# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 07:48:06 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: ~{N}-[4-[(3-cyano-4-naphthalen-2-yloxy-phenyl)sulfamoyl]phenyl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1ccc(cc1)[S](=O)(=O)Nc2ccc(Oc3ccc4ccccc4c3)c(c2)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
 8U6  8U6  ~{N}-[4-[(3-cyano-4-naphthalen-2-yloxy-phenyl)sulfamoyl]phenyl]ethanamide  ligand  52  33  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8U6
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
 8U6  C4   C  CR16  0  -0.306  -7.4652   0.9038  -0.8319
 8U6  C14  C  CR6   0   0.249   0.5892  -2.1532  -0.3948
 8U6  C5   C  CR66  0   0.115  -6.1775   0.6819  -0.2913
 8U6  C6   C  CR66  0   0.120  -5.1890   1.6907  -0.4284
 8U6  C11  C  CR6   0   0.402  -1.4696  -0.6287   0.7182
 8U6  C7   C  CR16  0  -0.310  -5.8463  -0.5153   0.3870
 8U6  C8   C  CR16  0  -0.293  -4.5972  -0.7075   0.9068
 8U6  C9   C  CR6   0   0.303  -3.6297   0.3060   0.7610
 8U6  C10  C  CR16  0  -0.369  -3.9000   1.4739   0.1120
 8U6  C12  C  CR16  0  -0.344  -1.6243  -1.1917  -0.5419
 8U6  C13  C  CR16  0  -0.220  -0.6040  -1.9551  -1.0829
 8U6  N1   N  NS    0  -0.243   0.0236   0.1957   3.7606
 8U6  C3   C  CR16  0  -0.256  -7.7564   2.0732  -1.4800
 8U6  N3   N  NH1   0  -0.737   4.8742   2.4048   0.9393
 8U6  C1   C  CR16  0  -0.312  -5.5180   2.8890  -1.1038
 8U6  C2   C  CR16  0  -0.254  -6.7725   3.0750  -1.6175
 8U6  O1   O  O2    0  -0.501  -2.3900   0.1294   1.3392
 8U6  C15  C  CR16  0  -0.253   0.7530  -1.5846   0.8576
 8U6  C16  C  CR6   0  -0.075  -0.2775  -0.8388   1.4214
 8U6  C17  C  CSP   0   0.069  -0.1195  -0.2639   2.7138
 8U6  S1   S  S     0   1.355   2.6003  -2.1420  -2.1029
 8U6  C18  C  CR6   0  -0.228   3.3271  -0.7904  -1.2420
 8U6  C19  C  CR16  0  -0.223   4.4801  -0.9906  -0.4957
 8U6  C20  C  CR16  0  -0.304   5.0245   0.0453   0.2422
 8U6  C21  C  CR6   0   0.400   4.4078   1.3013   0.2390
 8U6  C22  C  CR16  0  -0.336   3.2455   1.4857  -0.5188
 8U6  C23  C  CR16  0  -0.207   2.7039   0.4522  -1.2531
 8U6  O2   O  OS    0  -0.647   3.6279  -3.1063  -2.4501
 8U6  O3   O  OS    0  -0.640   1.7145  -1.6078  -3.1205
 8U6  C24  C  C     0   0.519   5.9373   2.5059   1.7904
 8U6  C25  C  CH3   0  -0.784   6.1587   3.8937   2.3317
 8U6  O4   O  O     0  -0.459   6.6628   1.5725   2.0739
 8U6  H1   H  HCR6  0   0.260  -8.2193   0.1336  -0.7256
 8U6  H2   H  HCR6  0   0.267  -6.6000  -1.2851   0.4969
 8U6  H3   H  HCR6  0   0.283  -4.3484  -1.6200   1.4338
 8U6  H4   H  HCR6  0   0.276  -3.1383   2.2380   0.0146
 8U6  H5   H  HCR6  0   0.302  -2.5352  -1.0502  -1.1069
 8U6  H6   H  HCR6  0   0.289  -0.7462  -2.4076  -2.0541
 8U6  H7   H  HNC1  0   0.420   2.1741  -3.4638  -0.3306
 8U6  H8   H  HCR6  0   0.262  -8.7442   2.2343  -1.8914
