data_NBQ # _chem_comp.id NBQ _chem_comp.name "2-HYDROXY-5-({1-[(2-NAPHTHYLOXY)METHYL]-3-OXOPROP-1-ENYL}AMINO)TYROSINE" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C23 H22 N2 O6" _chem_comp.mon_nstd_parent_comp_id TYR _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-03-08 _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 422.431 _chem_comp.one_letter_code Y _chem_comp.three_letter_code NBQ _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 1SII _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 NBQ N N N 0 1 N N N Y Y N -0.918 3.925 25.707 0.974 -14.004 6.591 N NBQ 1 NBQ CA CA C 0 1 N N S Y N N -1.626 3.828 26.979 1.946 -13.026 6.171 CA NBQ 2 NBQ CB CB C 0 1 N N N N N N -1.110 2.689 27.864 1.465 -11.598 6.492 CB NBQ 3 NBQ CQ1 CQ1 C 0 1 Y N N N N N -1.026 1.360 27.128 2.117 -10.547 5.656 CQ1 NBQ 4 NBQ CQ2 CQ2 C 0 1 Y N N N N N -2.165 0.552 26.968 1.559 -10.156 4.439 CQ2 NBQ 5 NBQ OQ2 OQ2 O 0 1 N N N N N N -3.361 0.915 27.436 0.406 -10.723 3.987 OQ2 NBQ 6 NBQ CQ3 CQ3 C 0 1 Y N N N N N -2.060 -0.657 26.289 2.181 -9.172 3.671 CQ3 NBQ 7 NBQ CQ4 CQ4 C 0 1 Y N N N N N -0.835 -1.071 25.768 3.362 -8.579 4.119 CQ4 NBQ 8 NBQ OQ4 OQ4 O 0 1 N N N N N N -0.723 -2.230 25.100 3.954 -7.620 3.353 OQ4 NBQ 9 NBQ CQ5 CQ5 C 0 1 Y N N N N N 0.293 -0.288 25.907 3.933 -8.965 5.340 CQ5 NBQ 10 NBQ CQ6 CQ6 C 0 1 Y N N N N N 0.210 0.922 26.612 3.298 -9.955 6.104 CQ6 NBQ 11 NBQ NQ5 NQ5 N 0 1 N N N N N N 1.414 -0.874 25.405 5.115 -8.379 5.801 NQ5 NBQ 12 NBQ CAD CAD C 0 1 N N N N N N 2.667 -0.747 25.796 5.793 -8.641 6.961 CAD NBQ 13 NBQ CAC CAC C 0 1 N N N N N N 2.905 -0.489 27.096 5.448 -9.533 7.906 CAC NBQ 14 NBQ CAB CAB C 0 1 N N N N N N 4.224 -0.399 27.707 6.218 -9.751 9.150 CAB NBQ 15 NBQ OAA OAA O 0 1 N N N N N N 4.291 -0.397 28.931 5.869 -10.577 9.987 OAA NBQ 16 NBQ CAE CAE C 0 1 N N N N N N 3.723 -1.109 24.771 7.036 -7.808 7.171 CAE NBQ 17 NBQ OAF OAF O 0 1 N N N N N N 3.653 -0.313 23.589 7.215 -6.933 6.057 OAF NBQ 18 NBQ CAG CAG C 0 1 Y N N N N N 4.413 0.814 23.404 8.488 -6.547 5.772 CAG NBQ 19 NBQ CAP CAP C 0 1 Y N N N N N 5.348 1.158 24.381 9.428 -6.440 6.792 CAP NBQ 20 NBQ CAO CAO C 0 1 Y N N N N N 6.139 2.277 24.252 10.735 -6.047 6.500 CAO NBQ 21 NBQ CAN CAN C 0 1 Y N N N N N 6.011 3.056 23.138 11.118 -5.756 5.181 CAN NBQ 22 NBQ CAM CAM C 0 1 Y N N N N N 6.833 4.182 23.058 12.428 -5.359 4.869 CAM NBQ 23 NBQ CAI CAI C 0 1 Y N N N N N 5.086 2.728 22.141 10.162 -5.865 4.143 CAI NBQ 24 NBQ CAH