data_PEE
#
_chem_comp.id PEE
_chem_comp.name 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine
_chem_comp.type non-polymer
_chem_comp.pdbx_type HETAIN
_chem_comp.formula 'C41 H78 N O8 P'
_chem_comp.mon_nstd_parent_comp_id PEE
_chem_comp.pdbx_synonyms DOPE
_chem_comp.pdbx_formal_charge 0
_chem_comp.pdbx_initial_date 1999-07-08
_chem_comp.pdbx_modified_date 2024-09-27
_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 744.034
_chem_comp.one_letter_code ?
_chem_comp.three_letter_code ?
_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 6A9J
_chem_comp.pdbx_subcomponent_list ?
_chem_comp.pdbx_processing_site RCSB
_chem_comp.pdbx_pcm Y
#
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.pdbx_backbone_atom_flag
_chem_comp_atom.pdbx_n_terminal_atom_flag
_chem_comp_atom.pdbx_c_terminal_atom_flag
_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
PEE C27 C1 C 0 1 N N N N N N 70.970 -31.174 35.556 16.704 -8.957 0.281 C27 PEE 1
PEE C26 C2 C 0 1 N N N N N N 72.288 -30.459 35.257 15.687 -7.908 0.735 C26 PEE 2
PEE C25 C3 C 0 1 N N N N N N 73.452 -31.413 35.522 15.882 -6.624 -0.075 C25 PEE 3
PEE C24 C4 C 0 1 N N N N N N 74.769 -30.700 35.211 14.865 -5.575 0.380 C24 PEE 4
PEE C23 C5 C 0 1 N N N N N N 74.989 -30.669 33.698 15.060 -4.292 -0.430 C23 PEE 5
PEE C22 C6 C 0 1 N N N N N N 76.094 -29.665 33.361 14.043 -3.243 0.025 C22 PEE 6
PEE C21 C7 C 0 1 N N N N N N 76.544 -29.877 31.915 14.238 -1.960 -0.785 C21 PEE 7
PEE C20 C8 C 0 1 N N N N N N 77.659 -28.889 31.564 13.221 -0.911 -0.331 C20 PEE 8
PEE C19 C9 C 0 1 N N N N N N 77.064 -27.520 31.216 13.412 0.353 -1.129 C19 PEE 9
PEE C18 C10 C 0 1 N N N N N N 76.852 -27.239 29.722 12.393 0.902 -1.742 C18 PEE 10
PEE C17 C11 C 0 1 N N N N N N 77.249 -28.365 28.759 11.002 0.370 -1.514 C17 PEE 11
PEE C16 C12 C 0 1 N N N N N N 78.678 -28.142 28.252 10.082 1.515 -1.087 C16 PEE 12
PEE C15 C13 C 0 1 N N N N N N 78.666 -27.832 26.754 8.669 0.975 -0.855 C15 PEE 13
PEE C14 C14 C 0 1 N N N N N N 80.093 -27.536 26.287 7.749 2.121 -0.428 C14 PEE 14
PEE C13 C15 C 0 1 N N N N N N 80.871 -28.847 26.140 6.336 1.581 -0.196 C13 PEE 15
PEE C12 C16 C 0 1 N N N N N N 82.290 -28.553 25.641 5.416 2.726 0.231 C12 PEE 16
PEE C11 C17 C 0 1 N N N N N N 82.221 -27.646 24.409 4.003 2.186 0.463 C11 PEE 17
PEE C10 C18 C 0 1 N N N N N N 83.560 -27.667 23.666 3.097 3.314 0.884 C10 PEE 18
PEE O4 O1 O 0 1 N N N N N N 84.612 -27.900 24.259 3.536 4.435 0.988 O4 PEE 19
PEE O2 O2 O 0 1 N N N N N N 83.480 -27.419 22.330 1.802 3.074 1.143 O2 PEE 20
PEE C2 C19 C 0 1 N N R N N N 84.242 -26.255 21.993 0.988 4.208 1.543 C2 PEE 21
PEE C1 C20 C 0 1 N N N N N N 84.844 -26.433 20.597 0.379 4.861 0.302 C1 PEE 22
PEE O3P O3 O 0 1 N N N N N N 86.259 -26.222 20.646 -0.526 3.948 -0.322 O3P PEE 23
PEE P P1 P 0 1 N N N N N N 86.866 -24.733 20.834 -1.350 4.305 -1.658 P PEE 24
PEE O2P O4 O 0 1 N N N N N N 86.895 -24.476 22.433 -2.383 5.501 -1.349 O2P PEE 25
PEE O1P O5 O 0 1 N N N N N N 88.215 -24.611 20.225 -0.410 4.727 -2.720 O1P PEE 26
