# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 12:46:33 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: 5-chloro-N-[(4-fluorophenyl)methyl]-1-methyl-1H-pyrazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1ncc(C(=O)NCc2ccc(F)cc2)c1Cl
#
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
 LFP  LFP  5-chloro-N-[(4-fluorophenyl)methyl]-1-methyl-1H-pyrazole-4-carboxamide  ligand  29  18  .  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_LFP
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
 LFP  N1   N   NR5   0  -0.288   3.7727   1.2535   0.3082
 LFP  N3   N   NH1   0  -0.655  -0.2637  -0.4167  -0.9845
 LFP  C4   C   C     0   0.521   0.7668  -0.7201  -0.1703
 LFP  C5   C   CH2   0  -0.351  -1.4459  -1.2297  -1.1229
 LFP  C6   C   CR6   0   0.099  -2.6642  -0.6401  -0.4521
 LFP  C7   C   CR16  0  -0.279  -2.5789  -0.0139   0.7884
 LFP  C8   C   CR16  0  -0.395  -3.7081   0.4958   1.4124
 LFP  C10  C   CR16  0  -0.398  -5.0550  -0.2460  -0.4504
 LFP  C1   C   CH3   0  -0.527   5.0928   1.5701   0.8068
 LFP  C11  C   CR16  0  -0.290  -3.9112  -0.7449  -1.0594
 LFP  C12  C   CR5   0   0.369   3.0501   0.1526   0.5473
 LFP  C2   C   CR15  0  -0.059   1.9923   1.5064  -0.8001
 LFP  C3   C   CR5   0  -0.255   1.8635   0.2604  -0.1554
 LFP  C9   C   CR6   0   0.512  -4.9298   0.3685   0.7792
 LFP  F1   F   F     0  -0.317  -6.0266   0.8642   1.3769
 LFP  N2   N   N     0  -0.263   3.1353   2.0877  -0.5157
 LFP  O1   O   O     0  -0.483   0.8067  -1.7320   0.5154
 LFP  CL1  CL  CL    0  -0.060   3.6388  -1.0733   1.5552
 LFP  H1   H   HNH1  0   0.407  -0.2393   0.4360  -1.5192
 LFP  H2   H   HCH2  0   0.269  -1.6505  -1.3769  -2.1848
 LFP  H3   H   HCH2  0   0.271  -1.2325  -2.2145  -0.7074
 LFP  H4   H   HCR6  0   0.261  -1.6229   0.0883   1.2860
 LFP  H5   H   HCR6  0   0.279  -3.6367   0.9859   2.3748
 LFP  H6   H   HCR6  0   0.279  -6.0215  -0.3298  -0.9299
 LFP  H7   H   HCH3  0   0.270   5.8403   0.9137   0.3651
 LFP  H8   H   HCH3  0   0.280   5.3098   2.5970   0.5335
 LFP  H9   H   HCH3  0   0.268   5.1254   1.4750   1.8895
 LFP  H10  H   HCR6  0   0.263  -3.9994  -1.2220  -2.0280
 LFP  H11  H   HCR5  0   0.273   1.2925   2.0034  -1.4554

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
 LFP  C1   N1   single    1.446  0.020  1.446
 LFP  N2   N1   aromatic  1.334  0.020  1.334
 LFP  N2   C2   aromatic  1.314  0.020  1.314
 LFP  N1   C12  aromatic  1.338  0.020  1.338
 LFP  C2   C3   aromatic  1.409  0.020  1.409
 LFP  C12  C3   aromatic  1.383  0.020  1.383
 LFP  C12  CL1  single    1.693  0.020  1.693
 LFP  C3   C4   single    1.471  0.020  1.471
