# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 07:09:04 2021
#   Inital geometry file: a 133 line input string
#   Ligand name: (2-fluoranyl-4-methoxy-phenyl)-[(3~{R},5~{R})-4-(2-fluoranyl-4-methoxy-phenyl)carbonyl-3,5-dimethyl-piperazin-1-yl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(c(F)c1)C(=O)N2C[C@@H](C)N([C@H](C)C2)C(=O)c3ccc(OC)cc3F
#
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
 374  374  (2-fluoranyl-4-methoxy-phenyl)-[(3~{R},5~{R})-4-(2-fluoranyl-4-methoxy-phenyl)carbonyl-3,5-dimethyl-piperazin-1-yl]methanone  ligand  54  30  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_374
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
 374  F1   F  F     0  -0.306  5.7286  -2.8969  29.5378
 374  C20  C  CR6   0   0.570  4.4808  -3.2991  29.8277
 374  C19  C  CR16  0  -0.497  4.2016  -3.7085  31.1095
 374  C17  C  CR6   0   0.404  2.9037  -4.1275  31.4129
 374  O4   O  O2    0  -0.465  2.6934  -4.5059  32.6809
 374  C18  C  CH3   0  -0.441  1.3965  -4.9342  33.0552
 374  C16  C  CR16  0  -0.390  1.9286  -4.1307  30.4158
 374  C15  C  CR16  0  -0.235  2.2587  -3.7151  29.1337
 374  C14  C  CR6   0  -0.301  3.5348  -3.2736  28.8151
 374  C13  C  C     0   0.534  3.9082  -2.9234  27.4061
 374  O3   O  O     0  -0.481  4.0624  -3.8203  26.5893
 374  N2   N  NT    0  -0.443  4.0546  -1.6207  27.1020
 374  C10  C  CH1   0  -0.162  3.7553  -0.5355  28.0376
 374  C12  C  CH2   0  -0.283  4.6591   0.6532  27.7488
 374  C11  C  CH3   0  -0.643  2.2749  -0.1667  28.0711
 374  C8   C  CH1   0  -0.115  4.4954  -1.2662  25.7498
 374  C9   C  CH3   0  -0.657  6.0030  -1.4282  25.5839
 374  C7   C  CH2   0  -0.330  4.0316   0.1418  25.4066
 374  N1   N  NT    0  -0.451  4.5338   1.1058  26.3709
 374  C6   C  C     0   0.539  5.0750   2.2960  26.0482
 374  O2   O  O     0  -0.484  5.6932   2.9718  26.8596
 374  C5   C  CR6   0  -0.303  4.9176   2.7833  24.6446
 374  C21  C  CR6   0   0.584  3.6849   3.0264  24.0556
 374  F2   F  F     0  -0.304  2.5730   2.7524  24.7541
 374  C22  C  CR16  0  -0.496  3.5443   3.5520  22.7931
 374  C2   C  CR6   0   0.406  4.6919   3.8605  22.0591
 374  O1   O  O2    0  -0.463  4.4862   4.3625  20.8355
 374  C1   C  CH3   0  -0.440  5.6095   4.6814  20.0333
 374  C3   C  CR16  0  -0.386  5.9499   3.6434  22.6227
 374  C4   C  CR16  0  -0.237  6.0433   3.1274  23.9053
 374  H1   H  HCR6  0   0.291  4.9733  -3.7074  31.8687
 374  H2   H  HCH3  0   0.264  1.4475  -5.1787  34.1128
 374  H3   H  HCH3  0   0.234  0.6520  -4.1484  32.9079
 374  H4   H  HCH3  0   0.234  1.0877  -5.8238  32.5017
 374  H5   H  HCR6  0   0.289  0.9162  -4.4527  30.6142
 374  H6   H  HCR6  0   0.281  1.4936  -3.7270  28.3680
 374  H7   H  HCH1  0   0.288  4.0297  -0.8551  29.0420
 374  H8   H  HCH2  0   0.259  5.6958   0.3833  27.9711
 374  H9   H  HCH2  0   0.272  4.3885   1.4608  28.4290
 374  H10  H  HCH3  0   0.239  2.1085   0.6090  28.8192
 374  H11  H  HCH3  0   0.239  1.9026   0.2024  27.1176
 374  H12  H  HCH3  0   0.244  1.6697  -1.0283  28.3526
 374  H13  H  HCH1  0   0.278  3.9937  -1.9305  25.0442
 374  H14  H  HCH3  0   0.248  6.3137  -2.4487  25.8028
 374  H15  H  HCH3  0   0.237  6.2879  -1.2087  24.5542
 374  H16  H  HCH3  0   0.235  6.5643  -0.7584  26.2357
 374  H17  H  HCH2  0   0.285  4.4102   0.3772  24.4135
