# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 06:20:24 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: 2-[4-[2-fluoranyl-5-[3-(6-methylpyridin-2-yl)-1~{H}-pyrazol-4-yl]phenyl]phenyl]sulfonylethanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cccc(n1)c2n[nH]cc2c3ccc(F)c(c3)c4ccc(cc4)[S](=O)(=O)CCO
#
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
 XAF  XAF  2-[4-[2-fluoranyl-5-[3-(6-methylpyridin-2-yl)-1~{H}-pyrazol-4-yl]phenyl]phenyl]sulfonylethanol  ligand  51  31  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_XAF
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
 XAF  F1   F  F     0  -0.305   0.0767  -2.7121   2.0041
 XAF  C9   C  CR6   0   0.510  -0.6761  -1.6678   1.6229
 XAF  C8   C  CR16  0  -0.393  -2.0222  -1.6788   1.9332
 XAF  C10  C  CR6   0  -0.123  -0.0864  -0.6308   0.9156
 XAF  C11  C  CR16  0  -0.357  -0.9167   0.4139   0.5064
 XAF  C12  C  CR6   0   0.092  -2.2757   0.4399   0.8002
 XAF  C15  C  CR5   0  -0.158  -3.0921   1.5898   0.3990
 XAF  C17  C  CR5   0   0.247  -4.3925   1.6521  -0.1651
 XAF  C21  C  CR6   0   0.149  -5.2720   0.5561  -0.5899
 XAF  C20  C  CR16  0  -0.320  -6.6541   0.7280  -0.6542
 XAF  C19  C  CR16  0  -0.153  -7.4252  -0.3440  -1.0672
 XAF  N3   N  N     0  -0.427  -4.6798  -0.5879  -0.9122
 XAF  C22  C  CR6   0   0.225  -5.4180  -1.6241  -1.2976
 XAF  C23  C  CH3   0  -0.712  -4.6804  -2.8870  -1.6225
 XAF  C18  C  CR16  0  -0.341  -6.8044  -1.5413  -1.3910
 XAF  N2   N  N     0  -0.285  -4.7788   2.9090  -0.3230
 XAF  N1   N  NR15  0  -0.421  -3.7732   3.6438   0.1165
 XAF  C16  C  CR15  0   0.008  -2.7395   2.9139   0.5570
 XAF  C7   C  CR16  0  -0.279  -2.8157  -0.6218   1.5264
 XAF  C1   C  CR6   0   0.106   1.3492  -0.6215   0.5724
 XAF  C6   C  CR16  0  -0.288   1.7411  -0.3356  -0.7356
 XAF  C5   C  CR16  0  -0.216   3.0807  -0.2809  -1.0813
 XAF  C4   C  CR6   0  -0.189   4.0367  -0.5174  -0.1046
 XAF  C3   C  CR16  0  -0.215   3.6734  -0.8102   1.2030
 XAF  C2   C  CR16  0  -0.282   2.3309  -0.8609   1.5355
 XAF  S1   S  S     0   1.198   5.7535  -0.4251  -0.5295
 XAF  O1   O  OS    0  -0.665   6.5069  -1.2921   0.3746
 XAF  O2   O  OS    0  -0.664   5.8871  -0.6330  -1.9703
 XAF  C13  C  CH2   0  -0.624   6.1830   1.2734  -0.1639
 XAF  C14  C  CH2   0  -0.137   7.6454   1.5391  -0.4949
 XAF  O3   O  OH1   0  -0.663   7.8884   2.8878  -0.1778
 XAF  H1   H  HCR6  0   0.279  -2.4438  -2.5080   2.4858
 XAF  H2   H  HCR6  0   0.262  -0.4786   1.2326  -0.0521
 XAF  H3   H  HCR6  0   0.262  -7.1061   1.6707  -0.3791
 XAF  H4   H  HCR6  0   0.269  -8.5017  -0.2511  -1.1283
 XAF  H5   H  HCH3  0   0.250  -4.1211  -3.2356  -0.7530
 XAF  H6   H  HCH3  0   0.239  -5.3559  -3.6811  -1.9359
