# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 25 08:20:13 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 4-[3-cyano-2-oxo-7-(1H-pyrazol-4-yl)-1,2,5,6-tetrahydrobenzo[h]quinolin-4-yl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)C2=C(C#N)C(=O)NC3=C2CCc4c(cccc34)c5c[nH]nc5
#
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
 QZE  QZE  '4-[3-cyano-2-oxo-7-(1H-pyrazol-4-yl)-1,2,5,6-tetrahydrobenzo[h]quinolin-4-yl]benzoic acid'  ligand  47  31  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_QZE
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
 QZE  C14   C  CSP   0   0.021   2.9494   2.9866   0.2639
 QZE  C1    C  CR16  0  -0.240  -4.6851   1.9577  -0.8147
 QZE  C2    C  CR16  0  -0.301  -5.0756   0.6544  -0.5566
 QZE  C6    C  CR16  0  -0.318  -3.3587   2.3177  -0.6662
 QZE  C17   C  CR16  0  -0.251   3.2105  -0.0237   1.0990
 QZE  C21   C  CR16  0  -0.250   2.6545  -0.5254  -1.1881
 QZE  C18   C  CR16  0  -0.243   4.2400  -0.9468   1.0492
 QZE  C20   C  CR16  0  -0.246   3.6911  -1.4417  -1.2417
 QZE  C31   C  CR15  0   0.008  -5.6670  -2.0393   0.9605
 QZE  C28   C  CR15  0  -0.103  -4.2554  -2.8932  -0.4868
 QZE  C3    C  CR6   0   0.034  -4.1555  -0.3123  -0.1466
 QZE  C27   C  CR5   0  -0.168  -4.6432  -1.6749   0.1105
 QZE  C16   C  CR6   0  -0.035   2.4113   0.1910  -0.0200
 QZE  C5    C  CR66  0   0.089  -2.4237   1.3727  -0.2436
 QZE  C19   C  CR6   0  -0.082   4.4899  -1.6594  -0.1206
 QZE  C4    C  CR66  0   0.033  -2.8136   0.0482   0.0140
 QZE  C10   C  CR6   0  -0.283   1.6130   2.5209   0.1794
 QZE  C9    C  CR6   0   0.297   1.3125   1.1804   0.0295
 QZE  C7    C  CR66  0   0.413  -1.0127   1.7245  -0.0616
 QZE  C8    C  CR66  0  -0.079  -0.0269   0.7615  -0.0821
 QZE  C11   C  CR6   0   0.541   0.5884   3.5326   0.2373
 QZE  C22   C  C     0   0.536   5.6116  -2.6338  -0.1232
 QZE  C26   C  C     0  -0.536  -1.7618  -0.9036   0.5104
 QZE  C25   C  C     0  -0.518  -0.4407  -0.6766  -0.2067
 QZE  N15   N  NS    0  -0.250   4.0298   3.3856   0.3272
 QZE  N30   N  NR15  0  -0.424  -5.8148  -3.3657   0.8338
 QZE  N29   N  N     0  -0.265  -4.9739  -3.9045  -0.0398
 QZE  N13   N  NR16  0  -0.748  -0.6861   3.0251   0.1058
 QZE  O12   O  O     0  -0.466   0.7838   4.7296   0.3864
 QZE  O23   O  O     0  -0.434   6.3161  -2.8430   0.8346
 QZE  O24   O  OH1   0  -0.591   5.7596  -3.2495  -1.2860
 QZE  H1    H  HCR6  0   0.269  -5.4105   2.6877  -1.1474
 QZE  H2    H  HCR6  0   0.259  -6.1112   0.3702  -0.6931
 QZE  H6    H  HCR6  0   0.263  -3.0672   3.3309  -0.9122
 QZE  H17   H  HCR6  0   0.274   3.0221   0.5217   2.0148
 QZE  H18   H  HCR6  0   0.273   4.8506  -1.1108   1.9264
 QZE  H21   H  HCR6  0   0.274   2.0388  -0.3611  -2.0630
 QZE  H20   H  HCR6  0   0.275   3.8656  -1.9800  -2.1626
 QZE  H31   H  HCR5  0   0.291  -6.2729  -1.4545   1.6332
 QZE  H30   H  HNR5  0   0.424  -6.4765  -3.9494   1.3200
 QZE  H28   H  HCR5  0   0.261  -3.4921  -3.0510  -1.2349
 QZE  H261  H  H     0   0.266  -1.6222  -0.7452   1.5858
 QZE  H262  H  H     0   0.273  -2.0713  -1.9382   0.3898
 QZE  H13   H  HNR6  0   0.434  -1.4264   3.7116   0.1774
 QZE  H251  H  H     0   0.264  -0.5381  -0.9566  -1.2609
