# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 18:20:50 2022
#   Inital geometry file: a 126 line input string
#   Ligand name: ~{N}-[(1~{S})-1-pyridin-2-ylethyl]-8-[4-(trifluoromethyl)phenyl]quinoline-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](NC(=O)c1cnc2c(cccc2c3ccc(cc3)C(F)(F)F)c1)c4ccccn4
#
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
 G9C  G9C  ~{N}-[(1~{S})-1-pyridin-2-ylethyl]-8-[4-(trifluoromethyl)phenyl]quinoline-3-carboxamide  ligand  49  31  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G9C
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
 G9C  C1   C  CR16  0  -0.240  30.8217  -25.7674  -18.0561
 G9C  C2   C  CR16  0  -0.308  32.1938  -25.9923  -18.2712
 G9C  C3   C  CR6   0   0.035  33.1173  -24.9739  -18.2065
 G9C  C4   C  CR66  0   0.172  32.6635  -23.6625  -17.8883
 G9C  C5   C  CR66  0   0.112  31.2795  -23.4391  -17.6807
 G9C  C6   C  CR16  0  -0.312  30.3657  -24.5104  -17.7744
 G9C  C8   C  CR16  0  -0.080  33.1439  -21.4586  -17.4990
 G9C  C9   C  CR6   0  -0.119  31.7850  -21.1220  -17.2838
 G9C  C13  C  CR16  0  -0.268  36.4930  -26.6436  -18.0762
 G9C  C15  C  CR16  0  -0.256  36.5919  -24.8576  -19.6806
 G9C  C16  C  CR16  0  -0.268  35.2767  -24.5336  -19.4045
 G9C  C17  C  CT    0   1.050  38.6403  -26.2249  -19.3155
 G9C  C21  C  C     0   0.543  31.4465  -19.6912  -17.0268
 G9C  C23  C  CH1   0  -0.130  29.8526  -18.1127  -16.0634
 G9C  C24  C  CR6   0   0.263  30.7233  -17.3814  -15.0625
 G9C  C26  C  CR16  0  -0.080  31.4591  -15.3523  -14.3161
 G9C  C27  C  CR16  0  -0.326  32.1589  -15.9203  -13.2634
 G9C  C28  C  CR16  0  -0.150  32.1190  -17.3000  -13.1257
 G9C  C29  C  CR16  0  -0.330  31.3880  -18.0449  -14.0366
 G9C  C30  C  CH3   0  -0.679  28.4120  -18.1689  -15.5665
 G9C  N7   N  N     0  -0.416  33.5645  -22.6590  -17.7768
 G9C  C10  C  CR16  0  -0.234  30.8605  -22.1268  -17.3789
 G9C  C11  C  CR6   0   0.096  34.5435  -25.2613  -18.4653
 G9C  C12  C  CR16  0  -0.287  35.1715  -26.3159  -17.8081
 G9C  C14  C  CR6   0  -0.207  37.2073  -25.9159  -19.0166
 G9C  F18  F  F     0  -0.312  38.8779  -26.2702  -20.6341
 G9C  F19  F  F     0  -0.315  39.4630  -25.2902  -18.8145
 G9C  F20  F  F     0  -0.303  39.0321  -27.3983  -18.8106
 G9C  N22  N  NH1   0  -0.658  30.3182  -19.4550  -16.3363
 G9C  N25  N  N     0  -0.423  30.7586  -16.0602  -15.1944
 G9C  O31  O  O     0  -0.467  32.1723  -18.7972  -17.4357
 G9C  H1   H  HCR6  0   0.268  30.1315  -26.5973  -18.1267
 G9C  H2   H  HCR6  0   0.268  32.5256  -26.9933  -18.5171
 G9C  H3   H  HCR6  0   0.269  29.3109  -24.3224  -17.6167
 G9C  H4   H  HCR6  0   0.269  33.9000  -20.6849  -17.4214
