data_LPS
# 
_chem_comp.id                                    LPS 
_chem_comp.name                                  "O-{HYDROXY[((2R)-2-HYDROXY-3-{[(1S)-1-HYDROXYPENTADECYL]OXY}PROPYL)OXY]PHOSPHORYL}-L-SERINE" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C21 H44 N O9 P" 
_chem_comp.mon_nstd_parent_comp_id               SER 
_chem_comp.pdbx_synonyms                         LYSOPHOSPHOTIDYLSERINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-02-21 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        485.549 
_chem_comp.one_letter_code                       S 
_chem_comp.three_letter_code                     LPS 
_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        1NL2 
_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 
LPS OT2  OT2  O 0 1 N N N 5.676  31.287 131.997 -1.173 -0.921 -12.483 OT2  LPS 1  
LPS C    C    C 0 1 N N N 4.504  31.572 131.622 -0.516 0.135  -11.979 C    LPS 2  
LPS OT1  OT1  O 0 1 N N N 4.204  32.577 130.930 -0.702 1.237  -12.437 OT1  LPS 3  
LPS C12  C12  C 0 1 N N S 3.297  30.690 132.010 0.454  -0.054 -10.842 C12  LPS 4  
LPS N    N    N 0 1 N N N 3.727  29.387 132.606 1.514  0.959  -10.929 N    LPS 5  
LPS C11  C11  C 0 1 N N N 2.219  31.384 132.905 -0.284 0.094  -9.510  C11  LPS 6  
LPS O12  O12  O 0 1 N N N 2.072  32.826 132.722 0.635  -0.084 -8.432  O12  LPS 7  
LPS P    P    P 0 1 N N R 2.650  34.071 133.621 -0.205 0.083  -7.070  P    LPS 8  
LPS O13  O13  O 0 1 N N N 3.781  33.604 134.462 -0.808 1.434  -7.026  O13  LPS 9  
LPS O14  O14  O 0 1 N N N 2.897  35.229 132.745 -1.370 -1.026 -7.017  O14  LPS 10 
LPS O11  O11  O 0 1 N N N 1.380  34.424 134.544 0.775  -0.107 -5.807  O11  LPS 11 
LPS C1   C1   C 0 1 N N N 0.893  33.903 135.781 -0.025 0.052  -4.634  C1   LPS 12 
LPS C2   C2   C 0 1 N N R -0.566 34.345 135.983 0.849  -0.117 -3.391  C2   LPS 13 
LPS O21  O21  O 0 1 N N N -0.628 35.600 136.651 1.433  -1.421 -3.395  O21  LPS 14 
LPS C3   C3   C 0 1 N N N -1.445 33.338 136.723 -0.007 0.054  -2.136  C3   LPS 15 
LPS O31  O31  O 0 1 N N N -1.890 32.339 135.803 0.810  -0.104 -0.975  O31  LPS 16 
LPS C31  C31  C 0 1 N N R -3.120 31.840 135.987 -0.043 0.065  0.157   C31  LPS 17 
LPS O32  O32  O 0 1 N N N -4.118 32.504 136.204 -1.078 -0.919 0.127   O32  LPS 18 
LPS C32  C32  C 0 1 N N N -3.071 30.274 135.816 0.774  -0.092 1.441   C32  LPS 19 
LPS C33  C33  C 0 1 N N N -2.606 29.354 136.981 -0.139 0.089  2.654   C33  LPS 20 
LPS C34  C34  C 0 1 N N N -3.089 27.885 136.799 0.678  -0.068 3.937   C34  LPS 21 
LPS C35  C35  C 0 1 N N N -2.714 26.874 137.903 -0.236 0.113  5.151   C35  LPS 22 
LPS C36  C36  C 0 1 N N N -3.491 26.999 139.227 0.581  -0.045 6.434   C36  LPS 23 
LPS C37  C37  C 0 1 N N N -4.601 25.956 139.411 -0.332 0.137  7.647   C37  LPS 24 
