# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 11:45:57 2020
#   Inital geometry file: a 161 line input string
#   Ligand name: N-({4-[({4-chloro-2-[(3-chloro-5-cyanophenyl)carbonyl]phenoxy}acetyl)amino]-3-methylphenyl}sulfonyl)propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N[S](=O)(=O)c1ccc(NC(=O)COc2ccc(Cl)cc2C(=O)c3cc(Cl)cc(c3)C#N)c(C)c1
#
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
 GWI  GWI  N-({4-[({4-chloro-2-[(3-chloro-5-cyanophenyl)carbonyl]phenoxy}acetyl)amino]-3-methylphenyl}sulfonyl)propanamide  ligand  59  38  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GWI
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
 GWI  C1    C   CR6   0   0.382  -3.9745   2.0196   0.4205
 GWI  C2    C   CR6   0  -0.159  -4.8542   0.9381   0.3254
 GWI  C3    C   CR16  0  -0.223  -6.1361   1.1304  -0.1780
 GWI  C6    C   CR16  0  -0.347  -4.3564   3.2704  -0.0490
 GWI  C4    C   CR6   0  -0.049  -6.5033   2.3794  -0.6442
 GWI  C5    C   CR16  0  -0.194  -5.6190   3.4473  -0.5906
 GWI  CL    CL  CL    0  -0.119  -8.0844   2.6110  -1.3093
 GWI  C7    C   C     0   0.394  -4.4457  -0.4238   0.7701
 GWI  O1    O   O     0  -0.362  -5.1734  -1.1086   1.4515
 GWI  C8    C   CR6   0  -0.006  -3.1246  -0.9411   0.3074
 GWI  C9    C   CR16  0  -0.199  -2.4363  -1.8474   1.1064
 GWI  C10   C   CR6   0  -0.013  -1.2058  -2.3257   0.6914
 GWI  C11   C   CR16  0  -0.196  -0.6592  -1.9513  -0.5229
 GWI  C12   C   CR6   0   0.010  -1.3701  -1.0612  -1.3228
 GWI  C13   C   CR16  0  -0.278  -2.5962  -0.5465  -0.9131
 GWI  CL1   CL  CL    0  -0.093  -0.3097  -3.3814   1.7196
 GWI  O2    O   O2    0  -0.466  -2.7964   1.7849   1.0298
 GWI  C15   C   CH2   0  -0.320  -1.6293   2.3761   0.5034
 GWI  C16   C   C     0   0.543  -0.4958   1.3973   0.7829
 GWI  O3    O   O     0  -0.423  -0.5160   0.6608   1.7415
 GWI  N1    N   NH1   0  -0.761   0.5040   1.4611  -0.1393
 GWI  C17   C   CR6   0   0.331   1.6753   0.7122  -0.2130
 GWI  C18   C   CR6   0   0.064   2.5485   0.9971  -1.2825
 GWI  C23   C   CH3   0  -0.779   2.2413   2.0755  -2.2786
 GWI  C19   C   CR16  0  -0.273   3.7088   0.2551  -1.4036
 GWI  C20   C   CR6   0  -0.208   4.0118  -0.7440  -0.4861
 GWI  C21   C   CR16  0  -0.226   3.1579  -1.0245   0.5642
 GWI  C22   C   CR16  0  -0.299   1.9880  -0.2976   0.6993
 GWI  N3    N   NC1   0  -0.811   6.6977  -0.5836  -0.1785
 GWI  C14   C   C     0   0.599   6.7873  -0.0887   1.1041
 GWI  C24   C   CH2   0  -0.580   7.8848   0.9272   1.2867
 GWI  S     S   S     0   1.395   5.5060  -1.6477  -0.6848
 GWI  O4    O   OS    0  -0.627   5.4888  -2.7977   0.1945
 GWI  C25   C   CH3   0  -0.661   8.1457   1.2737   2.7412
 GWI  O6    O   O     0  -0.432   6.0230  -0.4434   1.9712
 GWI  O5    O   OS    0  -0.647   5.7787  -1.8221  -2.1002
 GWI  C26   C   CSP   0   0.067  -0.8080  -0.6419  -2.5661
 GWI  N2    N   NS    0  -0.238  -0.3469  -0.2927  -3.5619
 GWI  H3    H   HCR6  0   0.295  -6.8234   0.2970  -0.2384
 GWI  H6    H   HCR6  0   0.301  -3.6858   4.1172   0.0191
 GWI  H5    H   HCR6  0   0.295  -5.9135   4.4212  -0.9567
 GWI  H9    H   HCR6  0   0.301  -2.8430  -2.1495   2.0622
