# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 01:21:53 2020
#   Inital geometry file: a 158 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)C(=O)c2cccc(CN3c4cccc5C(=O)N(C)C(=Cc6cccnc36)c45)c2
#
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
 C89  C89  'None                     '  ligand  62  35  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C89
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
 C89  C1   C  CR56  0   0.001   3.3279  -1.5041  -0.5879
 C89  C11  C  CH3   0  -0.547   6.9585  -2.0556  -0.4909
 C89  C13  C  CR6   0   0.415   2.8369   1.4460   0.1995
 C89  C15  C  CR16  0  -0.063   2.8940   3.7524   0.3306
 C89  C16  C  CR16  0  -0.340   4.2668   3.8037   0.2219
 C89  C17  C  CR16  0  -0.217   4.9280   2.5934   0.1057
 C89  C18  C  CR6   0   0.066   4.2486   1.3756   0.0923
 C89  C19  C  C1    0  -0.423   5.0847   0.1919  -0.0205
 C89  C2   C  CR56  0  -0.068   3.4090  -2.8021  -1.0713
 C89  C20  C  CH2   0  -0.399   0.6834   0.6026   0.9351
 C89  C21  C  CR6   0   0.097  -0.4470   1.0981   0.0618
 C89  C22  C  CR16  0  -0.320  -1.7270   1.1278   0.6056
 C89  C23  C  CR6   0  -0.053  -2.8167   1.5491  -0.1469
 C89  C24  C  CR16  0  -0.276  -2.6232   1.9791  -1.4567
 C89  C25  C  CR16  0  -0.230  -1.3476   1.9686  -1.9987
 C89  C26  C  CR16  0  -0.275  -0.2671   1.5245  -1.2485
 C89  C27  C  C     0   0.512  -4.1590   1.6318   0.5105
 C89  C3   C  CR16  0  -0.331   2.2979  -3.5539  -1.4019
 C89  C30  C  CH2   0  -0.321  -6.5517   1.1870   0.3986
 C89  C31  C  CH2   0  -0.280  -7.0593  -0.1450   0.9221
 C89  C33  C  CH2   0  -0.269  -5.6316  -1.2986  -0.5938
 C89  C34  C  CH2   0  -0.323  -5.1015   0.0193  -1.1365
 C89  C35  C  CH3   0  -0.518  -7.5212  -2.4215   0.3484
 C89  C4   C  CR16  0  -0.255   1.0719  -2.9366  -1.2201
 C89  C5   C  CR16  0  -0.318   0.9747  -1.6436  -0.7108
 C89  C6   C  CR6   0   0.280   2.1015  -0.8889  -0.3516
 C89  C7   C  CR5   0   0.522   4.6832  -1.0401  -0.3422
 C89  C9   C  CR5   0   0.529   4.8307  -3.1988  -1.0813
 C89  N12  N  NT    0  -0.629   1.9586   0.3500   0.2827
 C89  N14  N  N     0  -0.441   2.2208   2.6101   0.3128
 C89  N29  N  NT    0  -0.451  -5.2016   1.0546  -0.1214
 C89  N32  N  NT    0  -0.415  -6.9909  -1.1581  -0.1129
 C89  N8   N  NR5   0  -0.619   5.5236  -2.1159  -0.6015
 C89  O10  O  O     0  -0.443   5.3109  -4.2583  -1.4295
 C89  O28  O  O     0  -0.490  -4.2721   2.2465   1.5641
 C89  H1   H  HCH3  0   0.258   7.2561  -1.7988   0.5253
 C89  H2   H  HCH3  0   0.273   7.3724  -3.0289  -0.7373
 C89  H3   H  HCH3  0   0.256   7.3736  -1.3174  -1.1776
 C89  H4   H  HCR6  0   0.267   2.3033   4.6548   0.4381
 C89  H5   H  HCR6  0   0.270   4.8014   4.7425   0.2363
 C89  H6   H  HCR6  0   0.274   6.0088   2.5804   0.0371
 C89  H7   H  H     0   0.286   6.1466   0.3757   0.0906
 C89  H8   H  HCH2  0   0.295   0.8473   1.3227   1.7357
 C89  H9   H  HCH2  0   0.280   0.3767  -0.3257   1.4235
 C89  H10  H  HCR6  0   0.255  -1.8794   0.8004   1.6284
 C89  H11  H  HCR6  0   0.265  -3.4607   2.3238  -2.0507
