# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 12:26:28 2022
#   Inital geometry file: a 142 line input string
#   Ligand name: 5-cyclopropyl-1-[3-[(2,3,5,6-tetramethylphenyl)sulfonylamino]phenyl]pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(C)c(C)c(c1C)[S](=O)(=O)Nc2cccc(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
 QHT  QHT  '5-cyclopropyl-1-[3-[(2,3,5,6-tetramethylphenyl)sulfonylamino]phenyl]pyrazole-4-carboxylic acid'  ligand  55  31  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_QHT
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
 QHT  C1   C  CR6    0   0.308  -38.5795  -19.6906   5.6201
 QHT  C10  C  CH1    0  -0.325  -40.6550  -17.4158   8.6019
 QHT  C11  C  CH2    0  -0.459  -41.9534  -16.6810   8.4957
 QHT  C12  C  CH2    0  -0.487  -41.4195  -17.4123   7.3081
 QHT  C13  C  CR16   0  -0.324  -38.6696  -18.8805   6.7443
 QHT  C14  C  CR6    0  -0.341  -40.7816  -23.0148   5.6911
 QHT  C15  C  CR6    0   0.107  -40.1847  -24.2006   5.2289
 QHT  C16  C  CH3    0  -0.729  -38.9905  -24.2572   4.3147
 QHT  C17  C  CR6    0   0.079  -40.7104  -25.4109   5.6935
 QHT  C18  C  CH3    0  -0.744  -40.1715  -26.7328   5.2260
 QHT  C19  C  CR16   0  -0.320  -41.7531  -25.3886   6.6076
 QHT  C2   C  CR16   0  -0.285  -38.0949  -19.1776   4.4224
 QHT  C20  C  CR6    0   0.081  -42.2626  -24.2157   7.1440
 QHT  C21  C  CH3    0  -0.745  -43.3461  -24.2925   8.1828
 QHT  C22  C  CR6    0   0.100  -41.7562  -22.9861   6.7051
 QHT  C23  C  CH3    0  -0.733  -42.2536  -21.7399   7.3906
 QHT  C3   C  CR16   0  -0.252  -37.7169  -17.8443   4.3615
 QHT  C4   C  CR16   0  -0.287  -37.8130  -17.0223   5.4736
 QHT  C5   C  CR6    0   0.347  -38.2911  -17.5486   6.6679
 QHT  C6   C  CR15   0  -0.061  -37.7166  -15.3183   9.2203
 QHT  C7   C  CR5    0  -0.395  -38.9706  -15.7583   9.6873
 QHT  C8   C  C      0   0.347  -39.6338  -15.3330  10.9686
 QHT  C9   C  CR5    0   0.453  -39.3905  -16.6648   8.7316
 QHT  N1   N  NC1    0  -0.826  -38.9640  -21.0511   5.7139
 QHT  N2   N  NR5    0  -0.460  -38.3888  -16.7260   7.8073
 QHT  N3   N  N      0  -0.287  -37.3711  -15.9028   8.0958
 QHT  O1   O  OS     0  -0.635  -39.9765  -21.7361   3.4864
 QHT  O2   O  O      0  -0.584  -40.6317  -15.9800  11.3404
 QHT  O3   O  OC    -1  -0.599  -39.0970  -14.3703  11.5552
 QHT  O4   O  OS     0  -0.628  -41.4060  -20.4932   5.0409
 QHT  S1   S  S      0   1.340  -40.3564  -21.4875   4.8681
 QHT  H6   H  HCH1   0   0.278  -40.6910  -18.3418   9.1679
 QHT  H7   H  HCH2   0   0.243  -41.9165  -15.5996   8.4829
 QHT  H8   H  HCH2   0   0.248  -42.8037  -17.0910   9.0246
 QHT  H10  H  HCH2   0   0.251  -41.0320  -16.8243   6.4855
 QHT  H9   H  HCH2   0   0.255  -41.8910  -18.3378   7.0045
 QHT  H11  H  HCR6   0   0.288  -39.0283  -19.2978   7.6761
 QHT  H14  H  HCH3   0   0.251  -38.3480  -23.3863   4.3912
