data_IEP
# 
_chem_comp.id                                    IEP 
_chem_comp.name                                  "[(2~{S})-1-octadecanoyloxy-3-[oxidanyl-[(1~{R},2~{R},3~{S},4~{S},5~{S},6~{S})-2,3,6-tris(oxidanyl)-4,5-diphosphonooxy-cyclohexyl]oxy-phosphoryl]oxy-propan-2-yl] icosa-5,8,11,14-tetraenoate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C47 H85 O19 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-04-19 
_chem_comp.pdbx_modified_date                    2018-12-28 
_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                        1047.088 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IEP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5ZM6 
_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 
IEP C01 C1  C 0 1 N N N -35.133 64.099 -2.221  20.427  5.019  -3.360 C01 IEP 1   
IEP C02 C2  C 0 1 N N N -35.379 62.622 -2.116  19.597  3.736  -3.438 C02 IEP 2   
IEP C03 C3  C 0 1 N N N -34.714 61.805 -1.043  18.167  4.024  -2.977 C03 IEP 3   
IEP C04 C4  C 0 1 N N N -34.526 60.336 -1.314  17.338  2.741  -3.055 C04 IEP 4   
IEP C05 C5  C 0 1 N N N -35.762 59.459 -1.478  15.908  3.029  -2.595 C05 IEP 5   
IEP C06 C6  C 0 1 N N N -35.760 58.261 -2.421  15.078  1.745  -2.673 C06 IEP 6   
IEP C07 C7  C 0 1 N N N -36.655 57.079 -2.062  13.648  2.034  -2.212 C07 IEP 7   
IEP C08 C8  C 0 1 N N N -36.732 55.908 -3.031  12.819  0.750  -2.290 C08 IEP 8   
IEP C09 C9  C 0 1 N N N -37.661 56.049 -4.228  11.389  1.038  -1.829 C09 IEP 9   
IEP C10 C10 C 0 1 N N N -37.944 54.777 -5.015  10.560  -0.245 -1.907 C10 IEP 10  
IEP C11 C11 C 0 1 N N N -37.818 54.814 -6.530  9.129   0.043  -1.446 C11 IEP 11  
IEP C12 C12 C 0 1 N N N -38.212 53.580 -7.328  8.300   -1.240 -1.524 C12 IEP 12  
IEP C13 C13 C 0 1 N N N -37.655 53.437 -8.730  6.870   -0.952 -1.063 C13 IEP 13  
IEP C14 C14 C 0 1 N N N -38.237 52.403 -9.676  6.041   -2.236 -1.141 C14 IEP 14  
IEP C15 C15 C 0 1 N N N -39.642 52.568 -10.258 4.610   -1.948 -0.680 C15 IEP 15  
IEP C16 C16 C 0 1 N N N -40.214 53.956 -10.627 3.781   -3.231 -0.758 C16 IEP 16  
IEP C17 C17 C 0 1 N N N -40.301 55.114 -9.608  2.379   -2.967 -0.206 C17 IEP 17  
IEP C18 C18 C 0 1 N N N -41.075 56.358 -9.973  1.579   -4.243 -0.236 C18 IEP 18  
IEP C21 C19 C 0 1 N N N -40.606 58.578 -9.014  -0.461  -5.467 -0.093 C21 IEP 19  
IEP C22 C20 C 0 1 N N S -41.678 59.747 -9.245  -1.956  -5.211 0.110  C22 IEP 20  
IEP C23 C21 C 0 1 N N N -41.729 60.976 -8.210  -2.183  -4.578 1.484  C23 IEP 21  
IEP C29 C22 C 0 1 N N R -44.351 62.484 -9.840  -0.708  0.120  3.375  C29 IEP 22  
IEP C30 C23 C 0 1 N N R -45.548 63.398 -9.939  -1.050  1.355  2.539  C30 IEP 23  
IEP C31 C24 C 0 1 N N S -46.404 63.369 -11.207 0.008   1.542  1.450  C31 IEP 24  
IEP C32 C25 C 0 1 N N S -45.540 63.347 -12.435 1.380   1.731  2.099  C32 IEP 25  
