data_GWJ # _chem_comp.id GWJ _chem_comp.name "2-{4-chloro-2-[(3-chloro-5-cyanophenyl)carbonyl]phenoxy}-N-(2-methyl-4-sulfamoylphenyl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H17 Cl2 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-07-10 _chem_comp.pdbx_modified_date 2011-06-04 _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 518.369 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GWJ _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 3DOK _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 GWJ C1 C1 C 0 1 Y N N -2.235 -34.437 22.185 -2.799 1.695 0.394 C1 GWJ 1 GWJ C2 C2 C 0 1 Y N N -2.131 -34.596 23.690 -3.849 0.863 0.810 C2 GWJ 2 GWJ C3 C3 C 0 1 Y N N -1.497 -35.653 24.206 -5.169 1.311 0.703 C3 GWJ 3 GWJ C6 C6 C 0 1 Y N N -1.679 -35.416 21.381 -3.081 2.953 -0.119 C6 GWJ 4 GWJ C4 C4 C 0 1 Y N N -0.903 -36.669 23.363 -5.430 2.564 0.191 C4 GWJ 5 GWJ C5 C5 C 0 1 Y N N -0.981 -36.584 22.009 -4.389 3.383 -0.219 C5 GWJ 6 GWJ CL CL CL 0 0 N N N -0.117 -37.955 24.157 -7.070 3.119 0.059 CL GWJ 7 GWJ C7 C7 C 0 1 N N N -2.730 -33.621 24.611 -3.562 -0.476 1.357 C7 GWJ 8 GWJ O1 O1 O 0 1 N N N -3.835 -33.200 24.363 -3.640 -0.673 2.554 O1 GWJ 9 GWJ C8 C8 C 0 1 Y N N -2.034 -33.117 25.844 -3.179 -1.578 0.449 C8 GWJ 10 GWJ C9 C9 C 0 1 Y N N -0.658 -32.830 25.752 -3.006 -2.870 0.951 C9 GWJ 11 GWJ C10 C10 C 0 1 Y N N 0.054 -32.382 26.854 -2.648 -3.901 0.104 C10 GWJ 12 GWJ C11 C11 C 0 1 Y N N -0.590 -32.196 28.089 -2.459 -3.662 -1.244 C11 GWJ 13 GWJ C12 C12 C 0 1 Y N N -1.970 -32.482 28.205 -2.628 -2.374 -1.758 C12 GWJ 14 GWJ C13 C13 C 0 1 Y N N -2.702 -32.945 27.086 -2.994 -1.331 -0.910 C13 GWJ 15 GWJ CL1 CL1 CL 0 0 N N N 1.732 -32.061 26.666 -2.435 -5.504 0.736 CL1 GWJ 16 GWJ O2 O2 O 0 1 N N N -2.875 -33.330 21.714 -1.514 1.274 0.498 O2 GWJ 17 GWJ C15 C15 C 0 1 N N N -3.485 -33.269 20.395 -0.498 2.176 0.054 C15 GWJ 18 GWJ C16 C16 C 0 1 N N N -4.861 -33.889 20.550 0.855 1.541 0.245 C16 GWJ 19 GWJ O3 O3 O 0 1 N N N -5.355 -34.310 19.507 0.941 0.426 0.715 O3 GWJ 20 GWJ N1 N1 N 0 1 N N N -5.460 -33.951 21.790 1.970 2.212 -0.106 N1 GWJ 21 GWJ C17 C17 C 0 1 Y N N -6.580 -34.629 22.209 3.219 1.586 -0.024 C17 GWJ 22 GWJ C18 C18 C 0 1 Y N N -7.481 -34.034 23.293 4.211 1.887 -0.948 C18 GWJ 23 GWJ C23 C23 C 0 1 N N N -7.197 -32.701 23.947 3.944 2.890 -2.041 