data_LPE
# 
_chem_comp.id                                    LPE 
_chem_comp.name                                  1-O-OCTADECYL-SN-GLYCERO-3-PHOSPHOCHOLINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H57 N O6 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         LPC-ETHER 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2002-03-29 
_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                        510.708 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LPE 
_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        ? 
_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 
LPE C1   C1   C 0 1 N N N 53.174 22.947 -11.809 -13.660 1.938   7.981  C1   LPE 1  
LPE O1   O1   O 0 1 N N N 52.028 23.760 -11.808 -13.855 0.698   7.313  O1   LPE 2  
LPE C2   C2   C 0 1 N N R 53.916 23.119 -13.108 -13.762 3.068   6.966  C2   LPE 3  
LPE O2H  O2H  O 0 1 N N N 54.211 24.513 -13.270 -15.060 3.009   6.369  O2H  LPE 4  
LPE C3   C3   C 0 1 N N N 55.192 22.339 -13.079 -13.591 4.430   7.629  C3   LPE 5  
LPE C11  C11  C 0 1 N N N 50.918 23.096 -11.257 -13.750 -0.400  8.207  C11  LPE 6  
LPE C12  C12  C 0 1 N N N 49.628 23.667 -11.808 -13.964 -1.708  7.455  C12  LPE 7  
LPE O3   O3   O 0 1 N N N 55.724 22.137 -14.367 -13.688 5.460   6.651  O3   LPE 8  
LPE P    P    P 0 1 N N R 57.314 21.900 -14.526 -13.534 6.994   7.137  P    LPE 9  
LPE O31  O31  O 0 1 N N N 57.960 22.444 -13.260 -12.225 7.329   7.792  O31  LPE 10 
LPE O32  O32  O 0 1 N N N 57.595 20.471 -14.919 -13.838 7.843   5.793  O32  LPE 11 
LPE O33  O33  O 0 1 N N N 57.691 22.912 -15.709 -14.842 7.219   8.064  O33  LPE 12 
LPE C31  C31  C 0 1 N N N 57.743 24.314 -15.415 -16.133 6.936   7.551  C31  LPE 13 
LPE C32  C32  C 0 1 N N N 57.622 25.121 -16.711 -17.176 7.229   8.612  C32  LPE 14 
LPE N    N    N 1 1 N N N 56.230 25.590 -16.872 -18.522 6.894   8.081  N    LPE 15 
LPE C1N  C1N  C 0 1 N N N 56.139 27.065 -17.000 -18.849 7.748   6.849  C1N  LPE 16 
LPE C2N  C2N  C 0 1 N N N 55.637 24.988 -18.093 -18.593 5.417   7.672  C2N  LPE 17 
LPE C3N  C3N  C 0 1 N N N 55.429 25.151 -15.703 -19.603 7.150   9.140  C3N  LPE 18 
LPE C13  C13  C 0 1 N N N 49.872 24.470 -13.070 -13.875 -2.927  8.379  C13  LPE 19 
LPE C14  C14  C 0 1 N N N 49.926 25.964 -12.759 -14.110 -4.257  7.656  C14  LPE 20 
LPE C15  C15  C 0 1 N N N 49.064 26.718 -13.798 -14.052 -5.473  8.583  C15  LPE 21 
LPE C16  C16  C 0 1 N N N 49.982 27.600 -14.683 -14.220 -6.776  7.798  C16  LPE 22 
LPE C17  C17  C 0 1 N N N ?      ?      ?       -14.124 -7.994  8.718  C17  LPE 23 
LPE C18  C18  C 0 1 N N N ?      ?      ?       -14.265 -9.330  7.981  C18  LPE 24 
LPE C19  C19  C 0 1 N N N ?      ?      ?       -14.092 -10.587 8.839  C19  LPE 25 
LPE C20  C20  C 0 1 N N N ?      ?      ?       -14.299 -11.889 8.062  C20  LPE 26 
LPE C21  C21  C 0 1 N N N ?      ?      ?       -14.105 -13.110 8.965  C21  LPE 27 
LPE C22  C22  C 0 1 N N N ?      ?      ?       -14.348 -14.411 8.198  C22  LPE 28 
LPE C23  C23  C 0 1 N N N ?      ?      ?       -14.185 -15.667 9.059  C23  LPE 29 
LPE C24  C24  C 0 1 N N N ?      ?      ?       -14.500 -16.996 8.365  C24  LPE 30 
