# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 22:08:43 2020
#   Inital geometry file: a 152 line input string
#   Ligand name: (2~{R})-2-acetamido-~{N}-[4-(5-cyano-3-fluoranyl-2-methoxy-phenyl)thiophen-2-yl]-2-(4-ethylsulfonylphenyl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[S](=O)(=O)c1ccc(cc1)[C@@H](NC(C)=O)C(=O)Nc2scc(c2)c3cc(cc(F)c3OC)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
 BWE  BWE  (2~{R})-2-acetamido-~{N}-[4-(5-cyano-3-fluoranyl-2-methoxy-phenyl)thiophen-2-yl]-2-(4-ethylsulfonylphenyl)ethanamide  ligand  57  35  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_BWE
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
 BWE  C1   C  CH3   0  -0.672   7.7799   3.5121   0.1208
 BWE  C2   C  CH2   0  -0.590   6.8717   2.3128  -0.0888
 BWE  O4   O  OS    0  -0.670   5.2737   2.8378   1.9558
 BWE  O5   O  OS    0  -0.670   4.6534   3.7397  -0.3065
 BWE  C7   C  CR16  0  -0.214   3.7458   1.0059  -1.0958
 BWE  C8   C  CR16  0  -0.302   3.0611  -0.1674  -1.3694
 BWE  C9   C  CR6   0   0.167   2.9436  -1.1574  -0.4024
 BWE  C10  C  CR16  0  -0.273   3.5252  -0.9734   0.8482
 BWE  C11  C  CR16  0  -0.218   4.2175   0.1910   1.1336
 BWE  C12  C  CH1   0  -0.288   2.1541  -2.4193  -0.6963
 BWE  C16  C  CH3   0  -0.776   4.5351  -5.3305  -0.4694
 BWE  C20  C  CR5   0   0.119  -1.3083  -1.2421   0.1257
 BWE  C21  C  CR15  0  -0.327  -2.2346  -0.3806  -0.3786
 BWE  C22  C  CR5   0   0.184  -3.4214  -0.3325   0.4124
 BWE  C27  C  CR6   0   0.028  -5.3436   2.6984  -0.6971
 BWE  C31  C  CR6   0   0.171  -5.8788   0.1507   0.2633
 BWE  C33  C  CH3   0  -0.415  -6.1974  -2.1104  -0.2375
 BWE  C34  C  CSP   0   0.057  -5.0565   4.0093  -1.1817
 BWE  S3   S  S     0   1.208   5.2179   2.6614   0.5049
 BWE  C6   C  CR6   0  -0.188   4.3200   1.1718   0.1558
 BWE  N13  N  NH1   0  -0.640   2.8437  -3.6157  -0.3103
 BWE  O15  O  O     0  -0.490   4.3590  -3.4648  -1.9626
 BWE  C17  C  C     0   0.555   0.8403  -2.3510   0.0775
 BWE  O18  O  O     0  -0.446   0.6512  -2.9770   1.1039
 BWE  N19  N  NH1   0  -0.700  -0.0755  -1.5128  -0.4434
 BWE  C23  C  CR15  0  -0.558  -3.3489  -1.1633   1.4920
 BWE  S24  S  S2    0   0.271  -1.8589  -2.0051   1.5736
 BWE  C25  C  CR6   0   0.038  -4.5491   0.5541   0.0911
 BWE  C26  C  CR16  0  -0.324  -4.2972   1.8351  -0.3933
 BWE  C28  C  CR16  0  -0.415  -6.6696   2.3077  -0.5246
 BWE  C29  C  CR6   0   0.518  -6.9048   1.0369  -0.0558
 BWE  F30  F  F     0  -0.298  -8.1639   0.6244   0.1029
 BWE  N35  N  NS    0  -0.245  -4.8229   5.0669  -1.5737
 BWE  H1   H  HCH3  0   0.250   7.4285   4.3843  -0.4276
 BWE  H2   H  HCH3  0   0.250   7.8688   3.7701   1.1745
 BWE  H3   H  HCH3  0   0.267   8.7746   3.2663  -0.2470
 BWE  H4   H  HCH2  0   0.300   6.7796   2.0501  -1.1432
 BWE  H5   H  HCH2  0   0.301   7.2224   1.4352   0.4557
 BWE  H6   H  HCR6  0   0.289   3.8301   1.7703  -1.8563
