data_8NU
#

_chem_comp.id                                   8NU
_chem_comp.name                                 "3-[2-[4-(6-fluoranyl-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl]-2-methyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H27 F N4 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-08-17
_chem_comp.pdbx_modified_date                   2018-01-26
_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                       410.484
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    8NU
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  Y
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       ?
_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
8NU  C01  C1   C  0  1  N  N  N  ?  ?  ?  -3.262  -2.646   0.965  C01  8NU   1  
8NU  C02  C2   C  0  1  N  N  N  ?  ?  ?  -4.195  -1.523   0.593  C02  8NU   2  
8NU  C03  C3   C  0  1  N  N  N  ?  ?  ?  -3.739  -0.240   0.549  C03  8NU   3  
8NU  C04  C4   C  0  1  N  N  N  ?  ?  ?  -2.301   0.082   0.865  C04  8NU   4  
8NU  C05  C5   C  0  1  N  N  N  ?  ?  ?  -1.494   0.143  -0.433  C05  8NU   5  
8NU  C07  C6   C  0  1  N  N  N  ?  ?  ?   0.535  -0.634   0.633  C07  8NU   6  
8NU  C08  C7   C  0  1  N  N  N  ?  ?  ?   1.943  -0.213   1.062  C08  8NU   7  
8NU  C09  C8   C  0  1  N  N  N  ?  ?  ?   2.774   0.114  -0.182  C09  8NU   8  
8NU  C10  C9   C  0  1  N  N  N  ?  ?  ?   2.073   1.218  -0.979  C10  8NU   9  
8NU  C11  C10  C  0  1  N  N  N  ?  ?  ?   0.661   0.756  -1.348  C11  8NU  10  
8NU  C12  C11  C  0  1  Y  N  N  ?  ?  ?   4.143   0.585   0.236  C12  8NU  11  
8NU  C15  C12  C  0  1  Y  N  N  ?  ?  ?   6.423   0.735   0.489  C15  8NU  12  
8NU  C16  C13  C  0  1  Y  N  N  ?  ?  ?   5.420  -0.041  -0.118  C16  8NU  13  
8NU  C17  C14  C  0  1  Y  N  N  ?  ?  ?   5.770  -1.161  -0.876  C17  8NU  14  
8NU  C18  C15  C  0  1  Y  N  N  ?  ?  ?   7.085  -1.497  -1.025  C18  8NU  15  
8NU  C19  C16  C  0  1  Y  N  N  ?  ?  ?   8.080  -0.733  -0.426  C19  8NU  16  
8NU  C21  C17  C  0  1  Y  N  N  ?  ?  ?   7.755   0.377   0.327  C21  8NU  17  
8NU  C22  C18  C  0  1  N  N  N  ?  ?  ?  -4.647   0.777   0.199  C22  8NU  18  
8NU  C25  C19  C  0  1  N  N  N  ?  ?  ?  -6.842   1.558  -0.390  C25  8NU  19  
8NU  C26  C20  C  0  1  N  N  N  ?  ?  ?  -8.094   1.057  -1.106  C26  8NU  20  
8NU  C27  C21  C  0  1  N  N  N  ?  ?  ?  -8.692  -0.089  -0.280  C27  8NU  21  
8NU  C28  C22  C  0  1  N  N  N  ?  ?  ?  -7.729  -1.273  -0.348  C28  8NU  22  
8NU  C29  C23  C  0  1  N  N  N  ?  ?  ?  -6.323  -0.832  -0.027  C29  8NU  23  
8NU  F20  F1   F  0  1  N  N  N  ?  ?  ?   9.377  -1.080  -0.583  F20  8NU  24  
8NU  N06  N1   N  0  1  N  N  N  ?  ?  ?  -0.093   0.456  -0.124  N06  8NU  25  
8NU  N13  N2   N  0  1  Y  N  N  ?  ?  ?   4.408   1.621   0.970  N13  8NU  26  
8NU  N24  N3   N  0  1  N  N  N  ?  ?  ?  -5.938   0.453  -0.070  N24  8NU  27  
