# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 14:48:05 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: 1-(4-cyanophenyl)-N-(3-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]-1H-pyrazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)c1ccc(cc1)c2nn(cc2C(=O)Nc3cccc(F)c3)c4ccc(cc4)C#N
#
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
 CU4  CU4  1-(4-cyanophenyl)-N-(3-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]-1H-pyrazole-4-carboxamide  ligand  50  33  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CU4
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
 CU4  C01  C  CH3   0  -0.789   5.3622  -3.6001   0.9361
 CU4  C05  C  CR6   0  -0.212   2.8804  -3.1242  -0.2570
 CU4  C06  C  CR16  0  -0.220   1.7972  -3.5516   0.4967
 CU4  C07  C  CR16  0  -0.270   0.6872  -2.7311   0.6047
 CU4  C08  C  CR6   0   0.082   0.6584  -1.4900  -0.0291
 CU4  C09  C  CR16  0  -0.279   1.7535  -1.0845  -0.7903
 CU4  C10  C  CR16  0  -0.218   2.8653  -1.8992  -0.9106
 CU4  C11  C  CR5   0   0.337  -0.5384  -0.6493   0.0772
 CU4  C14  C  CR15  0   0.070  -2.0020   0.9960   0.2375
 CU4  C15  C  CR5   0  -0.352  -0.6498   0.7603   0.2149
 CU4  C16  C  C     0   0.472   0.4269   1.7375   0.4641
 CU4  C19  C  CR6   0   0.403   0.9108   4.1542   0.1454
 CU4  C20  C  CR16  0  -0.362   0.4635   5.2786  -0.5550
 CU4  C21  C  CR16  0  -0.229   1.1471   6.4773  -0.4645
 CU4  C22  C  CR16  0  -0.430   2.2875   6.5939   0.3196
 CU4  C23  C  CR6   0   0.555   2.7046   5.4688   0.9997
 CU4  C25  C  CR16  0  -0.488   2.0545   4.2507   0.9382
 CU4  C26  C  CR6   0   0.412  -3.9870  -0.4689   0.1087
 CU4  C27  C  CR16  0  -0.307  -4.8870   0.5447  -0.2047
 CU4  C28  C  CR16  0  -0.230  -6.2431   0.2839  -0.1901
 CU4  C29  C  CR6   0  -0.003  -6.7017  -0.9946   0.1231
 CU4  C30  C  CR16  0  -0.228  -5.7941  -2.0101   0.4219
 CU4  C31  C  CR16  0  -0.288  -4.4382  -1.7482   0.4184
 CU4  C32  C  CSP   0   0.061  -8.1018  -1.2647   0.1339
 CU4  F24  F  F     0  -0.317   3.8029   5.5495   1.7684
 CU4  N12  N  N     0  -0.280  -1.7293  -1.2016   0.0158
 CU4  N13  N  NR5   0  -0.418  -2.6074  -0.2021   0.1156
 CU4  N18  N  NH1   0  -0.756   0.1543   2.9896   0.0104
 CU4  N33  N  NS    0  -0.248  -9.2331  -1.4832   0.1404
 CU4  O03  O  OS    0  -0.667   4.9793  -3.8742  -1.6544
 CU4  O04  O  OS    0  -0.668   3.9114  -5.5369  -0.0981
 CU4  O17  O  O     0  -0.444   1.4513   1.4220   1.0406
 CU4  S02  S  S     0   1.216   4.3144  -4.1620  -0.3855
 CU4  H1   H  HCH3  0   0.296   4.8418  -3.7168   1.8840
 CU4  H2   H  HCH3  0   0.311   6.2587  -4.2196   0.9233
 CU4  H3   H  HCH3  0   0.296   5.6256  -2.5579   0.7727
 CU4  H4   H  HCR6  0   0.287   1.8091  -4.5091   0.9994
