# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 11:05:54 2022
#   Inital geometry file: a 136 line input string
#   Ligand name: 5-cyclopropyl-1-[3-[(4-propylphenyl)sulfonylamino]phenyl]pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCc1ccc(cc1)[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
 QJ5  QJ5  '5-cyclopropyl-1-[3-[(4-propylphenyl)sulfonylamino]phenyl]pyrazole-4-carboxylic acid'  ligand  52  30  .  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_QJ5
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
 QJ5  C1   C  CR6    0   0.277  -2.3711  43.1606   -4.3914
 QJ5  C10  C  CH1    0  -0.332  -3.9022  44.8670   -8.0621
 QJ5  C11  C  CH2    0  -0.461  -4.9985  45.7557   -8.5498
 QJ5  C12  C  CH2    0  -0.484  -5.0775  45.1810   -7.1740
 QJ5  C13  C  CR16   0  -0.276  -2.5151  43.1471   -5.7720
 QJ5  C14  C  CR6    0  -0.230  -1.5195  46.2724   -4.8608
 QJ5  C15  C  CR16   0  -0.217  -2.6409  47.0442   -5.1204
 QJ5  C16  C  CR16   0  -0.290  -2.7081  47.7510   -6.3106
 QJ5  C17  C  CR6    0   0.121  -1.6813  47.6935   -7.2513
 QJ5  C18  C  CH2    0  -0.479  -1.8373  48.4097   -8.5651
 QJ5  C19  C  CH2    0  -0.437  -0.5474  48.8899   -9.2204
 QJ5  C2   C  CR16   0  -0.265  -3.2766  42.4748   -3.5893
 QJ5  C20  C  CH3    0  -0.660  -0.8256  49.6966  -10.4807
 QJ5  C21  C  CR16   0  -0.298  -0.5553  46.9227   -6.9525
 QJ5  C22  C  CR16   0  -0.196  -0.4653  46.2196   -5.7645
 QJ5  C3   C  CR16   0  -0.262  -4.3129  41.7644   -4.1778
 QJ5  C4   C  CR16   0  -0.269  -4.4686  41.7533   -5.5563
 QJ5  C5   C  CR6    0   0.344  -3.5704  42.4542   -6.3485
 QJ5  C6   C  CR15   0  -0.069  -3.7485  41.5812   -9.6756
 QJ5  C7   C  CR5    0  -0.404  -3.7845  42.9768   -9.8745
 QJ5  C8   C  C      0   0.344  -3.7995  43.6807  -11.2053
 QJ5  C9   C  CR5    0   0.471  -3.7666  43.4981   -8.5933
 QJ5  N1   N  NC1    0  -0.824  -1.2394  43.8224   -3.8367
 QJ5  N2   N  NR5    0  -0.454  -3.6952  42.4300   -7.7545
 QJ5  N3   N  N      0  -0.291  -3.6875  41.2581   -8.4022
 QJ5  O1   O  OS     0  -0.653  -0.1080  45.7102   -2.7012
 QJ5  O2   O  OC    -1  -0.585  -3.5457  44.9010  -11.2113
 QJ5  O3   O  O      0  -0.599  -4.0453  42.9591  -12.1942
 QJ5  O4   O  OS     0  -0.637  -2.6050  45.6287   -2.5738
 QJ5  S1   S  S      0   1.349  -1.3828  45.4058   -3.3305
 QJ5  H6   H  HCH1   0   0.282  -2.9717  45.3641   -7.8070
 QJ5  H8   H  HCH2   0   0.247  -4.7694  46.8081   -8.6614
 QJ5  H7   H  HCH2   0   0.245  -5.6622  45.3622   -9.3069
 QJ5  H10  H  HCH2   0   0.252  -4.9078  45.8255   -6.3226
 QJ5  H9   H  HCH2   0   0.250  -5.7993  44.3925   -6.9984
 QJ5  H11  H  HCR6   0   0.286  -1.7835  43.6476   -6.3924
 QJ5  H12  H  HCR6   0   0.284  -3.4603  47.0950   -4.4166