PEE O4P O6 O 0 1 N N N N N N 85.788 -23.718 20.202 -2.166 3.006 -2.149 O4P PEE 27
PEE C4 C21 C 0 1 N N N N N N 86.219 -22.494 19.602 -2.912 2.970 -3.366 C4 PEE 28
PEE C5 C22 C 0 1 N N N N N N 85.557 -22.350 18.232 -3.560 1.594 -3.527 C5 PEE 29
PEE N N1 N 0 1 N N N N N N 84.228 -22.977 18.231 -4.548 1.390 -2.459 N PEE 30
PEE C3 C23 C 0 1 N N N N N N 83.335 -25.021 21.998 -0.131 3.730 2.470 C3 PEE 31
PEE O3 O7 O 0 1 N N N N N N 83.034 -24.629 23.342 -1.027 2.855 1.736 O3 PEE 32
PEE C30 C24 C 0 1 N N N N N N 82.332 -23.462 23.337 -2.070 2.346 2.410 C30 PEE 33
PEE O5 O8 O 0 1 N N N N N N 81.193 -23.343 23.787 -2.230 2.623 3.575 O5 PEE 34
PEE C31 C25 C 0 1 N N N N N N 83.059 -22.270 22.709 -3.043 1.429 1.714 C31 PEE 35
PEE C32 C26 C 0 1 N N N N N N 83.725 -21.421 23.797 -4.129 0.995 2.699 C32 PEE 36
PEE C33 C27 C 0 1 N N N N N N 84.607 -20.364 23.130 -5.117 0.064 1.992 C33 PEE 37
PEE C34 C28 C 0 1 N N N N N N 85.113 -19.344 24.153 -6.203 -0.370 2.978 C34 PEE 38
PEE C35 C29 C 0 1 N N N N N N 83.919 -18.621 24.776 -7.191 -1.301 2.271 C35 PEE 39
PEE C36 C30 C 0 1 N N N N N N 84.220 -17.127 24.917 -8.277 -1.736 3.257 C36 PEE 40
PEE C37 C31 C 0 1 N N N N N N 82.916 -16.394 25.251 -9.265 -2.666 2.550 C37 PEE 41
PEE C38 C32 C 0 1 N N N N N N 83.191 -14.909 25.510 -10.335 -3.094 3.521 C38 PEE 42
PEE C39 C33 C 0 1 N N N N N N 82.018 -14.119 26.101 -11.599 -2.948 3.209 C39 PEE 43
PEE C40 C34 C 0 1 N N N N N N 80.745 -14.928 26.360 -11.986 -2.513 1.819 C40 PEE 44
PEE C41 C35 C 0 1 N N N N N N 80.666 -15.293 27.846 -12.988 -3.510 1.233 C41 PEE 45
PEE C42 C36 C 0 1 N N N N N N 79.934 -14.188 28.611 -13.382 -3.069 -0.178 C42 PEE 46
PEE C43 C37 C 0 1 N N N N N N 78.582 -14.717 29.099 -14.384 -4.066 -0.763 C43 PEE 47
PEE C44 C38 C 0 1 N N N N N N 78.703 -15.159 30.560 -14.777 -3.624 -2.174 C44 PEE 48
PEE C45 C39 C 0 1 N N N N N N 77.544 -16.093 30.919 -15.779 -4.621 -2.760 C45 PEE 49
PEE C46 C40 C 0 1 N N N N N N 77.845 -17.507 30.414 -16.173 -4.179 -4.171 C46 PEE 50
PEE C47 C41 C 0 1 N N N N N N 76.639 -18.413 30.680 -17.175 -5.176 -4.757 C47 PEE 51
PEE H7 H1 H 0 1 N N N N N N 70.130 -30.490 35.366 16.566 -9.871 0.858 H7 PEE 52
PEE H8 H2 H 0 1 N N N N N N 70.877 -32.058 34.907 16.558 -9.170 -0.778 H8 PEE 53
PEE H82 H3 H 0 1 N N N N N N 70.955 -31.489 36.610 17.713 -8.577 0.439 H82 PEE 54
PEE H5 H4 H 0 1 N N N N N N 72.382 -29.576 35.906 14.678 -8.288 0.577 H5 PEE 55
PEE H6 H5 H 0 1 N N N N N N 72.304 -30.144 34.203 15.834 -7.695 1.794 H6 PEE 56
PEE H12 H6 H 0 1 N N N N N N 73.354 -32.300 34.880 16.891 -6.245 0.084 H12 PEE 57
PEE H4 H7 H 0 1 N N N N N N 73.441 -31.722 36.578 15.736 -6.837 -1.133 H4 PEE 58
PEE H10 H8 H 0 1 N N N N N N 75.599 -31.239 35.691 13.856 -5.955 0.222 H10 PEE 59
PEE H11 H9 H 0 1 N N N N N N 74.728 -29.671 35.596 15.012 -5.363 1.439 H11 PEE 60
PEE H83 H10 H 0 1 N N N N N N 74.056 -30.368 33.198 16.069 -3.912 -0.272 H83 PEE 61
PEE H9 H11 H 0 1 N N N N N N 75.285 -31.670 33.350 14.913 -4.505 -1.489 H9 PEE 62
PEE H2 H12 H 0 1 N N N N N N 76.948 -29.817 34.038 13.034 -3.623 -0.133 H2 PEE 63
