# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 07:13:49 2020
#   Inital geometry file: a 155 line input string
#   Ligand name: (2R)-4-{4-[4-(benzyloxy)phenyl]-2-oxopyridin-1(2H)-yl}-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@](CCN1C=CC(=CC1=O)c2ccc(OCc3ccccc3)cc2)(C(=O)NO)[S](C)(=O)=O
#
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
 HAY  HAY  (2R)-4-{4-[4-(benzyloxy)phenyl]-2-oxopyridin-1(2H)-yl}-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide  ligand  59  33  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HAY
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
 HAY  C12  C  CR6   0   0.071   -2.2174   0.4162  -0.1759
 HAY  C14  C  CR16  0  -0.331   -4.3522   1.2602   0.5975
 HAY  C15  C  CR6   0   0.386   -4.9992   0.1206   0.1135
 HAY  O16  O  O2    0  -0.464   -6.3289   0.0670   0.2996
 HAY  C17  C  CH2   0  -0.271   -7.0498  -1.0432  -0.2241
 HAY  C18  C  CR6   0   0.099   -8.4999  -0.8165   0.0781
 HAY  C20  C  CR16  0  -0.241  -10.4736  -1.3006   1.3810
 HAY  C21  C  CR16  0  -0.262  -11.1877  -0.3525   0.6618
 HAY  C23  C  CR16  0  -0.285   -9.2242   0.1323  -0.6405
 HAY  C24  C  CR16  0  -0.367   -4.2477  -0.8723  -0.5125
 HAY  C25  C  CR16  0  -0.292   -2.8769  -0.7148  -0.6504
 HAY  C26  C  C     0   0.594    6.1076  -1.4781   0.5876
 HAY  C01  C  CH3   0  -0.723    6.1324  -0.0975  -1.5996
 HAY  C02  C  CT    0  -0.415    5.6415  -0.2174  -0.1571
 HAY  C03  C  CH2   0  -0.447    4.1098  -0.1746  -0.0643
 HAY  C04  C  CH2   0  -0.335    3.4251   1.0383  -0.6913
 HAY  C06  C  CR16  0   0.067    1.3251   1.4280   0.4601
 HAY  C07  C  CR16  0  -0.463   -0.0113   1.3018   0.6299
 HAY  C08  C  CR6   0   0.238   -0.7629   0.5763  -0.3359
 HAY  C09  C  CR16  0  -0.542   -0.0985   0.0378  -1.4029
 HAY  C10  C  CR6   0   0.585    1.3205   0.1515  -1.5784
 HAY  C13  C  CR16  0  -0.289   -2.9863   1.3975   0.4579
 HAY  C19  C  CR16  0  -0.300   -9.1339  -1.5278   1.0907
 HAY  C22  C  CR16  0  -0.242  -10.5602   0.3646  -0.3505
 HAY  N05  N  NR6   0  -0.513    1.9782   0.8914  -0.5997
 HAY  N28  N  NH1   0  -0.366    6.8202  -2.3441  -0.1385
 HAY  O11  O  O     0  -0.520    1.9516  -0.3438  -2.5103
 HAY  O27  O  O     0  -0.459    5.7995  -1.6672   1.7498
 HAY  S30  S  S     0   1.218    6.4382   1.1793   0.7461
 HAY  H1   H  HCR6  0   0.268   -4.9301   2.0382   1.0801
 HAY  H2   H  HCH2  0   0.245   -6.8878  -1.1194  -1.3044
 HAY  H3   H  HCH2  0   0.247   -6.7051  -1.9754   0.2343
 HAY  H4   H  HCR6  0   0.259  -10.9580  -1.8627   2.1688
 HAY  H5   H  HCR6  0   0.259  -12.2313  -0.1740   0.8861
 HAY  H6   H  HCR6  0   0.255   -8.7425   0.6883  -1.4364
 HAY  H7   H  HCR6  0   0.287   -4.7051  -1.7755  -0.8914
 HAY  H8   H  HCR6  0   0.262   -2.3159  -1.5115  -1.1222
 HAY  H9   H  HOH1  0   0.483    6.7333  -4.1639   0.3099
