data_9H3
#

_chem_comp.id                                   9H3
_chem_comp.name                                 "1'-(4-oxo-3,4,5,6,7,8-hexahydroquinazolin-2-yl)-2H-spiro[1-benzofuran-3,4'-piperidin]-2-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H21 N3 O3"
_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                       351.399
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    9H3
_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       5ZQP
_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
9H3  C10  C1   C  0  1  N  N  N   1.945  -11.857   -7.136   2.440   0.122   0.126  C10  9H3   1  
9H3  C11  C2   C  0  1  Y  N  N   1.899  -11.349   -5.761   3.684  -0.529  -0.425  C11  9H3   2  
9H3  C12  C3   C  0  1  Y  N  N   2.044  -10.101   -5.218   3.900  -1.487  -1.389  C12  9H3   3  
9H3  C13  C4   C  0  1  Y  N  N   1.957   -9.931   -3.829   5.189  -1.893  -1.683  C13  9H3   4  
9H3  C14  C5   C  0  1  Y  N  N   1.730  -11.021   -2.998   6.256  -1.331  -1.006  C14  9H3   5  
9H3  C15  C6   C  0  1  Y  N  N   1.575  -12.313   -3.517   6.042  -0.370  -0.041  C15  9H3   6  
9H3  C01  C7   C  0  1  N  N  N   3.502  -12.605  -15.666  -5.765  -0.005  -0.711  C01  9H3   7  
9H3  C02  C8   C  0  1  N  N  N   3.205  -12.447  -14.204  -4.298   0.128  -0.406  C02  9H3   8  
9H3  C03  C9   C  0  1  N  N  N   1.798  -12.405  -13.769  -3.577   1.159  -1.046  C03  9H3   9  
9H3  C06  C10  C  0  1  N  N  N   2.627  -12.140  -11.462  -1.660   0.454   0.096  C06  9H3  10  
9H3  C08  C11  C  0  1  N  N  N   3.590  -11.890   -9.205   0.321  -0.219   1.400  C08  9H3  11  
9H3  C09  C12  C  0  1  N  N  N   3.353  -11.850   -7.699   1.536  -0.919   0.780  C09  9H3  12  
9H3  C16  C13  C  0  1  Y  N  N   1.669  -12.418   -4.882   4.747   0.044   0.262  C16  9H3  13  
9H3  C18  C14  C  0  1  N  N  N   1.701  -13.343   -6.891   2.969   1.086   1.163  C18  9H3  14  
9H3  C20  C15  C  0  1  N  N  N   0.986  -11.292   -8.111   1.695   0.875  -0.970  C20  9H3  15  
9H3  C21  C16  C  0  1  N  N  N   1.034  -11.916   -9.477   0.481   1.588  -0.363  C21  9H3  16  
9H3  C23  C17  C  0  1  N  N  N   4.162  -12.330  -13.235  -3.643  -0.694   0.453  C23  9H3  17  
9H3  C24  C18  C  0  1  N  N  N   5.645  -12.387  -13.613  -4.325  -1.833   1.166  C24  9H3  18  
9H3  C25  C19  C  0  1  N  N  N   5.905  -12.970  -15.014  -5.841  -1.650   1.146  C25  9H3  19  
9H3  C26  C20  C  0  1  N  N  N   4.977  -12.261  -15.996  -6.277  -1.385  -0.300  C26  9H3  20  
9H3  N05  N1   N  0  1  N  N  N   1.579  -12.249  -12.370  -2.263   1.303  -0.780  N05  9H3  21  
9H3  N07  N2   N  0  1  N  N  N   2.393  -11.982  -10.092  -0.326   0.603   0.369  N07  9H3  22  