PEE H3 H13 H 0 1 N N N N N N 75.709 -28.641 33.480 14.189 -3.030 1.084 H3 PEE 64
PEE H14 H14 H 0 1 N N N N N N 75.690 -29.717 31.240 15.247 -1.580 -0.627 H14 PEE 65
PEE H1 H15 H 0 1 N N N N N N 76.917 -30.905 31.797 14.091 -2.173 -1.844 H1 PEE 66
PEE H16 H16 H 0 1 N N N N N N 78.223 -29.270 30.700 12.211 -1.291 -0.489 H16 PEE 67
PEE H13 H17 H 0 1 N N N N N N 78.335 -28.783 32.425 13.367 -0.698 0.728 H13 PEE 68
PEE H18 H18 H 0 1 N N N N N N 76.809 -26.797 31.976 14.390 0.807 -1.195 H18 PEE 69
PEE H20 H19 H 0 1 N N N N N N 76.447 -26.302 29.369 12.550 1.735 -2.411 H20 PEE 70
PEE H22 H20 H 0 1 N N N N N N 76.557 -28.374 27.904 10.626 -0.073 -2.437 H22 PEE 71
PEE H19 H21 H 0 1 N N N N N N 77.195 -29.330 29.285 11.026 -0.388 -0.731 H19 PEE 72
PEE H21 H22 H 0 1 N N N N N N 79.272 -29.050 28.430 10.457 1.958 -0.164 H21 PEE 73
PEE H28 H23 H 0 1 N N N N N N 79.128 -27.297 28.794 10.057 2.273 -1.869 H28 PEE 74
PEE H23 H24 H 0 1 N N N N N N 78.028 -26.956 26.565 8.293 0.533 -1.778 H23 PEE 75
PEE H24 H25 H 0 1 N N N N N N 78.271 -28.698 26.203 8.693 0.217 -0.072 H24 PEE 76
PEE H25 H26 H 0 1 N N N N N N 80.594 -26.895 27.027 8.124 2.563 0.495 H25 PEE 77
PEE H26 H27 H 0 1 N N N N N N 80.060 -27.020 25.316 7.724 2.879 -1.211 H26 PEE 78
PEE H17 H28 H 0 1 N N N N N N 80.357 -29.498 25.418 5.960 1.138 -1.119 H17 PEE 79
PEE H27 H29 H 0 1 N N N N N N 80.924 -29.352 27.116 6.360 0.823 0.587 H27 PEE 80
PEE H15 H30 H 0 1 N N N N N N 82.788 -29.497 25.374 5.791 3.168 1.154 H15 PEE 81
PEE H29 H31 H 0 1 N N N N N N 82.861 -28.050 26.435 5.391 3.484 -0.552 H29 PEE 82
PEE H30 H32 H 0 1 N N N N N N 81.997 -26.617 24.727 3.628 1.743 -0.460 H30 PEE 83
PEE H31 H33 H 0 1 N N N N N N 81.426 -28.004 23.738 4.028 1.428 1.246 H31 PEE 84
PEE H32 H34 H 0 1 N N N N N N 85.055 -26.105 22.718 1.610 4.933 2.068 H32 PEE 85
PEE H33 H35 H 0 1 N N N N N N 84.390 -25.705 19.909 -0.159 5.764 0.594 H33 PEE 86
PEE H34 H36 H 0 1 N N N N N N 84.640 -27.453 20.239 1.172 5.122 -0.398 H34 PEE 87
PEE H35 H37 H 0 1 N N N N N N 87.785 -24.289 22.708 -3.030 5.294 -0.661 H35 PEE 88
PEE H36 H38 H 0 1 N N N N N N 87.313 -22.507 19.483 -3.688 3.736 -3.340 H36 PEE 89
PEE H37 H39 H 0 1 N N N N N N 85.929 -21.648 20.242 -2.245 3.158 -4.208 H37 PEE 90
PEE H38 H40 H 0 1 N N N N N N 86.187 -22.837 17.473 -4.056 1.536 -4.496 H38 PEE 91
PEE H39 H41 H 0 1 N N N N N N 85.453 -21.282 17.991 -2.793 0.822 -3.464 H39 PEE 92
PEE H40 H42 H 0 1 N N N N N N 83.811 -22.873 17.328 -4.990 0.487 -2.543 H40 PEE 93
PEE H41 H43 H 0 1 N N N N N N 84.318 -23.949 18.447 -4.126 1.502 -1.550 H41 PEE 94
PEE H43 H45 H 0 1 N N N N N N 83.846 -24.193 21.485 0.300 3.186 3.311 H43 PEE 95
PEE H44 H46 H 0 1 N N N N N N 82.399 -25.257 21.471 -0.688 4.590 2.842 H44 PEE 96
PEE H45 H47 H 0 1 N N N N N N 83.828 -22.639 22.015 -3.502 1.955 0.876 H45 PEE 97
PEE H46 H48 H 0 1 N N N N N N 82.334 -21.652 22.159 -2.514 0.551 1.345 H46 PEE 98
PEE H47 H49 H 0 1 N N N N N N 82.952 -20.927 24.405 -3.671 0.469 3.537 H47 PEE 99
