# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 01:50:45 2021
#   Inital geometry file: a 135 line input string
#   Ligand name: 1-{4-[4-(2-ethoxyphenyl)piperazin-1-yl]-1,3,5-triazin-2-yl}piperidine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1ccccc1N2CCN(CC2)c3ncnc(n3)N4CCC(CC4)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
 QHY  QHY  '1-{4-[4-(2-ethoxyphenyl)piperazin-1-yl]-1,3,5-triazin-2-yl}piperidine-4-carboxylic acid'  ligand  58  30  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_QHY
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
 QHY  C4   C  CR16  0  -0.261  82.2374  11.9677  25.5100
 QHY  C5   C  CR16  0  -0.276  82.6681  10.8571  24.8105
 QHY  C6   C  CR16  0  -0.328  83.7623  10.9648  23.9563
 QHY  N1   N  NT    0  -0.496  87.5441  12.3162  20.9549
 QHY  C7   C  CR6   0   0.233  84.4507  12.1626  23.8023
 QHY  C8   C  CH2   0  -0.309  86.3172  11.0877  22.6683
 QHY  N2   N  N     0  -0.500  88.9542  10.9986  19.6948
 QHY  C9   C  CH2   0  -0.301  87.6824  11.4477  22.1066
 QHY  C10  C  CH2   0  -0.314  86.7438  13.4990  21.2020
 QHY  C11  C  CH2   0  -0.299  85.3974  13.1101  21.7835
 QHY  C12  C  CR6   0   0.653  88.2007  12.1102  19.8000
 QHY  N3   N  N     0  -0.499  89.5107  11.6929  17.5052
 QHY  C13  C  CR16  0   0.082  89.5625  10.8716  18.5334
 QHY  C14  C  CR6   0   0.653  88.7320  12.7744  17.7040
 QHY  C15  C  CH2   0  -0.319  87.7902  14.8455  16.7866
 QHY  N4   N  N     0  -0.533  88.0672  13.0135  18.8324
 QHY  N    N  NT    0  -0.501  85.5812  12.2962  22.9782
 QHY  C    C  CH3   0  -0.678  85.2795  16.7006  24.6604
 QHY  C1   C  CH2   0  -0.187  84.3257  15.5960  25.0488
 QHY  C16  C  CH2   0  -0.428  86.7267  14.8305  15.6963
 QHY  C17  C  CH1   0  -0.400  87.3795  14.6719  14.3154
 QHY  C18  C  CH2   0  -0.420  88.2744  13.4385  14.2949
 QHY  C19  C  CH2   0  -0.316  89.2929  13.4987  15.4255
 QHY  C2   C  CR6   0   0.357  84.0149  13.2850  24.5431
 QHY  C20  C  C     0   0.568  86.3394  14.6366  13.2244
 QHY  C3   C  CR16  0  -0.388  82.9072  13.1813  25.3752
 QHY  N5   N  NT    0  -0.484  88.6322  13.6685  16.7056
 QHY  O1   O  OH1   0  -0.595  85.6792  15.7863  13.1302
 QHY  O2   O  O     0  -0.438  86.1102  13.6897  12.5134
 QHY  H1   H  HCR6  0   0.253  81.3834  11.9056  26.1717
 QHY  H2   H  HCR6  0   0.249  82.1569   9.9088  24.9117
 QHY  H3   H  HCR6  0   0.263  84.0774  10.0919  23.3990
 QHY  H4   H  HCH2  0   0.212  85.7913  10.4468  21.9429
 QHY  H5   H  HCH2  0   0.257  86.4620  10.5053  23.5796
 QHY  H6   H  HCH2  0   0.274  88.2159  10.5465  21.8209
 QHY  H7   H  HCH2  0   0.236  88.2675  11.9603  22.8783
 QHY  H8   H  HCH2  0   0.236  87.2680  14.1528  21.9083
 QHY  H9   H  HCH2  0   0.278  86.6054  14.0450  20.2738