LPE C25  C25  C 0 1 N N N ?      ?      ?       -14.267 -18.217 9.258  C25  LPE 31 
LPE C26  C26  C 0 1 N N N ?      ?      ?       -14.589 -19.545 8.565  C26  LPE 32 
LPE C27  C27  C 0 1 N N N ?      ?      ?       -14.292 -20.806 9.380  C27  LPE 33 
LPE C28  C28  C 0 1 N N N ?      ?      ?       -14.676 -22.095 8.670  C28  LPE 34 
LPE H11  1H1  H 0 1 N N N 53.828 23.236 -10.973 -14.430 2.027   8.754  H11  LPE 35 
LPE H12  2H1  H 0 1 N N N 52.875 21.895 -11.696 -12.671 1.918   8.451  H12  LPE 36 
LPE H21  1H2  H 0 1 N N N 53.301 22.754 -13.944 -13.036 2.928   6.157  H21  LPE 37 
LPE HO21 1HO2 H 0 0 N N N 54.276 24.925 -12.416 -15.470 2.193   6.691  HO21 LPE 38 
LPE H31  1H3  H 0 1 N N N 55.928 22.895 -12.480 -12.617 4.520   8.120  H31  LPE 39 
LPE H32  2H3  H 0 1 N N N 54.975 21.352 -12.644 -14.377 4.610   8.369  H32  LPE 40 
LPE H111 1H11 H 0 0 N N N 50.976 22.027 -11.511 -12.764 -0.377  8.681  H111 LPE 41 
LPE H112 2H11 H 0 0 N N N 50.929 23.231 -10.165 -14.515 -0.285  8.982  H112 LPE 42 
LPE H121 1H12 H 0 0 N N N 48.944 22.838 -12.042 -13.205 -1.802  6.669  H121 LPE 43 
LPE H122 2H12 H 0 0 N N N 49.193 24.335 -11.050 -14.946 -1.673  6.971  H122 LPE 44 
LPE HO31 1HO3 H 0 0 N N N 57.654 20.408 -15.865 -13.124 7.947   5.127  HO31 LPE 45 
LPE H311 1H31 H 0 0 N N N 56.913 24.577 -14.743 -16.164 5.875   7.283  H311 LPE 46 
LPE H312 2H31 H 0 0 N N N 58.702 24.548 -14.930 -16.296 7.532   6.648  H312 LPE 47 
LPE H321 1H32 H 0 0 N N N 58.298 25.988 -16.668 -17.205 8.289   8.879  H321 LPE 48 
LPE H322 2H32 H 0 0 N N N 57.895 24.485 -17.566 -17.029 6.616   9.504  H322 LPE 49 
LPE H1N1 1H1N H 0 0 N N N 56.116 27.520 -15.999 -19.896 7.575   6.591  H1N1 LPE 50 
LPE H1N2 2H1N H 0 0 N N N 57.013 27.439 -17.553 -18.677 8.794   7.111  H1N2 LPE 51 
LPE H1N3 3H1N H 0 0 N N N 55.220 27.330 -17.543 -18.188 7.433   6.039  H1N3 LPE 52 
LPE H2N1 1H2N H 0 0 N N N 55.490 25.769 -18.853 -19.327 4.927   8.315  H2N1 LPE 53 
LPE H2N2 2H2N H 0 0 N N N 56.314 24.216 -18.487 -18.899 5.375   6.625  H2N2 LPE 54 
LPE H2N3 3H2N H 0 0 N N N 54.667 24.533 -17.843 -17.600 4.984   7.809  H2N3 LPE 55 
LPE H3N1 1H3N H 0 0 N N N 56.086 25.042 -14.828 -19.351 6.561   10.024 H3N1 LPE 56 
LPE H3N2 2H3N H 0 0 N N N 54.653 25.901 -15.488 -19.604 8.218   9.366  H3N2 LPE 57 
LPE H3N3 3H3N H 0 0 N N N 54.954 24.184 -15.927 -20.561 6.837   8.720  H3N3 LPE 58 
LPE H131 1H13 H 0 0 N N N 50.830 24.161 -13.513 -12.878 -2.964  8.837  H131 LPE 59 
LPE H132 2H13 H 0 0 N N N 49.046 24.285 -13.772 -14.594 -2.822  9.200  H132 LPE 60 
LPE H141 1H14 H 0 0 N N N 49.534 26.147 -11.748 -15.078 -4.229  7.141  H141 LPE 61 
LPE H142 2H14 H 0 0 N N N 50.966 26.319 -12.807 -13.343 -4.363  6.880  H142 LPE 62 
LPE H151 1H15 H 0 0 N N N 48.531 25.992 -14.430 -14.842 -5.408  9.340  H151 LPE 63 
LPE H152 2H15 H 0 0 N N N 48.333 27.354 -13.278 -13.092 -5.485  9.114  H152 LPE 64 
LPE H161 1H16 H 0 0 N N N 50.628 28.456 -14.928 -15.192 -6.764  7.291  H161 LPE 65 
LPE H162 2H16 H 0 0 N N N 50.857 27.866 -15.295 -13.448 -6.841  7.021  H162 LPE 66 
LPE H171 1H17 H 0 0 N N N ?      ?      ?       -14.876 -7.922  9.512  H171 LPE 67 
