data_GJY # _chem_comp.id GJY _chem_comp.name "methyl-9Z,12Z,15Z-octadecatrienylphosphonofluoridate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H34 F O2 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Methyl alpha-Linolenyl Fluorophosphonate (MLnFP)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-05-24 _chem_comp.pdbx_modified_date 2021-03-01 _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 344.444 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GJY _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 6DII _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 GJY O1 O1 O 0 1 N N N 28.904 18.677 -126.452 -7.427 0.085 -1.372 O1 GJY 1 GJY P1 P1 P 0 1 N N S 28.427 20.030 -127.059 -7.132 -0.733 -0.174 P1 GJY 2 GJY O2 O2 O 0 1 N N N 29.363 21.199 -126.540 -8.455 -0.848 0.735 O2 GJY 3 GJY CM C1 C 0 1 N N N 30.677 20.951 -126.001 -9.675 -1.424 0.265 CM GJY 4 GJY C1 C2 C 0 1 N N N 26.729 20.738 -127.220 -5.800 0.057 0.788 C1 GJY 5 GJY C2 C3 C 0 1 N N N 25.788 20.215 -126.136 -4.543 0.167 -0.077 C2 GJY 6 GJY C3 C4 C 0 1 N N N 24.777 21.258 -125.668 -3.425 0.830 0.730 C3 GJY 7 GJY C4 C5 C 0 1 N N N 25.186 21.939 -124.365 -2.167 0.940 -0.134 C4 GJY 8 GJY C5 C6 C 0 1 N N N 24.519 23.300 -124.176 -1.049 1.602 0.673 C5 GJY 9 GJY C6 C7 C 0 1 N N N 23.078 23.186 -123.684 0.208 1.712 -0.191 C6 GJY 10 GJY C7 C8 C 0 1 N N N 22.677 24.332 -122.758 1.326 2.375 0.616 C7 GJY 11 GJY C8 C9 C 0 1 N N N 21.191 24.665 -122.847 2.583 2.485 -0.249 C8 GJY 12 GJY C9 C10 C 0 1 N N N 20.890 26.141 -122.592 3.684 3.138 0.547 C9 GJY 13 GJY C10 C11 C 0 1 N N N 20.158 26.489 -121.555 4.857 2.561 0.637 C10 GJY 14 GJY C11 C12 C 0 1 N N N 19.621 25.417 -120.610 5.159 1.333 -0.182 C11 GJY 15 GJY C12 C13 C 0 1 N N N 18.486 24.594 -121.212 6.424 1.553 -0.970 C12 GJY 16 GJY C13 C14 C 0 1 N N N 17.545 24.106 -120.432 7.397 0.679 -0.905 C13 GJY 17 GJY C14 C15 C 0 1 N N N 17.599 24.372 -118.930 7.192 -0.623 -0.174 C14 GJY 18 GJY C15 C16 C 0 1 N N N 16.230 24.291 -118.257 7.543 -1.771 -1.084 C15 GJY 19 GJY C16 C17 C 0 1 N N N 15.353 25.265 -118.397 8.401 -2.681 -0.691 C16 GJY 20 GJY C17 C18 C 0 1 N N N 15.690 26.494 -119.240 8.901 -2.680 0.730 C17 GJY 21 GJY C18 C19 C 0 1 N N N 14.816 26.617 -120.489 8.685 -4.062 1.348 C18 GJY 22 GJY F1 F1 F 0 1 N Y N 29.026 19.767 -128.501 -6.647 -2.259 -0.648 F1 GJY 23 GJY H1 H1 H 0 1 N N N 31.139 21.905 -125.707 -10.034 -0.862 -0.597 H1 GJY 24 GJY H2 H2 H 0 1 N N N 30.595 20.297 -125.121 -9.500 -2.460 -0.024 H2 GJY 25 GJY H3 H3 H 0 1 N N N 31.300 20.462 -126.764 -10.423 -1.389 