# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 04:04:33 2021
#   Inital geometry file: a 101 line input string
#   Ligand name: ~{N}-(4,4-dimethylcyclohexyl)-4,6-bis(fluoranyl)-1~{H}-indole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)CCC(CC1)NC(=O)c2[nH]c3cc(F)cc(F)c3c2
#
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
 FFU  FFU  ~{N}-(4,4-dimethylcyclohexyl)-4,6-bis(fluoranyl)-1~{H}-indole-2-carboxamide  ligand  42  22  .  2022-03-18  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FFU
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
 FFU  C10  C  CH2   0  -0.446  13.2576  14.5762  30.6354
 FFU  C11  C  CH2   0  -0.409  12.8109  13.1803  30.2122
 FFU  C12  C  CT    0  -0.088  13.4447  12.0506  31.0372
 FFU  C13  C  CH3   0  -0.640  12.7904  10.7241  30.6549
 FFU  C14  C  CH3   0  -0.652  14.9463  11.9473  30.7579
 FFU  C15  C  CH2   0  -0.407  13.1895  12.3311  32.5251
 FFU  C02  C  CR6   0   0.528  16.0172  21.9582  33.9136
 FFU  C03  C  CR16  0  -0.479  15.8169  20.8880  33.0802
 FFU  C04  C  CR56  0   0.386  14.8875  19.9434  33.5235
 FFU  C06  C  CR5   0   0.213  13.5285  18.1838  33.7339
 FFU  C09  C  CH1   0  -0.060  12.9988  14.8085  32.1204
 FFU  C16  C  CH2   0  -0.436  13.6505  13.7157  32.9662
 FFU  C18  C  CR15  0  -0.363  13.3183  18.9458  34.8485
 FFU  C19  C  CR56  0  -0.167  14.1807  20.0708  34.7382
 FFU  C20  C  CR6   0   0.523  14.4468  21.1902  35.5242
 FFU  C22  C  CR16  0  -0.591  15.3557  22.1398  35.1353
 FFU  F21  F  F     0  -0.299  13.7909  21.3324  36.6804
 FFU  N05  N  NR15  0  -0.747  14.4805  18.7863  32.9424
 FFU  N08  N  NH1   0  -0.661  13.4705  16.1279  32.5029
 FFU  H1   H  HCH2  0   0.221  14.3232  14.7153  30.4233
 FFU  H2   H  HCH2  0   0.243  12.7257  15.3291  30.0491
 FFU  H3   H  HCH2  0   0.218  11.7208  13.1151  30.3108
 FFU  H4   H  HCH2  0   0.229  13.0290  13.0327  29.1502
 FFU  H5   H  HCH3  0   0.222  13.2263   9.8935  31.2150
 FFU  H6   H  HCH3  0   0.220  11.7171  10.7369  30.8580
 FFU  H7   H  HCH3  0   0.222  12.9245  10.5116  29.5916
 FFU  H8   H  HCH3  0   0.224  15.3899  11.1418  31.3476
 FFU  H9   H  HCH3  0   0.224  15.1299  11.7259  29.7045
 FFU  H10  H  HCH3  0   0.227  15.4886  12.8619  30.9998
 FFU  H11  H  HCH2  0   0.218  12.1145  12.2388  32.7202
 FFU  H12  H  HCH2  0   0.227  13.6777  11.5658  33.1360
 FFU  H13  H  HCR6  0   0.290  16.3516  20.7864  32.1454
 FFU  H14  H  HCH1  0   0.242  11.9198  14.7888  32.2924
 FFU  H15  H  HCH2  0   0.219  14.7388  13.8014  32.8855
 FFU  H16  H  HCH2  0   0.241  13.4045  13.8720  34.0191
 FFU  H17  H  HCR5  0   0.268  12.6458  18.7123  35.6573
 FFU  H18  H  HCR6  0   0.299  15.5599  23.0072  35.7491
