# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 21:20:00 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 4,4,4-tris(fluoranyl)-1-[4-[3-(6-methoxy-1,3-benzothiazol-2-yl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl]butan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2nc(sc2c1)c3noc(n3)C4CCN(CC4)C(=O)CCC(F)(F)F
#
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
 GFK  GFK  4,4,4-tris(fluoranyl)-1-[4-[3-(6-methoxy-1,3-benzothiazol-2-yl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl]butan-1-one  ligand  49  30  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GFK
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
 GFK  C4   C  CR16  0  -0.279   -6.5252  -1.2287   1.2036
 GFK  C14  C  CH2   0  -0.305    3.2457  -2.3708  -0.7815
 GFK  C5   C  CR56  0   0.337   -5.5286  -0.5217   0.5356
 GFK  C6   C  CR5   0  -0.046   -3.5389   0.0177  -0.1855
 GFK  C11  C  CH1   0  -0.407    1.1886  -1.2405   0.0935
 GFK  C7   C  CR56  0  -0.216   -5.8851   0.6216  -0.2028
 GFK  C8   C  CR16  0  -0.362   -7.1914   1.0703  -0.2820
 GFK  C9   C  CR5   0   0.313   -2.1015  -0.0446  -0.3778
 GFK  C10  C  CR5   0   0.567   -0.1273  -0.6300  -0.2193
 GFK  C12  C  CH2   0  -0.401    2.0951  -0.2614   0.8482
 GFK  C13  C  CH2   0  -0.309    3.4366  -0.9146   1.1513
 GFK  N1   N  N     0  -0.376   -4.1942  -0.8297   0.5229
 GFK  N2   N  N     0  -0.134   -1.4764   0.7925  -1.1483
 GFK  C3   C  CR16  0  -0.365   -7.8330  -0.7960   1.1340
 GFK  N3   N  N     0  -0.431   -1.2929  -0.9587   0.2258
 GFK  C1   C  CH3   0  -0.410  -10.4708   0.1633   0.9583
 GFK  C2   C  CR6   0   0.401   -8.1724   0.3528   0.3965
 GFK  S1   S  S2    0   0.275   -4.4677   1.2986  -0.9256
 GFK  O2   O  O     0  -0.320   -0.1757   0.4098  -1.0471
 GFK  N4   N  NT    0  -0.463    4.0598  -1.4097  -0.0598
 GFK  C15  C  CH2   0  -0.408    1.8981  -1.7701  -1.1574
 GFK  C16  C  C     0   0.606    5.2591  -1.0142  -0.5427
 GFK  O3   O  O     0  -0.487    5.7235  -1.4539  -1.5830
 GFK  C17  C  CH2   0  -0.625    6.0253   0.0159   0.2720
 GFK  C18  C  CH2   0  -0.620    7.3633   0.3462  -0.3732
 GFK  C19  C  CT    0   1.002    8.1368   1.3741   0.4061
 GFK  F1   F  F     0  -0.318    7.4651   2.5311   0.5395
 GFK  F2   F  F     0  -0.318    8.4271   0.9616   1.6527
 GFK  F3   F  F     0  -0.303    9.3018   1.6707  -0.1813
 GFK  H1   H  HCR6  0   0.254   -6.2727  -2.1127   1.7731
 GFK  H2   H  HCH2  0   0.274    3.7736  -2.6975  -1.6717
 GFK  H3   H  HCH2  0   0.232    3.0966  -3.2536  -0.1501
 GFK  H4   H  HCH1  0   0.273    0.9690  -2.0859   0.7525
 GFK  H5   H  HCR6  0   0.264   -7.4574   1.9544  -0.8459
 GFK  H6   H  HCH2  0   0.236    2.2576   0.6434   0.2569
 GFK  H7   H  HCH2  0   0.260    1.6294   0.0437   1.7863
 GFK  H8   H  HCH2  0   0.272    4.0781  -0.2036   1.6613
 GFK  H9   H  HCH2  0   0.240    3.2930  -1.7492   1.8462
 GFK  H10  H  HCR6  0   0.265   -8.5895  -1.3589   1.6617
 GFK  H11  H  HCH3  0   0.218  -10.6041  -0.8589   0.5949
 GFK  H12  H  HCH3  0   0.218  -10.3242   0.1377   2.0412
 GFK  H13  H  HCH3  0   0.253  -11.3752   0.7267   0.7455
 GFK  H14  H  HCH2  0   0.239    2.0500  -0.9672  -1.8828