LPS C38  C38  C 0 1 N N N -5.838 26.509 140.147 0.485  -0.021 8.930   C38  LPS 25 
LPS C39  C39  C 0 1 N N N -7.205 26.369 139.419 -0.428 0.161  10.144  C39  LPS 26 
LPS C40  C40  C 0 1 N N N -7.465 27.221 138.141 0.389  0.002  11.427  C40  LPS 27 
LPS C41  C41  C 0 1 N N N -7.683 28.743 138.316 -0.524 0.185  12.640  C41  LPS 28 
LPS C42  C42  C 0 1 N N N -6.607 29.610 137.659 0.293  0.026  13.923  C42  LPS 29 
LPS C43  C43  C 0 1 N N N -6.515 31.050 138.123 -0.620 0.209  15.137  C43  LPS 30 
LPS C44  C44  C 0 1 N N N -5.507 31.272 139.194 0.197  0.050  16.420  C44  LPS 31 
LPS C45  C45  C 0 1 N N N -5.173 32.732 139.413 -0.716 0.232  17.633  C45  LPS 32 
LPS HT2  HT2  H 0 1 N N N 5.902  30.527 132.520 -1.795 -0.800 -13.213 HT2  LPS 33 
LPS H12  H12  H 0 1 N N N 2.784  30.495 131.038 0.896  -1.048 -10.903 H12  LPS 34 
LPS HN1  1HN  H 0 1 N N N 2.929  28.804 132.862 1.061  1.859  -10.868 HN1  LPS 35 
LPS HN2  2HN  H 0 1 N N N 4.351  29.530 133.399 2.077  0.862  -10.098 HN2  LPS 36 
LPS H111 1H11 H 0 0 N N N 1.232  30.881 132.769 -1.070 -0.657 -9.446  H111 LPS 37 
LPS H112 2H11 H 0 0 N N N 2.413  31.155 133.978 -0.726 1.088  -9.449  H112 LPS 38 
LPS H14  H14  H 0 1 N N N 3.231  35.949 133.265 -0.935 -1.889 -7.048  H14  LPS 39 
LPS H11  1H1  H 0 1 N N N 1.011  32.796 135.848 -0.471 1.047  -4.631  H11  LPS 40 
LPS H12A 2H1  H 0 0 N N N 1.542  34.185 136.642 -0.815 -0.698 -4.628  H12A LPS 41 
LPS H2   H2   H 0 1 N Y N -0.980 34.426 134.950 1.639  0.634  -3.397  H2   LPS 42 
LPS H21  H21  H 0 1 N N N -1.529 35.873 136.775 0.703  -2.054 -3.389  H21  LPS 43 
LPS H31A 1H3  H 0 0 N N N -0.931 32.898 137.609 -0.453 1.049  -2.133  H31A LPS 44 
LPS H32A 2H3  H 0 0 N N N -2.291 33.827 137.258 -0.797 -0.697 -2.130  H32A LPS 45 
LPS H31  H31  H 0 1 N N N -3.996 32.354 136.444 -0.488 1.060  0.131   H31  LPS 46 
LPS H32  H32  H 0 1 N N N -4.990 32.150 136.334 -0.642 -1.782 0.152   H32  LPS 47 
LPS H321 1H32 H 0 0 N N N -4.078 29.930 135.485 1.219  -1.087 1.467   H321 LPS 48 
LPS H322 2H32 H 0 0 N N N -2.445 30.043 134.922 1.563  0.658  1.464   H322 LPS 49 
LPS H331 1H33 H 0 0 N N N -1.500 29.401 137.115 -0.584 1.084  2.627   H331 LPS 50 
LPS H332 2H33 H 0 0 N N N -2.922 29.763 137.968 -0.928 -0.662 2.631   H332 LPS 51 
LPS H341 1H34 H 0 0 N N N -4.193 27.875 136.648 1.123  -1.063 3.964   H341 LPS 52 
LPS H342 2H34 H 0 0 N N N -2.740 27.500 135.812 1.467  0.682  3.960   H342 LPS 53 
LPS H351 1H35 H 0 0 N N N -2.802 25.834 137.509 -0.680 1.108  5.124   H351 LPS 54 
LPS H352 2H35 H 0 0 N N N -1.617 26.920 138.102 -1.025 -0.638 5.127   H352 LPS 55 
LPS H361 1H36 H 0 0 N N N -2.789 26.977 140.093 1.026  -1.039 6.460   H361 LPS 56 
LPS H362 2H36 H 0 0 N N N -3.902 28.029 139.340 1.370  0.706  6.457   H362 LPS 57 
