data_4BQ # _chem_comp.id 4BQ _chem_comp.name "(2S)-2-amino-5-oxo-5-[(4-phenylmethoxyphenyl)amino]pentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-[4-(phenylmethoxy)phenyl]-L-glutamine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-14 _chem_comp.pdbx_modified_date 2021-03-01 _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 328.362 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4BQ _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 3CHQ _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.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 4BQ C21 C21 C 0 1 Y N N 8.165 38.326 72.119 -6.751 0.203 0.902 C21 4BQ 1 4BQ C22 C22 C 0 1 Y N N 8.853 37.762 73.208 -8.007 -0.372 0.951 C22 4BQ 2 4BQ C23 C23 C 0 1 Y N N 9.068 36.375 73.263 -8.475 -1.104 -0.125 C23 4BQ 3 4BQ C24 C24 C 0 1 Y N N 8.596 35.550 72.228 -7.686 -1.260 -1.250 C24 4BQ 4 4BQ C25 C25 C 0 1 Y N N 7.910 36.113 71.139 -6.430 -0.685 -1.298 C25 4BQ 5 4BQ C20 C20 C 0 1 Y N N 7.694 37.499 71.078 -5.965 0.051 -0.225 C20 4BQ 6 4BQ C19 C19 C 0 1 N N N 7.027 38.045 69.971 -4.595 0.678 -0.278 C19 4BQ 7 4BQ O18 O18 O 0 1 N N N 6.769 39.478 69.865 -3.629 -0.245 0.228 O18 4BQ 8 4BQ C15 C15 C 0 1 Y N N 7.675 40.196 69.096 -2.334 0.167 0.250 C15 4BQ 9 4BQ C16 C16 C 0 1 Y N N 8.789 39.592 68.461 -1.345 -0.679 0.729 C16 4BQ 10 4BQ C17 C17 C 0 1 Y N N 9.685 40.375 67.708 -0.029 -0.261 0.751 C17 4BQ 11 4BQ C14 C14 C 0 1 Y N N 7.477 41.578 68.954 -2.001 1.432 -0.212 C14 4BQ 12 4BQ C13 C13 C 0 1 Y N N 8.370 42.358 68.199 -0.685 1.851 -0.191 C13 4BQ 13 4BQ C12 C12 C 0 1 Y N N 9.483 41.769 67.575 0.304 1.007 0.294 C12 4BQ 14 4BQ N10 N10 N 0 1 N N N 10.382 42.593 66.975 1.639 1.432 0.316 N10 4BQ 15 4BQ C8 C8 C 0 1 N N N 11.573 42.222 66.462 2.633 0.543 0.117 C8 4BQ 16 4BQ O9 O9 O 0 1 N N N 12.071 41.095 66.557 2.370 -0.604 -0.176 O9 4BQ 17 4BQ C7 C7 C 0 1 N N N 12.362 43.375 65.828 4.070 0.975 0.259 C7 4BQ 18 4BQ C6 C6 C 0 1 N N N 13.874 43.105 65.830 4.990 -0.216 -0.018 C6 4BQ 19 4BQ C4 C4 C 0 1 N N S 14.356 42.332 64.584 6.448 0.222 0.125 C4 4BQ 20 4BQ C2 C2 C 0 1 N N N 15.779 41.850 64.845 7.350 -0.976 -0.026 C2 4BQ 21 4BQ O3 O3 O 0 1 N N N 16.707 42.479 64.301 7.907 -1.184 -1.077 O3 4BQ 22 4BQ O1 O1 O 0 1 N N N 15.905 40.869 65.602 7.535 -1.811 1.008 O1 4BQ 23 4BQ N5 N5 N 0 1 N N N 13.501 41.160 64.322 6.768 1.210 -0.914 N5 4BQ 24 4BQ H21 H21 H 0 1 N N N 7.997 39.392 72.080 -6.386 0.774 1.742 H21 4BQ 25 4BQ H22 H22 H 0 1 N N N 9.217 38.396 74.003 -8.623 -0.250 1.829 H22 4BQ 26 4BQ H23 H23 H 0 1 N N N 9.596 35.943 74.100 -9.456 -1.553 -0.087 H23 4BQ 27 4BQ H24 H24 H 0 1 N N N 8.761 34.483 72.270 -8.052 -1.832 -2.090 H24 4BQ 28 4BQ H25 H25 H 0 1 N N N 7.547 35.477 70.345 -5.814 -0.808 -2.177 H25 4BQ 29 4BQ H19 H19 H 0 1 N N N 7.645 37.790 69.097 -4.351 0.930 -1.310 H19 4BQ 30 4BQ H19A H19A H 0 0 N N N 6.016 37.621 70.062 -4.586 1.583 0.329 H19A 4BQ 31 4BQ H16 H16 H 0 1 N N N 8.951 38.528 68.555 -1.604 -1.666 1.085 H16 4BQ 32 4BQ H17 H17 H 0 1 N N N 10.533 39.908 67.229 0.741 -0.920 1.125 H17 4BQ 33 4BQ H14 H14 H 0 1 N N N 6.629 42.048 69.430 -2.771 2.089 -0.589 H14 4BQ 34 4BQ H13 