# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 12:55:36 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: N-({4-[4-amino-3-(3,5-dimethyl-1-benzofuran-2-yl)-7-oxo-6,7-dihydro-2H-pyrazolo[3,4-d]pyridazin-2-yl]phenyl}methyl)prop-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc2oc(c(C)c2c1)c3n(nc4C(=O)NN=C(N)c34)c5ccc(CNC(=O)C=C)cc5
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 AWX  AWX  N-({4-[4-amino-3-(3,5-dimethyl-1-benzofuran-2-yl)-7-oxo-6,7-dihydro-2H-pyrazolo[3,4-d]pyridazin-2-yl]phenyl}methyl)prop-2-enamide  ligand  56  34  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AWX
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 AWX  C1   C  C2    0  -0.472  -7.6696   0.6664  -2.4671
 AWX  C2   C  C1    0  -0.325  -7.0496   1.1493  -1.3972
 AWX  C3   C  C     0   0.550  -6.1268   0.3106  -0.5869
 AWX  O4   O  O     0  -0.500  -5.8759  -0.8554  -0.8643
 AWX  N5   N  NH1   0  -0.635  -5.6058   0.9451   0.4793
 AWX  C6   C  CH2   0  -0.395  -4.6794   0.3379   1.4081
 AWX  C7   C  CR6   0   0.135  -3.2402   0.6603   1.0884
 AWX  C8   C  CR16  0  -0.305  -2.5278   1.5596   1.8733
 AWX  C9   C  CR16  0  -0.242  -1.2058   1.8648   1.5877
 AWX  C10  C  CR6   0   0.284  -0.5970   1.2696   0.4954
 AWX  C11  C  CR16  0  -0.245  -1.2935   0.3855  -0.3170
 AWX  C12  C  CR16  0  -0.291  -2.6079   0.0791  -0.0095
 AWX  N13  N  NR5   0  -0.454   0.7616   1.5759   0.2146
 AWX  C14  C  CR5   0   0.399   1.7736   0.6991  -0.0226
 AWX  C15  C  CR56  0  -0.216   2.8837   1.4916  -0.2798
 AWX  C16  C  CR56  0   0.150   2.4153   2.8047  -0.1437
 AWX  N17  N  N     0  -0.260   1.1332   2.8460   0.1577
 AWX  C18  C  CR6   0   0.491   3.3012   3.9487  -0.2922
 AWX  N19  N  NR16  0  -0.513   4.5710   3.5465  -0.5509
 AWX  N20  N  N     0  -0.288   5.0679   2.2920  -0.7008
 AWX  C21  C  CR6   0   0.311   4.2792   1.2792  -0.5620
 AWX  O22  O  O     0  -0.485   2.9754   5.1239  -0.1931
 AWX  N23  N  NH2   0  -0.842   4.8025   0.0159  -0.6169
 AWX  C24  C  CR5   0   0.288   1.6127  -0.7374   0.0540
 AWX  C25  C  CR5   0   0.012   1.0985  -1.5426   1.0149
 AWX  C26  C  CR56  0   0.090   1.2053  -2.8749   0.4831
 AWX  C27  C  CR56  0   0.346   1.8012  -2.7462  -0.7676
 AWX  O28  O  O     0  -0.481   2.0485  -1.4439  -1.0342
 AWX  C29  C  CH3   0  -0.763   0.5402  -1.1676   2.3400
 AWX  C30  C  CR16  0  -0.413   0.8593  -4.1430   0.9539
 AWX  C31  C  CR6   0   0.095   1.1224  -5.2494   0.1617
 AWX  C32  C  CR16  0  -0.304   1.7299  -5.0719  -1.0963
 AWX  C33  C  CR16  0  -0.332   2.0818  -3.8262  -1.5858
