data_4BO
# 
_chem_comp.id                                    4BO 
_chem_comp.name                                  "(3S)-3-amino-4-oxo-4-[(4-phenylmethoxyphenyl)amino]butanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H18 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-18 
_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                        314.336 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4BO 
_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        3CHP 
_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 
4BO C12  C12  C 0 1 Y N N 8.561  41.867 67.920 0.389  1.208  -0.277 C12  4BO 1  
4BO C13  C13  C 0 1 Y N N 7.744  41.011 68.682 -0.976 1.347  -0.127 C13  4BO 2  
4BO C24  C24  C 0 1 Y N N 8.895  38.096 71.628 -6.167 -0.140 -1.066 C24  4BO 3  
4BO C11  C11  C 0 1 Y N N 9.565  41.340 67.089 0.937  -0.045 -0.519 C11  4BO 4  
4BO C14  C14  C 0 1 Y N N 7.913  39.615 68.616 -1.800 0.234  -0.212 C14  4BO 5  
4BO C15  C15  C 0 1 Y N N 8.911  39.085 67.776 -1.253 -1.019 -0.449 C15  4BO 6  
4BO O1   O1   O 0 1 N N N 13.824 41.222 63.659 7.210  -0.023 -0.603 O1   4BO 7  
4BO C2   C2   C 0 1 N N N 14.524 41.776 64.542 6.693  -0.802 0.162  C2   4BO 8  
4BO C4   C4   C 0 1 N N N 13.851 42.874 65.402 5.234  -0.660 0.511  C4   4BO 9  
4BO C7   C7   C 0 1 N N N 11.536 41.827 65.791 3.162  0.610  0.019  C7   4BO 10 
4BO C5   C5   C 0 1 N N S 12.326 42.990 65.162 4.646  0.541  -0.232 C5   4BO 11 
4BO C20  C20  C 0 1 Y N N 8.465  35.753 71.137 -5.943 -0.488 1.292  C20  4BO 12 
4BO C21  C21  C 0 1 Y N N 9.182  35.379 72.283 -7.277 -0.172 1.466  C21  4BO 13 
4BO C22  C22  C 0 1 Y N N 9.755  36.358 73.102 -8.055 0.166  0.375  C22  4BO 14 
4BO C23  C23  C 0 1 Y N N 9.611  37.718 72.774 -7.502 0.176  -0.892 C23  4BO 15 
4BO C19  C19  C 0 1 Y N N 8.321  37.110 70.802 -5.388 -0.472 0.026  C19  4BO 16 
4BO C18  C18  C 0 1 N N N 7.635  37.454 69.632 -3.933 -0.817 -0.164 C18  4BO 17 
4BO O17  O17  O 0 1 N N N 7.102  38.797 69.386 -3.145 0.371  -0.064 O17  4BO 18 
4BO C16  C16  C 0 1 Y N N 9.727  39.939 67.025 0.112  -1.157 -0.611 C16  4BO 19 
4BO N9   N9   N 0 1 N N N 10.428 42.199 66.479 2.323  -0.186 -0.672 N9   4BO 20 
4BO O8   O8   O 0 1 N N N 11.951 40.672 65.695 2.722  1.383  0.845  O8   4BO 21 
4BO N6   N6   N 0 1 N N N 11.839 44.252 65.699 5.283  1.774  0.249  N6   4BO 22 
4BO O3   O3   O 0 1 N N N 15.732 41.524 64.788 7.418  -1.795 0.701  O3   4BO 23 
4BO H12  H12  H 0 1 N N N 8.416  42.936 67.974 1.031  2.074  -0.210 H12  4BO 24 
4BO H13  H13  H 0 1 N N N 6.981  41.429 69.323 -1.403 2.321  0.058  H13  4BO 25 
4BO H24  H24  H 0 1 N N N 8.784  39.141 71.380 -5.735 -0.132 -2.056 H24  4BO 26 
4BO H15  H15  H 0 1 N N N 9.047  38.016 67.711 -1.895 -1.885 -0.515 H15  4BO 27 
4BO H4   H4   H 0 1 N N N 14.015 42.629 66.462 4.700  -1.565 0.219  H4   4BO 28 
4BO H4A  H4A  H 0 1 N N N 14.302 43.836 65.118 5.130  -0.508 1.586  H4A  4BO 29 
4BO H5   H5   H 0 1 N N N 12.166 42.947 64.075 4.828  0.431  -1.301 H5   4BO 30 
4BO H20  H20  H 0 1 N N N 8.022  34.994 70.509 -5.334 -0.752 2.145  H20  4BO 31 
4BO H21  H21  H 0 1 N N N 9.292  34.334 72.533 -7.712 -0.189 2.454  H21  4BO 32 
4BO H22  H22  H 0 1 N N N 10.307 36.070 73.984 -9.097 0.413  0.510  H22  4BO 33 
4BO H23  H23  H 0 1 N N N 10.053 38.474 73.406 -8.112 0.432  -1.746 H23  4BO 34 
