data_2G4
# 
_chem_comp.id                                    2G4 
_chem_comp.name                                  "N-[(S)-hydroxy(4-phenylbutoxy)phosphoryl]-L-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H22 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                        359.311 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2G4 
_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        4P4E 
_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 
2G4 CAJ C1  C 0 1 Y N N 23.783 44.198 44.224 -5.913 1.337  0.066  CAJ 2G4 1  
2G4 CAH C2  C 0 1 Y N N 24.688 43.991 45.272 -7.100 0.905  -0.495 CAH 2G4 2  
2G4 CAG C3  C 0 1 Y N N 25.680 44.935 45.510 -7.415 -0.441 -0.495 CAG 2G4 3  
2G4 CAI C4  C 0 1 Y N N 25.803 46.103 44.732 -6.544 -1.355 0.067  CAI 2G4 4  
2G4 CAK C5  C 0 1 Y N N 24.899 46.318 43.681 -5.356 -0.923 0.628  CAK 2G4 5  
2G4 CAV C6  C 0 1 Y N N 23.897 45.365 43.441 -5.038 0.422  0.622  CAV 2G4 6  
2G4 CAP C7  C 0 1 N N N 22.932 45.608 42.286 -3.744 0.893  1.234  CAP 2G4 7  
2G4 CAM C8  C 0 1 N N N 21.764 46.361 42.857 -2.646 0.891  0.169  CAM 2G4 8  
2G4 CAL C9  C 0 1 N N N 20.953 45.467 43.813 -1.332 1.369  0.790  CAL 2G4 9  
2G4 CAN C10 C 0 1 N N N 19.462 45.847 43.653 -0.234 1.367  -0.276 CAN 2G4 10 
2G4 OAS O1  O 0 1 N N N 18.740 45.035 44.554 0.993  1.813  0.305  OAS 2G4 11 
2G4 PAX P1  P 0 1 N N N 17.620 44.113 43.996 2.364  1.936  -0.530 PAX 2G4 12 
2G4 OAF O2  O 0 1 N N N 16.952 43.446 45.149 3.465  2.709  0.355  OAF 2G4 13 
2G4 OAC O3  O 0 1 N N N 18.211 43.057 43.020 2.116  2.693  -1.778 OAC 2G4 14 
2G4 N   N1  N 0 1 N N N 16.551 45.097 43.200 2.930  0.398  -0.911 N   2G4 15 
2G4 CA  C11 C 0 1 N N S 16.013 44.591 41.898 3.188  -0.384 0.306  CA  2G4 16 
2G4 C   C12 C 0 1 N N N 17.047 44.724 40.741 4.643  -0.265 0.680  C   2G4 17 
2G4 OXT O4  O 0 1 N N N 17.906 45.629 40.845 5.111  -0.900 1.766  OXT 2G4 18 
2G4 O   O5  O 0 1 N N N 16.955 43.909 39.778 5.388  0.402  0.003  O   2G4 19 
2G4 CB  C13 C 0 1 N N N 14.697 45.311 41.423 2.845  -1.853 0.051  CB  2G4 20 
2G4 CG  C14 C 0 1 N N N 14.946 46.814 41.386 1.343  -1.989 -0.206 CG  2G4 21 
2G4 CD  C15 C 0 1 N N N 13.828 47.601 40.646 1.006  -3.436 -0.458 CD  2G4 22 
2G4 OE2 O6  O 0 1 N N N 13.103 46.994 39.816 1.877  -4.273 -0.433 OE2 2G4 23 
2G4 OE1 O7  O 0 1 N N N 13.791 48.862 40.832 -0.263 -3.796 -0.708 OE1 2G4 24 
2G4 H1  H1  H 0 1 N N N 23.008 43.474 44.018 -5.667 2.388  0.065  H1  2G4 25 
2G4 H2  H2  H 0 1 N N N 24.616 43.107 45.889 -7.781 1.619  -0.934 H2  2G4 26 
2G4 H3  H3  H 0 1 N N N 26.378 44.768 46.317 -8.343 -0.779 -0.933 H3  2G4 27 
2G4 H4  H4  H 0 1 N N N 26.581 46.822 44.941 -6.790 -2.407 0.067  H4  2G4 28 
2G4 H5  H5  H 0 1 N N N 24.973 47.203 43.066 -4.675 -1.638 1.067  H5  2G4 29 
2G4 H6  H6  H 0 1 N N N 22.596 44.650 41.863 -3.872 1.903  1.622  H6  2G4 30 
2G4 H7  H7  H 0 1 N N N 23.421 46.204 41.501 -3.462 0.224  2.047  H7  2G4 31 
2G4 H8  H8  H 0 1 N N N 22.135 47.237 43.409 -2.518 -0.120 -0.219 H8  2G4 32 
2G4 H9  H9  H 0 1 N N N 21.113 46.694 42.035 -2.928 1.559  -0.645 H9  2G4 33 
2G4 H10 H10 H 0 1 N N N 21.101 44.408 43.553 -1.460 2.379  1.178  H10 2G4 34 
2G4 H11 H11 H 0 1 N N N 21.275 45.638 44.851 -1.050 0.700  1.603  H11 2G4 35 
2G4 H12 H12 H 0 1 N N N 19.313 46.909 43.896 -0.106 0.356  -0.664 H12 2G4 36 
2G4 H13 H13 H 0 1 N N N 19.130 45.657 42.621 -0.516 2.036  -1.089 H13 2G4 37 
2G4 H14 H14 H 0 1 N N N 17.023 42.503 45.054 3.677  2.269  1.190  H14 2G4 38 
2G4 H15 H15 H 0 1 N N N 17.014 45.965 43.020 3.754  0.448  -1.490 H15 2G4 39 
