# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 10:06:31 2022
#   Inital geometry file: a 159 line input string
#   Ligand name: N-[2-({[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl](methyl)amino}methyl)phenyl]-N-(2-hydroxyethyl)-4-methoxybenzene-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)[S](=O)(=O)N(CCO)c2ccccc2CN(C)C\C=C\c3ccc(Cl)cc3
#
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
 KN9  KN9  N-[2-({[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl](methyl)amino}methyl)phenyl]-N-(2-hydroxyethyl)-4-methoxybenzene-1-sulfonamide  ligand  63  34  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_KN9
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
 KN9  C1   C   CH3   0  -0.524   0.4267  -1.2958  -2.5237
 KN9  C10  C   CR16  0  -0.322   6.0079  -0.2840  -1.1324
 KN9  C11  C   CH2   0  -0.355  -1.2240   0.1418  -1.5051
 KN9  C12  C   CR6   0   0.141  -2.3621  -0.8446  -1.4747
 KN9  C13  C   CR16  0  -0.318  -2.9314  -1.2641  -2.6751
 KN9  C14  C   CR16  0  -0.236  -3.9681  -2.1836  -2.7068
 KN9  C15  C   CR16  0  -0.284  -4.4529  -2.7128  -1.5193
 KN9  C16  C   CR16  0  -0.207  -3.9034  -2.3076  -0.3141
 KN9  C17  C   CR6   0   0.246  -2.8727  -1.3734  -0.2818
 KN9  C18  C   CH2   0  -0.344  -1.1007  -1.4574   1.5055
 KN9  C19  C   CR6   0  -0.230  -2.9776   1.6925   1.0273
 KN9  C2   C   CH2   0  -0.323   1.1110   0.4693  -1.0436
 KN9  C20  C   CR16  0  -0.215  -3.7890   2.0672  -0.0411
 KN9  C21  C   CR16  0  -0.328  -3.4979   3.2137  -0.7491
 KN9  C22  C   CR6   0   0.404  -2.3962   4.0016  -0.3993
 KN9  C23  C   CR16  0  -0.370  -1.5960   3.6274   0.6817
 KN9  C24  C   CR16  0  -0.226  -1.8885   2.4724   1.3888
 KN9  C26  C   CH3   0  -0.442  -1.0845   5.9269  -0.8401
 KN9  C27  C   CH2   0  -0.140  -1.2475  -2.6249   2.4565
 KN9  C3   C   C1    0  -0.228   2.3377  -0.1970  -0.5119
 KN9  C4   C   C1    0  -0.287   3.5691   0.0392  -0.9654
 KN9  C5   C   CR6   0   0.162   4.8140  -0.5423  -0.4568
 KN9  C6   C   CR16  0  -0.331   4.8702  -1.3499   0.6834
 KN9  C7   C   CR16  0  -0.186   6.0663  -1.8860   1.1258
 KN9  C8   C   CR6   0  -0.060   7.2345  -1.6128   0.4271
 KN9  C9   C   CR16  0  -0.197   7.2156  -0.8125  -0.7026
 KN9  N1   N   NT    0  -0.402   0.0754  -0.4962  -1.3701
 KN9  N2   N   N     0  -0.699  -2.3713  -0.9516   0.9831
 KN9  O1   O   OH1   0  -0.662  -1.8144  -3.7141   1.7675
 KN9  O2   O   OS    0  -0.652  -2.6697   0.2207   3.1657
 KN9  O25  O   O2    0  -0.459  -2.1880   5.0915  -1.1448
 KN9  O3   O   OS    0  -0.644  -4.6663  -0.1609   1.6861
