data_DWW # _chem_comp.id DWW _chem_comp.name "[2-({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 DWW _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3WAW _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 DWW CBB CBB C 0 1 Y N N 19.976 40.406 19.903 5.349 1.036 -0.972 CBB DWW 1 DWW CAV CAV C 0 1 N N N 19.404 40.741 18.676 4.848 -0.341 -1.322 CAV DWW 2 DWW NAS NAS N 0 1 N N N 18.522 39.679 18.162 3.698 -0.675 -0.471 NAS DWW 3 DWW CAT CAT C 0 1 N N N 17.783 40.273 17.027 3.331 -2.090 -0.613 CAT DWW 4 DWW CAU CAU C 0 1 N N N 16.844 39.264 16.409 2.252 -2.440 0.417 CAU DWW 5 DWW CAR CAR C 0 1 N N N 17.432 39.565 19.155 2.557 0.204 -0.760 CAR DWW 6 DWW CAQ CAQ C 0 1 N N N 16.455 38.481 18.732 1.446 -0.053 0.264 CAQ DWW 7 DWW NAP NAP N 0 1 N N N 15.872 38.797 17.413 1.139 -1.491 0.269 NAP DWW 8 DWW CAJ CAJ C 0 1 N N N 14.655 38.350 17.077 -0.150 -1.934 0.139 CAJ DWW 9 DWW SAI SAI S 0 1 N N N 14.123 38.183 15.525 -1.597 -0.927 -0.047 SAI DWW 10 DWW NAK NAK N 0 1 N N N 13.722 37.909 17.934 -0.548 -3.185 0.123 NAK DWW 11 DWW CAL CAL C 0 1 N N N 12.616 37.447 17.310 -1.823 -3.477 -0.008 CAL DWW 12 DWW OAO OAO O 0 1 N N N 11.649 37.002 17.924 -2.237 -4.625 -0.028 OAO DWW 13 DWW CAH CAH C 0 1 N N N 12.640 37.517 15.974 -2.711 -2.308 -0.132 CAH DWW 14 DWW CAG CAG C 0 1 N N N 11.628 37.064 15.219 -4.059 -2.290 -0.281 CAG DWW 15 DWW CAF CAF C 0 1 Y N N 11.561 37.192 13.831 -4.787 -1.015 -0.229 CAF DWW 16 DWW CAA CAA C 0 1 Y N N 10.928 36.103 13.245 -4.207 0.102 0.383 CAA DWW 17 DWW CAB CAB C 0 1 Y N N 10.865 35.997 11.856 -4.897 1.295 0.428 CAB DWW 18 DWW CLN CLN CL 0 0 N N N 10.009 34.695 11.099 -4.180 2.682 1.186 CLN DWW 19 DWW CAC CAC C 0 1 Y N N 11.490 36.954 11.061 -6.162 1.389 -0.131 CAC DWW 20 DWW CLM CLM CL 0 0 N N N 11.382 36.798 9.306 -7.024 2.895 -0.071 CLM DWW 21 DWW CAD CAD C 0 1 Y N N 12.188 38.003 11.655 -6.743 0.287 -0.739 CAD DWW 22 DWW CAE CAE C 0 1 Y N N 12.290 38.073 13.041 -6.063 -0.910 -0.797 CAE DWW 23 DWW H4 H4 H 0 1 N N N 18.814 41.661 18.800 4.544 -0.363 -2.368 H4 DWW 24 DWW H5 H5 H 0 1 N N N 20.209 40.916 17.947 5.643 -1.069 -1.159 H5 DWW 25 DWW H7 H7 H 0 1 N N N 17.201 41.134 17.387 2.946 -2.266 -1.617 H7 DWW 26 DWW H8 H8 H 0 1 N N N 18.502 40.610 16.266 4.210 -2.712 -0.446 H8 DWW 27 DWW H9 H9 H 0 1 N N N 16.306 39.733 15.572 1.894 -3.455 0.242 H9 DWW 28 DWW H10 H10 H 0 1 N N N 17.424 38.406 16.038 2.667 -2.364 1.422 H10 DWW 29 DWW H11 H11 H 0 1 N N N 17.858 39.309 20.136 2.875 1.245 -0.700 H11 DWW 30 DWW H12 H12 H 0 1 N N N 16.902 40.526 19.226 2.182 -0.005 -1.763 H12 DWW 31 DWW H13 H13 H 0 1 N N N 16.985 37.519 18.672 1.784 0.253 1.254 H13 DWW 32 DWW H14 H14 H 0 1 N N N 15.649 38.410 19.477 0.556 0.511 -0.013 H14 DWW 33 DWW H15 H15 H 0 1 N N N 10.810 36.567 15.719 -4.597 -3.214 -0.438 H15 DWW 34 DWW H17 H17 H 0 1 N N N 10.485 35.338 13.865 -3.222 0.029 0.819 H17 DWW 35 DWW H24 H24 H 0 1 N N N 12.650 38.761 11.040 -7.728 0.368 -1.173 H24 DWW 36 DWW H25 H25 H 0 1 N N N 12.933 38.809 13.501 -6.514 -1.766 -1.275 H25 DWW 37 DWW C1 C1 C 0 1 Y N N ? ? ? 5.000 2.118 -1.755 C1 DWW 38 DWW C2 C2 C 0 1 Y N N ? ? ? 