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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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                1.02b KVIVJQWOYSWCCZ-UHFFFAOYAT                                                                                                                  
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                                                                          
# 
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 
# 
