data_FHE # _chem_comp.id FHE _chem_comp.name "2-[(4~{Z})-2-[(1~{R})-1-azanyl-2-oxidanylidene-propyl]-4-[[4-[(2-nitrophenyl)methoxy]phenyl]methylidene]-5-oxidanylidene-imidazol-1-yl]ethanoic acid" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C22 H20 N4 O7" _chem_comp.mon_nstd_parent_comp_id "THR, TYR, GLY" _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-07-06 _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 452.417 _chem_comp.one_letter_code TYG _chem_comp.three_letter_code FHE _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 6H01 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI _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 FHE N1 N1 N 0 1 N N N Y Y N 56.176 2.804 29.880 -4.058 -2.440 -1.804 N1 FHE 1 FHE N3 N3 N 0 1 N N N Y N N 57.340 -0.096 29.640 -4.754 0.317 -0.398 N3 FHE 2 FHE C4 C4 C 0 1 N N N N N N 54.577 0.644 21.225 3.936 0.319 0.017 C4 FHE 3 FHE C8 C8 C 0 1 Y N N N N N 54.013 1.800 20.397 5.437 0.266 0.146 C8 FHE 4 FHE C10 C10 C 0 1 Y N N N N N 52.161 2.376 18.971 7.537 1.387 0.401 C10 FHE 5 FHE C13 C13 C 0 1 Y N N N N N 54.492 3.111 20.319 6.090 -0.952 0.122 C13 FHE 6 FHE CB1 CB1 C 0 1 N N N N N N 54.147 1.902 29.178 -2.340 -2.544 -0.089 CB1 FHE 7 FHE CB2 CB2 C 0 1 N N N N N N 57.589 -1.476 26.292 -1.995 2.604 -0.353 CB2 FHE 8 FHE CG1 CG1 C 0 1 N N N N N N 53.011 2.429 30.041 -1.954 -2.696 1.360 CG1 FHE 9 FHE OG1 OG1 O 0 1 N N N N N N 53.999 1.826 28.007 -1.565 -2.864 -0.957 OG1 FHE 10 FHE CG2 CG2 C 0 1 Y N N N N N 57.101 -0.948 24.940 -0.554 2.362 -0.242 CG2 FHE 11 FHE CD1 CD1 C 0 1 Y N N N N N 56.148 0.046 24.815 -0.055 1.053 -0.292 CD1 FHE 12 FHE CD2 CD2 C 0 1 Y N N N N N 57.652 -1.527 23.799 0.331 3.439 -0.091 CD2 FHE 13 FHE CE1 CE1 C 0 1 Y N N N N N 55.767 0.451 23.540 1.294 0.832 -0.188 CE1 FHE 14 FHE CE2 CE2 C 0 1 Y N N N N N 57.274 -1.133 22.525 1.678 3.205 0.012 CE2 FHE 15 FHE CZ CZ C 0 1 Y N N N N N 56.327 -0.136 22.392 2.167 1.904 -0.033 CZ FHE 16 FHE OH OH O 0 1 N N N N N N 55.920 0.313 21.112 3.501 1.679 0.070 OH FHE 17 FHE C1 C1 C 0 1 N N N Y N N 56.328 0.534 29.075 -3.649 -0.487 -0.418 C1 FHE 18 FHE C11 C11 C 0 1 Y N N N N N 52.661 3.649 18.881 8.190 0.169 0.383 C11 FHE 19 FHE C12 C12 C 0 1 Y N N N N N 53.816 4.022 19.536 7.466 -1.001 0.240 C12 FHE 20 FHE C2 C2 C 0 1 N N N Y N N 57.910 -0.876 28.751 -4.344 1.605 -0.375 C2 FHE 21 FHE C3 C3 C 0 1 N N N Y N Y 57.535 -1.249 31.748 -6.585 -0.442 1.002 C3 FHE 22 FHE C9 C9 C 0 1 Y N N N N N 52.843 1.463 19.736 6.160 1.436 0.283 C9 FHE 23 FHE CA1 CA1 C 0 1 N N R Y N N 55.466 1.551 29.841 -3.695 -1.992 -0.453 CA1 FHE 24 FHE CA2 CA2 C 0 1 N N N Y N N 