# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 21:22:36 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: 4-[2-[3-(cyclooctylamino)-2,5,6-tris(fluoranyl)-4-sulfamoyl-phenyl]sulfanylethyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1c(F)c(F)c(SCCc2ccc(cc2)C(O)=O)c(F)c1NC3CCCCCCC3
#
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
 ETK  ETK  '4-[2-[3-(cyclooctylamino)-2,5,6-tris(fluoranyl)-4-sulfamoyl-phenyl]sulfanylethyl]benzoic acid'  ligand  60  34  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_ETK
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
 ETK  F14  F  F      0  -0.281   0.2892   2.2082  -2.3438
 ETK  C11  C  C      0   0.508  -0.3505   1.4600  -1.4548
 ETK  C10  C  C      0  -0.573   0.0051   0.1337  -1.2761
 ETK  S16  S  S2     0   0.054   1.2940  -0.5959  -2.2258
 ETK  C17  C  CH2    0  -0.539   2.7234  -0.1354  -1.1806
 ETK  C18  C  CH2    0  -0.513   3.9974  -0.6965  -1.8037
 ETK  C19  C  CR6    0   0.116   5.1817  -0.3522  -0.9434
 ETK  C24  C  CR16   0  -0.291   5.7850   0.9008  -1.0285
 ETK  C23  C  CR16   0  -0.275   6.8461   1.2358  -0.2009
 ETK  C22  C  CR6    0  -0.112   7.3378   0.3305   0.7367
 ETK  C25  C  C      0   0.394   8.5001   0.6998   1.6486
 ETK  O27  O  OC    -1  -0.595   8.8720  -0.1705   2.4596
 ETK  O26  O  O      0  -0.595   8.9799   1.8415   1.5085
 ETK  C21  C  CR16   0  -0.274   6.7357  -0.9222   0.8177
 ETK  C20  C  CR16   0  -0.297   5.6726  -1.2588  -0.0081
 ETK  C12  C  C      0   0.511  -1.3560   2.0320  -0.7050
 ETK  F13  F  F      0  -0.284  -1.6430   3.3096  -0.9291
 ETK  C7   C  C      0  -0.494  -2.0457   1.2929   0.2508
 ETK  S4   S  S      0   1.377  -3.1718   2.2280   1.2954
 ETK  O5   O  OS     0  -0.650  -2.4749   3.4485   1.6623
 ETK  N1   N  NC2    0  -0.890  -4.3248   2.6441   0.1971
 ETK  O6   O  OS     0  -0.608  -3.6965   1.3969   2.3558
 ETK  C8   C  C      0   0.122  -1.7603  -0.0694   0.4223
 ETK  C9   C  C      0   0.652  -0.7227  -0.5942  -0.3504
 ETK  F15  F  F      0  -0.285  -0.4111  -1.8773  -0.1767
 ETK  N58  N  NH1    0  -0.643  -2.4600  -0.8912   1.3168
 ETK  C28  C  CH1    0  -0.073  -3.4881  -1.7809   0.7300
 ETK  C35  C  CH2    0  -0.446  -4.6077  -0.9610   0.1037
 ETK  C34  C  CH2    0  -0.444  -5.6825  -1.7376  -0.6605
 ETK  C33  C  CH2    0  -0.443  -5.1733  -2.8366  -1.6051
 ETK  C32  C  CH2    0  -0.431  -5.2759  -4.2614  -1.0599
 ETK  C31  C  CH2    0  -0.444  -4.4653  -4.6334   0.1816
 ETK  C30  C  CH2    0  -0.451  -4.8409  -3.8821   1.4684
 ETK  C29  C  CH2    0  -0.452  -3.9252  -2.7176   1.8503
 ETK  H1   H  HCH2   0   0.284   2.7758   0.9511  -1.1120
 ETK  H2   H  HCH2   0   0.286   2.5712  -0.5425  -0.1809
 ETK  H3   H  HCH2   0   0.262   3.9098  -1.7805  -1.9035
 ETK  H4   H  HCH2   0   0.263   4.1256  -0.2880  -2.8089
