data_0U9
#

_chem_comp.id                                   0U9
_chem_comp.name                                 S-bicalutamide
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H14 F4 N2 O4 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(2S)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2012-06-15
_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                       430.373
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    0U9
_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       4FIA
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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
0U9  F1   F1   F  0  1  N  N  N   2.988  32.331  -13.903   6.082  -1.956   0.200  F1   0U9   1  
0U9  C2   C2   C  0  1  N  N  N   1.727  32.295  -14.390   6.280  -0.572   0.167  C2   0U9   2  
0U9  F3   F3   F  0  1  N  N  N   1.652  33.095  -15.498   6.831  -0.150   1.382  F3   0U9   3  
0U9  F4   F4   F  0  1  N  N  N   0.901  32.911  -13.506   7.154  -0.251  -0.878  F4   0U9   4  
0U9  C5   C5   C  0  1  Y  N  N   1.513  30.795  -14.536   4.960   0.119  -0.054  C5   0U9   5  
0U9  C6   C6   C  0  1  Y  N  N   1.294  30.353  -15.835   3.806  -0.622  -0.180  C6   0U9   6  
0U9  C7   C7   C  0  1  Y  N  N   1.523  29.863  -13.476   4.903   1.514  -0.124  C7   0U9   7  
0U9  C8   C8   C  0  1  N  N  N   1.747  30.333  -12.140   6.100   2.289   0.012  C8   0U9   8  
0U9  N9   N9   N  0  1  N  N  N   1.902  30.703  -11.056   7.049   2.903   0.120  N9   0U9   9  
0U9  C10  C10  C  0  1  Y  N  N   1.315  28.517  -13.743   3.675   2.151  -0.329  C10  0U9  10  
0U9  C11  C11  C  0  1  Y  N  N   1.105  28.124  -15.059   2.527   1.403  -0.460  C11  0U9  11  
0U9  C12  C12  C  0  1  Y  N  N   1.083  29.007  -16.138   2.586   0.015  -0.383  C12  0U9  12  
0U9  N13  N13  N  0  1  N  N  N   0.881  28.728  -17.428   1.420  -0.740  -0.511  N13  0U9  13  
0U9  C14  C14  C  0  1  N  N  N   1.064  27.662  -18.121   0.256  -0.270  -0.018  C14  0U9  14  
0U9  O15  O15  O  0  1  N  N  N   1.688  26.634  -17.534   0.206   0.843   0.461  O15  0U9  15  
0U9  C16  C16  C  0  1  N  N  S   0.576  27.591  -19.563  -0.982  -1.128  -0.063  C16  0U9  16  
0U9  O17  O17  O  0  1  N  N  N  -0.252  28.483  -20.312  -0.973  -1.915  -1.256  O17  0U9  17  
0U9  C18  C18  C  0  1  N  N  N   1.413  26.727  -20.491  -1.008  -2.051   1.157  C18  0U9  18  
0U9  C19  C19  C  0  1  N  N  N  -0.454  26.467  -19.744  -2.223  -0.233  -0.052  C19  0U9  19  
0U9  S20  S20  S  0  1  N  N  N  -1.396  25.199  -18.941  -3.712  -1.265   0.043  S20  0U9  20  
0U9  O21  O21  O  0  1  N  N  N  -0.403  23.825  -19.062  -3.887  -2.000  -1.161  O21  0U9  21  
0U9  O22  O22  O  0  1  N  N  N  -2.831  25.103  -19.844  -3.796  -1.904   1.309  O22  0U9  22  
0U9  C23  C23  C  0  1  Y  N  N  -1.379  25.611  -17.270  -5.045  -0.114   0.047  C23  0U9  23  
0U9  C24  C24  C  0  1  Y  N  N  -2.103  26.737  -16.840  -5.612   0.291  -1.147  C24  0U9  24  
0U9  C25  C25  C  0  1  Y  N  N  -0.640  24.843  -16.360  -5.528   0.380   1.245  C25  0U9  25  
0U9  C26  C26  C  0  1  Y  N  N  -0.643  25.203  -15.010  -6.574   1.283   1.250  C26  0U9  26  
0U9  C27  C27  C  0  1  Y  N  N  -1.381  26.327  -14.626  -7.139   1.694   0.054  C27  0U9  27  
0U9  F28  F28  F  0  1  N  N  N  -1.385  26.684  -13.338  -8.161   2.577   0.058  F28  0U9  28  
0U9  C29  C29  C  0  1  Y  N  N  -2.124  27.119  -15.499  -6.659   1.194  -1.145  C29  0U9  29  
0U9  H1   H1   H  0  1  N  N  N   1.287  31.076  -16.638   3.848  -1.700  -0.121  H1   0U9  30  
0U9  H2   H2   H  0  1  N  N  N   1.316  27.790  -12.944   3.628   3.228  -0.383  H2   0U9  31  
0U9  H3   H3   H  0  1  N  N  N   0.950  27.074  -15.258   1.578   1.894  -0.617  H3   0U9  32  
0U9  H4   H4   H  0  1  N  N  N   0.518  29.496  -17.956   1.446  -1.602  -0.953  H4   0U9  33  
0U9  H5   H5   H  0  1  N  N  N  -0.767  29.014  -19.716  -0.957  -1.395  -2.071  H5   0U9  34  
