# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 25 18:55:58 2021
#   Inital geometry file: a 155 line input string
#   Ligand name: (1~{S},2~{R})-2-[[(1~{S})-1-[[1,3-bis(oxidanylidene)isoindol-2-yl]methyl]-5-(2-hydroxyethyloxy)-3,4-dihydro-1~{H}-isoquinolin-2-yl]carbonyl]cyclobutane-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)[C@H]1CC[C@H]1C(=O)N2CCc3c(OCCO)cccc3[C@H]2CN4C(=O)c5ccccc5C4=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
 LQK  LQK  (1~{S},2~{R})-2-[[(1~{S})-1-[[1,3-bis(oxidanylidene)isoindol-2-yl]methyl]-5-(2-hydroxyethyloxy)-3,4-dihydro-1~{H}-isoquinolin-2-yl]carbonyl]cyclobutane-1-carboxamide  ligand  62  35  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_LQK
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
 LQK  C2   C  C     0   0.517  33.3388   4.3265  25.0596
 LQK  C4   C  C     0  -0.385  34.2195   5.2692  25.8255
 LQK  C6   C  C     0  -0.424  34.2893   5.0990  27.3533
 LQK  C7   C  C     0  -0.420  35.7891   5.4590  27.2819
 LQK  C8   C  C     0  -0.441  35.7730   5.0950  25.7890
 LQK  C15  C  CR6   0  -0.080  35.6048   2.2574  21.7248
 LQK  C16  C  CR6   0   0.260  36.5474   1.5785  22.4835
 LQK  C17  C  CR16  0  -0.445  36.9585   0.2944  22.1159
 LQK  C18  C  CR16  0  -0.218  36.4277  -0.3050  20.9896
 LQK  C19  C  CR16  0  -0.428  35.4686   0.3523  20.2228
 LQK  C27  C  CH2   0  -0.338  38.6330   2.5533  23.5405
 LQK  C31  C  CR56  0   0.024  39.5756   4.5496  26.5114
 LQK  C32  C  CR16  0  -0.322  39.7648   5.6531  27.3180
 LQK  C33  C  CR16  0  -0.265  40.1013   5.4194  28.6495
 LQK  C34  C  CR16  0  -0.249  40.2423   4.1235  29.1346
 LQK  C35  C  CR16  0  -0.363  40.0510   3.0216  28.3107
 LQK  C36  C  CR56  0   0.114  39.7139   3.2665  26.9956
 LQK  C37  C  CR5   0   0.558  39.4341   2.3299  25.8937
 LQK  N1   N  NH2   0  -0.876  32.5493   4.8978  24.1309
 LQK  O3   O  O     0  -0.314  33.3405   3.1255  25.2791
 LQK  C10  C  C     0   0.563  36.2676   3.6827  25.4854
 LQK  O11  O  O     0  -0.556  36.5769   2.8648  26.3398
 LQK  N12  N  NT    0  -0.457  36.4413   3.3855  24.1740
 LQK  C13  C  CH2   0  -0.318  36.0784   4.2908  23.0910
 LQK  C14  C  CH2   0  -0.499  35.1445   3.6242  22.1011
 LQK  C20  C  CR6   0   0.399  35.0560   1.6208  20.6026
 LQK  O21  O  O2    0  -0.490  34.1223   2.3405  19.9564
 LQK  C22  C  CH2   0  -0.233  33.4912   1.7723  18.8174
 LQK  O24  O  OH1   0  -0.671  31.8511   2.2350  17.2006
 LQK  C25  C  CH1   0  -0.160  37.1299   2.1895  23.7303
 LQK  N28  N  NR5   0  -0.578  39.1357   3.1016  24.7887
 LQK  C29  C  CR5   0   0.565  39.1998   4.4632  25.0837
 LQK  O30  O  O     0  -0.470  39.0003   5.3620  24.3074
 LQK  H1   H  H     0   0.307  34.0011   6.3123  25.5784
 LQK  H2   H  H     0   0.238  33.6480   5.7537  27.9427
 LQK  H3   H  H     0   0.241  34.1244   4.0646  27.6464
 LQK  H4   H  H     0   0.264  36.4728   4.9166  27.9323
 LQK  H5   H  H     0   0.224  35.9539   6.5292  27.4060
 LQK  H6   H  H     0   0.312  36.2772   5.8214  25.1517
