data_PSF
# 
_chem_comp.id                                    PSF 
_chem_comp.name                                  1,2-DICAPROYL-SN-PHOSPHATIDYL-L-SERINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H34 N O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         PHOSPHATIDYLSERINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-01-12 
_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                        455.437 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PSF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1DSY 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
PSF O2   O2   O 0 1 N N N 16.368 27.065 9.672  3.938  -8.474  5.875  O2   PSF 1  
PSF O1   O1   O 0 1 N N N 17.213 28.475 7.934  4.810  -7.227  3.847  O1   PSF 2  
PSF P    P    P 0 1 N N R 16.159 28.288 8.919  5.297  -8.205  5.042  P    PSF 3  
PSF O4   O4   O 0 1 N N N 14.879 28.218 8.222  6.454  -7.693  5.852  O4   PSF 4  
PSF O3   O3   O 0 1 N N N 16.131 29.428 9.887  5.577  -9.625  4.316  O3   PSF 5  
PSF C2   C2   C 0 1 N N N 15.253 26.397 10.307 2.801  -8.960  5.170  C2   PSF 6  
PSF C3   C3   C 0 1 N N N 16.128 25.369 10.915 1.635  -9.144  6.134  C3   PSF 7  
PSF O11  O11  O 0 1 N N N 16.440 26.182 12.219 1.348  -7.888  6.752  O11  PSF 8  
PSF O12  O12  O 0 1 N N N 17.464 28.154 12.902 0.917  -6.964  4.683  O12  PSF 9  
PSF C1   C1   C 0 1 N N N 17.492 26.922 12.386 1.000  -6.877  5.901  C1   PSF 10 
PSF C4   C4   C 0 1 N N N 16.807 24.035 10.268 1.973  -10.143 7.233  C4   PSF 11 
PSF C5   C5   C 0 1 N N N 16.802 22.098 8.494  1.016  -11.120 9.164  C5   PSF 12 
PSF O51  O51  O 0 1 N N N 16.418 22.016 7.262  2.014  -11.791 9.391  O51  PSF 13 
PSF O52  O52  O 0 1 N N N 16.626 23.461 8.803  0.855  -10.253 8.121  O52  PSF 14 
PSF C6   C6   C 0 1 N N N 17.675 21.131 9.443  -0.231 -11.095 10.020 C6   PSF 15 
PSF C7   C7   C 0 1 N N N 17.650 19.504 9.497  -0.120 -11.966 11.272 C7   PSF 16 
PSF C13  C13  C 0 1 N N N 18.694 26.315 12.046 0.697  -5.634  6.709  C13  PSF 17 
PSF C14  C14  C 0 1 N N N 18.759 26.417 10.610 1.910  -5.101  7.471  C14  PSF 18 
PSF C15  C15  C 0 1 N N N 19.903 25.813 10.044 3.065  -4.717  6.540  C15  PSF 19 
PSF N    N    N 0 1 N N N 20.035 28.623 9.257  5.881  -5.519  0.771  N    PSF 20 
PSF CA   CA   C 0 1 N N S 19.489 28.569 7.874  4.999  -5.951  1.828  CA   PSF 21 
PSF CB   CB   C 0 1 N N N 18.367 27.581 7.701  5.709  -6.870  2.811  CB   PSF 22 
PSF C    C    C 0 1 N N N 19.464 29.689 6.875  4.496  -4.707  2.531  C    PSF 23 
PSF OT1  OT1  O 0 1 N N N 18.794 29.504 5.845  5.152  -3.692  2.723  OT1  PSF 24 
PSF OT2  OT2  O 0 1 N N N 20.102 30.717 7.123  3.223  -4.859  2.982  OT2  PSF 25 
PSF C8   C8   C 0 1 N N N ?      ?      ?      -1.394 -11.935 12.121 C8   PSF 26 
PSF C9   C9   C 0 1 N N N ?      ?      ?      -1.240 -12.787 13.381 C9   PSF 27 
PSF C10  C10  C 0 1 N N N ?      ?      ?      -2.485 -12.726 14.251 C10  PSF 28 
PSF C16  C16  C 0 1 N N N ?      ?      ?      4.274  -4.221  7.333  C16  PSF 29 
PSF C17  C17  C 0 1 N N N ?      ?      ?      5.439  -3.880  6.418  C17  PSF 30 
PSF HO3  HO3  H 0 1 N N N 16.125 29.090 10.775 5.995  -10.346 4.833  HO3  PSF 31 
