data_KQI
# 
_chem_comp.id                                    KQI 
_chem_comp.name                                  "6-azido-N-[(2S)-1-oxidanylidene-1-[[(2S,3R)-3-oxidanyl-1-oxidanylidene-butan-2-yl]amino]-3-phenyl-propan-2-yl]hexanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H27 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Beta-lactone antibacterial agent (open form)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-06-02 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        389.449 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KQI 
_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        7ZUK 
_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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
KQI C5  C1  C 0  1 Y N N N N N 38.774 64.141 46.418 1.211  3.194  -0.868 C5  KQI 1  
KQI C6  C2  C 0  1 Y N N N N N 38.681 64.751 45.176 0.192  2.307  -1.161 C6  KQI 2  
KQI N1  N1  N 0  1 N N N N N N 41.517 67.641 43.294 -0.518 -0.685 -0.587 N1  KQI 3  
KQI C2  C3  C 0  1 Y N N N N N 40.238 66.410 45.882 -0.983 3.007  0.804  C2  KQI 4  
KQI N3  N2  N 1  1 N N N N N N 47.378 72.062 46.774 8.826  -1.213 0.623  N3  KQI 5  
KQI C4  C4  C 0  1 Y N N N N N 39.597 64.664 47.386 1.133  3.987  0.262  C4  KQI 6  
KQI CA  C5  C 0  1 N N S N N N 40.149 65.682 39.137 -5.244 -1.603 0.053  CA  KQI 7  
KQI C   C6  C 0  1 N N N N N N 39.277 64.465 38.777 -5.851 -1.340 -1.301 C   KQI 8  
KQI CB  C7  C 0  1 N N R N N N 41.444 65.671 38.309 -6.295 -1.363 1.139  CB  KQI 9  
KQI O   O1  O 0  1 N N N N N N 39.696 63.369 38.967 -5.384 -0.487 -2.016 O   KQI 10 
KQI OB1 O2  O 0  1 N N N N N N 42.266 66.766 38.716 -6.830 -0.045 1.000  OB1 KQI 11 
KQI CB1 C8  C 0  1 N N N N N N 41.165 65.742 36.824 -5.647 -1.508 2.517  CB1 KQI 12 
KQI N   N3  N 0  1 N N N N N N 40.465 65.668 40.555 -4.109 -0.701 0.263  N   KQI 13 
KQI CAO C9  C 0  1 N N N N N N 40.402 66.774 41.306 -2.889 -1.032 -0.205 CAO KQI 14 
KQI OAR O3  O 0  1 N N N N N N 40.142 67.887 40.856 -2.731 -2.076 -0.800 OAR KQI 15 
KQI CAP C10 C 0  1 N N S N N N 40.646 66.584 42.798 -1.722 -0.103 0.011  CAP KQI 16 
KQI CAS C11 C 0  1 N N N N N N 39.313 66.561 43.549 -2.016 1.247  -0.645 CAS KQI 17 
KQI C7  C12 C 0  1 N N N N N N 42.709 67.881 42.748 0.699  -0.340 -0.123 C7  KQI 18 
KQI C1  C13 C 0  1 Y N N N N N 39.409 65.896 44.896 -0.905 2.214  -0.325 C1  KQI 19 
KQI C3  C14 C 0  1 Y N N N N N 40.328 65.795 47.122 0.034  3.897  1.095  C3  KQI 20 
KQI C8  C15 C 0  1 N N N N N N 43.391 69.166 43.172 1.938  -0.939 -0.738 C8  KQI 21 
KQI C9  C16 C 0  1 N N N N N N 44.866 69.166 42.904 3.177  -0.384 -0.032 C9  KQI 22 
KQI C10 C17 C 0  1 N N N N N N 45.675 69.927 43.947 4.434  -0.992 -0.657 C10 KQI 23 
KQI C11 C18 C 0  1 N N N N N N 45.833 71.413 43.649 5.673  -0.438 0.049  C11 KQI 24 
KQI C12 C19 C 0  1 N N N N N N 45.990 72.252 44.900 6.931  -1.046 -0.576 C12 KQI 25 
KQI N2  N4  N 0  1 N N N N N N 47.325 72.024 45.481 8.117  -0.515 0.100  N2  KQI 26 
KQI N4  N5  N -1 1 N N N N N N 47.443 72.056 47.909 9.535  -1.911 1.146  N4  KQI 27 
