# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 14 16:26:07 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: 1-(difluoromethyl)-N-[(4-fluorophenyl)methyl]-1H-pyrazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)n1ccc(n1)C(=O)NCc2ccc(F)cc2
#
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
 LEJ  LEJ  1-(difluoromethyl)-N-[(4-fluorophenyl)methyl]-1H-pyrazole-3-carboxamide  ligand  29  19  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LEJ
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
 LEJ  N1   N  NR5   0  -0.347  -3.3788   0.3617  -0.1910
 LEJ  N3   N  NH1   0  -0.633   0.3210  -1.2098  -0.7315
 LEJ  C4   C  CR5   0   0.191  -1.8021  -0.9245   0.3200
 LEJ  C5   C  C     0   0.539  -0.4806  -1.5970   0.2700
 LEJ  C6   C  CH2   0  -0.389   1.6492  -1.7374  -0.9517
 LEJ  C7   C  CR6   0   0.116   2.7372  -0.8344  -0.4256
 LEJ  C8   C  CR16  0  -0.277   2.8550  -0.5839   0.9409
 LEJ  C10  C  CR6   0   0.515   4.7270   0.8299   0.5360
 LEJ  C1   C  CH1   0   0.652  -4.0713   1.3360  -0.9635
 LEJ  C11  C  CR16  0  -0.398   4.6460   0.6026  -0.8221
 LEJ  C12  C  CR16  0  -0.291   3.6410  -0.2337  -1.2936
 LEJ  C2   C  CR15  0   0.068  -3.8291  -0.3112   0.8993
 LEJ  C3   C  CR15  0  -0.508  -2.8232  -1.1599   1.2637
 LEJ  C9   C  CR16  0  -0.396   3.8473   0.2494   1.4320
 LEJ  F1   F  F     0  -0.319  -5.1431   0.7727  -1.5588
 LEJ  F2   F  F     0  -0.319  -4.5492   2.2964  -0.1487
 LEJ  F3   F  F     0  -0.316   5.6899   1.6405   1.0058
 LEJ  N2   N  N     0  -0.288  -2.1555  -0.0034  -0.5514
 LEJ  O1   O  O     0  -0.488  -0.1924  -2.4439   1.1042
 LEJ  H1   H  HNH1  0   0.410  -0.0007  -0.4761  -1.3441
 LEJ  H2   H  HCH2  0   0.270   1.7115  -2.7192  -0.4836
 LEJ  H3   H  HCH2  0   0.276   1.7818  -1.8878  -2.0235
 LEJ  H4   H  HCR6  0   0.264   2.1685  -1.0496   1.6369
 LEJ  H5   H  HCH1  0   0.242  -3.4007   1.7576  -1.7083
 LEJ  H6   H  HCR6  0   0.280   5.3478   1.0684  -1.5014
 LEJ  H7   H  HCR6  0   0.265   3.5678  -0.4175  -2.3587
 LEJ  H8   H  HCR5  0   0.321  -4.8050  -0.1403   1.3231
 LEJ  H9   H  HCR5  0   0.282  -2.8173  -1.8504   2.0894
 LEJ  H10  H  HCR6  0   0.279   3.9382   0.4414   2.4931

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
 LEJ  F1   C1   single    1.349  0.020  1.349
 LEJ  C1   F2   single    1.347  0.020  1.347
 LEJ  C1   N1   single    1.423  0.020  1.423
 LEJ  N1   C2   aromatic  1.358  0.020  1.358
 LEJ  N1   N2   aromatic  1.326  0.020  1.326
 LEJ  C2   C3   aromatic  1.366  0.020  1.366
 LEJ  N2   C4   aromatic  1.316  0.020  1.316
 LEJ  C3   C4   aromatic  1.410  0.020  1.410
