# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 08:54:00 2021
#   Inital geometry file: a 133 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCN1/C=C/N(CCNC(=O)c2cccc(c2)c3cnn4ccc1nc34)C5CC5
#
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
 Q8K  Q8K  'None                     '  ligand  54  30  .  2022-07-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_Q8K
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
 Q8K  C4   C  CR56  0   0.596  65.8432  27.3583  13.8497
 Q8K  C5   C  CR15  0  -0.070  67.0759  25.5399  13.7126
 Q8K  C6   C  CR5   0  -0.234  66.6575  26.6527  12.9618
 Q8K  N1   N  N     0  -0.501  65.1362  28.4785  13.7096
 Q8K  C7   C  C1    0  -0.142  63.5187  30.4649  13.1895
 Q8K  N2   N  N     0  -0.384  65.8598  26.6453  15.0220
 Q8K  C9   C  CH2   0  -0.143  63.8771  31.6134  16.4489
 Q8K  C10  C  CR6   0   0.134  66.9606  27.0756  11.6011
 Q8K  C11  C  CR16  0  -0.334  67.2460  26.2005  10.5525
 Q8K  C12  C  CR16  0  -0.231  67.4710  26.6912   9.2711
 Q8K  N3   N  N     0  -0.311  66.6078  25.5312  14.9484
 Q8K  C13  C  CR16  0  -0.300  67.3867  28.0500   8.9972
 Q8K  C14  C  CR6   0  -0.007  67.0934  28.9348  10.0316
 Q8K  C15  C  CR16  0  -0.388  66.9308  28.4408  11.3171
 Q8K  N4   N  NT    0  -0.534  63.7292  30.0657  14.5360
 Q8K  C2   C  CR16  0  -0.445  64.4981  28.2635  16.0084
 Q8K  C3   C  CR16  0   0.071  65.1967  27.1075  16.1074
 Q8K  C16  C  C     0   0.519  66.9717  30.4075   9.7817
 Q8K  O2   O  O     0  -0.485  67.5654  30.9618   8.8679
 Q8K  N5   N  NH1   0  -0.646  66.1506  31.0411  10.6429
 Q8K  C18  C  CH2   0  -0.315  66.0702  32.4676  10.8553
 Q8K  C17  C  CH2   0  -0.317  64.6302  32.9984  10.8283
 Q8K  N6   N  NT    0  -0.442  63.6386  32.1255  11.4400
 Q8K  C19  C  C1    0  -0.064  63.9039  31.6534  12.7095
 Q8K  C1   C  CR6   0   0.531  64.4627  28.9423  14.7408
 Q8K  O1   O  OH1   0  -0.668  63.0772  32.1646  17.4666
 Q8K  C20  C  CH1   0  -0.109  62.8887  31.2867  10.5619
 Q8K  C22  C  CH2   0  -0.501  61.9033  31.9345   9.6436
 Q8K  C21  C  CH2   0  -0.483  61.4226  31.1381  10.8172
 Q8K  H1   H  HCR5  0   0.270  67.7261  24.7401  13.3880
 Q8K  H2   H  H     0   0.263  63.0044  29.7414  12.5671
 Q8K  H3   H  HCH2  0   0.273  62.1934  31.2956  15.1496
 Q8K  H4   H  HCH2  0   0.254  62.4964  29.9659  16.2421
 Q8K  H5   H  HCH2  0   0.202  64.7149  31.0328  16.8573
 Q8K  H6   H  HCH2  0   0.202  64.3128  32.3873  15.8035
 Q8K  H7   H  HCR6  0   0.252  67.2775  25.1319  10.7277
 Q8K  H8   H  HCR6  0   0.260  67.6916  25.9982   8.4696
 Q8K  H9   H  HCR6  0   0.258  67.5348  28.4128   7.9885
 Q8K  H10  H  HCR6  0   0.256  66.7893  29.1232  12.1412
 Q8K  H11  H  HCR6  0   0.297  63.9758  28.6255  16.8798
