data_9EC # _chem_comp.id 9EC _chem_comp.name "(1R,2R,4S,5S,7s)-7-({[4-fluoro-2-(thiophen-2-yl)phenyl]carbamoyl}oxy)-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]nonan-9-ium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 F N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2018-03-22 _chem_comp.pdbx_modified_date 2018-11-23 _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 389.464 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9EC _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 5ZHP _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 9EC C10 C1 C 0 1 Y N N 14.361 -43.490 240.685 -3.293 -0.116 -0.157 C10 9EC 1 9EC C11 C2 C 0 1 Y N N 15.198 -44.277 239.658 -3.271 1.358 -0.068 C11 9EC 2 9EC C12 C3 C 0 1 Y N N 15.027 -45.689 239.321 -3.908 2.199 -0.908 C12 9EC 3 9EC C13 C4 C 0 1 Y N N 16.119 -46.075 238.211 -3.738 3.538 -0.623 C13 9EC 4 9EC C14 C5 C 0 1 Y N N 16.911 -44.884 237.920 -2.970 3.797 0.439 C14 9EC 5 9EC C02 C6 C 0 1 N N N 13.978 -41.347 237.950 0.192 -0.808 0.537 C02 9EC 6 9EC C04 C7 C 0 1 Y N N 14.066 -42.134 240.496 -2.096 -0.843 -0.114 C04 9EC 7 9EC C05 C8 C 0 1 Y N N 13.303 -41.451 241.442 -2.127 -2.227 -0.191 C05 9EC 8 9EC C06 C9 C 0 1 Y N N 12.836 -42.115 242.577 -3.336 -2.887 -0.311 C06 9EC 9 9EC C07 C10 C 0 1 Y N N 13.131 -43.466 242.763 -4.523 -2.172 -0.355 C07 9EC 10 9EC C09 C11 C 0 1 Y N N 13.891 -44.150 241.819 -4.507 -0.793 -0.278 C09 9EC 11 9EC C17 C12 C 0 1 N N S 12.230 -42.283 236.574 2.499 -0.948 1.134 C17 9EC 12 9EC C18 C13 C 0 1 N N N 12.961 -42.881 235.346 3.180 -1.790 0.051 C18 9EC 13 9EC C19 C14 C 0 1 N N S 12.656 -44.332 235.139 3.841 -0.850 -0.969 C19 9EC 14 9EC C20 C15 C 0 1 N N S 13.191 -45.042 236.389 2.807 0.235 -1.352 C20 9EC 15 9EC C21 C16 C 0 1 N N R 12.086 -45.114 237.255 3.010 1.358 -0.313 C21 9EC 16 9EC C24 C17 C 0 1 N N N 10.965 -45.974 234.619 5.759 0.625 -1.204 C24 9EC 17 9EC C25 C18 C 0 1 N N N 10.465 -43.770 234.174 5.713 -1.011 0.572 C25 9EC 18 9EC C26 C19 C 0 1 N N R 10.928 -44.457 236.490 4.135 0.842 0.613 C26 9EC 19 9EC C27 C20 C 0 1 N N N 10.921 -43.028 236.932 3.509 0.033 1.737 C27 9EC 20 9EC F08 F1 F 0 1 N N N 12.680 -44.129 243.869 -5.698 -2.827 -0.472 F08 9EC 21 9EC N03 N1 N 0 1 N N N 14.553 -41.421 239.303 -0.873 -0.174 0.007 N03 9EC 22 9EC N23 N2 N 1 1 N N N 11.264 -44.605 235.120 4.907 -0.101 -0.252 N23 9EC 23 9EC O01 O1 O 0 1 N N N 14.258 -40.538 237.127 0.065 -1.921 1.007 O01 9EC 24 9EC O16 O2 O 0 1 N N N 13.033 -42.384 237.738 1.397 -0.206 0.547 O16 9EC 25 9EC O22 O3 O 0 1 N N N 12.744 -46.296 236.855 3.295 1.531 -1.703 O22 9EC 26 9EC S15 S1 S 0 1 Y N N 16.373 -43.720 238.805 -2.414 2.290 1.153 S15 9EC 27 9EC H37 H1 H 0 1 N N N 14.292 -46.357 239.746 -4.504 1.851 -1.739 H37 9EC 28 9EC H38 H2 H 0 1 N N N 16.246 -47.047 237.758 -4.192 4.319 -1.214 H38 9EC 29 9EC H39 H3 H 0 1 N N N 17.727 -44.821 237.215 -2.730 4.784 0.806 H39 9EC 30 9EC H34 H4 H 0 1 N N N 13.073 -40.406 241.296 -1.206 -2.789 -0.159 H34 9EC 31 9EC H35 H5 H 0 1 N N N 12.247 -41.584 243.310 -3.355 -3.965 -0.372 H35 9EC 32 9EC H36 H6 H 0 1 N N N 14.117 -45.196 241.966 -5.434 -0.239 -0.308 H36 9EC 33 9EC H28 H7 H 0 1 N N N 11.990 -41.231 236.363 2.118 -1.604 1.917 H28 9EC 34 9EC H40 H8 H 0 1 N N N 14.045 -42.767 235.493 3.939 -2.426 0.507 H40 9EC 35 9EC H41 H9 H 0 1 N N N 12.652 -42.325 234.448 2.437 -2.411 -0.450 H41 9EC 36 9EC H29 H10 H 0 1 N N N 13.162 -44.712 234.239 4.216 -1.387 -1.840 H29 9EC 37 9EC H30 H11 H 0 1 N N N 14.138 -44.650 236.789 1.829 -0.093 -1.704 H30 9EC 38 9EC H31 H12 H 0 1 