# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 14:26:55 2022
#   Inital geometry file: a 134 line input string
#   Ligand name: N-[3-benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl]-2-(4-hydroxyphenyl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(CC(=O)Nc2ncc(nc2Cc3ccccc3)c4ccc(O)cc4)cc1
#
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
 CEI  CEI  N-[3-benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl]-2-(4-hydroxyphenyl)acetamide  ligand  52  31  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CEI
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
 CEI  O33   O  O     0  -0.436  -1.1778   0.1209   1.8588
 CEI  C2    C  C     0   0.558  -0.4468  -0.8424   1.9244
 CEI  C10   C  CH2   0  -0.705   0.1222  -1.3695   3.2288
 CEI  C11   C  CR6   0   0.137   0.1124  -0.3391   4.3174
 CEI  C12   C  CR16  0  -0.273   1.0021   0.7329   4.2839
 CEI  C13   C  CR16  0  -0.331   1.0071   1.6992   5.2741
 CEI  C14   C  CR6   0   0.341   0.1078   1.6104   6.3360
 CEI  O17   O  OH1   0  -0.633   0.1489   2.5742   7.2788
 CEI  C15   C  CR16  0  -0.373  -0.7858   0.5459   6.3851
 CEI  C16   C  CR16  0  -0.305  -0.7776  -0.4130   5.3802
 CEI  N1    N  NH1   0  -0.735  -0.0669  -1.5662   0.8312
 CEI  C9    C  CR6   0   0.436  -0.4207  -1.2479  -0.4803
 CEI  C8    C  CR6   0   0.191   0.5650  -1.1614  -1.4752
 CEI  C26   C  CH2   0  -0.611   2.0184  -1.3937  -1.1737
 CEI  C27   C  CR6   0   0.127   2.5883  -0.3962  -0.1928
 CEI  C28   C  CR16  0  -0.274   2.4195   0.9716  -0.3950
 CEI  C29   C  CR16  0  -0.235   2.9603   1.8901   0.4936
 CEI  C30   C  CR16  0  -0.274   3.6827   1.4540   1.5974
 CEI  C31   C  CR16  0  -0.247   3.8569   0.0927   1.8063
 CEI  C32   C  CR16  0  -0.325   3.3092  -0.8238   0.9177
 CEI  N7    N  N     0  -0.405   0.2241  -0.8526  -2.7122
 CEI  C6    C  CR6   0   0.192  -1.0549  -0.6156  -3.0043
 CEI  C5    C  CR16  0  -0.131  -2.0149  -0.7292  -1.9998
 CEI  N4    N  N     0  -0.356  -1.6934  -1.0464  -0.7574
 CEI  C19   C  CR6   0   0.033  -1.3897  -0.2534  -4.3896
 CEI  C20   C  CR16  0  -0.306  -2.5890   0.3818  -4.7141
 CEI  C21   C  CR16  0  -0.373  -2.8933   0.7196  -6.0213
 CEI  C22   C  CR6   0   0.346  -1.9945   0.4287  -7.0450
 CEI  O25   O  OH1   0  -0.636  -2.2357   0.7332  -8.3314
 CEI  C23   C  CR16  0  -0.341  -0.7896  -0.2031  -6.7373
 CEI  C24   C  CR16  0  -0.287  -0.4974  -0.5332  -5.4280
 CEI  H101  H  HCH2  0   0.307  -0.4789  -2.2373   3.5178
 CEI  H102  H  HCH2  0   0.277   1.1341  -1.7518   3.0641
 CEI  H12   H  HCR6  0   0.265   1.7108   0.8166   3.4678
 CEI  H13   H  HCR6  0   0.258   1.7061   2.5253   5.2301
 CEI  H17   H  HOH1  0   0.472  -0.5133   2.4069   7.9585
 CEI  H15   H  HCR6  0   0.268  -1.4906   0.4603   7.2046
 CEI  H16   H  HCR6  0   0.252  -1.4834  -1.2332   5.4356
