# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 12:01:05 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: N-[(4-fluorophenyl)methyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(CNC(=O)c2cnn3CCCCc23)cc1
#
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
 LHM  LHM  N-[(4-fluorophenyl)methyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-3-carboxamide  ligand  36  20  .  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_LHM
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
 LHM  N1   N  NH1   0  -0.659  -0.5810  -0.5587   0.3792
 LHM  N3   N  NR5   0  -0.348   3.6374   1.0714   0.0105
 LHM  C4   C  CR6   0   0.050  -2.9910  -0.7399   0.2079
 LHM  C5   C  CH2   0  -0.314  -1.7042  -1.4663   0.4886
 LHM  C6   C  C     0   0.499   0.6844  -0.9853   0.1904
 LHM  C7   C  CR5   0  -0.360   1.7112   0.0602   0.1346
 LHM  C8   C  CR15  0  -0.067   1.5781   1.4622   0.1961
 LHM  C10  C  CH2   0  -0.476   5.8840   0.1481   0.1561
 LHM  C13  C  CR5   0   0.523   3.0805  -0.1480   0.0040
 LHM  C15  C  CR16  0  -0.397  -5.1105   0.1527   0.9640
 LHM  C1   C  CR6   0   0.515  -5.3478   0.6087  -0.3165
 LHM  C11  C  CH2   0  -0.462   5.3268  -1.0620  -0.5803
 LHM  C12  C  CH2   0  -0.505   3.9122  -1.3816  -0.1052
 LHM  C14  C  CR16  0  -0.283  -3.9220  -0.5215   1.2161
 LHM  C2   C  CR16  0  -0.396  -4.4440   0.4151  -1.3456
 LHM  C3   C  CR16  0  -0.265  -3.2659  -0.2617  -1.0723
 LHM  C9   C  CH2   0  -0.275   5.0484   1.3800  -0.1412
 LHM  F1   F  F     0  -0.316  -6.4921   1.2630  -0.5737
 LHM  N2   N  N     0  -0.279   2.7451   2.0595   0.1184
 LHM  O1   O  O     0  -0.500   0.9566  -2.1752   0.0637
 LHM  H1   H  HNH1  0   0.401  -0.7519   0.4086   0.5985
 LHM  H2   H  HCH2  0   0.260  -1.5692  -2.2762  -0.2293
 LHM  H3   H  HCH2  0   0.253  -1.7455  -1.9248   1.4819
 LHM  H4   H  HCR5  0   0.262   0.6815   2.0578   0.2923
 LHM  H5   H  HCH2  0   0.242   5.8960  -0.0427   1.2327
 LHM  H6   H  HCH2  0   0.259   6.9127   0.3481  -0.1447
 LHM  H7   H  HCR6  0   0.281  -5.8327   0.3209   1.7518
 LHM  H8   H  HCH2  0   0.236   5.3219  -0.8644  -1.6561
 LHM  H9   H  HCH2  0   0.254   5.9662  -1.9314  -0.4248
 LHM  H10  H  HCH2  0   0.259   3.9472  -1.8644   0.8762
 LHM  H11  H  HCH2  0   0.269   3.4252  -2.0906  -0.7722
 LHM  H12  H  HCR6  0   0.266  -3.7225  -0.8795   2.2186
 LHM  H13  H  HCR6  0   0.281  -4.6579   0.7826  -2.3407
 LHM  H14  H  HCR6  0   0.266  -2.5529  -0.4215  -1.8720
 LHM  H15  H  HCH2  0   0.258   5.2238   1.7249  -1.1628
 LHM  H16  H  HCH2  0   0.271   5.2884   2.1999   0.5342

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
 LHM  N2   N3   aromatic  1.336  0.020  1.336
 LHM  N2   C8   aromatic  1.313  0.020  1.313
 LHM  C10  C9   single    1.518  0.020  1.518
 LHM  C10  C11  single    1.522  0.020  1.522
 LHM  C9   N3   single    1.452  0.020  1.452
 LHM  N3   C13  aromatic  1.341  0.020  1.341
 LHM  C8   C7   aromatic  1.410  0.020  1.410
 LHM  C13  C7   aromatic  1.391  0.020  1.391
 LHM  C13  C12  single    1.492  0.020  1.492
 LHM  C7   C6   single    1.467  0.020  1.467
 LHM  C11  C12  single    1.526  0.020  1.526
