data_W32 # _chem_comp.id W32 _chem_comp.name "4-({3-chloro-4-[3-(trifluoromethyl)phenoxy]phenyl}amino)-N-[2-(methylsulfonyl)ethyl]-8,9-dihydro-7H-pyrimido[4,5-b]azepine-6-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H23 Cl F3 N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-12-19 _chem_comp.pdbx_modified_date 2013-03-01 _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 581.994 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W32 _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 3W32 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 W32 C1 C1 C 0 1 Y N N 17.519 28.988 5.800 -6.446 -3.082 1.418 C1 W32 1 W32 C2 C2 C 0 1 Y N N 16.288 28.413 6.083 -7.415 -3.014 0.434 C2 W32 2 W32 C3 C3 C 0 1 Y N N 17.400 32.398 11.068 -2.157 -0.440 -0.309 C3 W32 3 W32 C4 C4 C 0 1 Y N N 17.763 30.264 6.268 -5.721 -1.955 1.753 C4 W32 4 W32 C5 C5 C 0 1 Y N N 17.620 31.992 9.772 -3.461 -0.526 0.135 C5 W32 5 W32 C6 C6 C 0 1 Y N N 15.604 30.405 7.269 -6.938 -0.690 0.114 C6 W32 6 W32 C7 C7 C 0 1 Y N N 15.785 33.989 10.314 -1.863 1.590 0.946 C7 W32 7 W32 C8 C8 C 0 1 Y N N 12.752 33.564 13.377 0.358 4.231 -0.741 C8 W32 8 W32 C9 C9 C 0 1 Y N N 14.946 34.489 14.573 1.905 2.048 -0.914 C9 W32 9 W32 C10 C10 C 0 1 Y N N 15.368 29.131 6.812 -7.660 -1.819 -0.218 C10 W32 10 W32 C11 C11 C 0 1 Y N N 16.480 33.395 11.352 -1.353 0.617 0.097 C11 W32 11 W32 C12 C12 C 0 1 Y N N 16.828 30.963 6.994 -5.965 -0.755 1.102 C12 W32 12 W32 C13 C13 C 0 1 Y N N 16.923 32.596 8.743 -3.970 0.443 0.988 C13 W32 13 W32 C14 C14 C 0 1 Y N N 15.994 33.590 9.010 -3.167 1.500 1.395 C14 W32 14 W32 C15 C15 C 0 1 Y N N 13.704 34.560 15.190 2.442 3.336 -1.113 C15 W32 15 W32 C16 C16 C 0 1 Y N N 14.992 33.932 13.303 0.544 1.934 -0.584 C16 W32 16 W32 C17 C17 C 0 1 N N N 16.165 35.025 15.170 2.770 0.883 -1.062 C17 W32 17 W32 C18 C18 C 0 1 N N N 16.443 35.193 16.466 3.977 0.847 -0.434 C18 W32 18 W32 C19 C19 C 0 1 N N N 17.733 35.864 16.809 4.853 -0.247 -0.639 C19 W32 19 W32 C20 C20 C 0 1 N N N 15.572 34.811 17.584 4.377 1.975 0.481 C20 W32 20 W32 C21 C21 C 0 1 N N N 14.315 35.635 17.411 4.755 3.219 -0.319 C21 W32 21 W32 C22 C22 C 0 1 N N N 23.046 35.034 18.672 10.766 -2.153 1.369 C22 W32 22 W32 C23 C23 C 0 1 N N N 20.047 36.325 16.155 6.954 -1.412 -0.228 C23 W32 23 W32 C24 C24 C 0 1 N N N 20.735 35.543 17.257 8.230 -1.204 0.590 C24 W32 24 W32 C25 C25 C 0 1 N N N 14.037 28.520 7.125 -8.717 -1.749 -1.290 C25 W32 25 W32 N26 N26 N 0 1 Y N N 12.603 34.090 14.588 1.637 4.387 -1.028 N26 W32 26 W32 N27 N27 N 0 1 Y N N 13.895 33.459 12.693 -0.183 3.050 -0.518 N27 W32 27 W32 N28 N28 N 0 1 N N N 13.399 35.058 16.455 3.788 3.466 -1.385 N28 W32 28 W32 N29 N29 N 0 1 N N N 16.250 33.853 12.650 -0.029 0.701 -0.349 N29 W32 29 W32 