data_MBQ # _chem_comp.id MBQ _chem_comp.name "2-HYDROXY-5-({1-[(4-METHYLPHENOXY)METHYL]-3-OXOPROP-1-ENYL}AMINO)-L-TYROSINE" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C20 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 2004-03-04 _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 386.398 _chem_comp.one_letter_code Y _chem_comp.three_letter_code MBQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1SIH _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 MBQ N N N 0 1 N N N Y Y N -1.017 3.884 25.579 4.094 -4.880 2.478 N MBQ 1 MBQ CA CA C 0 1 N N S Y N N -1.773 3.795 26.829 2.980 -4.030 2.141 CA MBQ 2 MBQ CB CB C 0 1 N N N N N N -1.298 2.635 27.709 3.468 -2.678 1.586 CB MBQ 3 MBQ CQ1 CQ1 C 0 1 Y N N N N N -1.140 1.304 26.996 2.459 -1.584 1.707 CQ1 MBQ 4 MBQ CQ2 CQ2 C 0 1 Y N N N N N -2.239 0.457 26.833 2.415 -0.778 2.844 CQ2 MBQ 5 MBQ OQ2 OQ2 O 0 1 N N N N N N -3.446 0.819 27.276 3.293 -0.970 3.869 OQ2 MBQ 6 MBQ CQ3 CQ3 C 0 1 Y N N N N N -2.071 -0.768 26.185 1.466 0.240 2.942 CQ3 MBQ 7 MBQ CQ4 CQ4 C 0 1 Y N N N N N -0.810 -1.126 25.696 0.561 0.451 1.902 CQ4 MBQ 8 MBQ OQ4 OQ4 O 0 1 N N N N N N -0.647 -2.289 25.072 -0.359 1.450 2.016 OQ4 MBQ 9 MBQ CQ5 CQ5 C 0 1 Y N N N N N 0.295 -0.299 25.866 0.595 -0.354 0.754 CQ5 MBQ 10 MBQ CQ6 CQ6 C 0 1 Y N N N N N 0.122 0.923 26.521 1.553 -1.373 0.667 CQ6 MBQ 11 MBQ NQ5 NQ5 N 0 1 N N N N N N 1.492 -0.701 25.329 -0.306 -0.153 -0.296 NQ5 MBQ 12 MBQ CAD CAD C 0 1 N N N N N N 2.701 -0.676 25.896 -0.119 -0.392 -1.630 CAD MBQ 13 MBQ CAC CAC C 0 1 N N N N N N 2.864 -0.434 27.213 1.047 -0.329 -2.298 CAC MBQ 14 MBQ CAB CAB C 0 1 N N N N N N 4.175 -0.419 27.859 1.175 -0.580 -3.750 CAB MBQ 15 MBQ OAA OAA O 0 1 N N N N N N 4.275 -0.868 28.989 2.258 -0.513 -4.322 OAA MBQ 16 MBQ CAE CAE C 0 1 N N N N N N 3.871 -0.967 24.975 -1.376 -0.737 -2.395 CAE MBQ 17 MBQ OAF OAF O 0 1 N N N N N N 3.778 -0.190 23.779 -2.484 -0.749 -1.504 OAF MBQ 18 MBQ CAG CAG C 0 1 Y N N N N N 4.437 0.938 23.376 -3.537 -1.560 -1.839 CAG MBQ 19 MBQ CAM CAM C 0 1 Y N N N N N 5.458 1.512 24.138 -3.810 -1.816 -3.178 CAM MBQ 20 MBQ CAL CAL C 0 1 Y N N N N N 6.093 2.665 23.683 -4.880 -2.643 -3.518 CAL MBQ 21 MBQ CAJ CAJ C 0 1 Y N N N N N 5.723 3.248 22.470 -5.670 -3.209 -2.518 CAJ MBQ 22 MBQ CAK CAK C 0 1 N N N N N N 6.413 4.494 21.969 -6.814 -4.094 -2.882 