IEP C33 C26 C 0 1 N N S -44.709 62.145 -12.350 1.723   0.496  2.935  C33 IEP 26  
IEP C34 C27 C 0 1 N N S -43.822 61.956 -11.154 0.664   0.309  4.024  C34 IEP 27  
IEP C49 C28 C 0 1 N N N -42.056 58.903 -11.452 -3.718  -4.444 -1.300 C49 IEP 28  
IEP C51 C29 C 0 1 N N N -41.608 58.934 -12.934 -4.288  -3.545 -2.367 C51 IEP 29  
IEP C52 C30 C 0 1 N N N -40.200 59.429 -13.243 -5.756  -3.904 -2.605 C52 IEP 30  
IEP C53 C31 C 0 1 N N N -39.804 60.834 -12.829 -6.334  -2.991 -3.688 C53 IEP 31  
IEP C54 C32 C 0 1 N N N -39.708 61.941 -13.878 -7.780  -3.344 -3.924 C54 IEP 32  
IEP C55 C33 C 0 1 N N N -40.122 63.326 -13.441 -8.704  -2.420 -3.827 C55 IEP 33  
IEP C56 C34 C 0 1 N N N -39.421 64.496 -14.086 -10.150 -2.773 -4.062 C56 IEP 34  
IEP C57 C35 C 0 1 N N N -39.695 64.796 -15.542 -10.969 -2.360 -2.866 C57 IEP 35  
IEP C58 C36 C 0 1 N N N -38.544 65.222 -16.410 -12.003 -1.571 -3.022 C58 IEP 36  
IEP C59 C37 C 0 1 N N N -38.562 64.834 -17.867 -12.822 -1.158 -1.826 C59 IEP 37  
IEP C60 C38 C 0 1 N N N -39.913 64.787 -18.552 -12.896 0.346  -1.763 C60 IEP 38  
IEP C61 C39 C 0 1 N N N -40.116 65.608 -19.817 -14.061 0.943  -1.719 C61 IEP 39  
IEP C62 C40 C 0 1 N N N -41.293 66.582 -19.823 -14.136 2.446  -1.656 C62 IEP 40  
IEP C63 C41 C 0 1 N N N -41.641 67.256 -21.151 -14.994 2.954  -2.786 C63 IEP 41  
IEP C64 C42 C 0 1 N N N -42.883 68.156 -21.147 -16.034 3.710  -2.530 C64 IEP 42  
IEP O19 O1  O 0 1 N N N -42.336 55.999 -10.365 2.116   -5.287 -0.521 O19 IEP 43  
IEP O20 O2  O 0 1 N N N -41.187 57.324 -8.963  0.268   -4.220 0.054  O20 IEP 44  
IEP O24 O3  O 0 1 N N N -42.670 60.765 -7.220  -1.427  -3.369 1.583  O24 IEP 45  
IEP O26 O4  O 0 1 N N N -44.992 60.203 -6.814  -2.974  -1.975 3.009  O26 IEP 46  
IEP O27 O5  O 0 1 N N N -44.532 62.362 -6.645  -1.014  -3.070 4.162  O27 IEP 47  
IEP O28 O6  O 0 1 N N N -44.611 61.383 -9.004  -0.682  -1.034 2.532  O28 IEP 48  
IEP O35 O7  O 0 1 N N N -42.564 62.437 -11.463 0.638   1.463  4.867  O35 IEP 49  
IEP O36 O8  O 0 1 N N N -44.261 61.658 -13.456 3.004   0.673  3.542  O36 IEP 50  
IEP O38 O9  O 0 1 N N N -43.393 63.300 -15.158 4.756   -0.105 1.743  O38 IEP 51  
IEP O39 O10 O 0 1 N N N -45.660 62.260 -15.547 5.450   0.043  4.275  O39 IEP 52  
IEP O40 O11 O 0 1 N N N -43.451 61.107 -15.684 3.830   -1.711 3.456  O40 IEP 53  
IEP O41 O12 O 0 1 N N N -46.046 63.877 -13.617 2.369   1.906  1.082  O41 IEP 54  
IEP O43 O13 O 0 1 N N N -48.273 65.059 -13.546 4.233   3.342  2.254  O43 IEP 55  
IEP O44 O14 O 0 1 N N N -48.150 62.565 -13.585 4.183   3.140  -0.366 O44 IEP 56  
IEP O45 O15 O 0 1 N N N -47.631 64.060 -15.494 2.407   4.423  0.887  O45 IEP 57  
IEP O46 O16 O 0 1 N N N -47.150 62.207 -11.233 0.034   0.389  0.607  O46 IEP 58  