 CEI  HN1   H  HNH1  0   0.413   0.6362  -2.2775   0.9621
 CEI  H261  H  HCH2  0   0.292   2.5630  -1.3399  -2.1184
 CEI  H262  H  HCH2  0   0.273   2.1714  -2.4090  -0.7952
 CEI  H28   H  HCR6  0   0.248   1.8660   1.3273  -1.2564
 CEI  H29   H  HCR6  0   0.256   2.8195   2.9494   0.3212
 CEI  H30   H  HCR6  0   0.258   4.1039   2.1704   2.2909
 CEI  H31   H  HCR6  0   0.258   4.4128  -0.2589   2.6660
 CEI  H32   H  HCR6  0   0.255   3.4497  -1.8849   1.0900
 CEI  H5    H  HCR6  0   0.270  -3.0691  -0.5872  -2.2032
 CEI  H20   H  HCR6  0   0.255  -3.3028   0.6401  -3.9426
 CEI  H21   H  HCR6  0   0.282  -3.8295   1.2190  -6.2423
 CEI  H25   H  HOH1  0   0.499  -3.0890   1.1729  -8.4202
 CEI  H23   H  HCR6  0   0.287  -0.0870  -0.4348  -7.5280
 CEI  H24   H  HCR6  0   0.283   0.4399  -1.0252  -5.2052

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
 CEI  O33  C2    double    1.211  0.020  1.211
 CEI  C2   C10   single    1.518  0.020  1.518
 CEI  C2   N1    single    1.365  0.020  1.365
 CEI  C10  C11   single    1.499  0.020  1.499
 CEI  C10  H101  single    0.970  0.020  1.090
 CEI  C10  H102  single    0.970  0.020  1.090
 CEI  C11  C12   aromatic  1.393  0.020  1.393
 CEI  C11  C16   aromatic  1.388  0.020  1.388
 CEI  C12  C13   aromatic  1.384  0.020  1.384
 CEI  C12  H12   single    0.930  0.020  1.080
 CEI  C13  C14   aromatic  1.394  0.020  1.394
 CEI  C13  H13   single    0.930  0.020  1.080
 CEI  C14  O17   single    1.349  0.020  1.349
 CEI  C14  C15   aromatic  1.391  0.020  1.391
 CEI  O17  H17   single    0.850  0.020  0.980
 CEI  C15  C16   aromatic  1.389  0.020  1.389
 CEI  C15  H15   single    0.930  0.020  1.080
 CEI  C16  H16   single    0.930  0.020  1.080
 CEI  N1   C9    single    1.395  0.020  1.395
 CEI  N1   HN1   single    0.860  0.020  1.020
 CEI  C9   C8    aromatic  1.403  0.020  1.403
 CEI  C9   N4    aromatic  1.318  0.020  1.318
 CEI  C8   C26   single    1.502  0.020  1.502
 CEI  C8   N7    aromatic  1.320  0.020  1.320
 CEI  C26  C27   single    1.511  0.020  1.511
 CEI  C26  H261  single    0.970  0.020  1.090
 CEI  C26  H262  single    0.970  0.020  1.090
 CEI  C27  C28   aromatic  1.393  0.020  1.393
 CEI  C27  C32   aromatic  1.391  0.020  1.391
 CEI  C28  C29   aromatic  1.388  0.020  1.388
 CEI  C28  H28   single    0.930  0.020  1.080
 CEI  C29  C30   aromatic  1.389  0.020  1.389
 CEI  C29  H29   single    0.930  0.020  1.080
 CEI  C30  C31   aromatic  1.388  0.020  1.388
 CEI  C30  H30   single    0.930  0.020  1.080
 CEI  C31  C32   aromatic  1.389  0.020  1.389
 CEI  C31  H31   single    0.930  0.020  1.080
 CEI  C32  H32   single    0.930  0.020  1.080
 CEI  N7   C6    aromatic  1.333  0.020  1.333
 CEI  C6   C5    aromatic  1.394  0.020  1.394
 CEI  C6   C19   single    1.470  0.020  1.470