 8U6  H9   H  HNH1  0   0.422   4.3472   3.2523   0.7920
 8U6  H10  H  HCR6  0   0.260  -4.7623   3.6578  -1.2097
 8U6  H11  H  HCR6  0   0.262  -7.0158   3.9945  -2.1336
 8U6  H12  H  HCR6  0   0.295   1.6748  -1.7199   1.4086
 8U6  H13  H  HCR6  0   0.287   4.9741  -1.9531  -0.4820
 8U6  H14  H  HCR6  0   0.297   5.9233  -0.1316   0.8077
 8U6  H15  H  HCR6  0   0.286   2.7609   2.4542  -0.5351
 8U6  H16  H  HCR6  0   0.288   1.8068   0.6252  -1.8310
 8U6  H17  H  HCH3  0   0.259   5.2786   4.5307   2.2693
 8U6  H18  H  HCH3  0   0.273   6.4798   3.8353   3.3694
 8U6  H19  H  HCH3  0   0.280   6.9599   4.3695   1.7635
 8U6  N2   N  NC1   0  -0.801   1.6235  -2.9190  -0.9876

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
 8U6  N1   C17  triple    1.152  0.020  1.152
 8U6  C17  C16  single    1.423  0.020  1.423
 8U6  O3   S1   double    1.451  0.020  1.451
 8U6  C16  C15  aromatic  1.391  0.020  1.391
 8U6  C16  C11  aromatic  1.400  0.020  1.400
 8U6  C15  C14  aromatic  1.385  0.020  1.385
 8U6  C4   C3   aromatic  1.368  0.020  1.368
 8U6  C4   C5   aromatic  1.414  0.020  1.414
 8U6  C3   C2   aromatic  1.411  0.020  1.411
 8U6  C7   C5   aromatic  1.415  0.020  1.415
 8U6  C7   C8   aromatic  1.366  0.020  1.366
 8U6  C5   C6   aromatic  1.419  0.020  1.419
 8U6  C2   C1   aromatic  1.368  0.020  1.368
 8U6  C8   C9   aromatic  1.409  0.020  1.409
 8U6  C6   C1   aromatic  1.414  0.020  1.414
 8U6  C6   C10  aromatic  1.414  0.020  1.414
 8U6  C9   C10  aromatic  1.363  0.020  1.363
 8U6  C9   O1   single    1.379  0.020  1.379
 8U6  O1   C11  single    1.344  0.020  1.344
 8U6  S1   O2   double    1.451  0.020  1.451
 8U6  S1   C18  single    1.760  0.020  1.760
 8U6  S1   N2   single    1.674  0.020  1.674
 8U6  C11  C12  aromatic  1.389  0.020  1.389
 8U6  C23  C18  aromatic  1.390  0.020  1.390
 8U6  C23  C22  aromatic  1.379  0.020  1.379
 8U6  C14  N2   single    1.417  0.020  1.417
 8U6  C14  C13  aromatic  1.392  0.020  1.392
 8U6  C18  C19  aromatic  1.388  0.020  1.388
 8U6  C22  C21  aromatic  1.400  0.020  1.400
 8U6  C12  C13  aromatic  1.384  0.020  1.384
 8U6  C19  C20  aromatic  1.383  0.020  1.383
 8U6  C21  C20  aromatic  1.399  0.020  1.399
 8U6  C21  N3   single    1.388  0.020  1.388
 8U6  N3   C24  single    1.366  0.020  1.366
 8U6  C24  C25  single    1.506  0.020  1.506
 8U6  C24  O4   double    1.216  0.020  1.216
 8U6  C4   H1   single    0.930  0.020  1.080
 8U6  C7   H2   single    0.930  0.020  1.080
 8U6  C8   H3   single    0.930  0.020  1.080
 8U6  C10  H4   single    0.930  0.020  1.080
 8U6  C12  H5   single    0.930  0.020  1.080
 8U6  C13  H6   single    0.930  0.020  1.080
 8U6  N2   H7   single    0.890  0.020  1.040
 8U6  C3   H8   single    0.930  0.020  1.080
 8U6  N3   H9   single    0.860  0.020  1.020
 8U6  C1   H10  single    0.930  0.020  1.080