 FFU  H19  H  HNR5  0   0.419  14.7438  18.5049  32.0118
 FFU  H20  H  HNH1  0   0.393  14.4022  16.3643  32.1982
 FFU  C07  C  C     0   0.529  12.8742  16.8918  33.4330
 FFU  F01  F  F     0  -0.315  16.9010  22.9003  33.5522
 FFU  O17  O  O     0  -0.485  11.8482  16.5774  34.0213

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
 FFU  C11  C10  single    1.525  0.020  1.525
 FFU  C11  C12  single    1.536  0.020  1.536
 FFU  C10  C09  single    1.525  0.020  1.525
 FFU  C13  C12  single    1.528  0.020  1.528
 FFU  C14  C12  single    1.531  0.020  1.531
 FFU  C12  C15  single    1.535  0.020  1.535
 FFU  C09  N08  single    1.452  0.020  1.452
 FFU  C09  C16  single    1.528  0.020  1.528
 FFU  N08  C07  single    1.343  0.020  1.343
 FFU  C15  C16  single    1.525  0.020  1.525
 FFU  N05  C04  aromatic  1.357  0.020  1.357
 FFU  N05  C06  aromatic  1.377  0.020  1.377
 FFU  C03  C04  aromatic  1.397  0.020  1.397
 FFU  C03  C02  aromatic  1.371  0.020  1.371
 FFU  C07  C06  single    1.479  0.020  1.479
 FFU  C07  O17  double    1.224  0.020  1.224
 FFU  C04  C19  aromatic  1.411  0.020  1.411
 FFU  F01  C02  single    1.341  0.020  1.341
 FFU  C06  C18  aromatic  1.366  0.020  1.366
 FFU  C02  C22  aromatic  1.401  0.020  1.401
 FFU  C19  C18  aromatic  1.422  0.020  1.422
 FFU  C19  C20  aromatic  1.393  0.020  1.393
 FFU  C22  C20  aromatic  1.371  0.020  1.371
 FFU  C20  F21  single    1.337  0.020  1.337
 FFU  C10  H1   single    0.970  0.020  1.090
 FFU  C10  H2   single    0.970  0.020  1.090
 FFU  C11  H3   single    0.970  0.020  1.090
 FFU  C11  H4   single    0.970  0.020  1.090
 FFU  C13  H5   single    0.970  0.020  1.090
 FFU  C13  H6   single    0.970  0.020  1.090
 FFU  C13  H7   single    0.970  0.020  1.090
 FFU  C14  H8   single    0.970  0.020  1.090
 FFU  C14  H9   single    0.970  0.020  1.090
 FFU  C14  H10  single    0.970  0.020  1.090
 FFU  C15  H11  single    0.970  0.020  1.090
 FFU  C15  H12  single    0.970  0.020  1.090
 FFU  C03  H13  single    0.930  0.020  1.080
 FFU  C09  H14  single    0.970  0.020  1.090
 FFU  C16  H15  single    0.970  0.020  1.090
 FFU  C16  H16  single    0.970  0.020  1.090
 FFU  C18  H17  single    0.930  0.020  1.080
 FFU  C22  H18  single    0.930  0.020  1.080
 FFU  N05  H19  single    0.860  0.020  1.020
 FFU  N08  H20  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
 FFU  H2   C10  H1   106.39  3.000
 FFU  H2   C10  C09  109.57  3.000
 FFU  H1   C10  C09  109.52  3.000
 FFU  H2   C10  C11  109.83  3.000
 FFU  H1   C10  C11  110.32  3.000
 FFU  C09  C10  C11  111.09  3.000
 FFU  H4   C11  H3   106.11  3.000
 FFU  H4   C11  C12  109.87  3.000
 FFU  H3   C11  C12  108.55  3.000
 FFU  H4   C11  C10  109.53  3.000
 FFU  H3   C11  C10  108.70  3.000
 FFU  C12  C11  C10  113.78  3.000
 FFU  C15  C12  C14  110.62  3.000
 FFU  C15  C12  C13  109.27  3.000
 FFU  C14  C12  C13  108.41  3.000
 FFU  C15  C12  C11  108.51  3.000
 FFU  C14  C12  C11  110.88  3.000
 FFU  C13  C12  C11  109.12  3.000
 FFU  H7   C13  H6   107.69  3.000
 FFU  H7   C13  H5   107.59  3.000
 FFU  H6   C13  H5   107.80  3.000
 FFU  H7   C13  C12  111.09  3.000
 FFU  H6   C13  C12  111.35  3.000
 FFU  H5   C13  C12  111.16  3.000
 FFU  H10  C14  H9   107.49  3.000
 FFU  H10  C14  H8   107.26  3.000
 FFU  H9   C14  H8   107.64  3.000
 FFU  H10  C14  C12  113.00  3.000
 FFU  H9   C14  C12  110.77  3.000
 FFU  H8   C14  C12  110.46  3.000
 FFU  H12  C15  H11  106.22  3.000
 FFU  H12  C15  C16  109.80  3.000
 FFU  H11  C15  C16  108.75  3.000
 FFU  H12  C15  C12  109.82  3.000
 FFU  H11  C15  C12  108.66  3.000
 FFU  C16  C15  C12  113.33  3.000
 FFU  F01  C02  C22  117.07  3.000
 FFU  C22  C02  C03  124.20  3.000
 FFU  F01  C02  C03  118.73  3.000
 FFU  H13  C03  C04  122.65  3.000
 FFU  H13  C03  C02  121.76  3.000
 FFU  C04  C03  C02  115.59  3.000
 FFU  N05  C04  C19  107.18  3.000
 FFU  C19  C04  C03  123.04  3.000
 FFU  N05  C04  C03  129.78  3.000
 FFU  N05  C06  C18  109.34  3.000
 FFU  C18  C06  C07  125.80  3.000
 FFU  N05  C06  C07  124.83  3.000
 FFU  H14  C09  N08  107.19  3.000
 FFU  H14  C09  C16  108.73  3.000
 FFU  N08  C09  C16  111.44  3.000
 FFU  H14  C09  C10  108.54  3.000
 FFU  C16  C09  C10  110.96  3.000
 FFU  N08  C09  C10  109.85  3.000
 FFU  H16  C16  H15  106.48  3.000
 FFU  H16  C16  C09  109.59  3.000
 FFU  H15  C16  C09  109.10  3.000
 FFU  H16  C16  C15  109.92  3.000
 FFU  H15  C16  C15  110.51  3.000
 FFU  C09  C16  C15  111.13  3.000
 FFU  H17  C18  C19  127.46  3.000
 FFU  H17  C18  C06  125.98  3.000
 FFU  C19  C18  C06  106.54  3.000
 FFU  C20  C19  C18  135.05  3.000
 FFU  C20  C19  C04  117.54  3.000
 FFU  C18  C19  C04  107.40  3.000
 FFU  F21  C20  C22  119.80  3.000
 FFU  F21  C20  C19  118.66  3.000
 FFU  C22  C20  C19  121.54  3.000
 FFU  H18  C22  C20  121.30  3.000
 FFU  H18  C22  C02  120.62  3.000
 FFU  C20  C22  C02  118.08  3.000
 FFU  H19  N05  C06  126.12  3.000
 FFU  H19  N05  C04  123.74  3.000
 FFU  C06  N05  C04  109.53  3.000
 FFU  H20  N08  C09  115.69  3.000
 FFU  H20  N08  C07  119.08  3.000
 FFU  C09  N08  C07  123.70  3.000
 FFU  O17  C07  N08  123.98  3.000
 FFU  O17  C07  C06  119.83  3.000
 FFU  N08  C07  C06  116.19  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
 FFU  CONST_01  N05  C04  C03  C02   180.00   0.0  0
