data_DWY # _chem_comp.id DWY _chem_comp.name "[4-({4-[(5Z)-5-(3,4-dichlorobenzylidene)-4-oxo-4,5-dihydro-1,3-thiazol-2-yl]piperazin-1-yl}methyl)phenyl]boronic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H20 B Cl2 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-16 _chem_comp.pdbx_modified_date 2013-07-26 _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 476.184 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DWY _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 3WAY _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 DWY CAA CAA C 0 1 Y N N 11.899 38.070 12.748 -5.940 0.050 0.404 CAA DWY 1 DWY CAB CAB C 0 1 Y N N 11.759 38.004 11.361 -6.350 -1.263 0.309 CAB DWY 2 DWY CLN CLN CL 0 0 N N N 12.206 39.367 10.380 -7.883 -1.741 0.968 CLN DWY 3 DWY CAC CAC C 0 1 Y N N 11.264 36.840 10.763 -5.540 -2.202 -0.312 CAC DWY 4 DWY CLM CLM CL 0 0 N N N 11.144 36.716 8.971 -6.064 -3.853 -0.427 CLM DWY 5 DWY CAD CAD C 0 1 Y N N 10.884 35.764 11.558 -4.315 -1.830 -0.841 CAD DWY 6 DWY CAE CAE C 0 1 Y N N 10.976 35.855 12.948 -3.892 -0.521 -0.754 CAE DWY 7 DWY CAF CAF C 0 1 Y N N 11.402 37.046 13.538 -4.703 0.433 -0.129 CAF DWY 8 DWY CAG CAG C 0 1 N N N 11.535 36.911 14.948 -4.259 1.831 -0.033 CAG DWY 9 DWY CAH CAH C 0 1 N N N 12.413 37.526 15.752 -2.943 2.134 -0.153 CAH DWY 10 DWY SAI SAI S 0 1 N N N 14.014 38.165 15.319 -1.564 1.020 -0.251 SAI DWY 11 DWY CAL CAL C 0 1 N N N 12.408 37.444 17.113 -2.318 3.466 -0.238 CAL DWY 12 DWY OAO OAO O 0 1 N N N 11.452 37.029 17.769 -2.965 4.501 -0.207 OAO DWY 13 DWY NAK NAK N 0 1 N N N 13.456 37.987 17.763 -1.008 3.451 -0.349 NAK DWY 14 DWY CAJ CAJ C 0 1 N N N 14.408 38.449 16.931 -0.357 2.312 -0.380 CAJ DWY 15 DWY NAP NAP N 0 1 N N N 15.597 38.888 17.386 0.998 2.151 -0.494 NAP DWY 16 DWY CAU CAU C 0 1 N N N 15.868 39.416 18.745 1.891 3.316 -0.593 CAU DWY 17 DWY CAT CAT C 0 1 N N N 17.240 38.908 19.230 3.003 3.167 0.451 CAT DWY 18 DWY CAQ CAQ C 0 1 N N N 16.680 39.154 16.441 1.601 0.810 -0.515 CAQ DWY 19 DWY CAR CAR C 0 1 N N N 17.961 38.694 17.056 2.725 0.765 0.525 CAR DWY 20 DWY NAS NAS N 0 1 N N N 18.347 39.328 18.332 3.661 1.865 0.278 NAS DWY 21 DWY CAV CAV C 0 1 N N N 19.651 38.807 18.873 4.842 1.753 1.144 CAV DWY 22 DWY CBB CBB C 0 1 Y N N 20.580 38.591 17.821 5.625 0.521 0.768 CBB DWY 23 DWY CAW CAW C 0 1 Y N N 20.673 37.261 17.438 