 LFP  C4   N3   single    1.348  0.020  1.348
 LFP  C4   O1   double    1.223  0.020  1.223
 LFP  N3   C5   single    1.441  0.020  1.441
 LFP  C5   C6   single    1.510  0.020  1.510
 LFP  C6   C11  aromatic  1.391  0.020  1.391
 LFP  C6   C7   aromatic  1.392  0.020  1.392
 LFP  C11  C10  aromatic  1.389  0.020  1.389
 LFP  C7   C8   aromatic  1.387  0.020  1.387
 LFP  C10  C9   aromatic  1.380  0.020  1.380
 LFP  C8   C9   aromatic  1.382  0.020  1.382
 LFP  C9   F1   single    1.344  0.020  1.344
 LFP  N3   H1   single    0.860  0.020  1.020
 LFP  C5   H2   single    0.970  0.020  1.090
 LFP  C5   H3   single    0.970  0.020  1.090
 LFP  C7   H4   single    0.930  0.020  1.080
 LFP  C8   H5   single    0.930  0.020  1.080
 LFP  C10  H6   single    0.930  0.020  1.080
 LFP  C1   H7   single    0.970  0.020  1.090
 LFP  C1   H8   single    0.970  0.020  1.090
 LFP  C1   H9   single    0.970  0.020  1.090
 LFP  C11  H10  single    0.930  0.020  1.080
 LFP  C2   H11  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
 LFP  N2   N1   C12  111.51  3.000
 LFP  C12  N1   C1   127.68  3.000
 LFP  N2   N1   C1   120.80  3.000
 LFP  H1   N3   C5   116.53  3.000
 LFP  H1   N3   C4   119.53  3.000
 LFP  C5   N3   C4   123.92  3.000
 LFP  O1   C4   C3   121.43  3.000
 LFP  O1   C4   N3   123.35  3.000
 LFP  C3   C4   N3   115.22  3.000
 LFP  H3   C5   H2   106.60  3.000
 LFP  H3   C5   C6   109.96  3.000
 LFP  H2   C5   C6   109.48  3.000
 LFP  H3   C5   N3   108.20  3.000
 LFP  H2   C5   N3   108.86  3.000
 LFP  C6   C5   N3   113.49  3.000
 LFP  C11  C6   C7   118.54  3.000
 LFP  C7   C6   C5   121.46  3.000
 LFP  C11  C6   C5   119.98  3.000
 LFP  H4   C7   C8   118.51  3.000
 LFP  H4   C7   C6   120.41  3.000
 LFP  C8   C7   C6   121.08  3.000
 LFP  H5   C8   C9   120.49  3.000
 LFP  H5   C8   C7   120.84  3.000
 LFP  C9   C8   C7   118.66  3.000
 LFP  H6   C10  C9   120.68  3.000
 LFP  H6   C10  C11  120.90  3.000
 LFP  C9   C10  C11  118.42  3.000
 LFP  H9   C1   H8   109.12  3.000
 LFP  H9   C1   H7   109.31  3.000
 LFP  H8   C1   H7   109.35  3.000
 LFP  H9   C1   N1   110.58  3.000
 LFP  H8   C1   N1   107.64  3.000
 LFP  H7   C1   N1   110.79  3.000
 LFP  H10  C11  C10  118.90  3.000
 LFP  H10  C11  C6   119.77  3.000
 LFP  C10  C11  C6   121.33  3.000
 LFP  CL1  C12  C3   131.09  3.000
 LFP  CL1  C12  N1   120.96  3.000
 LFP  C3   C12  N1   107.96  3.000
 LFP  H11  C2   N2   119.45  3.000
 LFP  H11  C2   C3   128.72  3.000
 LFP  N2   C2   C3   111.83  3.000
 LFP  C2   C3   C12  102.88  3.000
 LFP  C12  C3   C4   126.35  3.000
 LFP  C2   C3   C4   130.76  3.000