PEE H48 H50 H 0 1 N N N N N N 84.343 -22.064 24.441 -4.659 1.874 3.068 H48 PEE 100
PEE H49 H51 H 0 1 N N N N N N 85.469 -20.860 22.660 -5.576 0.590 1.155 H49 PEE 101
PEE H50 H52 H 0 1 N N N N N N 84.021 -19.841 22.360 -4.588 -0.815 1.624 H50 PEE 102
PEE H51 H53 H 0 1 N N N N N N 85.680 -19.863 24.940 -5.745 -0.896 3.816 H51 PEE 103
PEE H52 H54 H 0 1 N N N N N N 85.765 -18.613 23.652 -6.732 0.508 3.346 H52 PEE 104
PEE H53 H55 H 0 1 N N N N N N 83.037 -18.755 24.132 -7.649 -0.775 1.434 H53 PEE 105
PEE H54 H56 H 0 1 N N N N N N 83.715 -19.046 25.770 -6.662 -2.180 1.903 H54 PEE 106
PEE H55 H57 H 0 1 N N N N N N 84.950 -16.971 25.725 -7.819 -2.261 4.094 H55 PEE 107
PEE H56 H58 H 0 1 N N N N N N 84.630 -16.741 23.972 -8.806 -0.857 3.625 H56 PEE 108
PEE H57 H59 H 0 1 N N N N N N 82.218 -16.492 24.406 -9.723 -2.141 1.712 H57 PEE 109
PEE H58 H60 H 0 1 N N N N N N 82.468 -16.842 26.150 -8.736 -3.545 2.181 H58 PEE 110
PEE H59 H61 H 0 1 N N N N N N 84.144 -14.451 25.291 -10.060 -3.522 4.474 H59 PEE 111
PEE H60 H62 H 0 1 N N N N N N 82.085 -13.064 26.320 -12.363 -3.140 3.947 H60 PEE 112
PEE H81 H63 H 0 1 N N N N N N 79.866 -14.328 26.083 -12.441 -1.524 1.862 H81 PEE 113
PEE H61 H64 H 0 1 N N N N N N 80.766 -15.848 25.757 -11.098 -2.478 1.188 H61 PEE 114
PEE H80 H65 H 0 1 N N N N N N 80.120 -16.241 27.961 -12.533 -4.500 1.190 H80 PEE 115
PEE H62 H66 H 0 1 N N N N N N 81.683 -15.405 28.250 -13.877 -3.546 1.864 H62 PEE 116
PEE H63 H67 H 0 1 N N N N N N 80.540 -13.876 29.475 -13.837 -2.079 -0.135 H63 PEE 117
PEE H64 H68 H 0 1 N N N N N N 79.773 -13.326 27.946 -12.493 -3.033 -0.808 H64 PEE 118
PEE H65 H69 H 0 1 N N N N N N 77.826 -13.922 29.018 -13.929 -5.055 -0.806 H65 PEE 119
PEE H66 H70 H 0 1 N N N N N N 78.279 -15.575 28.480 -15.272 -4.101 -0.133 H66 PEE 120
PEE H67 H71 H 0 1 N N N N N N 79.656 -15.689 30.703 -15.232 -2.634 -2.132 H67 PEE 121
PEE H68 H72 H 0 1 N N N N N N 78.674 -14.274 31.213 -13.889 -3.589 -2.805 H68 PEE 122
PEE H69 H73 H 0 1 N N N N N N 76.620 -15.726 30.449 -15.324 -5.611 -2.803 H69 PEE 123
PEE H70 H74 H 0 1 N N N N N N 77.417 -16.114 32.011 -16.667 -4.656 -2.129 H70 PEE 124
PEE H71 H75 H 0 1 N N N N N N 78.725 -17.905 30.941 -16.628 -3.190 -4.128 H71 PEE 125
PEE H72 H76 H 0 1 N N N N N N 78.048 -17.475 29.333 -15.285 -4.144 -4.802 H72 PEE 126
PEE H73 H77 H 0 1 N N N N N N 76.856 -19.429 30.317 -17.455 -4.861 -5.762 H73 PEE 127
PEE H74 H78 H 0 1 N N N N N N 76.436 -18.445 31.761 -16.720 -6.166 -4.800 H74 PEE 128
PEE H75 H79 H 0 1 N N N N N N 75.759 -18.016 30.153 -18.063 -5.212 -4.126 H75 PEE 129
#
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
PEE N C5 SING N N 1
PEE C5 C4 SING N N 2
PEE C4 O4P SING N N 3
PEE O4P P SING N N 4
PEE O1P P DOUB N N 5
PEE C1 O3P SING N N 6
PEE C1 C2 SING N N 7
PEE O3P P SING N N 8
PEE P O2P SING N N 9
PEE C2 C3 SING N N 10
PEE C2 O2 SING N N 11
PEE C3 O3 SING N N 12
PEE O2 C10 SING N N 13
PEE C31 C30 SING N N 14
PEE C31 C32 SING N N 15
PEE C33 C32 SING N N 16
PEE C33 C34 SING N N 17
PEE C30 O3 SING N N 18
PEE C30 O5 DOUB N N 19
