data_W05
# 
_chem_comp.id                                    W05 
_chem_comp.name                                  DELTA-(L-ALPHA-AMINOADIPOYL)-L-CYSTEINYL-D-ALANINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H21 N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-06-01 
_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                        335.377 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     W05 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1W05 
_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 
W05 C1   C1   C 0 1 N N N 44.648 18.296 15.288 5.541 9.200  -0.315 C1   W05 1  
W05 C2   C2   C 0 1 N N S 44.332 17.485 16.577 5.026 8.488  0.919  C2   W05 2  
W05 C3   C3   C 0 1 N N N 44.546 18.451 17.753 5.553 7.049  1.021  C3   W05 3  
W05 C4   C4   C 0 1 N N N 44.359 17.755 19.095 5.215 6.161  -0.184 C4   W05 4  
W05 C7   C7   C 0 1 N N N 44.556 18.627 20.342 5.820 4.766  -0.027 C7   W05 5  
W05 C10  C10  C 0 1 N N N 44.207 17.887 21.678 5.541 3.875  -1.223 C10  W05 6  
W05 N11  N11  N 0 1 N N N 43.226 18.387 22.378 6.098 2.614  -1.063 N11  W05 7  
W05 C12  C12  C 0 1 N N R 42.815 18.039 23.705 5.969 1.586  -2.069 C12  W05 8  
W05 C13  C13  C 0 1 N N N 41.566 17.187 23.760 5.858 0.229  -1.377 C13  W05 9  
W05 N14  N14  N 0 1 N N N 45.157 16.264 16.652 3.564 8.523  0.891  N14  W05 10 
W05 O15  O15  O 0 1 N N N 44.829 16.903 22.035 4.900 4.242  -2.204 O15  W05 11 
W05 C16  C16  C 0 1 N N N 42.701 19.290 24.505 7.089 1.647  -3.111 C16  W05 12 
W05 S17  S17  S 0 1 N N N 41.681 20.642 23.786 8.750 1.353  -2.421 S17  W05 13 
W05 O18  O18  O 0 1 N N N 41.726 15.929 23.896 5.989 0.083  -0.164 O18  W05 14 
W05 O19  O19  O 0 1 N N N 45.571 17.902 14.526 6.897 9.282  -0.285 O19  W05 15 
W05 O20  O20  O 0 1 N N N 43.953 19.322 15.080 4.863 9.662  -1.222 O20  W05 16 
W05 N29  N29  N 0 1 N N N 40.402 17.836 23.721 5.622 -0.801 -2.277 N29  W05 17 
W05 C30  C30  C 0 1 N N R 39.068 17.197 24.066 5.502 -2.181 -1.868 C30  W05 18 
W05 C31  C31  C 0 1 N N N 39.012 16.495 25.466 4.519 -2.845 -2.798 C31  W05 19 
W05 C32  C32  C 0 1 N N N 37.904 18.246 23.929 6.869 -2.840 -1.929 C32  W05 20 
W05 O42  O42  O 0 1 N N N 39.925 16.881 26.256 4.356 -2.585 -3.981 O42  W05 21 
W05 O43  O43  O 0 1 N N N 38.108 15.600 25.684 3.826 -3.814 -2.145 O43  W05 22 
W05 H2   H2   H 0 1 N N N 43.258 17.187 16.554 5.358 9.060  1.794  H2   W05 23 
W05 H3C1 1H3C H 0 0 N N N 43.891 19.349 17.666 5.148 6.586  1.930  H3C1 W05 24 
W05 H3C2 2H3C H 0 0 N N N 45.539 18.954 17.691 6.643 7.073  1.148  H3C2 W05 25 
W05 H4C1 1H4C H 0 0 N N N 45.022 16.860 19.152 4.128 6.072  -0.296 H4C1 W05 26 
W05 H4C2 2H4C H 0 0 N N N 43.357 17.266 19.131 5.593 6.618  -1.106 H4C2 W05 27 
W05 H7C1 1H7C H 0 0 N N N 43.981 19.578 20.255 6.907 4.842  0.097  H7C1 W05 28 
W05 H7C2 2H7C H 0 0 N N N 45.591 19.040 20.377 5.411 4.279  0.866  H7C2 W05 29 
W05 H11  H11  H 0 1 N N N 42.682 19.119 21.922 6.622 2.400  -0.221 H11  W05 30 
W05 H12  H12  H 0 1 N N N 43.640 17.438 24.155 5.012 1.782  -2.569 H12  W05 31 
W05 H141 1H14 H 0 0 N N N 45.665 15.921 17.468 3.113 8.494  0.003  H141 W05 32 
W05 H142 2H14 H 0 0 N N N 46.062 16.112 16.206 3.087 8.778  1.727  H142 W05 33 
W05 H161 1H16 H 0 0 N N N 43.720 19.676 24.742 6.924 0.902  -3.896 H161 W05 34 
W05 H162 2H16 H 0 0 N N N 42.331 19.047 25.528 7.101 2.633  -3.588 H162 W05 35 
W05 H19  H19  H 0 1 N N N 45.764 18.397 13.738 7.253 9.750  -1.071 H19  W05 36 
W05 H29  H29  H 0 1 N N N 40.408 18.818 23.444 5.484 -0.584 -3.260 H29  W05 37 