 ETK  H5   H  HCR6   0   0.242   5.4196   1.6223  -1.7511
 ETK  H6   H  HCR6   0   0.241   7.3003   2.2144  -0.2832
 ETK  H8   H  HCR6   0   0.241   7.1060  -1.6428   1.5349
 ETK  H9   H  HCR6   0   0.242   5.2208  -2.2412   0.0716
 ETK  H10  H  HNC2   0   0.421  -5.0731   1.9649   0.1145
 ETK  H11  H  HNC2   0   0.426  -4.6922   3.5756   0.3608
 ETK  H12  H  HNH1   0   0.365  -1.8006  -1.4593   1.8347
 ETK  H13  H  HCH1   0   0.217  -3.0329  -2.3911  -0.0617
 ETK  H14  H  HCH2   0   0.230  -5.0855  -0.3610   0.8827
 ETK  H15  H  HCH2   0   0.221  -4.1549  -0.2607  -0.6063
 ETK  H16  H  HCH2   0   0.225  -6.4101  -2.1661   0.0312
 ETK  H17  H  HCH2   0   0.237  -6.2431  -1.0009  -1.2403
 ETK  H18  H  HCH2   0   0.230  -5.7699  -2.8107  -2.5204
 ETK  H19  H  HCH2   0   0.217  -4.1483  -2.6234  -1.9250
 ETK  H20  H  HCH2   0   0.210  -6.3317  -4.4645  -0.8474
 ETK  H21  H  HCH2   0   0.221  -4.9984  -4.9511  -1.8628
 ETK  H22  H  HCH2   0   0.231  -4.6211  -5.7026   0.3461
 ETK  H23  H  HCH2   0   0.218  -3.3946  -4.5280  -0.0212
 ETK  H24  H  HCH2   0   0.225  -5.8783  -3.5490   1.4088
 ETK  H25  H  HCH2   0   0.237  -4.8153  -4.5817   2.3069
 ETK  H26  H  HCH2   0   0.222  -3.0158  -3.1463   2.2865
 ETK  H27  H  HCH2   0   0.232  -4.3932  -2.1266   2.6432

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
 ETK  O26  C25  deloc     1.246  0.020  1.246
 ETK  O27  C25  deloc     1.246  0.020  1.246
 ETK  C25  C22  single    1.523  0.020  1.523
 ETK  C23  C22  aromatic  1.393  0.020  1.393
 ETK  C23  C24  aromatic  1.387  0.020  1.387
 ETK  C22  C21  aromatic  1.392  0.020  1.392
 ETK  C24  C19  aromatic  1.393  0.020  1.393
 ETK  C21  C20  aromatic  1.388  0.020  1.388
 ETK  S16  C17  single    1.830  0.020  1.830
 ETK  S16  C10  single    1.759  0.020  1.759
 ETK  C19  C20  aromatic  1.392  0.020  1.392
 ETK  C19  C18  single    1.504  0.020  1.504
 ETK  C17  C18  single    1.525  0.020  1.525
 ETK  C10  C11  aromatic  1.385  0.020  1.385
 ETK  C10  C9   aromatic  1.384  0.020  1.384
 ETK  F14  C11  single    1.326  0.020  1.326
 ETK  F15  C9   single    1.332  0.020  1.332
 ETK  C11  C12  aromatic  1.379  0.020  1.379
 ETK  C9   C8   aromatic  1.396  0.020  1.396
 ETK  C12  F13  single    1.328  0.020  1.328
 ETK  C12  C7   aromatic  1.391  0.020  1.391
 ETK  C8   C7   aromatic  1.402  0.020  1.402
 ETK  C8   N58  single    1.402  0.020  1.402
 ETK  C7   S4   single    1.798  0.020  1.798
 ETK  N58  C28  single    1.481  0.020  1.481
 ETK  C28  C29  single    1.524  0.020  1.524
 ETK  C28  C35  single    1.523  0.020  1.523
 ETK  C29  C30  single    1.530  0.020  1.530
 ETK  C34  C35  single    1.530  0.020  1.530
 ETK  C34  C33  single    1.536  0.020  1.536
 ETK  C30  C31  single    1.537  0.020  1.537
 ETK  N1   S4   single    1.646  0.020  1.646
