data_2GB
# 
_chem_comp.id                                    2GB 
_chem_comp.name                                  "N-[(S)-(biphenyl-4-ylmethoxy)(hydroxy)phosphoryl]-L-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H20 N O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-03-27 
_chem_comp.pdbx_modified_date                    2015-05-15 
_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                        393.328 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2GB 
_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        4P4F 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
2GB N   N1  N 0 1 N N N 16.502 44.943 43.161 3.502  -0.621 0.517  N   2GB 1  
2GB CA  C1  C 0 1 N N S 16.052 44.472 41.805 3.323  0.174  -0.706 CA  2GB 2  
2GB C   C2  C 0 1 N N N 17.053 44.621 40.655 4.401  -0.180 -1.697 C   2GB 3  
2GB O   O1  O 0 1 N N N 17.952 45.533 40.719 4.437  0.426  -2.895 O   2GB 4  
2GB CB  C3  C 0 1 N N N 14.682 45.227 41.380 3.413  1.662  -0.364 CB  2GB 5  
2GB CG  C4  C 0 1 N N N 14.961 46.772 41.324 2.244  2.048  0.545  CG  2GB 6  
2GB OXT O2  O 0 1 N N N 16.857 43.830 39.661 5.233  -1.009 -1.415 OXT 2GB 7  
2GB CAP C5  C 0 1 Y N N 26.482 46.424 44.134 -6.126 -0.967 -0.064 CAP 2GB 8  
2GB CAS C6  C 0 1 Y N N 27.824 46.219 44.509 -7.423 -0.729 -0.471 CAS 2GB 9  
2GB CAO C7  C 0 1 Y N N 28.219 45.039 45.149 -7.750 0.469  -1.081 CAO 2GB 10 
2GB CAR C8  C 0 1 Y N N 27.232 44.077 45.387 -6.781 1.434  -1.287 CAR 2GB 11 
2GB CAQ C9  C 0 1 Y N N 25.886 44.321 45.031 -5.481 1.207  -0.883 CAQ 2GB 12 
2GB CAN C10 C 0 1 Y N N 25.481 45.478 44.370 -5.145 0.002  -0.269 CAN 2GB 13 
2GB CAI C11 C 0 1 Y N N 24.111 45.659 44.037 -3.749 -0.249 0.166  CAI 2GB 14 
2GB CAM C12 C 0 1 Y N N 23.216 44.699 44.529 -2.768 0.720  -0.039 CAM 2GB 15 
2GB CAJ C13 C 0 1 Y N N 21.828 44.767 44.336 -1.471 0.482  0.368  CAJ 2GB 16 
2GB CAL C14 C 0 1 Y N N 23.543 46.734 43.315 -3.414 -1.451 0.785  CAL 2GB 17 
2GB CAK C15 C 0 1 Y N N 22.127 46.781 43.091 -2.114 -1.679 1.188  CAK 2GB 18 
2GB CAH C16 C 0 1 Y N N 21.242 45.786 43.587 -1.143 -0.716 0.977  CAH 2GB 19 
2GB CAB C17 C 0 1 N N N 19.624 45.787 43.456 0.275  -0.970 1.419  CAB 2GB 20 
2GB OAT O3  O 0 1 N N N 18.747 44.904 44.503 1.000  -1.593 0.356  OAT 2GB 21 
2GB PBA P1  P 0 1 N N N 17.642 43.954 43.934 2.551  -2.009 0.479  PBA 2GB 22 
2GB OAV O4  O 0 1 N N N 16.842 43.079 44.922 2.966  -2.910 -0.788 OAV 2GB 23 
2GB OAU O5  O 0 1 N N N 18.260 43.079 42.852 2.757  -2.783 1.724  OAU 2GB 24 
2GB CD  C18 C 0 1 N N N 13.872 47.602 40.559 2.333  3.515  0.882  CD  2GB 25 
2GB OE2 O6  O 0 1 N N N 13.096 46.970 39.805 3.238  4.182  0.440  OE2 2GB 26 
2GB OE1 O7  O 0 1 N N N 13.872 48.855 40.727 1.407  4.079  1.673  OE1 2GB 27 
2GB H1  H1  H 0 1 N N N 16.905 45.852 43.054 4.474  -0.853 0.658  H1  2GB 28 
2GB H2  H2  H 0 1 N N N 15.804 43.403 41.888 2.346  -0.041 -1.139 H2  2GB 29 
2GB H3  H3  H 0 1 N N N 18.457 45.537 39.914 5.147  0.166  -3.497 H3  2GB 30 
2GB H4  H4  H 0 1 N N N 13.898 45.018 42.122 4.354  1.861  0.150  H4  2GB 31 
2GB H5  H5  H 0 1 N N N 14.355 44.873 40.391 3.369  2.249  -1.281 H5  2GB 32 
2GB H6  H6  H 0 1 N N N 15.928 46.929 40.823 1.304  1.850  0.032  H6  2GB 33 
2GB H7  H7  H 0 1 N N N 15.018 47.149 42.356 2.289  1.462  1.463  H7  2GB 34 
2GB H8  H8  H 0 1 N N N 26.216 47.349 43.645 -5.872 -1.901 0.415  H8  2GB 35 
2GB H9  H9  H 0 1 N N N 28.558 46.983 44.300 -8.184 -1.479 -0.313 H9  2GB 36 
2GB H10 H10 H 0 1 N N N 29.244 44.878 45.447 -8.766 0.651  -1.398 H10 2GB 37 
2GB H11 H11 H 0 1 N N N 27.501 43.138 45.848 -7.042 2.367  -1.765 H11 2GB 38 
2GB H12 H12 H 0 1 N N N 25.141 43.580 45.282 -4.724 1.961  -1.045 H12 2GB 39 
2GB H13 H13 H 0 1 N N N 23.615 43.864 45.085 -3.023 1.656  -0.515 H13 2GB 40 
2GB H14 H14 H 0 1 N N N 21.197 44.010 44.779 -0.710 1.232  0.210  H14 2GB 41 
