# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 04:33:09 2022
#   Inital geometry file: a 157 line input string
#   Ligand name: 1-[3-[(4-butylphenyl)sulfonyl-(2-hydroxy-2-oxoethyl)amino]phenyl]-5-cyclopropyl-pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCc1ccc(cc1)[S](=O)(=O)N(CC(O)=O)c2cccc(c2)n3ncc(C(O)=O)c3C4CC4
#
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
 QH8  QH8  '1-[3-[(4-butylphenyl)sulfonyl-(2-hydroxy-2-oxoethyl)amino]phenyl]-5-cyclopropyl-pyrazole-4-carboxylic acid'  ligand  60  35  .  2022-08-10  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_QH8
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
 QH8  C1   C  C      0   0.424  -36.2666  -21.7494   5.3199
 QH8  C10  C  CH3    0  -0.666  -41.3111  -22.6115  10.9356
 QH8  C11  C  CR16   0  -0.293  -41.8270  -23.9430   6.2630
 QH8  C12  C  CR16   0  -0.222  -40.9375  -23.6767   5.2348
 QH8  C13  C  C      0   0.293  -38.6875  -19.9998   4.6395
 QH8  C14  C  C1     0  -0.280  -39.2551  -19.7050   5.8733
 QH8  C15  C  C      0   0.345  -39.4367  -18.3797   6.2475
 QH8  C16  C  CR15   0  -0.057  -41.2526  -16.9407   8.7861
 QH8  C17  C  CR5    0  -0.396  -40.5966  -17.8837   9.6009
 QH8  C18  C  C      0   0.351  -40.7818  -18.0175  11.0884
 QH8  C19  C  CR5    0   0.454  -39.7907  -18.5884   8.7229
 QH8  C2   C  CH2    0  -0.457  -37.7394  -22.2054   5.1551
 QH8  C20  C  CH1    0  -0.337  -38.8148  -19.6706   8.9536
 QH8  C21  C  CH2    0  -0.457  -37.6988  -19.4754   9.9281
 QH8  C22  C  CH2    0  -0.493  -37.3972  -19.5398   8.4672
 QH8  C23  C  C1     0  -0.284  -39.0750  -17.3538   5.3823
 QH8  C24  C  C1     0  -0.265  -38.5242  -17.6607   4.1474
 QH8  C25  C  C1     0  -0.255  -38.3195  -18.9791   3.7741
 QH8  C3   C  CR6    0  -0.211  -40.9746  -22.4365   4.6113
 QH8  C4   C  CR16   0  -0.217  -41.9036  -21.4746   4.9935
 QH8  C5   C  CR16   0  -0.292  -42.7791  -21.7574   6.0279
 QH8  C6   C  CR6    0   0.138  -42.7472  -22.9865   6.6857
 QH8  C7   C  CH2    0  -0.515  -43.6453  -23.2432   7.8596
 QH8  C8   C  CH2    0  -0.413  -43.1080  -22.6146   9.1510
 QH8  C9   C  CH2    0  -0.423  -41.7620  -23.1716   9.5946
 QH8  N1   N  N      0  -0.648  -38.4923  -21.3530   4.2378
 QH8  N2   N  NR5    0  -0.462  -40.0219  -18.0527   7.4889
 QH8  N3   N  N      0  -0.286  -40.9086  -17.0484   7.5241
 QH8  O1   O  O      0  -0.575  -35.7667  -21.0785   4.4059
 QH8  O2   O  OS     0  -0.643  -40.2930  -21.0087   2.5267
 QH8  O3   O  OS     0  -0.648  -39.2566  -23.2765   2.8237
 QH8  O4   O  OC    -1  -0.581  -40.3077  -19.0262  11.6481
 QH8  O5   O  O      0  -0.596  -41.4137  -17.0879  11.6312
 QH8  O6   O  OC    -1  -0.604  -35.7233  -22.1638   6.3619
 QH8  S1   S  S      0   1.349  -39.7539  -22.0378   3.3986
 QH8  H13  H  HCH3   0   0.224  -40.3509  -23.0319  11.2369
 QH8  H11  H  HCH3   0   0.219  -41.1978  -21.5271  10.8972
 QH8  H12  H  HCH3   0   0.214  -42.0328  -22.8403  11.7220
 QH8  H14  H  HCR6   0   0.261  -41.7993  -24.9098   6.7503
 QH8  H15  H  HCR6   0   0.280  -40.2269  -24.4331   4.9303
