# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 03:16:38 2022
#   Inital geometry file: a 118 line input string
#   Ligand name: 5-cyclopropyl-1-[3-(phenylsulfonylamino)phenyl]pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cnn(c2cccc(N[S](=O)(=O)c3ccccc3)c2)c1C4CC4
#
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
 QGZ  QGZ  '5-cyclopropyl-1-[3-(phenylsulfonylamino)phenyl]pyrazole-4-carboxylic acid'  ligand  43  27  .  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_QGZ
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
 QGZ  C1   C  CR6    0   0.284  2.6028  -43.8002   -4.7709
 QGZ  C10  C  CH2    0  -0.484  5.6726  -45.2938   -7.3829
 QGZ  C11  C  CR16   0  -0.272  4.6366  -42.0456   -5.4861
 QGZ  C12  C  CR16   0  -0.260  4.3100  -42.2312   -4.1510
 QGZ  C13  C  CR16   0  -0.272  3.3073  -43.1173   -3.7861
 QGZ  C14  C  CR6    0  -0.207  1.9812  -46.8840   -5.8081
 QGZ  C15  C  CR16   0  -0.211  0.9672  -46.6977   -6.7417
 QGZ  C16  C  CR16   0  -0.246  1.1153  -47.2378   -8.0074
 QGZ  C17  C  CR16   0  -0.235  2.2563  -47.9679   -8.3251
 QGZ  C18  C  CR16   0  -0.243  3.2543  -48.1543   -7.3805
 QGZ  C19  C  CR16   0  -0.234  3.1228  -47.6098   -6.1097
 QGZ  C2   C  CR16   0  -0.280  2.9159  -43.6138   -6.1105
 QGZ  C3   C  CR6    0   0.347  3.9411  -42.7464   -6.4618
 QGZ  C4   C  CR15   0  -0.067  4.5127  -41.4430   -9.5964
 QGZ  C5   C  CR5    0  -0.402  4.6679  -42.7964   -9.9579
 QGZ  C6   C  C      0   0.344  4.9299  -43.3143  -11.3459
 QGZ  C7   C  CR5    0   0.466  4.4992  -43.4840   -8.7705
 QGZ  C8   C  CH1    0  -0.329  4.6460  -44.9071   -8.4130
 QGZ  C9   C  CH2    0  -0.460  5.8764  -45.6509   -8.8186
 QGZ  N1   N  NC1    0  -0.826  1.4995  -44.6341   -4.4380
 QGZ  N2   N  NR5    0  -0.454  4.2422  -42.5405   -7.8242
 QGZ  N3   N  N      0  -0.290  4.2509  -41.2950   -8.3163
 QGZ  O1   O  OS     0  -0.651  0.4905  -46.7522   -3.6412
 QGZ  O2   O  OC    -1  -0.585  4.7424  -44.5290  -11.5502
 QGZ  O3   O  O      0  -0.599  5.2976  -42.4579  -12.1764
 QGZ  O4   O  OS     0  -0.634  2.9721  -46.5016   -3.4155
 QGZ  S1   S  S      0   1.351  1.7522  -46.2604   -4.1689
 QGZ  H9   H  HCR6   0   0.273  5.4265  -41.3626   -5.7686
 QGZ  H10  H  HCR6   0   0.270  4.8512  -41.6884   -3.3878
 QGZ  H11  H  HCR6   0   0.273  3.0572  -43.2622   -2.7429
 QGZ  H12  H  HCR6   0   0.288  0.0821  -46.1264   -6.4936
 QGZ  H13  H  HCR6   0   0.275  0.3385  -47.0924   -8.7459
 QGZ  H14  H  HCR6   0   0.274  2.3662  -48.3895   -9.3155
 QGZ  H15  H  HCR6   0   0.275  4.1427  -48.7188   -7.6302
 QGZ  H16  H  HCR6   0   0.288  3.9030  -47.7514   -5.3747
 QGZ  H2   H  HCR6   0   0.287  2.3358  -44.1150   -6.8740
 QGZ  H3   H  HCR5   0   0.250  4.5717  -40.5776  -10.2398
 QGZ  H4   H  HCH1   0   0.279  3.7274  -45.4861   -8.4077
 QGZ  H6   H  HCH2   0   0.245  5.7560  -46.6841   -9.1180
 QGZ  H5   H  HCH2   0   0.245  6.6289  -45.1107   -9.3766