 CU4  H5   H  HCR6  0   0.272  -0.1586  -3.0560   1.1955
 CU4  H6   H  HCR6  0   0.271   1.7337  -0.1432  -1.3221
 CU4  H7   H  HCR6  0   0.288   3.7018  -1.5781  -1.5165
 CU4  H8   H  HCR5  0   0.332  -2.5536   1.9103   0.3857
 CU4  H9   H  HCR6  0   0.277  -0.4231   5.2105  -1.1735
 CU4  H10  H  HCR6  0   0.274   0.7879   7.3358  -1.0157
 CU4  H11  H  HCR6  0   0.280   2.8297   7.5263   0.3984
 CU4  H12  H  HCR6  0   0.301   2.4385   3.4132   1.4971
 CU4  H13  H  HCR6  0   0.300  -4.5470   1.5332  -0.4797
 CU4  H14  H  HCR6  0   0.293  -6.9429   1.0712  -0.4335
 CU4  H15  H  HCR6  0   0.292  -6.1475  -3.0020   0.6665
 CU4  H16  H  HCR6  0   0.298  -3.7370  -2.5334   0.6596
 CU4  H17  H  HNH1  0   0.427  -0.6773   3.0931  -0.5519

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
 CU4  N33  C32  triple    1.152  0.020  1.152
 CU4  C28  C29  aromatic  1.394  0.020  1.394
 CU4  C28  C27  aromatic  1.381  0.020  1.381
 CU4  C32  C29  single    1.426  0.020  1.426
 CU4  C29  C30  aromatic  1.394  0.020  1.394
 CU4  C27  C26  aromatic  1.391  0.020  1.391
 CU4  C30  C31  aromatic  1.381  0.020  1.381
 CU4  C26  C31  aromatic  1.391  0.020  1.391
 CU4  C26  N13  single    1.405  0.020  1.405
 CU4  C20  C21  aromatic  1.383  0.020  1.383
 CU4  C20  C19  aromatic  1.398  0.020  1.398
 CU4  C21  C22  aromatic  1.389  0.020  1.389
 CU4  C14  N13  aromatic  1.348  0.020  1.348
 CU4  C14  C15  aromatic  1.373  0.020  1.373
 CU4  N13  N12  aromatic  1.334  0.020  1.334
 CU4  N18  C19  single    1.395  0.020  1.395
 CU4  N18  C16  single    1.359  0.020  1.359
 CU4  C19  C25  aromatic  1.395  0.020  1.395
 CU4  C22  C23  aromatic  1.379  0.020  1.379
 CU4  N12  C11  aromatic  1.314  0.020  1.314
 CU4  C15  C16  single    1.475  0.020  1.475
 CU4  C15  C11  aromatic  1.421  0.020  1.421
 CU4  C25  C23  aromatic  1.382  0.020  1.382
 CU4  C16  O17  double    1.217  0.020  1.217
 CU4  C23  F24  single    1.343  0.020  1.343
 CU4  C11  C08  single    1.466  0.020  1.466
 CU4  C07  C08  aromatic  1.394  0.020  1.394
 CU4  C07  C06  aromatic  1.385  0.020  1.385
 CU4  C08  C09  aromatic  1.394  0.020  1.394
 CU4  C06  C05  aromatic  1.387  0.020  1.387
 CU4  C09  C10  aromatic  1.384  0.020  1.384
 CU4  C05  C10  aromatic  1.389  0.020  1.389
 CU4  C05  S02  single    1.775  0.020  1.775
 CU4  O03  S02  double    1.461  0.020  1.461
 CU4  S02  O04  double    1.461  0.020  1.461
 CU4  S02  C01  single    1.778  0.020  1.778
 CU4  C01  H1   single    0.970  0.020  1.090
 CU4  C01  H2   single    0.970  0.020  1.090
 CU4  C01  H3   single    0.970  0.020  1.090
 CU4  C06  H4   single    0.930  0.020  1.080
 CU4  C07  H5   single    0.930  0.020  1.080
 CU4  C09  H6   single    0.930  0.020  1.080
 CU4  C10  H7   single    0.930  0.020  1.080