 QH8  H16  H  H      0   0.286  -39.5647  -20.5034   6.5334
 QH8  H17  H  HCR5   0   0.251  -41.9750  -16.1973   9.0878
 QH8  H2   H  HCH2   0   0.236  -38.2256  -22.2725   6.1330
 QH8  H1   H  HCH2   0   0.270  -37.7156  -23.2181   4.7485
 QH8  H19  H  HCH1   0   0.283  -39.2312  -20.6736   8.9146
 QH8  H20  H  HCH2   0   0.246  -37.4307  -20.3154  10.5552
 QH8  H21  H  HCH2   0   0.243  -37.6283  -18.5142  10.4188
 QH8  H22  H  HCH2   0   0.254  -36.9228  -20.4250   8.0634
 QH8  H23  H  HCH2   0   0.247  -37.1119  -18.6199   7.9718
 QH8  H24  H  H      0   0.269  -39.2181  -16.3230   5.6753
 QH8  H25  H  H      0   0.262  -38.2366  -16.8600   3.4792
 QH8  H26  H  H      0   0.259  -37.8687  -19.2220   2.8225
 QH8  H3   H  HCR6   0   0.283  -41.9482  -20.5155   4.4959
 QH8  H4   H  HCR6   0   0.260  -43.4996  -21.0065   6.3292
 QH8  H5   H  HCH2   0   0.252  -44.6398  -22.8396   7.6554
 QH8  H6   H  HCH2   0   0.243  -43.7630  -24.3198   8.0051
 QH8  H7   H  HCH2   0   0.220  -43.0332  -21.5297   9.0238
 QH8  H8   H  HCH2   0   0.225  -43.8460  -22.7801   9.9415
 QH8  H9   H  HCH2   0   0.211  -41.8267  -24.2627   9.6542
 QH8  H10  H  HCH2   0   0.220  -41.0020  -22.9549   8.8385

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
 QH8  O2   S1   double    1.453  0.020  1.453
 QH8  O3   S1   double    1.453  0.020  1.453
 QH8  S1   N1   single    1.663  0.020  1.663
 QH8  S1   C3   single    1.766  0.020  1.766
 QH8  C25  C24  aromatic  1.385  0.020  1.385
 QH8  C25  C13  aromatic  1.388  0.020  1.388
 QH8  C24  C23  aromatic  1.387  0.020  1.387
 QH8  N1   C13  single    1.425  0.020  1.425
 QH8  N1   C2   single    1.461  0.020  1.461
 QH8  C3   C12  aromatic  1.389  0.020  1.389
 QH8  C3   C4   aromatic  1.391  0.020  1.391
 QH8  C13  C14  aromatic  1.390  0.020  1.390
 QH8  C12  C11  aromatic  1.385  0.020  1.385
 QH8  C23  C15  aromatic  1.390  0.020  1.390
 QH8  C4   C5   aromatic  1.384  0.020  1.384
 QH8  O1   C1   deloc     1.239  0.020  1.239
 QH8  C2   C1   single    1.551  0.020  1.551
 QH8  C11  C6   aromatic  1.393  0.020  1.393
 QH8  C14  C15  aromatic  1.389  0.020  1.389
 QH8  C1   O6   deloc     1.246  0.020  1.246
 QH8  C5   C6   aromatic  1.394  0.020  1.394
 QH8  C15  N2   single    1.411  0.020  1.411
 QH8  C6   C7   single    1.500  0.020  1.500
 QH8  C7   C8   single    1.533  0.020  1.533
 QH8  N2   N3   aromatic  1.340  0.020  1.340
 QH8  N2   C19  aromatic  1.365  0.020  1.365
 QH8  N3   C16  aromatic  1.312  0.020  1.312
 QH8  C19  C20  single    1.475  0.020  1.475
 QH8  C19  C17  aromatic  1.385  0.020  1.385
 QH8  C22  C20  single    1.504  0.020  1.504
 QH8  C22  C21  single    1.493  0.020  1.493
 QH8  C16  C17  aromatic  1.408  0.020  1.408
 QH8  C8   C9   single    1.523  0.020  1.523
 QH8  C20  C21  single    1.494  0.020  1.494
 QH8  C9   C10  single    1.522  0.020  1.522
 QH8  C17  C18  single    1.505  0.020  1.505
 QH8  C18  O5   deloc     1.248  0.020  1.248
 QH8  C18  O4   deloc     1.247  0.020  1.247
 QH8  C10  H13  single    0.970  0.020  1.090