 QHT  H12  H  HCH3   0   0.251  -38.3811  -25.1216   4.5714
 QHT  H13  H  HCH3   0   0.258  -39.2809  -24.3689   3.2693
 QHT  H16  H  HCH3   0   0.251  -39.1602  -26.9119   5.5974
 QHT  H15  H  HCH3   0   0.257  -40.7979  -27.5489   5.5822
 QHT  H17  H  HCH3   0   0.249  -40.1282  -26.7963   4.1381
 QHT  H18  H  HCR6   0   0.252  -42.1667  -26.3334   6.9426
 QHT  H2   H  HCR6   0   0.273  -37.9952  -19.8139   3.5541
 QHT  H20  H  HCH3   0   0.250  -44.2020  -23.6670   7.9268
 QHT  H21  H  HCH3   0   0.257  -43.7030  -25.3155   8.2897
 QHT  H19  H  HCH3   0   0.252  -42.9929  -23.9663   9.1634
 QHT  H22  H  HCH3   0   0.259  -43.1420  -21.3315   6.9082
 QHT  H23  H  HCH3   0   0.252  -42.5263  -21.9780   8.4163
 QHT  H24  H  HCH3   0   0.252  -41.5129  -20.9474   7.4414
 QHT  H3   H  HCR6   0   0.267  -37.3392  -17.4394   3.4321
 QHT  H4   H  HCR6   0   0.271  -37.5200  -15.9832   5.4155
 QHT  H5   H  HCR5   0   0.251  -37.0550  -14.6000   9.6814
 QHT  H1   H  HNC1   0   0.430  -39.0172  -21.3801   6.6741

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
 QHT  O1   S1   double    1.454  0.020  1.454
 QHT  O4   S1   double    1.456  0.020  1.456
 QHT  C2   C3   aromatic  1.387  0.020  1.387
 QHT  C2   C1   aromatic  1.390  0.020  1.390
 QHT  C3   C4   aromatic  1.386  0.020  1.386
 QHT  S1   N1   single    1.687  0.020  1.687
 QHT  S1   C14  single    1.786  0.020  1.786
 QHT  C16  C15  single    1.505  0.020  1.505
 QHT  N1   C1   single    1.417  0.020  1.417
 QHT  C1   C13  aromatic  1.389  0.020  1.389
 QHT  C14  C15  aromatic  1.406  0.020  1.406
 QHT  C14  C22  aromatic  1.407  0.020  1.407
 QHT  C4   C5   aromatic  1.390  0.020  1.390
 QHT  C15  C17  aromatic  1.399  0.020  1.399
 QHT  C23  C22  single    1.507  0.020  1.507
 QHT  C22  C20  aromatic  1.400  0.020  1.400
 QHT  C13  C5   aromatic  1.387  0.020  1.387
 QHT  C17  C18  single    1.502  0.020  1.502
 QHT  C17  C19  aromatic  1.387  0.020  1.387
 QHT  C5   N2   single    1.409  0.020  1.409
 QHT  C20  C19  aromatic  1.387  0.020  1.387
 QHT  C20  C21  single    1.503  0.020  1.503
 QHT  N2   N3   aromatic  1.340  0.020  1.340
 QHT  N2   C9   aromatic  1.364  0.020  1.364
 QHT  C12  C10  single    1.503  0.020  1.503
 QHT  C12  C11  single    1.493  0.020  1.493
 QHT  N3   C6   aromatic  1.314  0.020  1.314
 QHT  C10  C9   single    1.476  0.020  1.476
 QHT  C10  C11  single    1.496  0.020  1.496
 QHT  C9   C7   aromatic  1.383  0.020  1.383
 QHT  C6   C7   aromatic  1.409  0.020  1.409
 QHT  C7   C8   single    1.504  0.020  1.504
 QHT  C8   O2   deloc     1.246  0.020  1.246
 QHT  C8   O3   deloc     1.249  0.020  1.249
 QHT  C10  H6   single    0.970  0.020  1.090
 QHT  C11  H7   single    0.970  0.020  1.090
 QHT  C11  H8   single    0.970  0.020  1.090
 QHT  C12  H10  single    0.970  0.020  1.090
 QHT  C12  H9   single    0.970  0.020  1.090
 QHT  C13  H11  single    0.930  0.020  1.080
