# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 04:58:36 2022
#   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  57  30  .  2022-03-23  2022-03-23
;
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  -0.258  82.1701  11.9577  25.3921
 QHY  C5   C  CR16   0  -0.274  82.6098  10.8625  24.6736
 QHY  C6   C  CR16   0  -0.322  83.7286  10.9838  23.8543
 QHY  N1   N  NT     0  -0.497  87.5687  12.3421  20.9565
 QHY  C7   C  CR6    0   0.230  84.4312  12.1784  23.7532
 QHY  C8   C  CH2    0  -0.307  86.3260  11.1156  22.6603
 QHY  N2   N  N      0  -0.499  88.9540  11.0016  19.6920
 QHY  C9   C  CH2    0  -0.301  87.6958  11.4735  22.1090
 QHY  C10  C  CH2    0  -0.313  86.7700  13.5264  21.1974
 QHY  C11  C  CH2    0  -0.299  85.4167  13.1376  21.7634
 QHY  C12  C  CR6    0   0.649  88.2296  12.1315  19.8034
 QHY  N3   N  N      0  -0.495  89.5322  11.6988  17.5083
 QHY  C13  C  CR16   0   0.080  89.5589  10.8683  18.5286
 QHY  C14  C  CR6    0   0.644  88.7902  12.8062  17.7165
 QHY  C15  C  CH2    0  -0.318  87.9080  14.9113  16.8181
 QHY  N4   N  N      0  -0.534  88.1255  13.0483  18.8465
 QHY  N    N  NT     0  -0.501  85.5846  12.3236  22.9605
 QHY  C    C  CH3    0  -0.679  85.3333  16.6564  24.8255
 QHY  C1   C  CH2    0  -0.186  84.3394  15.5620  25.1360
 QHY  C16  C  CH2    0  -0.411  86.7990  14.8705  15.7758
 QHY  C17  C  CH1    0  -0.400  87.3566  14.6671  14.3694
 QHY  C18  C  CH2    0  -0.410  88.2712  13.4445  14.3471
 QHY  C19  C  CH2    0  -0.312  89.3380  13.5208  15.4321
 QHY  C2   C  CR6    0   0.359  83.9847  13.2845  24.5112
 QHY  C20  C  C      0   0.431  86.2576  14.6344  13.2797
 QHY  C3   C  CR16   0  -0.386  82.8536  13.1681  25.3098
 QHY  N5   N  NT     0  -0.476  88.7336  13.7200  16.7371
 QHY  O1   O  OC    -1  -0.604  85.2214  15.2914  13.5080
 QHY  O2   O  O      0  -0.602  86.5050  13.9818  12.2456
 QHY  H1   H  HCR6   0   0.250  81.2971  11.8847  26.0276
 QHY  H2   H  HCR6   0   0.247  82.0869   9.9172  24.7336
 QHY  H3   H  HCR6   0   0.260  84.0543  10.1240  23.2832
 QHY  H4   H  HCH2   0   0.211  85.8085  10.4721  21.9315
 QHY  H5   H  HCH2   0   0.255  86.4601  10.5352  23.5746
 QHY  H6   H  HCH2   0   0.272  88.2286  10.5706  21.8273
 QHY  H7   H  HCH2   0   0.235  88.2776  11.9839  22.8847
 QHY  H8   H  HCH2   0   0.235  87.2871  14.1795  21.9094
 QHY  H9   H  HCH2   0   0.276  86.6413  14.0747  20.2693
 QHY  H10  H  HCH2   0   0.259  84.8661  14.0455  22.0000
 QHY  H11  H  HCH2   0   0.215  84.8430  12.5935  20.9972
 QHY  H12  H  HCR6   0   0.249  90.1488   9.9650  18.3964
 QHY  H13  H  HCH2   0   0.228  88.5507  15.7810  16.6394
 QHY  H14  H  HCH2   0   0.269  87.5033  15.0036  17.8212
 QHY  H15  H  HCH3   0   0.236  85.0613  17.5590  25.3718
 QHY  H16  H  HCH3   0   0.234  86.3430  16.3747  25.1237
 QHY  H17  H  HCH3   0   0.234  85.3399  16.8973  23.7624
 QHY  H18  H  HCH2   0   0.221  83.3277  15.8754  24.8562
 QHY  H19  H  HCH2   0   0.221  84.3310  15.3465  26.2101
 QHY  H20  H  HCH2   0   0.226  86.2311  15.7996  15.8309
 QHY  H21  H  HCH2   0   0.209  86.1055  14.0600  16.0253
 QHY  H22  H  HCH1   0   0.216  87.9858  15.5433  14.1441
 QHY  H23  H  HCH2   0   0.209  87.6816  12.5329  14.4914