 QH8  C10  H11  single    0.970  0.020  1.090
 QH8  C10  H12  single    0.970  0.020  1.090
 QH8  C11  H14  single    0.930  0.020  1.080
 QH8  C12  H15  single    0.930  0.020  1.080
 QH8  C14  H16  single    0.930  0.020  1.080
 QH8  C16  H17  single    0.930  0.020  1.080
 QH8  C2   H2   single    0.970  0.020  1.090
 QH8  C2   H1   single    0.970  0.020  1.090
 QH8  C20  H19  single    0.970  0.020  1.090
 QH8  C21  H20  single    0.970  0.020  1.090
 QH8  C21  H21  single    0.970  0.020  1.090
 QH8  C22  H22  single    0.970  0.020  1.090
 QH8  C22  H23  single    0.970  0.020  1.090
 QH8  C23  H24  single    0.930  0.020  1.080
 QH8  C24  H25  single    0.930  0.020  1.080
 QH8  C25  H26  single    0.930  0.020  1.080
 QH8  C4   H3   single    0.930  0.020  1.080
 QH8  C5   H4   single    0.930  0.020  1.080
 QH8  C7   H5   single    0.970  0.020  1.090
 QH8  C7   H6   single    0.970  0.020  1.090
 QH8  C8   H7   single    0.970  0.020  1.090
 QH8  C8   H8   single    0.970  0.020  1.090
 QH8  C9   H9   single    0.970  0.020  1.090
 QH8  C9   H10  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
 QH8  O6   C1   O1   128.39  3.000
 QH8  O6   C1   C2   113.90  3.000
 QH8  O1   C1   C2   117.65  3.000
 QH8  H12  C10  H11  107.60  3.000
 QH8  H12  C10  H13  107.59  3.000
 QH8  H11  C10  H13  107.54  3.000
 QH8  H12  C10  C9   111.21  3.000
 QH8  H11  C10  C9   111.44  3.000
 QH8  H13  C10  C9   111.26  3.000
 QH8  H14  C11  C6   119.56  3.000
 QH8  H14  C11  C12  119.28  3.000
 QH8  C6   C11  C12  121.16  3.000
 QH8  H15  C12  C3   121.04  3.000
 QH8  H15  C12  C11  119.76  3.000
 QH8  C3   C12  C11  119.20  3.000
 QH8  N1   C13  C25  119.10  3.000
 QH8  N1   C13  C14  120.51  3.000
 QH8  C25  C13  C14  120.38  3.000
 QH8  H16  C14  C15  120.18  3.000
 QH8  H16  C14  C13  120.15  3.000
 QH8  C15  C14  C13  119.67  3.000
 QH8  N2   C15  C23  118.99  3.000
 QH8  N2   C15  C14  120.82  3.000
 QH8  C23  C15  C14  120.17  3.000
 QH8  H17  C16  N3   120.04  3.000
 QH8  H17  C16  C17  127.67  3.000
 QH8  N3   C16  C17  112.29  3.000
 QH8  C19  C17  C18  130.78  3.000
 QH8  C18  C17  C16  125.03  3.000
 QH8  C19  C17  C16  104.19  3.000
 QH8  O5   C18  O4   126.84  3.000
 QH8  O4   C18  C17  117.95  3.000
 QH8  O5   C18  C17  115.21  3.000
 QH8  N2   C19  C20  122.77  3.000
 QH8  C20  C19  C17  131.24  3.000
 QH8  N2   C19  C17  105.96  3.000
 QH8  H1   C2   H2   106.60  3.000
 QH8  H1   C2   N1   108.58  3.000
 QH8  H2   C2   N1   111.58  3.000
 QH8  H1   C2   C1   106.96  3.000
 QH8  H2   C2   C1   110.19  3.000
 QH8  N1   C2   C1   112.62  3.000
 QH8  H19  C20  C22  115.45  3.000
 QH8  H19  C20  C21  115.47  3.000
 QH8  C22  C20  C21   59.72  3.000
 QH8  H19  C20  C19  114.70  3.000
 QH8  C21  C20  C19  120.01  3.000
 QH8  C22  C20  C19  120.60  3.000
 QH8  H21  C21  H20  114.26  3.000
 QH8  H21  C21  C22  117.97  3.000
 QH8  H20  C21  C22  118.92  3.000
 QH8  H21  C21  C20  117.43  3.000
 QH8  H20  C21  C20  117.49  3.000
 QH8  C22  C21  C20   60.47  3.000
 QH8  H23  C22  H22  114.11  3.000