 CU4  C14  H8   single    0.930  0.020  1.080
 CU4  C20  H9   single    0.930  0.020  1.080
 CU4  C21  H10  single    0.930  0.020  1.080
 CU4  C22  H11  single    0.930  0.020  1.080
 CU4  C25  H12  single    0.930  0.020  1.080
 CU4  C27  H13  single    0.930  0.020  1.080
 CU4  C28  H14  single    0.930  0.020  1.080
 CU4  C30  H15  single    0.930  0.020  1.080
 CU4  C31  H16  single    0.930  0.020  1.080
 CU4  N18  H17  single    0.860  0.020  1.020

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
 CU4  H3   C01  H2   110.10  3.000
 CU4  H3   C01  H1   110.47  3.000
 CU4  H2   C01  H1   110.05  3.000
 CU4  H3   C01  S02  109.51  3.000
 CU4  H2   C01  S02  107.25  3.000
 CU4  H1   C01  S02  109.39  3.000
 CU4  S02  C05  C10  119.38  3.000
 CU4  S02  C05  C06  119.35  3.000
 CU4  C10  C05  C06  121.28  3.000
 CU4  H4   C06  C07  119.81  3.000
 CU4  H4   C06  C05  121.12  3.000
 CU4  C07  C06  C05  119.07  3.000
 CU4  H5   C07  C08  119.98  3.000
 CU4  H5   C07  C06  119.44  3.000
 CU4  C08  C07  C06  120.58  3.000
 CU4  C11  C08  C09  120.93  3.000
 CU4  C09  C08  C07  119.41  3.000
 CU4  C11  C08  C07  119.63  3.000
 CU4  H6   C09  C10  118.98  3.000
 CU4  H6   C09  C08  120.49  3.000
 CU4  C10  C09  C08  120.50  3.000
 CU4  H7   C10  C09  119.70  3.000
 CU4  H7   C10  C05  121.14  3.000
 CU4  C09  C10  C05  119.16  3.000
 CU4  N12  C11  C15  110.51  3.000
 CU4  C15  C11  C08  129.79  3.000
 CU4  N12  C11  C08  119.68  3.000
 CU4  H8   C14  N13  122.44  3.000
 CU4  H8   C14  C15  130.68  3.000
 CU4  N13  C14  C15  106.76  3.000
 CU4  C16  C15  C14  127.04  3.000
 CU4  C16  C15  C11  128.05  3.000
 CU4  C14  C15  C11  104.43  3.000
 CU4  O17  C16  N18  124.45  3.000
 CU4  O17  C16  C15  121.51  3.000
 CU4  N18  C16  C15  114.04  3.000
 CU4  N18  C19  C25  123.86  3.000
 CU4  C25  C19  C20  119.43  3.000
 CU4  N18  C19  C20  116.70  3.000
 CU4  H9   C20  C21  119.77  3.000
 CU4  H9   C20  C19  119.83  3.000
 CU4  C21  C20  C19  120.40  3.000
 CU4  H10  C21  C22  119.59  3.000
 CU4  H10  C21  C20  119.37  3.000
 CU4  C22  C21  C20  121.04  3.000
 CU4  H11  C22  C23  121.05  3.000
 CU4  H11  C22  C21  121.68  3.000
 CU4  C23  C22  C21  117.27  3.000
 CU4  F24  C23  C25  117.59  3.000
 CU4  F24  C23  C22  118.72  3.000
 CU4  C25  C23  C22  123.69  3.000
 CU4  H12  C25  C23  119.62  3.000
 CU4  H12  C25  C19  122.22  3.000
 CU4  C23  C25  C19  118.16  3.000
 CU4  N13  C26  C31  119.46  3.000
 CU4  N13  C26  C27  119.86  3.000
 CU4  C31  C26  C27  120.68  3.000
 CU4  H13  C27  C28  118.96  3.000
 CU4  H13  C27  C26  121.34  3.000
 CU4  C28  C27  C26  119.69  3.000
 CU4  H14  C28  C29  120.37  3.000
 CU4  H14  C28  C27  119.72  3.000
 CU4  C29  C28  C27  119.91  3.000