H13 H 0 1 N N N 8.199 43.420 68.098 -0.426 2.836 -0.552 H13 4BQ 35 4BQ HN10 HN10 H 0 0 N N N 10.139 43.561 66.908 1.849 2.365 0.475 HN10 4BQ 36 4BQ H7 H7 H 0 1 N N N 12.028 43.499 64.787 4.282 1.771 -0.455 H7 4BQ 37 4BQ H7A H7A H 0 1 N N N 12.176 44.283 66.421 4.241 1.339 1.271 H7A 4BQ 38 4BQ H6 H6 H 0 1 N N N 14.396 44.073 65.858 4.778 -1.012 0.695 H6 4BQ 39 4BQ H6A H6A H 0 1 N N N 14.095 42.482 66.709 4.818 -0.581 -1.031 H6A 4BQ 40 4BQ H4 H4 H 0 1 N N N 14.311 42.998 63.710 6.599 0.668 1.109 H4 4BQ 41 4BQ HO1 HO1 H 0 1 N N N 16.827 40.666 65.707 8.122 -2.566 0.864 HO1 4BQ 42 4BQ HN5 HN5 H 0 1 N N N 13.307 41.100 63.343 7.706 1.563 -0.802 HN5 4BQ 43 4BQ HN5A HN5A H 0 0 N N N 13.973 40.330 64.620 6.636 0.820 -1.836 HN5A 4BQ 44 # # 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 4BQ C20 C21 DOUB Y N 1 4BQ C21 C22 SING Y N 2 4BQ C21 H21 SING N N 3 4BQ C22 C23 DOUB Y N 4 4BQ C22 H22 SING N N 5 4BQ C24 C23 SING Y N 6 4BQ C23 H23 SING N N 7 4BQ C25 C24 DOUB Y N 8 4BQ C24 H24 SING N N 9 4BQ C20 C25 SING Y N 10 4BQ C25 H25 SING N N 11 4BQ C19 C20 SING N N 12 4BQ O18 C19 SING N N 13 4BQ C19 H19 SING N N 14 4BQ C19 H19A SING N N 15 4BQ C15 O18 SING N N 16 4BQ C16 C15 DOUB Y N 17 4BQ C14 C15 SING Y N 18 4BQ C17 C16 SING Y N 19 4BQ C16 H16 SING N N 20 4BQ C12 C17 DOUB Y N 21 4BQ C17 H17 SING N N 22 4BQ C13 C14 DOUB Y N 23 4BQ C14 H14 SING N N 24 4BQ C12 C13 SING Y N 25 4BQ C13 H13 SING N N 26 4BQ N10 C12 SING N N 27 4BQ C8 N10 SING N N 28 4BQ N10 HN10 SING N N 29 4BQ C7 C8 SING N N 30 4BQ C8 O9 DOUB N N 31 4BQ C7 C6 SING N N 32 4BQ C7 H7 SING N N 33 4BQ C7 H7A SING N N 34 4BQ C4 C6 SING N N 35 4BQ C6 H6 SING N N 36 4BQ C6 H6A SING N N 37 4BQ N5 C4 SING N N 38 4BQ C4 C2 SING N N 39 4BQ C4 H4 SING N N 40 4BQ O3 C2 DOUB N N 41 4BQ C2 O1 SING N N 42 4BQ O1 HO1 SING N N 43 4BQ N5 HN5 SING N N 44 4BQ N5 HN5A 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 4BQ SMILES ACDLabs 10.04 "O=C(O)C(N)CCC(=O)Nc2ccc(OCc1ccccc1)cc2" 4BQ SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CCC(=O)Nc1ccc(OCc2ccccc2)cc1)C(O)=O" 4BQ SMILES CACTVS 3.341 "N[CH](CCC(=O)Nc1ccc(OCc2ccccc2)cc1)C(O)=O" 4BQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COc2ccc(cc2)NC(=O)CC[C@@H](C(=O)O)N" 4BQ SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COc2ccc(cc2)NC(=O)CCC(C(=O)O)N" 4BQ InChI InChI 1.03 "InChI=1S/C18H20N2O4/c19-16(18(22)23)10-11-17(21)20-14-6-8-15(9-7-14)24-12-13-4-2-1-3-5-13/h1-9,16H,10-12,19H2,(H,20,21)(H,22,23)/t16-/m0/s1" 4BQ InChIKey InChI 1.03 BYSBXIPCDJNEBG-INIZCTEOSA-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 4BQ "SYSTEMATIC NAME" ACDLabs 10.04 "N-[4-(benzyloxy)phenyl]-L-glutamine" 4BQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-oxo-5-[(4-phenylmethoxyphenyl)amino]pentanoic 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 4BQ "Create component" 2008-03-14 RCSB 4BQ "Modify aromatic_flag" 2011-06-04 RCSB 4BQ "Modify descriptor" 2011-06-04 RCSB 4BQ "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4BQ _pdbx_chem_comp_synonyms.name "N-[4-(phenylmethoxy)phenyl]-L-glutamine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##