# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 17:17:19 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 1-[2-fluoro-4-(1H-pyrazol-1-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC1=CN(N=C(C1=O)c2ccnn2c3ccccc3)c4ccc(cc4F)n5cccn5
#
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
 3K9  3K9  1-[2-fluoro-4-(1H-pyrazol-1-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one  ligand  49  32  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_3K9
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
 3K9  C12  C  CR16  0  -0.253  -5.4046  -0.6231  -2.7508
 3K9  C11  C  CR16  0  -0.257  -6.1681  -0.1421  -1.6939
 3K9  C13  C  CR16  0  -0.250  -4.0472  -0.3405  -2.8045
 3K9  C10  C  CR16  0  -0.273  -5.5783   0.6026  -0.6850
 3K9  C14  C  CR16  0  -0.292  -3.4504   0.4211  -1.8092
 3K9  C26  C  CR16  0  -0.335   3.7460  -0.6097  -1.2936
 3K9  C27  C  CR16  0  -0.261   2.4126  -0.8701  -1.0354
 3K9  C23  C  CR15  0  -0.507   7.8416   0.5859  -1.5078
 3K9  C5   C  CR15  0  -0.524  -2.2447   2.4666   1.7679
 3K9  C19  C  CR16  0  -0.498   3.8565   0.7560   0.6917
 3K9  C24  C  CR15  0  -0.017   7.7231   1.3304  -0.3171
 3K9  C6   C  CR15  0  -0.064  -3.3710   3.2819   1.5820
 3K9  C22  C  CR15  0   0.048   6.5958   0.0589  -1.7050
 3K9  C9   C  CR6   0   0.343  -4.2181   0.8752  -0.7457
 3K9  C20  C  CR6   0   0.429   4.4703   0.2082  -0.4309
 3K9  C17  C  CR6   0   0.124   1.7901  -0.3373   0.0816
 3K9  C18  C  CR6   0   0.588   2.5323   0.4681   0.9329
 3K9  C4   C  CR5   0   0.442  -2.4401   1.4072   0.9122
 3K9  C29  C  CR16  0  -0.100   0.0191  -1.9128   0.5176
 3K9  C3   C  CR6   0  -0.063  -1.6248   0.2040   0.7329
 3K9  C30  C  CR6   0   0.243  -1.2846  -2.1923   0.7889
 3K9  C2   C  CR6   0   0.321  -2.2259  -1.1042   0.9548
 3K9  C32  C  CH3   0  -0.449  -0.9132  -4.5180   0.8484
 3K9  N25  N  N     0  -0.274   6.5071   1.2636   0.1731
 3K9  N7   N  N     0  -0.270  -4.1889   2.7743   0.6812
 3K9  N15  N  N     0  -0.174  -0.3687   0.4089   0.4626
 3K9  N21  N  NR5   0  -0.418   5.8218   0.4885  -0.6744
 3K9  N8   N  NR5   0  -0.442  -3.6177   1.6400   0.2790
 3K9  N16  N  NR6   0  -0.388   0.4307  -0.6232   0.3670
 3K9  O1   O  O     0  -0.439  -3.4004  -1.2615   1.2645
 3K9  O31  O  O2    0  -0.442  -1.7910  -3.4108   0.9630
 3K9  F28  F  F     0  -0.289   1.9534   0.9681   2.0229
 3K9  H1   H  HCR6  0   0.262  -5.8688  -1.2091  -3.5329
 3K9  H2   H  HCR6  0   0.264  -7.2277  -0.3565  -1.6478
 3K9  H3   H  HCR6  0   0.265  -3.4490  -0.6980  -3.6320
 3K9  H4   H  HCR6  0   0.270  -6.1663   0.9646   0.1475
 3K9  H5   H  HCR6  0   0.282  -2.4002   0.6731  -1.8790