IEP O47 O17 O 0 1 N N N -46.281 63.291 -8.780  -2.332  1.179  1.932  O47 IEP 59  
IEP O48 O18 O 0 1 N N N -41.739 60.022 -10.711 -2.437  -4.311 -0.923 O48 IEP 60  
IEP O50 O19 O 0 1 N N N -43.425 58.760 -11.316 -4.415  -5.286 -0.783 O50 IEP 61  
IEP P25 P1  P 0 1 N N N -44.137 61.216 -7.492  -1.555  -2.354 2.826  P25 IEP 62  
IEP P37 P2  P 0 1 N N N -44.245 62.105 -14.945 4.251   -0.306 3.258  P37 IEP 63  
IEP P42 P3  P 0 1 N N N -47.534 63.888 -14.040 3.279   3.229  0.963  P42 IEP 64  
IEP H1  H1  H 0 1 N N N -35.708 64.508 -3.065  19.983  5.779  -4.005 H1  IEP 65  
IEP H2  H2  H 0 1 N N N -35.450 64.590 -1.289  20.442  5.380  -2.332 H2  IEP 66  
IEP H3  H3  H 0 1 N N N -34.061 64.281 -2.386  21.446  4.814  -3.688 H3  IEP 67  
IEP H4  H4  H 0 1 N N N -36.463 62.493 -1.982  19.582  3.376  -4.467 H4  IEP 68  
IEP H5  H5  H 0 1 N N N -35.074 62.184 -3.078  20.041  2.977  -2.794 H5  IEP 69  
IEP H6  H6  H 0 1 N N N -33.719 62.239 -0.866  18.183  4.385  -1.949 H6  IEP 70  
IEP H7  H7  H 0 1 N N N -35.322 61.898 -0.131  17.724  4.783  -3.622 H7  IEP 71  
IEP H8  H8  H 0 1 N N N -33.945 59.924 -0.476  17.323  2.380  -4.084 H8  IEP 72  
IEP H9  H9  H 0 1 N N N -33.942 60.250 -2.242  17.781  1.982  -2.411 H9  IEP 73  
IEP H10 H10 H 0 1 N N N -36.572 60.122 -1.817  15.923  3.389  -1.566 H10 IEP 74  
IEP H11 H11 H 0 1 N N N -36.002 59.069 -0.478  15.464  3.788  -3.239 H11 IEP 75  
IEP H12 H12 H 0 1 N N N -34.727 57.887 -2.476  15.063  1.385  -3.701 H12 IEP 76  
IEP H13 H13 H 0 1 N N N -37.676 57.469 -1.942  13.664  2.394  -1.183 H13 IEP 77  
IEP H14 H14 H 0 1 N N N -37.062 55.028 -2.459  12.804  0.390  -3.318 H14 IEP 78  
IEP H15 H15 H 0 1 N N N -37.210 56.777 -4.918  11.404  1.399  -0.800 H15 IEP 79  
IEP H16 H16 H 0 1 N N N -38.976 54.475 -4.783  10.544  -0.606 -2.935 H16 IEP 80  
IEP H17 H17 H 0 1 N N N -36.764 55.026 -6.762  9.145   0.403  -0.417 H17 IEP 81  
IEP H18 H18 H 0 1 N N N -39.309 53.578 -7.409  8.285   -1.601 -2.553 H18 IEP 82  
IEP H19 H19 H 0 1 N N N -36.585 53.204 -8.624  6.885   -0.592 -0.035 H19 IEP 83  
IEP H20 H20 H 0 1 N N N -38.234 51.446 -9.133  6.025   -2.596 -2.170 H20 IEP 84  
IEP H21 H21 H 0 1 N N N -37.549 52.341 -10.532 6.484   -2.995 -0.497 H21 IEP 85  
IEP H22 H22 H 0 1 N N N -40.334 52.135 -9.521  4.626   -1.587 0.348  H22 IEP 86  
IEP H23 H23 H 0 1 N N N -39.666 51.969 -11.180 4.167   -1.189 -1.325 H23 IEP 87  
IEP H24 H24 H 0 1 N N N -39.600 54.328 -11.461 3.707   -3.553 -1.797 H24 IEP 88  
IEP H25 H25 H 0 1 N N N -40.760 54.706 -8.696  2.455   -2.610 0.822  H25 IEP 89  
IEP H27 H27 H 0 1 N N N -39.881 58.597 -9.841  -0.111  -6.183 0.652  H27 IEP 90  
IEP H28 H28 H 0 1 N N N -40.083 58.763 -8.064  -0.294  -5.871 -1.091 H28 IEP 91  
IEP H29 H29 H 0 1 N N N -42.630 59.234 -9.046  -2.498  -6.155 0.050  H29 IEP 92  