 QHY  H24  H  HCH2   0   0.225  88.7643  13.3523  13.3789
 QHY  H25  H  HCH2   0   0.264  89.9468  12.6219  15.4493
 QHY  H26  H  HCH2   0   0.227  90.0057  14.3673  15.2339
 QHY  H27  H  HCR6   0   0.274  82.4999  14.0077  25.8927
 QHY  O    O  O2     0  -0.465  84.7197  14.4071  24.4049

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  deloc     1.248  0.020  1.248
 QHY  O1   C20  deloc     1.248  0.020  1.248
 QHY  C20  C17  single    1.548  0.020  1.548
 QHY  C18  C17  single    1.527  0.020  1.527
 QHY  C18  C19  single    1.524  0.020  1.524
 QHY  C17  C16  single    1.527  0.020  1.527
 QHY  C19  N5   single    1.452  0.020  1.452
 QHY  C16  C15  single    1.522  0.020  1.522
 QHY  N5   C15  single    1.452  0.020  1.452
 QHY  N5   C14  single    1.341  0.020  1.341
 QHY  N3   C14  aromatic  1.349  0.020  1.349
 QHY  N3   C13  aromatic  1.316  0.020  1.316
 QHY  C14  N4   aromatic  1.333  0.020  1.333
 QHY  C13  N2   aromatic  1.318  0.020  1.318
 QHY  N4   C12  aromatic  1.329  0.020  1.329
 QHY  N2   C12  aromatic  1.347  0.020  1.347
 QHY  C12  N1   single    1.346  0.020  1.346
 QHY  N1   C10  single    1.449  0.020  1.449
 QHY  N1   C9   single    1.449  0.020  1.449
 QHY  C10  C11  single    1.518  0.020  1.518
 QHY  C11  N    single    1.457  0.020  1.457
 QHY  C9   C8   single    1.519  0.020  1.519
 QHY  C8   N    single    1.449  0.020  1.449
 QHY  N    C7   single    1.407  0.020  1.407
 QHY  C6   C7   aromatic  1.390  0.020  1.390
 QHY  C6   C5   aromatic  1.392  0.020  1.392
 QHY  C7   C2   aromatic  1.413  0.020  1.413
 QHY  C5   C4   aromatic  1.382  0.020  1.382
 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    1.511  0.020  1.511
 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

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   119.30  3.000
 QHY  H1   C4   C5   120.57  3.000
 QHY  C3   C4   C5   120.13  3.000
 QHY  H2   C5   C6   119.81  3.000
 QHY  H2   C5   C4   120.66  3.000
 QHY  C6   C5   C4   119.53  3.000
 QHY  H3   C6   C7   119.50  3.000
 QHY  H3   C6   C5   118.90  3.000
 QHY  C7   C6   C5   121.60  3.000
 QHY  C12  N1   C10  122.76  3.000
 QHY  C10  N1   C9   113.97  3.000
 QHY  C12  N1   C9   123.01  3.000
 QHY  C2   C7   N    118.71  3.000
 QHY  C2   C7   C6   118.30  3.000
 QHY  N    C7   C6   122.96  3.000
 QHY  H5   C8   H4   107.54  3.000
 QHY  H5   C8   N    109.44  3.000
 QHY  H4   C8   N    112.57  3.000
 QHY  H5   C8   C9   108.57  3.000
 QHY  H4   C8   C9   108.73  3.000
 QHY  N    C8   C9   109.89  3.000
 QHY  C13  N2   C12  113.88  3.000
 QHY  H7   C9   H6   108.10  3.000
 QHY  H7   C9   C8   109.36  3.000
 QHY  H6   C9   C8   109.92  3.000
 QHY  H7   C9   N1   109.30  3.000
 QHY  H6   C9   N1   109.59  3.000
 QHY  C8   C9   N1   110.53  3.000
 QHY  H9   C10  H8   108.08  3.000
 QHY  H9   C10  C11  110.02  3.000
 QHY  H8   C10  C11  109.34  3.000
 QHY  H9   C10  N1   109.64  3.000
 QHY  H8   C10  N1   109.58  3.000
 QHY  C11  C10  N1   110.14  3.000
 QHY  H11  C11  H10  107.47  3.000
 QHY  H11  C11  N    110.83  3.000
 QHY  H10  C11  N    110.23  3.000
 QHY  H11  C11  C10  109.37  3.000
 QHY  H10  C11  C10  108.58  3.000
 QHY  N    C11  C10  110.29  3.000
 QHY  N4   C12  N2   124.13  3.000
 QHY  N2   C12  N1   117.80  3.000