N N N 12.220 -44.776 238.293 2.178 1.894 0.143 H31 9EC 39 9EC H43 H13 H 0 1 N N N 11.498 -46.714 235.234 6.193 -0.079 -1.914 H43 9EC 40 9EC H42 H14 H 0 1 N N N 9.882 -46.158 234.680 5.158 1.360 -1.741 H42 9EC 41 9EC H44 H15 H 0 1 N N N 11.294 -46.061 233.573 6.556 1.134 -0.663 H44 9EC 42 9EC H45 H16 H 0 1 N N N 10.590 -42.707 234.427 6.504 -0.448 1.068 H45 9EC 43 9EC H46 H17 H 0 1 N N N 10.814 -43.946 233.146 5.077 -1.481 1.322 H46 9EC 44 9EC H47 H18 H 0 1 N N N 9.402 -44.043 234.252 6.156 -1.779 -0.062 H47 9EC 45 9EC H32 H19 H 0 1 N N N 9.977 -44.950 236.739 4.754 1.657 0.989 H32 9EC 46 9EC H49 H20 H 0 1 N N N 10.079 -42.514 236.445 2.998 0.704 2.427 H49 9EC 47 9EC H48 H21 H 0 1 N N N 10.787 -42.998 238.023 4.283 -0.521 2.268 H48 9EC 48 9EC H33 H22 H 0 1 N N N 15.403 -40.910 239.432 -0.792 0.746 -0.290 H33 9EC 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 9EC C25 N23 SING N N 1 9EC C24 N23 SING N N 2 9EC N23 C19 SING N N 3 9EC N23 C26 SING N N 4 9EC C19 C18 SING N N 5 9EC C19 C20 SING N N 6 9EC C18 C17 SING N N 7 9EC C20 O22 SING N N 8 9EC C20 C21 SING N N 9 9EC C26 C27 SING N N 10 9EC C26 C21 SING N N 11 9EC C17 C27 SING N N 12 9EC C17 O16 SING N N 13 9EC O22 C21 SING N N 14 9EC O01 C02 DOUB N N 15 9EC O16 C02 SING N N 16 9EC C14 C13 DOUB Y N 17 9EC C14 S15 SING Y N 18 9EC C02 N03 SING N N 19 9EC C13 C12 SING Y N 20 9EC S15 C11 SING Y N 21 9EC N03 C04 SING N N 22 9EC C12 C11 DOUB Y N 23 9EC C11 C10 SING N N 24 9EC C04 C10 DOUB Y N 25 9EC C04 C05 SING Y N 26 9EC C10 C09 SING Y N 27 9EC C05 C06 DOUB Y N 28 9EC C09 C07 DOUB Y N 29 9EC C06 C07 SING Y N 30 9EC C07 F08 SING N N 31 9EC C12 H37 SING N N 32 9EC C13 H38 SING N N 33 9EC C14 H39 SING N N 34 9EC C05 H34 SING N N 35 9EC C06 H35 SING N N 36 9EC C09 H36 SING N N 37 9EC C17 H28 SING N N 38 9EC C18 H40 SING N N 39 9EC C18 H41 SING N N 40 9EC C19 H29 SING N N 41 9EC C20 H30 SING N N 42 9EC C21 H31 SING N N 43 9EC C24 H43 SING N N 44 9EC C24 H42 SING N N 45 9EC C24 H44 SING N N 46 9EC C25 H45 SING N N 47 9EC C25 H46 SING N N 48 9EC C25 H47 SING N N 49 9EC C26 H32 SING N N 50 9EC C27 H49 SING N N 51 9EC C27 H48 SING N N 52 9EC N03 H33 SING N N 53 # 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 9EC SMILES ACDLabs 12.01 "c1(cc(ccc1NC(=O)OC2CC3C4C(C(C2)[N+]3(C)C)O4)F)c5cccs5" 9EC InChI InChI 1.03 "InChI=1S/C20H21FN2O3S/c1-23(2)15-9-12(10-16(23)19-18(15)26-19)25-20(24)22-14-6-5-11(21)8-13(14)17-4-3-7-27-17/h3-8,12,15-16,18-19H,9-10H2,1-2H3/p+1/t12-,15-,16+,18-,19+" 9EC InChIKey InChI 1.03 YBYUWXNCRPKGOH-ADYDWEGLSA-O 9EC SMILES_CANONICAL CACTVS 3.385 "C[N+]1(C)[C@H]2C[C@@H](C[C@@H]1[C@H]3O[C@@H]23)OC(=O)Nc4ccc(F)cc4c5sccc5" 9EC SMILES CACTVS 3.385 "C[N+]1(C)[CH]2C[CH](C[CH]1[CH]3O[CH]23)OC(=O)Nc4ccc(F)cc4c5sccc5" 9EC SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[N+]1([C@@H]2CC(C[C@H]1[C@H]3[C@@H]2O3)OC(=O)Nc4ccc(cc4c5cccs5)F)C" 9EC SMILES "OpenEye OEToolkits" 2.0.6 "C[N+]1(C2CC(CC1C3C2O3)OC(=O)Nc4ccc(cc4c5cccs5)F)C" # 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 9EC "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2R,4S,5S,7s)-7-({[4-fluoro-2-(thiophen-2-yl)phenyl]carbamoyl}oxy)-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]nonan-9-ium" 9EC "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(1~{S},2~{S},4~{R},5~{R})-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0^{2,4}]nonan-7-yl] ~{N}-(4-fluoranyl-2-thiophen-2-yl-phenyl)carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9EC "Create component" 2018-03-22 RCSB 9EC "Initial release" 2018-11-28 RCSB #