 QHT  C16  H14  single    0.970  0.020  1.090
 QHT  C16  H12  single    0.970  0.020  1.090
 QHT  C16  H13  single    0.970  0.020  1.090
 QHT  C18  H16  single    0.970  0.020  1.090
 QHT  C18  H15  single    0.970  0.020  1.090
 QHT  C18  H17  single    0.970  0.020  1.090
 QHT  C19  H18  single    0.930  0.020  1.080
 QHT  C2   H2   single    0.930  0.020  1.080
 QHT  C21  H20  single    0.970  0.020  1.090
 QHT  C21  H21  single    0.970  0.020  1.090
 QHT  C21  H19  single    0.970  0.020  1.090
 QHT  C23  H22  single    0.970  0.020  1.090
 QHT  C23  H23  single    0.970  0.020  1.090
 QHT  C23  H24  single    0.970  0.020  1.090
 QHT  C3   H3   single    0.930  0.020  1.080
 QHT  C4   H4   single    0.930  0.020  1.080
 QHT  C6   H5   single    0.930  0.020  1.080
 QHT  N1   H1   single    0.890  0.020  1.040

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
 QHT  N1   C1   C2   120.39  3.000
 QHT  N1   C1   C13  119.28  3.000
 QHT  C2   C1   C13  120.32  3.000
 QHT  H6   C10  C9   114.61  3.000
 QHT  H6   C10  C12  115.72  3.000
 QHT  C9   C10  C12  120.67  3.000
 QHT  H6   C10  C11  115.29  3.000
 QHT  C9   C10  C11  119.99  3.000
 QHT  C12  C10  C11   59.74  3.000
 QHT  H8   C11  H7   114.28  3.000
 QHT  H8   C11  C12  118.95  3.000
 QHT  H7   C11  C12  117.89  3.000
 QHT  H8   C11  C10  117.47  3.000
 QHT  H7   C11  C10  117.53  3.000
 QHT  C12  C11  C10   60.37  3.000
 QHT  H9   C12  H10  114.03  3.000
 QHT  H9   C12  C11  119.09  3.000
 QHT  H10  C12  C11  117.78  3.000
 QHT  H9   C12  C10  117.47  3.000
 QHT  H10  C12  C10  118.25  3.000
 QHT  C11  C12  C10   59.89  3.000
 QHT  H11  C13  C5   120.55  3.000
 QHT  H11  C13  C1   119.58  3.000
 QHT  C5   C13  C1   119.87  3.000
 QHT  S1   C14  C22  118.66  3.000
 QHT  C22  C14  C15  123.26  3.000
 QHT  S1   C14  C15  117.95  3.000
 QHT  C17  C15  C16  117.86  3.000
 QHT  C17  C15  C14  117.45  3.000
 QHT  C16  C15  C14  124.64  3.000
 QHT  H13  C16  H12  107.09  3.000
 QHT  H13  C16  H14  107.91  3.000
 QHT  H12  C16  H14  106.82  3.000
 QHT  H13  C16  C15  112.01  3.000
 QHT  H12  C16  C15  109.32  3.000
 QHT  H14  C16  C15  113.38  3.000
 QHT  C19  C17  C18  119.27  3.000
 QHT  C19  C17  C15  119.18  3.000
 QHT  C18  C17  C15  121.55  3.000
 QHT  H17  C18  H15  107.79  3.000
 QHT  H17  C18  H16  107.03  3.000
 QHT  H15  C18  H16  107.37  3.000
 QHT  H17  C18  C17  112.08  3.000
 QHT  H15  C18  C17  110.58  3.000
 QHT  H16  C18  C17  111.76  3.000
 QHT  H18  C19  C20  118.51  3.000
 QHT  H18  C19  C17  118.45  3.000
 QHT  C20  C19  C17  123.01  3.000
 QHT  H2   C2   C3   120.36  3.000
 QHT  H2   C2   C1   120.45  3.000
 QHT  C3   C2   C1   119.17  3.000
 QHT  C22  C20  C21  121.48  3.000
 QHT  C21  C20  C19  119.27  3.000
 QHT  C22  C20  C19  119.25  3.000
 QHT  H19  C21  H21  107.37  3.000
 QHT  H19  C21  H20  107.05  3.000
 QHT  H21  C21  H20  107.74  3.000
