data_TO4 # _chem_comp.id TO4 _chem_comp.name "propan-2-yl (R)-dodec-11-en-1-ylphosphonofluoridate" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H30 F O2 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "11-dodecenyl-phosphonofluoridic acid 1-methylethyl ester" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-03-25 _chem_comp.pdbx_modified_date 2020-06-17 _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 292.370 _chem_comp.one_letter_code ? _chem_comp.three_letter_code TO4 _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 4X91 _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 TO4 P1 P1 P 0 1 N N R -0.075 -17.894 21.373 4.219 0.163 0.264 P1 TO4 1 TO4 O1 O1 O 0 1 N N N -0.094 -16.411 21.191 4.224 -0.182 1.703 O1 TO4 2 TO4 O2 O2 O 0 1 N N N 1.041 -18.710 20.611 5.505 -0.492 -0.450 O2 TO4 3 TO4 CM C1 C 0 1 N N N 1.925 -18.404 19.487 6.847 -0.187 -0.067 CM TO4 4 TO4 CM2 C2 C 0 1 N N N 1.126 -18.462 18.235 7.552 -1.467 0.387 CM2 TO4 5 TO4 CM1 C3 C 0 1 N N N 3.043 -19.412 19.496 7.595 0.411 -1.260 CM1 TO4 6 TO4 C1 C4 C 0 1 N N N -0.317 -18.487 23.023 2.700 -0.481 -0.511 C1 TO4 7 TO4 C2 C5 C 0 1 N N N 0.673 -19.521 23.554 1.478 0.142 0.167 C2 TO4 8 TO4 C3 C6 C 0 1 N N N 1.439 -19.039 24.796 0.203 -0.399 -0.483 C3 TO4 9 TO4 C4 C7 C 0 1 N N N 2.770 -19.740 25.056 -1.019 0.224 0.195 C4 TO4 10 TO4 C5 C8 C 0 1 N N N 3.805 -18.809 25.684 -2.294 -0.317 -0.455 C5 TO4 11 TO4 C6 C9 C 0 1 N N N 5.236 -19.275 25.547 -3.516 0.306 0.223 C6 TO4 12 TO4 C7 C10 C 0 1 N N N 6.199 -18.179 25.091 -4.791 -0.235 -0.428 C7 TO4 13 TO4 C8 C11 C 0 1 N N N 7.019 -18.534 23.872 -6.013 0.388 0.250 C8 TO4 14 TO4 C9 C12 C 0 1 N N N 8.323 -17.765 23.793 -7.288 -0.153 -0.400 C9 TO4 15 TO4 C10 C13 C 0 1 N N N 8.349 -16.446 24.593 -8.510 0.470 0.278 C10 TO4 16 TO4 C11 C14 C 0 1 N N N 9.043 -15.270 23.898 -9.766 -0.063 -0.362 C11 TO4 17 TO4 C12 C15 C 0 1 N N N 8.447 -14.128 23.500 -10.687 -0.631 0.376 C12 TO4 18 TO4 H2 H2 H 0 1 N N N 2.346 -17.395 19.607 6.837 0.532 0.753 H2 TO4 19 TO4 H3 H3 H 0 1 N N N 0.324 -17.710 18.276 7.562 -2.186 -0.432 H3 TO4 20 TO4 H4 H4 H 0 1 N N N 1.779 -18.256 17.374 8.576 -1.234 0.679 H4 TO4 21 TO4 H5 H5 H 0 1 N N N 0.684 -19.464 18.129 7.019 -1.893 1.238 H5 TO4 22 TO4 H6 H6 H 0 1 N N N 3.603 -19.331 20.439 7.093 1.323 -1.584 H6 TO4 23 TO4 H7 H7 H 0 1 N N N 2.624 -20.425 19.405 8.619 0.643 -0.968 H7 TO4 24 TO4 H8 H8 H 0 1 N N N 3.719 -19.217 18.650 7.606 -0.308 -2.079 H8 TO4 25 TO4 H9 H9 H 0 1 N N N -0.276 -17.617 23.695 2.697 -0.227 -1.571 H9 TO4 26 TO4 H10 H10 H 0 1 N N N -1.319 -18.938 23.067 2.666 -1.565 -0.397 H10 TO4 27 TO4 H11 H11 H 0 1 N N N 0.119 -20.434 23.817 1.482 -0.112 1.227 H11 TO4 28 TO4 H12 H12 H 0 1 N N N 1.400 -19.749 22.761 1.512 1.225 0.053 H12 TO4 29 TO4 H13 H13 H 0 1 N N N 1.639 -17.964 24.676 0.200 -0.145 -1.543 H13 TO4 30 TO4 H14 H14 H 0 1 N N N 0.795 -19.196 25.674 0.169 -1.483 -0.369 H14 TO4 31 TO4 H15 H15 H 0 1 N N N 2.597 -20.586 25.737 -1.015 -0.030 1.255 H15 TO4 32 TO4 H16 H16 H 0 1 N N N 3.165 -20.114 24.100 -0.985 1.307 0.081 H16 TO4 33 TO4 H17 H17 H 0 1 N N N 3.717 -17.824 25.202 -2.297 -0.063 -1.515 H17 TO4 34 TO4 H18 H18 H 0 1 N N N 3.576 -18.715 26.756 -2.328 -1.401 -0.341 H18 TO4 35 TO4 H19 H19 H 0 1 N N N 5.266 -20.092 24.811 -3.513 0.052 1.283 H19 TO4 36 TO4 H20 H20 