# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 02:36:48 2020
#   Inital geometry file: a 143 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}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(NC(=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
 AX0  AX0  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}prop-2-enamide  ligand  53  33  .  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_AX0
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
 AX0  C13  C  CR6   0   0.490   4.2347  -2.9280   0.2187
 AX0  C17  C  CR6   0   0.316   4.3722  -0.0777   0.1048
 AX0  C20  C  CR5   0   0.409   1.7592  -0.3219   0.0158
 AX0  C21  C  CR5   0   0.265   1.1517   0.9899  -0.0719
 AX0  C24  C  CR16  0  -0.335   0.8736   4.1890   1.3820
 AX0  C26  C  CR6   0   0.095  -0.6848   5.1361  -0.2528
 AX0  C28  C  CR16  0  -0.413  -0.7086   3.9439  -0.9590
 AX0  C01  C  C2    0  -0.464  -7.9873  -1.4380   0.5063
 AX0  C02  C  C1    0  -0.338  -6.8739  -1.8437  -0.0935
 AX0  C03  C  C     0   0.543  -5.5347  -1.4592   0.4187
 AX0  C06  C  CR6   0   0.395  -3.1410  -1.8137  -0.1699
 AX0  C07  C  CR16  0  -0.354  -2.3266  -2.5097  -1.0696
 AX0  C08  C  CR16  0  -0.243  -0.9522  -2.4032  -1.0122
 AX0  C09  C  CR6   0   0.280  -0.3703  -1.6012  -0.0419
 AX0  C12  C  CR56  0   0.149   3.0284  -2.1211   0.1188
 AX0  C19  C  CR56  0  -0.226   3.0850  -0.7216   0.0962
 AX0  C23  C  CR56  0   0.339   0.8274   3.0155   0.6494
 AX0  C25  C  CR16  0  -0.304   0.1057   5.2381   0.9081
 AX0  C27  C  CH3   0  -0.721  -1.4714   6.3264  -0.7230
 AX0  C29  C  CR56  0   0.086   0.0595   2.8706  -0.5031
 AX0  C30  C  CR5   0   0.015   0.2925   1.5307  -0.9700
 AX0  C31  C  CH3   0  -0.764  -0.2995   0.8993  -2.1780
 AX0  C32  C  CR16  0  -0.246  -1.1603  -0.9214   0.8691
 AX0  C33  C  CR16  0  -0.318  -2.5411  -1.0168   0.8085
 AX0  N10  N  NR5   0  -0.452   1.0423  -1.4764   0.0045
 AX0  N11  N  N     0  -0.261   1.7896  -2.5685   0.0577
 AX0  N15  N  NR16  0  -0.513   5.3400  -2.1420   0.2612
 AX0  N16  N  N     0  -0.290   5.4463  -0.7908   0.1730
 AX0  N18  N  NH2   0  -0.834   4.4802   1.2853   0.0883
 AX0  O04  O  O     0  -0.462  -5.3754  -0.7597   1.4036
 AX0  O14  O  O     0  -0.486   4.2765  -4.1499   0.2693
 AX0  O22  O  O     0  -0.460   1.4910   1.8708   0.9165
 AX0  H1   H  HCR6  0   0.271   1.4738   4.2847   2.2768
 AX0  H2   H  HCR6  0   0.251  -1.3177   3.8485  -1.8502
 AX0  H3   H  H     0   0.267  -8.9591  -1.7186   0.1255
 AX0  H4   H  H     0   0.263  -7.9670  -0.8154   1.3913
 AX0  H5   H  H     0   0.277  -6.9258  -2.4671  -0.9791
 AX0  H6   H  HCR6  0   0.283  -2.7760  -3.1320  -1.8340
 AX0  H7   H  HCR6  0   0.284  -0.3379  -2.9318  -1.7284
 AX0  H8   H  HCR6  0   0.256   0.1137   6.1742   1.4534
 AX0  H9   H  HCH3  0   0.248  -0.8267   7.0464  -1.2309
 AX0  H10  H  HCH3  0   0.244  -2.2534   6.0378  -1.4242
 AX0  H11  H  HCH3  0   0.244  -1.9433   6.8495   0.1087