 Q8K  H12  H  HCR6  0   0.324  65.2615  26.5202  17.0117
 Q8K  H13  H  HNH1  0   0.411  65.6985  30.4785  11.3481
 Q8K  H14  H  HCH2  0   0.249  66.5245  32.7001  11.8229
 Q8K  H15  H  HCH2  0   0.268  66.6594  32.9809  10.0973
 Q8K  H16  H  HCH2  0   0.254  64.6294  33.9719  11.3269
 Q8K  H17  H  HCH2  0   0.258  64.3136  33.1682   9.8004
 Q8K  H18  H  H     0   0.273  64.4692  32.3360  13.3380
 Q8K  H19  H  HOH1  0   0.459  63.6269  32.7388  18.0069
 Q8K  H20  H  HCH1  0   0.251  63.4000  30.4042  10.1779
 Q8K  H21  H  HCH2  0   0.255  61.8016  33.0113   9.6942
 Q8K  H22  H  HCH2  0   0.255  61.7914  31.5186   8.6509
 Q8K  H23  H  HCH2  0   0.255  61.0102  31.6812  11.6578
 Q8K  H24  H  HCH2  0   0.254  60.9753  30.1683  10.6419
 Q8K  C8   C  CH2   0  -0.354  62.9881  30.7088  15.6078

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
 Q8K  O2   C16  double    1.223  0.020  1.223
 Q8K  C16  N5   single    1.348  0.020  1.348
 Q8K  C16  C14  single    1.499  0.020  1.499
 Q8K  C13  C14  single    1.392  0.020  1.392
 Q8K  C13  C12  aromatic  1.389  0.020  1.389
 Q8K  C18  N5   single    1.444  0.020  1.444
 Q8K  C18  C17  single    1.535  0.020  1.535
 Q8K  C17  N6   single    1.456  0.020  1.456
 Q8K  C14  C15  aromatic  1.387  0.020  1.387
 Q8K  C12  C11  aromatic  1.390  0.020  1.390
 Q8K  C22  C20  single    1.495  0.020  1.495
 Q8K  C22  C21  single    1.498  0.020  1.498
 Q8K  C15  C10  aromatic  1.395  0.020  1.395
 Q8K  C20  N6   single    1.427  0.020  1.427
 Q8K  C20  C21  single    1.496  0.020  1.496
 Q8K  N6   C19  single    1.380  0.020  1.380
 Q8K  C11  C10  single    1.395  0.020  1.395
 Q8K  C10  C6   aromatic  1.457  0.020  1.457
 Q8K  C19  C7   double    1.338  0.020  1.338
 Q8K  C6   C4   aromatic  1.396  0.020  1.396
 Q8K  C6   C5   single    1.406  0.020  1.406
 Q8K  C7   N4   single    1.420  0.020  1.420
 Q8K  N1   C4   aromatic  1.332  0.020  1.332
 Q8K  N1   C1   aromatic  1.316  0.020  1.316
 Q8K  C4   N2   single    1.372  0.020  1.372
 Q8K  C5   N3   aromatic  1.322  0.020  1.322
 Q8K  N4   C1   single    1.357  0.020  1.357
 Q8K  N4   C8   single    1.453  0.020  1.453
 Q8K  C1   C2   single    1.438  0.020  1.438
 Q8K  N2   N3   aromatic  1.344  0.020  1.344
 Q8K  N2   C3   aromatic  1.353  0.020  1.353
 Q8K  C8   C9   single    1.522  0.020  1.522
 Q8K  C2   C3   aromatic  1.354  0.020  1.354
 Q8K  C9   O1   single    1.407  0.020  1.407
 Q8K  C5   H1   single    0.930  0.020  1.080
 Q8K  C7   H2   single    0.930  0.020  1.080
 Q8K  C8   H3   single    0.970  0.020  1.090
 Q8K  C8   H4   single    0.970  0.020  1.090
 Q8K  C9   H5   single    0.970  0.020  1.090
 Q8K  C9   H6   single    0.970  0.020  1.090
 Q8K  C11  H7   single    0.930  0.020  1.080