2GB H15 H15 H 0 1 N N N 24.176 47.521 42.932 -4.171 -2.204 0.951  H15 2GB 42 
2GB H16 H16 H 0 1 N N N 21.718 47.604 42.524 -1.854 -2.611 1.668  H16 2GB 43 
2GB H17 H17 H 0 1 N N N 19.293 46.831 43.559 0.750  -0.024 1.678  H17 2GB 44 
2GB H18 H18 H 0 1 N N N 19.382 45.423 42.446 0.272  -1.626 2.290  H18 2GB 45 
2GB H19 H19 H 0 1 N N N 16.896 42.169 44.655 2.857  -2.466 -1.640 H19 2GB 46 
2GB H20 H20 H 0 1 N N N 13.191 49.247 40.192 1.506  5.022  1.860  H20 2GB 47 
# 
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 
2GB OXT C   DOUB N N 1  
2GB OE2 CD  DOUB N N 2  
2GB CD  OE1 SING N N 3  
2GB CD  CG  SING N N 4  
2GB C   O   SING N N 5  
2GB C   CA  SING N N 6  
2GB CG  CB  SING N N 7  
2GB CB  CA  SING N N 8  
2GB CA  N   SING N N 9  
2GB OAU PBA DOUB N N 10 
2GB CAK CAL DOUB Y N 11 
2GB CAK CAH SING Y N 12 
2GB N   PBA SING N N 13 
2GB CAL CAI SING Y N 14 
2GB CAB CAH SING N N 15 
2GB CAB OAT SING N N 16 
2GB CAH CAJ DOUB Y N 17 
2GB PBA OAT SING N N 18 
2GB PBA OAV SING N N 19 
2GB CAI CAN SING N N 20 
2GB CAI CAM DOUB Y N 21 
2GB CAP CAN DOUB Y N 22 
2GB CAP CAS SING Y N 23 
2GB CAJ CAM SING Y N 24 
2GB CAN CAQ SING Y N 25 
2GB CAS CAO DOUB Y N 26 
2GB CAQ CAR DOUB Y N 27 
2GB CAO CAR SING Y N 28 
2GB N   H1  SING N N 29 
2GB CA  H2  SING N N 30 
2GB O   H3  SING N N 31 
2GB CB  H4  SING N N 32 
2GB CB  H5  SING N N 33 
2GB CG  H6  SING N N 34 
2GB CG  H7  SING N N 35 
2GB CAP H8  SING N N 36 
2GB CAS H9  SING N N 37 
2GB CAO H10 SING N N 38 
2GB CAR H11 SING N N 39 
2GB CAQ H12 SING N N 40 
2GB CAM H13 SING N N 41 
2GB CAJ H14 SING N N 42 
2GB CAL H15 SING N N 43 
2GB CAK H16 SING N N 44 
2GB CAB H17 SING N N 45 
2GB CAB H18 SING N N 46 
2GB OAV H19 SING N N 47 
2GB OE1 H20 SING N N 48 
# 
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 
2GB SMILES           ACDLabs              12.01 "O=C(O)C(NP(=O)(OCc1ccc(cc1)c2ccccc2)O)CCC(=O)O"                                                                                                                 
2GB InChI            InChI                1.03  "InChI=1S/C18H20NO7P/c20-17(21)11-10-16(18(22)23)19-27(24,25)26-12-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,16H,10-12H2,(H,20,21)(H,22,23)(H2,19,24,25)/t16-/m0/s1" 
2GB InChIKey         InChI                1.03  DATQTWKKBHKLSV-INIZCTEOSA-N                                                                                                                                      
2GB SMILES_CANONICAL CACTVS               3.385 "OC(=O)CC[C@H](N[P](O)(=O)OCc1ccc(cc1)c2ccccc2)C(O)=O"                                                                                                           
2GB SMILES           CACTVS               3.385 "OC(=O)CC[CH](N[P](O)(=O)OCc1ccc(cc1)c2ccccc2)C(O)=O"                                                                                                            
2GB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2)COP(=O)(N[C@@H](CCC(=O)O)C(=O)O)O"                                                                                                          
2GB SMILES           "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2)COP(=O)(NC(CCC(=O)O)C(=O)O)O"                                                                                                               
# 
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 
2GB "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(S)-(biphenyl-4-ylmethoxy)(hydroxy)phosphoryl]-L-glutamic acid"             
2GB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[oxidanyl-[(4-phenylphenyl)methoxy]phosphoryl]amino]pentanedioic 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 
2GB "Create component"  2014-03-27 EBI  
2GB "Modify descriptor" 2014-09-05 RCSB 
2GB "Initial release"   2015-05-20 RCSB 
# 
