data_QBE
#

_chem_comp.id                                   QBE
_chem_comp.name                                 "~{N}-[5-[[3-cyano-7-(cyclopropylamino)-3~{H}-pyrazolo[1,5-a]pyrimidin-5-yl]amino]-2-methyl-phenyl]propanamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H21 N7 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-06-02
_chem_comp.pdbx_modified_date                   2020-07-24
_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                       375.427
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QBE
_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       6Z83
_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
QBE  C11  C1   C  0  1  Y  N  N  -4.964  -43.231   3.770   2.363  -1.375  -0.255  C11  QBE   1  
QBE  C2   C2   C  0  1  Y  N  N  -1.483  -47.402   3.615  -3.673  -0.343   0.517  C2   QBE   2  
QBE  C3   C3   C  0  1  N  N  N  -1.614  -47.407   6.113  -5.041   1.312  -0.508  C3   QBE   3  
QBE  C4   C4   C  0  1  N  N  N  -3.046  -47.864   6.015  -6.393   1.940  -0.731  C4   QBE   4  
QBE  C5   C5   C  0  1  N  N  N  -4.022  -46.837   6.539  -6.233   3.210  -1.570  C5   QBE   5  
QBE  C6   C6   C  0  1  Y  N  N  -2.415  -46.456   3.189  -2.569   0.496   0.562  C6   QBE   6  
QBE  C7   C7   C  0  1  Y  N  N  -1.547  -48.427   1.451  -2.276  -2.214   1.073  C7   QBE   7  
QBE  C8   C8   C  0  1  Y  N  N  -2.470  -47.491   1.022  -1.176  -1.381   1.125  C8   QBE   8  
QBE  N    N1   N  0  1  N  N  N  -0.965  -47.352   4.928  -4.936   0.176   0.210  N    QBE   9  
QBE  C    C9   C  0  1  N  N  N  -0.008  -49.431   3.172  -4.720  -2.614   0.715  C    QBE  10  
QBE  O    O1   O  0  1  N  N  N  -1.088  -47.115   7.188  -4.048   1.829  -0.974  O    QBE  11  
QBE  N1   N2   N  0  1  N  N  N  -3.760  -45.504   1.349  -0.205   0.820   0.919  N1   QBE  12  
QBE  C1   C10  C  0  1  Y  N  N  -1.029  -48.407   2.744  -3.523  -1.701   0.770  C1   QBE  13  
QBE  N6   N3   N  0  1  N  N  N  -3.936  -43.678   7.191   1.336  -4.758  -0.876  N6   QBE  14  
QBE  C19  C11  C  0  1  N  N  N  -4.423  -43.288   6.230   1.978  -3.825  -0.789  C19  QBE  15  
QBE  C12  C12  C  0  1  Y  N  N  -5.061  -42.747   5.069   2.787  -2.649  -0.680  C12  QBE  16  
QBE  C13  C13  C  0  1  Y  N  N  -5.892  -41.618   4.983   4.160  -2.545  -0.979  C13  QBE  17  
QBE  N3   N4   N  0  1  Y  N  N  -6.313  -41.376   3.751   4.545  -1.317  -0.757  N3   QBE  18  
QBE  N4   N5   N  0  1  Y  N  N  -5.730  -42.371   3.004   3.458  -0.559  -0.306  N4   QBE  19  
QBE  N2   N6   N  0  1  Y  N  N  -4.284  -44.266   3.233   1.181  -0.910   0.149  N2   QBE  20  
QBE  C14  C14  C  0  1  Y  N  N  -5.849  -42.488   1.641   3.344   0.758   0.058  C14  QBE  21  
QBE  N5   N7   N  0  1  N  N  N  -6.575  -41.580   0.939   4.439   1.593   0.011  N5   QBE  22  