 3K9  H7   H  HCR6  0   0.303   1.8493  -1.4922  -1.7184
 3K9  H8   H  HCR5  0   0.274   8.7113   0.4550  -2.1288
 3K9  H9   H  HCR5  0   0.274  -1.4192   2.6072   2.4455
 3K9  H10  H  HCR6  0   0.313   4.4034   1.3859   1.3783
 3K9  H11  H  HCR5  0   0.275   8.4812   1.9071   0.1900
 3K9  H12  H  HCR5  0   0.269  -3.6101   4.2154   2.0676
 3K9  H13  H  HCR5  0   0.308   6.2223  -0.5722  -2.4928
 3K9  H14  H  HCR6  0   0.339   0.7920  -2.6613   0.4263
 3K9  H15  H  HCH3  0   0.271  -1.5111  -5.4075   1.0250
 3K9  H16  H  HCH3  0   0.239  -0.4717  -4.5780  -0.1496
 3K9  H17  H  HCH3  0   0.238  -0.1116  -4.4734   1.5903
 3K9  H6   H  HCR6  0   0.296   4.1954  -1.0434  -2.1741

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
 3K9  C24  C23  aromatic  1.409  0.020  1.409
 3K9  C24  N25  aromatic  1.313  0.020  1.313
 3K9  C23  C22  aromatic  1.367  0.020  1.367
 3K9  N25  N21  aromatic  1.337  0.020  1.337
 3K9  C22  N21  aromatic  1.359  0.020  1.359
 3K9  N21  C20  single    1.402  0.020  1.402
 3K9  C19  C20  aromatic  1.392  0.020  1.392
 3K9  C19  C18  aromatic  1.376  0.020  1.376
 3K9  C20  C26  aromatic  1.392  0.020  1.392
 3K9  F28  C18  single    1.332  0.020  1.332
 3K9  C18  C17  aromatic  1.387  0.020  1.387
 3K9  C26  C27  aromatic  1.383  0.020  1.383
 3K9  C17  C27  aromatic  1.385  0.020  1.385
 3K9  C17  N16  single    1.418  0.020  1.418
 3K9  C32  O31  single    1.418  0.020  1.418
 3K9  C29  N16  single    1.362  0.020  1.362
 3K9  C29  C30  double    1.361  0.020  1.361
 3K9  N16  N15  single    1.309  0.020  1.309
 3K9  O31  C30  single    1.331  0.020  1.331
 3K9  C30  C2   single    1.448  0.020  1.448
 3K9  N15  C3   double    1.301  0.020  1.301
 3K9  C12  C13  aromatic  1.388  0.020  1.388
 3K9  C12  C11  aromatic  1.390  0.020  1.390
 3K9  C13  C14  aromatic  1.388  0.020  1.388
 3K9  C11  C10  aromatic  1.386  0.020  1.386
 3K9  C2   C3   single    1.457  0.020  1.457
 3K9  C2   O1   double    1.225  0.020  1.225
 3K9  C3   C4   single    1.464  0.020  1.464
 3K9  C14  C9   aromatic  1.388  0.020  1.388
 3K9  C10  C9   aromatic  1.389  0.020  1.389
 3K9  C9   N8   single    1.413  0.020  1.413
 3K9  C4   N8   aromatic  1.357  0.020  1.357
 3K9  C4   C5   aromatic  1.376  0.020  1.376
 3K9  N8   N7   aromatic  1.332  0.020  1.332
 3K9  C5   C6   aromatic  1.403  0.020  1.403
 3K9  N7   C6   aromatic  1.318  0.020  1.318
 3K9  C12  H1   single    0.930  0.020  1.080
 3K9  C11  H2   single    0.930  0.020  1.080
 3K9  C13  H3   single    0.930  0.020  1.080
 3K9  C10  H4   single    0.930  0.020  1.080
 3K9  C14  H5   single    0.930  0.020  1.080
 3K9  C26  H6   single    0.930  0.020  1.080
