data_PBS
# 
_chem_comp.id                                    PBS 
_chem_comp.name                                  (2S,3S,4R)-N-OCTANOYL-1-[(ALPHA-D-GALACTOPYRANOSYL)OXY]-2-AMINO-OCTADECANE-3,4-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H63 N O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-11 
_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                        605.844 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PBS 
_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        ? 
_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 
PBS C17  C17  C 0 1 N N N 36.152 33.440 4.463  17.299 -1.370 0.785  C17  PBS 1   
PBS C16  C16  C 0 1 N N N 37.193 33.087 5.520  16.122 -0.402 0.919  C16  PBS 2   
PBS C15  C15  C 0 1 N N N 36.568 33.001 6.909  14.830 -1.111 0.508  C15  PBS 3   
PBS C14  C14  C 0 1 N N N 37.633 32.654 7.958  13.653 -0.142 0.642  C14  PBS 4   
PBS C13  C13  C 0 1 N N N 37.231 33.066 9.365  12.360 -0.851 0.231  C13  PBS 5   
PBS C12  C12  C 0 1 N N N 38.495 33.396 10.140 11.183 0.117  0.365  C12  PBS 6   
PBS C11  C11  C 0 1 N N N 38.192 34.400 11.253 9.891  -0.592 -0.046 C11  PBS 7   
PBS C10  C10  C 0 1 N N N 39.467 34.914 11.876 8.714  0.376  0.088  C10  PBS 8   
PBS C9   C9   C 0 1 N N N 39.351 36.401 12.290 7.421  -0.333 -0.323 C9   PBS 9   
PBS C8   C8   C 0 1 N N N 40.725 37.088 12.179 6.244  0.636  -0.189 C8   PBS 10  
PBS C7   C7   C 0 1 N N N 40.691 38.525 12.709 4.952  -0.073 -0.600 C7   PBS 11  
PBS C6   C6   C 0 1 N N N 41.932 39.328 12.326 3.775  0.895  -0.466 C6   PBS 12  
PBS C5   C5   C 0 1 N N N 41.795 39.983 10.955 2.482  0.186  -0.877 C5   PBS 13  
PBS C4   C4   C 0 1 N N N 42.788 41.139 10.738 1.305  1.154  -0.743 C4   PBS 14  
PBS C3   C3   C 0 1 N N R 44.214 40.592 10.673 0.013  0.445  -1.154 C3   PBS 15  
PBS O32  O32  O 0 1 N N N 44.199 39.446 9.811  -0.262 -0.614 -0.235 O32  PBS 16  
PBS C2   C2   C 0 1 N N S 45.249 41.631 10.225 -1.144 1.446  -1.140 C2   PBS 17  
PBS O1   O1   O 0 1 N N N 44.830 42.170 8.977  -0.869 2.505  -2.059 O1   PBS 18  
PBS C1   C1   C 0 1 N N S 45.401 42.825 11.197 -2.436 0.738  -1.551 C1   PBS 19  
PBS N    N    N 0 1 N N N 45.811 42.431 12.570 -2.789 -0.261 -0.538 N    PBS 20  
PBS C18  C18  C 0 1 N N N 45.275 42.972 13.668 -3.546 -1.324 -0.875 C18  PBS 21  
PBS O2   O2   O 0 1 N N N 44.394 43.834 13.645 -3.935 -1.455 -2.016 O2   PBS 22  
PBS C19  C19  C 0 1 N N N 45.808 42.471 15.021 -3.908 -2.351 0.167  C19  PBS 23  
PBS C20  C20  C 0 1 N N N 44.871 41.459 15.689 -4.766 -3.445 -0.472 C20  PBS 24  
PBS C21  C21  C 0 1 N N N 43.590 42.056 16.242 -5.134 -4.487 0.586  C21  PBS 25  
PBS C22  C22  C 0 1 N N N 42.888 41.053 17.187 -5.991 -5.581 -0.053 C22  PBS 26  