PSF H21  1H2  H 0 1 N N N 14.676 27.008 11.016 2.561  -8.243  4.379  H21  PSF 32 
PSF H22  2H2  H 0 1 N N N 14.407 26.071 9.684  3.086  -9.912  4.710  H22  PSF 33 
PSF H31  1H3  H 0 1 N N N 16.060 24.273 10.848 0.726  -9.449  5.603  H31  PSF 34 
PSF H41  1H4  H 0 1 N N N 17.887 24.232 10.339 2.836  -9.810  7.820  H41  PSF 35 
PSF H42  2H4  H 0 1 N N N 16.259 23.265 10.831 2.174  -11.135 6.817  H42  PSF 36 
PSF H61  1H6  H 0 1 N N N 18.715 21.369 9.175  -1.086 -11.422 9.418  H61  PSF 37 
PSF H62  2H6  H 0 1 N N N 17.204 21.353 10.412 -0.396 -10.054 10.320 H62  PSF 38 
PSF H71  1H7  H 0 1 N N N 18.581 19.244 8.972  0.717  -11.596 11.876 H71  PSF 39 
PSF H72  2H7  H 0 1 N N N 17.363 19.422 10.556 0.118  -13.000 10.994 H72  PSF 40 
PSF H131 1H13 H 0 0 N N N 19.545 26.828 12.519 -0.114 -5.852  7.412  H131 PSF 41 
PSF H132 2H13 H 0 0 N N N 18.744 25.272 12.391 0.351  -4.868  6.005  H132 PSF 42 
PSF H141 1H14 H 0 0 N N N 17.871 25.920 10.193 2.256  -5.882  8.160  H141 PSF 43 
PSF H142 2H14 H 0 0 N N N 18.807 27.488 10.366 1.624  -4.238  8.084  H142 PSF 44 
PSF H151 1H15 H 0 0 N N N 20.434 26.374 9.261  2.742  -3.936  5.842  H151 PSF 45 
PSF H152 2H15 H 0 0 N N N 20.807 25.633 10.645 3.354  -5.587  5.937  H152 PSF 46 
PSF H1   1H   H 0 1 N N N 21.034 28.635 9.221  6.868  -5.462  0.953  H1   PSF 47 
PSF H2   2H   H 0 1 N N N 19.708 29.451 9.712  5.485  -5.095  -0.050 H2   PSF 48 
PSF HA   HA   H 0 1 N N N 20.475 28.255 7.502  4.169  -6.458  1.325  HA   PSF 49 
PSF HB1  1HB  H 0 1 N N N 18.415 26.748 8.418  6.567  -6.368  3.270  HB1  PSF 50 
PSF HB2  2HB  H 0 1 N N N 18.358 27.054 6.735  6.064  -7.785  2.323  HB2  PSF 51 
PSF HXT  HXT  H 0 1 N N N 19.999 31.334 6.408  2.860  -4.093  3.476  HXT  PSF 52 
PSF H81  1H8  H 0 1 N N N ?      ?      ?      -2.246 -12.303 11.536 H81  PSF 53 
PSF H82  2H8  H 0 1 N N N ?      ?      ?      -1.621 -10.900 12.404 H82  PSF 54 
PSF H91  1H9  H 0 1 N N N ?      ?      ?      -1.046 -13.830 13.104 H91  PSF 55 
PSF H92  2H9  H 0 1 N N N ?      ?      ?      -0.378 -12.440 13.962 H92  PSF 56 
PSF H101 1H10 H 0 0 N N N ?      ?      ?      -2.689 -11.700 14.573 H101 PSF 57 
PSF H102 2H10 H 0 0 N N N ?      ?      ?      -3.361 -13.097 13.709 H102 PSF 58 
PSF H103 3H10 H 0 0 N N N ?      ?      ?      -2.353 -13.343 15.146 H103 PSF 59 
PSF H161 1H16 H 0 0 N N N ?      ?      ?      3.999  -3.331  7.911  H161 PSF 60 
PSF H162 2H16 H 0 0 N N N ?      ?      ?      4.591  -4.988  8.048  H162 PSF 61 
PSF H171 1H17 H 0 0 N N N ?      ?      ?      5.760  -4.758  5.848  H171 PSF 62 
PSF H172 2H17 H 0 0 N N N ?      ?      ?      5.165  -3.092  5.710  H172 PSF 63 
PSF H173 3H17 H 0 0 N N N ?      ?      ?      6.292  -3.527  7.006  H173 PSF 64 
# 
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 
PSF O2  P    SING N N 1  
PSF O2  C2   SING N N 2  
PSF O1  P    SING N N 3  
PSF O1  CB   SING N N 4  
PSF P   O4   DOUB N N 5  
PSF P   O3   SING N N 6  
PSF O3  HO3  SING N N 7  
PSF C2  C3   SING N N 8  
PSF C2  H21  SING N N 9  
PSF C2  H22  SING N N 10 
PSF C3  O11  SING N N 11 
PSF C3  C4   SING N N 12 