 QH8  H23  C22  C21  117.65  3.000
 QH8  H22  C22  C21  119.26  3.000
 QH8  H23  C22  C20  118.03  3.000
 QH8  H22  C22  C20  117.55  3.000
 QH8  C21  C22  C20   59.81  3.000
 QH8  H24  C23  C24  120.33  3.000
 QH8  H24  C23  C15  120.04  3.000
 QH8  C24  C23  C15  119.63  3.000
 QH8  H25  C24  C25  119.91  3.000
 QH8  H25  C24  C23  119.46  3.000
 QH8  C25  C24  C23  120.62  3.000
 QH8  H26  C25  C24  120.85  3.000
 QH8  H26  C25  C13  119.63  3.000
 QH8  C24  C25  C13  119.52  3.000
 QH8  S1   C3   C4   119.62  3.000
 QH8  C4   C3   C12  120.80  3.000
 QH8  S1   C3   C12  119.43  3.000
 QH8  H3   C4   C5   119.93  3.000
 QH8  H3   C4   C3   120.96  3.000
 QH8  C5   C4   C3   119.11  3.000
 QH8  H4   C5   C6   119.67  3.000
 QH8  H4   C5   C4   119.13  3.000
 QH8  C6   C5   C4   121.20  3.000
 QH8  C7   C6   C5   120.41  3.000
 QH8  C7   C6   C11  121.03  3.000
 QH8  C5   C6   C11  118.50  3.000
 QH8  H6   C7   H5   106.91  3.000
 QH8  H6   C7   C8   109.23  3.000
 QH8  H5   C7   C8   108.96  3.000
 QH8  H6   C7   C6   109.71  3.000
 QH8  H5   C7   C6   109.60  3.000
 QH8  C8   C7   C6   112.28  3.000
 QH8  H8   C8   H7   106.26  3.000
 QH8  H8   C8   C9   109.30  3.000
 QH8  H7   C8   C9   109.62  3.000
 QH8  H8   C8   C7   108.07  3.000
 QH8  H7   C8   C7   109.41  3.000
 QH8  C9   C8   C7   113.90  3.000
 QH8  H10  C9   H9   106.03  3.000
 QH8  H10  C9   C8   109.90  3.000
 QH8  H9   C9   C8   109.16  3.000
 QH8  H10  C9   C10  109.29  3.000
 QH8  H9   C9   C10  109.66  3.000
 QH8  C8   C9   C10  112.59  3.000
 QH8  S1   N1   C2   117.87  3.000
 QH8  C2   N1   C13  116.59  3.000
 QH8  S1   N1   C13  115.44  3.000
 QH8  N3   N2   C19  112.49  3.000
 QH8  C19  N2   C15  129.37  3.000
 QH8  N3   N2   C15  118.11  3.000
 QH8  N2   N3   C16  105.08  3.000
 QH8  O3   S1   O2   119.57  3.000
 QH8  O3   S1   N1   106.92  3.000
 QH8  O2   S1   N1   107.02  3.000
 QH8  N1   S1   C3   105.71  3.000
 QH8  O3   S1   C3   108.40  3.000
 QH8  O2   S1   C3   108.39  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
 QH8  CONST_01  C4   C3   C12  C11     0.00   0.0  0
 QH8  CONST_02  C4   C5   C6   C11     0.00   0.0  0
 QH8  CONST_03  C5   C4   C3   C12     0.00   0.0  0
 QH8  CONST_04  C5   C6   C11  C12     0.00   0.0  0
 QH8  CONST_05  C23  C24  C25  C13     0.00   0.0  0
 QH8  CONST_06  C23  C15  C14  C13     0.00   0.0  0
 QH8  CONST_07  N2   C15  C14  C13   180.00   0.0  0
 QH8  CONST_08  C24  C25  C13  C14     0.00   0.0  0
 QH8  CONST_09  C24  C23  C15  C14     0.00   0.0  0
 QH8  CONST_12  C25  C24  C23  C15     0.00   0.0  0
 QH8  CONST_13  C25  C13  C14  C15     0.00   0.0  0
 QH8  CONST_14  C16  N3   N2   C15   180.00   0.0  0
 QH8  CONST_15  C17  C19  N2   C15   180.00   0.0  0
 QH8  CONST_16  C19  N2   N3   C16     0.00   0.0  0
 QH8  CONST_17  N2   C19  C17  C16     0.00   0.0  0
 QH8  CONST_18  N3   N2   C19  C17     0.00   0.0  0
 QH8  CONST_19  N2   N3   C16  C17     0.00   0.0  0
 QH8  CONST_21  N3   C16  C17  C19     0.00   0.0  0
 QH8  CONST_23  N2   C15  C23  C24   180.00   0.0  0