57.223 -0.713 27.560 -2.872 1.542 -0.375 CA2 FHE 25 FHE CA3 CA3 C 0 1 N N N Y N N 57.759 0.055 31.012 -6.147 -0.139 -0.407 CA3 FHE 26 FHE N14 N14 N 1 1 N N N N N N 55.690 3.643 20.938 5.316 -2.204 -0.031 N14 FHE 27 FHE N2 N2 N 0 1 N N N Y N N 56.251 0.157 27.801 -2.558 0.212 -0.403 N2 FHE 28 FHE O15 O15 O 0 1 N N N N N N 56.737 2.838 21.414 4.103 -2.161 -0.136 O15 FHE 29 FHE O16 O16 O -1 1 N N N N N N 55.791 5.037 21.003 5.891 -3.277 -0.053 O16 FHE 30 FHE O2 O2 O 0 1 N N N Y N N 59.013 -1.711 28.967 -5.042 2.603 -0.358 O2 FHE 31 FHE O3 O3 O 0 1 N N N Y N Y 57.754 -1.321 32.911 -5.846 -0.205 1.929 O3 FHE 32 FHE OXT OXT O 0 1 N Y N Y N Y 56.121 -1.453 31.792 -7.796 -0.974 1.228 OXT FHE 33 FHE H H1 H 0 1 N N N Y Y N 55.631 3.481 30.375 -4.989 -2.137 -2.048 H1 FHE 34 FHE H2 H2 H 0 1 N Y N Y Y N 57.052 2.676 30.345 -3.385 -2.121 -2.485 H2 FHE 35 FHE H4 H4 H 0 1 N N N N N N 54.396 0.890 22.282 3.638 -0.121 -0.935 H4 FHE 36 FHE H5 H5 H 0 1 N N N N N N 54.002 -0.254 20.954 3.481 -0.240 0.834 H5 FHE 37 FHE H6 H6 H 0 1 N N N N N N 51.254 2.099 18.454 8.102 2.301 0.508 H6 FHE 38 FHE H7 H7 H 0 1 N N N N N N 58.184 -2.376 26.346 -2.369 3.615 -0.417 H7 FHE 39 FHE H9 H9 H 0 1 N N N N N N 52.152 2.682 29.403 -2.168 -3.714 1.688 H9 FHE 40 FHE H10 H10 H 0 1 N N N N N N 52.714 1.658 30.767 -0.889 -2.494 1.475 H10 FHE 41 FHE H11 H11 H 0 1 N N N N N N 53.346 3.328 30.578 -2.525 -1.992 1.964 H11 FHE 42 FHE H12 H12 H 0 1 N N N N N N 55.708 0.499 25.691 -0.732 0.219 -0.412 H12 FHE 43 FHE H13 H13 H 0 1 N N N N N N 58.394 -2.304 23.910 -0.047 4.450 -0.056 H13 FHE 44 FHE H14 H14 H 0 1 N N N N N N 55.028 1.230 23.430 1.680 -0.176 -0.226 H14 FHE 45 FHE H15 H15 H 0 1 N N N N N N 57.711 -1.597 21.653 2.361 4.034 0.128 H15 FHE 46 FHE H16 H16 H 0 1 N N N N N N 52.137 4.379 18.282 9.265 0.131 0.475 H16 FHE 47 FHE H17 H17 H 0 1 N N N N N N 54.191 5.030 19.435 7.977 -1.952 0.222 H17 FHE 48 FHE H18 H18 H 0 1 N N N N N N 52.458 0.458 19.825 5.650 2.388 0.296 H18 FHE 49 FHE HA1 H19 H 0 1 N N N Y N N 55.280 1.178 30.859 -4.437 -2.351 0.260 H19 FHE 50 FHE HA31 H21 H 0 1 N N N Y N N 58.827 0.316 31.044 -6.782 0.642 -0.826 H21 FHE 51 FHE HA32 H22 H 0 1 N N N Y N N 57.172 0.853 31.490 -6.230 -1.039 -1.015 H22 FHE 52 FHE HXT H24 H 0 1 N Y N Y N Y 55.846 -1.572 32.693 -8.033 -1.151 2.149 H24 FHE 53 # 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 FHE C11 C10 DOUB Y N 1 FHE C11 C12 SING Y N 2 FHE C10 C9 SING Y N 3 FHE C12 C13 DOUB Y N 4 FHE C9 C8 DOUB Y N 5 FHE C13 C8 SING Y N 6 FHE C13 N14 SING N N 7 FHE C8 C4 SING N N 8 FHE N14 O16 SING N N 9 FHE N14 O15 DOUB N N 10 FHE OH C4 SING N N 11 FHE OH CZ SING N N 12 FHE CZ CE2 DOUB Y N 13 FHE CZ CE1 SING Y N 14 FHE CE2 CD2 SING Y N 15 FHE CE1 CD1 DOUB Y N 16 FHE CD2 CG2 DOUB Y N 17 FHE CD1 CG2 SING Y N 18 FHE CG2 CB2 SING N N 19 FHE CB2 CA2 DOUB N Z 20 FHE CA2 N2 SING N N 21 FHE CA2 C2 SING N N 22 FHE N2 C1 DOUB N N 23 FHE OG1 CB1 DOUB N N 24 FHE C2 O2 DOUB N N 25 FHE C2 N3 SING N N 26 FHE C1 N3 SING N N 27 FHE C1 CA1 SING N N 28 FHE CB1 CA1 SING N N 29 FHE CB1 CG1 SING N N 30 FHE N3 CA3 SING N N 31 FHE CA1 N1 SING N N 32 FHE CA3 C3 SING N N 33 FHE C3 O3 DOUB N N 34 FHE C3 OXT SING N N 35 FHE N1 H SING N N 36 FHE N1 H2 SING N N 37 FHE C4 H4 SING N N 38 FHE C4 H5 SING N N 39 FHE C10 H6 SING N N 40 FHE CB2 H7 SING N N 41 FHE CG1 H9 SING N N 42 FHE CG1 H10 SING N N 43 FHE CG1 H11 SING N N 44 FHE CD1 H12 SING N N 45 FHE CD2 H13 SING N N 46 FHE CE1 H14 SING N N 47 FHE CE2 H15 SING N N 48 FHE C11 H16 SING N N 49 FHE C12 H17 SING N N 50 FHE C9 H18 SING N N 51 FHE CA1 HA1 SING N N 52 FHE CA3 HA31 SING N N 53 FHE CA3 HA32 SING N N 54 FHE OXT HXT 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 FHE InChI InChI 1.03 "InChI=1S/C22H20N4O7/c1-13(27)20(23)21-24-17(22(30)25(21)11-19(28)29)10-14-6-8-16(9-7-14)33-12-15-4-2-3-5-18(15)26(31)32/h2-10,20H,11-12,23H2,1H3,(H,28,29)/b17-10-/t20-/m0/s1" FHE InChIKey InChI 1.03 KREAIPAPYKOQTE-PSXSOWLISA-N FHE SMILES_CANONICAL CACTVS 3.385 "CC(=O)[C@H](N)C1=NC(=C/c2ccc(OCc3ccccc3[N+]([O-])=O)cc2)\C(=O)N1CC(O)=O" FHE SMILES CACTVS 3.385 "CC(=O)[CH](N)C1=NC(=Cc2ccc(OCc3ccccc3[N+]([O-])=O)cc2)C(=O)N1CC(O)=O" FHE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)[C@@H](C1=N/C(=C\c2ccc(cc2)OCc3ccccc3[N+](=O)[O-])/C(=O)N1CC(=O)O)N" FHE SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)C(C1=NC(=Cc2ccc(cc2)OCc3ccccc3[N+](=O)[O-])C(=O)N1CC(=O)O)N" # _pdbx_chem_comp_identifier.comp_id FHE _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-[(4~{Z})-2-[(1~{R})-1-azanyl-2-oxidanylidene-propyl]-4-[[4-[(2-nitrophenyl)methoxy]phenyl]methylidene]-5-oxidanylidene-imidazol-1-yl]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 FHE "Create component" 2018-07-06 RCSB FHE "Other modification" 2018-08-12 EBI FHE "Initial release" 2019-04-24 RCSB FHE "Other modification" 2019-09-04 PDB FHE "Modify backbone" 2023-11-03 PDBE FHE "Modify PCM" 2024-09-27 PDBE # _pdbx_chem_comp_pcm.pcm_id 1 _pdbx_chem_comp_pcm.comp_id FHE _pdbx_chem_comp_pcm.modified_residue_id "THR, TYR, GLY" _pdbx_chem_comp_pcm.type None _pdbx_chem_comp_pcm.category Chromophore/chromophore-like _pdbx_chem_comp_pcm.position "Amino-acid side chain and backbone" _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 ? #