 8U6  C2   H11  single    0.930  0.020  1.080
 8U6  C15  H12  single    0.930  0.020  1.080
 8U6  C19  H13  single    0.930  0.020  1.080
 8U6  C20  H14  single    0.930  0.020  1.080
 8U6  C22  H15  single    0.930  0.020  1.080
 8U6  C23  H16  single    0.930  0.020  1.080
 8U6  C25  H17  single    0.970  0.020  1.090
 8U6  C25  H18  single    0.970  0.020  1.090
 8U6  C25  H19  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
 8U6  H1   C4   C3   120.40  3.000
 8U6  H1   C4   C5   119.00  3.000
 8U6  C3   C4   C5   120.60  3.000
 8U6  C15  C14  N2   120.92  3.000
 8U6  N2   C14  C13  119.74  3.000
 8U6  C15  C14  C13  119.34  3.000
 8U6  C7   C5   C6   118.99  3.000
 8U6  C6   C5   C4   119.07  3.000
 8U6  C7   C5   C4   121.94  3.000
 8U6  C1   C6   C10  121.62  3.000
 8U6  C10  C6   C5   119.27  3.000
 8U6  C1   C6   C5   119.11  3.000
 8U6  C16  C11  O1   115.82  3.000
 8U6  O1   C11  C12  124.85  3.000
 8U6  C16  C11  C12  119.33  3.000
 8U6  H2   C7   C8   119.84  3.000
 8U6  H2   C7   C5   119.15  3.000
 8U6  C8   C7   C5   121.01  3.000
 8U6  H3   C8   C9   119.93  3.000
 8U6  H3   C8   C7   120.91  3.000
 8U6  C9   C8   C7   119.16  3.000
 8U6  O1   C9   C10  119.17  3.000
 8U6  O1   C9   C8   118.81  3.000
 8U6  C10  C9   C8   121.97  3.000
 8U6  H4   C10  C9   120.51  3.000
 8U6  H4   C10  C6   119.89  3.000
 8U6  C9   C10  C6   119.60  3.000
 8U6  H5   C12  C13  119.26  3.000
 8U6  H5   C12  C11  120.99  3.000
 8U6  C13  C12  C11  119.74  3.000
 8U6  H6   C13  C12  119.02  3.000
 8U6  H6   C13  C14  119.83  3.000
 8U6  C12  C13  C14  121.15  3.000
 8U6  H8   C3   C2   119.59  3.000
 8U6  H8   C3   C4   120.10  3.000
 8U6  C2   C3   C4   120.30  3.000
 8U6  H9   N3   C24  115.82  3.000
 8U6  H9   N3   C21  114.76  3.000
 8U6  C24  N3   C21  129.42  3.000
 8U6  H10  C1   C2   120.43  3.000
 8U6  H10  C1   C6   119.06  3.000
 8U6  C2   C1   C6   120.51  3.000
 8U6  H11  C2   C1   120.04  3.000
 8U6  H11  C2   C3   119.54  3.000
 8U6  C1   C2   C3   120.42  3.000
 8U6  C9   O1   C11  119.60  3.000
 8U6  H12  C15  C16  119.43  3.000
 8U6  H12  C15  C14  120.64  3.000
 8U6  C16  C15  C14  119.92  3.000
 8U6  C17  C16  C15  120.15  3.000
 8U6  C15  C16  C11  120.50  3.000
 8U6  C17  C16  C11  119.35  3.000
 8U6  C16  C17  N1   180.00  3.000
 8U6  O3   S1   O2   120.60  3.000
 8U6  O2   S1   C18  109.57  3.000
 8U6  O3   S1   C18  108.20  3.000
 8U6  C18  S1   N2   105.76  3.000
 8U6  O2   S1   N2   105.32  3.000
 8U6  O3   S1   N2   106.38  3.000
 8U6  C23  C18  C19  120.37  3.000
 8U6  C19  C18  S1   119.69  3.000
 8U6  C23  C18  S1   119.84  3.000
 8U6  H13  C19  C20  118.66  3.000
 8U6  H13  C19  C18  120.96  3.000
 8U6  C20  C19  C18  120.38  3.000
 8U6  H14  C20  C21  121.11  3.000
 8U6  H14  C20  C19  119.06  3.000
 8U6  C21  C20  C19  119.83  3.000
