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                    2008-10-14 
_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 N N 2  
4BQ C21 H21  SING Y N 3  
4BQ C22 C23  DOUB N 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 Y 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 N 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 Y 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 InChI            InChI                1.02b InChI=1/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/f/h20,22H 
4BQ InChIKey         InChI                1.02b BYSBXIPCDJNEBG-QAIQMHJRDZ                                                                                                                            
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                                                                                                             
# 
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" 
# 
