# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 00:08:42 2022
#   Inital geometry file: a 122 line input string
#   Ligand name: [6-(3-hydroxy-4-methylphenyl)pyrazin-2-yl](3,4,5-trimethoxyphenyl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc(OC)c1OC)C(=O)c2cncc(n2)c3ccc(C)c(O)c3
#
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
 TU3  TU3  "[6-(3-hydroxy-4-methylphenyl)pyrazin-2-yl](3,4,5-trimethoxyphenyl)methanone"  ligand  48  28  .  2022-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TU3
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
 TU3  C02  C  C     0   0.338   -6.6737   -6.4203  40.5030
 TU3  C03  C  CR6   0   0.027   -7.3738   -5.6836  39.4218
 TU3  C04  C  CR16  0  -0.446   -8.0684   -6.3375  38.4074
 TU3  C05  C  CR6   0   0.358   -8.7499   -5.5932  37.4500
 TU3  C07  C  CH3   0  -0.442   -9.4351   -7.5309  36.2706
 TU3  C08  C  CR6   0   0.194   -8.7455   -4.1972  37.5166
 TU3  C10  C  CH3   0  -0.411   -8.6856   -3.1321  35.4401
 TU3  C11  C  CR6   0   0.351   -8.0452   -3.5464  38.5404
 TU3  C13  C  CH3   0  -0.440   -7.4307   -1.4859  39.5321
 TU3  C14  C  CR16  0  -0.442   -7.3687   -4.2911  39.4971
 TU3  C15  C  CR6   0   0.077   -6.2622   -7.8498  40.3174
 TU3  C17  C  CR6   0   0.195   -5.5860   -9.5498  38.9541
 TU3  C18  C  CR6   0   0.061   -5.3142  -10.0242  37.5858
 TU3  C19  C  CR16  0  -0.460   -5.2911  -11.3871  37.2889
 TU3  C20  C  CR6   0   0.367   -5.0369  -11.8274  35.9967
 TU3  C22  C  CR6   0  -0.004   -4.7963  -10.9144  34.9623
 TU3  C23  C  CH3   0  -0.710   -4.5153  -11.3928  33.5710
 TU3  C24  C  CR16  0  -0.270   -4.8325   -9.5619  35.2767
 TU3  C25  C  CR16  0  -0.298   -5.0903   -9.1085  36.5615
 TU3  C26  C  CR16  0  -0.092   -5.4268  -10.3568  40.0874
 TU3  C28  C  CR16  0  -0.069   -6.1280   -8.6747  41.4311
 TU3  N16  N  N     0  -0.400   -5.9915   -8.2949  39.1015
 TU3  N27  N  N     0  -0.350   -5.7063   -9.9238  41.3042
 TU3  O01  O  O     0  -0.371   -6.4144   -5.8865  41.5619
 TU3  O06  O  O2    0  -0.462   -9.4393   -6.1250  36.4277
 TU3  O09  O  O2    0  -0.474   -9.4328   -3.4735  36.6033
 TU3  O12  O  O2    0  -0.460   -8.0951   -2.2054  38.5120
 TU3  O21  O  OH1   0  -0.624   -5.0161  -13.1357  35.6740
 TU3  H1   H  HCR6  0   0.288   -8.0847   -7.4147  38.3680
 TU3  H2   H  HCH3  0   0.263  -10.0126   -7.7407  35.3739
 TU3  H3   H  HCH3  0   0.230   -8.4232   -7.9239  36.1390
 TU3  H4   H  HCH3  0   0.231   -9.9039   -8.0386  37.1174
 TU3  H5   H  HCH3  0   0.240   -9.3454   -2.5541  34.7961
 TU3  H6   H  HCH3  0   0.225   -7.8126   -2.5234  35.6860
 TU3  H7   H  HCH3  0   0.225   -8.3543   -4.0199  34.8969
 TU3  H8   H  HCH3  0   0.262   -7.6101   -0.4327  39.3315
 TU3  H9   H  HCH3  0   0.231   -7.8230   -1.7282  40.5230
 TU3  H10  H  HCH3  0   0.231   -6.3528   -1.6667  39.5241
