# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 22:18:23 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: {2-chloro-5-[({2-[3-(prop-1-en-2-yl)phenyl]propan-2-yl}carbamoyl)amino]phenoxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=C)c1cccc(c1)C(C)(C)NC(=O)Nc2ccc(Cl)c(OCC(O)=O)c2
#
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
 8KY  8KY  '{2-chloro-5-[({2-[3-(prop-1-en-2-yl)phenyl]propan-2-yl}carbamoyl)amino]phenoxy}acetic acid'  ligand  51  28  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8KY
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
 8KY  C13  C   CH3   0  -0.669   3.2680   2.8254  -1.7216
 8KY  O1   O   O2    0  -0.447  -4.5880  -1.1107   0.1999
 8KY  C2   C   CR16  0  -0.342   5.3502   0.8276  -1.6539
 8KY  C1   C   CR6   0   0.128   4.3547   0.7717  -0.6840
 8KY  C12  C   CH3   0  -0.645   3.6046   2.6345   0.7501
 8KY  C5   C   CR6   0   0.121   5.3164  -1.3111   0.1495
 8KY  C18  C   CR16  0  -0.515  -2.3870  -0.1389   0.0011
 8KY  C4   C   CR16  0  -0.331   6.2929  -1.2390  -0.8460
 8KY  O3   O   O     0  -0.418  -6.3568  -3.0750   0.1395
 8KY  O4   O   O     0  -0.513   0.6544   2.8678   0.1915
 8KY  C17  C   CR6   0   0.425  -1.5702   0.9978   0.0717
 8KY  C3   C   CR16  0  -0.215   6.3105  -0.1734  -1.7297
 8KY  C6   C   CR16  0  -0.364   4.3565  -0.3012   0.2052
 8KY  C7   C   C     0   0.096   5.2957  -2.4318   1.1184
 8KY  C8   C   CH3   0  -0.730   5.7379  -3.7780   0.6209
 8KY  C9   C   C2    0  -0.578   4.9053  -2.2515   2.3818
 8KY  C10  C   C     0   0.771   0.8129   1.7012  -0.1311
 8KY  C11  C   CT    0   0.076   3.2886   1.8582  -0.5366
 8KY  C19  C   CR6   0   0.485  -3.7487  -0.0650   0.2495
 8KY  C20  C   CR6   0  -0.184  -4.3095   1.1725   0.5776
 8KY  C21  C   CR16  0  -0.193  -3.5088   2.2933   0.6448
 8KY  C22  C   CR16  0  -0.357  -2.1449   2.2264   0.3956
 8KY  C24  C   C     0   0.514  -5.2235  -3.3446  -0.1484
 8KY  C28  C   CH2   0  -0.300  -4.0747  -2.3656  -0.1569
 8KY  N3   N   NH1   0  -0.712   2.0095   1.1460  -0.4416
 8KY  N4   N   NH1   0  -0.801  -0.2240   0.7939  -0.2014
 8KY  O25  O   OH1   0  -0.591  -4.7968  -4.5472  -0.5021
 8KY  CL   CL  CL    0  -0.118  -6.0065   1.2799   0.8914
 8KY  H1   H   HCH3  0   0.233   4.1980   3.3902  -1.7893
 8KY  H2   H   HCH3  0   0.236   3.1121   2.3022  -2.6655
 8KY  H3   H   HCH3  0   0.254   2.4606   3.5431  -1.5914
 8KY  H4   H   HCR6  0   0.257   5.3876   1.6396  -2.3662
 8KY  H5   H   HCH3  0   0.248   2.9280   3.4735   0.8889
 8KY  H6   H   HCH3  0   0.234   3.5436   1.9895   1.6272
 8KY  H7   H   HCH3  0   0.234   4.6212   3.0247   0.6920
 8KY  H8   H   HCR6  0   0.302  -1.9327  -1.0875  -0.2555
 8KY  H9   H   HCR6  0   0.253   7.0543  -2.0041  -0.9267
 8KY  H10  H   HCR6  0   0.257   7.0769  -0.1209  -2.4920
 8KY  H11  H   HCR6  0   0.255   3.5765  -0.3716   0.9540
 8KY  H12  H   HCH3  0   0.245   6.7879  -3.7726   0.3220
 8KY  H13  H   HCH3  0   0.248   5.6200  -4.5397   1.3897
 8KY  H14  H   HCH3  0   0.244   5.1630  -4.0822  -0.2558
 8KY  H15  H   H     0   0.241   4.8763  -3.0764   3.0820
 8KY  H16  H   H     0   0.239   4.6201  -1.2815   2.7685
 8KY  H17  H   HCR6  0   0.279  -3.9507   3.2479   0.8976