 8U6  C22  C21  C20  119.05  3.000
 8U6  C20  C21  N3   124.37  3.000
 8U6  C22  C21  N3   116.58  3.000
 8U6  H15  C22  C23  119.12  3.000
 8U6  H15  C22  C21  119.83  3.000
 8U6  C23  C22  C21  121.05  3.000
 8U6  H16  C23  C22  119.39  3.000
 8U6  H16  C23  C18  121.29  3.000
 8U6  C22  C23  C18  119.32  3.000
 8U6  O4   C24  C25  122.41  3.000
 8U6  O4   C24  N3   123.58  3.000
 8U6  C25  C24  N3   114.00  3.000
 8U6  H19  C25  H18  107.66  3.000
 8U6  H19  C25  H17  107.98  3.000
 8U6  H18  C25  H17  108.95  3.000
 8U6  H19  C25  C24  108.82  3.000
 8U6  H18  C25  C24  109.68  3.000
 8U6  H17  C25  C24  113.57  3.000
 8U6  H7   N2   S1   111.32  3.000
 8U6  H7   N2   C14  114.52  3.000
 8U6  S1   N2   C14  116.99  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
 8U6  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 8U6  CONST_02  C8   C7   C5   C4    180.00   0.0  0
 8U6  CONST_03  C1   C6   C5   C4      0.00   0.0  0
 8U6  CONST_04  C10  C6   C5   C4    180.00   0.0  0
 8U6  CONST_05  C11  C16  C15  C14     0.00   0.0  0
 8U6  CONST_06  C11  C12  C13  C14     0.00   0.0  0
 8U6  CONST_07  C2   C3   C4   C5      0.00   0.0  0
 8U6  CONST_08  C9   C8   C7   C5      0.00   0.0  0
 8U6  CONST_09  C2   C1   C6   C5      0.00   0.0  0
 8U6  CONST_10  C9   C10  C6   C5      0.00   0.0  0
 8U6  CONST_11  C3   C4   C5   C6      0.00   0.0  0
 8U6  CONST_12  C8   C7   C5   C6      0.00   0.0  0
 8U6  CONST_13  C3   C2   C1   C6      0.00   0.0  0
 8U6  CONST_14  C8   C9   C10  C6      0.00   0.0  0
 8U6  CONST_15  C3   C4   C5   C7    180.00   0.0  0
 8U6  CONST_16  C1   C6   C5   C7    180.00   0.0  0
 8U6  CONST_17  C10  C6   C5   C7      0.00   0.0  0
 8U6  CONST_18  C10  C9   C8   C7      0.00   0.0  0
 8U6  CONST_19  C1   C6   C10  C9    180.00   0.0  0
 8U6  CONST_20  C2   C1   C6   C10   180.00   0.0  0
 8U6  CONST_21  C15  C16  C11  C12     0.00   0.0  0
 8U6  CONST_22  C15  C14  C13  C12     0.00   0.0  0
 8U6  CONST_23  C16  C15  C14  C13     0.00   0.0  0
 8U6  CONST_24  C16  C11  C12  C13     0.00   0.0  0
 8U6  CONST_25  C21  C22  C23  C18     0.00   0.0  0
 8U6  CONST_26  C21  C20  C19  C18     0.00   0.0  0
 8U6  CONST_27  C22  C23  C18  C19     0.00   0.0  0
 8U6  CONST_28  C22  C21  C20  C19     0.00   0.0  0
 8U6  CONST_29  C23  C18  C19  C20     0.00   0.0  0
 8U6  CONST_30  C23  C22  C21  C20     0.00   0.0  0
 8U6  CONST_31  C17  C16  C15  C14   180.00   0.0  0
 8U6  CONST_32  O1   C9   C10  C6    180.00   0.0  0
 8U6  CONST_33  O1   C9   C8   C7    180.00   0.0  0
 8U6  CONST_34  C17  C16  C11  C12   180.00   0.0  0
 8U6  CONST_35  N2   C14  C13  C12   180.00   0.0  0
 8U6  CONST_36  O1   C11  C12  C13   180.00   0.0  0
 8U6  CONST_37  C16  C15  C14  N2    180.00   0.0  0
 8U6  CONST_38  C23  C22  C21  N3    180.00   0.0  0