 TU3  H11  H  HCR6  0   0.287   -6.8261   -3.8064  40.2963
 TU3  H12  H  HCR6  0   0.266   -5.4970  -12.1237  38.0575
 TU3  H13  H  HCH3  0   0.245   -3.6327  -12.0335  33.5345
 TU3  H14  H  HCH3  0   0.245   -5.3469  -11.9736  33.1680
 TU3  H15  H  HCH3  0   0.246   -4.3426  -10.5514  32.9019
 TU3  H16  H  HCR6  0   0.253   -4.6495   -8.8407  34.4891
 TU3  H17  H  HCR6  0   0.250   -5.1064   -8.0472  36.7661
 TU3  H18  H  HCR6  0   0.279   -5.0533  -11.3705  40.0099
 TU3  H19  H  HCR6  0   0.285   -6.3693   -8.3269  42.4275
 TU3  H20  H  HOH1  0   0.475   -5.1860  -13.6819  36.4503

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
 TU3  C23  C22  single    1.498  0.020  1.498
 TU3  C22  C24  aromatic  1.389  0.020  1.389
 TU3  C22  C20  aromatic  1.401  0.020  1.401
 TU3  C24  C25  aromatic  1.387  0.020  1.387
 TU3  C10  O09  single    1.424  0.020  1.424
 TU3  O21  C20  single    1.348  0.020  1.348
 TU3  C20  C19  aromatic  1.389  0.020  1.389
 TU3  O06  C07  single    1.415  0.020  1.415
 TU3  O06  C05  single    1.343  0.020  1.343
 TU3  C25  C18  aromatic  1.392  0.020  1.392
 TU3  O09  C08  single    1.353  0.020  1.353
 TU3  C19  C18  aromatic  1.395  0.020  1.395
 TU3  C05  C08  aromatic  1.398  0.020  1.398
 TU3  C05  C04  aromatic  1.391  0.020  1.391
 TU3  C18  C17  single    1.473  0.020  1.473
 TU3  C08  C11  aromatic  1.401  0.020  1.401
 TU3  C04  C03  aromatic  1.393  0.020  1.393
 TU3  C11  O12  single    1.342  0.020  1.342
 TU3  C11  C14  aromatic  1.388  0.020  1.388
 TU3  O12  C13  single    1.414  0.020  1.414
 TU3  C17  N16  aromatic  1.327  0.020  1.327
 TU3  C17  C26  aromatic  1.400  0.020  1.400
 TU3  N16  C15  aromatic  1.323  0.020  1.323
 TU3  C03  C14  aromatic  1.394  0.020  1.394
 TU3  C03  C02  single    1.484  0.020  1.484
 TU3  C26  N27  aromatic  1.321  0.020  1.321
 TU3  C15  C02  single    1.499  0.020  1.499
 TU3  C15  C28  aromatic  1.392  0.020  1.392
 TU3  C02  O01  double    1.214  0.020  1.214
 TU3  N27  C28  aromatic  1.324  0.020  1.324
 TU3  C04  H1   single    0.930  0.020  1.080
 TU3  C07  H2   single    0.970  0.020  1.090
 TU3  C07  H3   single    0.970  0.020  1.090
 TU3  C07  H4   single    0.970  0.020  1.090
 TU3  C10  H5   single    0.970  0.020  1.090
 TU3  C10  H6   single    0.970  0.020  1.090
 TU3  C10  H7   single    0.970  0.020  1.090
 TU3  C13  H8   single    0.970  0.020  1.090
 TU3  C13  H9   single    0.970  0.020  1.090
 TU3  C13  H10  single    0.970  0.020  1.090
 TU3  C14  H11  single    0.930  0.020  1.080
 TU3  C19  H12  single    0.930  0.020  1.080
 TU3  C23  H13  single    0.970  0.020  1.090
 TU3  C23  H14  single    0.970  0.020  1.090
 TU3  C23  H15  single    0.970  0.020  1.090
 TU3  C24  H16  single    0.930  0.020  1.080
 TU3  C25  H17  single    0.930  0.020  1.080
