# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 16:53:37 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 3-(4-fluorophenyl)-4-(imidazol-1-ylmethyl)-1-phenyl-pyrazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(cc1)c2nn(cc2Cn3ccnc3)c4ccccc4
#
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
 A2W  A2W  3-(4-fluorophenyl)-4-(imidazol-1-ylmethyl)-1-phenyl-pyrazole  ligand  39  24  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A2W
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
 A2W  C10  C  CR16  0  -0.297  -3.7671   1.3049  -0.9094
 A2W  C13  C  CR16  0  -0.249  -5.8287   0.2895   0.6514
 A2W  C15  C  CR15  0   0.028  -1.7190  -1.1004   0.9519
 A2W  C20  C  CR15  0  -0.220   2.4235  -3.1914  -1.3946
 A2W  C22  C  CR15  0   0.101   2.8484  -2.6210   0.6080
 A2W  C24  C  CR16  0  -0.396   3.5539   1.2794   0.7763
 A2W  C02  C  CR6   0   0.519   3.7039   2.0278  -0.3740
 A2W  C03  C  CR16  0  -0.399   2.6694   2.2052  -1.2730
 A2W  C04  C  CR16  0  -0.272   1.4493   1.6056  -1.0072
 A2W  C05  C  CR6   0   0.057   1.2591   0.8369   0.1420
 A2W  C06  C  CR5   0   0.291  -0.0463   0.2244   0.4067
 A2W  C09  C  CR6   0   0.375  -3.4900   0.4257   0.1320
 A2W  C11  C  CR16  0  -0.247  -5.0799   1.6747  -1.1580
 A2W  C12  C  CR16  0  -0.259  -6.1161   1.1675  -0.3845
 A2W  C14  C  CR16  0  -0.315  -4.5184  -0.0783   0.9199
 A2W  C16  C  CR5   0  -0.191  -0.3510  -1.0305   0.9942
 A2W  C19  C  CR15  0  -0.090   1.2226  -2.8753  -0.8273
 A2W  C23  C  CR16  0  -0.290   2.3246   0.6896   1.0280
 A2W  N07  N  N     0  -0.299  -1.1518   0.8494   0.0483
 A2W  N08  N  NR5   0  -0.405  -2.1574   0.0454   0.3864
 A2W  N18  N  NR5   0  -0.394   1.5116  -2.5131   0.4578
 A2W  N21  N  N     0  -0.458   3.4333  -3.0289  -0.4883
 A2W  H1   H  HCR6  0   0.277  -2.9646   1.6936  -1.5206
 A2W  H2   H  HCR6  0   0.266  -6.6249  -0.1038   1.2693
 A2W  H3   H  HCR5  0   0.310  -2.3855  -1.8932   1.2509
 A2W  H4   H  HCH2  0   0.285   1.1323  -1.8026   2.3515
 A2W  H5   H  HCH2  0   0.293  -0.0319  -2.9730   1.7833
 A2W  H7   H  HCR5  0   0.281   3.3398  -2.3860   1.5409
 A2W  H8   H  HCR6  0   0.282   4.3758   1.1628   1.4701
 A2W  H9   H  HCR6  0   0.281   2.8139   2.7958  -2.1681
 A2W  H10  H  HCR6  0   0.263   0.6364   1.7319  -1.7101
 A2W  H11  H  HCR6  0   0.265  -5.2913   2.3562  -1.9714
 A2W  H12  H  HCR6  0   0.263  -7.1387   1.4567  -0.5859
 A2W  H13  H  HCR6  0   0.280  -4.3081  -0.7388   1.7508
 A2W  H14  H  HCR5  0   0.289   0.2179  -2.8767  -1.2157
 A2W  H15  H  HCR6  0   0.264   2.2011   0.1313   1.9465
 A2W  C17  C  CH2   0  -0.424   0.5597  -2.1093   1.4758
 A2W  F01  F  F     0  -0.314   4.8895   2.6041  -0.6267
 A2W  H6   H  HCR5  0   0.249   2.6093  -3.5243  -2.4042