IEP H30 H30 H 0 1 N N N -40.739 61.092 -7.744  -3.243  -4.355 1.611  H30 IEP 93  
IEP H31 H31 H 0 1 N N N -41.986 61.894 -8.758  -1.862  -5.272 2.261  H31 IEP 94  
IEP H32 H32 H 0 1 N N N -43.540 63.072 -9.386  -1.462  -0.014 4.151  H32 IEP 95  
IEP H33 H33 H 0 1 N N N -45.119 64.411 -9.928  -1.070  2.235  3.181  H33 IEP 96  
IEP H34 H34 H 0 1 N N N -47.050 64.259 -11.227 -0.236  2.422  0.854  H34 IEP 97  
IEP H35 H35 H 0 1 N N N -44.802 64.116 -12.163 1.360   2.611  2.742  H35 IEP 98  
IEP H36 H36 H 0 1 N N N -45.488 61.408 -12.106 1.743   -0.384 2.293  H36 IEP 99  
IEP H37 H37 H 0 1 N N N -43.729 60.868 -11.020 0.908   -0.571 4.620  H37 IEP 100 
IEP H39 H39 H 0 1 N N N -42.310 59.585 -13.475 -4.215  -2.507 -2.043 H39 IEP 101 
IEP H40 H40 H 0 1 N N N -41.687 57.908 -13.322 -3.726  -3.678 -3.291 H40 IEP 102 
IEP H41 H41 H 0 1 N N N -39.501 58.739 -12.749 -5.828  -4.942 -2.929 H41 IEP 103 
IEP H42 H42 H 0 1 N N N -40.069 59.366 -14.333 -6.317  -3.771 -1.681 H42 IEP 104 
IEP H43 H43 H 0 1 N N N -38.814 60.758 -12.356 -6.261  -1.952 -3.365 H43 IEP 105 
IEP H44 H44 H 0 1 N N N -40.542 61.166 -12.084 -5.773  -3.124 -4.613 H44 IEP 106 
IEP H46 H46 H 0 1 N N N -39.361 61.743 -14.882 -8.055  -4.358 -4.172 H46 IEP 107 
IEP H47 H47 H 0 1 N N N -40.890 63.473 -12.696 -8.429  -1.406 -3.579 H47 IEP 108 
IEP H49 H49 H 0 1 N N N -38.340 64.318 -13.990 -10.512 -2.251 -4.948 H49 IEP 109 
IEP H50 H50 H 0 1 N N N -39.697 65.394 -13.513 -10.242 -3.849 -4.211 H50 IEP 110 
IEP H51 H51 H 0 1 N N N -40.692 64.707 -15.948 -10.703 -2.714 -1.881 H51 IEP 111 
IEP H53 H53 H 0 1 N N N -37.724 65.792 -16.000 -12.269 -1.217 -4.006 H53 IEP 112 
IEP H55 H55 H 0 1 N N N -38.114 63.833 -17.949 -13.828 -1.568 -1.915 H55 IEP 113 
IEP H56 H56 H 0 1 N N N -37.940 65.560 -18.411 -12.354 -1.537 -0.917 H56 IEP 114 
IEP H57 H57 H 0 1 N N N -40.714 64.184 -18.151 -11.989 0.931  -1.755 H57 IEP 115 
IEP H59 H59 H 0 1 N N N -39.460 65.507 -20.669 -14.969 0.357  -1.727 H59 IEP 116 
IEP H60 H60 H 0 1 N N N -41.067 67.378 -19.098 -14.572 2.749  -0.704 H60 IEP 117 
IEP H61 H61 H 0 1 N N N -41.047 67.107 -22.040 -14.753 2.696  -3.806 H61 IEP 118 
IEP H63 H63 H 0 1 N N N -43.618 68.935 -21.286 -16.727 3.960  -3.319 H63 IEP 119 
IEP H67 H67 H 0 1 N N N -45.161 62.074 -5.995  -0.088  -3.346 4.113  H67 IEP 120 
IEP H68 H68 H 0 1 N N N -41.989 62.325 -10.715 -0.011  1.413  5.582  H68 IEP 121 
IEP H69 H69 H 0 1 N N N -42.636 63.061 -15.680 5.048   0.795  1.541  H69 IEP 122 
IEP H70 H70 H 0 1 N N N -45.754 61.676 -16.290 6.236   -0.509 4.160  H70 IEP 123 
IEP H71 H71 H 0 1 N N N -48.588 65.569 -14.283 4.833   2.592  2.368  H71 IEP 124 
IEP H72 H72 H 0 1 N N N -48.485 62.095 -14.340 4.759   3.905  -0.503 H72 IEP 125 