4BO H18  H18  H 0 1 N N N 8.349  37.273 68.815 -3.624 -1.524 0.606  H18  4BO 35 
4BO H18A H18A H 0 0 N N N 6.717  36.855 69.720 -3.791 -1.265 -1.147 H18A 4BO 36 
4BO H16  H16  H 0 1 N N N 10.492 39.520 66.387 0.537  -2.132 -0.800 H16  4BO 37 
4BO HN9  HN9  H 0 1 N N N 10.230 43.177 66.543 2.678  -0.857 -1.276 HN9  4BO 38 
4BO HN6  HN6  H 0 1 N N N 11.727 44.172 66.690 5.128  1.899  1.238  HN6  4BO 39 
4BO HN6A HN6A H 0 0 N N N 12.497 44.977 65.495 6.268  1.780  0.033  HN6A 4BO 40 
4BO HO3  HO3  H 0 1 N N N 16.040 40.844 64.200 8.350  -1.845 0.447  HO3  4BO 41 
# 
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 
4BO C11 C12  DOUB Y N 1  
4BO C12 C13  SING N N 2  
4BO C12 H12  SING N N 3  
4BO C14 C13  DOUB Y N 4  
4BO C13 H13  SING N N 5  
4BO C19 C24  DOUB Y N 6  
4BO C24 C23  SING Y N 7  
4BO C24 H24  SING N N 8  
4BO N9  C11  SING Y N 9  
4BO C16 C11  SING N N 10 
4BO C15 C14  SING N N 11 
4BO C14 O17  SING N N 12 
4BO C16 C15  DOUB N N 13 
4BO C15 H15  SING N N 14 
4BO O1  C2   DOUB N N 15 
4BO C2  O3   SING N N 16 
4BO C2  C4   SING N N 17 
4BO C5  C4   SING N N 18 
4BO C4  H4   SING N N 19 
4BO C4  H4A  SING N N 20 
4BO C5  C7   SING Y N 21 
4BO O8  C7   DOUB N N 22 
4BO C7  N9   SING Y N 23 
4BO C5  N6   SING N N 24 
4BO C5  H5   SING N N 25 
4BO C19 C20  SING Y N 26 
4BO C20 C21  DOUB N N 27 
4BO C20 H20  SING Y N 28 
4BO C21 C22  SING Y N 29 
4BO C21 H21  SING N N 30 
4BO C23 C22  DOUB N N 31 
4BO C22 H22  SING N N 32 
4BO C23 H23  SING N N 33 
4BO C18 C19  SING Y N 34 
4BO O17 C18  SING Y N 35 
4BO C18 H18  SING N N 36 
4BO C18 H18A SING N N 37 
4BO C16 H16  SING N N 38 
4BO N9  HN9  SING N N 39 
4BO N6  HN6  SING N N 40 
4BO N6  HN6A SING N N 41 
4BO O3  HO3  SING N N 42 
# 
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 
4BO SMILES           ACDLabs              10.04 O=C(O)CC(N)C(=O)Nc2ccc(OCc1ccccc1)cc2                                                                                                             
4BO InChI            InChI                1.02b InChI=1/C17H18N2O4/c18-15(10-16(20)21)17(22)19-13-6-8-14(9-7-13)23-11-12-4-2-1-3-5-12/h1-9,15H,10-11,18H2,(H,19,22)(H,20,21)/t15-/m0/s1/f/h19-20H 
4BO InChIKey         InChI                1.02b VTMSXGVEMJOFRJ-ANFPSLHUDX                                                                                                                         
4BO SMILES_CANONICAL CACTVS               3.341 N[C@@H](CC(O)=O)C(=O)Nc1ccc(OCc2ccccc2)cc1                                                                                                        
4BO SMILES           CACTVS               3.341 N[CH](CC(O)=O)C(=O)Nc1ccc(OCc2ccccc2)cc1                                                                                                          
4BO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)COc2ccc(cc2)NC(=O)[C@H](CC(=O)O)N                                                                                                       
4BO SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)COc2ccc(cc2)NC(=O)C(CC(=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 
4BO "SYSTEMATIC NAME" ACDLabs              10.04 N-[4-(benzyloxy)phenyl]-L-alpha-asparagine                         
4BO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-3-amino-4-oxo-4-[(4-phenylmethoxyphenyl)amino]butanoic acid" 
# 
