data_EF8 # _chem_comp.id EF8 _chem_comp.name "6-[[(3~{R},4~{R},5~{S})-4-acetamido-5-azanyl-3-pentan-3-yloxy-cyclohexen-1-yl]-oxidanyl-phosphoryl]oxyhexylimino-azanylidene-azanium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H37 N5 O5 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2018-03-16 _chem_comp.pdbx_modified_date 2019-01-18 _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 446.501 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EF8 _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 6G02 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 EF8 C4 C1 C 0 1 N N S 19.858 21.567 8.390 -4.256 -1.776 0.369 C4 EF8 1 EF8 C5 C2 C 0 1 N N R 21.326 21.891 8.423 -4.231 -0.359 -0.219 C5 EF8 2 EF8 C6 C3 C 0 1 N N R 21.462 23.354 8.219 -3.031 0.388 0.368 C6 EF8 3 EF8 C11 C4 C 0 1 N N N 23.399 19.638 6.231 -7.188 2.070 -0.287 C11 EF8 4 EF8 C7 C5 C 0 1 N N N 20.664 24.103 9.118 -1.791 -0.449 0.246 C7 EF8 5 EF8 C8 C6 C 0 1 N N N 23.566 24.041 7.254 -2.146 2.615 0.404 C8 EF8 6 EF8 C9 C7 C 0 1 N N N 23.054 25.245 6.410 -3.150 3.600 1.005 C9 EF8 7 EF8 C10 C8 C 0 1 N N N 22.832 20.218 7.505 -5.914 1.351 -0.645 C10 EF8 8 EF8 C3 C9 C 0 1 N N N 19.102 22.289 9.535 -3.041 -2.541 -0.160 C3 EF8 9 EF8 N8 N1 N 0 1 N N N 20.722 20.497 21.094 10.604 1.828 -1.082 N8 EF8 10 EF8 N7 N2 N 1 1 N N N 20.161 21.767 20.891 9.963 1.304 -0.322 N7 EF8 11 EF8 N6 N3 N 0 1 N N N 19.580 23.028 20.718 9.322 0.780 0.438 N6 EF8 12 EF8 C25 C10 C 0 1 N N N 20.129 23.918 19.633 7.905 1.129 0.568 C25 EF8 13 EF8 C24 C11 C 0 1 N N N 19.069 23.940 18.499 7.048 -0.108 0.292 C24 EF8 14 EF8 C23 C12 C 0 1 N N N 19.674 24.123 17.123 5.568 0.257 0.428 C23 EF8 15 EF8 C22 C13 C 0 1 N N N 18.557 24.137 16.036 4.711 -0.980 0.152 C22 EF8 16 EF8 C21 C14 C 0 1 N N N 19.276 24.232 14.708 3.231 -0.615 0.287 C21 EF8 17 EF8 C20 C15 C 0 1 N N N 18.314 24.354 13.523 2.374 -1.852 0.012 C20 EF8 18 EF8 OP3 O1 O 0 1 N N N 19.076 24.147 12.341 0.992 -1.512 0.138 OP3 EF8 19 EF8 P1 P1 P 0 1 N N N 18.608 24.632 10.900 -0.197 -2.574 -0.084 P1 EF8 20 EF8 OP2 O2 O 0 1 N N N 18.874 26.144 10.814 -0.120 -3.712 1.052 OP2 EF8 21 EF8 OP1 O3 O 0 1 N N N 17.098 24.388 10.736 -0.057 -3.199 -1.418 OP1 EF8 22 EF8 C2 C16 C 0 1 N N N 19.535 23.620 9.693 -1.796 -1.723 0.020 C2 EF8 23 EF8 N4 N4 N 0 1 N N N 19.590 20.116 8.406 -5.489 -2.460 -0.042 N4 EF8 24 EF8 N5 N5 N 0 1 N N N 22.020 21.208 7.301 -5.470 0.340 0.129 N5 EF8 25 EF8 O10 O4 O 0 1 N N N 23.141 19.798 8.619 -5.287 1.681 -1.629 O10 EF8 26 EF8 O7 O5 O 0 1 N N N 22.848 23.782 8.441 -2.846 1.615 -0.340 O7 EF8 27 EF8 C81 C17 C 0 1 N N N 25.021 24.244 7.630 -1.188 3.364 -0.524 C81 EF8 28 EF8 C82 C18 C 0 1 N N N 25.590 22.897 8.076 -0.119 2.400 -1.041 C82 EF8 29 EF8 C91 C19 C 0 1 N N N 23.148 26.550 7.153 -4.027 2.875 2.028 C91 EF8 30 EF8 H1 H1 H 0 1 N N N 19.458 21.967 7.447 -4.213 -1.721 1.457 H1 EF8 31 EF8 H2 H2 H 0 1 N N N 21.762 21.592 9.388 -4.134 -0.415 -1.303 H2 EF8 32 EF8 H3 H3 H 0 1 N N N 21.176 23.594 7.184 -3.218 0.602 1.420 H3 EF8 33 EF8 H4 H4 H 0 1 N N N 24.095 18.822 6.477 -7.384 2.850 -1.023 H4 EF8 34 EF8 H5 H5 H 0 1 N N N 22.580 19.246 5.610 -8.016 1.361 -0.280 H5 EF8 35 EF8 H6 H6 H 0 1 N N N 23.935 20.423 5.678 -7.087 2.520 0.701 H6 EF8 36 EF8 H7 H7 H 0 1 N N N 20.970 25.110 9.358 -0.836 0.043 0.353 H7 EF8 37 EF8 H8 H8 H 0 1 N N N 23.514 23.152 6.608 -1.578 2.141 1.205 H8 EF8 38 EF8 H9 H9 H 0 1 N N N 22.002 25.066 6.142 -2.613 4.411 1.497 H9 EF8 39 EF8 H10 H10 H 0 1 N N N 23.659 25.316 5.494 -3.777 4.009 0.213 H10 EF8 40 EF8 H11 H11 H 0 1 N N N 18.026 22.290 9.306 -2.940 -3.480 0.385 H11 EF8 41 EF8 H12 H12 H 0 1 N N N 19.276 21.744 10.475 -3.182 -2.755 -1.220 H12 EF8 42 EF8 H13 H13 H 0 1 N N N 20.324 20.034 21.886 10.684 1.469 -1.979 H13 EF8 43 EF8 H14 H14 H 0 1 N N N 21.080 23.514 19.256 7.711 1.488 1.578 H14 EF8 44 EF8 H15 H15 H 0 1 N N N 20.291 24.934 20.021 7.657 1.911 -0.150 H15 EF8 45 EF8 H16 H16 H 0 1 N N N 18.372 24.769 18.688 7.243 -0.468 -0.718 H16 EF8 46 EF8 H17 H17 H 0 1 N N N 18.519 22.988 18.516 7.297 -0.890 1.010 H17 EF8 47 EF8 H18 H18 H 0 1 N N N 20.368 23.294 16.919 5.374 0.616 1.438 H18 EF8 48 EF8 H19 H19 H 0 1 N N N 20.222 25.076 17.092 5.320 1.038 -0.290 H19 EF8 49 EF8 H20 H20 H 0 1 N N N 17.896 25.005 16.177 4.906 -1.340 -0.858 H20 EF8 50 EF8 H21 H21 H 0 1 N N N 17.963 23.212 16.085 4.960 -1.762 0.870 H21 EF8 51 EF8 H22 H22 H 0 1 N N N 19.887 23.328 14.573 3.037 -0.256 1.298 H22 EF8 52 EF8 H23 H23 H 0 1 N N N 19.929 25.117 14.724 2.983 0.166 -0.430 H23 EF8 53 EF8 H24 H24 H 0 1 N N N 17.859 25.356 13.508 2.569 -2.212 -0.998 H24 EF8 54 EF8 H25 H25 H 0 1 N N N 17.523 23.593 13.600 2.622 -2.634 0.730 H25 EF8 55 EF8 H26 H26 H 0 1 N N N 18.053 26.603 10.679 -0.205 -3.374 1.954 H26 EF8 56 EF8 H27 H27 H 0 1 N N N 18.603 19.959 8.383 -5.526 -3.395 0.334 H27 EF8 57 EF8 H28 H28 H 0 1 N N N 20.014 19.690 7.607 -6.304 -1.929 0.226 H28 EF8 58 EF8 H30 H30 H 0 1 N N N 21.857 21.520 6.365 -5.972 0.076 0.916 H30 EF8 59 EF8 H31 H31 H 0 1 N N N 25.582 24.616 6.760 -1.745 3.775 -1.366 H31 EF8 60 EF8 H32 H32 H 0 1 N N N 25.095 24.971 8.452 -0.710 4.176 0.025 H32 EF8 61 EF8 H33 H33 H 0 1 N N N 26.647 23.019 8.355 0.491 2.052 -0.207 H33 EF8 62 EF8 H34 H34 H 0 1 N N N 25.023 22.529 8.943 -0.600 1.547 -1.520 H34 EF8 63 EF8 H35 H35 H 0 1 N N N 25.509 22.174 7.251 0.514 2.913 -1.765 H35 EF8 64 EF8 H36 H36 H 0 1 N N N 22.775 27.364 6.514 -4.564 2.064 1.535 H36 EF8 65 EF8 H37 H37 H 0 1 N N N 22.541 26.495 8.069 -3.400 2.467 2.820 H37 EF8 66 EF8 H38 H38 H 0 1 N N N 24.197 26.745 