 3K9  C27  H7   single    0.930  0.020  1.080
 3K9  C23  H8   single    0.930  0.020  1.080
 3K9  C5   H9   single    0.930  0.020  1.080
 3K9  C19  H10  single    0.930  0.020  1.080
 3K9  C24  H11  single    0.930  0.020  1.080
 3K9  C6   H12  single    0.930  0.020  1.080
 3K9  C22  H13  single    0.930  0.020  1.080
 3K9  C29  H14  single    0.930  0.020  1.080
 3K9  C32  H15  single    0.970  0.020  1.090
 3K9  C32  H16  single    0.970  0.020  1.090
 3K9  C32  H17  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
 3K9  H1   C12  C13  120.14  3.000
 3K9  H1   C12  C11  120.10  3.000
 3K9  C13  C12  C11  119.76  3.000
 3K9  H2   C11  C10  119.49  3.000
 3K9  H2   C11  C12  120.12  3.000
 3K9  C10  C11  C12  120.39  3.000
 3K9  H3   C13  C14  119.47  3.000
 3K9  H3   C13  C12  120.22  3.000
 3K9  C14  C13  C12  120.31  3.000
 3K9  H4   C10  C9   120.03  3.000
 3K9  H4   C10  C11  120.59  3.000
 3K9  C9   C10  C11  119.38  3.000
 3K9  H5   C14  C9   120.66  3.000
 3K9  H5   C14  C13  119.92  3.000
 3K9  C9   C14  C13  119.41  3.000
 3K9  H6   C26  C20  121.67  3.000
 3K9  H6   C26  C27  118.56  3.000
 3K9  C20  C26  C27  119.77  3.000
 3K9  H7   C27  C17  119.75  3.000
 3K9  H7   C27  C26  119.49  3.000
 3K9  C17  C27  C26  120.76  3.000
 3K9  H8   C23  C22  127.32  3.000
 3K9  H8   C23  C24  128.27  3.000
 3K9  C22  C23  C24  104.41  3.000
 3K9  H9   C5   C4   126.92  3.000
 3K9  H9   C5   C6   128.52  3.000
 3K9  C4   C5   C6   104.54  3.000
 3K9  H10  C19  C18  119.84  3.000
 3K9  H10  C19  C20  121.25  3.000
 3K9  C18  C19  C20  118.90  3.000
 3K9  H11  C24  N25  120.16  3.000
 3K9  H11  C24  C23  128.34  3.000
 3K9  N25  C24  C23  111.50  3.000
 3K9  H12  C6   N7   120.21  3.000
 3K9  H12  C6   C5   128.39  3.000
 3K9  N7   C6   C5   111.40  3.000
 3K9  H13  C22  N21  122.89  3.000
 3K9  H13  C22  C23  130.38  3.000
 3K9  N21  C22  C23  106.74  3.000
 3K9  N8   C9   C14  119.85  3.000
 3K9  N8   C9   C10  119.40  3.000
 3K9  C14  C9   C10  120.73  3.000
 3K9  N21  C20  C19  119.12  3.000
 3K9  C19  C20  C26  120.11  3.000
 3K9  N21  C20  C26  120.76  3.000
 3K9  N16  C17  C18  120.43  3.000
 3K9  N16  C17  C27  121.03  3.000
 3K9  C18  C17  C27  118.54  3.000
 3K9  F28  C18  C17  119.20  3.000
 3K9  C17  C18  C19  121.92  3.000
 3K9  F28  C18  C19  118.88  3.000
 3K9  N8   C4   C3   124.54  3.000
 3K9  N8   C4   C5   106.34  3.000
 3K9  C3   C4   C5   129.02  3.000
 3K9  H14  C29  N16  115.51  3.000
 3K9  H14  C29  C30  124.08  3.000
 3K9  N16  C29  C30  120.40  3.000
 3K9  N15  C3   C2   124.85  3.000
 3K9  C2   C3   C4   119.30  3.000
 3K9  N15  C3   C4   115.70  3.000