 TU3  C26  H18  single    0.930  0.020  1.080
 TU3  C28  H19  single    0.930  0.020  1.080
 TU3  O21  H20  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
 TU3  O01  C02  C15  117.95  3.000
 TU3  O01  C02  C03  121.20  3.000
 TU3  C15  C02  C03  120.85  3.000
 TU3  C14  C03  C04  120.67  3.000
 TU3  C14  C03  C02  117.05  3.000
 TU3  C04  C03  C02  122.21  3.000
 TU3  H1   C04  C05  120.14  3.000
 TU3  H1   C04  C03  120.22  3.000
 TU3  C05  C04  C03  119.63  3.000
 TU3  O06  C05  C08  115.69  3.000
 TU3  C08  C05  C04  120.01  3.000
 TU3  O06  C05  C04  124.30  3.000
 TU3  H4   C07  H3   108.86  3.000
 TU3  H4   C07  H2   108.76  3.000
 TU3  H3   C07  H2   108.84  3.000
 TU3  H4   C07  O06  111.98  3.000
 TU3  H3   C07  O06  111.92  3.000
 TU3  H2   C07  O06  106.37  3.000
 TU3  O09  C08  C11  119.92  3.000
 TU3  C11  C08  C05  120.03  3.000
 TU3  O09  C08  C05  120.04  3.000
 TU3  H7   C10  H6   108.81  3.000
 TU3  H7   C10  H5   108.75  3.000
 TU3  H6   C10  H5   108.78  3.000
 TU3  H7   C10  O09  111.75  3.000
 TU3  H6   C10  O09  111.65  3.000
 TU3  H5   C10  O09  107.02  3.000
 TU3  O12  C11  C14  124.66  3.000
 TU3  C14  C11  C08  119.87  3.000
 TU3  O12  C11  C08  115.47  3.000
 TU3  H10  C13  H9   108.89  3.000
 TU3  H10  C13  H8   108.76  3.000
 TU3  H9   C13  H8   108.84  3.000
 TU3  H10  C13  O12  111.96  3.000
 TU3  H9   C13  O12  111.88  3.000
 TU3  H8   C13  O12  106.40  3.000
 TU3  H11  C14  C11  120.91  3.000
 TU3  H11  C14  C03  119.31  3.000
 TU3  C11  C14  C03  119.78  3.000
 TU3  N16  C15  C28  121.07  3.000
 TU3  C28  C15  C02  119.50  3.000
 TU3  N16  C15  C02  119.40  3.000
 TU3  N16  C17  C26  119.33  3.000
 TU3  C26  C17  C18  123.03  3.000
 TU3  N16  C17  C18  117.64  3.000
 TU3  C25  C18  C19  118.90  3.000
 TU3  C19  C18  C17  121.01  3.000
 TU3  C25  C18  C17  120.08  3.000
 TU3  H12  C19  C20  118.62  3.000
 TU3  H12  C19  C18  120.64  3.000
 TU3  C20  C19  C18  120.72  3.000
 TU3  O21  C20  C22  116.97  3.000
 TU3  O21  C20  C19  122.24  3.000
 TU3  C22  C20  C19  120.80  3.000
 TU3  C24  C22  C23  121.74  3.000
 TU3  C24  C22  C20  117.59  3.000
 TU3  C23  C22  C20  120.66  3.000
 TU3  H15  C23  H14  107.77  3.000
 TU3  H15  C23  H13  107.75  3.000
 TU3  H14  C23  H13  106.94  3.000
 TU3  H15  C23  C22  110.72  3.000
 TU3  H14  C23  C22  111.72  3.000
 TU3  H13  C23  C22  111.73  3.000
 TU3  H16  C24  C25  119.16  3.000
 TU3  H16  C24  C22  118.63  3.000
 TU3  C25  C24  C22  122.21  3.000
 TU3  H17  C25  C24  119.95  3.000
 TU3  H17  C25  C18  120.27  3.000
 TU3  C24  C25  C18  119.78  3.000
 TU3  H18  C26  N27  116.46  3.000
 TU3  H18  C26  C17  121.38  3.000
 TU3  N27  C26  C17  122.16  3.000
 TU3  H19  C28  N27  117.52  3.000
 TU3  H19  C28  C15  121.63  3.000
 TU3  N27  C28  C15  120.85  3.000
