data_W2X
# 
_chem_comp.id                                    W2X 
_chem_comp.name                                  N~6~-[(1R)-1-({[(1R,2R)-1-CARBOXY-3-HYDROXY-2-METHYLPROPYL]OXY}CARBONYL)-2-MERCAPTOPROP-2-EN-1-YL]-6-OXO-L-LYSINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H24 N2 O8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-20 
_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                        392.425 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     W2X 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1W3X 
_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 
W2X O43  O43  O 0 1 N N N 5.336  37.810 6.116 -3.077 -0.488 -5.373 O43  W2X 1  
W2X C31  C31  C 0 1 N N N 5.273  36.955 5.188 -2.265 -0.024 -4.410 C31  W2X 2  
W2X O42  O42  O 0 1 N N N 4.333  36.207 4.927 -2.645 0.849  -3.668 O42  W2X 3  
W2X C30  C30  C 0 1 N N R 6.482  36.872 4.264 -0.878 -0.594 -4.255 C30  W2X 4  
W2X O29  O29  O 0 1 N N N 7.306  37.994 4.602 -0.204 0.067  -3.152 O29  W2X 5  
W2X C13  C13  C 0 1 N N N 8.672  37.877 4.748 -0.304 -0.428 -1.909 C13  W2X 6  
W2X O18  O18  O 0 1 N N N 9.234  36.796 4.628 -0.955 -1.425 -1.707 O18  W2X 7  
W2X C12  C12  C 0 1 N N R 9.447  39.106 5.093 0.396  0.258  -0.765 C12  W2X 8  
W2X C16  C16  C 0 1 N N N 9.324  40.181 4.034 1.879  0.286  -1.028 C16  W2X 9  
W2X S17  S17  S 0 1 N N N 9.461  39.707 2.252 2.767  -1.222 -1.226 S17  W2X 10 
W2X C25  C25  C 0 1 N N N 9.295  41.501 4.487 2.514  1.442  -1.110 C25  W2X 11 
W2X N11  N11  N 0 1 N N N 10.845 38.822 4.848 0.133  -0.471 0.477  N11  W2X 12 
W2X C10  C10  C 0 1 N N N 11.799 39.118 5.702 0.101  0.187  1.652  C10  W2X 13 
W2X O15  O15  O 0 1 N N N 11.419 39.530 6.796 0.289  1.385  1.681  O15  W2X 14 
W2X C7   C7   C 0 1 N N N 13.230 38.880 5.335 -0.168 -0.563 2.930  C7   W2X 15 
W2X C4   C4   C 0 1 N N N 13.675 37.534 5.866 -0.150 0.411  4.108  C4   W2X 16 
W2X C3   C3   C 0 1 N N N 15.136 37.369 5.439 -0.424 -0.351 5.406  C3   W2X 17 
W2X C2   C2   C 0 1 N N S 15.798 36.135 6.073 -0.406 0.624  6.585  C2   W2X 18 
W2X N14  N14  N 0 1 N N N 15.728 36.270 7.552 0.909  1.270  6.665  N14  W2X 19 
W2X C1   C1   C 0 1 N N N 17.223 35.994 5.546 -0.676 -0.127 7.863  C1   W2X 20 
W2X O20  O20  O 0 1 N N N 17.359 35.714 4.338 0.241  -0.592 8.495  O20  W2X 21 
W2X O19  O19  O 0 1 N N N 18.139 36.174 6.394 -1.937 -0.279 8.298  O19  W2X 22 
W2X C32  C32  C 0 1 N N R 6.125  37.025 2.779 -0.087 -0.370 -5.545 C32  W2X 23 
W2X C37  C37  C 0 1 N N N 5.505  38.442 2.646 0.006  1.129  -5.832 C37  W2X 24 
W2X C33  C33  C 0 1 N N N 7.347  36.705 1.872 1.320  -0.948 -5.387 C33  W2X 25 