 HAY  H10  H  HCH3  0   0.283    5.7025  -0.8975  -2.2035
 HAY  H11  H  HCH3  0   0.291    5.8219   0.8414  -2.0503
 HAY  H12  H  HCH3  0   0.275    7.2187  -0.1433  -1.6822
 HAY  H13  H  HCH2  0   0.298    3.7509  -1.0729  -0.5732
 HAY  H14  H  HCH2  0   0.281    3.7975  -0.2699   0.9772
 HAY  H15  H  HCH2  0   0.272    3.6945   1.9662  -0.1909
 HAY  H16  H  HCH2  0   0.284    3.6901   1.1528  -1.7388
 HAY  H17  H  HCR6  0   0.308    1.9381   1.9643   1.1714
 HAY  H18  H  HCR6  0   0.274   -0.4718   1.7339   1.5052
 HAY  H19  H  HCR6  0   0.265   -0.6291  -0.4981  -2.1791
 HAY  H20  H  HCR6  0   0.261   -2.5193   2.2995   0.8319
 HAY  H21  H  HCR6  0   0.255   -8.5785  -2.2675   1.6552
 HAY  H22  H  HCR6  0   0.258  -11.1152   1.1024  -0.9151
 HAY  H23  H  HCH3  0   0.307    5.6815   0.5071   2.9085
 HAY  H24  H  HCH3  0   0.320    6.1033   2.2374   2.7809
 HAY  H25  H  HCH3  0   0.283    4.5551   1.6569   2.1351
 HAY  H26  H  HNH1  0   0.437    7.1443  -2.1706  -1.0776
 HAY  C31  C  CH3   0  -0.787    5.5984   1.4001   2.2994
 HAY  O32  O  OS    0  -0.667    7.8179   0.7708   1.0093
 HAY  O29  O  OH1   0  -0.533    7.3559  -3.4394   0.4598
 HAY  O33  O  OS    0  -0.663    6.2209   2.3952  -0.0397

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
 HAY  O29  N28  single    1.358  0.020  1.358
 HAY  N28  C26  single    1.336  0.020  1.336
 HAY  C26  O27  double    1.217  0.020  1.217
 HAY  C26  C02  single    1.537  0.020  1.537
 HAY  C04  N05  single    1.457  0.020  1.457
 HAY  C04  C03  single    1.527  0.020  1.527
 HAY  C01  C02  single    1.528  0.020  1.528
 HAY  C02  C03  single    1.535  0.020  1.535
 HAY  C02  S30  single    1.844  0.020  1.844
 HAY  N05  C06  single    1.356  0.020  1.356
 HAY  N05  C10  single    1.392  0.020  1.392
 HAY  C06  C07  double    1.353  0.020  1.353
 HAY  O32  S30  double    1.463  0.020  1.463
 HAY  O11  C10  double    1.230  0.020  1.230
 HAY  C10  C09  single    1.434  0.020  1.434
 HAY  S30  C31  single    1.780  0.020  1.780
 HAY  S30  O33  double    1.464  0.020  1.464
 HAY  C07  C08  single    1.423  0.020  1.423
 HAY  C09  C08  double    1.367  0.020  1.367
 HAY  C08  C12  single    1.472  0.020  1.472
 HAY  C13  C12  aromatic  1.399  0.020  1.399
 HAY  C13  C14  aromatic  1.380  0.020  1.380
 HAY  C12  C25  aromatic  1.393  0.020  1.393
 HAY  C14  C15  aromatic  1.397  0.020  1.397
 HAY  C25  C24  aromatic  1.387  0.020  1.387
 HAY  C15  C24  aromatic  1.394  0.020  1.394
 HAY  C15  O16  single    1.344  0.020  1.344
 HAY  C17  O16  single    1.423  0.020  1.423
 HAY  C17  C18  single    1.498  0.020  1.498
 HAY  C18  C23  aromatic  1.393  0.020  1.393
 HAY  C18  C19  aromatic  1.390  0.020  1.390
 HAY  C23  C22  aromatic  1.387  0.020  1.387
 HAY  C19  C20  aromatic  1.389  0.020  1.389