LPS H371 1H37 H 0 0 N N N -4.889 25.506 138.432 -0.777 1.132  7.620   H371 LPS 58 
LPS H372 2H37 H 0 0 N N N -4.209 25.045 139.922 -1.121 -0.614 7.624   H372 LPS 59 
LPS H381 1H38 H 0 0 N N N -5.905 26.050 141.160 0.930  -1.015 8.957   H381 LPS 60 
LPS H382 2H38 H 0 0 N N N -5.665 27.577 140.416 1.274  0.730  8.953   H382 LPS 61 
LPS H391 1H39 H 0 0 N N N -7.375 25.294 139.176 -0.873 1.156  10.117  H391 LPS 62 
LPS H392 2H39 H 0 0 N N N -8.024 26.558 140.151 -1.217 -0.590 10.120  H392 LPS 63 
LPS H401 1H40 H 0 0 N N N -6.637 27.051 137.413 0.834  -0.992 11.453  H401 LPS 64 
LPS H402 2H40 H 0 0 N N N -8.328 26.789 137.583 1.178  0.754  11.450  H402 LPS 65 
LPS H411 1H41 H 0 0 N N N -8.695 29.036 137.953 -0.969 1.179  12.613  H411 LPS 66 
LPS H412 2H41 H 0 0 N N N -7.786 29.000 139.395 -1.313 -0.566 12.617  H412 LPS 67 
LPS H421 1H42 H 0 0 N N N -5.612 29.117 137.768 0.738  -0.968 13.950  H421 LPS 68 
LPS H422 2H42 H 0 0 N N N -6.729 29.581 136.551 1.082  0.778  13.947  H422 LPS 69 
LPS H431 1H43 H 0 0 N N N -6.326 31.729 137.259 -1.065 1.203  15.110  H431 LPS 70 
LPS H432 2H43 H 0 0 N N N -7.515 31.424 138.441 -1.409 -0.542 15.113  H432 LPS 71 
LPS H441 1H44 H 0 0 N N N -5.831 30.793 140.147 0.642  -0.944 16.446  H441 LPS 72 
LPS H442 2H44 H 0 0 N N N -4.582 30.680 138.995 0.986  0.802  16.443  H442 LPS 73 
LPS H451 1H45 H 0 0 N N N -4.417 32.898 140.215 -0.134 0.119  18.547  H451 LPS 74 
LPS H452 2H45 H 0 0 N N N -4.848 33.210 138.459 -1.161 1.227  17.606  H452 LPS 75 
LPS H453 3H45 H 0 0 N N N -6.097 33.323 139.611 -1.505 -0.518 17.610  H453 LPS 76 
# 
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 
LPS OT2 C    SING N N 1  
LPS OT2 HT2  SING N N 2  
LPS C   OT1  DOUB N N 3  
LPS C   C12  SING N N 4  
LPS C12 N    SING N N 5  
LPS C12 C11  SING N N 6  
LPS C12 H12  SING N N 7  
LPS N   HN1  SING N N 8  
LPS N   HN2  SING N N 9  
LPS C11 O12  SING N N 10 
LPS C11 H111 SING N N 11 
LPS C11 H112 SING N N 12 
LPS O12 P    SING N N 13 
LPS P   O13  DOUB N N 14 
LPS P   O14  SING N N 15 
LPS P   O11  SING N N 16 
LPS O14 H14  SING N N 17 
LPS O11 C1   SING N N 18 
LPS C1  C2   SING N N 19 
LPS C1  H11  SING N N 20 
LPS C1  H12A SING N N 21 
LPS C2  O21  SING N N 22 
LPS C2  C3   SING N N 23 
LPS C2  H2   SING N N 24 
LPS O21 H21  SING N N 25 
LPS C3  O31  SING N N 26 
LPS C3  H31A SING N N 27 
LPS C3  H32A SING N N 28 
LPS O31 C31  SING N N 29 
LPS C31 O32  SING N N 30 
LPS C31 C32  SING N N 31 
LPS C31 H31  SING N N 32 
LPS O32 H32  SING N N 33 
LPS C32 C33  SING N N 34 
LPS C32 H321 SING N N 35 
LPS C32 H322 SING N N 36 
LPS C33 C34  SING N N 37 
LPS C33 H331 SING N N 38 
LPS C33 H332 SING N N 39 
LPS C34 C35  SING N N 40 
LPS C34 H341 SING N N 41 
LPS C34 H342 SING N N 42 
LPS C35 C36  SING N N 43 
LPS C35 H351 SING N N 44 
