data_8XO
# 
_chem_comp.id                                    8XO 
_chem_comp.name                                  "2-[E-(E-16-azido-2-oxidanylidene-hexadec-3-enylidene)amino]ethanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H30 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-11-02 
_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                        350.456 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8XO 
_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        5WR1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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 
8XO C15 C1  C 0  1 N N N N N N 19.815 18.031 16.677 -7.571  -0.686 0.023  C15 8XO 1  
8XO C14 C2  C 0  1 N N N N N N 19.256 16.656 16.554 -6.477  0.229  -0.379 C14 8XO 2  
8XO C13 C3  C 0  1 N N N N N N 18.574 16.260 15.287 -5.232  0.271  0.398  C13 8XO 3  
8XO C12 C4  C 0  1 N N N N N N 18.385 17.194 14.334 -4.247  1.094  0.036  C12 8XO 4  
8XO C16 C5  C 0  1 N N N N N N 20.654 19.876 17.863 -9.736  -1.631 -0.261 C16 8XO 5  
8XO C11 C6  C 0  1 N N N N N N 17.691 16.985 12.974 -2.969  1.137  0.834  C11 8XO 6  
8XO O2  O1  O 0  1 N N N N N N 21.039 21.528 19.487 -10.898 0.379  0.143  O2  8XO 7  
8XO C17 C7  C 0  1 N N N N N N 20.778 20.309 19.305 -10.939 -0.829 0.166  C17 8XO 8  
8XO O1  O2  O 0  1 N N N N N N 20.643 19.450 20.242 -12.055 -1.455 0.571  O1  8XO 9  
8XO N   N1  N 0  1 N N N N N N 20.166 18.497 17.789 -8.657  -0.722 -0.654 N   8XO 10 
8XO O   O3  O 0  1 N N N N N N 19.302 15.921 17.564 -6.610  0.946  -1.352 O   8XO 11 
8XO C10 C8  C 0  1 N N N N N N 18.238 17.987 11.913 -1.780  0.881  -0.094 C10 8XO 12 
8XO C9  C9  C 0  1 N N N N N N 18.252 17.377 10.502 -0.482  0.924  0.716  C9  8XO 13 
8XO C8  C10 C 0  1 N N N N N N 17.385 18.141 9.501  0.707   0.668  -0.212 C8  8XO 14 
8XO C7  C11 C 0  1 N N N N N N 18.023 19.452 8.980  2.004   0.711  0.597  C7  8XO 15 
8XO C   C12 C 0  1 N N N N N N 17.261 20.708 9.428  3.193   0.455  -0.331 C   8XO 16 
8XO C1  C13 C 0  1 N N N N N N 17.178 21.862 8.431  4.491   0.498  0.479  C1  8XO 17 
8XO C2  C14 C 0  1 N N N N N N 15.829 22.587 8.635  5.680   0.242  -0.449 C2  8XO 18 
8XO C3  C15 C 0  1 N N N N N N 15.822 24.094 8.292  6.977   0.285  0.361  C3  8XO 19 
8XO C4  C16 C 0  1 N N N N N N 14.874 24.897 9.218  8.166   0.029  -0.567 C4  8XO 20 
8XO C5  C17 C 0  1 N N N N N N 15.259 26.379 9.429  9.464   0.072  0.242  C5  8XO 21 
8XO C6  C18 C 0  1 N N N N N N 14.466 27.072 10.556 10.653  -0.184 -0.686 C6  8XO 22 
8XO N1  N2  N 0  1 N N N N N N 15.275 28.242 10.992 11.895  -0.143 0.090  N1  8XO 23 
8XO N2  N3  N 1  1 N N N N N N 15.281 28.587 12.208 12.563  -1.046 0.130  N2  8XO 24 
8XO N3  N4  N -1 1 N N N N N N 15.367 29.001 13.292 13.231  -1.949 0.169  N3  8XO 25 
8XO H1  H1  H 0  1 N N N N N N 19.921 18.640 15.791 -7.451  -1.326 0.885  H1  8XO 26 
