# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 13:43:11 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: 1-hydroxy-6-[1-(3-methoxypropyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-4-phenylpyridin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCCn1ccc2cc(cnc12)C3=CC(=CC(=O)N3O)c4ccccc4
#
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
 HPJ  HPJ  1-hydroxy-6-[1-(3-methoxypropyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-4-phenylpyridin-2(1H)-one  ligand  49  28  .  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_HPJ
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
 HPJ  C4   C  CH2   0  -0.477  -5.2105   0.9375  -0.1908
 HPJ  C14  C  CR6   0  -0.069   0.0365  -1.1714   0.0696
 HPJ  C5   C  CH2   0  -0.311  -4.9787  -0.3624   0.5694
 HPJ  C11  C  CR56  0   0.503  -2.6411  -1.0819   0.0797
 HPJ  C7   C  CR15  0   0.009  -4.2312  -2.1738  -1.0044
 HPJ  C8   C  CR15  0  -0.456  -3.0628  -2.7052  -1.4641
 HPJ  C9   C  CR56  0   0.037  -2.0163  -2.0184  -0.7792
 HPJ  C10  C  CR16  0  -0.227  -0.6295  -2.0574  -0.7717
 HPJ  C13  C  CR16  0  -0.099  -0.7090  -0.2889   0.8716
 HPJ  C3   C  CH2   0  -0.125  -6.2333   1.8030   0.5189
 HPJ  C1   C  CH3   0  -0.398  -7.3880   3.8286   0.3606
 HPJ  O2   O  O2    0  -0.485  -6.4471   2.9709  -0.2322
 HPJ  N6   N  NR5   0  -0.510  -3.9867  -1.2016  -0.0674
 HPJ  N12  N  N     0  -0.428  -2.0282  -0.2333   0.8880
 HPJ  C15  C  CR6   0   0.388   1.5027  -1.0699   0.1150
 HPJ  C16  C  CR16  0  -0.505   2.1537   0.1279  -0.0236
 HPJ  N17  N  NR6   0  -0.272   2.2516  -2.1782   0.2949
 HPJ  O18  O  OH1   0  -0.529   1.6293  -3.3640   0.4978
 HPJ  C20  C  CR6   0   0.558   3.6379  -2.2260   0.3487
 HPJ  O21  O  O     0  -0.542   4.1560  -3.3331   0.5387
 HPJ  C22  C  CR16  0  -0.530   4.2791  -0.9700   0.1990
 HPJ  C23  C  CR6   0   0.243   3.5622   0.1879   0.0223
 HPJ  C24  C  CR6   0   0.082   4.2456   1.4872  -0.1288
 HPJ  C25  C  CR16  0  -0.304   5.4645   1.5788  -0.8022
 HPJ  C26  C  CR16  0  -0.239   6.1047   2.8011  -0.9390
 HPJ  C27  C  CR16  0  -0.259   5.5385   3.9502  -0.4024
 HPJ  C28  C  CR16  0  -0.239   4.3260   3.8696   0.2698
 HPJ  C29  C  CR16  0  -0.303   3.6826   2.6484   0.4024
 HPJ  H1   H  HCH2  0   0.243  -4.2665   1.4808  -0.2802
 HPJ  H2   H  HCH2  0   0.241  -5.5570   0.7100  -1.2023
 HPJ  H3   H  HCH2  0   0.262  -4.6461  -0.1587   1.5879
 HPJ  H4   H  HCH2  0   0.267  -5.9028  -0.9368   0.6411
 HPJ  H5   H  HCR5  0   0.294  -5.2472  -2.4213  -1.2698