PBS C23  C23  C 0 1 N N N 41.862 40.225 16.436 -6.359 -6.624 1.005  C23  PBS 27  
PBS C24  C24  C 0 1 N N N 41.024 39.408 17.403 -7.217 -7.718 0.365  C24  PBS 28  
PBS C25  C25  C 0 1 N N N 39.554 39.527 17.046 -7.585 -8.760 1.423  C25  PBS 29  
PBS C    C    C 0 1 N N N 46.421 43.830 10.661 -3.565 1.764  -1.670 C    PBS 30  
PBS OC1  OC1  O 0 1 N N N 47.715 43.251 10.894 -3.687 2.482  -0.441 OC1  PBS 31  
PBS CG1  CG1  C 0 1 N N S 48.873 44.017 10.536 -4.752 3.420  -0.615 CG1  PBS 32  
PBS OG   OG   O 0 1 N N N 49.166 44.921 11.604 -5.993 2.721  -0.686 OG   PBS 33  
PBS CG   CG   C 0 1 N N R 49.411 44.321 12.908 -6.074 1.870  0.456  CG   PBS 34  
PBS CG5  CG5  C 0 1 N N N 49.694 45.479 13.882 -7.298 0.961  0.327  CG5  PBS 35  
PBS OG6  OG6  O 0 1 N N N 48.625 45.583 14.842 -7.125 0.084  -0.788 OG6  PBS 36  
PBS CG4  CG4  C 0 1 N N R 50.588 43.346 12.838 -6.202 2.715  1.725  CG4  PBS 37  
PBS OG5  OG5  O 0 1 N N N 51.801 44.057 12.654 -7.366 3.539  1.636  OG5  PBS 38  
PBS CG3  CG3  C 0 1 N N S 50.401 42.362 11.668 -4.956 3.598  1.864  CG3  PBS 39  
PBS OG4  OG4  O 0 1 N N N 51.543 41.507 11.544 -5.127 4.498  2.961  OG4  PBS 40  
PBS CG2  CG2  C 0 1 N N R 50.070 43.076 10.336 -4.772 4.392  0.567  CG2  PBS 41  
PBS OG3  OG3  O 0 1 N N N 49.695 42.104 9.370  -3.538 5.110  0.617  OG3  PBS 42  
PBS H171 1H17 H 0 0 N N N 36.608 33.502 3.447  17.136 -2.232 1.432  H171 PBS 43  
PBS H172 2H17 H 0 0 N N N 35.293 32.729 4.481  17.381 -1.703 -0.250 H172 PBS 44  
PBS H173 3H17 H 0 0 N N N 35.605 34.376 4.724  18.220 -0.865 1.078  H173 PBS 45  
PBS H161 1H16 H 0 0 N N N 37.739 32.150 5.258  16.041 -0.069 1.953  H161 PBS 46  
PBS H162 2H16 H 0 0 N N N 38.051 33.798 5.501  16.285 0.460  0.271  H162 PBS 47  
PBS H151 1H15 H 0 0 N N N 36.014 33.932 7.172  14.911 -1.443 -0.527 H151 PBS 48  
PBS H152 2H15 H 0 0 N N N 35.712 32.286 6.934  14.667 -1.972 1.155  H152 PBS 49  
PBS H141 1H14 H 0 0 N N N 37.894 31.570 7.918  13.572 0.190  1.676  H141 PBS 50  
PBS H142 2H14 H 0 0 N N N 38.621 33.088 7.681  13.816 0.719  -0.006 H142 PBS 51  
PBS H131 1H13 H 0 0 N N N 36.490 33.899 9.374  12.442 -1.184 -0.804 H131 PBS 52  
PBS H132 2H13 H 0 0 N N N 36.601 32.299 9.874  12.197 -1.713 0.878  H132 PBS 53  
PBS H121 1H12 H 0 0 N N N 38.992 32.478 10.532 11.102 0.450  1.399  H121 PBS 54  
PBS H122 2H12 H 0 0 N N N 39.311 33.753 9.469  11.346 0.979  -0.283 H122 PBS 55  
PBS H111 1H11 H 0 0 N N N 37.545 35.233 10.891 9.972  -0.925 -1.081 H111 PBS 56  
PBS H112 2H11 H 0 0 N N N 37.503 33.971 12.018 9.728  -1.454 0.601  H112 PBS 57  
PBS H101 1H10 H 0 0 N N N 39.782 34.277 12.735 8.633  0.709  1.122  H101 PBS 58  
