# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 11:00:58 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: N-[3-(1-hydroxy-6-oxo-4-phenyl-1,6-dihydropyridin-2-yl)phenyl]methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)Nc1cccc(c1)C2=CC(=CC(=O)N2O)c3ccccc3
#
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
 HPU  HPU  N-[3-(1-hydroxy-6-oxo-4-phenyl-1,6-dihydropyridin-2-yl)phenyl]methanesulfonamide  ligand  41  25  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HPU
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
 HPU  C14  C  CR16  0  -0.495   1.7202   0.1174  -0.4432
 HPU  C11  C  CR16  0  -0.278  -0.6378   0.4400  -2.3679
 HPU  C7   C  CR6   0   0.289  -3.0038   0.0464  -0.9704
 HPU  C8   C  CR16  0  -0.268  -1.8164  -0.4726  -0.4725
 HPU  C9   C  CR16  0  -0.283  -3.0128   0.7489  -2.1722
 HPU  C10  C  CR16  0  -0.241  -1.8319   0.9331  -2.8720
 HPU  C12  C  CR6   0   0.047  -0.6279  -0.2632  -1.1664
 HPU  C13  C  CR6   0   0.390   0.6636  -0.7321  -0.6282
 HPU  C1   C  CH3   0  -0.795  -4.5829   2.3804   0.7066
 HPU  S2   S  S     0   1.317  -4.5014   0.6622   1.1522
 HPU  O3   O  OS    0  -0.652  -3.3456   0.4683   2.0099
 HPU  O4   O  OS    0  -0.661  -5.8142   0.2286   1.5973
 HPU  N15  N  NR6   0  -0.270   0.8273  -2.0313  -0.3068
 HPU  O16  O  OH1   0  -0.528  -0.1910  -2.8943  -0.5337
 HPU  C18  C  CR6   0   0.559   1.9830  -2.6031   0.2065
 HPU  O19  O  O     0  -0.540   1.9565  -3.8176   0.4369
 HPU  C20  C  CR16  0  -0.528   3.0563  -1.6948   0.3959
 HPU  C21  C  CR6   0   0.243   2.9418  -0.3649   0.0731
 HPU  C22  C  CR6   0   0.082   4.0744   0.5610   0.2680
 HPU  C23  C  CR16  0  -0.303   5.3856   0.1357   0.0510
 HPU  C24  C  CR16  0  -0.239   6.4493   1.0045   0.2415
 HPU  C25  C  CR16  0  -0.259   6.2196   2.3103   0.6548
 HPU  C26  C  CR16  0  -0.238   4.9183   2.7434   0.8721
 HPU  C27  C  CR16  0  -0.305   3.8534   1.8768   0.6761
 HPU  H1   H  HCR6  0   0.285   1.5942   1.1581  -0.7019
 HPU  H2   H  HCR6  0   0.270   0.2841   0.5880  -2.9147
 HPU  H3   H  HCR6  0   0.274  -1.8253  -1.0329   0.4511
 HPU  H4   H  HCR6  0   0.279  -3.9434   1.1471  -2.5575
 HPU  H5   H  HCR6  0   0.272  -1.8404   1.4707  -3.8104
 HPU  H6   H  HCH3  0   0.293  -3.6293   2.6937   0.2877
 HPU  H7   H  HCH3  0   0.298  -5.3818   2.5254  -0.0171
 HPU  H8   H  HCH3  0   0.312  -4.7909   2.9486   1.6120
 HPU  H9   H  HNC1  0   0.423  -5.0410  -0.1905  -0.8518
 HPU  H10  H  HOH1  0   0.483   0.1874  -3.7440  -0.2202
 HPU  H11  H  HCR6  0   0.278   3.9661  -2.0969   0.8201
 HPU  H12  H  HCR6  0   0.261   5.5790  -0.8740  -0.2888
