data_WLM # _chem_comp.id WLM _chem_comp.name "5-CHLORO-2-METHOXY-N-[2-[4-[(5-PROPAN-2-YL-1,3,4-THIADIAZOL-2-YL)SULFAMOYL]PHENYL]ETHYL]BENZAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 Cl N4 O4 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-18 _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 495.015 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WLM _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 2XYJ _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 WLM C1 C1 C 0 1 Y N N 7.829 8.005 44.410 -5.923 -0.047 0.190 C1 WLM 1 WLM C2 C2 C 0 1 Y N N 6.678 8.574 43.852 -7.068 -0.680 0.693 C2 WLM 2 WLM C3 C3 C 0 1 Y N N 7.780 7.440 45.676 -6.036 1.208 -0.413 C3 WLM 3 WLM C4 C4 C 0 1 N N N 9.116 7.976 43.718 -4.604 -0.699 0.302 C4 WLM 4 WLM C5 C5 C 0 1 Y N N 5.490 8.584 44.598 -8.301 -0.056 0.587 C5 WLM 5 WLM O6 O6 O 0 1 N N N 6.757 9.121 42.567 -6.969 -1.899 1.280 O6 WLM 6 WLM C7 C7 C 0 1 Y N N 6.590 7.458 46.377 -7.271 1.815 -0.510 C7 WLM 7 WLM N8 N8 N 0 1 N N N 9.129 8.340 42.423 -3.506 -0.087 -0.182 N8 WLM 8 WLM O9 O9 O 0 1 N N N 10.142 7.642 44.323 -4.509 -1.789 0.833 O9 WLM 9 WLM C10 C10 C 0 1 Y N N 5.444 8.033 45.862 -8.400 1.185 -0.011 C10 WLM 10 WLM C11 C11 C 0 1 N N N 5.779 10.093 42.245 -8.178 -2.483 1.769 C11 WLM 11 WLM CL CL CL 0 0 N N N 6.556 6.749 47.937 -7.411 3.375 -1.259 CL WLM 12 WLM C13 C13 C 0 1 N N N 10.328 8.924 41.810 -2.197 -0.735 -0.071 C13 WLM 13 WLM C14 C14 C 0 1 N N N 10.088 9.185 40.316 -1.128 0.165 -0.695 C14 WLM 14 WLM C15 C15 C 0 1 Y N N 9.094 10.296 40.079 0.219 -0.502 -0.580 C15 WLM 15 WLM C16 C16 C 0 1 Y N N 8.017 10.121 39.213 0.665 -1.338 -1.586 C16 WLM 16 WLM C17 C17 C 0 1 Y N N 9.246 11.524 40.714 1.011 -0.273 0.530 C17 WLM 17 WLM C18 C18 C 0 1 Y N N 7.096 11.147 39.004 1.900 -1.949 -1.481 C18 WLM 18 WLM C19 C19 C 0 1 Y N N 8.333 12.549 40.509 2.247 -0.884 0.635 C19 WLM 19 WLM C20 C20 C 0 1 Y N N 7.250 12.359 39.663 2.690 -1.724 -0.369 C20 WLM 20 WLM S21 S21 S 0 1 N N N 6.081 13.675 39.393 4.264 -2.504 -0.234 S21 WLM 21 WLM N22 N22 N 0 1 N N N 4.473 13.177 39.888 5.375 -1.488 -0.924 N22 WLM 22 WLM O23 O23 O 0 1 N N N 5.926 13.866 37.985 4.571 -2.552 1.152 O23 WLM 23 WLM O24 O24 O 0 1 N N N 6.410 14.807 40.199 4.211 -3.660 -1.059 O24 WLM 24 WLM C25 C25 C 0 1 Y N N 4.249 13.203 41.301 5.628 -0.248 -0.356 C25 WLM 25 WLM S26 S26 S 0 1 Y