data_6SK
#

_chem_comp.id                                   6SK
_chem_comp.name                                 "(3~{S},3'~{S},4'~{S})-4'-azanyl-6-chloranyl-3'-(3-chlorophenyl)-1'-(2,2-dimethylpropyl)spiro[1~{H}-indole-3,2'-pyrrolidine]-2-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H25 Cl2 N3 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2016-06-15
_chem_comp.pdbx_modified_date                   2019-12-07
_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                       418.359
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    6SK
_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       5LAV
_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
6SK  C2   C1   C   0  1  Y  N  N   -2.064  11.304  -2.928   4.054   1.101   0.230  C2    6SK   1  
6SK  C3   C2   C   0  1  Y  N  N   -1.457  10.219  -2.319   3.923   2.469   0.068  C3    6SK   2  
6SK  C4   C3   C   0  1  Y  N  N   -2.161   9.478  -1.379   2.801   2.987  -0.550  C4    6SK   3  
6SK  C5   C4   C   0  1  Y  N  N   -3.473   9.811  -1.057   1.809   2.139  -1.006  C5    6SK   4  
6SK  C6   C5   C   0  1  Y  N  N   -4.091  10.905  -1.675   1.939   0.773  -0.844  C6    6SK   5  
6SK  C7   C6   C   0  1  Y  N  N   -3.372  11.632  -2.614   3.061   0.253  -0.227  C7    6SK   6  
6SK  C8   C7   C   0  1  N  N  S   -5.520  11.355  -1.406   0.856  -0.151  -1.341  C8    6SK   7  
6SK  C15  C8   C   0  1  N  N  N   -7.816  12.903   1.086  -1.094  -2.345   0.904  C15   6SK   8  
6SK  C16  C9   C   0  1  N  N  N   -9.067  13.706   0.701  -1.978  -3.561   0.622  C16   6SK   9  
6SK  C17  C10  C   0  1  N  N  N  -10.187  12.798   0.181  -3.005  -3.206  -0.455  C17   6SK  10  
6SK  C18  C11  C   0  1  N  N  N   -9.580  14.411   1.949  -1.109  -4.722   0.135  C18   6SK  11  
6SK  C19  C12  C   0  1  N  N  N   -8.718  14.783  -0.330  -2.705  -3.972   1.904  C19   6SK  12  
6SK  C21  C13  C   0  1  Y  N  N   -5.074  13.612  -0.360  -1.367   0.491  -0.370  C21   6SK  13  
6SK  C23  C14  C   0  1  Y  N  N   -4.462  15.793  -1.185  -3.308   1.619  -1.195  C23   6SK  14  
6SK  C24  C15  C   0  1  Y  N  N   -3.571  15.975  -0.133  -3.382   2.347  -0.021  C24   6SK  15  
6SK  C27  C16  C   0  1  Y  N  N   -4.180  13.787   0.692  -1.432   1.218   0.815  C27   6SK  16  
6SK  CL1  CL1  CL  0  0  N  N  N   -1.230  12.242  -4.107   5.466   0.449   1.000  CL1   6SK  17  
6SK  C10  C17  C   0  1  N  N  S   -6.519  10.195  -1.144   1.444  -1.542  -1.667  C10   6SK  18  
6SK  N12  N1   N   0  1  N  N  N   -6.982   9.593  -2.399   1.164  -1.900  -3.064  N12   6SK  19  
6SK  C13  C18  C   0  1  N  N  N   -7.682  10.905  -0.428   0.724  -2.516  -0.709  C13   6SK  20  
6SK  N14  N2   N   0  1  N  N  N   -7.192  12.286  -0.108  -0.550  -1.831  -0.360  N14   6SK  21  
6SK  C20  C19  C   0  1  N  N  S   -5.700  12.248  -0.165  -0.174  -0.411  -0.235  C20   6SK  22  
6SK  C22  C20  C   0  1  Y  N  N   -5.216  14.624  -1.294  -2.297   0.690  -1.366  C22   6SK  23  
6SK  CL2  CL2  CL  0  0  N  N  N   -2.616  17.422   0.037  -4.651   3.512   0.195  CL25  6SK  24  