 QHY  N4   C12  N1   118.07  3.000
 QHY  C14  N3   C13  114.18  3.000
 QHY  H12  C13  N3   116.18  3.000
 QHY  H12  C13  N2   116.14  3.000
 QHY  N3   C13  N2   127.68  3.000
 QHY  N5   C14  N4   118.32  3.000
 QHY  N4   C14  N3   123.65  3.000
 QHY  N5   C14  N3   118.03  3.000
 QHY  H14  C15  H13  107.57  3.000
 QHY  H14  C15  N5   109.47  3.000
 QHY  H13  C15  N5   107.98  3.000
 QHY  H14  C15  C16  111.30  3.000
 QHY  H13  C15  C16  109.68  3.000
 QHY  N5   C15  C16  110.74  3.000
 QHY  C14  N4   C12  116.48  3.000
 QHY  C11  N    C8   110.76  3.000
 QHY  C8   N    C7   116.76  3.000
 QHY  C11  N    C7   115.21  3.000
 QHY  H17  C    H16  108.56  3.000
 QHY  H17  C    H15  107.91  3.000
 QHY  H16  C    H15  107.95  3.000
 QHY  H17  C    C1   111.38  3.000
 QHY  H16  C    C1   111.47  3.000
 QHY  H15  C    C1   109.44  3.000
 QHY  H19  C1   H18  107.43  3.000
 QHY  H19  C1   O    110.32  3.000
 QHY  H18  C1   O    110.42  3.000
 QHY  H19  C1   C    110.43  3.000
 QHY  H18  C1   C    110.35  3.000
 QHY  O    C1   C    107.90  3.000
 QHY  H21  C16  H20  106.81  3.000
 QHY  H21  C16  C17  110.03  3.000
 QHY  H20  C16  C17  110.50  3.000
 QHY  H21  C16  C15  108.97  3.000
 QHY  H20  C16  C15  108.78  3.000
 QHY  C17  C16  C15  111.60  3.000
 QHY  H22  C17  C20  106.16  3.000
 QHY  H22  C17  C18  106.96  3.000
 QHY  C20  C17  C18  113.46  3.000
 QHY  H22  C17  C16  106.92  3.000
 QHY  C18  C17  C16  109.81  3.000
 QHY  C20  C17  C16  113.08  3.000
 QHY  H24  C18  H23  106.86  3.000
 QHY  H24  C18  C19  108.66  3.000
 QHY  H23  C18  C19  108.96  3.000
 QHY  H24  C18  C17  110.58  3.000
 QHY  H23  C18  C17  110.00  3.000
 QHY  C19  C18  C17  111.65  3.000
 QHY  H26  C19  H25  107.50  3.000
 QHY  H26  C19  N5   108.07  3.000
 QHY  H25  C19  N5   109.44  3.000
 QHY  H26  C19  C18  109.66  3.000
 QHY  H25  C19  C18  111.25  3.000
 QHY  N5   C19  C18  110.82  3.000
 QHY  C3   C2   O    124.05  3.000
 QHY  C3   C2   C7   119.99  3.000
 QHY  O    C2   C7   115.97  3.000
 QHY  O2   C20  O1   126.27  3.000
 QHY  O1   C20  C17  116.72  3.000
 QHY  O2   C20  C17  116.98  3.000
 QHY  H27  C3   C2   120.72  3.000
 QHY  H27  C3   C4   118.84  3.000
 QHY  C2   C3   C4   120.43  3.000
 QHY  C19  N5   C15  113.54  3.000
 QHY  C15  N5   C14  122.86  3.000
 QHY  C19  N5   C14  123.06  3.000
 QHY  C2   O    C1   119.46  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  Var_01    C11  N    C7   C6    109.22  30.0  3
 QHY  Var_02    N    C11  C10  N1     55.17  30.0  1
 QHY  Var_03    N    C8   C9   N1    -55.46  30.0  1
 QHY  Var_04    C10  C11  N    C7    165.04  30.0  1
 QHY  Var_05    C9   C8   N    C7   -165.97  30.0  1
 QHY  Var_06    C12  N1   C9   C8   -132.03  30.0  1
 QHY  Var_07    C11  C10  N1   C9    -53.37  30.0  1
 QHY  Var_08    C19  N5   C14  N3      5.30  30.0  1
 QHY  Var_09    C18  C19  N5   C14   114.25  30.0  1
 QHY  Var_10    C16  C15  N5   C14  -114.08  30.0  1
 QHY  Var_11    N5   C19  C18  C17    54.59  30.0  1
 QHY  Var_12    N5   C15  C16  C17   -54.99  30.0  1
 QHY  Var_13    C3   C2   O    C1     -0.28  30.0  2
 QHY  Var_14    H18  C1   O    C2    -59.26  30.0  3
 QHY  Var_15    H15  C    C1   O     179.73  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