 BWE  H7   H  HCR6  0   0.275   2.6232  -0.3089  -2.3498
 BWE  H8   H  HCR6  0   0.274   3.4434  -1.7397   1.6085
 BWE  H9   H  HCR6  0   0.287   4.6630   0.3271   2.1097
 BWE  H10  H  HCH1  0   0.320   1.9299  -2.4481  -1.7675
 BWE  H11  H  HCH3  0   0.252   4.0189  -5.7412   0.3957
 BWE  H12  H  HCH3  0   0.270   4.5338  -6.0797  -1.2606
 BWE  H13  H  HCH3  0   0.270   5.5742  -5.1459  -0.1980
 BWE  H14  H  HCR5  0   0.282  -2.0878   0.1807  -1.2914
 BWE  H15  H  HCH3  0   0.250  -6.4160  -3.0358   0.2889
 BWE  H16  H  HCH3  0   0.237  -6.9627  -1.9417  -0.9978
 BWE  H17  H  HCH3  0   0.234  -5.2226  -2.1991  -0.7211
 BWE  H18  H  HNH1  0   0.411   2.5074  -4.1182   0.4969
 BWE  H19  H  HNH1  0   0.434   0.1238  -1.0460  -1.3169
 BWE  H20  H  HCR5  0   0.296  -4.0812  -1.3144   2.2684
 BWE  H21  H  HCR6  0   0.289  -3.2766   2.1695  -0.5200
 BWE  H22  H  HCR6  0   0.307  -7.4915   2.9721  -0.7544
 BWE  C14  C  C     0   0.537   3.9198  -4.0581  -0.9895
 BWE  O32  O  O2    0  -0.476  -6.2034  -1.0675   0.7388

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
 BWE  N35  C34  triple    1.152  0.020  1.152
 BWE  C34  C27  single    1.427  0.020  1.427
 BWE  C28  C27  aromatic  1.393  0.020  1.393
 BWE  C28  C29  aromatic  1.375  0.020  1.375
 BWE  C27  C26  aromatic  1.390  0.020  1.390
 BWE  F30  C29  single    1.334  0.020  1.334
 BWE  C29  C31  aromatic  1.393  0.020  1.393
 BWE  C26  C25  aromatic  1.392  0.020  1.392
 BWE  O4   S3   double    1.463  0.020  1.463
 BWE  C1   C2   single    1.519  0.020  1.519
 BWE  C31  C25  aromatic  1.400  0.020  1.400
 BWE  C31  O32  single    1.347  0.020  1.347
 BWE  C25  C22  single    1.470  0.020  1.470
 BWE  C2   S3   single    1.791  0.020  1.791
 BWE  S3   O5   double    1.463  0.020  1.463
 BWE  S3   C6   single    1.774  0.020  1.774
 BWE  O32  C33  single    1.429  0.020  1.429
 BWE  C22  C21  aromatic  1.427  0.020  1.427
 BWE  C22  C23  aromatic  1.364  0.020  1.364
 BWE  C11  C6   aromatic  1.389  0.020  1.389
 BWE  C11  C10  aromatic  1.384  0.020  1.384
 BWE  C21  C20  aromatic  1.362  0.020  1.362
 BWE  C6   C7   aromatic  1.387  0.020  1.387
 BWE  C23  S24  aromatic  1.713  0.020  1.713
 BWE  C10  C9   aromatic  1.391  0.020  1.391
 BWE  C20  S24  aromatic  1.727  0.020  1.727
 BWE  C20  N19  single    1.385  0.020  1.385
 BWE  C7   C8   aromatic  1.386  0.020  1.386
 BWE  N19  C17  single    1.346  0.020  1.346
 BWE  C9   C8   aromatic  1.389  0.020  1.389
 BWE  C9   C12  single    1.517  0.020  1.517
 BWE  C17  C12  single    1.526  0.020  1.526
 BWE  C17  O18  double    1.217  0.020  1.217
 BWE  C12  N13  single    1.434  0.020  1.434
 BWE  N13  C14  single    1.347  0.020  1.347
 BWE  O15  C14  double    1.221  0.020  1.221
 BWE  C14  C16  single    1.506  0.020  1.506
 BWE  C1   H1   single    0.970  0.020  1.090
 BWE  C1   H2   single    0.970  0.020  1.090
