data_CRQ # _chem_comp.id CRQ _chem_comp.name "[2-(3-CARBAMOYL-1-IMINO-PROPYL)-4-(4-HYDROXY-BENZYLIDENE)-5-OXO-4,5-DIHYDRO-IMIDAZOL-1-YL]-ACETIC ACID" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C16 H16 N4 O5" _chem_comp.mon_nstd_parent_comp_id "GLN, TYR, GLY" _chem_comp.pdbx_synonyms "CHROMOPHORE (GLN-TYR-GLY)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-10-19 _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 344.322 _chem_comp.one_letter_code QYG _chem_comp.three_letter_code CRQ _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 1GGX _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 CRQ N1 N N 0 1 N N N Y Y N 4.811 76.792 -14.975 0.852 -2.240 -0.363 N CRQ 1 CRQ CA1 CA1 C 0 1 N N N Y N N 4.885 75.595 -15.451 1.325 -1.096 0.015 CA1 CRQ 2 CRQ CB1 CB1 C 0 1 N N N N N N 5.279 75.352 -16.900 2.799 -0.945 0.292 CB1 CRQ 3 CRQ CG1 CG1 C 0 1 N N N N N N 4.917 76.495 -17.858 3.521 -2.245 -0.065 CG1 CRQ 4 CRQ C1 C1 C 0 1 N N N Y N N 4.550 74.468 -14.622 0.424 0.057 0.176 C1 CRQ 5 CRQ N2 N2 N 0 1 N N N Y N N 4.758 73.216 -15.049 -0.877 0.003 0.062 N2 CRQ 6 CRQ N3 N3 N 0 1 N N N Y N N 3.989 74.484 -13.324 0.837 1.338 0.471 N3 CRQ 7 CRQ C2 C2 C 0 1 N N N Y N N 3.825 73.146 -12.910 -0.259 2.125 0.541 C2 CRQ 8 CRQ O2 O2 O 0 1 N N N Y N N 3.355 72.776 -11.823 -0.297 3.318 0.781 O2 CRQ 9 CRQ CA2 CA2 C 0 1 N N N Y N N 4.349 72.368 -14.050 -1.400 1.232 0.268 CA2 CRQ 10 CRQ CA3 CA3 C 0 1 N N N Y N N 3.682 75.702 -12.490 2.222 1.770 0.675 CA3 CRQ 11 CRQ CB2 CB2 C 0 1 N N N N N N 4.385 70.955 -14.031 -2.738 1.582 0.232 CB2 CRQ 12 CRQ CG2 CG2 C 0 1 Y N N N N N 4.872 70.010 -14.956 -3.761 0.547 0.090 CG2 CRQ 13 CRQ CD1 CD1 C 0 1 Y N N N N N 5.536 70.324 -16.236 -3.401 -0.809 0.124 CD1 CRQ 14 CRQ CD2 CD2 C 0 1 Y N N N N N 4.728 68.588 -14.625 -5.108 0.905 -0.077 CD2 CRQ 15 CRQ CE1 CE1 C 0 1 Y N N N N N 6.000 69.323 -17.088 -4.361 -1.771 -0.010 CE1 CRQ 16 CRQ CE2 CE2 C 0 1 Y N N N N N 5.189 67.588 -15.474 -6.058 -0.067 -0.210 CE2 CRQ 17 CRQ CZ CZ C 0 1 Y N N N N N 5.852 67.898 -16.756 -5.694 -1.410 -0.180 CZ CRQ 18 CRQ OH OH O 0 1 N N N N N N 6.267 66.996 -17.518 -6.642 -2.370 -0.313 OH CRQ 19 CRQ OE1 OE1 O 0 1 N N N N N N 6.198 75.821 -19.706 5.425 -1.048 0.651 OE1 CRQ 20 CRQ C3 C C 0 1 N N N Y N Y 2.486 76.640 -12.704 2.855 2.074 -0.658 C CRQ 21 CRQ O3 O O 0 1 N N N Y N Y 1.783 76.597 -11.693 2.215 1.943 -1.675 O CRQ 22 CRQ CD3 CD3 C 0 1 N N N N N N 5.135 76.323 -19.344 4.995 -2.094 0.211 CD3 CRQ 23 CRQ NE1 NE1 N 0 1 N N N N N N 4.177 76.740 -20.217 5.835 -3.120 -0.030 NE1 CRQ 24 CRQ OXT OXT O 0 1 N Y N Y N Y 1.910 76.713 -13.925 4.130 2.491 -0.717 OXT CRQ 25 CRQ H HN1 H 0 1 N Y N Y Y N 4.509 76.798 -14.022 -0.105 -2.357 -0.471 HN1 CRQ 26 CRQ HB11 HB11 H 0 0 N N N N N N 6.368 75.202 -16.940 3.200 -0.129 -0.310 HB11 CRQ 27 CRQ HB12 HB12 H 0 0 N N N N N N 4.771 74.440 -17.246 2.949 -0.724 1.349 HB12 CRQ 28 CRQ HG11 HG11 H 0 0 N N N N N N 3.847 76.705 -17.715 3.121 -3.060 0.537 HG11 CRQ 29 CRQ HG12 HG12 H 0 0 N N N N N N 5.507 77.370 -17.548 3.371 -2.466 -1.122 HG12 CRQ 30 CRQ HA31 HA31 H 0 0 N N N Y N N 3.584 75.333 -11.458 2.236 2.666 1.296 HA31 CRQ 31 CRQ HA32 HA32 H 0 0 N N N Y N N 4.573 76.342 -12.567 2.782 0.976 1.170 HA32 CRQ 32 CRQ HB1 HB1 H 0 1 N N N