data_5SQ # _chem_comp.id 5SQ _chem_comp.name "2-[2-[(1S)-1-azanyl-2-(1H-imidazol-4-yl)ethyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxidanylidene-imidazol-1-yl]ethanoic acid" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C17 H17 N5 O4" _chem_comp.mon_nstd_parent_comp_id "HIS, TYR, GLY" _chem_comp.pdbx_synonyms "GREEN CHROMOPHORE (HIS-TYR-GLY)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-11-24 _chem_comp.pdbx_modified_date 2023-11-03 _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 355.348 _chem_comp.one_letter_code HYG _chem_comp.three_letter_code 5SQ _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 5EXB _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 5SQ C1 C1 C 0 1 N N N Y N N 0.863 1.127 1.876 0.530 0.557 0.635 C1 5SQ 1 5SQ C2 C2 C 0 1 N N N Y N N -1.004 -0.168 1.964 -0.372 2.554 0.399 C2 5SQ 2 5SQ O3 O O 0 1 N N N Y N Y 1.411 -3.352 3.012 2.154 2.255 -1.624 O 5SQ 3 5SQ C3 C C 0 1 N N N Y N Y 1.277 -2.116 3.048 2.747 2.642 -0.645 C 5SQ 4 5SQ CA3 CA3 C 0 1 N N N Y N N 1.131 -1.396 1.719 2.115 2.516 0.717 CA3 5SQ 5 5SQ N3 N3 N 0 1 N N N Y N N 0.385 -0.173 1.828 0.794 1.897 0.587 N3 5SQ 6 5SQ O2 O2 O 0 1 N N N Y N N -1.711 -1.157 2.006 -0.536 3.757 0.305 O2 5SQ 7 5SQ CA1 CA1 C 0 1 N N S Y N N 2.345 1.390 1.752 1.577 -0.508 0.838 CA1 5SQ 8 5SQ N1 N N 0 1 N N N Y Y N 2.949 0.828 0.539 1.012 -1.602 1.640 N 5SQ 9 5SQ CB1 CB1 C 0 1 N N N N N N 2.537 2.910 1.728 2.023 -1.050 -0.521 CB1 5SQ 10 5SQ CG1 CG1 C 0 1 Y N N N N N 3.907 3.391 2.127 3.155 -2.026 -0.325 CG1 5SQ 11 5SQ C2H C2H C 0 1 Y N N N N N 4.976 2.633 2.479 3.191 -3.296 -0.772 C2H 5SQ 12 5SQ N2H N2H N 0 1 Y N N N N N 5.977 3.525 2.746 4.393 -3.820 -0.378 N2H 5SQ 13 5SQ N1H N1H N 0 1 Y N N N N N 4.306 4.716 2.176 4.305 -1.780 0.319 N1H 5SQ 14 5SQ C1H C1H C 0 1 Y N N N N N 5.549 4.767 2.549 5.049 -2.852 0.296 C1H 5SQ 15 5SQ N2 N2 N 0 1 N N N Y N N -0.123 1.992 1.970 -0.736 0.320 0.489 N2 5SQ 16 5SQ CA2 CA2 C 0 1 N N N Y N N -1.335 1.271 2.047 -1.403 1.503 0.333 CA2 5SQ 17 5SQ CB2 CB2 C 0 1 N N N N N N -2.638 1.649 2.147 -2.757 1.677 0.151 CB2 5SQ 18 5SQ CG2 CG2 C 0 1 Y N N N N N -3.290 2.857 1.655 -3.631 0.512 -0.005 CG2 5SQ 19 5SQ CD2 CD2 C 0 1 Y N N N N N -2.537 4.022 1.525 -3.114 -0.782 0.155 CD2 5SQ 20 5SQ CE2 CE2 C 0 1 Y N N N N N -3.137 5.185 1.084 -3.936 -1.869 0.008 CE2 5SQ 21 5SQ CD1 CD1 C 0 1 Y N N N N N -4.645 2.856 1.342 -4.989 0.685 -0.308 CD1 5SQ 22 5SQ CE1 CE1 C 0 1 Y N N N N N -5.260 4.023 0.900 -5.801 -0.410 -0.453 CE1 5SQ 23 5SQ CZ1 CZ1 C 0 1 Y N N N N N -4.493 5.191 0.777 -5.281 -1.690 -0.299 CZ1 5SQ 24 5SQ OH OH O 0 1 N N N N N N -5.001 6.369 0.355 -6.090 -2.770 -0.443 OH 5SQ 25 5SQ OXT OXY O 0 1 N Y N Y N Y 1.217 -1.406 4.187 3.968 3.185 -0.771 OXY 5SQ 26 5SQ HA31 H1 H 0 1 N N N Y N N 0.613 -2.062 1.013 2.746 1.895 1.354 H1 5SQ 27 5SQ HA32 H2 H 0 1 N N N Y N N 2.134 -1.163 1.334 2.011 3.505 1.163 H2 5SQ 28 5SQ HA1 H3 H 0 1 N N N Y N N 2.855 0.985 2.638 2.434 -0.081 1.359 H3 5SQ 29 5SQ H H4 H 0 1 N N N Y Y N 2.833 -0.165 0.538 0.769 -1.284 2.566 H4 5SQ 30 5SQ H2 H5 H 0 1 N Y N Y Y N 2.502 1.217 -0.267 0.216 -2.015 1.179 H5 5SQ 31 5SQ H7 H7 H 0 1 N N N N N N 2.338 3.262 0.705 1.187 -1.556 -1.003 H7 5SQ 32 5SQ H8 H8 H 0 1 N N N N N N 1.806 3.356 2.418 