 XAF  H7   H  HCH3  0   0.249  -3.9573  -2.7190  -2.4215
 XAF  H8   H  HCR6  0   0.262  -7.3828  -2.3988  -1.7088
 XAF  H11  H  HCR6  0   0.257  -3.8645  -0.6225   1.7887
 XAF  H12  H  HCR6  0   0.274   0.9918  -0.1687  -1.4983
 XAF  H13  H  HCR6  0   0.287   3.3648  -0.0644  -2.1021
 XAF  H14  H  HCR6  0   0.287   4.4213  -0.9949   1.9625
 XAF  H15  H  HCR6  0   0.270   2.0547  -1.0668   2.5604
 XAF  H16  H  HCH2  0   0.307   5.5195   1.9071  -0.7549
 XAF  H17  H  HCH2  0   0.307   5.9783   1.4348   0.8961
 XAF  H18  H  HCH2  0   0.220   8.2818   0.8638   0.0866
 XAF  H19  H  HCH2  0   0.220   7.8236   1.3318  -1.5554
 XAF  H20  H  HOH1  0   0.462   8.8170   3.0698  -0.3510
 XAF  H9   H  HNR5  0   0.426  -3.8387   4.6493   0.0931
 XAF  H10  H  HCR5  0   0.298  -1.8506   3.3658   0.9663

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
 XAF  C8   C7   aromatic  1.383  0.020  1.383
 XAF  C8   C9   aromatic  1.381  0.020  1.381
 XAF  F1   C9   single    1.343  0.020  1.343
 XAF  C7   C12  aromatic  1.395  0.020  1.395
 XAF  C9   C10  aromatic  1.387  0.020  1.387
 XAF  C16  N1   aromatic  1.340  0.020  1.340
 XAF  C16  C15  aromatic  1.379  0.020  1.379
 XAF  O3   C14  single    1.407  0.020  1.407
 XAF  C6   C5   aromatic  1.385  0.020  1.385
 XAF  C6   C1   aromatic  1.395  0.020  1.395
 XAF  C12  C15  single    1.466  0.020  1.466
 XAF  C12  C11  aromatic  1.391  0.020  1.391
 XAF  N1   N2   aromatic  1.321  0.020  1.321
 XAF  C10  C11  aromatic  1.396  0.020  1.396
 XAF  C10  C1   single    1.476  0.020  1.476
 XAF  C15  C17  aromatic  1.419  0.020  1.419
 XAF  C14  C13  single    1.523  0.020  1.523
 XAF  C5   C4   aromatic  1.387  0.020  1.387
 XAF  C1   C2   aromatic  1.396  0.020  1.396
 XAF  N2   C17  aromatic  1.324  0.020  1.324
 XAF  C17  C21  single    1.468  0.020  1.468
 XAF  O1   S1   double    1.462  0.020  1.462
 XAF  C4   S1   single    1.771  0.020  1.771
 XAF  C4   C3   aromatic  1.388  0.020  1.388
 XAF  C13  S1   single    1.790  0.020  1.790
 XAF  C2   C3   aromatic  1.384  0.020  1.384
 XAF  S1   O2   double    1.462  0.020  1.462
 XAF  C21  N3   aromatic  1.328  0.020  1.328
 XAF  C21  C20  aromatic  1.394  0.020  1.394
 XAF  N3   C22  aromatic  1.329  0.020  1.329
 XAF  C20  C19  aromatic  1.384  0.020  1.384
 XAF  C22  C23  single    1.498  0.020  1.498
 XAF  C22  C18  aromatic  1.392  0.020  1.392
 XAF  C19  C18  aromatic  1.387  0.020  1.387
 XAF  C8   H1   single    0.930  0.020  1.080
 XAF  C11  H2   single    0.930  0.020  1.080
 XAF  C20  H3   single    0.930  0.020  1.080
 XAF  C19  H4   single    0.930  0.020  1.080
 XAF  C23  H5   single    0.970  0.020  1.090
 XAF  C23  H6   single    0.970  0.020  1.090
 XAF  C23  H7   single    0.970  0.020  1.090
