# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 03:46:06 2022
#   Inital geometry file: a 70 line input string
#   Ligand name: 2-(difluoromethoxy)-1-[(3aR,6aS)-hexahydrocyclopenta[c]pyrrol-2(1H)-yl]ethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)OCC(=O)N1C[C@H]2CCC[C@H]2C1
#
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
 LQP  LQP  "2-(difluoromethoxy)-1-[(3aR,6aS)-hexahydrocyclopenta[c]pyrrol-2(1H)-yl]ethan-1-one"
  ligand  30  15  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LQP
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
 LQP  N1   N  NT    0  -0.461  45.2097  28.5556  111.7074
 LQP  C4   C  CH2   0  -0.260  45.2929  27.1568  111.2977
 LQP  C5   C  CH1   0  -0.286  46.7566  26.8141  111.5127
 LQP  C6   C  CH2   0  -0.439  47.6999  27.1865  110.3672
 LQP  C7   C  CH2   0  -0.448  49.0541  27.3725  111.0561
 LQP  C8   C  CH2   0  -0.441  48.7348  27.9020  112.4734
 LQP  C10  C  CH2   0  -0.281  46.4174  29.0192  112.3831
 LQP  F1   F  F     0  -0.321  41.6636  32.1290  109.9825
 LQP  C1   C  CH1   0   0.645  42.9603  31.8290  110.1818
 LQP  F2   F  F     0  -0.344  43.6613  32.9686  109.9222
 LQP  O1   O  O2    0  -0.459  43.0821  31.4891  111.4818
 LQP  C2   C  CH2   0  -0.315  44.2433  30.7713  111.8353
 LQP  C3   C  C     0   0.509  44.1403  29.3048  111.4225
 LQP  O2   O  O     0  -0.492  43.1433  28.8700  110.8636
 LQP  C9   C  CH1   0  -0.276  47.2180  27.7396  112.6451
 LQP  H1   H  HCH2  0   0.245  44.6394  26.5365  111.9168
 LQP  H2   H  HCH2  0   0.247  44.9769  27.0363  110.2600
 LQP  H3   H  HCH1  0   0.257  46.8818  25.7607  111.7735
 LQP  H4   H  HCH2  0   0.240  47.7246  26.4312  109.5804
 LQP  H5   H  HCH2  0   0.227  47.3742  28.1211  109.8994
 LQP  H6   H  HCH2  0   0.226  49.5635  26.4094  111.1281
 LQP  H7   H  HCH2  0   0.233  49.7159  28.0368  110.4999
 LQP  H8   H  HCH2  0   0.238  49.2741  27.3324  113.2304
 LQP  H9   H  HCH2  0   0.234  49.0384  28.9433  112.5978
 LQP  H10  H  HCH2  0   0.248  46.9764  29.7122  111.7458
 LQP  H11  H  HCH2  0   0.262  46.1827  29.5423  113.3119
 LQP  H12  H  HCH1  0   0.186  43.2788  31.0708  109.4641
 LQP  H13  H  HCH2  0   0.297  44.3284  30.8491  112.9208
 LQP  H14  H  HCH2  0   0.270  45.1479  31.2269  111.4173
 LQP  H15  H  HCH1  0   0.259  46.9525  27.3421  113.6268

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
 LQP  C4   N1   single  1.460  0.020  1.460
 LQP  C4   C5   single  1.519  0.020  1.519
 LQP  F2   C1   single  1.363  0.020  1.363
 LQP  C6   C5   single  1.530  0.020  1.530
 LQP  C6   C7   single  1.531  0.020  1.531
 LQP  C2   C3   single  1.527  0.020  1.527
 LQP  C2   O1   single  1.410  0.020  1.410
 LQP  C3   N1   single  1.336  0.020  1.336
 LQP  C3   O2   double  1.223  0.020  1.223