 374  H18  H  HCH2  0   0.267  2.9420   0.1683  25.3456
 374  H19  H  HCR6  0   0.291  2.5599   3.7315  22.3796
 374  H20  H  HCH3  0   0.264  5.2171   5.0707  19.0978
 374  H21  H  HCH3  0   0.234  6.2367   5.4455  20.4982
 374  H22  H  HCH3  0   0.235  6.2192   3.7997  19.8223
 374  H23  H  HCR6  0   0.289  6.8598   3.8736  22.0871
 374  H24  H  HCR6  0   0.278  7.0249   2.9717  24.3340

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
 374  C1   O1   single    1.417  0.020  1.417
 374  O1   C2   single    1.339  0.020  1.339
 374  C2   C22  aromatic  1.397  0.020  1.397
 374  C2   C3   aromatic  1.396  0.020  1.396
 374  C22  C21  aromatic  1.375  0.020  1.375
 374  C3   C4   aromatic  1.386  0.020  1.386
 374  C21  F2   single    1.341  0.020  1.341
 374  C21  C5   aromatic  1.388  0.020  1.388
 374  C4   C5   aromatic  1.390  0.020  1.390
 374  C5   C6   single    1.494  0.020  1.494
 374  C7   C8   single    1.522  0.020  1.522
 374  C7   N1   single    1.453  0.020  1.453
 374  C9   C8   single    1.525  0.020  1.525
 374  C6   N1   single    1.347  0.020  1.347
 374  C6   O2   double    1.224  0.020  1.224
 374  C8   N2   single    1.466  0.020  1.466
 374  N1   C12  single    1.456  0.020  1.456
 374  O3   C13  double    1.223  0.020  1.223
 374  N2   C13  single    1.346  0.020  1.346
 374  N2   C10  single    1.464  0.020  1.464
 374  C12  C10  single    1.521  0.020  1.521
 374  C13  C14  single    1.499  0.020  1.499
 374  C10  C11  single    1.526  0.020  1.526
 374  C14  C15  aromatic  1.387  0.020  1.387
 374  C14  C20  aromatic  1.386  0.020  1.386
 374  C15  C16  aromatic  1.388  0.020  1.388
 374  F1   C20  single    1.343  0.020  1.343
 374  C20  C19  aromatic  1.374  0.020  1.374
 374  C16  C17  aromatic  1.395  0.020  1.395
 374  C19  C17  aromatic  1.397  0.020  1.397
 374  C17  O4   single    1.340  0.020  1.340
 374  O4   C18  single    1.416  0.020  1.416
 374  C19  H1   single    0.930  0.020  1.080
 374  C18  H2   single    0.970  0.020  1.090
 374  C18  H3   single    0.970  0.020  1.090
 374  C18  H4   single    0.970  0.020  1.090
 374  C16  H5   single    0.930  0.020  1.080
 374  C15  H6   single    0.930  0.020  1.080
 374  C10  H7   single    0.970  0.020  1.090
 374  C12  H8   single    0.970  0.020  1.090
 374  C12  H9   single    0.970  0.020  1.090
 374  C11  H10  single    0.970  0.020  1.090
 374  C11  H11  single    0.970  0.020  1.090
 374  C11  H12  single    0.970  0.020  1.090
 374  C8   H13  single    0.970  0.020  1.090
 374  C9   H14  single    0.970  0.020  1.090
 374  C9   H15  single    0.970  0.020  1.090
 374  C9   H16  single    0.970  0.020  1.090
 374  C7   H17  single    0.970  0.020  1.090
 374  C7   H18  single    0.970  0.020  1.090
 374  C22  H19  single    0.930  0.020  1.080
 374  C1   H20  single    0.970  0.020  1.090
 374  C1   H21  single    0.970  0.020  1.090
 374  C1   H22  single    0.970  0.020  1.090
 374  C3   H23  single    0.930  0.020  1.080
 374  C4   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
 374  C14  C20  C19  123.25  3.000
 374  C19  C20  F1   118.65  3.000
 374  C14  C20  F1   118.10  3.000
 374  H1   C19  C17  120.68  3.000
 374  H1   C19  C20  120.59  3.000
 374  C17  C19  C20  118.73  3.000
 374  C16  C17  O4   124.49  3.000
 374  O4   C17  C19  115.85  3.000
 374  C16  C17  C19  119.66  3.000
