data_9H6
#

_chem_comp.id                                   9H6
_chem_comp.name                                 "1-methyl-1'-(4-oxo-3,4,5,6,7,8-hexahydroquinazolin-2-yl)spiro[indole-3,4'-piperidin]-2(1H)-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H24 N4 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-04-27
_chem_comp.pdbx_modified_date                   2019-03-29
_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                       364.441
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    9H6
_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       5ZQQ
_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
9H6  C10  C1   C  0  1  N  N  N  2.969  -11.741   -7.888   2.254   0.005   0.012  C10  9H6   1  
9H6  C11  C2   C  0  1  N  N  N  3.067  -10.258   -7.512   2.820  -1.263  -0.581  C11  9H6   2  
9H6  C14  C3   C  0  1  N  N  N  2.944   -8.757   -5.528   5.078  -2.138  -1.119  C14  9H6   3  
9H6  C15  C4   C  0  1  Y  N  N  2.709  -11.390   -5.542   4.566   0.114  -0.099  C15  9H6   4  
9H6  C01  C5   C  0  1  N  N  N  4.106  -12.734  -16.165  -5.975   0.166   0.606  C01  9H6   5  
9H6  C02  C6   C  0  1  N  N  N  3.900  -12.438  -14.733  -4.497  -0.023   0.398  C02  9H6   6  
9H6  C03  C7   C  0  1  N  N  N  2.522  -12.258  -14.274  -3.768  -0.715   1.388  C03  9H6   7  
9H6  C06  C8   C  0  1  N  N  N  3.489  -11.886  -12.065  -1.838  -0.424   0.099  C06  9H6   8  
9H6  C08  C9   C  0  1  N  N  N  1.953  -11.372  -10.142   0.162  -0.221  -1.329  C08  9H6   9  
9H6  C09  C10  C  0  1  N  N  N  1.756  -11.988   -8.769   1.342   0.699  -0.996  C09  9H6  10  
9H6  C16  C11  C  0  1  Y  N  N  2.509  -11.741   -4.230   5.839   0.660   0.052  C16  9H6  11  
9H6  C17  C12  C  0  1  Y  N  N  2.345  -13.107   -3.976   5.994   1.919   0.593  C17  9H6  12  
9H6  C18  C13  C  0  1  Y  N  N  2.388  -14.059   -4.985   4.888   2.649   0.990  C18  9H6  13  
9H6  C19  C14  C  0  1  Y  N  N  2.591  -13.695   -6.316   3.621   2.115   0.843  C19  9H6  14  
9H6  C20  C15  C  0  1  Y  N  N  2.750  -12.369   -6.570   3.463   0.858   0.303  C20  9H6  15  
9H6  C21  C16  C  0  1  N  N  N  4.275  -12.222   -8.533   1.496  -0.305   1.300  C21  9H6  16  
9H6  C22  C17  C  0  1  N  N  N  4.469  -11.511   -9.852   0.317  -1.232   0.984  C22  9H6  17  
9H6  C24  C18  C  0  1  N  N  N  4.932  -12.328  -13.847  -3.839   0.442  -0.696  C24  9H6  18  
9H6  C25  C19  C  0  1  N  N  N  6.386  -12.521  -14.263  -4.528   1.209  -1.793  C25  9H6  19  
9H6  C26  C20  C  0  1  N  N  N  6.618  -12.776  -15.750  -6.039   0.996  -1.732  C26  9H6  20  
9H6  C27  C21  C  0  1  N  N  N  5.476  -12.280  -16.661  -6.508   1.275  -0.299  C27  9H6  21  
9H6  N05  N1   N  0  1  N  N  N  2.366  -11.976  -12.899  -2.445  -0.904   1.218  N05  9H6  22  
9H6  N07  N2   N  0  1  N  N  N  3.296  -11.602  -10.714  -0.495  -0.619  -0.077  N07  9H6  23  
9H6  N13  N3   N  0  1  N  N  N  2.889  -10.126   -6.106   4.157  -1.119  -0.610  N13  9H6  24  