PEE C10 O4 DOUB N N 20
PEE C10 C11 SING N N 21
PEE C34 C35 SING N N 22
PEE C11 C12 SING N N 23
PEE C35 C36 SING N N 24
PEE C36 C37 SING N N 25
PEE C37 C38 SING N N 26
PEE C38 C39 DOUB N Z 27
PEE C12 C13 SING N N 28
PEE C39 C40 SING N N 29
PEE C13 C14 SING N N 30
PEE C14 C15 SING N N 31
PEE C40 C41 SING N N 32
PEE C15 C16 SING N N 33
PEE C41 C42 SING N N 34
PEE C16 C17 SING N N 35
PEE C42 C43 SING N N 36
PEE C17 C18 SING N N 37
PEE C43 C44 SING N N 38
PEE C18 C19 DOUB N Z 39
PEE C46 C47 SING N N 40
PEE C46 C45 SING N N 41
PEE C44 C45 SING N N 42
PEE C19 C20 SING N N 43
PEE C20 C21 SING N N 44
PEE C21 C22 SING N N 45
PEE C22 C23 SING N N 46
PEE C23 C24 SING N N 47
PEE C24 C25 SING N N 48
PEE C26 C25 SING N N 49
PEE C26 C27 SING N N 50
PEE C27 H7 SING N N 51
PEE C27 H8 SING N N 52
PEE C27 H82 SING N N 53
PEE C26 H5 SING N N 54
PEE C26 H6 SING N N 55
PEE C25 H12 SING N N 56
PEE C25 H4 SING N N 57
PEE C24 H10 SING N N 58
PEE C24 H11 SING N N 59
PEE C23 H83 SING N N 60
PEE C23 H9 SING N N 61
PEE C22 H2 SING N N 62
PEE C22 H3 SING N N 63
PEE C21 H14 SING N N 64
PEE C21 H1 SING N N 65
PEE C20 H16 SING N N 66
PEE C20 H13 SING N N 67
PEE C19 H18 SING N N 68
PEE C18 H20 SING N N 69
PEE C17 H22 SING N N 70
PEE C17 H19 SING N N 71
PEE C16 H21 SING N N 72
PEE C16 H28 SING N N 73
PEE C15 H23 SING N N 74
PEE C15 H24 SING N N 75
PEE C14 H25 SING N N 76
PEE C14 H26 SING N N 77
PEE C13 H17 SING N N 78
PEE C13 H27 SING N N 79
PEE C12 H15 SING N N 80
PEE C12 H29 SING N N 81
PEE C11 H30 SING N N 82
PEE C11 H31 SING N N 83
PEE C2 H32 SING N N 84
PEE C1 H33 SING N N 85
PEE C1 H34 SING N N 86
PEE O2P H35 SING N N 87
PEE C4 H36 SING N N 88
PEE C4 H37 SING N N 89
PEE C5 H38 SING N N 90
PEE C5 H39 SING N N 91
PEE N H40 SING N N 92
PEE N H41 SING N N 93
PEE C3 H43 SING N N 94
PEE C3 H44 SING N N 95
PEE C31 H45 SING N N 96
PEE C31 H46 SING N N 97
PEE C32 H47 SING N N 98
PEE C32 H48 SING N N 99
PEE C33 H49 SING N N 100
PEE C33 H50 SING N N 101
PEE C34 H51 SING N N 102
PEE C34 H52 SING N N 103
PEE C35 H53 SING N N 104
PEE C35 H54 SING N N 105
PEE C36 H55 SING N N 106
PEE C36 H56 SING N N 107
PEE C37 H57 SING N N 108
PEE C37 H58 SING N N 109
PEE C38 H59 SING N N 110
PEE C39 H60 SING N N 111
PEE C40 H81 SING N N 112
PEE C40 H61 SING N N 113
PEE C41 H80 SING N N 114
PEE C41 H62 SING N N 115
PEE C42 H63 SING N N 116
PEE C42 H64 SING N N 117
PEE C43 H65 SING N N 118
PEE C43 H66 SING N N 119
PEE C44 H67 SING N N 120
PEE C44 H68 SING N N 121
PEE C45 H69 SING N N 122
PEE C45 H70 SING N N 123
PEE C46 H71 SING N N 124
PEE C46 H72 SING N N 125
PEE C47 H73 SING N N 126
PEE C47 H74 SING N N 127
PEE C47 H75 SING N N 128
#
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
PEE SMILES ACDLabs 12.01 'NCCOP(O)(=O)OCC(COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC'
PEE InChI InChI 1.03 'InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39H,3-16,21-38,42H2,1-2H3,(H,45,46)/b19-17-,20-18-/t39-/m1/s1'
PEE InChIKey InChI 1.03 MWRBNPKJOOWZPW-NYVOMTAGSA-N