 G9C  H5   H  HCR6  0   0.271  36.9457  -27.4669  -17.5406
 G9C  H6   H  HCR6  0   0.273  37.1289  -24.2803  -20.4226
 G9C  H7   H  HCR6  0   0.260  34.8121  -23.7188  -19.9419
 G9C  H8   H  HCH1  0   0.265  29.8773  -17.5382  -16.9927
 G9C  H9   H  HCR6  0   0.260  31.4657  -14.2772  -14.4599
 G9C  H10  H  HCR6  0   0.267  32.7177  -15.2990  -12.5772
 G9C  H11  H  HCR6  0   0.271  32.6487  -17.7898  -12.3188
 G9C  H12  H  HCR6  0   0.263  31.3396  -19.1226  -13.9532
 G9C  H13  H  HCH3  0   0.252  28.0428  -17.1624  -15.3776
 G9C  H14  H  HCH3  0   0.250  27.7643  -18.6338  -16.3101
 G9C  H15  H  HCH3  0   0.237  28.3387  -18.7363  -14.6372
 G9C  H16  H  HCR6  0   0.278  29.7993  -21.9457  -17.2495
 G9C  H17  H  HCR6  0   0.264  34.6284  -26.8890  -17.0673
 G9C  H18  H  HNH1  0   0.413  29.8176  -20.2224  -15.9171

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
 G9C  F18  C17  single    1.341  0.020  1.341
 G9C  C15  C16  aromatic  1.382  0.020  1.382
 G9C  C15  C14  aromatic  1.393  0.020  1.393
 G9C  C17  C14  single    1.496  0.020  1.496
 G9C  C17  F19  single    1.342  0.020  1.342
 G9C  C17  F20  single    1.336  0.020  1.336
 G9C  C16  C11  aromatic  1.396  0.020  1.396
 G9C  C14  C13  aromatic  1.387  0.020  1.387
 G9C  C11  C3   single    1.478  0.020  1.478
 G9C  C11  C12  aromatic  1.392  0.020  1.392
 G9C  C13  C12  aromatic  1.388  0.020  1.388
 G9C  N7   C8   aromatic  1.302  0.020  1.302
 G9C  N7   C4   aromatic  1.353  0.020  1.353
 G9C  C3   C4   aromatic  1.424  0.020  1.424
 G9C  C3   C2   aromatic  1.376  0.020  1.376
 G9C  C8   C9   aromatic  1.416  0.020  1.416
 G9C  C4   C5   aromatic  1.417  0.020  1.417
 G9C  C2   C1   aromatic  1.407  0.020  1.407
 G9C  C9   C21  single    1.493  0.020  1.493
 G9C  C9   C10  aromatic  1.369  0.020  1.369
 G9C  C5   C10  aromatic  1.410  0.020  1.410
 G9C  C5   C6   aromatic  1.411  0.020  1.411
 G9C  C1   C6   aromatic  1.367  0.020  1.367
 G9C  O31  C21  double    1.222  0.020  1.222
 G9C  C21  N22  single    1.344  0.020  1.344
 G9C  N22  C23  single    1.447  0.020  1.447
 G9C  C30  C23  single    1.525  0.020  1.525
 G9C  C23  C24  single    1.515  0.020  1.515
 G9C  C24  N25  aromatic  1.328  0.020  1.328
 G9C  C24  C29  aromatic  1.391  0.020  1.391
 G9C  N25  C26  aromatic  1.328  0.020  1.328
 G9C  C29  C28  aromatic  1.385  0.020  1.385
 G9C  C26  C27  aromatic  1.386  0.020  1.386
 G9C  C28  C27  aromatic  1.387  0.020  1.387
 G9C  C1   H1   single    0.930  0.020  1.080
 G9C  C2   H2   single    0.930  0.020  1.080
 G9C  C6   H3   single    0.930  0.020  1.080
 G9C  C8   H4   single    0.930  0.020  1.080
 G9C  C13  H5   single    0.930  0.020  1.080
 G9C  C15  H6   single    0.930  0.020  1.080