 TU3  C17  N16  C15  118.87  3.000
 TU3  C28  N27  C26  117.68  3.000
 TU3  C07  O06  C05  118.46  3.000
 TU3  C10  O09  C08  114.40  3.000
 TU3  C13  O12  C11  118.40  3.000
 TU3  H20  O21  C20  110.76  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
 TU3  CONST_01  C08  C05  C04  C03     0.00   0.0  0
 TU3  CONST_02  C08  C11  C14  C03     0.00   0.0  0
 TU3  CONST_03  C11  C08  C05  C04     0.00   0.0  0
 TU3  CONST_04  C11  C14  C03  C04     0.00   0.0  0
 TU3  CONST_05  C14  C11  C08  C05     0.00   0.0  0
 TU3  CONST_06  C14  C03  C04  C05     0.00   0.0  0
 TU3  CONST_07  C18  C17  N16  C15   180.00   0.0  0
 TU3  CONST_08  C26  C17  N16  C15     0.00   0.0  0
 TU3  CONST_09  C26  N27  C28  C15     0.00   0.0  0
 TU3  CONST_10  C24  C25  C18  C17   180.00   0.0  0
 TU3  CONST_11  C20  C19  C18  C17   180.00   0.0  0
 TU3  CONST_12  C28  C15  N16  C17     0.00   0.0  0
 TU3  CONST_13  C28  N27  C26  C17     0.00   0.0  0
 TU3  CONST_14  C22  C24  C25  C18     0.00   0.0  0
 TU3  CONST_15  C22  C20  C19  C18     0.00   0.0  0
 TU3  CONST_16  N27  C26  C17  C18   180.00   0.0  0
 TU3  CONST_17  C24  C22  C20  C19     0.00   0.0  0
 TU3  CONST_18  C24  C25  C18  C19     0.00   0.0  0
 TU3  CONST_21  C25  C24  C22  C20     0.00   0.0  0
 TU3  CONST_22  C25  C18  C19  C20     0.00   0.0  0
 TU3  CONST_25  N27  C26  C17  N16     0.00   0.0  0
 TU3  CONST_26  N27  C28  C15  N16     0.00   0.0  0
 TU3  CONST_27  C05  C04  C03  C02   180.00   0.0  0
 TU3  CONST_28  C11  C14  C03  C02   180.00   0.0  0
 TU3  CONST_29  C17  N16  C15  C02   180.00   0.0  0
 TU3  CONST_30  N27  C28  C15  C02   180.00   0.0  0
 TU3  CONST_31  O06  C05  C04  C03   180.00   0.0  0
 TU3  CONST_32  O12  C11  C14  C03   180.00   0.0  0
 TU3  CONST_33  O09  C08  C05  C04   180.00   0.0  0
 TU3  CONST_34  O12  C11  C08  C05   180.00   0.0  0
 TU3  CONST_35  O06  C05  C08  C11   180.00   0.0  0
 TU3  CONST_36  O09  C08  C11  C14   180.00   0.0  0
 TU3  CONST_37  O21  C20  C19  C18   180.00   0.0  0
 TU3  CONST_38  C23  C22  C20  C19   180.00   0.0  0
 TU3  CONST_39  C25  C24  C22  C23   180.00   0.0  0
 TU3  CONST_40  O21  C20  C22  C24   180.00   0.0  0
 TU3  CONST_41  H11  C14  C03  C04   180.00   0.0  0
 TU3  CONST_42  H1   C04  C05  C08   180.00   0.0  0
 TU3  CONST_43  H11  C14  C11  C08   180.00   0.0  0
 TU3  CONST_44  H1   C04  C03  C14   180.00   0.0  0
 TU3  CONST_45  H17  C25  C18  C17     0.00   0.0  0
 TU3  CONST_46  H12  C19  C18  C17     0.00   0.0  0
 TU3  CONST_47  H16  C24  C25  C18   180.00   0.0  0
 TU3  CONST_48  H18  C26  C17  C18     0.00   0.0  0
 TU3  CONST_49  H17  C25  C18  C19   180.00   0.0  0
 TU3  CONST_50  H16  C24  C22  C20   180.00   0.0  0
 TU3  CONST_51  H17  C25  C24  C22   180.00   0.0  0
 TU3  CONST_52  H12  C19  C20  C22   180.00   0.0  0
