data_A4S # _chem_comp.id A4S _chem_comp.name "(2E,6E)-3,7-dimethyl-8-(phenylamino)octa-2,6-dien-1-yl trihydrogen diphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H25 N O7 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "anilinogeranyl diphosphate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-04 _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 405.320 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A4S _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 4RNQ _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 A4S C01 C01 C 0 1 Y N N 25.510 76.915 13.389 -7.330 -1.571 -1.433 C01 A4S 1 A4S C02 C02 C 0 1 Y N N 26.117 78.037 12.817 -8.629 -1.936 -1.728 C02 A4S 2 A4S C03 C03 C 0 1 Y N N 26.217 79.245 13.523 -9.652 -1.628 -0.850 C03 A4S 3 A4S C04 C04 C 0 1 Y N N 25.802 79.291 14.823 -9.378 -0.954 0.326 C04 A4S 4 A4S C05 C05 C 0 1 Y N N 25.286 78.156 15.435 -8.082 -0.586 0.627 C05 A4S 5 A4S C06 C06 C 0 1 Y N N 25.086 76.970 14.694 -7.052 -0.894 -0.253 C06 A4S 6 A4S N07 N07 N 0 1 N N N 24.385 75.814 15.288 -5.739 -0.528 0.052 N07 A4S 7 A4S C08 C08 C 0 1 N N N 23.927 75.845 16.660 -5.447 0.186 1.297 C08 A4S 8 A4S C09 C09 C 0 1 N N N 22.680 76.794 16.861 -3.968 0.460 1.384 C09 A4S 9 A4S C10 C10 C 0 1 N N N 21.680 77.001 15.912 -3.490 1.611 0.979 C10 A4S 10 A4S C11 C11 C 0 1 N N N 21.083 78.396 15.672 -2.001 1.836 0.937 C11 A4S 11 A4S C12 C12 C 0 1 N N N 22.111 79.422 15.113 -1.594 2.294 -0.465 C12 A4S 12 A4S C13 C13 C 0 1 N N N 22.254 79.409 13.575 -0.104 2.518 -0.508 C13 A4S 13 A4S C14 C14 C 0 1 N N N 22.946 80.417 12.950 0.690 1.566 -0.928 C14 A4S 14 A4S C15 C15 C 0 1 N N N 23.507 80.175 11.550 2.180 1.790 -0.971 C15 A4S 15 A4S O16 O16 O 0 1 N N N 22.596 80.494 10.550 2.849 0.649 -0.432 O16 A4S 16 A4S P17 P17 P 0 1 N N N 22.929 81.883 9.794 4.452 0.543 -0.321 P17 A4S 17 A4S O18 O18 O 0 1 N N N 21.718 82.327 8.962 4.993 1.655 0.710 O18 A4S 18 A4S O19 O19 O 0 1 N N N 23.277 82.884 10.998 4.858 -0.922 0.208 O19 A4S 19 A4S O20 O20 O 0 1 N N N 24.099 81.637 8.880 5.055 0.771 -1.654 O20 A4S 20 A4S P21 P21 P 0 1 N N N 23.818 84.411 11.087 6.235 -1.757 0.244 P21 A4S 21 A4S O22 O22 O 0 1 N N N 22.723 85.406 10.983 6.575 -2.295 -1.235 O22 A4S 22 A4S O23 O23 O 0 1 N N N 24.977 84.656 10.023 7.331 -0.880 0.714 O23 A4S 23 A4S O24 O24 O 0 1 N N N 24.301 84.711 12.505 6.079 -3.006 1.248 O24 A4S 24 A4S C25 C25 C 0 1 N N N 22.190 78.080 12.771 0.472 3.839 -0.066 C25 A4S 25 A4S C26 C26 C 0 1 N N N 22.505 77.558 18.177 -3.038 -0.589 1.937 C26 A4S 26 A4S H1 H1 H 0 1 N N N 25.376 76.013 12.810 -6.531 -1.816 -2.117 H1 A4S 27 A4S H2 H2 H 0 1 N N N 26.515 77.973 11.815 -8.846 -2.463 -2.646 H2 A4S 28 A4S H3 H3 H 0 1 N N N 26.617 80.127 13.045 -10.667 -1.914 -1.084 H3 A4S 29 A4S H4 H4 H 0 1 N N N 25.875 80.215 15.378 -10.180 -0.715 1.010 H4 A4S 30 A4S H5 H5 H 0 1 N N N 25.036 78.180 16.485 -7.869 -0.060 1.546 H5 A4S 31 A4S H6 H6 H 0 1 N N N 23.577 75.650 14.722 -5.020 -0.747 -0.562 H6 A4S 32 A4S H7 H7 H 0 1 N N N 23.646 74.825 16.961 -5.993 1.129 1.311 H7 A4S 33 A4S H8 H8 H 0 1 N N N 24.749 76.202 17.298 -5.754 -0.425 2.146 H8 A4S 34 A4S H10 H10 H 0 1 N N N 21.318 76.164 15.334 -4.164 2.398 0.675 H10 A4S 35 A4S H12 H12 H 0 1 N N N 20.694 78.778 16.628 -1.728 2.602 1.663 H12 A4S 36 A4S H13 H13 H 0 1 N N N 20.257 78.302 14.951 -1.486 0.906 1.179 H13 A4S 37 A4S H14 H14 H 0 1 N N N 23.094 79.198 15.552 -1.866 1.528 -1.191 H14 A4S 38 A4S H15 H15 H 0 1 N N N 21.794 80.429 15.420 -2.108 3.224 -0.707 H15 A4S 39 A4S H17 H17 H 0 1 N