 HAY  C22  C21  aromatic  1.390  0.020  1.390
 HAY  C20  C21  aromatic  1.388  0.020  1.388
 HAY  C14  H1   single    0.930  0.020  1.080
 HAY  C17  H2   single    0.970  0.020  1.090
 HAY  C17  H3   single    0.970  0.020  1.090
 HAY  C20  H4   single    0.930  0.020  1.080
 HAY  C21  H5   single    0.930  0.020  1.080
 HAY  C23  H6   single    0.930  0.020  1.080
 HAY  C24  H7   single    0.930  0.020  1.080
 HAY  C25  H8   single    0.930  0.020  1.080
 HAY  O29  H9   single    0.850  0.020  0.980
 HAY  C01  H10  single    0.970  0.020  1.090
 HAY  C01  H11  single    0.970  0.020  1.090
 HAY  C01  H12  single    0.970  0.020  1.090
 HAY  C03  H13  single    0.970  0.020  1.090
 HAY  C03  H14  single    0.970  0.020  1.090
 HAY  C04  H15  single    0.970  0.020  1.090
 HAY  C04  H16  single    0.970  0.020  1.090
 HAY  C06  H17  single    0.930  0.020  1.080
 HAY  C07  H18  single    0.930  0.020  1.080
 HAY  C09  H19  single    0.930  0.020  1.080
 HAY  C13  H20  single    0.930  0.020  1.080
 HAY  C19  H21  single    0.930  0.020  1.080
 HAY  C22  H22  single    0.930  0.020  1.080
 HAY  C31  H23  single    0.970  0.020  1.090
 HAY  C31  H24  single    0.970  0.020  1.090
 HAY  C31  H25  single    0.970  0.020  1.090
 HAY  N28  H26  single    0.860  0.020  1.020

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
 HAY  C13  C12  C08  121.08  3.000
 HAY  C13  C12  C25  117.64  3.000
 HAY  C08  C12  C25  121.28  3.000
 HAY  H1   C14  C13  120.13  3.000
 HAY  H1   C14  C15  119.56  3.000
 HAY  C13  C14  C15  120.31  3.000
 HAY  C24  C15  O16  124.56  3.000
 HAY  O16  C15  C14  116.29  3.000
 HAY  C24  C15  C14  119.14  3.000
 HAY  C17  O16  C15  118.78  3.000
 HAY  H3   C17  H2   107.89  3.000
 HAY  H3   C17  C18  110.44  3.000
 HAY  H2   C17  C18  110.65  3.000
 HAY  H3   C17  O16  110.53  3.000
 HAY  H2   C17  O16  110.01  3.000
 HAY  C18  C17  O16  107.34  3.000
 HAY  C19  C18  C23  119.14  3.000
 HAY  C19  C18  C17  120.71  3.000
 HAY  C23  C18  C17  120.14  3.000
 HAY  H4   C20  C19  119.92  3.000
 HAY  H4   C20  C21  120.11  3.000
 HAY  C19  C20  C21  119.97  3.000
 HAY  H5   C21  C22  120.07  3.000
 HAY  H5   C21  C20  120.09  3.000
 HAY  C22  C21  C20  119.84  3.000
 HAY  H6   C23  C22  119.73  3.000
 HAY  H6   C23  C18  119.80  3.000
 HAY  C22  C23  C18  120.47  3.000
 HAY  H7   C24  C25  118.57  3.000
 HAY  H7   C24  C15  121.64  3.000
 HAY  C25  C24  C15  119.79  3.000
 HAY  H8   C25  C24  118.16  3.000
 HAY  H8   C25  C12  120.05  3.000
 HAY  C24  C25  C12  121.77  3.000
 HAY  O27  C26  N28  123.59  3.000
 HAY  O27  C26  C02  120.89  3.000
 HAY  N28  C26  C02  115.48  3.000
 HAY  H12  C01  H11  106.83  3.000
 HAY  H12  C01  H10  108.66  3.000
 HAY  H11  C01  H10  106.94  3.000
 HAY  H12  C01  C02  112.84  3.000