9H6  N23  N4   N  0  1  N  N  N  4.748  -12.059  -12.505  -2.523   0.225  -0.817  N23  9H6  25  
9H6  O04  O1   O  0  1  N  N  N  1.494  -12.320  -14.933  -4.330  -1.138   2.386  O04  9H6  26  
9H6  O12  O2   O  0  1  N  N  N  3.241   -9.272   -8.205   2.190  -2.228  -0.959  O12  9H6  27  
9H6  H1   H1   H  0  1  N  N  N  2.791   -8.811   -4.440   5.242  -1.980  -2.185  H1   9H6  28  
9H6  H2   H2   H  0  1  N  N  N  3.927   -8.310   -5.738   6.029  -2.066  -0.591  H2   9H6  29  
9H6  H3   H3   H  0  1  N  N  N  2.155   -8.137   -5.979   4.649  -3.128  -0.960  H3   9H6  30  
9H6  H4   H4   H  0  1  N  N  N  3.330  -12.217  -16.748  -6.492  -0.766   0.376  H4   9H6  31  
9H6  H5   H5   H  0  1  N  N  N  4.017  -13.820  -16.318  -6.160   0.431   1.647  H5   9H6  32  
9H6  H6   H6   H  0  1  N  N  N  1.792  -10.287  -10.061  -0.550   0.312  -1.961  H6   9H6  33  
9H6  H7   H7   H  0  1  N  N  N  1.207  -11.803  -10.826   0.524  -1.105  -1.853  H7   9H6  34  
9H6  H8   H8   H  0  1  N  N  N  0.870  -11.540   -8.296   0.968   1.629  -0.568  H8   9H6  35  
9H6  H9   H9   H  0  1  N  N  N  1.604  -13.072   -8.878   1.902   0.915  -1.905  H9   9H6  36  
9H6  H10  H10  H  0  1  N  N  N  2.480  -11.005   -3.440   6.707   0.095  -0.255  H10  9H6  37  
9H6  H11  H11  H  0  1  N  N  N  2.179  -13.432   -2.959   6.983   2.337   0.708  H11  9H6  38  
9H6  H12  H12  H  0  1  N  N  N  2.262  -15.102   -4.735   5.014   3.635   1.414  H12  9H6  39  
9H6  H13  H13  H  0  1  N  N  N  2.620  -14.431   -7.106   2.755   2.682   1.152  H13  9H6  40  
9H6  H14  H14  H  0  1  N  N  N  4.223  -13.307   -8.704   2.165  -0.795   2.007  H14  9H6  41  
9H6  H15  H15  H  0  1  N  N  N  5.120  -11.996   -7.866   1.123   0.623   1.735  H15  9H6  42  
9H6  H16  H16  H  0  1  N  N  N  5.326  -11.963  -10.373   0.692  -2.198   0.646  H16  9H6  43  
9H6  H17  H17  H  0  1  N  N  N  4.679  -10.450   -9.653  -0.290  -1.368   1.879  H17  9H6  44  
9H6  H18  H18  H  0  1  N  N  N  6.786  -13.381  -13.706  -4.310   2.271  -1.680  H18  9H6  45  
9H6  H19  H19  H  0  1  N  N  N  6.941  -11.613  -13.985  -4.156   0.867  -2.759  H19  9H6  46  
9H6  H20  H20  H  0  1  N  N  N  6.734  -13.859  -15.901  -6.535   1.680  -2.420  H20  9H6  47  
9H6  H21  H21  H  0  1  N  N  N  7.545  -12.263  -16.048  -6.276  -0.033  -2.002  H21  9H6  48  
9H6  H22  H22  H  0  1  N  N  N  5.635  -12.675  -17.675  -7.598   1.285  -0.264  H22  9H6  49  
9H6  H23  H23  H  0  1  N  N  N  5.497  -11.181  -16.688  -6.121   2.238   0.034  H23  9H6  50  
9H6  H24  H24  H  0  1  N  N  N  1.451  -11.840  -12.519  -1.928  -1.378   1.889  H24  9H6  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
9H6  C27  C01  SING  N  N   1  
9H6  C27  C26  SING  N  N   2  
9H6  C01  C02  SING  N  N   3  
9H6  C26  C25  SING  N  N   4  
9H6  O04  C03  DOUB  N  N   5  
9H6  C02  C03  SING  N  N   6  
9H6  C02  C24  DOUB  N  N   7  