PSF C3  H31  SING N N 13 
PSF O11 C1   SING N N 14 
PSF O12 C1   DOUB N N 15 
PSF C1  C13  SING N N 16 
PSF C4  O52  SING N N 17 
PSF C4  H41  SING N N 18 
PSF C4  H42  SING N N 19 
PSF C5  O51  DOUB N N 20 
PSF C5  O52  SING N N 21 
PSF C5  C6   SING N N 22 
PSF C6  C7   SING N N 23 
PSF C6  H61  SING N N 24 
PSF C6  H62  SING N N 25 
PSF C7  C8   SING N N 26 
PSF C7  H71  SING N N 27 
PSF C7  H72  SING N N 28 
PSF C13 C14  SING N N 29 
PSF C13 H131 SING N N 30 
PSF C13 H132 SING N N 31 
PSF C14 C15  SING N N 32 
PSF C14 H141 SING N N 33 
PSF C14 H142 SING N N 34 
PSF C15 C16  SING N N 35 
PSF C15 H151 SING N N 36 
PSF C15 H152 SING N N 37 
PSF N   CA   SING N N 38 
PSF N   H1   SING N N 39 
PSF N   H2   SING N N 40 
PSF CA  CB   SING N N 41 
PSF CA  C    SING N N 42 
PSF CA  HA   SING N N 43 
PSF CB  HB1  SING N N 44 
PSF CB  HB2  SING N N 45 
PSF C   OT1  DOUB N N 46 
PSF C   OT2  SING N N 47 
PSF OT2 HXT  SING N N 48 
PSF C8  C9   SING N N 49 
PSF C8  H81  SING N N 50 
PSF C8  H82  SING N N 51 
PSF C9  C10  SING N N 52 
PSF C9  H91  SING N N 53 
PSF C9  H92  SING N N 54 
PSF C10 H101 SING N N 55 
PSF C10 H102 SING N N 56 
PSF C10 H103 SING N N 57 
PSF C16 C17  SING N N 58 
PSF C16 H161 SING N N 59 
PSF C16 H162 SING N N 60 
PSF C17 H171 SING N N 61 
PSF C17 H172 SING N N 62 
PSF C17 H173 SING N N 63 
# 
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 
PSF SMILES           ACDLabs              10.04 O=C(OC(COP(=O)(OCC(C(=O)O)N)O)COC(=O)CCCCC)CCCCC                                                                                                                          
PSF InChI            InChI                1.02b InChI=1/C18H34NO10P/c1-3-5-7-9-16(20)26-11-14(29-17(21)10-8-6-4-2)12-27-30(24,25)28-13-15(19)18(22)23/h14-15H,3-13,19H2,1-2H3,(H,22,23)(H,24,25)/t14-,15+/m1/s1/f/h22,24H 
PSF InChIKey         InChI                1.02b MIQYPPGTNIFAPO-DFMSZNDYDH                                                                                                                                                 
PSF SMILES_CANONICAL CACTVS               3.341 CCCCCC(=O)OC[C@H](CO[P@](O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCC                                                                                                               
PSF SMILES           CACTVS               3.341 CCCCCC(=O)OC[CH](CO[P](O)(=O)OC[CH](N)C(O)=O)OC(=O)CCCCC                                                                                                                  
PSF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCC(=O)OCC(CO[P@@](=O)(O)OC[C@@H](C(=O)O)N)OC(=O)CCCCC                                                                                                                 
PSF SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC(=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 
PSF "SYSTEMATIC NAME" ACDLabs              10.04 O-[(S)-{[(2R)-2,3-bis(hexanoyloxy)propyl]oxy}(hydroxy)phosphoryl]-L-serine         
PSF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[2,3-di(hexanoyloxy)propoxy-hydroxy-phosphoryl]oxy-propanoic acid" 
# 