 HAY  H11  C01  C02  111.56  3.000
 HAY  H10  C01  C02  109.78  3.000
 HAY  S30  C02  C03  112.35  3.000
 HAY  S30  C02  C01  105.31  3.000
 HAY  C03  C02  C01  112.05  3.000
 HAY  S30  C02  C26  104.65  3.000
 HAY  C03  C02  C26  107.23  3.000
 HAY  C01  C02  C26  115.11  3.000
 HAY  H14  C03  H13  106.17  3.000
 HAY  H14  C03  C04  109.44  3.000
 HAY  H13  C03  C04  108.32  3.000
 HAY  H14  C03  C02  109.92  3.000
 HAY  H13  C03  C02  106.05  3.000
 HAY  C04  C03  C02  116.40  3.000
 HAY  H16  C04  H15  107.04  3.000
 HAY  H16  C04  N05  108.26  3.000
 HAY  H15  C04  N05  107.63  3.000
 HAY  H16  C04  C03  111.72  3.000
 HAY  H15  C04  C03  112.18  3.000
 HAY  N05  C04  C03  109.83  3.000
 HAY  H17  C06  N05  115.94  3.000
 HAY  H17  C06  C07  121.58  3.000
 HAY  N05  C06  C07  122.48  3.000
 HAY  H18  C07  C08  121.96  3.000
 HAY  H18  C07  C06  119.07  3.000
 HAY  C08  C07  C06  118.96  3.000
 HAY  C09  C08  C07  118.29  3.000
 HAY  C09  C08  C12  121.47  3.000
 HAY  C07  C08  C12  120.24  3.000
 HAY  H19  C09  C10  115.88  3.000
 HAY  H19  C09  C08  121.09  3.000
 HAY  C10  C09  C08  123.02  3.000
 HAY  O11  C10  N05  120.29  3.000
 HAY  O11  C10  C09  124.65  3.000
 HAY  N05  C10  C09  115.06  3.000
 HAY  H20  C13  C14  118.36  3.000
 HAY  H20  C13  C12  120.27  3.000
 HAY  C14  C13  C12  121.35  3.000
 HAY  H21  C19  C20  119.80  3.000
 HAY  H21  C19  C18  119.66  3.000
 HAY  C20  C19  C18  120.54  3.000
 HAY  H22  C22  C23  119.95  3.000
 HAY  H22  C22  C21  120.01  3.000
 HAY  C23  C22  C21  120.04  3.000
 HAY  C10  N05  C06  122.17  3.000
 HAY  C10  N05  C04  118.59  3.000
 HAY  C06  N05  C04  119.18  3.000
 HAY  H26  N28  O29  114.98  3.000
 HAY  H26  N28  C26  124.47  3.000
 HAY  O29  N28  C26  119.58  3.000
 HAY  O33  S30  O32  117.94  3.000
 HAY  O33  S30  C31  107.18  3.000
 HAY  O32  S30  C31  108.83  3.000
 HAY  O33  S30  C02  107.58  3.000
 HAY  C31  S30  C02  108.52  3.000
 HAY  O32  S30  C02  106.51  3.000
 HAY  H25  C31  H24  109.26  3.000
 HAY  H25  C31  H23  110.67  3.000
 HAY  H24  C31  H23  110.43  3.000
 HAY  H25  C31  S30  110.51  3.000
 HAY  H24  C31  S30  105.21  3.000
 HAY  H23  C31  S30  110.61  3.000
 HAY  H9   O29  N28  106.38  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
 HAY  CONST_01  C15  C14  C13  C12     0.00   0.0  0
 HAY  CONST_02  C15  C24  C25  C12     0.00   0.0  0
 HAY  CONST_03  C25  C12  C13  C14     0.00   0.0  0
 HAY  CONST_04  C25  C24  C15  C14     0.00   0.0  0
 HAY  CONST_05  C21  C22  C23  C18     0.00   0.0  0
 HAY  CONST_06  C21  C20  C19  C18     0.00   0.0  0
 HAY  CONST_07  C23  C18  C19  C20     0.00   0.0  0
 HAY  CONST_08  C23  C22  C21  C20     0.00   0.0  0
 HAY  CONST_09  C13  C12  C25  C24     0.00   0.0  0
 HAY  CONST_10  C13  C14  C15  C24     0.00   0.0  0
 HAY  CONST_11  C22  C23  C18  C19     0.00   0.0  0