 HPU  H13  H  HCR6  0   0.263   7.4593   0.6611   0.0610
 HPU  H14  H  HCR6  0   0.262   7.0505   2.9870   0.8049
 HPU  H15  H  HCR6  0   0.263   4.7291   3.7576   1.1983
 HPU  H16  H  HCR6  0   0.262   2.8457   2.2242   0.8656
 HPU  N5   N  NC1   0  -0.821  -4.2136  -0.1699  -0.2637

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
 HPU  C25  C26  aromatic  1.389  0.020  1.389
 HPU  C25  C24  aromatic  1.389  0.020  1.389
 HPU  C26  C27  aromatic  1.387  0.020  1.387
 HPU  C24  C23  aromatic  1.387  0.020  1.387
 HPU  C27  C22  aromatic  1.395  0.020  1.395
 HPU  C23  C22  aromatic  1.395  0.020  1.395
 HPU  C22  C21  single    1.476  0.020  1.476
 HPU  C21  C14  single    1.411  0.020  1.411
 HPU  C21  C20  double    1.373  0.020  1.373
 HPU  C14  C13  double    1.368  0.020  1.368
 HPU  C20  C18  single    1.419  0.020  1.419
 HPU  C13  C12  single    1.476  0.020  1.476
 HPU  C13  N15  single    1.348  0.020  1.348
 HPU  C11  C12  aromatic  1.392  0.020  1.392
 HPU  C11  C10  aromatic  1.387  0.020  1.387
 HPU  C12  C8   aromatic  1.392  0.020  1.392
 HPU  C18  N15  single    1.388  0.020  1.388
 HPU  C18  O19  double    1.237  0.020  1.237
 HPU  C1   S2   single    1.777  0.020  1.777
 HPU  C10  C9   aromatic  1.385  0.020  1.385
 HPU  N15  O16  single    1.354  0.020  1.354
 HPU  C8   C7   aromatic  1.388  0.020  1.388
 HPU  C9   C7   aromatic  1.392  0.020  1.392
 HPU  C7   N5   single    1.418  0.020  1.418
 HPU  S2   O3   double    1.452  0.020  1.452
 HPU  S2   N5   single    1.667  0.020  1.667
 HPU  S2   O4   double    1.452  0.020  1.452
 HPU  C14  H1   single    0.930  0.020  1.080
 HPU  C11  H2   single    0.930  0.020  1.080
 HPU  C8   H3   single    0.930  0.020  1.080
 HPU  C9   H4   single    0.930  0.020  1.080
 HPU  C10  H5   single    0.930  0.020  1.080
 HPU  C1   H6   single    0.970  0.020  1.090
 HPU  C1   H7   single    0.970  0.020  1.090
 HPU  C1   H8   single    0.970  0.020  1.090
 HPU  N5   H9   single    0.890  0.020  1.040
 HPU  O16  H10  single    0.850  0.020  0.980
 HPU  C20  H11  single    0.930  0.020  1.080
 HPU  C23  H12  single    0.930  0.020  1.080
 HPU  C24  H13  single    0.930  0.020  1.080
 HPU  C25  H14  single    0.930  0.020  1.080
 HPU  C26  H15  single    0.930  0.020  1.080
 HPU  C27  H16  single    0.930  0.020  1.080

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
 HPU  H1   C14  C21  121.20  3.000
 HPU  H1   C14  C13  118.42  3.000
 HPU  C21  C14  C13  120.38  3.000
 HPU  H2   C11  C12  119.94  3.000
 HPU  H2   C11  C10  120.09  3.000
 HPU  C12  C11  C10  119.97  3.000