7.420 -4.742 3.577 2.456 H38 EF8 67 # 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 EF8 C11 C10 SING N N 1 EF8 C9 C91 SING N N 2 EF8 C9 C8 SING N N 3 EF8 C8 C81 SING N N 4 EF8 C8 O7 SING N N 5 EF8 N5 C10 SING N N 6 EF8 N5 C5 SING N N 7 EF8 C10 O10 DOUB N N 8 EF8 C81 C82 SING N N 9 EF8 C6 C5 SING N N 10 EF8 C6 O7 SING N N 11 EF8 C6 C7 SING N N 12 EF8 C4 N4 SING N N 13 EF8 C4 C5 SING N N 14 EF8 C4 C3 SING N N 15 EF8 C7 C2 DOUB N N 16 EF8 C3 C2 SING N N 17 EF8 C2 P1 SING N N 18 EF8 OP1 P1 DOUB N N 19 EF8 OP2 P1 SING N N 20 EF8 P1 OP3 SING N N 21 EF8 OP3 C20 SING N N 22 EF8 C20 C21 SING N N 23 EF8 C21 C22 SING N N 24 EF8 C22 C23 SING N N 25 EF8 C23 C24 SING N N 26 EF8 C24 C25 SING N N 27 EF8 C25 N6 SING N N 28 EF8 N6 N7 DOUB N N 29 EF8 N7 N8 DOUB N N 30 EF8 C4 H1 SING N N 31 EF8 C5 H2 SING N N 32 EF8 C6 H3 SING N N 33 EF8 C11 H4 SING N N 34 EF8 C11 H5 SING N N 35 EF8 C11 H6 SING N N 36 EF8 C7 H7 SING N N 37 EF8 C8 H8 SING N N 38 EF8 C9 H9 SING N N 39 EF8 C9 H10 SING N N 40 EF8 C3 H11 SING N N 41 EF8 C3 H12 SING N N 42 EF8 N8 H13 SING N N 43 EF8 C25 H14 SING N N 44 EF8 C25 H15 SING N N 45 EF8 C24 H16 SING N N 46 EF8 C24 H17 SING N N 47 EF8 C23 H18 SING N N 48 EF8 C23 H19 SING N N 49 EF8 C22 H20 SING N N 50 EF8 C22 H21 SING N N 51 EF8 C21 H22 SING N N 52 EF8 C21 H23 SING N N 53 EF8 C20 H24 SING N N 54 EF8 C20 H25 SING N N 55 EF8 OP2 H26 SING N N 56 EF8 N4 H27 SING N N 57 EF8 N4 H28 SING N N 58 EF8 N5 H30 SING N N 59 EF8 C81 H31 SING N N 60 EF8 C81 H32 SING N N 61 EF8 C82 H33 SING N N 62 EF8 C82 H34 SING N N 63 EF8 C82 H35 SING N N 64 EF8 C91 H36 SING N N 65 EF8 C91 H37 SING N N 66 EF8 C91 H38 SING N N 67 # 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 EF8 InChI InChI 1.03 "InChI=1S/C19H36N5O5P/c1-4-15(5-2)29-18-13-16(12-17(20)19(18)23-14(3)25)30(26,27)28-11-9-7-6-8-10-22-24-21/h13,15,17-19,21H,4-12,20H2,1-3H3,(H-,23,25,26,27)/p+1/t17-,18+,19+/m0/s1" EF8 InChIKey InChI 1.03 SQYBSQHYIJSZEH-IPMKNSEASA-O EF8 SMILES_CANONICAL CACTVS 3.385 "CCC(CC)O[C@@H]1C=C(C[C@H](N)[C@H]1NC(C)=O)[P](O)(=O)OCCCCCCN=[N+]=N" EF8 SMILES CACTVS 3.385 "CCC(CC)O[CH]1C=C(C[CH](N)[CH]1NC(C)=O)[P](O)(=O)OCCCCCCN=[N+]=N" EF8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(CC)O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)N)P(=O)(O)OCCCCCCN=[N+]=N" EF8 SMILES "OpenEye OEToolkits" 2.0.6 "CCC(CC)OC1C=C(CC(C1NC(=O)C)N)P(=O)(O)OCCCCCCN=[N+]=N" # 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 EF8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-[[(3~{R},4~{R},5~{S})-4-acetamido-5-azanyl-3-pentan-3-yloxy-cyclohexen-1-yl]-oxidanyl-phosphoryl]oxyhexylimino-azanylidene-azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EF8 "Create component" 2018-03-16 EBI EF8 "Initial release" 2019-01-23 RCSB #