# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 19:04:56 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: [2-(1H-indol-4-yl)-1H-imidazol-4-yl](3,4,5-trimethoxyphenyl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc(OC)c1OC)C(=O)c2c[nH]c(n2)c3cccc4[nH]ccc34
#
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
 G8K  G8K  '[2-(1H-indol-4-yl)-1H-imidazol-4-yl](3,4,5-trimethoxyphenyl)methanone'  ligand  47  28  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G8K
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
 G8K  C1   C  CH3   0  -0.410  -6.2764   1.0211  -1.7701
 G8K  C10  C  CR5   0   0.436   2.4987  -0.1768  -0.4747
 G8K  C11  C  CR6   0   0.004   3.9558  -0.2100  -0.4517
 G8K  C12  C  CR16  0  -0.342   4.6948  -0.1421  -1.6256
 G8K  C13  C  CR16  0  -0.271   6.0943  -0.1658  -1.6181
 G8K  C14  C  CR16  0  -0.307   6.8024  -0.2588  -0.4365
 G8K  C15  C  CR56  0   0.353   6.0678  -0.3320   0.7438
 G8K  C16  C  CR56  0   0.051   4.6530  -0.3156   0.7689
 G8K  C17  C  CR15  0  -0.450   4.2683  -0.3994   2.1418
 G8K  C18  C  CR15  0  -0.015   5.4234  -0.4619   2.8689
 G8K  C19  C  CR16  0  -0.450  -3.1794  -1.0010   0.6599
 G8K  C2   C  CR6   0   0.187  -4.6052   0.7691  -0.1565
 G8K  C20  C  CR6   0   0.347  -4.4470  -0.5319   0.3354
 G8K  C21  C  CH3   0  -0.440  -5.4916  -2.5644   0.9576
 G8K  C3   C  CR6   0   0.352  -3.4893   1.5897  -0.3393
 G8K  C4   C  CH3   0  -0.441  -2.6522   3.6899  -1.0416
 G8K  C5   C  CR16  0  -0.468  -2.2181   1.1117  -0.0294
 G8K  C6   C  CR6   0   0.002  -2.0720  -0.1828   0.4587
 G8K  C7   C  C     0   0.303  -0.7344  -0.7099   0.8486
 G8K  C8   C  CR5   0   0.011   0.4278  -0.3293   0.0454
 G8K  C9   C  CR15  0  -0.062   0.4653   0.1669  -1.2382
 G8K  N1   N  NR15  0  -0.633   1.7744   0.2543  -1.5484
 G8K  N2   N  NR15  0  -0.678   6.4992  -0.4222   2.0336
 G8K  N3   N  N     0  -0.445   1.7014  -0.5408   0.4947
 G8K  O1   O  O2    0  -0.478  -5.8449   1.2410  -0.4318
 G8K  O2   O  O2    0  -0.461  -3.7440   2.8216  -0.8076
 G8K  O3   O  O     0  -0.401  -0.6180  -1.4622   1.7982
 G8K  O4   O  O2    0  -0.461  -5.5787  -1.2404   0.4664
 G8K  H1   H  HCH3  0   0.224  -5.6349   1.5330  -2.4909
 G8K  H2   H  HCH3  0   0.224  -6.3056  -0.0428  -2.0157
 G8K  H3   H  HCH3  0   0.240  -7.2835   1.4256  -1.8510
 G8K  H4   H  HCR6  0   0.240   4.1960  -0.0835  -2.5852
 G8K  H5   H  HCR6  0   0.257   6.6265  -0.1134  -2.5585
 G8K  H6   H  HCR6  0   0.266   7.8847  -0.2748  -0.4296
 G8K  H7   H  HCR5  0   0.249   3.2676  -0.4224   2.5361