 Q8K  C12  H8   single    0.930  0.020  1.080
 Q8K  C13  H9   single    0.930  0.020  1.080
 Q8K  C15  H10  single    0.930  0.020  1.080
 Q8K  C2   H11  single    0.930  0.020  1.080
 Q8K  C3   H12  single    0.930  0.020  1.080
 Q8K  N5   H13  single    0.860  0.020  1.020
 Q8K  C18  H14  single    0.970  0.020  1.090
 Q8K  C18  H15  single    0.970  0.020  1.090
 Q8K  C17  H16  single    0.970  0.020  1.090
 Q8K  C17  H17  single    0.970  0.020  1.090
 Q8K  C19  H18  single    0.930  0.020  1.080
 Q8K  O1   H19  single    0.850  0.020  0.980
 Q8K  C20  H20  single    0.970  0.020  1.090
 Q8K  C22  H21  single    0.970  0.020  1.090
 Q8K  C22  H22  single    0.970  0.020  1.090
 Q8K  C21  H23  single    0.970  0.020  1.090
 Q8K  C21  H24  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
 Q8K  N2   C4   N1   122.23  3.000
 Q8K  N2   C4   C6   105.88  3.000
 Q8K  N1   C4   C6   131.89  3.000
 Q8K  H1   C5   N3   119.29  3.000
 Q8K  H1   C5   C6   127.18  3.000
 Q8K  N3   C5   C6   113.53  3.000
 Q8K  C10  C6   C5   131.81  3.000
 Q8K  C5   C6   C4   103.53  3.000
 Q8K  C10  C6   C4   124.65  3.000
 Q8K  C1   N1   C4   119.05  3.000
 Q8K  H2   C7   C19  121.55  3.000
 Q8K  H2   C7   N4   115.29  3.000
 Q8K  C19  C7   N4   123.16  3.000
 Q8K  C3   N2   N3   126.85  3.000
 Q8K  C3   N2   C4   120.12  3.000
 Q8K  N3   N2   C4   113.00  3.000
 Q8K  H6   C9   H5   106.78  3.000
 Q8K  H6   C9   O1   112.01  3.000
 Q8K  H5   C9   O1   111.83  3.000
 Q8K  H6   C9   C8   109.02  3.000
 Q8K  H5   C9   C8   109.69  3.000
 Q8K  O1   C9   C8   107.49  3.000
 Q8K  C15  C10  C11  117.73  3.000
 Q8K  C11  C10  C6   124.23  3.000
 Q8K  C15  C10  C6   118.03  3.000
 Q8K  H7   C11  C12  119.50  3.000
 Q8K  H7   C11  C10  120.20  3.000
 Q8K  C12  C11  C10  120.29  3.000
 Q8K  H8   C12  C13  119.52  3.000
 Q8K  H8   C12  C11  119.31  3.000
 Q8K  C13  C12  C11  121.15  3.000
 Q8K  N2   N3   C5   104.05  3.000
 Q8K  H9   C13  C14  120.54  3.000
 Q8K  H9   C13  C12  120.24  3.000
 Q8K  C14  C13  C12  119.21  3.000
 Q8K  C16  C14  C15  119.68  3.000
 Q8K  C15  C14  C13  119.14  3.000
 Q8K  C16  C14  C13  121.18  3.000
 Q8K  H10  C15  C14  119.87  3.000
 Q8K  H10  C15  C10  117.79  3.000
 Q8K  C14  C15  C10  122.34  3.000
 Q8K  C1   N4   C8   122.05  3.000
 Q8K  C8   N4   C7   119.96  3.000
 Q8K  C1   N4   C7   117.12  3.000
 Q8K  H11  C2   C1   122.80  3.000
 Q8K  H11  C2   C3   118.51  3.000
 Q8K  C1   C2   C3   118.68  3.000
 Q8K  H12  C3   C2   123.80  3.000
 Q8K  H12  C3   N2   117.15  3.000
 Q8K  C2   C3   N2   119.06  3.000
 Q8K  N5   C16  O2   124.06  3.000
 Q8K  N5   C16  C14  113.88  3.000
 Q8K  O2   C16  C14  122.06  3.000
 Q8K  H13  N5   C18  115.02  3.000
 Q8K  H13  N5   C16  117.21  3.000
 Q8K  C18  N5   C16  126.30  3.000
