data_9SF
#

_chem_comp.id                                   9SF
_chem_comp.name                                 "3-{3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3H)-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H19 N3 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-07-17
_chem_comp.pdbx_modified_date                   2019-10-18
_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                       301.340
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    9SF
_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       6A88
_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
9SF  N1     N1   N  0  1  N  N  N  -5.225   4.678  -13.689  -3.114   1.504   1.149  N1     9SF   1  
9SF  C2     C1   C  0  1  N  N  N  -4.893   4.985  -14.960  -1.979   1.786   0.583  C2     9SF   2  
9SF  C5     C2   C  0  1  Y  N  N  -1.973   3.065  -12.332  -4.197  -1.396  -0.802  C5     9SF   3  
9SF  C6     C3   C  0  1  Y  N  N  -2.821   2.996  -11.108  -5.397  -1.676  -0.186  C6     9SF   4  
9SF  C7     C4   C  0  1  Y  N  N  -3.796   3.270  -10.836  -5.844  -0.900   0.876  C7     9SF   5  
9SF  C8     C5   C  0  1  Y  N  N  -4.889   3.861  -11.446  -5.100   0.162   1.335  C8     9SF   6  
9SF  C10    C6   C  0  1  Y  N  N  -3.002   3.721  -13.230  -3.428  -0.325  -0.352  C10    9SF   7  
9SF  "C1'"  C7   C  0  1  N  N  N  -3.356   4.858  -16.920  -0.179   1.469  -1.036  "C1'"  9SF   8  
9SF  "C2'"  C8   C  0  1  N  N  R  -2.476   2.540  -20.023   3.284   0.114   0.145  "C2'"  9SF   9  
9SF  C21    C9   C  0  1  N  N  N  -3.084   3.560  -17.725   0.931   0.741  -0.323  C21    9SF  10  
9SF  "C3'"  C10  C  0  1  N  N  N  -2.192   3.634  -18.997   2.364   0.968  -0.731  "C3'"  9SF  11  
9SF  C39    C11  C  0  1  N  N  S  -3.831   2.761  -20.696   4.744   0.438  -0.183  C39    9SF  12  
9SF  C4     C12  C  0  1  N  N  N  -2.691   4.050  -14.669  -2.139   0.021  -0.969  C4     9SF  13  
9SF  "C4'"  C13  C  0  1  N  N  N  -4.015   1.774  -21.832   5.660  -0.433   0.681  "C4'"  9SF  14  
9SF  "C5'"  C14  C  0  1  N  N  N  -3.662   0.337  -21.430   5.338  -1.908   0.427  "C5'"  9SF  15  
9SF  "C6'"  C15  C  0  1  N  N  N  -2.515   0.235  -20.424   3.861  -2.164   0.736  "C6'"  9SF  16  
9SF  C9     C16  C  0  1  Y  N  N  -4.439   4.094  -12.732  -3.879   0.466   0.728  C9     9SF  17  
9SF  "N1'"  N2   N  0  1  N  N  N  -2.481   1.229  -19.406   3.026  -1.308  -0.116  "N1'"  9SF  18  
9SF  N3     N3   N  0  1  N  N  N  -3.678   4.541  -15.509  -1.468   1.080  -0.459  N3     9SF  19  
9SF  O11    O1   O  0  1  N  N  N  -1.388   3.846  -15.161  -1.692  -0.620  -1.903  O11    9SF  20  
9SF  "O4'"  O2   O  0  1  N  N  N  -3.552   2.540  -17.371   0.672  -0.024   0.574  "O4'"  9SF  21  
9SF  "O7'"  O3   O  0  1  N  N  N  -3.882   4.067  -21.213   4.999   1.817   0.090  "O7'"  9SF  22  
9SF  H1     H1   H  0  1  N  N  N  -5.567   5.577  -15.561  -1.413   2.625   0.961  H1     9SF  23  
9SF  H2     H2   H  0  1  N  N  N  -0.957   2.750  -12.518  -3.854  -2.003  -1.627  H2     9SF  24  
9SF  H3     H3   H  0  1  N  N  N  -2.291   2.544  -10.283  -5.996  -2.505  -0.533  H3     9SF  25  
9SF  H4     H4   H  0  1  N  N  N  -4.003   3.026   -9.804  -6.788  -1.133   1.346  H4     9SF  26  
9SF  H5     H5   H  0  1  N  N  N  -5.856   4.085  -11.021  -5.457   0.759   2.161  H5     9SF  27  
9SF  H6     H6   H  0  1  N  N  N  -2.461   5.497  -16.951  -0.040   2.545  -0.923  H6     9SF  28  
9SF  H7     H7   H  0  1  N  N  N  -4.204   5.393  -17.373  -0.162   1.211  -2.095  H7     9SF  29  
9SF  H8     H8   H  0  1  N  N  N  -1.695   2.578  -20.796   3.091   0.332   1.195  H8     9SF  30  
9SF  H9     H9   H  0  1  N  N  N  -1.140   3.551  -18.686   2.616   2.021  -0.604  H9     9SF  31  
9SF  H10    H10  H  0  1  N  N  N  -2.357   4.610  -19.478   2.493   0.687  -1.776  H10    9SF  32  
