# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 06:13:29 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: 8-hydroxy-3-(piperazin-1-yl)quinoline-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(O)c2ncc(cc12)N3CCNCC3
#
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
 HQ2  HQ2  '8-hydroxy-3-(piperazin-1-yl)quinoline-5-carboxylic acid'  ligand  34  20  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_HQ2
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
 HQ2  NAA   N  N      0  -0.460   0.5776  -2.2513   0.1289
 HQ2  NAB   N  NT     0  -0.529  -2.4230  -0.1720   0.0720
 HQ2  NAC   N  NH1    0  -0.596  -5.1723   0.4055  -0.3170
 HQ2  CAD   C  CR16   0  -0.373   3.9270  -0.9426   0.0777
 HQ2  CAE   C  CR16   0  -0.291   3.6567   0.4339  -0.0140
 HQ2  CAF   C  CR6    0  -0.197   2.3915   0.9736  -0.0738
 HQ2  CAG   C  CR66   0   0.126   1.2856   0.0625  -0.0227
 HQ2  CAH   C  CR66   0   0.074   1.5505  -1.3246   0.0775
 HQ2  CAI   C  CR6    0   0.325   2.8807  -1.8249   0.1202
 HQ2  CAJ   C  CR16   0  -0.359  -0.0765   0.4258  -0.0354
 HQ2  CAK   C  CR6    0   0.337  -1.0835  -0.5217   0.0405
 HQ2  CAL   C  CR16   0  -0.150  -0.6727  -1.8840   0.1023
 HQ2  CAM   C  C      0   0.394   2.2682   2.4885  -0.2012
 HQ2  CAN   C  CH2    0  -0.295  -2.8530   0.9834  -0.7067
 HQ2  CAO   C  CH2    0  -0.302  -4.2069   1.4823  -0.2419
 HQ2  CAP   C  CH2    0  -0.300  -4.7675  -0.6665   0.5672
 HQ2  CAQ   C  CH2    0  -0.303  -3.4243  -1.2235   0.1301
 HQ2  OAR   O  OH1    0  -0.625   3.0699  -3.1463   0.2059
 HQ2  OAS   O  O      0  -0.588   1.1400   2.9709  -0.4344
 HQ2  OAT   O  OC    -1  -0.591   3.3215   3.1428  -0.0720
 HQ2  HNAC  H  HNH1   0   0.357  -6.0884   0.7429  -0.0528
 HQ2  HAD   H  HCR6   0   0.255   4.9495  -1.2967   0.1139
 HQ2  HAE   H  HCR6   0   0.250   4.4988   1.1117  -0.0415
 HQ2  HAJ   H  HCR6   0   0.285  -0.2971   1.4787  -0.0969
 HQ2  HAL   H  HCR6   0   0.272  -1.3980  -2.6870   0.1227
 HQ2  HAN   H  HCH2   0   0.255  -2.1379   1.7953  -0.6040
 HQ2  HANA  H  HCH2   0   0.219  -2.9057   0.7242  -1.7734
 HQ2  HAO   H  HCH2   0   0.241  -4.5182   2.3027  -0.8907
 HQ2  HAOA  H  HCH2   0   0.198  -4.1032   1.8894   0.7765
 HQ2  HAP   H  HCH2   0   0.197  -4.6849  -0.3405   1.6163
 HQ2  HAPA  H  HCH2   0   0.242  -5.5028  -1.4718   0.5322
 HQ2  HAQ   H  HCH2   0   0.218  -3.5312  -1.7291  -0.8408
 HQ2  HAQA  H  HCH2   0   0.251  -3.1311  -1.9750   0.8628
 HQ2  HOAR  H  HOH1   0   0.465   2.1873  -3.5549   0.2260

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
 HQ2  CAH  NAA   aromatic  1.345  0.020  1.345
 HQ2  NAA  CAL   aromatic  1.303  0.020  1.303
 HQ2  CAN  NAB   single    1.458  0.020  1.458
 HQ2  CAK  NAB   single    1.385  0.020  1.385
 HQ2  NAB  CAQ   single    1.453  0.020  1.453
 HQ2  CAO  NAC   single    1.448  0.020  1.448
 HQ2  NAC  CAP   single    1.447  0.020  1.447
 HQ2  NAC  HNAC  single    0.890  0.020  1.040
 HQ2  CAE  CAD   aromatic  1.406  0.020  1.406
 HQ2  CAD  CAI   aromatic  1.369  0.020  1.369
 HQ2  CAD  HAD   single    0.930  0.020  1.080
