data_XYG # _chem_comp.id XYG _chem_comp.name "[(4Z)-2-[(1Z)-ETHANIMIDOYL]-4-(4-HYDROXYBENZYLIDENE)-5-OXO-4,5-DIHYDRO-1H-IMIDAZOL-1-YL]ACETIC ACID" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C14 H13 N3 O4" _chem_comp.mon_nstd_parent_comp_id "ASP, TYR, GLY" _chem_comp.pdbx_synonyms "CHROMOPHORE (DECARBOXYLATED ASP-TYR-GLY)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-11-16 _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 287.271 _chem_comp.one_letter_code DYG _chem_comp.three_letter_code XYG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2FL1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 XYG N1 N N 0 1 N N N Y Y N -57.909 -49.130 -12.082 -6.233 -0.320 1.540 N XYG 1 XYG CB1 CB1 C 0 1 N N N N N N -59.388 -50.423 -13.115 -6.417 -0.291 -0.863 CB1 XYG 2 XYG CA1 CA1 C 0 1 N N N Y N N -57.928 -49.891 -13.171 -5.614 -0.386 0.406 CA1 XYG 3 XYG C1 C1 C 0 1 N N N Y N N -57.197 -49.401 -14.343 -4.153 -0.548 0.296 C1 XYG 4 XYG N2 N2 N 0 1 N N N Y N N -57.626 -49.543 -15.512 -3.354 0.471 0.250 N2 XYG 5 XYG OH OH O 0 1 N N N N N N -60.906 -50.047 -21.469 -0.344 6.110 0.104 OH XYG 6 XYG CD2 CD2 C 0 1 Y N N N N N -57.693 -48.854 -20.028 -0.834 2.695 -1.115 CD2 XYG 7 XYG CE2 CE2 C 0 1 Y N N N N N -58.738 -49.153 -20.965 -0.686 4.082 -1.108 CE2 XYG 8 XYG CZ CZ C 0 1 Y N N N N N -59.971 -49.783 -20.597 -0.489 4.756 0.097 CZ XYG 9 XYG CE1 CE1 C 0 1 Y N N N N N -60.126 -50.119 -19.173 -0.440 4.043 1.295 CE1 XYG 10 XYG CD1 CD1 C 0 1 Y N N N N N -59.103 -49.833 -18.227 -0.588 2.656 1.288 CD1 XYG 11 XYG CG2 CG2 C 0 1 Y N N N N N -57.844 -49.188 -18.635 -0.787 1.963 0.082 CG2 XYG 12 XYG CB2 CB2 C 0 1 N N N N N N -56.747 -48.861 -17.715 -0.940 0.536 0.075 CB2 XYG 13 XYG CA2 CA2 C 0 1 N N N Y N N -56.690 -48.965 -16.370 -2.108 -0.103 0.151 CA2 XYG 14 XYG C2 C2 C 0 1 N N N Y N N -55.558 -48.427 -15.562 -2.225 -1.586 0.140 C2 XYG 15 XYG O2 O2 O 0 1 N N N Y N N -54.558 -47.873 -15.902 -1.313 -2.387 0.062 O2 XYG 16 XYG N3 N3 N 0 1 N N N Y N N -55.933 -48.711 -14.256 -3.580 -1.778 0.237 N3 XYG 17 XYG CA3 CA3 C 0 1 N N N Y N N -55.181 -48.246 -13.032 -4.236 -3.072 0.262 CA3 XYG 18 XYG C3 C C 0 1 N N N Y N Y -54.126 -49.151 -12.431 -4.570 -3.468 -1.144 C XYG 19 XYG O3 O O 0 1 N N N Y N Y -53.223 -48.664 -11.715 -3.943 -3.171 -2.150 O XYG 20 XYG OXT OXT O 0 1 N Y N Y N Y ? ? ? -5.697 -4.226 -1.156 OXT XYG 21 XYG HXT HXT H 0 1 N Y N Y N Y ? ? ? -5.941 -4.502 -2.065 HXT XYG 22 XYG HA31 HA31 H 0 0 N N N Y N N -54.667 -47.316 -13.318 -5.155 -2.993 0.849 HA31 XYG 23 XYG HA32 HA32 H 0 0 N N N Y N N -55.953 -48.176 -12.251 -3.559 -3.808 0.705 HA32 XYG 24 XYG H HN2 H 0 1 N Y N Y Y N -58.821 -49.207 -11.679 -7.242 -0.207 1.396 HN2 XYG 25 XYG HB11 HB11 H 0 0 N N N N N N -59.693 -50.549 -12.066 -5.780 -0.367 -1.748 HB11 XYG 26 XYG HB12 HB12 H 0 0 N N N N N N -60.059 -49.704 -13.608 -7.153 -1.100 -0.886 HB12 XYG 27 XYG HB13 HB13 H 0 0 N N N N N N -59.445 -51.392 -13.632 -6.943 0.668 -0.887 HB13 XYG 28 XYG HB2 HB2 H 0 1 N N N N N N -55.852 -48.480 -18.184 -0.039 -0.069 -0.027 HB2 XYG 29 XYG HD2 HD2 H 0 1 N N N N N N -56.787 -48.375 -20.370 -0.987 2.184 -2.063 HD2 XYG 30 XYG HE2 HE2 H 0 1 N N N N N N -58.587 -48.889 -22.001 -0.725 4.632 -2.044 HE2 XYG 31 XYG HOH HOH H 0 1 N N N N N N -61.744 -50.111 -21.026 -0.897 6.511 -0.585 HOH XYG 32 XYG HE1 HE1 H 0 1 N N N N N N -61.037 -50.593 -18.839 -0.286 4.563 2.237 HE1 XYG 33 XYG HD1 HD1 H 0 1 N N N N N N -59.253 -50.094 -17.190 -0.548 2.115 2.230 HD1 XYG 34 # 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 XYG N1 CA1 DOUB N Z 1 XYG N1 H SING N N 2 XYG CB1 CA1 SING N N 3 XYG CB1 HB11 SING N N 4 XYG CB1 HB12 SING N N 5 XYG CB1 HB13 SING N N 6 XYG CA1 C1 SING N N 7 XYG C1 N2 DOUB N N 8 XYG C1 N3 SING N N 9 XYG N2 CA2 SING N N 10 XYG OH CZ SING N N 11 XYG OH HOH SING N N 12 XYG CD2 CG2 DOUB Y N 13 XYG CD2 CE2 SING Y N 14 XYG CD2 HD2 SING N N 15 XYG CE2 CZ DOUB Y N 16 XYG CE2 HE2 SING N N 17 XYG CZ CE1 SING Y N 18 XYG CE1 CD1 DOUB Y N 19 XYG CE1 HE1 SING N N 20 XYG CD1 CG2 SING Y N 21 XYG CD1 HD1 SING N N 22 XYG CG2 CB2 SING N N 23 XYG CB2 CA2 DOUB N Z 24 XYG CB2 HB2 SING N N 25 XYG CA2 C2 SING N N 26 XYG C2 N3 SING N N 27 XYG C2 O2 DOUB N N 28 XYG N3 CA3 SING N N 29 XYG CA3 C3 SING N N 30 XYG CA3 HA31 SING N N 31 XYG CA3 HA32 SING N N 32 XYG C3 OXT SING N N 33 XYG C3 O3 DOUB N N 34 XYG OXT HXT SING N N 35 # 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 XYG SMILES ACDLabs 10.04 "O=C1C(\N=C(C(=[N@H])C)N1CC(=O)O)=C\c2ccc(O)cc2" XYG SMILES_CANONICAL CACTVS 3.341 "CC(=N)C1=N\C(=C/c2ccc(O)cc2)C(=O)N1CC(O)=O" XYG SMILES CACTVS 3.341 "CC(=N)C1=NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O" XYG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\C)/C1=N/C(=C\c2ccc(cc2)O)/C(=O)N1CC(=O)O" XYG SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(C)C1=NC(=Cc2ccc(cc2)O)C(=O)N1CC(=O)O" XYG InChI InChI 1.03 "InChI=1S/C14H13N3O4/c1-8(15)13-16-11(14(21)17(13)7-12(19)20)6-9-2-4-10(18)5-3-9/h2-6,15,18H,7H2,1H3,(H,19,20)/b11-6-,15-8+" XYG InChIKey InChI 1.03 FSJJUXNBJXUIPS-HUYCBWRHSA-N # 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 XYG "SYSTEMATIC NAME" ACDLabs 10.04 "{(4Z)-2-[(1E)-ethanimidoyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" XYG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(4Z)-2-ethanimidoyl-4-[(4-hydroxyphenyl)methylidene]-5-oxo-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 XYG "Create component" 2006-11-16 RCSB XYG "Modify descriptor" 2011-06-04 RCSB XYG "Modify synonyms" 2020-06-05 PDBE XYG "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id XYG _pdbx_chem_comp_synonyms.name "CHROMOPHORE (DECARBOXYLATED ASP-TYR-GLY)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #