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                    2009-01-07 
_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.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 -1.017 3.884  25.579 4.094  -4.880 2.478  N    MBQ 1  
MBQ CA   CA   C 0 1 N N S -1.773 3.795  26.829 2.980  -4.030 2.141  CA   MBQ 2  
MBQ CB   CB   C 0 1 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 -1.140 1.304  26.996 2.459  -1.584 1.707  CQ1  MBQ 4  
MBQ CQ2  CQ2  C 0 1 Y 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 -3.446 0.819  27.276 3.293  -0.970 3.869  OQ2  MBQ 6  
MBQ CQ3  CQ3  C 0 1 Y 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 -0.810 -1.126 25.696 0.561  0.451  1.902  CQ4  MBQ 8  
MBQ OQ4  OQ4  O 0 1 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 0.295  -0.299 25.866 0.595  -0.354 0.754  CQ5  MBQ 10 
MBQ CQ6  CQ6  C 0 1 Y 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 1.492  -0.701 25.329 -0.306 -0.153 -0.296 NQ5  MBQ 12 
MBQ CAD  CAD  C 0 1 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 2.864  -0.434 27.213 1.047  -0.329 -2.298 CAC  MBQ 14 
MBQ CAB  CAB  C 0 1 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 4.275  -0.868 28.989 2.258  -0.513 -4.322 OAA  MBQ 16 
MBQ CAE  CAE  C 0 1 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 3.778  -0.190 23.779 -2.484 -0.749 -1.504 OAF  MBQ 18 
MBQ CAG  CAG  C 0 1 Y 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 5.458  1.512  24.138 -3.810 -1.816 -3.178 CAM  MBQ 20 
MBQ CAL  CAL  C 0 1 Y 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 5.723  3.248  22.470 -5.670 -3.209 -2.518 CAJ  MBQ 22 
MBQ CAK  CAK  C 0 1 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 4.712  2.666  21.709 -5.390 -2.947 -1.177 CAI  MBQ 24 
MBQ CAH  CAH  C 0 1 Y 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 -1.555 5.011  27.681 2.051  -4.711 1.147  C    MBQ 26 
MBQ OXT  O    O 0 1 N Y N -0.483 5.565  27.697 0.737  -4.428 1.309  OXT  MBQ 27 
MBQ O    O1   O 0 1 N N N ?      ?      ?      2.453  -5.466 0.267  O    MBQ 28 
MBQ H    H    H 0 1 N N N -1.333 4.657  24.993 4.474  -5.489 1.774  H    MBQ 29 
MBQ H2   HN   H 0 1 N 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 -2.845 3.666  26.625 2.410  -3.892 3.067  HA   MBQ 31 
MBQ HB2  HB1  H 0 1 N N N -1.998 2.515  28.538 4.390  -2.372 2.110  HB2  MBQ 32 
MBQ HB3  HB2  H 0 1 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 -4.193 0.243  27.165 3.624  -0.116 4.190  HQ2  MBQ 34 
MBQ HQ3  HQ3  H 0 1 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 0.209  -2.532 24.740 0.084  2.295  2.190  HQ4  MBQ 36 
MBQ HQ6  HQ6  H 0 1 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 1.451  -1.058 24.384 -1.215 0.215  -0.059 HQ5  MBQ 38 
MBQ HAC  HAC  H 0 1 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 5.021  -0.004 27.341 0.254  -0.831 -4.298 HAB  MBQ 40 
MBQ HAE1 1HAE H 0 0 N N N 3.849  -2.020 24.702 -1.315 -1.721 -2.874 HAE1 MBQ 41 
MBQ HAE2 2HAE H 0 0 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 5.756  1.080  25.084 -3.197 -1.379 -3.962 HAM  MBQ 43 
MBQ HAL  HAL  H 0 1 N N N 6.882  3.112  24.275 -5.090 -2.842 -4.566 HAL  MBQ 44 
MBQ HAK3 3HAK H 0 0 N N N 7.359  4.585  22.435 -7.105 -4.714 -2.025 HAK3 MBQ 45 
MBQ HAK2 2HAK H 0 0 N N N 5.822  5.342  22.199 -7.686 -3.507 -3.199 HAK2 MBQ 46 
MBQ HAK1 1HAK H 0 0 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 4.419  3.112  20.767 -6.001 -3.383 -0.390 HAI  MBQ 48 
MBQ HAH  HAH  H 0 1 N N N 3.285  1.069  21.578 -4.107 -1.920 0.211  HAH  MBQ 49 
MBQ HO1  HO1  H 0 1 N N N -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 HO1 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 InChI            InChI                1.02b "InChI=1/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/f/h26H" 
MBQ InChIKey         InChI                1.02b FSNBWEOGSXUNGF-FMKVCGAHDN                                                                                                                                                      
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"                                                                                                                              
# 
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" 
# 