6.620 0.603 -0.190 CAW DWY 24 DWY CAX CAX C 0 1 Y N N 21.470 36.876 16.393 7.340 -0.521 -0.538 CAX DWY 25 DWY CAY CAY C 0 1 Y N N 22.210 37.854 15.776 7.064 -1.741 0.078 CAY DWY 26 DWY BBC BBC B 0 1 N N N 23.187 37.182 14.361 7.880 -3.024 -0.313 BBC DWY 27 DWY OBE OBE O 0 1 N N N 23.589 35.734 14.506 8.902 -2.943 -1.296 OBE DWY 28 DWY OBD OBD O 0 1 N N N 24.019 38.248 13.594 7.597 -4.265 0.315 OBD DWY 29 DWY CAZ CAZ C 0 1 Y N N 22.136 39.211 16.104 6.061 -1.817 1.042 CAZ DWY 30 DWY CBA CBA C 0 1 Y N N 21.311 39.596 17.177 5.350 -0.686 1.386 CBA DWY 31 DWY H1 H1 H 0 1 N N N 12.393 38.916 13.204 -6.573 0.782 0.883 H1 DWY 32 DWY H2 H2 H 0 1 N N N 10.517 34.857 11.100 -3.690 -2.567 -1.323 H2 DWY 33 DWY H3 H3 H 0 1 N N N 10.718 35.007 13.565 -2.937 -0.232 -1.167 H3 DWY 34 DWY H4 H4 H 0 1 N N N 10.846 36.232 15.428 -4.981 2.617 0.133 H4 DWY 35 DWY H6 H6 H 0 1 N N N 15.873 40.516 18.717 2.328 3.359 -1.590 H6 DWY 36 DWY H7 H7 H 0 1 N N N 15.084 39.071 19.435 1.326 4.228 -0.398 H7 DWY 37 DWY H8 H8 H 0 1 N N N 17.430 39.309 20.237 3.735 3.964 0.319 H8 DWY 38 DWY H9 H9 H 0 1 N N N 17.216 37.809 19.271 2.574 3.229 1.451 H9 DWY 39 DWY H10 H10 H 0 1 N N N 16.499 38.607 15.504 0.844 0.065 -0.268 H10 DWY 40 DWY H11 H11 H 0 1 N N N 16.734 40.232 16.231 2.009 0.607 -1.505 H11 DWY 41 DWY H12 H12 H 0 1 N N N 17.876 37.612 17.233 2.301 0.864 1.525 H12 DWY 42 DWY H13 H13 H 0 1 N N N 18.766 38.885 16.332 3.255 -0.185 0.448 H13 DWY 43 DWY H15 H15 H 0 1 N N N 20.068 39.541 19.578 5.470 2.635 1.018 H15 DWY 44 DWY H16 H16 H 0 1 N N N 19.471 37.856 19.397 4.524 1.678 2.184 H16 DWY 45 DWY H17 H17 H 0 1 N N N 20.106 36.515 17.974 6.834 1.549 -0.666 H17 DWY 46 DWY H18 H18 H 0 1 N N N 21.514 35.847 16.068 8.117 -0.456 -1.286 H18 DWY 47 DWY H19 H19 H 0 1 N N N 22.932 35.272 15.012 9.349 -3.783 -1.469 H19 DWY 48 DWY H20 H20 H 0 1 N N N 23.574 39.086 13.634 8.150 -4.996 0.009 H20 DWY 49 DWY H21 H21 H 0 1 N N N 22.698 39.946 15.547 5.842 -2.760 1.522 H21 DWY 50 DWY H22 H22 H 0 1 N N N 21.244 40.627 17.491 4.575 -0.743 2.136 H22 DWY 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 DWY CAA CAB DOUB Y N 1 DWY CAA CAF SING Y N 2 DWY CAB CLN SING N N 3 DWY CAB CAC SING Y N 4 DWY CAC CLM SING N N 5 DWY CAC CAD DOUB Y N 6 DWY CAD CAE SING Y N 7 DWY CAE CAF DOUB Y N 8 DWY CAF CAG SING N N 9 DWY CAG CAH DOUB N Z 10 DWY CAH SAI