data_81F
#

_chem_comp.id                                   81F
_chem_comp.name                                 "1-(5-bromopyridin-3-yl)-4-[cis-4-(3-methylphenyl)cyclohexyl]piperazine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H28 Br N3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-09-16
_chem_comp.pdbx_modified_date                   2020-12-04
_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                       414.382
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    81F
_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       7K4C
_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
81F  C01   C1   C   0  1  N  N  N  129.791  143.535  114.145   9.254  -0.268  -1.046  C01   81F   1  
81F  N01   N1   N   0  1  N  N  N  130.228  143.050  105.387   1.103   0.050   0.611  N01   81F   2  
81F  C02   C2   C   0  1  Y  N  N  128.698  143.265  113.136   7.960  -0.391  -0.283  C02   81F   3  
81F  N02   N2   N   0  1  N  N  N  131.296  142.600  103.066  -1.714   0.363   0.883  N02   81F   4  
81F  C03   C3   C   0  1  Y  N  N  129.058  143.387  111.678   6.767  -0.042  -0.887  C03   81F   5  
81F  N03   N3   N   0  1  Y  N  N  132.180  143.073   99.519  -4.501   2.349  -0.311  N03   81F   6  
81F  C04   C4   C   0  1  Y  N  N  128.168  143.156  110.752   5.579  -0.160  -0.190  C04   81F   7  
81F  C05   C5   C   0  1  N  N  N  128.604  143.306  109.303   4.278   0.221  -0.848  C05   81F   8  
81F  C06   C6   C   0  1  N  N  N  130.078  142.918  109.164   3.351  -0.996  -0.889  C06   81F   9  
81F  C07   C7   C   0  1  N  N  N  130.646  143.190  107.779   2.030  -0.609  -1.557  C07   81F  10  
81F  C08   C8   C   0  1  N  N  N  127.784  142.450  108.337   3.611   1.343  -0.049  C08   81F  11  
81F  C09   C9   C   0  1  N  N  N  128.433  142.309  106.947   2.290   1.730  -0.717  C09   81F  12  
81F  C10   C10  C   0  1  N  N  N  129.594  143.280  106.670   1.364   0.513  -0.758  C10   81F  13  
81F  C11   C11  C   0  1  N  N  N  129.247  143.147  104.331   0.214  -1.120   0.611  C11   81F  14  
81F  C12   C12  C   0  1  N  N  N  129.892  142.964  102.964  -1.155  -0.718   0.060  C12   81F  15  
81F  C13   C13  C   0  1  N  N  N  130.855  141.751  105.335   0.544   1.131   1.435  C13   81F  16  
81F  C14   C14  C   0  1  N  N  N  131.742  141.683  104.106  -0.825   1.534   0.884  C14   81F  17  
81F  C15   C15  C   0  1  Y  N  N  131.984  142.493  101.795  -2.997   0.709   0.453  C15   81F  18  
81F  C16   C16  C   0  1  Y  N  N  133.082  141.676  101.650  -4.000  -0.254   0.377  C16   81F  19  
81F  C17   C17  C   0  1  Y  N  N  133.725  141.567  100.445  -5.257   0.137  -0.055  C17   81F  20  
81F  C18   C18  C   0  1  Y  N  N  133.244  142.289   99.372  -5.473   1.461  -0.394  C18   81F  21  
81F  C19   C19  C   0  1  Y  N  N  131.542  143.192  100.683  -3.292   2.018   0.095  C19   81F  22  
81F  C20   C20  C   0  1  Y  N  N  126.751  142.780  111.141   5.584  -0.627   1.111  C20   81F  23  
81F  C21   C21  C   0  1  Y  N  N  126.443  142.677  112.414   6.778  -0.977   1.714  C21   81F  24  
81F  C22   C22  C   0  1  Y  N  N  127.485  142.936  113.498   7.966  -0.859   1.018  C22   81F  25  