 LQK  H7   H  HCR6  0   0.237  37.6738  -0.2432  22.7283
 LQK  H8   H  HCR6  0   0.267  36.7366  -1.3008  20.7004
 LQK  H9   H  HCR6  0   0.256  35.0597  -0.1413  19.3524
 LQK  H10  H  HCH2  0   0.212  32.9511   3.7333  18.1421
 LQK  H11  H  HCH2  0   0.172  31.7293   2.9494  19.1501
 LQK  H12  H  HCH2  0   0.268  39.2189   1.6837  23.2488
 LQK  H13  H  HCH2  0   0.306  38.7607   3.2959  22.7482
 LQK  H14  H  HCR6  0   0.252  39.6487   6.6600  26.9391
 LQK  H15  H  HCR6  0   0.268  40.2477   6.2548  29.3176
 LQK  H16  H  HCR6  0   0.299  40.5054   3.9735  30.1738
 LQK  H17  H  HCR6  0   0.237  40.1655   2.0177  28.7045
 LQK  H18  H  HNH2  0   0.372  31.9162   4.3384  23.5745
 LQK  H19  H  HNH2  0   0.353  32.5776   5.8839  23.9307
 LQK  H20  H  HCH2  0   0.274  36.9684   4.6335  22.5651
 LQK  H21  H  HCH2  0   0.288  35.6073   5.1881  23.4820
 LQK  H22  H  HCH2  0   0.269  35.1095   4.2386  21.2000
 LQK  H23  H  HCH2  0   0.223  34.1309   3.5989  22.5046
 LQK  H24  H  HCH2  0   0.274  33.0087   0.8161  19.0727
 LQK  H25  H  HCH2  0   0.239  34.2281   1.5889  18.0246
 LQK  H26  H  HOH1  0   0.465  31.1894   2.8535  16.8898
 LQK  H27  H  HCH1  0   0.296  37.0511   1.4480  24.5235
 LQK  O38  O  O     0  -0.268  39.4651   1.1131  25.9102
 LQK  C23  C  CH2   0  -0.143  32.4599   2.7751  18.3506

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
 LQK  O24  C23  single    1.409  0.020  1.409
 LQK  C23  C22  single    1.512  0.020  1.512
 LQK  C22  O21  single    1.421  0.020  1.421
 LQK  O21  C20  single    1.344  0.020  1.344
 LQK  C19  C20  aromatic  1.387  0.020  1.387
 LQK  C19  C18  aromatic  1.393  0.020  1.393
 LQK  C20  C15  aromatic  1.402  0.020  1.402
 LQK  C18  C17  aromatic  1.382  0.020  1.382
 LQK  C15  C14  single    1.490  0.020  1.490
 LQK  C15  C16  aromatic  1.387  0.020  1.387
 LQK  C14  C13  single    1.515  0.020  1.515
 LQK  C17  C16  aromatic  1.398  0.020  1.398
 LQK  C16  C25  single    1.506  0.020  1.506
 LQK  C13  N12  single    1.457  0.020  1.457
 LQK  C27  C25  single    1.558  0.020  1.558
 LQK  C27  N28  single    1.453  0.020  1.453
 LQK  C25  N12  single    1.450  0.020  1.450
 LQK  N12  C10  single    1.356  0.020  1.356
 LQK  O30  C29  double    1.204  0.020  1.204
 LQK  N1   C2   single    1.346  0.020  1.346
 LQK  N28  C29  single    1.395  0.020  1.395
 LQK  N28  C37  single    1.380  0.020  1.380
 LQK  C29  C31  single    1.479  0.020  1.479
 LQK  C2   O3   double    1.221  0.020  1.221
 LQK  C2   C4   single    1.500  0.020  1.500
 LQK  C10  C8   single    1.527  0.020  1.527
 LQK  C10  O11  double    1.223  0.020  1.223
 LQK  C8   C4   single    1.564  0.020  1.564
 LQK  C8   C7   single    1.537  0.020  1.537
 LQK  C37  O38  double    1.217  0.020  1.217
 LQK  C37  C36  single    1.473  0.020  1.473
 LQK  C4   C6   single    1.539  0.020  1.539
 LQK  C31  C36  aromatic  1.378  0.020  1.378
 LQK  C31  C32  aromatic  1.380  0.020  1.380
 LQK  C36  C35  aromatic  1.380  0.020  1.380
