# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 14 19:30:53 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: N-[(4-fluorophenyl)methyl]-3-(propan-2-yl)-1H-pyrazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1cc([nH]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
 LF4  LF4  N-[(4-fluorophenyl)methyl]-3-(propan-2-yl)-1H-pyrazole-5-carboxamide  ligand  35  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 OK
;

data_comp_LF4
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
 LF4  N1   N  NR15  0  -0.497  -1.7666   0.8827   0.4373
 LF4  N3   N  NH1   0  -0.648   0.4446  -0.7597  -0.4246
 LF4  C4   C  CR5   0   0.293  -3.8442   0.5573   0.2315
 LF4  C5   C  CR15  0  -0.504  -3.2135  -0.6649  -0.0673
 LF4  C6   C  CR5   0   0.286  -1.8683  -0.4132   0.0746
 LF4  C7   C  C     0   0.534  -0.7336  -1.3382  -0.1311
 LF4  C8   C  CH2   0  -0.332   1.6562  -1.5224  -0.6581
 LF4  C10  C  CR16  0  -0.264   3.1425  -0.3441   0.9892
 LF4  C13  C  CR16  0  -0.397   4.8335   0.5350  -1.0326
 LF4  C1   C  CH3   0  -0.647  -5.8805   0.7110  -1.1963
 LF4  C11  C  CR16  0  -0.396   4.2487   0.4252   1.3113
 LF4  C12  C  CR6   0   0.517   5.0770   0.8505   0.2880
 LF4  C14  C  CR16  0  -0.282   3.7180  -0.2367  -1.3337
 LF4  C2   C  CH1   0  -0.341  -5.3085   0.8682   0.2127
 LF4  C3   C  CH3   0  -0.647  -6.0688  -0.0051   1.2101
 LF4  C9   C  CR6   0   0.062   2.8661  -0.6889  -0.3327
 LF4  N2   N  N     0  -0.271  -2.9452   1.4769   0.5456
 LF4  O1   O  O     0  -0.479  -0.8929  -2.5445  -0.0269
 LF4  H1   H  HNR5  0   0.418  -0.9359   1.3913   0.6973
 LF4  H2   H  HNH1  0   0.405   0.4578   0.2057  -0.7149
 LF4  H3   H  HCR5  0   0.269  -3.6670  -1.5949  -0.3682
 LF4  H4   H  HCH2  0   0.270   1.6288  -2.4090  -0.0250
 LF4  H5   H  HCH2  0   0.262   1.7031  -1.8687  -1.6944
 LF4  H6   H  HCR6  0   0.265   2.4887  -0.6847   1.7830
 LF4  H7   H  HCR6  0   0.281   5.4982   0.8803  -1.8135
 LF4  H8   H  HCH3  0   0.232  -6.9373   0.9815  -1.2148
 LF4  H9   H  HCH3  0   0.233  -5.3589   1.3462  -1.9130
 LF4  H10  H  HCH3  0   0.220  -5.7969  -0.3215  -1.5417
 LF4  H11  H  HCR6  0   0.282   4.4667   0.6849   2.3389
 LF4  H12  H  HCR6  0   0.266   3.5181  -0.4912  -2.3674
 LF4  H13  H  HCH1  0   0.244  -5.4194   1.9139   0.5140
 LF4  H14  H  HCH3  0   0.220  -5.9680  -1.0642   0.9646
 LF4  H15  H  HCH3  0   0.233  -5.7039   0.1392   2.2275
 LF4  H16  H  HCH3  0   0.231  -7.1326   0.2363   1.1980
 LF4  F1   F  F     0  -0.315   6.1549   1.5911   0.5919

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
 LF4  C1   C2   single    1.529  0.020  1.529
 LF4  C2   C3   single    1.528  0.020  1.528
 LF4  C2   C4   single    1.497  0.020  1.497
 LF4  C4   N2   aromatic  1.324  0.020  1.324
 LF4  C4   C5   aromatic  1.407  0.020  1.407
 LF4  N2   N1   aromatic  1.324  0.020  1.324
 LF4  C5   C6   aromatic  1.376  0.020  1.376
 LF4  N1   C6   aromatic  1.349  0.020  1.349
 LF4  C6   C7   single    1.478  0.020  1.478