LPE H172 2H17 H 0 0 N N N ?      ?      ?       -13.148 -7.987  9.221  H172 LPE 68 
LPE H181 1H18 H 0 0 N N N ?      ?      ?       -13.531 -9.354  7.166  H181 LPE 69 
LPE H182 2H18 H 0 0 N N N ?      ?      ?       -15.253 -9.369  7.507  H182 LPE 70 
LPE H191 1H19 H 0 0 N N N ?      ?      ?       -14.819 -10.541 9.659  H191 LPE 71 
LPE H192 2H19 H 0 0 N N N ?      ?      ?       -13.101 -10.588 9.309  H192 LPE 72 
LPE H201 1H20 H 0 0 N N N ?      ?      ?       -13.590 -11.947 7.229  H201 LPE 73 
LPE H202 2H20 H 0 0 N N N ?      ?      ?       -15.308 -11.904 7.633  H202 LPE 74 
LPE H211 1H21 H 0 0 N N N ?      ?      ?       -13.086 -13.094 9.368  H211 LPE 75 
LPE H212 2H21 H 0 0 N N N ?      ?      ?       -14.794 -13.052 9.817  H212 LPE 76 
LPE H221 1H22 H 0 0 N N N ?      ?      ?       -13.680 -14.462 7.330  H221 LPE 77 
LPE H222 2H22 H 0 0 N N N ?      ?      ?       -15.369 -14.404 7.797  H222 LPE 78 
LPE H231 1H23 H 0 0 N N N ?      ?      ?       -14.831 -15.567 9.941  H231 LPE 79 
LPE H232 2H23 H 0 0 N N N ?      ?      ?       -13.156 -15.708 9.436  H232 LPE 80 
LPE H241 1H24 H 0 0 N N N ?      ?      ?       -13.859 -17.074 7.477  H241 LPE 81 
LPE H242 2H24 H 0 0 N N N ?      ?      ?       -15.532 -16.983 7.999  H242 LPE 82 
LPE H251 1H25 H 0 0 N N N ?      ?      ?       -14.855 -18.133 10.178 H251 LPE 83 
LPE H252 2H25 H 0 0 N N N ?      ?      ?       -13.213 -18.240 9.564  H252 LPE 84 
LPE H261 1H26 H 0 0 N N N ?      ?      ?       -14.024 -19.590 7.626  H261 LPE 85 
LPE H262 2H26 H 0 0 N N N ?      ?      ?       -15.650 -19.553 8.286  H262 LPE 86 
LPE H271 1H27 H 0 0 N N N ?      ?      ?       -14.854 -20.747 10.321 H271 LPE 87 
LPE H272 2H27 H 0 0 N N N ?      ?      ?       -13.233 -20.842 9.656  H272 LPE 88 
LPE H281 1H28 H 0 0 N N N ?      ?      ?       -14.541 -22.948 9.341  H281 LPE 89 
LPE H282 2H28 H 0 0 N N N ?      ?      ?       -14.054 -22.267 7.787  H282 LPE 90 
LPE H283 3H28 H 0 0 N N N ?      ?      ?       -15.725 -22.073 8.356  H283 LPE 91 
# 
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 
LPE C1  O1   SING N N 1  
LPE C1  C2   SING N N 2  
LPE C1  H11  SING N N 3  
LPE C1  H12  SING N N 4  
LPE O1  C11  SING N N 5  
LPE C2  O2H  SING N N 6  
LPE C2  C3   SING N N 7  
LPE C2  H21  SING N N 8  
LPE O2H HO21 SING N N 9  
LPE C3  O3   SING N N 10 
LPE C3  H31  SING N N 11 
LPE C3  H32  SING N N 12 
LPE C11 C12  SING N N 13 
LPE C11 H111 SING N N 14 
LPE C11 H112 SING N N 15 
LPE C12 C13  SING N N 16 
LPE C12 H121 SING N N 17 
LPE C12 H122 SING N N 18 
LPE O3  P    SING N N 19 
LPE P   O31  DOUB N N 20 
LPE P   O32  SING N N 21 
LPE P   O33  SING N N 22 
LPE O32 HO31 SING N N 23 
LPE O33 C31  SING N N 24 
LPE C31 C32  SING N N 25 
LPE C31 H311 SING N N 26 
LPE C31 H312 SING N N 27 
LPE C32 N    SING N N 28 
LPE C32 H321 SING N N 29 
LPE C32 H322 SING N N 30 
LPE N   C1N  SING N N 31 
LPE N   C2N  SING N N 32 
LPE N   C3N  SING N N 33 
LPE C1N H1N1 SING N N 34 
LPE C1N H1N2 SING N N 35 
LPE C1N H1N3 SING N N 36 
LPE C2N H2N1 SING N N 37 
LPE C2N H2N2 SING N N 38 
LPE C2N H2N3 SING N N 39 
LPE C3N H3N1 SING N N 40 