LPS C35 H352 SING N N 45 
LPS C36 C37  SING N N 46 
LPS C36 H361 SING N N 47 
LPS C36 H362 SING N N 48 
LPS C37 C38  SING N N 49 
LPS C37 H371 SING N N 50 
LPS C37 H372 SING N N 51 
LPS C38 C39  SING N N 52 
LPS C38 H381 SING N N 53 
LPS C38 H382 SING N N 54 
LPS C39 C40  SING N N 55 
LPS C39 H391 SING N N 56 
LPS C39 H392 SING N N 57 
LPS C40 C41  SING N N 58 
LPS C40 H401 SING N N 59 
LPS C40 H402 SING N N 60 
LPS C41 C42  SING N N 61 
LPS C41 H411 SING N N 62 
LPS C41 H412 SING N N 63 
LPS C42 C43  SING N N 64 
LPS C42 H421 SING N N 65 
LPS C42 H422 SING N N 66 
LPS C43 C44  SING N N 67 
LPS C43 H431 SING N N 68 
LPS C43 H432 SING N N 69 
LPS C44 C45  SING N N 70 
LPS C44 H441 SING N N 71 
LPS C44 H442 SING N N 72 
LPS C45 H451 SING N N 73 
LPS C45 H452 SING N N 74 
LPS C45 H453 SING N N 75 
# 
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 
LPS SMILES           ACDLabs              10.04 "O=C(O)C(N)COP(=O)(OCC(O)COC(O)CCCCCCCCCCCCCC)O"                                                                                                                                         
LPS InChI            InChI                1.02b "InChI=1/C21H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-20(24)29-15-18(23)16-30-32(27,28)31-17-19(22)21(25)26/h18-20,23-24H,2-17,22H2,1H3,(H,25,26)(H,27,28)/t18-,19+,20-/m1/s1/f/h25,27H" 
LPS InChIKey         InChI                1.02b RPZLJDFLPRHXGM-BZVZJARPDX                                                                                                                                                                
LPS SMILES_CANONICAL CACTVS               3.341 "CCCCCCCCCCCCCC[C@H](O)OC[C@@H](O)CO[P@@](O)(=O)OC[C@H](N)C(O)=O"                                                                                                                        
LPS SMILES           CACTVS               3.341 "CCCCCCCCCCCCCC[CH](O)OC[CH](O)CO[P](O)(=O)OC[CH](N)C(O)=O"                                                                                                                              
LPS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCCCCCCC(O)OC[C@H](CO[P@](=O)(O)OC[C@@H](C(=O)O)N)O"                                                                                                                             
LPS SMILES           "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCCCCCCC(O)OCC(COP(=O)(O)OCC(C(=O)O)N)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 
LPS "SYSTEMATIC NAME" ACDLabs              10.04 "O-[(R)-hydroxy{[(2R)-2-hydroxy-3-{[(1R)-1-hydroxypentadecyl]oxy}propyl]oxy}phosphoryl]-L-serine"       
LPS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[hydroxy-[(2R)-2-hydroxy-3-(1-hydroxypentadecoxy)propoxy]phosphoryl]oxy-propanoic acid" 
# 