 G8K  H8   H  HCR5  0   0.283   5.5607  -0.5339   3.9360
 G8K  H9   H  HCR6  0   0.285  -3.0354  -1.9996   1.0486
 G8K  H10  H  HCH3  0   0.231  -5.0871  -2.5968   1.9723
 G8K  H11  H  HCH3  0   0.263  -6.5063  -2.9537   0.9721
 G8K  H12  H  HCH3  0   0.231  -4.8791  -3.1990   0.3126
 G8K  H13  H  HCH3  0   0.232  -2.1166   3.9285  -0.1192
 G8K  H14  H  HCH3  0   0.228  -1.9462   3.2722  -1.7640
 G8K  H15  H  HCH3  0   0.265  -3.0694   4.6061  -1.4510
 G8K  H16  H  HCR6  0   0.292  -1.3505   1.7487  -0.1234
 G8K  H17  H  HCR5  0   0.313  -0.3088   0.4333  -1.9377
 G8K  H18  H  HNR5  0   0.431   2.1352   0.6129  -2.4192
 G8K  H19  H  HNR5  0   0.412   7.4612  -0.4549   2.3270

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
 G8K  C13  C14  aromatic  1.381  0.020  1.381
 G8K  C13  C12  aromatic  1.400  0.020  1.400
 G8K  C14  C15  aromatic  1.392  0.020  1.392
 G8K  C12  C11  aromatic  1.389  0.020  1.389
 G8K  C15  N2   aromatic  1.363  0.020  1.363
 G8K  C15  C16  aromatic  1.415  0.020  1.415
 G8K  N2   C18  aromatic  1.363  0.020  1.363
 G8K  C11  C16  aromatic  1.410  0.020  1.410
 G8K  C11  C10  single    1.458  0.020  1.458
 G8K  C16  C17  aromatic  1.428  0.020  1.428
 G8K  C18  C17  aromatic  1.366  0.020  1.366
 G8K  N1   C10  aromatic  1.365  0.020  1.365
 G8K  N1   C9   aromatic  1.348  0.020  1.348
 G8K  C10  N3   aromatic  1.307  0.020  1.307
 G8K  C9   C8   aromatic  1.377  0.020  1.377
 G8K  N3   C8   aromatic  1.367  0.020  1.367
 G8K  C21  O4   single    1.415  0.020  1.415
 G8K  C8   C7   single    1.463  0.020  1.463
 G8K  O4   C20  single    1.342  0.020  1.342
 G8K  C19  C20  aromatic  1.390  0.020  1.390
 G8K  C19  C6   aromatic  1.391  0.020  1.391
 G8K  C7   C6   single    1.490  0.020  1.490
 G8K  C7   O3   double    1.217  0.020  1.217
 G8K  C20  C2   aromatic  1.400  0.020  1.400
 G8K  C6   C5   aromatic  1.391  0.020  1.391
 G8K  C2   O1   single    1.355  0.020  1.355
 G8K  C2   C3   aromatic  1.397  0.020  1.397
 G8K  C5   C3   aromatic  1.393  0.020  1.393
 G8K  C1   O1   single    1.423  0.020  1.423
 G8K  C3   O2   single    1.342  0.020  1.342
 G8K  O2   C4   single    1.414  0.020  1.414
 G8K  C1   H1   single    0.970  0.020  1.090
 G8K  C1   H2   single    0.970  0.020  1.090
 G8K  C1   H3   single    0.970  0.020  1.090
 G8K  C12  H4   single    0.930  0.020  1.080
 G8K  C13  H5   single    0.930  0.020  1.080
 G8K  C14  H6   single    0.930  0.020  1.080
 G8K  C17  H7   single    0.930  0.020  1.080
 G8K  C18  H8   single    0.930  0.020  1.080
 G8K  C19  H9   single    0.930  0.020  1.080