KQI OC7 O4  O 0  1 N N N N N N 43.215 67.112 41.933 0.798  0.452  0.791  OC7 KQI 28 
KQI H1  H1  H 0  1 N N N N N N 38.197 63.252 46.625 2.070  3.264  -1.519 H1  KQI 29 
KQI H2  H2  H 0  1 N N N N N N 38.035 64.330 44.420 0.252  1.688  -2.044 H2  KQI 30 
KQI H3  H3  H 0  1 N N N N N N 41.213 68.201 44.064 -0.597 -1.319 -1.317 H3  KQI 31 
KQI H4  H4  H 0  1 N N N N N N 40.819 67.298 45.682 -1.842 2.937  1.456  H4  KQI 32 
KQI H5  H5  H 0  1 N N N N N N 39.668 64.186 48.352 1.931  4.677  0.493  H5  KQI 33 
KQI H6  H6  H 0  1 N N N N N N 39.588 66.596 38.894 -4.900 -2.637 0.102  H6  KQI 34 
KQI H7  H7  H 0  1 N Y N N N N 38.293 64.606 38.355 -6.704 -1.914 -1.631 H7  KQI 35 
KQI H8  H8  H 0  1 N N N N N N 41.969 64.726 38.515 -7.098 -2.093 1.036  H8  KQI 36 
KQI H9  H9  H 0  1 N N N N N N 42.432 66.708 39.650 -6.170 0.658  1.081  H9  KQI 37 
KQI H10 H10 H 0  1 N N N N N N 40.532 64.893 36.528 -6.396 -1.337 3.290  H10 KQI 38 
KQI H11 H11 H 0  1 N N N N N N 40.646 66.684 36.593 -5.239 -2.514 2.622  H11 KQI 39 
KQI H12 H12 H 0  1 N N N N N N 42.115 65.701 36.270 -4.844 -0.778 2.620  H12 KQI 40 
KQI H13 H13 H 0  1 N N N N N N 40.738 64.806 40.983 -4.236 0.135  0.739  H13 KQI 41 
KQI H14 H14 H 0  1 N N N N N N 41.139 65.612 42.945 -1.564 0.039  1.080  H14 KQI 42 
KQI H15 H15 H 0  1 N N N N N N 38.974 67.597 43.693 -2.086 1.119  -1.725 H15 KQI 43 
KQI H16 H16 H 0  1 N N N N N N 38.577 66.015 42.940 -2.959 1.639  -0.264 H16 KQI 44 
KQI H17 H17 H 0  1 N N N N N N 40.975 66.207 47.882 -0.027 4.517  1.977  H17 KQI 45 
KQI H18 H18 H 0  1 N N N N N N 42.935 70.002 42.621 1.911  -2.023 -0.627 H18 KQI 46 
KQI H19 H19 H 0  1 N N N N N N 43.231 69.307 44.251 1.977  -0.683 -1.797 H19 KQI 47 
KQI H20 H20 H 0  1 N N N N N N 45.216 68.123 42.885 3.204  0.700  -0.143 H20 KQI 48 
KQI H21 H21 H 0  1 N N N N N N 45.041 69.629 41.922 3.137  -0.641 1.027  H21 KQI 49 
KQI H22 H22 H 0  1 N N N N N N 45.172 69.821 44.919 4.408  -2.076 -0.546 H22 KQI 50 
KQI H23 H23 H 0  1 N N N N N N 46.677 69.477 44.002 4.474  -0.736 -1.716 H23 KQI 51 
KQI H24 H24 H 0  1 N N N N N N 46.724 71.552 43.019 5.700  0.646  -0.062 H24 KQI 52 
KQI H25 H25 H 0  1 N N N N N N 44.942 71.758 43.104 5.634  -0.694 1.108  H25 KQI 53 
KQI H26 H26 H 0  1 N N N N N N 45.878 73.316 44.644 6.904  -2.129 -0.465 H26 KQI 54 
KQI H27 H27 H 0  1 N N N N N N 45.219 71.968 45.631 6.971  -0.789 -1.635 H27 KQI 55 
# 
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 
KQI CB1 CB  SING N N 1  
KQI CB  OB1 SING N N 2  
KQI CB  CA  SING N N 3  
KQI C   O   DOUB N N 4  
KQI C   CA  SING N N 5  
KQI CA  N   SING N N 6  
KQI N   CAO SING N N 7  
KQI OAR CAO DOUB N N 8  
KQI CAO CAP SING N N 9  
KQI OC7 C7  DOUB N N 10 
KQI C7  C8  SING N N 11 
KQI C7  N1  SING N N 12 
KQI CAP N1  SING N N 13 
KQI CAP CAS SING N N 14 
KQI C9  C8  SING N N 15 
KQI C9  C10 SING N N 16 
KQI CAS C1  SING N N 17 
KQI C11 C10 SING N N 18 
KQI C11 C12 SING N N 19 
KQI C1  C6  DOUB Y N 20 
KQI C1  C2  SING Y N 21 
KQI C12 N2  SING N N 22 
KQI C6  C5  SING Y N 23 
KQI N2  N3  DOUB N N 24 