 GFK  H15  H  HCH2  0   0.260    1.2887  -2.5349  -1.6408
 GFK  H16  H  HCH2  0   0.270    5.4216   0.9215   0.3685
 GFK  H17  H  HCH2  0   0.275    6.1776  -0.3636   1.2853
 GFK  H18  H  HCH2  0   0.275    7.9821  -0.5481  -0.4557
 GFK  H19  H  HCH2  0   0.275    7.2189   0.7287  -1.3843
 GFK  O1   O  O2    0  -0.452   -9.4200   0.8310   0.2944

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
 GFK  O3   C16  double    1.221  0.020  1.221
 GFK  F3   C19  single    1.338  0.020  1.338
 GFK  C18  C19  single    1.504  0.020  1.504
 GFK  C18  C17  single    1.522  0.020  1.522
 GFK  C19  F2   single    1.345  0.020  1.345
 GFK  C19  F1   single    1.344  0.020  1.344
 GFK  C4   C3   aromatic  1.379  0.020  1.379
 GFK  C4   C5   aromatic  1.393  0.020  1.393
 GFK  C16  C17  single    1.520  0.020  1.520
 GFK  C16  N4   single    1.352  0.020  1.352
 GFK  C14  C15  single    1.523  0.020  1.523
 GFK  C14  N4   single    1.452  0.020  1.452
 GFK  C3   C2   aromatic  1.407  0.020  1.407
 GFK  C1   O1   single    1.411  0.020  1.411
 GFK  C15  C11  single    1.532  0.020  1.532
 GFK  N4   C13  single    1.449  0.020  1.449
 GFK  C5   N1   aromatic  1.370  0.020  1.370
 GFK  C5   C7   aromatic  1.407  0.020  1.407
 GFK  N1   C6   aromatic  1.284  0.020  1.284
 GFK  O1   C2   single    1.340  0.020  1.340
 GFK  C2   C8   aromatic  1.392  0.020  1.392
 GFK  N3   C10  aromatic  1.290  0.020  1.290
 GFK  N3   C9   aromatic  1.361  0.020  1.361
 GFK  C11  C12  single    1.533  0.020  1.533
 GFK  C11  C10  single    1.484  0.020  1.484
 GFK  C13  C12  single    1.522  0.020  1.522
 GFK  C7   C8   aromatic  1.383  0.020  1.383
 GFK  C7   S1   aromatic  1.729  0.020  1.729
 GFK  C6   C9   single    1.452  0.020  1.452
 GFK  C6   S1   aromatic  1.747  0.020  1.747
 GFK  C10  O2   aromatic  1.330  0.020  1.330
 GFK  C9   N2   aromatic  1.298  0.020  1.298
 GFK  O2   N2   aromatic  1.360  0.020  1.360
 GFK  C4   H1   single    0.930  0.020  1.080
 GFK  C14  H2   single    0.970  0.020  1.090
 GFK  C14  H3   single    0.970  0.020  1.090
 GFK  C11  H4   single    0.970  0.020  1.090
 GFK  C8   H5   single    0.930  0.020  1.080
 GFK  C12  H6   single    0.970  0.020  1.090
 GFK  C12  H7   single    0.970  0.020  1.090
 GFK  C13  H8   single    0.970  0.020  1.090
 GFK  C13  H9   single    0.970  0.020  1.090
 GFK  C3   H10  single    0.930  0.020  1.080
 GFK  C1   H11  single    0.970  0.020  1.090
 GFK  C1   H12  single    0.970  0.020  1.090
 GFK  C1   H13  single    0.970  0.020  1.090
 GFK  C15  H14  single    0.970  0.020  1.090
 GFK  C15  H15  single    0.970  0.020  1.090
 GFK  C17  H16  single    0.970  0.020  1.090
 GFK  C17  H17  single    0.970  0.020  1.090
 GFK  C18  H18  single    0.970  0.020  1.090
 GFK  C18  H19  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
 GFK  H1   C4   C3   120.29  3.000
 GFK  H1   C4   C5   120.04  3.000
 GFK  C3   C4   C5   119.68  3.000
 GFK  H3   C14  H2   107.23  3.000
 GFK  H3   C14  C15  109.86  3.000
 GFK  H2   C14  C15  110.29  3.000
 GFK  H3   C14  N4   108.87  3.000
 GFK  H2   C14  N4   109.53  3.000
 GFK  C15  C14  N4   110.97  3.000
 GFK  N1   C5   C7   115.14  3.000
 GFK  C7   C5   C4   118.88  3.000