5.460 3.383 -1.435 C2 DWW 39 DWW C3 C3 C 0 1 Y N N ? ? ? 6.271 3.572 -0.330 C3 DWW 40 DWW C4 C4 C 0 1 Y N N ? ? ? 6.625 2.498 0.460 C4 DWW 41 DWW C5 C5 C 0 1 Y N N ? ? ? 6.161 1.222 0.146 C5 DWW 42 DWW B1 B1 B 0 1 N N N ? ? ? 6.560 -0.005 1.041 B1 DWW 43 DWW O1 O1 O 0 1 N N N ? ? ? 7.397 0.185 2.172 O1 DWW 44 DWW O2 O2 O 0 1 N N N ? ? ? 6.085 -1.304 0.719 O2 DWW 45 DWW H1 H1 H 0 1 N N N ? ? ? 4.368 1.977 -2.619 H1 DWW 46 DWW H2 H2 H 0 1 N N N ? ? ? 5.185 4.227 -2.051 H2 DWW 47 DWW H3 H3 H 0 1 N N N ? ? ? 6.627 4.562 -0.086 H3 DWW 48 DWW H6 H6 H 0 1 N N N ? ? ? 7.259 2.646 1.322 H6 DWW 49 DWW H16 H16 H 0 1 N N N ? ? ? 7.588 -0.628 2.661 H16 DWW 50 DWW H18 H18 H 0 1 N N N ? ? ? 6.384 -1.994 1.327 H18 DWW 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 DWW CBB CAV SING N N 1 DWW CAV NAS SING N N 2 DWW NAS CAT SING N N 3 DWW NAS CAR SING N N 4 DWW CAT CAU SING N N 5 DWW CAU NAP SING N N 6 DWW CAR CAQ SING N N 7 DWW CAQ NAP SING N N 8 DWW NAP CAJ SING N N 9 DWW CAJ SAI SING N N 10 DWW CAJ NAK DOUB N N 11 DWW SAI CAH SING N N 12 DWW NAK CAL SING N N 13 DWW CAL OAO DOUB N N 14 DWW CAL CAH SING N N 15 DWW CAH CAG DOUB N Z 16 DWW CAG CAF SING N N 17 DWW CAF CAA DOUB Y N 18 DWW CAF CAE SING Y N 19 DWW CAA CAB SING Y N 20 DWW CAB CAC DOUB Y N 21 DWW CAC CAD SING Y N 22 DWW CAD CAE DOUB Y N 23 DWW CAB CLN SING N N 24 DWW CAC CLM SING N N 25 DWW CAV H4 SING N N 26 DWW CAV H5 SING N N 27 DWW CAT H7 SING N N 28 DWW CAT H8 SING N N 29 DWW CAU H9 SING N N 30 DWW CAU H10 SING N N 31 DWW CAR H11 SING N N 32 DWW CAR H12 SING N N 33 DWW CAQ H13 SING N N 34 DWW CAQ H14 SING N N 35 DWW CAG H15 SING N N 36 DWW CAA H17 SING N N 37 DWW CAD H24 SING N N 38 DWW CAE H25 SING N N 39 DWW CBB C1 SING Y N 40 DWW C1 C2 DOUB Y N 41 DWW C2 C3 SING Y N 42 DWW C3 C4 DOUB Y N 43 DWW C4 C5 SING Y N 44 DWW C5 CBB DOUB Y N 45 DWW C5 B1 SING N N 46 DWW B1 O1 SING N N 47 DWW B1 O2 SING N N 48 DWW C1 H1 SING N N 49 DWW C2 H2 SING N N 50 DWW C3 H3 SING N N 51 DWW C4 H6 SING N N 52 DWW O1 H16 SING N N 53 DWW O2 H18 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 DWW SMILES ACDLabs 12.01 "Clc1ccc(cc1Cl)\C=C2/SC(=NC2=O)N4CCN(Cc3ccccc3B(O)O)CC4" DWW InChI InChI 1.03 "InChI=1S/C21H20BCl2N3O3S/c23-17-6-5-14(11-18(17)24)12-19-20(28)25-21(31-19)27-9-7-26(8-10-27)13-15-3-1-2-4-16(15)22(29)30/h1-6,11-12,29-30H,7-10,13H2/b19-12-" DWW InChIKey InChI 1.03 GILNVXHIMLZKLO-UNOMPAQXSA-N DWW SMILES_CANONICAL CACTVS 3.370 "OB(O)c1ccccc1CN2CCN(CC2)C3=NC(=O)C(/S3)=C/c4ccc(Cl)c(Cl)c4" DWW SMILES CACTVS 3.370 "OB(O)c1ccccc1CN2CCN(CC2)C3=NC(=O)C(S3)=Cc4ccc(Cl)c(Cl)c4" DWW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "B(c1ccccc1CN2CCN(CC2)C3=NC(=O)/C(=C/c4ccc(c(c4)Cl)Cl)/S3)(O)O" DWW SMILES "OpenEye OEToolkits" 1.7.6 "B(c1ccccc1CN2CCN(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 DWW "SYSTEMATIC NAME" ACDLabs 12.01 "[2-({4-[(5Z)-5-(3,4-dichlorobenzylidene)-4-oxo-4,5-dihydro-1,3-thiazol-2-yl]piperazin-1-yl}methyl)phenyl]boronic acid" DWW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[2-[[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 DWW "Create component" 2013-05-16 PDBJ DWW "Initial release" 2013-07-31 RCSB #