 374  C18  O4   C17  118.64  3.000
 374  H4   C18  H3   108.96  3.000
 374  H4   C18  H2   108.85  3.000
 374  H3   C18  H2   108.97  3.000
 374  H4   C18  O4   111.79  3.000
 374  H3   C18  O4   111.77  3.000
 374  H2   C18  O4   106.40  3.000
 374  H5   C16  C15  118.79  3.000
 374  H5   C16  C17  121.63  3.000
 374  C15  C16  C17  119.58  3.000
 374  H6   C15  C14  119.42  3.000
 374  H6   C15  C16  118.82  3.000
 374  C14  C15  C16  121.75  3.000
 374  C13  C14  C15  121.28  3.000
 374  C15  C14  C20  117.01  3.000
 374  C13  C14  C20  121.40  3.000
 374  N2   C13  O3   123.05  3.000
 374  N2   C13  C14  117.75  3.000
 374  O3   C13  C14  119.20  3.000
 374  C8   N2   C10  118.15  3.000
 374  C10  N2   C13  123.43  3.000
 374  C8   N2   C13  118.39  3.000
 374  H7   C10  C11  107.16  3.000
 374  H7   C10  C12  104.76  3.000
 374  C11  C10  C12  113.07  3.000
 374  H7   C10  N2   108.68  3.000
 374  C11  C10  N2   113.05  3.000
 374  C12  C10  N2   109.67  3.000
 374  H9   C12  H8   106.93  3.000
 374  H9   C12  N1   109.81  3.000
 374  H8   C12  N1   110.52  3.000
 374  H9   C12  C10  108.25  3.000
 374  H8   C12  C10  109.38  3.000
 374  N1   C12  C10  111.81  3.000
 374  H12  C11  H11  107.73  3.000
 374  H12  C11  H10  107.49  3.000
 374  H11  C11  H10  107.92  3.000
 374  H12  C11  C10  110.69  3.000
 374  H11  C11  C10  113.24  3.000
 374  H10  C11  C10  109.57  3.000
 374  H13  C8   C7   106.10  3.000
 374  H13  C8   C9   108.62  3.000
 374  C7   C8   C9   112.03  3.000
 374  H13  C8   N2   108.12  3.000
 374  C9   C8   N2   111.83  3.000
 374  C7   C8   N2   109.89  3.000
 374  H16  C9   H15  107.84  3.000
 374  H16  C9   H14  107.98  3.000
 374  H15  C9   H14  107.69  3.000
 374  H16  C9   C8   112.24  3.000
 374  H15  C9   C8   109.84  3.000
 374  H14  C9   C8   111.08  3.000
 374  H18  C7   H17  106.91  3.000
 374  H18  C7   N1   111.47  3.000
 374  H17  C7   N1   109.98  3.000
 374  H18  C7   C8   109.84  3.000
 374  H17  C7   C8   107.45  3.000
 374  N1   C7   C8   111.03  3.000
 374  C6   N1   C7   124.49  3.000
 374  C6   N1   C12  117.84  3.000
 374  C7   N1   C12  116.85  3.000
 374  C5   C6   O2   119.74  3.000
 374  O2   C6   N1   122.16  3.000
 374  C5   C6   N1   118.10  3.000
 374  C4   C5   C21  116.76  3.000
 374  C4   C5   C6   119.67  3.000
 374  C21  C5   C6   123.33  3.000
 374  C22  C21  F2   118.13  3.000
 374  F2   C21  C5   118.65  3.000
 374  C22  C21  C5   123.21  3.000
 374  H19  C22  C2   120.64  3.000
 374  H19  C22  C21  120.47  3.000
 374  C2   C22  C21  118.88  3.000
 374  C3   C2   O1   124.48  3.000
 374  C3   C2   C22  119.61  3.000
 374  O1   C2   C22  115.91  3.000
 374  C1   O1   C2   118.70  3.000
 374  H22  C1   H21  109.04  3.000
 374  H22  C1   H20  108.93  3.000
 374  H21  C1   H20  108.85  3.000
 374  H22  C1   O1   111.73  3.000
 374  H21  C1   O1   111.82  3.000
 374  H20  C1   O1   106.37  3.000
 374  H23  C3   C4   118.77  3.000
 374  H23  C3   C2   121.72  3.000
 374  C4   C3   C2   119.51  3.000
 374  H24  C4   C3   118.77  3.000
 374  H24  C4   C5   119.22  3.000
 374  C3   C4   C5   122.00  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
 374  CONST_01  C16  C15  C14  C20     0.00   0.0  0
 374  CONST_02  C16  C17  C19  C20     0.00   0.0  0
 374  CONST_03  C15  C14  C20  C19     0.00   0.0  0