 BWE  C1   H3   single    0.970  0.020  1.090
 BWE  C2   H4   single    0.970  0.020  1.090
 BWE  C2   H5   single    0.970  0.020  1.090
 BWE  C7   H6   single    0.930  0.020  1.080
 BWE  C8   H7   single    0.930  0.020  1.080
 BWE  C10  H8   single    0.930  0.020  1.080
 BWE  C11  H9   single    0.930  0.020  1.080
 BWE  C12  H10  single    0.970  0.020  1.090
 BWE  C16  H11  single    0.970  0.020  1.090
 BWE  C16  H12  single    0.970  0.020  1.090
 BWE  C16  H13  single    0.970  0.020  1.090
 BWE  C21  H14  single    0.930  0.020  1.080
 BWE  C33  H15  single    0.970  0.020  1.090
 BWE  C33  H16  single    0.970  0.020  1.090
 BWE  C33  H17  single    0.970  0.020  1.090
 BWE  N13  H18  single    0.860  0.020  1.020
 BWE  N19  H19  single    0.860  0.020  1.020
 BWE  C23  H20  single    0.930  0.020  1.080
 BWE  C26  H21  single    0.930  0.020  1.080
 BWE  C28  H22  single    0.930  0.020  1.080

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
 BWE  H3   C1   H2   107.81  3.000
 BWE  H3   C1   H1   107.80  3.000
 BWE  H2   C1   H1   108.92  3.000
 BWE  H3   C1   C2   108.74  3.000
 BWE  H2   C1   C2   111.69  3.000
 BWE  H1   C1   C2   111.72  3.000
 BWE  H5   C2   H4   108.42  3.000
 BWE  H5   C2   S3   106.74  3.000
 BWE  H4   C2   S3   106.82  3.000
 BWE  H5   C2   C1   111.98  3.000
 BWE  H4   C2   C1   111.97  3.000
 BWE  S3   C2   C1   110.65  3.000
 BWE  H6   C7   C6   121.18  3.000
 BWE  H6   C7   C8   119.88  3.000
 BWE  C6   C7   C8   118.94  3.000
 BWE  H7   C8   C9   120.20  3.000
 BWE  H7   C8   C7   119.28  3.000
 BWE  C9   C8   C7   120.52  3.000
 BWE  C12  C9   C10  120.11  3.000
 BWE  C12  C9   C8   120.13  3.000
 BWE  C10  C9   C8   119.74  3.000
 BWE  H8   C10  C11  119.23  3.000
 BWE  H8   C10  C9   120.40  3.000
 BWE  C11  C10  C9   120.37  3.000
 BWE  H9   C11  C6   121.08  3.000
 BWE  H9   C11  C10  119.86  3.000
 BWE  C6   C11  C10  119.06  3.000
 BWE  H10  C12  C17  108.72  3.000
 BWE  H10  C12  N13  109.87  3.000
 BWE  C17  C12  N13  108.35  3.000
 BWE  H10  C12  C9   108.54  3.000
 BWE  N13  C12  C9   113.05  3.000
 BWE  C17  C12  C9   108.21  3.000
 BWE  H13  C16  H12  107.36  3.000
 BWE  H13  C16  H11  108.56  3.000
 BWE  H12  C16  H11  108.50  3.000
 BWE  H13  C16  C14  109.42  3.000
 BWE  H12  C16  C14  109.25  3.000
 BWE  H11  C16  C14  113.56  3.000
 BWE  S24  C20  N19  122.83  3.000
 BWE  N19  C20  C21  125.25  3.000
 BWE  S24  C20  C21  111.91  3.000
 BWE  H14  C21  C22  124.28  3.000
 BWE  H14  C21  C20  123.26  3.000
 BWE  C22  C21  C20  112.44  3.000
 BWE  C25  C22  C23  125.52  3.000
 BWE  C23  C22  C21  111.95  3.000
 BWE  C25  C22  C21  122.49  3.000
 BWE  C28  C27  C26  121.01  3.000
 BWE  C26  C27  C34  119.56  3.000
 BWE  C28  C27  C34  119.42  3.000
 BWE  O32  C31  C29  118.60  3.000
 BWE  O32  C31  C25  122.19  3.000
 BWE  C29  C31  C25  119.21  3.000
 BWE  H17  C33  H16  109.27  3.000