 QGZ  H1   H  HNC1   0   0.423  0.8966  -44.2571   -3.7112
 QGZ  H8   H  HCH2   0   0.252  5.4154  -46.0732   -6.6783
 QGZ  H7   H  HCH2   0   0.250  6.2888  -44.5065   -6.9663

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
 QGZ  O3   C6   deloc     1.248  0.020  1.248
 QGZ  O2   C6   deloc     1.246  0.020  1.246
 QGZ  C6   C5   single    1.504  0.020  1.504
 QGZ  C5   C4   aromatic  1.409  0.020  1.409
 QGZ  C5   C7   aromatic  1.382  0.020  1.382
 QGZ  C4   N3   aromatic  1.315  0.020  1.315
 QGZ  C9   C8   single    1.494  0.020  1.494
 QGZ  C9   C10  single    1.493  0.020  1.493
 QGZ  C7   C8   single    1.475  0.020  1.475
 QGZ  C7   N2   aromatic  1.361  0.020  1.361
 QGZ  C8   C10  single    1.505  0.020  1.505
 QGZ  N3   N2   aromatic  1.339  0.020  1.339
 QGZ  N2   C3   single    1.410  0.020  1.410
 QGZ  C17  C18  aromatic  1.387  0.020  1.387
 QGZ  C17  C16  aromatic  1.391  0.020  1.391
 QGZ  C18  C19  aromatic  1.389  0.020  1.389
 QGZ  C16  C15  aromatic  1.384  0.020  1.384
 QGZ  C3   C2   aromatic  1.388  0.020  1.388
 QGZ  C3   C11  aromatic  1.388  0.020  1.388
 QGZ  C2   C1   aromatic  1.388  0.020  1.388
 QGZ  C19  C14  aromatic  1.386  0.020  1.386
 QGZ  C15  C14  aromatic  1.391  0.020  1.391
 QGZ  C14  S1   single    1.769  0.020  1.769
 QGZ  C11  C12  aromatic  1.387  0.020  1.387
 QGZ  C1   N1   single    1.422  0.020  1.422
 QGZ  C1   C13  aromatic  1.390  0.020  1.390
 QGZ  N1   S1   single    1.668  0.020  1.668
 QGZ  S1   O1   double    1.453  0.020  1.453
 QGZ  S1   O4   double    1.454  0.020  1.454
 QGZ  C12  C13  aromatic  1.387  0.020  1.387
 QGZ  C10  H8   single    0.970  0.020  1.090
 QGZ  C10  H7   single    0.970  0.020  1.090
 QGZ  C11  H9   single    0.930  0.020  1.080
 QGZ  C12  H10  single    0.930  0.020  1.080
 QGZ  C13  H11  single    0.930  0.020  1.080
 QGZ  C15  H12  single    0.930  0.020  1.080
 QGZ  C16  H13  single    0.930  0.020  1.080
 QGZ  C17  H14  single    0.930  0.020  1.080
 QGZ  C18  H15  single    0.930  0.020  1.080
 QGZ  C19  H16  single    0.930  0.020  1.080
 QGZ  C2   H2   single    0.930  0.020  1.080
 QGZ  C4   H3   single    0.930  0.020  1.080
 QGZ  C8   H4   single    0.970  0.020  1.090
 QGZ  C9   H6   single    0.970  0.020  1.090
 QGZ  C9   H5   single    0.970  0.020  1.090
 QGZ  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
 QGZ  N1   C1   C2   118.65  3.000
 QGZ  N1   C1   C13  121.02  3.000
 QGZ  C2   C1   C13  120.22  3.000
 QGZ  H7   C10  H8   114.11  3.000
 QGZ  H7   C10  C9   117.77  3.000
 QGZ  H8   C10  C9   119.10  3.000
 QGZ  H7   C10  C8   117.69  3.000
 QGZ  H8   C10  C8   117.96  3.000
 QGZ  C9   C10  C8    59.76  3.000
 QGZ  H9   C11  C3   120.07  3.000
 QGZ  H9   C11  C12  120.52  3.000
 QGZ  C3   C11  C12  119.41  3.000
 QGZ  H10  C12  C13  119.78  3.000
 QGZ  H10  C12  C11  119.62  3.000
 QGZ  C13  C12  C11  120.60  3.000
 QGZ  H11  C13  C12  120.41  3.000
