data_WRO # _chem_comp.id WRO _chem_comp.name "2,6-dioxo-5-{2-[3-(trifluoromethyl)phenyl]ethyl}-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H11 F3 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-27 _chem_comp.pdbx_modified_date 2013-11-22 _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 328.243 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WRO _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 3W1T _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 WRO OAA OAA O 0 1 N N N 7.019 18.274 14.443 1.814 2.388 0.357 OAA WRO 1 WRO CAP CAP C 0 1 N N N 6.274 17.288 14.434 2.957 1.994 0.254 CAP WRO 2 WRO OAD OAD O 0 1 N N N 5.033 17.310 14.510 3.975 2.876 0.244 OAD WRO 3 WRO CAS CAS C 0 1 N N N 6.831 15.908 14.425 3.234 0.542 0.147 CAS WRO 4 WRO NAN NAN N 0 1 N N N 6.316 15.126 15.461 4.516 0.094 -0.094 NAN WRO 5 WRO CAU CAU C 0 1 N N N 6.739 13.780 15.623 4.787 -1.217 -0.195 CAU WRO 6 WRO OAB OAB O 0 1 N N N 6.257 13.028 16.465 5.931 -1.571 -0.407 OAB WRO 7 WRO NAO NAO N 0 1 N N N 7.665 13.292 14.698 3.827 -2.150 -0.067 NAO WRO 8 WRO CAV CAV C 0 1 N N N 8.147 14.046 13.603 2.549 -1.788 0.169 CAV WRO 9 WRO OAC OAC O 0 1 N N N 8.925 13.545 12.790 1.678 -2.630 0.285 OAC WRO 10 WRO CAT CAT C 0 1 N N N 7.721 15.406 13.490 2.229 -0.360 0.289 CAT WRO 11 WRO CAM CAM C 0 1 N N N 8.187 16.199 12.451 0.816 0.094 0.553 CAM WRO 12 WRO CAL CAL C 0 1 N N N 7.655 15.707 11.086 0.079 0.268 -0.776 CAL WRO 13 WRO CAQ CAQ C 0 1 Y N N 6.481 16.252 10.751 -1.333 0.722 -0.512 CAQ WRO 14 WRO CAK CAK C 0 1 Y N N 6.406 17.516 10.059 -2.338 -0.211 -0.336 CAK WRO 15 WRO CAR CAR C 0 1 Y N N 5.137 18.056 9.769 -3.633 0.206 -0.094 CAR WRO 16 WRO CAW CAW C 0 1 N N N 4.995 19.361 9.059 -4.729 -0.811 0.098 CAW WRO 17 WRO FAF FAF F 0 1 N N N 5.946 19.850 8.467 -5.944 -0.277 -0.345 FAF WRO 18 WRO FAG FAG F 0 1 N N N 4.171 19.231 8.191 -4.430 -1.963 -0.638 FAG WRO 19 WRO FAE FAE F 0 1 N N N 4.715 20.228 9.907 -4.829 -1.138 1.454 FAE WRO 20 WRO CAJ CAJ C 0 1 Y N N 3.950 17.367 10.170 -3.924 1.556 -0.028 CAJ WRO 21 WRO CAH CAH C 0 1 Y N N 4.009 16.119 10.828 -2.920 2.489 -0.204 CAH WRO 22 WRO CAI CAI C 0 1 Y N N 5.287 15.567 11.102 -1.623 2.072 -0.440 CAI WRO 23 WRO H1 H1 H 0 1 N N N 4.735 18.210 14.577 3.745 3.813 0.321 H1 WRO 24 WRO H2 H2 H 0 1 N N N 8.005 12.359 14.816 4.055 -3.090 -0.146 H2 WRO 25 WRO H4 H4 H 0 1 N N N 9.286 16.165 12.440 0.302 -0.652 1.159 H4 WRO 26 WRO H5 H5 H 0 1 N N N 7.853 17.235 12.613 0.834 1.045 1.086 H5 WRO 27 WRO H6 H6 H 0 1 N N N 7.533 