PBS H102 2H10 H 0 0 N N N 40.341 34.747 11.204 8.877  1.238  -0.560 H102 PBS 59  
PBS H91  1H9  H 0 1 N N N 38.567 36.937 11.705 7.503  -0.665 -1.358 H91  PBS 60  
PBS H92  2H9  H 0 1 N N N 38.906 36.518 13.305 7.258  -1.194 0.324  H92  PBS 61  
PBS H81  1H8  H 0 1 N N N 41.519 36.489 12.682 6.163  0.968  0.845  H81  PBS 62  
PBS H82  2H8  H 0 1 N N N 41.113 37.050 11.134 6.407  1.497  -0.837 H82  PBS 63  
PBS H71  1H7  H 0 1 N N N 39.761 39.048 12.384 5.033  -0.406 -1.635 H71  PBS 64  
PBS H72  2H7  H 0 1 N N N 40.531 38.539 13.812 4.789  -0.935 0.047  H72  PBS 65  
PBS H61  1H6  H 0 1 N N N 42.182 40.080 13.109 3.694  1.228  0.568  H61  PBS 66  
PBS H62  2H6  H 0 1 N N N 42.851 38.700 12.382 3.938  1.757  -1.114 H62  PBS 67  
PBS H51  1H5  H 0 1 N N N 41.882 39.225 10.141 2.564  -0.147 -1.912 H51  PBS 68  
PBS H52  2H5  H 0 1 N N N 40.747 40.320 10.778 2.319  -0.676 -0.230 H52  PBS 69  
PBS H41  1H4  H 0 1 N N N 42.531 41.748 9.840  1.224  1.487  0.291  H41  PBS 70  
PBS H42  2H4  H 0 1 N N N 42.679 41.935 11.510 1.468  2.016  -1.391 H42  PBS 71  
PBS H3   H3   H 0 1 N N N 44.538 40.306 11.700 0.127  0.035  -2.157 H3   PBS 72  
PBS H32  H32  H 0 1 N N N 45.085 39.106 9.770  -0.355 -0.209 0.638  H32  PBS 73  
PBS H2   H2   H 0 1 N N N 46.227 41.099 10.176 -1.258 1.857  -0.137 H2   PBS 74  
PBS HO1  HO1  H 0 1 N N N 45.471 42.813 8.699  -0.697 2.093  -2.917 HO1  PBS 75  
PBS H1   H1   H 0 1 N N N 44.385 43.281 11.263 -2.291 0.244  -2.512 H1   PBS 76  
PBS HN   HN   H 0 1 N N N 46.521 41.728 12.776 -2.478 -0.156 0.375  HN   PBS 77  
PBS H191 1H19 H 0 0 N N N 46.836 42.054 14.915 -2.999 -2.793 0.574  H191 PBS 78  
PBS H192 2H19 H 0 0 N N N 46.027 43.324 15.704 -4.469 -1.872 0.970  H192 PBS 79  
PBS H201 1H20 H 0 0 N N N 44.638 40.623 14.987 -5.675 -3.003 -0.878 H201 PBS 80  
PBS H202 2H20 H 0 0 N N N 45.412 40.896 16.485 -4.205 -3.924 -1.274 H202 PBS 81  
PBS H211 1H21 H 0 0 N N N 43.771 43.037 16.739 -4.224 -4.929 0.992  H211 PBS 82  
PBS H212 2H21 H 0 0 N N N 42.910 42.404 15.429 -5.695 -4.008 1.388  H212 PBS 83  
PBS H221 1H22 H 0 0 N N N 43.623 40.408 17.722 -6.901 -5.139 -0.460 H221 PBS 84  
PBS H222 2H22 H 0 0 N N N 42.437 41.565 18.068 -5.430 -6.061 -0.856 H222 PBS 85  
PBS H231 1H23 H 0 0 N N N 41.228 40.855 15.769 -5.450 -7.066 1.411  H231 PBS 86  
PBS H232 2H23 H 0 0 N N N 42.337 39.584 15.656 -6.920 -6.145 1.807  H232 PBS 87  
PBS H241 1H24 H 0 0 N N N 41.357 38.345 17.449 -8.126 -7.276 -0.041 H241 PBS 88  
PBS H242 2H24 H 0 0 N N N 41.219 39.687 18.464 -6.656 -8.197 -0.437 H242 PBS 89  
PBS H251 1H25 H 0 0 N N N 38.938 38.927 17.756 -6.675 -9.203 1.830  H251 PBS 90  
PBS H252 2H25 H 0 0 N N N 39.220 40.589 16.999 -8.146 -8.281 2.226  H252 PBS 91  