 LEJ  C4   C5   single    1.484  0.020  1.484
 LEJ  C5   N3   single    1.340  0.020  1.340
 LEJ  C5   O1   double    1.223  0.020  1.223
 LEJ  N3   C6   single    1.446  0.020  1.446
 LEJ  C6   C7   single    1.509  0.020  1.509
 LEJ  C7   C8   aromatic  1.394  0.020  1.394
 LEJ  C7   C12  aromatic  1.390  0.020  1.390
 LEJ  C8   C9   aromatic  1.386  0.020  1.386
 LEJ  C12  C11  aromatic  1.390  0.020  1.390
 LEJ  C9   C10  aromatic  1.383  0.020  1.383
 LEJ  C11  C10  aromatic  1.379  0.020  1.379
 LEJ  C10  F3   single    1.344  0.020  1.344
 LEJ  N3   H1   single    0.860  0.020  1.020
 LEJ  C6   H2   single    0.970  0.020  1.090
 LEJ  C6   H3   single    0.970  0.020  1.090
 LEJ  C8   H4   single    0.930  0.020  1.080
 LEJ  C1   H5   single    0.970  0.020  1.090
 LEJ  C11  H6   single    0.930  0.020  1.080
 LEJ  C12  H7   single    0.930  0.020  1.080
 LEJ  C2   H8   single    0.930  0.020  1.080
 LEJ  C3   H9   single    0.930  0.020  1.080
 LEJ  C9   H10  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
 LEJ  N2   N1   C2   112.80  3.000
 LEJ  N2   N1   C1   119.32  3.000
 LEJ  C2   N1   C1   127.85  3.000
 LEJ  H1   N3   C6   117.77  3.000
 LEJ  H1   N3   C5   118.26  3.000
 LEJ  C6   N3   C5   123.91  3.000
 LEJ  N2   C4   C3   111.43  3.000
 LEJ  C3   C4   C5   126.29  3.000
 LEJ  N2   C4   C5   122.28  3.000
 LEJ  O1   C5   C4   120.05  3.000
 LEJ  O1   C5   N3   124.67  3.000
 LEJ  C4   C5   N3   115.28  3.000
 LEJ  H3   C6   H2   106.93  3.000
 LEJ  H3   C6   C7   109.74  3.000
 LEJ  H2   C6   C7   110.39  3.000
 LEJ  H3   C6   N3   108.16  3.000
 LEJ  H2   C6   N3   108.41  3.000
 LEJ  C7   C6   N3   113.01  3.000
 LEJ  C12  C7   C8   118.66  3.000
 LEJ  C12  C7   C6   120.66  3.000
 LEJ  C8   C7   C6   120.68  3.000
 LEJ  H4   C8   C9   119.00  3.000
 LEJ  H4   C8   C7   119.94  3.000
 LEJ  C9   C8   C7   121.05  3.000
 LEJ  F3   C10  C9   118.85  3.000
 LEJ  F3   C10  C11  119.06  3.000
 LEJ  C9   C10  C11  122.09  3.000
 LEJ  H5   C1   F2   110.90  3.000
 LEJ  H5   C1   F1   110.46  3.000
 LEJ  F2   C1   F1   106.42  3.000
 LEJ  H5   C1   N1   109.71  3.000
 LEJ  F2   C1   N1   109.42  3.000
 LEJ  F1   C1   N1   109.88  3.000
 LEJ  H6   C11  C12  121.00  3.000
 LEJ  H6   C11  C10  120.60  3.000
 LEJ  C12  C11  C10  118.40  3.000
 LEJ  H7   C12  C11  118.98  3.000
 LEJ  H7   C12  C7   119.79  3.000
 LEJ  C11  C12  C7   121.23  3.000
 LEJ  H8   C2   C3   131.35  3.000
 LEJ  H8   C2   N1   122.52  3.000
 LEJ  C3   C2   N1   106.14  3.000
 LEJ  H9   C3   C2   127.40  3.000
 LEJ  H9   C3   C4   128.06  3.000
