data_DWF # _chem_comp.id DWF _chem_comp.name "N-(3-fluoro-4-{[2-({3-[(methylsulfonyl)methyl]phenyl}amino)pyrimidin-4-yl]oxy}phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H25 F2 N5 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-08 _chem_comp.pdbx_modified_date 2014-10-10 _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 593.601 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DWF _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 4MXC _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 DWF C4 C4 C 0 1 Y N N -10.085 19.830 -30.969 -1.951 -2.445 -1.276 C4 DWF 1 DWF C5 C5 C 0 1 Y N N -11.399 19.409 -30.735 -3.011 -3.240 -1.712 C5 DWF 2 DWF C6 C6 C 0 1 Y N N -12.399 20.355 -30.518 -4.264 -2.668 -1.820 C6 DWF 3 DWF N1 N1 N 0 1 Y N N -12.087 21.656 -30.559 -4.421 -1.390 -1.508 N1 DWF 4 DWF N3 N3 N 0 1 Y N N -9.839 21.145 -30.989 -2.180 -1.171 -0.980 N3 DWF 5 DWF CAA CAA C 0 1 N N N -5.917 22.072 -28.363 -10.101 -0.884 2.051 CAA DWF 6 DWF SBP SBP S 0 1 N N N -5.028 23.456 -28.974 -8.678 0.212 1.794 SBP DWF 7 DWF OAD OAD O 0 1 N N N -3.602 23.236 -28.887 -9.074 1.544 2.090 OAD DWF 8 DWF OAE OAE O 0 1 N N N -5.180 24.658 -28.172 -7.553 -0.342 2.461 OAE DWF 9 DWF CAW CAW C 0 1 N N N -5.526 23.703 -30.650 -8.416 0.071 0.004 CAW DWF 10 DWF CBG CBG C 0 1 Y N N -6.897 24.305 -30.690 -7.248 0.933 -0.402 CBG DWF 11 DWF CAS CAS C 0 1 Y N N -8.048 23.509 -30.713 -5.972 0.407 -0.406 CAS DWF 12 DWF CAJ CAJ C 0 1 Y N N -6.988 25.687 -30.722 -7.457 2.248 -0.775 CAJ DWF 13 DWF CAH CAH C 0 1 Y N N -8.229 26.302 -30.774 -6.389 3.042 -1.148 CAH DWF 14 DWF CAK CAK C 0 1 Y N N -9.369 25.512 -30.802 -5.108 2.524 -1.149 CAK DWF 15 DWF CBJ CBJ C 0 1 Y N N -9.295 24.123 -30.775 -4.896 1.202 -0.780 CBJ DWF 16 DWF NBB NBB N 0 1 N N N -10.564 23.438 -30.804 -3.601 0.674 -0.780 NBB DWF 17 DWF C2 C2 C 0 1 Y N N -10.820 22.028 -30.782 -3.396 -0.659 -1.097 C2 DWF 18 DWF OBC OBC O 0 1 N N N -9.030 18.969 -31.195 -0.707 -2.966 -1.150 OBC DWF 19 DWF CBN CBN C 0 1 Y N N -9.202 17.707 -30.674 0.308 -2.124 -0.820 CBN DWF 20 DWF CBK CBK C 0 1 Y N N -9.329 16.632 -31.543 0.518 -1.775 0.508 CBK DWF 21 DWF FAG FAG F 0 1 N N N -9.294 16.830 -32.862 -0.286 -2.273 1.473 FAG DWF 22 DWF CAT CAT C 0 1 Y N N -9.500 15.350 -31.039 1.551 -0.919 0.843 CAT DWF 23 DWF CAR CAR C 0 1 Y N N -9.227 17.524 -29.298 1.137 -1.617 -1.809 CAR DWF 24 DWF CAQ CAQ C 0 1 Y N N -9.397 16.247 -28.799 2.170 -0.762 -1.475 CAQ DWF 25 DWF CBI CBI C 0 1 Y N N -9.518 15.174 -29.657 2.377 -0.408 -0.149 CBI DWF 26 DWF NBA NBA N 0 1 N N N -9.725 13.878 -29.066 3.423 0.460 0.189 NBA DWF 27 DWF CBE CBE C 0 1 N N N -9.627 12.630 -29.738 3.685 1.533 -0.583 CBE DWF 28 DWF OAC OAC O 0 1 N N N -9.296 12.472 -30.896 2.974 1.784 -1.534 OAC DWF 29 DWF CBO CBO C 0 1 N N N -9.955 11.486 -28.851 4.859 2.423 -0.265 CBO DWF 30 DWF CAU CAU C 0 1 N N N -10.533 10.308 -29.568 4.830 3.853 -0.809 CAU DWF 31 DWF CAV CAV C 0 1 N N N -9.102 10.300 -29.155 4.619 3.597 0.686 CAV DWF 32 DWF CBD CBD C 0 1 N N N -10.306 11.633 -27.414 6.197 1.732 -0.194 CBD DWF 33 DWF OAB OAB O 0 1 N N N -10.370 12.753 -26.924 7.155 2.206 -0.767 OAB DWF 34 DWF NAZ NAZ N 0 1 N N N -10.546 10.490 -26.635 6.328 0.588 0.506 NAZ DWF 35 DWF CBH CBH C 0 1 Y N N -10.880 10.662 -25.245 7.594 0.018 0.685 CBH DWF 36 DWF CAO CAO C 0 1 Y N N -11.905 11.526 -24.851 7.756 -1.358 0.597 CAO DWF 37 DWF CAM CAM C 0 1 Y N N -12.197 11.657 -23.503 9.006 -1.919 0.773 CAM DWF 38 DWF CBF CBF C 0 1 Y N N -11.473 10.934 -22.578 10.098 -1.109 1.036 CBF DWF 39 DWF FAF FAF F 0 1 N N N -11.751 11.061 -21.284 11.320 -1.659 1.207 FAF DWF 40 DWF CAN CAN C 0 1 Y N N -10.461 10.072 -22.972 9.939 0.264 1.124 CAN DWF 41 DWF CAP CAP C 0 1 Y N N -10.164 9.930 -24.319 8.691 0.828 0.944 CAP DWF 42 DWF H1 H1 H 0 1 N N N -11.637 18.356 -30.723 -2.855 -4.280 -1.960 H1 DWF 43 DWF H2 H2 H 0 1 N N N -13.413 20.042 -30.319 -5.106 -3.256 -2.155 H2 DWF 44 DWF H3 H3 H 0 1 N N N -5.633 21.886 -27.317 -10.947 -0.525 1.465 H3 DWF 45 DWF H4 H4 H 0 1 N N N -6.996 22.276 -28.419 -9.842 -1.895 1.735 H4 DWF 46 DWF H5 H5 H 0 1 N N N -5.679 21.186 -28.971 -10.367 -0.891 3.108 H5 DWF 47 DWF H6 H6 H 0 1 N N N -5.537 22.736 -31.174 -8.207 -0.968 -0.252 H6 DWF 48 DWF H7 H7 H 0 1 N N N -4.815 24.381 -31.146 -9.312 0.402 -0.521 H7 DWF 49 DWF H8 H8 H 0 1 N N N -7.969 22.432 -30.683 -5.810 -0.622 -0.119 H8 DWF 50 DWF H9 H9 H 0 1 N N N -6.090 26.287 -30.706 -8.457 2.656 -0.775 H9 DWF 51 DWF H10 H10 H 0 1 N N N -8.307 27.379 -30.792 -6.555 4.069 -1.439 H10 DWF 52 DWF H11 H11 H 0 1 N N N -10.338 25.987 -30.846 -4.274 3.145 -1.441 H11 DWF 53 DWF H12 H12 H 0 1 N N N -11.373 24.025 -30.845 -2.846 1.242 -0.558 H12 DWF 54 DWF H13 H13 H 0 1 N N N -9.617 14.507 -31.704 1.714 -0.647 1.875 H13 DWF 55 DWF H14 H14 H 0 1 N N N -9.116 18.365 -28.630 0.976 -1.891 -2.841 H14 DWF 56 DWF H15 H15 H 0 1 N N N -9.435 16.088 -27.731 2.815 -0.368 -2.247 H15 DWF 57 DWF H16 H16 H 0 1 N N N -9.959 13.854 -28.094 3.960 0.289 0.979 H16 DWF 58 DWF H17 H17 H 0 1 N N N -10.798 10.388 -30.633 5.779 4.294 -1.115 H17 DWF 59 DWF H18 H18 H 0 1 N N N -11.256 9.654 -29.058 3.961 4.150 -1.396 H18 DWF 60 DWF H19 H19 H 0 1 N N N -8.769 9.640 -28.341 3.611 3.727 1.081 H19 DWF 61 DWF H20 H20 H 0 1 N N N -8.310 10.373 -29.915 5.428 3.871 1.362 H20 DWF 62 DWF H21 H21 H 0 1 N N N -10.486 9.576 -27.037 5.545 0.160 0.887 H21 DWF 63 DWF H22 H22 H 0 1 N N N -12.463 12.085 -25.588 6.904 -1.990 0.392 H22 DWF 64 DWF H23 H23 H 0 1 N N N -12.985 12.320 -23.179 9.132 -2.989 0.705 H23 DWF 65 DWF H24 H24 H 0 1 N N N -9.906 9.513 -22.233 10.792 0.893 1.330 H24 DWF 66 DWF H25 H25 H 0 1 N N N -9.383 9.256 -24.639 8.569 1.900 1.008 H25 DWF 67 # 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 DWF FAG CBK SING N N 1 DWF CBK CAT DOUB Y N 2 DWF CBK CBN SING Y N 3 DWF OBC C4 SING N N 4 DWF OBC CBN SING N N 5 DWF CAT CBI SING Y N 6 DWF N3 C4 DOUB Y N 7 DWF N3 C2 SING Y N 