 BWE  H17  C33  H15  108.97  3.000
 BWE  H16  C33  H15  109.13  3.000
 BWE  H17  C33  O32  111.46  3.000
 BWE  H16  C33  O32  111.11  3.000
 BWE  H15  C33  O32  106.84  3.000
 BWE  N35  C34  C27  180.00  3.000
 BWE  C6   S3   O5   108.33  3.000
 BWE  C6   S3   O4   108.41  3.000
 BWE  O5   S3   O4   118.43  3.000
 BWE  C6   S3   C2   103.81  3.000
 BWE  O5   S3   C2   108.41  3.000
 BWE  O4   S3   C2   108.48  3.000
 BWE  S3   C6   C11  119.46  3.000
 BWE  C11  C6   C7   121.36  3.000
 BWE  S3   C6   C7   119.18  3.000
 BWE  H18  N13  C14  120.41  3.000
 BWE  H18  N13  C12  118.09  3.000
 BWE  C14  N13  C12  121.50  3.000
 BWE  N19  C17  O18  122.74  3.000
 BWE  O18  C17  C12  122.57  3.000
 BWE  N19  C17  C12  114.66  3.000
 BWE  H19  N19  C17  119.21  3.000
 BWE  H19  N19  C20  116.15  3.000
 BWE  C17  N19  C20  124.64  3.000
 BWE  H20  C23  S24  119.19  3.000
 BWE  H20  C23  C22  128.26  3.000
 BWE  S24  C23  C22  112.53  3.000
 BWE  C23  S24  C20   91.16  3.000
 BWE  C26  C25  C31  118.66  3.000
 BWE  C31  C25  C22  121.86  3.000
 BWE  C26  C25  C22  119.48  3.000
 BWE  H21  C26  C25  119.73  3.000
 BWE  H21  C26  C27  119.52  3.000
 BWE  C25  C26  C27  120.74  3.000
 BWE  H22  C28  C29  120.69  3.000
 BWE  H22  C28  C27  121.64  3.000
 BWE  C29  C28  C27  117.67  3.000
 BWE  F30  C29  C28  119.19  3.000
 BWE  F30  C29  C31  118.11  3.000
 BWE  C28  C29  C31  122.70  3.000
 BWE  O15  C14  N13  121.96  3.000
 BWE  O15  C14  C16  122.59  3.000
 BWE  N13  C14  C16  115.45  3.000
 BWE  C33  O32  C31  114.70  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
 BWE  CONST_01  C10  C11  C6   C7     0.00   0.0  0
 BWE  CONST_02  C10  C9   C8   C7     0.00   0.0  0
 BWE  CONST_03  C11  C6   C7   C8     0.00   0.0  0
 BWE  CONST_04  C11  C10  C9   C8     0.00   0.0  0
 BWE  CONST_05  C6   C11  C10  C9     0.00   0.0  0
 BWE  CONST_06  C6   C7   C8   C9     0.00   0.0  0
 BWE  CONST_07  C25  C22  C21  C20  180.00   0.0  0
 BWE  CONST_08  C23  C22  C21  C20    0.00   0.0  0
 BWE  CONST_09  C22  C23  S24  C20    0.00   0.0  0
 BWE  CONST_12  S24  C23  C22  C21    0.00   0.0  0
 BWE  CONST_13  C23  S24  C20  C21    0.00   0.0  0
 BWE  CONST_14  C27  C26  C25  C22  180.00   0.0  0
 BWE  CONST_15  C29  C31  C25  C22  180.00   0.0  0
 BWE  CONST_16  S24  C20  C21  C22    0.00   0.0  0
 BWE  CONST_17  C31  C29  C28  C27    0.00   0.0  0
 BWE  CONST_18  C31  C25  C26  C27    0.00   0.0  0
 BWE  CONST_21  C25  C22  C23  S24  180.00   0.0  0
 BWE  CONST_22  C28  C27  C26  C25    0.00   0.0  0
 BWE  CONST_23  C28  C29  C31  C25    0.00   0.0  0
 BWE  CONST_24  C29  C28  C27  C26    0.00   0.0  0
 BWE  CONST_25  C29  C31  C25  C26    0.00   0.0  0
 BWE  CONST_26  C12  C9   C8   C7   180.00   0.0  0
 BWE  CONST_27  S3   C6   C7   C8   180.00   0.0  0
 BWE  CONST_28  S3   C6   C11  C10  180.00   0.0  0
 BWE  CONST_29  C12  C9   C10  C11  180.00   0.0  0