 G8K  C21  H10  single    0.970  0.020  1.090
 G8K  C21  H11  single    0.970  0.020  1.090
 G8K  C21  H12  single    0.970  0.020  1.090
 G8K  C4   H13  single    0.970  0.020  1.090
 G8K  C4   H14  single    0.970  0.020  1.090
 G8K  C4   H15  single    0.970  0.020  1.090
 G8K  C5   H16  single    0.930  0.020  1.080
 G8K  C9   H17  single    0.930  0.020  1.080
 G8K  N1   H18  single    0.860  0.020  1.020
 G8K  N2   H19  single    0.860  0.020  1.020

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
 G8K  H3   C1   H2   108.70  3.000
 G8K  H3   C1   H1   108.68  3.000
 G8K  H2   C1   H1   108.89  3.000
 G8K  H3   C1   O1   107.04  3.000
 G8K  H2   C1   O1   111.72  3.000
 G8K  H1   C1   O1   111.72  3.000
 G8K  N3   C10  N1   110.34  3.000
 G8K  N3   C10  C11  126.28  3.000
 G8K  N1   C10  C11  123.37  3.000
 G8K  C16  C11  C12  118.19  3.000
 G8K  C16  C11  C10  120.65  3.000
 G8K  C12  C11  C10  121.16  3.000
 G8K  H4   C12  C13  117.78  3.000
 G8K  H4   C12  C11  120.43  3.000
 G8K  C13  C12  C11  121.78  3.000
 G8K  H5   C13  C14  119.66  3.000
 G8K  H5   C13  C12  119.10  3.000
 G8K  C14  C13  C12  121.23  3.000
 G8K  H6   C14  C15  121.43  3.000
 G8K  H6   C14  C13  121.28  3.000
 G8K  C15  C14  C13  117.29  3.000
 G8K  N2   C15  C16  107.48  3.000
 G8K  C16  C15  C14  122.82  3.000
 G8K  N2   C15  C14  129.70  3.000
 G8K  C17  C16  C15  106.60  3.000
 G8K  C17  C16  C11  134.71  3.000
 G8K  C15  C16  C11  118.68  3.000
 G8K  H7   C17  C18  126.18  3.000
 G8K  H7   C17  C16  127.16  3.000
 G8K  C18  C17  C16  106.65  3.000
 G8K  H8   C18  N2   120.53  3.000
 G8K  H8   C18  C17  129.59  3.000
 G8K  N2   C18  C17  109.87  3.000
 G8K  H9   C19  C6   119.28  3.000
 G8K  H9   C19  C20  121.14  3.000
 G8K  C6   C19  C20  119.57  3.000
 G8K  O1   C2   C3   119.98  3.000
 G8K  C3   C2   C20  120.11  3.000
 G8K  O1   C2   C20  119.90  3.000
 G8K  O4   C20  C2   115.46  3.000
 G8K  C2   C20  C19  119.92  3.000
 G8K  O4   C20  C19  124.62  3.000
 G8K  H12  C21  H11  108.85  3.000
 G8K  H12  C21  H10  108.87  3.000
 G8K  H11  C21  H10  108.82  3.000
 G8K  H12  C21  O4   111.90  3.000
 G8K  H11  C21  O4   106.40  3.000
 G8K  H10  C21  O4   111.89  3.000
 G8K  O2   C3   C5   124.45  3.000
 G8K  O2   C3   C2   115.67  3.000
 G8K  C5   C3   C2   119.88  3.000
 G8K  H15  C4   H14  108.73  3.000
 G8K  H15  C4   H13  108.79  3.000
 G8K  H14  C4   H13  108.95  3.000
 G8K  H15  C4   O2   106.47  3.000
 G8K  H14  C4   O2   111.92  3.000
 G8K  H13  C4   O2   111.88  3.000
 G8K  H16  C5   C6   119.66  3.000
