data_SHW
# 
_chem_comp.id                                    SHW 
_chem_comp.name                                  "S-[2-[3-[[(2S)-2-hydroxy-3,3-dimethyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] (3R)-3-hydroxyoctanethioate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H37 N2 O9 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-10-15 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        500.544 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SHW 
_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        2KOQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
SHW C1   C1   C 0 1 N N N -4.285  -7.950  1.838  -5.976  -0.329 -0.449 C1   SHW 1  
SHW O1   O1   O 0 1 N N N -4.770  -8.289  2.943  -5.728  -0.052 0.705  O1   SHW 2  
SHW S1   S1   S 0 1 N N N -3.867  -9.086  0.566  -4.719  -0.828 -1.499 S1   SHW 3  
SHW C2   C2   C 0 1 N N N -3.991  -6.473  1.523  -7.392  -0.241 -0.958 C2   SHW 4  
SHW C3   C3   C 0 1 N N R -3.419  -5.695  2.720  -8.312  0.219  0.174  C3   SHW 5  
SHW O3   O3   O 0 1 N N N -4.382  -5.673  3.787  -8.341  -0.776 1.199  O3   SHW 6  
SHW C4   C4   C 0 1 N N N -3.047  -4.260  2.322  -9.726  0.429  -0.372 C4   SHW 7  
SHW C5   C5   C 0 1 N N N -2.059  -4.198  1.171  -10.617 1.008  0.729  C5   SHW 8  
SHW C6   C6   C 0 1 N N N -1.527  -2.800  0.928  -12.031 1.217  0.183  C6   SHW 9  
SHW C7   C7   C 0 1 N N N -0.582  -2.770  -0.264 -12.922 1.796  1.284  C7   SHW 10 
SHW C8   C8   C 0 1 N N N 0.010   -1.395  -0.421 -14.336 2.006  0.738  C8   SHW 11 
SHW O23  O23  O 0 1 N N N -12.746 -9.833  -2.862 8.769   2.190  -1.363 O23  SHW 12 
SHW P24  P24  P 0 1 N N N -13.090 -9.054  -1.647 7.678   2.659  -0.478 P24  SHW 13 
SHW O26  O26  O 0 1 N N N -14.513 -8.610  -1.455 6.377   2.996  -1.363 O26  SHW 14 
SHW O27  O27  O 0 1 N N N -12.717 -9.940  -0.405 7.319   1.507  0.587  O27  SHW 15 
SHW C28  C28  C 0 1 N N N -11.323 -10.379 -0.290 6.965   0.176  0.205  C28  SHW 16 
SHW O28  O28  O 0 1 N N N -12.130 -7.826  -1.549 8.153   3.984  0.304  O28  SHW 17 
SHW C29  C29  C 0 1 N N N -11.044 -11.078 1.052  6.687   -0.658 1.457  C29  SHW 18 
SHW C30  C30  C 0 1 N N N -11.764 -12.414 1.027  7.941   -0.695 2.333  C30  SHW 19 
SHW C31  C31  C 0 1 N N N -9.544  -11.326 1.204  5.535   -0.029 2.243  C31  SHW 20 
SHW C32  C32  C 0 1 N N S -11.568 -10.206 2.287  6.307   -2.082 1.048  C32  SHW 21 
SHW O33  O33  O 0 1 N N N -12.953 -10.438 2.517  7.429   -2.714 0.428  O33  SHW 22 
SHW C34  C34  C 0 1 N N N -11.389 -8.728  2.054  5.156   -2.036 0.077  C34  SHW 23 
SHW O35  O35  O 0 1 N N N -12.383 -7.993  1.942  5.340   -2.291 -1.094 O35  SHW 24 
SHW N36  N36  N 0 1 N N N -10.196 -8.315  1.987  3.922   -1.711 0.510  N36  SHW 25 
SHW C37  C37  C 0 1 N N N -9.804  -6.951  1.761  2.783   -1.775 -0.409 C37  SHW 26 
SHW C38  C38  C 0 1 N N N -8.335  -6.852  1.463  1.508   -1.359 0.329  C38  SHW 27 
SHW C39  C39  C 0 1 N N N -7.922  -7.524  0.163  0.336   -1.425 -0.616 C39  SHW 28 
SHW O40  O40  O 0 1 N N N -8.727  -7.856  -0.718 0.504   -1.771 -1.766 O40  SHW 29 
SHW N41  N41  N 0 1 N N N -6.651  -7.713  0.090  -0.898  -1.100 -0.183 N41  SHW 30 
SHW C42  C42  C 0 1 N N N -5.941  -8.328  -1.011 -2.037  -1.165 -1.102 C42  SHW 31 
SHW C43  C43  C 0 1 N N N -4.417  -8.227  -0.860 -3.311  -0.749 -0.364 C43  SHW 32 
SHW H2   H2   H 0 1 N N N -3.255  -6.436  0.706  -7.439  0.475  -1.778 H2   SHW 33 
SHW H2A  H2A  H 0 1 N N N -4.933  -5.993  1.220  -7.713  -1.220 -1.312 H2A  SHW 34 