IEP H73 H73 H 0 1 N N N -47.716 62.176 -10.470 -0.805  0.208  0.161  H73 IEP 126 
IEP H74 H74 H 0 1 N N N -45.696 63.315 -8.032  -2.614  1.924  1.385  H74 IEP 127 
IEP C1  C43 C 0 1 N N N ?       ?      ?       -16.262 4.230  -1.134 C1  IEP 128 
IEP C2  C44 C 0 1 N N N ?       ?      ?       -16.362 5.756  -1.168 C2  IEP 129 
IEP C3  C45 C 0 1 N N N ?       ?      ?       -16.594 6.284  0.249  C3  IEP 130 
IEP C4  C46 C 0 1 N N N ?       ?      ?       -16.693 7.810  0.215  C4  IEP 131 
IEP C5  C47 C 0 1 N N N ?       ?      ?       -16.925 8.338  1.632  C5  IEP 132 
IEP H85 H85 H 0 1 N N N ?       ?      ?       -17.189 3.814  -0.738 H85 IEP 133 
IEP H86 H86 H 0 1 N N N ?       ?      ?       -15.429 3.934  -0.495 H86 IEP 134 
IEP H84 H84 H 0 1 N N N ?       ?      ?       -15.435 6.172  -1.564 H84 IEP 135 
IEP H83 H83 H 0 1 N N N ?       ?      ?       -17.194 6.052  -1.807 H83 IEP 136 
IEP H82 H82 H 0 1 N N N ?       ?      ?       -17.520 5.868  0.645  H82 IEP 137 
IEP H81 H81 H 0 1 N N N ?       ?      ?       -15.761 5.989  0.888  H81 IEP 138 
IEP H80 H80 H 0 1 N N N ?       ?      ?       -15.767 8.226  -0.181 H80 IEP 139 
IEP H79 H79 H 0 1 N N N ?       ?      ?       -17.526 8.106  -0.424 H79 IEP 140 
IEP H78 H78 H 0 1 N N N ?       ?      ?       -17.852 7.922  2.027  H78 IEP 141 
IEP H76 H76 H 0 1 N N N ?       ?      ?       -16.093 8.043  2.271  H76 IEP 142 
IEP H77 H77 H 0 1 N N N ?       ?      ?       -16.996 9.426  1.608  H77 IEP 143 
IEP H38 H38 H 0 1 N N N -42.183 66.027 -19.492 -13.133 2.864  -1.746 H38 IEP 144 
IEP H54 H54 H 0 1 N N N -36.299 56.682 -1.100  13.205  2.793  -2.856 H54 IEP 145 
IEP H58 H58 H 0 1 N N N -38.623 56.438 -3.862  10.945  1.797  -2.473 H58 IEP 146 
IEP H65 H65 H 0 1 N N N -38.446 55.644 -6.887  8.686   0.802  -2.091 H65 IEP 147 
IEP H75 H75 H 0 1 N N N -37.886 52.700 -6.754  8.744   -1.999 -0.880 H75 IEP 148 
IEP H87 H87 H 0 1 N N N -37.771 54.416 -9.219  6.426   -0.193 -1.708 H87 IEP 149 
IEP H52 H52 H 0 1 N N N -36.073 58.622 -3.412  15.522  0.987  -2.028 H52 IEP 150 
IEP H62 H62 H 0 1 N N N -35.718 55.734 -3.419  13.263  -0.009 -1.645 H62 IEP 151 
IEP H64 H64 H 0 1 N N N -37.246 54.008 -4.650  11.003  -1.004 -1.263 H64 IEP 152 
IEP H88 H88 H 0 1 N N N -41.241 53.780 -10.978 4.263   -4.011 -0.169 H88 IEP 153 
IEP H89 H89 H 0 1 N N N -39.270 55.429 -9.390  1.884   -2.213 -0.817 H89 IEP 154 
# 
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 
IEP C63 C64 DOUB N Z 1   
IEP C63 C62 SING N N 2   
IEP C62 C61 SING N N 3   
IEP C61 C60 DOUB N E 4   
IEP C60 C59 SING N N 5   
IEP C59 C58 SING N N 6   
IEP C58 C57 DOUB N E 7   
IEP O40 P37 DOUB N N 8   
IEP O39 P37 SING N N 9   
IEP C57 C56 SING N N 10  
IEP O45 P42 DOUB N N 11  
IEP O38 P37 SING N N 12  
IEP P37 O36 SING N N 13  
IEP C56 C55 SING N N 14  