 QZE  H252  H  H     0   0.270   0.3206  -1.3278   0.2211
 QZE  H24   H  HOH1  0   0.490   6.5037  -3.8686  -1.2417

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
 QZE  C14  C10   single    1.418  0.020  1.418
 QZE  C14  N15   triple    1.153  0.020  1.153
 QZE  C1   C2    aromatic  1.385  0.020  1.385
 QZE  C1   C6    aromatic  1.382  0.020  1.382
 QZE  C2   C3    aromatic  1.396  0.020  1.396
 QZE  C6   C5    aromatic  1.395  0.020  1.395
 QZE  C17  C18   aromatic  1.384  0.020  1.384
 QZE  C17  C16   aromatic  1.392  0.020  1.392
 QZE  C21  C20   aromatic  1.385  0.020  1.385
 QZE  C21  C16   aromatic  1.392  0.020  1.392
 QZE  C18  C19   aromatic  1.392  0.020  1.392
 QZE  C20  C19   aromatic  1.394  0.020  1.394
 QZE  C31  C27   aromatic  1.380  0.020  1.380
 QZE  C31  N30   aromatic  1.341  0.020  1.341
 QZE  C28  C27   aromatic  1.411  0.020  1.411
 QZE  C28  N29   aromatic  1.319  0.020  1.319
 QZE  C3   C27   single    1.470  0.020  1.470
 QZE  C3   C4    aromatic  1.399  0.020  1.399
 QZE  C16  C9    single    1.479  0.020  1.479
 QZE  C5   C4    aromatic  1.405  0.020  1.405
 QZE  C5   C7    single    1.466  0.020  1.466
 QZE  C19  C22   single    1.486  0.020  1.486
 QZE  C4   C26   single    1.503  0.020  1.503
 QZE  C10  C9    double    1.382  0.020  1.382
 QZE  C10  C11   single    1.441  0.020  1.441
 QZE  C9   C8    single    1.408  0.020  1.408
 QZE  C7   C8    double    1.378  0.020  1.378
 QZE  C7   N13   single    1.351  0.020  1.351
 QZE  C8   C25   single    1.502  0.020  1.502
 QZE  C11  N13   single    1.378  0.020  1.378
 QZE  C11  O12   double    1.222  0.020  1.222
 QZE  C22  O23   double    1.207  0.020  1.207
 QZE  C22  O24   single    1.324  0.020  1.324
 QZE  C26  C25   single    1.520  0.020  1.520
 QZE  N30  N29   aromatic  1.327  0.020  1.327
 QZE  C1   H1    single    0.930  0.020  1.080
 QZE  C2   H2    single    0.930  0.020  1.080
 QZE  C6   H6    single    0.930  0.020  1.080
 QZE  C17  H17   single    0.930  0.020  1.080
 QZE  C18  H18   single    0.930  0.020  1.080
 QZE  C21  H21   single    0.930  0.020  1.080
 QZE  C20  H20   single    0.930  0.020  1.080
 QZE  C31  H31   single    0.930  0.020  1.080
 QZE  N30  H30   single    0.860  0.020  1.020
 QZE  C28  H28   single    0.930  0.020  1.080
 QZE  C26  H261  single    0.970  0.020  1.090
 QZE  C26  H262  single    0.970  0.020  1.090
 QZE  N13  H13   single    0.860  0.020  1.020
 QZE  C25  H251  single    0.970  0.020  1.090
 QZE  C25  H252  single    0.970  0.020  1.090
 QZE  O24  H24   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
 QZE  N15   C14  C10   180.00  3.000
 QZE  H1    C1   C6    120.05  3.000
 QZE  H1    C1   C2    120.23  3.000
 QZE  C6    C1   C2    119.71  3.000
 QZE  H2    C2   C3    119.06  3.000
 QZE  H2    C2   C1    119.56  3.000
 QZE  C3    C2   C1    121.37  3.000
 QZE  H6    C6   C5    121.49  3.000
 QZE  H6    C6   C1    118.53  3.000
 QZE  C5    C6   C1    119.95  3.000
 QZE  H17   C17  C16   120.17  3.000
 QZE  H17   C17  C18   119.75  3.000
 QZE  C16   C17  C18   120.08  3.000
 QZE  H21   C21  C16   120.06  3.000
 QZE  H21   C21  C20   119.67  3.000