 LQK  C32  C33  aromatic  1.393  0.020  1.393
 LQK  C7   C6   single    1.544  0.020  1.544
 LQK  C35  C34  aromatic  1.389  0.020  1.389
 LQK  C33  C34  aromatic  1.391  0.020  1.391
 LQK  C4   H1   single    0.970  0.020  1.090
 LQK  C6   H2   single    0.970  0.020  1.090
 LQK  C6   H3   single    0.970  0.020  1.090
 LQK  C7   H4   single    0.970  0.020  1.090
 LQK  C7   H5   single    0.970  0.020  1.090
 LQK  C8   H6   single    0.970  0.020  1.090
 LQK  C17  H7   single    0.930  0.020  1.080
 LQK  C18  H8   single    0.930  0.020  1.080
 LQK  C19  H9   single    0.930  0.020  1.080
 LQK  C23  H10  single    0.970  0.020  1.090
 LQK  C23  H11  single    0.970  0.020  1.090
 LQK  C27  H12  single    0.970  0.020  1.090
 LQK  C27  H13  single    0.970  0.020  1.090
 LQK  C32  H14  single    0.930  0.020  1.080
 LQK  C33  H15  single    0.930  0.020  1.080
 LQK  C34  H16  single    0.930  0.020  1.080
 LQK  C35  H17  single    0.930  0.020  1.080
 LQK  N1   H18  single    0.860  0.020  1.020
 LQK  N1   H19  single    0.860  0.020  1.020
 LQK  C13  H20  single    0.970  0.020  1.090
 LQK  C13  H21  single    0.970  0.020  1.090
 LQK  C14  H22  single    0.970  0.020  1.090
 LQK  C14  H23  single    0.970  0.020  1.090
 LQK  C22  H24  single    0.970  0.020  1.090
 LQK  C22  H25  single    0.970  0.020  1.090
 LQK  O24  H26  single    0.850  0.020  0.980
 LQK  C25  H27  single    0.970  0.020  1.090

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
 LQK  O3   C2   N1   122.85  3.000
 LQK  O3   C2   C4   121.70  3.000
 LQK  N1   C2   C4   115.45  3.000
 LQK  H1   C4   C8   107.41  3.000
 LQK  H1   C4   C6   109.80  3.000
 LQK  C8   C4   C6    88.04  3.000
 LQK  H1   C4   C2   111.50  3.000
 LQK  C6   C4   C2   117.64  3.000
 LQK  C8   C4   C2   120.08  3.000
 LQK  H3   C6   H2   109.66  3.000
 LQK  H3   C6   C7   112.42  3.000
 LQK  H2   C6   C7   117.17  3.000
 LQK  H3   C6   C4   111.46  3.000
 LQK  H2   C6   C4   116.36  3.000
 LQK  C7   C6   C4    88.42  3.000
 LQK  H5   C7   H4   109.04  3.000
 LQK  H5   C7   C8   110.17  3.000
 LQK  H4   C7   C8   117.97  3.000
 LQK  H5   C7   C6   111.75  3.000
 LQK  H4   C7   C6   117.80  3.000
 LQK  C8   C7   C6    88.83  3.000
 LQK  H6   C8   C10  110.51  3.000
 LQK  H6   C8   C7   113.91  3.000
 LQK  C10  C8   C7   114.13  3.000
 LQK  H6   C8   C4   113.51  3.000
 LQK  C7   C8   C4    87.78  3.000
 LQK  C10  C8   C4   115.44  3.000
 LQK  C20  C15  C14  119.84  3.000
 LQK  C14  C15  C16  121.36  3.000
 LQK  C20  C15  C16  118.78  3.000
 LQK  C25  C16  C17  118.48  3.000
 LQK  C25  C16  C15  121.14  3.000
 LQK  C17  C16  C15  120.37  3.000
 LQK  H7   C17  C18  119.91  3.000
 LQK  H7   C17  C16  120.07  3.000
 LQK  C18  C17  C16  120.00  3.000
 LQK  H8   C18  C19  118.93  3.000
 LQK  H8   C18  C17  120.49  3.000
 LQK  C19  C18  C17  120.57  3.000
 LQK  H9   C19  C20  121.71  3.000
 LQK  H9   C19  C18  119.23  3.000
 LQK  C20  C19  C18  119.06  3.000
 LQK  H13  C27  H12  106.59  3.000
