data_A1EFM
# 
_chem_comp.id                                    A1EFM 
_chem_comp.name                                  "[(2~{R})-1-[[(2~{S})-2,3-bis(oxidanyl)propoxy]-oxidanyl-phosphoryl]oxy-3-nonanoyloxy-propan-2-yl] decanoate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H49 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-12 
_chem_comp.pdbx_modified_date                    2025-11-07 
_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                        540.624 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EFM 
_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        9KDA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1EFM C15 C1  C 0 1 N N N N N N 121.873 106.593 104.250 -3.935  0.986  0.375  C15 A1EFM 1  
A1EFM C17 C2  C 0 1 N N N N N N 121.136 106.417 106.659 -6.260  1.092  -0.536 C17 A1EFM 2  
A1EFM C20 C3  C 0 1 N N N N N N 121.138 107.171 110.360 -10.062 0.961  -1.130 C20 A1EFM 3  
A1EFM C21 C4  C 0 1 N N N N N N 122.305 107.342 111.328 -10.908 1.303  -2.358 C21 A1EFM 4  
A1EFM C22 C5  C 0 1 N N N N N N 121.854 107.315 112.786 -12.386 1.067  -2.041 C22 A1EFM 5  
A1EFM C01 C6  C 0 1 N N N N N N 122.822 111.514 113.628 11.154  3.901  -2.316 C01 A1EFM 6  
A1EFM C02 C7  C 0 1 N N N N N N 123.198 110.944 112.264 9.913   3.018  -2.458 C02 A1EFM 7  
A1EFM C03 C8  C 0 1 N N N N N N 122.311 111.489 111.148 8.934   3.328  -1.323 C03 A1EFM 8  
A1EFM C04 C9  C 0 1 N N N N N N 122.815 111.094 109.762 7.693   2.444  -1.465 C04 A1EFM 9  
A1EFM C05 C10 C 0 1 N N N N N N 121.840 111.490 108.657 6.714   2.754  -0.331 C05 A1EFM 10 
A1EFM C06 C11 C 0 1 N N N N N N 122.541 112.245 107.532 5.473   1.871  -0.473 C06 A1EFM 11 
A1EFM C07 C12 C 0 1 N N N N N N 122.491 111.486 106.209 4.494   2.181  0.661  C07 A1EFM 12 
A1EFM C08 C13 C 0 1 N N N N N N 122.640 112.416 105.009 3.253   1.297  0.519  C08 A1EFM 13 
A1EFM C09 C14 C 0 1 N N N N N N 122.557 111.657 103.689 2.288   1.602  1.636  C09 A1EFM 14 
A1EFM O10 O1  O 0 1 N N N N N N 123.159 110.400 103.578 1.122   0.943  1.715  O10 A1EFM 15 
A1EFM C11 C15 C 0 1 N N N N N N 123.385 109.996 102.259 0.242   1.289  2.817  C11 A1EFM 16 
A1EFM C12 C16 C 0 1 N N R N N N 124.087 108.645 102.306 -1.029  0.440  2.741  C12 A1EFM 17 
A1EFM O13 O2  O 0 1 N N N N N N 123.136 107.623 102.310 -1.767  0.782  1.538  O13 A1EFM 18 
A1EFM C14 C17 C 0 1 N N N N N N 123.161 106.856 103.478 -3.102  0.650  1.585  C14 A1EFM 19 
A1EFM C16 C18 C 0 1 N N N N N N 122.155 105.975 105.615 -5.414  0.750  0.692  C16 A1EFM 20 
A1EFM C18 C19 C 0 1 N N N N N N 121.639 106.195 108.081 -7.738  0.856  -0.219 C18 A1EFM 21 
A1EFM C19 C20 C 0 1 N N N N N N 121.545 107.465 108.920 -8.584  1.197  -1.447 C19 A1EFM 22 
A1EFM C23 C21 C 0 1 N N N N N N 123.029 107.185 113.752 -13.232 1.408  -3.269 C23 A1EFM 23 
A1EFM O24 O3  O 0 1 N N N N N N 124.184 106.410 103.873 -3.636  0.262  2.597  O24 A1EFM 24 
A1EFM C25 C22 C 0 1 N N N N N N 124.966 108.502 101.073 -0.651  -1.042 2.703  C25 A1EFM 25 
A1EFM O26 O4  O 0 1 N N N N N N 124.131 108.562 99.957  0.256   -1.275 1.624  O26 A1EFM 26 
A1EFM P27 P1  P 0 1 N N N N N N 124.828 108.408 98.477  0.863   -2.728 1.287  P27 A1EFM 27 