 LQP  N1   C10  single  1.459  0.020  1.459
 LQP  C5   C9   single  1.534  0.020  1.534
 LQP  C1   O1   single  1.349  0.020  1.349
 LQP  C1   F1   single  1.346  0.020  1.346
 LQP  C7   C8   single  1.546  0.020  1.546
 LQP  C10  C9   single  1.532  0.020  1.532
 LQP  C9   C8   single  1.535  0.020  1.535
 LQP  C4   H1   single  0.970  0.020  1.090
 LQP  C4   H2   single  0.970  0.020  1.090
 LQP  C5   H3   single  0.970  0.020  1.090
 LQP  C6   H4   single  0.970  0.020  1.090
 LQP  C6   H5   single  0.970  0.020  1.090
 LQP  C7   H6   single  0.970  0.020  1.090
 LQP  C7   H7   single  0.970  0.020  1.090
 LQP  C8   H8   single  0.970  0.020  1.090
 LQP  C8   H9   single  0.970  0.020  1.090
 LQP  C10  H10  single  0.970  0.020  1.090
 LQP  C10  H11  single  0.970  0.020  1.090
 LQP  C1   H12  single  0.970  0.020  1.090
 LQP  C2   H13  single  0.970  0.020  1.090
 LQP  C2   H14  single  0.970  0.020  1.090
 LQP  C9   H15  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
 LQP  C3   N1   C10  125.64  3.000
 LQP  C10  N1   C4   112.77  3.000
 LQP  C3   N1   C4   121.53  3.000
 LQP  H2   C4   H1   107.62  3.000
 LQP  H2   C4   C5   112.88  3.000
 LQP  H1   C4   C5   111.59  3.000
 LQP  H2   C4   N1   110.86  3.000
 LQP  H1   C4   N1   110.53  3.000
 LQP  C5   C4   N1   103.38  3.000
 LQP  H3   C5   C9   111.79  3.000
 LQP  H3   C5   C6   110.05  3.000
 LQP  C9   C5   C6   102.74  3.000
 LQP  H3   C5   C4   111.21  3.000
 LQP  C9   C5   C4   104.97  3.000
 LQP  C6   C5   C4   115.68  3.000
 LQP  H5   C6   H4   106.83  3.000
 LQP  H5   C6   C7   110.59  3.000
 LQP  H4   C6   C7   112.87  3.000
 LQP  H5   C6   C5   110.15  3.000
 LQP  H4   C6   C5   112.67  3.000
 LQP  C7   C6   C5   103.77  3.000
 LQP  H7   C7   H6   106.73  3.000
 LQP  H7   C7   C8   112.60  3.000
 LQP  H6   C7   C8   109.75  3.000
 LQP  H7   C7   C6   112.42  3.000
 LQP  H6   C7   C6   109.59  3.000
 LQP  C8   C7   C6   105.75  3.000
 LQP  H9   C8   H8   106.36  3.000
 LQP  H9   C8   C9   111.28  3.000
 LQP  H8   C8   C9   110.85  3.000
 LQP  H9   C8   C7   111.94  3.000
 LQP  H8   C8   C7   110.82  3.000
 LQP  C9   C8   C7   105.68  3.000
 LQP  H11  C10  H10  107.56  3.000
 LQP  H11  C10  C9   111.54  3.000
 LQP  H10  C10  C9   111.18  3.000
 LQP  H11  C10  N1   111.61  3.000
 LQP  H10  C10  N1   110.73  3.000
 LQP  C9   C10  N1   104.26  3.000
 LQP  H12  C1   O1   115.61  3.000
 LQP  H12  C1   F2   107.79  3.000
 LQP  O1   C1   F2   110.35  3.000
 LQP  H12  C1   F1   109.79  3.000
 LQP  O1   C1   F1   106.61  3.000
 LQP  F2   C1   F1   106.32  3.000
 LQP  C2   O1   C1   116.37  3.000
 LQP  H14  C2   H13  106.58  3.000
 LQP  H14  C2   C3   110.60  3.000
 LQP  H13  C2   C3   110.03  3.000
 LQP  H14  C2   O1   111.87  3.000
