data_PS6
# 
_chem_comp.id                                    PS6 
_chem_comp.name                                  O-[(S)-{[(2S)-2-(hexanoyloxy)-3-(tetradecanoyloxy)propyl]oxy}(hydroxy)phosphoryl]-D-serine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H50 N O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-02 
_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                        567.650 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PS6 
_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        3D9S 
_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 
PS6 O2   O2   O 0 1 N N N 20.465 1.154  11.098 4.432   1.154  0.266  O2   PS6 1  
PS6 O1   O1   O 0 1 N N N 19.839 2.338  8.928  7.014   1.071  -0.220 O1   PS6 2  
PS6 P    P    P 0 1 N N S 20.320 0.939  9.528  5.847   1.869  0.550  P    PS6 3  
PS6 O4   O4   O 0 1 N N N 21.560 0.480  8.889  5.800   3.266  0.063  O4   PS6 4  
PS6 O3   O3   O 0 1 N N N 19.113 -0.076 9.300  6.144   1.862  2.132  O3   PS6 5  
PS6 C2   C2   C 0 1 N N N 20.177 0.167  12.090 3.187   1.684  0.725  C2   PS6 6  
PS6 C3   C3   C 0 1 N N S 19.646 0.816  13.356 2.047   0.763  0.285  C3   PS6 7  
PS6 O11  O11  O 0 1 N N N 18.220 0.786  13.428 2.183   -0.524 0.945  O11  PS6 8  
PS6 O12  O12  O 0 1 N N N 17.633 2.378  11.940 3.417   -1.210 -0.756 O12  PS6 9  
PS6 C1   C1   C 0 1 N N N 17.631 1.189  12.276 2.910   -1.459 0.313  C1   PS6 10 
PS6 C4   C4   C 0 1 N N N 20.105 0.120  14.640 0.706   1.392  0.666  C4   PS6 11 
PS6 C5   C5   C 0 1 N N N 19.425 0.056  16.847 -1.628  0.994  0.395  C5   PS6 12 
PS6 O51  O51  O 0 1 N N N 20.068 -0.995 16.870 -1.812  2.007  1.028  O51  PS6 13 
PS6 O52  O52  O 0 1 N N N 19.192 0.624  15.641 -0.377  0.577  0.146  O52  PS6 14 
PS6 C13  C13  C 0 1 N N N 16.944 0.106  11.433 3.096   -2.818 0.937  C13  PS6 15 
PS6 C14  C14  C 0 1 N N N 17.224 -1.288 12.023 3.958   -3.687 0.019  C14  PS6 16 
PS6 C15  C15  C 0 1 N N N 17.311 -2.325 10.906 4.146   -5.067 0.652  C15  PS6 17 
PS6 N    N    N 0 1 N N N 23.023 3.705  7.865  8.768   0.544  -2.463 N    PS6 18 
PS6 CA   CA   C 0 1 N N R 21.807 3.812  8.686  9.214   0.531  -1.063 CA   PS6 19 
PS6 CB   CB   C 0 1 N N N 20.643 3.097  8.005  8.372   1.517  -0.251 CB   PS6 20 
PS6 C    C    C 0 1 N N N 21.480 5.281  8.956  10.664  0.934  -0.994 C    PS6 21 
PS6 O    O    O 0 1 N N N 22.444 6.053  9.186  11.398  0.619  0.085  O    PS6 22 
PS6 OXT  OXT  O 0 1 N N N 20.272 5.616  8.933  11.167  1.541  -1.910 OXT  PS6 23 
PS6 C16  C16  C 0 1 N N N 18.263 -3.467 11.280 5.009   -5.936 -0.265 C16  PS6 24 
PS6 C17  C17  C 0 1 N N N 18.415 -4.441 10.086 5.197   -7.316 0.368  C17  PS6 25 
PS6 C6   C6   C 0 1 N N N 18.891 0.714  18.114 -2.803  0.199  -0.114 C6   PS6 26 
PS6 C7   C7   C 0 1 N N N 19.497 0.085  19.374 -4.104  0.887  0.305  C7   PS6 27 
PS6 C8   C8   C 0 1 N N N 18.758 0.527  20.627 -5.297  0.080  -0.212 C8   PS6 28 
PS6 C9   C9   C 0 1 N N N 19.255 -0.149 21.894 -6.598  0.768  0.207  C9   PS6 29 
PS6 C10  C10  C 0 1 N N N 19.425 0.835  23.046 -7.790  -0.039 -0.310 C10  PS6 30 