CAK MBQ 23 MBQ CAI CAI C 0 1 Y N N N N N 4.712 2.666 21.709 -5.390 -2.947 -1.177 CAI MBQ 24 MBQ CAH CAH C 0 1 Y N N N N N 4.075 1.517 22.169 -4.320 -2.120 -0.836 CAH MBQ 25 MBQ C C C 0 1 N N N Y N Y -1.555 5.011 27.681 2.051 -4.711 1.147 C MBQ 26 MBQ OXT OXT O 0 1 N Y N Y N Y -0.483 5.565 27.697 0.737 -4.428 1.309 OXT MBQ 27 MBQ O O O 0 1 N N N Y N Y ? ? ? 2.453 -5.466 0.267 O MBQ 28 MBQ H H H 0 1 N N N Y Y N -1.333 4.657 24.993 4.474 -5.489 1.774 H MBQ 29 MBQ H2 H2 H 0 1 N Y N Y Y N -1.040 3.001 25.070 4.339 -5.002 3.447 H2 MBQ 30 MBQ HA HA H 0 1 N N N Y N N -2.845 3.666 26.625 2.410 -3.892 3.067 HA MBQ 31 MBQ HB2 HB2 H 0 1 N N N N N N -1.998 2.515 28.538 4.390 -2.372 2.110 HB2 MBQ 32 MBQ HB3 HB3 H 0 1 N N N N N N -0.333 2.901 28.147 3.778 -2.805 0.534 HB3 MBQ 33 MBQ HQ2 HQ2 H 0 1 N N N N N N -4.193 0.243 27.165 3.624 -0.116 4.190 HQ2 MBQ 34 MBQ HQ3 HQ3 H 0 1 N N N N N N -2.919 -1.425 26.042 1.432 0.869 3.828 HQ3 MBQ 35 MBQ HQ4 HQ4 H 0 1 N N N N N N 0.209 -2.532 24.740 0.084 2.295 2.190 HQ4 MBQ 36 MBQ HQ6 HQ6 H 0 1 N N N N N N 0.965 1.585 26.642 1.589 -2.003 -0.219 HQ6 MBQ 37 MBQ HQ5 HQ5 H 0 1 N N N N N N 1.451 -1.058 24.384 -1.215 0.215 -0.059 HQ5 MBQ 38 MBQ HAC HAC H 0 1 N N N N N N 2.005 -0.244 27.823 1.972 -0.083 -1.785 HAC MBQ 39 MBQ HAB HAB H 0 1 N N N N N N 5.021 -0.004 27.341 0.254 -0.831 -4.298 HAB MBQ 40 MBQ HAE1 HAE1 H 0 0 N N N N N N 3.849 -2.020 24.702 -1.315 -1.721 -2.874 HAE1 MBQ 41 MBQ HAE2 HAE2 H 0 0 N N N N N N 4.826 -0.790 25.465 -1.560 0.008 -3.177 HAE2 MBQ 42 MBQ HAM HAM H 0 1 N N N N N N 5.756 1.080 25.084 -3.197 -1.379 -3.962 HAM MBQ 43 MBQ HAL HAL H 0 1 N N N N N N 6.882 3.112 24.275 -5.090 -2.842 -4.566 HAL MBQ 44 MBQ HAK3 HAK3 H 0 0 N N N N N N 7.359 4.585 22.435 -7.105 -4.714 -2.025 HAK3 MBQ 45 MBQ HAK2 HAK2 H 0 0 N N N N N N 5.822 5.342 22.199 -7.686 -3.507 -3.199 HAK2 MBQ 46 MBQ HAK1 HAK1 H 0 0 N N N N N N 6.542 4.428 20.920 -6.555 -4.755 -3.719 HAK1 MBQ 47 MBQ HAI HAI H 0 1 N N N N N N 4.419 3.112 20.767 -6.001 -3.383 -0.390 HAI MBQ 48 MBQ HAH HAH H 0 1 N N N N N N 3.285 1.069 21.578 -4.107 -1.920 0.211 HAH MBQ 49 MBQ HXT HO1 H 0 1 N Y N Y N Y -0.115 5.570 26.821 0.138 -4.871 0.673 HO1 MBQ 50 # 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 MBQ N CA SING N N 1 MBQ N H SING N N 2 MBQ N H2 SING N N 3 MBQ CA CB SING N N 4 MBQ CA C SING N N 5 MBQ CA HA SING N N 6 MBQ CB CQ1 SING N N 7 MBQ CB HB2 SING N N 8 MBQ CB HB3 SING N N 9 MBQ CQ1 CQ2 DOUB Y N 10 MBQ CQ1 CQ6 SING Y N 11 MBQ CQ2 OQ2 SING N N 12 MBQ CQ2 CQ3 SING Y N 13 MBQ OQ2 HQ2 SING N N 14 MBQ CQ3 CQ4 DOUB Y N 15 MBQ CQ3 HQ3 SING N N 16 MBQ CQ4 OQ4 SING N N 17 MBQ CQ4 CQ5 SING Y N 18 MBQ OQ4 HQ4 SING N N 19 MBQ CQ5 CQ6 DOUB Y N 20 MBQ CQ5 NQ5 SING N N 21 MBQ CQ6 HQ6 SING N N 22 MBQ NQ5 CAD SING N N 23 MBQ NQ5 HQ5 SING N N 24 MBQ CAD CAC DOUB N E 25 MBQ CAD CAE SING N N 26 MBQ CAC CAB SING N N 27 MBQ CAC HAC SING N N 28 MBQ CAB OAA DOUB N N 29 MBQ CAB HAB SING N N 30 MBQ CAE OAF SING N N 31 MBQ CAE HAE1 SING N N 32 MBQ CAE HAE2 SING N N 33 MBQ OAF CAG SING N N 34 MBQ CAG CAM DOUB Y N 35 MBQ CAG CAH SING Y N 36 MBQ CAM CAL SING Y N 37 MBQ CAM HAM SING N N 38 MBQ CAL CAJ DOUB Y N 39 MBQ CAL HAL SING N N 40 MBQ CAJ CAK SING N N 41 MBQ CAJ CAI SING Y N 42 MBQ CAK HAK3 SING N N 43 MBQ CAK HAK2 SING N N 44 MBQ CAK HAK1 SING N N 45 MBQ CAI CAH DOUB Y N 46 MBQ CAI HAI SING N N 47 MBQ CAH HAH SING N N 48 MBQ C OXT SING N N 49 MBQ C O DOUB N N 50 MBQ HXT OXT SING N N 51 # 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 MBQ SMILES ACDLabs 10.04 "O=C(O)C(N)Cc2c(O)cc(O)c(N\C(=C\C=O)COc1ccc(cc1)C)c2" MBQ SMILES_CANONICAL CACTVS 3.341 "Cc1ccc(OCC(/Nc2cc(C[C@H](N)C(O)=O)c(O)cc2O)=C\C=O)cc1" MBQ SMILES CACTVS 3.341 "Cc1ccc(OCC(Nc2cc(C[CH](N)C(O)=O)c(O)cc2O)=CC=O)cc1" MBQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1)OC/C(=C\C=O)/Nc2cc(c(cc2O)O)C[C@@H](C(=O)O)N" MBQ SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1)OCC(=CC=O)Nc2cc(c(cc2O)O)CC(C(=O)O)N" MBQ InChI InChI 1.03 "InChI=1S/C20H22N2O6/c1-12-2-4-15(5-3-12)28-11-14(6-7-23)22-17-9-13(8-16(21)20(26)27)18(24)10-19(17)25/h2-7,9-10,16,22,24-25H,8,11,21H2,1H3,(H,26,27)/b14-6+/t16-/m0/s1" MBQ InChIKey InChI 1.03 FSNBWEOGSXUNGF-CQMBDMNQSA-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 MBQ "SYSTEMATIC NAME" ACDLabs 10.04 "2-hydroxy-5-({(1E)-1-[(4-methylphenoxy)methyl]-3-oxoprop-1-en-1-yl}amino)-L-tyrosine" MBQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[2,4-dihydroxy-5-[[(E)-1-(4-methylphenoxy)-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 MBQ "Create component" 2004-03-04 RCSB MBQ "Modify descriptor" 2011-06-04 RCSB MBQ "Modify backbone" 2023-11-03 PDBE #