 QGZ  H11  C13  C1   119.98  3.000
 QGZ  C12  C13  C1   119.59  3.000
 QGZ  S1   C14  C19  119.53  3.000
 QGZ  S1   C14  C15  118.71  3.000
 QGZ  C19  C14  C15  121.64  3.000
 QGZ  H12  C15  C16  120.21  3.000
 QGZ  H12  C15  C14  120.87  3.000
 QGZ  C16  C15  C14  118.91  3.000
 QGZ  H13  C16  C17  120.24  3.000
 QGZ  H13  C16  C15  119.67  3.000
 QGZ  C17  C16  C15  120.09  3.000
 QGZ  H14  C17  C18  119.87  3.000
 QGZ  H14  C17  C16  119.79  3.000
 QGZ  C18  C17  C16  120.34  3.000
 QGZ  H15  C18  C19  119.58  3.000
 QGZ  H15  C18  C17  120.26  3.000
 QGZ  C19  C18  C17  120.16  3.000
 QGZ  H16  C19  C18  120.15  3.000
 QGZ  H16  C19  C14  121.00  3.000
 QGZ  C18  C19  C14  118.85  3.000
 QGZ  H2   C2   C3   120.46  3.000
 QGZ  H2   C2   C1   119.85  3.000
 QGZ  C3   C2   C1   119.65  3.000
 QGZ  N2   C3   C2   119.56  3.000
 QGZ  C2   C3   C11  120.51  3.000
 QGZ  N2   C3   C11  119.89  3.000
 QGZ  H3   C4   N3   120.04  3.000
 QGZ  H3   C4   C5   127.64  3.000
 QGZ  N3   C4   C5   112.31  3.000
 QGZ  C7   C5   C6   129.98  3.000
 QGZ  C7   C5   C4   104.11  3.000
 QGZ  C6   C5   C4   125.89  3.000
 QGZ  O3   C6   O2   127.16  3.000
 QGZ  O2   C6   C5   117.43  3.000
 QGZ  O3   C6   C5   115.40  3.000
 QGZ  N2   C7   C8   121.29  3.000
 QGZ  N2   C7   C5   106.00  3.000
 QGZ  C8   C7   C5   132.53  3.000
 QGZ  H4   C8   C9   115.64  3.000
 QGZ  H4   C8   C7   115.57  3.000
 QGZ  C9   C8   C7   119.78  3.000
 QGZ  H4   C8   C10  115.90  3.000
 QGZ  C7   C8   C10  118.80  3.000
 QGZ  C9   C8   C10   59.74  3.000
 QGZ  H5   C9   H6   114.30  3.000
 QGZ  H5   C9   C8   117.68  3.000
 QGZ  H6   C9   C8   117.30  3.000
 QGZ  H5   C9   C10  118.14  3.000
 QGZ  H6   C9   C10  118.62  3.000
 QGZ  C8   C9   C10   60.50  3.000
 QGZ  H1   N1   S1   109.63  3.000
 QGZ  H1   N1   C1   114.20  3.000
 QGZ  S1   N1   C1   119.46  3.000
 QGZ  N3   N2   C7   112.83  3.000
 QGZ  N3   N2   C3   119.48  3.000
 QGZ  C7   N2   C3   127.65  3.000
 QGZ  N2   N3   C4   104.73  3.000
 QGZ  O4   S1   O1   118.96  3.000
 QGZ  O4   S1   N1   111.87  3.000
 QGZ  O1   S1   N1   104.89  3.000
 QGZ  O4   S1   C14  108.25  3.000
 QGZ  O1   S1   C14  109.24  3.000
 QGZ  N1   S1   C14  102.35  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
 QGZ  CONST_01  N2   C3   C2   C1   180.00   0.0  0
 QGZ  CONST_02  C11  C3   C2   C1     0.00   0.0  0
 QGZ  CONST_03  C11  C12  C13  C1     0.00   0.0  0
 QGZ  CONST_06  N2   C3   C11  C12  180.00   0.0  0
 QGZ  CONST_07  C2   C3   C11  C12    0.00   0.0  0
 QGZ  CONST_08  C2   C1   C13  C12    0.00   0.0  0
 QGZ  CONST_09  C3   C2   C1   C13    0.00   0.0  0
 QGZ  CONST_10  C3   C11  C12  C13    0.00   0.0  0
 QGZ  CONST_11  C17  C18  C19  C14    0.00   0.0  0
 QGZ  CONST_12  C17  C16  C15  C14    0.00   0.0  0
 QGZ  CONST_13  C18  C17  C16  C15    0.00   0.0  0
 QGZ  CONST_14  C18  C19  C14  C15    0.00   0.0  0