PEE SMILES_CANONICAL CACTVS 3.385 'CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](CO[P](O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC'
PEE SMILES CACTVS 3.385 'CCCCCCCCC=CCCCCCCCC(=O)OC[CH](CO[P](O)(=O)OCCN)OC(=O)CCCCCCCC=CCCCCCCCC'
PEE SMILES_CANONICAL 'OpenEye OEToolkits' 2.0.7 'CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCC/C=C\CCCCCCCC'
PEE SMILES 'OpenEye OEToolkits' 2.0.7 'CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCC=CCCCCCCCC'
#
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
PEE 'SYSTEMATIC NAME' ACDLabs 12.01 '(2R)-3-{[(R)-(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-{[(9Z)-octadec-9-enoyl]oxy}propyl (9Z)-octadec-9-enoate'
PEE 'SYSTEMATIC NAME' 'OpenEye OEToolkits' 2.0.7 '[(2~{R})-3-[2-azanylethoxy(oxidanyl)phosphoryl]oxy-2-[(~{Z})-octadec-9-enoyl]oxy-propyl] (~{Z})-octadec-9-enoate'
#
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
PEE 'Create component' 1999-07-08 RCSB
PEE 'Modify descriptor' 2011-06-04 RCSB
PEE 'Other modification' 2014-10-20 RCSB
PEE 'Modify synonyms' 2021-03-01 PDBE
PEE 'Other modification' 2021-09-17 RCSB
PEE 'Modify PCM' 2024-09-27 PDBE
#
_pdbx_chem_comp_synonyms.ordinal 1
_pdbx_chem_comp_synonyms.comp_id PEE
_pdbx_chem_comp_synonyms.name DOPE
_pdbx_chem_comp_synonyms.provenance PDB
_pdbx_chem_comp_synonyms.type ?
#
_pdbx_chem_comp_pcm.pcm_id 1
_pdbx_chem_comp_pcm.comp_id PEE
_pdbx_chem_comp_pcm.modified_residue_id PPI
_pdbx_chem_comp_pcm.type None
_pdbx_chem_comp_pcm.category Lipid/lipid-like
_pdbx_chem_comp_pcm.position 'Amino-acid side chain'
_pdbx_chem_comp_pcm.polypeptide_position 'Any position'
_pdbx_chem_comp_pcm.comp_id_linking_atom N
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom C2
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession ?
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession ?
#
_pdbe_chem_comp_synonyms.comp_id PEE
_pdbe_chem_comp_synonyms.name DOPE
_pdbe_chem_comp_synonyms.provenance wwPDB
_pdbe_chem_comp_synonyms.type ?
#
loop_
_software.name
_software.version
_software.description
rdkit 2023.09.6 'Core functionality.'
pdbeccdutils 0.8.6 'Wrapper to provide 2D templates and molecular fragments.'
#
loop_
_pdbe_chem_comp_atom_depiction.comp_id
_pdbe_chem_comp_atom_depiction.atom_id
_pdbe_chem_comp_atom_depiction.element
_pdbe_chem_comp_atom_depiction.model_Cartn_x
_pdbe_chem_comp_atom_depiction.model_Cartn_y
_pdbe_chem_comp_atom_depiction.pdbx_ordinal
PEE C27 C 37.580 -10.976 1
PEE C26 C 36.281 -10.226 2
PEE C25 C 34.982 -10.976 3
PEE C24 C 33.683 -10.226 4
PEE C23 C 32.384 -10.976 5
PEE C22 C 31.085 -10.226 6
PEE C21 C 29.786 -10.976 7
PEE C20 C 28.487 -10.226 8
PEE C19 C 27.188 -10.976 9
PEE C18 C 25.889 -10.226 10
PEE C17 C 24.590 -10.976 11
PEE C16 C 23.291 -10.226 12
PEE C15 C 21.992 -10.976 13
PEE C14 C 20.693 -10.226 14
PEE C13 C 19.394 -10.976 15
PEE C12 C 18.095 -10.226 16
PEE C11 C 16.796 -10.976 17
PEE C10 C 15.497 -10.226 18
PEE O4 O 15.497 -8.726 19
PEE O2 O 14.198 -10.976 20
PEE C2 C 12.899 -10.226 21
PEE C1 C 11.600 -10.976 22