 LQP  H13  C2   O1   106.09  3.000
 LQP  C3   C2   O1   111.44  3.000
 LQP  O2   C3   C2   121.34  3.000
 LQP  O2   C3   N1   123.40  3.000
 LQP  C2   C3   N1   115.27  3.000
 LQP  H15  C9   C10  109.31  3.000
 LQP  H15  C9   C8   112.29  3.000
 LQP  C10  C9   C8   114.13  3.000
 LQP  H15  C9   C5   111.78  3.000
 LQP  C8   C9   C5   106.17  3.000
 LQP  C10  C9   C5   102.75  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
 LQP  CONST_01  C2   C3   N1  C4    180.00   0.0  0
 LQP  CONST_02  O2   C3   N1  C4      0.00   0.0  0
 LQP  CONST_03  C2   C3   N1  C10     0.00   0.0  0
 LQP  CONST_04  O2   C3   N1  C10   180.00   0.0  0
 LQP  Var_01    C9   C10  N1  C4    -10.93  30.0  1
 LQP  Var_02    C10  N1   C4  C5    -10.83  30.0  1
 LQP  Var_03    C8   C7   C6  C5    -31.76  30.0  1
 LQP  Var_04    C9   C8   C7  C6     10.86  30.0  1
 LQP  Var_05    C3   N1   C4  C5    166.68  30.0  1
 LQP  Var_06    C9   C10  N1  C3    171.69  30.0  1
 LQP  Var_07    H10  C10  N1  C4    108.73  30.0  1
 LQP  Var_08    H11  C10  N1  C4   -131.47  30.0  1
 LQP  Var_09    H6   C7   C6  C5     86.47  30.0  1
 LQP  Var_10    H7   C7   C6  C5   -155.01  30.0  1
 LQP  Var_11    H8   C8   C7  C6    131.00  30.0  1
 LQP  Var_12    H9   C8   C7  C6   -110.44  30.0  1
 LQP  Var_13    H4   C6   C7  C8   -154.04  30.0  1
 LQP  Var_14    H5   C6   C7  C8     86.34  30.0  1
 LQP  Var_15    H1   C4   N1  C10   108.71  30.0  1
 LQP  Var_16    H2   C4   N1  C10  -132.04  30.0  1
 LQP  Var_17    H6   C7   C8  C9   -107.27  30.0  1
 LQP  Var_18    H7   C7   C8  C9    134.00  30.0  1
 LQP  Var_19    H1   C4   N1  C3    -73.78  30.0  1
 LQP  Var_20    H2   C4   N1  C3     45.46  30.0  1
 LQP  Var_21    H10  C10  N1  C3    -68.65  30.0  1
 LQP  Var_22    H11  C10  N1  C3     51.15  30.0  1
 LQP  Var_23    O1   C2   C3  N1    179.21  30.0  2
 LQP  Var_24    H13  C2   C3  N1    -63.39  30.0  2
 LQP  Var_25    H14  C2   C3  N1     54.09  30.0  2
 LQP  Var_26    C2   O1   C1  F1    162.10  30.0  3
 LQP  Var_27    C3   C2   O1  C1    -77.04  30.0  1
 LQP  Var_28    C2   O1   C1  F2    -82.85  30.0  3
 LQP  Var_29    O2   C3   C2  O1     -0.32  30.0  3
 LQP  Var_30    H13  C2   O1  C1    163.20  30.0  1
 LQP  Var_31    H14  C2   O1  C1     47.36  30.0  1
 LQP  Var_32    H12  C1   O1  C2     39.77  30.0  3
 LQP  Var_33    H13  C2   C3  O2    117.08  30.0  2
 LQP  Var_34    H14  C2   C3  O2   -125.44  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 LQP  chir_01  C5  C4  C6   C9  negativ
 LQP  chir_02  C9  C5  C10  C8  positiv

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
 LQP  plan-1  N1   0.020
 LQP  plan-1  C4   0.020
 LQP  plan-1  C10  0.020
 LQP  plan-1  C2   0.020
 LQP  plan-1  C3   0.020
 LQP  plan-1  O2   0.020