 G8K  H16  C5   C3   120.74  3.000
 G8K  C6   C5   C3   119.55  3.000
 G8K  C7   C6   C5   121.02  3.000
 G8K  C5   C6   C19  120.96  3.000
 G8K  C7   C6   C19  117.94  3.000
 G8K  O3   C7   C8   120.87  3.000
 G8K  O3   C7   C6   120.59  3.000
 G8K  C8   C7   C6   118.52  3.000
 G8K  N3   C8   C9   109.69  3.000
 G8K  N3   C8   C7   121.29  3.000
 G8K  C9   C8   C7   128.85  3.000
 G8K  H17  C9   N1   122.18  3.000
 G8K  H17  C9   C8   132.48  3.000
 G8K  N1   C9   C8   105.33  3.000
 G8K  H18  N1   C9   124.69  3.000
 G8K  H18  N1   C10  126.98  3.000
 G8K  C9   N1   C10  108.29  3.000
 G8K  H19  N2   C18  125.11  3.000
 G8K  H19  N2   C15  125.49  3.000
 G8K  C18  N2   C15  109.40  3.000
 G8K  C8   N3   C10  106.35  3.000
 G8K  C2   O1   C1   114.50  3.000
 G8K  C4   O2   C3   118.34  3.000
 G8K  C21  O4   C20  118.44  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
 G8K  CONST_01  C13  C12  C11  C10  180.00   0.0  0
 G8K  CONST_02  C15  C16  C11  C10  180.00   0.0  0
 G8K  CONST_03  C17  C16  C11  C10    0.00   0.0  0
 G8K  CONST_04  C8   C9   N1   C10    0.00   0.0  0
 G8K  CONST_05  C9   C8   N3   C10    0.00   0.0  0
 G8K  CONST_06  C14  C13  C12  C11    0.00   0.0  0
 G8K  CONST_07  C14  C15  C16  C11    0.00   0.0  0
 G8K  CONST_08  N2   C15  C16  C11  180.00   0.0  0
 G8K  CONST_09  C18  C17  C16  C11  180.00   0.0  0
 G8K  CONST_10  C9   N1   C10  C11  180.00   0.0  0
 G8K  CONST_11  C8   N3   C10  C11  180.00   0.0  0
 G8K  CONST_12  C15  C14  C13  C12    0.00   0.0  0
 G8K  CONST_13  C15  C16  C11  C12    0.00   0.0  0
 G8K  CONST_14  C17  C16  C11  C12  180.00   0.0  0
 G8K  CONST_17  N2   C15  C14  C13  180.00   0.0  0
 G8K  CONST_18  C16  C15  C14  C13    0.00   0.0  0
 G8K  CONST_19  C16  C11  C12  C13    0.00   0.0  0
 G8K  CONST_20  C18  N2   C15  C14  180.00   0.0  0
 G8K  CONST_21  C17  C16  C15  C14  180.00   0.0  0
 G8K  CONST_22  C17  C18  N2   C15    0.00   0.0  0
 G8K  CONST_23  C18  C17  C16  C15    0.00   0.0  0
 G8K  CONST_24  C18  N2   C15  C16    0.00   0.0  0
 G8K  CONST_27  N2   C18  C17  C16    0.00   0.0  0
 G8K  CONST_28  N2   C15  C16  C17    0.00   0.0  0
 G8K  CONST_29  C3   C2   C20  C19    0.00   0.0  0
 G8K  CONST_30  C3   C5   C6   C19    0.00   0.0  0
 G8K  CONST_31  C6   C19  C20  C2     0.00   0.0  0
 G8K  CONST_32  C6   C5   C3   C2     0.00   0.0  0
 G8K  CONST_33  C5   C6   C19  C20    0.00   0.0  0
 G8K  CONST_34  C5   C3   C2   C20    0.00   0.0  0
 G8K  CONST_35  N1   C10  N3   C8     0.00   0.0  0
 G8K  CONST_36  N3   C10  N1   C9     0.00   0.0  0