 3K9  O31  C30  C2   115.19  3.000
 3K9  C2   C30  C29  119.42  3.000
 3K9  O31  C30  C29  125.36  3.000
 3K9  O1   C2   C30  123.76  3.000
 3K9  O1   C2   C3   123.34  3.000
 3K9  C30  C2   C3   112.89  3.000
 3K9  H17  C32  H16  109.01  3.000
 3K9  H17  C32  H15  109.07  3.000
 3K9  H16  C32  H15  109.02  3.000
 3K9  H17  C32  O31  111.55  3.000
 3K9  H16  C32  O31  111.51  3.000
 3K9  H15  C32  O31  106.60  3.000
 3K9  N21  N25  C24  105.52  3.000
 3K9  N8   N7   C6   105.55  3.000
 3K9  N16  N15  C3   118.73  3.000
 3K9  N25  N21  C20  119.99  3.000
 3K9  C20  N21  C22  128.17  3.000
 3K9  N25  N21  C22  111.84  3.000
 3K9  N7   N8   C4   112.17  3.000
 3K9  N7   N8   C9   119.85  3.000
 3K9  C4   N8   C9   127.91  3.000
 3K9  N15  N16  C29  123.63  3.000
 3K9  N15  N16  C17  116.18  3.000
 3K9  C29  N16  C17  120.19  3.000
 3K9  C32  O31  C30  117.96  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
 3K9  CONST_01  C9   C14  C13  C12    0.00   0.0  0
 3K9  CONST_02  C9   C10  C11  C12    0.00   0.0  0
 3K9  CONST_03  C14  C13  C12  C11    0.00   0.0  0
 3K9  CONST_04  C14  C9   C10  C11    0.00   0.0  0
 3K9  CONST_05  N8   C9   C10  C11  180.00   0.0  0
 3K9  CONST_06  C10  C11  C12  C13    0.00   0.0  0
 3K9  CONST_07  C10  C9   C14  C13    0.00   0.0  0
 3K9  CONST_08  N8   C9   C14  C13  180.00   0.0  0
 3K9  CONST_13  N25  N21  C20  C26  180.00   0.0  0
 3K9  CONST_14  C22  N21  C20  C26    0.00   0.0  0
 3K9  CONST_15  C18  C19  C20  C26    0.00   0.0  0
 3K9  CONST_16  C18  C17  C27  C26    0.00   0.0  0
 3K9  CONST_17  N21  C20  C26  C27  180.00   0.0  0
 3K9  CONST_18  C19  C20  C26  C27    0.00   0.0  0
 3K9  CONST_19  C19  C18  C17  C27    0.00   0.0  0
 3K9  CONST_20  N21  N25  C24  C23    0.00   0.0  0
 3K9  CONST_21  N25  N21  C22  C23    0.00   0.0  0
 3K9  CONST_22  C20  N21  C22  C23  180.00   0.0  0
 3K9  CONST_23  C9   N8   C4   C5   180.00   0.0  0
 3K9  CONST_24  N7   N8   C4   C5     0.00   0.0  0
 3K9  CONST_25  N8   N7   C6   C5     0.00   0.0  0
 3K9  CONST_26  N25  N21  C20  C19    0.00   0.0  0
 3K9  CONST_27  C22  N21  C20  C19  180.00   0.0  0
 3K9  CONST_28  N21  C22  C23  C24    0.00   0.0  0
 3K9  CONST_29  C22  N21  N25  C24    0.00   0.0  0
 3K9  CONST_30  C20  N21  N25  C24  180.00   0.0  0
 3K9  CONST_31  N8   C4   C5   C6     0.00   0.0  0
 3K9  CONST_32  C9   N8   N7   C6   180.00   0.0  0
 3K9  CONST_33  C4   N8   N7   C6     0.00   0.0  0
 3K9  CONST_34  N25  C24  C23  C22    0.00   0.0  0
 3K9  CONST_35  C17  C18  C19  C20    0.00   0.0  0
 3K9  CONST_36  C17  C27  C26  C20    0.00   0.0  0
 3K9  CONST_37  N21  C20  C19  C18  180.00   0.0  0
 3K9  CONST_38  N7   C6   C5   C4     0.00   0.0  0
