# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 13:46:49 2022
#   Inital geometry file: a 116 line input string
#   Ligand name: 1-[4-(5-chloropyrazin-2-yl)piperazin-1-yl]-2-[4-(propan-2-yl)phenyl]ethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1ccc(CC(=O)N2CCN(CC2)c3cnc(Cl)cn3)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
 UOS  UOS  "1-[4-(5-chloropyrazin-2-yl)piperazin-1-yl]-2-[4-(propan-2-yl)phenyl]ethan-1-one"
  ligand  48  25  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_UOS
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
 UOS  C02   C   CR6   0   0.090  -36.0018   -6.1853  -16.5756
 UOS  C04   C   CR16  0  -0.171  -36.7103   -7.7535  -15.1131
 UOS  C05   C   CR6   0   0.516  -35.3922   -8.2544  -14.9884
 UOS  C07   C   CH2   0  -0.299  -36.0426   -9.9047  -13.3010
 UOS  C08   C   CH2   0  -0.315  -35.7322  -11.3661  -13.0164
 UOS  C10   C   C     0   0.566  -34.0601  -11.9268  -11.3246
 UOS  C11   C   CH2   0  -0.719  -32.5820  -11.9498  -10.9519
 UOS  C12   C   CR6   0   0.160  -32.3649  -12.3846   -9.5340
 UOS  C13   C   CR16  0  -0.286  -32.2551  -13.7329   -9.2054
 UOS  C14   C   CR16  0  -0.300  -32.0675  -14.1342   -7.8918
 UOS  C15   C   CR6   0   0.158  -31.9829  -13.2004   -6.8589
 UOS  C16   C   CH1   0  -0.325  -31.7759  -13.6307   -5.4251
 UOS  C17   C   CH3   0  -0.642  -32.9286  -14.5033   -4.9290
 UOS  C18   C   CH3   0  -0.642  -30.4362  -14.3441   -5.2432
 UOS  C19   C   CR16  0  -0.319  -32.0877  -11.8541   -7.1929
 UOS  C20   C   CR16  0  -0.289  -32.2754  -11.4514   -8.5092
 UOS  C22   C   CH2   0  -0.331  -33.4279  -11.0324  -13.5700
 UOS  C23   C   CH2   0  -0.287  -33.6817   -9.5637  -13.8607
 UOS  C25   C   CR16  0  -0.050  -34.7003   -6.6347  -16.4505
 UOS  N03   N   N     0  -0.325  -36.9863   -6.7393  -15.9050
 UOS  N06   N   NT    0  -0.515  -35.0732   -9.3363  -14.2226
 UOS  N09   N   NT    0  -0.459  -34.3623  -11.5246  -12.5805
 UOS  N24   N   N     0  -0.424  -34.4114   -7.6519  -15.6613
 UOS  O21   O   O     0  -0.478  -34.9187  -12.2657  -10.5260
 UOS  CL01  CL  CL    0  -0.113  -36.3716   -4.8495  -17.6135
 UOS  H1    H   HCR6  0   0.280  -37.5460   -8.1683  -14.5676
 UOS  H2    H   HCH2  0   0.243  -36.0618   -9.3383  -12.3613
 UOS  H3    H   HCH2  0   0.268  -37.0407   -9.8687  -13.7317
 UOS  H4    H   HCH2  0   0.275  -36.4137  -11.7374  -12.2563
 UOS  H5    H   HCH2  0   0.252  -35.8857  -11.9556  -13.9251
 UOS  H6    H   HCH2  0   0.293  -32.0489  -12.6138  -11.6384
 UOS  H7    H   HCH2  0   0.290  -32.1592  -10.9531  -11.1040
 UOS  H8    H   HCR6  0   0.242  -32.3138  -14.4809   -9.9881