9SF  H11    H11  H  0  1  N  N  N  -4.627   2.607  -19.953   4.934   0.233  -1.236  H11    9SF  33  
9SF  H12    H12  H  0  1  N  N  N  -3.367   2.075  -22.668   6.700  -0.237   0.421  H12    9SF  34  
9SF  H13    H13  H  0  1  N  N  N  -5.066   1.801  -22.155   5.497  -0.201   1.734  H13    9SF  35  
9SF  H14    H14  H  0  1  N  N  N  -4.555  -0.126  -20.985   5.538  -2.150  -0.617  H14    9SF  36  
9SF  H15    H15  H  0  1  N  N  N  -3.376  -0.215  -22.337   5.958  -2.532   1.070  H15    9SF  37  
9SF  H16    H16  H  0  1  N  N  N  -2.586  -0.746  -19.932   3.625  -3.210   0.543  H16    9SF  38  
9SF  H17    H17  H  0  1  N  N  N  -1.571   0.297  -20.985   3.665  -1.935   1.784  H17    9SF  39  
9SF  H18    H18  H  0  1  N  N  N  -3.287   1.137  -18.821   3.161  -1.527  -1.092  H18    9SF  40  
9SF  H20    H20  H  0  1  N  N  N  -3.767   4.692  -20.507   5.907   2.093  -0.096  H20    9SF  41  
#   #
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
9SF  "C4'"  "C5'"  SING  N  N   1  
9SF  "C4'"  C39    SING  N  N   2  
9SF  "C5'"  "C6'"  SING  N  N   3  
9SF  "O7'"  C39    SING  N  N   4  
9SF  C39    "C2'"  SING  N  N   5  
9SF  "C6'"  "N1'"  SING  N  N   6  
9SF  "C2'"  "N1'"  SING  N  N   7  
9SF  "C2'"  "C3'"  SING  N  N   8  
9SF  "C3'"  C21    SING  N  N   9  
9SF  C21    "O4'"  DOUB  N  N  10  
9SF  C21    "C1'"  SING  N  N  11  
9SF  "C1'"  N3     SING  N  N  12  
9SF  N3     C2     SING  N  N  13  
9SF  N3     C4     SING  N  N  14  
9SF  O11    C4     DOUB  N  N  15  
9SF  C2     N1     DOUB  N  N  16  
9SF  C4     C10    SING  N  N  17  
9SF  N1     C9     SING  N  N  18  
9SF  C10    C9     DOUB  Y  N  19  
9SF  C10    C5     SING  Y  N  20  
9SF  C9     C8     SING  Y  N  21  
9SF  C5     C6     DOUB  Y  N  22  
9SF  C8     C7     DOUB  Y  N  23  
9SF  C6     C7     SING  Y  N  24  
9SF  C2     H1     SING  N  N  25  
9SF  C5     H2     SING  N  N  26  
9SF  C6     H3     SING  N  N  27  
9SF  C7     H4     SING  N  N  28  
9SF  C8     H5     SING  N  N  29  
9SF  "C1'"  H6     SING  N  N  30  
9SF  "C1'"  H7     SING  N  N  31  
9SF  "C2'"  H8     SING  N  N  32  
9SF  "C3'"  H9     SING  N  N  33  
9SF  "C3'"  H10    SING  N  N  34  
9SF  C39    H11    SING  N  N  35  
9SF  "C4'"  H12    SING  N  N  36  
9SF  "C4'"  H13    SING  N  N  37  
9SF  "C5'"  H14    SING  N  N  38  
9SF  "C5'"  H15    SING  N  N  39  
9SF  "C6'"  H16    SING  N  N  40  
9SF  "C6'"  H17    SING  N  N  41  
9SF  "N1'"  H18    SING  N  N  42  
9SF  "O7'"  H20    SING  N  N  43  
#   #
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
9SF  SMILES            ACDLabs               12.01  "N=2c1ccccc1C(N(C=2)CC(=O)CC3NCCCC3O)=O"  
9SF  InChI             InChI                 1.03   "InChI=1S/C16H19N3O3/c20-11(8-14-15(21)6-3-7-17-14)9-19-10-18-13-5-2-1-4-12(13)16(19)22/h1-2,4-5,10,14-15,17,21H,3,6-9H2/t14-,15+/m1/s1"  
9SF  InChIKey          InChI                 1.03   FWVHWDSCPKXMDB-CABCVRRESA-N  
9SF  SMILES_CANONICAL  CACTVS                3.385  "O[C@H]1CCCN[C@@H]1CC(=O)CN2C=Nc3ccccc3C2=O"  
9SF  SMILES            CACTVS                3.385  "O[CH]1CCCN[CH]1CC(=O)CN2C=Nc3ccccc3C2=O"  
9SF  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1ccc2c(c1)C(=O)N(C=N2)CC(=O)C[C@@H]3[C@H](CCCN3)O"  
9SF  SMILES            "OpenEye OEToolkits"  2.0.6  "c1ccc2c(c1)C(=O)N(C=N2)CC(=O)CC3C(CCCN3)O"  
#   #
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
9SF  "SYSTEMATIC NAME"  ACDLabs               12.01  "3-{3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3H)-one"  
9SF  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "3-[2-oxidanylidene-3-[(2~{R},3~{S})-3-oxidanylpiperidin-2-yl]propyl]quinazolin-4-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
9SF  "Create component"  2018-07-17  RCSB  
9SF  "Initial release"   2019-10-23  RCSB  
##