PEE O3P O 10.301 -10.226 23
PEE P P 9.002 -10.976 24
PEE O2P O 9.752 -12.274 25
PEE O1P O 8.252 -9.677 26
PEE O4P O 7.702 -11.726 27
PEE C4 C 6.404 -10.976 28
PEE C5 C 5.104 -11.726 29
PEE N N 3.805 -10.976 30
PEE C3 C 12.899 -8.726 31
PEE O3 O 14.198 -7.976 32
PEE C30 C 14.198 -6.476 33
PEE O5 O 12.899 -5.726 34
PEE C31 C 15.497 -5.726 35
PEE C32 C 15.497 -4.226 36
PEE C33 C 16.796 -3.475 37
PEE C34 C 16.796 -1.976 38
PEE C35 C 18.095 -1.226 39
PEE C36 C 18.095 0.275 40
PEE C37 C 19.394 1.024 41
PEE C38 C 19.394 2.525 42
PEE C39 C 20.693 3.275 43
PEE C40 C 20.693 4.774 44
PEE C41 C 21.992 5.524 45
PEE C42 C 21.992 7.024 46
PEE C43 C 23.291 7.774 47
PEE C44 C 23.291 9.274 48
PEE C45 C 24.590 10.024 49
PEE C46 C 24.590 11.524 50
PEE C47 C 25.889 12.274 51
#
loop_
_pdbe_chem_comp_bond_depiction.comp_id
_pdbe_chem_comp_bond_depiction.atom_id_1
_pdbe_chem_comp_bond_depiction.atom_id_2
_pdbe_chem_comp_bond_depiction.value_order
_pdbe_chem_comp_bond_depiction.bond_dir
_pdbe_chem_comp_bond_depiction.pdbx_ordinal
PEE N C5 SINGLE NONE 1
PEE C5 C4 SINGLE NONE 2
PEE C4 O4P SINGLE NONE 3
PEE O4P P SINGLE NONE 4
PEE O1P P DOUBLE NONE 5
PEE C1 O3P SINGLE NONE 6
PEE C2 C1 SINGLE BEGINWEDGE 7
PEE O3P P SINGLE NONE 8
PEE P O2P SINGLE BEGINWEDGE 9
PEE C2 C3 SINGLE NONE 10
PEE C2 O2 SINGLE NONE 11
PEE C3 O3 SINGLE NONE 12
PEE O2 C10 SINGLE NONE 13
PEE C31 C30 SINGLE NONE 14
PEE C31 C32 SINGLE NONE 15
PEE C33 C32 SINGLE NONE 16
PEE C33 C34 SINGLE NONE 17
PEE C30 O3 SINGLE NONE 18
PEE C30 O5 DOUBLE NONE 19
PEE C10 O4 DOUBLE NONE 20
PEE C10 C11 SINGLE NONE 21
PEE C34 C35 SINGLE NONE 22
PEE C11 C12 SINGLE NONE 23
PEE C35 C36 SINGLE NONE 24
PEE C36 C37 SINGLE NONE 25
PEE C37 C38 SINGLE ENDUPRIGHT 26
PEE C38 C39 DOUBLE NONE 27
PEE C12 C13 SINGLE NONE 28
PEE C39 C40 SINGLE ENDDOWNRIGHT 29
PEE C13 C14 SINGLE NONE 30
PEE C14 C15 SINGLE NONE 31
PEE C40 C41 SINGLE NONE 32
PEE C15 C16 SINGLE NONE 33
PEE C41 C42 SINGLE NONE 34
PEE C16 C17 SINGLE NONE 35
PEE C42 C43 SINGLE NONE 36
PEE C17 C18 SINGLE ENDUPRIGHT 37
PEE C43 C44 SINGLE NONE 38
PEE C18 C19 DOUBLE NONE 39
PEE C46 C47 SINGLE NONE 40
PEE C46 C45 SINGLE NONE 41
PEE C44 C45 SINGLE NONE 42
PEE C19 C20 SINGLE ENDDOWNRIGHT 43
PEE C20 C21 SINGLE NONE 44
PEE C21 C22 SINGLE NONE 45
PEE C22 C23 SINGLE NONE 46
PEE C23 C24 SINGLE NONE 47
PEE C24 C25 SINGLE NONE 48
PEE C26 C25 SINGLE NONE 49
PEE C26 C27 SINGLE NONE 50
#
_pdbe_chem_comp_substructure.comp_id PEE
_pdbe_chem_comp_substructure.substructure_name phosphate
_pdbe_chem_comp_substructure.id F1
_pdbe_chem_comp_substructure.substructure_type fragment
_pdbe_chem_comp_substructure.substructure_smiles O=P(O)(O)O
_pdbe_chem_comp_substructure.substructure_inchis InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)
_pdbe_chem_comp_substructure.substructure_inchikeys NBIIXXVUZAFLBC-UHFFFAOYSA-N
#
loop_
_pdbe_chem_comp_substructure_mapping.comp_id
_pdbe_chem_comp_substructure_mapping.atom_id
_pdbe_chem_comp_substructure_mapping.substructure_id
_pdbe_chem_comp_substructure_mapping.substructure_ordinal