 HPJ  H6   H  HCR5  0   0.258  -2.9657  -3.4916  -2.1944
 HPJ  H7   H  HCR6  0   0.270  -0.0905  -2.7378  -1.4181
 HPJ  H8   H  HCR6  0   0.264  -0.1897   0.3933   1.5362
 HPJ  H9   H  HCH2  0   0.198  -7.1740   1.2463   0.6460
 HPJ  H10  H  HCH2  0   0.199  -5.8767   2.0497   1.5301
 HPJ  H11  H  HCH3  0   0.233  -7.5125   4.6949  -0.2882
 HPJ  H12  H  HCH3  0   0.204  -8.3647   3.3450   0.4834
 HPJ  H13  H  HCH3  0   0.204  -7.0619   4.1794   1.3474
 HPJ  H14  H  HCR6  0   0.285   1.5652   1.0125  -0.2172
 HPJ  H15  H  HOH1  0   0.482   2.3894  -3.9738   0.6159
 HPJ  H16  H  HCR6  0   0.276   5.3587  -0.9624   0.2609
 HPJ  H17  H  HCR6  0   0.261   5.9066   0.6945  -1.2436
 HPJ  H18  H  HCR6  0   0.262   7.0439   2.8571  -1.4735
 HPJ  H19  H  HCR6  0   0.262   6.0379   4.9040  -0.5109
 HPJ  H20  H  HCR6  0   0.263   3.8799   4.7594   0.6942
 HPJ  H21  H  HCR6  0   0.259   2.7454   2.5986   0.9428

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
 HPJ  O21  C20  double    1.237  0.020  1.237
 HPJ  O18  N17  single    1.354  0.020  1.354
 HPJ  C20  N17  single    1.388  0.020  1.388
 HPJ  C20  C22  single    1.418  0.020  1.418
 HPJ  N17  C15  single    1.350  0.020  1.350
 HPJ  C1   O2   single    1.404  0.020  1.404
 HPJ  C22  C23  double    1.373  0.020  1.373
 HPJ  C3   O2   single    1.405  0.020  1.405
 HPJ  C3   C4   single    1.516  0.020  1.516
 HPJ  C15  C14  single    1.470  0.020  1.470
 HPJ  C15  C16  double    1.370  0.020  1.370
 HPJ  C23  C16  single    1.411  0.020  1.411
 HPJ  C23  C24  single    1.476  0.020  1.476
 HPJ  C13  C14  aromatic  1.406  0.020  1.406
 HPJ  C13  N12  aromatic  1.320  0.020  1.320
 HPJ  C4   C5   single    1.524  0.020  1.524
 HPJ  C14  C10  aromatic  1.392  0.020  1.392
 HPJ  N12  C11  aromatic  1.323  0.020  1.323
 HPJ  C10  C9   aromatic  1.387  0.020  1.387
 HPJ  C29  C24  aromatic  1.396  0.020  1.396
 HPJ  C29  C28  aromatic  1.387  0.020  1.387
 HPJ  C24  C25  aromatic  1.396  0.020  1.396
 HPJ  C11  C9   aromatic  1.416  0.020  1.416
 HPJ  C11  N6   aromatic  1.359  0.020  1.359
 HPJ  C9   C8   aromatic  1.427  0.020  1.427
 HPJ  C28  C27  aromatic  1.389  0.020  1.389
 HPJ  N6   C5   single    1.447  0.020  1.447
 HPJ  N6   C7   aromatic  1.372  0.020  1.372
 HPJ  C8   C7   aromatic  1.363  0.020  1.363
 HPJ  C25  C26  aromatic  1.387  0.020  1.387
 HPJ  C27  C26  aromatic  1.389  0.020  1.389
 HPJ  C4   H1   single    0.970  0.020  1.090
 HPJ  C4   H2   single    0.970  0.020  1.090
 HPJ  C5   H3   single    0.970  0.020  1.090