 3K9  CONST_39  N16  C17  C27  C26  180.00   0.0  0
 3K9  CONST_40  N16  C17  C18  C19  180.00   0.0  0
 3K9  CONST_41  C3   C4   C5   C6   180.00   0.0  0
 3K9  CONST_42  C3   C4   N8   C9     0.00   0.0  0
 3K9  CONST_43  N7   N8   C4   C3   180.00   0.0  0
 3K9  CONST_44  F28  C18  C17  C27  180.00   0.0  0
 3K9  CONST_45  F28  C18  C19  C20  180.00   0.0  0
 3K9  CONST_46  F28  C18  C17  N16    0.00   0.0  0
 3K9  CONST_47  H5   C14  C13  C12  180.00   0.0  0
 3K9  CONST_48  H4   C10  C11  C12  180.00   0.0  0
 3K9  CONST_49  H3   C13  C12  C11  180.00   0.0  0
 3K9  CONST_50  H2   C11  C12  C13  180.00   0.0  0
 3K9  CONST_51  H1   C12  C11  C10  180.00   0.0  0
 3K9  CONST_52  H10  C19  C20  C26  180.00   0.0  0
 3K9  CONST_53  H6   C26  C20  C19  180.00   0.0  0
 3K9  CONST_54  H13  C22  C23  C24  180.00   0.0  0
 3K9  CONST_55  H11  C24  C23  C22  180.00   0.0  0
 3K9  CONST_56  H7   C27  C26  C20  180.00   0.0  0
 3K9  CONST_57  H12  C6   C5   C4   180.00   0.0  0
 3K9  CONST_58  H9   C5   C4   C3     0.00   0.0  0
 3K9  CONST_59  H8   C23  C24  N25  180.00   0.0  0
 3K9  Var_01    C29  N16  C17  C27   57.46  30.0  2
 3K9  Var_02    N15  C3   C4   C5   -54.93  30.0  3
 3K9  Var_03    H15  C32  O31  C30  179.84  30.0  3

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
 3K9  plan-1  C23  0.020
 3K9  plan-1  C24  0.020
 3K9  plan-1  C22  0.020
 3K9  plan-1  C20  0.020
 3K9  plan-1  N25  0.020
 3K9  plan-1  N21  0.020
 3K9  plan-1  H8   0.020
 3K9  plan-1  H11  0.020
 3K9  plan-1  H13  0.020
 3K9  plan-2  C5   0.020
 3K9  plan-2  C6   0.020
 3K9  plan-2  C9   0.020
 3K9  plan-2  C4   0.020
 3K9  plan-2  C3   0.020
 3K9  plan-2  N7   0.020
 3K9  plan-2  N8   0.020
 3K9  plan-2  H9   0.020
 3K9  plan-2  H12  0.020
 3K9  plan-3  C12  0.020
 3K9  plan-3  C11  0.020
 3K9  plan-3  C13  0.020
 3K9  plan-3  C10  0.020
 3K9  plan-3  C14  0.020
 3K9  plan-3  C9   0.020
 3K9  plan-3  N8   0.020
 3K9  plan-3  H1   0.020
 3K9  plan-3  H2   0.020
 3K9  plan-3  H3   0.020
 3K9  plan-3  H4   0.020
 3K9  plan-3  H5   0.020
 3K9  plan-4  C26  0.020
 3K9  plan-4  C27  0.020
 3K9  plan-4  C19  0.020
 3K9  plan-4  C20  0.020
 3K9  plan-4  C17  0.020
 3K9  plan-4  C18  0.020
 3K9  plan-4  N21  0.020
 3K9  plan-4  N16  0.020
 3K9  plan-4  F28  0.020
 3K9  plan-4  H7   0.020
 3K9  plan-4  H10  0.020
 3K9  plan-4  H6   0.020
 3K9  plan-5  C17  0.020
 3K9  plan-5  C4   0.020
 3K9  plan-5  C29  0.020
 3K9  plan-5  C3   0.020
 3K9  plan-5  C30  0.020
 3K9  plan-5  C2   0.020
 3K9  plan-5  N15  0.020
 3K9  plan-5  N16  0.020
 3K9  plan-5  O1   0.020
 3K9  plan-5  O31  0.020
 3K9  plan-5  H14  0.020