 LHM  C6   N1   single    1.349  0.020  1.349
 LHM  C6   O1   double    1.227  0.020  1.227
 LHM  N1   C5   single    1.448  0.020  1.448
 LHM  C5   C4   single    1.504  0.020  1.504
 LHM  C4   C3   aromatic  1.394  0.020  1.394
 LHM  C4   C14  aromatic  1.390  0.020  1.390
 LHM  C3   C2   aromatic  1.386  0.020  1.386
 LHM  C14  C15  aromatic  1.390  0.020  1.390
 LHM  C2   C1   aromatic  1.383  0.020  1.383
 LHM  C15  C1   aromatic  1.380  0.020  1.380
 LHM  C1   F1   single    1.343  0.020  1.343
 LHM  N1   H1   single    0.860  0.020  1.020
 LHM  C5   H2   single    0.970  0.020  1.090
 LHM  C5   H3   single    0.970  0.020  1.090
 LHM  C8   H4   single    0.930  0.020  1.080
 LHM  C10  H5   single    0.970  0.020  1.090
 LHM  C10  H6   single    0.970  0.020  1.090
 LHM  C15  H7   single    0.930  0.020  1.080
 LHM  C11  H8   single    0.970  0.020  1.090
 LHM  C11  H9   single    0.970  0.020  1.090
 LHM  C12  H10  single    0.970  0.020  1.090
 LHM  C12  H11  single    0.970  0.020  1.090
 LHM  C14  H12  single    0.930  0.020  1.080
 LHM  C2   H13  single    0.930  0.020  1.080
 LHM  C3   H14  single    0.930  0.020  1.080
 LHM  C9   H15  single    0.970  0.020  1.090
 LHM  C9   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
 LHM  H1   N1   C6   119.59  3.000
 LHM  H1   N1   C5   117.01  3.000
 LHM  C6   N1   C5   122.69  3.000
 LHM  N2   N3   C9   120.02  3.000
 LHM  C9   N3   C13  126.61  3.000
 LHM  N2   N3   C13  113.31  3.000
 LHM  C3   C4   C14  118.70  3.000
 LHM  C14  C4   C5   120.91  3.000
 LHM  C3   C4   C5   120.39  3.000
 LHM  H3   C5   H2   106.91  3.000
 LHM  H3   C5   C4   109.84  3.000
 LHM  H2   C5   C4   109.98  3.000
 LHM  H3   C5   N1   111.11  3.000
 LHM  H2   C5   N1   108.64  3.000
 LHM  C4   C5   N1   110.29  3.000
 LHM  O1   C6   C7   122.14  3.000
 LHM  O1   C6   N1   121.96  3.000
 LHM  C7   C6   N1   115.90  3.000
 LHM  C13  C7   C8   104.24  3.000
 LHM  C13  C7   C6   125.88  3.000
 LHM  C8   C7   C6   129.89  3.000
 LHM  H4   C8   N2   119.46  3.000
 LHM  H4   C8   C7   129.08  3.000
 LHM  N2   C8   C7   111.46  3.000
 LHM  H6   C10  H5   107.05  3.000
 LHM  H6   C10  C9   108.45  3.000
 LHM  H5   C10  C9   109.91  3.000
 LHM  H6   C10  C11  110.96  3.000
 LHM  H5   C10  C11  109.98  3.000
 LHM  C9   C10  C11  110.42  3.000
 LHM  C12  C13  C7   132.79  3.000
 LHM  C12  C13  N3   121.40  3.000
 LHM  C7   C13  N3   105.80  3.000
 LHM  H7   C15  C14  120.95  3.000
 LHM  H7   C15  C1   120.64  3.000
 LHM  C14  C15  C1   118.41  3.000
 LHM  F1   C1   C2   118.84  3.000
 LHM  F1   C1   C15  119.03  3.000
 LHM  C2   C1   C15  122.13  3.000
 LHM  H9   C11  H8   106.68  3.000
 LHM  H9   C11  C12  109.40  3.000
 LHM  H8   C11  C12  109.87  3.000
 LHM  H9   C11  C10  110.50  3.000
 LHM  H8   C11  C10  109.50  3.000
 LHM  C12  C11  C10  110.80  3.000
 LHM  H11  C12  H10  106.06  3.000
 LHM  H11  C12  C11  111.12  3.000
 LHM  H10  C12  C11  110.00  3.000
 LHM  H11  C12  C13  109.51  3.000
 LHM  H10  C12  C13  108.48  3.000
 LHM  C11  C12  C13  111.49  3.000
 LHM  H12  C14  C15  119.07  3.000