 LF4  C7   N3   single    1.345  0.020  1.345
 LF4  C7   O1   double    1.221  0.020  1.221
 LF4  N3   C8   single    1.451  0.020  1.451
 LF4  C8   C9   single    1.505  0.020  1.505
 LF4  C9   C10  aromatic  1.394  0.020  1.394
 LF4  C9   C14  aromatic  1.390  0.020  1.390
 LF4  C10  C11  aromatic  1.385  0.020  1.385
 LF4  C14  C13  aromatic  1.389  0.020  1.389
 LF4  C11  C12  aromatic  1.384  0.020  1.384
 LF4  C13  C12  aromatic  1.379  0.020  1.379
 LF4  C12  F1   single    1.343  0.020  1.343
 LF4  N1   H1   single    0.860  0.020  1.020
 LF4  N3   H2   single    0.860  0.020  1.020
 LF4  C5   H3   single    0.930  0.020  1.080
 LF4  C8   H4   single    0.970  0.020  1.090
 LF4  C8   H5   single    0.970  0.020  1.090
 LF4  C10  H6   single    0.930  0.020  1.080
 LF4  C13  H7   single    0.930  0.020  1.080
 LF4  C1   H8   single    0.970  0.020  1.090
 LF4  C1   H9   single    0.970  0.020  1.090
 LF4  C1   H10  single    0.970  0.020  1.090
 LF4  C11  H11  single    0.930  0.020  1.080
 LF4  C14  H12  single    0.930  0.020  1.080
 LF4  C2   H13  single    0.970  0.020  1.090
 LF4  C3   H14  single    0.970  0.020  1.090
 LF4  C3   H15  single    0.970  0.020  1.090
 LF4  C3   H16  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
 LF4  H1   N1   N2   119.06  3.000
 LF4  H1   N1   C6   128.02  3.000
 LF4  N2   N1   C6   112.70  3.000
 LF4  H2   N3   C8   116.50  3.000
 LF4  H2   N3   C7   119.08  3.000
 LF4  C8   N3   C7   122.73  3.000
 LF4  N2   C4   C2   121.53  3.000
 LF4  N2   C4   C5   110.44  3.000
 LF4  C2   C4   C5   128.02  3.000
 LF4  H3   C5   C6   126.74  3.000
 LF4  H3   C5   C4   128.33  3.000
 LF4  C6   C5   C4   104.91  3.000
 LF4  C7   C6   C5   128.43  3.000
 LF4  C7   C6   N1   125.48  3.000
 LF4  C5   C6   N1   106.09  3.000
 LF4  O1   C7   C6   120.40  3.000
 LF4  O1   C7   N3   123.90  3.000
 LF4  C6   C7   N3   115.70  3.000
 LF4  H5   C8   H4   107.09  3.000
 LF4  H5   C8   C9   110.23  3.000
 LF4  H4   C8   C9   110.20  3.000
 LF4  H5   C8   N3   110.78  3.000
 LF4  H4   C8   N3   108.25  3.000
 LF4  C9   C8   N3   110.21  3.000
 LF4  H6   C10  C9   119.83  3.000
 LF4  H6   C10  C11  119.09  3.000
 LF4  C9   C10  C11  121.08  3.000
 LF4  H7   C13  C14  120.94  3.000
 LF4  H7   C13  C12  120.63  3.000
 LF4  C14  C13  C12  118.43  3.000
 LF4  H10  C1   H9   107.83  3.000
 LF4  H10  C1   H8   107.65  3.000
 LF4  H9   C1   H8   107.93  3.000
 LF4  H10  C1   C2   111.11  3.000
 LF4  H9   C1   C2   111.52  3.000
 LF4  H8   C1   C2   110.64  3.000
 LF4  H11  C11  C12  120.53  3.000
 LF4  H11  C11  C10  120.99  3.000
 LF4  C12  C11  C10  118.48  3.000
 LF4  F1   C12  C11  118.87  3.000
 LF4  F1   C12  C13  118.98  3.000
 LF4  C11  C12  C13  122.15  3.000
 LF4  H12  C14  C9   119.85  3.000
 LF4  H12  C14  C13  119.04  3.000
 LF4  C9   C14  C13  121.11  3.000
 LF4  H13  C2   C3   108.43  3.000
 LF4  H13  C2   C1   108.31  3.000
 LF4  C3   C2   C1   110.89  3.000