 LQK  H13  C27  N28  109.01  3.000
 LQK  H12  C27  N28  110.21  3.000
 LQK  H13  C27  C25  111.07  3.000
 LQK  H12  C27  C25  111.44  3.000
 LQK  N28  C27  C25  108.49  3.000
 LQK  C29  C31  C36  108.07  3.000
 LQK  C36  C31  C32  121.69  3.000
 LQK  C29  C31  C32  130.23  3.000
 LQK  H14  C32  C33  121.12  3.000
 LQK  H14  C32  C31  121.65  3.000
 LQK  C33  C32  C31  117.23  3.000
 LQK  H15  C33  C34  119.43  3.000
 LQK  H15  C33  C32  119.62  3.000
 LQK  C34  C33  C32  120.95  3.000
 LQK  H16  C34  C35  119.54  3.000
 LQK  H16  C34  C33  119.25  3.000
 LQK  C35  C34  C33  121.21  3.000
 LQK  H17  C35  C36  122.43  3.000
 LQK  H17  C35  C34  120.29  3.000
 LQK  C36  C35  C34  117.28  3.000
 LQK  C37  C36  C35  130.29  3.000
 LQK  C35  C36  C31  121.64  3.000
 LQK  C37  C36  C31  108.06  3.000
 LQK  O38  C37  N28  125.11  3.000
 LQK  O38  C37  C36  128.36  3.000
 LQK  N28  C37  C36  106.52  3.000
 LQK  H19  N1   H18  116.74  3.000
 LQK  H19  N1   C2   122.44  3.000
 LQK  H18  N1   C2   120.78  3.000
 LQK  N12  C10  O11  119.80  3.000
 LQK  O11  C10  C8   124.18  3.000
 LQK  N12  C10  C8   115.89  3.000
 LQK  C25  N12  C13  113.78  3.000
 LQK  C25  N12  C10  122.54  3.000
 LQK  C13  N12  C10  123.41  3.000
 LQK  H21  C13  H20  105.56  3.000
 LQK  H21  C13  C14  109.35  3.000
 LQK  H20  C13  C14  109.06  3.000
 LQK  H21  C13  N12  110.71  3.000
 LQK  H20  C13  N12  110.53  3.000
 LQK  C14  C13  N12  111.44  3.000
 LQK  H23  C14  H22  106.78  3.000
 LQK  H23  C14  C13  109.94  3.000
 LQK  H22  C14  C13  108.15  3.000
 LQK  H23  C14  C15  111.03  3.000
 LQK  H22  C14  C15  108.53  3.000
 LQK  C13  C14  C15  112.21  3.000
 LQK  O21  C20  C19  124.37  3.000
 LQK  C19  C20  C15  121.20  3.000
 LQK  O21  C20  C15  114.43  3.000
 LQK  C22  O21  C20  118.67  3.000
 LQK  H25  C22  H24  108.46  3.000
 LQK  H25  C22  O21  110.34  3.000
 LQK  H24  C22  O21  110.86  3.000
 LQK  H25  C22  C23  110.22  3.000
 LQK  H24  C22  C23  110.40  3.000
 LQK  O21  C22  C23  106.57  3.000
 LQK  H26  O24  C23  108.42  3.000
 LQK  H27  C25  N12  107.73  3.000
 LQK  H27  C25  C27  108.52  3.000
 LQK  N12  C25  C27  107.63  3.000
 LQK  H27  C25  C16  107.39  3.000
 LQK  N12  C25  C16  113.86  3.000
 LQK  C27  C25  C16  111.54  3.000
 LQK  C29  N28  C37  111.50  3.000
 LQK  C37  N28  C27  123.47  3.000
 LQK  C29  N28  C27  124.47  3.000
 LQK  O30  C29  N28  125.79  3.000
 LQK  N28  C29  C31  105.84  3.000
 LQK  O30  C29  C31  128.37  3.000
 LQK  H11  C23  H10  107.34  3.000
 LQK  H11  C23  O24  111.59  3.000
 LQK  H10  C23  O24  111.92  3.000
 LQK  H11  C23  C22  109.55  3.000
 LQK  H10  C23  C22  109.43  3.000
 LQK  O24  C23  C22  107.00  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
 LQK  CONST_01  C18  C19  C20  C15    0.00   0.0  0
 LQK  CONST_02  C18  C17  C16  C15    0.00   0.0  0
 LQK  CONST_03  C19  C20  C15  C16    0.00   0.0  0
 LQK  CONST_04  C19  C18  C17  C16    0.00   0.0  0
 LQK  CONST_05  C20  C19  C18  C17    0.00   0.0  0