W2X O31  O31  O 0 1 N N N 6.140  39.417 1.820 0.745  1.339  -7.037 O31  W2X 26 
W2X H43  H43  H 0 1 N N N 6.062  38.388 6.317 -3.966 -0.123 -5.473 H43  W2X 27 
W2X H30  H30  H 0 1 N N N 7.035  35.919 4.434 -0.945 -1.662 -4.050 H30  W2X 28 
W2X H12  H12  H 0 1 N N N 9.247  39.478 6.125 0.024  1.279  -0.672 H12  W2X 29 
W2X HS   HS   H 0 1 N N N 9.384  40.382 1.588 4.005  -0.739 -1.433 HS   W2X 30 
W2X H251 1H25 H 0 0 N N N 9.205  42.284 3.716 3.577  1.461  -1.298 H251 W2X 31 
W2X H252 2H25 H 0 0 N N N 9.213  41.784 5.550 1.970  2.367  -0.989 H252 W2X 32 
W2X H11  H11  H 0 1 N N N 11.102 38.370 3.970 -0.016 -1.429 0.453  H11  W2X 33 
W2X H7C1 1H7C H 0 0 N N N 13.895 39.707 5.677 -1.145 -1.043 2.870  H7C1 W2X 34 
W2X H7C2 2H7C H 0 0 N N N 13.404 38.977 4.238 0.600  -1.322 3.075  H7C2 W2X 35 
W2X H4C1 1H4C H 0 0 N N N 13.020 36.691 5.543 0.826  0.891  4.168  H4C1 W2X 36 
W2X H4C2 2H4C H 0 0 N N N 13.517 37.416 6.964 -0.919 1.170  3.964  H4C2 W2X 37 
W2X H3C1 1H3C H 0 0 N N N 15.723 38.293 5.651 -1.401 -0.830 5.346  H3C1 W2X 38 
W2X H3C2 2H3C H 0 0 N N N 15.230 37.348 4.328 0.344  -1.109 5.551  H3C2 W2X 39 
W2X H2   H2   H 0 1 N N N 15.219 35.230 5.773 -1.175 1.383  6.440  H2   W2X 40 
W2X H141 1H14 H 0 0 N N N 15.289 37.028 8.075 1.586  0.534  6.799  H141 W2X 41 
W2X H142 2H14 H 0 0 N N N 16.502 36.480 8.182 1.092  1.671  5.757  H142 W2X 42 
W2X H19  H19  H 0 1 N N N 19.026 36.086 6.065 -2.110 -0.761 9.118  H19  W2X 43 
W2X H32  H32  H 0 1 N N N 5.326  36.283 2.545 -0.593 -0.867 -6.373 H32  W2X 44 
W2X H371 1H37 H 0 0 N N N 4.444  38.335 2.317 -0.996 1.541  -5.944 H371 W2X 45 
W2X H372 2H37 H 0 0 N N N 5.378  38.870 3.667 0.512  1.626  -5.004 H372 W2X 46 
W2X H331 1H33 H 0 0 N N N 7.088  36.816 0.793 1.826  -0.451 -4.560 H331 W2X 47 
W2X H332 2H33 H 0 0 N N N 7.767  35.696 2.091 1.253  -2.017 -5.183 H332 W2X 48 
W2X H333 3H33 H 0 0 N N N 8.234  37.322 2.146 1.883  -0.788 -6.307 H333 W2X 49 
W2X H31  H31  H 0 1 N N N 5.761  40.284 1.739 0.780  2.294  -7.181 H31  W2X 50 
# 
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 
W2X O43 C31  SING N N 1  
W2X O43 H43  SING N N 2  
W2X C31 O42  DOUB N N 3  
W2X C31 C30  SING N N 4  
W2X C30 O29  SING N N 5  
W2X C30 C32  SING N N 6  
W2X C30 H30  SING N N 7  
W2X O29 C13  SING N N 8  
W2X C13 O18  DOUB N N 9  
W2X C13 C12  SING N N 10 
W2X C12 C16  SING N N 11 
W2X C12 N11  SING N N 12 
W2X C12 H12  SING N N 13 
W2X C16 S17  SING N N 14 
W2X C16 C25  DOUB N N 15 
W2X S17 HS   SING N N 16 
W2X C25 H251 SING N N 17 
W2X C25 H252 SING N N 18 
W2X N11 C10  SING N N 19 
W2X N11 H11  SING N N 20 
W2X C10 O15  DOUB N N 21 
W2X C10 C7   SING N N 22 
W2X C7  C4   SING N N 23 