 QHY  H10  H  HCH2  0   0.262  84.8517  14.0186  22.0277
 QHY  H11  H  HCH2  0   0.216  84.8153  12.5649  21.0246
 QHY  H12  H  HCR6  0   0.254  90.1792   9.9857  18.4092
 QHY  H13  H  HCH2  0   0.240  88.4198  15.7347  16.6697
 QHY  H14  H  HCH2  0   0.284  87.3293  14.8945  17.7682
 QHY  H15  H  HCH3  0   0.236  84.9807  17.6261  25.1517
 QHY  H16  H  HCH3  0   0.234  86.3003  16.4721  24.9668
 QHY  H17  H  HCH3  0   0.234  85.2704  16.8731  23.5841
 QHY  H18  H  HCH2  0   0.222  83.3016  15.8537  24.7583
 QHY  H19  H  HCH2  0   0.221  84.3327  15.4501  26.1345
 QHY  H20  H  HCH2  0   0.257  86.1552  15.7579  15.7529
 QHY  H21  H  HCH2  0   0.241  86.0312  14.0053  15.8754
 QHY  H22  H  HCH1  0   0.275  88.0000  15.5606  14.1421
 QHY  H23  H  HCH2  0   0.235  87.6716  12.5329  14.4001
 QHY  H24  H  HCH2  0   0.250  88.8077  13.3653  13.3452
 QHY  H25  H  HCH2  0   0.277  89.8952  12.5963  15.4474
 QHY  H26  H  HCH2  0   0.238  89.9717  14.3449  15.2697
 QHY  H27  H  HCR6  0   0.276  82.5630  14.0324  25.9471
 QHY  H28  H  HOH1  0   0.480  85.0070  15.7262  12.4351
 QHY  O    O  O2    0  -0.464  84.7386  14.4093  24.3892

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
 QHY  O2   C20  double    1.206  0.020  1.206
 QHY  O1   C20  single    1.329  0.020  1.329
 QHY  C20  C17  single    1.508  0.020  1.508
 QHY  C18  C17  single    1.524  0.020  1.524
 QHY  C18  C19  single    1.523  0.020  1.523
 QHY  C17  C16  single    1.536  0.020  1.536
 QHY  C19  N5   single    1.451  0.020  1.451
 QHY  C16  C15  single    1.523  0.020  1.523
 QHY  N5   C15  single    1.449  0.020  1.449
 QHY  N5   C14  single    1.344  0.020  1.344
 QHY  N3   C14  aromatic  1.347  0.020  1.347
 QHY  N3   C13  aromatic  1.317  0.020  1.317
 QHY  C14  N4   aromatic  1.331  0.020  1.331
 QHY  C13  N2   aromatic  1.317  0.020  1.317
 QHY  N4   C12  aromatic  1.330  0.020  1.330
 QHY  N2   C12  aromatic  1.347  0.020  1.347
 QHY  C12  N1   single    1.344  0.020  1.344
 QHY  N1   C10  single    1.449  0.020  1.449
 QHY  N1   C9   single    1.449  0.020  1.449
 QHY  C10  C11  single    1.517  0.020  1.517
 QHY  C11  N    single    1.457  0.020  1.457
 QHY  C9   C8   single    1.520  0.020  1.520
 QHY  C8   N    single    1.448  0.020  1.448
 QHY  N    C7   single    1.405  0.020  1.405
 QHY  C6   C7   aromatic  1.390  0.020  1.390
 QHY  C6   C5   aromatic  1.392  0.020  1.392
 QHY  C7   C2   aromatic  1.414  0.020  1.414
 QHY  C5   C4   aromatic  1.381  0.020  1.381
 QHY  O    C2   single    1.346  0.020  1.346
 QHY  O    C1   single    1.419  0.020  1.419
 QHY  C2   C3   aromatic  1.389  0.020  1.389
 QHY  C    C1   single    1.510  0.020  1.510
 QHY  C4   C3   aromatic  1.393  0.020  1.393