PS6 C18  C18  C 0 1 N N N 19.458 0.146  24.409 -9.091  0.649  0.109  C18  PS6 31 
PS6 C19  C19  C 0 1 N N N 18.622 0.956  25.406 -10.284 -0.158 -0.408 C19  PS6 32 
PS6 C20  C20  C 0 1 N N N 18.203 0.123  26.608 -11.585 0.530  0.010  C20  PS6 33 
PS6 C21  C21  C 0 1 N N N 18.539 0.823  27.930 -12.778 -0.277 -0.506 C21  PS6 34 
PS6 C22  C22  C 0 1 N N N 18.090 -0.015 29.127 -14.079 0.411  -0.088 C22  PS6 35 
PS6 C23  C23  C 0 1 N N N 18.008 0.796  30.424 -15.271 -0.396 -0.604 C23  PS6 36 
PS6 C24  C24  C 0 1 N N N 18.358 -0.064 31.637 -16.573 0.292  -0.186 C24  PS6 37 
PS6 C25  C25  C 0 1 N N N 19.171 0.699  32.690 -17.765 -0.515 -0.702 C25  PS6 38 
PS6 HO3  HO3  H 0 1 N N N 18.707 -0.278 10.135 6.188   0.977  2.520  HO3  PS6 39 
PS6 H2   H2   H 0 1 N N N 19.419 -0.527 11.697 3.199   1.753  1.812  H2   PS6 40 
PS6 H2A  H2A  H 0 1 N N N 21.104 -0.373 12.331 3.036   2.677  0.300  H2A  PS6 41 
PS6 H3   H3   H 0 1 N N N 20.042 1.840  13.293 2.089   0.623  -0.795 H3   PS6 42 
PS6 H4   H4   H 0 1 N N N 20.042 -0.975 14.551 0.627   1.450  1.752  H4   PS6 43 
PS6 H4A  H4A  H 0 1 N N N 21.158 0.324  14.882 0.642   2.395  0.244  H4A  PS6 44 
PS6 H13  H13  H 0 1 N N N 15.859 0.285  11.428 3.588   -2.710 1.903  H13  PS6 45 
PS6 H13A H13A H 0 0 N N N 17.339 0.147  10.407 2.123   -3.290 1.075  H13A PS6 46 
PS6 H14  H14  H 0 1 N N N 18.178 -1.265 12.571 3.466   -3.795 -0.947 H14  PS6 47 
PS6 H14A H14A H 0 0 N N N 16.405 -1.561 12.704 4.931   -3.215 -0.119 H14A PS6 48 
PS6 H15  H15  H 0 1 N N N 16.308 -2.741 10.728 4.639   -4.959 1.619  H15  PS6 49 
PS6 H15A H15A H 0 0 N N N 17.697 -1.832 10.002 3.174   -5.539 0.791  H15A PS6 50 
PS6 HN   HN   H 0 1 N N N 22.771 3.681  6.897  8.868   1.464  -2.866 HN   PS6 51 
PS6 HNA  HNA  H 0 1 N N N 23.611 4.495  8.037  9.266   -0.145 -3.007 HNA  PS6 52 
PS6 HA   HA   H 0 1 N N N 21.982 3.321  9.655  9.095   -0.472 -0.654 HA   PS6 53 
PS6 HB   HB   H 0 1 N N N 21.052 2.407  7.252  8.419   2.503  -0.713 HB   PS6 54 
PS6 HBA  HBA  H 0 1 N N N 19.998 3.865  7.554  8.759   1.574  0.766  HBA  PS6 55 
PS6 HO   HO   H 0 1 N N N 22.117 6.931  9.340  12.323  0.899  0.084  HO   PS6 56 
PS6 H16  H16  H 0 1 N N N 19.248 -3.050 11.537 4.517   -6.043 -1.232 H16  PS6 57 
PS6 H16A H16A H 0 0 N N N 17.852 -4.013 12.142 5.982   -5.464 -0.403 H16A PS6 58 
PS6 H17  H17  H 0 1 N N N 18.451 -3.869 9.147  5.812   -7.935 -0.285 H17  PS6 59 
PS6 H17A H17A H 0 0 N N N 19.345 -5.018 10.200 5.689   -7.208 1.335  H17A PS6 60 
PS6 H17B H17B H 0 0 N N N 17.557 -5.129 10.063 4.224   -7.788 0.507  H17B PS6 61 
PS6 H6   H6   H 0 1 N N N 19.148 1.783  18.093 -2.757  0.139  -1.201 H6   PS6 62 
PS6 H6A  H6A  H 0 1 N N N 17.801 0.569  18.146 -2.772  -0.806 0.307  H6A  PS6 63 
PS6 H7   H7   H 0 1 N N N 19.431 -1.010 19.291 -4.149  0.947  1.392  H7   PS6 64 
PS6 H7A  H7A  H 0 1 N N N 20.544 0.412  19.456 -4.135  1.892  -0.116 H7A  PS6 65 
PS6 H8   H8   H 0 1 N N N 18.896 1.612  20.741 -5.251  0.020  -1.299 H8   PS6 66 
PS6 H8A  H8A  H 0 1 N N N 17.703 0.245  20.500 -5.265  -0.925 0.209  H8A  PS6 67 