A1EFM O28 O5  O 0 1 N N N N N N 126.296 108.104 98.639  1.799   -3.213 2.503  O28 A1EFM 28 
A1EFM O29 O6  O 0 1 N N N N N N 124.645 109.829 97.671  1.737   -2.644 -0.063 O29 A1EFM 29 
A1EFM C30 C23 C 0 1 N N N N N N 123.368 110.394 97.618  2.322   -3.791 -0.683 C30 A1EFM 30 
A1EFM C31 C24 C 0 1 N N S N N N 123.396 111.455 96.524  3.081   -3.359 -1.940 C31 A1EFM 31 
A1EFM O32 O7  O 0 1 N N N N N N 124.057 112.568 97.053  4.181   -2.526 -1.569 O32 A1EFM 32 
A1EFM C33 C25 C 0 1 N N N N N N 124.169 110.983 95.293  3.603   -4.598 -2.671 C33 A1EFM 33 
A1EFM O34 O8  O 0 1 N N N N N N 124.697 112.098 94.632  4.209   -4.203 -3.903 O34 A1EFM 34 
A1EFM O35 O9  O 0 1 N N N N N N 124.158 107.297 97.707  -0.243  -3.694 1.100  O35 A1EFM 35 
A1EFM O36 O10 O 0 1 N N N N N N 121.983 112.129 102.766 2.566   2.440  2.461  O36 A1EFM 36 
A1EFM H1  H1  H 0 1 N N N N N N 121.341 107.545 104.392 -3.783  2.032  0.108  H1  A1EFM 37 
A1EFM H2  H2  H 0 1 N N N N N N 121.243 105.904 103.669 -3.637  0.351  -0.459 H2  A1EFM 38 
A1EFM H3  H3  H 0 1 N N N N N N 120.927 107.488 106.520 -6.107  2.137  -0.803 H3  A1EFM 39 
A1EFM H4  H4  H 0 1 N N N N N N 120.210 105.841 106.516 -5.961  0.456  -1.370 H4  A1EFM 40 
A1EFM H5  H5  H 0 1 N N N N N N 120.332 107.861 110.650 -10.360 1.596  -0.296 H5  A1EFM 41 
A1EFM H6  H6  H 0 1 N N N N N N 120.774 106.135 110.422 -10.214 -0.084 -0.863 H6  A1EFM 42 
A1EFM H7  H7  H 0 1 N N N N N N 123.023 106.525 111.164 -10.755 2.348  -2.625 H7  A1EFM 43 
A1EFM H8  H8  H 0 1 N N N N N N 122.794 108.306 111.126 -10.609 0.668  -3.193 H8  A1EFM 44 
A1EFM H9  H9  H 0 1 N N N N N N 121.315 108.248 113.007 -12.538 0.021  -1.774 H9  A1EFM 45 
A1EFM H10 H10 H 0 1 N N N N N N 121.179 106.459 112.932 -12.684 1.702  -1.207 H10 A1EFM 46 
A1EFM H11 H11 H 0 1 N N N N N N 123.486 111.094 114.397 11.852  3.680  -3.124 H11 A1EFM 47 
A1EFM H12 H12 H 0 1 N N N N N N 122.929 112.609 113.610 10.861  4.950  -2.365 H12 A1EFM 48 
A1EFM H13 H13 H 0 1 N N N N N N 121.779 111.251 113.860 11.634  3.702  -1.357 H13 A1EFM 49 
A1EFM H14 H14 H 0 1 N N N N N N 123.094 109.849 112.297 9.433   3.217  -3.416 H14 A1EFM 50 
A1EFM H15 H15 H 0 1 N N N N N N 124.244 111.207 112.046 10.206  1.969  -2.408 H15 A1EFM 51 
A1EFM H16 H16 H 0 1 N N N N N N 122.290 112.587 111.217 9.414   3.129  -0.365 H16 A1EFM 52 
A1EFM H17 H17 H 0 1 N N N N N N 121.293 111.094 111.280 8.641   4.376  -1.372 H17 A1EFM 53 
A1EFM H18 H18 H 0 1 N N N N N N 122.957 110.004 109.735 7.213   2.643  -2.424 H18 A1EFM 54 
A1EFM H19 H19 H 0 1 N N N N N N 123.778 111.594 109.580 7.986   1.395  -1.416 H19 A1EFM 55 
A1EFM H20 H20 H 0 1 N N N N N N 121.058 112.134 109.085 7.194   2.555  0.627  H20 A1EFM 56 
A1EFM H21 H21 H 0 1 N N N N N N 121.380 110.580 108.244 6.421   3.803  -0.380 H21 A1EFM 57 
A1EFM H22 H22 H 0 1 N N N N N N 123.593 112.400 107.812 4.993   2.069  -1.431 H22 A1EFM 58 
A1EFM H23 H23 H 0 1 N N N N N N 122.049 113.220 107.400 5.766   0.822  -0.424 H23 A1EFM 59 
A1EFM H24 H24 H 0 1 N N N N N N 121.526 110.964 106.136 4.973   1.982  1.620  H24 A1EFM 60 
A1EFM H25 H25 H 0 1 N N N N N N 123.308 110.750 106.191 4.201   3.229  0.612  H25 A1EFM 61 