 KN9  S    S   S     0   1.369  -3.2547   0.1526   1.8345
 KN9  CL   CL  CL    0  -0.129   8.7355  -2.2772   0.9829
 KN9  H1   H   HCH3  0   0.242   1.4004  -1.7612  -2.3718
 KN9  H2   H   HCH3  0   0.242  -0.2976  -2.0961  -2.6700
 KN9  H3   H   HCH3  0   0.194   0.4766  -0.7071  -3.4532
 KN9  H4   H   HCR6  0   0.264   5.9981   0.3430  -2.0157
 KN9  H5   H   HCH2  0   0.224  -1.2949   0.7336  -2.4327
 KN9  H6   H   HCH2  0   0.254  -1.3308   0.8489  -0.6836
 KN9  H7   H   HCR6  0   0.255  -2.5546  -0.8518  -3.6037
 KN9  H8   H   HCR6  0   0.258  -4.3933  -2.4857  -3.6551
 KN9  H9   H   HCR6  0   0.258  -5.2558  -3.4379  -1.5295
 KN9  H10  H   HCR6  0   0.251  -4.2657  -2.7212   0.6155
 KN9  H11  H   HCH2  0   0.250  -0.5474  -0.6608   2.0053
 KN9  H12  H   HCH2  0   0.278  -0.5003  -1.7375   0.6399
 KN9  H13  H   HCH2  0   0.243   0.7146   1.1280  -0.2637
 KN9  H14  H   HCH2  0   0.217   1.3693   1.1177  -1.8972
 KN9  H15  H   HCR6  0   0.283  -4.6450   1.4719  -0.3277
 KN9  H16  H   HCR6  0   0.278  -4.1233   3.5120  -1.5806
 KN9  H17  H   HCR6  0   0.294  -0.7448   4.2193   0.9886
 KN9  H18  H   HCR6  0   0.286  -1.2566   2.1960   2.2222
 KN9  H19  H   HCH3  0   0.266  -1.1012   6.7340  -1.5671
 KN9  H20  H   HCH3  0   0.236  -1.1643   6.3517   0.1630
 KN9  H21  H   HCH3  0   0.235  -0.1358   5.3924  -0.9262
 KN9  H22  H   HCH2  0   0.198  -0.2454  -2.8616   2.8407
 KN9  H23  H   H     0   0.249   2.1686  -0.8941   0.3047
 KN9  H25  H   H     0   0.248   3.6860   0.7244  -1.8011
 KN9  H27  H   HCR6  0   0.259   3.9718  -1.5650   1.2473
 KN9  H28  H   HCR6  0   0.281   6.0882  -2.5079   2.0104
 KN9  H29  H   HCR6  0   0.280   8.1275  -0.6007  -1.2444
 KN9  H24  H   HCH2  0   0.202  -1.8559  -2.3271   3.3169
 KN9  H26  H   HOH1  0   0.455  -2.0276  -4.3969   2.4095

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
 KN9  O1   C27  single    1.408  0.020  1.408
 KN9  C27  C18  single    1.513  0.020  1.513
 KN9  C18  N2   single    1.464  0.020  1.464
 KN9  C1   N1   single    1.447  0.020  1.447
 KN9  N1   C2   single    1.453  0.020  1.453
 KN9  N1   C11  single    1.454  0.020  1.454
 KN9  C2   C3   single    1.494  0.020  1.494
 KN9  N2   C17  single    1.424  0.020  1.424
 KN9  N2   S    single    1.651  0.020  1.651
 KN9  C3   C4   double    1.333  0.020  1.333
 KN9  C16  C17  aromatic  1.391  0.020  1.391
 KN9  C16  C15  aromatic  1.385  0.020  1.385
 KN9  C17  C12  aromatic  1.401  0.020  1.401
 KN9  C15  C14  aromatic  1.388  0.020  1.388
 KN9  O2   S    double    1.456  0.020  1.456
 KN9  C12  C11  single    1.506  0.020  1.506
