data_A1IYS
# 
_chem_comp.id                                    A1IYS 
_chem_comp.name                                  "(2S,5R)-N-(2-azanylethoxy)-1-methanoyl-5-(oxidanylamino)piperidine-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H18 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               OP0 
_chem_comp.pdbx_synonyms                         "nacubactam, reacted form" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-01-14 
_chem_comp.pdbx_modified_date                    2025-08-29 
_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                        246.264 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IYS 
_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        9HPV 
_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 
A1IYS C23 C1  C 0 1 N N N N N N -57.318 11.621 -2.318 -4.292 -1.082 -0.608 C23 A1IYS 1  
A1IYS C22 C2  C 0 1 N N N N N N -58.778 11.803 -2.018 -5.668 -0.688 -0.067 C22 A1IYS 2  
A1IYS C4  C3  C 0 1 N N N N N N -53.924 12.082 -6.162 1.168  -1.352 0.887  C7  A1IYS 3  
A1IYS C5  C4  C 0 1 N N N N N N -53.093 13.361 -6.022 2.634  -1.556 0.496  C5  A1IYS 4  
A1IYS C6  C5  C 0 1 N N R N N N -53.381 14.358 -7.132 3.360  -0.209 0.511  C1  A1IYS 5  
A1IYS C7  C6  C 0 1 N N N N N N -54.877 14.571 -7.232 2.712  0.728  -0.514 C8  A1IYS 6  
A1IYS C1  C7  C 0 1 N N N N N N -56.104 12.991 -8.794 0.677  2.012  -0.066 C4  A1IYS 7  
A1IYS C2  C8  C 0 1 N N S N N N -55.414 12.270 -6.518 0.496  -0.429 -0.134 C2  A1IYS 8  
A1IYS C3  C9  C 0 1 N N N N N N -56.246 12.626 -5.287 -0.907 -0.113 0.317  C3  A1IYS 9  
A1IYS N15 N1  N 0 1 N N N N N N -56.029 11.857 -4.219 -1.958 -0.693 -0.296 N15 A1IYS 10 
A1IYS N21 N2  N 0 1 N N N N N N -59.053 13.167 -1.499 -5.902 0.740  -0.318 N21 A1IYS 11 
A1IYS N16 N3  N 0 1 N N N N N N -52.894 13.843 -8.397 4.774  -0.410 0.167  N16 A1IYS 12 
A1IYS N14 N4  N 0 1 N N N N N N -55.519 13.289 -7.565 1.273  0.814  -0.232 N14 A1IYS 13 
A1IYS O10 O1  O 0 1 N N N N N N -51.613 13.365 -8.541 4.910  -1.001 -1.164 O10 A1IYS 14 
A1IYS O24 O2  O 0 1 N N N N N N -57.192 11.257 -3.706 -3.276 -0.397 0.128  O24 A1IYS 15 
A1IYS O9  O3  O 0 1 N N N N N N -57.066 13.540 -5.307 -1.090 0.662  1.231  O9  A1IYS 16 
A1IYS O8  O4  O 0 1 N N N N N N -56.317 11.879 -9.167 1.344  3.025  -0.052 O8  A1IYS 17 
A1IYS H18 H1  H 0 1 N N N N N N -56.903 10.824 -1.684 -4.154 -2.158 -0.502 H18 A1IYS 18 
A1IYS H17 H2  H 0 1 N N N N N N -56.778 12.560 -2.128 -4.223 -0.808 -1.661 H17 A1IYS 19 
A1IYS H15 H3  H 0 1 N N N N N N -59.356 11.647 -2.941 -6.437 -1.276 -0.568 H15 A1IYS 20 
A1IYS H16 H4  H 0 1 N N N N N N -59.084 11.063 -1.264 -5.705 -0.879 1.005  H16 A1IYS 21 
A1IYS H9  H5  H 0 1 N N N N N N -53.874 11.543 -5.204 0.658  -2.315 0.898  H3  A1IYS 22 
A1IYS H10 H6  H 0 1 N N N N N N -53.465 11.469 -6.952 1.115  -0.900 1.877  H9  A1IYS 23 
A1IYS H8  H7  H 0 1 N N N N N N -53.326 13.831 -5.055 3.109  -2.232 1.207  H7  A1IYS 24 
A1IYS H7  H8  H 0 1 N N N N N N -52.026 13.095 -6.053 2.687  -1.986 -0.504 H11 A1IYS 25 
A1IYS H6  H9  H 0 1 N N N N N N -52.892 15.315 -6.897 3.286  0.233  1.505  H19 A1IYS 26 
A1IYS H5  H10 H 0 1 N N N N N N -55.263 14.938 -6.270 3.160  1.718  -0.438 H5  A1IYS 27 
A1IYS H4  H11 H 0 1 N N N N N N -55.093 15.308 -8.019 2.865  0.331  -1.518 H4  A1IYS 28 
