# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 07:08:45 2022
#   Inital geometry file: a 147 line input string
#   Ligand name: 2-[3-[[(4-pyrazol-1-ylphenyl)methyl-pyridin-3-ylsulfonyl-amino]methyl]phenoxy]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1cccc(CN(Cc2ccc(cc2)n3cccn3)[S](=O)(=O)c4cccnc4)c1
#
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
 GNO  GNO  '2-[3-[[(4-pyrazol-1-ylphenyl)methyl-pyridin-3-ylsulfonyl-amino]methyl]phenoxy]ethanoic acid'  ligand  55  34  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GNO
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
 GNO  O3   O  O2     0  -0.461  80.9832  117.7316  124.9129
 GNO  C1   C  CH2    0  -0.368  84.5729  114.8437  121.8868
 GNO  C10  C  CR6    0   0.365  86.9846  112.2020  119.5078
 GNO  C11  C  CR16   0  -0.290  86.6503  113.4634  119.0244
 GNO  C12  C  CR16   0  -0.282  86.5801  111.8158  120.7775
 GNO  C13  C  CR16   0  -0.131  82.8007  114.1608  118.0382
 GNO  C14  C  CR6    0   0.408  81.9215  118.1368  124.0431
 GNO  C15  C  CR16   0  -0.028  83.2964  112.1595  119.2624
 GNO  C16  C  CR16   0  -0.225  83.6044  119.6325  123.2001
 GNO  C17  C  CR16   0  -0.392  82.6554  119.3180  124.1643
 GNO  C18  C  CR16   0  -0.313  83.3014  113.5280  116.9151
 GNO  C19  C  CR16   0  -0.045  83.7791  112.2305  117.0407
 GNO  C20  C  CR15   0   0.036  87.7240  111.2357  117.3520
 GNO  C21  C  CR15   0  -0.506  88.5712  110.2121  117.0159
 GNO  C22  C  CH2    0  -0.330  80.5926  118.6087  125.9524
 GNO  C23  C  CR15   0  -0.037  89.0344  109.7248  118.2519
 GNO  C24  C  C      0   0.380  79.4094  118.0281  126.7508
 GNO  C3   C  CR6    0   0.085  85.4495  113.9336  121.0669
 GNO  C4   C  CR6    0   0.133  83.1023  117.6175  121.9956
 GNO  C5   C  CR6    0  -0.258  82.8116  113.4603  119.2356
 GNO  C6   C  CR16   0  -0.271  85.8854  114.3137  119.8004
 GNO  C7   C  CR16   0  -0.288  85.8175  112.6835  121.5452
 GNO  C8   C  CR16   0  -0.390  82.1547  117.2950  122.9539
 GNO  C9   C  CR16   0  -0.336  83.8366  118.7944  122.1214
 GNO  N1   N  N      0  -0.586  83.3923  115.3166  121.1675
 GNO  N2   N  NR5    0  -0.396  87.7233  111.3131  118.7039
 GNO  N3   N  N      0  -0.389  83.7705  111.5546  118.1827
 GNO  N4   N  N      0  -0.279  88.5157  110.3941  119.2602
 GNO  O1   O  OS     0  -0.642  81.0445  114.9901  120.3881
 GNO  O2   O  OS     0  -0.640  82.1925  113.2063  121.7462
 GNO  O4   O  OC    -1  -0.587  79.0072  116.8910  126.4656
 GNO  O5   O  O      0  -0.614  78.9851  118.8030  127.6296
 GNO  S1   S  S      0   1.397  82.2429  114.2392  120.7258
 GNO  H1   H  HCH2   0   0.281  84.2831  114.3518  122.8155
 GNO  H2   H  HCH2   0   0.290  85.1255  115.7394  122.1771
 GNO  H5   H  HCR6   0   0.298  82.4206  115.1725  117.9757
 GNO  H6   H  HCR6   0   0.285  83.3018  111.5869  120.1812
 GNO  H7   H  HCR6   0   0.255  84.1747  120.5468  123.3033