 QHT  H19  C21  C20  111.85  3.000
 QHT  H21  C21  C20  110.62  3.000
 QHT  H20  C21  C20  111.98  3.000
 QHT  C23  C22  C20  117.66  3.000
 QHT  C20  C22  C14  117.29  3.000
 QHT  C23  C22  C14  125.00  3.000
 QHT  H24  C23  H23  106.65  3.000
 QHT  H24  C23  H22  107.64  3.000
 QHT  H23  C23  H22  107.16  3.000
 QHT  H24  C23  C22  113.56  3.000
 QHT  H23  C23  C22  109.31  3.000
 QHT  H22  C23  C22  112.18  3.000
 QHT  H3   C3   C4   119.44  3.000
 QHT  H3   C3   C2   119.51  3.000
 QHT  C4   C3   C2   121.05  3.000
 QHT  H4   C4   C5   120.22  3.000
 QHT  H4   C4   C3   120.53  3.000
 QHT  C5   C4   C3   119.25  3.000
 QHT  N2   C5   C4   119.85  3.000
 QHT  N2   C5   C13  119.83  3.000
 QHT  C4   C5   C13  120.33  3.000
 QHT  H5   C6   N3   120.03  3.000
 QHT  H5   C6   C7   127.70  3.000
 QHT  N3   C6   C7   112.27  3.000
 QHT  C9   C7   C8   129.82  3.000
 QHT  C8   C7   C6   125.92  3.000
 QHT  C9   C7   C6   104.24  3.000
 QHT  O3   C8   O2   127.19  3.000
 QHT  O3   C8   C7   115.38  3.000
 QHT  O2   C8   C7   117.42  3.000
 QHT  N2   C9   C7   105.95  3.000
 QHT  C7   C9   C10  130.87  3.000
 QHT  N2   C9   C10  123.13  3.000
 QHT  H1   N1   S1   110.29  3.000
 QHT  H1   N1   C1   112.80  3.000
 QHT  S1   N1   C1   116.06  3.000
 QHT  N3   N2   C9   112.59  3.000
 QHT  C9   N2   C5   128.69  3.000
 QHT  N3   N2   C5   118.69  3.000
 QHT  N2   N3   C6   104.94  3.000
 QHT  O4   S1   O1   114.69  3.000
 QHT  O4   S1   N1   111.03  3.000
 QHT  O1   S1   N1   107.76  3.000
 QHT  N1   S1   C14  100.76  3.000
 QHT  O4   S1   C14  110.95  3.000
 QHT  O1   S1   C14  110.72  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
 QHT  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 QHT  CONST_02  C4   C5   C13  C1      0.00   0.0  0
 QHT  CONST_03  N2   C5   C13  C1    180.00   0.0  0
 QHT  CONST_04  C3   C2   C1   C13     0.00   0.0  0
 QHT  CONST_05  C3   C4   C5   C13     0.00   0.0  0
 QHT  CONST_08  C19  C17  C15  C14     0.00   0.0  0
 QHT  CONST_09  C19  C20  C22  C14     0.00   0.0  0
 QHT  CONST_10  C20  C22  C14  C15     0.00   0.0  0
 QHT  CONST_11  C20  C19  C17  C15     0.00   0.0  0
 QHT  CONST_12  C22  C14  C15  C17     0.00   0.0  0
 QHT  CONST_13  C22  C20  C19  C17     0.00   0.0  0
 QHT  CONST_14  C5   C4   C3   C2      0.00   0.0  0
 QHT  CONST_15  C5   C13  C1   C2      0.00   0.0  0
 QHT  CONST_16  N2   C5   C4   C3    180.00   0.0  0
 QHT  CONST_19  C6   N3   N2   C5    180.00   0.0  0
 QHT  CONST_20  C7   C9   N2   C5    180.00   0.0  0
 QHT  CONST_21  C9   N2   N3   C6      0.00   0.0  0
 QHT  CONST_22  N2   C9   C7   C6      0.00   0.0  0
 QHT  CONST_23  N3   N2   C9   C7      0.00   0.0  0
 QHT  CONST_24  N2   N3   C6   C7      0.00   0.0  0
 QHT  CONST_25  N3   C6   C7   C9      0.00   0.0  0
 QHT  CONST_26  C5   N2   C9   C10     0.00   0.0  0
 QHT  CONST_27  N3   N2   C9   C10   180.00   0.0  0