 QJ5  H13  H  HCR6   0   0.265  -3.5872  48.3490   -6.5182
 QJ5  H15  H  HCH2   0   0.243  -2.5074  49.2612   -8.4190
 QJ5  H14  H  HCH2   0   0.254  -2.3617  47.7395   -9.2570
 QJ5  H17  H  HCH2   0   0.226   0.0865  48.0373   -9.4750
 QJ5  H16  H  HCH2   0   0.226   0.0206  49.4963   -8.5097
 QJ5  H2   H  HCR6   0   0.273  -3.1587  42.4779   -2.5134
 QJ5  H20  H  HCH3   0   0.231   0.1006  50.0271  -10.9508
 QJ5  H19  H  HCH3   0   0.220  -1.3769  49.1051  -11.2138
 QJ5  H18  H  HCH3   0   0.220  -1.4204  50.5838  -10.2579
 QJ5  H21  H  HCR6   0   0.264   0.2657  46.8562   -7.6537
 QJ5  H22  H  HCR6   0   0.284   0.4137  45.6226   -5.5580
 QJ5  H3   H  HCR6   0   0.270  -5.0122  41.2213   -3.5565
 QJ5  H4   H  HCR6   0   0.274  -5.2814  41.2049   -6.0137
 QJ5  H5   H  HCR5   0   0.249  -3.7485  40.8079  -10.4294
 QJ5  H1   H  HNC1   0   0.421  -0.7402  43.2808   -3.1356

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
 QJ5  O3   C8   deloc     1.249  0.020  1.249
 QJ5  O2   C8   deloc     1.246  0.020  1.246
 QJ5  C8   C7   single    1.506  0.020  1.506
 QJ5  C7   C6   aromatic  1.410  0.020  1.410
 QJ5  C7   C9   aromatic  1.383  0.020  1.383
 QJ5  C20  C19  single    1.522  0.020  1.522
 QJ5  C6   N3   aromatic  1.315  0.020  1.315
 QJ5  C11  C10  single    1.493  0.020  1.493
 QJ5  C11  C12  single    1.493  0.020  1.493
 QJ5  C10  C9   single    1.475  0.020  1.475
 QJ5  C10  C12  single    1.506  0.020  1.506
 QJ5  C9   N2   aromatic  1.360  0.020  1.360
 QJ5  C19  C18  single    1.524  0.020  1.524
 QJ5  C18  C17  single    1.504  0.020  1.504
 QJ5  N3   N2   aromatic  1.339  0.020  1.339
 QJ5  N2   C5   single    1.412  0.020  1.412
 QJ5  C17  C16  aromatic  1.394  0.020  1.394
 QJ5  C17  C21  aromatic  1.397  0.020  1.397
 QJ5  C16  C15  aromatic  1.386  0.020  1.386
 QJ5  C21  C22  aromatic  1.383  0.020  1.383
 QJ5  C5   C13  aromatic  1.388  0.020  1.388
 QJ5  C5   C4   aromatic  1.388  0.020  1.388
 QJ5  C13  C1   aromatic  1.388  0.020  1.388
 QJ5  C15  C14  aromatic  1.386  0.020  1.386
 QJ5  C22  C14  aromatic  1.390  0.020  1.390
 QJ5  C4   C3   aromatic  1.387  0.020  1.387
 QJ5  C14  S1   single    1.764  0.020  1.764
 QJ5  C1   N1   single    1.423  0.020  1.423
 QJ5  C1   C2   aromatic  1.391  0.020  1.391
 QJ5  N1   S1   single    1.669  0.020  1.669
 QJ5  C3   C2   aromatic  1.387  0.020  1.387
 QJ5  S1   O1   double    1.454  0.020  1.454
 QJ5  S1   O4   double    1.455  0.020  1.455
 QJ5  C10  H6   single    0.970  0.020  1.090
 QJ5  C11  H8   single    0.970  0.020  1.090
 QJ5  C11  H7   single    0.970  0.020  1.090
 QJ5  C12  H10  single    0.970  0.020  1.090
 QJ5  C12  H9   single    0.970  0.020  1.090