 KN9  C12  C13  aromatic  1.393  0.020  1.393
 KN9  C6   C7   aromatic  1.383  0.020  1.383
 KN9  C6   C5   aromatic  1.398  0.020  1.398
 KN9  C14  C13  aromatic  1.386  0.020  1.386
 KN9  C24  C23  aromatic  1.385  0.020  1.385
 KN9  C24  C19  aromatic  1.387  0.020  1.387
 KN9  C4   C5   single    1.465  0.020  1.465
 KN9  S    C19  single    1.761  0.020  1.761
 KN9  S    O3   double    1.454  0.020  1.454
 KN9  C7   C8   aromatic  1.388  0.020  1.388
 KN9  C23  C22  aromatic  1.396  0.020  1.396
 KN9  C5   C10  aromatic  1.396  0.020  1.396
 KN9  C19  C20  aromatic  1.393  0.020  1.393
 KN9  C26  O25  single    1.417  0.020  1.417
 KN9  C8   CL   single    1.733  0.020  1.733
 KN9  C8   C9   aromatic  1.385  0.020  1.385
 KN9  C22  O25  single    1.337  0.020  1.337
 KN9  C22  C21  aromatic  1.399  0.020  1.399
 KN9  C10  C9   aromatic  1.387  0.020  1.387
 KN9  C20  C21  aromatic  1.379  0.020  1.379
 KN9  C1   H1   single    0.970  0.020  1.090
 KN9  C1   H2   single    0.970  0.020  1.090
 KN9  C1   H3   single    0.970  0.020  1.090
 KN9  C10  H4   single    0.930  0.020  1.080
 KN9  C11  H5   single    0.970  0.020  1.090
 KN9  C11  H6   single    0.970  0.020  1.090
 KN9  C13  H7   single    0.930  0.020  1.080
 KN9  C14  H8   single    0.930  0.020  1.080
 KN9  C15  H9   single    0.930  0.020  1.080
 KN9  C16  H10  single    0.930  0.020  1.080
 KN9  C18  H11  single    0.970  0.020  1.090
 KN9  C18  H12  single    0.970  0.020  1.090
 KN9  C2   H13  single    0.970  0.020  1.090
 KN9  C2   H14  single    0.970  0.020  1.090
 KN9  C20  H15  single    0.930  0.020  1.080
 KN9  C21  H16  single    0.930  0.020  1.080
 KN9  C23  H17  single    0.930  0.020  1.080
 KN9  C24  H18  single    0.930  0.020  1.080
 KN9  C26  H19  single    0.970  0.020  1.090
 KN9  C26  H20  single    0.970  0.020  1.090
 KN9  C26  H21  single    0.970  0.020  1.090
 KN9  C27  H22  single    0.970  0.020  1.090
 KN9  C3   H23  single    0.930  0.020  1.080
 KN9  C4   H25  single    0.930  0.020  1.080
 KN9  C6   H27  single    0.930  0.020  1.080
 KN9  C7   H28  single    0.930  0.020  1.080
 KN9  C9   H29  single    0.930  0.020  1.080
 KN9  C27  H24  single    0.970  0.020  1.090
 KN9  O1   H26  single    0.850  0.020  0.980

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
 KN9  H3   C1   H2   108.02  3.000
 KN9  H3   C1   H1   107.79  3.000
 KN9  H2   C1   H1   107.40  3.000
 KN9  H3   C1   N1   112.86  3.000
 KN9  H2   C1   N1   110.59  3.000
 KN9  H1   C1   N1   109.98  3.000
 KN9  H4   C10  C9   118.77  3.000