 UOS  H9    H   HCR6  0   0.244  -31.9844  -15.1929   -7.6735
 UOS  H10   H   HCH1  0   0.237  -31.7571  -12.7238   -4.8126
 UOS  H11   H   HCH3  0   0.228  -32.7942  -14.7556   -3.8759
 UOS  H12   H   HCH3  0   0.229  -33.8875  -13.9941   -5.0315
 UOS  H13   H   HCH3  0   0.219  -32.9849  -15.4395   -5.4872
 UOS  H14   H   HCH3  0   0.228  -30.2746  -14.5983   -4.1944
 UOS  H15   H   HCH3  0   0.219  -30.4021  -15.2720   -5.8169
 UOS  H16   H   HCH3  0   0.229  -29.6040  -13.7188   -5.5684
 UOS  H17   H   HCR6  0   0.242  -32.0211  -11.1048   -6.4122
 UOS  H18   H   HCR6  0   0.242  -32.3511  -10.3943   -8.7378
 UOS  H19   H   HCH2  0   0.257  -33.5450  -11.6183  -14.4869
 UOS  H20   H   HCH2  0   0.284  -32.3992  -11.1531  -13.2433
 UOS  H21   H   HCH2  0   0.275  -33.0394   -9.2490  -14.6781
 UOS  H22   H   HCH2  0   0.236  -33.4146   -8.9668  -12.9788
 UOS  H23   H   HCR6  0   0.286  -33.8838   -6.1655  -16.9869

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
 UOS  CL01  C02  single    1.732  0.020  1.732
 UOS  C02   C25  aromatic  1.383  0.020  1.383
 UOS  C02   N03  aromatic  1.314  0.020  1.314
 UOS  C25   N24  aromatic  1.319  0.020  1.319
 UOS  N03   C04  aromatic  1.316  0.020  1.316
 UOS  N24   C05  aromatic  1.333  0.020  1.333
 UOS  C04   C05  aromatic  1.416  0.020  1.416
 UOS  C05   N06  single    1.363  0.020  1.363
 UOS  N06   C23  single    1.456  0.020  1.456
 UOS  N06   C07  single    1.453  0.020  1.453
 UOS  C23   C22  single    1.519  0.020  1.519
 UOS  C07   C08  single    1.521  0.020  1.521
 UOS  C22   N09  single    1.447  0.020  1.447
 UOS  C08   N09  single    1.446  0.020  1.446
 UOS  N09   C10  single    1.353  0.020  1.353
 UOS  C10   C11  single    1.525  0.020  1.525
 UOS  C10   O21  double    1.221  0.020  1.221
 UOS  C11   C12  single    1.499  0.020  1.499
 UOS  C13   C12  aromatic  1.392  0.020  1.392
 UOS  C13   C14  aromatic  1.386  0.020  1.386
 UOS  C12   C20  aromatic  1.389  0.020  1.389
 UOS  C14   C15  aromatic  1.395  0.020  1.395
 UOS  C20   C19  aromatic  1.389  0.020  1.389
 UOS  C15   C19  aromatic  1.391  0.020  1.391
 UOS  C15   C16  single    1.511  0.020  1.511
 UOS  C18   C16  single    1.529  0.020  1.529
 UOS  C16   C17  single    1.529  0.020  1.529
 UOS  C04   H1   single    0.930  0.020  1.080
 UOS  C07   H2   single    0.970  0.020  1.090
 UOS  C07   H3   single    0.970  0.020  1.090
 UOS  C08   H4   single    0.970  0.020  1.090
 UOS  C08   H5   single    0.970  0.020  1.090
 UOS  C11   H6   single    0.970  0.020  1.090
 UOS  C11   H7   single    0.970  0.020  1.090
 UOS  C13   H8   single    0.930  0.020  1.080