W05 H30  H30  H 0 1 N N N 38.882 16.407 23.302 5.096 -2.197 -0.851 H30  W05 38 
W05 H321 1H32 H 0 0 N N N 36.925 17.777 24.182 7.642 -2.121 -2.218 H321 W05 39 
W05 H322 2H32 H 0 0 N N N 37.889 18.719 22.919 7.145 -3.261 -0.956 H322 W05 40 
W05 H323 3H32 H 0 0 N N N 38.096 19.160 24.538 6.886 -3.655 -2.661 H323 W05 41 
W05 H43  H43  H 0 1 N N N 38.074 15.174 26.532 3.190 -4.270 -2.736 H43  W05 42 
W05 HS1  HS1  H 0 1 N N N 41.440 21.536 24.698 9.129 0.472  -3.355 HS1  W05 43 
# 
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 
W05 C1  C2   SING N N 1  
W05 C1  O19  SING N N 2  
W05 C1  O20  DOUB N N 3  
W05 C2  C3   SING N N 4  
W05 C2  N14  SING N N 5  
W05 C2  H2   SING N N 6  
W05 C3  C4   SING N N 7  
W05 C3  H3C1 SING N N 8  
W05 C3  H3C2 SING N N 9  
W05 C4  C7   SING N N 10 
W05 C4  H4C1 SING N N 11 
W05 C4  H4C2 SING N N 12 
W05 C7  C10  SING N N 13 
W05 C7  H7C1 SING N N 14 
W05 C7  H7C2 SING N N 15 
W05 C10 N11  SING N N 16 
W05 C10 O15  DOUB N N 17 
W05 N11 C12  SING N N 18 
W05 N11 H11  SING N N 19 
W05 C12 C13  SING N N 20 
W05 C12 C16  SING N N 21 
W05 C12 H12  SING N N 22 
W05 C13 O18  DOUB N N 23 
W05 C13 N29  SING N N 24 
W05 N14 H141 SING N N 25 
W05 N14 H142 SING N N 26 
W05 C16 S17  SING N N 27 
W05 C16 H161 SING N N 28 
W05 C16 H162 SING N N 29 
W05 O19 H19  SING N N 30 
W05 N29 C30  SING N N 31 
W05 N29 H29  SING N N 32 
W05 C30 C31  SING N N 33 
W05 C30 C32  SING N N 34 
W05 C30 H30  SING N N 35 
W05 C31 O42  DOUB N N 36 
W05 C31 O43  SING N N 37 
W05 C32 H321 SING N N 38 
W05 C32 H322 SING N N 39 
W05 C32 H323 SING N N 40 
W05 O43 H43  SING N N 41 
W05 HS1 S17  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 
W05 SMILES           ACDLabs              10.04 O=C(NC(C(=O)O)C)C(NC(=O)CCCC(C(=O)O)N)CS                                                                                                                                 
W05 InChI            InChI                1.02b InChI=1/C12H21N3O6S/c1-6(11(18)19)14-10(17)8(5-22)15-9(16)4-2-3-7(13)12(20)21/h6-8,22H,2-5,13H2,1H3,(H,14,17)(H,15,16)(H,18,19)(H,20,21)/t6-,7+,8+/m1/s1/f/h14-15,18,20H 
W05 InChIKey         InChI                1.02b SYXVLKYCLDJBRU-BBMPUHEKDI                                                                                                                                                
W05 SMILES_CANONICAL CACTVS               3.341 C[C@@H](NC(=O)[C@H](CS)NC(=O)CCC[C@H](N)C(O)=O)C(O)=O                                                                                                                    
W05 SMILES           CACTVS               3.341 C[CH](NC(=O)[CH](CS)NC(=O)CCC[CH](N)C(O)=O)C(O)=O                                                                                                                        
W05 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](C(=O)O)NC(=O)[C@H](CS)NC(=O)CCC[C@@H](C(=O)O)N                                                                                                                    
W05 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(=O)O)NC(=O)C(CS)NC(=O)CCCC(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 
W05 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-alanine                                                                   
W05 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-6-[[(2R)-1-[[(2R)-1-hydroxy-1-oxo-propan-2-yl]amino]-1-oxo-3-sulfanyl-propan-2-yl]amino]-6-oxo-hexanoic acid" 
# 