8NU  N30  N4   N  0  1  N  N  N  ?  ?  ?  -5.468  -1.778   0.301  N30  8NU  28  
8NU  O14  O1   O  0  1  Y  N  N  ?  ?  ?   5.806   1.741   1.140  O14  8NU  29  
8NU  O23  O2   O  0  1  N  N  N  ?  ?  ?  -4.277   1.938   0.138  O23  8NU  30  
8NU  H1   H1   H  0  1  N  N  N  ?  ?  ?  -3.805  -3.591   0.942  H1   8NU  31  
8NU  H2   H2   H  0  1  N  N  N  ?  ?  ?  -2.437  -2.683   0.255  H2   8NU  32  
8NU  H3   H3   H  0  1  N  N  N  ?  ?  ?  -2.872  -2.477   1.969  H3   8NU  33  
8NU  H4   H4   H  0  1  N  N  N  ?  ?  ?  -2.248   1.046   1.372  H4   8NU  34  
8NU  H5   H5   H  0  1  N  N  N  ?  ?  ?  -1.890  -0.692   1.513  H5   8NU  35  
8NU  H6   H6   H  0  1  N  N  N  ?  ?  ?  -1.548  -0.821  -0.939  H6   8NU  36  
8NU  H7   H7   H  0  1  N  N  N  ?  ?  ?  -1.906   0.917  -1.081  H7   8NU  37  
8NU  H8   H8   H  0  1  N  N  N  ?  ?  ?   0.597  -1.523   0.006  H8   8NU  38  
8NU  H9   H9   H  0  1  N  N  N  ?  ?  ?  -0.063  -0.853   1.518  H9   8NU  39  
8NU  H10  H10  H  0  1  N  N  N  ?  ?  ?   1.881   0.668   1.700  H10  8NU  40  
8NU  H11  H11  H  0  1  N  N  N  ?  ?  ?   2.415  -1.028   1.611  H11  8NU  41  
8NU  H12  H12  H  0  1  N  N  N  ?  ?  ?   2.868  -0.778  -0.802  H12  8NU  42  
8NU  H13  H13  H  0  1  N  N  N  ?  ?  ?   2.013   2.122  -0.373  H13  8NU  43  
8NU  H14  H14  H  0  1  N  N  N  ?  ?  ?   2.637   1.425  -1.888  H14  8NU  44  
8NU  H15  H15  H  0  1  N  N  N  ?  ?  ?   0.154   1.545  -1.903  H15  8NU  45  
8NU  H16  H16  H  0  1  N  N  N  ?  ?  ?   0.722  -0.140  -1.966  H16  8NU  46  
8NU  H17  H17  H  0  1  N  N  N  ?  ?  ?   5.002  -1.759  -1.343  H17  8NU  47  
8NU  H18  H18  H  0  1  N  N  N  ?  ?  ?   7.354  -2.363  -1.611  H18  8NU  48  
8NU  H19  H19  H  0  1  N  N  N  ?  ?  ?   8.534   0.966   0.788  H19  8NU  49  
8NU  H20  H20  H  0  1  N  N  N  ?  ?  ?  -6.324   2.270  -1.033  H20  8NU  50  
8NU  H21  H21  H  0  1  N  N  N  ?  ?  ?  -7.135   2.059   0.533  H21  8NU  51  
8NU  H22  H22  H  0  1  N  N  N  ?  ?  ?  -8.818   1.866  -1.191  H22  8NU  52  
8NU  H23  H23  H  0  1  N  N  N  ?  ?  ?  -7.829   0.695  -2.099  H23  8NU  53  
8NU  H24  H24  H  0  1  N  N  N  ?  ?  ?  -8.814   0.228   0.755  H24  8NU  54  
8NU  H25  H25  H  0  1  N  N  N  ?  ?  ?  -9.658  -0.376  -0.695  H25  8NU  55  
8NU  H26  H26  H  0  1  N  N  N  ?  ?  ?  -8.041  -2.031   0.371  H26  8NU  56  
8NU  H27  H27  H  0  1  N  N  N  ?  ?  ?  -7.752  -1.698  -1.351  H27  8NU  57  
#   #
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
8NU  O14  C15  SING  Y  N   1  
8NU  O14  N13  SING  Y  N   2  
8NU  C21  C15  DOUB  Y  N   3  
8NU  C21  C19  SING  Y  N   4  
8NU  C15  C16  SING  Y  N   5  
8NU  N13  C12  DOUB  Y  N   6  
8NU  F20  C19  SING  N  N   7  
8NU  C19  C18  DOUB  Y  N   8  
8NU  C12  C16  SING  Y  N   9  
8NU  C12  C09  SING  N  N  10  
8NU  C16  C17  DOUB  Y  N  11  
8NU  C10  C09  SING  N  N  12  
8NU  C10  C11  SING  N  N  13  
8NU  C18  C17  SING  Y  N  14  