8XO H2  H2  H 0  1 N N N N N N 18.238 15.245 15.137 -5.114  -0.366 1.263  H2  8XO 27 
8XO H3  H3  H 0  1 N N N N N N 18.756 18.186 14.544 -4.365  1.731  -0.828 H3  8XO 28 
8XO H4  H4  H 0  1 N N N N N N 21.640 19.939 17.379 -9.403  -2.254 0.569  H4  8XO 29 
8XO H5  H5  H 0  1 N N N N N N 19.947 20.540 17.344 -10.004 -2.265 -1.106 H5  8XO 30 
8XO H6  H6  H 0  1 N N N N N N 16.609 17.142 13.094 -2.863  2.118  1.298  H6  8XO 31 
8XO H7  H7  H 0  1 N N N N N N 17.877 15.957 12.629 -2.998  0.370  1.608  H7  8XO 32 
8XO H8  H8  H 0  1 N N N N N N 20.770 19.875 21.082 -12.800 -0.898 0.835  H8  8XO 33 
8XO H9  H9  H 0  1 N N N N N N 19.265 18.271 12.188 -1.886  -0.100 -0.558 H9  8XO 34 
8XO H10 H10 H 0  1 N N N N N N 17.599 18.882 11.907 -1.751  1.648  -0.868 H10 8XO 35 
8XO H11 H11 H 0  1 N N N N N N 17.882 16.343 10.566 -0.376  1.905  1.180  H11 8XO 36 
8XO H12 H12 H 0  1 N N N N N N 19.289 17.374 10.134 -0.511  0.157  1.489  H12 8XO 37 
8XO H13 H13 H 0  1 N N N N N N 16.432 18.392 9.991  0.601   -0.312 -0.677 H13 8XO 38 
8XO H14 H14 H 0  1 N N N N N N 17.193 17.485 8.639  0.736   1.435  -0.986 H14 8XO 39 
8XO H15 H15 H 0  1 N N N N N N 18.036 19.423 7.880  2.110   1.692  1.062  H15 8XO 40 
8XO H16 H16 H 0  1 N N N N N N 19.054 19.514 9.357  1.975   -0.056 1.371  H16 8XO 41 
8XO H17 H17 H 0  1 N N N N N N 17.753 21.088 10.335 3.087   -0.525 -0.795 H17 8XO 42 
8XO H18 H18 H 0  1 N N N N N N 16.232 20.403 9.669  3.222   1.222  -1.104 H18 8XO 43 
8XO H19 H19 H 0  1 N N N N N N 17.238 21.471 7.405  4.597   1.479  0.943  H19 8XO 44 
8XO H20 H20 H 0  1 N N N N N N 18.007 22.564 8.605  4.462   -0.269 1.253  H20 8XO 45 
8XO H21 H21 H 0  1 N N N N N N 15.543 22.479 9.692  5.574   -0.738 -0.913 H21 8XO 46 
8XO H22 H22 H 0  1 N N N N N N 15.079 22.092 8.000  5.709   1.009  -1.223 H22 8XO 47 
8XO H23 H23 H 0  1 N N N N N N 16.843 24.488 8.402  7.083   1.266  0.825  H23 8XO 48 
8XO H24 H24 H 0  1 N N N N N N 15.491 24.219 7.251  6.948   -0.482 1.135  H24 8XO 49 
8XO H25 H25 H 0  1 N N N N N N 13.865 24.867 8.781  8.060   -0.951 -1.032 H25 8XO 50 
8XO H26 H26 H 0  1 N N N N N N 14.862 24.405 10.202 8.195   0.796  -1.341 H26 8XO 51 
8XO H27 H27 H 0  1 N N N N N N 16.330 26.428 9.677  9.570   1.053  0.707  H27 8XO 52 
8XO H28 H28 H 0  1 N N N N N N 15.075 26.922 8.490  9.435   -0.695 1.016  H28 8XO 53 
8XO H29 H29 H 0  1 N N N N N N 13.488 27.406 10.181 10.547  -1.164 -1.150 H29 8XO 54 
8XO H30 H30 H 0  1 N N N N N N 14.318 26.379 11.397 10.682  0.583  -1.459 H30 8XO 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 
8XO C3  C2  SING N N 1  
8XO C3  C4  SING N N 2  
8XO C1  C2  SING N N 3  
8XO C1  C   SING N N 4  
8XO C7  C   SING N N 5  
8XO C7  C8  SING N N 6  
8XO C4  C5  SING N N 7  
8XO C5  C6  SING N N 8  
8XO C8  C9  SING N N 9  
8XO C9  C10 SING N N 10 
8XO C6  N1  SING N N 11 