PBS H253 3H25 H 0 0 N N N 39.358 39.247 15.984 -8.196 -9.540 0.968  H253 PBS 92  
PBS H1A  1H   H 0 1 N N N 46.247 44.113 9.596  -3.339 2.460  -2.478 H1A  PBS 93  
PBS H2A  2H   H 0 1 N N N 46.307 44.851 11.094 -4.502 1.250  -1.885 H2A  PBS 94  
PBS HG1  HG1  H 0 1 N N N 48.680 44.577 9.591  -4.597 3.977  -1.539 HG1  PBS 95  
PBS HG   HG   H 0 1 N N N 48.531 43.730 13.253 -5.174 1.258  0.517  HG   PBS 96  
PBS HG51 1HG5 H 0 0 N N N 50.690 45.379 14.373 -7.412 0.373  1.238  HG51 PBS 97  
PBS HG52 2HG5 H 0 0 N N N 49.872 46.441 13.348 -8.189 1.570  0.174  HG52 PBS 98  
PBS HG6  HG6  H 0 1 N N N 48.799 46.297 15.443 -7.916 -0.470 -0.833 HG6  PBS 99  
PBS HG4  HG4  H 0 1 N N N 50.628 42.778 13.796 -6.283 2.061  2.593  HG4  PBS 100 
PBS HG5  HG5  H 0 1 N N N 52.531 43.451 12.610 -7.408 4.053  2.453  HG5  PBS 101 
PBS HG3  HG3  H 0 1 N N N 49.514 41.728 11.904 -4.081 2.972  2.038  HG3  PBS 102 
PBS H4   H4   H 0 1 N N N 51.427 40.900 10.822 -4.323 5.033  3.011  H4   PBS 103 
PBS HG2  HG2  H 0 1 N N N 50.964 43.650 10.000 -5.598 5.093  0.448  HG2  PBS 104 
PBS H5   H5   H 0 1 N N N 50.435 41.521 9.246  -3.462 5.594  -0.217 H5   PBS 105 
# 
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 
PBS C17 C16  SING N N 1   
PBS C17 H171 SING N N 2   
PBS C17 H172 SING N N 3   
PBS C17 H173 SING N N 4   
PBS C16 C15  SING N N 5   
PBS C16 H161 SING N N 6   
PBS C16 H162 SING N N 7   
PBS C15 C14  SING N N 8   
PBS C15 H151 SING N N 9   
PBS C15 H152 SING N N 10  
PBS C14 C13  SING N N 11  
PBS C14 H141 SING N N 12  
PBS C14 H142 SING N N 13  
PBS C13 C12  SING N N 14  
PBS C13 H131 SING N N 15  
PBS C13 H132 SING N N 16  
PBS C12 C11  SING N N 17  
PBS C12 H121 SING N N 18  
PBS C12 H122 SING N N 19  
PBS C11 C10  SING N N 20  
PBS C11 H111 SING N N 21  
PBS C11 H112 SING N N 22  
PBS C10 C9   SING N N 23  
PBS C10 H101 SING N N 24  
PBS C10 H102 SING N N 25  
PBS C9  C8   SING N N 26  
PBS C9  H91  SING N N 27  
PBS C9  H92  SING N N 28  
PBS C8  C7   SING N N 29  
PBS C8  H81  SING N N 30  
PBS C8  H82  SING N N 31  
PBS C7  C6   SING N N 32  
PBS C7  H71  SING N N 33  
PBS C7  H72  SING N N 34  
PBS C6  C5   SING N N 35  
PBS C6  H61  SING N N 36  
PBS C6  H62  SING N N 37  
PBS C5  C4   SING N N 38  
PBS C5  H51  SING N N 39  
PBS C5  H52  SING N N 40  
PBS C4  C3   SING N N 41  
PBS C4  H41  SING N N 42  
PBS C4  H42  SING N N 43  
PBS C3  O32  SING N N 44  
PBS C3  C2   SING N N 45  
PBS C3  H3   SING N N 46  
PBS O32 H32  SING N N 47  
PBS C2  O1   SING N N 48  
PBS C2  C1   SING N N 49  
PBS C2  H2   SING N N 50  
PBS O1  HO1  SING N N 51  
PBS C1  N    SING N N 52  
PBS C1  C    SING N N 53  
PBS C1  H1   SING N N 54  
PBS N   C18  SING N N 55  