 XAF  C18  H8   single    0.930  0.020  1.080
 XAF  C7   H11  single    0.930  0.020  1.080
 XAF  C6   H12  single    0.930  0.020  1.080
 XAF  C5   H13  single    0.930  0.020  1.080
 XAF  C3   H14  single    0.930  0.020  1.080
 XAF  C2   H15  single    0.930  0.020  1.080
 XAF  C13  H16  single    0.970  0.020  1.090
 XAF  C13  H17  single    0.970  0.020  1.090
 XAF  C14  H18  single    0.970  0.020  1.090
 XAF  C14  H19  single    0.970  0.020  1.090
 XAF  O3   H20  single    0.850  0.020  0.980
 XAF  N1   H9   single    0.860  0.020  1.020
 XAF  C16  H10  single    0.930  0.020  1.080

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
 XAF  C10  C9   C8   122.34  3.000
 XAF  C10  C9   F1   119.20  3.000
 XAF  C8   C9   F1   118.45  3.000
 XAF  H1   C8   C7   120.82  3.000
 XAF  H1   C8   C9   120.04  3.000
 XAF  C7   C8   C9   119.14  3.000
 XAF  C1   C10  C11  120.38  3.000
 XAF  C1   C10  C9   122.47  3.000
 XAF  C11  C10  C9   117.14  3.000
 XAF  H2   C11  C12  119.33  3.000
 XAF  H2   C11  C10  118.43  3.000
 XAF  C12  C11  C10  122.24  3.000
 XAF  C7   C12  C15  121.59  3.000
 XAF  C15  C12  C11  120.07  3.000
 XAF  C7   C12  C11  118.29  3.000
 XAF  C16  C15  C17  103.74  3.000
 XAF  C17  C15  C12  130.81  3.000
 XAF  C16  C15  C12  125.40  3.000
 XAF  N2   C17  C21  119.96  3.000
 XAF  C21  C17  C15  129.15  3.000
 XAF  N2   C17  C15  110.88  3.000
 XAF  N3   C21  C20  122.49  3.000
 XAF  C20  C21  C17  121.01  3.000
 XAF  N3   C21  C17  116.50  3.000
 XAF  H3   C20  C19  121.24  3.000
 XAF  H3   C20  C21  120.67  3.000
 XAF  C19  C20  C21  118.08  3.000
 XAF  H4   C19  C18  120.41  3.000
 XAF  H4   C19  C20  120.31  3.000
 XAF  C18  C19  C20  119.28  3.000
 XAF  C22  N3   C21  119.62  3.000
 XAF  C18  C22  C23  121.73  3.000
 XAF  C18  C22  N3   121.74  3.000
 XAF  C23  C22  N3   116.52  3.000
 XAF  H7   C23  H6   108.23  3.000
 XAF  H7   C23  H5   107.05  3.000
 XAF  H6   C23  H5   108.33  3.000
 XAF  H7   C23  C22  110.82  3.000
 XAF  H6   C23  C22  111.83  3.000
 XAF  H5   C23  C22  110.42  3.000
 XAF  H8   C18  C22  120.33  3.000
 XAF  H8   C18  C19  120.89  3.000
 XAF  C22  C18  C19  118.78  3.000
 XAF  N1   N2   C17  105.44  3.000
 XAF  H9   N1   C16  126.96  3.000
 XAF  H9   N1   N2   119.85  3.000
 XAF  C16  N1   N2   113.19  3.000
 XAF  H10  C16  N1   122.19  3.000
 XAF  H10  C16  C15  131.05  3.000
 XAF  N1   C16  C15  106.74  3.000
 XAF  H11  C7   C12  120.15  3.000
 XAF  H11  C7   C8   119.01  3.000
 XAF  C12  C7   C8   120.84  3.000
 XAF  C2   C1   C6   118.98  3.000
 XAF  C2   C1   C10  121.49  3.000
 XAF  C6   C1   C10  119.51  3.000
 XAF  H12  C6   C5   119.20  3.000
 XAF  H12  C6   C1   119.86  3.000