C23 GWJ 24 GWJ C19 C19 C 0 1 Y N N -8.573 -34.721 23.703 5.442 1.267 -0.864 C19 GWJ 25 GWJ C20 C20 C 0 1 Y N N -8.931 -36.041 23.120 5.688 0.347 0.139 C20 GWJ 26 GWJ C21 C21 C 0 1 Y N N -8.134 -36.574 22.148 4.702 0.045 1.060 C21 GWJ 27 GWJ C22 C22 C 0 1 Y N N -6.935 -35.847 21.694 3.471 0.666 0.986 C22 GWJ 28 GWJ N3 N3 N 0 1 N N N -11.228 -37.187 22.363 8.218 0.501 1.210 N3 GWJ 29 GWJ S S S 0 1 N N N -10.363 -36.916 23.706 7.260 -0.442 0.242 S GWJ 30 GWJ O4 O4 O 0 1 N N N -11.139 -36.056 24.592 7.053 -1.658 0.946 O4 GWJ 31 GWJ O5 O5 O 0 1 N N N -9.949 -38.132 24.366 7.824 -0.384 -1.060 O5 GWJ 32 GWJ C26 C26 C 0 1 N N N -2.611 -32.291 29.459 -2.431 -2.128 -3.155 C26 GWJ 33 GWJ N2 N2 N 0 1 N N N -3.112 -32.129 30.479 -2.275 -1.933 -4.263 N2 GWJ 34 GWJ H3 H3 H 0 1 N N N -1.426 -35.752 25.279 -5.983 0.676 1.021 H3 GWJ 35 GWJ H6 H6 H 0 1 N N N -1.748 -35.339 20.306 -2.276 3.596 -0.441 H6 GWJ 36 GWJ H5 H5 H 0 1 N N N -0.543 -37.353 21.390 -4.603 4.363 -0.619 H5 GWJ 37 GWJ H9 H9 H 0 1 N N N -0.150 -32.961 24.808 -3.152 -3.063 2.004 H9 GWJ 38 GWJ H11 H11 H 0 1 N N N -0.035 -31.837 28.943 -2.179 -4.473 -1.901 H11 GWJ 39 GWJ H13 H13 H 0 1 N N N -3.756 -33.165 27.175 -3.131 -0.335 -1.304 H13 GWJ 40 GWJ H15 H15 H 0 1 N N N -3.563 -32.228 20.050 -0.648 2.401 -1.002 H15 GWJ 41 GWJ H15A H15A H 0 0 N N N -2.883 -33.804 19.646 -0.552 3.097 0.633 H15A GWJ 42 GWJ HN1 HN1 H 0 1 N N N -5.005 -33.415 22.501 1.907 3.129 -0.417 HN1 GWJ 43 GWJ H23 H23 H 0 1 N N N -7.128 -32.834 25.037 4.218 3.886 -1.694 H23 GWJ 44 GWJ H23A H23A H 0 0 N N N -6.246 -32.301 23.566 4.536 2.635 -2.920 H23A GWJ 45 GWJ H23B H23B H 0 0 N N N -8.011 -31.998 23.714 2.885 2.873 -2.298 H23B GWJ 46 GWJ H19 H19 H 0 1 N N N -9.201 -34.299 24.474 6.214 1.501 -1.582 H19 GWJ 47 GWJ H21 H21 H 0 1 N N N -8.383 -37.530 21.711 4.896 -0.675 1.842 H21 GWJ 48 GWJ H22 H22 H 0 1 N N N -6.315 -36.290 20.929 2.703 0.433 1.709 H22 GWJ 49 GWJ HN3 HN3 H 0 1 N N N -12.199 -37.243 22.597 8.918 0.093 1.743 HN3 GWJ 50 GWJ HN3A HN3A H 0 0 N N N -11.083 -36.438 21.717 8.080 1.460 1.243 HN3A GWJ 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 GWJ C1 C2 DOUB Y N 1 GWJ C1 C6 SING Y N 2 GWJ C1 O2 SING N N 3 GWJ C2 C3 SING Y N 4 GWJ C2 C7 SING N N 5 GWJ C3 C4 DOUB Y N 6 GWJ C6 C5 DOUB Y N 7 GWJ C4 C5 SING Y N 8 GWJ C4 CL SING N N 9 GWJ C7 O1 DOUB N N 10 GWJ C7 C8 SING N N 11 GWJ C8 C9 DOUB Y N 12 GWJ C8 C13 SING Y N 13 GWJ C9 C10 SING Y N 14 GWJ C10 C11 DOUB Y N 15 GWJ C10 CL1 SING N N 16 GWJ C11 C12 SING Y N 17 GWJ C12 C13 DOUB Y N 18 GWJ C12 C26 SING N N 19 GWJ O2 C15 SING N N 20 GWJ C15 C16 SING N N 21 GWJ C16 O3 DOUB N N 22 GWJ C16 N1 SING N N 23 GWJ N1 C17 SING N N 24 GWJ C17 C18 DOUB Y N 25 GWJ C17 C22 SING Y N 26 GWJ C18 C23 SING N N 27 GWJ C18 C19 SING Y N 28 GWJ C19 C20 DOUB Y N 29 GWJ C20 C21 SING Y N 30 GWJ C20 S SING N N 31 GWJ C21 C22 DOUB Y N 32 GWJ N3 S SING N N 33 GWJ S O4 DOUB N N 34 GWJ S O5 DOUB N N 35 GWJ C26 N2 TRIP N N 36 GWJ C3 H3 SING N N 37 GWJ C6 H6 SING N N 38 GWJ C5 H5 SING N N 39 GWJ C9 H9 SING N N 40 GWJ C11 H11 SING N N 41 GWJ C13 H13 SING N N 42 GWJ C15 H15 SING N N 43 GWJ C15 H15A SING N N 44 GWJ N1 HN1 SING N N 45 GWJ C23 H23 SING N N 46 GWJ C23 H23A SING N N 47 GWJ C23 H23B SING N N 48 GWJ C19 H19 SING N N 49 GWJ C21 H21 SING N N 50 GWJ C22 H22 SING N N 51 GWJ N3 HN3 SING N N 52 GWJ N3 HN3A 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 GWJ SMILES ACDLabs 10.04 "N#Cc1cc(cc(Cl)c1)C(=O)c3cc(Cl)ccc3OCC(=O)Nc2ccc(cc2C)S(=O)(=O)N" GWJ SMILES_CANONICAL CACTVS 3.341 "Cc1cc(ccc1NC(=O)COc2ccc(Cl)cc2C(=O)c3cc(Cl)cc(c3)C#N)[S](N)(=O)=O" GWJ SMILES CACTVS 3.341 "Cc1cc(ccc1NC(=O)COc2ccc(Cl)cc2C(=O)c3cc(Cl)cc(c3)C#N)[S](N)(=O)=O" GWJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc(ccc1NC(=O)COc2ccc(cc2C(=O)c3cc(cc(c3)Cl)C#N)Cl)S(=O)(=O)N" GWJ SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc(ccc1NC(=O)COc2ccc(cc2C(=O)c3cc(cc(c3)Cl)C#N)Cl)S(=O)(=O)N" GWJ InChI InChI 1.03 "InChI=1S/C23H17Cl2N3O5S/c1-13-6-18(34(27,31)32)3-4-20(13)28-22(29)12-33-21-5-2-16(24)10-19(21)23(30)15-7-14(11-26)8-17(25)9-15/h2-10H,12H2,1H3,(H,28,29)(H2,27,31,32)" GWJ InChIKey InChI 1.03 BTOMIMSUTLPSHA-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 GWJ "SYSTEMATIC NAME" ACDLabs 10.04 "2-{4-chloro-2-[(3-chloro-5-cyanophenyl)carbonyl]phenoxy}-N-(2-methyl-4-sulfamoylphenyl)acetamide" GWJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-chloro-2-(3-chloro-5-cyano-phenyl)carbonyl-phenoxy]-N-(2-methyl-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 GWJ "Create component" 2008-07-10 RCSB GWJ "Modify aromatic_flag" 2011-06-04 RCSB GWJ "Modify descriptor" 2011-06-04 RCSB #