PS6 H9   H9   H 0 1 N N N 18.523 -0.914 22.193 -6.643  0.828  1.294  H9   PS6 68 
PS6 H9A  H9A  H 0 1 N N N 20.239 -0.590 21.678 -6.629  1.773  -0.214 H9A  PS6 69 
PS6 H10  H10  H 0 1 N N N 20.374 1.374  22.906 -7.745  -0.099 -1.397 H10  PS6 70 
PS6 H10A H10A H 0 0 N N N 18.560 1.514  23.036 -7.759  -1.044 0.111  H10A PS6 71 
PS6 H18  H18  H 0 1 N N N 19.042 -0.868 24.319 -9.137  0.709  1.196  H18  PS6 72 
PS6 H18A H18A H 0 0 N N N 20.497 0.083  24.765 -9.123  1.654  -0.312 H18A PS6 73 
PS6 H19  H19  H 0 1 N N N 19.224 1.806  25.760 -10.238 -0.218 -1.495 H19  PS6 74 
PS6 H19A H19A H 0 0 N N N 17.711 1.294  24.891 -10.253 -1.163 0.013  H19A PS6 75 
PS6 H20  H20  H 0 1 N N N 17.116 -0.041 26.562 -11.631 0.590  1.098  H20  PS6 76 
PS6 H20A H20A H 0 0 N N N 18.753 -0.829 26.574 -11.616 1.535  -0.411 H20A PS6 77 
PS6 H21  H21  H 0 1 N N N 19.627 0.973  27.988 -12.732 -0.337 -1.594 H21  PS6 78 
PS6 H21A H21A H 0 0 N N N 18.010 1.787  27.960 -12.746 -1.282 -0.085 H21A PS6 79 
PS6 H22  H22  H 0 1 N N N 17.092 -0.423 28.910 -14.124 0.471  1.000  H22  PS6 80 
PS6 H22A H22A H 0 0 N N N 18.838 -0.807 29.277 -14.110 1.416  -0.509 H22A PS6 81 
PS6 H23  H23  H 0 1 N N N 18.718 1.634  30.365 -15.226 -0.456 -1.692 H23  PS6 82 
PS6 H23A H23A H 0 0 N N N 16.978 1.163  30.542 -15.240 -1.401 -0.183 H23A PS6 83 
PS6 H24  H24  H 0 1 N N N 17.422 -0.406 32.102 -16.618 0.352  0.902  H24  PS6 84 
PS6 H24A H24A H 0 0 N N N 18.974 -0.904 31.284 -16.604 1.297  -0.607 H24A PS6 85 
PS6 H25  H25  H 0 1 N N N 20.186 0.882  32.308 -18.692 -0.025 -0.404 H25  PS6 86 
PS6 H25A H25A H 0 0 N N N 18.682 1.660  32.905 -17.720 -0.575 -1.790 H25A PS6 87 
PS6 H25B H25B H 0 0 N N N 19.228 0.102  33.612 -17.734 -1.520 -0.281 H25B PS6 88 
# 
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 
PS6 P   O2   SING N N 1  
PS6 O2  C2   SING N N 2  
PS6 CB  O1   SING N N 3  
PS6 O1  P    SING N N 4  
PS6 O4  P    DOUB N N 5  
PS6 O3  P    SING N N 6  
PS6 O3  HO3  SING N N 7  
PS6 C2  C3   SING N N 8  
PS6 C2  H2   SING N N 9  
PS6 C2  H2A  SING N N 10 
PS6 C3  O11  SING N N 11 
PS6 C3  C4   SING N N 12 
PS6 C3  H3   SING N N 13 
PS6 C1  O11  SING N N 14 
PS6 O12 C1   DOUB N N 15 
PS6 C13 C1   SING N N 16 
PS6 C4  O52  SING N N 17 
PS6 C4  H4   SING N N 18 
PS6 C4  H4A  SING N N 19 
PS6 O52 C5   SING N N 20 
PS6 C5  O51  DOUB N N 21 
PS6 C5  C6   SING N N 22 
PS6 C13 C14  SING N N 23 
PS6 C13 H13  SING N N 24 
PS6 C13 H13A SING N N 25 
PS6 C15 C14  SING N N 26 
PS6 C14 H14  SING N N 27 
PS6 C14 H14A SING N N 28 
PS6 C15 C16  SING N N 29 
PS6 C15 H15  SING N N 30 
PS6 C15 H15A SING N N 31 
PS6 N   CA   SING N N 32 
PS6 N   HN   SING N N 33 
PS6 N   HNA  SING N N 34 
PS6 CB  CA   SING N N 35 
PS6 CA  C    SING N N 36 
PS6 CA  HA   SING N N 37 
PS6 CB  HB   SING N N 38 
PS6 CB  HBA  SING N N 39 
PS6 OXT C    DOUB N N 40 
PS6 C   O    SING N N 41 
PS6 O   HO   SING N N 42 
PS6 C17 C16  SING N N 43 
PS6 C16 H16  SING N N 44 
PS6 C16 H16A SING N N 45 
PS6 C17 H17  SING N N 46 
PS6 C17 H17A SING N N 47 
PS6 C17 H17B SING N N 48 
PS6 C6  C7   SING N N 49 
PS6 C6  H6   SING N N 50 
