data_A1H3N
# 
_chem_comp.id                                    A1H3N 
_chem_comp.name                                  "(2~{R},4~{R})-4-(2-methanimidamidoethylsulfanyl)-2-[(2~{S},3~{R})-3-oxidanyl-1-oxidanylidene-butan-2-yl]-3,4-dihydro-2~{H}-pyrrole-5-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H19 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         Imipenem 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-05 
_chem_comp.pdbx_modified_date                    2025-01-17 
_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                        301.362 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H3N 
_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        8RWR 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1H3N N   N1  N 0 1 N N N N N N 16.395 10.786 20.602 -2.063 0.958  0.346  N   A1H3N 1  
A1H3N C   C1  C 0 1 N N N N N N 12.321 8.705  22.586 -5.071 -1.961 -0.728 C   A1H3N 2  
A1H3N O   O1  O 0 1 N N N N N N 14.430 8.656  23.777 -4.766 -0.931 1.437  O   A1H3N 3  
A1H3N C1  C2  C 0 1 N N R N N N 13.650 9.390  22.823 -4.263 -0.959 0.100  C1  A1H3N 4  
A1H3N C10 C3  C 0 1 N N N N N N 18.156 10.682 18.964 -0.708 2.896  -0.256 C10 A1H3N 5  
A1H3N C11 C4  C 0 1 N N N N N N 13.820 10.540 20.730 -2.262 -1.411 -1.293 C11 A1H3N 6  
A1H3N C2  C5  C 0 1 N N S N N N 14.480 9.414  21.555 -2.793 -1.381 0.117  C2  A1H3N 7  
A1H3N C3  C6  C 0 1 N N R N N N 15.863 10.033 21.756 -1.985 -0.379 0.945  C3  A1H3N 8  
A1H3N C4  C7  C 0 1 N N N N N N 16.780 8.837  21.986 -0.482 -0.746 0.916  C4  A1H3N 9  
A1H3N C5  C8  C 0 1 N N N N N N 17.436 10.184 20.166 -0.930 1.538  0.296  C5  A1H3N 10 
A1H3N C6  C9  C 0 1 N N R N N N 17.856 8.940  20.898 0.160  0.662  0.874  C6  A1H3N 11 
A1H3N C7  C10 C 0 1 N N N N N N 17.679 6.140  20.760 2.784  -0.405 0.682  C7  A1H3N 12 
A1H3N C8  C11 C 0 1 N N N N N N 18.210 4.874  20.112 4.130  -0.407 -0.046 C8  A1H3N 13 
A1H3N C9  C12 C 0 1 N N N N N N 19.423 4.761  17.927 6.349  -1.429 0.202  C9  A1H3N 14 
A1H3N N1  N2  N 0 1 N N N N N N 19.325 5.164  19.216 5.071  -1.271 0.671  N1  A1H3N 15 
A1H3N N2  N3  N 0 1 N N N N N N 18.456 4.051  17.425 6.724  -0.816 -0.873 N2  A1H3N 16 
A1H3N O1  O2  O 0 1 N N N N N N 17.408 10.905 17.914 -1.722 3.556  -0.846 O1  A1H3N 17 
A1H3N O2  O3  O 0 1 N N N N N N 19.357 10.869 18.986 0.387  3.412  -0.176 O2  A1H3N 18 
A1H3N O3  O4  O 0 1 N N N N N N 13.380 10.494 19.576 -1.829 -2.440 -1.753 O3  A1H3N 19 
A1H3N S   S1  S 0 1 N N N N N N 17.896 7.573  19.680 1.618  0.665  -0.205 S   A1H3N 20 
A1H3N H6  H1  H 0 1 N N N N N N 11.737 9.281  21.853 -6.119 -1.661 -0.740 H6  A1H3N 21 
A1H3N H5  H2  H 0 1 N N N N N N 12.496 7.690  22.200 -4.687 -1.982 -1.748 H5  A1H3N 22 
A1H3N H4  H3  H 0 1 N N N N N N 11.765 8.646  23.533 -4.983 -2.953 -0.285 H4  A1H3N 23 
A1H3N H7  H4  H 0 1 N N N N N N 15.260 9.098  23.915 -4.719 -1.782 1.893  H7  A1H3N 24 
A1H3N H   H5  H 0 1 N N N N N N 13.478 10.419 23.170 -4.352 0.033  -0.343 H   A1H3N 25 
A1H3N H18 H6  H 0 1 N N N N N N 13.731 11.494 21.227 -2.269 -0.512 -1.891 H18 A1H3N 26 
A1H3N H3  H7  H 0 1 N N N N N N 14.506 8.449  21.027 -2.704 -2.373 0.560  H3  A1H3N 27 
A1H3N H1  H8  H 0 1 N N N N N N 15.854 10.669 22.654 -2.350 -0.356 1.972  H1  A1H3N 28 
A1H3N H9  H9  H 0 1 N N N N N N 17.236 8.887  22.986 -0.191 -1.284 1.818  H9  A1H3N 29 
A1H3N H8  H10 H 0 1 N N N N N N 16.219 7.896  21.886 -0.235 -1.319 0.022  H8  A1H3N 30 
A1H3N H2  H11 H 0 1 N N N N N N 18.862 9.036  21.332 0.424  0.992  1.878  H2  A1H3N 31 
A1H3N H11 H12 H 0 1 N N N N N N 18.221 6.315  21.701 2.389  -1.420 0.719  H11 A1H3N 32 