 QHY  C4   H1   single    0.930  0.020  1.080
 QHY  C5   H2   single    0.930  0.020  1.080
 QHY  C6   H3   single    0.930  0.020  1.080
 QHY  C8   H4   single    0.970  0.020  1.090
 QHY  C8   H5   single    0.970  0.020  1.090
 QHY  C9   H6   single    0.970  0.020  1.090
 QHY  C9   H7   single    0.970  0.020  1.090
 QHY  C10  H8   single    0.970  0.020  1.090
 QHY  C10  H9   single    0.970  0.020  1.090
 QHY  C11  H10  single    0.970  0.020  1.090
 QHY  C11  H11  single    0.970  0.020  1.090
 QHY  C13  H12  single    0.930  0.020  1.080
 QHY  C15  H13  single    0.970  0.020  1.090
 QHY  C15  H14  single    0.970  0.020  1.090
 QHY  C    H15  single    0.970  0.020  1.090
 QHY  C    H16  single    0.970  0.020  1.090
 QHY  C    H17  single    0.970  0.020  1.090
 QHY  C1   H18  single    0.970  0.020  1.090
 QHY  C1   H19  single    0.970  0.020  1.090
 QHY  C16  H20  single    0.970  0.020  1.090
 QHY  C16  H21  single    0.970  0.020  1.090
 QHY  C17  H22  single    0.970  0.020  1.090
 QHY  C18  H23  single    0.970  0.020  1.090
 QHY  C18  H24  single    0.970  0.020  1.090
 QHY  C19  H25  single    0.970  0.020  1.090
 QHY  C19  H26  single    0.970  0.020  1.090
 QHY  C3   H27  single    0.930  0.020  1.080
 QHY  O1   H28  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
 QHY  H1   C4   C3   119.26  3.000
 QHY  H1   C4   C5   120.63  3.000
 QHY  C3   C4   C5   120.11  3.000
 QHY  H2   C5   C6   119.77  3.000
 QHY  H2   C5   C4   120.65  3.000
 QHY  C6   C5   C4   119.57  3.000
 QHY  H3   C6   C7   119.58  3.000
 QHY  H3   C6   C5   118.83  3.000
 QHY  C7   C6   C5   121.59  3.000
 QHY  C12  N1   C10  122.77  3.000
 QHY  C10  N1   C9   113.98  3.000
 QHY  C12  N1   C9   122.98  3.000
 QHY  C2   C7   N    118.67  3.000
 QHY  C2   C7   C6   118.26  3.000
 QHY  N    C7   C6   123.04  3.000
 QHY  H5   C8   H4   107.62  3.000
 QHY  H5   C8   N    109.52  3.000
 QHY  H4   C8   N    112.57  3.000
 QHY  H5   C8   C9   108.42  3.000
 QHY  H4   C8   C9   108.86  3.000
 QHY  N    C8   C9   109.75  3.000
 QHY  C13  N2   C12  114.01  3.000
 QHY  H7   C9   H6   108.14  3.000
 QHY  H7   C9   C8   109.28  3.000
 QHY  H6   C9   C8   110.01  3.000
 QHY  H7   C9   N1   109.29  3.000
 QHY  H6   C9   N1   109.60  3.000
 QHY  C8   C9   N1   110.49  3.000
 QHY  H9   C10  H8   108.18  3.000
 QHY  H9   C10  C11  110.09  3.000
 QHY  H8   C10  C11  109.29  3.000
 QHY  H9   C10  N1   109.57  3.000
 QHY  H8   C10  N1   109.43  3.000
 QHY  C11  C10  N1   110.25  3.000
 QHY  H11  C11  H10  107.64  3.000
 QHY  H11  C11  N    110.81  3.000
 QHY  H10  C11  N    110.23  3.000
 QHY  H11  C11  C10  109.39  3.000
 QHY  H10  C11  C10  108.49  3.000
 QHY  N    C11  C10  110.21  3.000
 QHY  N4   C12  N2   124.02  3.000