 QJ5  C13  H11  single    0.930  0.020  1.080
 QJ5  C15  H12  single    0.930  0.020  1.080
 QJ5  C16  H13  single    0.930  0.020  1.080
 QJ5  C18  H15  single    0.970  0.020  1.090
 QJ5  C18  H14  single    0.970  0.020  1.090
 QJ5  C19  H17  single    0.970  0.020  1.090
 QJ5  C19  H16  single    0.970  0.020  1.090
 QJ5  C2   H2   single    0.930  0.020  1.080
 QJ5  C20  H20  single    0.970  0.020  1.090
 QJ5  C20  H19  single    0.970  0.020  1.090
 QJ5  C20  H18  single    0.970  0.020  1.090
 QJ5  C21  H21  single    0.930  0.020  1.080
 QJ5  C22  H22  single    0.930  0.020  1.080
 QJ5  C3   H3   single    0.930  0.020  1.080
 QJ5  C4   H4   single    0.930  0.020  1.080
 QJ5  C6   H5   single    0.930  0.020  1.080
 QJ5  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
 QJ5  N1   C1   C2   121.48  3.000
 QJ5  C2   C1   C13  120.09  3.000
 QJ5  N1   C1   C13  118.33  3.000
 QJ5  H6   C10  C9   115.53  3.000
 QJ5  H6   C10  C12  115.78  3.000
 QJ5  C9   C10  C12  118.54  3.000
 QJ5  H6   C10  C11  115.70  3.000
 QJ5  C12  C10  C11   59.71  3.000
 QJ5  C9   C10  C11  120.16  3.000
 QJ5  H7   C11  H8   114.30  3.000
 QJ5  H7   C11  C12  118.21  3.000
 QJ5  H8   C11  C12  118.70  3.000
 QJ5  H7   C11  C10  117.57  3.000
 QJ5  H8   C11  C10  117.18  3.000
 QJ5  C12  C11  C10   60.58  3.000
 QJ5  H9   C12  H10  114.26  3.000
 QJ5  H9   C12  C11  117.69  3.000
 QJ5  H10  C12  C11  119.19  3.000
 QJ5  H9   C12  C10  117.63  3.000
 QJ5  H10  C12  C10  117.78  3.000
 QJ5  C11  C12  C10   59.71  3.000
 QJ5  H11  C13  C5   120.46  3.000
 QJ5  H11  C13  C1   119.72  3.000
 QJ5  C5   C13  C1   119.79  3.000
 QJ5  S1   C14  C22  119.13  3.000
 QJ5  S1   C14  C15  119.92  3.000
 QJ5  C22  C14  C15  120.88  3.000
 QJ5  H12  C15  C16  119.89  3.000
 QJ5  H12  C15  C14  121.16  3.000
 QJ5  C16  C15  C14  118.95  3.000
 QJ5  H13  C16  C17  119.42  3.000
 QJ5  H13  C16  C15  119.04  3.000
 QJ5  C17  C16  C15  121.53  3.000
 QJ5  C21  C17  C18  122.22  3.000
 QJ5  C21  C17  C16  118.18  3.000
 QJ5  C18  C17  C16  119.56  3.000
 QJ5  H14  C18  H15  105.49  3.000
 QJ5  H14  C18  C19  109.02  3.000
 QJ5  H15  C18  C19  109.32  3.000
 QJ5  H14  C18  C17  108.03  3.000
 QJ5  H15  C18  C17  108.52  3.000
 QJ5  C19  C18  C17  115.95  3.000
 QJ5  H16  C19  H17  106.43  3.000
 QJ5  H16  C19  C20  109.83  3.000
 QJ5  H17  C19  C20  109.07  3.000
 QJ5  H16  C19  C18  109.57  3.000
 QJ5  H17  C19  C18  110.20  3.000
 QJ5  C20  C19  C18  111.61  3.000
 QJ5  H2   C2   C3   120.30  3.000
 QJ5  H2   C2   C1   120.07  3.000
 QJ5  C3   C2   C1   119.62  3.000
 QJ5  H18  C20  H19  107.61  3.000
 QJ5  H18  C20  H20  107.74  3.000
 QJ5  H19  C20  H20  107.69  3.000