 CEI  C5   N4    aromatic  1.322  0.020  1.322
 CEI  C5   H5    single    0.930  0.020  1.080
 CEI  C19  C20   aromatic  1.395  0.020  1.395
 CEI  C19  C24   aromatic  1.397  0.020  1.397
 CEI  C20  C21   aromatic  1.384  0.020  1.384
 CEI  C20  H20   single    0.930  0.020  1.080
 CEI  C21  C22   aromatic  1.393  0.020  1.393
 CEI  C21  H21   single    0.930  0.020  1.080
 CEI  C22  O25   single    1.344  0.020  1.344
 CEI  C22  C23   aromatic  1.395  0.020  1.395
 CEI  O25  H25   single    0.850  0.020  0.980
 CEI  C23  C24   aromatic  1.381  0.020  1.381
 CEI  C23  H23   single    0.930  0.020  1.080
 CEI  C24  H24   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
 CEI  N1    C2   C10   113.56  3.000
 CEI  N1    C2   O33   123.12  3.000
 CEI  C10   C2   O33   123.31  3.000
 CEI  H102  C10  H101  105.71  3.000
 CEI  H102  C10  C11   110.83  3.000
 CEI  H101  C10  C11   110.47  3.000
 CEI  H102  C10  C2    109.80  3.000
 CEI  H101  C10  C2    107.24  3.000
 CEI  C11   C10  C2    112.52  3.000
 CEI  C16   C11  C12   117.95  3.000
 CEI  C16   C11  C10   121.58  3.000
 CEI  C12   C11  C10   120.47  3.000
 CEI  H12   C12  C13   118.84  3.000
 CEI  H12   C12  C11   119.67  3.000
 CEI  C13   C12  C11   121.49  3.000
 CEI  H13   C13  C14   119.72  3.000
 CEI  H13   C13  C12   120.40  3.000
 CEI  C14   C13  C12   119.88  3.000
 CEI  C15   C14  O17   122.81  3.000
 CEI  C15   C14  C13   119.34  3.000
 CEI  O17   C14  C13   117.84  3.000
 CEI  H17   O17  C14   110.36  3.000
 CEI  H15   C15  C16   119.74  3.000
 CEI  H15   C15  C14   120.32  3.000
 CEI  C16   C15  C14   119.94  3.000
 CEI  H16   C16  C15   118.80  3.000
 CEI  H16   C16  C11   119.80  3.000
 CEI  C15   C16  C11   121.39  3.000
 CEI  HN1   N1   C9    117.37  3.000
 CEI  HN1   N1   C2    117.64  3.000
 CEI  C9    N1   C2    124.14  3.000
 CEI  N4    C9   C8    121.32  3.000
 CEI  N4    C9   N1    118.51  3.000
 CEI  C8    C9   N1    120.16  3.000
 CEI  N7    C8   C26   118.30  3.000
 CEI  N7    C8   C9    119.84  3.000
 CEI  C26   C8   C9    121.85  3.000
 CEI  H262  C26  H261  105.98  3.000
 CEI  H262  C26  C27   109.59  3.000
 CEI  H261  C26  C27   109.95  3.000
 CEI  H262  C26  C8    110.37  3.000
 CEI  H261  C26  C8    107.54  3.000
 CEI  C27   C26  C8    113.15  3.000
 CEI  C32   C27  C28   118.71  3.000
 CEI  C32   C27  C26   120.72  3.000
 CEI  C28   C27  C26   120.56  3.000
 CEI  H28   C28  C29   119.39  3.000
 CEI  H28   C28  C27   119.96  3.000
 CEI  C29   C28  C27   120.65  3.000
 CEI  H29   C29  C30   120.09  3.000
 CEI  H29   C29  C28   119.67  3.000
 CEI  C30   C29  C28   120.24  3.000
 CEI  H30   C30  C31   120.25  3.000
 CEI  H30   C30  C29   120.24  3.000
 CEI  C31   C30  C29   119.51  3.000
 CEI  H31   C31  C32   119.75  3.000
 CEI  H31   C31  C30   120.17  3.000
 CEI  C32   C31  C30   120.08  3.000