 Q8K  H15  C18  H14  106.91  3.000
 Q8K  H15  C18  C17  109.41  3.000
 Q8K  H14  C18  C17  109.37  3.000
 Q8K  H15  C18  N5   109.46  3.000
 Q8K  H14  C18  N5   108.47  3.000
 Q8K  C17  C18  N5   113.03  3.000
 Q8K  H17  C17  H16  106.94  3.000
 Q8K  H17  C17  N6   106.98  3.000
 Q8K  H16  C17  N6   109.98  3.000
 Q8K  H17  C17  C18  110.08  3.000
 Q8K  H16  C17  C18  107.48  3.000
 Q8K  N6   C17  C18  115.10  3.000
 Q8K  C20  N6   C19  117.76  3.000
 Q8K  C19  N6   C17  117.43  3.000
 Q8K  C20  N6   C17  116.86  3.000
 Q8K  H18  C19  N6   114.66  3.000
 Q8K  H18  C19  C7   120.01  3.000
 Q8K  N6   C19  C7   125.34  3.000
 Q8K  C2   C1   N4   122.47  3.000
 Q8K  C2   C1   N1   120.77  3.000
 Q8K  N4   C1   N1   116.75  3.000
 Q8K  H19  O1   C9   108.39  3.000
 Q8K  H20  C20  C21  116.08  3.000
 Q8K  H20  C20  C22  116.35  3.000
 Q8K  C21  C20  C22   60.11  3.000
 Q8K  H20  C20  N6   116.50  3.000
 Q8K  C21  C20  N6   117.94  3.000
 Q8K  C22  C20  N6   118.02  3.000
 Q8K  H22  C22  H21  114.55  3.000
 Q8K  H22  C22  C21  118.77  3.000
 Q8K  H21  C22  C21  117.52  3.000
 Q8K  H22  C22  C20  117.72  3.000
 Q8K  H21  C22  C20  117.66  3.000
 Q8K  C21  C22  C20   59.98  3.000
 Q8K  H24  C21  H23  114.71  3.000
 Q8K  H24  C21  C22  118.83  3.000
 Q8K  H23  C21  C22  117.65  3.000
 Q8K  H24  C21  C20  117.81  3.000
 Q8K  H23  C21  C20  117.14  3.000
 Q8K  C22  C21  C20   59.91  3.000
 Q8K  H4   C8   H3   106.38  3.000
 Q8K  H4   C8   N4   110.89  3.000
 Q8K  H3   C8   N4   107.48  3.000
 Q8K  H4   C8   C9   110.23  3.000
 Q8K  H3   C8   C9   109.79  3.000
 Q8K  N4   C8   C9   111.89  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
 Q8K  CONST_03  N3   C5   C6   C4      0.00   0.0  0
 Q8K  CONST_04  C2   C1   N1   C4      0.00   0.0  0
 Q8K  CONST_05  C5   N3   N2   C4      0.00   0.0  0
 Q8K  CONST_06  C2   C3   N2   C4      0.00   0.0  0
 Q8K  CONST_09  N1   C4   C6   C5    180.00   0.0  0
 Q8K  CONST_10  N2   C4   C6   C5      0.00   0.0  0
 Q8K  CONST_11  C3   N2   N3   C5    180.00   0.0  0
 Q8K  CONST_12  C14  C15  C10  C6    180.00   0.0  0
 Q8K  CONST_13  C12  C11  C10  C6    180.00   0.0  0
 Q8K  CONST_14  C1   N1   C4   C6    180.00   0.0  0
 Q8K  CONST_15  N3   N2   C4   C6      0.00   0.0  0
 Q8K  CONST_16  C3   N2   C4   C6    180.00   0.0  0
 Q8K  CONST_17  N2   N3   C5   C6      0.00   0.0  0
 Q8K  CONST_18  C10  C6   C4   N1      0.00   0.0  0
 Q8K  CONST_19  N3   N2   C4   N1    180.00   0.0  0
 Q8K  CONST_20  C3   N2   C4   N1      0.00   0.0  0
 Q8K  CONST_21  C3   C2   C1   N1      0.00   0.0  0
 Q8K  CONST_22  C10  C6   C4   N2    180.00   0.0  0
 Q8K  CONST_23  C1   N1   C4   N2      0.00   0.0  0
 Q8K  CONST_24  C1   C2   C3   N2      0.00   0.0  0