N N N 3.959 70.517 -13.140 -3.027 2.620 0.310 HB1 CRQ 33 CRQ HD1 HD1 H 0 1 N N N N N N 5.666 71.358 -16.520 -2.367 -1.092 0.256 HD1 CRQ 34 CRQ HD2 HD2 H 0 1 N N N N N N 4.251 68.310 -13.697 -5.392 1.946 -0.100 HD2 CRQ 35 CRQ HE1 HE1 H 0 1 N N N N N N 6.480 69.601 -18.015 -4.085 -2.815 0.016 HE1 CRQ 36 CRQ HE2 HE2 H 0 1 N N N N N N 5.058 66.555 -15.187 -7.095 0.207 -0.338 HE2 CRQ 37 CRQ HH HH H 0 1 N N N N N N 6.082 66.147 -17.135 -7.032 -2.657 0.524 HH CRQ 38 CRQ HE11 HE11 H 0 0 N N N N N N 4.322 76.644 -21.202 5.491 -3.956 -0.381 HE11 CRQ 39 CRQ HE12 HE12 H 0 0 N N N N N N 3.328 77.142 -19.873 6.783 -3.022 0.148 HE12 CRQ 40 CRQ HXT HXT H 0 1 N Y N Y N Y 0.965 76.722 -13.830 4.492 2.674 -1.594 HXT CRQ 41 # 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 CRQ N1 CA1 DOUB N N 1 CRQ N1 H SING N N 2 CRQ CA1 CB1 SING N N 3 CRQ CA1 C1 SING N N 4 CRQ CB1 CG1 SING N N 5 CRQ CB1 HB11 SING N N 6 CRQ CB1 HB12 SING N N 7 CRQ CG1 CD3 SING N N 8 CRQ CG1 HG11 SING N N 9 CRQ CG1 HG12 SING N N 10 CRQ C1 N2 DOUB N N 11 CRQ C1 N3 SING N N 12 CRQ N2 CA2 SING N N 13 CRQ N3 C2 SING N N 14 CRQ N3 CA3 SING N N 15 CRQ C2 O2 DOUB N N 16 CRQ C2 CA2 SING N N 17 CRQ CA2 CB2 DOUB N Z 18 CRQ CA3 C3 SING N N 19 CRQ CA3 HA31 SING N N 20 CRQ CA3 HA32 SING N N 21 CRQ CB2 CG2 SING N N 22 CRQ CB2 HB1 SING N N 23 CRQ CG2 CD1 DOUB Y N 24 CRQ CG2 CD2 SING Y N 25 CRQ CD1 CE1 SING Y N 26 CRQ CD1 HD1 SING N N 27 CRQ CD2 CE2 DOUB Y N 28 CRQ CD2 HD2 SING N N 29 CRQ CE1 CZ DOUB Y N 30 CRQ CE1 HE1 SING N N 31 CRQ CE2 CZ SING Y N 32 CRQ CE2 HE2 SING N N 33 CRQ CZ OH SING N N 34 CRQ OH HH SING N N 35 CRQ OE1 CD3 DOUB N N 36 CRQ C3 O3 DOUB N N 37 CRQ C3 OXT SING N N 38 CRQ CD3 NE1 SING N N 39 CRQ NE1 HE11 SING N N 40 CRQ NE1 HE12 SING N N 41 CRQ OXT HXT SING N N 42 # 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 CRQ SMILES ACDLabs 12.01 "O=C1C(\N=C(C(=[N@H])CCC(=O)N)N1CC(=O)O)=C\c2ccc(O)cc2" CRQ InChI InChI 1.03 "InChI=1S/C16H16N4O5/c17-11(5-6-13(18)22)15-19-12(16(25)20(15)8-14(23)24)7-9-1-3-10(21)4-2-9/h1-4,7,17,21H,5-6,8H2,(H2,18,22)(H,23,24)/b12-7-,17-11+" CRQ InChIKey InChI 1.03 AKDAWRYTXGWULZ-KAOAWJDNSA-N CRQ SMILES_CANONICAL CACTVS 3.370 "NC(=O)CCC(=N)C1=N\C(=C/c2ccc(O)cc2)C(=O)N1CC(O)=O" CRQ SMILES CACTVS 3.370 "NC(=O)CCC(=N)C1=NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O" CRQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1/C=C\2/C(=O)N(C(=N2)C(=N)CCC(=O)N)CC(=O)O)O" CRQ SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C=C2C(=O)N(C(=N2)C(=N)CCC(=O)N)CC(=O)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 CRQ "SYSTEMATIC NAME" ACDLabs 12.01 "[(4Z)-2-[(1E)-4-amino-4-oxobutanimidoyl]-4-(4-hydroxybenzylidene)-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid" CRQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(4Z)-2-(4-azanyl-4-oxidanylidene-butanimidoyl)-4-[(4-hydroxyphenyl)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 CRQ "Create component" 2000-10-19 RCSB CRQ "Modify descriptor" 2011-06-04 RCSB CRQ "Modify leaving atom flag" 2014-03-04 RCSB CRQ "Modify synonyms" 2021-03-01 PDBE CRQ "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CRQ _pdbx_chem_comp_synonyms.name "CHROMOPHORE (GLN-TYR-GLY)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #