# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 01:39:01 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 4-azanyl-3-(3,5-dimethyl-1-benzofuran-2-yl)-2-phenyl-6~{H}-pyrazolo[3,4-d]pyridazin-7-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc2oc(c(C)c2c1)c3n(nc4C(=O)NN=C(N)c34)c5ccccc5
#
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
 AXU  AXU  4-azanyl-3-(3,5-dimethyl-1-benzofuran-2-yl)-2-phenyl-6~{H}-pyrazolo[3,4-d]pyridazin-7-one  ligand  45  28  .  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_AXU
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
 AXU  C10  C  CR6   0   0.314  -2.1338  -2.4666  -0.1358
 AXU  N12  N  N     0  -0.288  -3.3204  -2.9734  -0.1560
 AXU  C20  C  CR16  0  -0.261   0.2431   2.4598   1.2328
 AXU  C21  C  CR16  0  -0.254   0.8978   3.6799   1.3153
 AXU  C22  C  CR16  0  -0.242   0.5045   4.7421   0.5121
 AXU  C24  C  CR16  0  -0.260  -1.1990   3.3644  -0.4849
 AXU  C26  C  CH3   0  -0.763   1.2302   0.9908  -2.0499
 AXU  C28  C  CR16  0  -0.415   4.0136  -0.3976  -0.9236
 AXU  C02  C  CR6   0   0.096   5.0045  -1.0961  -0.2537
 AXU  C03  C  CR16  0  -0.302   4.6659  -1.8637   0.8787
 AXU  C04  C  CR16  0  -0.336   3.3718  -1.9537   1.3584
 AXU  C05  C  CR56  0   0.340   2.4086  -1.2410   0.6641
 AXU  C07  C  CR5   0   0.261   0.5309  -0.3777  -0.0081
 AXU  C08  C  CR5   0   0.412  -0.8989  -0.1648   0.0860
 AXU  C09  C  CR56  0  -0.229  -1.9660  -1.0469   0.0280
 AXU  C14  C  CR6   0   0.492  -4.4411  -0.8033   0.1241
 AXU  C16  C  CR56  0   0.152  -3.1019  -0.2347   0.1257
 AXU  C19  C  CR6   0   0.305  -0.7925   2.3109   0.3218
 AXU  C23  C  CR16  0  -0.256  -0.5492   4.5850  -0.3785
 AXU  C25  C  CR5   0   0.018   1.4459   0.0855  -0.8930
 AXU  C27  C  CR56  0   0.086   2.6984  -0.4722  -0.4595
 AXU  N11  N  NH2   0  -0.834  -1.0481  -3.2952  -0.2225
 AXU  N13  N  NR16  0  -0.514  -4.3917  -2.1547   0.0072
 AXU  N17  N  N     0  -0.260  -2.7892   1.0419   0.2267
 AXU  N18  N  NR5   0  -0.451  -1.4656   1.0653   0.2091
 AXU  O06  O  O     0  -0.458   1.0887  -1.1864   0.9421
 AXU  O15  O  O     0  -0.485  -5.4859  -0.1746   0.2260
 AXU  H1   H  HCR6  0   0.286   0.5291   1.6435   1.8825
 AXU  H2   H  HCR6  0   0.271   1.7097   3.8003   2.0197
 AXU  H3   H  HCR6  0   0.267   1.0168   5.6923   0.5828
 AXU  H4   H  HCR6  0   0.280  -2.0101   3.2319  -1.1880
 AXU  H5   H  HCH3  0   0.256   1.6301   1.9866  -1.8485
 AXU  H6   H  HCH3  0   0.259   1.7349   0.6090  -2.9380
 AXU  H7   H  HCH3  0   0.250   0.1746   1.1030  -2.2908
 AXU  H8   H  HCR6  0   0.251   4.2588   0.1929  -1.7989
 AXU  H9   H  HCH3  0   0.246   7.0695  -0.5744   0.0534
 AXU  H10  H  HCH3  0   0.245   6.8384  -2.0303  -0.9007
 AXU  H11  H  HCH3  0   0.244   6.5376  -0.4503  -1.6192
 AXU  H12  H  HCR6  0   0.256   5.4491  -2.4065   1.3952
 AXU  H13  H  HCR6  0   0.271   3.1314  -2.5462   2.2321
 AXU  H14  H  HCR6  0   0.270  -0.8565   5.4089  -1.0082
 AXU  H15  H  HNH2  0   0.388  -1.2707  -4.2432  -0.4884
 AXU  H16  H  HNH2  0   0.392  -0.2639  -2.9403  -0.7474
 AXU  H17  H  HNR6  0   0.421  -5.2712  -2.6510  -0.0105
 AXU  C01  C  CH3   0  -0.722   6.4354  -1.0352  -0.7061

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
 AXU  C01  C02  single    1.502  0.020  1.502
 AXU  C02  C28  aromatic  1.385  0.020  1.385
 AXU  C02  C03  aromatic  1.409  0.020  1.409
 AXU  C28  C27  aromatic  1.397  0.020  1.397
 AXU  C26  C25  single    1.485  0.020  1.485
 AXU  C03  C04  aromatic  1.383  0.020  1.383
 AXU  C27  C25  aromatic  1.438  0.020  1.438
 AXU  C27  C05  aromatic  1.392  0.020  1.392
 AXU  C25  C07  aromatic  1.355  0.020  1.355
 AXU  C04  C05  aromatic  1.385  0.020  1.385
 AXU  C05  O06  aromatic  1.350  0.020  1.350
 AXU  C23  C22  aromatic  1.389  0.020  1.389
 AXU  C23  C24  aromatic  1.387  0.020  1.387
 AXU  C22  C21  aromatic  1.389  0.020  1.389
 AXU  C07  O06  aromatic  1.367  0.020  1.367
 AXU  C07  C08  single    1.449  0.020  1.449
 AXU  C24  C19  aromatic  1.388  0.020  1.388
 AXU  C21  C20  aromatic  1.387  0.020  1.387
 AXU  C19  C20  aromatic  1.387  0.020  1.387
 AXU  C19  N18  single    1.420  0.020  1.420
 AXU  C08  N18  aromatic  1.360  0.020  1.360
 AXU  C08  C09  aromatic  1.386  0.020  1.386
 AXU  N11  C10  single    1.369  0.020  1.369
 AXU  N18  N17  aromatic  1.324  0.020  1.324
 AXU  C09  C10  single    1.439  0.020  1.439
 AXU  C09  C16  aromatic  1.400  0.020  1.400
 AXU  C10  N12  double    1.290  0.020  1.290
 AXU  N17  C16  aromatic  1.318  0.020  1.318
 AXU  C16  C14  single    1.455  0.020  1.455
 AXU  N12  N13  single    1.358  0.020  1.358
 AXU  C14  N13  single    1.357  0.020  1.357
 AXU  C14  O15  double    1.224  0.020  1.224
 AXU  C20  H1   single    0.930  0.020  1.080
 AXU  C21  H2   single    0.930  0.020  1.080
 AXU  C22  H3   single    0.930  0.020  1.080
 AXU  C24  H4   single    0.930  0.020  1.080
 AXU  C26  H5   single    0.970  0.020  1.090
 AXU  C26  H6   single    0.970  0.020  1.090
 AXU  C26  H7   single    0.970  0.020  1.090
 AXU  C28  H8   single    0.930  0.020  1.080
 AXU  C01  H9   single    0.970  0.020  1.090
 AXU  C01  H10  single    0.970  0.020  1.090
 AXU  C01  H11  single    0.970  0.020  1.090
 AXU  C03  H12  single    0.930  0.020  1.080
 AXU  C04  H13  single    0.930  0.020  1.080
 AXU  C23  H14  single    0.930  0.020  1.080
 AXU  N11  H15  single    0.890  0.020  1.040
 AXU  N11  H16  single    0.890  0.020  1.040
 AXU  N13  H17  single    0.860  0.020  1.020

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
 AXU  N11  C10  C09  120.80  3.000
 AXU  C09  C10  N12  119.77  3.000
 AXU  N11  C10  N12  119.39  3.000
 AXU  N13  N12  C10  119.12  3.000
 AXU  H1   C20  C19  120.72  3.000
 AXU  H1   C20  C21  120.21  3.000
 AXU  C19  C20  C21  119.06  3.000
 AXU  H2   C21  C22  120.28  3.000
 AXU  H2   C21  C20  119.40  3.000
 AXU  C22  C21  C20  120.32  3.000
 AXU  H3   C22  C23  120.05  3.000
 AXU  H3   C22  C21  120.00  3.000
 AXU  C23  C22  C21  119.96  3.000
 AXU  H4   C24  C23  120.61  3.000
 AXU  H4   C24  C19  120.30  3.000
 AXU  C23  C24  C19  119.09  3.000
 AXU  H7   C26  H6   107.74  3.000
 AXU  H7   C26  H5   107.58  3.000
 AXU  H6   C26  H5   107.45  3.000
 AXU  H7   C26  C25  112.10  3.000
 AXU  H6   C26  C25  110.72  3.000
 AXU  H5   C26  C25  111.05  3.000
 AXU  H8   C28  C27  120.69  3.000