A1EFM H26 H26 H 0 1 N N N N N N 123.616 112.920 105.069 2.773   1.496  -0.439 H26 A1EFM 62 
A1EFM H27 H27 H 0 1 N N N N N N 121.837 113.167 105.039 3.546   0.248  0.568  H27 A1EFM 63 
A1EFM H28 H28 H 0 1 N N N N N N 124.021 110.732 101.745 0.751   1.097  3.762  H28 A1EFM 64 
A1EFM H29 H29 H 0 1 N N N N N N 122.427 109.903 101.726 -0.022  2.345  2.754  H29 A1EFM 65 
A1EFM H30 H30 H 0 1 N N N N N N 124.718 108.598 103.206 -1.649  0.635  3.616  H30 A1EFM 66 
A1EFM H31 H31 H 0 1 N N N N N N 122.119 104.879 105.524 -5.566  -0.295 0.959  H31 A1EFM 67 
A1EFM H32 H32 H 0 1 N N N N N N 123.158 106.283 105.944 -5.712  1.385  1.527  H32 A1EFM 68 
A1EFM H33 H33 H 0 1 N N N N N N 121.032 105.410 108.555 -7.890  -0.190 0.048  H33 A1EFM 69 
A1EFM H34 H34 H 0 1 N N N N N N 122.690 105.872 108.041 -8.036  1.491  0.615  H34 A1EFM 70 
A1EFM H35 H35 H 0 1 N N N N N N 122.526 107.962 108.923 -8.285  0.562  -2.281 H35 A1EFM 71 
A1EFM H36 H36 H 0 1 N N N N N N 120.797 108.134 108.469 -8.431  2.243  -1.714 H36 A1EFM 72 
A1EFM H37 H37 H 0 1 N N N N N N 122.654 107.170 114.786 -14.285 1.240  -3.043 H37 A1EFM 73 
A1EFM H38 H38 H 0 1 N N N N N N 123.572 106.251 113.545 -13.080 2.454  -3.536 H38 A1EFM 74 
A1EFM H39 H39 H 0 1 N N N N N N 123.708 108.040 113.621 -12.933 0.773  -4.104 H39 A1EFM 75 
A1EFM H40 H40 H 0 1 N N N N N N 125.493 107.537 101.097 -0.175  -1.319 3.644  H40 A1EFM 76 
A1EFM H41 H41 H 0 1 N N N N N N 125.700 109.320 101.038 -1.549  -1.642 2.560  H41 A1EFM 77 
A1EFM H42 H42 H 0 1 N N N N N N 126.496 107.274 98.222  2.546   -2.626 2.683  H42 A1EFM 78 
A1EFM H43 H43 H 0 1 N N N N N N 123.118 110.855 98.585  3.013   -4.267 0.013  H43 A1EFM 79 
A1EFM H44 H44 H 0 1 N N N N N N 122.623 109.622 97.376  1.538   -4.497 -0.956 H44 A1EFM 80 
A1EFM H45 H45 H 0 1 N N N N N N 122.365 111.706 96.232  2.411   -2.805 -2.596 H45 A1EFM 81 
A1EFM H46 H46 H 0 1 N N N N N N 123.592 112.878 97.821  4.820   -2.955 -0.984 H46 A1EFM 82 
A1EFM H47 H47 H 0 1 N N N N N N 123.491 110.440 94.618  4.340   -5.104 -2.048 H47 A1EFM 83 
A1EFM H48 H48 H 0 1 N N N N N N 124.987 110.317 95.604  2.774   -5.276 -2.875 H48 A1EFM 84 
A1EFM H49 H49 H 0 1 N N N N N N 125.179 111.813 93.865  4.563   -4.939 -4.421 H49 A1EFM 85 
# 
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 
A1EFM O34 C33 SING N N 1  
A1EFM C33 C31 SING N N 2  
A1EFM C31 O32 SING N N 3  
A1EFM C31 C30 SING N N 4  
A1EFM C30 O29 SING N N 5  
A1EFM O29 P27 SING N N 6  
A1EFM O35 P27 DOUB N N 7  
A1EFM P27 O28 SING N N 8  
A1EFM P27 O26 SING N N 9  
A1EFM O26 C25 SING N N 10 
A1EFM C25 C12 SING N N 11 
A1EFM C11 C12 SING N N 12 
A1EFM C11 O10 SING N N 13 
A1EFM C12 O13 SING N N 14 
A1EFM O13 C14 SING N N 15 
A1EFM O36 C09 DOUB N N 16 
A1EFM C14 O24 DOUB N N 17 
A1EFM C14 C15 SING N N 18 
A1EFM O10 C09 SING N N 19 
A1EFM C09 C08 SING N N 20 
A1EFM C15 C16 SING N N 21 
A1EFM C08 C07 SING N N 22 
A1EFM C16 C17 SING N N 23 
A1EFM C07 C06 SING N N 24 
A1EFM C17 C18 SING N N 25 
A1EFM C06 C05 SING N N 26 
A1EFM C18 C19 SING N N 27 
A1EFM C05 C04 SING N N 28 
A1EFM C19 C20 SING N N 29 
A1EFM C04 C03 SING N N 30 
