data_QOQ
#

_chem_comp.id                                   QOQ
_chem_comp.name                                 "5-[bis(fluoranyl)methyl]-7-[(3~{S})-1-[(2-chloranyl-6-methyl-pyridin-4-yl)methyl]piperidin-3-yl]-[1,2,4]triazolo[1,5-a]pyrimidine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H19 Cl F2 N6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-07-13
_chem_comp.pdbx_modified_date                   2020-10-30
_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                       392.833
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QOQ
_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       6ZQZ
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
QOQ  F24  F1   F   0  1  N  N  N  -6.376  21.586  25.239   6.795   1.907  -0.061  F24   QOQ   1  
QOQ  C23  C1   C   0  1  N  N  N  -5.396  20.651  25.108   5.460   2.276   0.138  C23   QOQ   2  
QOQ  F25  F2   F   0  1  N  N  N  -5.577  19.788  26.139   5.043   3.101  -0.912  F25   QOQ   3  
QOQ  C18  C2   C   0  1  Y  N  N  -4.057  21.268  25.214   4.598   1.041   0.179  C18   QOQ   4  
QOQ  C19  C3   C   0  1  Y  N  N  -3.250  21.455  24.078   3.270   1.103  -0.259  C19   QOQ   5  
QOQ  N17  N1   N   0  1  Y  N  N  -3.640  21.646  26.436   5.098  -0.091   0.622  N17   QOQ   6  
QOQ  C16  C4   C   0  1  Y  N  N  -2.409  22.209  26.501   4.351  -1.200   0.667  C16   QOQ   7  
QOQ  N15  N2   N   0  1  Y  N  N  -1.630  22.406  25.457   3.049  -1.172   0.252  N15   QOQ   8  
QOQ  N20  N3   N   0  1  Y  N  N  -0.433  22.997  25.792   2.552  -2.470   0.422  N20   QOQ   9  
QOQ  C21  C5   C   0  1  Y  N  N  -0.554  23.151  27.132   3.530  -3.195   0.911  C21   QOQ  10  
QOQ  N22  N4   N   0  1  Y  N  N  -1.745  22.668  27.573   4.611  -2.442   1.061  N22   QOQ  11  
QOQ  C14  C6   C   0  1  Y  N  N  -1.987  22.048  24.218   2.504  -0.018  -0.217  C14   QOQ  12  
QOQ  C2   C7   C   0  1  N  N  S  -1.016  22.304  23.107   1.071   0.018  -0.682  C2    QOQ  13  
QOQ  C1   C8   C   0  1  N  N  N  -1.040  23.784  22.686   0.149  -0.378   0.474  C1    QOQ  14  
QOQ  C3   C9   C   0  1  N  N  N  -1.194  21.436  21.858   0.884  -0.969  -1.838  C3    QOQ  15  
QOQ  C4   C10  C   0  1  N  N  N  -0.112  21.792  20.835  -0.586  -0.971  -2.265  C4    QOQ  16  
QOQ  C5   C11  C   0  1  N  N  N   0.023  23.313  20.596  -1.460  -1.338  -1.063  C5    QOQ  17  
QOQ  N6   N5   N   0  1  N  N  N   0.186  24.025  21.894  -1.246  -0.364   0.015  N6    QOQ  18  
QOQ  C7   C12  C   0  1  N  N  N   0.508  25.457  21.707  -2.170  -0.604   1.132  C7    QOQ  19  
QOQ  C8   C13  C   0  1  Y  N  N   0.884  26.195  22.990  -3.583  -0.336   0.682  C8    QOQ  20  