 GNO  H8   H  HCR6   0   0.274  82.5071  119.9933  124.9955
 GNO  H9   H  HCR6   0   0.285  83.3201  114.0271  115.9566
 GNO  H10  H  HCR6   0   0.278  84.1819  111.7138  116.1771
 GNO  H13  H  HCR5   0   0.297  87.1183  111.8837  116.7401
 GNO  H14  H  HCR5   0   0.267  88.8138  109.8608  116.0273
 GNO  H15  H  HCH2   0   0.223  81.4286  118.7886  126.6404
 GNO  H16  H  HCH2   0   0.222  80.3031  119.5838  125.5426
 GNO  H17  H  HCR5   0   0.266  89.7272  108.9178  118.4365
 GNO  H18  H  HCR6   0   0.267  85.6270  115.2871  119.4018
 GNO  H19  H  HCR6   0   0.261  85.4847  112.3648  122.5256
 GNO  H20  H  HCR6   0   0.245  81.5761  116.3821  122.8740
 GNO  H21  H  HCR6   0   0.247  84.5851  119.0488  121.3809
 GNO  C2   C  CH2    0  -0.380  83.3172  116.7223  120.7993
 GNO  H3   H  HCR6   0   0.278  86.9882  113.7918  118.0503
 GNO  H11  H  HCH2   0   0.277  84.2363  117.0111  120.2850
 GNO  H12  H  HCH2   0   0.291  82.5096  116.8675  120.0825
 GNO  H4   H  HCR6   0   0.272  86.8366  110.8370  121.1583

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
 GNO  C21  C23  aromatic  1.407  0.020  1.407
 GNO  C21  C20  aromatic  1.371  0.020  1.371
 GNO  C23  N4   aromatic  1.317  0.020  1.317
 GNO  C19  C18  aromatic  1.388  0.020  1.388
 GNO  C19  N3   aromatic  1.327  0.020  1.327
 GNO  C18  C13  aromatic  1.383  0.020  1.383
 GNO  C20  N2   aromatic  1.354  0.020  1.354
 GNO  N4   N2   aromatic  1.335  0.020  1.335
 GNO  N2   C10  single    1.408  0.020  1.408
 GNO  N3   C15  aromatic  1.325  0.020  1.325
 GNO  C13  C5   aromatic  1.387  0.020  1.387
 GNO  C10  C11  aromatic  1.392  0.020  1.392
 GNO  C10  C12  aromatic  1.387  0.020  1.387
 GNO  C11  C6   aromatic  1.382  0.020  1.382
 GNO  C15  C5   aromatic  1.388  0.020  1.388
 GNO  C5   S1   single    1.775  0.020  1.775
 GNO  C12  C7   aromatic  1.387  0.020  1.387
 GNO  C6   C3   aromatic  1.392  0.020  1.392
 GNO  C2   N1   single    1.455  0.020  1.455
 GNO  C2   C4   single    1.510  0.020  1.510
 GNO  C7   C3   aromatic  1.388  0.020  1.388
 GNO  C3   C1   single    1.506  0.020  1.506
 GNO  S1   N1   single    1.636  0.020  1.636
 GNO  S1   O1   double    1.454  0.020  1.454
 GNO  S1   O2   double    1.453  0.020  1.453
 GNO  N1   C1   single    1.461  0.020  1.461
 GNO  C4   C9   aromatic  1.393  0.020  1.393
 GNO  C4   C8   aromatic  1.386  0.020  1.386
 GNO  C9   C16  aromatic  1.386  0.020  1.386
 GNO  C8   C14  aromatic  1.396  0.020  1.396
 GNO  C16  C17  aromatic  1.389  0.020  1.389
 GNO  C14  C17  aromatic  1.396  0.020  1.396
 GNO  C14  O3   single    1.342  0.020  1.342
 GNO  O5   C24  deloc     1.246  0.020  1.246
 GNO  O3   C22  single    1.415  0.020  1.415
 GNO  C22  C24  single    1.541  0.020  1.541
 GNO  C24  O4   deloc     1.239  0.020  1.239
 GNO  C1   H1   single    0.970  0.020  1.090
 GNO  C1   H2   single    0.970  0.020  1.090
