data_FBD
# 
_chem_comp.id                                    FBD 
_chem_comp.name                                  "N-({(1R)-1-carboxy-2-[(4-fluorobenzyl)sulfanyl]ethyl}carbamoyl)-L-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H19 F N2 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(S)-2-(3-((R)-1-carboxy-2-(4-fluorobenzylthio)ethyl)ureido)pentanedioic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-05 
_chem_comp.pdbx_modified_date                    2008-12-26 
_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                        402.395 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FBD 
_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        3D7D 
_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 
FBD F21  F21  F 0 1 N N N 23.359 50.346 47.382 -7.275 -3.158 0.199  F21  FBD 1  
FBD C20  C20  C 0 1 Y N N 23.299 49.550 46.274 -6.467 -2.086 0.352  C20  FBD 2  
FBD C22  C22  C 0 1 Y N N 23.885 48.292 46.370 -6.526 -1.039 -0.553 C22  FBD 3  
FBD C23  C23  C 0 1 Y N N 23.895 47.432 45.276 -5.700 0.057  -0.395 C23  FBD 4  
FBD C19  C19  C 0 1 Y N N 22.715 49.969 45.058 -5.584 -2.030 1.417  C19  FBD 5  
FBD C18  C18  C 0 1 Y N N 22.721 49.093 43.948 -4.760 -0.932 1.573  C18  FBD 6  
FBD C17  C17  C 0 1 Y N N 23.316 47.816 44.062 -4.815 0.110  0.666  C17  FBD 7  
FBD C16  C16  C 0 1 N N N 23.379 46.826 42.895 -3.915 1.306  0.837  C16  FBD 8  
FBD S15  S15  S 0 1 N N N 22.538 45.309 43.295 -2.356 1.021  -0.047 S15  FBD 9  
FBD C14  C14  C 0 1 N N N 20.850 45.877 43.402 -1.422 2.543  0.272  C14  FBD 10 
FBD C13  C13  C 0 1 N N R 19.971 45.098 44.406 -0.059 2.459  -0.418 C13  FBD 11 
FBD C24  C24  C 0 1 N N N 20.122 45.722 45.783 0.717  3.723  -0.154 C24  FBD 12 
FBD O25  O25  O 0 1 N N N 20.632 45.009 46.672 0.225  4.908  -0.550 O25  FBD 13 
FBD O26  O26  O 0 1 N N N 19.686 46.889 45.974 1.781  3.671  0.415  O26  FBD 14 
FBD N12  N12  N 0 1 N N N 18.657 45.473 43.901 0.684  1.311  0.107  N12  FBD 15 
FBD C11  C11  C 0 1 N N N 17.967 44.733 43.032 1.640  0.727  -0.642 C11  FBD 16 
FBD O27  O27  O 0 1 N N N 18.402 43.660 42.556 1.887  1.153  -1.753 O27  FBD 17 
FBD N10  N10  N 0 1 N N N 16.724 45.155 42.702 2.324  -0.329 -0.158 N10  FBD 18 
FBD C6   C6   C 0 1 N N S 16.038 44.436 41.614 3.364  -0.963 -0.972 C6   FBD 19 
FBD C7   C7   C 0 1 N N N 17.008 44.636 40.437 2.733  -1.977 -1.892 C7   FBD 20 
FBD O8   O8   O 0 1 N N N 17.905 45.524 40.454 3.499  -2.685 -2.736 O8   FBD 21 
FBD O9   O9   O 0 1 N N N 16.935 43.874 39.410 1.538  -2.151 -1.870 O9   FBD 22 
FBD C5   C5   C 0 1 N N N 14.771 45.209 41.175 4.372  -1.662 -0.058 C5   FBD 23 
FBD C4   C4   C 0 1 N N N 14.985 46.727 41.092 5.102  -0.618 0.789  C4   FBD 24 
FBD C2   C2   C 0 1 N N N 13.857 47.496 40.406 6.095  -1.307 1.690  C2   FBD 25 
FBD O3   O3   O 0 1 N N N 13.789 48.733 40.583 6.855  -0.584 2.528  O3   FBD 26 
FBD O1   O1   O 0 1 N N N 13.010 46.886 39.698 6.207  -2.509 1.657  O1   FBD 27 
FBD H22  H22  H 0 1 N N N 24.336 47.980 47.301 -7.217 -1.080 -1.382 H22  FBD 28 
FBD H23  H23  H 0 1 N N N 24.354 46.459 45.365 -5.746 0.874  -1.100 H23  FBD 29 
FBD H19  H19  H 0 1 N N N 22.268 50.949 44.977 -5.541 -2.843 2.126  H19  FBD 30 
FBD H18  H18  H 0 1 N N N 22.272 49.399 43.015 -4.071 -0.888 2.404  H18  FBD 31 
FBD H16  H16  H 0 1 N N N 22.898 47.280 42.016 -4.405 2.191  0.432  H16  FBD 32 
FBD H16A H16A H 0 0 N N N 24.435 46.597 42.687 -3.709 1.457  1.897  H16A FBD 33 
FBD H14  H14  H 0 1 N N N 20.869 46.930 43.719 -1.975 3.397  -0.119 H14  FBD 34 
FBD H14A H14A H 0 0 N N N 20.403 45.724 42.408 -1.279 2.664  1.346  H14A FBD 35 
FBD H13  H13  H 0 1 N N N 20.185 44.022 44.489 -0.202 2.338  -1.492 H13  FBD 36 
FBD HO25 HO25 H 0 0 N N N 20.636 45.483 47.495 0.759  5.691  -0.359 HO25 FBD 37 
FBD HN12 HN12 H 0 0 N N N 18.252 46.329 44.222 0.488  0.971  0.994  HN12 FBD 38 
FBD HN10 HN10 H 0 0 N N N 16.290 45.921 43.176 2.128  -0.669 0.729  HN10 FBD 39 