1.058 H3 GJY 26 GJY H4 H4 H 0 1 N N N 26.791 21.833 -127.139 -6.117 1.054 1.097 H4 GJY 27 GJY H5 H5 H 0 1 N N N 26.322 20.466 -128.205 -5.583 -0.545 1.670 H5 GJY 28 GJY H6 H6 H 0 1 N N N 25.239 19.350 -126.536 -4.226 -0.829 -0.386 H6 GJY 29 GJY H7 H7 H 0 1 N N N 26.391 19.899 -125.272 -4.760 0.769 -0.959 H7 GJY 30 GJY H8 H8 H 0 1 N N N 24.678 22.026 -126.449 -3.741 1.826 1.039 H8 GJY 31 GJY H9 H9 H 0 1 N N N 23.807 20.763 -125.516 -3.208 0.228 1.613 H9 GJY 32 GJY H10 H10 H 0 1 N N N 24.903 21.289 -123.524 -1.851 -0.057 -0.443 H10 GJY 33 GJY H11 H11 H 0 1 N N N 26.277 22.079 -124.369 -2.384 1.542 -1.016 H11 GJY 34 GJY H12 H12 H 0 1 N N N 25.098 23.877 -123.439 -1.366 2.599 0.982 H12 GJY 35 GJY H13 H13 H 0 1 N N N 24.521 23.830 -125.140 -0.832 1.000 1.556 H13 GJY 36 GJY H14 H14 H 0 1 N N N 22.408 23.188 -124.556 0.525 0.716 -0.500 H14 GJY 37 GJY H15 H15 H 0 1 N N N 22.967 22.238 -123.138 -0.009 2.314 -1.074 H15 GJY 38 GJY H16 H16 H 0 1 N N N 22.913 24.047 -121.722 1.009 3.371 0.925 H16 GJY 39 GJY H17 H17 H 0 1 N N N 23.256 25.226 -123.033 1.543 1.773 1.498 H17 GJY 40 GJY H18 H18 H 0 1 N N N 20.834 24.404 -123.854 2.900 1.489 -0.557 H18 GJY 41 GJY H19 H19 H 0 1 N N N 20.652 24.064 -122.100 2.366 3.087 -1.131 H19 GJY 42 GJY H20 H20 H 0 1 N N N 21.277 26.896 -123.260 3.507 4.081 1.042 H20 GJY 43 GJY H21 H21 H 0 1 N N N 19.938 27.531 -121.373 5.608 2.966 1.299 H21 GJY 44 GJY H22 H22 H 0 1 N N N 20.445 24.737 -120.350 5.287 0.477 0.480 H22 GJY 45 GJY H23 H23 H 0 1 N N N 19.250 25.909 -119.699 4.332 1.141 -0.867 H23 GJY 46 GJY H24 H24 H 0 1 N N N 18.455 24.412 -122.276 6.528 2.432 -1.590 H24 GJY 47 GJY H25 H25 H 0 1 N N N 16.740 23.521 -120.852 8.346 0.891 -1.374 H25 GJY 48 GJY H26 H26 H 0 1 N N N 18.262 23.627 -118.466 7.833 -0.650 0.708 H26 GJY 49 GJY H27 H27 H 0 1 N N N 18.010 25.379 -118.768 6.149 -0.708 0.132 H27 GJY 50 GJY H28 H28 H 0 1 N N N 15.978 23.427 -117.660 7.089 -1.844 -2.061 H28 GJY 51 GJY H29 H29 H 0 1 N N N 14.390 25.194 -117.913 8.748 -3.431 -1.385 H29 GJY 52 GJY H30 H30 H 0 1 N N N 16.742 26.427 -119.553 9.964 -2.439 0.741 H30 GJY 53 GJY H31 H31 H 0 1 N N N 15.548 27.393 -118.622 8.354 -1.934 1.308 H31 GJY 54 GJY H32 H32 H 0 1 N N N 15.105 27.517 -121.052 7.622 -4.303 1.338 H32 GJY 55 GJY H33 H33 H 0 1 N N N 14.954 25.728 -121.122 9.232 -4.808 0.771 H33 GJY 56 GJY H34 H34 H 0 1 N N N 13.760 26.694 -120.191 9.048 -4.062 2.376 H34 GJY 57 # # 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 GJY C1 P1 SING N N 1 GJY C1 C2 SING N N 2 GJY P1 O2 SING N N 3 GJY P1 O1 DOUB N N 4 GJY O2 CM SING