8XO N1  N2  DOUB N N 12 
8XO C10 C11 SING N N 13 
8XO N2  N3  DOUB N N 14 
8XO C11 C12 SING N N 15 
8XO C12 C13 DOUB N E 16 
8XO C13 C14 SING N N 17 
8XO C14 C15 SING N N 18 
8XO C14 O   DOUB N N 19 
8XO C15 N   DOUB N N 20 
8XO N   C16 SING N N 21 
8XO C16 C17 SING N N 22 
8XO C17 O2  DOUB N N 23 
8XO C17 O1  SING N N 24 
8XO C15 H1  SING N N 25 
8XO C13 H2  SING N N 26 
8XO C12 H3  SING N N 27 
8XO C16 H4  SING N N 28 
8XO C16 H5  SING N N 29 
8XO C11 H6  SING N N 30 
8XO C11 H7  SING N N 31 
8XO O1  H8  SING N N 32 
8XO C10 H9  SING N N 33 
8XO C10 H10 SING N N 34 
8XO C9  H11 SING N N 35 
8XO C9  H12 SING N N 36 
8XO C8  H13 SING N N 37 
8XO C8  H14 SING N N 38 
8XO C7  H15 SING N N 39 
8XO C7  H16 SING N N 40 
8XO C   H17 SING N N 41 
8XO C   H18 SING N N 42 
8XO C1  H19 SING N N 43 
8XO C1  H20 SING N N 44 
8XO C2  H21 SING N N 45 
8XO C2  H22 SING N N 46 
8XO C3  H23 SING N N 47 
8XO C3  H24 SING N N 48 
8XO C4  H25 SING N N 49 
8XO C4  H26 SING N N 50 
8XO C5  H27 SING N N 51 
8XO C5  H28 SING N N 52 
8XO C6  H29 SING N N 53 
8XO C6  H30 SING N N 54 
# 
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 
8XO InChI            InChI                1.03  "InChI=1S/C18H30N4O3/c19-22-21-14-12-10-8-6-4-2-1-3-5-7-9-11-13-17(23)15-20-16-18(24)25/h11,13,15H,1-10,12,14,16H2,(H,24,25)/b13-11+,20-15+" 
8XO InChIKey         InChI                1.03  VMJXHBQSQBKHEB-PZBCRXGTSA-N                                                                                                                  
8XO SMILES_CANONICAL CACTVS               3.385 "OC(=O)CN=CC(=O)/C=C/CCCCCCCCCCCCN=[N+]=[N-]"                                                                                                
8XO SMILES           CACTVS               3.385 "OC(=O)CN=CC(=O)C=CCCCCCCCCCCCCN=[N+]=[N-]"                                                                                                  
8XO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C(CCCCCCN=[N+]=[N-])CCCCC/C=C/C(=O)/C=N/CC(=O)O"                                                                                            
8XO SMILES           "OpenEye OEToolkits" 2.0.6 "C(CCCCCCN=[N+]=[N-])CCCCCC=CC(=O)C=NCC(=O)O"                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           8XO 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.6 
_pdbx_chem_comp_identifier.identifier        "2-[(~{E})-[(~{E})-16-azido-2-oxidanylidene-hexadec-3-enylidene]amino]ethanoic 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 
8XO "Create component" 2017-11-02 PDBJ 
8XO "Initial release"  2017-11-22 RCSB 
8XO "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            8XO 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_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               C10 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