 HPJ  C5   H4   single    0.970  0.020  1.090
 HPJ  C7   H5   single    0.930  0.020  1.080
 HPJ  C8   H6   single    0.930  0.020  1.080
 HPJ  C10  H7   single    0.930  0.020  1.080
 HPJ  C13  H8   single    0.930  0.020  1.080
 HPJ  C3   H9   single    0.970  0.020  1.090
 HPJ  C3   H10  single    0.970  0.020  1.090
 HPJ  C1   H11  single    0.970  0.020  1.090
 HPJ  C1   H12  single    0.970  0.020  1.090
 HPJ  C1   H13  single    0.970  0.020  1.090
 HPJ  C16  H14  single    0.930  0.020  1.080
 HPJ  O18  H15  single    0.850  0.020  0.980
 HPJ  C22  H16  single    0.930  0.020  1.080
 HPJ  C25  H17  single    0.930  0.020  1.080
 HPJ  C26  H18  single    0.930  0.020  1.080
 HPJ  C27  H19  single    0.930  0.020  1.080
 HPJ  C28  H20  single    0.930  0.020  1.080
 HPJ  C29  H21  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
 HPJ  H2   C4   H1   107.56  3.000
 HPJ  H2   C4   C3   109.76  3.000
 HPJ  H1   C4   C3   109.71  3.000
 HPJ  H2   C4   C5   109.41  3.000
 HPJ  H1   C4   C5   109.48  3.000
 HPJ  C3   C4   C5   110.86  3.000
 HPJ  C15  C14  C13  117.88  3.000
 HPJ  C13  C14  C10  119.39  3.000
 HPJ  C15  C14  C10  122.67  3.000
 HPJ  H4   C5   H3   107.17  3.000
 HPJ  H4   C5   N6   107.72  3.000
 HPJ  H3   C5   N6   108.07  3.000
 HPJ  H4   C5   C4   110.69  3.000
 HPJ  H3   C5   C4   110.68  3.000
 HPJ  N6   C5   C4   112.31  3.000
 HPJ  N12  C11  N6   125.56  3.000
 HPJ  N6   C11  C9   108.24  3.000
 HPJ  N12  C11  C9   126.20  3.000
 HPJ  H5   C7   N6   119.89  3.000
 HPJ  H5   C7   C8   129.40  3.000
 HPJ  N6   C7   C8   110.71  3.000
 HPJ  H6   C8   C9   127.63  3.000
 HPJ  H6   C8   C7   126.16  3.000
 HPJ  C9   C8   C7   106.20  3.000
 HPJ  C10  C9   C8   136.23  3.000
 HPJ  C8   C9   C11  106.62  3.000
 HPJ  C10  C9   C11  117.15  3.000
 HPJ  H7   C10  C9   120.82  3.000
 HPJ  H7   C10  C14  121.54  3.000
 HPJ  C9   C10  C14  117.63  3.000
 HPJ  H8   C13  N12  116.37  3.000
 HPJ  H8   C13  C14  119.36  3.000
 HPJ  N12  C13  C14  124.27  3.000
 HPJ  H10  C3   H9   106.52  3.000
 HPJ  H10  C3   O2   110.75  3.000
 HPJ  H9   C3   O2   110.62  3.000
 HPJ  H10  C3   C4   109.85  3.000
 HPJ  H9   C3   C4   110.00  3.000
 HPJ  O2   C3   C4   109.08  3.000
 HPJ  H13  C1   H12  107.76  3.000
 HPJ  H13  C1   H11  108.39  3.000
 HPJ  H12  C1   H11  108.39  3.000
 HPJ  H13  C1   O2   112.08  3.000
 HPJ  H12  C1   O2   112.00  3.000
 HPJ  H11  C1   O2   108.11  3.000
 HPJ  C1   O2   C3   112.58  3.000
 HPJ  C7   N6   C11  108.22  3.000
 HPJ  C7   N6   C5   126.10  3.000