 AX0  H12  H  HCH3  0   0.261  -0.3314   1.6080  -3.0056
 AX0  H13  H  HCH3  0   0.251   0.2701   0.0313  -2.5050
 AX0  H14  H  HCH3  0   0.256  -1.3233   0.5725  -1.9847
 AX0  H15  H  HCR6  0   0.289  -0.7081  -0.3157   1.6434
 AX0  H16  H  HCR6  0   0.292  -3.1326  -0.4777   1.5284
 AX0  H17  H  HNH1  0   0.423  -4.7858  -2.5432  -1.1104
 AX0  H18  H  HNR6  0   0.420   6.2354  -2.6034   0.3333
 AX0  H19  H  HNH2  0   0.389   5.4108   1.6275  -0.0985
 AX0  H20  H  HNH2  0   0.393   3.7840   1.7837  -0.4420
 AX0  N05  N  NH1   0  -0.762  -4.5152  -1.9684  -0.3266

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
 AX0  C02  C01  double    1.328  0.020  1.328
 AX0  C02  C03  single    1.484  0.020  1.484
 AX0  C03  O04  double    1.218  0.020  1.218
 AX0  C03  N05  single    1.362  0.020  1.362
 AX0  C27  C26  single    1.502  0.020  1.502
 AX0  N05  C06  single    1.392  0.020  1.392
 AX0  C31  C30  single    1.486  0.020  1.486
 AX0  C28  C26  aromatic  1.386  0.020  1.386
 AX0  C28  C29  aromatic  1.396  0.020  1.396
 AX0  C26  C25  aromatic  1.408  0.020  1.408
 AX0  C33  C06  aromatic  1.397  0.020  1.397
 AX0  C33  C32  aromatic  1.385  0.020  1.385
 AX0  C06  C07  aromatic  1.399  0.020  1.399
 AX0  C29  C30  aromatic  1.438  0.020  1.438
 AX0  C29  C23  aromatic  1.392  0.020  1.392
 AX0  C30  C21  aromatic  1.355  0.020  1.355
 AX0  C32  C09  aromatic  1.384  0.020  1.384
 AX0  C07  C08  aromatic  1.380  0.020  1.380
 AX0  C25  C24  aromatic  1.384  0.020  1.384
 AX0  C09  C08  aromatic  1.387  0.020  1.387
 AX0  C09  N10  single    1.419  0.020  1.419
 AX0  C23  C24  aromatic  1.384  0.020  1.384
 AX0  C23  O22  aromatic  1.350  0.020  1.350
 AX0  C21  C20  single    1.448  0.020  1.448
 AX0  C21  O22  aromatic  1.367  0.020  1.367
 AX0  N10  C20  aromatic  1.359  0.020  1.359
 AX0  N10  N11  aromatic  1.324  0.020  1.324
 AX0  C20  C19  aromatic  1.387  0.020  1.387
 AX0  N11  C12  aromatic  1.319  0.020  1.319
 AX0  C19  C12  aromatic  1.401  0.020  1.401
 AX0  C19  C17  single    1.439  0.020  1.439
 AX0  N18  C17  single    1.367  0.020  1.367
 AX0  C12  C13  single    1.455  0.020  1.455
 AX0  C17  N16  double    1.291  0.020  1.291
 AX0  C13  O14  double    1.224  0.020  1.224
 AX0  C13  N15  single    1.357  0.020  1.357
 AX0  N16  N15  single    1.358  0.020  1.358
 AX0  C24  H1   single    0.930  0.020  1.080
 AX0  C28  H2   single    0.930  0.020  1.080
 AX0  C01  H3   single    0.930  0.020  1.080
 AX0  C01  H4   single    0.930  0.020  1.080
 AX0  C02  H5   single    0.930  0.020  1.080
 AX0  C07  H6   single    0.930  0.020  1.080
 AX0  C08  H7   single    0.930  0.020  1.080
 AX0  C25  H8   single    0.930  0.020  1.080
 AX0  C27  H9   single    0.970  0.020  1.090
 AX0  C27  H10  single    0.970  0.020  1.090
 AX0  C27  H11  single    0.970  0.020  1.090
 AX0  C31  H12  single    0.970  0.020  1.090
 AX0  C31  H13  single    0.970  0.020  1.090