 G9C  C16  H7   single    0.930  0.020  1.080
 G9C  C23  H8   single    0.970  0.020  1.090
 G9C  C26  H9   single    0.930  0.020  1.080
 G9C  C27  H10  single    0.930  0.020  1.080
 G9C  C28  H11  single    0.930  0.020  1.080
 G9C  C29  H12  single    0.930  0.020  1.080
 G9C  C30  H13  single    0.970  0.020  1.090
 G9C  C30  H14  single    0.970  0.020  1.090
 G9C  C30  H15  single    0.970  0.020  1.090
 G9C  C10  H16  single    0.930  0.020  1.080
 G9C  C12  H17  single    0.930  0.020  1.080
 G9C  N22  H18  single    0.860  0.020  1.020

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
 G9C  H1   C1   C6   120.42  3.000
 G9C  H1   C1   C2   119.32  3.000
 G9C  C6   C1   C2   120.26  3.000
 G9C  H2   C2   C3   119.29  3.000
 G9C  H2   C2   C1   118.76  3.000
 G9C  C3   C2   C1   121.93  3.000
 G9C  C11  C3   C4   121.73  3.000
 G9C  C4   C3   C2   118.57  3.000
 G9C  C11  C3   C2   119.70  3.000
 G9C  N7   C4   C5   121.41  3.000
 G9C  C5   C4   C3   119.29  3.000
 G9C  N7   C4   C3   119.30  3.000
 G9C  C10  C5   C6   121.88  3.000
 G9C  C6   C5   C4   120.20  3.000
 G9C  C10  C5   C4   117.92  3.000
 G9C  H3   C6   C5   119.29  3.000
 G9C  H3   C6   C1   120.97  3.000
 G9C  C5   C6   C1   119.73  3.000
 G9C  H4   C8   N7   116.60  3.000
 G9C  H4   C8   C9   119.24  3.000
 G9C  N7   C8   C9   124.16  3.000
 G9C  C10  C9   C21  124.23  3.000
 G9C  C10  C9   C8   117.58  3.000
 G9C  C21  C9   C8   118.13  3.000
 G9C  H5   C13  C14  121.31  3.000
 G9C  H5   C13  C12  118.86  3.000
 G9C  C14  C13  C12  119.84  3.000
 G9C  H6   C15  C14  120.85  3.000
 G9C  H6   C15  C16  118.93  3.000
 G9C  C14  C15  C16  120.22  3.000
 G9C  H7   C16  C11  120.10  3.000
 G9C  H7   C16  C15  119.10  3.000
 G9C  C11  C16  C15  120.79  3.000
 G9C  F20  C17  F19  106.90  3.000
 G9C  F20  C17  F18  106.86  3.000
 G9C  F19  C17  F18  106.38  3.000
 G9C  F20  C17  C14  112.75  3.000
 G9C  F19  C17  C14  111.64  3.000
 G9C  F18  C17  C14  111.92  3.000
 G9C  O31  C21  N22  122.82  3.000
 G9C  N22  C21  C9   116.58  3.000
 G9C  O31  C21  C9   120.60  3.000
 G9C  H8   C23  N22  108.67  3.000
 G9C  H8   C23  C30  108.53  3.000
 G9C  N22  C23  C30  109.35  3.000
 G9C  H8   C23  C24  107.16  3.000
 G9C  C30  C23  C24  110.21  3.000
 G9C  N22  C23  C24  112.80  3.000
 G9C  N25  C24  C29  122.35  3.000
 G9C  C29  C24  C23  122.12  3.000
 G9C  N25  C24  C23  115.46  3.000
 G9C  H9   C26  N25  116.35  3.000
 G9C  H9   C26  C27  120.25  3.000
 G9C  N25  C26  C27  123.39  3.000
 G9C  H10  C27  C28  121.56  3.000
 G9C  H10  C27  C26  120.50  3.000
 G9C  C28  C27  C26  117.94  3.000
 G9C  H11  C28  C29  120.34  3.000
 G9C  H11  C28  C27  120.67  3.000