 BWE  CONST_30  O32  C31  C25  C22    0.00   0.0  0
 BWE  CONST_31  N19  C20  C21  C22  180.00   0.0  0
 BWE  CONST_32  F30  C29  C28  C27  180.00   0.0  0
 BWE  CONST_33  C29  C28  C27  C34  180.00   0.0  0
 BWE  CONST_34  C25  C26  C27  C34  180.00   0.0  0
 BWE  CONST_35  C23  S24  C20  N19  180.00   0.0  0
 BWE  CONST_36  F30  C29  C31  C25  180.00   0.0  0
 BWE  CONST_37  O32  C31  C25  C26  180.00   0.0  0
 BWE  CONST_38  O32  C31  C29  C28  180.00   0.0  0
 BWE  CONST_39  H9   C11  C6   C7   180.00   0.0  0
 BWE  CONST_40  H8   C10  C9   C8   180.00   0.0  0
 BWE  CONST_41  H6   C7   C8   C9   180.00   0.0  0
 BWE  CONST_42  H7   C8   C9   C10  180.00   0.0  0
 BWE  CONST_43  H20  C23  S24  C20  180.00   0.0  0
 BWE  CONST_44  H21  C26  C25  C22    0.00   0.0  0
 BWE  CONST_45  H22  C28  C29  C31  180.00   0.0  0
 BWE  CONST_46  H14  C21  C22  C23  180.00   0.0  0
 BWE  CONST_47  C17  N19  C20  C21  180.00   0.0  0
 BWE  CONST_48  S24  C20  N19  C17    0.00   0.0  0
 BWE  CONST_49  H19  N19  C20  C21    0.00   0.0  0
 BWE  CONST_50  C20  N19  C17  C12  180.00   0.0  0
 BWE  CONST_51  O18  C17  N19  C20    0.00   0.0  0
 BWE  CONST_52  O15  C14  N13  C12    0.00   0.0  0
 BWE  CONST_53  C16  C14  N13  C12  180.00   0.0  0
 BWE  CONST_54  H18  N13  C14  C16    0.00   0.0  0
 BWE  Var_01    C11  C6   S3   C2    93.17  30.0  2
 BWE  Var_02    C29  C31  O32  C33   98.00  30.0  3
 BWE  Var_03    C6   S3   C2   C1   179.25  30.0  3
 BWE  Var_04    H15  C33  O32  C31  176.71  30.0  3
 BWE  Var_05    H1   C1   C2   S3   -61.30  30.0  3
 BWE  Var_06    H11  C16  C14  N13    0.54  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
 BWE  chir_01  C12  C9  C17  N13  positiv

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
 BWE  plan-1  C20  0.020
 BWE  plan-1  C21  0.020
 BWE  plan-1  C22  0.020
 BWE  plan-1  N19  0.020
 BWE  plan-1  C23  0.020
 BWE  plan-1  S24  0.020
 BWE  plan-1  C25  0.020
 BWE  plan-1  H14  0.020
 BWE  plan-1  H20  0.020
 BWE  plan-2  C7   0.020
 BWE  plan-2  C8   0.020
 BWE  plan-2  C9   0.020
 BWE  plan-2  C10  0.020
 BWE  plan-2  C11  0.020
 BWE  plan-2  C12  0.020
 BWE  plan-2  S3   0.020
 BWE  plan-2  C6   0.020
 BWE  plan-2  H6   0.020
 BWE  plan-2  H7   0.020
 BWE  plan-2  H8   0.020
 BWE  plan-2  H9   0.020
 BWE  plan-3  C22  0.020
 BWE  plan-3  C27  0.020
 BWE  plan-3  C31  0.020
 BWE  plan-3  C34  0.020
 BWE  plan-3  C25  0.020
 BWE  plan-3  C26  0.020
 BWE  plan-3  C28  0.020
 BWE  plan-3  C29  0.020
 BWE  plan-3  F30  0.020
 BWE  plan-3  N35  0.020
 BWE  plan-3  H21  0.020
 BWE  plan-3  H22  0.020
 BWE  plan-3  O32  0.020
 BWE  plan-4  C12  0.020
 BWE  plan-4  C20  0.020
 BWE  plan-4  C17  0.020
 BWE  plan-4  O18  0.020
 BWE  plan-4  N19  0.020
 BWE  plan-4  H19  0.020
 BWE  plan-5  C12  0.020
 BWE  plan-5  C16  0.020
 BWE  plan-5  N13  0.020
 BWE  plan-5  O15  0.020
 BWE  plan-5  H18  0.020
 BWE  plan-5  C14  0.020