 HPU  N5   C7   C9   120.12  3.000
 HPU  N5   C7   C8   119.61  3.000
 HPU  C9   C7   C8   120.25  3.000
 HPU  H3   C8   C12  120.74  3.000
 HPU  H3   C8   C7   119.57  3.000
 HPU  C12  C8   C7   119.69  3.000
 HPU  H4   C9   C10  120.27  3.000
 HPU  H4   C9   C7   119.88  3.000
 HPU  C10  C9   C7   119.85  3.000
 HPU  H5   C10  C9   119.86  3.000
 HPU  H5   C10  C11  119.93  3.000
 HPU  C9   C10  C11  120.21  3.000
 HPU  C13  C12  C8   121.17  3.000
 HPU  C8   C12  C11  120.00  3.000
 HPU  C13  C12  C11  118.79  3.000
 HPU  N15  C13  C12  119.96  3.000
 HPU  N15  C13  C14  118.18  3.000
 HPU  C12  C13  C14  121.86  3.000
 HPU  H8   C1   H7   110.08  3.000
 HPU  H8   C1   H6   109.72  3.000
 HPU  H7   C1   H6   110.45  3.000
 HPU  H8   C1   S2   107.74  3.000
 HPU  H7   C1   S2   109.23  3.000
 HPU  H6   C1   S2   109.57  3.000
 HPU  N5   S2   O4   105.51  3.000
 HPU  O4   S2   O3   119.90  3.000
 HPU  N5   S2   O3   107.30  3.000
 HPU  O4   S2   C1   108.91  3.000
 HPU  N5   S2   C1   106.11  3.000
 HPU  O3   S2   C1   108.28  3.000
 HPU  C18  N15  O16  115.19  3.000
 HPU  O16  N15  C13  118.88  3.000
 HPU  C18  N15  C13  125.89  3.000
 HPU  H10  O16  N15  102.03  3.000
 HPU  C20  C18  O19  128.33  3.000
 HPU  O19  C18  N15  117.11  3.000
 HPU  C20  C18  N15  114.56  3.000
 HPU  H11  C20  C21  121.50  3.000
 HPU  H11  C20  C18  116.79  3.000
 HPU  C21  C20  C18  121.70  3.000
 HPU  C22  C21  C20  120.83  3.000
 HPU  C20  C21  C14  119.28  3.000
 HPU  C22  C21  C14  119.88  3.000
 HPU  C27  C22  C23  118.80  3.000
 HPU  C23  C22  C21  120.62  3.000
 HPU  C27  C22  C21  120.58  3.000
 HPU  H12  C23  C24  119.37  3.000
 HPU  H12  C23  C22  120.05  3.000
 HPU  C24  C23  C22  120.56  3.000
 HPU  H13  C24  C25  120.16  3.000
 HPU  H13  C24  C23  119.62  3.000
 HPU  C25  C24  C23  120.21  3.000
 HPU  H14  C25  C26  120.19  3.000
 HPU  H14  C25  C24  120.15  3.000
 HPU  C26  C25  C24  119.66  3.000
 HPU  H15  C26  C27  119.61  3.000
 HPU  H15  C26  C25  120.22  3.000
 HPU  C27  C26  C25  120.17  3.000
 HPU  H16  C27  C26  119.30  3.000
 HPU  H16  C27  C22  120.08  3.000
 HPU  C26  C27  C22  120.60  3.000
 HPU  H9   N5   S2   111.17  3.000
 HPU  H9   N5   C7   114.20  3.000
 HPU  S2   N5   C7   119.64  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
 HPU  CONST_01  C7   C8   C12  C11    0.00   0.0  0
 HPU  CONST_02  C7   C9   C10  C11    0.00   0.0  0
 HPU  CONST_03  C10  C11  C12  C8     0.00   0.0  0
 HPU  CONST_04  C10  C9   C7   C8     0.00   0.0  0
 HPU  CONST_05  C12  C11  C10  C9     0.00   0.0  0
