# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 02:47:04 2022
#   Inital geometry file: a 97 line input string
#   Ligand name: (2R)-2-(3-fluorophenyl)-N-(isoquinolin-4-yl)propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](C(=O)Nc1cncc2ccccc12)c3cccc(F)c3
#
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
 87H  87H  "(2R)-2-(3-fluorophenyl)-N-(isoquinolin-4-yl)propanamide"
  ligand  37  22  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_87H
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
 87H  C2   C  CH1   0  -0.485  -20.2179  -1.4126  14.1780
 87H  C4   C  CR16  0  -0.454  -18.8725  -1.7235  16.2628
 87H  C5   C  CR6   0   0.541  -18.5535  -1.3814  17.5626
 87H  C7   C  CR16  0  -0.423  -19.2239  -0.3914  18.2528
 87H  C8   C  CR6   0   0.195  -17.9364  -0.3391  11.3757
 87H  C10  C  CR66  0  -0.018  -17.6753   1.0627   9.4290
 87H  C11  C  CR16  0  -0.093  -16.2837   0.9945   9.6695
 87H  C14  C  CR16  0  -0.303  -19.9309   0.3862  10.0494
 87H  C16  C  CR16  0  -0.253  -19.5582   1.8152   8.1312
 87H  C17  C  CR16  0  -0.296  -18.2081   1.7934   8.3443
 87H  C1   C  CR6   0   0.174  -19.9054  -1.0532  15.6118
 87H  C13  C  CR16  0  -0.114  -16.5733  -0.3249  11.4985
 87H  C15  C  CR16  0  -0.239  -20.4204   1.0982   8.9876
 87H  C19  C  CR16  0  -0.223  -20.2530   0.2715  17.5984
 87H  C20  C  CR16  0  -0.319  -20.5915  -0.0503  16.2918
 87H  C21  C  CH3   0  -0.654  -21.7078  -1.3691  13.8338
 87H  C3   C  C     0   0.554  -19.4690  -0.4619  13.2504
 87H  C9   C  CR66  0   0.215  -18.5410   0.3614  10.3009
 87H  F22  F  F     0  -0.317  -17.5537  -2.0371  18.1764
 87H  N12  N  N     0  -0.402  -15.7479   0.3256  10.6528
 87H  N6   N  NH1   0  -0.743  -18.7153  -1.0664  12.3006
 87H  O18  O  O     0  -0.450  -19.5702   0.7465  13.3385
 87H  H1   H  HCH1  0   0.280  -19.8659  -2.4333  14.0080
 87H  H2   H  HCR6  0   0.274  -18.3214  -2.5101  15.7605
 87H  H3   H  HCR6  0   0.277  -18.9540  -0.1468  19.2717
 87H  H4   H  HCR6  0   0.271  -15.6096   1.5242   9.0021
 87H  H5   H  HCR6  0   0.262  -20.6069  -0.1688  10.6855
 87H  H6   H  HCR6  0   0.266  -19.9715   2.3737   7.3021
 87H  H7   H  HCR6  0   0.264  -17.5341   2.3308   7.6883
 87H  H8   H  HCR6  0   0.274  -16.1027  -0.8615  12.3152
 87H  H9   H  HCR6  0   0.267  -21.4858   1.1121   8.7979
 87H  H10  H  HCR6  0   0.265  -20.7954   1.0509  18.1172
 87H  H11  H  HCR6  0   0.255  -21.3994   0.4849  15.8121
 87H  H12  H  HCH3  0   0.250  -22.2690  -2.0230  14.5002
 87H  H13  H  HCH3  0   0.239  -22.1174  -0.3638  13.9153
 87H  H14  H  HCH3  0   0.250  -21.8695  -1.7122  12.8115
 87H  H15  H  HNH1  0   0.415  -18.5909  -2.0668  12.3397

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
