data_QX1
#

_chem_comp.id                                   QX1
_chem_comp.name                                 "3-(3,4-dimethoxyphenyl)-N~5~-(1-methylpiperidin-4-yl)-6-phenylpyrazolo[1,5-a]pyrimidine-5,7-diamine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C26 H30 N6 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-01-10
_chem_comp.pdbx_modified_date                   2020-02-21
_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                       458.555
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QX1
_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       6VHG
_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
QX1  C2   C1   C  0  1  Y  N  N   0.932  143.383  151.806   0.023   1.650  -0.245  C2   QX1   1  
QX1  C12  C2   C  0  1  Y  N  N   0.929  145.989  151.760  -2.535   1.418  -0.377  C12  QX1   2  
QX1  C13  C3   C  0  1  Y  N  N   1.865  139.314  151.287   4.154   0.899  -0.008  C13  QX1   3  
QX1  C14  C4   C  0  1  Y  N  N   1.506  138.684  150.096   4.804   0.258  -1.062  C14  QX1   4  
QX1  C15  C5   C  0  1  Y  N  N   1.783  137.322  149.905   6.157  -0.002  -0.979  C15  QX1   5  
QX1  C16  C6   C  0  1  Y  N  N   2.402  136.567  150.912   6.868   0.371   0.147  C16  QX1   6  
QX1  C17  C7   C  0  1  Y  N  N   2.749  137.192  152.099   6.228   1.007   1.196  C17  QX1   7  
QX1  C18  C8   C  0  1  Y  N  N   2.464  138.553  152.280   4.877   1.278   1.122  C18  QX1   8  
QX1  C19  C9   C  0  1  Y  N  N   2.226  146.130  151.277  -3.584   1.739   0.484  C19  QX1   9  
QX1  C20  C10  C  0  1  Y  N  N   2.790  147.387  151.047  -4.765   1.021   0.428  C20  QX1  10  
QX1  C21  C11  C  0  1  Y  N  N   2.043  148.547  151.341  -4.905  -0.020  -0.486  C21  QX1  11  
QX1  C22  C12  C  0  1  Y  N  N   0.728  148.415  151.836  -3.862  -0.338  -1.342  C22  QX1  12  
QX1  C23  C13  C  0  1  Y  N  N   0.183  147.149  152.055  -2.683   0.379  -1.295  C23  QX1  13  
QX1  C26  C14  C  0  1  N  N  N   4.719  146.420  149.748  -5.577   2.410   2.180  C26  QX1  14  
QX1  C27  C15  C  0  1  N  N  N   2.214  150.997  151.797  -6.142  -1.780  -1.501  C27  QX1  15  
QX1  C28  C16  C  0  1  N  N  N   5.007  142.219  150.937   1.229  -2.284  -0.135  C28  QX1  16  
QX1  C29  C17  C  0  1  N  N  N   5.439  142.281  152.422   1.899  -3.542  -0.695  C29  QX1  17  
QX1  C30  C18  C  0  1  N  N  N   6.719  143.150  152.513   0.897  -4.698  -0.680  C30  QX1  18  
QX1  N1   N1   N  0  1  Y  N  N   0.104  142.441  152.195   0.889   2.710  -0.214  N1   QX1  19  
QX1  N3   N2   N  0  1  Y  N  N   2.240  143.031  151.317   0.473   0.389  -0.206  N3   QX1  20  
QX1  C4   C19  C  0  1  Y  N  N   2.592  141.814  151.173   1.765   0.124  -0.132  C4   QX1  21  
QX1  C5   C20  C  0  1  Y  N  N   1.558  140.783  151.516   2.702   1.182  -0.092  C5   QX1  22  
QX1  C6   C21  C  0  1  Y  N  N   0.366  141.158  152.046   2.240   2.489  -0.138  C6   QX1  23  
QX1  N7   N3   N  0  1  Y  N  N  -1.023  143.041  152.638   0.132   3.886  -0.273  N7   QX1  24  
QX1  C8   C22  C  0  1  Y  N  N  -0.953  144.296  152.522  -1.139   3.579  -0.336  C8   QX1  25  
QX1  C9   C23  C  0  1  Y  N  N   0.380  144.595  151.998  -1.268   2.184  -0.322  C9   QX1  26  
QX1  N10  N4   N  0  1  N  N  N  -0.567  140.301  152.387   3.121   3.545  -0.108  N10  QX1  27  
QX1  N11  N5   N  0  1  N  N  N   3.778  141.442  150.775   2.200  -1.188  -0.094  N11  QX1  28  
QX1  O24  O1   O  0  1  N  N  N   4.091  147.488  150.510  -5.790   1.332   1.267  O24  QX1  29  