 8U6  CONST_39  C19  C20  C21  N3    180.00   0.0  0
 8U6  CONST_40  C15  C16  C11  O1    180.00   0.0  0
 8U6  CONST_41  C22  C23  C18  S1    180.00   0.0  0
 8U6  CONST_42  C20  C19  C18  S1    180.00   0.0  0
 8U6  CONST_43  H11  C2   C3   C4    180.00   0.0  0
 8U6  CONST_44  H2   C7   C5   C4      0.00   0.0  0
 8U6  CONST_45  H5   C12  C13  C14   180.00   0.0  0
 8U6  CONST_46  H8   C3   C4   C5    180.00   0.0  0
 8U6  CONST_47  H3   C8   C7   C5    180.00   0.0  0
 8U6  CONST_48  H10  C1   C6   C5    180.00   0.0  0
 8U6  CONST_49  H4   C10  C6   C5    180.00   0.0  0
 8U6  CONST_50  H1   C4   C5   C6    180.00   0.0  0
 8U6  CONST_51  H12  C15  C16  C11   180.00   0.0  0
 8U6  CONST_52  H6   C13  C12  C11   180.00   0.0  0
 8U6  CONST_53  H15  C22  C23  C18   180.00   0.0  0
 8U6  CONST_54  H14  C20  C19  C18   180.00   0.0  0
 8U6  CONST_55  H16  C23  C18  C19   180.00   0.0  0
 8U6  CONST_56  H13  C19  C20  C21   180.00   0.0  0
 8U6  CONST_59  C24  N3   C21  C20     0.00   0.0  0
 8U6  CONST_60  C24  N3   C21  C22   180.00   0.0  0
 8U6  CONST_62  H9   N3   C21  C20   180.00   0.0  0
 8U6  CONST_63  C25  C24  N3   C21   180.00   0.0  0
 8U6  CONST_64  O4   C24  N3   C21     0.00   0.0  0
 8U6  Var_01    C8   C9   O1   C11    80.50  30.0  2
 8U6  Var_02    C16  C11  O1   C9   -175.29  30.0  2
 8U6  Var_03    C18  S1   N2   C14    59.00  30.0  2
 8U6  Var_04    C23  C18  S1   N2    -91.61  30.0  2
 8U6  Var_05    H17  C25  C24  N3     20.44  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
 8U6  plan-1  C14  0.020
 8U6  plan-1  C11  0.020
 8U6  plan-1  C12  0.020
 8U6  plan-1  C13  0.020
 8U6  plan-1  N1   0.020
 8U6  plan-1  O1   0.020
 8U6  plan-1  C15  0.020
 8U6  plan-1  C16  0.020
 8U6  plan-1  C17  0.020
 8U6  plan-1  H5   0.020
 8U6  plan-1  H6   0.020
 8U6  plan-1  H12  0.020
 8U6  plan-1  N2   0.020
 8U6  plan-2  N3   0.020
 8U6  plan-2  S1   0.020
 8U6  plan-2  C18  0.020
 8U6  plan-2  C19  0.020
 8U6  plan-2  C20  0.020
 8U6  plan-2  C21  0.020
 8U6  plan-2  C22  0.020
 8U6  plan-2  C23  0.020
 8U6  plan-2  H13  0.020
 8U6  plan-2  H14  0.020
 8U6  plan-2  H15  0.020
 8U6  plan-2  H16  0.020
 8U6  plan-3  C4   0.020
 8U6  plan-3  C5   0.020
 8U6  plan-3  C6   0.020
 8U6  plan-3  C7   0.020
 8U6  plan-3  C8   0.020
 8U6  plan-3  C9   0.020
 8U6  plan-3  C10  0.020
 8U6  plan-3  C3   0.020
 8U6  plan-3  C1   0.020
 8U6  plan-3  C2   0.020
 8U6  plan-3  O1   0.020
 8U6  plan-3  H1   0.020
 8U6  plan-3  H2   0.020
 8U6  plan-3  H3   0.020
 8U6  plan-3  H4   0.020
 8U6  plan-3  H8   0.020
 8U6  plan-3  H10  0.020
 8U6  plan-3  H11  0.020
 8U6  plan-4  N3   0.020
 8U6  plan-4  C21  0.020
 8U6  plan-4  C24  0.020
 8U6  plan-4  C25  0.020
 8U6  plan-4  O4   0.020
 8U6  plan-4  H9   0.020
 8U6  plan-5  C14  0.020
 8U6  plan-5  S1   0.020
 8U6  plan-5  H7   0.020
 8U6  plan-5  N2   0.020

