data_M14 # _chem_comp.id M14 _chem_comp.name "2-[3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]-N-(2-chloro-4-sulfamoylphenyl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H14 Cl3 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-[4-(aminosulfonyl)-2-chlorophenyl]-2-[3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]acetamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-07 _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 526.777 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M14 _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 3C6T _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 M14 C C C 0 1 Y N N 6.237 9.460 14.260 3.769 0.676 -0.236 C M14 1 M14 C1 C1 C 0 1 Y N N 6.329 8.754 13.055 3.713 -0.653 -0.633 C1 M14 2 M14 C2 C2 C 0 1 Y N N 6.412 7.364 13.047 4.846 -1.441 -0.569 C2 M14 3 M14 C3 C3 C 0 1 Y N N 6.398 6.694 14.271 6.036 -0.907 -0.111 C3 M14 4 M14 C4 C4 C 0 1 Y N N 6.318 7.387 15.469 6.096 0.417 0.287 C4 M14 5 M14 C5 C5 C 0 1 Y N N 6.221 8.765 15.440 4.966 1.210 0.225 C5 M14 6 M14 C6 C6 C 0 1 Y N N 9.996 12.282 16.974 -4.595 1.493 -0.064 C6 M14 7 M14 C7 C7 C 0 1 Y N N 10.973 12.590 16.071 -4.649 2.879 -0.102 C7 M14 8 M14 C8 C8 C 0 1 Y N N 10.563 13.114 14.870 -3.480 3.616 -0.162 C8 M14 9 M14 C9 C9 C 0 1 Y N N 9.195 13.339 14.559 -2.256 2.973 -0.184 C9 M14 10 M14 C10 C10 C 0 1 Y N N 8.201 13.008 15.497 -2.198 1.587 -0.146 C10 M14 11 M14 C11 C11 C 0 1 Y N N 8.637 12.466 16.708 -3.369 0.847 -0.085 C11 M14 12 M14 C12 C12 C 0 1 Y N N 10.040 12.249 21.699 -5.781 -2.784 -0.798 C12 M14 13 M14 C13 C13 C 0 1 Y N N 10.136 11.649 20.457 -5.884 -1.411 -0.938 C13 M14 14 M14 C14 C14 C 0 1 Y N N 10.327 12.421 19.329 -5.642 -0.577 0.146 C14 M14 15 M14 C15 C15 C 0 1 Y N N 10.420 13.794 19.425 -5.297 -1.118 1.373 C15 M14 16 M14 C16 C16 C 0 1 Y N N 10.302 14.361 20.685 -5.192 -2.502 1.517 C16 M14 17 M14 C17 C17 C 0 1 Y N N 10.129 13.619 21.842 -5.438 -3.333 0.422 C17 M14 18 M14 CL CL CL 0 0 N N N 9.816 11.285 23.113 -6.093 -3.819 -2.156 CL M14 19 M14 O O O 0 1 N N N 10.445 11.750 18.142 -5.744 0.770 0.001 O M14 20 M14 CL1 CL1 CL 0 0 N N N 11.872 13.530 13.798 -3.550 5.350 -0.211 CL1 M14 21 M14 O19 O19 O 0 1 N N N 6.811 13.106 15.451 -0.995 0.956 -0.168 O19 M14 22 M14 C20 C20 C 0 1 N N N 6.094 13.203 14.227 0.170 1.781 -0.231 C20 M14 23 M14 C21 C21 C 0 1 N N N 6.169 11.852 13.542 1.401 0.913 -0.247 C21 M14 24 M14 N N N 0 1 N N N 6.156 10.848 14.468 2.624 1.477 -0.305 N M14 25 M14 O22 O22 O 0 1 N N N 6.285 11.701 12.345 1.292 -0.294 -0.208 O22 M14 26 M14 S S S 0 1 N N N 6.549 4.922 14.380 7.479 -1.915 -0.031 S M14 27 M14 N23 N23 N 0 1 N N N 5.551 4.336 13.124 8.259 -1.770 -1.485 N23 M14 28 M14 O24 O24 O 0 1 N N N 7.968 4.791 14.033 8.329 -1.322 0.941 O24 M14 29 M14 O25 O25 O 0 1 N N N 6.043 4.528 15.687 7.025 -3.259 0.049 O25 M14 30 M14 CL2 CL2 CL 0 0 N N N 6.086 9.677 16.907 5.043 2.871 0.723 CL2 M14 31 M14 C27 C27 C 0 1 N N N 10.406 15.724 20.813 -4.835 -3.068 2.783 C27 M14 32 M14 N28 N28 N 0 1 N N N 10.584 16.780 21.136 -4.551 -3.517 3.787 N28 M14 33 M14 H1 H1 H 0 1 N N N 6.336 9.294 12.120 2.783 -1.071 -0.991 H1 M14 34 M14 H2 H2 H 0 1 N N N 6.485 6.819 12.118 4.802 -2.474 -0.878 H2 M14 35 M14 H4 H4 H 0 1 N N N 6.331 6.858 16.410 7.027 0.831 0.645 H4 M14 36 M14 H7 H7 H 0 1 N N N 12.018 12.429 16.291 -5.604 3.383 -0.086 H7 M14 37 M14 H9 H9 H 0 1 N N N 8.919 13.763 13.605 -1.344 3.550 -0.232 H9 M14 38 