 GNO  C11  H3   single    0.930  0.020  1.080
 GNO  C12  H4   single    0.930  0.020  1.080
 GNO  C13  H5   single    0.930  0.020  1.080
 GNO  C15  H6   single    0.930  0.020  1.080
 GNO  C16  H7   single    0.930  0.020  1.080
 GNO  C17  H8   single    0.930  0.020  1.080
 GNO  C18  H9   single    0.930  0.020  1.080
 GNO  C19  H10  single    0.930  0.020  1.080
 GNO  C2   H11  single    0.970  0.020  1.090
 GNO  C2   H12  single    0.970  0.020  1.090
 GNO  C20  H13  single    0.930  0.020  1.080
 GNO  C21  H14  single    0.930  0.020  1.080
 GNO  C22  H15  single    0.970  0.020  1.090
 GNO  C22  H16  single    0.970  0.020  1.090
 GNO  C23  H17  single    0.930  0.020  1.080
 GNO  C6   H18  single    0.930  0.020  1.080
 GNO  C7   H19  single    0.930  0.020  1.080
 GNO  C8   H20  single    0.930  0.020  1.080
 GNO  C9   H21  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
 GNO  C22  O3   C14  118.81  3.000
 GNO  H2   C1   H1   106.15  3.000
 GNO  H2   C1   N1   105.92  3.000
 GNO  H1   C1   N1   110.53  3.000
 GNO  H2   C1   C3   110.23  3.000
 GNO  H1   C1   C3   110.23  3.000
 GNO  N1   C1   C3   113.44  3.000
 GNO  N2   C10  C12  119.98  3.000
 GNO  C12  C10  C11  120.01  3.000
 GNO  N2   C10  C11  120.00  3.000
 GNO  H3   C11  C6   119.44  3.000
 GNO  H3   C11  C10  120.85  3.000
 GNO  C6   C11  C10  119.71  3.000
 GNO  H4   C12  C7   120.12  3.000
 GNO  H4   C12  C10  120.35  3.000
 GNO  C7   C12  C10  119.51  3.000
 GNO  H5   C13  C5   121.63  3.000
 GNO  H5   C13  C18  120.52  3.000
 GNO  C5   C13  C18  117.85  3.000
 GNO  C8   C14  C17  119.35  3.000
 GNO  C17  C14  O3   124.53  3.000
 GNO  C8   C14  O3   116.13  3.000
 GNO  H6   C15  N3   116.63  3.000
 GNO  H6   C15  C5   120.91  3.000
 GNO  N3   C15  C5   122.46  3.000
 GNO  H7   C16  C9   119.78  3.000
 GNO  H7   C16  C17  119.02  3.000
 GNO  C9   C16  C17  121.20  3.000
 GNO  H8   C17  C16  119.07  3.000
 GNO  H8   C17  C14  121.55  3.000
 GNO  C16  C17  C14  119.38  3.000
 GNO  H9   C18  C19  120.39  3.000
 GNO  H9   C18  C13  121.01  3.000
 GNO  C19  C18  C13  118.60  3.000
 GNO  H10  C19  N3   116.44  3.000
 GNO  H10  C19  C18  120.08  3.000
 GNO  N3   C19  C18  123.48  3.000
 GNO  H13  C20  N2   122.15  3.000
 GNO  H13  C20  C21  131.10  3.000
 GNO  N2   C20  C21  106.73  3.000
 GNO  H14  C21  C23  128.27  3.000
 GNO  H14  C21  C20  127.44  3.000
 GNO  C23  C21  C20  104.29  3.000
 GNO  H16  C22  H15  106.83  3.000
 GNO  H16  C22  C24  109.02  3.000
 GNO  H15  C22  C24  108.77  3.000
 GNO  H16  C22  O3   110.46  3.000
 GNO  H15  C22  O3   110.60  3.000
 GNO  C24  C22  O3   111.04  3.000
 GNO  H17  C23  N4   120.12  3.000
 GNO  H17  C23  C21  128.35  3.000
 GNO  N4   C23  C21  111.53  3.000
 GNO  O5   C24  O4   128.48  3.000
 GNO  O4   C24  C22  118.40  3.000
 GNO  O5   C24  C22  113.11  3.000
 GNO  C7   C3   C6   118.44  3.000
 GNO  C7   C3   C1   120.72  3.000
 GNO  C6   C3   C1   120.82  3.000