 AX0  C31  H14  single    0.970  0.020  1.090
 AX0  C32  H15  single    0.930  0.020  1.080
 AX0  C33  H16  single    0.930  0.020  1.080
 AX0  N05  H17  single    0.860  0.020  1.020
 AX0  N15  H18  single    0.860  0.020  1.020
 AX0  N18  H19  single    0.890  0.020  1.040
 AX0  N18  H20  single    0.890  0.020  1.040

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
 AX0  O14  C13  N15  123.32  3.000
 AX0  N15  C13  C12  110.87  3.000
 AX0  O14  C13  C12  125.80  3.000
 AX0  N18  C17  N16  119.04  3.000
 AX0  N16  C17  C19  119.82  3.000
 AX0  N18  C17  C19  121.10  3.000
 AX0  N10  C20  C19  105.07  3.000
 AX0  C19  C20  C21  131.71  3.000
 AX0  N10  C20  C21  123.21  3.000
 AX0  O22  C21  C30  112.30  3.000
 AX0  O22  C21  C20  115.84  3.000
 AX0  C30  C21  C20  131.87  3.000
 AX0  H1   C24  C25  121.61  3.000
 AX0  H1   C24  C23  122.09  3.000
 AX0  C25  C24  C23  116.30  3.000
 AX0  C27  C26  C25  119.64  3.000
 AX0  C25  C26  C28  119.48  3.000
 AX0  C27  C26  C28  120.87  3.000
 AX0  H2   C28  C29  120.67  3.000
 AX0  H2   C28  C26  120.29  3.000
 AX0  C29  C28  C26  119.04  3.000
 AX0  H4   C01  H3   117.02  3.000
 AX0  H4   C01  C02  121.96  3.000
 AX0  H3   C01  C02  121.02  3.000
 AX0  H5   C02  C03  118.28  3.000
 AX0  H5   C02  C01  120.29  3.000
 AX0  C03  C02  C01  121.43  3.000
 AX0  O04  C03  N05  124.00  3.000
 AX0  N05  C03  C02  112.94  3.000
 AX0  O04  C03  C02  123.06  3.000
 AX0  N05  C06  C33  124.48  3.000
 AX0  C33  C06  C07  118.96  3.000
 AX0  N05  C06  C07  116.56  3.000
 AX0  H6   C07  C08  119.14  3.000
 AX0  H6   C07  C06  119.87  3.000
 AX0  C08  C07  C06  120.98  3.000
 AX0  H7   C08  C09  120.50  3.000
 AX0  H7   C08  C07  120.04  3.000
 AX0  C09  C08  C07  119.45  3.000
 AX0  N10  C09  C32  120.23  3.000
 AX0  N10  C09  C08  119.44  3.000
 AX0  C32  C09  C08  120.33  3.000
 AX0  N11  C12  C19  112.10  3.000
 AX0  C19  C12  C13  121.45  3.000
 AX0  N11  C12  C13  126.44  3.000
 AX0  C12  C19  C20  104.49  3.000
 AX0  C12  C19  C17  118.88  3.000
 AX0  C20  C19  C17  136.57  3.000
 AX0  O22  C23  C29  110.28  3.000
 AX0  O22  C23  C24  126.72  3.000
 AX0  C29  C23  C24  123.00  3.000
 AX0  H8   C25  C26  118.80  3.000
 AX0  H8   C25  C24  118.60  3.000
 AX0  C26  C25  C24  122.61  3.000
 AX0  H11  C27  H10  107.91  3.000
 AX0  H11  C27  H9   107.11  3.000
 AX0  H10  C27  H9   107.41  3.000
 AX0  H11  C27  C26  111.60  3.000
 AX0  H10  C27  C26  111.56  3.000
 AX0  H9   C27  C26  111.04  3.000
 AX0  C30  C29  C23  106.05  3.000
 AX0  C23  C29  C28  119.57  3.000
 AX0  C30  C29  C28  134.38  3.000
 AX0  C31  C30  C29  126.54  3.000
 AX0  C29  C30  C21  105.03  3.000
 AX0  C31  C30  C21  128.43  3.000
 AX0  H14  C31  H13  107.76  3.000
 AX0  H14  C31  H12  107.55  3.000
 AX0  H13  C31  H12  107.80  3.000
 AX0  H14  C31  C30  110.90  3.000
 AX0  H13  C31  C30  112.00  3.000
 AX0  H12  C31  C30  110.65  3.000
 AX0  H15  C32  C33  119.10  3.000