 374  CONST_04  C15  C16  C17  C19     0.00   0.0  0
 374  CONST_05  C14  C15  C16  C17     0.00   0.0  0
 374  CONST_06  C14  C20  C19  C17     0.00   0.0  0
 374  CONST_07  C2   C22  C21  C5      0.00   0.0  0
 374  CONST_08  C2   C3   C4   C5      0.00   0.0  0
 374  CONST_09  C3   C2   C22  C21     0.00   0.0  0
 374  CONST_10  C3   C4   C5   C21     0.00   0.0  0
 374  CONST_11  C4   C3   C2   C22     0.00   0.0  0
 374  CONST_12  C4   C5   C21  C22     0.00   0.0  0
 374  CONST_13  C15  C14  C20  F1    180.00   0.0  0
 374  CONST_14  C17  C19  C20  F1    180.00   0.0  0
 374  CONST_15  O4   C17  C19  C20   180.00   0.0  0
 374  CONST_16  C13  C14  C20  C19   180.00   0.0  0
 374  CONST_17  C15  C16  C17  O4    180.00   0.0  0
 374  CONST_18  C13  C14  C15  C16   180.00   0.0  0
 374  CONST_19  C22  C21  C5   C6    180.00   0.0  0
 374  CONST_20  C3   C4   C5   C6    180.00   0.0  0
 374  CONST_21  O1   C2   C22  C21   180.00   0.0  0
 374  CONST_22  C2   C22  C21  F2    180.00   0.0  0
 374  CONST_23  C4   C5   C21  F2    180.00   0.0  0
 374  CONST_24  C4   C3   C2   O1    180.00   0.0  0
 374  CONST_25  C8   N2   C13  C14   180.00   0.0  0
 374  CONST_26  C10  N2   C13  C14     0.00   0.0  0
 374  CONST_27  C5   C6   N1   C12   180.00   0.0  0
 374  CONST_28  C5   C6   N1   C7      0.00   0.0  0
 374  CONST_29  H6   C15  C14  C20   180.00   0.0  0
 374  CONST_30  H5   C16  C17  C19   180.00   0.0  0
 374  CONST_31  H1   C19  C17  C16   180.00   0.0  0
 374  CONST_32  H19  C22  C21  C5    180.00   0.0  0
 374  CONST_33  H23  C3   C4   C5    180.00   0.0  0
 374  CONST_34  H24  C4   C5   C21   180.00   0.0  0
 374  CONST_35  C8   N2   C13  O3      0.00   0.0  0
 374  CONST_36  C10  N2   C13  O3    180.00   0.0  0
 374  CONST_37  O2   C6   N1   C12     0.00   0.0  0
 374  CONST_38  O2   C6   N1   C7    180.00   0.0  0
 374  Var_01    C7   N1   C12  C10   -22.42  30.0  1
 374  Var_02    C8   C7   N1   C12   -34.11  30.0  1
 374  Var_03    N2   C13  C14  C20   -79.79  30.0  2
 374  Var_04    C21  C5   C6   N1     60.83  30.0  2
 374  Var_05    C16  C17  O4   C18    -0.39  30.0  3
 374  Var_06    C3   C2   O1   C1      1.08  30.0  2
 374  Var_07    H2   C18  O4   C17  -179.33  30.0  3
 374  Var_08    H20  C1   O1   C2   -179.82  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
 374  chir_01  C10  N2  C12  C11  negativ
 374  chir_02  C8   N2  C7   C9   negativ

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
 374  plan-1  F1   0.020
 374  plan-1  C20  0.020
 374  plan-1  C19  0.020
 374  plan-1  C17  0.020
 374  plan-1  O4   0.020
 374  plan-1  C16  0.020
 374  plan-1  C15  0.020
 374  plan-1  C14  0.020
 374  plan-1  C13  0.020
 374  plan-1  H1   0.020
 374  plan-1  H5   0.020
 374  plan-1  H6   0.020
 374  plan-2  C6   0.020
 374  plan-2  C5   0.020
 374  plan-2  C21  0.020
 374  plan-2  F2   0.020
 374  plan-2  C22  0.020
 374  plan-2  C2   0.020
 374  plan-2  O1   0.020
 374  plan-2  C3   0.020
 374  plan-2  C4   0.020
 374  plan-2  H19  0.020
 374  plan-2  H23  0.020
 374  plan-2  H24  0.020
 374  plan-3  C12  0.020
 374  plan-3  C7   0.020
 374  plan-3  N1   0.020
 374  plan-3  C6   0.020
 374  plan-3  O2   0.020
 374  plan-3  C5   0.020
 374  plan-4  C14  0.020
 374  plan-4  C13  0.020
 374  plan-4  O3   0.020
 374  plan-4  N2   0.020
 374  plan-4  C10  0.020
 374  plan-4  C8   0.020