 87H  C16  C17  aromatic  1.367  0.020  1.367
 87H  C16  C15  aromatic  1.411  0.020  1.411
 87H  C17  C10  aromatic  1.412  0.020  1.412
 87H  C15  C14  aromatic  1.369  0.020  1.369
 87H  C10  C11  aromatic  1.414  0.020  1.414
 87H  C10  C9   aromatic  1.415  0.020  1.415
 87H  C11  N12  aromatic  1.304  0.020  1.304
 87H  C14  C9   aromatic  1.413  0.020  1.413
 87H  N12  C13  aromatic  1.349  0.020  1.349
 87H  C9   C8   aromatic  1.418  0.020  1.418
 87H  C13  C8   aromatic  1.369  0.020  1.369
 87H  C8   N6   single    1.411  0.020  1.411
 87H  N6   C3   single    1.355  0.020  1.355
 87H  C3   O18  double    1.216  0.020  1.216
 87H  C3   C2   single    1.525  0.020  1.525
 87H  C21  C2   single    1.530  0.020  1.530
 87H  C2   C1   single    1.511  0.020  1.511
 87H  C1   C20  aromatic  1.392  0.020  1.392
 87H  C1   C4   aromatic  1.393  0.020  1.393
 87H  C20  C19  aromatic  1.388  0.020  1.388
 87H  C4   C5   aromatic  1.381  0.020  1.381
 87H  C19  C7   aromatic  1.388  0.020  1.388
 87H  C5   C7   aromatic  1.381  0.020  1.381
 87H  C5   F22  single    1.344  0.020  1.344
 87H  C2   H1   single    0.970  0.020  1.090
 87H  C4   H2   single    0.930  0.020  1.080
 87H  C7   H3   single    0.930  0.020  1.080
 87H  C11  H4   single    0.930  0.020  1.080
 87H  C14  H5   single    0.930  0.020  1.080
 87H  C16  H6   single    0.930  0.020  1.080
 87H  C17  H7   single    0.930  0.020  1.080
 87H  C13  H8   single    0.930  0.020  1.080
 87H  C15  H9   single    0.930  0.020  1.080
 87H  C19  H10  single    0.930  0.020  1.080
 87H  C20  H11  single    0.930  0.020  1.080
 87H  C21  H12  single    0.970  0.020  1.090
 87H  C21  H13  single    0.970  0.020  1.090
 87H  C21  H14  single    0.970  0.020  1.090
 87H  N6   H15  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
 87H  H1   C2   C3   109.23  3.000
 87H  H1   C2   C21  107.77  3.000
 87H  C3   C2   C21  108.89  3.000
 87H  H1   C2   C1   107.65  3.000
 87H  C21  C2   C1   114.09  3.000
 87H  C3   C2   C1   109.11  3.000
 87H  H2   C4   C1   120.65  3.000
 87H  H2   C4   C5   119.89  3.000
 87H  C1   C4   C5   119.46  3.000
 87H  F22  C5   C7   118.87  3.000
 87H  F22  C5   C4   118.73  3.000
 87H  C7   C5   C4   122.40  3.000
 87H  H3   C7   C19  121.39  3.000
 87H  H3   C7   C5   120.78  3.000
 87H  C19  C7   C5   117.83  3.000
 87H  N6   C8   C9   121.06  3.000
 87H  N6   C8   C13  119.75  3.000
 87H  C9   C8   C13  119.18  3.000
 87H  C9   C10  C17  119.93  3.000
 87H  C9   C10  C11  118.26  3.000
 87H  C17  C10  C11  121.80  3.000
 87H  H4   C11  N12  117.27  3.000
 87H  H4   C11  C10  118.86  3.000
 87H  N12  C11  C10  123.87  3.000
 87H  H5   C14  C9   120.09  3.000