 QHY  N2   C12  N1   117.83  3.000
 QHY  N4   C12  N1   118.15  3.000
 QHY  C14  N3   C13  114.08  3.000
 QHY  H12  C13  N3   116.20  3.000
 QHY  H12  C13  N2   116.20  3.000
 QHY  N3   C13  N2   127.59  3.000
 QHY  N5   C14  N4   118.23  3.000
 QHY  N4   C14  N3   123.90  3.000
 QHY  N5   C14  N3   117.86  3.000
 QHY  H14  C15  H13  107.68  3.000
 QHY  H14  C15  N5   109.50  3.000
 QHY  H13  C15  N5   108.62  3.000
 QHY  H14  C15  C16  110.57  3.000
 QHY  H13  C15  C16  109.44  3.000
 QHY  N5   C15  C16  110.96  3.000
 QHY  C14  N4   C12  116.39  3.000
 QHY  C11  N    C8   110.77  3.000
 QHY  C8   N    C7   117.05  3.000
 QHY  C11  N    C7   115.62  3.000
 QHY  H17  C    H16  108.58  3.000
 QHY  H17  C    H15  107.97  3.000
 QHY  H16  C    H15  107.95  3.000
 QHY  H17  C    C1   111.37  3.000
 QHY  H16  C    C1   111.46  3.000
 QHY  H15  C    C1   109.40  3.000
 QHY  H19  C1   H18  107.46  3.000
 QHY  H19  C1   O    110.33  3.000
 QHY  H18  C1   O    110.21  3.000
 QHY  H19  C1   C    110.38  3.000
 QHY  H18  C1   C    110.50  3.000
 QHY  O    C1   C    107.96  3.000
 QHY  H21  C16  H20  107.44  3.000
 QHY  H21  C16  C17  109.85  3.000
 QHY  H20  C16  C17  110.92  3.000
 QHY  H21  C16  C15  109.52  3.000
 QHY  H20  C16  C15  108.69  3.000
 QHY  C17  C16  C15  110.36  3.000
 QHY  H22  C17  C20  107.14  3.000
 QHY  H22  C17  C18  108.74  3.000
 QHY  C20  C17  C18  112.11  3.000
 QHY  H22  C17  C16  107.38  3.000
 QHY  C18  C17  C16  110.20  3.000
 QHY  C20  C17  C16  111.09  3.000
 QHY  H24  C18  H23  107.32  3.000
 QHY  H24  C18  C19  108.77  3.000
 QHY  H23  C18  C19  109.28  3.000
 QHY  H24  C18  C17  110.66  3.000
 QHY  H23  C18  C17  110.21  3.000
 QHY  C19  C18  C17  110.53  3.000
 QHY  H26  C19  H25  107.52  3.000
 QHY  H26  C19  N5   108.50  3.000
 QHY  H25  C19  N5   109.41  3.000
 QHY  H26  C19  C18  109.83  3.000
 QHY  H25  C19  C18  110.69  3.000
 QHY  N5   C19  C18  110.80  3.000
 QHY  C3   C2   O    124.02  3.000
 QHY  C3   C2   C7   120.03  3.000
 QHY  O    C2   C7   115.95  3.000
 QHY  O2   C20  O1   122.89  3.000
 QHY  O1   C20  C17  111.94  3.000
 QHY  O2   C20  C17  125.17  3.000
 QHY  H27  C3   C2   120.78  3.000
 QHY  H27  C3   C4   118.78  3.000
 QHY  C2   C3   C4   120.43  3.000
 QHY  C19  N5   C15  114.14  3.000
 QHY  C15  N5   C14  122.81  3.000
 QHY  C19  N5   C14  122.95  3.000
 QHY  H28  O1   C20  109.99  3.000
 QHY  C2   O    C1   119.27  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
 QHY  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 QHY  CONST_02  C7   C2   C3   C4      0.00   0.0  0
 QHY  CONST_03  C2   C7   C6   C5      0.00   0.0  0
 QHY  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 QHY  CONST_05  C3   C2   C7   C6      0.00   0.0  0