SHW H3   H3   H 0 1 N N N -2.504  -6.204  3.058  -7.940  1.156  0.587  H3   SHW 35 
SHW HO3  HO3  H 0 1 N N N -4.810  -6.519  3.846  -8.663  -1.638 0.902  HO3  SHW 36 
SHW H4   H4   H 0 1 N N N -3.966  -3.738  2.017  -9.692  1.122  -1.213 H4   SHW 37 
SHW H4A  H4A  H 0 1 N N N -2.592  -3.767  3.194  -10.133 -0.526 -0.704 H4A  SHW 38 
SHW H5   H5   H 0 1 N N N -1.210  -4.856  1.407  -10.652 0.315  1.570  H5   SHW 39 
SHW H5A  H5A  H 0 1 N N N -2.569  -4.539  0.258  -10.211 1.963  1.061  H5A  SHW 40 
SHW H6   H6   H 0 1 N N N -2.373  -2.126  0.729  -11.997 1.910  -0.658 H6   SHW 41 
SHW H6A  H6A  H 0 1 N N N -0.982  -2.466  1.823  -12.438 0.262  -0.149 H6A  SHW 42 
SHW H7   H7   H 0 1 N N N 0.227   -3.497  -0.104 -12.957 1.103  2.125  H7   SHW 43 
SHW H7A  H7A  H 0 1 N N N -1.140  -3.031  -1.176 -12.516 2.751  1.617  H7A  SHW 44 
SHW H8   H8   H 0 1 N N N 0.691   -1.385  -1.285 -14.302 2.698  -0.103 H8   SHW 45 
SHW H8A  H8A  H 0 1 N N N -0.797  -0.665  -0.582 -14.743 1.050  0.406  H8A  SHW 46 
SHW H8B  H8B  H 0 1 N N N 0.568   -1.130  0.489  -14.971 2.418  1.523  H8B  SHW 47 
SHW HO26 HO26 H 0 0 N N N -15.040 -8.908  -2.188 5.621   3.309  -0.848 HO26 SHW 48 
SHW H28  H28  H 0 1 N N N -11.110 -11.086 -1.105 6.072   0.203  -0.419 H28  SHW 49 
SHW H28A H28A H 0 0 N N N -10.670 -9.497  -0.369 7.786   -0.272 -0.355 H28A SHW 50 
SHW HO28 HO28 H 0 0 N N N -11.529 -7.834  -2.285 8.387   4.721  -0.277 HO28 SHW 51 
SHW H30  H30  H 0 1 N N N -11.587 -12.944 1.974  8.241   0.322  2.582  H30  SHW 52 
SHW H30A H30A H 0 0 N N N -12.843 -12.246 0.897  7.727   -1.245 3.250  H30A SHW 53 
SHW H30B H30B H 0 0 N N N -11.384 -13.020 0.191  8.747   -1.191 1.793  H30B SHW 54 
SHW H31  H31  H 0 1 N N N -9.350  -11.826 2.165  4.680   0.115  1.582  H31  SHW 55 
SHW H31A H31A H 0 0 N N N -9.193  -11.966 0.381  5.252   -0.688 3.064  H31A SHW 56 
SHW H31B H31B H 0 0 N N N -9.009  -10.365 1.176  5.851   0.935  2.644  H31B SHW 57 
SHW H32  H32  H 0 1 N N N -10.969 -10.516 3.156  6.015   -2.648 1.932  H32  SHW 58 
SHW HO33 HO33 H 0 0 N N N -13.432 -9.624  2.414  7.744   -2.263 -0.368 HO33 SHW 59 
SHW HN36 HN36 H 0 0 N N N -9.468  -8.991  2.100  3.788   -1.435 1.430  HN36 SHW 60 
SHW H37  H37  H 0 1 N N N -10.369 -6.555  0.905  2.954   -1.100 -1.247 H37  SHW 61 
SHW H37A H37A H 0 0 N N N -10.025 -6.362  2.663  2.672   -2.794 -0.779 H37A SHW 62 
SHW H38  H38  H 0 1 N N N -8.073  -5.786  1.393  1.337   -2.034 1.168  H38  SHW 63 
SHW H38A H38A H 0 0 N N N -7.788  -7.337  2.285  1.619   -0.340 0.700  H38A SHW 64 
SHW HN41 HN41 H 0 0 N N N -6.102  -7.406  0.867  -1.032  -0.824 0.737  HN41 SHW 65 
SHW H42  H42  H 0 1 N N N -6.217  -9.392  -1.052 -1.866  -0.490 -1.940 H42  SHW 66 
SHW H42A H42A H 0 0 N N N -6.233  -7.819  -1.941 -2.148  -2.184 -1.472 H42A SHW 67 
SHW H43  H43  H 0 1 N N N -4.137  -7.167  -0.769 -3.201  0.270  0.007  H43  SHW 68 
SHW H43A H43A H 0 0 N N N -3.940  -8.667  -1.748 -3.482  -1.424 0.475  H43A SHW 69 
# 
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 
SHW C1  O1   DOUB N N 1  
SHW C1  S1   SING N N 2  
SHW C1  C2   SING N N 3  
SHW S1  C43  SING N N 4  
SHW C2  C3   SING N N 5  
SHW C3  O3   SING N N 6  
SHW C3  C4   SING N N 7  
SHW C4  C5   SING N N 8  
SHW C5  C6   SING N N 9  
SHW C6  C7   SING N N 10 
SHW C7  C8   SING N N 11 
SHW O23 P24  DOUB N N 12 
SHW P24 O26  SING N N 13 
SHW P24 O27  SING N N 14 
SHW P24 O28  SING N N 15 
SHW O27 C28  SING N N 16 