 AWX  C34  C  CH3   0  -0.721   0.7858  -6.6356   0.6329
 AWX  H1   H  H     0   0.261  -8.3410   1.2814  -3.0498
 AWX  H2   H  H     0   0.258  -7.5292  -0.3556  -2.7942
 AWX  H4   H  H     0   0.270  -7.2072   2.1772  -1.0897
 AWX  H6   H  HNH1  0   0.407  -5.8278   1.9174   0.6208
 AWX  H7   H  HCH2  0   0.278  -4.9222   0.6925   2.4098
 AWX  H8   H  HCH2  0   0.272  -4.8357  -0.7401   1.4004
 AWX  H9   H  HCR6  0   0.266  -3.0022   2.0221   2.7298
 AWX  H10  H  HCR6  0   0.279  -0.6523   2.5485   2.2174
 AWX  H11  H  HCR6  0   0.287  -0.8235  -0.0570  -1.1850
 AWX  H12  H  HCR6  0   0.266  -3.1489  -0.6174  -0.6371
 AWX  H13  H  HNR6  0   0.421   5.2706   4.2649  -0.6699
 AWX  H14  H  HNH2  0   0.387   5.7586  -0.0203  -0.9378
 AWX  H15  H  HNH2  0   0.392   4.2299  -0.6803  -1.0670
 AWX  H16  H  HCH3  0   0.257  -0.5515  -1.1815   2.3242
 AWX  H17  H  HCH3  0   0.261   0.8643  -1.8741   3.1048
 AWX  H18  H  HCH3  0   0.251   0.8559  -0.1731   2.6505
 AWX  H19  H  HCR6  0   0.251   0.3889  -4.2602   1.9230
 AWX  H20  H  HCR6  0   0.256   1.9273  -5.9449  -1.7067
 AWX  H21  H  HCR6  0   0.273   2.5474  -3.7093  -2.5554
 AWX  H22  H  HCH3  0   0.244   0.3106  -7.2200  -0.1555
 AWX  H23  H  HCH3  0   0.248   1.6844  -7.1769   0.9356
 AWX  H24  H  HCH3  0   0.244   0.1120  -6.6148   1.4882

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 AWX  C29  C25  single    1.486  0.020  1.486
 AWX  O22  C18  double    1.224  0.020  1.224
 AWX  C12  C11  aromatic  1.384  0.020  1.384
 AWX  C12  C7   aromatic  1.394  0.020  1.394
 AWX  C11  C10  aromatic  1.388  0.020  1.388
 AWX  N19  C18  single    1.357  0.020  1.357
 AWX  N19  N20  single    1.358  0.020  1.358
 AWX  C18  C16  single    1.455  0.020  1.455
 AWX  N20  C21  double    1.291  0.020  1.291
 AWX  C16  N17  aromatic  1.318  0.020  1.318
 AWX  C16  C15  aromatic  1.401  0.020  1.401
 AWX  C25  C24  aromatic  1.355  0.020  1.355
 AWX  C25  C26  aromatic  1.438  0.020  1.438
 AWX  C21  C15  single    1.439  0.020  1.439
 AWX  C21  N23  single    1.369  0.020  1.369
 AWX  N17  N13  aromatic  1.325  0.020  1.325
 AWX  C15  C14  aromatic  1.388  0.020  1.388
 AWX  C14  N13  aromatic  1.360  0.020  1.360
 AWX  C14  C24  single    1.448  0.020  1.448
 AWX  N13  C10  single    1.421  0.020  1.421
 AWX  C6   C7   single    1.509  0.020  1.509
 AWX  C6   N5   single    1.446  0.020  1.446
 AWX  C10  C9   aromatic  1.385  0.020  1.385
 AWX  C7   C8   aromatic  1.390  0.020  1.390
 AWX  C24  O28  aromatic  1.369  0.020  1.369
 AWX  C30  C26  aromatic  1.396  0.020  1.396