 HAY  CONST_12  C22  C21  C20  C19     0.00   0.0  0
 HAY  CONST_13  C08  C12  C13  C14   180.00   0.0  0
 HAY  CONST_14  C08  C12  C25  C24   180.00   0.0  0
 HAY  CONST_15  C09  C10  N05  C06     0.00   0.0  0
 HAY  CONST_16  C13  C14  C15  O16   180.00   0.0  0
 HAY  CONST_17  C25  C24  C15  O16   180.00   0.0  0
 HAY  CONST_18  C22  C23  C18  C17   180.00   0.0  0
 HAY  CONST_19  C20  C19  C18  C17   180.00   0.0  0
 HAY  CONST_20  C09  C10  N05  C04   180.00   0.0  0
 HAY  CONST_21  O11  C10  N05  C06   180.00   0.0  0
 HAY  CONST_22  H1   C14  C13  C12   180.00   0.0  0
 HAY  CONST_23  H7   C24  C25  C12   180.00   0.0  0
 HAY  CONST_24  H20  C13  C14  C15   180.00   0.0  0
 HAY  CONST_25  H8   C25  C24  C15   180.00   0.0  0
 HAY  CONST_26  H22  C22  C23  C18   180.00   0.0  0
 HAY  CONST_27  H4   C20  C19  C18   180.00   0.0  0
 HAY  CONST_28  H6   C23  C22  C21   180.00   0.0  0
 HAY  CONST_29  H21  C19  C20  C21   180.00   0.0  0
 HAY  CONST_30  H5   C21  C22  C23   180.00   0.0  0
 HAY  CONST_31  O11  C10  N05  C04     0.00   0.0  0
 HAY  CONST_32  O27  C26  N28  O29     0.00   0.0  0
 HAY  CONST_33  C02  C26  N28  O29   180.00   0.0  0
 HAY  CONST_34  H26  N28  C26  C02     0.00   0.0  0
 HAY  Var_01    C07  C08  C12  C25  -149.20  30.0  2
 HAY  Var_02    C18  C17  O16  C15  -177.75  30.0  1
 HAY  Var_03    C23  C18  C17  O16    73.99  30.0  2
 HAY  Var_04    C24  C15  O16  C17    -3.01  30.0  2
 HAY  Var_05    C06  N05  C04  C03    93.07  30.0  3
 HAY  Var_06    N05  C04  C03  C02   176.32  30.0  2
 HAY  Var_07    H23  C31  S30  C02    61.22  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
 HAY  chir_01  C02  C01  C03  S30  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
 HAY  plan-1  C17  0.020
 HAY  plan-1  C18  0.020
 HAY  plan-1  C20  0.020
 HAY  plan-1  C21  0.020
 HAY  plan-1  C23  0.020
 HAY  plan-1  C19  0.020
 HAY  plan-1  C22  0.020
 HAY  plan-1  H4   0.020
 HAY  plan-1  H5   0.020
 HAY  plan-1  H6   0.020
 HAY  plan-1  H21  0.020
 HAY  plan-1  H22  0.020
 HAY  plan-2  C12  0.020
 HAY  plan-2  C14  0.020
 HAY  plan-2  C15  0.020
 HAY  plan-2  O16  0.020
 HAY  plan-2  C24  0.020
 HAY  plan-2  C25  0.020
 HAY  plan-2  C08  0.020
 HAY  plan-2  C13  0.020
 HAY  plan-2  H1   0.020
 HAY  plan-2  H7   0.020
 HAY  plan-2  H8   0.020
 HAY  plan-2  H20  0.020
 HAY  plan-3  C12  0.020
 HAY  plan-3  C04  0.020
 HAY  plan-3  C06  0.020
 HAY  plan-3  C07  0.020
 HAY  plan-3  C08  0.020
 HAY  plan-3  C09  0.020
 HAY  plan-3  C10  0.020
 HAY  plan-3  N05  0.020
 HAY  plan-3  O11  0.020
 HAY  plan-3  H17  0.020
 HAY  plan-3  H18  0.020
 HAY  plan-3  H19  0.020
 HAY  plan-4  C26  0.020
 HAY  plan-4  C02  0.020
 HAY  plan-4  N28  0.020
 HAY  plan-4  O27  0.020
 HAY  plan-4  H26  0.020
 HAY  plan-4  O29  0.020