 87H  H5   C14  C15  119.97  3.000
 87H  C9   C14  C15  119.94  3.000
 87H  H6   C16  C15  119.61  3.000
 87H  H6   C16  C17  120.33  3.000
 87H  C15  C16  C17  120.06  3.000
 87H  H7   C17  C16  120.81  3.000
 87H  H7   C17  C10  119.15  3.000
 87H  C16  C17  C10  120.04  3.000
 87H  C20  C1   C4   118.93  3.000
 87H  C4   C1   C2   118.85  3.000
 87H  C20  C1   C2   122.20  3.000
 87H  H8   C13  N12  116.43  3.000
 87H  H8   C13  C8   119.64  3.000
 87H  N12  C13  C8   123.93  3.000
 87H  H9   C15  C16  119.25  3.000
 87H  H9   C15  C14  119.65  3.000
 87H  C16  C15  C14  121.10  3.000
 87H  H10  C19  C20  119.75  3.000
 87H  H10  C19  C7   119.32  3.000
 87H  C20  C19  C7   120.93  3.000
 87H  H11  C20  C19  119.03  3.000
 87H  H11  C20  C1   120.53  3.000
 87H  C19  C20  C1   120.44  3.000
 87H  H14  C21  H13  107.76  3.000
 87H  H14  C21  H12  107.95  3.000
 87H  H13  C21  H12  108.34  3.000
 87H  H14  C21  C2   110.27  3.000
 87H  H13  C21  C2   112.08  3.000
 87H  H12  C21  C2   110.30  3.000
 87H  O18  C3   N6   122.72  3.000
 87H  O18  C3   C2   122.32  3.000
 87H  N6   C3   C2   114.93  3.000
 87H  C14  C9   C10  118.92  3.000
 87H  C14  C9   C8   124.27  3.000
 87H  C10  C9   C8   116.81  3.000
 87H  C13  N12  C11  117.94  3.000
 87H  H15  N6   C3   118.94  3.000
 87H  H15  N6   C8   117.93  3.000
 87H  C3   N6   C8   122.45  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
 87H  CONST_01  C19  C20  C1   C4     0.00  0.0  0
 87H  CONST_02  C19  C7   C5   C4     0.00  0.0  0
 87H  CONST_03  C20  C1   C4   C5     0.00  0.0  0
 87H  CONST_04  C20  C19  C7   C5     0.00  0.0  0
 87H  CONST_05  C1   C20  C19  C7     0.00  0.0  0
 87H  CONST_06  C1   C4   C5   C7     0.00  0.0  0
 87H  CONST_07  C17  C10  C9   C8   180.00  0.0  0
 87H  CONST_08  C11  C10  C9   C8     0.00  0.0  0
 87H  CONST_09  C15  C14  C9   C8   180.00  0.0  0
 87H  CONST_10  C11  N12  C13  C8     0.00  0.0  0
 87H  CONST_11  C15  C16  C17  C10    0.00  0.0  0
 87H  CONST_12  C13  N12  C11  C10    0.00  0.0  0
 87H  CONST_13  C15  C14  C9   C10    0.00  0.0  0
 87H  CONST_14  C13  C8   C9   C10    0.00  0.0  0
 87H  CONST_15  C16  C17  C10  C11  180.00  0.0  0
 87H  CONST_16  C14  C9   C10  C11  180.00  0.0  0
 87H  CONST_17  C17  C16  C15  C14    0.00  0.0  0
 87H  CONST_18  C17  C10  C9   C14    0.00  0.0  0
 87H  CONST_19  C13  C8   C9   C14  180.00  0.0  0
 87H  CONST_20  C9   C10  C17  C16    0.00  0.0  0
 87H  CONST_21  C9   C14  C15  C16    0.00  0.0  0
 87H  CONST_22  N12  C11  C10  C17  180.00  0.0  0
 87H  CONST_23  N12  C11  C10  C9     0.00  0.0  0
 87H  CONST_24  N12  C13  C8   C9     0.00  0.0  0
 87H  CONST_25  C19  C20  C1   C2   180.00  0.0  0
 87H  CONST_26  C5   C4   C1   C2   180.00  0.0  0
 87H  CONST_27  N6   C8   C9   C10  180.00  0.0  0
 87H  CONST_28  N6   C8   C9   C14    0.00  0.0  0
 87H  CONST_29  F22  C5   C4   C1   180.00  0.0  0
 87H  CONST_30  F22  C5   C7   C19  180.00  0.0  0
 87H  CONST_31  N6   C8   C13  N12  180.00  0.0  0
 87H  CONST_32  H11  C20  C1   C4   180.00  0.0  0
 87H  CONST_33  H3   C7   C5   C4   180.00  0.0  0
 87H  CONST_34  H10  C19  C7   C5   180.00  0.0  0
 87H  CONST_35  H11  C20  C19  C7   180.00  0.0  0
 87H  CONST_36  H2   C4   C5   C7   180.00  0.0  0
 87H  CONST_37  H5   C14  C9   C8     0.00  0.0  0
 87H  CONST_38  H6   C16  C17  C10  180.00  0.0  0
 87H  CONST_39  H5   C14  C9   C10  180.00  0.0  0
 87H  CONST_40  H7   C17  C10  C11    0.00  0.0  0
 87H  CONST_41  H8   C13  N12  C11  180.00  0.0  0
 87H  CONST_42  H6   C16  C15  C14  180.00  0.0  0
 87H  CONST_43  H5   C14  C15  C16  180.00  0.0  0
 87H  CONST_44  H9   C15  C16  C17  180.00  0.0  0
 87H  CONST_45  H4   C11  C10  C17    0.00  0.0  0
 87H  CONST_46  H10  C19  C20  C1   180.00  0.0  0
 87H  CONST_47  H4   C11  N12  C13  180.00  0.0  0
 87H  CONST_48  H7   C17  C16  C15  180.00  0.0  0
 87H  CONST_49  H2   C4   C1   C20  180.00  0.0  0
 87H  CONST_50  H3   C7   C19  C20  180.00  0.0  0
 87H  CONST_51  H7   C17  C10  C9   180.00  0.0  0
 87H  CONST_52  H4   C11  C10  C9   180.00  0.0  0
 87H  CONST_53  H9   C15  C14  C9   180.00  0.0  0
 87H  CONST_54  H8   C13  C8   C9   180.00  0.0  0
 87H  CONST_59  C8   N6   C3   C2   180.00  0.0  0
 87H  CONST_60  O18  C3   N6   C8     0.00  0.0  0
 87H  CONST_61  H15  N6   C3   C2     0.00  0.0  0
 87H  CONST_62  H15  N6   C3   O18  180.00  0.0  0

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
 87H  chir_01  C2  C3  C21  C1  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
 87H  plan-1  C2   0.020
 87H  plan-1  C4   0.020
 87H  plan-1  C5   0.020
 87H  plan-1  C7   0.020
 87H  plan-1  C1   0.020
 87H  plan-1  C19  0.020
 87H  plan-1  C20  0.020
 87H  plan-1  F22  0.020
 87H  plan-1  H2   0.020
 87H  plan-1  H3   0.020
 87H  plan-1  H10  0.020
 87H  plan-1  H11  0.020
 87H  plan-2  C8   0.020
 87H  plan-2  C10  0.020
 87H  plan-2  C11  0.020
 87H  plan-2  C14  0.020
 87H  plan-2  C16  0.020
 87H  plan-2  C17  0.020
 87H  plan-2  C13  0.020
 87H  plan-2  C15  0.020
 87H  plan-2  C9   0.020
 87H  plan-2  N12  0.020
 87H  plan-2  N6   0.020
 87H  plan-2  H4   0.020
 87H  plan-2  H5   0.020
 87H  plan-2  H6   0.020
 87H  plan-2  H7   0.020
 87H  plan-2  H8   0.020
 87H  plan-2  H9   0.020
 87H  plan-3  C2   0.020
 87H  plan-3  C8   0.020
 87H  plan-3  C3   0.020
 87H  plan-3  N6   0.020
 87H  plan-3  O18  0.020
 87H  plan-3  H15  0.020