 AWX  C30  C31  aromatic  1.386  0.020  1.386
 AWX  C26  C27  aromatic  1.391  0.020  1.391
 AWX  N5   C3   single    1.346  0.020  1.346
 AWX  C9   C8   aromatic  1.386  0.020  1.386
 AWX  C31  C34  single    1.502  0.020  1.502
 AWX  C31  C32  aromatic  1.408  0.020  1.408
 AWX  O28  C27  aromatic  1.352  0.020  1.352
 AWX  C27  C33  aromatic  1.384  0.020  1.384
 AWX  C3   O4   double    1.225  0.020  1.225
 AWX  C3   C2   single    1.487  0.020  1.487
 AWX  C32  C33  aromatic  1.384  0.020  1.384
 AWX  C2   C1   double    1.328  0.020  1.328
 AWX  C1   H1   single    0.930  0.020  1.080
 AWX  C1   H2   single    0.930  0.020  1.080
 AWX  C2   H4   single    0.930  0.020  1.080
 AWX  N5   H6   single    0.860  0.020  1.020
 AWX  C6   H7   single    0.970  0.020  1.090
 AWX  C6   H8   single    0.970  0.020  1.090
 AWX  C8   H9   single    0.930  0.020  1.080
 AWX  C9   H10  single    0.930  0.020  1.080
 AWX  C11  H11  single    0.930  0.020  1.080
 AWX  C12  H12  single    0.930  0.020  1.080
 AWX  N19  H13  single    0.860  0.020  1.020
 AWX  N23  H14  single    0.890  0.020  1.040
 AWX  N23  H15  single    0.890  0.020  1.040
 AWX  C29  H16  single    0.970  0.020  1.090
 AWX  C29  H17  single    0.970  0.020  1.090
 AWX  C29  H18  single    0.970  0.020  1.090
 AWX  C30  H19  single    0.930  0.020  1.080
 AWX  C32  H20  single    0.930  0.020  1.080
 AWX  C33  H21  single    0.930  0.020  1.080
 AWX  C34  H22  single    0.970  0.020  1.090
 AWX  C34  H23  single    0.970  0.020  1.090
 AWX  C34  H24  single    0.970  0.020  1.090

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 AWX  H2   C1   H1   117.06  3.000
 AWX  H2   C1   C2   121.77  3.000
 AWX  H1   C1   C2   121.17  3.000
 AWX  H4   C2   C3   118.05  3.000
 AWX  H4   C2   C1   120.35  3.000
 AWX  C3   C2   C1   121.59  3.000
 AWX  N5   C3   O4   123.31  3.000
 AWX  O4   C3   C2   122.73  3.000
 AWX  N5   C3   C2   113.96  3.000
 AWX  H6   N5   C6   117.16  3.000
 AWX  H6   N5   C3   118.75  3.000
 AWX  C6   N5   C3   124.00  3.000
 AWX  H8   C6   H7   107.25  3.000
 AWX  H8   C6   C7   110.29  3.000
 AWX  H7   C6   C7   109.73  3.000
 AWX  H8   C6   N5   108.62  3.000
 AWX  H7   C6   N5   108.12  3.000
 AWX  C7   C6   N5   112.66  3.000
 AWX  C12  C7   C8   118.81  3.000
 AWX  C8   C7   C6   120.49  3.000
 AWX  C12  C7   C6   120.69  3.000
 AWX  H9   C8   C9   119.12  3.000
 AWX  H9   C8   C7   119.89  3.000
 AWX  C9   C8   C7   120.98  3.000
 AWX  H10  C9   C10  120.38  3.000
 AWX  H10  C9   C8   120.47  3.000