H 0 1 N N N 5.574 -19.650 26.524 -3.482 1.389 0.109 H20 TO4 37 TO4 H21 H21 H 0 1 N N N 6.890 -17.962 25.919 -4.794 0.019 -1.487 H21 TO4 38 TO4 H22 H22 H 0 1 N N N 5.611 -17.279 24.859 -4.825 -1.319 -0.314 H22 TO4 39 TO4 H23 H23 H 0 1 N N N 6.425 -18.312 22.973 -6.010 0.133 1.310 H23 TO4 40 TO4 H24 H24 H 0 1 N N N 7.247 -19.610 23.904 -5.979 1.471 0.137 H24 TO4 41 TO4 H25 H25 H 0 1 N N N 9.125 -18.413 24.176 -7.291 0.101 -1.460 H25 TO4 42 TO4 H26 H26 H 0 1 N N N 8.516 -17.528 22.736 -7.322 -1.237 -0.286 H26 TO4 43 TO4 H27 H27 H 0 1 N N N 7.309 -16.153 24.798 -8.507 0.215 1.338 H27 TO4 44 TO4 H28 H28 H 0 1 N N N 8.871 -16.635 25.543 -8.476 1.553 0.164 H28 TO4 45 TO4 H29 H29 H 0 1 N N N 10.102 -15.364 23.711 -9.906 0.023 -1.430 H29 TO4 46 TO4 H30 H30 H 0 1 N N N 9.027 -13.356 23.017 -10.547 -0.717 1.443 H30 TO4 47 TO4 H31 H31 H 0 1 N N N 7.389 -13.985 23.665 -11.587 -1.013 -0.083 H31 TO4 48 TO4 F1 F1 F 0 1 N Y N -1.345 -18.479 20.639 4.272 1.824 0.089 F1 TO4 49 # # 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 TO4 CM2 CM SING N N 1 TO4 CM CM1 SING N N 2 TO4 CM O2 SING N N 3 TO4 O2 P1 SING N N 4 TO4 O1 P1 DOUB N N 5 TO4 P1 C1 SING N N 6 TO4 C1 C2 SING N N 7 TO4 C12 C11 DOUB N N 8 TO4 C2 C3 SING N N 9 TO4 C9 C8 SING N N 10 TO4 C9 C10 SING N N 11 TO4 C8 C7 SING N N 12 TO4 C11 C10 SING N N 13 TO4 C3 C4 SING N N 14 TO4 C4 C5 SING N N 15 TO4 C7 C6 SING N N 16 TO4 C6 C5 SING N N 17 TO4 CM H2 SING N N 18 TO4 CM2 H3 SING N N 19 TO4 CM2 H4 SING N N 20 TO4 CM2 H5 SING N N 21 TO4 CM1 H6 SING N N 22 TO4 CM1 H7 SING N N 23 TO4 CM1 H8 SING N N 24 TO4 C1 H9 SING N N 25 TO4 C1 H10 SING N N 26 TO4 C2 H11 SING N N 27 TO4 C2 H12 SING N N 28 TO4 C3 H13 SING N N 29 TO4 C3 H14 SING N N 30 TO4 C4 H15 SING N N 31 TO4 C4 H16 SING N N 32 TO4 C5 H17 SING N N 33 TO4 C5 H18 SING N N 34 TO4 C6 H19 SING N N 35 TO4 C6 H20 SING N N 36 TO4 C7 H21 SING N N 37 TO4 C7 H22 SING N N 38 TO4 C8 H23 SING N N 39 TO4 C8 H24 SING N N 40 TO4 C9 H25 SING N N 41 TO4 C9 H26 SING N N 42 TO4 C10 H27 SING N N 43 TO4 C10 H28 SING N N 44 TO4 C11 H29 SING N N 45 TO4 C12 H30 SING N N 46 TO4 C12 H31 SING N N 47 TO4 P1 F1 SING N N 48 # # 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 TO4 SMILES ACDLabs 12.01 "P(CCCCCCCCCC[C@H]=C)(F)(=O)OC(C)C" TO4 InChI InChI 1.03 "InChI=1S/C15H30FO2P/c1-4-5-6-7-8-9-10-11-12-13-14-19(16,17)18-15(2)3/h4,15H,1,5-14H2,2-3H3/t19-/m1/s1" TO4 InChIKey InChI 1.03 HAGAHLUSUUTRJV-LJQANCHMSA-N TO4 SMILES_CANONICAL CACTVS 3.385 "CC(C)O[P@](F)(=O)CCCCCCCCCCC=C" TO4 SMILES CACTVS 3.385 "CC(C)O[P](F)(=O)CCCCCCCCCCC=C" TO4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)O[P@](=O)(CCCCCCCCCCC=C)F" TO4 SMILES "OpenEye OEToolkits" 2.0.7 "CC(C)OP(=O)(CCCCCCCCCCC=C)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 TO4 "SYSTEMATIC NAME" ACDLabs 12.01 "propan-2-yl (R)-dodec-11-en-1-ylphosphonofluoridate" TO4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "12-[fluoranyl(propan-2-yloxy)phosphoryl]dodec-1-ene" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site TO4 "Create component" 2020-03-25 RCSB TO4 "Initial release" 2020-04-08 RCSB TO4 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id TO4 _pdbx_chem_comp_synonyms.name "11-dodecenyl-phosphonofluoridic acid 1-methylethyl ester" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##