 UOS  C14   H9   single    0.930  0.020  1.080
 UOS  C16   H10  single    0.970  0.020  1.090
 UOS  C17   H11  single    0.970  0.020  1.090
 UOS  C17   H12  single    0.970  0.020  1.090
 UOS  C17   H13  single    0.970  0.020  1.090
 UOS  C18   H14  single    0.970  0.020  1.090
 UOS  C18   H15  single    0.970  0.020  1.090
 UOS  C18   H16  single    0.970  0.020  1.090
 UOS  C19   H17  single    0.930  0.020  1.080
 UOS  C20   H18  single    0.930  0.020  1.080
 UOS  C22   H19  single    0.970  0.020  1.090
 UOS  C22   H20  single    0.970  0.020  1.090
 UOS  C23   H21  single    0.970  0.020  1.090
 UOS  C23   H22  single    0.970  0.020  1.090
 UOS  C25   H23  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
 UOS  CL01  C02  N03  118.11  3.000
 UOS  N03   C02  C25  121.48  3.000
 UOS  CL01  C02  C25  120.40  3.000
 UOS  H1    C04  N03  115.94  3.000
 UOS  H1    C04  C05  122.66  3.000
 UOS  N03   C04  C05  121.40  3.000
 UOS  N24   C05  N06  118.03  3.000
 UOS  N06   C05  C04  123.24  3.000
 UOS  N24   C05  C04  118.73  3.000
 UOS  H3    C07  H2   107.81  3.000
 UOS  H3    C07  N06  110.37  3.000
 UOS  H2    C07  N06  110.67  3.000
 UOS  H3    C07  C08  107.04  3.000
 UOS  H2    C07  C08  109.83  3.000
 UOS  N06   C07  C08  111.00  3.000
 UOS  H5    C08  H4   108.00  3.000
 UOS  H5    C08  N09  108.91  3.000
 UOS  H4    C08  N09  110.24  3.000
 UOS  H5    C08  C07  109.50  3.000
 UOS  H4    C08  C07  109.35  3.000
 UOS  N09   C08  C07  110.79  3.000
 UOS  O21   C10  N09  122.20  3.000
 UOS  O21   C10  C11  121.19  3.000
 UOS  N09   C10  C11  116.61  3.000
 UOS  H7    C11  H6   106.12  3.000
 UOS  H7    C11  C12  109.88  3.000
 UOS  H6    C11  C12  110.31  3.000
 UOS  H7    C11  C10  109.09  3.000
 UOS  H6    C11  C10  109.17  3.000
 UOS  C12   C11  C10  112.09  3.000
 UOS  C20   C12  C13  118.13  3.000
 UOS  C20   C12  C11  120.83  3.000
 UOS  C13   C12  C11  121.04  3.000
 UOS  H8    C13  C14  119.45  3.000
 UOS  H8    C13  C12  119.57  3.000
 UOS  C14   C13  C12  120.98  3.000
 UOS  H9    C14  C15  120.00  3.000
 UOS  H9    C14  C13  118.93  3.000
 UOS  C15   C14  C13  121.07  3.000
 UOS  C19   C15  C16  120.91  3.000
 UOS  C16   C15  C14  121.35  3.000
 UOS  C19   C15  C14  117.74  3.000
 UOS  H10   C16  C18  107.76  3.000
 UOS  H10   C16  C17  107.72  3.000
 UOS  C18   C16  C17  110.85  3.000
 UOS  H10   C16  C15  107.30  3.000
 UOS  C17   C16  C15  111.55  3.000
 UOS  C18   C16  C15  111.45  3.000
 UOS  H13   C17  H12  107.88  3.000
 UOS  H13   C17  H11  107.56  3.000
 UOS  H12   C17  H11  107.88  3.000
 UOS  H13   C17  C16  111.26  3.000