 G9C  C29  C28  C27  118.99  3.000
 G9C  H12  C29  C28  120.56  3.000
 G9C  H12  C29  C24  120.71  3.000
 G9C  C28  C29  C24  118.73  3.000
 G9C  H15  C30  H14  108.61  3.000
 G9C  H15  C30  H13  108.07  3.000
 G9C  H14  C30  H13  108.13  3.000
 G9C  H15  C30  C23  111.10  3.000
 G9C  H14  C30  C23  110.78  3.000
 G9C  H13  C30  C23  110.05  3.000
 G9C  C8   N7   C4   119.10  3.000
 G9C  H16  C10  C9   122.02  3.000
 G9C  H16  C10  C5   118.15  3.000
 G9C  C9   C10  C5   119.82  3.000
 G9C  C12  C11  C16  118.39  3.000
 G9C  C12  C11  C3   120.00  3.000
 G9C  C16  C11  C3   121.55  3.000
 G9C  H17  C12  C11  119.84  3.000
 G9C  H17  C12  C13  119.01  3.000
 G9C  C11  C12  C13  121.14  3.000
 G9C  C17  C14  C15  119.01  3.000
 G9C  C17  C14  C13  121.35  3.000
 G9C  C15  C14  C13  119.63  3.000
 G9C  H18  N22  C23  117.93  3.000
 G9C  H18  N22  C21  119.80  3.000
 G9C  C23  N22  C21  122.02  3.000
 G9C  C26  N25  C24  118.60  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
 G9C  CONST_01  C11  C3   C2   C1   180.00   0.0  0
 G9C  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 G9C  CONST_03  C4   C5   C6   C1     0.00   0.0  0
 G9C  CONST_04  C10  C5   C6   C1   180.00   0.0  0
 G9C  CONST_07  N7   C4   C3   C2   180.00   0.0  0
 G9C  CONST_08  C5   C4   C3   C2     0.00   0.0  0
 G9C  CONST_09  C5   C6   C1   C2     0.00   0.0  0
 G9C  CONST_10  C15  C16  C11  C3   180.00   0.0  0
 G9C  CONST_11  C13  C12  C11  C3   180.00   0.0  0
 G9C  CONST_12  C8   N7   C4   C3   180.00   0.0  0
 G9C  CONST_13  C10  C5   C4   C3   180.00   0.0  0
 G9C  CONST_14  C6   C5   C4   C3     0.00   0.0  0
 G9C  CONST_15  C6   C1   C2   C3     0.00   0.0  0
 G9C  CONST_16  C9   C8   N7   C4     0.00   0.0  0
 G9C  CONST_19  C9   C10  C5   C4     0.00   0.0  0
 G9C  CONST_20  C8   N7   C4   C5     0.00   0.0  0
 G9C  CONST_21  C11  C3   C4   C5   180.00   0.0  0
 G9C  CONST_22  C8   C9   C10  C5     0.00   0.0  0
 G9C  CONST_23  N7   C4   C5   C6   180.00   0.0  0
 G9C  CONST_24  C9   C10  C5   C6   180.00   0.0  0
 G9C  CONST_25  C16  C15  C14  C13    0.00   0.0  0
 G9C  CONST_26  C16  C11  C12  C13    0.00   0.0  0
 G9C  CONST_27  C12  C11  C16  C15    0.00   0.0  0
 G9C  CONST_28  C12  C13  C14  C15    0.00   0.0  0
 G9C  CONST_29  C27  C26  N25  C24    0.00   0.0  0
 G9C  CONST_30  C27  C28  C29  C24    0.00   0.0  0
 G9C  CONST_31  C29  C24  N25  C26    0.00   0.0  0
 G9C  CONST_32  C29  C28  C27  C26    0.00   0.0  0
 G9C  CONST_33  N25  C24  C29  C28    0.00   0.0  0
 G9C  CONST_34  N25  C26  C27  C28    0.00   0.0  0
 G9C  CONST_35  C10  C9   C8   N7     0.00   0.0  0
 G9C  CONST_36  C11  C3   C4   N7     0.00   0.0  0