 CU4  C32  C29  C30  119.96  3.000
 CU4  C30  C29  C28  120.14  3.000
 CU4  C32  C29  C28  119.90  3.000
 CU4  H15  C30  C31  119.70  3.000
 CU4  H15  C30  C29  120.27  3.000
 CU4  C31  C30  C29  120.03  3.000
 CU4  H16  C31  C30  119.94  3.000
 CU4  H16  C31  C26  120.51  3.000
 CU4  C30  C31  C26  119.55  3.000
 CU4  N33  C32  C29  180.00  3.000
 CU4  N13  N12  C11  106.15  3.000
 CU4  N12  N13  C26  120.24  3.000
 CU4  N12  N13  C14  112.15  3.000
 CU4  C26  N13  C14  127.61  3.000
 CU4  H17  N18  C19  114.52  3.000
 CU4  H17  N18  C16  116.47  3.000
 CU4  C19  N18  C16  128.89  3.000
 CU4  O04  S02  O03  118.79  3.000
 CU4  O04  S02  C05  108.25  3.000
 CU4  O03  S02  C05  108.38  3.000
 CU4  O04  S02  C01  108.28  3.000
 CU4  O03  S02  C01  108.37  3.000
 CU4  C05  S02  C01  103.75  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
 CU4  CONST_01  C08  C07  C06  C05    0.00   0.0  0
 CU4  CONST_02  C08  C09  C10  C05    0.00   0.0  0
 CU4  CONST_03  C11  C08  C07  C06  180.00   0.0  0
 CU4  CONST_04  C09  C08  C07  C06    0.00   0.0  0
 CU4  CONST_05  C09  C10  C05  C06    0.00   0.0  0
 CU4  CONST_08  C10  C09  C08  C07    0.00   0.0  0
 CU4  CONST_09  C10  C05  C06  C07    0.00   0.0  0
 CU4  CONST_10  N13  N12  C11  C08  180.00   0.0  0
 CU4  CONST_11  C14  C15  C11  C08  180.00   0.0  0
 CU4  CONST_14  C11  C08  C09  C10  180.00   0.0  0
 CU4  CONST_15  C26  N13  N12  C11  180.00   0.0  0
 CU4  CONST_16  C14  N13  N12  C11    0.00   0.0  0
 CU4  CONST_17  N13  C14  C15  C11    0.00   0.0  0
 CU4  CONST_20  N12  C11  C15  C14    0.00   0.0  0
 CU4  CONST_21  C26  N13  C14  C15  180.00   0.0  0
 CU4  CONST_22  N12  N13  C14  C15    0.00   0.0  0
 CU4  CONST_23  N13  N12  C11  C15    0.00   0.0  0
 CU4  CONST_24  C22  C21  C20  C19    0.00   0.0  0
 CU4  CONST_25  C22  C23  C25  C19    0.00   0.0  0
 CU4  CONST_26  C23  C22  C21  C20    0.00   0.0  0
 CU4  CONST_27  C23  C25  C19  C20    0.00   0.0  0
 CU4  CONST_28  C25  C19  C20  C21    0.00   0.0  0
 CU4  CONST_29  C25  C23  C22  C21    0.00   0.0  0
 CU4  CONST_30  C29  C28  C27  C26    0.00   0.0  0
 CU4  CONST_31  C29  C30  C31  C26    0.00   0.0  0
 CU4  CONST_32  C30  C29  C28  C27    0.00   0.0  0
 CU4  CONST_33  C30  C31  C26  C27    0.00   0.0  0
 CU4  CONST_35  C31  C30  C29  C28    0.00   0.0  0
 CU4  CONST_36  C31  C26  C27  C28    0.00   0.0  0
 CU4  CONST_37  N13  C26  C27  C28  180.00   0.0  0
 CU4  CONST_38  N13  C26  C31  C30  180.00   0.0  0
 CU4  CONST_40  S02  C05  C06  C07  180.00   0.0  0
 CU4  CONST_41  C16  C15  C11  C08    0.00   0.0  0
 CU4  CONST_42  S02  C05  C10  C09  180.00   0.0  0
 CU4  CONST_43  N13  C14  C15  C16  180.00   0.0  0
 CU4  CONST_44  N12  C11  C15  C16  180.00   0.0  0