 AWX  C10  C9   C8   119.15  3.000
 AWX  N13  C10  C11  120.10  3.000
 AWX  N13  C10  C9   118.92  3.000
 AWX  C11  C10  C9   120.98  3.000
 AWX  H11  C11  C12  120.01  3.000
 AWX  H11  C11  C10  120.81  3.000
 AWX  C12  C11  C10  119.18  3.000
 AWX  H12  C12  C11  119.23  3.000
 AWX  H12  C12  C7   119.88  3.000
 AWX  C11  C12  C7   120.89  3.000
 AWX  N17  N13  C14  113.70  3.000
 AWX  C14  N13  C10  127.38  3.000
 AWX  N17  N13  C10  118.91  3.000
 AWX  C24  C14  C15  131.71  3.000
 AWX  C24  C14  N13  123.22  3.000
 AWX  C15  C14  N13  105.03  3.000
 AWX  C21  C15  C16  118.79  3.000
 AWX  C21  C15  C14  136.67  3.000
 AWX  C16  C15  C14  104.46  3.000
 AWX  C18  C16  N17  126.25  3.000
 AWX  N17  C16  C15  112.15  3.000
 AWX  C18  C16  C15  121.58  3.000
 AWX  C16  N17  N13  104.64  3.000
 AWX  O22  C18  N19  123.33  3.000
 AWX  N19  C18  C16  110.87  3.000
 AWX  O22  C18  C16  125.80  3.000
 AWX  H13  N19  N20  113.01  3.000
 AWX  H13  N19  C18  117.38  3.000
 AWX  N20  N19  C18  129.61  3.000
 AWX  C21  N20  N19  119.30  3.000
 AWX  N23  C21  N20  119.09  3.000
 AWX  N23  C21  C15  120.98  3.000
 AWX  N20  C21  C15  119.84  3.000
 AWX  H15  N23  H14  111.81  3.000
 AWX  H15  N23  C21  116.01  3.000
 AWX  H14  N23  C21  114.09  3.000
 AWX  O28  C24  C25  112.21  3.000
 AWX  O28  C24  C14  115.77  3.000
 AWX  C25  C24  C14  132.03  3.000
 AWX  C29  C25  C26  126.25  3.000
 AWX  C26  C25  C24  105.07  3.000
 AWX  C29  C25  C24  128.68  3.000
 AWX  C30  C26  C27  119.56  3.000
 AWX  C27  C26  C25  106.17  3.000
 AWX  C30  C26  C25  134.27  3.000
 AWX  C33  C27  O28  126.73  3.000
 AWX  C33  C27  C26  123.11  3.000
 AWX  O28  C27  C26  110.16  3.000
 AWX  C27  O28  C24  106.39  3.000
 AWX  H18  C29  H17  107.80  3.000
 AWX  H18  C29  H16  107.79  3.000
 AWX  H17  C29  H16  107.40  3.000
 AWX  H18  C29  C25  112.08  3.000
 AWX  H17  C29  C25  110.50  3.000
 AWX  H16  C29  C25  111.07  3.000
 AWX  H19  C30  C31  120.48  3.000
 AWX  H19  C30  C26  120.49  3.000
 AWX  C31  C30  C26  119.03  3.000
 AWX  C34  C31  C32  119.55  3.000
 AWX  C32  C31  C30  119.46  3.000
 AWX  C34  C31  C30  120.98  3.000
 AWX  H20  C32  C33  118.67  3.000
 AWX  H20  C32  C31  118.70  3.000
 AWX  C33  C32  C31  122.63  3.000
 AWX  H21  C33  C32  121.58  3.000
 AWX  H21  C33  C27  122.20  3.000
 AWX  C32  C33  C27  116.22  3.000
 AWX  H24  C34  H23  107.52  3.000
 AWX  H24  C34  H22  107.97  3.000
 AWX  H23  C34  H22  107.06  3.000
 AWX  H24  C34  C31  111.55  3.000
 AWX  H23  C34  C31  111.09  3.000