 LF4  H13  C2   C4   107.11  3.000
 LF4  C3   C2   C4   111.09  3.000
 LF4  C1   C2   C4   110.87  3.000
 LF4  H16  C3   H15  107.90  3.000
 LF4  H16  C3   H14  107.59  3.000
 LF4  H15  C3   H14  107.89  3.000
 LF4  H16  C3   C2   110.57  3.000
 LF4  H15  C3   C2   111.52  3.000
 LF4  H14  C3   C2   111.20  3.000
 LF4  C14  C9   C10  118.75  3.000
 LF4  C14  C9   C8   121.14  3.000
 LF4  C10  C9   C8   120.10  3.000
 LF4  C4   N2   N1   105.86  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
 LF4  CONST_01  C5   C4   N2   N1      0.00   0.0  0
 LF4  CONST_02  C4   C5   C6   N1      0.00   0.0  0
 LF4  CONST_03  C6   N1   N2   C4      0.00   0.0  0
 LF4  CONST_04  N2   N1   C6   C5      0.00   0.0  0
 LF4  CONST_05  N2   C4   C5   C6      0.00   0.0  0
 LF4  CONST_06  C13  C14  C9   C10     0.00   0.0  0
 LF4  CONST_07  C13  C12  C11  C10     0.00   0.0  0
 LF4  CONST_08  C14  C9   C10  C11     0.00   0.0  0
 LF4  CONST_09  C14  C13  C12  C11     0.00   0.0  0
 LF4  CONST_10  C9   C10  C11  C12     0.00   0.0  0
 LF4  CONST_11  C9   C14  C13  C12     0.00   0.0  0
 LF4  CONST_12  C2   C4   N2   N1    180.00   0.0  0
 LF4  CONST_13  C7   C6   C5   C4    180.00   0.0  0
 LF4  CONST_14  C2   C4   C5   C6    180.00   0.0  0
 LF4  CONST_15  N2   N1   C6   C7    180.00   0.0  0
 LF4  CONST_16  C11  C10  C9   C8    180.00   0.0  0
 LF4  CONST_17  C13  C14  C9   C8    180.00   0.0  0
 LF4  CONST_18  F1   C12  C11  C10   180.00   0.0  0
 LF4  CONST_19  F1   C12  C13  C14   180.00   0.0  0
 LF4  CONST_20  H3   C5   C6   N1    180.00   0.0  0
 LF4  CONST_21  H1   N1   N2   C4    180.00   0.0  0
 LF4  CONST_22  H12  C14  C9   C10   180.00   0.0  0
 LF4  CONST_23  H11  C11  C12  C13   180.00   0.0  0
 LF4  CONST_24  H7   C13  C12  C11   180.00   0.0  0
 LF4  CONST_25  H6   C10  C11  C12   180.00   0.0  0
 LF4  CONST_26  C8   N3   C7   C6    180.00   0.0  0
 LF4  CONST_28  O1   C7   N3   C8      0.00   0.0  0
 LF4  Var_01    N3   C7   C6   N1    -23.67  30.0  2
 LF4  Var_02    C10  C9   C8   N3     69.04  30.0  2
 LF4  Var_03    C1   C2   C4   C5    -62.78  30.0  3
 LF4  Var_04    C9   C8   N3   C7   -153.84  30.0  3
 LF4  Var_05    H8   C1   C2   C4   -177.46  30.0  3
 LF4  Var_06    H14  C3   C2   C4    -61.20  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
 LF4  plan-1  N1   0.020
 LF4  plan-1  C4   0.020
 LF4  plan-1  C5   0.020
 LF4  plan-1  C6   0.020
 LF4  plan-1  C7   0.020
 LF4  plan-1  C2   0.020
 LF4  plan-1  N2   0.020
 LF4  plan-1  H1   0.020
 LF4  plan-1  H3   0.020
 LF4  plan-2  C8   0.020
 LF4  plan-2  C10  0.020
 LF4  plan-2  C13  0.020
 LF4  plan-2  C11  0.020
 LF4  plan-2  C12  0.020
 LF4  plan-2  C14  0.020
 LF4  plan-2  C9   0.020
 LF4  plan-2  H6   0.020
 LF4  plan-2  H7   0.020
 LF4  plan-2  H11  0.020
 LF4  plan-2  H12  0.020
 LF4  plan-2  F1   0.020
 LF4  plan-3  N3   0.020
 LF4  plan-3  C6   0.020
 LF4  plan-3  C7   0.020
 LF4  plan-3  C8   0.020
 LF4  plan-3  O1   0.020
 LF4  plan-3  H2   0.020