 XAF  C5   C6   C1   120.93  3.000
 XAF  H13  C5   C4   121.18  3.000
 XAF  H13  C5   C6   119.85  3.000
 XAF  C4   C5   C6   118.97  3.000
 XAF  S1   C4   C3   119.38  3.000
 XAF  C3   C4   C5   121.25  3.000
 XAF  S1   C4   C5   119.36  3.000
 XAF  H14  C3   C2   119.71  3.000
 XAF  H14  C3   C4   121.09  3.000
 XAF  C2   C3   C4   119.20  3.000
 XAF  H15  C2   C3   118.85  3.000
 XAF  H15  C2   C1   120.47  3.000
 XAF  C3   C2   C1   120.67  3.000
 XAF  C13  S1   O2   108.32  3.000
 XAF  O2   S1   O1   118.56  3.000
 XAF  C13  S1   O1   108.24  3.000
 XAF  O2   S1   C4   108.52  3.000
 XAF  C13  S1   C4   103.48  3.000
 XAF  O1   S1   C4   108.68  3.000
 XAF  H17  C13  H16  109.03  3.000
 XAF  H17  C13  C14  111.43  3.000
 XAF  H16  C13  C14  111.40  3.000
 XAF  H17  C13  S1   107.08  3.000
 XAF  H16  C13  S1   107.13  3.000
 XAF  C14  C13  S1   110.59  3.000
 XAF  H19  C14  H18  107.63  3.000
 XAF  H19  C14  O3   111.82  3.000
 XAF  H18  C14  O3   111.79  3.000
 XAF  H19  C14  C13  109.50  3.000
 XAF  H18  C14  C13  109.58  3.000
 XAF  O3   C14  C13  106.51  3.000
 XAF  H20  O3   C14  107.92  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
 XAF  CONST_01  C12  C7   C8   C9      0.00   0.0  0
 XAF  CONST_02  C12  C11  C10  C9      0.00   0.0  0
 XAF  CONST_05  C15  C12  C7   C8    180.00   0.0  0
 XAF  CONST_06  C11  C12  C7   C8      0.00   0.0  0
 XAF  CONST_07  C11  C10  C9   C8      0.00   0.0  0
 XAF  CONST_08  C1   C10  C9   C8    180.00   0.0  0
 XAF  CONST_09  C7   C8   C9   C10     0.00   0.0  0
 XAF  CONST_10  C7   C12  C11  C10     0.00   0.0  0
 XAF  CONST_11  C15  C12  C11  C10   180.00   0.0  0
 XAF  CONST_12  C5   C6   C1   C10   180.00   0.0  0
 XAF  CONST_13  C3   C2   C1   C10   180.00   0.0  0
 XAF  CONST_18  N1   C16  C15  C12   180.00   0.0  0
 XAF  CONST_19  N2   C17  C15  C12   180.00   0.0  0
 XAF  CONST_20  C21  C17  C15  C12     0.00   0.0  0
 XAF  CONST_21  C1   C10  C11  C12   180.00   0.0  0
 XAF  CONST_22  N2   N1   C16  C15     0.00   0.0  0
 XAF  CONST_23  N1   N2   C17  C15     0.00   0.0  0
 XAF  CONST_26  N1   C16  C15  C17     0.00   0.0  0
 XAF  CONST_28  C16  N1   N2   C17     0.00   0.0  0
 XAF  CONST_29  C22  N3   C21  C17   180.00   0.0  0
 XAF  CONST_30  C19  C20  C21  C17   180.00   0.0  0
 XAF  CONST_31  C16  C15  C17  C21   180.00   0.0  0
 XAF  CONST_32  N1   N2   C17  C21   180.00   0.0  0
 XAF  CONST_33  C18  C22  N3   C21     0.00   0.0  0
 XAF  CONST_34  C18  C19  C20  C21     0.00   0.0  0
 XAF  CONST_36  C22  N3   C21  C20     0.00   0.0  0
 XAF  CONST_37  C22  C18  C19  C20     0.00   0.0  0
 XAF  CONST_38  N3   C21  C20  C19     0.00   0.0  0
 XAF  CONST_39  N3   C22  C18  C19     0.00   0.0  0
 XAF  CONST_41  C16  C15  C17  N2      0.00   0.0  0