81F  BR01  BR1  BR  0  0  N  N  N  135.280  140.415  100.257  -6.662  -1.123  -0.180  BR01  81F  26  
81F  H1    H1   H   0  1  N  N  N  129.791  144.603  114.409   9.455  -1.200  -1.574  H1    81F  27  
81F  H2    H2   H   0  1  N  N  N  129.612  142.934  115.049   9.177   0.548  -1.764  H2    81F  28  
81F  H3    H3   H   0  1  N  N  N  130.765  143.264  113.711  10.068  -0.063  -0.349  H3    81F  29  
81F  H5    H5   H   0  1  N  N  N  130.062  143.668  111.397   6.762   0.324  -1.903  H5    81F  30  
81F  H6    H6   H   0  1  N  N  N  128.494  144.361  109.012   4.472   0.565  -1.864  H6    81F  31  
81F  H7    H7   H   0  1  N  N  N  130.177  141.843  109.377   3.826  -1.795  -1.458  H7    81F  32  
81F  H8    H8   H   0  1  N  N  N  130.661  143.493  109.899   3.158  -1.339   0.127  H8    81F  33  
81F  H9    H9   H   0  1  N  N  N  131.343  142.377  107.527   2.224  -0.266  -2.573  H9    81F  34  
81F  H10   H10  H   0  1  N  N  N  131.193  144.144  107.813   1.371  -1.476  -1.586  H10   81F  35  
81F  H11   H11  H   0  1  N  N  N  126.794  142.913  108.215   3.418   1.000   0.967  H11   81F  36  
81F  H12   H12  H   0  1  N  N  N  127.668  141.446  108.772   4.271   2.210  -0.020  H12   81F  37  
81F  H13   H13  H   0  1  N  N  N  127.655  142.481  106.188   1.816   2.529  -0.148  H13   81F  38  
81F  H14   H14  H   0  1  N  N  N  128.817  141.282  106.852   2.484   2.073  -1.734  H14   81F  39  
81F  H15   H15  H   0  1  N  N  N  129.183  144.300  106.682   0.423   0.788  -1.234  H15   81F  40  
81F  H16   H16  H   0  1  N  N  N  128.770  144.137  104.373   0.643  -1.903  -0.015  H16   81F  41  
81F  H17   H17  H   0  1  N  N  N  128.485  142.367  104.476   0.102  -1.492   1.630  H17   81F  42  
81F  H18   H18  H   0  1  N  N  N  129.810  143.907  102.404  -1.825  -1.578   0.086  H18   81F  43  
81F  H19   H19  H   0  1  N  N  N  129.358  142.169  102.423  -1.046  -0.373  -0.968  H19   81F  44  
81F  H20   H20  H   0  1  N  N  N  130.083  140.970  105.277   0.435   0.786   2.463  H20   81F  45  
81F  H21   H21  H   0  1  N  N  N  131.463  141.598  106.239   1.214   1.991   1.409  H21   81F  46  
81F  H22   H22  H   0  1  N  N  N  131.722  140.657  103.709  -0.712   1.905  -0.135  H22   81F  47  
81F  H23   H23  H   0  1  N  N  N  132.771  141.945  104.394  -1.254   2.316   1.510  H23   81F  48  
81F  H24   H24  H   0  1  N  N  N  133.442  141.113  102.498  -3.803  -1.281   0.648  H24   81F  49  
81F  H25   H25  H   0  1  N  N  N  133.732  142.217   98.411  -6.451   1.772  -0.731  H25   81F  50  
81F  H26   H26  H   0  1  N  N  N  130.678  143.835  100.760  -2.521   2.773   0.150  H26   81F  51  
81F  H27   H27  H   0  1  N  N  N  126.005  142.599  110.381   4.656  -0.719   1.655  H27   81F  52  
81F  H28   H28  H   0  1  N  N  N  125.437  142.405  112.697   6.782  -1.342   2.731  H28   81F  53  
81F  H29   H29  H   0  1  N  N  N  127.226  142.849  114.543   8.898  -1.136   1.488  H29   81F  54  
#   #
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
81F  C18   N03  DOUB  Y  N   1  
81F  C18   C17  SING  Y  N   2  