 GWI  H11   H   HCR6  0   0.314   0.2991  -2.3353  -0.8434
 GWI  H13   H   HCR6  0   0.304  -3.1296   0.1409  -1.5566
 GWI  H15   H   HCH2  0   0.267  -1.7300   2.5757  -0.5678
 GWI  H15A  H   HCH2  0   0.299  -1.4063   3.3283   0.9978
 GWI  HN1   H   HNH1  0   0.436   0.3850   2.1553  -0.8614
 GWI  H23   H   HCH3  0   0.264   2.1508   3.0547  -1.8035
 GWI  H23A  H   HCH3  0   0.278   3.0338   2.1502  -3.0200
 GWI  H23B  H   HCH3  0   0.259   1.3142   1.8805  -2.8222
 GWI  H19   H   HCR6  0   0.285   4.3794   0.4683  -2.2266
 GWI  H21   H   HCR6  0   0.284   3.3812  -1.8012   1.2809
 GWI  H22   H   HCR6  0   0.302   1.3249  -0.5226   1.5169
 GWI  HN3   H   HNC1  0   0.445   7.3179  -0.2439  -0.9040
 GWI  H24   H   HCH2  0   0.277   8.7944   0.5593   0.8057
 GWI  H24A  H   HCH2  0   0.287   7.5954   1.8217   0.7255
 GWI  H25   H   HCH3  0   0.234   7.2597   1.6816   3.2248
 GWI  H25A  H   HCH3  0   0.234   8.4704   0.4023   3.3090
 GWI  H25B  H   HCH3  0   0.242   8.9332   2.0229   2.8051

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
 GWI  C1   C2    aromatic  1.397  0.020  1.397
 GWI  C1   C6    aromatic  1.390  0.020  1.390
 GWI  C1   O2    single    1.347  0.020  1.347
 GWI  C2   C3    aromatic  1.390  0.020  1.390
 GWI  C2   C7    single    1.490  0.020  1.490
 GWI  C3   C4    aromatic  1.383  0.020  1.383
 GWI  C6   C5    aromatic  1.385  0.020  1.385
 GWI  C4   C5    aromatic  1.388  0.020  1.388
 GWI  C4   CL    single    1.731  0.020  1.731
 GWI  C7   O1    double    1.209  0.020  1.209
 GWI  C7   C8    single    1.492  0.020  1.492
 GWI  C8   C9    aromatic  1.391  0.020  1.391
 GWI  C8   C13   aromatic  1.387  0.020  1.387
 GWI  C9   C10   aromatic  1.384  0.020  1.384
 GWI  C10  C11   aromatic  1.383  0.020  1.383
 GWI  C10  CL1   single    1.725  0.020  1.725
 GWI  C11  C12   aromatic  1.392  0.020  1.392
 GWI  C12  C13   aromatic  1.391  0.020  1.391
 GWI  C12  C26   single    1.427  0.020  1.427
 GWI  O2   C15   single    1.410  0.020  1.410
 GWI  C15  C16   single    1.523  0.020  1.523
 GWI  C16  O3    double    1.209  0.020  1.209
 GWI  C16  N1    single    1.362  0.020  1.362
 GWI  N1   C17   single    1.392  0.020  1.392
 GWI  C17  C18   aromatic  1.410  0.020  1.410
 GWI  C17  C22   aromatic  1.396  0.020  1.396
 GWI  C18  C23   single    1.500  0.020  1.500
 GWI  C18  C19   aromatic  1.383  0.020  1.383
 GWI  C19  C20   aromatic  1.390  0.020  1.390
 GWI  C20  C21   aromatic  1.382  0.020  1.382
 GWI  C20  S     single    1.758  0.020  1.758
 GWI  C21  C22   aromatic  1.384  0.020  1.384
 GWI  N3   C14   single    1.378  0.020  1.378
 GWI  N3   S     single    1.676  0.020  1.676
 GWI  C14  C24   single    1.507  0.020  1.507
 GWI  C14  O6    double    1.209  0.020  1.209
 GWI  C24  C25   single    1.518  0.020  1.518
 GWI  S    O4    double    1.448  0.020  1.448
 GWI  S    O5    double    1.452  0.020  1.452
 GWI  C26  N2    triple    1.152  0.020  1.152
 GWI  C3   H3    single    0.930  0.020  1.080
 GWI  C6   H6    single    0.930  0.020  1.080
 GWI  C5   H5    single    0.930  0.020  1.080