0U9  H6   H6   H  0  1  N  N  N   2.041  26.049  -19.894  -1.015  -1.450   2.066  H6   0U9  35  
0U9  H7   H7   H  0  1  N  N  N   0.749  26.136  -21.139  -1.903  -2.671   1.124  H7   0U9  36  
0U9  H8   H8   H  0  1  N  N  N   2.054  27.370  -21.112  -0.124  -2.688   1.149  H8   0U9  37  
0U9  H9   H9   H  0  1  N  N  N  -1.269  27.035  -20.216  -2.185   0.430   0.812  H9   0U9  38  
0U9  H10  H10  H  0  1  N  N  N   0.061  25.863  -20.506  -2.251   0.361  -0.966  H10  0U9  39  
0U9  H11  H11  H  0  1  N  N  N  -2.655  27.319  -17.564  -5.237  -0.098  -2.082  H11  0U9  40  
0U9  H12  H12  H  0  1  N  N  N  -0.077  23.986  -16.697  -5.087   0.059   2.178  H12  0U9  41  
0U9  H13  H13  H  0  1  N  N  N  -0.090  24.628  -14.282  -6.951   1.668   2.186  H13  0U9  42  
0U9  H14  H14  H  0  1  N  N  N  -2.683  27.978  -15.157  -7.101   1.511  -2.078  H14  0U9  43  
#   #
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
0U9  C18  C16  SING  N  N   1  
0U9  O17  C16  SING  N  N   2  
0U9  O22  S20  DOUB  N  N   3  
0U9  C19  C16  SING  N  N   4  
0U9  C19  S20  SING  N  N   5  
0U9  C16  C14  SING  N  N   6  
0U9  O21  S20  DOUB  N  N   7  
0U9  S20  C23  SING  N  N   8  
0U9  C14  O15  DOUB  N  N   9  
0U9  C14  N13  SING  N  N  10  
0U9  N13  C12  SING  N  N  11  
0U9  C23  C24  DOUB  Y  N  12  
0U9  C23  C25  SING  Y  N  13  
0U9  C24  C29  SING  Y  N  14  
0U9  C25  C26  DOUB  Y  N  15  
0U9  C12  C6   DOUB  Y  N  16  
0U9  C12  C11  SING  Y  N  17  
0U9  C6   C5   SING  Y  N  18  
0U9  C29  C27  DOUB  Y  N  19  
0U9  F3   C2   SING  N  N  20  
0U9  C11  C10  DOUB  Y  N  21  
0U9  C26  C27  SING  Y  N  22  
0U9  C27  F28  SING  N  N  23  
0U9  C5   C2   SING  N  N  24  
0U9  C5   C7   DOUB  Y  N  25  
0U9  C2   F1   SING  N  N  26  
0U9  C2   F4   SING  N  N  27  
0U9  C10  C7   SING  Y  N  28  
0U9  C7   C8   SING  N  N  29  
0U9  C8   N9   TRIP  N  N  30  
0U9  C6   H1   SING  N  N  31  
0U9  C10  H2   SING  N  N  32  
0U9  C11  H3   SING  N  N  33  
0U9  N13  H4   SING  N  N  34  
0U9  O17  H5   SING  N  N  35  
0U9  C18  H6   SING  N  N  36  
0U9  C18  H7   SING  N  N  37  
0U9  C18  H8   SING  N  N  38  
0U9  C19  H9   SING  N  N  39  
0U9  C19  H10  SING  N  N  40  
0U9  C24  H11  SING  N  N  41  
0U9  C25  H12  SING  N  N  42  
0U9  C26  H13  SING  N  N  43  
0U9  C29  H14  SING  N  N  44  
#   #
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
0U9  SMILES            ACDLabs               12.01  "Fc1ccc(cc1)S(=O)(=O)CC(O)(C(=O)Nc2cc(c(C#N)cc2)C(F)(F)F)C"  
0U9  InChI             InChI                 1.03   "InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)/t17-/m1/s1"  
0U9  InChIKey          InChI                 1.03   LKJPYSCBVHEWIU-QGZVFWFLSA-N  
0U9  SMILES_CANONICAL  CACTVS                3.370  "C[C@@](O)(C[S](=O)(=O)c1ccc(F)cc1)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F"  
0U9  SMILES            CACTVS                3.370  "C[C](O)(C[S](=O)(=O)c1ccc(F)cc1)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F"  
0U9  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "C[C@@](CS(=O)(=O)c1ccc(cc1)F)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O"  
0U9  SMILES            "OpenEye OEToolkits"  1.7.6  "CC(CS(=O)(=O)c1ccc(cc1)F)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)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
0U9  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2S)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide"  
0U9  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(2S)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorophenyl)sulfonyl-2-methyl-2-oxidanyl-propanamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
0U9  "Create component"  2012-06-15  RCSB  
0U9  "Initial release"   2013-01-04  RCSB  
0U9  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     0U9
_pdbx_chem_comp_synonyms.name        "(2S)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