 HPJ  C11  N6   C5   125.46  3.000
 HPJ  C13  N12  C11  115.36  3.000
 HPJ  N17  C15  C16  117.88  3.000
 HPJ  C16  C15  C14  122.07  3.000
 HPJ  N17  C15  C14  120.05  3.000
 HPJ  H14  C16  C23  121.01  3.000
 HPJ  H14  C16  C15  118.38  3.000
 HPJ  C23  C16  C15  120.55  3.000
 HPJ  C20  N17  O18  115.02  3.000
 HPJ  C20  N17  C15  125.99  3.000
 HPJ  O18  N17  C15  118.94  3.000
 HPJ  H15  O18  N17  101.90  3.000
 HPJ  C22  C20  O21  128.28  3.000
 HPJ  C22  C20  N17  114.65  3.000
 HPJ  O21  C20  N17  117.07  3.000
 HPJ  H16  C22  C23  121.51  3.000
 HPJ  H16  C22  C20  116.85  3.000
 HPJ  C23  C22  C20  121.62  3.000
 HPJ  C24  C23  C22  120.91  3.000
 HPJ  C24  C23  C16  119.77  3.000
 HPJ  C22  C23  C16  119.32  3.000
 HPJ  C29  C24  C25  118.77  3.000
 HPJ  C25  C24  C23  120.78  3.000
 HPJ  C29  C24  C23  120.45  3.000
 HPJ  H17  C25  C26  119.42  3.000
 HPJ  H17  C25  C24  119.98  3.000
 HPJ  C26  C25  C24  120.58  3.000
 HPJ  H18  C26  C27  120.12  3.000
 HPJ  H18  C26  C25  119.68  3.000
 HPJ  C27  C26  C25  120.20  3.000
 HPJ  H19  C27  C28  120.17  3.000
 HPJ  H19  C27  C26  120.16  3.000
 HPJ  C28  C27  C26  119.67  3.000
 HPJ  H20  C28  C29  119.70  3.000
 HPJ  H20  C28  C27  120.14  3.000
 HPJ  C29  C28  C27  120.16  3.000
 HPJ  H21  C29  C28  119.32  3.000
 HPJ  H21  C29  C24  120.05  3.000
 HPJ  C28  C29  C24  120.61  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
 HPJ  CONST_01  C11  N12  C13  C14     0.00   0.0  0
 HPJ  CONST_02  C11  C9   C10  C14     0.00   0.0  0
 HPJ  CONST_03  C8   C9   C10  C14   180.00   0.0  0
 HPJ  CONST_04  C7   C8   C9   C11     0.00   0.0  0
 HPJ  CONST_05  C8   C7   N6   C11     0.00   0.0  0
 HPJ  CONST_06  N12  C11  N6   C7    180.00   0.0  0
 HPJ  CONST_07  C9   C11  N6   C7      0.00   0.0  0
 HPJ  CONST_08  C10  C9   C8   C7    180.00   0.0  0
 HPJ  CONST_09  N12  C11  C9   C8    180.00   0.0  0
 HPJ  CONST_10  N6   C11  C9   C8      0.00   0.0  0
 HPJ  CONST_11  C13  C14  C10  C9      0.00   0.0  0
 HPJ  CONST_12  C13  N12  C11  C9      0.00   0.0  0
 HPJ  CONST_13  N6   C7   C8   C9      0.00   0.0  0
 HPJ  CONST_14  N12  C13  C14  C10     0.00   0.0  0
 HPJ  CONST_15  N12  C11  C9   C10     0.00   0.0  0
 HPJ  CONST_16  N6   C11  C9   C10   180.00   0.0  0
 HPJ  CONST_17  N6   C11  N12  C13   180.00   0.0  0
 HPJ  CONST_18  C27  C28  C29  C24     0.00   0.0  0
 HPJ  CONST_19  C27  C26  C25  C24     0.00   0.0  0
 HPJ  CONST_20  C28  C29  C24  C25     0.00   0.0  0
 HPJ  CONST_21  C28  C27  C26  C25     0.00   0.0  0