QOQ  C13  C14  C   0  1  Y  N  N   1.343  25.521  24.132  -4.137   0.929   0.800  C13   QOQ  21  
QOQ  C12  C15  C   0  1  Y  N  N   1.670  26.256  25.269  -5.437   1.138   0.376  C12   QOQ  22  
QOQ  CL1  CL1  CL  0  0  N  N  N   2.241  25.441  26.754  -6.143   2.717   0.517  CL27  QOQ  23  
QOQ  C9   C16  C   0  1  Y  N  N   0.772  27.590  23.048  -4.357  -1.348   0.136  C9    QOQ  24  
QOQ  C10  C17  C   0  1  Y  N  N   1.121  28.287  24.221  -5.649  -1.065  -0.267  C10   QOQ  25  
QOQ  N11  N6   N   0  1  Y  N  N   1.559  27.595  25.298  -6.146   0.149  -0.135  N11   QOQ  26  
QOQ  C26  C18  C   0  1  N  N  N   1.005  29.801  24.353  -6.499  -2.158  -0.862  C26   QOQ  27  
QOQ  H1   H1   H   0  1  N  N  N  -5.478  20.131  24.142   5.369   2.814   1.082  H1    QOQ  28  
QOQ  H2   H2   H   0  1  N  N  N  -3.600  21.144  23.105   2.859   2.032  -0.627  H2    QOQ  29  
QOQ  H3   H3   H   0  1  N  N  N   0.197  23.599  27.766   3.464  -4.245   1.155  H3    QOQ  30  
QOQ  H4   H4   H   0  1  N  N  N  -0.008  22.100  23.498   0.822   1.024  -1.018  H4    QOQ  31  
QOQ  H5   H5   H   0  1  N  N  N  -1.049  24.430  23.576   0.408  -1.378   0.819  H5    QOQ  32  
QOQ  H6   H6   H   0  1  N  N  N  -1.931  23.989  22.075   0.269   0.331   1.293  H6    QOQ  33  
QOQ  H7   H7   H   0  1  N  N  N  -2.187  21.620  21.422   1.507  -0.665  -2.680  H7    QOQ  34  
QOQ  H8   H8   H   0  1  N  N  N  -1.105  20.375  22.133   1.172  -1.969  -1.514  H8    QOQ  35  
QOQ  H9   H9   H   0  1  N  N  N  -0.362  21.309  19.879  -0.862   0.020  -2.626  H9    QOQ  36  
QOQ  H10  H10  H   0  1  N  N  N   0.853  21.408  21.199  -0.734  -1.702  -3.060  H10   QOQ  37  
QOQ  H11  H11  H   0  1  N  N  N   0.902  23.505  19.963  -2.509  -1.327  -1.360  H11   QOQ  38  
QOQ  H12  H12  H   0  1  N  N  N  -0.881  23.683  20.090  -1.194  -2.335  -0.712  H12   QOQ  39  
QOQ  H14  H14  H   0  1  N  N  N   1.354  25.530  21.008  -2.083  -1.640   1.459  H14   QOQ  40  
QOQ  H15  H15  H   0  1  N  N  N  -0.372  25.953  21.271  -1.920   0.060   1.960  H15   QOQ  41  
QOQ  H16  H16  H   0  1  N  N  N   1.441  24.446  24.129  -3.561   1.742   1.218  H16   QOQ  42  
QOQ  H17  H17  H   0  1  N  N  N   0.415  28.135  22.187  -3.956  -2.344   0.025  H17   QOQ  43  
QOQ  H18  H18  H   0  1  N  N  N   1.315  30.106  25.363  -7.049  -2.664  -0.068  H18   QOQ  44  
QOQ  H19  H19  H   0  1  N  N  N   1.655  30.285  23.609  -7.203  -1.724  -1.572  H19   QOQ  45  
QOQ  H20  H20  H   0  1  N  N  N  -0.038  30.105  24.182  -5.860  -2.876  -1.376  H20   QOQ  46  
#   #
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
QOQ  C5   C4   SING  N  N   1  
QOQ  C5   N6   SING  N  N   2  