 Q8K  CONST_25  C13  C14  C15  C10     0.00   0.0  0
 Q8K  CONST_26  C13  C12  C11  C10     0.00   0.0  0
 Q8K  CONST_27  N3   C5   C6   C10   180.00   0.0  0
 Q8K  CONST_28  C14  C13  C12  C11     0.00   0.0  0
 Q8K  CONST_29  C14  C15  C10  C11     0.00   0.0  0
 Q8K  CONST_30  C15  C14  C13  C12     0.00   0.0  0
 Q8K  CONST_31  C15  C10  C11  C12     0.00   0.0  0
 Q8K  CONST_32  C2   C3   N2   N3    180.00   0.0  0
 Q8K  CONST_34  C7   N4   C1   N1      0.00   0.0  0
 Q8K  CONST_35  C2   C1   N4   C7    180.00   0.0  0
 Q8K  CONST_38  C8   N4   C1   N1    180.00   0.0  0
 Q8K  CONST_39  C2   C1   N4   C8      0.00   0.0  0
 Q8K  CONST_40  H1   C5   C6   C4    180.00   0.0  0
 Q8K  CONST_41  H12  C3   N2   C4    180.00   0.0  0
 Q8K  CONST_42  H10  C15  C10  C6      0.00   0.0  0
 Q8K  CONST_43  H7   C11  C10  C6      0.00   0.0  0
 Q8K  CONST_44  H11  C2   C1   N1    180.00   0.0  0
 Q8K  CONST_45  H8   C12  C11  C10   180.00   0.0  0
 Q8K  CONST_46  H9   C13  C12  C11   180.00   0.0  0
 Q8K  CONST_47  H13  N5   C16  C14     0.00   0.0  0
 Q8K  Var_01    N6   C19  C7   N4   -175.08   0.0  0
 Q8K  Var_02    C17  N6   C19  C7   -147.80  30.0  1
 Q8K  Var_03    N5   C16  C14  C13   152.19  30.0  1
 Q8K  Var_04    C17  C18  N5   C16   131.46  30.0  1
 Q8K  Var_05    N6   C17  C18  N5     37.81  30.0  1
 Q8K  Var_06    C22  C20  N6   C17   -69.09  30.0  2
 Q8K  Var_07    C21  C22  C20  N6   -107.83  30.0  1
 Q8K  Var_08    C9   C8   N4   C7   -108.67  30.0  3
 Q8K  Var_09    O1   C9   C8   N4   -178.91  30.0  3

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
 Q8K  chir_01  C20  C22  N6  C21  both

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
 Q8K  plan-1  C4   0.020
 Q8K  plan-1  C5   0.020
 Q8K  plan-1  C6   0.020
 Q8K  plan-1  N1   0.020
 Q8K  plan-1  N2   0.020
 Q8K  plan-1  C10  0.020
 Q8K  plan-1  N3   0.020
 Q8K  plan-1  N4   0.020
 Q8K  plan-1  C2   0.020
 Q8K  plan-1  C3   0.020
 Q8K  plan-1  C1   0.020
 Q8K  plan-1  H1   0.020
 Q8K  plan-1  H11  0.020
 Q8K  plan-1  H12  0.020
 Q8K  plan-2  C6   0.020
 Q8K  plan-2  C10  0.020
 Q8K  plan-2  C11  0.020
 Q8K  plan-2  C12  0.020
 Q8K  plan-2  C13  0.020
 Q8K  plan-2  C14  0.020
 Q8K  plan-2  C15  0.020
 Q8K  plan-2  C16  0.020
 Q8K  plan-2  H7   0.020
 Q8K  plan-2  H8   0.020
 Q8K  plan-2  H9   0.020
 Q8K  plan-2  H10  0.020
 Q8K  plan-3  C14  0.020
 Q8K  plan-3  C16  0.020
 Q8K  plan-3  O2   0.020
 Q8K  plan-3  N5   0.020
 Q8K  plan-3  C18  0.020
 Q8K  plan-3  H13  0.020
 Q8K  plan-4  C7   0.020
 Q8K  plan-4  N4   0.020
 Q8K  plan-4  C1   0.020
 Q8K  plan-4  C8   0.020
 Q8K  plan-5  C7   0.020
 Q8K  plan-5  N4   0.020
 Q8K  plan-5  N6   0.020
 Q8K  plan-5  C19  0.020
 Q8K  plan-5  H2   0.020
 Q8K  plan-5  H18  0.020