 HQ2  CAE  CAF   aromatic  1.377  0.020  1.377
 HQ2  CAE  HAE   single    0.930  0.020  1.080
 HQ2  CAM  CAF   single    1.525  0.020  1.525
 HQ2  CAF  CAG   aromatic  1.434  0.020  1.434
 HQ2  CAG  CAJ   aromatic  1.410  0.020  1.410
 HQ2  CAG  CAH   aromatic  1.416  0.020  1.416
 HQ2  CAI  CAH   aromatic  1.422  0.020  1.422
 HQ2  CAI  OAR   single    1.338  0.020  1.338
 HQ2  CAJ  CAK   aromatic  1.385  0.020  1.385
 HQ2  CAJ  HAJ   single    0.930  0.020  1.080
 HQ2  CAK  CAL   aromatic  1.424  0.020  1.424
 HQ2  CAL  HAL   single    0.930  0.020  1.080
 HQ2  OAS  CAM   deloc     1.249  0.020  1.249
 HQ2  CAM  OAT   deloc     1.247  0.020  1.247
 HQ2  CAN  CAO   single    1.516  0.020  1.516
 HQ2  CAN  HAN   single    0.970  0.020  1.090
 HQ2  CAN  HANA  single    0.970  0.020  1.090
 HQ2  CAO  HAO   single    0.970  0.020  1.090
 HQ2  CAO  HAOA  single    0.970  0.020  1.090
 HQ2  CAQ  CAP   single    1.518  0.020  1.518
 HQ2  CAP  HAP   single    0.970  0.020  1.090
 HQ2  CAP  HAPA  single    0.970  0.020  1.090
 HQ2  CAQ  HAQ   single    0.970  0.020  1.090
 HQ2  CAQ  HAQA  single    0.970  0.020  1.090
 HQ2  OAR  HOAR  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
 HQ2  CAL   NAA  CAH  119.94  3.000
 HQ2  CAQ   NAB  CAN  113.05  3.000
 HQ2  CAQ   NAB  CAK  118.99  3.000
 HQ2  CAN   NAB  CAK  118.24  3.000
 HQ2  HNAC  NAC  CAP  109.93  3.000
 HQ2  HNAC  NAC  CAO  110.02  3.000
 HQ2  CAP   NAC  CAO  109.43  3.000
 HQ2  HAD   CAD  CAI  120.66  3.000
 HQ2  HAD   CAD  CAE  120.27  3.000
 HQ2  CAI   CAD  CAE  119.08  3.000
 HQ2  HAE   CAE  CAF  117.95  3.000
 HQ2  HAE   CAE  CAD  117.75  3.000
 HQ2  CAF   CAE  CAD  124.29  3.000
 HQ2  CAM   CAF  CAG  124.88  3.000
 HQ2  CAG   CAF  CAE  117.26  3.000
 HQ2  CAM   CAF  CAE  117.86  3.000
 HQ2  CAJ   CAG  CAH  115.72  3.000
 HQ2  CAH   CAG  CAF  118.74  3.000
 HQ2  CAJ   CAG  CAF  125.53  3.000
 HQ2  CAI   CAH  CAG  121.46  3.000
 HQ2  CAI   CAH  NAA  115.68  3.000
 HQ2  CAG   CAH  NAA  122.86  3.000
 HQ2  OAR   CAI  CAH  118.80  3.000
 HQ2  OAR   CAI  CAD  122.03  3.000
 HQ2  CAH   CAI  CAD  119.16  3.000
 HQ2  HAJ   CAJ  CAK  121.52  3.000
 HQ2  HAJ   CAJ  CAG  116.75  3.000
 HQ2  CAK   CAJ  CAG  121.72  3.000
 HQ2  CAL   CAK  CAJ  116.56  3.000
 HQ2  CAL   CAK  NAB  121.31  3.000
 HQ2  CAJ   CAK  NAB  122.13  3.000
 HQ2  HAL   CAL  CAK  121.14  3.000
 HQ2  HAL   CAL  NAA  115.68  3.000
 HQ2  CAK   CAL  NAA  123.17  3.000
 HQ2  OAT   CAM  OAS  125.44  3.000
 HQ2  OAT   CAM  CAF  116.38  3.000
 HQ2  OAS   CAM  CAF  118.18  3.000
 HQ2  HANA  CAN  HAN  107.42  3.000
 HQ2  HANA  CAN  CAO  109.41  3.000
 HQ2  HAN   CAN  CAO  108.23  3.000
 HQ2  HANA  CAN  NAB  110.22  3.000
 HQ2  HAN   CAN  NAB  110.34  3.000
 HQ2  CAO   CAN  NAB  111.13  3.000
 HQ2  HAOA  CAO  HAO  107.37  3.000
 HQ2  HAOA  CAO  CAN  108.73  3.000
 HQ2  HAO   CAO  CAN  108.66  3.000
 HQ2  HAOA  CAO  NAC  112.67  3.000
 HQ2  HAO   CAO  NAC  109.75  3.000
 HQ2  CAN   CAO  NAC  109.56  3.000
 HQ2  HAPA  CAP  HAP  107.42  3.000
 HQ2  HAPA  CAP  CAQ  108.43  3.000