 CU4  CONST_45  F24  C23  C25  C19  180.00   0.0  0
 CU4  CONST_46  N18  C19  C20  C21  180.00   0.0  0
 CU4  CONST_47  F24  C23  C22  C21  180.00   0.0  0
 CU4  CONST_48  N18  C19  C25  C23  180.00   0.0  0
 CU4  CONST_49  C32  C29  C28  C27  180.00   0.0  0
 CU4  CONST_50  C32  C29  C30  C31  180.00   0.0  0
 CU4  CONST_51  H5   C07  C06  C05  180.00   0.0  0
 CU4  CONST_52  H6   C09  C10  C05  180.00   0.0  0
 CU4  CONST_53  H7   C10  C05  C06  180.00   0.0  0
 CU4  CONST_54  H4   C06  C07  C08  180.00   0.0  0
 CU4  CONST_55  H8   C14  C15  C11  180.00   0.0  0
 CU4  CONST_56  H10  C21  C20  C19  180.00   0.0  0
 CU4  CONST_57  H11  C22  C21  C20  180.00   0.0  0
 CU4  CONST_58  H12  C25  C19  C20  180.00   0.0  0
 CU4  CONST_59  H9   C20  C21  C22  180.00   0.0  0
 CU4  CONST_60  H14  C28  C27  C26  180.00   0.0  0
 CU4  CONST_61  H15  C30  C31  C26  180.00   0.0  0
 CU4  CONST_62  H16  C31  C26  C27  180.00   0.0  0
 CU4  CONST_63  H13  C27  C28  C29  180.00   0.0  0
 CU4  CONST_64  C19  N18  C16  C15  180.00   0.0  0
 CU4  CONST_65  C20  C19  N18  C16  180.00   0.0  0
 CU4  CONST_66  C25  C19  N18  C16    0.00   0.0  0
 CU4  CONST_67  H17  N18  C19  C20    0.00   0.0  0
 CU4  CONST_68  O17  C16  N18  C19    0.00   0.0  0
 CU4  Var_01    C06  C05  S02  C01  -92.52  30.0  2
 CU4  Var_02    N18  C16  C15  C11  153.96  30.0  2
 CU4  Var_03    H1   C01  S02  C05   59.44  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
 CU4  plan-1  C08  0.020
 CU4  plan-1  C11  0.020
 CU4  plan-1  C14  0.020
 CU4  plan-1  C15  0.020
 CU4  plan-1  C16  0.020
 CU4  plan-1  C26  0.020
 CU4  plan-1  N12  0.020
 CU4  plan-1  N13  0.020
 CU4  plan-1  H8   0.020
 CU4  plan-2  C05  0.020
 CU4  plan-2  C06  0.020
 CU4  plan-2  C07  0.020
 CU4  plan-2  C08  0.020
 CU4  plan-2  C09  0.020
 CU4  plan-2  C10  0.020
 CU4  plan-2  C11  0.020
 CU4  plan-2  S02  0.020
 CU4  plan-2  H4   0.020
 CU4  plan-2  H5   0.020
 CU4  plan-2  H6   0.020
 CU4  plan-2  H7   0.020
 CU4  plan-3  C19  0.020
 CU4  plan-3  C20  0.020
 CU4  plan-3  C21  0.020
 CU4  plan-3  C22  0.020
 CU4  plan-3  C23  0.020
 CU4  plan-3  C25  0.020
 CU4  plan-3  F24  0.020
 CU4  plan-3  N18  0.020
 CU4  plan-3  H9   0.020
 CU4  plan-3  H10  0.020
 CU4  plan-3  H11  0.020
 CU4  plan-3  H12  0.020
 CU4  plan-4  C26  0.020
 CU4  plan-4  C27  0.020
 CU4  plan-4  C28  0.020
 CU4  plan-4  C29  0.020
 CU4  plan-4  C30  0.020
 CU4  plan-4  C31  0.020
 CU4  plan-4  C32  0.020
 CU4  plan-4  N13  0.020
 CU4  plan-4  N33  0.020
 CU4  plan-4  H13  0.020
 CU4  plan-4  H14  0.020
 CU4  plan-4  H15  0.020
 CU4  plan-4  H16  0.020
 CU4  plan-5  C15  0.020
 CU4  plan-5  C16  0.020
 CU4  plan-5  C19  0.020
 CU4  plan-5  N18  0.020
 CU4  plan-5  O17  0.020
 CU4  plan-5  H17  0.020