8 DWF C4 C5 SING Y N 9 DWF OAC CBE DOUB N N 10 DWF NBB C2 SING N N 11 DWF NBB CBJ SING N N 12 DWF CAK CBJ DOUB Y N 13 DWF CAK CAH SING Y N 14 DWF C2 N1 DOUB Y N 15 DWF CBJ CAS SING Y N 16 DWF CAH CAJ DOUB Y N 17 DWF C5 C6 DOUB Y N 18 DWF CAJ CBG SING Y N 19 DWF CAS CBG DOUB Y N 20 DWF CBG CAW SING N N 21 DWF CBN CAR DOUB Y N 22 DWF CAW SBP SING N N 23 DWF N1 C6 SING Y N 24 DWF CBE NBA SING N N 25 DWF CBE CBO SING N N 26 DWF CBI NBA SING N N 27 DWF CBI CAQ DOUB Y N 28 DWF CAU CAV SING N N 29 DWF CAU CBO SING N N 30 DWF CAR CAQ SING Y N 31 DWF CAV CBO SING N N 32 DWF SBP OAD DOUB N N 33 DWF SBP CAA SING N N 34 DWF SBP OAE DOUB N N 35 DWF CBO CBD SING N N 36 DWF CBD OAB DOUB N N 37 DWF CBD NAZ SING N N 38 DWF NAZ CBH SING N N 39 DWF CBH CAO DOUB Y N 40 DWF CBH CAP SING Y N 41 DWF CAO CAM SING Y N 42 DWF CAP CAN DOUB Y N 43 DWF CAM CBF DOUB Y N 44 DWF CAN CBF SING Y N 45 DWF CBF FAF SING N N 46 DWF C5 H1 SING N N 47 DWF C6 H2 SING N N 48 DWF CAA H3 SING N N 49 DWF CAA H4 SING N N 50 DWF CAA H5 SING N N 51 DWF CAW H6 SING N N 52 DWF CAW H7 SING N N 53 DWF CAS H8 SING N N 54 DWF CAJ H9 SING N N 55 DWF CAH H10 SING N N 56 DWF CAK H11 SING N N 57 DWF NBB H12 SING N N 58 DWF CAT H13 SING N N 59 DWF CAR H14 SING N N 60 DWF CAQ H15 SING N N 61 DWF NBA H16 SING N N 62 DWF CAU H17 SING N N 63 DWF CAU H18 SING N N 64 DWF CAV H19 SING N N 65 DWF CAV H20 SING N N 66 DWF NAZ H21 SING N N 67 DWF CAO H22 SING N N 68 DWF CAM H23 SING N N 69 DWF CAN H24 SING N N 70 DWF CAP H25 SING N N 71 # 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 DWF SMILES ACDLabs 12.01 "Fc1ccc(cc1)NC(=O)C5(C(=O)Nc4ccc(Oc2nc(ncc2)Nc3cccc(c3)CS(=O)(=O)C)c(F)c4)CC5" DWF InChI InChI 1.03 "InChI=1S/C29H25F2N5O5S/c1-42(39,40)17-18-3-2-4-21(15-18)35-28-32-14-11-25(36-28)41-24-10-9-22(16-23(24)31)34-27(38)29(12-13-29)26(37)33-20-7-5-19(30)6-8-20/h2-11,14-16H,12-13,17H2,1H3,(H,33,37)(H,34,38)(H,32,35,36)" DWF InChIKey InChI 1.03 SEERCQIVLBZZJL-UHFFFAOYSA-N DWF SMILES_CANONICAL CACTVS 3.385 "C[S](=O)(=O)Cc1cccc(Nc2nccc(Oc3ccc(NC(=O)C4(CC4)C(=O)Nc5ccc(F)cc5)cc3F)n2)c1" DWF SMILES CACTVS 3.385 "C[S](=O)(=O)Cc1cccc(Nc2nccc(Oc3ccc(NC(=O)C4(CC4)C(=O)Nc5ccc(F)cc5)cc3F)n2)c1" DWF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CS(=O)(=O)Cc1cccc(c1)Nc2nccc(n2)Oc3ccc(cc3F)NC(=O)C4(CC4)C(=O)Nc5ccc(cc5)F" DWF SMILES "OpenEye OEToolkits" 1.7.6 "CS(=O)(=O)Cc1cccc(c1)Nc2nccc(n2)Oc3ccc(cc3F)NC(=O)C4(CC4)C(=O)Nc5ccc(cc5)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 DWF "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-fluoro-4-{[2-({3-[(methylsulfonyl)methyl]phenyl}amino)pyrimidin-4-yl]oxy}phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide" DWF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N1'-[3-fluoranyl-4-[2-[[3-(methylsulfonylmethyl)phenyl]amino]pyrimidin-4-yl]oxy-phenyl]-N1-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DWF "Create component" 2013-10-08 PDBJ DWF "Initial release" 2014-10-15 RCSB #