 C89  H12  H  HCR6  0   0.260  -1.1912   2.3061  -3.0150
 C89  H13  H  HCR6  0   0.255   0.7170   1.5102  -1.6971
 C89  H14  H  HCR6  0   0.264   2.3803  -4.5676  -1.7695
 C89  H15  H  HCH2  0   0.247  -7.1978   1.5290  -0.4154
 C89  H16  H  HCH2  0   0.267  -6.5747   1.9365   1.1843
 C89  H17  H  HCH2  0   0.199  -6.4767  -0.4322   1.8152
 C89  H18  H  HCH2  0   0.244  -8.0978  -0.0267   1.2399
 C89  H19  H  HCH2  0   0.247  -5.6075  -2.0386  -1.3972
 C89  H20  H  HCH2  0   0.195  -4.9517  -1.6574   0.1997
 C89  H21  H  HCH2  0   0.274  -4.0712  -0.1151  -1.4527
 C89  H22  H  HCH2  0   0.246  -5.6811   0.3221  -2.0132
 C89  H23  H  HCH3  0   0.194  -6.9642  -2.8347   1.2034
 C89  H24  H  HCH3  0   0.235  -8.5615  -2.3016   0.6541
 C89  H25  H  HCH3  0   0.235  -7.4914  -3.1563  -0.4570
 C89  H26  H  HCR6  0   0.269   0.1572  -3.4612  -1.4618
 C89  H27  H  HCR6  0   0.283  -0.0184  -1.2399  -0.5868

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
 C89  C33  N32  single    1.449  0.020  1.449
 C89  C33  C34  single    1.521  0.020  1.521
 C89  N32  C35  single    1.446  0.020  1.446
 C89  N32  C31  single    1.450  0.020  1.450
 C89  C30  N29  single    1.453  0.020  1.453
 C89  C30  C31  single    1.519  0.020  1.519
 C89  C34  N29  single    1.453  0.020  1.453
 C89  O28  C27  double    1.225  0.020  1.225
 C89  N29  C27  single    1.349  0.020  1.349
 C89  C27  C23  single    1.497  0.020  1.497
 C89  C23  C24  aromatic  1.392  0.020  1.392
 C89  C23  C22  aromatic  1.390  0.020  1.390
 C89  C24  C25  aromatic  1.386  0.020  1.386
 C89  C22  C21  aromatic  1.391  0.020  1.391
 C89  C25  C26  aromatic  1.388  0.020  1.388
 C89  C26  C21  aromatic  1.390  0.020  1.390
 C89  C21  C20  single    1.512  0.020  1.512
 C89  C20  N12  single    1.455  0.020  1.455
 C89  C4   C5   aromatic  1.393  0.020  1.393
 C89  C4   C3   aromatic  1.385  0.020  1.385
 C89  C5   C6   aromatic  1.403  0.020  1.403
 C89  C3   C2   aromatic  1.382  0.020  1.382
 C89  C6   N12  single    1.399  0.020  1.399
 C89  C6   C1   aromatic  1.392  0.020  1.392
 C89  N12  C13  single    1.407  0.020  1.407
 C89  C2   C1   aromatic  1.387  0.020  1.387
 C89  C2   C9   single    1.476  0.020  1.476
 C89  C1   C7   single    1.453  0.020  1.453
 C89  N14  C13  aromatic  1.322  0.020  1.322
 C89  N14  C15  aromatic  1.326  0.020  1.326
 C89  C13  C18  aromatic  1.418  0.020  1.418
 C89  C9   O10  double    1.214  0.020  1.214
 C89  C9   N8   single    1.372  0.020  1.372
 C89  C15  C16  aromatic  1.378  0.020  1.378
 C89  C7   N8   single    1.390  0.020  1.390
 C89  C7   C19  double    1.335  0.020  1.335
 C89  C18  C19  single    1.454  0.020  1.454
 C89  C18  C17  aromatic  1.395  0.020  1.395
 C89  N8   C11  single    1.440  0.020  1.440
 C89  C16  C17  aromatic  1.384  0.020  1.384
 C89  C11  H1   single    0.970  0.020  1.090
 C89  C11  H2   single    0.970  0.020  1.090
 C89  C11  H3   single    0.970  0.020  1.090
 C89  C15  H4   single    0.930  0.020  1.080
 C89  C16  H5   single    0.930  0.020  1.080
 C89  C17  H6   single    0.930  0.020  1.080