 G8K  CONST_37  N3   C8   C9   N1     0.00   0.0  0
 G8K  CONST_38  C7   C8   N3   C10  180.00   0.0  0
 G8K  CONST_39  O1   C2   C20  C19  180.00   0.0  0
 G8K  CONST_40  C7   C6   C19  C20  180.00   0.0  0
 G8K  CONST_41  O2   C3   C2   C20  180.00   0.0  0
 G8K  CONST_42  O4   C20  C2   C3   180.00   0.0  0
 G8K  CONST_43  C7   C6   C5   C3   180.00   0.0  0
 G8K  CONST_44  O1   C2   C3   C5   180.00   0.0  0
 G8K  CONST_45  O4   C20  C19  C6   180.00   0.0  0
 G8K  CONST_46  O2   C3   C5   C6   180.00   0.0  0
 G8K  CONST_47  N1   C9   C8   C7   180.00   0.0  0
 G8K  CONST_48  H4   C12  C11  C10    0.00   0.0  0
 G8K  CONST_49  H17  C9   N1   C10  180.00   0.0  0
 G8K  CONST_50  H5   C13  C12  C11  180.00   0.0  0
 G8K  CONST_51  H7   C17  C16  C11    0.00   0.0  0
 G8K  CONST_52  H18  N1   C10  C11    0.00   0.0  0
 G8K  CONST_53  H6   C14  C13  C12  180.00   0.0  0
 G8K  CONST_54  H19  N2   C15  C14    0.00   0.0  0
 G8K  CONST_55  H8   C18  N2   C15  180.00   0.0  0
 G8K  CONST_56  H16  C5   C6   C19  180.00   0.0  0
 G8K  CONST_57  H9   C19  C20  C2   180.00   0.0  0
 G8K  Var_01    C8   C7   C6   C19  145.64  30.0  2
 G8K  Var_02    C9   C8   C7   C6   -19.10  30.0  2
 G8K  Var_03    C20  C2   O1   C1   -91.04  30.0  2
 G8K  Var_04    C5   C3   O2   C4     1.86  30.0  2
 G8K  Var_05    H1   C1   O1   C2   -62.25  30.0  3
 G8K  Var_06    H10  C21  O4   C20   61.97  30.0  3
 G8K  Var_07    H13  C4   O2   C3   -63.54  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
 G8K  plan-1  C10  0.020
 G8K  plan-1  C11  0.020
 G8K  plan-1  C7   0.020
 G8K  plan-1  C8   0.020
 G8K  plan-1  C9   0.020
 G8K  plan-1  N1   0.020
 G8K  plan-1  N3   0.020
 G8K  plan-1  H17  0.020
 G8K  plan-1  H18  0.020
 G8K  plan-2  C19  0.020
 G8K  plan-2  C2   0.020
 G8K  plan-2  C20  0.020
 G8K  plan-2  C3   0.020
 G8K  plan-2  C5   0.020
 G8K  plan-2  C6   0.020
 G8K  plan-2  C7   0.020
 G8K  plan-2  O1   0.020
 G8K  plan-2  O2   0.020
 G8K  plan-2  O4   0.020
 G8K  plan-2  H9   0.020
 G8K  plan-2  H16  0.020
 G8K  plan-3  C10  0.020
 G8K  plan-3  C11  0.020
 G8K  plan-3  C12  0.020
 G8K  plan-3  C13  0.020
 G8K  plan-3  C14  0.020
 G8K  plan-3  C15  0.020
 G8K  plan-3  C16  0.020
 G8K  plan-3  C17  0.020
 G8K  plan-3  C18  0.020
 G8K  plan-3  N2   0.020
 G8K  plan-3  H4   0.020
 G8K  plan-3  H5   0.020
 G8K  plan-3  H6   0.020
 G8K  plan-3  H7   0.020
 G8K  plan-3  H8   0.020
 G8K  plan-3  H19  0.020
 G8K  plan-4  C6   0.020
 G8K  plan-4  C7   0.020
 G8K  plan-4  C8   0.020
 G8K  plan-4  O3   0.020