 GNO  C9   C4   C8   119.65  3.000
 GNO  C8   C4   C2   120.49  3.000
 GNO  C9   C4   C2   119.84  3.000
 GNO  S1   C5   C15  120.45  3.000
 GNO  S1   C5   C13  120.04  3.000
 GNO  C15  C5   C13  119.50  3.000
 GNO  H18  C6   C3   120.36  3.000
 GNO  H18  C6   C11  118.58  3.000
 GNO  C3   C6   C11  121.07  3.000
 GNO  H19  C7   C3   119.69  3.000
 GNO  H19  C7   C12  119.07  3.000
 GNO  C3   C7   C12  121.23  3.000
 GNO  H20  C8   C4   120.67  3.000
 GNO  H20  C8   C14  118.44  3.000
 GNO  C4   C8   C14  120.89  3.000
 GNO  H21  C9   C4   120.07  3.000
 GNO  H21  C9   C16  120.39  3.000
 GNO  C4   C9   C16  119.54  3.000
 GNO  S1   N1   C2   122.11  3.000
 GNO  S1   N1   C1   119.17  3.000
 GNO  C2   N1   C1   118.62  3.000
 GNO  N4   N2   C20  112.11  3.000
 GNO  N4   N2   C10  120.55  3.000
 GNO  C20  N2   C10  127.33  3.000
 GNO  C19  N3   C15  118.09  3.000
 GNO  N2   N4   C23  105.35  3.000
 GNO  O2   S1   O1   120.12  3.000
 GNO  O2   S1   N1   107.63  3.000
 GNO  O1   S1   N1   107.55  3.000
 GNO  O2   S1   C5   106.79  3.000
 GNO  O1   S1   C5   107.20  3.000
 GNO  N1   S1   C5   106.89  3.000
 GNO  H12  C2   H11  106.19  3.000
 GNO  H12  C2   N1   109.48  3.000
 GNO  H11  C2   N1   109.35  3.000
 GNO  H12  C2   C4   109.68  3.000
 GNO  H11  C2   C4   109.65  3.000
 GNO  N1   C2   C4   112.31  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
 GNO  CONST_01  C21  C20  N2   C10   180.00   0.0  0
 GNO  CONST_02  C23  N4   N2   C10   180.00   0.0  0
 GNO  CONST_03  C3   C6   C11  C10     0.00   0.0  0
 GNO  CONST_04  C3   C7   C12  C10     0.00   0.0  0
 GNO  CONST_07  C7   C12  C10  C11     0.00   0.0  0
 GNO  CONST_08  C7   C3   C6   C11     0.00   0.0  0
 GNO  CONST_11  C6   C11  C10  C12     0.00   0.0  0
 GNO  CONST_12  C6   C3   C7   C12     0.00   0.0  0
 GNO  CONST_13  N3   C19  C18  C13     0.00   0.0  0
 GNO  CONST_14  N3   C15  C5   C13     0.00   0.0  0
 GNO  CONST_15  C9   C4   C8   C14     0.00   0.0  0
 GNO  CONST_16  C9   C16  C17  C14     0.00   0.0  0
 GNO  CONST_17  C18  C19  N3   C15     0.00   0.0  0
 GNO  CONST_18  C18  C13  C5   C15     0.00   0.0  0
 GNO  CONST_19  C8   C4   C9   C16     0.00   0.0  0
 GNO  CONST_20  C8   C14  C17  C16     0.00   0.0  0
 GNO  CONST_21  C4   C9   C16  C17     0.00   0.0  0
 GNO  CONST_22  C4   C8   C14  C17     0.00   0.0  0
 GNO  CONST_23  C5   C13  C18  C19     0.00   0.0  0
 GNO  CONST_24  C5   C15  N3   C19     0.00   0.0  0
 GNO  CONST_25  N4   C23  C21  C20     0.00   0.0  0
 GNO  CONST_26  C23  N4   N2   C20     0.00   0.0  0
 GNO  CONST_27  N2   N4   C23  C21     0.00   0.0  0
 GNO  CONST_28  N4   N2   C20  C21     0.00   0.0  0
 GNO  CONST_29  N2   C20  C21  C23     0.00   0.0  0
 GNO  CONST_30  N2   C10  C11  C6    180.00   0.0  0
 GNO  CONST_31  N2   C10  C12  C7    180.00   0.0  0
 GNO  CONST_32  C4   C8   C14  O3    180.00   0.0  0