 CEI  H32   C32  C31   119.54  3.000
 CEI  H32   C32  C27   119.66  3.000
 CEI  C31   C32  C27   120.80  3.000
 CEI  C6    N7   C8    119.66  3.000
 CEI  C19   C6   C5    122.83  3.000
 CEI  C19   C6   N7    117.95  3.000
 CEI  C5    C6   N7    119.22  3.000
 CEI  H5    C5   N4    116.41  3.000
 CEI  H5    C5   C6    121.62  3.000
 CEI  N4    C5   C6    121.96  3.000
 CEI  C5    N4   C9    117.98  3.000
 CEI  C24   C19  C20   117.85  3.000
 CEI  C24   C19  C6    120.35  3.000
 CEI  C20   C19  C6    121.79  3.000
 CEI  H20   C20  C21   118.03  3.000
 CEI  H20   C20  C19   120.65  3.000
 CEI  C21   C20  C19   121.31  3.000
 CEI  H21   C21  C22   120.25  3.000
 CEI  H21   C21  C20   119.67  3.000
 CEI  C22   C21  C20   120.08  3.000
 CEI  C23   C22  O25   117.96  3.000
 CEI  C23   C22  C21   119.33  3.000
 CEI  O25   C22  C21   122.71  3.000
 CEI  H25   O25  C22   110.51  3.000
 CEI  H23   C23  C24   120.24  3.000
 CEI  H23   C23  C22   119.76  3.000
 CEI  C24   C23  C22   120.00  3.000
 CEI  H24   C24  C23   119.15  3.000
 CEI  H24   C24  C19   119.42  3.000
 CEI  C23   C24  C19   121.42  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
 CEI  CONST_01  C14  C13  C12  C11    0.00   0.0  0
 CEI  CONST_02  C14  C15  C16  C11    0.00   0.0  0
 CEI  CONST_03  C15  C16  C11  C12    0.00   0.0  0
 CEI  CONST_04  C15  C14  C13  C12    0.00   0.0  0
 CEI  CONST_05  C16  C11  C12  C13    0.00   0.0  0
 CEI  CONST_06  C16  C15  C14  C13    0.00   0.0  0
 CEI  CONST_07  C6   N7   C8   C9     0.00   0.0  0
 CEI  CONST_08  C6   C5   N4   C9     0.00   0.0  0
 CEI  CONST_09  C5   N4   C9   C8     0.00   0.0  0
 CEI  CONST_10  C5   C6   N7   C8     0.00   0.0  0
 CEI  CONST_11  C19  C6   N7   C8   180.00   0.0  0
 CEI  CONST_12  C30  C29  C28  C27    0.00   0.0  0
 CEI  CONST_13  C30  C31  C32  C27    0.00   0.0  0
 CEI  CONST_14  C31  C32  C27  C28    0.00   0.0  0
 CEI  CONST_15  C31  C30  C29  C28    0.00   0.0  0
 CEI  CONST_16  C32  C27  C28  C29    0.00   0.0  0
 CEI  CONST_17  C32  C31  C30  C29    0.00   0.0  0
 CEI  CONST_18  N4   C9   C8   N7     0.00   0.0  0
 CEI  CONST_19  N4   C5   C6   N7     0.00   0.0  0
 CEI  CONST_22  C21  C20  C19  C6   180.00   0.0  0
 CEI  CONST_23  C23  C24  C19  C6   180.00   0.0  0
 CEI  CONST_26  C19  C6   C5   N4   180.00   0.0  0
 CEI  CONST_27  C22  C21  C20  C19    0.00   0.0  0
 CEI  CONST_28  C22  C23  C24  C19    0.00   0.0  0
 CEI  CONST_29  C23  C24  C19  C20    0.00   0.0  0
 CEI  CONST_30  C23  C22  C21  C20    0.00   0.0  0
 CEI  CONST_31  C24  C19  C20  C21    0.00   0.0  0
 CEI  CONST_32  C24  C23  C22  C21    0.00   0.0  0
 CEI  CONST_33  C13  C12  C11  C10  180.00   0.0  0
 CEI  CONST_34  C15  C16  C11  C10  180.00   0.0  0
 CEI  CONST_35  O17  C14  C13  C12  180.00   0.0  0
 CEI  CONST_36  C16  C15  C14  O17  180.00   0.0  0