 8KY  H18  H   HCR6  0   0.285  -1.5545   3.1240   0.4576
 8KY  H19  H   HCH2  0   0.281  -3.6203  -2.3530  -1.1548
 8KY  H20  H   HCH2  0   0.281  -3.3081  -2.7123   0.5466
 8KY  H21  H   HNH1  0   0.400   2.0014   0.2257  -0.8521
 8KY  H22  H   HNH1  0   0.412   0.0189  -0.1594  -0.4239
 8KY  H23  H   HOH1  0   0.491  -5.5291  -5.1822  -0.4914

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
 8KY  C13  C11  single    1.530  0.020  1.530
 8KY  C2   C3   aromatic  1.389  0.020  1.389
 8KY  C2   C1   aromatic  1.391  0.020  1.391
 8KY  C3   C4   aromatic  1.384  0.020  1.384
 8KY  C12  C11  single    1.536  0.020  1.536
 8KY  C11  C1   single    1.529  0.020  1.529
 8KY  C11  N3   single    1.467  0.020  1.467
 8KY  C1   C6   aromatic  1.394  0.020  1.394
 8KY  C4   C5   aromatic  1.396  0.020  1.396
 8KY  C6   C5   aromatic  1.394  0.020  1.394
 8KY  C5   C7   single    1.482  0.020  1.482
 8KY  N3   C10  single    1.355  0.020  1.355
 8KY  C7   C9   double    1.335  0.020  1.335
 8KY  C7   C8   single    1.502  0.020  1.502
 8KY  C10  O4   double    1.221  0.020  1.221
 8KY  C10  N4   single    1.380  0.020  1.380
 8KY  N4   C17  single    1.389  0.020  1.389
 8KY  O3   C24  double    1.200  0.020  1.200
 8KY  C17  C18  aromatic  1.402  0.020  1.402
 8KY  C17  C22  aromatic  1.394  0.020  1.394
 8KY  C18  C19  aromatic  1.386  0.020  1.386
 8KY  O25  C24  single    1.324  0.020  1.324
 8KY  C24  C28  single    1.509  0.020  1.509
 8KY  C22  C21  aromatic  1.388  0.020  1.388
 8KY  C19  O1   single    1.342  0.020  1.342
 8KY  C19  C20  aromatic  1.398  0.020  1.398
 8KY  C28  O1   single    1.402  0.020  1.402
 8KY  C21  C20  aromatic  1.379  0.020  1.379
 8KY  C20  CL   single    1.729  0.020  1.729
 8KY  C13  H1   single    0.970  0.020  1.090
 8KY  C13  H2   single    0.970  0.020  1.090
 8KY  C13  H3   single    0.970  0.020  1.090
 8KY  C2   H4   single    0.930  0.020  1.080
 8KY  C12  H5   single    0.970  0.020  1.090
 8KY  C12  H6   single    0.970  0.020  1.090
 8KY  C12  H7   single    0.970  0.020  1.090
 8KY  C18  H8   single    0.930  0.020  1.080
 8KY  C4   H9   single    0.930  0.020  1.080
 8KY  C3   H10  single    0.930  0.020  1.080
 8KY  C6   H11  single    0.930  0.020  1.080
 8KY  C8   H12  single    0.970  0.020  1.090
 8KY  C8   H13  single    0.970  0.020  1.090
 8KY  C8   H14  single    0.970  0.020  1.090
 8KY  C9   H15  single    0.930  0.020  1.080
 8KY  C9   H16  single    0.930  0.020  1.080
 8KY  C21  H17  single    0.930  0.020  1.080
 8KY  C22  H18  single    0.930  0.020  1.080
 8KY  C28  H19  single    0.970  0.020  1.090
 8KY  C28  H20  single    0.970  0.020  1.090
 8KY  N3   H21  single    0.860  0.020  1.020
 8KY  N4   H22  single    0.860  0.020  1.020
 8KY  O25  H23  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
 8KY  H3   C13  H2   108.30  3.000
 8KY  H3   C13  H1   107.38  3.000
 8KY  H2   C13  H1   108.47  3.000
 8KY  H3   C13  C11  109.54  3.000
 8KY  H2   C13  C11  111.66  3.000
 8KY  H1   C13  C11  111.36  3.000
 8KY  C28  O1   C19  118.55  3.000
 8KY  H4   C2   C3   118.78  3.000
 8KY  H4   C2   C1   120.96  3.000
 8KY  C3   C2   C1   120.26  3.000