QX1  O25  O2   O  0  1  N  N  N   2.644  149.806  151.115  -6.067  -0.725  -0.539  O25  QX1  30  
QX1  N31  N6   N  0  1  N  N  N   7.832  142.566  151.697   0.442  -4.936   0.696  N31  QX1  31  
QX1  C32  C24  C  0  1  N  N  N   7.504  142.278  150.269  -0.247  -3.758   1.238  C32  QX1  32  
QX1  C33  C25  C  0  1  N  N  N   6.138  141.560  150.075   0.721  -2.573   1.281  C33  QX1  33  
QX1  C34  C26  C  0  1  N  N  N   9.115  143.286  151.833  -0.415  -6.127   0.769  C34  QX1  34  
QX1  H1   H1   H  0  1  N  N  N   1.013  139.247  149.317   4.250  -0.034  -1.942  H1   QX1  35  
QX1  H2   H2   H  0  1  N  N  N   1.516  136.849  148.971   6.661  -0.498  -1.795  H2   QX1  36  
QX1  H3   H3   H  0  1  N  N  N   2.605  135.516  150.765   7.926   0.165   0.208  H3   QX1  37  
QX1  H4   H4   H  0  1  N  N  N   3.238  136.632  152.883   6.789   1.297   2.073  H4   QX1  38  
QX1  H5   H5   H  0  1  N  N  N   2.718  139.022  153.219   4.380   1.778   1.940  H5   QX1  39  
QX1  H6   H6   H  0  1  N  N  N   2.812  145.245  151.075  -3.475   2.546   1.193  H6   QX1  40  
QX1  H7   H7   H  0  1  N  N  N   0.141  149.297  152.046  -3.974  -1.146  -2.050  H7   QX1  41  
QX1  H8   H8   H  0  1  N  N  N  -0.817  147.057  152.453  -1.874   0.131  -1.966  H8   QX1  42  
QX1  H9   H9   H  0  1  N  N  N   5.727  146.734  149.438  -4.730   2.179   2.825  H9   QX1  43  
QX1  H10  H10  H  0  1  N  N  N   4.792  145.518  150.373  -5.369   3.323   1.621  H10  QX1  44  
QX1  H11  H11  H  0  1  N  N  N   4.113  146.200  148.857  -6.470   2.553   2.789  H11  QX1  45  
QX1  H12  H12  H  0  1  N  N  N   2.822  151.851  151.464  -5.362  -2.514  -1.297  H12  QX1  46  
QX1  H13  H13  H  0  1  N  N  N   1.156  151.189  151.567  -7.118  -2.260  -1.438  H13  QX1  47  
QX1  H14  H14  H  0  1  N  N  N   2.335  150.862  152.882  -6.002  -1.370  -2.501  H14  QX1  48  
QX1  H15  H15  H  0  1  N  N  N   4.848  143.245  150.574   0.390  -2.004  -0.772  H15  QX1  49  
QX1  H16  H16  H  0  1  N  N  N   4.638  142.733  153.025   2.225  -3.355  -1.718  H16  QX1  50  
QX1  H17  H17  H  0  1  N  N  N   5.649  141.267  152.792   2.761  -3.799  -0.079  H17  QX1  51  
QX1  H18  H18  H  0  1  N  N  N   7.038  143.209  153.564   0.042  -4.445  -1.307  H18  QX1  52  
QX1  H19  H19  H  0  1  N  N  N   6.494  144.160  152.141   1.376  -5.599  -1.065  H19  QX1  53  
QX1  H20  H20  H  0  1  N  N  N  -1.727  145.010  152.763  -1.954   4.286  -0.391  H20  QX1  54  
QX1  H21  H21  H  0  1  N  N  N  -1.356  140.795  152.753   4.075   3.379  -0.054  H21  QX1  55  
QX1  H22  H22  H  0  1  N  N  N  -0.847  139.776  151.583   2.789   4.456  -0.141  H22  QX1  56  
QX1  H23  H23  H  0  1  N  N  N   3.691  141.286  149.791   3.149  -1.383  -0.039  H23  QX1  57  
QX1  H25  H25  H  0  1  N  N  N   8.296  141.637  149.853  -1.097  -3.509   0.602  H25  QX1  58  
QX1  H26  H26  H  0  1  N  N  N   7.477  143.231  149.720  -0.599  -3.975   2.246  H26  QX1  59  
QX1  H27  H27  H  0  1  N  N  N   5.854  141.615  149.014   1.564  -2.816   1.927  H27  QX1  60  
QX1  H28  H28  H  0  1  N  N  N   6.244  140.506  150.372   0.205  -1.695   1.668  H28  QX1  61  
QX1  H29  H29  H  0  1  N  N  N   9.318  143.477  152.897   0.145  -6.998   0.430  H29  QX1  62  
QX1  H30  H30  H  0  1  N  N  N   9.925  142.674  151.410  -0.738  -6.280   1.798  H30  QX1  63  
QX1  H31  H31  H  0  1  N  N  N   9.058  144.243  151.293  -1.288  -5.986   0.131  H31  QX1  64  
#   #
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
QX1  C26  O24  SING  N  N   1  
QX1  C15  C14  DOUB  Y  N   2  
QX1  C15  C16  SING  Y  N   3  