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
 A2W  C03  C04  aromatic  1.385  0.020  1.385
 A2W  C03  C02  aromatic  1.382  0.020  1.382
 A2W  F01  C02  single    1.342  0.020  1.342
 A2W  C04  C05  aromatic  1.396  0.020  1.396
 A2W  C02  C24  aromatic  1.381  0.020  1.381
 A2W  C05  C06  single    1.466  0.020  1.466
 A2W  C05  C23  aromatic  1.394  0.020  1.394
 A2W  C24  C23  aromatic  1.387  0.020  1.387
 A2W  C17  C16  single    1.492  0.020  1.492
 A2W  C17  N18  single    1.451  0.020  1.451
 A2W  C22  N18  aromatic  1.350  0.020  1.350
 A2W  C22  N21  aromatic  1.308  0.020  1.308
 A2W  C06  C16  aromatic  1.419  0.020  1.419
 A2W  C06  N07  aromatic  1.319  0.020  1.319
 A2W  C16  C15  aromatic  1.370  0.020  1.370
 A2W  N18  C19  aromatic  1.366  0.020  1.366
 A2W  N07  N08  aromatic  1.331  0.020  1.331
 A2W  C15  N08  aromatic  1.351  0.020  1.351
 A2W  N21  C20  aromatic  1.367  0.020  1.367
 A2W  N08  C09  single    1.409  0.020  1.409
 A2W  C14  C09  aromatic  1.390  0.020  1.390
 A2W  C14  C13  aromatic  1.387  0.020  1.387
 A2W  C09  C10  aromatic  1.391  0.020  1.391
 A2W  C19  C20  aromatic  1.365  0.020  1.365
 A2W  C13  C12  aromatic  1.388  0.020  1.388
 A2W  C10  C11  aromatic  1.386  0.020  1.386
 A2W  C12  C11  aromatic  1.389  0.020  1.389
 A2W  C10  H1   single    0.930  0.020  1.080
 A2W  C13  H2   single    0.930  0.020  1.080
 A2W  C15  H3   single    0.930  0.020  1.080
 A2W  C17  H4   single    0.970  0.020  1.090
 A2W  C17  H5   single    0.970  0.020  1.090
 A2W  C20  H6   single    0.930  0.020  1.080
 A2W  C22  H7   single    0.930  0.020  1.080
 A2W  C24  H8   single    0.930  0.020  1.080
 A2W  C03  H9   single    0.930  0.020  1.080
 A2W  C04  H10  single    0.930  0.020  1.080
 A2W  C11  H11  single    0.930  0.020  1.080
 A2W  C12  H12  single    0.930  0.020  1.080
 A2W  C14  H13  single    0.930  0.020  1.080
 A2W  C19  H14  single    0.930  0.020  1.080
 A2W  C23  H15  single    0.930  0.020  1.080

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
 A2W  H1   C10  C11  120.38  3.000
 A2W  H1   C10  C09  120.18  3.000
 A2W  C11  C10  C09  119.44  3.000
 A2W  H2   C13  C14  119.22  3.000
 A2W  H2   C13  C12  120.25  3.000
 A2W  C14  C13  C12  120.51  3.000
 A2W  H3   C15  N08  122.63  3.000
 A2W  H3   C15  C16  130.25  3.000
 A2W  N08  C15  C16  107.08  3.000
 A2W  H6   C20  N21  122.00  3.000
 A2W  H6   C20  C19  127.70  3.000
 A2W  N21  C20  C19  110.30  3.000
 A2W  H7   C22  N21  126.04  3.000
 A2W  H7   C22  N18  121.96  3.000
 A2W  N21  C22  N18  112.01  3.000
 A2W  H8   C24  C23  120.75  3.000
 A2W  H8   C24  C02  120.68  3.000
 A2W  C23  C24  C02  118.57  3.000
 A2W  F01  C02  C03  118.92  3.000
 A2W  F01  C02  C24  119.05  3.000
 A2W  C03  C02  C24  122.03  3.000