M14 H11 H11 H 0 1 N N N 7.909 12.183 17.454 -3.325 -0.232 -0.055 H11 M14 39 M14 H13 H13 H 0 1 N N N 10.061 10.575 20.369 -6.153 -0.987 -1.894 H13 M14 40 M14 H15 H15 H 0 1 N N N 10.579 14.406 18.549 -5.108 -0.470 2.216 H15 M14 41 M14 H17 H17 H 0 1 N N N 10.067 14.091 22.811 -5.358 -4.405 0.529 H17 M14 42 M14 H20 H20 H 0 1 N N N 5.045 13.469 14.424 0.139 2.385 -1.138 H20 M14 43 M14 H20A H20A H 0 0 N N N 6.530 13.984 13.587 0.198 2.437 0.640 H20A M14 44 M14 HN HN H 0 1 N N N 6.078 11.139 15.422 2.710 2.440 -0.394 HN M14 45 M14 HN23 HN23 H 0 0 N N N 4.618 4.221 13.465 7.889 -1.202 -2.179 HN23 M14 46 M14 HN2A HN2A H 0 0 N N N 5.551 4.989 12.366 9.085 -2.254 -1.643 HN2A M14 47 # # 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 M14 C C1 DOUB Y N 1 M14 C C5 SING Y N 2 M14 C N SING N N 3 M14 C1 C2 SING Y N 4 M14 C2 C3 DOUB Y N 5 M14 C3 C4 SING Y N 6 M14 C3 S SING N N 7 M14 C4 C5 DOUB Y N 8 M14 C5 CL2 SING N N 9 M14 C6 C7 DOUB Y N 10 M14 C6 C11 SING Y N 11 M14 C6 O SING N N 12 M14 C7 C8 SING Y N 13 M14 C8 C9 DOUB Y N 14 M14 C8 CL1 SING N N 15 M14 C9 C10 SING Y N 16 M14 C10 C11 DOUB Y N 17 M14 C10 O19 SING N N 18 M14 C12 C13 DOUB Y N 19 M14 C12 C17 SING Y N 20 M14 C12 CL SING N N 21 M14 C13 C14 SING Y N 22 M14 C14 C15 DOUB Y N 23 M14 C14 O SING N N 24 M14 C15 C16 SING Y N 25 M14 C16 C17 DOUB Y N 26 M14 C16 C27 SING N N 27 M14 O19 C20 SING N N 28 M14 C20 C21 SING N N 29 M14 C21 N SING N N 30 M14 C21 O22 DOUB N N 31 M14 S N23 SING N N 32 M14 S O24 DOUB N N 33 M14 S O25 DOUB N N 34 M14 C27 N28 TRIP N N 35 M14 C1 H1 SING N N 36 M14 C2 H2 SING N N 37 M14 C4 H4 SING N N 38 M14 C7 H7 SING N N 39 M14 C9 H9 SING N N 40 M14 C11 H11 SING N N 41 M14 C13 H13 SING N N 42 M14 C15 H15 SING N N 43 M14 C17 H17 SING N N 44 M14 C20 H20 SING N N 45 M14 C20 H20A SING N N 46 M14 N HN SING N N 47 M14 N23 HN23 SING N N 48 M14 N23 HN2A SING N N 49 # # 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 M14 SMILES ACDLabs 10.04 "Clc3cc(ccc3NC(=O)COc2cc(Oc1cc(C#N)cc(Cl)c1)cc(Cl)c2)S(=O)(=O)N" M14 SMILES_CANONICAL CACTVS 3.341 "N[S](=O)(=O)c1ccc(NC(=O)COc2cc(Cl)cc(Oc3cc(Cl)cc(c3)C#N)c2)c(Cl)c1" M14 SMILES CACTVS 3.341 "N[S](=O)(=O)c1ccc(NC(=O)COc2cc(Cl)cc(Oc3cc(Cl)cc(c3)C#N)c2)c(Cl)c1" M14 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1S(=O)(=O)N)Cl)NC(=O)COc2cc(cc(c2)Cl)Oc3cc(cc(c3)Cl)C#N" M14 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1S(=O)(=O)N)Cl)NC(=O)COc2cc(cc(c2)Cl)Oc3cc(cc(c3)Cl)C#N" M14 InChI InChI 1.03 "InChI=1S/C21H14Cl3N3O5S/c22-13-3-12(10-25)4-16(6-13)32-17-7-14(23)5-15(8-17)31-11-21(28)27-20-2-1-18(9-19(20)24)33(26,29)30/h1-9H,11H2,(H,27,28)(H2,26,29,30)" M14 InChIKey InChI 1.03 GYBNBRVJAPRVLI-UHFFFAOYSA-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 M14 "SYSTEMATIC NAME" ACDLabs 10.04 "2-[3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]-N-(2-chloro-4-sulfamoylphenyl)acetamide" M14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-chloro-5-(3-chloro-5-cyano-phenoxy)phenoxy]-N-(2-chloro-4-sulfamoyl-phenyl)ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M14 "Create component" 2008-02-07 RCSB M14 "Modify aromatic_flag" 2011-06-04 RCSB M14 "Modify descriptor" 2011-06-04 RCSB M14 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id M14 _pdbx_chem_comp_synonyms.name "N-[4-(aminosulfonyl)-2-chlorophenyl]-2-[3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]acetamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##