 KN9  H4   C10  C5   119.60  3.000
 KN9  C9   C10  C5   121.63  3.000
 KN9  H6   C11  H5   106.24  3.000
 KN9  H6   C11  N1   107.60  3.000
 KN9  H5   C11  N1   111.78  3.000
 KN9  H6   C11  C12  109.62  3.000
 KN9  H5   C11  C12  108.66  3.000
 KN9  N1   C11  C12  112.71  3.000
 KN9  C17  C12  C13  118.10  3.000
 KN9  C13  C12  C11  119.24  3.000
 KN9  C17  C12  C11  122.66  3.000
 KN9  H7   C13  C14  119.53  3.000
 KN9  H7   C13  C12  118.80  3.000
 KN9  C14  C13  C12  121.67  3.000
 KN9  H8   C14  C15  120.41  3.000
 KN9  H8   C14  C13  119.94  3.000
 KN9  C15  C14  C13  119.65  3.000
 KN9  H9   C15  C16  119.92  3.000
 KN9  H9   C15  C14  120.45  3.000
 KN9  C16  C15  C14  119.64  3.000
 KN9  H10  C16  C17  119.05  3.000
 KN9  H10  C16  C15  120.25  3.000
 KN9  C17  C16  C15  120.70  3.000
 KN9  N2   C17  C16  118.69  3.000
 KN9  C16  C17  C12  120.23  3.000
 KN9  N2   C17  C12  121.06  3.000
 KN9  H12  C18  H11  105.79  3.000
 KN9  H12  C18  N2   106.47  3.000
 KN9  H11  C18  N2   110.57  3.000
 KN9  H12  C18  C27  110.75  3.000
 KN9  H11  C18  C27  108.94  3.000
 KN9  N2   C18  C27  114.00  3.000
 KN9  S    C19  C24  119.72  3.000
 KN9  S    C19  C20  119.69  3.000
 KN9  C24  C19  C20  120.39  3.000
 KN9  H14  C2   H13  106.40  3.000
 KN9  H14  C2   N1   112.57  3.000
 KN9  H13  C2   N1   107.56  3.000
 KN9  H14  C2   C3   110.21  3.000
 KN9  H13  C2   C3   108.18  3.000
 KN9  N1   C2   C3   111.65  3.000
 KN9  H15  C20  C21  119.27  3.000
 KN9  H15  C20  C19  121.08  3.000
 KN9  C21  C20  C19  119.65  3.000
 KN9  H16  C21  C22  119.47  3.000
 KN9  H16  C21  C20  120.12  3.000
 KN9  C22  C21  C20  120.41  3.000
 KN9  O25  C22  C23  124.13  3.000
 KN9  O25  C22  C21  116.25  3.000
 KN9  C23  C22  C21  119.61  3.000
 KN9  H17  C23  C24  118.54  3.000
 KN9  H17  C23  C22  121.62  3.000
 KN9  C24  C23  C22  119.84  3.000
 KN9  H18  C24  C23  118.87  3.000
 KN9  H18  C24  C19  121.03  3.000
 KN9  C23  C24  C19  120.09  3.000
 KN9  H21  C26  H20  109.04  3.000
 KN9  H21  C26  H19  108.92  3.000
 KN9  H20  C26  H19  108.93  3.000
 KN9  H21  C26  O25  111.77  3.000
 KN9  H20  C26  O25  111.70  3.000
 KN9  H19  C26  O25  106.39  3.000
 KN9  H24  C27  H22  106.89  3.000
 KN9  H24  C27  O1   111.79  3.000
 KN9  H22  C27  O1   111.81  3.000
 KN9  H24  C27  C18  109.75  3.000
 KN9  H22  C27  C18  107.31  3.000
 KN9  O1   C27  C18  109.17  3.000
 KN9  H23  C3   C4   120.85  3.000
 KN9  H23  C3   C2   115.20  3.000
 KN9  C4   C3   C2   123.94  3.000
 KN9  H25  C4   C5   115.19  3.000
 KN9  H25  C4   C3   118.20  3.000
 KN9  C5   C4   C3   126.61  3.000