 LHM  H12  C14  C4   119.75  3.000
 LHM  C15  C14  C4   121.18  3.000
 LHM  H13  C2   C3   121.01  3.000
 LHM  H13  C2   C1   120.50  3.000
 LHM  C3   C2   C1   118.49  3.000
 LHM  H14  C3   C2   119.07  3.000
 LHM  H14  C3   C4   119.84  3.000
 LHM  C2   C3   C4   121.09  3.000
 LHM  H16  C9   H15  107.87  3.000
 LHM  H16  C9   C10  111.60  3.000
 LHM  H15  C9   C10  110.55  3.000
 LHM  H16  C9   N3   108.02  3.000
 LHM  H15  C9   N3   108.71  3.000
 LHM  C10  C9   N3   110.00  3.000
 LHM  C8   N2   N3   105.19  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
 LHM  CONST_01  C7   C8   N2   N3      0.00   0.0  0
 LHM  CONST_02  C8   C7   C13  N3      0.00   0.0  0
 LHM  CONST_03  C1   C2   C3   C4      0.00   0.0  0
 LHM  CONST_04  C1   C15  C14  C4      0.00   0.0  0
 LHM  CONST_05  N2   N3   C13  C7      0.00   0.0  0
 LHM  CONST_06  C13  N3   N2   C8      0.00   0.0  0
 LHM  CONST_07  N2   C8   C7   C13     0.00   0.0  0
 LHM  CONST_08  C3   C4   C14  C15     0.00   0.0  0
 LHM  CONST_09  C3   C2   C1   C15     0.00   0.0  0
 LHM  CONST_10  C2   C3   C4   C14     0.00   0.0  0
 LHM  CONST_11  C2   C1   C15  C14     0.00   0.0  0
 LHM  CONST_12  C6   C7   C13  N3    180.00   0.0  0
 LHM  CONST_13  C2   C3   C4   C5    180.00   0.0  0
 LHM  CONST_14  C15  C14  C4   C5    180.00   0.0  0
 LHM  CONST_15  N2   C8   C7   C6    180.00   0.0  0
 LHM  CONST_16  C12  C13  C7   C6      0.00   0.0  0
 LHM  CONST_17  F1   C1   C15  C14   180.00   0.0  0
 LHM  CONST_18  F1   C1   C2   C3    180.00   0.0  0
 LHM  CONST_19  H4   C8   N2   N3    180.00   0.0  0
 LHM  CONST_20  H13  C2   C3   C4    180.00   0.0  0
 LHM  CONST_21  H7   C15  C14  C4    180.00   0.0  0
 LHM  CONST_22  H14  C3   C2   C1    180.00   0.0  0
 LHM  CONST_23  H12  C14  C15  C1    180.00   0.0  0
 LHM  CONST_24  C7   C6   N1   C5    180.00   0.0  0
 LHM  CONST_25  H1   N1   C6   C7      0.00   0.0  0
 LHM  CONST_26  O1   C6   N1   C5      0.00   0.0  0
 LHM  Var_01    C11  C10  C9   N3     47.65  30.0  1
 LHM  Var_02    C11  C12  C13  N3    -15.62  30.0  1
 LHM  Var_03    N2   N3   C9   C10   163.75  30.0  1
 LHM  Var_04    C13  C12  C11  C10    44.65  30.0  1
 LHM  Var_05    C9   C10  C11  C12   -62.60  30.0  1
 LHM  Var_06    C8   C7   C6   N1     -2.79  30.0  2
 LHM  Var_07    C3   C4   C5   N1     67.72  30.0  2
 LHM  Var_08    C6   N1   C5   C4   -160.06  30.0  1

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
 LHM  plan-1  C4   0.020
 LHM  plan-1  C5   0.020
 LHM  plan-1  C15  0.020
 LHM  plan-1  C1   0.020
 LHM  plan-1  C14  0.020
 LHM  plan-1  C2   0.020
 LHM  plan-1  C3   0.020
 LHM  plan-1  F1   0.020
 LHM  plan-1  H7   0.020
 LHM  plan-1  H12  0.020
 LHM  plan-1  H13  0.020
 LHM  plan-1  H14  0.020
 LHM  plan-2  N3   0.020
 LHM  plan-2  C6   0.020
 LHM  plan-2  C7   0.020
 LHM  plan-2  C8   0.020
 LHM  plan-2  C13  0.020
 LHM  plan-2  C12  0.020
 LHM  plan-2  C9   0.020
 LHM  plan-2  N2   0.020
 LHM  plan-2  H4   0.020
 LHM  plan-3  N1   0.020
 LHM  plan-3  C5   0.020
 LHM  plan-3  C6   0.020
 LHM  plan-3  C7   0.020
 LHM  plan-3  O1   0.020
 LHM  plan-3  H1   0.020