14.615 11.131 0.594 1.014 -1.382 H6 WRO 28 WRO H7 H7 H 0 1 N N N 8.393 15.962 10.311 0.062 -0.683 -1.309 H7 WRO 29 WRO H8 H8 H 0 1 N N N 7.306 18.038 9.769 -2.111 -1.265 -0.388 H8 WRO 30 WRO H9 H9 H 0 1 N N N 2.987 17.811 9.965 -4.937 1.882 0.161 H9 WRO 31 WRO H10 H10 H 0 1 N N N 3.107 15.599 11.115 -3.147 3.543 -0.153 H10 WRO 32 WRO H11 H11 H 0 1 N N N 5.354 14.605 11.588 -0.837 2.801 -0.574 H11 WRO 33 WRO H12 H12 H 0 1 N N N 5.646 15.516 16.092 5.235 0.738 -0.192 H12 WRO 34 # 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 WRO FAG CAW SING N N 1 WRO FAF CAW SING N N 2 WRO CAW CAR SING N N 3 WRO CAW FAE SING N N 4 WRO CAR CAK DOUB Y N 5 WRO CAR CAJ SING Y N 6 WRO CAK CAQ SING Y N 7 WRO CAJ CAH DOUB Y N 8 WRO CAQ CAL SING N N 9 WRO CAQ CAI DOUB Y N 10 WRO CAH CAI SING Y N 11 WRO CAL CAM SING N N 12 WRO CAM CAT SING N N 13 WRO OAC CAV DOUB N N 14 WRO CAT CAV SING N N 15 WRO CAT CAS DOUB N N 16 WRO CAV NAO SING N N 17 WRO CAS CAP SING N N 18 WRO CAS NAN SING N N 19 WRO CAP OAA DOUB N N 20 WRO CAP OAD SING N N 21 WRO NAO CAU SING N N 22 WRO NAN CAU SING N N 23 WRO CAU OAB DOUB N N 24 WRO OAD H1 SING N N 25 WRO NAO H2 SING N N 26 WRO CAM H4 SING N N 27 WRO CAM H5 SING N N 28 WRO CAL H6 SING N N 29 WRO CAL H7 SING N N 30 WRO CAK H8 SING N N 31 WRO CAJ H9 SING N N 32 WRO CAH H10 SING N N 33 WRO CAI H11 SING N N 34 WRO NAN H12 SING N N 35 # 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 WRO SMILES ACDLabs 12.01 "O=C1NC(C(=O)O)=C(C(=O)N1)CCc2cccc(c2)C(F)(F)F" WRO InChI InChI 1.03 "InChI=1S/C14H11F3N2O4/c15-14(16,17)8-3-1-2-7(6-8)4-5-9-10(12(21)22)18-13(23)19-11(9)20/h1-3,6H,4-5H2,(H,21,22)(H2,18,19,20,23)" WRO InChIKey InChI 1.03 KJPHDCMBIHOWFV-UHFFFAOYSA-N WRO SMILES_CANONICAL CACTVS 3.370 "OC(=O)C1=C(CCc2cccc(c2)C(F)(F)F)C(=O)NC(=O)N1" WRO SMILES CACTVS 3.370 "OC(=O)C1=C(CCc2cccc(c2)C(F)(F)F)C(=O)NC(=O)N1" WRO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)C(F)(F)F)CCC2=C(NC(=O)NC2=O)C(=O)O" WRO SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)C(F)(F)F)CCC2=C(NC(=O)NC2=O)C(=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 WRO "SYSTEMATIC NAME" ACDLabs 12.01 "2,6-dioxo-5-{2-[3-(trifluoromethyl)phenyl]ethyl}-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" WRO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2,4-bis(oxidanylidene)-5-[2-[3-(trifluoromethyl)phenyl]ethyl]-1H-pyrimidine-6-carboxylic 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 WRO "Create component" 2012-11-27 PDBJ WRO "Initial release" 2013-11-27 RCSB #