# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 10:04:59 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  35  20  .  2022-07-25  2022-11-17
;
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  -0.454   0.5624  -2.2458   0.1363
 HQ2  NAB   N  NT    0  -0.532  -2.4360  -0.1878   0.0121
 HQ2  NAC   N  NH1   0  -0.597  -5.1896   0.4342  -0.2570
 HQ2  CAD   C  CR16  0  -0.374   3.9178  -0.9402   0.1723
 HQ2  CAE   C  CR16  0  -0.260   3.6589   0.4277   0.0686
 HQ2  CAF   C  CR6   0  -0.171   2.3850   0.9637  -0.0179
 HQ2  CAG   C  CR66  0   0.170   1.2640   0.0673   0.0082
 HQ2  CAH   C  CR66  0   0.077   1.5319  -1.3163   0.1132
 HQ2  CAI   C  CR6   0   0.353   2.8599  -1.8177   0.1907
 HQ2  CAJ   C  CR16  0  -0.366  -0.0946   0.4297  -0.0444
 HQ2  CAK   C  CR6   0   0.359  -1.1031  -0.5231   0.0097
 HQ2  CAL   C  CR16  0  -0.143  -0.6862  -1.8864   0.0794
 HQ2  CAM   C  C     0   0.517   2.2249   2.4227  -0.1424
 HQ2  CAN   C  CH2   0  -0.299  -2.8769   1.0111  -0.6912
 HQ2  CAO   C  CH2   0  -0.302  -4.2122   1.4983  -0.1640
 HQ2  CAP   C  CH2   0  -0.300  -4.7687  -0.6811   0.5637
 HQ2  CAQ   C  CH2   0  -0.305  -3.4476  -1.2320   0.0582
 HQ2  OAR   O  OH1   0  -0.606   3.0480  -3.1284   0.2826
 HQ2  OAS   O  O     0  -0.454   1.1744   3.0097  -0.2902
 HQ2  OAT   O  OH1   0  -0.603   3.3815   3.0813  -0.0809
 HQ2  HNAC  H  HNH1  0   0.359  -6.0932   0.7670   0.0523
 HQ2  HAD   H  HCR6  0   0.272   4.9363  -1.2989   0.2351
 HQ2  HAE   H  HCR6  0   0.277   4.5156   1.0857   0.0536
 HQ2  HAJ   H  HCR6  0   0.285  -0.3412   1.4747  -0.1100
 HQ2  HAL   H  HCR6  0   0.280  -1.4070  -2.6929   0.0758
 HQ2  HAN   H  HCH2  0   0.259  -2.1529   1.8119  -0.5705
 HQ2  HANA  H  HCH2  0   0.229  -2.9613   0.8033  -1.7663
 HQ2  HAO   H  HCH2  0   0.244  -4.5327   2.3478  -0.7695
 HQ2  HAOA  H  HCH2  0   0.200  -4.0755   1.8627   0.8664
 HQ2  HAP   H  HCH2  0   0.200  -4.6491  -0.4064   1.6238
 HQ2  HAPA  H  HCH2  0   0.245  -5.5133  -1.4770   0.5150
 HQ2  HAQ   H  HCH2  0   0.227  -3.5888  -1.6887  -0.9312
 HQ2  HAQA  H  HCH2  0   0.256  -3.1414  -2.0180   0.7465
 HQ2  HOAR  H  HOH1  0   0.473   2.1696  -3.5489   0.2791
 HQ2  HOAT  H  HOH1  0   0.484   3.2132   4.0294  -0.1792

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  1.343  0.020  1.343
 HQ2  NAA  CAL   aromatic  1.301  0.020  1.301
 HQ2  CAN  NAB   single    1.458  0.020  1.458
 HQ2  CAK  NAB   single    1.374  0.020  1.374
 HQ2  NAB  CAQ   single    1.455  0.020  1.455
 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  1.396  0.020  1.396
 HQ2  CAD  CAI   aromatic  1.375  0.020  1.375
 HQ2  CAD  HAD   single    0.930  0.020  1.080
 HQ2  CAE  CAF   aromatic  1.385  0.020  1.385
 HQ2  CAE  HAE   single    0.930  0.020  1.080
 HQ2  CAM  CAF   single    1.473  0.020  1.473
 HQ2  CAF  CAG   aromatic  1.436  0.020  1.436
 HQ2  CAG  CAJ   aromatic  1.407  0.020  1.407
 HQ2  CAG  CAH   aromatic  1.413  0.020  1.413
 HQ2  CAI  CAH   aromatic  1.422  0.020  1.422
 HQ2  CAI  OAR   single    1.327  0.020  1.327
 HQ2  CAJ  CAK   aromatic  1.388  0.020  1.388
 HQ2  CAJ  HAJ   single    0.930  0.020  1.080
 HQ2  CAK  CAL   aromatic  1.427  0.020  1.427
