data_A1H3O
# 
_chem_comp.id                                    A1H3O 
_chem_comp.name                                  "(2~{R},4~{S})-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                         d1_2S_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                     A1H3O 
_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 
A1H3O C2  C1  C 0 1 N N S N N N 14.659 9.472  21.997 3.519  0.883  -0.103 C2  A1H3O 1  
A1H3O C3  C2  C 0 1 N N R N N N 16.059 10.084 21.941 2.006  0.891  0.121  C3  A1H3O 2  
A1H3O C4  C3  C 0 1 N N N N N N 16.981 8.868  21.890 1.272  1.293  -1.180 C4  A1H3O 3  
A1H3O C5  C4  C 0 1 N N N N N N 17.121 10.252 19.969 0.470  -0.764 -0.215 C5  A1H3O 4  
A1H3O C6  C5  C 0 1 N N S N N N 17.685 8.988  20.539 0.027  0.376  -1.106 C6  A1H3O 5  
A1H3O C7  C6  C 0 1 N N N N N N 20.218 8.549  19.412 -2.733 0.071  -0.513 C7  A1H3O 6  
A1H3O C8  C7  C 0 1 N N N N N N 20.882 7.211  19.678 -4.007 0.676  0.080  C8  A1H3O 7  
A1H3O C9  C8  C 0 1 N N N N N N 19.735 6.328  21.726 -6.354 0.040  0.422  C9  A1H3O 8  
A1H3O O2  O1  O 0 1 N N N N N N 17.575 12.084 18.585 -1.240 -2.266 -0.754 O2  A1H3O 9  
A1H3O N2  N1  N 0 1 N N N N N N 18.659 6.134  21.036 -6.561 1.193  0.970  N2  A1H3O 10 
A1H3O O3  O2  O 0 1 N N N N N N 13.627 10.308 19.852 4.416  0.265  -2.192 O3  A1H3O 11 
A1H3O C1  C9  C 0 1 N N R N N N 13.584 9.375  23.057 4.225  0.484  1.194  C1  A1H3O 12 
A1H3O N   N2  N 0 1 N N N N N N 16.248 10.849 20.690 1.529  -0.463 0.426  N   A1H3O 13 
A1H3O C   C10 C 0 1 N N N N N N 12.358 8.675  22.506 3.878  1.490  2.294  C   A1H3O 14 
A1H3O O   O3  O 0 1 N N N N N N 14.177 8.559  24.071 3.795  -0.821 1.589  O   A1H3O 15 
A1H3O O1  O4  O 0 1 N N N N N N 17.835 10.051 17.699 0.239  -3.018 0.718  O1  A1H3O 16 
A1H3O C10 C11 C 0 1 N N N N N N 17.525 10.871 18.684 -0.235 -2.063 -0.104 C10 A1H3O 17 
A1H3O C11 C12 C 0 1 N N N N N N 14.009 10.473 21.011 3.861  -0.108 -1.186 C11 A1H3O 18 
A1H3O N1  N3  N 0 1 N N N N N N 20.816 6.850  21.091 -5.107 -0.284 -0.044 N1  A1H3O 19 
A1H3O S   S1  S 0 1 N N N N N N 19.455 9.298  20.872 -1.371 1.259  -0.360 S   A1H3O 20 
A1H3O H3  H1  H 0 1 N N N N N N 14.707 8.500  21.485 3.847  1.878  -0.404 H3  A1H3O 21 
A1H3O H1  H2  H 0 1 N N N N N N 16.260 10.698 22.832 1.747  1.576  0.929  H1  A1H3O 22 
A1H3O H8  H3  H 0 1 N N N N N N 17.710 8.896  22.714 0.988  2.345  -1.162 H8  A1H3O 23 
A1H3O H9  H4  H 0 1 N N N N N N 16.400 7.935  21.946 1.876  1.065  -2.058 H9  A1H3O 24 
A1H3O H2  H5  H 0 1 N N N N N N 17.573 8.104  19.894 -0.237 0.007  -2.097 H2  A1H3O 25 
A1H3O H11 H6  H 0 1 N N N N N N 19.437 8.402  18.651 -2.480 -0.843 0.024  H11 A1H3O 26 
A1H3O H10 H7  H 0 1 N N N N N N 20.980 9.242  19.026 -2.897 -0.161 -1.566 H10 A1H3O 27 
A1H3O H12 H8  H 0 1 N N N N N N 20.372 6.436  19.087 -3.843 0.907  1.132  H12 A1H3O 28 
A1H3O H13 H9  H 0 1 N N N N N N 21.937 7.269  19.373 -4.260 1.590  -0.458 H13 A1H3O 29 
A1H3O H15 H10 H 0 1 N N N N N N 19.773 6.082  22.777 -7.165 -0.668 0.331  H15 A1H3O 30 
A1H3O H16 H11 H 0 1 N N N N N N 17.922 5.748  21.591 -7.444 1.422  1.300  H16 A1H3O 31 