A1EFM C20 C21 SING N N 31 
A1EFM C03 C02 SING N N 32 
A1EFM C21 C22 SING N N 33 
A1EFM C02 C01 SING N N 34 
A1EFM C22 C23 SING N N 35 
A1EFM C15 H1  SING N N 36 
A1EFM C15 H2  SING N N 37 
A1EFM C17 H3  SING N N 38 
A1EFM C17 H4  SING N N 39 
A1EFM C20 H5  SING N N 40 
A1EFM C20 H6  SING N N 41 
A1EFM C21 H7  SING N N 42 
A1EFM C21 H8  SING N N 43 
A1EFM C22 H9  SING N N 44 
A1EFM C22 H10 SING N N 45 
A1EFM C01 H11 SING N N 46 
A1EFM C01 H12 SING N N 47 
A1EFM C01 H13 SING N N 48 
A1EFM C02 H14 SING N N 49 
A1EFM C02 H15 SING N N 50 
A1EFM C03 H16 SING N N 51 
A1EFM C03 H17 SING N N 52 
A1EFM C04 H18 SING N N 53 
A1EFM C04 H19 SING N N 54 
A1EFM C05 H20 SING N N 55 
A1EFM C05 H21 SING N N 56 
A1EFM C06 H22 SING N N 57 
A1EFM C06 H23 SING N N 58 
A1EFM C07 H24 SING N N 59 
A1EFM C07 H25 SING N N 60 
A1EFM C08 H26 SING N N 61 
A1EFM C08 H27 SING N N 62 
A1EFM C11 H28 SING N N 63 
A1EFM C11 H29 SING N N 64 
A1EFM C12 H30 SING N N 65 
A1EFM C16 H31 SING N N 66 
A1EFM C16 H32 SING N N 67 
A1EFM C18 H33 SING N N 68 
A1EFM C18 H34 SING N N 69 
A1EFM C19 H35 SING N N 70 
A1EFM C19 H36 SING N N 71 
A1EFM C23 H37 SING N N 72 
A1EFM C23 H38 SING N N 73 
A1EFM C23 H39 SING N N 74 
A1EFM C25 H40 SING N N 75 
A1EFM C25 H41 SING N N 76 
A1EFM O28 H42 SING N N 77 
A1EFM C30 H43 SING N N 78 
A1EFM C30 H44 SING N N 79 
A1EFM C31 H45 SING N N 80 
A1EFM O32 H46 SING N N 81 
A1EFM C33 H47 SING N N 82 
A1EFM C33 H48 SING N N 83 
A1EFM O34 H49 SING N N 84 
# 
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 
A1EFM InChI            InChI                1.06  "InChI=1S/C25H49O10P/c1-3-5-7-9-11-13-15-17-25(29)35-23(21-34-36(30,31)33-19-22(27)18-26)20-32-24(28)16-14-12-10-8-6-4-2/h22-23,26-27H,3-21H2,1-2H3,(H,30,31)/t22-,23+/m0/s1" 
A1EFM InChIKey         InChI                1.06  OPEOXRZNASBKOI-XZOQPEGZSA-N                                                                                                                                                   
A1EFM SMILES_CANONICAL CACTVS               3.385 "CCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCC)CO[P](O)(=O)OC[C@@H](O)CO"                                                                                                              
A1EFM SMILES           CACTVS               3.385 "CCCCCCCCCC(=O)O[CH](COC(=O)CCCCCCCC)CO[P](O)(=O)OC[CH](O)CO"                                                                                                                 
A1EFM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCC)COP(=O)(O)OC[C@H](CO)O"                                                                                                                 
A1EFM SMILES           "OpenEye OEToolkits" 2.0.7 "CCCCCCCCCC(=O)OC(COC(=O)CCCCCCCC)COP(=O)(O)OCC(CO)O"                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           A1EFM 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "[(2~{R})-1-[[(2~{S})-2,3-bis(oxidanyl)propoxy]-oxidanyl-phosphoryl]oxy-3-nonanoyloxy-propan-2-yl] decanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1EFM "Create component" 2024-11-12 PDBC 
A1EFM "Initial release"  2025-11-12 RCSB 
# 