QBE  C15  C15  C  0  1  N  N  N  -6.681  -41.681  -0.518   4.305   2.999   0.402  C15  QBE  23  
QBE  C17  C16  C  0  1  N  N  N  -7.798  -42.464  -1.097   5.563   3.719   0.892  C17  QBE  24  
QBE  C16  C17  C  0  1  N  N  N  -7.792  -40.981  -1.204   4.981   4.046  -0.485  C16  QBE  25  
QBE  C18  C18  C  0  1  Y  N  N  -5.161  -43.549   1.096   2.129   1.231   0.466  C18  QBE  26  
QBE  C10  C19  C  0  1  Y  N  N  -4.387  -44.416   1.913   1.033   0.357   0.507  C10  QBE  27  
QBE  C9   C20  C  0  1  Y  N  N  -2.905  -46.495   1.886  -1.319  -0.023   0.867  C9   QBE  28  
QBE  H1   H1   H  0  1  N  N  N  -3.280  -48.065   4.959  -7.038   1.236  -1.256  H1   QBE  29  
QBE  H2   H2   H  0  1  N  N  N  -3.161  -48.789   6.599  -6.838   2.194   0.231  H2   QBE  30  
QBE  H3   H3   H  0  1  N  N  N  -5.048  -47.223   6.443  -5.787   2.955  -2.532  H3   QBE  31  
QBE  H4   H4   H  0  1  N  N  N  -3.805  -46.632   7.598  -7.211   3.664  -1.731  H4   QBE  32  
QBE  H5   H5   H  0  1  N  N  N  -3.924  -45.908   5.958  -5.588   3.914  -1.045  H5   QBE  33  
QBE  H6   H6   H  0  1  N  N  N  -2.757  -45.692   3.871  -2.683   1.551   0.361  H6   QBE  34  
QBE  H7   H7   H  0  1  N  N  N  -1.219  -49.194   0.765  -2.162  -3.270   1.269  H7   QBE  35  
QBE  H8   H8   H  0  1  N  N  N  -2.853  -47.535   0.013  -0.203  -1.786   1.362  H8   QBE  36  
QBE  H9   H9   H  0  1  N  N  N   0.029  -47.263   4.991  -5.735  -0.281   0.514  H9   QBE  37  
QBE  H10  H10  H  0  1  N  N  N   1.003  -49.054   2.957  -5.183  -2.666   1.701  H10  QBE  38  
QBE  H11  H11  H  0  1  N  N  N  -0.107  -49.619   4.251  -5.441  -2.225  -0.004  H11  QBE  39  
QBE  H12  H12  H  0  1  N  N  N  -0.175  -50.368   2.620  -4.404  -3.611   0.409  H12  QBE  40  
QBE  H13  H13  H  0  1  N  N  N  -3.944  -45.615   0.372  -0.300   1.729   1.243  H13  QBE  41  
QBE  H15  H15  H  0  1  N  N  N  -6.160  -41.010   5.834   4.790  -3.348  -1.332  H15  QBE  42  
QBE  H16  H16  H  0  1  N  N  N  -6.180  -40.683   1.136   5.298   1.251  -0.280  H16  QBE  43  
QBE  H17  H17  H  0  1  N  N  N  -5.731  -41.725  -1.070   3.356   3.270   0.866  H17  QBE  44  
QBE  H18  H18  H  0  1  N  N  N  -8.520  -42.965  -0.435   5.442   4.463   1.679  H18  QBE  45  
QBE  H19  H19  H  0  1  N  N  N  -7.632  -43.081  -1.992   6.490   3.146   0.925  H19  QBE  46  
QBE  H20  H20  H  0  1  N  N  N  -7.621  -40.500  -2.179   5.526   3.690  -1.359  H20  QBE  47  
QBE  H21  H21  H  0  1  N  N  N  -8.510  -40.384  -0.622   4.478   5.006  -0.604  H21  QBE  48  
QBE  H22  H22  H  0  1  N  N  N  -5.211  -43.725   0.032   2.014   2.265   0.757  H22  QBE  49  
#   #
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
QBE  C16  C17  SING  N  N   1  