 QGZ  CONST_15  C19  C18  C17  C16    0.00   0.0  0
 QGZ  CONST_16  C19  C14  C15  C16    0.00   0.0  0
 QGZ  CONST_19  C5   C7   N2   C3   180.00   0.0  0
 QGZ  CONST_20  C4   N3   N2   C3   180.00   0.0  0
 QGZ  CONST_21  N2   C7   C5   C4     0.00   0.0  0
 QGZ  CONST_22  C7   N2   N3   C4     0.00   0.0  0
 QGZ  CONST_23  N2   N3   C4   C5     0.00   0.0  0
 QGZ  CONST_24  N3   N2   C7   C5     0.00   0.0  0
 QGZ  CONST_25  N3   C4   C5   C7     0.00   0.0  0
 QGZ  CONST_26  C8   C7   N2   C3     0.00   0.0  0
 QGZ  CONST_27  C8   C7   C5   C4   180.00   0.0  0
 QGZ  CONST_28  N3   N2   C7   C8   180.00   0.0  0
 QGZ  CONST_29  N1   C1   C13  C12  180.00   0.0  0
 QGZ  CONST_30  S1   C14  C15  C16  180.00   0.0  0
 QGZ  CONST_31  S1   C14  C19  C18  180.00   0.0  0
 QGZ  CONST_32  N1   C1   C2   C3   180.00   0.0  0
 QGZ  CONST_33  N3   C4   C5   C6   180.00   0.0  0
 QGZ  CONST_34  C8   C7   C5   C6     0.00   0.0  0
 QGZ  CONST_35  N2   C7   C5   C6   180.00   0.0  0
 QGZ  CONST_36  H10  C12  C13  C1   180.00   0.0  0
 QGZ  CONST_37  H2   C2   C3   C11  180.00   0.0  0
 QGZ  CONST_38  H11  C13  C12  C11  180.00   0.0  0
 QGZ  CONST_39  H9   C11  C12  C13  180.00   0.0  0
 QGZ  CONST_40  H15  C18  C19  C14  180.00   0.0  0
 QGZ  CONST_41  H13  C16  C15  C14  180.00   0.0  0
 QGZ  CONST_42  H14  C17  C16  C15  180.00   0.0  0
 QGZ  CONST_43  H16  C19  C14  C15  180.00   0.0  0
 QGZ  CONST_44  H12  C15  C16  C17  180.00   0.0  0
 QGZ  CONST_45  H3   C4   C5   C7   180.00   0.0  0
 QGZ  Var_01    C7   C8   C9   C10  107.98  30.0  1
 QGZ  Var_02    C5   C7   C8   C10  118.37  30.0  2
 QGZ  Var_03    C14  S1   N1   C1   -75.30  30.0  3
 QGZ  Var_04    N1   S1   C14  C15  -58.14  30.0  2
 QGZ  Var_05    O3   C6   C5   C4    14.88  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
 QGZ  chir_01  C8  C9  C7  C10  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
 QGZ  plan-1  C3   0.020
 QGZ  plan-1  C4   0.020
 QGZ  plan-1  C5   0.020
 QGZ  plan-1  C6   0.020
 QGZ  plan-1  C7   0.020
 QGZ  plan-1  C8   0.020
 QGZ  plan-1  N2   0.020
 QGZ  plan-1  N3   0.020
 QGZ  plan-1  H3   0.020
 QGZ  plan-2  C14  0.020
 QGZ  plan-2  C15  0.020
 QGZ  plan-2  C16  0.020
 QGZ  plan-2  C17  0.020
 QGZ  plan-2  C18  0.020
 QGZ  plan-2  C19  0.020
 QGZ  plan-2  S1   0.020
 QGZ  plan-2  H12  0.020
 QGZ  plan-2  H13  0.020
 QGZ  plan-2  H14  0.020
 QGZ  plan-2  H15  0.020
 QGZ  plan-2  H16  0.020
 QGZ  plan-3  C1   0.020
 QGZ  plan-3  C11  0.020
 QGZ  plan-3  C12  0.020
 QGZ  plan-3  C13  0.020
 QGZ  plan-3  C2   0.020
 QGZ  plan-3  C3   0.020
 QGZ  plan-3  N1   0.020
 QGZ  plan-3  N2   0.020
 QGZ  plan-3  H9   0.020
 QGZ  plan-3  H10  0.020
 QGZ  plan-3  H11  0.020
 QGZ  plan-3  H2   0.020
 QGZ  plan-4  C1   0.020
 QGZ  plan-4  N1   0.020
 QGZ  plan-4  S1   0.020
 QGZ  plan-4  H1   0.020
 QGZ  plan-5  C5   0.020
 QGZ  plan-5  C6   0.020
 QGZ  plan-5  O2   0.020
 QGZ  plan-5  O3   0.020