 AWX  H22  C34  C31  111.43  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 AWX  CONST_01  C10  C11  C12  C7      0.00   0.0  0
 AWX  CONST_02  C10  C9   C8   C7      0.00   0.0  0
 AWX  CONST_03  C11  C12  C7   C8      0.00   0.0  0
 AWX  CONST_04  C11  C10  C9   C8      0.00   0.0  0
 AWX  CONST_05  N13  C10  C9   C8    180.00   0.0  0
 AWX  CONST_06  C12  C11  C10  C9      0.00   0.0  0
 AWX  CONST_09  C12  C7   C8   C9      0.00   0.0  0
 AWX  CONST_10  C16  N17  N13  C10   180.00   0.0  0
 AWX  CONST_11  C15  C14  N13  C10   180.00   0.0  0
 AWX  CONST_12  C24  C14  N13  C10     0.00   0.0  0
 AWX  CONST_15  N13  C10  C11  C12   180.00   0.0  0
 AWX  CONST_16  C15  C16  N17  N13     0.00   0.0  0
 AWX  CONST_17  C16  C15  C14  N13     0.00   0.0  0
 AWX  CONST_20  N17  C16  C15  C14     0.00   0.0  0
 AWX  CONST_21  C16  N17  N13  C14     0.00   0.0  0
 AWX  CONST_22  C26  C25  C24  C14   180.00   0.0  0
 AWX  CONST_23  C27  O28  C24  C14   180.00   0.0  0
 AWX  CONST_24  N17  N13  C14  C15     0.00   0.0  0
 AWX  CONST_27  C24  C14  C15  C16   180.00   0.0  0
 AWX  CONST_28  C24  C14  N13  N17   180.00   0.0  0
 AWX  CONST_29  C30  C26  C25  C24   180.00   0.0  0
 AWX  CONST_30  C27  C26  C25  C24     0.00   0.0  0
 AWX  CONST_31  C26  C27  O28  C24     0.00   0.0  0
 AWX  CONST_32  C33  C27  O28  C24   180.00   0.0  0
 AWX  CONST_33  C27  O28  C24  C25     0.00   0.0  0
 AWX  CONST_34  C31  C30  C26  C25   180.00   0.0  0
 AWX  CONST_35  O28  C27  C26  C25     0.00   0.0  0
 AWX  CONST_36  C33  C27  C26  C25   180.00   0.0  0
 AWX  CONST_37  O28  C24  C25  C26     0.00   0.0  0
 AWX  CONST_38  C32  C31  C30  C26     0.00   0.0  0
 AWX  CONST_39  C32  C33  C27  C26     0.00   0.0  0
 AWX  CONST_40  C31  C30  C26  C27     0.00   0.0  0
 AWX  CONST_41  C31  C32  C33  C27     0.00   0.0  0
 AWX  CONST_42  C30  C26  C27  O28   180.00   0.0  0
 AWX  CONST_43  C32  C33  C27  O28   180.00   0.0  0
 AWX  CONST_44  C33  C27  C26  C30     0.00   0.0  0
 AWX  CONST_45  C33  C32  C31  C30     0.00   0.0  0
 AWX  CONST_46  C24  C14  C15  C21     0.00   0.0  0
 AWX  CONST_47  N19  N20  C21  C15     0.00   0.0  0
 AWX  CONST_48  N20  N19  C18  C16     0.00   0.0  0
 AWX  CONST_49  C11  C12  C7   C6    180.00   0.0  0
 AWX  CONST_50  C9   C8   C7   C6    180.00   0.0  0
 AWX  CONST_51  C29  C25  C24  C14     0.00   0.0  0
 AWX  CONST_52  C34  C31  C30  C26   180.00   0.0  0
 AWX  CONST_53  C29  C25  C26  C27   180.00   0.0  0
 AWX  CONST_54  C29  C25  C24  O28   180.00   0.0  0
 AWX  CONST_55  C30  C26  C25  C29     0.00   0.0  0