81F  N03   C19  SING  Y  N   3  
81F  BR01  C17  SING  N  N   4  
81F  C17   C16  DOUB  Y  N   5  
81F  C19   C15  DOUB  Y  N   6  
81F  C16   C15  SING  Y  N   7  
81F  C15   N02  SING  N  N   8  
81F  C12   N02  SING  N  N   9  
81F  C12   C11  SING  N  N  10  
81F  N02   C14  SING  N  N  11  
81F  C14   C13  SING  N  N  12  
81F  C11   N01  SING  N  N  13  
81F  C13   N01  SING  N  N  14  
81F  N01   C10  SING  N  N  15  
81F  C10   C09  SING  N  N  16  
81F  C10   C07  SING  N  N  17  
81F  C09   C08  SING  N  N  18  
81F  C07   C06  SING  N  N  19  
81F  C08   C05  SING  N  N  20  
81F  C06   C05  SING  N  N  21  
81F  C05   C04  SING  N  N  22  
81F  C04   C20  DOUB  Y  N  23  
81F  C04   C03  SING  Y  N  24  
81F  C20   C21  SING  Y  N  25  
81F  C03   C02  DOUB  Y  N  26  
81F  C21   C22  DOUB  Y  N  27  
81F  C02   C22  SING  Y  N  28  
81F  C02   C01  SING  N  N  29  
81F  C01   H1   SING  N  N  30  
81F  C01   H2   SING  N  N  31  
81F  C01   H3   SING  N  N  32  
81F  C03   H5   SING  N  N  33  
81F  C05   H6   SING  N  N  34  
81F  C06   H7   SING  N  N  35  
81F  C06   H8   SING  N  N  36  
81F  C07   H9   SING  N  N  37  
81F  C07   H10  SING  N  N  38  
81F  C08   H11  SING  N  N  39  
81F  C08   H12  SING  N  N  40  
81F  C09   H13  SING  N  N  41  
81F  C09   H14  SING  N  N  42  
81F  C10   H15  SING  N  N  43  
81F  C11   H16  SING  N  N  44  
81F  C11   H17  SING  N  N  45  
81F  C12   H18  SING  N  N  46  
81F  C12   H19  SING  N  N  47  
81F  C13   H20  SING  N  N  48  
81F  C13   H21  SING  N  N  49  
81F  C14   H22  SING  N  N  50  
81F  C14   H23  SING  N  N  51  
81F  C16   H24  SING  N  N  52  
81F  C18   H25  SING  N  N  53  
81F  C19   H26  SING  N  N  54  
81F  C20   H27  SING  N  N  55  
81F  C21   H28  SING  N  N  56  
81F  C22   H29  SING  N  N  57  
#   #
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
81F  SMILES            ACDLabs               12.01  "Cc1cccc(c1)C4CCC(N2CCN(CC2)c3cc(cnc3)Br)CC4"  
81F  InChI             InChI                 1.03   "InChI=1S/C22H28BrN3/c1-17-3-2-4-19(13-17)18-5-7-21(8-6-18)25-9-11-26(12-10-25)22-14-20(23)15-24-16-22/h2-4,13-16,18,21H,5-12H2,1H3/t18-,21+"  
81F  InChIKey          InChI                 1.03   GPGOZHVXQXMXPF-RVWIWJKTSA-N  
81F  SMILES_CANONICAL  CACTVS                3.385  "Cc1cccc(c1)[C@H]2CC[C@H](CC2)N3CCN(CC3)c4cncc(Br)c4"  
81F  SMILES            CACTVS                3.385  "Cc1cccc(c1)[CH]2CC[CH](CC2)N3CCN(CC3)c4cncc(Br)c4"  
81F  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1cccc(c1)C2CCC(CC2)N3CCN(CC3)c4cc(cnc4)Br"  
81F  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1cccc(c1)C2CCC(CC2)N3CCN(CC3)c4cc(cnc4)Br"  
#   #
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
81F  "SYSTEMATIC NAME"  ACDLabs               12.01  "1-(5-bromopyridin-3-yl)-4-[cis-4-(3-methylphenyl)cyclohexyl]piperazine"  
81F  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "1-(5-bromanylpyridin-3-yl)-4-[4-(3-methylphenyl)cyclohexyl]piperazine"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
81F  "Create component"  2020-09-16  RCSB  
81F  "Initial release"   2020-12-09  RCSB  
##