N N 4.733 14.488 42.359 6.771 0.957 -0.952 S26 WLM 26 WLM N27 N27 N 0 1 Y N N 3.615 12.246 41.936 5.060 0.239 0.710 N27 WLM 27 WLM C28 C28 C 0 1 Y N N 3.998 13.599 43.663 6.310 2.007 0.389 C28 WLM 28 WLM N29 N29 N 0 1 Y N N 3.480 12.483 43.299 5.412 1.390 1.086 N29 WLM 29 WLM C30 C30 C 0 1 N N N 3.985 14.118 45.113 6.862 3.381 0.671 C30 WLM 30 WLM C31 C31 C 0 1 N N N 5.274 13.694 45.828 5.724 4.404 0.642 C31 WLM 31 WLM C32 C32 C 0 1 N N N 2.746 13.596 45.845 7.523 3.392 2.051 C32 WLM 32 WLM H3 H3 H 0 1 N N N 8.662 6.991 46.108 -5.159 1.702 -0.803 H3 WLM 33 WLM H5 H5 H 0 1 N N N 4.600 9.029 44.178 -9.186 -0.540 0.973 H5 WLM 34 WLM H8 H8 H 0 1 N N N 8.307 8.210 41.868 -3.582 0.783 -0.605 H8 WLM 35 WLM H10 H10 H 0 1 N N N 4.530 8.051 46.438 -9.364 1.667 -0.091 H10 WLM 36 WLM H111 H111 H 0 0 N N N 5.201 10.345 43.146 -8.619 -1.829 2.523 H111 WLM 37 WLM H112 H112 H 0 0 N N N 6.274 10.998 41.862 -8.880 -2.611 0.945 H112 WLM 38 WLM H113 H113 H 0 0 N N N 5.102 9.691 41.476 -7.959 -3.454 2.214 H113 WLM 39 WLM H131 H131 H 0 0 N N N 10.564 9.875 42.310 -1.962 -0.902 0.981 H131 WLM 40 WLM H132 H132 H 0 0 N N N 11.166 8.221 41.921 -2.218 -1.691 -0.595 H132 WLM 41 WLM H141 H141 H 0 0 N N N 11.045 9.468 39.853 -1.362 0.332 -1.746 H141 WLM 42 WLM H142 H142 H 0 0 N N N 9.677 8.265 39.875 -1.106 1.120 -0.171 H142 WLM 43 WLM H16 H16 H 0 1 N N N 7.894 9.180 38.698 0.048 -1.514 -2.455 H16 WLM 44 WLM H17 H17 H 0 1 N N N 10.085 11.682 41.375 0.665 0.384 1.314 H17 WLM 45 WLM H18 H18 H 0 1 N N N 6.265 10.999 38.331 2.248 -2.603 -2.267 H18 WLM 46 WLM H19 H19 H 0 1 N N N 8.466 13.497 41.009 2.865 -0.705 1.502 H19 WLM 47 WLM H22 H22 H 0 1 N N N 3.816 13.800 39.463 5.849 -1.760 -1.726 H22 WLM 48 WLM H30 H30 H 0 1 N N N 3.940 15.217 45.110 7.601 3.638 -0.087 H30 WLM 49 WLM H311 H311 H 0 0 N N N 6.086 13.592 45.092 4.985 4.146 1.401 H311 WLM 50 WLM H312 H312 H 0 0 N N N 5.548 14.456 46.573 6.124 5.397 0.846 H312 WLM 51 WLM H313 H313 H 0 0 N N N 5.113 12.729 46.332 5.254 4.396 -0.341 H313 WLM 52 WLM H321 H321 H 0 0 N N N 2.976 13.471 46.913 7.922 4.386 2.255 H321 WLM 53 WLM H322 H322 H 0 0 N N N 1.922 14.315 45.730 6.783 3.135 2.810 H322 WLM 54 WLM H323 H323 H 0 0 N N N 2.450 12.627 45.418 8.333 2.664 2.072 H323 WLM 55 # 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 WLM C1 C2 SING Y N 1 WLM C1 C3 DOUB Y N 2 WLM C1 C4 SING N