LPE C3N H3N2 SING N N 41 
LPE C3N H3N3 SING N N 42 
LPE C13 C14  SING N N 43 
LPE C13 H131 SING N N 44 
LPE C13 H132 SING N N 45 
LPE C14 C15  SING N N 46 
LPE C14 H141 SING N N 47 
LPE C14 H142 SING N N 48 
LPE C15 C16  SING N N 49 
LPE C15 H151 SING N N 50 
LPE C15 H152 SING N N 51 
LPE C16 C17  SING N N 52 
LPE C16 H161 SING N N 53 
LPE C16 H162 SING N N 54 
LPE C17 C18  SING N N 55 
LPE C17 H171 SING N N 56 
LPE C17 H172 SING N N 57 
LPE C18 C19  SING N N 58 
LPE C18 H181 SING N N 59 
LPE C18 H182 SING N N 60 
LPE C19 C20  SING N N 61 
LPE C19 H191 SING N N 62 
LPE C19 H192 SING N N 63 
LPE C20 C21  SING N N 64 
LPE C20 H201 SING N N 65 
LPE C20 H202 SING N N 66 
LPE C21 C22  SING N N 67 
LPE C21 H211 SING N N 68 
LPE C21 H212 SING N N 69 
LPE C22 C23  SING N N 70 
LPE C22 H221 SING N N 71 
LPE C22 H222 SING N N 72 
LPE C23 C24  SING N N 73 
LPE C23 H231 SING N N 74 
LPE C23 H232 SING N N 75 
LPE C24 C25  SING N N 76 
LPE C24 H241 SING N N 77 
LPE C24 H242 SING N N 78 
LPE C25 C26  SING N N 79 
LPE C25 H251 SING N N 80 
LPE C25 H252 SING N N 81 
LPE C26 C27  SING N N 82 
LPE C26 H261 SING N N 83 
LPE C26 H262 SING N N 84 
LPE C27 C28  SING N N 85 
LPE C27 H271 SING N N 86 
LPE C27 H272 SING N N 87 
LPE C28 H281 SING N N 88 
LPE C28 H282 SING N N 89 
LPE C28 H283 SING N N 90 
# 
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 
LPE SMILES           ACDLabs              10.04 O=P(OCC(O)COCCCCCCCCCCCCCCCCCC)(OCC[N+](C)(C)C)O                                                                                                                          
LPE InChI            InChI                1.02b InChI=1/C26H56NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28)25-33-34(29,30)32-23-21-27(2,3)4/h26,28H,5-25H2,1-4H3/p+1/t26-/m1/s1/fC26H57NO6P/h29H/q+1 
LPE InChIKey         InChI                1.02b XKBJVQHMEXMFDZ-LSNUMGAPDO                                                                                                                                                 
LPE SMILES_CANONICAL CACTVS               3.341 CCCCCCCCCCCCCCCCCCOC[C@@H](O)CO[P@](O)(=O)OCC[N+](C)(C)C                                                                                                                  
LPE SMILES           CACTVS               3.341 CCCCCCCCCCCCCCCCCCOC[CH](O)CO[P](O)(=O)OCC[N+](C)(C)C                                                                                                                     
LPE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCCCCCCOC[C@H](CO[P@@](=O)(O)OCC[N+](C)(C)C)O                                                                                                                  
LPE SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCCCCCCOCC(COP(=O)(O)OCC[N+](C)(C)C)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 
LPE "SYSTEMATIC NAME" ACDLabs              10.04 "(4S,7R)-4,7-dihydroxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphaheptacosan-1-aminium 4-oxide" 
LPE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[hydroxy-[(2R)-2-hydroxy-3-octadecoxy-propoxy]phosphoryl]oxyethyl-trimethyl-azanium      
# 