N N 5 GJY C2 C3 SING N N 6 GJY C3 C4 SING N N 7 GJY C4 C5 SING N N 8 GJY C5 C6 SING N N 9 GJY C6 C7 SING N N 10 GJY C8 C7 SING N N 11 GJY C8 C9 SING N N 12 GJY C9 C10 DOUB N Z 13 GJY C10 C11 SING N N 14 GJY C12 C11 SING N N 15 GJY C12 C13 DOUB N Z 16 GJY C18 C17 SING N N 17 GJY C13 C14 SING N N 18 GJY C17 C16 SING N N 19 GJY C14 C15 SING N N 20 GJY C16 C15 DOUB N Z 21 GJY P1 F1 SING N N 22 GJY CM H1 SING N N 23 GJY CM H2 SING N N 24 GJY CM H3 SING N N 25 GJY C1 H4 SING N N 26 GJY C1 H5 SING N N 27 GJY C2 H6 SING N N 28 GJY C2 H7 SING N N 29 GJY C3 H8 SING N N 30 GJY C3 H9 SING N N 31 GJY C4 H10 SING N N 32 GJY C4 H11 SING N N 33 GJY C5 H12 SING N N 34 GJY C5 H13 SING N N 35 GJY C6 H14 SING N N 36 GJY C6 H15 SING N N 37 GJY C7 H16 SING N N 38 GJY C7 H17 SING N N 39 GJY C8 H18 SING N N 40 GJY C8 H19 SING N N 41 GJY C9 H20 SING N N 42 GJY C10 H21 SING N N 43 GJY C11 H22 SING N N 44 GJY C11 H23 SING N N 45 GJY C12 H24 SING N N 46 GJY C13 H25 SING N N 47 GJY C14 H26 SING N N 48 GJY C14 H27 SING N N 49 GJY C15 H28 SING N N 50 GJY C16 H29 SING N N 51 GJY C17 H30 SING N N 52 GJY C17 H31 SING N N 53 GJY C18 H32 SING N N 54 GJY C18 H33 SING N N 55 GJY C18 H34 SING N N 56 # # 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 GJY SMILES ACDLabs 12.01 "O=P(OC)(F)CCCCCCCC\C=C/C\C=C/C[C@H]=[C@H]CC" GJY InChI InChI 1.03 "InChI=1S/C19H34FO2P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(20,21)22-2/h4-5,7-8,10-11H,3,6,9,12-19H2,1-2H3/b5-4-,8-7-,11-10-/t23-/m0/s1" GJY InChIKey InChI 1.03 MEHJVKGETWKOKY-SINQZMEQSA-N GJY SMILES_CANONICAL CACTVS 3.385 "CC\C=C/C/C=C\C\C=C/CCCCCCCC[P@](F)(=O)OC" GJY SMILES CACTVS 3.385 "CCC=CCC=CCC=CCCCCCCCC[P](F)(=O)OC" GJY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC/C=C\C/C=C\C/C=C\CCCCCCCC[P@](=O)(OC)F" GJY SMILES "OpenEye OEToolkits" 2.0.6 "CCC=CCC=CCC=CCCCCCCCCP(=O)(OC)F" # # 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 GJY "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (S)-(9Z,12Z,15Z)-octadeca-9,12,15-trien-1-ylphosphonofluoridate" GJY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{Z},6~{Z},9~{Z})-18-[fluoranyl(methoxy)phosphoryl]octadeca-3,6,9-triene" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GJY "Create component" 2018-05-24 RCSB GJY "Modify name" 2018-05-24 RCSB GJY "Modify name" 2018-06-08 RCSB GJY "Initial release" 2019-03-27 RCSB GJY "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GJY _pdbx_chem_comp_synonyms.name "Methyl alpha-Linolenyl Fluorophosphonate (MLnFP)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##