 LQK  CONST_06  C20  C15  C16  C17    0.00   0.0  0
 LQK  CONST_07  C34  C35  C36  C31    0.00   0.0  0
 LQK  CONST_08  C34  C33  C32  C31    0.00   0.0  0
 LQK  CONST_09  C35  C36  C31  C32    0.00   0.0  0
 LQK  CONST_10  C35  C34  C33  C32    0.00   0.0  0
 LQK  CONST_11  C36  C31  C32  C33    0.00   0.0  0
 LQK  CONST_12  C36  C35  C34  C33    0.00   0.0  0
 LQK  CONST_13  C29  N28  C37  C36    0.00   0.0  0
 LQK  CONST_14  O21  C20  C15  C16  180.00   0.0  0
 LQK  CONST_15  O21  C20  C19  C18  180.00   0.0  0
 LQK  CONST_16  O21  C20  C15  C14    0.00   0.0  0
 LQK  CONST_17  C13  N12  C10  C8     0.00   0.0  0
 LQK  CONST_18  C25  N12  C10  C8   180.00   0.0  0
 LQK  CONST_19  C36  C37  N28  C27  180.00   0.0  0
 LQK  CONST_20  O38  C37  N28  C29  180.00   0.0  0
 LQK  CONST_21  H9   C19  C20  C15  180.00   0.0  0
 LQK  CONST_22  H7   C17  C16  C15  180.00   0.0  0
 LQK  CONST_23  H8   C18  C17  C16  180.00   0.0  0
 LQK  CONST_24  H17  C35  C36  C31  180.00   0.0  0
 LQK  CONST_25  H15  C33  C32  C31  180.00   0.0  0
 LQK  CONST_26  H16  C34  C33  C32  180.00   0.0  0
 LQK  CONST_27  H14  C32  C33  C34  180.00   0.0  0
 LQK  CONST_28  C13  N12  C10  O11  180.00   0.0  0
 LQK  CONST_29  C25  N12  C10  O11    0.00   0.0  0
 LQK  CONST_30  O38  C37  N28  C27    0.00   0.0  0
 LQK  CONST_31  H18  N1   C2   C4   180.00   0.0  0
 LQK  CONST_32  H19  N1   C2   C4     0.00   0.0  0
 LQK  Var_01    C8   C7   C6   C4   -19.96  30.0  1
 LQK  Var_02    N12  C13  C14  C15  -46.14  30.0  1
 LQK  Var_03    C13  C14  C15  C16   16.66  30.0  1
 LQK  Var_04    C25  N12  C13  C14   60.64  30.0  1
 LQK  Var_05    C25  C27  N28  C37   75.77  30.0  1
 LQK  Var_06    H24  C22  O21  C20   57.31  30.0  1
 LQK  Var_07    O24  C23  C22  O21  178.57  30.0  1

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
 LQK  chir_01  C4   C2   C8   C6   positiv
 LQK  chir_02  C8   C7   C4   C10  positiv
 LQK  chir_03  C25  N12  C27  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
 LQK  plan-1  C27  0.020
 LQK  plan-1  C31  0.020
 LQK  plan-1  C32  0.020
 LQK  plan-1  C33  0.020
 LQK  plan-1  C34  0.020
 LQK  plan-1  C35  0.020
 LQK  plan-1  C36  0.020
 LQK  plan-1  C37  0.020
 LQK  plan-1  N28  0.020
 LQK  plan-1  C29  0.020
 LQK  plan-1  O30  0.020
 LQK  plan-1  H14  0.020
 LQK  plan-1  H15  0.020
 LQK  plan-1  H16  0.020
 LQK  plan-1  H17  0.020
 LQK  plan-1  O38  0.020
 LQK  plan-2  C15  0.020
 LQK  plan-2  C16  0.020
 LQK  plan-2  C17  0.020
 LQK  plan-2  C18  0.020
 LQK  plan-2  C19  0.020
 LQK  plan-2  C14  0.020
 LQK  plan-2  C20  0.020
 LQK  plan-2  O21  0.020
 LQK  plan-2  C25  0.020
 LQK  plan-2  H7   0.020
 LQK  plan-2  H8   0.020
 LQK  plan-2  H9   0.020
 LQK  plan-3  C2   0.020
 LQK  plan-3  C4   0.020
 LQK  plan-3  N1   0.020
 LQK  plan-3  O3   0.020
 LQK  plan-3  H18  0.020
 LQK  plan-3  H19  0.020
 LQK  plan-4  C8   0.020
 LQK  plan-4  C10  0.020
 LQK  plan-4  O11  0.020
 LQK  plan-4  N12  0.020
 LQK  plan-4  C13  0.020
 LQK  plan-4  C25  0.020