 ETK  S4   O6   double    1.446  0.020  1.446
 ETK  S4   O5   double    1.453  0.020  1.453
 ETK  C33  C32  single    1.529  0.020  1.529
 ETK  C31  C32  single    1.529  0.020  1.529
 ETK  C17  H1   single    0.970  0.020  1.090
 ETK  C17  H2   single    0.970  0.020  1.090
 ETK  C18  H3   single    0.970  0.020  1.090
 ETK  C18  H4   single    0.970  0.020  1.090
 ETK  C24  H5   single    0.930  0.020  1.080
 ETK  C23  H6   single    0.930  0.020  1.080
 ETK  C21  H8   single    0.930  0.020  1.080
 ETK  C20  H9   single    0.930  0.020  1.080
 ETK  N1   H10  single    0.890  0.020  1.040
 ETK  N1   H11  single    0.890  0.020  1.040
 ETK  N58  H12  single    0.890  0.020  1.040
 ETK  C28  H13  single    0.970  0.020  1.090
 ETK  C35  H14  single    0.970  0.020  1.090
 ETK  C35  H15  single    0.970  0.020  1.090
 ETK  C34  H16  single    0.970  0.020  1.090
 ETK  C34  H17  single    0.970  0.020  1.090
 ETK  C33  H18  single    0.970  0.020  1.090
 ETK  C33  H19  single    0.970  0.020  1.090
 ETK  C32  H20  single    0.970  0.020  1.090
 ETK  C32  H21  single    0.970  0.020  1.090
 ETK  C31  H22  single    0.970  0.020  1.090
 ETK  C31  H23  single    0.970  0.020  1.090
 ETK  C30  H24  single    0.970  0.020  1.090
 ETK  C30  H25  single    0.970  0.020  1.090
 ETK  C29  H26  single    0.970  0.020  1.090
 ETK  C29  H27  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
 ETK  C12  C11  C10  120.97  3.000
 ETK  C12  C11  F14  118.83  3.000
 ETK  C10  C11  F14  120.19  3.000
 ETK  C9   C10  S16  121.87  3.000
 ETK  C9   C10  C11  117.06  3.000
 ETK  S16  C10  C11  121.04  3.000
 ETK  C17  S16  C10   99.19  3.000
 ETK  H2   C17  H1   108.73  3.000
 ETK  H2   C17  C18  110.73  3.000
 ETK  H1   C17  C18  110.63  3.000
 ETK  H2   C17  S16  108.72  3.000
 ETK  H1   C17  S16  108.93  3.000
 ETK  C18  C17  S16  109.07  3.000
 ETK  H4   C18  H3   107.24  3.000
 ETK  H4   C18  C19  110.38  3.000
 ETK  H3   C18  C19  110.04  3.000
 ETK  H4   C18  C17  109.66  3.000
 ETK  H3   C18  C17  109.60  3.000
 ETK  C19  C18  C17  109.87  3.000
 ETK  C20  C19  C24  118.30  3.000
 ETK  C20  C19  C18  120.87  3.000
 ETK  C24  C19  C18  120.79  3.000
 ETK  H5   C24  C23  119.65  3.000
 ETK  H5   C24  C19  119.55  3.000
 ETK  C23  C24  C19  120.80  3.000
 ETK  H6   C23  C22  119.40  3.000
 ETK  H6   C23  C24  119.62  3.000
 ETK  C22  C23  C24  120.98  3.000
 ETK  C21  C22  C25  120.90  3.000
 ETK  C21  C22  C23  118.12  3.000
 ETK  C25  C22  C23  120.98  3.000
 ETK  O26  C25  O27  126.72  3.000
 ETK  O27  C25  C22  116.62  3.000
 ETK  O26  C25  C22  116.66  3.000
 ETK  H8   C21  C20  119.68  3.000
 ETK  H8   C21  C22  119.32  3.000
 ETK  C20  C21  C22  121.00  3.000
 ETK  H9   C20  C21  119.69  3.000
 ETK  H9   C20  C19  119.50  3.000