 G9C  CONST_37  C10  C5   C4   N7     0.00   0.0  0
 G9C  CONST_38  C14  C15  C16  C11    0.00   0.0  0
 G9C  CONST_39  C14  C13  C12  C11    0.00   0.0  0
 G9C  CONST_40  C21  C9   C10  C5   180.00   0.0  0
 G9C  CONST_41  C17  C14  C15  C16  180.00   0.0  0
 G9C  CONST_42  C12  C13  C14  C17  180.00   0.0  0
 G9C  CONST_43  N7   C8   C9   C21  180.00   0.0  0
 G9C  CONST_44  C26  N25  C24  C23  180.00   0.0  0
 G9C  CONST_45  C28  C29  C24  C23  180.00   0.0  0
 G9C  CONST_46  H3   C6   C1   C2   180.00   0.0  0
 G9C  CONST_47  H7   C16  C11  C3     0.00   0.0  0
 G9C  CONST_48  H17  C12  C11  C3     0.00   0.0  0
 G9C  CONST_49  H1   C1   C2   C3   180.00   0.0  0
 G9C  CONST_50  H4   C8   N7   C4   180.00   0.0  0
 G9C  CONST_51  H2   C2   C3   C4   180.00   0.0  0
 G9C  CONST_52  H16  C10  C5   C4   180.00   0.0  0
 G9C  CONST_53  H6   C15  C14  C13  180.00   0.0  0
 G9C  CONST_54  H5   C13  C14  C15  180.00   0.0  0
 G9C  CONST_55  H9   C26  N25  C24  180.00   0.0  0
 G9C  CONST_56  H11  C28  C29  C24  180.00   0.0  0
 G9C  CONST_57  H12  C29  C28  C27  180.00   0.0  0
 G9C  CONST_58  H10  C27  C28  C29  180.00   0.0  0
 G9C  CONST_59  C23  N22  C21  C9   180.00   0.0  0
 G9C  CONST_60  H18  N22  C21  C9     0.00   0.0  0
 G9C  CONST_61  O31  C21  N22  C23    0.00   0.0  0
 G9C  Var_01    O31  C21  C9   C8    25.21  30.0  2
 G9C  Var_02    F18  C17  C14  C13  133.58  30.0  3

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
 G9C  chir_01  C23  N22  C30  C24  negativ

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
 G9C  plan-1  C3   0.020
 G9C  plan-1  C13  0.020
 G9C  plan-1  C15  0.020
 G9C  plan-1  C16  0.020
 G9C  plan-1  C17  0.020
 G9C  plan-1  C11  0.020
 G9C  plan-1  C12  0.020
 G9C  plan-1  C14  0.020
 G9C  plan-1  H5   0.020
 G9C  plan-1  H6   0.020
 G9C  plan-1  H7   0.020
 G9C  plan-1  H17  0.020
 G9C  plan-2  C23  0.020
 G9C  plan-2  C24  0.020
 G9C  plan-2  C26  0.020
 G9C  plan-2  C27  0.020
 G9C  plan-2  C28  0.020
 G9C  plan-2  C29  0.020
 G9C  plan-2  N25  0.020
 G9C  plan-2  H9   0.020
 G9C  plan-2  H10  0.020
 G9C  plan-2  H11  0.020
 G9C  plan-2  H12  0.020
 G9C  plan-3  C1   0.020
 G9C  plan-3  C2   0.020
 G9C  plan-3  C3   0.020
 G9C  plan-3  C4   0.020
 G9C  plan-3  C5   0.020
 G9C  plan-3  C6   0.020
 G9C  plan-3  C8   0.020
 G9C  plan-3  C9   0.020
 G9C  plan-3  C21  0.020
 G9C  plan-3  N7   0.020
 G9C  plan-3  C10  0.020
 G9C  plan-3  C11  0.020
 G9C  plan-3  H1   0.020
 G9C  plan-3  H2   0.020
 G9C  plan-3  H3   0.020
 G9C  plan-3  H4   0.020
 G9C  plan-3  H16  0.020
 G9C  plan-4  C9   0.020
 G9C  plan-4  C21  0.020
 G9C  plan-4  C23  0.020
 G9C  plan-4  N22  0.020
 G9C  plan-4  O31  0.020
 G9C  plan-4  H18  0.020