 GNO  CONST_33  C16  C17  C14  O3    180.00   0.0  0
 GNO  CONST_34  C11  C6   C3   C1    180.00   0.0  0
 GNO  CONST_35  C12  C7   C3   C1    180.00   0.0  0
 GNO  CONST_36  C2   C4   C8   C14   180.00   0.0  0
 GNO  CONST_37  C2   C4   C9   C16   180.00   0.0  0
 GNO  CONST_38  S1   C5   C13  C18   180.00   0.0  0
 GNO  CONST_39  S1   C5   C15  N3    180.00   0.0  0
 GNO  CONST_40  H13  C20  N2   C10     0.00   0.0  0
 GNO  CONST_41  H18  C6   C11  C10   180.00   0.0  0
 GNO  CONST_42  H19  C7   C12  C10   180.00   0.0  0
 GNO  CONST_43  H4   C12  C10  C11   180.00   0.0  0
 GNO  CONST_44  H3   C11  C10  C12   180.00   0.0  0
 GNO  CONST_45  H10  C19  C18  C13   180.00   0.0  0
 GNO  CONST_46  H6   C15  C5   C13   180.00   0.0  0
 GNO  CONST_47  H7   C16  C17  C14   180.00   0.0  0
 GNO  CONST_48  H5   C13  C5   C15   180.00   0.0  0
 GNO  CONST_49  H21  C9   C16  C17   180.00   0.0  0
 GNO  CONST_50  H20  C8   C14  C17   180.00   0.0  0
 GNO  CONST_51  H17  C23  C21  C20   180.00   0.0  0
 GNO  CONST_52  H9   C18  C13  C5    180.00   0.0  0
 GNO  CONST_53  H8   C17  C14  C8    180.00   0.0  0
 GNO  CONST_54  H14  C21  C20  N2    180.00   0.0  0
 GNO  Var_01    N1   S1   C5   C13   -73.21  30.0  2
 GNO  Var_02    C8   C14  O3   C22  -172.90  30.0  1
 GNO  Var_03    N1   C1   C3   C6     51.82  30.0  2
 GNO  Var_04    N1   C2   C4   C8    -45.65  30.0  2
 GNO  Var_05    C4   C2   N1   C1    -70.96  30.0  1
 GNO  Var_06    C5   S1   N1   C1    -81.10  30.0  2
 GNO  Var_07    C24  C22  O3   C14   174.04  30.0  3
 GNO  Var_08    C3   C1   N1   C2   -110.75  30.0  3
 GNO  Var_09    O5   C24  C22  O3   -176.24  30.0  3

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
 GNO  plan-1  C10  0.020
 GNO  plan-1  C20  0.020
 GNO  plan-1  C21  0.020
 GNO  plan-1  C23  0.020
 GNO  plan-1  N2   0.020
 GNO  plan-1  N4   0.020
 GNO  plan-1  H13  0.020
 GNO  plan-1  H14  0.020
 GNO  plan-1  H17  0.020
 GNO  plan-2  C1   0.020
 GNO  plan-2  C10  0.020
 GNO  plan-2  C11  0.020
 GNO  plan-2  C12  0.020
 GNO  plan-2  C3   0.020
 GNO  plan-2  C6   0.020
 GNO  plan-2  C7   0.020
 GNO  plan-2  N2   0.020
 GNO  plan-2  H18  0.020
 GNO  plan-2  H19  0.020
 GNO  plan-2  H3   0.020
 GNO  plan-2  H4   0.020
 GNO  plan-3  C13  0.020
 GNO  plan-3  C15  0.020
 GNO  plan-3  C18  0.020
 GNO  plan-3  C19  0.020
 GNO  plan-3  C5   0.020
 GNO  plan-3  N3   0.020
 GNO  plan-3  S1   0.020
 GNO  plan-3  H5   0.020
 GNO  plan-3  H6   0.020
 GNO  plan-3  H9   0.020
 GNO  plan-3  H10  0.020
 GNO  plan-4  O3   0.020
 GNO  plan-4  C14  0.020
 GNO  plan-4  C16  0.020
 GNO  plan-4  C17  0.020
 GNO  plan-4  C4   0.020
 GNO  plan-4  C8   0.020
 GNO  plan-4  C9   0.020
 GNO  plan-4  H7   0.020
 GNO  plan-4  H8   0.020
 GNO  plan-4  H20  0.020
 GNO  plan-4  H21  0.020
 GNO  plan-4  C2   0.020
 GNO  plan-5  C22  0.020
 GNO  plan-5  C24  0.020
 GNO  plan-5  O4   0.020
 GNO  plan-5  O5   0.020