 ETK  C21  C20  C19  120.80  3.000
 ETK  C7   C12  F13  121.32  3.000
 ETK  C7   C12  C11  120.98  3.000
 ETK  F13  C12  C11  117.70  3.000
 ETK  C8   C7   S4   124.16  3.000
 ETK  S4   C7   C12  115.67  3.000
 ETK  C8   C7   C12  119.95  3.000
 ETK  O6   S4   N1   112.36  3.000
 ETK  O6   S4   O5   118.16  3.000
 ETK  N1   S4   O5   106.99  3.000
 ETK  O5   S4   C7   106.45  3.000
 ETK  O6   S4   C7   110.76  3.000
 ETK  N1   S4   C7   100.52  3.000
 ETK  H11  N1   H10  111.16  3.000
 ETK  H11  N1   S4   112.21  3.000
 ETK  H10  N1   S4   113.71  3.000
 ETK  N58  C8   C9   120.25  3.000
 ETK  N58  C8   C7   123.09  3.000
 ETK  C9   C8   C7   116.66  3.000
 ETK  F15  C9   C8   117.64  3.000
 ETK  C8   C9   C10  124.27  3.000
 ETK  F15  C9   C10  118.09  3.000
 ETK  H12  N58  C28  108.51  3.000
 ETK  H12  N58  C8   109.28  3.000
 ETK  C28  N58  C8   116.49  3.000
 ETK  H13  C28  C29  107.90  3.000
 ETK  H13  C28  C35  107.90  3.000
 ETK  C29  C28  C35  114.99  3.000
 ETK  H13  C28  N58  109.37  3.000
 ETK  C35  C28  N58  110.48  3.000
 ETK  C29  C28  N58  106.09  3.000
 ETK  H15  C35  H14  106.96  3.000
 ETK  H15  C35  C34  106.92  3.000
 ETK  H14  C35  C34  109.11  3.000
 ETK  H15  C35  C28  107.88  3.000
 ETK  H14  C35  C28  108.89  3.000
 ETK  C34  C35  C28  116.65  3.000
 ETK  H17  C34  H16  105.01  3.000
 ETK  H17  C34  C33  109.04  3.000
 ETK  H16  C34  C33  109.25  3.000
 ETK  H17  C34  C35  106.45  3.000
 ETK  H16  C34  C35  110.54  3.000
 ETK  C33  C34  C35  115.94  3.000
 ETK  H19  C33  H18  105.17  3.000
 ETK  H19  C33  C32  110.39  3.000
 ETK  H18  C33  C32  106.51  3.000
 ETK  H19  C33  C34  110.53  3.000
 ETK  H18  C33  C34  108.49  3.000
 ETK  C32  C33  C34  115.17  3.000
 ETK  H21  C32  H20  105.65  3.000
 ETK  H21  C32  C31  107.95  3.000
 ETK  H20  C32  C31  107.95  3.000
 ETK  H21  C32  C33  107.98  3.000
 ETK  H20  C32  C33  107.84  3.000
 ETK  C31  C32  C33  118.74  3.000
 ETK  H23  C31  H22  105.16  3.000
 ETK  H23  C31  C30  110.31  3.000
 ETK  H22  C31  C30  108.51  3.000
 ETK  H23  C31  C32  110.16  3.000
 ETK  H22  C31  C32  106.54  3.000
 ETK  C30  C31  C32  115.56  3.000
 ETK  H25  C30  H24  105.05  3.000
 ETK  H25  C30  C29  106.37  3.000
 ETK  H24  C30  C29  110.50  3.000
 ETK  H25  C30  C31  108.90  3.000
 ETK  H24  C30  C31  109.62  3.000
 ETK  C29  C30  C31  115.78  3.000
 ETK  H27  C29  H26  106.13  3.000
 ETK  H27  C29  C30  109.64  3.000
 ETK  H26  C29  C30  107.35  3.000
 ETK  H27  C29  C28  108.87  3.000
 ETK  H26  C29  C28  107.16  3.000
 ETK  C30  C29  C28  117.13  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
 ETK  CONST_01  C8   C9   C10  C11     0.00   0.0  0
 ETK  CONST_02  C8   C7   C12  C11     0.00   0.0  0
 ETK  CONST_03  C7   C12  C11  C10     0.00   0.0  0
 ETK  CONST_04  C7   C8   C9   C10     0.00   0.0  0