 GWI  C9   H9    single    0.930  0.020  1.080
 GWI  C11  H11   single    0.930  0.020  1.080
 GWI  C13  H13   single    0.930  0.020  1.080
 GWI  C15  H15   single    0.970  0.020  1.090
 GWI  C15  H15A  single    0.970  0.020  1.090
 GWI  N1   HN1   single    0.860  0.020  1.020
 GWI  C23  H23   single    0.970  0.020  1.090
 GWI  C23  H23A  single    0.970  0.020  1.090
 GWI  C23  H23B  single    0.970  0.020  1.090
 GWI  C19  H19   single    0.930  0.020  1.080
 GWI  C21  H21   single    0.930  0.020  1.080
 GWI  C22  H22   single    0.930  0.020  1.080
 GWI  N3   HN3   single    0.860  0.020  1.020
 GWI  C24  H24   single    0.970  0.020  1.090
 GWI  C24  H24A  single    0.970  0.020  1.090
 GWI  C25  H25   single    0.970  0.020  1.090
 GWI  C25  H25A  single    0.970  0.020  1.090
 GWI  C25  H25B  single    0.970  0.020  1.090

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
 GWI  O2    C1   C6    123.37  3.000
 GWI  O2    C1   C2    116.52  3.000
 GWI  C6    C1   C2    120.04  3.000
 GWI  C7    C2   C3    119.16  3.000
 GWI  C7    C2   C1    120.97  3.000
 GWI  C3    C2   C1    119.87  3.000
 GWI  H3    C3   C4    120.54  3.000
 GWI  H3    C3   C2    119.96  3.000
 GWI  C4    C3   C2    119.46  3.000
 GWI  H6    C6   C5    119.30  3.000
 GWI  H6    C6   C1    120.85  3.000
 GWI  C5    C6   C1    119.84  3.000
 GWI  CL    C4   C5    119.60  3.000
 GWI  CL    C4   C3    119.54  3.000
 GWI  C5    C4   C3    120.86  3.000
 GWI  H5    C5   C4    120.43  3.000
 GWI  H5    C5   C6    119.71  3.000
 GWI  C4    C5   C6    119.85  3.000
 GWI  C8    C7   O1    120.73  3.000
 GWI  C8    C7   C2    117.85  3.000
 GWI  O1    C7   C2    121.39  3.000
 GWI  C13   C8   C9    120.16  3.000
 GWI  C13   C8   C7    120.76  3.000
 GWI  C9    C8   C7    119.08  3.000
 GWI  H9    C9   C10   120.18  3.000
 GWI  H9    C9   C8    120.24  3.000
 GWI  C10   C9   C8    119.54  3.000
 GWI  CL1   C10  C11   118.93  3.000
 GWI  CL1   C10  C9    119.65  3.000
 GWI  C11   C10  C9    121.41  3.000
 GWI  H11   C11  C12   120.63  3.000
 GWI  H11   C11  C10   120.96  3.000
 GWI  C12   C11  C10   118.41  3.000
 GWI  C26   C12  C13   119.66  3.000
 GWI  C26   C12  C11   119.16  3.000
 GWI  C13   C12  C11   121.16  3.000
 GWI  H13   C13  C12   119.62  3.000
 GWI  H13   C13  C8    121.07  3.000
 GWI  C12   C13  C8    119.31  3.000
 GWI  C15   O2   C1    118.81  3.000
 GWI  H15A  C15  H15   107.57  3.000
 GWI  H15A  C15  C16   108.91  3.000
 GWI  H15   C15  C16   111.42  3.000
 GWI  H15A  C15  O2    111.37  3.000
 GWI  H15   C15  O2    111.45  3.000
 GWI  C16   C15  O2    106.14  3.000
 GWI  N1    C16  O3    125.29  3.000
 GWI  N1    C16  C15   113.08  3.000
 GWI  O3    C16  C15   121.63  3.000
 GWI  HN1   N1   C17   115.57  3.000
 GWI  HN1   N1   C16   115.50  3.000
 GWI  C17   N1   C16   128.93  3.000
 GWI  C22   C17  C18   120.21  3.000
 GWI  C22   C17  N1    122.88  3.000
 GWI  C18   C17  N1    116.90  3.000
 GWI  C19   C18  C23   119.98  3.000
 GWI  C19   C18  C17   118.54  3.000
 GWI  C23   C18  C17   121.49  3.000
 GWI  H23B  C23  H23A  106.94  3.000
 GWI  H23B  C23  H23   107.84  3.000