8NU  C09  C08  SING  N  N  15  
8NU  C11  N06  SING  N  N  16  
8NU  C08  C07  SING  N  N  17  
8NU  O23  C22  DOUB  N  N  18  
8NU  N06  C07  SING  N  N  19  
8NU  N06  C05  SING  N  N  20  
8NU  C05  C04  SING  N  N  21  
8NU  C04  C03  SING  N  N  22  
8NU  C22  C03  SING  N  N  23  
8NU  C22  N24  SING  N  N  24  
8NU  C25  N24  SING  N  N  25  
8NU  C25  C26  SING  N  N  26  
8NU  C03  C02  DOUB  N  N  27  
8NU  N24  C29  SING  N  N  28  
8NU  C26  C27  SING  N  N  29  
8NU  C02  N30  SING  N  N  30  
8NU  C02  C01  SING  N  N  31  
8NU  C29  N30  DOUB  N  N  32  
8NU  C29  C28  SING  N  N  33  
8NU  C27  C28  SING  N  N  34  
8NU  C01  H1   SING  N  N  35  
8NU  C01  H2   SING  N  N  36  
8NU  C01  H3   SING  N  N  37  
8NU  C04  H4   SING  N  N  38  
8NU  C04  H5   SING  N  N  39  
8NU  C05  H6   SING  N  N  40  
8NU  C05  H7   SING  N  N  41  
8NU  C07  H8   SING  N  N  42  
8NU  C07  H9   SING  N  N  43  
8NU  C08  H10  SING  N  N  44  
8NU  C08  H11  SING  N  N  45  
8NU  C09  H12  SING  N  N  46  
8NU  C10  H13  SING  N  N  47  
8NU  C10  H14  SING  N  N  48  
8NU  C11  H15  SING  N  N  49  
8NU  C11  H16  SING  N  N  50  
8NU  C17  H17  SING  N  N  51  
8NU  C18  H18  SING  N  N  52  
8NU  C21  H19  SING  N  N  53  
8NU  C25  H20  SING  N  N  54  
8NU  C25  H21  SING  N  N  55  
8NU  C26  H22  SING  N  N  56  
8NU  C26  H23  SING  N  N  57  
8NU  C27  H24  SING  N  N  58  
8NU  C27  H25  SING  N  N  59  
8NU  C28  H26  SING  N  N  60  
8NU  C28  H27  SING  N  N  61  
#   #
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
8NU  SMILES            ACDLabs               12.01  "CC=1N=C5CCCCN5C(C=1CCN2CCC(CC2)c4c3c(cc(cc3)F)on4)=O"  
8NU  InChI             InChI                 1.03   "InChI=1S/C23H27FN4O2/c1-15-18(23(29)28-10-3-2-4-21(28)25-15)9-13-27-11-7-16(8-12-27)22-19-6-5-17(24)14-20(19)30-26-22/h5-6,14,16H,2-4,7-13H2,1H3"  
8NU  InChIKey          InChI                 1.03   RAPZEAPATHNIPO-UHFFFAOYSA-N  
8NU  SMILES_CANONICAL  CACTVS                3.385  "CC1=C(CCN2CCC(CC2)c3noc4cc(F)ccc34)C(=O)N5CCCCC5=N1"  
8NU  SMILES            CACTVS                3.385  "CC1=C(CCN2CCC(CC2)c3noc4cc(F)ccc34)C(=O)N5CCCCC5=N1"  
8NU  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "CC1=C(C(=O)N2CCCCC2=N1)CCN3CCC(CC3)c4c5ccc(cc5on4)F"  
8NU  SMILES            "OpenEye OEToolkits"  1.7.6  "CC1=C(C(=O)N2CCCCC2=N1)CCN3CCC(CC3)c4c5ccc(cc5on4)F"  
#   #
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
8NU  "SYSTEMATIC NAME"  ACDLabs               12.01  "3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one"  
8NU  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "3-[2-[4-(6-fluoranyl-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl]-2-methyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-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
8NU  "Create component"  2017-08-17  PDBJ  
8NU  "Initial release"   2018-01-31  RCSB  
##
