data_7FA # _chem_comp.id 7FA _chem_comp.name "methyl (R)-(6Z,9Z,12Z)-octadeca-6,9,12-trien-1-ylphosphonofluoridate" _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 ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-14 _chem_comp.pdbx_modified_date 2016-03-28 _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 344.444 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 7FA _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 3TJM _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 7FA C1 C1 C 0 1 N N N 3.621 66.157 47.773 -4.988 -0.003 -0.734 C1 7FA 1 7FA P1 P1 P 0 1 N N R 3.259 66.318 46.027 -6.320 -1.053 -0.067 P1 7FA 2 7FA C2 C2 C 0 1 N N N 4.158 64.825 48.174 -4.081 0.458 0.409 C2 7FA 3 7FA O2 O1 O 0 1 N N N 2.604 67.719 45.696 -7.275 -1.538 -1.269 O2 7FA 4 7FA C3 C3 C 0 1 N N N 4.212 64.727 49.684 -2.962 1.339 -0.152 C3 7FA 5 7FA C4 C4 C 0 1 N N N 2.821 64.640 50.260 -2.055 1.799 0.991 C4 7FA 6 7FA C5 C5 C 0 1 N N N 2.843 64.371 51.736 -0.937 2.680 0.431 C5 7FA 7 7FA C6 C6 C 0 1 N N N 2.728 65.672 52.488 -0.043 3.134 1.557 C6 7FA 8 7FA C7 C7 C 0 1 N N N 2.281 65.781 53.755 1.252 2.954 1.479 C7 7FA 9 7FA C8 C8 C 0 1 N N N 1.828 64.626 54.602 1.866 2.443 0.200 C8 7FA 10 7FA C9 C9 C 0 1 N N N 0.786 65.132 55.563 2.963 3.378 -0.239 C9 7FA 11 7FA CM C10 C 0 1 N N N 1.190 67.927 45.702 -8.414 -2.376 -1.069 CM 7FA 12 7FA C10 C11 C 0 1 N N N 0.262 64.401 56.562 4.156 2.909 -0.506 C10 7FA 13 7FA C11 C12 C 0 1 N N N 0.660 62.985 56.838 4.392 1.421 -0.532 C11 7FA 14 7FA C12 C13 C 0 1 N N N 0.563 62.736 58.313 5.024 1.036 -1.844 C12 7FA 15 7FA C13 C14 C 0 1 N N N 0.619 61.489 58.803 6.135 0.341 -1.857 C13 7FA 16 7FA C14 C15 C 0 1 N N N 1.942 60.801 58.981 6.687 -0.222 -0.573 C14 7FA 17 7FA C15 C16 C 0 1 N N N 1.786 59.320 58.831 6.930 -1.724 -0.738 C15 7FA 18 7FA C16 C17 C 0 1 N N N 1.658 59.002 57.373 7.490 -2.296 0.566 C16 7FA 19 7FA C17 C18 C 0 1 N N N 0.334 58.340 57.169 7.734 -3.797 0.401 C17 7FA 20 7FA C18 C19 C 0 1 N N N 0.554 57.180 56.257 8.294 -4.369 1.705 C18 7FA 21 7FA O1 O2 O 0 1 N N N 2.410 65.064 45.545 -7.115 -0.278 0.912 O1 7FA 22 7FA F1 F1 F 0 1 N Y N 4.697 66.129 45.227 -5.654 -2.386 0.687 F1 7FA 23 7FA H1 H1 H 0 1 N N N 4.365 66.922 48.041 -4.402 -0.574 -1.455 H1 7FA 24 7FA H2 H2 H 0 1 N N N 2.692 66.336 48.334 -5.422 0.867 -1.226 H2 7FA 25 7FA H3 H3 H 0 1 N N N 3.503 64.034 47.780 -4.666 1.028 1.130 H3 7FA 26 7FA H4 H4 H 0 1 N N N 5.171 64.701 47.764 -3.646 -0.412 0.901 H4 7FA 27 7FA H5 H5 H 0 1 N N N 4.778 63.827 49.968 -2.377 0.768 -0.873 H5 7FA 28 7FA H6 H6 H 0 1 N N N 4.715 65.619 50.086 -3.397 2.209 -0.644 H6 7FA 29 7FA H7 H7 H 0 1 N N N 2.301 65.592 50.080 -2.640 2.370 1.712 H7 7FA 30 7FA H8 H8 H 0 1 N N N 2.278 63.825 49.758 -1.620 0.929 1.483 H8 7FA 31 7FA H9 H9 H 0 1 N N N 1.998 63.718 52.002 -0.351 2.110 -0.290 H9 7FA 32 7FA H10 H10 H 0 1 N N N 3.788 63.875 52.004 -1.371 3.550 -0.061 H10 7FA 33 7FA H11 H11 H 0 1 N N N 3.023 66.577 51.978 -0.471 3.608 2.428 H11 7FA 34 7FA H12 H12 H 0 1 N N N 2.246 66.768 54.192 1.880 3.171 2.330 H12 7FA 35 7FA H13 H13 H 0 1 N N N 1.396 63.842 53.963 2.281 1.449 0.368 H13 7FA 36 7FA H14 H14 H 0 1 N N N 2.682 64.215 55.160 1.101 2.391 -0.574 H14 7FA 37 7FA H15 H15 H 0 1 N N N 0.437 66.147 55.442 2.764 4.436 -0.334 H15 7FA 38 7FA H16 H16 H 0 1 N N N 0.972 68.974 45.443 -9.117 -1.881 -0.399 H16 7FA 39 7FA H17 H17 H 0 1 N N N 0.718 67.261 44.964 -8.898 -2.567 -2.027 H17 7FA 40 7FA H18 H18 H 0 1 N N N 0.791 67.706 46.703 -8.097 -3.321 -0.628 H18 7FA 41 7FA H19 H19 H 0 1 N N N -0.483 64.858 57.197 4.971 3.589 -0.707 H19 7FA 42 7FA H20 H20 H 0 1 N N N -0.014 62.300 56.302 5.056 1.144 0.287 H20 7FA 43 7FA H21 H21 H 0 1 N N N 1.694 62.819 56.502 3.441 0.900 -0.420 H21 7FA 44 7FA H22 H22 H 0 1 N N N 0.447 63.570 58.989 4.562 1.332 -2.774 H22 7FA 45 7FA H24 H24 H 0 1 N N N -0.293 60.976 59.071 6.656 0.172 -2.789 H24 7FA 46 7FA H26 H26 H 0 1 N N N 2.647 61.170 58.221 7.627 0.274 -0.333 H26 7FA 47 7FA H27 H27 H 0 1 N N N 2.334 61.024 59.984 5.972 -0.057 0.233 H27 7FA 48 7FA H28 H28 H 0 1 N N N 0.884 58.986 59.364 5.990 -2.220 -0.979 H28 7FA 49 7FA H29 H29 H 0 1 N N N 2.668 58.810 59.246 7.645 -1.889 -1.544 H29 7FA 50 7FA H30 H30 H 0 1 N N N 2.468 58.324 57.065 8.430 -1.799 0.806 H30 7FA 51 7FA H31 H31 H 0 1 N N N 1.709 59.928 56.781 6.775 -2.130 1.372 H31 7FA 52 7FA H32 H32 H 0 1 N N N -0.375 59.048 56.714 6.794 -4.294 0.160 H32 7FA 53 7FA H33 H33 H 0 1 N N N -0.065 57.991 58.133 8.449 -3.963 -0.405 H33 7FA 54 7FA H34 H34 H 0 1 N N N -0.402 56.664 56.082 9.234 -3.873 1.945 H34 7FA 55 7FA H35 H35 H 0 1 N N N 0.958 57.539 55.299 7.579 -4.204 2.511 H35 7FA 56 7FA H36 H36 H 0 1 N N N 1.268 56.482 56.718 8.467 -5.439 1.587 H36 7FA 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 