QOQ  C4   C3   SING  N  N   3  
QOQ  C7   N6   SING  N  N   4  
QOQ  C7   C8   SING  N  N   5  
QOQ  C3   C2   SING  N  N   6  
QOQ  N6   C1   SING  N  N   7  
QOQ  C1   C2   SING  N  N   8  
QOQ  C8   C9   DOUB  Y  N   9  
QOQ  C8   C13  SING  Y  N  10  
QOQ  C9   C10  SING  Y  N  11  
QOQ  C2   C14  SING  N  N  12  
QOQ  C19  C14  DOUB  Y  N  13  
QOQ  C19  C18  SING  Y  N  14  
QOQ  C13  C12  DOUB  Y  N  15  
QOQ  C14  N15  SING  Y  N  16  
QOQ  C10  C26  SING  N  N  17  
QOQ  C10  N11  DOUB  Y  N  18  
QOQ  C23  C18  SING  N  N  19  
QOQ  C23  F24  SING  N  N  20  
QOQ  C23  F25  SING  N  N  21  
QOQ  C18  N17  DOUB  Y  N  22  
QOQ  C12  N11  SING  Y  N  23  
QOQ  C12  CL1  SING  N  N  24  
QOQ  N15  N20  SING  Y  N  25  
QOQ  N15  C16  SING  Y  N  26  
QOQ  N20  C21  DOUB  Y  N  27  
QOQ  N17  C16  SING  Y  N  28  
QOQ  C16  N22  DOUB  Y  N  29  
QOQ  C21  N22  SING  Y  N  30  
QOQ  C23  H1   SING  N  N  31  
QOQ  C19  H2   SING  N  N  32  
QOQ  C21  H3   SING  N  N  33  
QOQ  C2   H4   SING  N  N  34  
QOQ  C1   H5   SING  N  N  35  
QOQ  C1   H6   SING  N  N  36  
QOQ  C3   H7   SING  N  N  37  
QOQ  C3   H8   SING  N  N  38  
QOQ  C4   H9   SING  N  N  39  
QOQ  C4   H10  SING  N  N  40  
QOQ  C5   H11  SING  N  N  41  
QOQ  C5   H12  SING  N  N  42  
QOQ  C7   H14  SING  N  N  43  
QOQ  C7   H15  SING  N  N  44  
QOQ  C13  H16  SING  N  N  45  
QOQ  C9   H17  SING  N  N  46  
QOQ  C26  H18  SING  N  N  47  
QOQ  C26  H19  SING  N  N  48  
QOQ  C26  H20  SING  N  N  49  
#   #
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
QOQ  InChI             InChI                 1.03   "InChI=1S/C18H19ClF2N6/c1-11-5-12(6-16(19)24-11)8-26-4-2-3-13(9-26)15-7-14(17(20)21)25-18-22-10-23-27(15)18/h5-7,10,13,17H,2-4,8-9H2,1H3/t13-/m0/s1"  
QOQ  InChIKey          InChI                 1.03   MSZCFMHHPOAAQM-ZDUSSCGKSA-N  
QOQ  SMILES_CANONICAL  CACTVS                3.385  "Cc1cc(CN2CCC[C@@H](C2)c3cc(nc4ncnn34)C(F)F)cc(Cl)n1"  
QOQ  SMILES            CACTVS                3.385  "Cc1cc(CN2CCC[CH](C2)c3cc(nc4ncnn34)C(F)F)cc(Cl)n1"  
QOQ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1cc(cc(n1)Cl)CN2CCC[C@@H](C2)c3cc(nc4n3ncn4)C(F)F"  
QOQ  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1cc(cc(n1)Cl)CN2CCCC(C2)c3cc(nc4n3ncn4)C(F)F"  
#
_pdbx_chem_comp_identifier.comp_id          QOQ
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "5-[bis(fluoranyl)methyl]-7-[(3~{S})-1-[(2-chloranyl-6-methyl-pyridin-4-yl)methyl]piperidin-3-yl]-[1,2,4]triazolo[1,5-a]pyrimidine"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
QOQ  "Create component"  2020-07-13  PDBE  
QOQ  "Initial release"   2020-11-04  RCSB  
##