PBS N   HN   SING N N 56  
PBS C18 O2   DOUB N N 57  
PBS C18 C19  SING N N 58  
PBS C19 C20  SING N N 59  
PBS C19 H191 SING N N 60  
PBS C19 H192 SING N N 61  
PBS C20 C21  SING N N 62  
PBS C20 H201 SING N N 63  
PBS C20 H202 SING N N 64  
PBS C21 C22  SING N N 65  
PBS C21 H211 SING N N 66  
PBS C21 H212 SING N N 67  
PBS C22 C23  SING N N 68  
PBS C22 H221 SING N N 69  
PBS C22 H222 SING N N 70  
PBS C23 C24  SING N N 71  
PBS C23 H231 SING N N 72  
PBS C23 H232 SING N N 73  
PBS C24 C25  SING N N 74  
PBS C24 H241 SING N N 75  
PBS C24 H242 SING N N 76  
PBS C25 H251 SING N N 77  
PBS C25 H252 SING N N 78  
PBS C25 H253 SING N N 79  
PBS C   OC1  SING N N 80  
PBS C   H1A  SING N N 81  
PBS C   H2A  SING N N 82  
PBS OC1 CG1  SING N N 83  
PBS CG1 OG   SING N N 84  
PBS CG1 CG2  SING N N 85  
PBS CG1 HG1  SING N N 86  
PBS OG  CG   SING N N 87  
PBS CG  CG5  SING N N 88  
PBS CG  CG4  SING N N 89  
PBS CG  HG   SING N N 90  
PBS CG5 OG6  SING N N 91  
PBS CG5 HG51 SING N N 92  
PBS CG5 HG52 SING N N 93  
PBS OG6 HG6  SING N N 94  
PBS CG4 OG5  SING N N 95  
PBS CG4 CG3  SING N N 96  
PBS CG4 HG4  SING N N 97  
PBS OG5 HG5  SING N N 98  
PBS CG3 OG4  SING N N 99  
PBS CG3 CG2  SING N N 100 
PBS CG3 HG3  SING N N 101 
PBS OG4 H4   SING N N 102 
PBS CG2 OG3  SING N N 103 
PBS CG2 HG2  SING N N 104 
PBS OG3 H5   SING N N 105 
# 
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 
PBS SMILES           ACDLabs              10.04 O=C(NC(COC1OC(C(O)C(O)C1O)CO)C(O)C(O)CCCCCCCCCCCCCC)CCCCCCC 
PBS InChI            InChI                1.02b 
InChI=1/C32H63NO9/c1-3-5-7-9-10-11-12-13-14-15-17-18-20-25(35)28(37)24(33-27(36)21-19-16-8-6-4-2)23-41-32-31(40)30(39)29(38)26(22-34)42-32/h24-26,28-32,34-35,37-40H,3-23H2,1-2H3,(H,33,36)/t24-,25+,26+,28-,29-,30-,31+,32-/m0/s1/f/h33H 
PBS InChIKey         InChI                1.02b PFXOKSFCNLTBGK-MCGNFMRNDK 
PBS SMILES_CANONICAL CACTVS               3.341 CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCC 
PBS SMILES           CACTVS               3.341 CCCCCCCCCCCCCC[CH](O)[CH](O)[CH](CO[CH]1O[CH](CO)[CH](O)[CH](O)[CH]1O)NC(=O)CCCCCCC 
PBS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)NC(=O)CCCCCCC)O)O 
PBS SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCCC(C(C(COC1C(C(C(C(O1)CO)O)O)O)NC(=O)CCCCCCC)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 
PBS "SYSTEMATIC NAME" ACDLabs              10.04 N-{(1S,2S,3R)-1-[(alpha-D-galactopyranosyloxy)methyl]-2,3-dihydroxyheptadecyl}octanamide                                  
PBS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S,3S,4R)-3,4-dihydroxy-1-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-octadecan-2-yl]octanamide 
# 