 UOS  H12   C17  C16  111.47  3.000
 UOS  H11   C17  C16  110.63  3.000
 UOS  H16   C18  H15  107.87  3.000
 UOS  H16   C18  H14  107.89  3.000
 UOS  H15   C18  H14  107.61  3.000
 UOS  H16   C18  C16  111.45  3.000
 UOS  H15   C18  C16  111.20  3.000
 UOS  H14   C18  C16  110.66  3.000
 UOS  H17   C19  C20  119.36  3.000
 UOS  H17   C19  C15  119.43  3.000
 UOS  C20   C19  C15  121.21  3.000
 UOS  H18   C20  C19  119.47  3.000
 UOS  H18   C20  C12  119.67  3.000
 UOS  C19   C20  C12  120.87  3.000
 UOS  H20   C22  H19  107.09  3.000
 UOS  H20   C22  N09  111.60  3.000
 UOS  H19   C22  N09  108.77  3.000
 UOS  H20   C22  C23  108.87  3.000
 UOS  H19   C22  C23  109.84  3.000
 UOS  N09   C22  C23  110.61  3.000
 UOS  H22   C23  H21  107.64  3.000
 UOS  H22   C23  N06  110.32  3.000
 UOS  H21   C23  N06  109.45  3.000
 UOS  H22   C23  C22  109.35  3.000
 UOS  H21   C23  C22  109.00  3.000
 UOS  N06   C23  C22  111.01  3.000
 UOS  H23   C25  N24  117.70  3.000
 UOS  H23   C25  C02  121.58  3.000
 UOS  N24   C25  C02  120.71  3.000
 UOS  C04   N03  C02  118.36  3.000
 UOS  C23   N06  C07  114.76  3.000
 UOS  C07   N06  C05  120.69  3.000
 UOS  C23   N06  C05  119.16  3.000
 UOS  C22   N09  C10  126.27  3.000
 UOS  C10   N09  C08  121.59  3.000
 UOS  C22   N09  C08  111.60  3.000
 UOS  C25   N24  C05  119.28  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
 UOS  CONST_01  C05   N24  C25  C02     0.00   0.0  0
 UOS  CONST_02  C05   C04  N03  C02     0.00   0.0  0
 UOS  CONST_03  C25   C02  N03  C04     0.00   0.0  0
 UOS  CONST_04  C25   N24  C05  C04     0.00   0.0  0
 UOS  CONST_05  C15   C14  C13  C12     0.00   0.0  0
 UOS  CONST_06  C15   C19  C20  C12     0.00   0.0  0
 UOS  CONST_07  C19   C20  C12  C13     0.00   0.0  0
 UOS  CONST_08  C19   C15  C14  C13     0.00   0.0  0
 UOS  CONST_09  C20   C12  C13  C14     0.00   0.0  0
 UOS  CONST_10  C20   C19  C15  C14     0.00   0.0  0
 UOS  CONST_11  N24   C25  C02  N03     0.00   0.0  0
 UOS  CONST_12  N24   C05  C04  N03     0.00   0.0  0
 UOS  CONST_13  N06   C05  N24  C25   180.00   0.0  0
 UOS  CONST_14  N06   C05  C04  N03   180.00   0.0  0
 UOS  CONST_15  CL01  C02  N03  C04   180.00   0.0  0
 UOS  CONST_16  C14   C13  C12  C11   180.00   0.0  0
 UOS  CONST_17  C19   C20  C12  C11   180.00   0.0  0
 UOS  CONST_18  C16   C15  C14  C13   180.00   0.0  0
 UOS  CONST_19  C20   C19  C15  C16   180.00   0.0  0
 UOS  CONST_20  CL01  C02  C25  N24   180.00   0.0  0
 UOS  CONST_21  H1    C04  N03  C02   180.00   0.0  0
 UOS  CONST_22  H23   C25  N24  C05   180.00   0.0  0
 UOS  CONST_23  H9    C14  C13  C12   180.00   0.0  0