 KN9  C6   C5   C4   123.13  3.000
 KN9  C4   C5   C10  119.03  3.000
 KN9  C6   C5   C10  117.84  3.000
 KN9  H27  C6   C7   118.29  3.000
 KN9  H27  C6   C5   120.41  3.000
 KN9  C7   C6   C5   121.29  3.000
 KN9  H28  C7   C8   120.51  3.000
 KN9  H28  C7   C6   120.13  3.000
 KN9  C8   C7   C6   119.36  3.000
 KN9  CL   C8   C9   119.67  3.000
 KN9  C9   C8   C7   120.85  3.000
 KN9  CL   C8   C7   119.47  3.000
 KN9  H29  C9   C8   120.69  3.000
 KN9  H29  C9   C10  120.29  3.000
 KN9  C8   C9   C10  119.02  3.000
 KN9  C2   N1   C11  111.49  3.000
 KN9  C11  N1   C1   112.67  3.000
 KN9  C2   N1   C1   111.92  3.000
 KN9  S    N2   C18  120.77  3.000
 KN9  S    N2   C17  117.89  3.000
 KN9  C18  N2   C17  121.34  3.000
 KN9  H26  O1   C27  108.18  3.000
 KN9  C26  O25  C22  118.81  3.000
 KN9  O3   S    O2   119.58  3.000
 KN9  O3   S    N2   108.83  3.000
 KN9  O2   S    N2   106.74  3.000
 KN9  O3   S    C19  107.14  3.000
 KN9  O2   S    C19  108.37  3.000
 KN9  N2   S    C19  105.33  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
 KN9  CONST_01  C7   C6   C5   C10     0.00   0.0  0
 KN9  CONST_02  C7   C8   C9   C10     0.00   0.0  0
 KN9  CONST_03  C15  C16  C17  C12     0.00   0.0  0
 KN9  CONST_04  C15  C14  C13  C12     0.00   0.0  0
 KN9  CONST_05  C16  C17  C12  C13     0.00   0.0  0
 KN9  CONST_06  C16  C15  C14  C13     0.00   0.0  0
 KN9  CONST_07  C17  C16  C15  C14     0.00   0.0  0
 KN9  CONST_08  C17  C12  C13  C14     0.00   0.0  0
 KN9  CONST_09  C22  C23  C24  C19     0.00   0.0  0
 KN9  CONST_10  C22  C21  C20  C19     0.00   0.0  0
 KN9  CONST_11  C23  C24  C19  C20     0.00   0.0  0
 KN9  CONST_12  C23  C22  C21  C20     0.00   0.0  0
 KN9  CONST_13  C24  C23  C22  C21     0.00   0.0  0
 KN9  CONST_14  C24  C19  C20  C21     0.00   0.0  0
 KN9  CONST_15  C8   C7   C6   C5      0.00   0.0  0
 KN9  CONST_16  C8   C9   C10  C5      0.00   0.0  0
 KN9  CONST_17  C9   C8   C7   C6      0.00   0.0  0
 KN9  CONST_18  C9   C10  C5   C6      0.00   0.0  0
 KN9  CONST_19  CL   C8   C9   C10   180.00   0.0  0
 KN9  CONST_20  C16  C17  C12  C11   180.00   0.0  0
 KN9  CONST_21  C14  C13  C12  C11   180.00   0.0  0
 KN9  CONST_22  N2   C17  C12  C13   180.00   0.0  0
 KN9  CONST_23  N2   C17  C16  C15   180.00   0.0  0
 KN9  CONST_24  O25  C22  C21  C20   180.00   0.0  0
 KN9  CONST_25  S    C19  C20  C21   180.00   0.0  0
 KN9  CONST_26  S    C19  C24  C23   180.00   0.0  0
 KN9  CONST_27  O25  C22  C23  C24   180.00   0.0  0
 KN9  CONST_28  C7   C6   C5   C4    180.00   0.0  0