6SK  C26  C21  C   0  1  Y  N  N   -3.434  14.968   0.806  -2.452   2.151   0.980  C26   6SK  25  
6SK  N28  N3   N   0  1  N  N  N   -4.190  12.671   1.513  -0.391   0.844   1.668  N28   6SK  26  
6SK  C29  C22  C   0  1  N  N  N   -5.044  11.723   1.094   0.393  -0.108   1.125  C29   6SK  27  
6SK  O30  O1   O   0  1  N  N  N   -5.221  10.661   1.649   1.366  -0.623   1.635  O30   6SK  28  
6SK  H1   H1   H   0  1  N  N  N   -0.442   9.951  -2.573   4.698   3.132   0.425  H1    6SK  29  
6SK  H2   H2   H   0  1  N  N  N   -1.687   8.637  -0.894   2.699   4.055  -0.676  H2    6SK  30  
6SK  H3   H3   H   0  1  N  N  N   -4.015   9.225  -0.330   0.932   2.545  -1.488  H3    6SK  31  
6SK  H4   H4   H   0  1  N  N  N   -3.842  12.469  -3.109   3.163  -0.815  -0.101  H4    6SK  32  
6SK  H5   H5   H   0  1  N  N  N   -5.876  11.915  -2.283   0.372   0.272  -2.221  H5    6SK  33  
6SK  H6   H6   H   0  1  N  N  N   -8.101  12.110   1.793  -1.688  -1.568   1.387  H6    6SK  34  
6SK  H7   H7   H   0  1  N  N  N   -7.089  13.576   1.564  -0.275  -2.636   1.561  H7    6SK  35  
6SK  H8   H8   H   0  1  N  N  N  -10.421  12.034   0.937  -2.487  -2.914  -1.368  H8    6SK  36  
6SK  H9   H9   H   0  1  N  N  N  -11.085  13.401  -0.020  -3.635  -4.073  -0.656  H9    6SK  37  
6SK  H10  H10  H   0  1  N  N  N   -9.860  12.308  -0.748  -3.625  -2.379  -0.108  H10   6SK  38  
6SK  H11  H11  H   0  1  N  N  N   -9.841  13.663   2.712  -0.197  -4.768   0.731  H11   6SK  39  
6SK  H12  H12  H   0  1  N  N  N   -8.798  15.078   2.341  -1.659  -5.657   0.239  H12   6SK  40  
6SK  H13  H13  H   0  1  N  N  N  -10.472  15.002   1.695  -0.850  -4.567  -0.913  H13   6SK  41  
6SK  H14  H14  H   0  1  N  N  N   -7.914  15.422   0.064  -3.325  -3.145   2.251  H14   6SK  42  
6SK  H15  H15  H   0  1  N  N  N   -8.383  14.304  -1.262  -3.335  -4.839   1.703  H15   6SK  43  
6SK  H16  H16  H   0  1  N  N  N   -9.607  15.398  -0.533  -1.974  -4.225   2.671  H16   6SK  44  
6SK  H17  H17  H   0  1  N  N  N   -4.572  16.568  -1.929  -4.038   1.774  -1.976  H17   6SK  45  
6SK  H18  H18  H   0  1  N  N  N   -6.063   9.444  -0.482   2.518  -1.552  -1.480  H18   6SK  46  
6SK  H19  H19  H   0  1  N  N  N   -7.622   8.851  -2.197   1.544  -2.807  -3.288  H19   6SK  47  
6SK  H20  H20  H   0  1  N  N  N   -7.441  10.288  -2.953   0.174  -1.865  -3.255  H20   6SK  48  
6SK  H22  H22  H   0  1  N  N  N   -8.562  10.955  -1.086   0.521  -3.462  -1.212  H22   6SK  49  
6SK  H23  H23  H   0  1  N  N  N   -7.945  10.370   0.496   1.324  -2.682   0.186  H23   6SK  50  
6SK  H25  H25  H   0  1  N  N  N   -5.913  14.508  -2.110  -2.237   0.120  -2.282  H25   6SK  51  
6SK  H26  H26  H   0  1  N  N  N   -2.749  15.093   1.631  -2.516   2.723   1.894  H26   6SK  52  
6SK  H27  H27  H   0  1  N  N  N   -3.622  12.581   2.331  -0.248   1.226   2.548  H27   6SK  53  
#   #
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
6SK  CL1  C2   SING  N  N   1  
6SK  C2   C7   DOUB  Y  N   2  