9H3  N22  N3   N  0  1  N  N  N   3.907  -12.183  -11.879  -2.338  -0.507   0.683  N22  9H3  23  
9H3  O04  O1   O  0  1  N  N  N   0.797  -12.505  -14.472  -4.135   1.909  -1.829  O04  9H3  24  
9H3  O17  O2   O  0  1  N  N  N   1.532  -13.636   -5.553   4.303   0.959   1.158  O17  9H3  25  
9H3  O19  O3   O  0  1  N  N  N   1.664  -14.279   -7.657   2.317   1.826   1.861  O19  9H3  26  
9H3  H1   H1   H  0  1  N  N  N   2.225   -9.250   -5.858   3.063  -1.923  -1.915  H1   9H3  27  
9H3  H2   H2   H  0  1  N  N  N   2.067   -8.945   -3.402   5.362  -2.645  -2.438  H2   9H3  28  
9H3  H3   H3   H  0  1  N  N  N   1.672  -10.869   -1.930   7.264  -1.648  -1.234  H3   9H3  29  
9H3  H4   H4   H  0  1  N  N  N   1.394  -13.170   -2.885   6.881   0.063   0.483  H4   9H3  30  
9H3  H5   H5   H  0  1  N  N  N   2.844  -11.934  -16.237  -6.317   0.760  -0.164  H5   9H3  31  
9H3  H6   H6   H  0  1  N  N  N   3.306  -13.647  -15.958  -5.924   0.133  -1.780  H6   9H3  32  
9H3  H7   H7   H  0  1  N  N  N   4.223  -12.765   -9.415  -0.382  -0.966   1.768  H7   9H3  33  
9H3  H8   H8   H  0  1  N  N  N   3.864  -12.728   -7.277   1.200  -1.632   0.027  H8   9H3  34  
9H3  H9   H9   H  0  1  N  N  N   1.199  -10.218   -8.218   2.360   1.611  -1.422  H9   9H3  35  
9H3  H10  H10  H  0  1  N  N  N  -0.029  -11.426   -7.709   1.360   0.171  -1.732  H10  9H3  36  
9H3  H11  H11  H  0  1  N  N  N   0.386  -11.329  -10.144   0.819   2.366   0.322  H11  9H3  37  
9H3  H12  H12  H  0  1  N  N  N   0.645  -12.942   -9.398  -0.115   2.035  -1.158  H12  9H3  38  
9H3  H13  H13  H  0  1  N  N  N   6.168  -13.012  -12.874  -4.069  -2.770   0.671  H13  9H3  39  
9H3  H14  H14  H  0  1  N  N  N   6.051  -11.365  -13.581  -3.981  -1.868   2.200  H14  9H3  40  
9H3  H15  H15  H  0  1  N  N  N   5.695  -14.050  -15.014  -6.325  -2.554   1.515  H15  9H3  41  
9H3  H16  H16  H  0  1  N  N  N   6.953  -12.800  -15.301  -6.116  -0.803   1.774  H16  9H3  42  
9H3  H17  H17  H  0  1  N  N  N   5.208  -12.590  -17.020  -7.364  -1.408  -0.366  H17  9H3  43  
9H3  H18  H18  H  0  1  N  N  N   5.125  -11.174  -15.918  -5.852  -2.144  -0.957  H18  9H3  44  
9H3  H19  H19  H  0  1  N  N  N   0.639  -12.217  -12.029  -1.752   2.006  -1.211  H19  9H3  45  
9H3  H20  H20  H  0  1  N  N  N   4.131  -10.972   -9.477   0.646   0.414   2.225  H20  9H3  46  
9H3  H21  H21  H  0  1  N  N  N   3.834  -10.933   -7.330   2.090  -1.444   1.558  H21  9H3  47  
#   #
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
9H3  C26  C01  SING  N  N   1  
9H3  C26  C25  SING  N  N   2  
9H3  C01  C02  SING  N  N   3  
9H3  C25  C24  SING  N  N   4  
9H3  O04  C03  DOUB  N  N   5  
9H3  C02  C03  SING  N  N   6  
9H3  C02  C23  DOUB  N  N   7  
9H3  C03  N05  SING  N  N   8  