 AWX  CONST_56  C34  C31  C32  C33   180.00   0.0  0
 AWX  CONST_57  N23  C21  N20  N19   180.00   0.0  0
 AWX  CONST_58  O22  C18  N19  N20   180.00   0.0  0
 AWX  CONST_59  H11  C11  C12  C7    180.00   0.0  0
 AWX  CONST_60  H10  C9   C8   C7    180.00   0.0  0
 AWX  CONST_61  H12  C12  C7   C8    180.00   0.0  0
 AWX  CONST_62  H9   C8   C9   C10   180.00   0.0  0
 AWX  CONST_63  H19  C30  C26  C25     0.00   0.0  0
 AWX  CONST_64  H21  C33  C27  C26   180.00   0.0  0
 AWX  CONST_65  H20  C32  C33  C27   180.00   0.0  0
 AWX  CONST_66  H13  N19  C18  C16   180.00   0.0  0
 AWX  CONST_67  H14  N23  C21  C15   180.00   0.0  0
 AWX  CONST_69  C6   N5   C3   C2    180.00   0.0  0
 AWX  CONST_70  C6   N5   C3   O4      0.00   0.0  0
 AWX  CONST_71  H6   N5   C3   C2      0.00   0.0  0
 AWX  Var_01    C12  C7   C6   N5    -72.63  30.0  2
 AWX  Var_02    H16  C29  C25  C24   102.03  30.0  2
 AWX  Var_03    H22  C34  C31  C30   135.61  30.0  2
 AWX  Var_04    C7   C6   N5   C3     96.51  30.0  1
 AWX  Var_05    N5   C3   C2   C1   -178.61  30.0  1
 AWX  Var_06    H1   C1   C2   C3    179.84   0.0  2

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 AWX  plan-1  C6   0.020
 AWX  plan-1  C7   0.020
 AWX  plan-1  C8   0.020
 AWX  plan-1  C9   0.020
 AWX  plan-1  C10  0.020
 AWX  plan-1  C11  0.020
 AWX  plan-1  C12  0.020
 AWX  plan-1  N13  0.020
 AWX  plan-1  H9   0.020
 AWX  plan-1  H10  0.020
 AWX  plan-1  H11  0.020
 AWX  plan-1  H12  0.020
 AWX  plan-2  C1   0.020
 AWX  plan-2  C2   0.020
 AWX  plan-2  C3   0.020
 AWX  plan-2  H1   0.020
 AWX  plan-2  H2   0.020
 AWX  plan-2  H4   0.020
 AWX  plan-3  C10  0.020
 AWX  plan-3  N13  0.020
 AWX  plan-3  C14  0.020
 AWX  plan-3  C15  0.020
 AWX  plan-3  C16  0.020
 AWX  plan-3  N17  0.020
 AWX  plan-3  C18  0.020
 AWX  plan-3  N19  0.020
 AWX  plan-3  N20  0.020
 AWX  plan-3  C21  0.020
 AWX  plan-3  O22  0.020
 AWX  plan-3  N23  0.020
 AWX  plan-3  C24  0.020
 AWX  plan-3  H13  0.020
 AWX  plan-3  H14  0.020
 AWX  plan-3  H15  0.020
 AWX  plan-4  C14  0.020
 AWX  plan-4  C24  0.020
 AWX  plan-4  C25  0.020
 AWX  plan-4  C26  0.020
 AWX  plan-4  C27  0.020
 AWX  plan-4  O28  0.020
 AWX  plan-4  C29  0.020
 AWX  plan-4  C30  0.020
 AWX  plan-4  C31  0.020
 AWX  plan-4  C32  0.020
 AWX  plan-4  C33  0.020
 AWX  plan-4  C34  0.020
 AWX  plan-4  H19  0.020
 AWX  plan-4  H20  0.020
 AWX  plan-4  H21  0.020
 AWX  plan-5  C2   0.020
 AWX  plan-5  C3   0.020
 AWX  plan-5  O4   0.020
 AWX  plan-5  N5   0.020
 AWX  plan-5  C6   0.020
 AWX  plan-5  H6   0.020