IEP P42 O41 SING N N 15  
IEP P42 O44 SING N N 16  
IEP P42 O43 SING N N 17  
IEP C54 C55 DOUB N E 18  
IEP C54 C53 SING N N 19  
IEP O41 C32 SING N N 20  
IEP O36 C33 SING N N 21  
IEP C52 C51 SING N N 22  
IEP C52 C53 SING N N 23  
IEP C51 C49 SING N N 24  
IEP C32 C33 SING N N 25  
IEP C32 C31 SING N N 26  
IEP C33 C34 SING N N 27  
IEP O35 C34 SING N N 28  
IEP C49 O50 DOUB N N 29  
IEP C49 O48 SING N N 30  
IEP O46 C31 SING N N 31  
IEP C31 C30 SING N N 32  
IEP C34 C29 SING N N 33  
IEP O48 C22 SING N N 34  
IEP C16 C15 SING N N 35  
IEP C16 C17 SING N N 36  
IEP O19 C18 DOUB N N 37  
IEP C15 C14 SING N N 38  
IEP C18 C17 SING N N 39  
IEP C18 O20 SING N N 40  
IEP C30 C29 SING N N 41  
IEP C30 O47 SING N N 42  
IEP C29 O28 SING N N 43  
IEP C14 C13 SING N N 44  
IEP C22 C21 SING N N 45  
IEP C22 C23 SING N N 46  
IEP C21 O20 SING N N 47  
IEP O28 P25 SING N N 48  
IEP C13 C12 SING N N 49  
IEP C23 O24 SING N N 50  
IEP P25 O24 SING N N 51  
IEP P25 O26 DOUB N N 52  
IEP P25 O27 SING N N 53  
IEP C12 C11 SING N N 54  
IEP C11 C10 SING N N 55  
IEP C10 C09 SING N N 56  
IEP C09 C08 SING N N 57  
IEP C08 C07 SING N N 58  
IEP C06 C07 SING N N 59  
IEP C06 C05 SING N N 60  
IEP C01 C02 SING N N 61  
IEP C02 C03 SING N N 62  
IEP C05 C04 SING N N 63  
IEP C04 C03 SING N N 64  
IEP C01 H1  SING N N 65  
IEP C01 H2  SING N N 66  
IEP C01 H3  SING N N 67  
IEP C02 H4  SING N N 68  
IEP C02 H5  SING N N 69  
IEP C03 H6  SING N N 70  
IEP C03 H7  SING N N 71  
IEP C04 H8  SING N N 72  
IEP C04 H9  SING N N 73  
IEP C05 H10 SING N N 74  
IEP C05 H11 SING N N 75  
IEP C06 H12 SING N N 76  
IEP C07 H13 SING N N 77  
IEP C08 H14 SING N N 78  
IEP C09 H15 SING N N 79  
IEP C10 H16 SING N N 80  
IEP C11 H17 SING N N 81  
IEP C12 H18 SING N N 82  
IEP C13 H19 SING N N 83  
IEP C14 H20 SING N N 84  
IEP C14 H21 SING N N 85  
IEP C15 H22 SING N N 86  
IEP C15 H23 SING N N 87  
IEP C16 H24 SING N N 88  
IEP C17 H25 SING N N 89  
IEP C21 H27 SING N N 90  
IEP C21 H28 SING N N 91  
IEP C22 H29 SING N N 92  
IEP C23 H30 SING N N 93  
IEP C23 H31 SING N N 94  
IEP C29 H32 SING N N 95  
IEP C30 H33 SING N N 96  
IEP C31 H34 SING N N 97  
IEP C32 H35 SING N N 98  
IEP C33 H36 SING N N 99  
IEP C34 H37 SING N N 100 
IEP C51 H39 SING N N 101 
IEP C51 H40 SING N N 102 
IEP C52 H41 SING N N 103 
IEP C52 H42 SING N N 104 
IEP C53 H43 SING N N 105 
IEP C53 H44 SING N N 106 
IEP C54 H46 SING N N 107 
IEP C55 H47 SING N N 108 
IEP C56 H49 SING N N 109 
IEP C56 H50 SING N N 110 
IEP C57 H51 SING N N 111 
IEP C58 H53 SING N N 112 
IEP C59 H55 SING N N 113 
IEP C59 H56 SING N N 114 
IEP C60 H57 SING N N 115 
IEP C61 H59 SING N N 116 
IEP C62 H60 SING N N 117 
IEP C63 H61 SING N N 118 
IEP C64 H63 SING N N 119 
IEP O27 H67 SING N N 120 