6SK  C2   C3   SING  Y  N   3  
6SK  C7   C6   SING  Y  N   4  
6SK  N12  C10  SING  N  N   5  
6SK  C3   C4   DOUB  Y  N   6  
6SK  C6   C8   SING  N  N   7  
6SK  C6   C5   DOUB  Y  N   8  
6SK  C8   C10  SING  N  N   9  
6SK  C8   C20  SING  N  N  10  
6SK  C4   C5   SING  Y  N  11  
6SK  C22  C23  DOUB  Y  N  12  
6SK  C22  C21  SING  Y  N  13  
6SK  C23  C24  SING  Y  N  14  
6SK  C10  C13  SING  N  N  15  
6SK  C13  N14  SING  N  N  16  
6SK  C21  C20  SING  N  N  17  
6SK  C21  C27  DOUB  Y  N  18  
6SK  C19  C16  SING  N  N  19  
6SK  C20  N14  SING  N  N  20  
6SK  C20  C29  SING  N  N  21  
6SK  C24  CL2  SING  N  N  22  
6SK  C24  C26  DOUB  Y  N  23  
6SK  N14  C15  SING  N  N  24  
6SK  C17  C16  SING  N  N  25  
6SK  C27  C26  SING  Y  N  26  
6SK  C27  N28  SING  N  N  27  
6SK  C16  C15  SING  N  N  28  
6SK  C16  C18  SING  N  N  29  
6SK  C29  N28  SING  N  N  30  
6SK  C29  O30  DOUB  N  N  31  
6SK  C3   H1   SING  N  N  32  
6SK  C4   H2   SING  N  N  33  
6SK  C5   H3   SING  N  N  34  
6SK  C7   H4   SING  N  N  35  
6SK  C8   H5   SING  N  N  36  
6SK  C15  H6   SING  N  N  37  
6SK  C15  H7   SING  N  N  38  
6SK  C17  H8   SING  N  N  39  
6SK  C17  H9   SING  N  N  40  
6SK  C17  H10  SING  N  N  41  
6SK  C18  H11  SING  N  N  42  
6SK  C18  H12  SING  N  N  43  
6SK  C18  H13  SING  N  N  44  
6SK  C19  H14  SING  N  N  45  
6SK  C19  H15  SING  N  N  46  
6SK  C19  H16  SING  N  N  47  
6SK  C23  H17  SING  N  N  48  
6SK  C10  H18  SING  N  N  49  
6SK  N12  H19  SING  N  N  50  
6SK  N12  H20  SING  N  N  51  
6SK  C13  H22  SING  N  N  52  
6SK  C13  H23  SING  N  N  53  
6SK  C22  H25  SING  N  N  54  
6SK  C26  H26  SING  N  N  55  
6SK  N28  H27  SING  N  N  56  
#   #
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
6SK  InChI             InChI                 1.03   "InChI=1S/C22H25Cl2N3O/c1-21(2,3)12-27-11-17(25)19(13-5-4-6-14(23)9-13)22(27)16-8-7-15(24)10-18(16)26-20(22)28/h4-10,17,19H,11-12,25H2,1-3H3,(H,26,28)/t17-,19+,22-/m1/s1"  
6SK  InChIKey          InChI                 1.03   CWDGHXCEKKZGEC-ZWCUEREDSA-N  
6SK  SMILES_CANONICAL  CACTVS                3.385  "CC(C)(C)CN1C[C@@H](N)[C@H](c2cccc(Cl)c2)[C@]13C(=O)Nc4cc(Cl)ccc34"  
6SK  SMILES            CACTVS                3.385  "CC(C)(C)CN1C[CH](N)[CH](c2cccc(Cl)c2)[C]13C(=O)Nc4cc(Cl)ccc34"  
6SK  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.5  "CC(C)(C)CN1C[C@H]([C@@H]([C@@]12c3ccc(cc3NC2=O)Cl)c4cccc(c4)Cl)N"  
6SK  SMILES            "OpenEye OEToolkits"  2.0.5  "CC(C)(C)CN1CC(C(C12c3ccc(cc3NC2=O)Cl)c4cccc(c4)Cl)N"  
#
_pdbx_chem_comp_identifier.comp_id          6SK
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.5
_pdbx_chem_comp_identifier.identifier       "(3~{S},3'~{S},4'~{S})-4'-azanyl-6-chloranyl-3'-(3-chlorophenyl)-1'-(2,2-dimethylpropyl)spiro[1~{H}-indole-3,2'-pyrrolidine]-2-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
6SK  "Create component"    2016-06-15  RCSB  
6SK  "Initial release"     2016-10-19  RCSB  
6SK  "Other modification"  2019-12-07  RCSB  
##