A1H3O H   H12 H 0 1 N N N N N N 13.322 10.374 23.436 5.303  0.478  1.035  H   A1H3O 32 
A1H3O H5  H13 H 0 1 N N N N N N 11.898 9.299  21.725 4.381  1.205  3.218  H5  A1H3O 33 
A1H3O H4  H14 H 0 1 N N N N N N 12.652 7.706  22.075 4.206  2.484  1.993  H4  A1H3O 34 
A1H3O H6  H15 H 0 1 N N N N N N 11.634 8.511  23.318 2.800  1.495  2.454  H6  A1H3O 35 
A1H3O H7  H16 H 0 1 N N N N N N 14.946 8.995  24.419 4.203  -1.139 2.406  H7  A1H3O 36 
A1H3O H17 H17 H 0 1 N N N N N N 18.092 10.555 16.936 -0.255 -3.849 0.757  H17 A1H3O 37 
A1H3O H18 H18 H 0 1 N N N N N N 13.869 11.471 21.400 3.610  -1.151 -1.063 H18 A1H3O 38 
A1H3O H14 H19 H 0 1 N N N N N N 21.639 7.000  21.639 -4.952 -1.148 -0.455 H14 A1H3O 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 
A1H3O C   C1  SING N N 1  
A1H3O O   C1  SING N N 2  
A1H3O C1  C2  SING N N 3  
A1H3O C3  C2  SING N N 4  
A1H3O C3  C4  SING N N 5  
A1H3O N   C3  SING N N 6  
A1H3O C5  N   DOUB N N 7  
A1H3O C6  C5  SING N N 8  
A1H3O C4  C6  SING N N 9  
A1H3O S   C6  SING N N 10 
A1H3O C7  S   SING N N 11 
A1H3O C8  C7  SING N N 12 
A1H3O N1  C8  SING N N 13 
A1H3O C9  N1  SING N N 14 
A1H3O N2  C9  DOUB N N 15 
A1H3O C10 C5  SING N N 16 
A1H3O O1  C10 SING N N 17 
A1H3O O2  C10 DOUB N N 18 
A1H3O C2  C11 SING N N 19 
A1H3O C11 O3  DOUB N N 20 
A1H3O C2  H3  SING N N 21 
A1H3O C3  H1  SING N N 22 
A1H3O C4  H8  SING N N 23 
A1H3O C4  H9  SING N N 24 
A1H3O C6  H2  SING N N 25 
A1H3O C7  H11 SING N N 26 
A1H3O C7  H10 SING N N 27 
A1H3O C8  H12 SING N N 28 
A1H3O C8  H13 SING N N 29 
A1H3O C9  H15 SING N N 30 
A1H3O N2  H16 SING N N 31 
A1H3O C1  H   SING N N 32 
A1H3O C   H5  SING N N 33 
A1H3O C   H4  SING N N 34 
A1H3O C   H6  SING N N 35 
A1H3O O   H7  SING N N 36 
A1H3O O1  H17 SING N N 37 
A1H3O C11 H18 SING N N 38 
A1H3O N1  H14 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 
A1H3O 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" 
A1H3O InChIKey         InChI                1.06  NIJGFQHESQFJAG-KYXWUPHJSA-N                                                                                                              
A1H3O 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"                                                                                 
A1H3O SMILES           CACTVS               3.385 "C[CH](O)[CH](C=O)[CH]1C[CH](SCCNC=N)C(=N1)C(O)=O"                                                                                       
A1H3O 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"                                                                              
A1H3O 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           A1H3O 
_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~{S})-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      A1H3O 
_pdbx_chem_comp_synonyms.name         d1_2S_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 
A1H3O "Create component" 2024-02-05 PDBE 
A1H3O "Modify PCM"       2024-09-27 PDBE 
A1H3O "Initial release"  2025-01-22 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1H3O 
_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      ? 
# 