 KN9  CONST_29  C9   C10  C5   C4    180.00   0.0  0
 KN9  CONST_30  CL   C8   C7   C6    180.00   0.0  0
 KN9  CONST_31  H27  C6   C5   C10   180.00   0.0  0
 KN9  CONST_32  H10  C16  C17  C12   180.00   0.0  0
 KN9  CONST_33  H8   C14  C13  C12   180.00   0.0  0
 KN9  CONST_34  H9   C15  C14  C13   180.00   0.0  0
 KN9  CONST_35  H7   C13  C14  C15   180.00   0.0  0
 KN9  CONST_36  H17  C23  C24  C19   180.00   0.0  0
 KN9  CONST_37  H16  C21  C20  C19   180.00   0.0  0
 KN9  CONST_38  H18  C24  C19  C20   180.00   0.0  0
 KN9  CONST_39  H15  C20  C21  C22   180.00   0.0  0
 KN9  CONST_40  H28  C7   C6   C5    180.00   0.0  0
 KN9  CONST_41  H29  C9   C10  C5    180.00   0.0  0
 KN9  CONST_42  H4   C10  C5   C6    180.00   0.0  0
 KN9  Var_01    C3   C4   C5   C10   173.90  30.0  2
 KN9  Var_02    N1   C11  C12  C13   -98.90  30.0  2
 KN9  Var_03    C19  S    N2   C17   -75.29  30.0  3
 KN9  Var_04    N2   S    C19  C20    87.62  30.0  2
 KN9  Var_05    C5   C4   C3   C2    177.63   0.0  2
 KN9  Var_06    C12  C11  N1   C1     68.56  30.0  3
 KN9  Var_07    C27  C18  N2   C17   -96.18  30.0  1
 KN9  Var_08    H19  C26  O25  C22   179.45  30.0  3
 KN9  Var_09    C3   C2   N1   C1    -69.66  30.0  3
 KN9  Var_10    N1   C2   C3   C4    129.80  30.0  2
 KN9  Var_11    O1   C27  C18  N2     63.10  30.0  2
 KN9  Var_12    H1   C1   N1   C11  -179.37  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
 KN9  plan-1  C11  0.020
 KN9  plan-1  C12  0.020
 KN9  plan-1  C13  0.020
 KN9  plan-1  C14  0.020
 KN9  plan-1  C15  0.020
 KN9  plan-1  C16  0.020
 KN9  plan-1  C17  0.020
 KN9  plan-1  N2   0.020
 KN9  plan-1  H7   0.020
 KN9  plan-1  H8   0.020
 KN9  plan-1  H9   0.020
 KN9  plan-1  H10  0.020
 KN9  plan-2  C19  0.020
 KN9  plan-2  C20  0.020
 KN9  plan-2  C21  0.020
 KN9  plan-2  C22  0.020
 KN9  plan-2  C23  0.020
 KN9  plan-2  C24  0.020
 KN9  plan-2  O25  0.020
 KN9  plan-2  S    0.020
 KN9  plan-2  H15  0.020
 KN9  plan-2  H16  0.020
 KN9  plan-2  H17  0.020
 KN9  plan-2  H18  0.020
 KN9  plan-3  C10  0.020
 KN9  plan-3  C4   0.020
 KN9  plan-3  C5   0.020
 KN9  plan-3  C6   0.020
 KN9  plan-3  C7   0.020
 KN9  plan-3  C8   0.020
 KN9  plan-3  C9   0.020
 KN9  plan-3  CL   0.020
 KN9  plan-3  H4   0.020
 KN9  plan-3  H27  0.020
 KN9  plan-3  H28  0.020
 KN9  plan-3  H29  0.020
 KN9  plan-4  C17  0.020
 KN9  plan-4  C18  0.020
 KN9  plan-4  N2   0.020
 KN9  plan-4  S    0.020
 KN9  plan-5  C2   0.020
 KN9  plan-5  C3   0.020
 KN9  plan-5  C4   0.020
 KN9  plan-5  C5   0.020
 KN9  plan-5  H23  0.020
 KN9  plan-5  H25  0.020