 UOS  CONST_24  H17   C19  C20  C12   180.00   0.0  0
 UOS  CONST_25  H18   C20  C12  C13   180.00   0.0  0
 UOS  CONST_26  H17   C19  C15  C14   180.00   0.0  0
 UOS  CONST_27  H8    C13  C14  C15   180.00   0.0  0
 UOS  CONST_28  H18   C20  C19  C15   180.00   0.0  0
 UOS  CONST_29  H9    C14  C15  C19   180.00   0.0  0
 UOS  CONST_30  H8    C13  C12  C20   180.00   0.0  0
 UOS  CONST_31  H23   C25  C02  N03   180.00   0.0  0
 UOS  CONST_32  H1    C04  C05  N06     0.00   0.0  0
 UOS  CONST_33  H1    C04  C05  N24   180.00   0.0  0
 UOS  CONST_34  C11   C10  N09  C08   180.00   0.0  0
 UOS  CONST_35  O21   C10  N09  C08     0.00   0.0  0
 UOS  CONST_36  C22   N09  C10  C11     0.00   0.0  0
 UOS  CONST_37  O21   C10  N09  C22   180.00   0.0  0
 UOS  Var_01    C23   N06  C05  C04  -163.47  30.0  2
 UOS  Var_02    C07   N06  C05  C04   -10.71  30.0  2
 UOS  Var_03    C22   C23  N06  C05  -155.11  30.0  1
 UOS  Var_04    C08   C07  N06  C05   155.84  30.0  1
 UOS  Var_05    N24   C05  N06  C07   170.01  30.0  2
 UOS  Var_06    C22   C23  N06  C07    50.58  30.0  1
 UOS  Var_07    C22   N09  C08  C07   -58.53  30.0  1
 UOS  Var_08    C23   N06  C07  C08   -50.28  30.0  1
 UOS  Var_09    C23   C22  N09  C08    58.74  30.0  1
 UOS  Var_10    N24   C05  N06  C23    17.25  30.0  2
 UOS  Var_11    N09   C22  C23  N06   -53.46  30.0  1
 UOS  Var_12    N09   C08  C07  N06    53.02  30.0  1
 UOS  Var_13    C10   N09  C08  C07   113.61  30.0  1
 UOS  Var_14    C23   C22  N09  C10  -112.96  30.0  1
 UOS  Var_15    H21   C23  N06  C05   -34.75  30.0  1
 UOS  Var_16    H22   C23  N06  C05    83.51  30.0  1
 UOS  Var_17    H2    C07  N06  C05   -81.94  30.0  1
 UOS  Var_18    H3    C07  N06  C05    37.33  30.0  1
 UOS  Var_19    H21   C23  N06  C07   170.94  30.0  1
 UOS  Var_20    H22   C23  N06  C07   -70.80  30.0  1
 UOS  Var_21    H19   C22  N09  C08   -61.98  30.0  1
 UOS  Var_22    H20   C22  N09  C08  -179.90  30.0  1
 UOS  Var_23    H4    C08  N09  C22  -179.72  30.0  1
 UOS  Var_24    H5    C08  N09  C22    61.96  30.0  1
 UOS  Var_25    H2    C07  N06  C23    71.94  30.0  1
 UOS  Var_26    H3    C07  N06  C23  -168.79  30.0  1
 UOS  Var_27    H19   C22  C23  N06    66.61  30.0  1
 UOS  Var_28    H20   C22  C23  N06  -176.43  30.0  1
 UOS  Var_29    H4    C08  C07  N06   174.73  30.0  1
 UOS  Var_30    H5    C08  C07  N06   -67.13  30.0  1
 UOS  Var_31    H21   C23  C22  N09  -174.09  30.0  1
 UOS  Var_32    H22   C23  C22  N09    68.49  30.0  1
 UOS  Var_33    H2    C07  C08  N09   -69.69  30.0  1
 UOS  Var_34    H3    C07  C08  N09   173.53  30.0  1