N30 N30 N 0 1 N N N 18.733 35.789 15.867 6.047 -0.280 -0.016 N30 W32 30 W32 O31 O31 O 0 1 N N N 17.829 36.486 17.857 4.527 -1.158 -1.380 O31 W32 31 W32 O32 O32 O 0 1 N N N 23.067 36.438 16.473 9.771 -2.600 -1.031 O32 W32 32 W32 O33 O33 O 0 1 N N N 22.019 37.433 18.556 8.749 -3.774 0.863 O33 W32 33 W32 O34 O34 O 0 1 N N N 17.115 32.248 7.423 -5.253 0.354 1.430 O34 W32 34 W32 F35 F35 F 0 1 N N N 14.096 27.606 8.118 -8.130 -1.356 -2.498 F35 W32 35 W32 F36 F36 F 0 1 N N N 13.168 29.442 7.564 -9.307 -3.008 -1.446 F36 W32 36 W32 F37 F37 F 0 1 N N N 13.555 27.859 6.043 -9.694 -0.818 -0.922 F37 W32 37 W32 S38 S38 S 0 1 N N N 22.285 36.299 17.688 9.352 -2.604 0.326 S38 W32 38 W32 CL1 CL1 CL 0 0 N N N 15.136 34.339 7.701 -3.803 2.713 2.462 CL1 W32 39 W32 H1 H1 H 0 1 N N N 18.264 28.453 5.230 -6.260 -4.016 1.928 H1 W32 40 W32 H2 H2 H 0 1 N N N 16.056 27.417 5.736 -7.981 -3.896 0.173 H2 W32 41 W32 H3 H3 H 0 1 N N N 17.950 31.935 11.873 -1.761 -1.198 -0.970 H3 W32 42 W32 H4 H4 H 0 1 N N N 18.716 30.726 6.058 -4.964 -2.009 2.522 H4 W32 43 W32 H5 H5 H 0 1 N N N 18.332 31.208 9.561 -4.087 -1.348 -0.181 H5 W32 44 W32 H6 H6 H 0 1 N N N 14.854 30.948 7.825 -7.129 0.243 -0.395 H6 W32 45 W32 H7 H7 H 0 1 N N N 15.072 34.772 10.526 -1.238 2.412 1.263 H7 W32 46 W32 H8 H8 H 0 1 N N N 11.862 33.184 12.898 -0.270 5.108 -0.682 H8 W32 47 W32 H9 H9 H 0 1 N N N 16.939 35.323 14.478 2.453 0.049 -1.670 H9 W32 48 W32 H10 H10 H 0 1 N N N 15.338 33.737 17.540 3.543 2.214 1.141 H10 W32 49 W32 H11 H11 H 0 1 N N N 16.055 35.042 18.545 5.231 1.664 1.082 H11 W32 50 W32 H12 H12 H 0 1 N N N 14.598 36.640 17.065 4.779 4.081 0.349 H12 W32 51 W32 H13 H13 H 0 1 N N N 13.807 35.711 18.384 5.742 3.078 -0.757 H13 W32 52 W32 H14 H14 H 0 1 N N N 22.477 34.902 19.604 10.438 -2.056 2.404 H14 W32 53 W32 H15 H15 H 0 1 N N N 23.054 34.088 18.110 11.530 -2.928 1.301 H15 W32 54 W32 H16 H16 H 0 1 N N N 24.079 35.327 18.911 11.180 -1.204 1.029 H16 W32 55 W32 H17 H17 H 0 1 N N N 20.661 36.275 15.244 7.207 -1.480 -1.286 H17 W32 56 W32 H18 H18 H 0 1 N N N 19.944 37.374 16.471 6.465 -2.333 0.089 H18 W32 57 W32 H19 H19 H 0 1 N N N 20.085 35.520 18.144 8.718 -0.282 0.272 H19 W32 58 W32 H20 H20 H 0 1 N N N 20.918 34.515 16.910 7.977 -1.135 1.647 H20 W32 59 W32 H21 H21 H 0 1 N N N 12.716 35.770 16.293 4.088 3.718 -2.273 H21 W32 60 W32 H22 H22 H 0 1 N N N 17.049 34.155 13.171 0.487 -0.108 -0.493 H22 W32 61 W32 H23 H23 H 0 1 N N N 18.552 35.363 14.981 6.307 0.445 0.574 H23 W32 62 # 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 W32 C1 C2 DOUB Y N 1 W32 C1 C4 SING Y N 2 W32 F37 C25 SING N N 3 W32 C2 C10 SING Y N 4 W32 C4 C12 DOUB Y N 5 W32 C10 C25 SING N N 6 W32 C10 C6 DOUB Y N 7 W32 C12 C6 SING Y N 8 W32 C12 O34 SING N N 9 W32 C25 F36 