 AXU  H8   C28  C02  120.23  3.000
 AXU  C27  C28  C02  119.08  3.000
 AXU  C03  C02  C01  119.54  3.000
 AXU  C03  C02  C28  119.43  3.000
 AXU  C01  C02  C28  121.02  3.000
 AXU  H12  C03  C04  118.57  3.000
 AXU  H12  C03  C02  118.82  3.000
 AXU  C04  C03  C02  122.62  3.000
 AXU  H13  C04  C05  122.13  3.000
 AXU  H13  C04  C03  121.55  3.000
 AXU  C05  C04  C03  116.32  3.000
 AXU  O06  C05  C27  110.33  3.000
 AXU  O06  C05  C04  126.70  3.000
 AXU  C27  C05  C04  122.97  3.000
 AXU  O06  C07  C25  112.38  3.000
 AXU  O06  C07  C08  116.40  3.000
 AXU  C25  C07  C08  131.22  3.000
 AXU  N18  C08  C09  105.00  3.000
 AXU  C09  C08  C07  131.59  3.000
 AXU  N18  C08  C07  123.37  3.000
 AXU  C16  C09  C08  104.63  3.000
 AXU  C16  C09  C10  119.07  3.000
 AXU  C08  C09  C10  136.27  3.000
 AXU  O15  C14  N13  123.36  3.000
 AXU  O15  C14  C16  125.80  3.000
 AXU  N13  C14  C16  110.84  3.000
 AXU  N17  C16  C14  126.65  3.000
 AXU  C14  C16  C09  121.34  3.000
 AXU  N17  C16  C09  112.01  3.000
 AXU  N18  C19  C24  118.74  3.000
 AXU  N18  C19  C20  120.00  3.000
 AXU  C24  C19  C20  121.26  3.000
 AXU  H14  C23  C24  119.51  3.000
 AXU  H14  C23  C22  120.19  3.000
 AXU  C24  C23  C22  120.29  3.000
 AXU  C27  C25  C07  105.00  3.000
 AXU  C07  C25  C26  128.27  3.000
 AXU  C27  C25  C26  126.72  3.000
 AXU  C25  C27  C05  106.04  3.000
 AXU  C05  C27  C28  119.59  3.000
 AXU  C25  C27  C28  134.37  3.000
 AXU  H16  N11  H15  111.41  3.000
 AXU  H16  N11  C10  115.90  3.000
 AXU  H15  N11  C10  114.22  3.000
 AXU  H17  N13  C14  117.33  3.000
 AXU  H17  N13  N12  112.86  3.000
 AXU  C14  N13  N12  129.73  3.000
 AXU  N18  N17  C16  104.67  3.000
 AXU  N17  N18  C19  119.22  3.000
 AXU  N17  N18  C08  113.69  3.000
 AXU  C19  N18  C08  127.09  3.000
 AXU  C07  O06  C05  106.25  3.000
 AXU  H11  C01  H10  107.79  3.000
 AXU  H11  C01  H9   107.58  3.000
 AXU  H10  C01  H9   107.13  3.000
 AXU  H11  C01  C02  111.33  3.000
 AXU  H10  C01  C02  111.63  3.000
 AXU  H9   C01  C02  111.16  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
 AXU  CONST_01  C23  C22  C21  C20    0.00   0.0  0
 AXU  CONST_02  C23  C24  C19  C20    0.00   0.0  0
 AXU  CONST_05  C24  C23  C22  C21    0.00   0.0  0
 AXU  CONST_06  C24  C19  C20  C21    0.00   0.0  0
 AXU  CONST_07  N18  C19  C20  C21  180.00   0.0  0
 AXU  CONST_08  C19  C24  C23  C22    0.00   0.0  0
 AXU  CONST_09  C19  C20  C21  C22    0.00   0.0  0
 AXU  CONST_12  C04  C03  C02  C28    0.00   0.0  0
 AXU  CONST_13  C07  C25  C27  C28  180.00   0.0  0
 AXU  CONST_14  C04  C05  C27  C28    0.00   0.0  0
 AXU  CONST_15  O06  C05  C27  C28  180.00   0.0  0
 AXU  CONST_16  C25  C27  C28  C02  180.00   0.0  0
 AXU  CONST_17  C05  C27  C28  C02    0.00   0.0  0
 AXU  CONST_18  C05  C04  C03  C02    0.00   0.0  0
 AXU  CONST_19  C27  C28  C02  C03    0.00   0.0  0
 AXU  CONST_20  C27  C05  C04  C03    0.00   0.0  0
 AXU  CONST_21  O06  C05  C04  C03  180.00   0.0  0
 AXU  CONST_22  C25  C27  C05  C04  180.00   0.0  0
 AXU  CONST_23  C07  O06  C05  C04  180.00   0.0  0
 AXU  CONST_24  C07  C25  C27  C05    0.00   0.0  0
 AXU  CONST_25  C25  C07  O06  C05    0.00   0.0  0
 AXU  CONST_26  C08  C07  O06  C05  180.00   0.0  0
 AXU  CONST_27  C27  C05  O06  C07    0.00   0.0  0
 AXU  CONST_28  C19  N18  C08  C07    0.00   0.0  0
 AXU  CONST_29  N17  N18  C08  C07  180.00   0.0  0
 AXU  CONST_30  C16  C09  C08  C07  180.00   0.0  0
 AXU  CONST_31  C27  C25  C07  C08  180.00   0.0  0
 AXU  CONST_32  C16  N17  N18  C08    0.00   0.0  0
 AXU  CONST_33  N17  C16  C09  C08    0.00   0.0  0
 AXU  CONST_36  C19  N18  C08  C09  180.00   0.0  0
 AXU  CONST_37  N17  N18  C08  C09    0.00   0.0  0
 AXU  CONST_38  N18  N17  C16  C09    0.00   0.0  0
 AXU  CONST_39  N18  C08  C09  C16    0.00   0.0  0
 AXU  CONST_40  C19  N18  N17  C16  180.00   0.0  0
 AXU  CONST_41  N18  C19  C24  C23  180.00   0.0  0
 AXU  CONST_42  O06  C05  C27  C25    0.00   0.0  0
 AXU  CONST_44  O06  C07  C25  C27    0.00   0.0  0
 AXU  CONST_46  C07  C08  C09  C10    0.00   0.0  0
 AXU  CONST_47  C16  C14  N13  N12    0.00   0.0  0
 AXU  CONST_48  N13  N12  C10  C09    0.00   0.0  0
 AXU  CONST_49  C28  C27  C25  C26    0.00   0.0  0
 AXU  CONST_50  C05  C27  C25  C26  180.00   0.0  0
 AXU  CONST_51  O06  C07  C25  C26  180.00   0.0  0
 AXU  CONST_52  C08  C07  C25  C26    0.00   0.0  0
 AXU  CONST_53  C27  C28  C02  C01  180.00   0.0  0
 AXU  CONST_54  C04  C03  C02  C01  180.00   0.0  0
 AXU  CONST_55  O15  C14  N13  N12  180.00   0.0  0
 AXU  CONST_56  N13  N12  C10  N11  180.00   0.0  0
 AXU  CONST_57  H3   C22  C21  C20  180.00   0.0  0
 AXU  CONST_58  H4   C24  C19  C20  180.00   0.0  0
 AXU  CONST_59  H14  C23  C22  C21  180.00   0.0  0
 AXU  CONST_60  H1   C20  C21  C22  180.00   0.0  0
 AXU  CONST_61  H12  C03  C02  C28  180.00   0.0  0
 AXU  CONST_62  H13  C04  C03  C02  180.00   0.0  0
 AXU  CONST_63  H8   C28  C02  C03  180.00   0.0  0
 AXU  CONST_64  H2   C21  C20  C19  180.00   0.0  0
 AXU  CONST_65  H17  N13  C14  C16  180.00   0.0  0
 AXU  CONST_66  H15  N11  C10  N12    0.00   0.0  0
 AXU  Var_01    H9   C01  C02  C28  116.23  30.0  2
 AXU  Var_02    H5   C26  C25  C07  107.18  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
 AXU  plan-1  C20  0.020
 AXU  plan-1  C21  0.020
 AXU  plan-1  C22  0.020
 AXU  plan-1  C24  0.020
 AXU  plan-1  C19  0.020
 AXU  plan-1  C23  0.020
 AXU  plan-1  N18  0.020
 AXU  plan-1  H1   0.020
 AXU  plan-1  H2   0.020
 AXU  plan-1  H3   0.020
 AXU  plan-1  H4   0.020
 AXU  plan-1  H14  0.020
 AXU  plan-2  C10  0.020
 AXU  plan-2  N12  0.020
 AXU  plan-2  C07  0.020
 AXU  plan-2  C08  0.020
 AXU  plan-2  C09  0.020
 AXU  plan-2  C14  0.020
 AXU  plan-2  C16  0.020
 AXU  plan-2  C19  0.020
 AXU  plan-2  N11  0.020
 AXU  plan-2  N13  0.020
 AXU  plan-2  N17  0.020
 AXU  plan-2  N18  0.020
 AXU  plan-2  O15  0.020
 AXU  plan-2  H15  0.020
 AXU  plan-2  H16  0.020
 AXU  plan-2  H17  0.020
 AXU  plan-3  C26  0.020
 AXU  plan-3  C28  0.020
 AXU  plan-3  C02  0.020
 AXU  plan-3  C03  0.020
 AXU  plan-3  C04  0.020
 AXU  plan-3  C05  0.020
 AXU  plan-3  C07  0.020
 AXU  plan-3  C08  0.020
 AXU  plan-3  C25  0.020
 AXU  plan-3  C27  0.020
 AXU  plan-3  O06  0.020
 AXU  plan-3  H8   0.020
 AXU  plan-3  H12  0.020
 AXU  plan-3  H13  0.020
 AXU  plan-3  C01  0.020