 HQ2  CAL  HAL   single    0.930  0.020  1.080
 HQ2  OAS  CAM   double    1.212  0.020  1.212
 HQ2  CAM  OAT   single    1.332  0.020  1.332
 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
 HQ2  OAT  HOAT  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  120.06  3.000
 HQ2  CAQ   NAB  CAN  113.28  3.000
 HQ2  CAQ   NAB  CAK  119.96  3.000
 HQ2  CAN   NAB  CAK  119.54  3.000
 HQ2  HNAC  NAC  CAP  109.87  3.000
 HQ2  HNAC  NAC  CAO  109.98  3.000
 HQ2  CAP   NAC  CAO  109.49  3.000
 HQ2  HAD   CAD  CAI  120.81  3.000
 HQ2  HAD   CAD  CAE  120.26  3.000
 HQ2  CAI   CAD  CAE  118.93  3.000
 HQ2  HAE   CAE  CAF  119.53  3.000
 HQ2  HAE   CAE  CAD  116.79  3.000
 HQ2  CAF   CAE  CAD  123.68  3.000
 HQ2  CAM   CAF  CAG  122.35  3.000
 HQ2  CAG   CAF  CAE  118.40  3.000
 HQ2  CAM   CAF  CAE  119.25  3.000
 HQ2  CAJ   CAG  CAH  115.98  3.000
 HQ2  CAH   CAG  CAF  117.69  3.000
 HQ2  CAJ   CAG  CAF  126.33  3.000
 HQ2  CAI   CAH  CAG  121.77  3.000
 HQ2  CAI   CAH  NAA  115.42  3.000
 HQ2  CAG   CAH  NAA  122.81  3.000
 HQ2  OAR   CAI  CAH  118.97  3.000
 HQ2  OAR   CAI  CAD  121.49  3.000
 HQ2  CAH   CAI  CAD  119.54  3.000
 HQ2  HAJ   CAJ  CAK  120.17  3.000
 HQ2  HAJ   CAJ  CAG  118.28  3.000
 HQ2  CAK   CAJ  CAG  121.54  3.000
 HQ2  CAL   CAK  CAJ  116.44  3.000
 HQ2  CAL   CAK  NAB  121.08  3.000
 HQ2  CAJ   CAK  NAB  122.48  3.000
 HQ2  HAL   CAL  CAK  121.16  3.000
 HQ2  HAL   CAL  NAA  115.71  3.000
 HQ2  CAK   CAL  NAA  123.12  3.000
 HQ2  OAT   CAM  OAS  121.23  3.000
 HQ2  OAT   CAM  CAF  113.04  3.000
 HQ2  OAS   CAM  CAF  125.73  3.000
 HQ2  HANA  CAN  HAN  107.43  3.000
 HQ2  HANA  CAN  CAO  109.48  3.000
 HQ2  HAN   CAN  CAO  108.15  3.000
 HQ2  HANA  CAN  NAB  109.86  3.000
 HQ2  HAN   CAN  NAB  110.55  3.000
 HQ2  CAO   CAN  NAB  111.28  3.000
 HQ2  HAOA  CAO  HAO  107.34  3.000
 HQ2  HAOA  CAO  CAN  108.80  3.000
 HQ2  HAO   CAO  CAN  108.42  3.000
 HQ2  HAOA  CAO  NAC  112.77  3.000
 HQ2  HAO   CAO  NAC  109.77  3.000
 HQ2  CAN   CAO  NAC  109.64  3.000
 HQ2  HAPA  CAP  HAP  107.40  3.000
 HQ2  HAPA  CAP  CAQ  108.32  3.000
 HQ2  HAP   CAP  CAQ  108.45  3.000
 HQ2  HAPA  CAP  NAC  109.78  3.000
 HQ2  HAP   CAP  NAC  112.65  3.000
 HQ2  CAQ   CAP  NAC  110.12  3.000
 HQ2  HAQA  CAQ  HAQ  107.78  3.000
 HQ2  HAQA  CAQ  CAP  107.23  3.000
 HQ2  HAQ   CAQ  CAP  109.81  3.000
 HQ2  HAQA  CAQ  NAB  110.04  3.000
 HQ2  HAQ   CAQ  NAB  111.05  3.000
 HQ2  CAP   CAQ  NAB  110.81  3.000
 HQ2  HOAR  OAR  CAI  107.35  3.000
 HQ2  HOAT  OAT  CAM  109.18  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  CONST_31  HOAT  OAT  CAM  CAF   180.00   0.0  0
 HQ2  Var_01    NAC   CAO  CAN  NAB   -55.97  30.0  1
 HQ2  Var_02    NAC   CAP  CAQ  NAB    55.98  30.0  1
 HQ2  Var_03    CAN   NAB  CAK  CAJ    31.14  30.0  2
 HQ2  Var_04    CAO   CAN  NAB  CAK  -158.49  30.0  1
 HQ2  Var_05    CAP   CAQ  NAB  CAK   158.92  30.0  1
 HQ2  Var_06    CAP   NAC  CAO  CAN    61.86  30.0  1
 HQ2  Var_07    CAQ   CAP  NAC  CAO   -62.11  30.0  1
 HQ2  Var_08    OAS   CAM  CAF  CAE   176.25  30.0  2

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
 HQ2  plan-2  HOAT  0.020

