data_9KP
# 
_chem_comp.id                                    9KP 
_chem_comp.name                                  "(E)-N~6~-[(2E)-1-carboxy-3-(2-carboxyphenyl)prop-2-en-1-ylidene]-L-lysine" 
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C17 H20 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               LYS 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-05-18 
_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                        348.351 
_chem_comp.one_letter_code                       K 
_chem_comp.three_letter_code                     9KP 
_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        5VTN 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
9KP C10 C10 C 0 1 N N N N N N 24.943 19.799 64.846 -0.829 -1.981 -0.503 C10 9KP 1  
9KP C11 C11 C 0 1 N N N N N N 24.069 19.320 66.060 -1.730 -3.052 -0.001 C11 9KP 2  
9KP O13 O13 O 0 1 N N N N N N 23.099 19.949 66.487 -2.823 -2.766 0.443  O13 9KP 3  
9KP C15 C15 C 0 1 N N N N N N 23.898 22.177 64.605 -2.501 -0.265 -0.044 C15 9KP 4  
9KP C16 C16 C 0 1 Y N N N N N 23.417 23.243 63.609 -3.040 1.090  -0.235 C16 9KP 5  
9KP C17 C17 C 0 1 Y N N N N N 22.106 23.692 63.548 -4.344 1.405  0.205  C17 9KP 6  
9KP C18 C18 C 0 1 Y N N N N N 21.747 24.677 62.574 -4.839 2.694  0.017  C18 9KP 7  
9KP C19 C19 C 0 1 Y N N N N N 22.654 25.235 61.700 -4.057 3.652  -0.596 C19 9KP 8  
9KP C20 C20 C 0 1 Y N N N N N 23.971 24.805 61.766 -2.777 3.344  -1.028 C20 9KP 9  
9KP C22 C22 C 0 1 N N N N N N 21.011 23.198 64.388 -5.175 0.377  0.859  C22 9KP 10 
9KP N   N   N 0 1 N N N Y Y N 33.177 18.541 62.098 6.087  0.942  -1.437 N   9KP 11 
9KP CA  CA  C 0 1 N N S Y N N 31.825 18.972 61.927 5.629  1.006  -0.043 CA  9KP 12 
9KP C   C   C 0 1 N N N Y N Y 31.691 20.473 61.689 6.819  0.958  0.880  C   9KP 13 
9KP O   O   O 0 1 N N N Y N Y 31.703 21.140 62.663 7.875  0.526  0.482  O   9KP 14 
9KP CB  CB  C 0 1 N N N N N N 30.802 18.463 62.933 4.711  -0.183 0.246  CB  9KP 15 
9KP CG  CG  C 0 1 N N N N N N 29.457 19.065 62.771 3.443  -0.068 -0.602 CG  9KP 16 
9KP CD  CD  C 0 1 N N N N N N 28.327 18.709 63.818 2.525  -1.257 -0.313 CD  9KP 17 
9KP CE  CE  C 0 1 N N N N N N 26.980 19.333 63.484 1.316  -1.208 -1.249 CE  9KP 18 
9KP NZ  NZ  N 0 1 N N N N N N 26.028 19.127 64.556 0.379  -2.277 -0.894 NZ  9KP 19 
9KP O12 O12 O 0 1 N N N N N N 24.388 18.292 66.610 -1.335 -4.338 -0.038 O12 9KP 20 
9KP C14 C14 C 0 1 N N N N N N 24.425 20.987 64.057 -1.301 -0.592 -0.563 C14 9KP 21 
9KP C21 C21 C 0 1 Y N N N N N 24.337 23.832 62.693 -2.264 2.076  -0.848 C21 9KP 22 
9KP O23 O23 O 0 1 N N N N N N 21.127 23.138 65.660 -6.460 0.645  1.166  O23 9KP 23 
9KP O24 O24 O 0 1 N N N N N N 19.952 22.867 63.794 -4.703 -0.711 1.121  O24 9KP 24 
9KP H1  H1  H 0 1 N N N N N N 23.836 22.330 65.672 -3.067 -0.998 0.512  H1  9KP 25 
9KP H7  H2  H 0 1 N N N N N N 20.717 24.998 62.522 -5.836 2.943  0.350  H2  9KP 26 
9KP H3  H3  H 0 1 N N N N N N 22.349 25.985 60.985 -4.447 4.648  -0.744 H3  9KP 27 
9KP H4  H4  H 0 1 N N N N N N 24.711 25.224 61.100 -2.175 4.103  -1.507 H4  9KP 28 
9KP H   H   H 0 1 N N N Y Y N 33.196 17.553 62.249 6.598  0.090  -1.612 H   9KP 29 
9KP H2  H7  H 0 1 N Y N Y Y N 33.704 18.763 61.277 5.313  1.038  -2.077 H7  9KP 30 
9KP HA  H8  H 0 1 N N N Y N N 31.505 18.524 60.975 5.081  1.935  0.117  H8  9KP 31 
9KP OXT OXT O 0 1 N Y N Y N Y 31.597 20.877 60.744 6.706  1.396  2.144  OXT 9KP 32 
9KP H10 H10 H 0 1 N N N N N N 30.711 17.373 62.815 5.229  -1.110 0.001  H10 9KP 33 
9KP H11 H11 H 0 1 N N N N N N 31.166 18.693 63.945 4.442  -0.186 1.303  H11 9KP 34 
9KP H12 H12 H 0 1 N N N N N N 29.587 20.157 62.796 2.925  0.860  -0.357 H12 9KP 35 
9KP H13 H13 H 0 1 N N N N N N 29.086 18.763 61.781 3.712  -0.065 -1.659 H13 9KP 36 
9KP H14 H14 H 0 1 N N N N N N 28.208 17.616 63.846 3.072  -2.186 -0.474 H14 9KP 37 
9KP H15 H15 H 0 1 N N N N N N 28.643 19.069 64.808 2.185  -1.210 0.722  H15 9KP 38 
9KP H16 H16 H 0 1 N N N N N N 27.114 20.413 63.326 0.820  -0.242 -1.152 H16 9KP 39 
9KP H17 H17 H 0 1 N N N N N N 26.590 18.873 62.564 1.648  -1.344 -2.279 H17 9KP 40 
9KP H18 H18 H 0 1 N N N N N N 23.797 18.123 67.334 -1.955 -4.998 0.299  H18 9KP 41 
