data_AWL
#

_chem_comp.id                                   AWL
_chem_comp.name                                 "1-adamantyl-[4-(5-chloranyl-2-methyl-phenyl)piperazin-1-yl]methanone"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H29 Cl N2 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-11-30
_chem_comp.pdbx_modified_date                   2019-11-22
_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                       372.931
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AWL
_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       6ITM
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
AWL  C    C1   C   0  1  N  N  N  21.702  -5.135   2.663  -0.173   1.816   1.655  C    AWL   1  
AWL  C10  C2   C   0  1  Y  N  N  21.015  -4.102   7.062  -4.054   1.438  -0.877  C10  AWL   2  
AWL  C6   C3   C   0  1  N  N  N  21.021  -4.131  -1.438   4.315  -0.159   1.293  C6   AWL   3  
AWL  C19  C4   C   0  1  N  N  N  20.336  -5.172  -2.303   5.391  -0.769   0.392  C19  AWL   4  
AWL  C17  C5   C   0  1  N  N  N  18.971  -5.475  -1.736   5.705   0.196  -0.753  C17  AWL   5  
AWL  C21  C6   C   0  1  N  N  N  21.162  -6.432  -2.324   4.886  -2.094  -0.181  C21  AWL   6  
AWL  C20  C7   C   0  1  N  N  N  21.313  -6.958  -0.917   3.617  -1.845  -0.999  C20  AWL   7  
AWL  C7   C8   C   0  1  N  N  N  22.010  -5.913  -0.065   2.541  -1.235  -0.099  C7   AWL   8  
AWL  C18  C9   C   0  1  N  N  N  19.938  -7.263  -0.350   3.931  -0.881  -2.145  C18  AWL   9  
AWL  C16  C10  C   0  1  N  N  N  19.117  -6.001  -0.325   4.436   0.445  -1.572  C16  AWL  10  
AWL  C8   C11  C   0  1  N  N  N  19.811  -4.966   0.532   3.360   1.055  -0.671  C8   AWL  11  
AWL  C5   C12  C   0  1  N  N  N  21.178  -4.650  -0.034   3.047   0.090   0.474  C5   AWL  12  
AWL  C4   C13  C   0  1  N  N  N  21.846  -3.556   0.805   1.987   0.691   1.361  C4   AWL  13  
AWL  O    O1   O   0  1  N  N  N  22.128  -2.480   0.297   2.176   0.782   2.556  O    AWL  14  
AWL  N    N1   N   0  1  N  N  N  22.068  -3.834   2.092   0.829   1.127   0.827  N    AWL  15  
AWL  C1   C14  C   0  1  N  N  N  22.676  -2.828   2.968   0.532   0.925  -0.600  C1   AWL  16  
AWL  C2   C15  C   0  1  N  N  N  22.638  -3.292   4.419  -0.853   0.282  -0.723  C2   AWL  17  
AWL  C3   C16  C   0  1  N  N  N  20.792  -4.932   3.863  -1.530   1.137   1.443  C3   AWL  18  
AWL  N1   N2   N   0  1  N  N  N  21.346  -3.902   4.745  -1.834   1.096   0.006  N1   AWL  19  
AWL  C9   C17  C   0  1  Y  N  N  20.667  -3.565   5.837  -3.133   0.634  -0.217  C9   AWL  20  
AWL  C14  C18  C   0  1  Y  N  N  19.595  -2.703   5.745  -3.507  -0.630   0.220  C14  AWL  21  
AWL  C13  C19  C   0  1  Y  N  N  18.889  -2.371   6.886  -4.793  -1.084  -0.003  C13  AWL  22  
AWL  CL   CL1  CL  0  0  N  N  N  17.622  -1.339   6.791  -5.262  -2.664   0.543  CL   AWL  23  
AWL  C12  C20  C   0  1  Y  N  N  19.237  -2.898   8.115  -5.708  -0.280  -0.660  C12  AWL  24  