 QH8  CONST_24  C6   C11  C12  C3      0.00   0.0  0
 QH8  CONST_25  C6   C5   C4   C3      0.00   0.0  0
 QH8  CONST_26  C20  C19  N2   C15     0.00   0.0  0
 QH8  CONST_27  C20  C19  C17  C16   180.00   0.0  0
 QH8  CONST_28  N3   N2   C19  C20   180.00   0.0  0
 QH8  CONST_29  S1   C3   C12  C11   180.00   0.0  0
 QH8  CONST_30  C7   C6   C11  C12   180.00   0.0  0
 QH8  CONST_31  N1   C13  C14  C15   180.00   0.0  0
 QH8  CONST_32  N2   C19  C17  C18   180.00   0.0  0
 QH8  CONST_33  C20  C19  C17  C18     0.00   0.0  0
 QH8  CONST_34  N3   C16  C17  C18   180.00   0.0  0
 QH8  CONST_35  N1   C13  C25  C24   180.00   0.0  0
 QH8  CONST_36  C7   C6   C5   C4    180.00   0.0  0
 QH8  CONST_37  S1   C3   C4   C5    180.00   0.0  0
 QH8  CONST_38  H4   C5   C6   C11   180.00   0.0  0
 QH8  CONST_39  H3   C4   C3   C12   180.00   0.0  0
 QH8  CONST_40  H25  C24  C25  C13   180.00   0.0  0
 QH8  CONST_41  H26  C25  C13  C14   180.00   0.0  0
 QH8  CONST_42  H24  C23  C15  C14   180.00   0.0  0
 QH8  CONST_43  H17  C16  C17  C19   180.00   0.0  0
 QH8  CONST_44  H16  C14  C15  C23   180.00   0.0  0
 QH8  CONST_45  H14  C11  C12  C3    180.00   0.0  0
 QH8  CONST_46  H15  C12  C3   C4    180.00   0.0  0
 QH8  Var_01    C22  C20  C19  C17  -125.27  30.0  2
 QH8  Var_02    C21  C22  C20  C19   109.12  30.0  1
 QH8  Var_03    C8   C7   C6   C11    97.98  30.0  2
 QH8  Var_04    O2   S1   C3   C12   156.37  30.0  2
 QH8  Var_05    C3   S1   N1   C13   -77.36  30.0  2
 QH8  Var_06    O5   C18  C17  C16   -10.96  30.0  2
 QH8  Var_07    C13  N1   C2   C1    -64.81  30.0  2
 QH8  Var_08    C9   C8   C7   C6    -62.38  30.0  3
 QH8  Var_09    C7   C8   C9   C10  -175.30  30.0  2
 QH8  Var_10    O1   C1   C2   N1    -23.56  30.0  3
 QH8  Var_11    H13  C10  C9   C8    179.42  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
 QH8  chir_01  C20  C19  C22  C21  both

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
 QH8  plan-1  C15  0.020
 QH8  plan-1  C16  0.020
 QH8  plan-1  C17  0.020
 QH8  plan-1  C18  0.020
 QH8  plan-1  C19  0.020
 QH8  plan-1  C20  0.020
 QH8  plan-1  N2   0.020
 QH8  plan-1  N3   0.020
 QH8  plan-1  H17  0.020
 QH8  plan-2  C13  0.020
 QH8  plan-2  C14  0.020
 QH8  plan-2  C15  0.020
 QH8  plan-2  C23  0.020
 QH8  plan-2  C24  0.020
 QH8  plan-2  C25  0.020
 QH8  plan-2  N1   0.020
 QH8  plan-2  N2   0.020
 QH8  plan-2  H16  0.020
 QH8  plan-2  H24  0.020
 QH8  plan-2  H25  0.020
 QH8  plan-2  H26  0.020
 QH8  plan-3  C11  0.020
 QH8  plan-3  C12  0.020
 QH8  plan-3  C3   0.020
 QH8  plan-3  C4   0.020
 QH8  plan-3  C5   0.020
 QH8  plan-3  C6   0.020
 QH8  plan-3  C7   0.020
 QH8  plan-3  S1   0.020
 QH8  plan-3  H14  0.020
 QH8  plan-3  H15  0.020
 QH8  plan-3  H3   0.020
 QH8  plan-3  H4   0.020
 QH8  plan-4  C13  0.020
 QH8  plan-4  C2   0.020
 QH8  plan-4  N1   0.020
 QH8  plan-4  S1   0.020
 QH8  plan-5  C1   0.020
 QH8  plan-5  C2   0.020
 QH8  plan-5  O1   0.020
 QH8  plan-5  O6   0.020
 QH8  plan-6  C17  0.020
 QH8  plan-6  C18  0.020
 QH8  plan-6  O4   0.020
 QH8  plan-6  O5   0.020