2G4 H16 H16 H 0 1 N N N 15.779 43.522 42.013 2.571  -0.003 1.120  H16 2G4 40 
2G4 H17 H17 H 0 1 N N N 18.480 45.610 40.088 6.051  -0.794 1.966  H17 2G4 41 
2G4 H18 H18 H 0 1 N N N 13.880 45.089 42.125 3.397  -2.209 -0.819 H18 2G4 42 
2G4 H19 H19 H 0 1 N N N 14.424 44.957 40.418 3.120  -2.447 0.923  H19 2G4 43 
2G4 H20 H20 H 0 1 N N N 15.901 46.998 40.873 0.792  -1.633 0.664  H20 2G4 44 
2G4 H21 H21 H 0 1 N N N 15.008 47.184 42.420 1.069  -1.395 -1.078 H21 2G4 45 
2G4 H22 H22 H 0 1 N N N 13.143 49.249 40.255 -0.431 -4.735 -0.863 H22 2G4 46 
# 
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 
2G4 O   C   DOUB N N 1  
2G4 OE2 CD  DOUB N N 2  
2G4 CD  OE1 SING N N 3  
2G4 CD  CG  SING N N 4  
2G4 C   OXT SING N N 5  
2G4 C   CA  SING N N 6  
2G4 CG  CB  SING N N 7  
2G4 CB  CA  SING N N 8  
2G4 CA  N   SING N N 9  
2G4 CAP CAM SING N N 10 
2G4 CAP CAV SING N N 11 
2G4 CAM CAL SING N N 12 
2G4 OAC PAX DOUB N N 13 
2G4 N   PAX SING N N 14 
2G4 CAV CAK DOUB Y N 15 
2G4 CAV CAJ SING Y N 16 
2G4 CAN CAL SING N N 17 
2G4 CAN OAS SING N N 18 
2G4 CAK CAI SING Y N 19 
2G4 PAX OAS SING N N 20 
2G4 PAX OAF SING N N 21 
2G4 CAJ CAH DOUB Y N 22 
2G4 CAI CAG DOUB Y N 23 
2G4 CAH CAG SING Y N 24 
2G4 CAJ H1  SING N N 25 
2G4 CAH H2  SING N N 26 
2G4 CAG H3  SING N N 27 
2G4 CAI H4  SING N N 28 
2G4 CAK H5  SING N N 29 
2G4 CAP H6  SING N N 30 
2G4 CAP H7  SING N N 31 
2G4 CAM H8  SING N N 32 
2G4 CAM H9  SING N N 33 
2G4 CAL H10 SING N N 34 
2G4 CAL H11 SING N N 35 
2G4 CAN H12 SING N N 36 
2G4 CAN H13 SING N N 37 
2G4 OAF H14 SING N N 38 
2G4 N   H15 SING N N 39 
2G4 CA  H16 SING N N 40 
2G4 OXT H17 SING N N 41 
2G4 CB  H18 SING N N 42 
2G4 CB  H19 SING N N 43 
2G4 CG  H20 SING N N 44 
2G4 CG  H21 SING N N 45 
2G4 OE1 H22 SING N N 46 
# 
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 
2G4 SMILES           ACDLabs              12.01 "O=C(O)C(NP(=O)(O)OCCCCc1ccccc1)CCC(=O)O"                                                                                                                   
2G4 InChI            InChI                1.03  "InChI=1S/C15H22NO7P/c17-14(18)10-9-13(15(19)20)16-24(21,22)23-11-5-4-8-12-6-2-1-3-7-12/h1-3,6-7,13H,4-5,8-11H2,(H,17,18)(H,19,20)(H2,16,21,22)/t13-/m0/s1" 
2G4 InChIKey         InChI                1.03  QQDXXPMQJXSLMC-ZDUSSCGKSA-N                                                                                                                                 
2G4 SMILES_CANONICAL CACTVS               3.385 "OC(=O)CC[C@H](N[P](O)(=O)OCCCCc1ccccc1)C(O)=O"                                                                                                             
2G4 SMILES           CACTVS               3.385 "OC(=O)CC[CH](N[P](O)(=O)OCCCCc1ccccc1)C(O)=O"                                                                                                              
2G4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CCCCOP(=O)(N[C@@H](CCC(=O)O)C(=O)O)O"                                                                                                            
2G4 SMILES           "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CCCCOP(=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 
2G4 "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(S)-hydroxy(4-phenylbutoxy)phosphoryl]-L-glutamic acid"           
2G4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[oxidanyl(4-phenylbutoxy)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 
2G4 "Create component"  2014-03-27 EBI  
2G4 "Modify descriptor" 2014-09-05 RCSB 
2G4 "Initial release"   2015-05-20 RCSB 
# 