CAH C 0 1 Y N N N N N 4.274 1.597 22.269 8.851 -6.261 4.455 CAH NBQ 25 NBQ CAJ CAJ C 0 1 Y N N N N N 4.987 3.549 21.035 10.544 -5.573 2.823 CAJ NBQ 26 NBQ CAK CAK C 0 1 Y N N N N N 5.806 4.677 20.945 11.851 -5.180 2.531 CAK NBQ 27 NBQ CAL CAL C 0 1 Y N N N N N 6.729 4.989 21.944 12.791 -5.073 3.552 CAL NBQ 28 NBQ C C C 0 1 N N N Y N Y -1.454 5.061 27.803 3.301 -13.289 6.813 C NBQ 29 NBQ OXT OXT O 0 1 N Y N Y N Y -0.390 5.649 27.824 4.367 -12.997 6.030 OXT NBQ 30 NBQ O O O 0 1 N N N Y N Y ? ? ? 3.426 -13.737 7.948 O NBQ 31 NBQ H H H 0 1 N N N Y Y N -1.262 4.683 25.118 0.471 -14.524 5.892 H NBQ 32 NBQ H2 H2 H 0 1 N Y N Y Y N -0.942 3.036 25.208 0.668 -14.007 7.550 H2 NBQ 33 NBQ HA HA H 0 1 N N N Y N N -2.697 3.656 26.797 2.073 -13.165 5.091 HA NBQ 34 NBQ HB2 HB2 H 0 1 N N N N N N -1.767 2.582 28.730 0.371 -11.536 6.354 HB2 NBQ 35 NBQ HB3 HB3 H 0 1 N N N N N N -0.118 2.952 28.237 1.620 -11.392 7.565 HB3 NBQ 36 NBQ HQ2 HQ2 H 0 1 N N N N N N -4.131 0.369 27.328 0.126 -10.301 3.160 HQ2 NBQ 37 NBQ HQ3 HQ3 H 0 1 N N N N N N -2.940 -1.272 26.146 1.746 -8.867 2.722 HQ3 NBQ 38 NBQ HQ4 HQ4 H 0 1 N N N N N N 0.112 -2.512 24.745 4.279 -6.898 3.913 HQ4 NBQ 39 NBQ HQ6 HQ6 H 0 1 N N N N N N 1.092 1.532 26.733 3.732 -10.261 7.053 HQ6 NBQ 40 NBQ HQ5 HQ5 H 0 1 N N N N N N 1.293 -1.710 24.869 5.536 -7.672 5.220 HQ5 NBQ 41 NBQ HAC HAC H 0 1 N N N N N N 2.073 -0.300 27.746 4.560 -10.150 7.794 HAC NBQ 42 NBQ HAB HAB H 0 1 N N N N N N 5.117 -0.327 27.118 7.121 -9.140 9.293 HAB NBQ 43 NBQ HAE1 HAE1 H 0 0 N N N N N N 3.554 -2.137 24.466 7.938 -8.422 7.268 HAE1 NBQ 44 NBQ HAE2 HAE2 H 0 0 N N N N N N 4.716 -1.096 25.213 6.938 -7.204 8.080 HAE2 NBQ 45 NBQ HAP HAP H 0 1 N N N N N N 5.473 0.565 25.271 9.152 -6.662 7.819 HAP NBQ 46 NBQ HAO HAO H 0 1 N N N N N N 6.855 2.530 25.023 11.453 -5.969 7.314 HAO NBQ 47 NBQ HAM HAM H 0 1 N N N N N N 7.545 4.411 23.842 13.179 -5.268 5.651 HAM NBQ 48 NBQ HAH HAH H 0 1 N N N N N N 3.556 1.339 21.501 8.104 -6.351 3.668 HAH NBQ 49 NBQ HAJ HAJ H 0 1 N N N N N N 4.281 3.325 20.246 9.826 -5.650 2.010 HAJ NBQ 50 NBQ HAK HAK H 0 1 N N N N N N 5.733 5.317 20.076 12.134 -4.958 1.506 HAK NBQ 51 NBQ HAL HAL H 0 1 N N N N N N 7.356 5.864 21.852 13.808 -4.768 3.324 HAL NBQ 52 NBQ HXT HO H 0 1 N Y N Y N Y -0.281 6.434 28.348 5.240 -13.172 6.441 HO NBQ 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 NBQ N CA SING N N 1 NBQ N H SING N N 2 NBQ N H2 SING N N 3 NBQ CA CB SING N N 4 NBQ CA C SING N N 5 NBQ CA HA SING N N 6 NBQ CB CQ1 SING N N 7 NBQ CB HB2 SING N N 8 NBQ CB HB3 SING N N 9 NBQ CQ1 CQ2 DOUB Y N 10 NBQ CQ1 CQ6 SING Y N 11 NBQ CQ2 OQ2 SING N N 12 NBQ CQ2 CQ3 SING Y N 13 NBQ OQ2 HQ2 SING N N 14 NBQ CQ3 CQ4 DOUB Y N 15 NBQ CQ3 HQ3 SING N N 16 NBQ CQ4 OQ4 SING N N 17 NBQ CQ4 CQ5 SING Y N 18 NBQ OQ4 HQ4 SING N N 19 NBQ CQ5 CQ6 DOUB Y N 20 NBQ CQ5 NQ5 SING N N 21 NBQ CQ6 HQ6 SING N N 22 NBQ NQ5 CAD SING N N 23 NBQ NQ5 HQ5 SING N N 24 NBQ CAD CAC DOUB N E 25 NBQ CAD CAE SING N N 26 NBQ CAC CAB SING N N 27 NBQ CAC HAC SING N N 28 NBQ CAB OAA DOUB N N 29 NBQ CAB HAB SING N N 30 NBQ CAE OAF SING N N 31 NBQ CAE HAE1 SING N N 32 NBQ CAE HAE2 SING N N 33 NBQ OAF CAG SING N N 34 NBQ CAG CAP DOUB Y N 35 NBQ CAG CAH SING Y N 36 NBQ CAP CAO SING Y N 37 NBQ CAP HAP SING N N 38 NBQ CAO CAN DOUB Y N 39 NBQ CAO HAO SING N N 40 NBQ CAN CAM SING Y N 41 NBQ CAN CAI SING Y N 42 NBQ CAM CAL DOUB Y N 43 NBQ CAM HAM SING N N 44 NBQ CAI CAH DOUB Y N 45 NBQ CAI CAJ SING Y N 46 NBQ CAH HAH SING N N 47 NBQ CAJ CAK DOUB Y N 48 NBQ CAJ HAJ SING N N 49 NBQ CAK CAL SING Y N 50 NBQ CAK HAK SING N N 51 NBQ CAL HAL SING N N 52 NBQ C OXT SING N N 53 NBQ C O DOUB N N 54 NBQ 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 NBQ SMILES ACDLabs 10.04 "O=C(O)C(N)Cc3c(O)cc(O)c(N\C(=C\C=O)COc2cc1ccccc1cc2)c3" NBQ SMILES_CANONICAL CACTVS 3.341 "N[C@@H](Cc1cc(N\C(COc2ccc3ccccc3c2)=C\C=O)c(O)cc1O)C(O)=O" NBQ SMILES CACTVS 3.341 "N[CH](Cc1cc(NC(COc2ccc3ccccc3c2)=CC=O)c(O)cc1O)C(O)=O" NBQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2cc(ccc2c1)OC/C(=C\C=O)/Nc3cc(c(cc3O)O)C[C@@H](C(=O)O)N" NBQ SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2cc(ccc2c1)OCC(=CC=O)Nc3cc(c(cc3O)O)CC(C(=O)O)N" NBQ InChI InChI 1.03 "InChI=1S/C23H22N2O6/c24-19(23(29)30)10-16-11-20(22(28)12-21(16)27)25-17(7-8-26)13-31-18-6-5-14-3-1-2-4-15(14)9-18/h1-9,11-12,19,25,27-28H,10,13,24H2,(H,29,30)/b17-7+/t19-/m0/s1" NBQ InChIKey InChI 1.03 PZWMZAFFUAWVDN-CQXYXCHQSA-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 NBQ "SYSTEMATIC NAME" ACDLabs 10.04 "2-hydroxy-5-({(1E)-1-[(naphthalen-2-yloxy)methyl]-3-oxoprop-1-en-1-yl}amino)-L-tyrosine" NBQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[2,4-dihydroxy-5-[[(E)-1-naphthalen-2-yloxy-4-oxo-but-2-en-2-yl]amino]phenyl]propanoic 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 NBQ "Create component" 2004-03-08 RCSB NBQ "Modify descriptor" 2011-06-04 RCSB NBQ "Modify backbone" 2023-11-03 PDBE #