2.360 -0.225 -1.148 H8 5SQ 33 5SQ H9 H9 H 0 1 N N N N N N 5.025 1.556 2.536 2.420 -3.803 -1.333 H9 5SQ 34 5SQ H10 H10 H 0 1 N N N N N N 6.898 3.278 3.046 4.712 -4.720 -0.551 H10 5SQ 35 5SQ H12 H12 H 0 1 N N N N N N 6.134 5.665 2.677 6.030 -2.947 0.737 H12 5SQ 36 5SQ H14 H14 H 0 1 N N N N N N -3.282 0.954 2.665 -3.175 2.672 0.124 H14 5SQ 37 5SQ H16 H16 H 0 1 N N N N N N -1.485 4.016 1.769 -2.069 -0.922 0.393 H16 5SQ 38 5SQ H17 H17 H 0 1 N N N N N N -2.554 6.088 0.978 -3.539 -2.866 0.130 H17 5SQ 39 5SQ H18 H18 H 0 1 N N N N N N -5.221 1.948 1.442 -5.393 1.679 -0.428 H18 5SQ 40 5SQ H19 H19 H 0 1 N N N N N N -6.312 4.030 0.655 -6.847 -0.277 -0.686 H19 5SQ 41 5SQ H20 H20 H 0 1 N N N N N N -4.314 7.025 0.345 -6.135 -3.110 -1.347 H20 5SQ 42 5SQ HXT HXY H 0 1 N Y N Y N Y 1.292 -1.992 4.931 4.332 3.245 -1.665 HXY 5SQ 43 # 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 5SQ OH CZ1 SING N N 1 5SQ N1 CA1 SING N N 2 5SQ CZ1 CE1 DOUB Y N 3 5SQ CZ1 CE2 SING Y N 4 5SQ CE1 CD1 SING Y N 5 5SQ CE2 CD2 DOUB Y N 6 5SQ CD1 CG2 DOUB Y N 7 5SQ CD2 CG2 SING Y N 8 5SQ CG2 CB2 SING N N 9 5SQ CA3 N3 SING N N 10 5SQ CA3 C3 SING N N 11 5SQ CB1 CA1 SING N N 12 5SQ CB1 CG1 SING N N 13 5SQ CA1 C1 SING N N 14 5SQ N3 C1 SING N N 15 5SQ N3 C2 SING N N 16 5SQ C1 N2 DOUB N N 17 5SQ C2 O2 DOUB N N 18 5SQ C2 CA2 SING N N 19 5SQ N2 CA2 SING N N 20 5SQ CA2 CB2 DOUB N Z 21 5SQ CG1 N1H SING Y N 22 5SQ CG1 C2H DOUB Y N 23 5SQ N1H C1H DOUB Y N 24 5SQ C2H N2H SING Y N 25 5SQ C1H N2H SING Y N 26 5SQ O3 C3 DOUB N N 27 5SQ C3 OXT SING N N 28 5SQ CA3 HA31 SING N N 29 5SQ CA3 HA32 SING N N 30 5SQ CA1 HA1 SING N N 31 5SQ N1 H SING N N 32 5SQ N1 H2 SING N N 33 5SQ CB1 H7 SING N N 34 5SQ CB1 H8 SING N N 35 5SQ C2H H9 SING N N 36 5SQ N2H H10 SING N N 37 5SQ C1H H12 SING N N 38 5SQ CB2 H14 SING N N 39 5SQ CD2 H16 SING N N 40 5SQ CE2 H17 SING N N 41 5SQ CD1 H18 SING N N 42 5SQ CE1 H19 SING N N 43 5SQ OH H20 SING N N 44 5SQ 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 5SQ InChI InChI 1.03 "InChI=1S/C17H17N5O4/c18-13(6-11-7-19-9-20-11)16-21-14(17(26)22(16)8-15(24)25)5-10-1-3-12(23)4-2-10/h1-5,7,9,13,23H,6,8,18H2,(H,19,20)(H,24,25)/b14-5-/t13-/m0/s1" 5SQ InChIKey InChI 1.03 FIDPOCJZDAHCBZ-FGFBTAOXSA-N 5SQ SMILES_CANONICAL CACTVS 3.385 "N[C@@H](Cc1c[nH]cn1)C2=NC(=C\c3ccc(O)cc3)/C(=O)N2CC(O)=O" 5SQ SMILES CACTVS 3.385 "N[CH](Cc1c[nH]cn1)C2=NC(=Cc3ccc(O)cc3)C(=O)N2CC(O)=O" 5SQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C=C2C(=O)N(C(=N2)[C@H](Cc3c[nH]cn3)N)CC(=O)O)O" 5SQ SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C=C2C(=O)N(C(=N2)C(Cc3c[nH]cn3)N)CC(=O)O)O" # _pdbx_chem_comp_identifier.comp_id 5SQ _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-[2-[(1~{S})-1-azanyl-2-(1~{H}-imidazol-4-yl)ethyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxidanylidene-imidazol-1-yl]ethanoic acid" # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5SQ _pdbx_chem_comp_synonyms.name "GREEN CHROMOPHORE (HIS-TYR-GLY)" _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 5SQ "Create component" 2015-11-24 EBI 5SQ "Initial release" 2016-08-03 RCSB 5SQ "Modify synonyms" 2020-06-05 PDBE 5SQ "Modify parent residue" 2021-08-20 PDBE 5SQ "Modify synonyms" 2021-08-21 PDBE 5SQ "Modify backbone" 2023-11-03 PDBE #