 AX0  H15  C32  C09  120.48  3.000
 AX0  C33  C32  C09  120.41  3.000
 AX0  H16  C33  C32  118.94  3.000
 AX0  H16  C33  C06  121.20  3.000
 AX0  C32  C33  C06  119.86  3.000
 AX0  N11  N10  C09  119.38  3.000
 AX0  N11  N10  C20  113.73  3.000
 AX0  C09  N10  C20  126.89  3.000
 AX0  N10  N11  C12  104.60  3.000
 AX0  H18  N15  N16  112.94  3.000
 AX0  H18  N15  C13  117.38  3.000
 AX0  N16  N15  C13  129.63  3.000
 AX0  N15  N16  C17  119.20  3.000
 AX0  H20  N18  H19  111.86  3.000
 AX0  H20  N18  C17  116.42  3.000
 AX0  H19  N18  C17  114.40  3.000
 AX0  C23  O22  C21  106.34  3.000
 AX0  H17  N05  C06  114.55  3.000
 AX0  H17  N05  C03  115.94  3.000
 AX0  C06  N05  C03  129.50  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
 AX0  CONST_01  C29  C30  C21  C20   180.00   0.0  0
 AX0  CONST_02  C23  O22  C21  C20   180.00   0.0  0
 AX0  CONST_05  C12  N11  N10  C20     0.00   0.0  0
 AX0  CONST_06  N11  C12  C19  C20     0.00   0.0  0
 AX0  CONST_07  C28  C29  C30  C21   180.00   0.0  0
 AX0  CONST_08  C23  C29  C30  C21     0.00   0.0  0
 AX0  CONST_09  C09  N10  C20  C21     0.00   0.0  0
 AX0  CONST_10  N11  N10  C20  C21   180.00   0.0  0
 AX0  CONST_11  C12  C19  C20  C21   180.00   0.0  0
 AX0  CONST_12  C29  C23  O22  C21     0.00   0.0  0
 AX0  CONST_13  C24  C23  O22  C21   180.00   0.0  0
 AX0  CONST_14  C28  C26  C25  C24     0.00   0.0  0
 AX0  CONST_15  C28  C29  C23  C24     0.00   0.0  0
 AX0  CONST_16  C30  C29  C23  C24   180.00   0.0  0
 AX0  CONST_17  C30  C29  C28  C26   180.00   0.0  0
 AX0  CONST_18  C23  C29  C28  C26     0.00   0.0  0
 AX0  CONST_19  C23  C24  C25  C26     0.00   0.0  0
 AX0  CONST_20  O22  C23  C29  C28   180.00   0.0  0
 AX0  CONST_21  C09  C32  C33  C06     0.00   0.0  0
 AX0  CONST_22  C09  C08  C07  C06     0.00   0.0  0
 AX0  CONST_23  C32  C33  C06  C07     0.00   0.0  0
 AX0  CONST_24  C32  C09  C08  C07     0.00   0.0  0
 AX0  CONST_25  N10  C09  C08  C07   180.00   0.0  0
 AX0  CONST_26  C33  C06  C07  C08     0.00   0.0  0
 AX0  CONST_27  C33  C32  C09  C08     0.00   0.0  0
 AX0  CONST_29  C19  C20  N10  C09   180.00   0.0  0
 AX0  CONST_30  C12  N11  N10  C09   180.00   0.0  0
 AX0  CONST_31  N10  C20  C19  C12     0.00   0.0  0
 AX0  CONST_34  N11  N10  C20  C19     0.00   0.0  0
 AX0  CONST_35  N10  N11  C12  C19     0.00   0.0  0
 AX0  CONST_36  C30  C21  O22  C23     0.00   0.0  0
 AX0  CONST_37  C29  C28  C26  C25     0.00   0.0  0
 AX0  CONST_38  C29  C23  C24  C25     0.00   0.0  0
 AX0  CONST_39  O22  C23  C24  C25   180.00   0.0  0
 AX0  CONST_40  O22  C21  C30  C29     0.00   0.0  0
 AX0  CONST_41  O22  C23  C29  C30     0.00   0.0  0
 AX0  CONST_44  N10  C09  C32  C33   180.00   0.0  0
 AX0  CONST_46  C21  C20  C19  C17     0.00   0.0  0
 AX0  CONST_47  N16  N15  C13  C12     0.00   0.0  0
 AX0  CONST_48  N15  N16  C17  C19     0.00   0.0  0
 AX0  CONST_49  C31  C30  C21  C20     0.00   0.0  0