FBD H6   H6   H 0 1 N N N 15.782 43.405 41.900 3.876  -0.204 -1.564 H6   FBD 40 
FBD HO8  HO8  H 0 1 N N N 18.411 45.479 39.651 3.049  -3.324 -3.307 HO8  FBD 41 
FBD H5   H5   H 0 1 N N N 14.476 44.848 40.179 3.847  -2.359 0.596  H5   FBD 42 
FBD H5A  H5A  H 0 1 N N N 13.996 45.028 41.935 5.095  -2.208 -0.664 H5A  FBD 43 
FBD H4   H4   H 0 1 N N N 15.075 47.109 42.119 5.627  0.078  0.135  H4   FBD 44 
FBD H4A  H4A  H 0 1 N N N 15.887 46.883 40.481 4.379  -0.072 1.395  H4A  FBD 45 
FBD HO3  HO3  H 0 1 N N N 13.038 49.079 40.116 7.477  -1.070 3.086  HO3  FBD 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 
FBD C20 F21  SING N N 1  
FBD C19 C20  DOUB Y N 2  
FBD C20 C22  SING N N 3  
FBD C23 C22  DOUB Y N 4  
FBD C22 H22  SING N N 5  
FBD C17 C23  SING Y N 6  
FBD C23 H23  SING N N 7  
FBD C18 C19  SING Y N 8  
FBD C19 H19  SING Y N 9  
FBD C18 C17  DOUB N N 10 
FBD C18 H18  SING Y N 11 
FBD C16 C17  SING N N 12 
FBD C16 S15  SING N N 13 
FBD C16 H16  SING N N 14 
FBD C16 H16A SING N N 15 
FBD S15 C14  SING N N 16 
FBD C14 C13  SING N N 17 
FBD C14 H14  SING N N 18 
FBD C14 H14A SING N N 19 
FBD N12 C13  SING N N 20 
FBD C13 C24  SING N N 21 
FBD C13 H13  SING N N 22 
FBD C24 O26  DOUB N N 23 
FBD C24 O25  SING N N 24 
FBD O25 HO25 SING N N 25 
FBD C11 N12  SING N N 26 
FBD N12 HN12 SING N N 27 
FBD O27 C11  DOUB N N 28 
FBD N10 C11  SING N N 29 
FBD C6  N10  SING N N 30 
FBD N10 HN10 SING N N 31 
FBD C7  C6   SING N N 32 
FBD C5  C6   SING N N 33 
FBD C6  H6   SING N N 34 
FBD O9  C7   DOUB N N 35 
FBD C7  O8   SING N N 36 
FBD O8  HO8  SING N N 37 
FBD C4  C5   SING N N 38 
FBD C5  H5   SING N N 39 
FBD C5  H5A  SING N N 40 
FBD C2  C4   SING N N 41 
FBD C4  H4   SING N N 42 
FBD C4  H4A  SING N N 43 
FBD O1  C2   DOUB N N 44 
FBD C2  O3   SING N N 45 
FBD O3  HO3  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 
FBD SMILES           ACDLabs              10.04 Fc1ccc(cc1)CSCC(C(=O)O)NC(=O)NC(C(=O)O)CCC(=O)O                                                                                                                                            
FBD InChI            InChI                1.02b InChI=1/C16H19FN2O7S/c17-10-3-1-9(2-4-10)7-27-8-12(15(24)25)19-16(26)18-11(14(22)23)5-6-13(20)21/h1-4,11-12H,5-8H2,(H,20,21)(H,22,23)(H,24,25)(H2,18,19,26)/t11-,12-/m0/s1/f/h18-20,22,24H 
FBD InChIKey         InChI                1.02b IDTMSHGCAZPVLC-IUUNMLKTDC                                                                                                                                                                  
FBD SMILES_CANONICAL CACTVS               3.341 OC(=O)CC[C@H](NC(=O)N[C@@H](CSCc1ccc(F)cc1)C(O)=O)C(O)=O                                                                                                                                   
FBD SMILES           CACTVS               3.341 OC(=O)CC[CH](NC(=O)N[CH](CSCc1ccc(F)cc1)C(O)=O)C(O)=O                                                                                                                                      
FBD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CSC[C@@H](C(=O)O)NC(=O)N[C@@H](CCC(=O)O)C(=O)O)F                                                                                                                                  
FBD SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CSCC(C(=O)O)NC(=O)NC(CCC(=O)O)C(=O)O)F                                                                                                                                            
# 
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 
FBD "SYSTEMATIC NAME" ACDLabs              10.04 "N-({(1R)-1-carboxy-2-[(4-fluorobenzyl)sulfanyl]ethyl}carbamoyl)-L-glutamic acid"                               
FBD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(2R)-3-[(4-fluorophenyl)methylsulfanyl]-1-hydroxy-1-oxo-propan-2-yl]carbamoylamino]pentanedioic acid" 
# 