 GWI  H23A  C23  H23   107.18  3.000
 GWI  H23B  C23  C18   112.09  3.000
 GWI  H23A  C23  C18   110.65  3.000
 GWI  H23   C23  C18   111.89  3.000
 GWI  H19   C19  C20   120.55  3.000
 GWI  H19   C19  C18   118.72  3.000
 GWI  C20   C19  C18   120.73  3.000
 GWI  S     C20  C21   120.44  3.000
 GWI  S     C20  C19   118.71  3.000
 GWI  C21   C20  C19   120.85  3.000
 GWI  H21   C21  C22   119.19  3.000
 GWI  H21   C21  C20   121.49  3.000
 GWI  C22   C21  C20   119.33  3.000
 GWI  H22   C22  C21   119.02  3.000
 GWI  H22   C22  C17   120.62  3.000
 GWI  C21   C22  C17   120.36  3.000
 GWI  HN3   N3   S     115.59  3.000
 GWI  HN3   N3   C14   120.42  3.000
 GWI  S     N3   C14   123.75  3.000
 GWI  O6    C14  C24   124.84  3.000
 GWI  O6    C14  N3    121.41  3.000
 GWI  C24   C14  N3    113.73  3.000
 GWI  H24A  C24  H24   105.62  3.000
 GWI  H24A  C24  C25   110.50  3.000
 GWI  H24   C24  C25   110.83  3.000
 GWI  H24A  C24  C14   107.23  3.000
 GWI  H24   C24  C14   109.02  3.000
 GWI  C25   C24  C14   113.28  3.000
 GWI  O5    S    O4    119.93  3.000
 GWI  O5    S    N3    103.72  3.000
 GWI  O4    S    N3    109.23  3.000
 GWI  O5    S    C20   109.37  3.000
 GWI  O4    S    C20   109.25  3.000
 GWI  N3    S    C20   104.12  3.000
 GWI  H25B  C25  H25A  107.71  3.000
 GWI  H25B  C25  H25   107.74  3.000
 GWI  H25A  C25  H25   108.10  3.000
 GWI  H25B  C25  C24   109.74  3.000
 GWI  H25A  C25  C24   111.60  3.000
 GWI  H25   C25  C24   111.80  3.000
 GWI  N2    C26  C12   180.00  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
 GWI  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 GWI  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 GWI  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 GWI  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 GWI  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 GWI  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 GWI  CONST_07  C11  C10  C9   C8      0.00   0.0  0
 GWI  CONST_08  C11  C12  C13  C8      0.00   0.0  0
 GWI  CONST_09  C12  C13  C8   C9      0.00   0.0  0
 GWI  CONST_10  C12  C11  C10  C9      0.00   0.0  0
 GWI  CONST_11  C13  C8   C9   C10     0.00   0.0  0
 GWI  CONST_12  C13  C12  C11  C10     0.00   0.0  0
 GWI  CONST_13  C20  C19  C18  C17     0.00   0.0  0
 GWI  CONST_14  C20  C21  C22  C17     0.00   0.0  0
 GWI  CONST_15  C21  C22  C17  C18     0.00   0.0  0
 GWI  CONST_16  C21  C20  C19  C18     0.00   0.0  0
 GWI  CONST_17  C22  C17  C18  C19     0.00   0.0  0
 GWI  CONST_18  C22  C21  C20  C19     0.00   0.0  0
 GWI  CONST_19  CL   C4   C3   C2    180.00   0.0  0
 GWI  CONST_20  O2   C1   C2   C3    180.00   0.0  0
 GWI  CONST_21  C7   C2   C1   C6    180.00   0.0  0
 GWI  CONST_22  CL   C4   C5   C6    180.00   0.0  0
 GWI  CONST_23  C7   C2   C3   C4    180.00   0.0  0
 GWI  CONST_24  O2   C1   C6   C5    180.00   0.0  0
 GWI  CONST_25  C10  C9   C8   C7    180.00   0.0  0
 GWI  CONST_26  C12  C13  C8   C7    180.00   0.0  0
 GWI  CONST_27  CL1  C10  C9   C8    180.00   0.0  0
 GWI  CONST_28  C26  C12  C13  C8    180.00   0.0  0
 GWI  CONST_29  C26  C12  C11  C10   180.00   0.0  0