 UOS  Var_35    C13   C12  C11  C10    86.74  30.0  2
 UOS  Var_36    C20   C12  C11  C10   -92.88  30.0  2
 UOS  Var_37    N09   C10  C11  C12   178.91  30.0  1
 UOS  Var_38    C18   C16  C15  C14    62.96  30.0  2
 UOS  Var_39    C17   C16  C15  C14   -61.53  30.0  2
 UOS  Var_40    C19   C15  C16  C17   118.84  30.0  2
 UOS  Var_41    C19   C15  C16  C18  -116.67  30.0  2
 UOS  Var_42    H19   C22  N09  C10   126.32  30.0  1
 UOS  Var_43    H20   C22  N09  C10     8.40  30.0  1
 UOS  Var_44    H4    C08  N09  C10    -7.57  30.0  1
 UOS  Var_45    H5    C08  N09  C10  -125.89  30.0  1
 UOS  Var_46    H6    C11  C12  C13   -35.13  30.0  2
 UOS  Var_47    H7    C11  C12  C13  -151.78  30.0  2
 UOS  Var_48    H10   C16  C15  C14  -179.29  30.0  2
 UOS  Var_49    H10   C16  C15  C19     1.08  30.0  2
 UOS  Var_50    H6    C11  C12  C20   145.25  30.0  2
 UOS  Var_51    H7    C11  C12  C20    28.59  30.0  2
 UOS  Var_52    O21   C10  C11  C12    -1.62  30.0  1
 UOS  Var_53    H14   C18  C16  C15   176.77  30.0  3
 UOS  Var_54    H15   C18  C16  C15   -63.69  30.0  3
 UOS  Var_55    H16   C18  C16  C15    56.71  30.0  3
 UOS  Var_56    H11   C17  C16  C15  -176.60  30.0  3
 UOS  Var_57    H12   C17  C16  C15   -56.56  30.0  3
 UOS  Var_58    H13   C17  C16  C15    63.90  30.0  3
 UOS  Var_59    H6    C11  C10  N09   -58.57  30.0  3
 UOS  Var_60    H7    C11  C10  N09    56.99  30.0  3
 UOS  Var_61    H14   C18  C16  C17   -58.35  30.0  3
 UOS  Var_62    H15   C18  C16  C17    61.19  30.0  3
 UOS  Var_63    H16   C18  C16  C17  -178.41  30.0  3
 UOS  Var_64    H11   C17  C16  C18    58.57  30.0  3
 UOS  Var_65    H12   C17  C16  C18   178.61  30.0  3
 UOS  Var_66    H13   C17  C16  C18   -60.93  30.0  3
 UOS  Var_67    H6    C11  C10  O21   120.90  30.0  3
 UOS  Var_68    H7    C11  C10  O21  -123.55  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
 UOS  plan-1  C02   0.020
 UOS  plan-1  C04   0.020
 UOS  plan-1  C05   0.020
 UOS  plan-1  C25   0.020
 UOS  plan-1  N03   0.020
 UOS  plan-1  N06   0.020
 UOS  plan-1  N24   0.020
 UOS  plan-1  CL01  0.020
 UOS  plan-1  H1    0.020
 UOS  plan-1  H23   0.020
 UOS  plan-2  C11   0.020
 UOS  plan-2  C12   0.020
 UOS  plan-2  C13   0.020
 UOS  plan-2  C14   0.020
 UOS  plan-2  C15   0.020
 UOS  plan-2  C16   0.020
 UOS  plan-2  C19   0.020
 UOS  plan-2  C20   0.020
 UOS  plan-2  H8    0.020
 UOS  plan-2  H9    0.020
 UOS  plan-2  H17   0.020
 UOS  plan-2  H18   0.020
 UOS  plan-3  C08   0.020
 UOS  plan-3  C10   0.020
 UOS  plan-3  C11   0.020
 UOS  plan-3  C22   0.020
 UOS  plan-3  N09   0.020
 UOS  plan-3  O21   0.020