SHW C28 C29  SING N N 17 
SHW C29 C30  SING N N 18 
SHW C29 C31  SING N N 19 
SHW C29 C32  SING N N 20 
SHW C32 O33  SING N N 21 
SHW C32 C34  SING N N 22 
SHW C34 O35  DOUB N N 23 
SHW C34 N36  SING N N 24 
SHW N36 C37  SING N N 25 
SHW C37 C38  SING N N 26 
SHW C38 C39  SING N N 27 
SHW C39 O40  DOUB N N 28 
SHW C39 N41  SING N N 29 
SHW N41 C42  SING N N 30 
SHW C42 C43  SING N N 31 
SHW C2  H2   SING N N 32 
SHW C2  H2A  SING N N 33 
SHW C3  H3   SING N N 34 
SHW O3  HO3  SING N N 35 
SHW C4  H4   SING N N 36 
SHW C4  H4A  SING N N 37 
SHW C5  H5   SING N N 38 
SHW C5  H5A  SING N N 39 
SHW C6  H6   SING N N 40 
SHW C6  H6A  SING N N 41 
SHW C7  H7   SING N N 42 
SHW C7  H7A  SING N N 43 
SHW C8  H8   SING N N 44 
SHW C8  H8A  SING N N 45 
SHW C8  H8B  SING N N 46 
SHW O26 HO26 SING N N 47 
SHW C28 H28  SING N N 48 
SHW C28 H28A SING N N 49 
SHW O28 HO28 SING N N 50 
SHW C30 H30  SING N N 51 
SHW C30 H30A SING N N 52 
SHW C30 H30B SING N N 53 
SHW C31 H31  SING N N 54 
SHW C31 H31A SING N N 55 
SHW C31 H31B SING N N 56 
SHW C32 H32  SING N N 57 
SHW O33 HO33 SING N N 58 
SHW N36 HN36 SING N N 59 
SHW C37 H37  SING N N 60 
SHW C37 H37A SING N N 61 
SHW C38 H38  SING N N 62 
SHW C38 H38A SING N N 63 
SHW N41 HN41 SING N N 64 
SHW C42 H42  SING N N 65 
SHW C42 H42A SING N N 66 
SHW C43 H43  SING N N 67 
SHW C43 H43A SING N N 68 
# 
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 
SHW SMILES           ACDLabs              11.02 "O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)O)CC(O)CCCCC"                                                                                                                                  
SHW SMILES_CANONICAL CACTVS               3.352 "CCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@@H](O)C(C)(C)CO[P](O)(O)=O"                                                                                                                      
SHW SMILES           CACTVS               3.352 "CCCCC[CH](O)CC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O"                                                                                                                          
SHW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCCC[C@H](CC(=O)SCCNC(=O)CCNC(=O)[C@H](C(C)(C)COP(=O)(O)O)O)O"                                                                                                                          
SHW SMILES           "OpenEye OEToolkits" 1.7.0 "CCCCCC(CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)O)O)O"                                                                                                                                  
SHW InChI            InChI                1.03  "InChI=1S/C19H37N2O9PS/c1-4-5-6-7-14(22)12-16(24)32-11-10-20-15(23)8-9-21-18(26)17(25)19(2,3)13-30-31(27,28)29/h14,17,22,25H,4-13H2,1-3H3,(H,20,23)(H,21,26)(H2,27,28,29)/t14-,17-/m1/s1" 
SHW InChIKey         InChI                1.03  FOTLWMVULALMIY-RHSMWYFYSA-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 
SHW "SYSTEMATIC NAME" ACDLabs              11.02 "S-[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] (3R)-3-hydroxyoctanethioate"  
SHW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "S-[2-[3-[[(2S)-2-hydroxy-3,3-dimethyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] (3R)-3-hydroxyoctanethioate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
SHW "Create component"  2009-10-15 PDBJ 
SHW "Modify descriptor" 2011-06-04 RCSB 
# 