 C89  C19  H7   single    0.930  0.020  1.080
 C89  C20  H8   single    0.970  0.020  1.090
 C89  C20  H9   single    0.970  0.020  1.090
 C89  C22  H10  single    0.930  0.020  1.080
 C89  C24  H11  single    0.930  0.020  1.080
 C89  C25  H12  single    0.930  0.020  1.080
 C89  C26  H13  single    0.930  0.020  1.080
 C89  C3   H14  single    0.930  0.020  1.080
 C89  C30  H15  single    0.970  0.020  1.090
 C89  C30  H16  single    0.970  0.020  1.090
 C89  C31  H17  single    0.970  0.020  1.090
 C89  C31  H18  single    0.970  0.020  1.090
 C89  C33  H19  single    0.970  0.020  1.090
 C89  C33  H20  single    0.970  0.020  1.090
 C89  C34  H21  single    0.970  0.020  1.090
 C89  C34  H22  single    0.970  0.020  1.090
 C89  C35  H23  single    0.970  0.020  1.090
 C89  C35  H24  single    0.970  0.020  1.090
 C89  C35  H25  single    0.970  0.020  1.090
 C89  C4   H26  single    0.930  0.020  1.080
 C89  C5   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
 C89  C7   C1   C6   130.66  3.000
 C89  C7   C1   C2   107.64  3.000
 C89  C6   C1   C2   121.60  3.000
 C89  H3   C11  H2   108.59  3.000
 C89  H3   C11  H1   108.89  3.000
 C89  H2   C11  H1   108.59  3.000
 C89  H3   C11  N8   111.05  3.000
 C89  H2   C11  N8   108.96  3.000
 C89  H1   C11  N8   110.71  3.000
 C89  N14  C13  N12  112.95  3.000
 C89  N14  C13  C18  120.95  3.000
 C89  N12  C13  C18  125.98  3.000
 C89  H4   C15  N14  116.22  3.000
 C89  H4   C15  C16  121.32  3.000
 C89  N14  C15  C16  122.46  3.000
 C89  H5   C16  C17  121.64  3.000
 C89  H5   C16  C15  121.61  3.000
 C89  C17  C16  C15  116.74  3.000
 C89  H6   C17  C18  118.37  3.000
 C89  H6   C17  C16  119.51  3.000
 C89  C18  C17  C16  122.12  3.000
 C89  C19  C18  C17  115.57  3.000
 C89  C17  C18  C13  116.17  3.000
 C89  C19  C18  C13  128.25  3.000
 C89  H7   C19  C7   118.42  3.000
 C89  H7   C19  C18  114.69  3.000
 C89  C7   C19  C18  126.67  3.000
 C89  C9   C2   C3   128.81  3.000
 C89  C9   C2   C1   108.06  3.000
 C89  C3   C2   C1   123.05  3.000
 C89  H9   C20  H8   105.98  3.000
 C89  H9   C20  N12  107.39  3.000
 C89  H8   C20  N12  108.21  3.000
 C89  H9   C20  C21  109.07  3.000
 C89  H8   C20  C21  108.69  3.000
 C89  N12  C20  C21  116.96  3.000
 C89  C26  C21  C22  118.77  3.000
 C89  C26  C21  C20  123.25  3.000
 C89  C22  C21  C20  117.98  3.000
 C89  H10  C22  C23  119.46  3.000
 C89  H10  C22  C21  119.44  3.000
 C89  C23  C22  C21  121.09  3.000
 C89  C27  C23  C24  121.39  3.000
 C89  C24  C23  C22  119.61  3.000
 C89  C27  C23  C22  118.82  3.000
 C89  H11  C24  C25  119.97  3.000
 C89  H11  C24  C23  120.46  3.000
 C89  C25  C24  C23  119.57  3.000
 C89  H12  C25  C26  119.65  3.000
 C89  H12  C25  C24  119.86  3.000
 C89  C26  C25  C24  120.49  3.000
 C89  H13  C26  C25  119.23  3.000
 C89  H13  C26  C21  120.32  3.000
 C89  C25  C26  C21  120.45  3.000
 C89  O28  C27  N29  123.11  3.000
 C89  N29  C27  C23  117.63  3.000
 C89  O28  C27  C23  119.23  3.000
 C89  H14  C3   C4   122.00  3.000
 C89  H14  C3   C2   122.02  3.000