 ETK  CONST_05  C22  C23  C24  C19     0.00   0.0  0
 ETK  CONST_06  C22  C21  C20  C19     0.00   0.0  0
 ETK  CONST_07  C21  C22  C23  C24     0.00   0.0  0
 ETK  CONST_08  C21  C20  C19  C24     0.00   0.0  0
 ETK  CONST_09  C20  C21  C22  C23     0.00   0.0  0
 ETK  CONST_10  C20  C19  C24  C23     0.00   0.0  0
 ETK  CONST_11  C9   C10  C11  C12     0.00   0.0  0
 ETK  CONST_12  C9   C8   C7   C12     0.00   0.0  0
 ETK  CONST_13  C9   C10  C11  F14   180.00   0.0  0
 ETK  CONST_14  C7   C12  C11  F14   180.00   0.0  0
 ETK  CONST_15  F15  C9   C10  C11   180.00   0.0  0
 ETK  CONST_16  S4   C7   C12  C11   180.00   0.0  0
 ETK  CONST_17  F13  C12  C11  C10   180.00   0.0  0
 ETK  CONST_18  N58  C8   C9   C10   180.00   0.0  0
 ETK  CONST_19  C12  C11  C10  S16   180.00   0.0  0
 ETK  CONST_20  C8   C9   C10  S16   180.00   0.0  0
 ETK  CONST_21  C23  C24  C19  C18   180.00   0.0  0
 ETK  CONST_22  C21  C20  C19  C18   180.00   0.0  0
 ETK  CONST_23  C25  C22  C23  C24   180.00   0.0  0
 ETK  CONST_24  C20  C21  C22  C25   180.00   0.0  0
 ETK  CONST_25  N58  C8   C7   C12   180.00   0.0  0
 ETK  CONST_26  C8   C7   C12  F13   180.00   0.0  0
 ETK  CONST_27  F15  C9   C8   C7    180.00   0.0  0
 ETK  CONST_28  C9   C8   C7   S4    180.00   0.0  0
 ETK  CONST_31  H6   C23  C24  C19   180.00   0.0  0
 ETK  CONST_32  H8   C21  C20  C19   180.00   0.0  0
 ETK  CONST_33  H9   C20  C19  C24   180.00   0.0  0
 ETK  CONST_34  H5   C24  C23  C22   180.00   0.0  0
 ETK  Var_01    C9   C10  S16  C17   -95.25  30.0  2
 ETK  Var_02    C24  C19  C18  C17   -81.59  30.0  3
 ETK  Var_03    O26  C25  C22  C23    -0.07  30.0  2
 ETK  Var_04    N1   S4   C7   C12    68.52  30.0  2
 ETK  Var_05    C18  C17  S16  C10   178.96  30.0  3
 ETK  Var_06    C19  C18  C17  S16  -178.85  30.0  3
 ETK  Var_07    H10  N1   S4   C7     89.56  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
 ETK  chir_01  C28  N58  C29  C35  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
 ETK  plan-1  F14  0.020
 ETK  plan-1  C11  0.020
 ETK  plan-1  C10  0.020
 ETK  plan-1  S16  0.020
 ETK  plan-1  C12  0.020
 ETK  plan-1  F13  0.020
 ETK  plan-1  C7   0.020
 ETK  plan-1  S4   0.020
 ETK  plan-1  C8   0.020
 ETK  plan-1  C9   0.020
 ETK  plan-1  F15  0.020
 ETK  plan-1  N58  0.020
 ETK  plan-2  C18  0.020
 ETK  plan-2  C19  0.020
 ETK  plan-2  C24  0.020
 ETK  plan-2  C23  0.020
 ETK  plan-2  C22  0.020
 ETK  plan-2  C25  0.020
 ETK  plan-2  C21  0.020
 ETK  plan-2  C20  0.020
 ETK  plan-2  H5   0.020
 ETK  plan-2  H6   0.020
 ETK  plan-2  H8   0.020
 ETK  plan-2  H9   0.020
 ETK  plan-3  C8   0.020
 ETK  plan-3  N58  0.020
 ETK  plan-3  C28  0.020
 ETK  plan-3  H12  0.020
 ETK  plan-4  C22  0.020
 ETK  plan-4  C25  0.020
 ETK  plan-4  O27  0.020
 ETK  plan-4  O26  0.020