 QJ5  H18  C20  C19  111.20  3.000
 QJ5  H19  C20  C19  111.18  3.000
 QJ5  H20  C20  C19  111.26  3.000
 QJ5  H21  C21  C22  118.43  3.000
 QJ5  H21  C21  C17  120.46  3.000
 QJ5  C22  C21  C17  121.11  3.000
 QJ5  H22  C22  C21  119.80  3.000
 QJ5  H22  C22  C14  120.86  3.000
 QJ5  C21  C22  C14  119.33  3.000
 QJ5  H3   C3   C4   119.61  3.000
 QJ5  H3   C3   C2   119.76  3.000
 QJ5  C4   C3   C2   120.63  3.000
 QJ5  H4   C4   C5   120.06  3.000
 QJ5  H4   C4   C3   120.57  3.000
 QJ5  C5   C4   C3   119.38  3.000
 QJ5  N2   C5   C4   120.18  3.000
 QJ5  C4   C5   C13  120.48  3.000
 QJ5  N2   C5   C13  119.30  3.000
 QJ5  H5   C6   N3   119.99  3.000
 QJ5  H5   C6   C7   127.61  3.000
 QJ5  N3   C6   C7   112.39  3.000
 QJ5  C9   C7   C8   129.99  3.000
 QJ5  C9   C7   C6   104.00  3.000
 QJ5  C8   C7   C6   125.99  3.000
 QJ5  O3   C8   O2   127.02  3.000
 QJ5  O2   C8   C7   117.38  3.000
 QJ5  O3   C8   C7   115.59  3.000
 QJ5  N2   C9   C7   106.02  3.000
 QJ5  N2   C9   C10  120.78  3.000
 QJ5  C7   C9   C10  133.02  3.000
 QJ5  H1   N1   S1   109.78  3.000
 QJ5  H1   N1   C1   114.29  3.000
 QJ5  S1   N1   C1   119.41  3.000
 QJ5  N3   N2   C9   112.91  3.000
 QJ5  N3   N2   C5   119.75  3.000
 QJ5  C9   N2   C5   127.26  3.000
 QJ5  N2   N3   C6   104.66  3.000
 QJ5  O4   S1   O1   118.65  3.000
 QJ5  O4   S1   N1   112.05  3.000
 QJ5  O1   S1   N1   104.76  3.000
 QJ5  O4   S1   C14  108.11  3.000
 QJ5  O1   S1   C14  109.92  3.000
 QJ5  N1   S1   C14  102.10  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
 QJ5  CONST_01  N2   C5   C13  C1    180.00   0.0  0
 QJ5  CONST_02  C4   C5   C13  C1      0.00   0.0  0
 QJ5  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 QJ5  CONST_06  C3   C4   C5   C13     0.00   0.0  0
 QJ5  CONST_07  C3   C2   C1   C13     0.00   0.0  0
 QJ5  CONST_08  C17  C16  C15  C14     0.00   0.0  0
 QJ5  CONST_09  C17  C21  C22  C14     0.00   0.0  0
 QJ5  CONST_10  C21  C17  C16  C15     0.00   0.0  0
 QJ5  CONST_11  C21  C22  C14  C15     0.00   0.0  0
 QJ5  CONST_12  C22  C21  C17  C16     0.00   0.0  0
 QJ5  CONST_13  C22  C14  C15  C16     0.00   0.0  0
 QJ5  CONST_14  C5   C13  C1   C2      0.00   0.0  0
 QJ5  CONST_15  C5   C4   C3   C2      0.00   0.0  0
 QJ5  CONST_16  N2   C5   C4   C3    180.00   0.0  0
 QJ5  CONST_19  C7   C9   N2   C5    180.00   0.0  0
 QJ5  CONST_20  C6   N3   N2   C5    180.00   0.0  0
 QJ5  CONST_21  N2   C9   C7   C6      0.00   0.0  0
 QJ5  CONST_22  C9   N2   N3   C6      0.00   0.0  0
 QJ5  CONST_23  N2   N3   C6   C7      0.00   0.0  0
 QJ5  CONST_24  N3   N2   C9   C7      0.00   0.0  0
 QJ5  CONST_25  N3   C6   C7   C9      0.00   0.0  0
 QJ5  CONST_26  C6   C7   C9   C10   180.00   0.0  0