KQI C2  C3  DOUB Y N 25 
KQI C5  C4  DOUB Y N 26 
KQI N3  N4  DOUB N N 27 
KQI C3  C4  SING Y N 28 
KQI C5  H1  SING N N 29 
KQI C6  H2  SING N N 30 
KQI N1  H3  SING N N 31 
KQI C2  H4  SING N N 32 
KQI C4  H5  SING N N 33 
KQI CA  H6  SING N N 34 
KQI C   H7  SING N N 35 
KQI CB  H8  SING N N 36 
KQI OB1 H9  SING N N 37 
KQI CB1 H10 SING N N 38 
KQI CB1 H11 SING N N 39 
KQI CB1 H12 SING N N 40 
KQI N   H13 SING N N 41 
KQI CAP H14 SING N N 42 
KQI CAS H15 SING N N 43 
KQI CAS H16 SING N N 44 
KQI C3  H17 SING N N 45 
KQI C8  H18 SING N N 46 
KQI C8  H19 SING N N 47 
KQI C9  H20 SING N N 48 
KQI C9  H21 SING N N 49 
KQI C10 H22 SING N N 50 
KQI C10 H23 SING N N 51 
KQI C11 H24 SING N N 52 
KQI C11 H25 SING N N 53 
KQI C12 H26 SING N N 54 
KQI C12 H27 SING N N 55 
# 
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 
KQI InChI            InChI                1.06  "InChI=1S/C19H27N5O4/c1-14(26)17(13-25)23-19(28)16(12-15-8-4-2-5-9-15)22-18(27)10-6-3-7-11-21-24-20/h2,4-5,8-9,13-14,16-17,26H,3,6-7,10-12H2,1H3,(H,22,27)(H,23,28)/t14-,16+,17-/m1/s1" 
KQI InChIKey         InChI                1.06  JYMVTDPABCQINZ-HYVNUMGLSA-N                                                                                                                                                             
KQI SMILES_CANONICAL CACTVS               3.385 "C[C@@H](O)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CCCCCN=[N+]=[N-])C=O"                                                                                                                      
KQI SMILES           CACTVS               3.385 "C[CH](O)[CH](NC(=O)[CH](Cc1ccccc1)NC(=O)CCCCCN=[N+]=[N-])C=O"                                                                                                                          
KQI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]([C@@H](C=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)CCCCCN=[N+]=[N-])O"                                                                                                                      
KQI SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C(C=O)NC(=O)C(Cc1ccccc1)NC(=O)CCCCCN=[N+]=[N-])O"                                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           KQI 
_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        "6-azido-~{N}-[(2~{S})-1-oxidanylidene-1-[[(2~{S},3~{R})-3-oxidanyl-1-oxidanylidene-butan-2-yl]amino]-3-phenyl-propan-2-yl]hexanamide" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      KQI 
_pdbx_chem_comp_synonyms.name         "Beta-lactone antibacterial agent (open form)" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_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 
KQI "Create component"  2022-06-02 PDBE 
KQI "Modify descriptor" 2022-08-22 RCSB 
KQI "Initial release"   2022-11-02 RCSB 
KQI "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            KQI 
_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               C 
_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      ? 
# 
