 48 
A1MCI C16 H29 SING N N 49 
A1MCI O4  H30 SING N N 50 
# 
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 
A1MCI InChI            InChI                1.06  "InChI=1S/C16H23N3O4S2/c1-8-12(11(7-20)9(2)21)18-13(15(22)23)14(8)25-10-5-19(6-10)16-17-3-4-24-16/h7-12,14,21H,3-6H2,1-2H3,(H,22,23)/t8-,9-,11-,12-,14-/m1/s1" 
A1MCI InChIKey         InChI                1.06  PNZUSXYFVQNLMP-FJBPVTJJSA-N                                                                                                                                    
A1MCI SMILES_CANONICAL CACTVS               3.385 "C[C@@H](O)[C@@H](C=O)[C@@H]1N=C([C@H](SC2CN(C2)C3=NCCS3)[C@@H]1C)C(O)=O"                                                                                      
A1MCI SMILES           CACTVS               3.385 "C[CH](O)[CH](C=O)[CH]1N=C([CH](SC2CN(C2)C3=NCCS3)[CH]1C)C(O)=O"                                                                                               
A1MCI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1[C@H](C(=N[C@H]1[C@H](C=O)[C@@H](C)O)C(=O)O)SC2CN(C2)C3=NCCS3"                                                                                         
A1MCI SMILES           "OpenEye OEToolkits" 2.0.7 "CC1C(C(=NC1C(C=O)C(C)O)C(=O)O)SC2CN(C2)C3=NCCS3"                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           A1MCI 
_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},4~{R})-4-[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl-3-methyl-2-[(2~{S},3~{R})-3-oxidanyl-1-oxidanylidene-butan-2-yl]-3,4-dihydro-2~{H}-pyrrole-5-carboxylic acid" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1MCI 
_pdbx_chem_comp_synonyms.name         "(2~{S},3~{R},4~{R})-3-methyl-2-[(2~{S},3~{R})-3-oxidanyl-1-oxidanylidene-butan-2-yl]-4-[1-(1,3-thiazolidin-2-yl)azetidin-3-yl]sulfanyl-3,4-dihydro-2~{H}-pyrrole-5-carboxylic acid" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1MCI 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C5 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1MCI "Create component"   2025-10-31 PDBJ 
A1MCI "Modify coordinates" 2025-11-01 PDBJ 
A1MCI "Modify PCM"         2025-11-01 PDBJ 
A1MCI "Initial release"    2025-11-12 RCSB 
# 