PEE O3P F1 1
PEE P F1 1
PEE O1P F1 1
PEE O4P F1 1
PEE O2P F1 1
#
_pdbe_chem_comp_rdkit_properties.comp_id PEE
_pdbe_chem_comp_rdkit_properties.exactmw 743.547
_pdbe_chem_comp_rdkit_properties.amw 744.048
_pdbe_chem_comp_rdkit_properties.lipinskiHBA 9
_pdbe_chem_comp_rdkit_properties.lipinskiHBD 3
_pdbe_chem_comp_rdkit_properties.NumRotatableBonds 43
_pdbe_chem_comp_rdkit_properties.NumHBD 2
_pdbe_chem_comp_rdkit_properties.NumHBA 9
_pdbe_chem_comp_rdkit_properties.NumHeavyAtoms 51
_pdbe_chem_comp_rdkit_properties.NumAtoms 129
_pdbe_chem_comp_rdkit_properties.NumHeteroatoms 10
_pdbe_chem_comp_rdkit_properties.NumAmideBonds 0
_pdbe_chem_comp_rdkit_properties.FractionCSP3 0.854
_pdbe_chem_comp_rdkit_properties.NumRings 0
_pdbe_chem_comp_rdkit_properties.NumAromaticRings 0
_pdbe_chem_comp_rdkit_properties.NumAliphaticRings 0
_pdbe_chem_comp_rdkit_properties.NumSaturatedRings 0
_pdbe_chem_comp_rdkit_properties.NumHeterocycles 0
_pdbe_chem_comp_rdkit_properties.NumAromaticHeterocycles 0
_pdbe_chem_comp_rdkit_properties.NumSaturatedHeterocycles 0
_pdbe_chem_comp_rdkit_properties.NumAliphaticHeterocycles 0
_pdbe_chem_comp_rdkit_properties.NumSpiroAtoms 0
_pdbe_chem_comp_rdkit_properties.NumBridgeheadAtoms 0
_pdbe_chem_comp_rdkit_properties.NumAtomStereoCenters 2
_pdbe_chem_comp_rdkit_properties.NumUnspecifiedAtomStereoCenters 0
_pdbe_chem_comp_rdkit_properties.labuteASA 422.209
_pdbe_chem_comp_rdkit_properties.tpsa 134.380
_pdbe_chem_comp_rdkit_properties.CrippenClogP 11.609
_pdbe_chem_comp_rdkit_properties.CrippenMR 210.527
_pdbe_chem_comp_rdkit_properties.chi0v 25.555
_pdbe_chem_comp_rdkit_properties.chi1v 13.297
_pdbe_chem_comp_rdkit_properties.chi2v 3.593
_pdbe_chem_comp_rdkit_properties.chi3v 3.593
_pdbe_chem_comp_rdkit_properties.chi4v 1.853
_pdbe_chem_comp_rdkit_properties.chi0n 102.660
_pdbe_chem_comp_rdkit_properties.chi1n 50.640
_pdbe_chem_comp_rdkit_properties.chi2n 2.964
_pdbe_chem_comp_rdkit_properties.chi3n 2.964
_pdbe_chem_comp_rdkit_properties.chi4n 1.468
_pdbe_chem_comp_rdkit_properties.hallKierAlpha -1.510
_pdbe_chem_comp_rdkit_properties.kappa1 7.273
_pdbe_chem_comp_rdkit_properties.kappa2 38.222
_pdbe_chem_comp_rdkit_properties.kappa3 38.038
_pdbe_chem_comp_rdkit_properties.Phi 5.451
#
loop_
_pdbe_chem_comp_external_mappings.comp_id
_pdbe_chem_comp_external_mappings.source
_pdbe_chem_comp_external_mappings.resource
_pdbe_chem_comp_external_mappings.resource_id
PEE UniChem ChEBI 74986
PEE UniChem ChEBI 84839
PEE UniChem ZINC ZINC000085581568
PEE UniChem fdasrs JNP6V6AI0U
PEE UniChem SureChEMBL SCHEMBL25038
PEE UniChem HMDB HMDB0009059
PEE UniChem PubChem 9546757
PEE UniChem MetaboLights MTBLC74986
PEE UniChem MetaboLights MTBLC84839
PEE UniChem BRENDA 144827
PEE UniChem BRENDA 248028
PEE UniChem BRENDA 257305
PEE UniChem BRENDA 37329
PEE UniChem Rhea 74986
PEE UniChem MedChemExpress HY-112005
PEE UniChem 'Probes And Drugs' PD019008
PEE UniChem SwissLipids SLM:000034898
PEE UniChem 'PubChem TPHARMA' 14965571
PEE UniChem PubChem 44251425
#