 CEI  CONST_37  N7   C8   C9   N1   180.00   0.0  0
 CEI  CONST_38  C5   N4   C9   N1   180.00   0.0  0
 CEI  CONST_39  N4   C9   C8   C26  180.00   0.0  0
 CEI  CONST_40  C6   N7   C8   C26  180.00   0.0  0
 CEI  CONST_41  C29  C28  C27  C26  180.00   0.0  0
 CEI  CONST_42  C31  C32  C27  C26  180.00   0.0  0
 CEI  CONST_43  O25  C22  C21  C20  180.00   0.0  0
 CEI  CONST_44  C24  C23  C22  O25  180.00   0.0  0
 CEI  CONST_45  H13  C13  C12  C11  180.00   0.0  0
 CEI  CONST_46  H15  C15  C16  C11  180.00   0.0  0
 CEI  CONST_47  H16  C16  C11  C12  180.00   0.0  0
 CEI  CONST_48  H12  C12  C13  C14  180.00   0.0  0
 CEI  CONST_49  H5   C5   N4   C9   180.00   0.0  0
 CEI  CONST_50  H29  C29  C28  C27  180.00   0.0  0
 CEI  CONST_51  H31  C31  C32  C27  180.00   0.0  0
 CEI  CONST_52  H32  C32  C27  C28  180.00   0.0  0
 CEI  CONST_53  H30  C30  C29  C28  180.00   0.0  0
 CEI  CONST_54  H28  C28  C29  C30  180.00   0.0  0
 CEI  CONST_55  H20  C20  C19  C6     0.00   0.0  0
 CEI  CONST_56  H24  C24  C19  C6     0.00   0.0  0
 CEI  CONST_57  H21  C21  C20  C19  180.00   0.0  0
 CEI  CONST_58  H23  C23  C24  C19  180.00   0.0  0
 CEI  CONST_62  C9   N1   C2   O33    0.00   0.0  0
 CEI  CONST_63  C9   N1   C2   C10  180.00   0.0  0
 CEI  Var_01    C27  C26  C8   C9   -62.37  30.0  2
 CEI  Var_02    C28  C27  C26  C8   -51.02  30.0  2
 CEI  Var_03    C12  C11  C10  C2   -72.25  30.0  2
 CEI  Var_04    C11  C10  C2   O33  -20.79  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
 CEI  plan-1  C10  0.020
 CEI  plan-1  C11  0.020
 CEI  plan-1  C12  0.020
 CEI  plan-1  C13  0.020
 CEI  plan-1  C14  0.020
 CEI  plan-1  O17  0.020
 CEI  plan-1  C15  0.020
 CEI  plan-1  C16  0.020
 CEI  plan-1  H12  0.020
 CEI  plan-1  H13  0.020
 CEI  plan-1  H15  0.020
 CEI  plan-1  H16  0.020
 CEI  plan-2  N1   0.020
 CEI  plan-2  C9   0.020
 CEI  plan-2  C8   0.020
 CEI  plan-2  C26  0.020
 CEI  plan-2  N7   0.020
 CEI  plan-2  C6   0.020
 CEI  plan-2  C5   0.020
 CEI  plan-2  N4   0.020
 CEI  plan-2  C19  0.020
 CEI  plan-2  H5   0.020
 CEI  plan-3  C26  0.020
 CEI  plan-3  C27  0.020
 CEI  plan-3  C28  0.020
 CEI  plan-3  C29  0.020
 CEI  plan-3  C30  0.020
 CEI  plan-3  C31  0.020
 CEI  plan-3  C32  0.020
 CEI  plan-3  H28  0.020
 CEI  plan-3  H29  0.020
 CEI  plan-3  H30  0.020
 CEI  plan-3  H31  0.020
 CEI  plan-3  H32  0.020
 CEI  plan-4  C6   0.020
 CEI  plan-4  C19  0.020
 CEI  plan-4  C20  0.020
 CEI  plan-4  C21  0.020
 CEI  plan-4  C22  0.020
 CEI  plan-4  O25  0.020
 CEI  plan-4  C23  0.020
 CEI  plan-4  C24  0.020
 CEI  plan-4  H20  0.020
 CEI  plan-4  H21  0.020
 CEI  plan-4  H23  0.020
 CEI  plan-4  H24  0.020
 CEI  plan-5  O33  0.020
 CEI  plan-5  C2   0.020
 CEI  plan-5  C10  0.020
 CEI  plan-5  N1   0.020
 CEI  plan-5  C9   0.020
 CEI  plan-5  HN1  0.020