 HPU  CONST_06  C12  C8   C7   C9     0.00   0.0  0
 HPU  CONST_07  C25  C26  C27  C22    0.00   0.0  0
 HPU  CONST_08  C25  C24  C23  C22    0.00   0.0  0
 HPU  CONST_09  C26  C25  C24  C23    0.00   0.0  0
 HPU  CONST_10  C26  C27  C22  C23    0.00   0.0  0
 HPU  CONST_11  C27  C26  C25  C24    0.00   0.0  0
 HPU  CONST_12  C27  C22  C23  C24    0.00   0.0  0
 HPU  CONST_13  C13  C12  C8   C7   180.00   0.0  0
 HPU  CONST_14  C13  C12  C11  C10  180.00   0.0  0
 HPU  CONST_15  C26  C27  C22  C21  180.00   0.0  0
 HPU  CONST_16  C24  C23  C22  C21  180.00   0.0  0
 HPU  CONST_17  C20  C18  N15  C13    0.00   0.0  0
 HPU  CONST_18  N5   C7   C9   C10  180.00   0.0  0
 HPU  CONST_19  N5   C7   C8   C12  180.00   0.0  0
 HPU  CONST_20  O19  C18  N15  C13  180.00   0.0  0
 HPU  CONST_21  C20  C18  N15  O16  180.00   0.0  0
 HPU  CONST_22  H3   C8   C12  C11  180.00   0.0  0
 HPU  CONST_23  H4   C9   C10  C11  180.00   0.0  0
 HPU  CONST_24  H5   C10  C9   C7   180.00   0.0  0
 HPU  CONST_25  H2   C11  C12  C8   180.00   0.0  0
 HPU  CONST_26  H16  C27  C22  C21    0.00   0.0  0
 HPU  CONST_27  H12  C23  C22  C21    0.00   0.0  0
 HPU  CONST_28  H15  C26  C27  C22  180.00   0.0  0
 HPU  CONST_29  H13  C24  C23  C22  180.00   0.0  0
 HPU  CONST_30  H14  C25  C24  C23  180.00   0.0  0
 HPU  CONST_33  O19  C18  N15  O16    0.00   0.0  0
 HPU  Var_01    C27  C22  C21  C14   35.75  30.0  2
 HPU  Var_02    C11  C12  C13  C14   53.23  30.0  2
 HPU  Var_03    C1   S2   N5   C7    63.65  30.0  1
 HPU  Var_04    H6   C1   S2   O3    53.12  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
 HPU  plan-1  C11  0.020
 HPU  plan-1  C7   0.020
 HPU  plan-1  C8   0.020
 HPU  plan-1  C9   0.020
 HPU  plan-1  C10  0.020
 HPU  plan-1  C12  0.020
 HPU  plan-1  C13  0.020
 HPU  plan-1  H2   0.020
 HPU  plan-1  H3   0.020
 HPU  plan-1  H4   0.020
 HPU  plan-1  H5   0.020
 HPU  plan-1  N5   0.020
 HPU  plan-2  C14  0.020
 HPU  plan-2  C12  0.020
 HPU  plan-2  C13  0.020
 HPU  plan-2  N15  0.020
 HPU  plan-2  O16  0.020
 HPU  plan-2  C18  0.020
 HPU  plan-2  O19  0.020
 HPU  plan-2  C20  0.020
 HPU  plan-2  C21  0.020
 HPU  plan-2  C22  0.020
 HPU  plan-2  H1   0.020
 HPU  plan-2  H11  0.020
 HPU  plan-3  C21  0.020
 HPU  plan-3  C22  0.020
 HPU  plan-3  C23  0.020
 HPU  plan-3  C24  0.020
 HPU  plan-3  C25  0.020
 HPU  plan-3  C26  0.020
 HPU  plan-3  C27  0.020
 HPU  plan-3  H12  0.020
 HPU  plan-3  H13  0.020
 HPU  plan-3  H14  0.020
 HPU  plan-3  H15  0.020
 HPU  plan-3  H16  0.020
 HPU  plan-4  C7   0.020
 HPU  plan-4  S2   0.020
 HPU  plan-4  H9   0.020
 HPU  plan-4  N5   0.020