 C89  C4   C3   C2   115.98  3.000
 C89  H16  C30  H15  108.06  3.000
 C89  H16  C30  N29  109.97  3.000
 C89  H15  C30  N29  108.12  3.000
 C89  H16  C30  C31  110.42  3.000
 C89  H15  C30  C31  109.47  3.000
 C89  N29  C30  C31  110.74  3.000
 C89  H18  C31  H17  107.12  3.000
 C89  H18  C31  N32  109.16  3.000
 C89  H17  C31  N32  111.76  3.000
 C89  H18  C31  C30  108.85  3.000
 C89  H17  C31  C30  109.30  3.000
 C89  N32  C31  C30  110.55  3.000
 C89  H20  C33  H19  107.13  3.000
 C89  H20  C33  N32  111.75  3.000
 C89  H19  C33  N32  109.30  3.000
 C89  H20  C33  C34  108.86  3.000
 C89  H19  C33  C34  108.48  3.000
 C89  N32  C33  C34  111.19  3.000
 C89  H22  C34  H21  107.68  3.000
 C89  H22  C34  N29  109.04  3.000
 C89  H21  C34  N29  110.91  3.000
 C89  H22  C34  C33  109.95  3.000
 C89  H21  C34  C33  109.10  3.000
 C89  N29  C34  C33  110.13  3.000
 C89  H25  C35  H24  107.89  3.000
 C89  H25  C35  H23  107.87  3.000
 C89  H24  C35  H23  107.82  3.000
 C89  H25  C35  N32  110.07  3.000
 C89  H24  C35  N32  110.07  3.000
 C89  H23  C35  N32  112.97  3.000
 C89  H26  C4   C5   118.21  3.000
 C89  H26  C4   C3   120.21  3.000
 C89  C5   C4   C3   121.57  3.000
 C89  H27  C5   C6   120.56  3.000
 C89  H27  C5   C4   116.96  3.000
 C89  C6   C5   C4   122.47  3.000
 C89  N12  C6   C5   120.69  3.000
 C89  N12  C6   C1   123.93  3.000
 C89  C5   C6   C1   115.23  3.000
 C89  N8   C7   C19  125.28  3.000
 C89  C19  C7   C1   128.00  3.000
 C89  N8   C7   C1   106.57  3.000
 C89  O10  C9   N8   126.10  3.000
 C89  N8   C9   C2   105.78  3.000
 C89  O10  C9   C2   128.12  3.000
 C89  C6   N12  C20  116.53  3.000
 C89  C6   N12  C13  126.81  3.000
 C89  C20  N12  C13  116.01  3.000
 C89  C15  N14  C13  121.55  3.000
 C89  C34  N29  C30  112.26  3.000
 C89  C34  N29  C27  125.36  3.000
 C89  C30  N29  C27  120.77  3.000
 C89  C35  N32  C33  111.43  3.000
 C89  C35  N32  C31  111.44  3.000
 C89  C33  N32  C31  110.43  3.000
 C89  C9   N8   C7   111.77  3.000
 C89  C7   N8   C11  123.76  3.000
 C89  C9   N8   C11  124.25  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
 C89  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 C89  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 C89  CONST_03  C16  C15  N14  C13     0.00   0.0  0
 C89  CONST_04  C16  C17  C18  C13     0.00   0.0  0
 C89  CONST_05  C18  C13  N14  C15     0.00   0.0  0
 C89  CONST_06  C18  C17  C16  C15     0.00   0.0  0
 C89  CONST_07  N14  C13  C18  C17     0.00   0.0  0
 C89  CONST_08  N14  C15  C16  C17     0.00   0.0  0
 C89  CONST_09  C5   C4   C3   C2      0.00   0.0  0
 C89  CONST_10  C5   C6   C1   C2      0.00   0.0  0
 C89  CONST_11  C24  C23  C22  C21     0.00   0.0  0
 C89  CONST_12  C24  C25  C26  C21     0.00   0.0  0
 C89  CONST_13  C25  C24  C23  C22     0.00   0.0  0
 C89  CONST_14  C25  C26  C21  C22     0.00   0.0  0
 C89  CONST_15  C26  C25  C24  C23     0.00   0.0  0
 C89  CONST_16  C26  C21  C22  C23     0.00   0.0  0
 C89  CONST_17  C6   C5   C4   C3      0.00   0.0  0