W2X C7  H7C1 SING N N 24 
W2X C7  H7C2 SING N N 25 
W2X C4  C3   SING N N 26 
W2X C4  H4C1 SING N N 27 
W2X C4  H4C2 SING N N 28 
W2X C3  C2   SING N N 29 
W2X C3  H3C1 SING N N 30 
W2X C3  H3C2 SING N N 31 
W2X C2  N14  SING N N 32 
W2X C2  C1   SING N N 33 
W2X C2  H2   SING N N 34 
W2X N14 H141 SING N N 35 
W2X N14 H142 SING N N 36 
W2X C1  O20  DOUB N N 37 
W2X C1  O19  SING N N 38 
W2X O19 H19  SING N N 39 
W2X C32 C37  SING N N 40 
W2X C32 C33  SING N N 41 
W2X C32 H32  SING N N 42 
W2X C37 O31  SING N N 43 
W2X C37 H371 SING N N 44 
W2X C37 H372 SING N N 45 
W2X C33 H331 SING N N 46 
W2X C33 H332 SING N N 47 
W2X C33 H333 SING N N 48 
W2X O31 H31  SING N N 49 
# 
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 
W2X SMILES           ACDLabs              10.04 O=C(OC(C(=O)O)C(C)CO)C(NC(=O)CCCC(C(=O)O)N)C(\S)=C                                                                                                                                     
W2X InChI            InChI                1.02b InChI=1/C15H24N2O8S/c1-7(6-18)12(14(22)23)25-15(24)11(8(2)26)17-10(19)5-3-4-9(16)13(20)21/h7,9,11-12,18,26H,2-6,16H2,1H3,(H,17,19)(H,20,21)(H,22,23)/t7-,9+,11+,12-/m1/s1/f/h17,20,22H 
W2X InChIKey         InChI                1.02b FZALWIBTYQBPKC-YJCUCVTQDM                                                                                                                                                              
W2X SMILES_CANONICAL CACTVS               3.341 C[C@H](CO)[C@@H](OC(=O)[C@@H](NC(=O)CCC[C@H](N)C(O)=O)C(S)=C)C(O)=O                                                                                                                    
W2X SMILES           CACTVS               3.341 C[CH](CO)[CH](OC(=O)[CH](NC(=O)CCC[CH](N)C(O)=O)C(S)=C)C(O)=O                                                                                                                          
W2X SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](CO)[C@H](C(=O)O)OC(=O)[C@H](C(=C)S)NC(=O)CCC[C@@H](C(=O)O)N                                                                                                                     
W2X SMILES           "OpenEye OEToolkits" 1.5.0 CC(CO)C(C(=O)O)OC(=O)C(C(=C)S)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 
W2X "SYSTEMATIC NAME" ACDLabs              10.04 N~6~-[(1R)-1-({[(1R,2R)-1-carboxy-3-hydroxy-2-methylpropyl]oxy}carbonyl)-2-sulfanylprop-2-en-1-yl]-6-oxo-L-lysine                        
W2X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-6-[[(2R)-1-[(2R,3R)-1,4-dihydroxy-3-methyl-1-oxo-butan-2-yl]oxy-1-oxo-3-sulfanyl-but-3-en-2-yl]amino]-6-oxo-hexanoic acid" 
# 
