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        ?
##