 QHT  CONST_28  C6   C7   C9   C10   180.00   0.0  0
 QHT  CONST_29  C8   C7   C9   C10     0.00   0.0  0
 QHT  CONST_30  C18  C17  C15  C14   180.00   0.0  0
 QHT  CONST_31  C21  C20  C22  C14   180.00   0.0  0
 QHT  CONST_32  C23  C22  C14  C15   180.00   0.0  0
 QHT  CONST_33  C22  C14  C15  C16   180.00   0.0  0
 QHT  CONST_34  C19  C17  C15  C16   180.00   0.0  0
 QHT  CONST_35  S1   C14  C15  C17   180.00   0.0  0
 QHT  CONST_36  C21  C20  C19  C17   180.00   0.0  0
 QHT  CONST_37  C20  C19  C17  C18   180.00   0.0  0
 QHT  CONST_38  C23  C22  C20  C19   180.00   0.0  0
 QHT  CONST_39  S1   C14  C22  C20   180.00   0.0  0
 QHT  CONST_40  N1   C1   C2   C3    180.00   0.0  0
 QHT  CONST_41  N1   C1   C13  C5    180.00   0.0  0
 QHT  CONST_42  N2   C9   C7   C8    180.00   0.0  0
 QHT  CONST_43  N3   C6   C7   C8    180.00   0.0  0
 QHT  CONST_44  H3   C3   C2   C1    180.00   0.0  0
 QHT  CONST_45  H2   C2   C1   C13   180.00   0.0  0
 QHT  CONST_46  H4   C4   C5   C13   180.00   0.0  0
 QHT  CONST_47  H18  C19  C17  C15   180.00   0.0  0
 QHT  CONST_48  H11  C13  C1   C2    180.00   0.0  0
 QHT  CONST_49  H5   C6   C7   C9    180.00   0.0  0
 QHT  Var_01    C9   C10  C12  C11  -109.07  30.0  1
 QHT  Var_02    N2   C9   C10  C11  -117.78  30.0  2
 QHT  Var_03    H7   C11  C12  C10   107.49  30.0  1
 QHT  Var_04    C14  S1   N1   C1   -160.91  30.0  1
 QHT  Var_05    O1   S1   C14  C15    27.44  30.0  2
 QHT  Var_06    O2   C8   C7   C6   -168.29  30.0  2
 QHT  Var_07    H14  C16  C15  C14    26.74  30.0  2
 QHT  Var_08    H22  C23  C22  C14    92.77  30.0  2
 QHT  Var_09    H16  C18  C17  C15    68.73  30.0  2
 QHT  Var_10    H20  C21  C20  C19  -128.16  30.0  2

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
 QHT  chir_01  C10  C12  C9  C11  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
 QHT  plan-1  C10  0.020
 QHT  plan-1  C5   0.020
 QHT  plan-1  C6   0.020
 QHT  plan-1  C7   0.020
 QHT  plan-1  C8   0.020
 QHT  plan-1  C9   0.020
 QHT  plan-1  N2   0.020
 QHT  plan-1  N3   0.020
 QHT  plan-1  H5   0.020
 QHT  plan-2  C14  0.020
 QHT  plan-2  C15  0.020
 QHT  plan-2  C16  0.020
 QHT  plan-2  C17  0.020
 QHT  plan-2  C18  0.020
 QHT  plan-2  C19  0.020
 QHT  plan-2  C20  0.020
 QHT  plan-2  C21  0.020
 QHT  plan-2  C22  0.020
 QHT  plan-2  C23  0.020
 QHT  plan-2  S1   0.020
 QHT  plan-2  H18  0.020
 QHT  plan-3  C1   0.020
 QHT  plan-3  C13  0.020
 QHT  plan-3  C2   0.020
 QHT  plan-3  C3   0.020
 QHT  plan-3  C4   0.020
 QHT  plan-3  C5   0.020
 QHT  plan-3  N1   0.020
 QHT  plan-3  N2   0.020
 QHT  plan-3  H11  0.020
 QHT  plan-3  H2   0.020
 QHT  plan-3  H3   0.020
 QHT  plan-3  H4   0.020
 QHT  plan-4  C1   0.020
 QHT  plan-4  N1   0.020
 QHT  plan-4  S1   0.020
 QHT  plan-4  H1   0.020
 QHT  plan-5  C7   0.020
 QHT  plan-5  C8   0.020
 QHT  plan-5  O2   0.020
 QHT  plan-5  O3   0.020