 QJ5  CONST_27  N3   N2   C9   C10   180.00   0.0  0
 QJ5  CONST_28  C5   N2   C9   C10     0.00   0.0  0
 QJ5  CONST_29  C8   C7   C9   C10     0.00   0.0  0
 QJ5  CONST_30  C18  C17  C16  C15   180.00   0.0  0
 QJ5  CONST_31  S1   C14  C15  C16   180.00   0.0  0
 QJ5  CONST_32  C22  C21  C17  C18   180.00   0.0  0
 QJ5  CONST_33  S1   C14  C22  C21   180.00   0.0  0
 QJ5  CONST_34  N1   C1   C2   C3    180.00   0.0  0
 QJ5  CONST_35  N1   C1   C13  C5    180.00   0.0  0
 QJ5  CONST_36  N3   C6   C7   C8    180.00   0.0  0
 QJ5  CONST_37  N2   C9   C7   C8    180.00   0.0  0
 QJ5  CONST_38  H3   C3   C2   C1    180.00   0.0  0
 QJ5  CONST_39  H4   C4   C5   C13   180.00   0.0  0
 QJ5  CONST_40  H2   C2   C1   C13   180.00   0.0  0
 QJ5  CONST_41  H13  C16  C15  C14   180.00   0.0  0
 QJ5  CONST_42  H21  C21  C22  C14   180.00   0.0  0
 QJ5  CONST_43  H22  C22  C14  C15   180.00   0.0  0
 QJ5  CONST_44  H12  C15  C16  C17   180.00   0.0  0
 QJ5  CONST_45  H11  C13  C1   C2    180.00   0.0  0
 QJ5  CONST_46  H5   C6   C7   C9    180.00   0.0  0
 QJ5  Var_01    C7   C9   C10  C11    47.07  30.0  2
 QJ5  Var_02    C9   C10  C12  C11  -110.16  30.0  1
 QJ5  Var_03    H10  C12  C11  C10   106.98  30.0  1
 QJ5  Var_04    C14  S1   N1   C1    -71.22  30.0  3
 QJ5  Var_05    N1   S1   C14  C15   121.01  30.0  2
 QJ5  Var_06    C19  C18  C17  C16   151.08  30.0  2
 QJ5  Var_07    O3   C8   C7   C6     13.72  30.0  3
 QJ5  Var_08    C20  C19  C18  C17  -175.37  30.0  1
 QJ5  Var_09    H20  C20  C19  C18  -179.34  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
 QJ5  chir_01  C10  C11  C9  C12  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
 QJ5  plan-1  C10  0.020
 QJ5  plan-1  C5   0.020
 QJ5  plan-1  C6   0.020
 QJ5  plan-1  C7   0.020
 QJ5  plan-1  C8   0.020
 QJ5  plan-1  C9   0.020
 QJ5  plan-1  N2   0.020
 QJ5  plan-1  N3   0.020
 QJ5  plan-1  H5   0.020
 QJ5  plan-2  C14  0.020
 QJ5  plan-2  C15  0.020
 QJ5  plan-2  C16  0.020
 QJ5  plan-2  C17  0.020
 QJ5  plan-2  C18  0.020
 QJ5  plan-2  C21  0.020
 QJ5  plan-2  C22  0.020
 QJ5  plan-2  S1   0.020
 QJ5  plan-2  H12  0.020
 QJ5  plan-2  H13  0.020
 QJ5  plan-2  H21  0.020
 QJ5  plan-2  H22  0.020
 QJ5  plan-3  C1   0.020
 QJ5  plan-3  C13  0.020
 QJ5  plan-3  C2   0.020
 QJ5  plan-3  C3   0.020
 QJ5  plan-3  C4   0.020
 QJ5  plan-3  C5   0.020
 QJ5  plan-3  N1   0.020
 QJ5  plan-3  N2   0.020
 QJ5  plan-3  H11  0.020
 QJ5  plan-3  H2   0.020
 QJ5  plan-3  H3   0.020
 QJ5  plan-3  H4   0.020
 QJ5  plan-4  C1   0.020
 QJ5  plan-4  N1   0.020
 QJ5  plan-4  S1   0.020
 QJ5  plan-4  H1   0.020
 QJ5  plan-5  C7   0.020
 QJ5  plan-5  C8   0.020
 QJ5  plan-5  O2   0.020
 QJ5  plan-5  O3   0.020