 GFK  N1   C5   C4   125.98  3.000
 GFK  S1   C6   N1   116.50  3.000
 GFK  S1   C6   C9   120.13  3.000
 GFK  N1   C6   C9   123.37  3.000
 GFK  H4   C11  C15  108.52  3.000
 GFK  H4   C11  C12  108.40  3.000
 GFK  C15  C11  C12  110.41  3.000
 GFK  H4   C11  C10  105.47  3.000
 GFK  C12  C11  C10  111.43  3.000
 GFK  C15  C11  C10  112.38  3.000
 GFK  S1   C7   C8   128.54  3.000
 GFK  S1   C7   C5   109.25  3.000
 GFK  C8   C7   C5   122.20  3.000
 GFK  H5   C8   C2   120.13  3.000
 GFK  H5   C8   C7   121.81  3.000
 GFK  C2   C8   C7   118.06  3.000
 GFK  N3   C9   N2   114.21  3.000
 GFK  N2   C9   C6   121.86  3.000
 GFK  N3   C9   C6   123.93  3.000
 GFK  O2   C10  N3   112.39  3.000
 GFK  O2   C10  C11  119.02  3.000
 GFK  N3   C10  C11  128.58  3.000
 GFK  H7   C12  H6   107.28  3.000
 GFK  H7   C12  C13  108.97  3.000
 GFK  H6   C12  C13  109.38  3.000
 GFK  H7   C12  C11  110.46  3.000
 GFK  H6   C12  C11  110.50  3.000
 GFK  C13  C12  C11  110.18  3.000
 GFK  H9   C13  H8   106.18  3.000
 GFK  H9   C13  N4   109.04  3.000
 GFK  H8   C13  N4   111.25  3.000
 GFK  H9   C13  C12  109.73  3.000
 GFK  H8   C13  C12  109.47  3.000
 GFK  N4   C13  C12  111.04  3.000
 GFK  C6   N1   C5   110.72  3.000
 GFK  O2   N2   C9   103.59  3.000
 GFK  H10  C3   C2   120.83  3.000
 GFK  H10  C3   C4   118.41  3.000
 GFK  C2   C3   C4   120.76  3.000
 GFK  C10  N3   C9   102.27  3.000
 GFK  H13  C1   H12  108.53  3.000
 GFK  H13  C1   H11  108.56  3.000
 GFK  H12  C1   H11  108.89  3.000
 GFK  H13  C1   O1   106.41  3.000
 GFK  H12  C1   O1   112.17  3.000
 GFK  H11  C1   O1   112.14  3.000
 GFK  O1   C2   C3   123.79  3.000
 GFK  O1   C2   C8   115.79  3.000
 GFK  C3   C2   C8   120.43  3.000
 GFK  C7   S1   C6    88.38  3.000
 GFK  N2   O2   C10  107.53  3.000
 GFK  C16  N4   C13  125.45  3.000
 GFK  C13  N4   C14  113.61  3.000
 GFK  C16  N4   C14  120.90  3.000
 GFK  H15  C15  H14  107.37  3.000
 GFK  H15  C15  C11  110.20  3.000
 GFK  H14  C15  C11  110.63  3.000
 GFK  H15  C15  C14  109.10  3.000
 GFK  H14  C15  C14  109.31  3.000
 GFK  C11  C15  C14  110.16  3.000
 GFK  C17  C16  O3   120.59  3.000
 GFK  C17  C16  N4   116.99  3.000
 GFK  O3   C16  N4   122.43  3.000
 GFK  H17  C17  H16  106.44  3.000
 GFK  H17  C17  C18  110.24  3.000
 GFK  H16  C17  C18  110.08  3.000
 GFK  H17  C17  C16  109.38  3.000
 GFK  H16  C17  C16  109.29  3.000
 GFK  C18  C17  C16  111.28  3.000
 GFK  H19  C18  H18  107.02  3.000
 GFK  H19  C18  C19  107.99  3.000
 GFK  H18  C18  C19  107.93  3.000
 GFK  H19  C18  C17  110.65  3.000
 GFK  H18  C18  C17  110.66  3.000
 GFK  C19  C18  C17  112.38  3.000
 GFK  F3   C19  F2   106.68  3.000
 GFK  F2   C19  F1   106.25  3.000
 GFK  F3   C19  F1   106.73  3.000
 GFK  F1   C19  C18  112.50  3.000
 GFK  F2   C19  C18  112.44  3.000
 GFK  F3   C19  C18  111.83  3.000
 GFK  C2   O1   C1   119.25  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
 GFK  CONST_01  C8   C2   C3   C4      0.00   0.0  0
 GFK  CONST_02  C6   N1   C5   C4    180.00   0.0  0
 GFK  CONST_03  C8   C7   C5   C4      0.00   0.0  0
 GFK  CONST_04  S1   C7   C5   C4    180.00   0.0  0