7FA O1 P1 DOUB N N 1 7FA O2 CM SING N N 2 7FA O2 P1 SING N N 3 7FA P1 C1 SING N N 4 7FA C1 C2 SING N N 5 7FA C2 C3 SING N N 6 7FA C3 C4 SING N N 7 7FA C4 C5 SING N N 8 7FA C5 C6 SING N N 9 7FA C6 C7 DOUB N Z 10 7FA C7 C8 SING N N 11 7FA C8 C9 SING N N 12 7FA C9 C10 DOUB N Z 13 7FA C18 C17 SING N N 14 7FA C10 C11 SING N N 15 7FA C11 C12 SING N N 16 7FA C17 C16 SING N N 17 7FA C16 C15 SING N N 18 7FA C12 C13 DOUB N Z 19 7FA C13 C14 SING N N 20 7FA C15 C14 SING N N 21 7FA P1 F1 SING N N 22 7FA C1 H1 SING N N 23 7FA C1 H2 SING N N 24 7FA C2 H3 SING N N 25 7FA C2 H4 SING N N 26 7FA C3 H5 SING N N 27 7FA C3 H6 SING N N 28 7FA C4 H7 SING N N 29 7FA C4 H8 SING N N 30 7FA C5 H9 SING N N 31 7FA C5 H10 SING N N 32 7FA C6 H11 SING N N 33 7FA C7 H12 SING N N 34 7FA C8 H13 SING N N 35 7FA C8 H14 SING N N 36 7FA C9 H15 SING N N 37 7FA CM H16 SING N N 38 7FA CM H17 SING N N 39 7FA CM H18 SING N N 40 7FA C10 H19 SING N N 41 7FA C11 H20 SING N N 42 7FA C11 H21 SING N N 43 7FA C12 H22 SING N N 44 7FA C13 H24 SING N N 45 7FA C14 H26 SING N N 46 7FA C14 H27 SING N N 47 7FA C15 H28 SING N N 48 7FA C15 H29 SING N N 49 7FA C16 H30 SING N N 50 7FA C16 H31 SING N N 51 7FA C17 H32 SING N N 52 7FA C17 H33 SING N N 53 7FA C18 H34 SING N N 54 7FA C18 H35 SING N N 55 7FA C18 H36 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 7FA SMILES ACDLabs 12.01 "C(CCCC\C=C/C\C=C/C\C=C/CCCCC)P(F)(OC)=O" 7FA 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/h7-8,10-11,13-14H,3-6,9,12,15-19H2,1-2H3/b8-7?,11-10-,14-13-/t23-/m1/s1" 7FA InChIKey InChI 1.03 PYIHGLSRUVHCML-YMLCEXCJSA-N 7FA SMILES_CANONICAL CACTVS 3.385 "CCCCC\C=C/C/C=C\C\C=C/CCCCC[P@@](F)(=O)OC" 7FA SMILES CACTVS 3.385 "CCCCCC=CCC=CCC=CCCCCC[P](F)(=O)OC" 7FA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CCCCCC=CC/C=C\C/C=C\CCCCC[P@@](=O)(OC)F" 7FA SMILES "OpenEye OEToolkits" 2.0.4 "CCCCCC=CCC=CCC=CCCCCCP(=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 7FA "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (R)-(6Z,9Z,12Z)-octadeca-6,9,12-trien-1-ylphosphonofluoridate" 7FA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(6~{Z},9~{Z})-1-[fluoranyl(methoxy)phosphoryl]octadeca-6,9,12-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 7FA "Create component" 2011-09-14 RCSB 7FA "Modify formula" 2011-09-14 RCSB 7FA "Other modification" 2016-03-28 RCSB #