data_1SW # _chem_comp.id 1SW _chem_comp.name "N-{7-cyano-6-[4-fluoro-3-({[3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-1,3-benzothiazol-2-yl}cyclopropanecarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H17 F4 N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-23 _chem_comp.pdbx_modified_date 2013-07-19 _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 555.503 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1SW _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 4KSQ _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 1SW F1 F1 F 0 1 N N N 48.097 -33.001 9.715 -5.194 3.426 -2.307 F1 1SW 1 1SW C2 C2 C 0 1 Y N N 47.246 -34.044 9.594 -4.101 3.433 -1.513 C2 1SW 2 1SW C3 C3 C 0 1 Y N N 46.351 -34.361 10.610 -3.300 4.557 -1.448 C3 1SW 3 1SW C4 C4 C 0 1 Y N N 45.480 -35.432 10.474 -2.182 4.567 -0.635 C4 1SW 4 1SW C5 C5 C 0 1 Y N N 45.500 -36.184 9.306 -1.860 3.447 0.118 C5 1SW 5 1SW O6 O6 O 0 1 N N N 44.669 -37.250 9.150 -0.761 3.458 0.917 O6 1SW 6 1SW C7 C7 C 0 1 Y N N 43.342 -37.300 9.463 0.324 2.746 0.518 C7 1SW 7 1SW C8 C8 C 0 1 Y N N 42.495 -36.196 9.443 0.336 2.132 -0.728 C8 1SW 8 1SW C9 C9 C 0 1 Y N N 41.153 -36.333 9.745 1.427 1.410 -1.144 C9 1SW 9 1SW C10 C10 C 0 1 Y N N 40.580 -37.582 10.090 2.563 1.271 -0.317 C10 1SW 10 1SW N11 N11 N 0 1 Y N N 39.300 -37.903 10.425 3.709 0.604 -0.566 N11 1SW 11 1SW C12 C12 C 0 1 Y N N 39.006 -39.136 10.670 4.621 0.612 0.342 C12 1SW 12 1SW N13 N13 N 0 1 N N N 37.771 -39.626 11.110 5.848 -0.023 0.237 N13 1SW 13 1SW C14 C14 C 0 1 N N N 37.452 -40.940 11.295 6.156 -0.714 -0.879 C14 1SW 14 1SW O15 O15 O 0 1 N N N 38.238 -41.803 10.997 5.359 -0.780 -1.790 O15 1SW 15 1SW C16 C16 C 0 1 N N N 36.136 -41.393 11.903 7.490 -1.405 -0.993 C16 1SW 16 1SW C17 C17 C 0 1 N N N 35.510 -42.714 11.452 7.779 -2.175 -2.283 C17 1SW 17 1SW C18 C18 C 0 1 N N N 34.789 -41.388 11.190 7.496 -2.935 -0.985 C18 1SW 18 1SW S19 S19 S 0 1 Y N N 40.491 -40.071 10.552 4.089 1.545 1.734 S19 1SW 19 1SW C20 C20 C 0 1 Y N N 41.432 -38.674 10.099 2.556 1.886 0.936 C20 1SW 20 1SW C21 C21 C 0 1 Y N N 42.794 -38.548 9.782 1.437 2.631 1.357 C21 1SW 21 1SW C22 C22 C 0 1 N N N 43.627 -39.707 9.810 1.437 3.265 2.641 C22 1SW 22 1SW N23 N23 N 0 1 N N N 44.229 -40.668 9.847 1.438 3.767 3.660 N23 1SW 23 1SW C24 C24 C 0 1 Y N N 46.409 -35.873 8.289 -2.661 2.317 0.057 C24 1SW 24 1SW C25 C25 C 0 1 Y N N 47.275 -34.786 8.422 -3.786 2.310 -0.754 C25 1SW 25 1SW N26 N26 N 0 1 N N N 48.226 -34.417 7.450 -4.598 1.170 -0.818 N26 1SW 26 1SW C27 C27 C 0 1 N N N 48.040 -34.198 6.127 -4.117 -0.023 -0.417 C27 1SW 27 1SW O28 O28 O 0 1 N N N 46.941 -34.295 5.614 -2.948 -0.132 -0.098 O28 1SW 28 1SW N29 N29 N 0 1 N N N 49.148 -33.866 5.418 -4.930 -1.097 -0.371 N29 1SW 29 1SW C30 C30 C 0 1 Y N N 49.283 -33.603 4.041 -4.460 -2.309 0.146 C30 1SW 30 1SW C31 C31 C 0 1 Y N N 50.568 -33.713 3.489 -5.309 -3.131 0.876 C31 1SW 31 1SW C32 C32 C 0 1 Y N N 50.801 -33.466 2.144 -4.842 -4.327 1.384 C32 1SW 32 1SW C33 C33 C 0 1 Y N N 49.733 -33.104 1.333 -3.529 -4.706 1.167 C33 1SW 33 1SW C34 C34 C 0 1 Y N N 48.447 -32.994 1.865 -2.682 -3.891 0.441 C34 1SW 34 1SW C35 C35 C 0 1 Y N N 48.218 -33.245 3.213 -3.145 -2.696 -0.075 C35 1SW 35 1SW C36 C36 C 0 1 N N N 47.290 -32.606 0.975 -1.253 -4.308 0.208 C36 1SW 36 1SW F37 F37 F 0 1 N N N 47.770 -32.109 -0.247 -1.016 -4.414 -1.167 F37 1SW 37 1SW F38 F38 F 0 1 N N N 46.449 -33.708 0.778 -0.392 -3.351 0.756 F38 1SW 38 1SW F39 F39 F 0 1 N N N 46.530 -31.625 1.606 -1.023 -5.546 0.817 F39 1SW 39 1SW H1 H1 H 0 1 N N N 46.334 -33.768 11.513 -3.547 5.430 -2.034 H1 1SW 40 1SW H2 H2 H 0 1 N N N 44.792 -35.679 11.269 -1.557 5.447 -0.587 H2 1SW 41 1SW H3 H3 H 0 1 N N N 42.890 -35.223 9.189 -0.522 2.224 -1.377 H3 1SW 42 1SW H4 H4 H 0 1 N N N 40.520 -35.458 9.717 1.415 0.940 -2.116 H4 1SW 43 1SW H5 H5 H 0 1 N N N 37.058 -38.953 11.306 6.485 0.029 0.966 H5 1SW 44 1SW H6 H6 H 0 1 N N N 36.064 -41.218 12.987 8.326 -0.896 -0.513 H6 1SW 45 1SW H7 H7 H 0 1 N N N 35.113 -43.419 12.198 7.004 -2.182 -3.049 H7 1SW 46 1SW H8 H8 H 0 1 N N N 35.952 -43.276 10.616 8.805 -2.173 -2.652 H8 1SW 47 1SW H9 H9 H 0 1 N N N 34.711 -40.998 10.164 8.336 -3.433 -0.500 H9 1SW 48 1SW H10 H10 H 0 1 N N N 33.873 -41.141 11.747 6.535 -3.442 -0.897 H10 1SW 49 1SW H11 H11 H 0 1 N N N 46.441 -36.478 7.395 -2.414 1.446 0.646 H11 1SW 50 1SW H12 H12 H 0 1 N N N 49.162 -34.302 7.781 -5.506 1.240 -1.151 H12 1SW 51 1SW H13 H13 H 0 1 N N N 49.992 -33.798 5.951 -5.842 -1.029 -0.695 H13 1SW 52 1SW H14 H14 H 0 1 N N N 51.394 -33.996 4.125 -6.334 -2.835 1.046 H14 1SW 53 1SW H15 H15 H 0 1 N N N 51.796 -33.554 1.734 -5.501 -4.966 1.951 H15 1SW 54 1SW H16 H16 H 0 1 N N N 49.899 -32.906 0.284 -3.165 -5.640 1.570 H16 1SW 55 1SW H17 H17 H 0 1 N N N 47.220 -33.163 3.618 -2.482 -2.059 -0.642 H17 1SW 56 # 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 1SW F37 C36 SING N N 1 1SW F38 C36 SING N N 2 1SW C36 F39 SING N N 3 1SW C36 C34 SING N N 4 1SW C33 C34 DOUB Y N 5 1SW C33 C32 SING Y N 6 1SW C34 C35 SING Y N 7 1SW C32 C31 DOUB Y N 8 1SW C35 C30 DOUB Y N 9 1SW C31 C30 SING Y N 10 1SW C30 N29 SING N N 