 XAF  CONST_43  C4   C5   C6   C1      0.00   0.0  0
 XAF  CONST_44  C4   C3   C2   C1      0.00   0.0  0
 XAF  CONST_45  C3   C4   C5   C6      0.00   0.0  0
 XAF  CONST_46  C3   C2   C1   C6      0.00   0.0  0
 XAF  CONST_47  C2   C1   C6   C5      0.00   0.0  0
 XAF  CONST_48  C2   C3   C4   C5      0.00   0.0  0
 XAF  CONST_49  C7   C8   C9   F1    180.00   0.0  0
 XAF  CONST_50  C11  C10  C9   F1    180.00   0.0  0
 XAF  CONST_51  C1   C10  C9   F1      0.00   0.0  0
 XAF  CONST_52  C23  C22  N3   C21   180.00   0.0  0
 XAF  CONST_53  C23  C22  C18  C19   180.00   0.0  0
 XAF  CONST_54  S1   C4   C5   C6    180.00   0.0  0
 XAF  CONST_55  S1   C4   C3   C2    180.00   0.0  0
 XAF  CONST_56  H11  C7   C8   C9    180.00   0.0  0
 XAF  CONST_57  H2   C11  C10  C9    180.00   0.0  0
 XAF  CONST_58  H1   C8   C9   C10   180.00   0.0  0
 XAF  CONST_59  H12  C6   C1   C10     0.00   0.0  0
 XAF  CONST_60  H15  C2   C1   C10     0.00   0.0  0
 XAF  CONST_61  H10  C16  C15  C12     0.00   0.0  0
 XAF  CONST_62  H9   N1   C16  C15   180.00   0.0  0
 XAF  CONST_63  H3   C20  C21  C17     0.00   0.0  0
 XAF  CONST_64  H4   C19  C20  C21   180.00   0.0  0
 XAF  CONST_65  H8   C18  C19  C20   180.00   0.0  0
 XAF  CONST_66  H13  C5   C6   C1    180.00   0.0  0
 XAF  CONST_67  H14  C3   C2   C1    180.00   0.0  0
 XAF  Var_01    O1   S1   C4   C5   -152.88  30.0  2
 XAF  Var_02    H5   C23  C22  N3     59.75  30.0  2
 XAF  Var_03    C14  C13  S1   C4   -179.18  30.0  1
 XAF  Var_04    O3   C14  C13  S1    179.98  30.0  1

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
 XAF  plan-1  C12  0.020
 XAF  plan-1  C15  0.020
 XAF  plan-1  C17  0.020
 XAF  plan-1  C21  0.020
 XAF  plan-1  N2   0.020
 XAF  plan-1  N1   0.020
 XAF  plan-1  C16  0.020
 XAF  plan-1  H9   0.020
 XAF  plan-1  H10  0.020
 XAF  plan-2  F1   0.020
 XAF  plan-2  C9   0.020
 XAF  plan-2  C8   0.020
 XAF  plan-2  C10  0.020
 XAF  plan-2  C11  0.020
 XAF  plan-2  C12  0.020
 XAF  plan-2  C15  0.020
 XAF  plan-2  C7   0.020
 XAF  plan-2  C1   0.020
 XAF  plan-2  H1   0.020
 XAF  plan-2  H2   0.020
 XAF  plan-2  H11  0.020
 XAF  plan-3  C17  0.020
 XAF  plan-3  C21  0.020
 XAF  plan-3  C20  0.020
 XAF  plan-3  C19  0.020
 XAF  plan-3  N3   0.020
 XAF  plan-3  C22  0.020
 XAF  plan-3  C23  0.020
 XAF  plan-3  C18  0.020
 XAF  plan-3  H3   0.020
 XAF  plan-3  H4   0.020
 XAF  plan-3  H8   0.020
 XAF  plan-4  C10  0.020
 XAF  plan-4  C1   0.020
 XAF  plan-4  C6   0.020
 XAF  plan-4  C5   0.020
 XAF  plan-4  C4   0.020
 XAF  plan-4  C3   0.020
 XAF  plan-4  C2   0.020
 XAF  plan-4  S1   0.020
 XAF  plan-4  H12  0.020
 XAF  plan-4  H13  0.020
 XAF  plan-4  H14  0.020
 XAF  plan-4  H15  0.020