9H6  C03  N05  SING  N  N   8  
9H6  C25  C24  SING  N  N   9  
9H6  C24  N23  SING  N  N  10  
9H6  N05  C06  SING  N  N  11  
9H6  N23  C06  DOUB  N  N  12  
9H6  C06  N07  SING  N  N  13  
9H6  N07  C08  SING  N  N  14  
9H6  N07  C22  SING  N  N  15  
9H6  C08  C09  SING  N  N  16  
9H6  C22  C21  SING  N  N  17  
9H6  C09  C10  SING  N  N  18  
9H6  C21  C10  SING  N  N  19  
9H6  O12  C11  DOUB  N  N  20  
9H6  C10  C11  SING  N  N  21  
9H6  C10  C20  SING  N  N  22  
9H6  C11  N13  SING  N  N  23  
9H6  C20  C19  SING  Y  N  24  
9H6  C20  C15  DOUB  Y  N  25  
9H6  C19  C18  DOUB  Y  N  26  
9H6  N13  C15  SING  N  N  27  
9H6  N13  C14  SING  N  N  28  
9H6  C15  C16  SING  Y  N  29  
9H6  C18  C17  SING  Y  N  30  
9H6  C16  C17  DOUB  Y  N  31  
9H6  C14  H1   SING  N  N  32  
9H6  C14  H2   SING  N  N  33  
9H6  C14  H3   SING  N  N  34  
9H6  C01  H4   SING  N  N  35  
9H6  C01  H5   SING  N  N  36  
9H6  C08  H6   SING  N  N  37  
9H6  C08  H7   SING  N  N  38  
9H6  C09  H8   SING  N  N  39  
9H6  C09  H9   SING  N  N  40  
9H6  C16  H10  SING  N  N  41  
9H6  C17  H11  SING  N  N  42  
9H6  C18  H12  SING  N  N  43  
9H6  C19  H13  SING  N  N  44  
9H6  C21  H14  SING  N  N  45  
9H6  C21  H15  SING  N  N  46  
9H6  C22  H16  SING  N  N  47  
9H6  C22  H17  SING  N  N  48  
9H6  C25  H18  SING  N  N  49  
9H6  C25  H19  SING  N  N  50  
9H6  C26  H20  SING  N  N  51  
9H6  C26  H21  SING  N  N  52  
9H6  C27  H22  SING  N  N  53  
9H6  C27  H23  SING  N  N  54  
9H6  N05  H24  SING  N  N  55  
#   #
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
9H6  SMILES            ACDLabs               12.01  "C15(C(N(C)c2ccccc12)=O)CCN(C=4NC(C=3CCCCC=3N=4)=O)CC5"  
9H6  InChI             InChI                 1.03   "InChI=1S/C21H24N4O2/c1-24-17-9-5-3-7-15(17)21(19(24)27)10-12-25(13-11-21)20-22-16-8-4-2-6-14(16)18(26)23-20/h3,5,7,9H,2,4,6,8,10-13H2,1H3,(H,22,23,26)"  
9H6  InChIKey          InChI                 1.03   QGWDNAJCJCGIMZ-UHFFFAOYSA-N  
9H6  SMILES_CANONICAL  CACTVS                3.385  "CN1C(=O)C2(CCN(CC2)C3=NC4=C(CCCC4)C(=O)N3)c5ccccc15"  
9H6  SMILES            CACTVS                3.385  "CN1C(=O)C2(CCN(CC2)C3=NC4=C(CCCC4)C(=O)N3)c5ccccc15"  
9H6  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CN1c2ccccc2C3(C1=O)CCN(CC3)C4=NC5=C(CCCC5)C(=O)N4"  
9H6  SMILES            "OpenEye OEToolkits"  2.0.6  "CN1c2ccccc2C3(C1=O)CCN(CC3)C4=NC5=C(CCCC5)C(=O)N4"  
#   #
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
9H6  "SYSTEMATIC NAME"  ACDLabs               12.01  "1-methyl-1'-(4-oxo-3,4,5,6,7,8-hexahydroquinazolin-2-yl)spiro[indole-3,4'-piperidin]-2(1H)-one"  
9H6  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "1-methyl-1'-(4-oxidanylidene-5,6,7,8-tetrahydro-3~{H}-quinazolin-2-yl)spiro[indole-3,4'-piperidine]-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
9H6  "Create component"  2018-04-27  PDBJ  
9H6  "Initial release"   2019-04-03  RCSB  
##