A1IYS H1  H12 H 0 1 N Y N N N N -56.379 13.810 -9.442 -0.395 2.069  0.054  H14 A1IYS 29 
A1IYS H2  H13 H 0 1 N N N N N N -55.788 11.315 -6.915 0.465  -0.920 -1.107 H6  A1IYS 30 
A1IYS H3  H14 H 0 1 N N N N N N -55.122 11.720 -3.820 -1.812 -1.314 -1.027 H8  A1IYS 31 
A1IYS H12 H15 H 0 1 N N N N N N -60.030 13.261 -1.308 -5.809 0.955  -1.299 H12 A1IYS 32 
A1IYS H13 H17 H 0 1 N N N N N N -58.533 13.314 -0.657 -6.805 1.025  0.031  H13 A1IYS 33 
A1IYS H11 H18 H 0 1 N N N N N N -52.992 14.586 -9.059 5.239  -0.974 0.862  H10 A1IYS 34 
A1IYS H14 H18 H 0 1 N N N N N N -51.482 13.074 -9.436 5.826  -1.152 -1.436 H1  A1IYS 35 
# 
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 
A1IYS O10 N16 SING N N 1  
A1IYS N16 C6  SING N N 2  
A1IYS C6  C7  SING N N 3  
A1IYS C7  N14 SING N N 4  
A1IYS N14 C1  SING N N 5  
A1IYS C1  O8  DOUB N N 6  
A1IYS N14 C2  SING N N 7  
A1IYS C2  C3  SING N N 8  
A1IYS C3  N15 SING N N 9  
A1IYS N15 O24 SING N N 10 
A1IYS O24 C23 SING N N 11 
A1IYS C23 C22 SING N N 12 
A1IYS C22 N21 SING N N 13 
A1IYS C3  O9  DOUB N N 14 
A1IYS C2  C4  SING N N 15 
A1IYS C4  C5  SING N N 16 
A1IYS C5  C6  SING N N 17 
A1IYS C23 H18 SING N N 18 
A1IYS C23 H17 SING N N 19 
A1IYS C22 H15 SING N N 20 
A1IYS C22 H16 SING N N 21 
A1IYS C4  H9  SING N N 22 
A1IYS C4  H10 SING N N 23 
A1IYS C5  H8  SING N N 24 
A1IYS C5  H7  SING N N 25 
A1IYS C6  H6  SING N N 26 
A1IYS C7  H5  SING N N 27 
A1IYS C7  H4  SING N N 28 
A1IYS C1  H1  SING N N 29 
A1IYS C2  H2  SING N N 30 
A1IYS N15 H3  SING N N 31 
A1IYS N21 H12 SING N N 32 
A1IYS N21 H13 SING N N 33 
A1IYS N16 H11 SING N N 34 
A1IYS O10 H14 SING N N 35 
# 
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 
A1IYS InChI            InChI                1.06  "InChI=1S/C9H18N4O4/c10-3-4-17-12-9(15)8-2-1-7(11-16)5-13(8)6-14/h6-8,11,16H,1-5,10H2,(H,12,15)/t7-,8+/m1/s1" 
A1IYS InChIKey         InChI                1.06  SGDIINYEFNSHTO-SFYZADRCSA-N                                                                                   
A1IYS SMILES_CANONICAL CACTVS               3.385 "NCCONC(=O)[C@@H]1CC[C@H](CN1C=O)NO"                                                                          
A1IYS SMILES           CACTVS               3.385 "NCCONC(=O)[CH]1CC[CH](CN1C=O)NO"                                                                             
A1IYS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C1C[C@H](N(C[C@@H]1NO)C=O)C(=O)NOCCN"                                                                        
A1IYS SMILES           "OpenEye OEToolkits" 2.0.7 "C1CC(N(CC1NO)C=O)C(=O)NOCCN"                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           A1IYS 
_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},5~{R})-~{N}-(2-azanylethoxy)-1-methanoyl-5-(oxidanylamino)piperidine-2-carboxamide" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1IYS 
_pdbx_chem_comp_synonyms.name         "nacubactam, reacted form" 
_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 
A1IYS "Create component" 2025-01-14 PDBE 
A1IYS "Modify PCM"       2025-01-18 PDBE 
A1IYS "Initial release"  2025-09-03 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1IYS 
_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               C1 
_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      ? 
# 