 A2W  H9   C03  C04  120.83  3.000
 A2W  H9   C03  C02  120.55  3.000
 A2W  C04  C03  C02  118.62  3.000
 A2W  H10  C04  C05  119.79  3.000
 A2W  H10  C04  C03  119.12  3.000
 A2W  C05  C04  C03  121.09  3.000
 A2W  C23  C05  C06  121.45  3.000
 A2W  C23  C05  C04  118.53  3.000
 A2W  C06  C05  C04  120.01  3.000
 A2W  N07  C06  C16  110.58  3.000
 A2W  N07  C06  C05  119.94  3.000
 A2W  C16  C06  C05  129.46  3.000
 A2W  N08  C09  C14  119.96  3.000
 A2W  C14  C09  C10  120.41  3.000
 A2W  N08  C09  C10  119.62  3.000
 A2W  H11  C11  C12  120.20  3.000
 A2W  H11  C11  C10  119.19  3.000
 A2W  C12  C11  C10  120.61  3.000
 A2W  H12  C12  C11  120.26  3.000
 A2W  H12  C12  C13  120.25  3.000
 A2W  C11  C12  C13  119.48  3.000
 A2W  H13  C14  C09  120.85  3.000
 A2W  H13  C14  C13  119.61  3.000
 A2W  C09  C14  C13  119.53  3.000
 A2W  C06  C16  C17  129.96  3.000
 A2W  C06  C16  C15  104.28  3.000
 A2W  C17  C16  C15  125.63  3.000
 A2W  H14  C19  N18  122.47  3.000
 A2W  H14  C19  C20  132.09  3.000
 A2W  N18  C19  C20  105.44  3.000
 A2W  H15  C23  C05  120.47  3.000
 A2W  H15  C23  C24  118.35  3.000
 A2W  C05  C23  C24  121.16  3.000
 A2W  N08  N07  C06  106.13  3.000
 A2W  N07  N08  C09  120.37  3.000
 A2W  C09  N08  C15  127.70  3.000
 A2W  N07  N08  C15  111.92  3.000
 A2W  C19  N18  C22  107.04  3.000
 A2W  C19  N18  C17  126.52  3.000
 A2W  C22  N18  C17  126.44  3.000
 A2W  C22  N21  C20  105.22  3.000
 A2W  H5   C17  H4   106.33  3.000
 A2W  H5   C17  N18  109.46  3.000
 A2W  H4   C17  N18  107.30  3.000
 A2W  H5   C17  C16  109.41  3.000
 A2W  H4   C17  C16  112.12  3.000
 A2W  N18  C17  C16  112.04  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
 A2W  CONST_03  C13  C14  C09  C10    0.00   0.0  0
 A2W  CONST_04  C13  C12  C11  C10    0.00   0.0  0
 A2W  CONST_05  N08  C09  C14  C13  180.00   0.0  0
 A2W  CONST_06  C05  C06  C16  C15  180.00   0.0  0
 A2W  CONST_07  N07  C06  C16  C15    0.00   0.0  0
 A2W  CONST_08  C06  N07  N08  C15    0.00   0.0  0
 A2W  CONST_10  N18  C22  N21  C20    0.00   0.0  0
 A2W  CONST_11  C22  N18  C19  C20    0.00   0.0  0
 A2W  CONST_12  C19  C20  N21  C22    0.00   0.0  0
 A2W  CONST_13  C04  C03  C02  C24    0.00   0.0  0
 A2W  CONST_14  C04  C05  C23  C24    0.00   0.0  0
 A2W  CONST_15  C06  C05  C23  C24  180.00   0.0  0
 A2W  CONST_16  C05  C04  C03  C02    0.00   0.0  0
 A2W  CONST_17  C05  C23  C24  C02    0.00   0.0  0
 A2W  CONST_18  C06  C05  C04  C03  180.00   0.0  0
 A2W  CONST_19  C23  C05  C04  C03    0.00   0.0  0
 A2W  CONST_20  C23  C24  C02  C03    0.00   0.0  0
 A2W  CONST_23  N08  N07  C06  C05  180.00   0.0  0
 A2W  CONST_24  N08  C15  C16  C06    0.00   0.0  0
 A2W  CONST_25  C09  N08  N07  C06  180.00   0.0  0