QBE  C16  C15  SING  N  N   2  
QBE  C17  C15  SING  N  N   3  
QBE  C15  N5   SING  N  N   4  
QBE  N5   C14  SING  N  N   5  
QBE  C8   C7   DOUB  Y  N   6  
QBE  C8   C9   SING  Y  N   7  
QBE  C18  C14  DOUB  Y  N   8  
QBE  C18  C10  SING  Y  N   9  
QBE  N1   C9   SING  N  N  10  
QBE  N1   C10  SING  N  N  11  
QBE  C7   C1   SING  Y  N  12  
QBE  C14  N4   SING  Y  N  13  
QBE  C9   C6   DOUB  Y  N  14  
QBE  C10  N2   DOUB  Y  N  15  
QBE  C1   C    SING  N  N  16  
QBE  C1   C2   DOUB  Y  N  17  
QBE  N4   N3   SING  Y  N  18  
QBE  N4   C11  SING  Y  N  19  
QBE  C6   C2   SING  Y  N  20  
QBE  N2   C11  SING  Y  N  21  
QBE  C2   N    SING  N  N  22  
QBE  N3   C13  DOUB  Y  N  23  
QBE  C11  C12  DOUB  Y  N  24  
QBE  N    C3   SING  N  N  25  
QBE  C13  C12  SING  Y  N  26  
QBE  C12  C19  SING  N  N  27  
QBE  C4   C3   SING  N  N  28  
QBE  C4   C5   SING  N  N  29  
QBE  C3   O    DOUB  N  N  30  
QBE  C19  N6   TRIP  N  N  31  
QBE  C4   H1   SING  N  N  32  
QBE  C4   H2   SING  N  N  33  
QBE  C5   H3   SING  N  N  34  
QBE  C5   H4   SING  N  N  35  
QBE  C5   H5   SING  N  N  36  
QBE  C6   H6   SING  N  N  37  
QBE  C7   H7   SING  N  N  38  
QBE  C8   H8   SING  N  N  39  
QBE  N    H9   SING  N  N  40  
QBE  C    H10  SING  N  N  41  
QBE  C    H11  SING  N  N  42  
QBE  C    H12  SING  N  N  43  
QBE  N1   H13  SING  N  N  44  
QBE  C13  H15  SING  N  N  45  
QBE  N5   H16  SING  N  N  46  
QBE  C15  H17  SING  N  N  47  
QBE  C17  H18  SING  N  N  48  
QBE  C17  H19  SING  N  N  49  
QBE  C16  H20  SING  N  N  50  
QBE  C16  H21  SING  N  N  51  
QBE  C18  H22  SING  N  N  52  
#   #
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
QBE  InChI             InChI                 1.03   "InChI=1S/C20H21N7O/c1-3-19(28)25-16-8-15(5-4-12(16)2)23-17-9-18(24-14-6-7-14)27-20(26-17)13(10-21)11-22-27/h4-5,8-9,11,14,24H,3,6-7H2,1-2H3,(H,23,26)(H,25,28)"  
QBE  InChIKey          InChI                 1.03   YKDZIFFKQUNVHH-UHFFFAOYSA-N  
QBE  SMILES_CANONICAL  CACTVS                3.385  "CCC(=O)Nc1cc(Nc2cc(NC3CC3)n4ncc(C#N)c4n2)ccc1C"  
QBE  SMILES            CACTVS                3.385  "CCC(=O)Nc1cc(Nc2cc(NC3CC3)n4ncc(C#N)c4n2)ccc1C"  
QBE  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCC(=O)Nc1cc(ccc1C)Nc2cc(n3c(n2)c(cn3)C#N)NC4CC4"  
QBE  SMILES            "OpenEye OEToolkits"  2.0.7  "CCC(=O)Nc1cc(ccc1C)Nc2cc(n3c(n2)c(cn3)C#N)NC4CC4"  
#
_pdbx_chem_comp_identifier.comp_id          QBE
_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       "~{N}-[5-[[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]-2-methyl-phenyl]propanamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
QBE  "Create component"  2020-06-02  PDBE  
QBE  "Initial release"   2020-07-29  RCSB  
##