 FFU  CONST_02  C19  C04  C03  C02     0.00   0.0  0
 FFU  CONST_03  C19  C20  C22  C02     0.00   0.0  0
 FFU  CONST_04  C06  N05  C04  C03   180.00   0.0  0
 FFU  CONST_05  C18  C19  C04  C03   180.00   0.0  0
 FFU  CONST_06  C20  C19  C04  C03     0.00   0.0  0
 FFU  CONST_07  C20  C22  C02  C03     0.00   0.0  0
 FFU  CONST_08  C18  C06  N05  C04     0.00   0.0  0
 FFU  CONST_09  C22  C02  C03  C04     0.00   0.0  0
 FFU  CONST_10  C06  C18  C19  C04     0.00   0.0  0
 FFU  CONST_11  C22  C20  C19  C04     0.00   0.0  0
 FFU  CONST_12  C19  C04  N05  C06     0.00   0.0  0
 FFU  CONST_13  C20  C19  C18  C06   180.00   0.0  0
 FFU  CONST_14  N05  C04  C19  C18     0.00   0.0  0
 FFU  CONST_15  C22  C20  C19  C18   180.00   0.0  0
 FFU  CONST_16  N05  C06  C18  C19     0.00   0.0  0
 FFU  CONST_17  N05  C04  C19  C20   180.00   0.0  0
 FFU  CONST_18  F21  C20  C22  C02   180.00   0.0  0
 FFU  CONST_19  C07  C06  N05  C04   180.00   0.0  0
 FFU  CONST_20  F01  C02  C03  C04   180.00   0.0  0
 FFU  CONST_21  F21  C20  C19  C04   180.00   0.0  0
 FFU  CONST_22  C19  C18  C06  C07   180.00   0.0  0
 FFU  CONST_23  F21  C20  C19  C18     0.00   0.0  0
 FFU  CONST_24  F01  C02  C22  C20   180.00   0.0  0
 FFU  CONST_25  H19  N05  C04  C03     0.00   0.0  0
 FFU  CONST_26  H18  C22  C02  C03   180.00   0.0  0
 FFU  CONST_27  H17  C18  C19  C04   180.00   0.0  0
 FFU  CONST_28  H13  C03  C04  C19   180.00   0.0  0
 FFU  CONST_29  C09  N08  C07  C06   180.00   0.0  0
 FFU  CONST_30  O17  C07  N08  C09     0.00   0.0  0
 FFU  CONST_31  H20  N08  C07  C06     0.00   0.0  0
 FFU  Var_01    C15  C12  C11  C10    53.56  30.0  1
 FFU  Var_02    C16  C15  C12  C11   -53.85  30.0  1
 FFU  Var_03    C09  C10  C11  C12   -55.30  30.0  1
 FFU  Var_04    C09  C16  C15  C12    56.11  30.0  1
 FFU  Var_05    N08  C07  C06  C18  -161.98  30.0  2
 FFU  Var_06    H5   C13  C12  C11   179.30  30.0  3
 FFU  Var_07    H8   C14  C12  C11  -179.98  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
 FFU  chir_01  C09  C10  N08  C16  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
 FFU  plan-1  C02  0.020
 FFU  plan-1  C03  0.020
 FFU  plan-1  C04  0.020
 FFU  plan-1  C06  0.020
 FFU  plan-1  C18  0.020
 FFU  plan-1  C19  0.020
 FFU  plan-1  C20  0.020
 FFU  plan-1  C22  0.020
 FFU  plan-1  F21  0.020
 FFU  plan-1  N05  0.020
 FFU  plan-1  H13  0.020
 FFU  plan-1  H17  0.020
 FFU  plan-1  H18  0.020
 FFU  plan-1  H19  0.020
 FFU  plan-1  C07  0.020
 FFU  plan-1  F01  0.020
 FFU  plan-2  C06  0.020
 FFU  plan-2  C09  0.020
 FFU  plan-2  N08  0.020
 FFU  plan-2  H20  0.020
 FFU  plan-2  C07  0.020
 FFU  plan-2  O17  0.020