 8KY  C11  C1   C6   119.10  3.000
 8KY  C6   C1   C2   118.35  3.000
 8KY  C11  C1   C2   122.52  3.000
 8KY  H7   C12  H6   107.86  3.000
 8KY  H7   C12  H5   108.12  3.000
 8KY  H6   C12  H5   108.61  3.000
 8KY  H7   C12  C11  109.15  3.000
 8KY  H6   C12  C11  111.31  3.000
 8KY  H5   C12  C11  111.67  3.000
 8KY  C7   C5   C6   120.81  3.000
 8KY  C7   C5   C4   121.00  3.000
 8KY  C6   C5   C4   118.20  3.000
 8KY  H8   C18  C19  120.09  3.000
 8KY  H8   C18  C17  118.56  3.000
 8KY  C19  C18  C17  121.35  3.000
 8KY  H9   C4   C3   119.18  3.000
 8KY  H9   C4   C5   120.57  3.000
 8KY  C3   C4   C5   120.24  3.000
 8KY  N4   C17  C22  125.07  3.000
 8KY  C22  C17  C18  119.09  3.000
 8KY  N4   C17  C18  115.84  3.000
 8KY  H10  C3   C4   119.73  3.000
 8KY  H10  C3   C2   119.54  3.000
 8KY  C4   C3   C2   120.73  3.000
 8KY  H11  C6   C5   118.43  3.000
 8KY  H11  C6   C1   119.34  3.000
 8KY  C5   C6   C1   122.21  3.000
 8KY  C9   C7   C8   121.39  3.000
 8KY  C8   C7   C5   117.22  3.000
 8KY  C9   C7   C5   121.39  3.000
 8KY  H14  C8   H13  108.37  3.000
 8KY  H14  C8   H12  106.74  3.000
 8KY  H13  C8   H12  107.52  3.000
 8KY  H14  C8   C7   111.14  3.000
 8KY  H13  C8   C7   111.18  3.000
 8KY  H12  C8   C7   111.68  3.000
 8KY  H16  C9   H15  116.41  3.000
 8KY  H16  C9   C7   122.43  3.000
 8KY  H15  C9   C7   121.15  3.000
 8KY  N4   C10  N3   112.49  3.000
 8KY  N4   C10  O4   122.98  3.000
 8KY  N3   C10  O4   124.52  3.000
 8KY  N3   C11  C12  111.75  3.000
 8KY  N3   C11  C1   105.61  3.000
 8KY  C12  C11  C1   107.25  3.000
 8KY  N3   C11  C13  110.20  3.000
 8KY  C1   C11  C13  112.58  3.000
 8KY  C12  C11  C13  109.40  3.000
 8KY  C20  C19  C18  118.91  3.000
 8KY  C20  C19  O1   116.60  3.000
 8KY  C18  C19  O1   124.50  3.000
 8KY  CL   C20  C21  120.70  3.000
 8KY  CL   C20  C19  119.43  3.000
 8KY  C21  C20  C19  119.87  3.000
 8KY  H17  C21  C22  119.06  3.000
 8KY  H17  C21  C20  119.43  3.000
 8KY  C22  C21  C20  121.50  3.000
 8KY  H18  C22  C21  119.24  3.000
 8KY  H18  C22  C17  121.48  3.000
 8KY  C21  C22  C17  119.28  3.000
 8KY  O25  C24  C28  110.02  3.000
 8KY  C28  C24  O3   125.06  3.000
 8KY  O25  C24  O3   124.92  3.000
 8KY  H20  C28  H19  107.32  3.000
 8KY  H20  C28  C24  108.86  3.000
 8KY  H19  C28  C24  109.15  3.000
 8KY  H20  C28  O1   112.06  3.000
 8KY  H19  C28  O1   111.90  3.000
 8KY  C24  C28  O1   107.49  3.000
 8KY  H21  N3   C11  115.08  3.000
 8KY  H21  N3   C10  117.41  3.000
 8KY  C11  N3   C10  125.86  3.000
 8KY  H22  N4   C10  116.86  3.000
 8KY  H22  N4   C17  114.56  3.000
 8KY  C10  N4   C17  128.46  3.000
 8KY  H23  O25  C24  110.40  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
 8KY  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 8KY  CONST_02  C5   C6   C1   C2      0.00   0.0  0
 8KY  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 8KY  CONST_04  C4   C5   C6   C1      0.00   0.0  0
 8KY  CONST_05  C21  C22  C17  C18     0.00   0.0  0
 8KY  CONST_06  C21  C20  C19  C18     0.00   0.0  0
 8KY  CONST_07  C20  C19  C18  C17     0.00   0.0  0
 8KY  CONST_08  C20  C21  C22  C17     0.00   0.0  0