 HPJ  CONST_22  C29  C24  C25  C26     0.00   0.0  0
 HPJ  CONST_23  C29  C28  C27  C26     0.00   0.0  0
 HPJ  CONST_24  C15  C14  C10  C9    180.00   0.0  0
 HPJ  CONST_25  C15  C14  C13  N12   180.00   0.0  0
 HPJ  CONST_26  C28  C29  C24  C23   180.00   0.0  0
 HPJ  CONST_27  C26  C25  C24  C23   180.00   0.0  0
 HPJ  CONST_28  C22  C20  N17  C15     0.00   0.0  0
 HPJ  CONST_29  N12  C11  N6   C5      0.00   0.0  0
 HPJ  CONST_30  C9   C11  N6   C5    180.00   0.0  0
 HPJ  CONST_31  C8   C7   N6   C5    180.00   0.0  0
 HPJ  CONST_32  O21  C20  N17  C15   180.00   0.0  0
 HPJ  CONST_33  C22  C20  N17  O18   180.00   0.0  0
 HPJ  CONST_34  H8   C13  N12  C11   180.00   0.0  0
 HPJ  CONST_35  H7   C10  C9   C11   180.00   0.0  0
 HPJ  CONST_36  H6   C8   C9   C11   180.00   0.0  0
 HPJ  CONST_37  H5   C7   N6   C11   180.00   0.0  0
 HPJ  CONST_38  H21  C29  C24  C23     0.00   0.0  0
 HPJ  CONST_39  H17  C25  C24  C23     0.00   0.0  0
 HPJ  CONST_40  H20  C28  C29  C24   180.00   0.0  0
 HPJ  CONST_41  H18  C26  C25  C24   180.00   0.0  0
 HPJ  CONST_42  H19  C27  C26  C25   180.00   0.0  0
 HPJ  CONST_43  O21  C20  N17  O18     0.00   0.0  0
 HPJ  Var_01    N17  C15  C14  C10   -52.15  30.0  3
 HPJ  Var_02    C29  C24  C23  C16    35.83  30.0  2
 HPJ  Var_03    C11  N6   C5   C4     83.09  30.0  2
 HPJ  Var_04    N6   C5   C4   C3   -178.84  30.0  3
 HPJ  Var_05    O2   C3   C4   C5   -178.29  30.0  1
 HPJ  Var_06    H11  C1   O2   C3   -178.83  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
 HPJ  plan-1  C14  0.020
 HPJ  plan-1  C15  0.020
 HPJ  plan-1  C16  0.020
 HPJ  plan-1  N17  0.020
 HPJ  plan-1  O18  0.020
 HPJ  plan-1  C20  0.020
 HPJ  plan-1  O21  0.020
 HPJ  plan-1  C22  0.020
 HPJ  plan-1  C23  0.020
 HPJ  plan-1  C24  0.020
 HPJ  plan-1  H14  0.020
 HPJ  plan-1  H16  0.020
 HPJ  plan-2  C23  0.020
 HPJ  plan-2  C24  0.020
 HPJ  plan-2  C25  0.020
 HPJ  plan-2  C26  0.020
 HPJ  plan-2  C27  0.020
 HPJ  plan-2  C28  0.020
 HPJ  plan-2  C29  0.020
 HPJ  plan-2  H17  0.020
 HPJ  plan-2  H18  0.020
 HPJ  plan-2  H19  0.020
 HPJ  plan-2  H20  0.020
 HPJ  plan-2  H21  0.020
 HPJ  plan-3  C14  0.020
 HPJ  plan-3  C5   0.020
 HPJ  plan-3  C11  0.020
 HPJ  plan-3  C7   0.020
 HPJ  plan-3  C8   0.020
 HPJ  plan-3  C9   0.020
 HPJ  plan-3  C10  0.020
 HPJ  plan-3  C13  0.020
 HPJ  plan-3  N6   0.020
 HPJ  plan-3  N12  0.020
 HPJ  plan-3  C15  0.020
 HPJ  plan-3  H5   0.020
 HPJ  plan-3  H6   0.020
 HPJ  plan-3  H7   0.020
 HPJ  plan-3  H8   0.020