 QZE  C16   C21  C20   120.27  3.000
 QZE  H18   C18  C19   120.17  3.000
 QZE  H18   C18  C17   119.47  3.000
 QZE  C19   C18  C17   120.35  3.000
 QZE  H20   C20  C19   121.00  3.000
 QZE  H20   C20  C21   118.91  3.000
 QZE  C19   C20  C21   120.09  3.000
 QZE  H31   C31  N30   122.27  3.000
 QZE  H31   C31  C27   131.17  3.000
 QZE  N30   C31  C27   106.56  3.000
 QZE  H28   C28  N29   120.51  3.000
 QZE  H28   C28  C27   127.83  3.000
 QZE  N29   C28  C27   111.64  3.000
 QZE  C4    C3   C27   122.49  3.000
 QZE  C4    C3   C2    119.18  3.000
 QZE  C27   C3   C2    118.33  3.000
 QZE  C3    C27  C28   129.42  3.000
 QZE  C3    C27  C31   126.79  3.000
 QZE  C28   C27  C31   103.69  3.000
 QZE  C9    C16  C21   120.14  3.000
 QZE  C9    C16  C17   120.18  3.000
 QZE  C21   C16  C17   119.68  3.000
 QZE  C7    C5   C4    118.09  3.000
 QZE  C7    C5   C6    121.36  3.000
 QZE  C4    C5   C6    120.56  3.000
 QZE  C22   C19  C20   122.26  3.000
 QZE  C22   C19  C18   118.20  3.000
 QZE  C20   C19  C18   119.54  3.000
 QZE  C26   C4   C5    117.62  3.000
 QZE  C26   C4   C3    123.10  3.000
 QZE  C5    C4   C3    119.23  3.000
 QZE  C11   C10  C9    122.05  3.000
 QZE  C11   C10  C14   115.93  3.000
 QZE  C9    C10  C14   122.01  3.000
 QZE  C8    C9   C10   120.27  3.000
 QZE  C8    C9   C16   120.33  3.000
 QZE  C10   C9   C16   119.40  3.000
 QZE  N13   C7   C8    120.09  3.000
 QZE  N13   C7   C5    118.63  3.000
 QZE  C8    C7   C5    121.27  3.000
 QZE  C25   C8   C7    118.24  3.000
 QZE  C25   C8   C9    123.62  3.000
 QZE  C7    C8   C9    118.13  3.000
 QZE  O12   C11  N13   121.35  3.000
 QZE  O12   C11  C10   125.37  3.000
 QZE  N13   C11  C10   113.28  3.000
 QZE  O24   C22  O23   123.43  3.000
 QZE  O24   C22  C19   113.01  3.000
 QZE  O23   C22  C19   123.56  3.000
 QZE  H262  C26  H261  106.43  3.000
 QZE  H262  C26  C25   109.72  3.000
 QZE  H261  C26  C25   109.30  3.000
 QZE  H262  C26  C4    111.53  3.000
 QZE  H261  C26  C4    108.76  3.000
 QZE  C25   C26  C4    110.96  3.000
 QZE  H252  C25  H251  106.70  3.000
 QZE  H252  C25  C26   109.44  3.000
 QZE  H251  C25  C26   109.79  3.000
 QZE  H252  C25  C8    110.32  3.000
 QZE  H251  C25  C8    110.45  3.000
 QZE  C26   C25  C8    110.08  3.000
 QZE  H30   N30  N29   119.91  3.000
 QZE  H30   N30  C31   126.88  3.000
 QZE  N29   N30  C31   113.21  3.000
 QZE  N30   N29  C28   104.90  3.000
 QZE  H13   N13  C11   114.83  3.000
 QZE  H13   N13  C7    118.99  3.000
 QZE  C11   N13  C7    126.14  3.000
 QZE  H24   O24  C22   110.05  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
 QZE  CONST_01  C27  C3   C2   C1    180.00   0.0  0
 QZE  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 QZE  CONST_03  C4   C5   C6   C1      0.00   0.0  0
 QZE  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 QZE  CONST_07  C5   C4   C3   C2      0.00   0.0  0
 QZE  CONST_08  C3   C2   C1   C6      0.00   0.0  0
 QZE  CONST_09  C3   C4   C5   C6      0.00   0.0  0
 QZE  CONST_10  C20  C19  C18  C17     0.00   0.0  0
 QZE  CONST_11  C20  C21  C16  C17     0.00   0.0  0
 QZE  CONST_12  C18  C19  C20  C21     0.00   0.0  0
 QZE  CONST_13  C18  C17  C16  C21     0.00   0.0  0