 GWI  CONST_30  CL1  C10  C11  C12   180.00   0.0  0
 GWI  CONST_31  C19  C18  C17  N1    180.00   0.0  0
 GWI  CONST_32  C21  C22  C17  N1    180.00   0.0  0
 GWI  CONST_33  S    C20  C19  C18   180.00   0.0  0
 GWI  CONST_34  C22  C17  C18  C23   180.00   0.0  0
 GWI  CONST_35  C20  C19  C18  C23   180.00   0.0  0
 GWI  CONST_36  S    C20  C21  C22   180.00   0.0  0
 GWI  CONST_37  H3   C3   C2   C1    180.00   0.0  0
 GWI  CONST_38  H5   C5   C6   C1    180.00   0.0  0
 GWI  CONST_39  H6   C6   C1   C2    180.00   0.0  0
 GWI  CONST_40  H13  C13  C8   C9    180.00   0.0  0
 GWI  CONST_41  H11  C11  C10  C9    180.00   0.0  0
 GWI  CONST_42  H9   C9   C10  C11   180.00   0.0  0
 GWI  CONST_43  H19  C19  C18  C17   180.00   0.0  0
 GWI  CONST_44  H21  C21  C22  C17   180.00   0.0  0
 GWI  CONST_45  H22  C22  C17  C18   180.00   0.0  0
 GWI  CONST_46  C18  C17  N1   C16   180.00   0.0  0
 GWI  CONST_47  C22  C17  N1   C16     0.00   0.0  0
 GWI  CONST_48  HN1  N1   C17  C18     0.00   0.0  0
 GWI  CONST_49  C17  N1   C16  C15   180.00   0.0  0
 GWI  CONST_50  C17  N1   C16  O3      0.00   0.0  0
 GWI  CONST_51  S    N3   C14  C24   180.00   0.0  0
 GWI  CONST_52  O6   C14  N3   S       0.00   0.0  0
 GWI  CONST_53  HN3  N3   C14  C24     0.00   0.0  0
 GWI  Var_01    C8   C7   C2   C1    -47.90  30.0  2
 GWI  Var_02    C9   C8   C7   C2    151.03  30.0  2
 GWI  Var_03    N3   S    C20  C19    75.07  30.0  2
 GWI  Var_04    H23  C23  C18  C17    60.07  30.0  2
 GWI  Var_05    C16  C15  O2   C1   -147.74  30.0  3
 GWI  Var_06    C14  N3   S    C20    62.67  30.0  1
 GWI  Var_07    O3   C16  C15  O2    -29.64  30.0  3
 GWI  Var_08    C25  C24  C14  N3   -169.30  30.0  3
 GWI  Var_09    H25  C25  C24  C14   -59.48  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
 GWI  plan-1  C1   0.020
 GWI  plan-1  C2   0.020
 GWI  plan-1  C3   0.020
 GWI  plan-1  C6   0.020
 GWI  plan-1  C4   0.020
 GWI  plan-1  C5   0.020
 GWI  plan-1  CL   0.020
 GWI  plan-1  C7   0.020
 GWI  plan-1  O2   0.020
 GWI  plan-1  H3   0.020
 GWI  plan-1  H6   0.020
 GWI  plan-1  H5   0.020
 GWI  plan-2  C7   0.020
 GWI  plan-2  C8   0.020
 GWI  plan-2  C9   0.020
 GWI  plan-2  C10  0.020
 GWI  plan-2  C11  0.020
 GWI  plan-2  C12  0.020
 GWI  plan-2  C13  0.020
 GWI  plan-2  CL1  0.020
 GWI  plan-2  C26  0.020
 GWI  plan-2  N2   0.020
 GWI  plan-2  H9   0.020
 GWI  plan-2  H11  0.020
 GWI  plan-2  H13  0.020
 GWI  plan-3  N1   0.020
 GWI  plan-3  C17  0.020
 GWI  plan-3  C18  0.020
 GWI  plan-3  C23  0.020
 GWI  plan-3  C19  0.020
 GWI  plan-3  C20  0.020
 GWI  plan-3  C21  0.020
 GWI  plan-3  C22  0.020
 GWI  plan-3  S    0.020
 GWI  plan-3  H19  0.020
 GWI  plan-3  H21  0.020
 GWI  plan-3  H22  0.020
 GWI  plan-4  C15  0.020
 GWI  plan-4  C16  0.020
 GWI  plan-4  O3   0.020
 GWI  plan-4  N1   0.020
 GWI  plan-4  C17  0.020
 GWI  plan-4  HN1  0.020
 GWI  plan-5  N3   0.020
 GWI  plan-5  C14  0.020
 GWI  plan-5  C24  0.020
 GWI  plan-5  S    0.020
 GWI  plan-5  O6   0.020
 GWI  plan-5  HN3  0.020
 GWI  plan-6  C2   0.020
 GWI  plan-6  C7   0.020
 GWI  plan-6  O1   0.020
 GWI  plan-6  C8   0.020