 A2W  CONST_26  C16  C15  N08  C09  180.00   0.0  0
 A2W  CONST_27  C12  C13  C14  C09    0.00   0.0  0
 A2W  CONST_28  C12  C11  C10  C09    0.00   0.0  0
 A2W  CONST_29  N08  C09  C10  C11  180.00   0.0  0
 A2W  CONST_30  C14  C09  C10  C11    0.00   0.0  0
 A2W  CONST_31  C14  C13  C12  C11    0.00   0.0  0
 A2W  CONST_34  N08  N07  C06  C16    0.00   0.0  0
 A2W  CONST_35  N07  N08  C15  C16    0.00   0.0  0
 A2W  CONST_36  N21  C22  N18  C19    0.00   0.0  0
 A2W  CONST_38  N21  C20  C19  N18    0.00   0.0  0
 A2W  CONST_39  C05  C06  C16  C17    0.00   0.0  0
 A2W  CONST_40  N07  C06  C16  C17  180.00   0.0  0
 A2W  CONST_41  N08  C15  C16  C17  180.00   0.0  0
 A2W  CONST_42  N21  C22  N18  C17  180.00   0.0  0
 A2W  CONST_43  C20  C19  N18  C17  180.00   0.0  0
 A2W  CONST_44  F01  C02  C03  C04  180.00   0.0  0
 A2W  CONST_45  F01  C02  C24  C23  180.00   0.0  0
 A2W  CONST_46  H13  C14  C09  C10  180.00   0.0  0
 A2W  CONST_47  H12  C12  C11  C10  180.00   0.0  0
 A2W  CONST_48  H11  C11  C12  C13  180.00   0.0  0
 A2W  CONST_49  H7   C22  N21  C20  180.00   0.0  0
 A2W  CONST_50  H14  C19  N18  C22  180.00   0.0  0
 A2W  CONST_51  H6   C20  N21  C22  180.00   0.0  0
 A2W  CONST_52  H9   C03  C02  C24  180.00   0.0  0
 A2W  CONST_53  H10  C04  C03  C02  180.00   0.0  0
 A2W  CONST_54  H15  C23  C24  C02  180.00   0.0  0
 A2W  CONST_55  H8   C24  C02  C03  180.00   0.0  0
 A2W  CONST_56  H3   C15  C16  C06  180.00   0.0  0
 A2W  CONST_57  H2   C13  C14  C09  180.00   0.0  0
 A2W  CONST_58  H1   C10  C11  C12  180.00   0.0  0
 A2W  Var_01    N18  C17  C16  C15  122.10  30.0  2
 A2W  Var_02    C16  C17  N18  C22  129.63  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
 A2W  plan-1  C20  0.020
 A2W  plan-1  C22  0.020
 A2W  plan-1  C19  0.020
 A2W  plan-1  N18  0.020
 A2W  plan-1  N21  0.020
 A2W  plan-1  H7   0.020
 A2W  plan-1  H14  0.020
 A2W  plan-1  C17  0.020
 A2W  plan-1  H6   0.020
 A2W  plan-2  C15  0.020
 A2W  plan-2  C05  0.020
 A2W  plan-2  C06  0.020
 A2W  plan-2  C09  0.020
 A2W  plan-2  C16  0.020
 A2W  plan-2  N07  0.020
 A2W  plan-2  N08  0.020
 A2W  plan-2  H3   0.020
 A2W  plan-2  C17  0.020
 A2W  plan-3  C24  0.020
 A2W  plan-3  C02  0.020
 A2W  plan-3  C03  0.020
 A2W  plan-3  C04  0.020
 A2W  plan-3  C05  0.020
 A2W  plan-3  C06  0.020
 A2W  plan-3  C23  0.020
 A2W  plan-3  H8   0.020
 A2W  plan-3  H9   0.020
 A2W  plan-3  H10  0.020
 A2W  plan-3  H15  0.020
 A2W  plan-3  F01  0.020
 A2W  plan-4  C10  0.020
 A2W  plan-4  C13  0.020
 A2W  plan-4  C09  0.020
 A2W  plan-4  C11  0.020
 A2W  plan-4  C12  0.020
 A2W  plan-4  C14  0.020
 A2W  plan-4  N08  0.020
 A2W  plan-4  H1   0.020
 A2W  plan-4  H2   0.020
 A2W  plan-4  H11  0.020
 A2W  plan-4  H12  0.020
 A2W  plan-4  H13  0.020