SING N N 11 DWY CAH CAL SING N N 12 DWY SAI CAJ SING N N 13 DWY CAL OAO DOUB N N 14 DWY CAL NAK SING N N 15 DWY NAK CAJ DOUB N N 16 DWY CAJ NAP SING N N 17 DWY NAP CAU SING N N 18 DWY NAP CAQ SING N N 19 DWY CAU CAT SING N N 20 DWY CAT NAS SING N N 21 DWY CAQ CAR SING N N 22 DWY CAR NAS SING N N 23 DWY NAS CAV SING N N 24 DWY CAV CBB SING N N 25 DWY CBB CAW DOUB Y N 26 DWY CBB CBA SING Y N 27 DWY CAW CAX SING Y N 28 DWY CAX CAY DOUB Y N 29 DWY CAY CAZ SING Y N 30 DWY BBC OBE SING N N 31 DWY BBC OBD SING N N 32 DWY CAZ CBA DOUB Y N 33 DWY CAY BBC SING N N 34 DWY CAA H1 SING N N 35 DWY CAD H2 SING N N 36 DWY CAE H3 SING N N 37 DWY CAG H4 SING N N 38 DWY CAU H6 SING N N 39 DWY CAU H7 SING N N 40 DWY CAT H8 SING N N 41 DWY CAT H9 SING N N 42 DWY CAQ H10 SING N N 43 DWY CAQ H11 SING N N 44 DWY CAR H12 SING N N 45 DWY CAR H13 SING N N 46 DWY CAV H15 SING N N 47 DWY CAV H16 SING N N 48 DWY CAW H17 SING N N 49 DWY CAX H18 SING N N 50 DWY OBE H19 SING N N 51 DWY OBD H20 SING N N 52 DWY CAZ H21 SING N N 53 DWY CBA H22 SING N N 54 # 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 DWY SMILES ACDLabs 12.01 "Clc1ccc(cc1Cl)\C=C2/SC(=NC2=O)N4CCN(Cc3ccc(B(O)O)cc3)CC4" DWY InChI InChI 1.03 "InChI=1S/C21H20BCl2N3O3S/c23-17-6-3-15(11-18(17)24)12-19-20(28)25-21(31-19)27-9-7-26(8-10-27)13-14-1-4-16(5-2-14)22(29)30/h1-6,11-12,29-30H,7-10,13H2/b19-12-" DWY InChIKey InChI 1.03 CKUAZJLGUCZSNN-UNOMPAQXSA-N DWY SMILES_CANONICAL CACTVS 3.370 "OB(O)c1ccc(CN2CCN(CC2)C3=NC(=O)C(/S3)=C/c4ccc(Cl)c(Cl)c4)cc1" DWY SMILES CACTVS 3.370 "OB(O)c1ccc(CN2CCN(CC2)C3=NC(=O)C(S3)=Cc4ccc(Cl)c(Cl)c4)cc1" DWY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "B(c1ccc(cc1)CN2CCN(CC2)C3=NC(=O)/C(=C/c4ccc(c(c4)Cl)Cl)/S3)(O)O" DWY SMILES "OpenEye OEToolkits" 1.7.6 "B(c1ccc(cc1)CN2CCN(CC2)C3=NC(=O)C(=Cc4ccc(c(c4)Cl)Cl)S3)(O)O" # 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 DWY "SYSTEMATIC NAME" ACDLabs 12.01 "[4-({4-[(5Z)-5-(3,4-dichlorobenzylidene)-4-oxo-4,5-dihydro-1,3-thiazol-2-yl]piperazin-1-yl}methyl)phenyl]boronic acid" DWY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[4-[[4-[(5Z)-5-[(3,4-dichlorophenyl)methylidene]-4-oxidanylidene-1,3-thiazol-2-yl]piperazin-1-yl]methyl]phenyl]boronic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DWY "Create component" 2013-05-16 PDBJ DWY "Initial release" 2013-07-31 RCSB #