 HQ2  HAP   CAP  CAQ  108.44  3.000
 HQ2  HAPA  CAP  NAC  109.79  3.000
 HQ2  HAP   CAP  NAC  112.55  3.000
 HQ2  CAQ   CAP  NAC  110.08  3.000
 HQ2  HAQA  CAQ  HAQ  107.62  3.000
 HQ2  HAQA  CAQ  CAP  107.30  3.000
 HQ2  HAQ   CAQ  CAP  109.68  3.000
 HQ2  HAQA  CAQ  NAB  109.91  3.000
 HQ2  HAQ   CAQ  NAB  111.37  3.000
 HQ2  CAP   CAQ  NAB  110.83  3.000
 HQ2  HOAR  OAR  CAI  106.74  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
 HQ2  CONST_01  CAF  CAG  CAH  NAA   180.00   0.0  0
 HQ2  CONST_02  CAJ  CAG  CAH  NAA     0.00   0.0  0
 HQ2  CONST_03  CAD  CAI  CAH  NAA   180.00   0.0  0
 HQ2  CONST_04  CAJ  CAK  CAL  NAA     0.00   0.0  0
 HQ2  CONST_05  CAG  CAF  CAE  CAD     0.00   0.0  0
 HQ2  CONST_06  CAG  CAH  CAI  CAD     0.00   0.0  0
 HQ2  CONST_07  CAH  CAI  CAD  CAE     0.00   0.0  0
 HQ2  CONST_08  CAJ  CAG  CAF  CAE   180.00   0.0  0
 HQ2  CONST_09  CAH  CAG  CAF  CAE     0.00   0.0  0
 HQ2  CONST_10  CAI  CAD  CAE  CAF     0.00   0.0  0
 HQ2  CONST_11  CAK  CAJ  CAG  CAF   180.00   0.0  0
 HQ2  CONST_12  CAI  CAH  CAG  CAF     0.00   0.0  0
 HQ2  CONST_13  CAL  CAK  CAJ  CAG     0.00   0.0  0
 HQ2  CONST_14  CAL  NAA  CAH  CAG     0.00   0.0  0
 HQ2  CONST_15  CAK  CAL  NAA  CAH     0.00   0.0  0
 HQ2  CONST_16  CAK  CAJ  CAG  CAH     0.00   0.0  0
 HQ2  CONST_17  CAL  NAA  CAH  CAI   180.00   0.0  0
 HQ2  CONST_18  CAJ  CAG  CAH  CAI   180.00   0.0  0
 HQ2  CONST_19  NAB  CAK  CAL  NAA   180.00   0.0  0
 HQ2  CONST_20  CAG  CAJ  CAK  NAB   180.00   0.0  0
 HQ2  CONST_21  OAR  CAI  CAH  NAA     0.00   0.0  0
 HQ2  CONST_22  CAM  CAF  CAE  CAD   180.00   0.0  0
 HQ2  CONST_23  OAR  CAI  CAD  CAE   180.00   0.0  0
 HQ2  CONST_24  OAR  CAI  CAH  CAG   180.00   0.0  0
 HQ2  CONST_25  CAM  CAF  CAG  CAH   180.00   0.0  0
 HQ2  CONST_26  CAM  CAF  CAG  CAJ     0.00   0.0  0
 HQ2  CONST_27  HAJ  CAJ  CAK  NAB     0.00   0.0  0
 HQ2  CONST_28  HAL  CAL  CAK  NAB     0.00   0.0  0
 HQ2  CONST_29  HAD  CAD  CAE  CAF   180.00   0.0  0
 HQ2  CONST_30  HAE  CAE  CAF  CAG   180.00   0.0  0
 HQ2  Var_01    NAC  CAO  CAN  NAB   -56.46  30.0  1
 HQ2  Var_02    NAC  CAP  CAQ  NAB    56.09  30.0  1
 HQ2  Var_03    CAN  NAB  CAK  CAJ    35.33  30.0  2
 HQ2  Var_04    CAO  CAN  NAB  CAK  -162.45  30.0  1
 HQ2  Var_05    CAP  CAQ  NAB  CAK   163.19  30.0  1
 HQ2  Var_06    CAP  NAC  CAO  CAN    61.97  30.0  1
 HQ2  Var_07    CAQ  CAP  NAC  CAO   -61.97  30.0  1
 HQ2  Var_08    OAS  CAM  CAF  CAE   170.63  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
 HQ2  plan-1  NAA  0.020
 HQ2  plan-1  NAB  0.020
 HQ2  plan-1  CAD  0.020
 HQ2  plan-1  CAE  0.020
 HQ2  plan-1  CAF  0.020
 HQ2  plan-1  CAG  0.020
 HQ2  plan-1  CAH  0.020
 HQ2  plan-1  CAI  0.020
 HQ2  plan-1  CAJ  0.020
 HQ2  plan-1  CAK  0.020
 HQ2  plan-1  CAL  0.020
 HQ2  plan-1  CAM  0.020
 HQ2  plan-1  OAR  0.020
 HQ2  plan-1  HAD  0.020
 HQ2  plan-1  HAE  0.020
 HQ2  plan-1  HAJ  0.020
 HQ2  plan-1  HAL  0.020
 HQ2  plan-2  CAF  0.020
 HQ2  plan-2  CAM  0.020
 HQ2  plan-2  OAS  0.020
 HQ2  plan-2  OAT  0.020