 C89  CONST_18  C6   C1   C2   C3      0.00   0.0  0
 C89  CONST_19  C7   N8   C9   C2      0.00   0.0  0
 C89  CONST_20  C23  C22  C21  C20   180.00   0.0  0
 C89  CONST_21  C25  C26  C21  C20   180.00   0.0  0
 C89  CONST_22  C27  C23  C22  C21   180.00   0.0  0
 C89  CONST_23  C27  C23  C24  C25   180.00   0.0  0
 C89  CONST_24  C30  N29  C27  C23   180.00   0.0  0
 C89  CONST_26  C2   C9   N8   C11   180.00   0.0  0
 C89  CONST_27  O10  C9   N8   C7    180.00   0.0  0
 C89  CONST_28  H27  C5   C6   C1    180.00   0.0  0
 C89  CONST_29  H14  C3   C2   C1    180.00   0.0  0
 C89  CONST_30  H4   C15  N14  C13   180.00   0.0  0
 C89  CONST_31  H6   C17  C18  C13   180.00   0.0  0
 C89  CONST_32  H5   C16  C17  C18   180.00   0.0  0
 C89  CONST_33  H26  C4   C3   C2    180.00   0.0  0
 C89  CONST_34  H12  C25  C26  C21   180.00   0.0  0
 C89  CONST_35  H11  C24  C23  C22   180.00   0.0  0
 C89  CONST_36  H13  C26  C21  C22   180.00   0.0  0
 C89  CONST_37  H10  C22  C23  C24   180.00   0.0  0
 C89  CONST_38  O28  C27  N29  C30     0.00   0.0  0
 C89  CONST_40  O10  C9   N8   C11     0.00   0.0  0
 C89  Var_01    C13  N12  C6   C1     34.08  30.0  1
 C89  Var_02    C18  C19  C7   C1     -3.33  30.0  1
 C89  Var_03    C7   C19  C18  C13    16.10  30.0  1
 C89  Var_04    C6   N12  C13  C18   -34.80  30.0  1
 C89  Var_05    C33  C34  N29  C30   -54.62  30.0  1
 C89  Var_06    C33  N32  C31  C30    57.96  30.0  1
 C89  Var_07    C34  C33  N32  C31   -58.19  30.0  1
 C89  Var_08    C34  N29  C30  C31    55.10  30.0  1
 C89  Var_09    N32  C31  C30  N29   -56.19  30.0  1
 C89  Var_10    N32  C33  C34  N29    55.96  30.0  1
 C89  Var_11    C21  C20  N12  C13    88.46  30.0  2
 C89  Var_12    N29  C27  C23  C22  -130.73  30.0  2
 C89  Var_13    N12  C20  C21  C22   169.16  30.0  2
 C89  Var_14    H23  C35  N32  C31   -61.35  30.0  3
 C89  Var_15    H1   C11  N8   C7     60.08  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
 C89  plan-1  C20  0.020
 C89  plan-1  C21  0.020
 C89  plan-1  C22  0.020
 C89  plan-1  C23  0.020
 C89  plan-1  C24  0.020
 C89  plan-1  C25  0.020
 C89  plan-1  C26  0.020
 C89  plan-1  C27  0.020
 C89  plan-1  H10  0.020
 C89  plan-1  H11  0.020
 C89  plan-1  H12  0.020
 C89  plan-1  H13  0.020
 C89  plan-2  C13  0.020
 C89  plan-2  C15  0.020
 C89  plan-2  C16  0.020
 C89  plan-2  C17  0.020
 C89  plan-2  C18  0.020
 C89  plan-2  C19  0.020
 C89  plan-2  N12  0.020
 C89  plan-2  N14  0.020
 C89  plan-2  H4   0.020
 C89  plan-2  H5   0.020
 C89  plan-2  H6   0.020
 C89  plan-3  C23  0.020
 C89  plan-3  C27  0.020
 C89  plan-3  C30  0.020
 C89  plan-3  C34  0.020
 C89  plan-3  N29  0.020
 C89  plan-3  O28  0.020
 C89  plan-4  C1   0.020
 C89  plan-4  C11  0.020
 C89  plan-4  C19  0.020
 C89  plan-4  C2   0.020
 C89  plan-4  C3   0.020
 C89  plan-4  C4   0.020
 C89  plan-4  C5   0.020
 C89  plan-4  C6   0.020
 C89  plan-4  C7   0.020
 C89  plan-4  C9   0.020
 C89  plan-4  N12  0.020
 C89  plan-4  N8   0.020
 C89  plan-4  O10  0.020
 C89  plan-4  H14  0.020
 C89  plan-4  H26  0.020
 C89  plan-4  H27  0.020