9KP H19 H19 H 0 1 N N N N N N 24.463 20.916 62.980 -0.686 0.167  -1.024 H19 9KP 42 
9KP H20 H20 H 0 1 N N N N N N 25.367 23.508 62.719 -1.265 1.844  -1.187 H20 9KP 43 
9KP H21 H21 H 0 1 N N N N N N 20.316 22.818 66.038 -6.965 -0.060 1.593  H21 9KP 44 
9KP HXT HXT H 0 1 N Y N Y N Y 31.527 21.822 60.809 7.497  1.345  2.698  HXT 9KP 45 
# 
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 
9KP C   CA  SING N N 1  
9KP C   O   DOUB N N 2  
9KP C19 C20 DOUB Y N 3  
9KP C19 C18 SING Y N 4  
9KP C20 C21 SING Y N 5  
9KP CA  N   SING N N 6  
9KP CA  CB  SING N N 7  
9KP C18 C17 DOUB Y N 8  
9KP C21 C16 DOUB Y N 9  
9KP CG  CB  SING N N 10 
9KP CG  CD  SING N N 11 
9KP CE  CD  SING N N 12 
9KP CE  NZ  SING N N 13 
9KP C17 C16 SING Y N 14 
9KP C17 C22 SING N N 15 
9KP C16 C15 SING N N 16 
9KP O24 C22 DOUB N N 17 
9KP C14 C15 DOUB N E 18 
9KP C14 C10 SING N N 19 
9KP C22 O23 SING N N 20 
9KP NZ  C10 DOUB N N 21 
9KP C10 C11 SING N N 22 
9KP C11 O13 DOUB N N 23 
9KP C11 O12 SING N N 24 
9KP C15 H1  SING N N 25 
9KP C18 H7  SING N N 26 
9KP C19 H3  SING N N 27 
9KP C20 H4  SING N N 28 
9KP N   H   SING N N 29 
9KP N   H2  SING N N 30 
9KP CA  HA  SING N N 31 
9KP C   OXT SING N N 32 
9KP CB  H10 SING N N 33 
9KP CB  H11 SING N N 34 
9KP CG  H12 SING N N 35 
9KP CG  H13 SING N N 36 
9KP CD  H14 SING N N 37 
9KP CD  H15 SING N N 38 
9KP CE  H16 SING N N 39 
9KP CE  H17 SING N N 40 
9KP O12 H18 SING N N 41 
9KP C14 H19 SING N N 42 
9KP C21 H20 SING N N 43 
9KP O23 H21 SING N N 44 
9KP OXT HXT SING N N 45 
# 
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 
9KP SMILES           ACDLabs              12.01 "C(/C(=O)O)(=N\CCCCC(N)C(=O)O)\C=C\c1c(C(O)=O)cccc1"                                                                                                                           
9KP InChI            InChI                1.03  "InChI=1S/C17H20N2O6/c18-13(16(22)23)7-3-4-10-19-14(17(24)25)9-8-11-5-1-2-6-12(11)15(20)21/h1-2,5-6,8-9,13H,3-4,7,10,18H2,(H,20,21)(H,22,23)(H,24,25)/b9-8+,19-14+/t13-/m0/s1" 
9KP InChIKey         InChI                1.03  SPDZYZMDISKQIF-OQQJUMBRSA-N                                                                                                                                                    
9KP SMILES_CANONICAL CACTVS               3.385 "N[C@@H](CCCCN=C(\C=C\c1ccccc1C(O)=O)C(O)=O)C(O)=O"                                                                                                                            
9KP SMILES           CACTVS               3.385 "N[CH](CCCCN=C(C=Cc1ccccc1C(O)=O)C(O)=O)C(O)=O"                                                                                                                                
9KP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)/C=C/C(=N\CCCC[C@@H](C(=O)O)N)/C(=O)O)C(=O)O"                                                                                                                      
9KP SMILES           "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)C=CC(=NCCCCC(C(=O)O)N)C(=O)O)C(=O)O"                                                                                                                               
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
9KP "SYSTEMATIC NAME" ACDLabs              12.01 "(E)-N~6~-[(2E)-1-carboxy-3-(2-carboxyphenyl)prop-2-en-1-ylidene]-L-lysine"                                                     
9KP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(~{E},3~{E})-3-[(5~{S})-5-azanyl-6-oxidanyl-6-oxidanylidene-hexyl]imino-4-oxidanyl-4-oxidanylidene-but-1-enyl]benzoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
9KP "Create component"      2017-05-18 RCSB 
9KP "Modify linking type"   2017-05-19 RCSB 
9KP "Modify parent residue" 2018-01-29 RCSB 
9KP "Initial release"       2019-04-10 RCSB 
9KP "Modify backbone"       2023-11-03 PDBE 
9KP "Modify PCM"            2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            9KP 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Non-standard residue" 
_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               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