 TU3  CONST_53  H12  C19  C18  C25   180.00   0.0  0
 TU3  CONST_54  H19  C28  N27  C26   180.00   0.0  0
 TU3  CONST_55  H18  C26  N27  C28   180.00   0.0  0
 TU3  CONST_56  H18  C26  C17  N16   180.00   0.0  0
 TU3  CONST_57  H19  C28  C15  N16   180.00   0.0  0
 TU3  Var_01    N16  C15  C02  C03    28.43  30.0  2
 TU3  Var_02    C28  C15  C02  C03  -153.71  30.0  2
 TU3  Var_03    C15  C02  C03  C04    21.83  30.0  2
 TU3  Var_04    C15  C02  C03  C14  -161.40  30.0  2
 TU3  Var_05    C07  O06  C05  C04    -2.74  30.0  2
 TU3  Var_06    O01  C02  C03  C04  -158.30  30.0  2
 TU3  Var_07    C10  O09  C08  C05   -89.66  30.0  2
 TU3  Var_08    C08  C05  O06  C07   177.32  30.0  2
 TU3  Var_09    C13  O12  C11  C08   178.80  30.0  2
 TU3  Var_10    C11  C08  O09  C10    91.25  30.0  2
 TU3  Var_11    C14  C11  O12  C13    -0.86  30.0  1
 TU3  Var_12    O01  C02  C03  C14    18.47  30.0  2
 TU3  Var_13    O01  C02  C15  C28    26.42  30.0  2
 TU3  Var_14    O01  C02  C15  N16  -151.45  30.0  2
 TU3  Var_15    H13  C23  C22  C20   -59.29  30.0  2
 TU3  Var_16    H14  C23  C22  C20    60.47  30.0  2
 TU3  Var_17    H15  C23  C22  C20  -179.41  30.0  2
 TU3  Var_18    H13  C23  C22  C24   120.89  30.0  2
 TU3  Var_19    H14  C23  C22  C24  -119.34  30.0  2
 TU3  Var_20    H15  C23  C22  C24     0.78  30.0  2
 TU3  Var_21    H2   C07  O06  C05  -177.83  30.0  3
 TU3  Var_22    H3   C07  O06  C05   -59.08  30.0  3
 TU3  Var_23    H4   C07  O06  C05    63.48  30.0  3
 TU3  Var_24    H5   C10  O09  C08  -179.77  30.0  3
 TU3  Var_25    H6   C10  O09  C08   -60.84  30.0  3
 TU3  Var_26    H7   C10  O09  C08    61.29  30.0  3
 TU3  Var_27    H8   C13  O12  C11  -179.03  30.0  3
 TU3  Var_28    H9   C13  O12  C11   -60.29  30.0  3
 TU3  Var_29    H10  C13  O12  C11    62.27  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
 TU3  plan-1  C02  0.020
 TU3  plan-1  C03  0.020
 TU3  plan-1  C04  0.020
 TU3  plan-1  C05  0.020
 TU3  plan-1  C08  0.020
 TU3  plan-1  C11  0.020
 TU3  plan-1  C14  0.020
 TU3  plan-1  O06  0.020
 TU3  plan-1  O09  0.020
 TU3  plan-1  O12  0.020
 TU3  plan-1  H1   0.020
 TU3  plan-1  H11  0.020
 TU3  plan-2  C02  0.020
 TU3  plan-2  C15  0.020
 TU3  plan-2  C17  0.020
 TU3  plan-2  C18  0.020
 TU3  plan-2  C26  0.020
 TU3  plan-2  C28  0.020
 TU3  plan-2  N16  0.020
 TU3  plan-2  N27  0.020
 TU3  plan-2  H18  0.020
 TU3  plan-2  H19  0.020
 TU3  plan-3  C17  0.020
 TU3  plan-3  C18  0.020
 TU3  plan-3  C19  0.020
 TU3  plan-3  C20  0.020
 TU3  plan-3  C22  0.020
 TU3  plan-3  C23  0.020
 TU3  plan-3  C24  0.020
 TU3  plan-3  C25  0.020
 TU3  plan-3  O21  0.020
 TU3  plan-3  H12  0.020
 TU3  plan-3  H16  0.020
 TU3  plan-3  H17  0.020
 TU3  plan-4  C02  0.020
 TU3  plan-4  C03  0.020
 TU3  plan-4  C15  0.020
 TU3  plan-4  O01  0.020