AWL  C11  C21  C   0  1  Y  N  N  20.306  -3.771   8.201  -5.339   0.981  -1.092  C11  AWL  25  
AWL  C15  C22  C   0  1  N  N  N  22.085  -4.968   7.163  -3.653   2.811  -1.352  C15  AWL  26  
AWL  H1   H1   H   0  1  N  N  N  21.177  -5.733   1.903   0.111   1.747   2.705  H1   AWL  27  
AWL  H2   H2   H   0  1  N  N  N  22.613  -5.664   2.981  -0.237   2.864   1.361  H2   AWL  28  
AWL  H3   H3   H   0  1  N  N  N  22.013  -3.906  -1.856   4.092  -0.846   2.109  H3   AWL  29  
AWL  H4   H4   H   0  1  N  N  N  20.413  -3.214  -1.422   4.675   0.786   1.701  H4   AWL  30  
AWL  H5   H5   H   0  1  N  N  N  20.231  -4.784  -3.327   6.295  -0.946   0.975  H5   AWL  31  
AWL  H6   H6   H   0  1  N  N  N  18.367  -4.556  -1.724   6.065   1.140  -0.345  H6   AWL  32  
AWL  H7   H7   H   0  1  N  N  N  18.474  -6.232  -2.360   6.471  -0.238  -1.395  H7   AWL  33  
AWL  H8   H8   H   0  1  N  N  N  20.661  -7.188  -2.946   5.653  -2.529  -0.822  H8   AWL  34  
AWL  H9   H9   H   0  1  N  N  N  22.156  -6.212  -2.742   4.663  -2.781   0.635  H9   AWL  35  
AWL  H10  H10  H   0  1  N  N  N  21.915  -7.879  -0.931   3.257  -2.789  -1.407  H10  AWL  36  
AWL  H11  H11  H   0  1  N  N  N  22.132  -6.297   0.959   1.637  -1.058  -0.682  H11  AWL  37  
AWL  H12  H12  H   0  1  N  N  N  22.998  -5.690  -0.494   2.318  -1.922   0.717  H12  AWL  38  
AWL  H13  H13  H   0  1  N  N  N  19.439  -8.013  -0.981   4.697  -1.315  -2.786  H13  AWL  39  
AWL  H14  H14  H   0  1  N  N  N  20.041  -7.654   0.673   3.027  -0.703  -2.728  H14  AWL  40  
AWL  H15  H15  H   0  1  N  N  N  18.122  -6.216   0.092   4.659   1.132  -2.388  H15  AWL  41  
AWL  H16  H16  H   0  1  N  N  N  19.206  -4.048   0.554   3.720   1.999  -0.263  H16  AWL  42  
AWL  H17  H17  H   0  1  N  N  N  19.922  -5.356   1.554   2.456   1.232  -1.254  H17  AWL  43  
AWL  H18  H18  H   0  1  N  N  N  23.722  -2.669   2.666   0.537   1.887  -1.114  H18  AWL  44  
AWL  H19  H19  H   0  1  N  N  N  22.120  -1.883   2.875   1.282   0.268  -1.040  H19  AWL  45  
AWL  H20  H20  H   0  1  N  N  N  23.436  -4.032   4.580  -1.136   0.226  -1.774  H20  AWL  46  
AWL  H21  H21  H   0  1  N  N  N  22.803  -2.426   5.077  -0.826  -0.722  -0.299  H21  AWL  47  
AWL  H22  H22  H   0  1  N  N  N  19.797  -4.617   3.516  -1.494   0.121   1.836  H22  AWL  48  
AWL  H23  H23  H   0  1  N  N  N  20.705  -5.878   4.418  -2.304   1.702   1.962  H23  AWL  49  
AWL  H24  H24  H   0  1  N  N  N  19.309  -2.290   4.789  -2.793  -1.258   0.732  H24  AWL  50  
AWL  H25  H25  H   0  1  N  N  N  18.679  -2.631   9.000  -6.712  -0.637  -0.834  H25  AWL  51  
AWL  H26  H26  H   0  1  N  N  N  20.586  -4.193   9.155  -6.057   1.608  -1.600  H26  AWL  52  
AWL  H27  H27  H   0  1  N  N  N  23.004  -4.395   7.357  -3.928   3.550  -0.600  H27  AWL  53  
AWL  H28  H28  H   0  1  N  N  N  21.910  -5.671   7.990  -2.575   2.839  -1.512  H28  AWL  54  
AWL  H29  H29  H   0  1  N  N  N  22.193  -5.528   6.222  -4.166   3.036  -2.287  H29  AWL  55  
#   #
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