 QZE  CONST_14  N29  C28  C27  C31     0.00   0.0  0
 QZE  CONST_16  C28  N29  N30  C31     0.00   0.0  0
 QZE  CONST_17  N30  C31  C27  C28     0.00   0.0  0
 QZE  CONST_19  N30  C31  C27  C3    180.00   0.0  0
 QZE  CONST_20  N29  C28  C27  C3    180.00   0.0  0
 QZE  CONST_21  N29  N30  C31  C27     0.00   0.0  0
 QZE  CONST_22  N30  N29  C28  C27     0.00   0.0  0
 QZE  CONST_23  C5   C4   C3   C27   180.00   0.0  0
 QZE  CONST_24  C19  C18  C17  C16     0.00   0.0  0
 QZE  CONST_25  C19  C20  C21  C16     0.00   0.0  0
 QZE  CONST_26  C9   C16  C17  C18   180.00   0.0  0
 QZE  CONST_27  C9   C16  C21  C20   180.00   0.0  0
 QZE  CONST_28  C26  C4   C3   C27     0.00   0.0  0
 QZE  CONST_29  C7   N13  C11  C10     0.00   0.0  0
 QZE  CONST_30  C22  C19  C18  C17   180.00   0.0  0
 QZE  CONST_31  C22  C19  C20  C21   180.00   0.0  0
 QZE  CONST_32  O12  C11  N13  C7    180.00   0.0  0
 QZE  CONST_33  H6   C6   C1   C2    180.00   0.0  0
 QZE  CONST_34  H2   C2   C1   C6    180.00   0.0  0
 QZE  CONST_35  H21  C21  C16  C17   180.00   0.0  0
 QZE  CONST_36  H17  C17  C16  C21   180.00   0.0  0
 QZE  CONST_37  H20  C20  C19  C18   180.00   0.0  0
 QZE  CONST_38  H18  C18  C19  C20   180.00   0.0  0
 QZE  CONST_39  H28  C28  C27  C31   180.00   0.0  0
 QZE  CONST_40  H31  C31  C27  C28   180.00   0.0  0
 QZE  CONST_41  H30  N30  N29  C28   180.00   0.0  0
 QZE  CONST_42  H1   C1   C2   C3    180.00   0.0  0
 QZE  CONST_43  H13  N13  C11  C10   180.00   0.0  0
 QZE  CONST_44  H24  O24  C22  C19   180.00   0.0  0
 QZE  Var_01    C8   C7   C5   C6   -158.30  30.0  1
 QZE  Var_02    C10  C9   C16  C17    65.75  30.0  2
 QZE  Var_03    C25  C26  C4   C3    142.74  30.0  1
 QZE  Var_04    C8   C25  C26  C4     54.52  30.0  1
 QZE  Var_05    C26  C25  C8   C9    145.40  30.0  1
 QZE  Var_06    O23  C22  C19  C18     0.16  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
 QZE  plan-1  C31  0.020
 QZE  plan-1  C28  0.020
 QZE  plan-1  C3   0.020
 QZE  plan-1  C27  0.020
 QZE  plan-1  N30  0.020
 QZE  plan-1  N29  0.020
 QZE  plan-1  H31  0.020
 QZE  plan-1  H30  0.020
 QZE  plan-1  H28  0.020
 QZE  plan-2  C17  0.020
 QZE  plan-2  C21  0.020
 QZE  plan-2  C18  0.020
 QZE  plan-2  C20  0.020
 QZE  plan-2  C16  0.020
 QZE  plan-2  C19  0.020
 QZE  plan-2  C9   0.020
 QZE  plan-2  C22  0.020
 QZE  plan-2  H17  0.020
 QZE  plan-2  H18  0.020
 QZE  plan-2  H21  0.020
 QZE  plan-2  H20  0.020
 QZE  plan-3  C1   0.020
 QZE  plan-3  C2   0.020
 QZE  plan-3  C6   0.020
 QZE  plan-3  C3   0.020
 QZE  plan-3  C27  0.020
 QZE  plan-3  C5   0.020
 QZE  plan-3  C4   0.020
 QZE  plan-3  C7   0.020
 QZE  plan-3  C26  0.020
 QZE  plan-3  H1   0.020
 QZE  plan-3  H2   0.020
 QZE  plan-3  H6   0.020
 QZE  plan-4  C14  0.020
 QZE  plan-4  C16  0.020
 QZE  plan-4  C5   0.020
 QZE  plan-4  C10  0.020
 QZE  plan-4  C9   0.020
 QZE  plan-4  C7   0.020
 QZE  plan-4  C8   0.020
 QZE  plan-4  C11  0.020
 QZE  plan-4  C25  0.020
 QZE  plan-4  N15  0.020
 QZE  plan-4  N13  0.020
 QZE  plan-4  O12  0.020
 QZE  plan-4  H13  0.020
 QZE  plan-5  C19  0.020
 QZE  plan-5  C22  0.020
 QZE  plan-5  O23  0.020
 QZE  plan-5  O24  0.020
 QZE  plan-5  H24  0.020