 AX0  CONST_50  C27  C26  C25  C24   180.00   0.0  0
 AX0  CONST_51  C31  C30  C29  C28     0.00   0.0  0
 AX0  CONST_52  N05  C06  C07  C08   180.00   0.0  0
 AX0  CONST_53  C31  C30  C29  C23   180.00   0.0  0
 AX0  CONST_54  C29  C28  C26  C27   180.00   0.0  0
 AX0  CONST_55  O22  C21  C30  C31   180.00   0.0  0
 AX0  CONST_56  N05  C06  C33  C32   180.00   0.0  0
 AX0  CONST_57  N18  C17  N16  N15   180.00   0.0  0
 AX0  CONST_58  O14  C13  N15  N16   180.00   0.0  0
 AX0  CONST_59  H1   C24  C25  C26   180.00   0.0  0
 AX0  CONST_60  H8   C25  C26  C28   180.00   0.0  0
 AX0  CONST_61  H15  C32  C33  C06   180.00   0.0  0
 AX0  CONST_62  H7   C08  C07  C06   180.00   0.0  0
 AX0  CONST_63  H16  C33  C06  C07   180.00   0.0  0
 AX0  CONST_64  H6   C07  C08  C09   180.00   0.0  0
 AX0  CONST_65  H2   C28  C29  C23   180.00   0.0  0
 AX0  CONST_66  H18  N15  C13  C12   180.00   0.0  0
 AX0  CONST_67  C33  C06  N05  C03     0.00   0.0  0
 AX0  CONST_68  C07  C06  N05  C03   180.00   0.0  0
 AX0  CONST_69  H17  N05  C06  C07     0.00   0.0  0
 AX0  CONST_70  H19  N18  C17  C19   180.00   0.0  0
 AX0  CONST_72  C06  N05  C03  C02   180.00   0.0  0
 AX0  CONST_73  O04  C03  N05  C06     0.00   0.0  0
 AX0  CONST_74  H3   C01  C02  C03   180.00   0.0  0
 AX0  CONST_75  H4   C01  C02  C03     0.00   0.0  0
 AX0  Var_01    H12  C31  C30  C21  -140.04  30.0  2
 AX0  Var_02    H9   C27  C26  C28  -101.24  30.0  2
 AX0  Var_03    O04  C03  C02  C01    -0.01  30.0  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
 AX0  plan-1  C06  0.020
 AX0  plan-1  C07  0.020
 AX0  plan-1  C08  0.020
 AX0  plan-1  C09  0.020
 AX0  plan-1  C32  0.020
 AX0  plan-1  C33  0.020
 AX0  plan-1  N10  0.020
 AX0  plan-1  H6   0.020
 AX0  plan-1  H7   0.020
 AX0  plan-1  H15  0.020
 AX0  plan-1  H16  0.020
 AX0  plan-1  N05  0.020
 AX0  plan-2  C01  0.020
 AX0  plan-2  C02  0.020
 AX0  plan-2  C03  0.020
 AX0  plan-2  H3   0.020
 AX0  plan-2  H4   0.020
 AX0  plan-2  H5   0.020
 AX0  plan-3  C20  0.020
 AX0  plan-3  C21  0.020
 AX0  plan-3  C24  0.020
 AX0  plan-3  C26  0.020
 AX0  plan-3  C28  0.020
 AX0  plan-3  C23  0.020
 AX0  plan-3  C25  0.020
 AX0  plan-3  C27  0.020
 AX0  plan-3  C29  0.020
 AX0  plan-3  C30  0.020
 AX0  plan-3  C31  0.020
 AX0  plan-3  O22  0.020
 AX0  plan-3  H1   0.020
 AX0  plan-3  H2   0.020
 AX0  plan-3  H8   0.020
 AX0  plan-4  C13  0.020
 AX0  plan-4  C17  0.020
 AX0  plan-4  C20  0.020
 AX0  plan-4  C21  0.020
 AX0  plan-4  C09  0.020
 AX0  plan-4  C12  0.020
 AX0  plan-4  C19  0.020
 AX0  plan-4  N10  0.020
 AX0  plan-4  N11  0.020
 AX0  plan-4  N15  0.020
 AX0  plan-4  N16  0.020
 AX0  plan-4  N18  0.020
 AX0  plan-4  O14  0.020
 AX0  plan-4  H18  0.020
 AX0  plan-4  H19  0.020
 AX0  plan-4  H20  0.020
 AX0  plan-5  C02  0.020
 AX0  plan-5  C03  0.020
 AX0  plan-5  C06  0.020
 AX0  plan-5  O04  0.020
 AX0  plan-5  H17  0.020
 AX0  plan-5  N05  0.020