AWL  C21  C19  SING  N  N   1  
AWL  C21  C20  SING  N  N   2  
AWL  C19  C17  SING  N  N   3  
AWL  C19  C6   SING  N  N   4  
AWL  C17  C16  SING  N  N   5  
AWL  C6   C5   SING  N  N   6  
AWL  C20  C18  SING  N  N   7  
AWL  C20  C7   SING  N  N   8  
AWL  C18  C16  SING  N  N   9  
AWL  C16  C8   SING  N  N  10  
AWL  C7   C5   SING  N  N  11  
AWL  C5   C8   SING  N  N  12  
AWL  C5   C4   SING  N  N  13  
AWL  O    C4   DOUB  N  N  14  
AWL  C4   N    SING  N  N  15  
AWL  N    C    SING  N  N  16  
AWL  N    C1   SING  N  N  17  
AWL  C    C3   SING  N  N  18  
AWL  C1   C2   SING  N  N  19  
AWL  C3   N1   SING  N  N  20  
AWL  C2   N1   SING  N  N  21  
AWL  N1   C9   SING  N  N  22  
AWL  C14  C9   DOUB  Y  N  23  
AWL  C14  C13  SING  Y  N  24  
AWL  C9   C10  SING  Y  N  25  
AWL  CL   C13  SING  N  N  26  
AWL  C13  C12  DOUB  Y  N  27  
AWL  C10  C15  SING  N  N  28  
AWL  C10  C11  DOUB  Y  N  29  
AWL  C12  C11  SING  Y  N  30  
AWL  C    H1   SING  N  N  31  
AWL  C    H2   SING  N  N  32  
AWL  C6   H3   SING  N  N  33  
AWL  C6   H4   SING  N  N  34  
AWL  C19  H5   SING  N  N  35  
AWL  C17  H6   SING  N  N  36  
AWL  C17  H7   SING  N  N  37  
AWL  C21  H8   SING  N  N  38  
AWL  C21  H9   SING  N  N  39  
AWL  C20  H10  SING  N  N  40  
AWL  C7   H11  SING  N  N  41  
AWL  C7   H12  SING  N  N  42  
AWL  C18  H13  SING  N  N  43  
AWL  C18  H14  SING  N  N  44  
AWL  C16  H15  SING  N  N  45  
AWL  C8   H16  SING  N  N  46  
AWL  C8   H17  SING  N  N  47  
AWL  C1   H18  SING  N  N  48  
AWL  C1   H19  SING  N  N  49  
AWL  C2   H20  SING  N  N  50  
AWL  C2   H21  SING  N  N  51  
AWL  C3   H22  SING  N  N  52  
AWL  C3   H23  SING  N  N  53  
AWL  C14  H24  SING  N  N  54  
AWL  C12  H25  SING  N  N  55  
AWL  C11  H26  SING  N  N  56  
AWL  C15  H27  SING  N  N  57  
AWL  C15  H28  SING  N  N  58  
AWL  C15  H29  SING  N  N  59  
#   #
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
AWL  InChI             InChI                 1.03   "InChI=1S/C22H29ClN2O/c1-15-2-3-19(23)11-20(15)24-4-6-25(7-5-24)21(26)22-12-16-8-17(13-22)10-18(9-16)14-22/h2-3,11,16-18H,4-10,12-14H2,1H3/t16-,17+,18-,22-"  
AWL  InChIKey          InChI                 1.03   ZIJGUWNTLOYDSF-MAMSFEPMSA-N  
AWL  SMILES_CANONICAL  CACTVS                3.385  "Cc1ccc(Cl)cc1N2CCN(CC2)C(=O)C34CC5CC(CC(C5)C3)C4"  
AWL  SMILES            CACTVS                3.385  "Cc1ccc(Cl)cc1N2CCN(CC2)C(=O)C34CC5CC(CC(C5)C3)C4"  
AWL  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "Cc1ccc(cc1N2CCN(CC2)C(=O)C34CC5CC(C3)CC(C5)C4)Cl"  
AWL  SMILES            "OpenEye OEToolkits"  2.0.6  "Cc1ccc(cc1N2CCN(CC2)C(=O)C34CC5CC(C3)CC(C5)C4)Cl"  
#
_pdbx_chem_comp_identifier.comp_id          AWL
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "1-adamantyl-[4-(5-chloranyl-2-methyl-phenyl)piperazin-1-yl]methanone"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
AWL  "Create component"  2018-11-30  PDBJ  
AWL  "Initial release"   2019-11-27  RCSB  
##