IEP O35 H68 SING N N 121 
IEP O38 H69 SING N N 122 
IEP O39 H70 SING N N 123 
IEP O43 H71 SING N N 124 
IEP O44 H72 SING N N 125 
IEP O46 H73 SING N N 126 
IEP O47 H74 SING N N 127 
IEP C64 C1  SING N N 128 
IEP C1  C2  SING N N 129 
IEP C2  C3  SING N N 130 
IEP C3  C4  SING N N 131 
IEP C4  C5  SING N N 132 
IEP C1  H85 SING N N 133 
IEP C1  H86 SING N N 134 
IEP C2  H84 SING N N 135 
IEP C2  H83 SING N N 136 
IEP C3  H82 SING N N 137 
IEP C3  H81 SING N N 138 
IEP C4  H80 SING N N 139 
IEP C4  H79 SING N N 140 
IEP C5  H78 SING N N 141 
IEP C5  H76 SING N N 142 
IEP C5  H77 SING N N 143 
IEP C62 H38 SING N N 144 
IEP C07 H54 SING N N 145 
IEP C09 H58 SING N N 146 
IEP C11 H65 SING N N 147 
IEP C12 H75 SING N N 148 
IEP C13 H87 SING N N 149 
IEP C06 H52 SING N N 150 
IEP C08 H62 SING N N 151 
IEP C10 H64 SING N N 152 
IEP C16 H88 SING N N 153 
IEP C17 H89 SING N N 154 
# 
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 
IEP InChI            InChI                1.03  
;InChI=1S/C47H85O19P3/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)63-39(37-61-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-62-69(59,60)66-45-42(50)43(51)46(64-67(53,54)55)47(44(45)52)65-68(56,57)58/h11,13,17,19,22,24,28,30,39,42-47,50-52H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,59,60)(H2,53,54,55)(H2,56,57,58)/b13-11?,19-17+,24-22+,30-28+/t39-,42+,43-,44-,45+,46-,47-/m0/s1
;
IEP InChIKey         InChI                1.03  CNWINRVXAYPOMW-UWUKCHIJSA-N 
IEP SMILES_CANONICAL CACTVS               3.385 "CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](CO[P](O)(=O)O[C@@H]1[C@H](O)[C@H](O)[C@H](O[P](O)(O)=O)[C@@H](O[P](O)(O)=O)[C@H]1O)OC(=O)CCC\C=C\C/C=C/C/C=C/C/C=C\CCCCC" 
IEP SMILES           CACTVS               3.385 "CCCCCCCCCCCCCCCCCC(=O)OC[CH](CO[P](O)(=O)O[CH]1[CH](O)[CH](O)[CH](O[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH]1O)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC" 
IEP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COP(=O)(O)O[C@@H]1[C@@H]([C@@H]([C@@H]([C@H]([C@H]1O)OP(=O)(O)O)OP(=O)(O)O)O)O)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC" 
IEP SMILES           "OpenEye OEToolkits" 2.0.6 "CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OC1C(C(C(C(C1O)OP(=O)(O)O)OP(=O)(O)O)O)O)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC" 
# 
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 
IEP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{S})-1-octadecanoyloxy-3-[oxidanyl-[(1~{R},2~{R},3~{S},4~{S},5~{S},6~{S})-2,3,6-tris(oxidanyl)-4,5-diphosphonooxy-cyclohexyl]oxy-phosphoryl]oxy-propan-2-yl] icosa-5,8,11,14-tetraenoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
IEP "Create component" 2018-04-19 RCSB 
IEP "Initial release"  2019-01-02 RCSB 
# 