 GFK  CONST_05  C2   C3   C4   C5      0.00   0.0  0
 GFK  CONST_06  C9   C6   N1   C5    180.00   0.0  0
 GFK  CONST_07  S1   C6   N1   C5      0.00   0.0  0
 GFK  CONST_08  C2   C8   C7   C5      0.00   0.0  0
 GFK  CONST_09  C6   S1   C7   C5      0.00   0.0  0
 GFK  CONST_10  C7   C5   N1   C6      0.00   0.0  0
 GFK  CONST_11  C10  N3   C9   C6    180.00   0.0  0
 GFK  CONST_12  O2   N2   C9   C6    180.00   0.0  0
 GFK  CONST_13  C8   C7   S1   C6    180.00   0.0  0
 GFK  CONST_14  C3   C4   C5   C7      0.00   0.0  0
 GFK  CONST_15  C3   C2   C8   C7      0.00   0.0  0
 GFK  CONST_16  N1   C6   S1   C7      0.00   0.0  0
 GFK  CONST_17  C9   C6   S1   C7    180.00   0.0  0
 GFK  CONST_18  N1   C5   C7   C8    180.00   0.0  0
 GFK  CONST_19  O2   C10  N3   C9      0.00   0.0  0
 GFK  CONST_20  C10  O2   N2   C9      0.00   0.0  0
 GFK  CONST_21  N2   C9   N3   C10     0.00   0.0  0
 GFK  CONST_22  C3   C4   C5   N1    180.00   0.0  0
 GFK  CONST_23  S1   C7   C5   N1      0.00   0.0  0
 GFK  CONST_24  N3   C9   C6   N1      0.00   0.0  0
 GFK  CONST_25  N2   C9   C6   N1    180.00   0.0  0
 GFK  CONST_26  S1   C6   C9   N2      0.00   0.0  0
 GFK  CONST_27  N3   C10  O2   N2      0.00   0.0  0
 GFK  CONST_28  S1   C6   C9   N3    180.00   0.0  0
 GFK  CONST_29  O2   N2   C9   N3      0.00   0.0  0
 GFK  CONST_30  S1   C7   C8   C2    180.00   0.0  0
 GFK  CONST_31  C9   N3   C10  C11   180.00   0.0  0
 GFK  CONST_32  N2   O2   C10  C11   180.00   0.0  0
 GFK  CONST_33  O1   C2   C3   C4    180.00   0.0  0
 GFK  CONST_34  O1   C2   C8   C7    180.00   0.0  0
 GFK  CONST_35  H10  C3   C4   C5    180.00   0.0  0
 GFK  CONST_36  H5   C8   C7   C5    180.00   0.0  0
 GFK  CONST_37  H1   C4   C5   C7    180.00   0.0  0
 GFK  CONST_38  O3   C16  N4   C14     0.00   0.0  0
 GFK  CONST_39  C17  C16  N4   C14   180.00   0.0  0
 GFK  CONST_40  O3   C16  N4   C13   180.00   0.0  0
 GFK  CONST_41  C17  C16  N4   C13     0.00   0.0  0
 GFK  Var_01    C12  C13  N4   C14   -58.02  30.0  1
 GFK  Var_02    N4   C14  C15  C11   -55.36  30.0  1
 GFK  Var_03    N4   C13  C12  C11    55.25  30.0  1
 GFK  Var_04    C15  C14  N4   C13    58.08  30.0  1
 GFK  Var_05    C18  C17  C16  N4    178.89  30.0  3
 GFK  Var_06    H11  C1   O1   C2    -62.02  30.0  3
 GFK  Var_07    C19  C18  C17  C16   179.43  30.0  1
 GFK  Var_08    F3   C19  C18  C17  -179.07  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
 GFK  chir_01  C11  C15  C12  C10  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
 GFK  plan-1  C6   0.020
 GFK  plan-1  C11  0.020
 GFK  plan-1  C9   0.020
 GFK  plan-1  C10  0.020
 GFK  plan-1  N2   0.020
 GFK  plan-1  N3   0.020
 GFK  plan-1  O2   0.020
 GFK  plan-2  C4   0.020
 GFK  plan-2  C5   0.020
 GFK  plan-2  C6   0.020
 GFK  plan-2  C7   0.020
 GFK  plan-2  C8   0.020
 GFK  plan-2  C9   0.020
 GFK  plan-2  N1   0.020
 GFK  plan-2  C3   0.020
 GFK  plan-2  C2   0.020
 GFK  plan-2  S1   0.020
 GFK  plan-2  H1   0.020
 GFK  plan-2  H5   0.020
 GFK  plan-2  H10  0.020
 GFK  plan-2  O1   0.020
 GFK  plan-3  C14  0.020
 GFK  plan-3  C13  0.020
 GFK  plan-3  N4   0.020
 GFK  plan-3  C16  0.020
 GFK  plan-3  O3   0.020
 GFK  plan-3  C17  0.020