N 3 WLM C2 C5 DOUB Y N 4 WLM C2 O6 SING N N 5 WLM C3 C7 SING Y N 6 WLM C4 N8 SING N N 7 WLM C4 O9 DOUB N N 8 WLM C5 C10 SING Y N 9 WLM O6 C11 SING N N 10 WLM C7 C10 DOUB Y N 11 WLM C7 CL SING N N 12 WLM N8 C13 SING N N 13 WLM C13 C14 SING N N 14 WLM C14 C15 SING N N 15 WLM C15 C16 SING Y N 16 WLM C15 C17 DOUB Y N 17 WLM C16 C18 DOUB Y N 18 WLM C17 C19 SING Y N 19 WLM C18 C20 SING Y N 20 WLM C19 C20 DOUB Y N 21 WLM C20 S21 SING N N 22 WLM S21 N22 SING N N 23 WLM S21 O23 DOUB N N 24 WLM S21 O24 DOUB N N 25 WLM N22 C25 SING N N 26 WLM C25 S26 SING Y N 27 WLM C25 N27 DOUB Y N 28 WLM S26 C28 SING Y N 29 WLM N27 N29 SING Y N 30 WLM C28 N29 DOUB Y N 31 WLM C28 C30 SING N N 32 WLM C30 C31 SING N N 33 WLM C30 C32 SING N N 34 WLM C3 H3 SING N N 35 WLM C5 H5 SING N N 36 WLM N8 H8 SING N N 37 WLM C10 H10 SING N N 38 WLM C11 H111 SING N N 39 WLM C11 H112 SING N N 40 WLM C11 H113 SING N N 41 WLM C13 H131 SING N N 42 WLM C13 H132 SING N N 43 WLM C14 H141 SING N N 44 WLM C14 H142 SING N N 45 WLM C16 H16 SING N N 46 WLM C17 H17 SING N N 47 WLM C18 H18 SING N N 48 WLM C19 H19 SING N N 49 WLM N22 H22 SING N N 50 WLM C30 H30 SING N N 51 WLM C31 H311 SING N N 52 WLM C31 H312 SING N N 53 WLM C31 H313 SING N N 54 WLM C32 H321 SING N N 55 WLM C32 H322 SING N N 56 WLM C32 H323 SING N N 57 # 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 WLM SMILES_CANONICAL CACTVS 3.352 "COc1ccc(Cl)cc1C(=O)NCCc2ccc(cc2)[S](=O)(=O)Nc3sc(nn3)C(C)C" WLM SMILES CACTVS 3.352 "COc1ccc(Cl)cc1C(=O)NCCc2ccc(cc2)[S](=O)(=O)Nc3sc(nn3)C(C)C" WLM SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CC(C)c1nnc(s1)NS(=O)(=O)c2ccc(cc2)CCNC(=O)c3cc(ccc3OC)Cl" WLM SMILES "OpenEye OEToolkits" 1.6.1 "CC(C)c1nnc(s1)NS(=O)(=O)c2ccc(cc2)CCNC(=O)c3cc(ccc3OC)Cl" WLM InChI InChI 1.03 "InChI=1S/C21H23ClN4O4S2/c1-13(2)20-24-25-21(31-20)26-32(28,29)16-7-4-14(5-8-16)10-11-23-19(27)17-12-15(22)6-9-18(17)30-3/h4-9,12-13H,10-11H2,1-3H3,(H,23,27)(H,25,26)" WLM InChIKey InChI 1.03 KKIKKQSSRVPOIY-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 WLM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "5-chloro-2-methoxy-N-[2-[4-[(5-propan-2-yl-1,3,4-thiadiazol-2-yl)sulfamoyl]phenyl]ethyl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site WLM "Create component" 2010-11-18 EBI WLM "Modify aromatic_flag" 2011-06-04 RCSB WLM "Modify descriptor" 2011-06-04 RCSB #