 QHY  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 QHY  CONST_07  C14  N3   C13  N2      0.00   0.0  0
 QHY  CONST_08  C14  N4   C12  N2      0.00   0.0  0
 QHY  CONST_09  N3   C14  N4   C12     0.00   0.0  0
 QHY  CONST_10  N3   C13  N2   C12     0.00   0.0  0
 QHY  CONST_11  N4   C14  N3   C13     0.00   0.0  0
 QHY  CONST_12  N4   C12  N2   C13     0.00   0.0  0
 QHY  CONST_13  N    C7   C6   C5    180.00   0.0  0
 QHY  CONST_14  C14  N4   C12  N1    180.00   0.0  0
 QHY  CONST_15  C13  N2   C12  N1    180.00   0.0  0
 QHY  CONST_16  N5   C14  N4   C12   180.00   0.0  0
 QHY  CONST_17  N5   C14  N3   C13   180.00   0.0  0
 QHY  CONST_18  C3   C2   C7   N     180.00   0.0  0
 QHY  CONST_19  O    C2   C3   C4    180.00   0.0  0
 QHY  CONST_20  O    C2   C7   C6    180.00   0.0  0
 QHY  CONST_21  O    C2   C7   N       0.00   0.0  0
 QHY  CONST_22  H3   C6   C5   C4    180.00   0.0  0
 QHY  CONST_23  H27  C3   C4   C5    180.00   0.0  0
 QHY  CONST_24  H1   C4   C5   C6    180.00   0.0  0
 QHY  CONST_25  H2   C5   C6   C7    180.00   0.0  0
 QHY  CONST_26  H12  C13  N2   C12   180.00   0.0  0
 QHY  CONST_27  H28  O1   C20  C17   180.00   0.0  0
 QHY  Var_01    C11  N    C7   C6    111.24  30.0  3
 QHY  Var_02    N    C11  C10  N1     54.98  30.0  1
 QHY  Var_03    N    C8   C9   N1    -55.70  30.0  1
 QHY  Var_04    C10  C11  N    C7    164.04  30.0  1
 QHY  Var_05    C9   C8   N    C7   -164.66  30.0  1
 QHY  Var_06    C12  N1   C9   C8   -132.36  30.0  1
 QHY  Var_07    C11  C10  N1   C9    -53.14  30.0  1
 QHY  Var_08    C19  N5   C14  N3      1.69  30.0  1
 QHY  Var_09    C18  C19  N5   C14   119.12  30.0  1
 QHY  Var_10    C16  C15  N5   C14  -119.23  30.0  1
 QHY  Var_11    N5   C19  C18  C17    55.28  30.0  1
 QHY  Var_12    N5   C15  C16  C17   -54.74  30.0  1
 QHY  Var_13    C3   C2   O    C1     -3.58  30.0  2
 QHY  Var_14    H18  C1   O    C2    -57.09  30.0  3
 QHY  Var_15    H15  C    C1   O     179.75  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
 QHY  chir_01  C17  C20  C18  C16  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
 QHY  plan-1  C4   0.020
 QHY  plan-1  C5   0.020
 QHY  plan-1  C6   0.020
 QHY  plan-1  C7   0.020
 QHY  plan-1  N    0.020
 QHY  plan-1  C2   0.020
 QHY  plan-1  C3   0.020
 QHY  plan-1  H1   0.020
 QHY  plan-1  H2   0.020
 QHY  plan-1  H3   0.020
 QHY  plan-1  H27  0.020
 QHY  plan-1  O    0.020
 QHY  plan-2  N1   0.020
 QHY  plan-2  N2   0.020
 QHY  plan-2  C12  0.020
 QHY  plan-2  N3   0.020
 QHY  plan-2  C13  0.020
 QHY  plan-2  C14  0.020
 QHY  plan-2  N4   0.020
 QHY  plan-2  N5   0.020
 QHY  plan-2  H12  0.020
 QHY  plan-3  C17  0.020
 QHY  plan-3  C20  0.020
 QHY  plan-3  O1   0.020
 QHY  plan-3  O2   0.020
 QHY  plan-3  H28  0.020