11 1SW N29 C27 SING N N 12 1SW O28 C27 DOUB N N 13 1SW C27 N26 SING N N 14 1SW N26 C25 SING N N 15 1SW C24 C25 DOUB Y N 16 1SW C24 C5 SING Y N 17 1SW C25 C2 SING Y N 18 1SW O6 C5 SING N N 19 1SW O6 C7 SING N N 20 1SW C5 C4 DOUB Y N 21 1SW C8 C7 DOUB Y N 22 1SW C8 C9 SING Y N 23 1SW C7 C21 SING Y N 24 1SW C2 F1 SING N N 25 1SW C2 C3 DOUB Y N 26 1SW C9 C10 DOUB Y N 27 1SW C21 C22 SING N N 28 1SW C21 C20 DOUB Y N 29 1SW C22 N23 TRIP N N 30 1SW C10 C20 SING Y N 31 1SW C10 N11 SING Y N 32 1SW C20 S19 SING Y N 33 1SW N11 C12 DOUB Y N 34 1SW C4 C3 SING Y N 35 1SW S19 C12 SING Y N 36 1SW C12 N13 SING N N 37 1SW O15 C14 DOUB N N 38 1SW N13 C14 SING N N 39 1SW C18 C17 SING N N 40 1SW C18 C16 SING N N 41 1SW C14 C16 SING N N 42 1SW C17 C16 SING N N 43 1SW C3 H1 SING N N 44 1SW C4 H2 SING N N 45 1SW C8 H3 SING N N 46 1SW C9 H4 SING N N 47 1SW N13 H5 SING N N 48 1SW C16 H6 SING N N 49 1SW C17 H7 SING N N 50 1SW C17 H8 SING N N 51 1SW C18 H9 SING N N 52 1SW C18 H10 SING N N 53 1SW C24 H11 SING N N 54 1SW N26 H12 SING N N 55 1SW N29 H13 SING N N 56 1SW C31 H14 SING N N 57 1SW C32 H15 SING N N 58 1SW C33 H16 SING N N 59 1SW C35 H17 SING N N 60 # 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 1SW SMILES ACDLabs 12.01 "FC(F)(F)c1cc(ccc1)NC(=O)Nc5c(F)ccc(Oc2ccc3nc(sc3c2C#N)NC(=O)C4CC4)c5" 1SW InChI InChI 1.03 "InChI=1S/C26H17F4N5O3S/c27-18-7-6-16(11-20(18)33-24(37)32-15-3-1-2-14(10-15)26(28,29)30)38-21-9-8-19-22(17(21)12-31)39-25(34-19)35-23(36)13-4-5-13/h1-3,6-11,13H,4-5H2,(H2,32,33,37)(H,34,35,36)" 1SW InChIKey InChI 1.03 IIKOGUBERFKZGT-UHFFFAOYSA-N 1SW SMILES_CANONICAL CACTVS 3.370 "Fc1ccc(Oc2ccc3nc(NC(=O)C4CC4)sc3c2C#N)cc1NC(=O)Nc5cccc(c5)C(F)(F)F" 1SW SMILES CACTVS 3.370 "Fc1ccc(Oc2ccc3nc(NC(=O)C4CC4)sc3c2C#N)cc1NC(=O)Nc5cccc(c5)C(F)(F)F" 1SW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)NC(=O)Nc2cc(ccc2F)Oc3ccc4c(c3C#N)sc(n4)NC(=O)C5CC5)C(F)(F)F" 1SW SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)NC(=O)Nc2cc(ccc2F)Oc3ccc4c(c3C#N)sc(n4)NC(=O)C5CC5)C(F)(F)F" # 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 1SW "SYSTEMATIC NAME" ACDLabs 12.01 "N-{7-cyano-6-[4-fluoro-3-({[3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-1,3-benzothiazol-2-yl}cyclopropanecarboxamide" 1SW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[7-cyano-6-[4-fluoranyl-3-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenoxy]-1,3-benzothiazol-2-yl]cyclopropanecarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1SW "Create component" 2013-05-23 RCSB 1SW "Initial release" 2013-07-24 RCSB #