QX1  C33  C32  SING  N  N   4  
QX1  C33  C28  SING  N  N   5  
QX1  C14  C13  SING  Y  N   6  
QX1  C32  N31  SING  N  N   7  
QX1  O24  C20  SING  N  N   8  
QX1  N11  C28  SING  N  N   9  
QX1  N11  C4   SING  N  N  10  
QX1  C16  C17  DOUB  Y  N  11  
QX1  C28  C29  SING  N  N  12  
QX1  C20  C19  DOUB  Y  N  13  
QX1  C20  C21  SING  Y  N  14  
QX1  O25  C21  SING  N  N  15  
QX1  O25  C27  SING  N  N  16  
QX1  C4   N3   DOUB  Y  N  17  
QX1  C4   C5   SING  Y  N  18  
QX1  C19  C12  SING  Y  N  19  
QX1  C13  C5   SING  N  N  20  
QX1  C13  C18  DOUB  Y  N  21  
QX1  N3   C2   SING  Y  N  22  
QX1  C21  C22  DOUB  Y  N  23  
QX1  C5   C6   DOUB  Y  N  24  
QX1  N31  C34  SING  N  N  25  
QX1  N31  C30  SING  N  N  26  
QX1  C12  C9   SING  N  N  27  
QX1  C12  C23  DOUB  Y  N  28  
QX1  C2   C9   DOUB  Y  N  29  
QX1  C2   N1   SING  Y  N  30  
QX1  C22  C23  SING  Y  N  31  
QX1  C9   C8   SING  Y  N  32  
QX1  C6   N1   SING  Y  N  33  
QX1  C6   N10  SING  N  N  34  
QX1  C17  C18  SING  Y  N  35  
QX1  N1   N7   SING  Y  N  36  
QX1  C29  C30  SING  N  N  37  
QX1  C8   N7   DOUB  Y  N  38  
QX1  C14  H1   SING  N  N  39  
QX1  C15  H2   SING  N  N  40  
QX1  C16  H3   SING  N  N  41  
QX1  C17  H4   SING  N  N  42  
QX1  C18  H5   SING  N  N  43  
QX1  C19  H6   SING  N  N  44  
QX1  C22  H7   SING  N  N  45  
QX1  C23  H8   SING  N  N  46  
QX1  C26  H9   SING  N  N  47  
QX1  C26  H10  SING  N  N  48  
QX1  C26  H11  SING  N  N  49  
QX1  C27  H12  SING  N  N  50  
QX1  C27  H13  SING  N  N  51  
QX1  C27  H14  SING  N  N  52  
QX1  C28  H15  SING  N  N  53  
QX1  C29  H16  SING  N  N  54  
QX1  C29  H17  SING  N  N  55  
QX1  C30  H18  SING  N  N  56  
QX1  C30  H19  SING  N  N  57  
QX1  C8   H20  SING  N  N  58  
QX1  N10  H21  SING  N  N  59  
QX1  N10  H22  SING  N  N  60  
QX1  N11  H23  SING  N  N  61  
QX1  C32  H25  SING  N  N  62  
QX1  C32  H26  SING  N  N  63  
QX1  C33  H27  SING  N  N  64  
QX1  C33  H28  SING  N  N  65  
QX1  C34  H29  SING  N  N  66  
QX1  C34  H30  SING  N  N  67  
QX1  C34  H31  SING  N  N  68  
#   #
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
QX1  SMILES            ACDLabs               12.01  "c24c(c1ccc(c(c1)OC)OC)cnn2c(c(c3ccccc3)c(n4)NC5CCN(C)CC5)N"  
QX1  InChI             InChI                 1.03   "InChI=1S/C26H30N6O2/c1-31-13-11-19(12-14-31)29-25-23(17-7-5-4-6-8-17)24(27)32-26(30-25)20(16-28-32)18-9-10-21(33-2)22(15-18)34-3/h4-10,15-16,19H,11-14,27H2,1-3H3,(H,29,30)"  
QX1  InChIKey          InChI                 1.03   ZVVQDNWRXSSQDL-UHFFFAOYSA-N  
QX1  SMILES_CANONICAL  CACTVS                3.385  "COc1ccc(cc1OC)c2cnn3c(N)c(c(NC4CCN(C)CC4)nc23)c5ccccc5"  
QX1  SMILES            CACTVS                3.385  "COc1ccc(cc1OC)c2cnn3c(N)c(c(NC4CCN(C)CC4)nc23)c5ccccc5"  
QX1  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CN1CCC(CC1)Nc2c(c(n3c(n2)c(cn3)c4ccc(c(c4)OC)OC)N)c5ccccc5"  
QX1  SMILES            "OpenEye OEToolkits"  2.0.7  "CN1CCC(CC1)Nc2c(c(n3c(n2)c(cn3)c4ccc(c(c4)OC)OC)N)c5ccccc5"  
#   #
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
QX1  "SYSTEMATIC NAME"  ACDLabs               12.01  "3-(3,4-dimethoxyphenyl)-N~5~-(1-methylpiperidin-4-yl)-6-phenylpyrazolo[1,5-a]pyrimidine-5,7-diamine"  
QX1  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "3-(3,4-dimethoxyphenyl)-~{N}5-(1-methylpiperidin-4-yl)-6-phenyl-pyrazolo[1,5-a]pyrimidine-5,7-diamine"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
QX1  "Create component"  2020-01-10  RCSB  
QX1  "Initial release"   2020-02-26  RCSB  
##