 LEJ  C2   C3   C4   104.54  3.000
 LEJ  H10  C9   C10  120.48  3.000
 LEJ  H10  C9   C8   120.95  3.000
 LEJ  C10  C9   C8   118.57  3.000
 LEJ  C4   N2   N1   105.09  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
 LEJ  CONST_01  C4   C3   C2   N1     0.00   0.0  0
 LEJ  CONST_02  C3   C4   N2   N1     0.00   0.0  0
 LEJ  CONST_03  C2   N1   N2   C4     0.00   0.0  0
 LEJ  CONST_04  C10  C9   C8   C7     0.00   0.0  0
 LEJ  CONST_05  C10  C11  C12  C7     0.00   0.0  0
 LEJ  CONST_06  C11  C12  C7   C8     0.00   0.0  0
 LEJ  CONST_07  C11  C10  C9   C8     0.00   0.0  0
 LEJ  CONST_08  C9   C8   C7   C12    0.00   0.0  0
 LEJ  CONST_09  C9   C10  C11  C12    0.00   0.0  0
 LEJ  CONST_10  N2   C4   C3   C2     0.00   0.0  0
 LEJ  CONST_11  N2   N1   C2   C3     0.00   0.0  0
 LEJ  CONST_12  C5   C4   N2   N1   180.00   0.0  0
 LEJ  CONST_13  C1   N1   N2   C4   180.00   0.0  0
 LEJ  CONST_14  C2   C3   C4   C5   180.00   0.0  0
 LEJ  CONST_15  C9   C8   C7   C6   180.00   0.0  0
 LEJ  CONST_16  C11  C12  C7   C6   180.00   0.0  0
 LEJ  CONST_17  F3   C10  C9   C8   180.00   0.0  0
 LEJ  CONST_18  C3   C2   N1   C1   180.00   0.0  0
 LEJ  CONST_19  F3   C10  C11  C12  180.00   0.0  0
 LEJ  CONST_20  H9   C3   C2   N1   180.00   0.0  0
 LEJ  CONST_21  H8   C2   C3   C4   180.00   0.0  0
 LEJ  CONST_22  H10  C9   C8   C7   180.00   0.0  0
 LEJ  CONST_23  H6   C11  C12  C7   180.00   0.0  0
 LEJ  CONST_24  H7   C12  C7   C8   180.00   0.0  0
 LEJ  CONST_25  H4   C8   C9   C10  180.00   0.0  0
 LEJ  CONST_26  C6   N3   C5   C4   180.00   0.0  0
 LEJ  CONST_27  H1   N3   C5   C4     0.00   0.0  0
 LEJ  CONST_28  O1   C5   N3   C6     0.00   0.0  0
 LEJ  Var_01    N2   C4   C5   N3    -0.62  30.0  2
 LEJ  Var_02    C8   C7   C6   N3    64.83  30.0  2
 LEJ  Var_03    F1   C1   N1   C2   -64.07  30.0  3
 LEJ  Var_04    C7   C6   N3   C5   -99.47  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
 LEJ  plan-1  N1   0.020
 LEJ  plan-1  C4   0.020
 LEJ  plan-1  C5   0.020
 LEJ  plan-1  C1   0.020
 LEJ  plan-1  C2   0.020
 LEJ  plan-1  C3   0.020
 LEJ  plan-1  N2   0.020
 LEJ  plan-1  H8   0.020
 LEJ  plan-1  H9   0.020
 LEJ  plan-2  C6   0.020
 LEJ  plan-2  C7   0.020
 LEJ  plan-2  C8   0.020
 LEJ  plan-2  C10  0.020
 LEJ  plan-2  C11  0.020
 LEJ  plan-2  C12  0.020
 LEJ  plan-2  C9   0.020
 LEJ  plan-2  F3   0.020
 LEJ  plan-2  H4   0.020
 LEJ  plan-2  H6   0.020
 LEJ  plan-2  H7   0.020
 LEJ  plan-2  H10  0.020
 LEJ  plan-3  N3   0.020
 LEJ  plan-3  C4   0.020
 LEJ  plan-3  C5   0.020
 LEJ  plan-3  C6   0.020
 LEJ  plan-3  O1   0.020
 LEJ  plan-3  H1   0.020