 LFP  F1   C9   C10  119.10  3.000
 LFP  F1   C9   C8   118.93  3.000
 LFP  C10  C9   C8   121.97  3.000
 LFP  C2   N2   N1   105.83  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
 LFP  CONST_01  C3   C2   N2   N1     0.00   0.0  0
 LFP  CONST_02  C2   C3   C12  N1     0.00   0.0  0
 LFP  CONST_03  C9   C10  C11  C6     0.00   0.0  0
 LFP  CONST_04  C9   C8   C7   C6     0.00   0.0  0
 LFP  CONST_05  C10  C11  C6   C7     0.00   0.0  0
 LFP  CONST_06  C10  C9   C8   C7     0.00   0.0  0
 LFP  CONST_07  C11  C6   C7   C8     0.00   0.0  0
 LFP  CONST_08  C11  C10  C9   C8     0.00   0.0  0
 LFP  CONST_09  C2   N2   N1   C12    0.00   0.0  0
 LFP  CONST_10  N2   C2   C3   C12    0.00   0.0  0
 LFP  CONST_11  N2   N1   C12  C3     0.00   0.0  0
 LFP  CONST_12  C4   C3   C12  N1   180.00   0.0  0
 LFP  CONST_13  N2   C2   C3   C4   180.00   0.0  0
 LFP  CONST_14  C10  C11  C6   C5   180.00   0.0  0
 LFP  CONST_15  C8   C7   C6   C5   180.00   0.0  0
 LFP  CONST_16  F1   C9   C8   C7   180.00   0.0  0
 LFP  CONST_17  C2   N2   N1   C1   180.00   0.0  0
 LFP  CONST_18  C3   C12  N1   C1   180.00   0.0  0
 LFP  CONST_19  F1   C9   C10  C11  180.00   0.0  0
 LFP  CONST_20  CL1  C12  C3   C2   180.00   0.0  0
 LFP  CONST_21  CL1  C12  N1   N2   180.00   0.0  0
 LFP  CONST_22  H11  C2   N2   N1   180.00   0.0  0
 LFP  CONST_23  H6   C10  C11  C6   180.00   0.0  0
 LFP  CONST_24  H5   C8   C7   C6   180.00   0.0  0
 LFP  CONST_25  H10  C11  C6   C7   180.00   0.0  0
 LFP  CONST_26  H4   C7   C6   C11  180.00   0.0  0
 LFP  CONST_27  C3   C4   N3   C5   180.00   0.0  0
 LFP  CONST_28  H1   N3   C4   C3     0.00   0.0  0
 LFP  CONST_29  O1   C4   N3   C5     0.00   0.0  0
 LFP  Var_01    C2   C3   C4   N3     3.72  30.0  2
 LFP  Var_02    C11  C6   C5   N3   141.36  30.0  2
 LFP  Var_03    H7   C1   N1   C12   68.62  30.0  2
 LFP  Var_04    C6   C5   N3   C4   106.31  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
 LFP  plan-1  N1   0.020
 LFP  plan-1  C4   0.020
 LFP  plan-1  C1   0.020
 LFP  plan-1  C12  0.020
 LFP  plan-1  C2   0.020
 LFP  plan-1  C3   0.020
 LFP  plan-1  N2   0.020
 LFP  plan-1  CL1  0.020
 LFP  plan-1  H11  0.020
 LFP  plan-2  C5   0.020
 LFP  plan-2  C6   0.020
 LFP  plan-2  C7   0.020
 LFP  plan-2  C8   0.020
 LFP  plan-2  C10  0.020
 LFP  plan-2  C11  0.020
 LFP  plan-2  C9   0.020
 LFP  plan-2  F1   0.020
 LFP  plan-2  H4   0.020
 LFP  plan-2  H5   0.020
 LFP  plan-2  H6   0.020
 LFP  plan-2  H10  0.020
 LFP  plan-3  N3   0.020
 LFP  plan-3  C4   0.020
 LFP  plan-3  C5   0.020
 LFP  plan-3  C3   0.020
 LFP  plan-3  O1   0.020
 LFP  plan-3  H1   0.020