A1H3N H10 H13 H 0 1 N N N N N N 16.608 6.011  20.973 2.920  -0.031 1.697  H10 A1H3N 33 
A1H3N H12 H14 H 0 1 N N N N N N 18.552 4.185  20.899 3.993  -0.781 -1.061 H12 A1H3N 34 
A1H3N H13 H15 H 0 1 N N N N N N 17.401 4.400  19.536 4.524  0.609  -0.083 H13 A1H3N 35 
A1H3N H15 H16 H 0 1 N N N N N N 20.284 5.023  17.330 7.043  -2.066 0.730  H15 A1H3N 36 
A1H3N H14 H17 H 0 1 N N N N N N 20.080 5.706  19.585 4.790  -1.731 1.477  H14 A1H3N 37 
A1H3N H16 H18 H 0 1 N N N N N N 18.627 3.807  16.470 7.628  -0.928 -1.205 H16 A1H3N 38 
A1H3N H17 H19 H 0 1 N N N N N N 17.949 11.226 17.202 -1.529 4.439  -1.191 H17 A1H3N 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 
A1H3N C   C1  SING N N 1  
A1H3N O   C1  SING N N 2  
A1H3N C1  C2  SING N N 3  
A1H3N C3  C2  SING N N 4  
A1H3N C3  C4  SING N N 5  
A1H3N N   C3  SING N N 6  
A1H3N C5  N   DOUB N N 7  
A1H3N C6  C5  SING N N 8  
A1H3N C4  C6  SING N N 9  
A1H3N S   C6  SING N N 10 
A1H3N C7  S   SING N N 11 
A1H3N C8  C7  SING N N 12 
A1H3N N1  C8  SING N N 13 
A1H3N C9  N1  SING N N 14 
A1H3N N2  C9  DOUB N N 15 
A1H3N C10 C5  SING N N 16 
A1H3N O1  C10 SING N N 17 
A1H3N O2  C10 DOUB N N 18 
A1H3N C2  C11 SING N N 19 
A1H3N C11 O3  DOUB N N 20 
A1H3N C   H6  SING N N 21 
A1H3N C   H5  SING N N 22 
A1H3N C   H4  SING N N 23 
A1H3N O   H7  SING N N 24 
A1H3N C1  H   SING N N 25 
A1H3N C11 H18 SING N N 26 
A1H3N C2  H3  SING N N 27 
A1H3N C3  H1  SING N N 28 
A1H3N C4  H9  SING N N 29 
A1H3N C4  H8  SING N N 30 
A1H3N C6  H2  SING N N 31 
A1H3N C7  H11 SING N N 32 
A1H3N C7  H10 SING N N 33 
A1H3N C8  H12 SING N N 34 
A1H3N C8  H13 SING N N 35 
A1H3N C9  H15 SING N N 36 
A1H3N N1  H14 SING N N 37 
A1H3N N2  H16 SING N N 38 
A1H3N O1  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 
A1H3N InChI            InChI                1.06  "InChI=1S/C12H19N3O4S/c1-7(17)8(5-16)9-4-10(11(15-9)12(18)19)20-3-2-14-6-13/h5-10,17H,2-4H2,1H3,(H2,13,14)(H,18,19)/t7-,8-,9-,10-/m1/s1" 
A1H3N InChIKey         InChI                1.06  NIJGFQHESQFJAG-ZYUZMQFOSA-N                                                                                                              
A1H3N SMILES_CANONICAL CACTVS               3.385 "C[C@@H](O)[C@@H](C=O)[C@H]1C[C@@H](SCCNC=N)C(=N1)C(O)=O"                                                                                
A1H3N SMILES           CACTVS               3.385 "C[CH](O)[CH](C=O)[CH]1C[CH](SCCNC=N)C(=N1)C(O)=O"                                                                                       
A1H3N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C/NCCS[C@@H]1C[C@@H](N=C1C(=O)O)[C@H](C=O)[C@@H](C)O"                                                                             
A1H3N SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C(C=O)C1CC(C(=N1)C(=O)O)SCCNC=N)O"                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           A1H3N 
_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~{R},4~{R})-4-(2-methanimidamidoethylsulfanyl)-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      A1H3N 
_pdbx_chem_comp_synonyms.name         Imipenem 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_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 
A1H3N "Create component" 2024-02-05 PDBE 
A1H3N "Modify PCM"       2024-09-27 PDBE 
A1H3N "Initial release"  2025-01-22 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1H3N 
_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               C11 
_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      ? 
# 
