data_BIA # _chem_comp.id BIA _chem_comp.name "1-(3,4,DIHYDROXY-5-NITROPHENYL)-3-{4-[3-(TRIFLUOROMETHYL) PHENYL] PIPERAZIN-1-YL}PROPAN-1-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H20 F3 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "BIA 3-335" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-07-12 _chem_comp.pdbx_modified_date 2021-03-01 _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 439.385 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BIA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1H1D _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 BIA N2 N2 N 0 1 N N N -32.131 57.656 52.804 3.257 -1.257 0.373 N2 BIA 1 BIA C3 C3 C 0 1 Y N N -25.780 61.510 51.018 -3.982 0.904 -0.614 C3 BIA 2 BIA C4 C4 C 0 1 Y N N -34.188 57.824 51.329 5.207 -1.744 -0.963 C4 BIA 3 BIA O5 O5 O 0 1 N N N -22.739 62.155 48.990 -7.285 2.423 -0.499 O5 BIA 4 BIA C6 C6 C 0 1 N N N -26.798 59.482 52.030 -3.144 -1.322 0.122 C6 BIA 5 BIA C7 C7 C 0 1 Y N N -24.705 62.217 50.216 -4.999 1.823 -0.768 C7 BIA 6 BIA O8 O8 O 0 1 N N N -27.551 60.198 52.686 -3.362 -2.406 0.620 O8 BIA 7 BIA O9 O9 O 0 1 N N N -24.779 63.551 50.046 -4.738 3.035 -1.328 O9 BIA 8 BIA C10 C10 C 0 1 Y N N -35.575 57.648 51.183 6.483 -1.418 -1.380 C10 BIA 9 BIA C11 C11 C 0 1 Y N N -25.726 60.116 51.215 -4.237 -0.352 -0.036 C11 BIA 10 BIA C12 C12 C 0 1 N N N -30.140 56.835 53.969 0.915 -0.560 0.188 C12 BIA 11 BIA N14 N14 N 1 1 N N N -22.579 59.146 49.344 -7.800 -0.049 0.633 N14 BIA 12 BIA C16 C16 C 0 1 N N N -29.944 58.319 51.997 1.435 -2.853 0.003 C16 BIA 13 BIA O17 O17 O 0 1 N N N -21.664 59.650 48.672 -8.797 0.849 0.483 O17 BIA 14 BIA O18 O18 O -1 1 N N N -22.615 57.954 49.554 -8.029 -1.136 1.133 O18 BIA 15 BIA C19 C19 C 0 1 Y N N -24.659 59.374 50.648 -5.521 -0.679 0.386 C19 BIA 16 BIA C21 C21 C 0 1 N N N -31.339 57.978 51.587 2.887 -2.498 -0.319 C21 BIA 17 BIA C22 C22 C 0 1 N N N -26.946 57.963 52.060 -1.752 -0.970 -0.335 C22 BIA 18 BIA N23 N23 N 0 1 N N N -29.290 57.189 52.791 0.546 -1.801 -0.504 N23 BIA 19 BIA C24 C24 C 0 1 Y N N -35.717 56.841 53.471 6.449 0.529 0.018 C24 BIA 20 BIA C25 C25 C 0 1 N N N -31.519 56.495 53.513 2.367 -0.205 -0.134 C25 BIA 21 BIA C26 C26 C 0 1 Y N N -34.352 57.013 53.624 5.171 0.212 0.435 C26 BIA 22 BIA C27 C27 C 0 1 N N N -27.890 57.576 53.191 -0.811 -2.145 -0.059 C27 BIA 23 BIA C28 C28 C 0 1 Y N N -23.650 60.023 49.896 -6.564 0.254 0.232 C28 BIA 24 BIA C31 C31 C 0 1 Y N N -33.529 57.503 52.580 4.547 -0.930 -0.051 C31 BIA 25 BIA C32 C32 C 0 1 Y N N -23.652 61.449 49.674 -6.291 1.518 -0.347 C32 BIA 26 BIA C33 C33 C 0 1 N N N -36.484 56.307 54.660 7.129 1.765 0.548 C33 BIA 27 BIA F37 F37 F 0 1 N N N -37.367 55.409 54.172 8.403 1.877 -0.019 F37 BIA 28 BIA F38 F38 F 0 1 N N N -35.748 55.647 55.477 6.370 2.893 0.217 F38 BIA 29 BIA F39 F39 F 0 1 N N N -37.127 57.250 55.166 7.245 1.672 1.939 F39 BIA 30 BIA C37 C37 C 0 1 Y N N -36.366 57.153 52.247 7.103 -0.283 -0.890 C37 BIA 31 BIA H3 H3 H 0 1 N N N -26.611 62.092 51.451 -2.982 1.151 -0.939 H3 BIA 32 BIA H4 H4 H 0 1 N N N -33.595 58.210 50.483 4.724 -2.631 -1.345 H4 BIA 33 BIA H5 H5 H 0 1 N N N -22.030 61.638 48.625 -7.306 2.955 0.308 H5 BIA 34 BIA H9 H9 H 0 1 N N N -24.105 63.994 49.543 -4.871 2.936 -2.281 H9 BIA 35 BIA H10 H10 H 0 1 N N N -36.055 57.900 50.222 6.997 -2.050 -2.089 H10 BIA 36 BIA H121 1H12 H 0 0 N N N -29.688 56.021 54.582 0.263 0.248 -0.143 H121 BIA 37 BIA H122 2H12 H 0 0 N N N -30.140 57.638 54.742 0.805 -0.698 1.263 H122 BIA 38 BIA H161 1H16 H 0 0 N N N -29.911 59.281 52.560 1.314 -2.941 1.083 H161 BIA 39 BIA H162 2H16 H 0 0 N N N -29.323 58.608 51.118 1.181 -3.802 -0.469 H162 BIA 40 BIA H19 H19 H 0 1 N N N -24.615 58.282 50.794 -5.717 -1.645 0.829 H19 BIA 41 BIA H211 1H21 H 0 0 N N N -31.810 58.780 50.972 3.540 -3.306 0.012 H211 BIA 42 BIA H212 2H21 H 0 0 N N N -31.372 57.161 50.829 2.997 -2.360 -1.394 H212 BIA 43 BIA H221 1H22 H 0 0 N N N -25.962 57.443 52.132 -1.763 -0.758 -1.404 H221 BIA 44 BIA H222 2H22 H 0 0 N N N -27.271 57.549 51.077 -1.403 -0.090 0.206 H222 BIA 45 BIA H251 1H25 H 0 0 N N N -31.535 55.571 52.889 2.622 0.744 0.338 H251 BIA 46 BIA H252 2H25 H 0 0 N N N -32.158 56.137 54.353 2.489 -0.117 -1.214 H252 BIA 47 BIA H26 H26 H 0 1 N N N -33.889 56.760 54.592 4.660 0.847 1.144 H26 BIA 48 BIA H271 1H27 H 0 0 N N N -27.928 58.395 53.946 -0.800 -2.357 1.011 H271 BIA 49 BIA H272 2H27 H 0 0 N N N -27.434 56.761 53.799 -1.160 -3.024 -0.600 H272 BIA 50 BIA H37 H37 H 0 1 N N N -37.454 57.014 52.129 8.101 -0.031 -1.218 H37 BIA 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 BIA N2 C21 SING N N 1 BIA N2 C25 SING N N 2 BIA N2 C31 SING N N 3 BIA C3 C7 DOUB Y N 4 BIA C3 C11 SING Y N 5 BIA C3 H3 SING N N 6 BIA C4 C10 DOUB Y N 7 BIA C4 C31 SING Y N 8 BIA C4 H4 SING N N 9 BIA O5 C32 SING N N 10 BIA O5 H5 SING N N 11 BIA C6 O8 DOUB N N 12 BIA C6 C11 SING N N 13 BIA C6 C22 SING N N 14 BIA C7 O9 SING N N 15 BIA C7 C32 SING Y N 16 BIA O9 H9 SING N N 17 BIA C10 C37 SING Y N 18 BIA C10 H10 SING N N 19 BIA C11 C19 DOUB Y N 20 BIA C12 N23 SING N N 21 BIA C12 C25 SING N N 22 BIA C12 H121 SING N N 23 BIA C12 H122 SING N N 24 BIA N14 O17 DOUB N N 25 BIA N14 O18 SING N N 26 BIA N14 C28 SING N N 27 BIA C16 C21 SING N N 28 BIA C16 N23 SING N N 29 BIA C16 H161 SING N N 30 BIA C16 H162 SING N N 31 BIA C19 C28 SING Y N 32 BIA C19 H19 SING N N 33 BIA C21 H211 SING N N 34 BIA C21 H212 SING N N 35 BIA C22 C27 SING N N 36 BIA C22 H221 SING N N 37 BIA C22 H222 SING N N 38 BIA N23 C27 SING N N 39 BIA C24 C26 SING Y N 40 BIA C24 C33 SING N N 41 BIA C24 C37 DOUB Y N 42 BIA C25 H251 SING N N 43 BIA C25 H252 SING N N 44 BIA C26 C31 DOUB Y N 45 BIA C26 H26 SING N N 46 BIA C27 H271 SING N N 47 BIA C27 H272 SING N N 48 BIA C28 C32 DOUB Y N 49 BIA C33 F37 SING N N 50 BIA C33 F38 SING N N 51 BIA C33 F39 SING N N 52 BIA C37 H37 SING N N 53 # # 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 BIA SMILES ACDLabs 10.04 "[O-][N+](=O)c3c(O)c(O)cc(C(=O)CCN2CCN(c1cc(ccc1)C(F)(F)F)CC2)c3" BIA SMILES_CANONICAL CACTVS 3.341 "Oc1cc(cc(c1O)[N+]([O-])=O)C(=O)CCN2CCN(CC2)c3cccc(c3)C(F)(F)F" BIA SMILES CACTVS 3.341 "Oc1cc(cc(c1O)[N+]([O-])=O)C(=O)CCN2CCN(CC2)c3cccc(c3)C(F)(F)F" BIA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)N2CCN(CC2)CCC(=O)c3cc(c(c(c3)O)O)[N+](=O)[O-])C(F)(F)F" BIA SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)N2CCN(CC2)CCC(=O)c3cc(c(c(c3)O)O)[N+](=O)[O-])C(F)(F)F" BIA InChI InChI 1.03 "InChI=1S/C20H20F3N3O5/c21-20(22,23)14-2-1-3-15(12-14)25-8-6-24(7-9-25)5-4-17(27)13-10-16(26(30)31)19(29)18(28)11-13/h1-3,10-12,28-29H,4-9H2" BIA InChIKey InChI 1.03 KVIVJQWOYSWCCZ-UHFFFAOYSA-N # # 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 BIA "SYSTEMATIC NAME" ACDLabs 10.04 "1-(3,4-dihydroxy-5-nitrophenyl)-3-{4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}propan-1-one" BIA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-(3,4-dihydroxy-5-nitro-phenyl)-3-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]propan-1-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BIA "Create component" 2002-07-12 EBI BIA "Modify descriptor" 2011-06-04 RCSB BIA "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BIA _pdbx_chem_comp_synonyms.name "BIA 3-335" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##