9H3  C24  C23  SING  N  N   9  
9H3  C23  N22  SING  N  N  10  
9H3  N05  C06  SING  N  N  11  
9H3  N22  C06  DOUB  N  N  12  
9H3  C06  N07  SING  N  N  13  
9H3  N07  C21  SING  N  N  14  
9H3  N07  C08  SING  N  N  15  
9H3  C21  C20  SING  N  N  16  
9H3  C08  C09  SING  N  N  17  
9H3  C20  C10  SING  N  N  18  
9H3  C09  C10  SING  N  N  19  
9H3  O19  C18  DOUB  N  N  20  
9H3  C10  C18  SING  N  N  21  
9H3  C10  C11  SING  N  N  22  
9H3  C18  O17  SING  N  N  23  
9H3  C11  C12  SING  Y  N  24  
9H3  C11  C16  DOUB  Y  N  25  
9H3  O17  C16  SING  N  N  26  
9H3  C12  C13  DOUB  Y  N  27  
9H3  C16  C15  SING  Y  N  28  
9H3  C13  C14  SING  Y  N  29  
9H3  C15  C14  DOUB  Y  N  30  
9H3  C12  H1   SING  N  N  31  
9H3  C13  H2   SING  N  N  32  
9H3  C14  H3   SING  N  N  33  
9H3  C15  H4   SING  N  N  34  
9H3  C01  H5   SING  N  N  35  
9H3  C01  H6   SING  N  N  36  
9H3  C08  H7   SING  N  N  37  
9H3  C09  H8   SING  N  N  38  
9H3  C20  H9   SING  N  N  39  
9H3  C20  H10  SING  N  N  40  
9H3  C21  H11  SING  N  N  41  
9H3  C21  H12  SING  N  N  42  
9H3  C24  H13  SING  N  N  43  
9H3  C24  H14  SING  N  N  44  
9H3  C25  H15  SING  N  N  45  
9H3  C25  H16  SING  N  N  46  
9H3  C26  H17  SING  N  N  47  
9H3  C26  H18  SING  N  N  48  
9H3  N05  H19  SING  N  N  49  
9H3  C08  H20  SING  N  N  50  
9H3  C09  H21  SING  N  N  51  
#   #
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
9H3  SMILES            ACDLabs               12.01  "C15(C(Oc2c1cccc2)=O)CCN(C=4NC(C=3CCCCC=3N=4)=O)CC5"  
9H3  InChI             InChI                 1.03   "InChI=1S/C20H21N3O3/c24-17-13-5-1-3-7-15(13)21-19(22-17)23-11-9-20(10-12-23)14-6-2-4-8-16(14)26-18(20)25/h2,4,6,8H,1,3,5,7,9-12H2,(H,21,22,24)"  
9H3  InChIKey          InChI                 1.03   XGTNOTWEBRRAKO-UHFFFAOYSA-N  
9H3  SMILES_CANONICAL  CACTVS                3.385  "O=C1NC(=NC2=C1CCCC2)N3CCC4(CC3)C(=O)Oc5ccccc45"  
9H3  SMILES            CACTVS                3.385  "O=C1NC(=NC2=C1CCCC2)N3CCC4(CC3)C(=O)Oc5ccccc45"  
9H3  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1ccc2c(c1)C3(CCN(CC3)C4=NC5=C(CCCC5)C(=O)N4)C(=O)O2"  
9H3  SMILES            "OpenEye OEToolkits"  2.0.6  "c1ccc2c(c1)C3(CCN(CC3)C4=NC5=C(CCCC5)C(=O)N4)C(=O)O2"  
#   #
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
9H3  "SYSTEMATIC NAME"  ACDLabs               12.01  "1'-(4-oxo-3,4,5,6,7,8-hexahydroquinazolin-2-yl)-2H-spiro[1-benzofuran-3,4'-piperidin]-2-one"  
9H3  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "1'-(4-oxidanylidene-5,6,7,8-tetrahydro-3~{H}-quinazolin-2-yl)spiro[1-benzofuran-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
9H3  "Create component"  2018-04-27  PDBJ  
9H3  "Initial release"   2019-04-03  RCSB  
##