N N 23.092 81.368 13.441 0.278 0.619 -1.245 H17 A4S 40 A4S H19 H19 H 0 1 N N N 23.776 79.113 11.456 2.495 1.942 -2.003 H19 A4S 41 A4S H20 H20 H 0 1 N N N 24.407 80.794 11.418 2.431 2.671 -0.380 H20 A4S 42 A4S H21 H21 H 0 1 N N N 21.958 82.355 8.043 4.639 1.567 1.605 H21 A4S 43 A4S H22 H22 H 0 1 N N N 22.918 86.021 10.285 5.898 -2.877 -1.606 H22 A4S 44 A4S H23 H23 H 0 1 N N N 25.209 84.989 12.479 6.872 -3.554 1.319 H23 A4S 45 A4S H24 H24 H 0 1 N N N 21.620 77.332 13.342 0.691 3.801 1.001 H24 A4S 46 A4S H25 H25 H 0 1 N N N 21.694 78.259 11.806 1.389 4.039 -0.619 H25 A4S 47 A4S H26 H26 H 0 1 N N N 23.210 77.708 12.596 -0.250 4.633 -0.260 H26 A4S 48 A4S H27 H27 H 0 1 N N N 23.343 77.325 18.851 -2.615 -1.168 1.117 H27 A4S 49 A4S H28 H28 H 0 1 N N N 22.488 78.639 17.974 -2.235 -0.105 2.493 H28 A4S 50 A4S H29 H29 H 0 1 N N N 21.559 77.259 18.651 -3.592 -1.251 2.602 H29 A4S 51 # # 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 A4S O20 P17 DOUB N N 1 A4S O18 P17 SING N N 2 A4S P17 O16 SING N N 3 A4S P17 O19 SING N N 4 A4S O23 P21 DOUB N N 5 A4S O16 C15 SING N N 6 A4S O22 P21 SING N N 7 A4S O19 P21 SING N N 8 A4S P21 O24 SING N N 9 A4S C15 C14 SING N N 10 A4S C25 C13 SING N N 11 A4S C02 C01 DOUB Y N 12 A4S C02 C03 SING Y N 13 A4S C14 C13 DOUB N E 14 A4S C01 C06 SING Y N 15 A4S C03 C04 DOUB Y N 16 A4S C13 C12 SING N N 17 A4S C06 N07 SING N N 18 A4S C06 C05 DOUB Y N 19 A4S C04 C05 SING Y N 20 A4S C12 C11 SING N N 21 A4S N07 C08 SING N N 22 A4S C11 C10 SING N N 23 A4S C10 C09 DOUB N E 24 A4S C08 C09 SING N N 25 A4S C09 C26 SING N N 26 A4S C01 H1 SING N N 27 A4S C02 H2 SING N N 28 A4S C03 H3 SING N N 29 A4S C04 H4 SING N N 30 A4S C05 H5 SING N N 31 A4S N07 H6 SING N N 32 A4S C08 H7 SING N N 33 A4S C08 H8 SING N N 34 A4S C10 H10 SING N N 35 A4S C11 H12 SING N N 36 A4S C11 H13 SING N N 37 A4S C12 H14 SING N N 38 A4S C12 H15 SING N N 39 A4S C14 H17 SING N N 40 A4S C15 H19 SING N N 41 A4S C15 H20 SING N N 42 A4S O18 H21 SING N N 43 A4S O22 H22 SING N N 44 A4S O24 H23 SING N N 45 A4S C25 H24 SING N N 46 A4S C25 H25 SING N N 47 A4S C25 H26 SING N N 48 A4S C26 H27 SING N N 49 A4S C26 H28 SING N N 50 A4S C26 H29 SING N N 51 # # 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 A4S SMILES ACDLabs 12.01 "O=P(O)(O)OP(=O)(O)OC/C=C(\C)CC/C=C(/CNc1ccccc1)C" A4S InChI InChI 1.03 "InChI=1S/C16H25NO7P2/c1-14(11-12-23-26(21,22)24-25(18,19)20)7-6-8-15(2)13-17-16-9-4-3-5-10-16/h3-5,8-11,17H,6-7,12-13H2,1-2H3,(H,21,22)(H2,18,19,20)/b14-11+,15-8+" A4S InChIKey InChI 1.03 HODAIPJPJAZJEY-GGQZXFEVSA-N A4S SMILES_CANONICAL CACTVS 3.385 "CC(\CC\C=C(C)\CNc1ccccc1)=C/CO[P](O)(=O)O[P](O)(O)=O" A4S SMILES CACTVS 3.385 "CC(CCC=C(C)CNc1ccccc1)=CCO[P](O)(=O)O[P](O)(O)=O" A4S SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C/C(=C\COP(=O)(O)OP(=O)(O)O)/CCC=C(C)CNc1ccccc1" A4S SMILES "OpenEye OEToolkits" 1.7.6 "CC(=CCOP(=O)(O)OP(=O)(O)O)CCC=C(C)CNc1ccccc1" # # 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 A4S "SYSTEMATIC NAME" ACDLabs 12.01 "(2E,6E)-3,7-dimethyl-8-(phenylamino)octa-2,6-dien-1-yl trihydrogen diphosphate" A4S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2E)-3,7-dimethyl-8-phenylazanyl-octa-2,6-dienyl] phosphono hydrogen phosphate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A4S "Create component" 2014-11-04 RCSB A4S "Initial release" 2015-05-06 RCSB A4S "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id A4S _pdbx_chem_comp_synonyms.name "anilinogeranyl diphosphate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##