PS6 C6  H6A  SING N N 51 
PS6 C7  C8   SING N N 52 
PS6 C7  H7   SING N N 53 
PS6 C7  H7A  SING N N 54 
PS6 C8  C9   SING N N 55 
PS6 C8  H8   SING N N 56 
PS6 C8  H8A  SING N N 57 
PS6 C9  C10  SING N N 58 
PS6 C9  H9   SING N N 59 
PS6 C9  H9A  SING N N 60 
PS6 C10 C18  SING N N 61 
PS6 C10 H10  SING N N 62 
PS6 C10 H10A SING N N 63 
PS6 C18 C19  SING N N 64 
PS6 C18 H18  SING N N 65 
PS6 C18 H18A SING N N 66 
PS6 C19 C20  SING N N 67 
PS6 C19 H19  SING N N 68 
PS6 C19 H19A SING N N 69 
PS6 C20 C21  SING N N 70 
PS6 C20 H20  SING N N 71 
PS6 C20 H20A SING N N 72 
PS6 C21 C22  SING N N 73 
PS6 C21 H21  SING N N 74 
PS6 C21 H21A SING N N 75 
PS6 C22 C23  SING N N 76 
PS6 C22 H22  SING N N 77 
PS6 C22 H22A SING N N 78 
PS6 C23 C24  SING N N 79 
PS6 C23 H23  SING N N 80 
PS6 C23 H23A SING N N 81 
PS6 C24 C25  SING N N 82 
PS6 C24 H24  SING N N 83 
PS6 C24 H24A SING N N 84 
PS6 C25 H25  SING N N 85 
PS6 C25 H25A SING N N 86 
PS6 C25 H25B SING N N 87 
# 
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 
PS6 SMILES           ACDLabs              10.04 O=C(OC(COP(=O)(OCC(C(=O)O)N)O)COC(=O)CCCCCCCCCCCCC)CCCCC                                                                                                                                          
PS6 InChI            InChI                1.02b InChI=1/C26H50NO10P/c1-3-5-7-8-9-10-11-12-13-14-16-17-24(28)34-19-22(37-25(29)18-15-6-4-2)20-35-38(32,33)36-21-23(27)26(30)31/h22-23H,3-21,27H2,1-2H3,(H,30,31)(H,32,33)/t22-,23+/m0/s1/f/h30,32H 
PS6 InChIKey         InChI                1.02b HXSPCZGHXODQMW-QZDYSVRFDQ                                                                                                                                                                         
PS6 SMILES_CANONICAL CACTVS               3.341 CCCCCCCCCCCCCC(=O)OC[C@@H](CO[P@](O)(=O)OC[C@@H](N)C(O)=O)OC(=O)CCCCC                                                                                                                             
PS6 SMILES           CACTVS               3.341 CCCCCCCCCCCCCC(=O)OC[CH](CO[P](O)(=O)OC[CH](N)C(O)=O)OC(=O)CCCCC                                                                                                                                  
PS6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCC(=O)OC[C@@H](CO[P@@](=O)(O)OC[C@H](C(=O)O)N)OC(=O)CCCCC                                                                                                                             
PS6 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N)OC(=O)CCCCC                                                                                                                                          
# 
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 
PS6 "SYSTEMATIC NAME" ACDLabs              10.04 O-[(S)-{[(2S)-2-(hexanoyloxy)-3-(tetradecanoyloxy)propyl]oxy}(hydroxy)phosphoryl]-D-serine              
PS6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-amino-3-[[(2S)-2-hexanoyloxy-3-tetradecanoyloxy-propoxy]-hydroxy-phosphoryl]oxy-propanoic acid" 
# 