SING N N 10 W32 C25 F35 SING N N 11 W32 O34 C13 SING N N 12 W32 CL1 C14 SING N N 13 W32 C13 C14 DOUB Y N 14 W32 C13 C5 SING Y N 15 W32 C14 C7 SING Y N 16 W32 C5 C3 DOUB Y N 17 W32 C7 C11 DOUB Y N 18 W32 C3 C11 SING Y N 19 W32 C11 N29 SING N N 20 W32 N29 C16 SING N N 21 W32 N27 C16 DOUB Y N 22 W32 N27 C8 SING Y N 23 W32 C16 C9 SING Y N 24 W32 C8 N26 DOUB Y N 25 W32 C9 C17 SING N N 26 W32 C9 C15 DOUB Y N 27 W32 N26 C15 SING Y N 28 W32 C17 C18 DOUB N N 29 W32 C15 N28 SING N N 30 W32 N30 C23 SING N N 31 W32 N30 C19 SING N N 32 W32 C23 C24 SING N N 33 W32 N28 C21 SING N N 34 W32 C18 C19 SING N N 35 W32 C18 C20 SING N N 36 W32 O32 S38 DOUB N N 37 W32 C19 O31 DOUB N N 38 W32 C24 S38 SING N N 39 W32 C21 C20 SING N N 40 W32 S38 O33 DOUB N N 41 W32 S38 C22 SING N N 42 W32 C1 H1 SING N N 43 W32 C2 H2 SING N N 44 W32 C3 H3 SING N N 45 W32 C4 H4 SING N N 46 W32 C5 H5 SING N N 47 W32 C6 H6 SING N N 48 W32 C7 H7 SING N N 49 W32 C8 H8 SING N N 50 W32 C17 H9 SING N N 51 W32 C20 H10 SING N N 52 W32 C20 H11 SING N N 53 W32 C21 H12 SING N N 54 W32 C21 H13 SING N N 55 W32 C22 H14 SING N N 56 W32 C22 H15 SING N N 57 W32 C22 H16 SING N N 58 W32 C23 H17 SING N N 59 W32 C23 H18 SING N N 60 W32 C24 H19 SING N N 61 W32 C24 H20 SING N N 62 W32 N28 H21 SING N N 63 W32 N29 H22 SING N N 64 W32 N30 H23 SING N N 65 # 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 W32 SMILES ACDLabs 12.01 "FC(F)(F)c4cc(Oc1ccc(cc1Cl)Nc3ncnc2c3C=C(C(=O)NCCS(=O)(=O)C)CCN2)ccc4" W32 InChI InChI 1.03 "InChI=1S/C25H23ClF3N5O4S/c1-39(36,37)10-9-31-24(35)15-7-8-30-22-19(11-15)23(33-14-32-22)34-17-5-6-21(20(26)13-17)38-18-4-2-3-16(12-18)25(27,28)29/h2-6,11-14H,7-10H2,1H3,(H,31,35)(H2,30,32,33,34)" W32 InChIKey InChI 1.03 QRXMEGUJRZKMEO-UHFFFAOYSA-N W32 SMILES_CANONICAL CACTVS 3.370 "C[S](=O)(=O)CCNC(=O)C1=Cc2c(NCC1)ncnc2Nc3ccc(Oc4cccc(c4)C(F)(F)F)c(Cl)c3" W32 SMILES CACTVS 3.370 "C[S](=O)(=O)CCNC(=O)C1=Cc2c(NCC1)ncnc2Nc3ccc(Oc4cccc(c4)C(F)(F)F)c(Cl)c3" W32 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CS(=O)(=O)CCNC(=O)C1=Cc2c(ncnc2Nc3ccc(c(c3)Cl)Oc4cccc(c4)C(F)(F)F)NCC1" W32 SMILES "OpenEye OEToolkits" 1.7.6 "CS(=O)(=O)CCNC(=O)C1=Cc2c(ncnc2Nc3ccc(c(c3)Cl)Oc4cccc(c4)C(F)(F)F)NCC1" # 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 W32 "SYSTEMATIC NAME" ACDLabs 12.01 "4-({3-chloro-4-[3-(trifluoromethyl)phenoxy]phenyl}amino)-N-[2-(methylsulfonyl)ethyl]-8,9-dihydro-7H-pyrimido[4,5-b]azepine-6-carboxamide" W32 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[[3-chloranyl-4-[3-(trifluoromethyl)phenoxy]phenyl]amino]-N-(2-methylsulfonylethyl)-8,9-dihydro-7H-pyrimido[4,5-b]azepine-6-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site W32 "Create component" 2012-12-19 PDBJ W32 "Initial release" 2013-03-06 RCSB #