 8KY  CONST_09  C6   C1   C2   C3      0.00   0.0  0
 8KY  CONST_10  C6   C5   C4   C3      0.00   0.0  0
 8KY  CONST_11  C22  C17  C18  C19     0.00   0.0  0
 8KY  CONST_12  C22  C21  C20  C19     0.00   0.0  0
 8KY  CONST_13  C17  C18  C19  O1    180.00   0.0  0
 8KY  CONST_14  C21  C20  C19  O1    180.00   0.0  0
 8KY  CONST_15  C7   C5   C6   C1    180.00   0.0  0
 8KY  CONST_16  C11  C1   C6   C5    180.00   0.0  0
 8KY  CONST_17  CL   C20  C19  C18   180.00   0.0  0
 8KY  CONST_18  C11  C1   C2   C3    180.00   0.0  0
 8KY  CONST_19  C7   C5   C4   C3    180.00   0.0  0
 8KY  CONST_20  N4   C17  C18  C19   180.00   0.0  0
 8KY  CONST_21  N4   C17  C22  C21   180.00   0.0  0
 8KY  CONST_22  CL   C20  C21  C22   180.00   0.0  0
 8KY  CONST_23  H9   C4   C3   C2    180.00   0.0  0
 8KY  CONST_24  H11  C6   C1   C2    180.00   0.0  0
 8KY  CONST_25  H10  C3   C2   C1    180.00   0.0  0
 8KY  CONST_26  H18  C22  C17  C18   180.00   0.0  0
 8KY  CONST_27  H4   C2   C3   C4    180.00   0.0  0
 8KY  CONST_28  H17  C21  C22  C17   180.00   0.0  0
 8KY  CONST_29  H8   C18  C19  C20   180.00   0.0  0
 8KY  CONST_30  C10  N4   C17  C18   180.00   0.0  0
 8KY  CONST_31  C22  C17  N4   C10     0.00   0.0  0
 8KY  CONST_32  H22  N4   C17  C18     0.00   0.0  0
 8KY  CONST_33  C17  N4   C10  O4      0.00   0.0  0
 8KY  CONST_34  N3   C10  N4   C17   180.00   0.0  0
 8KY  CONST_35  C11  N3   C10  O4      0.00   0.0  0
 8KY  CONST_36  N4   C10  N3   C11   180.00   0.0  0
 8KY  CONST_37  H21  N3   C10  O4    180.00   0.0  0
 8KY  CONST_38  H23  O25  C24  O3      0.00   0.0  0
 8KY  Var_01    C2   C1   C11  C13    11.75  30.0  2
 8KY  Var_02    C9   C7   C5   C4    145.67  30.0  2
 8KY  Var_03    C10  N3   C11  C1    171.04  30.0  3
 8KY  Var_04    C24  C28  O1   C19  -179.39  30.0  1
 8KY  Var_05    H15  C9   C7   C5    178.99   0.0  2
 8KY  Var_06    H1   C13  C11  C1    -64.34  30.0  3
 8KY  Var_07    H5   C12  C11  C1    175.97  30.0  3
 8KY  Var_08    H12  C8   C7   C5     63.77  30.0  3
 8KY  Var_09    O3   C24  C28  O1     -1.23  30.0  1

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
 8KY  plan-1  C2   0.020
 8KY  plan-1  C1   0.020
 8KY  plan-1  C5   0.020
 8KY  plan-1  C4   0.020
 8KY  plan-1  C3   0.020
 8KY  plan-1  C6   0.020
 8KY  plan-1  C7   0.020
 8KY  plan-1  C11  0.020
 8KY  plan-1  H4   0.020
 8KY  plan-1  H9   0.020
 8KY  plan-1  H10  0.020
 8KY  plan-1  H11  0.020
 8KY  plan-2  O1   0.020
 8KY  plan-2  C18  0.020
 8KY  plan-2  C17  0.020
 8KY  plan-2  C19  0.020
 8KY  plan-2  C20  0.020
 8KY  plan-2  C21  0.020
 8KY  plan-2  C22  0.020
 8KY  plan-2  N4   0.020
 8KY  plan-2  CL   0.020
 8KY  plan-2  H8   0.020
 8KY  plan-2  H17  0.020
 8KY  plan-2  H18  0.020
 8KY  plan-3  O4   0.020
 8KY  plan-3  C17  0.020
 8KY  plan-3  C10  0.020
 8KY  plan-3  C11  0.020
 8KY  plan-3  N3   0.020
 8KY  plan-3  N4   0.020
 8KY  plan-3  H21  0.020
 8KY  plan-3  H22  0.020
 8KY  plan-4  O3   0.020
 8KY  plan-4  C24  0.020
 8KY  plan-4  C28  0.020
 8KY  plan-4  O25  0.020
 8KY  plan-4  H23  0.020
 8KY  plan-5  C5   0.020
 8KY  plan-5  C7   0.020
 8KY  plan-5  C8   0.020
 8KY  plan-5  C9   0.020
 8KY  plan-5  H15  0.020
 8KY  plan-5  H16  0.020

