# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 22:43:04 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (3-exo)-N-(4-amino-4'-fluoro[1,1'-biphenyl]-3-yl)-8-oxabicyclo[3.2.1]octane-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(cc1NC(=O)[C@H]2C[C@@H]3CC[C@H](C2)O3)c4ccc(F)cc4
#
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
 6EZ  6EZ  (3-exo)-N-(4-amino-4'-fluoro[1,1'-biphenyl]-3-yl)-8-oxabicyclo[3.2.1]octane-3-carboxamide  ligand  46  25  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6EZ
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
 6EZ  C2   C  CR6   0   0.510  -5.7363  -1.7851  -0.3120
 6EZ  C3   C  CR16  0  -0.396  -4.5862  -2.0294  -1.0365
 6EZ  C4   C  CR16  0  -0.299  -3.5513  -1.1086  -0.9725
 6EZ  C5   C  CR6   0   0.082  -3.6508   0.0449  -0.1919
 6EZ  C6   C  CR16  0  -0.297  -4.8314   0.2506   0.5253
 6EZ  C7   C  CR16  0  -0.396  -5.8792  -0.6560   0.4703
 6EZ  C9   C  CR16  0  -0.355  -1.2164   0.5962  -0.1329
 6EZ  C10  C  CR6   0   0.314  -0.1667   1.4980  -0.0519
 6EZ  C12  C  C     0   0.581   1.7085   0.1000   0.7102
 6EZ  O13  O  O     0  -0.466   1.0570  -0.4965   1.5476
 6EZ  C15  C  CH2   0  -0.415   3.7492  -1.2197   1.4064
 6EZ  C16  C  CR15  0  -0.013   5.1576  -1.6192   0.9772
 6EZ  C17  C  CH2   0  -0.480   6.1048  -0.4168   0.8461
 6EZ  C18  C  CH2   0  -0.483   5.9221   0.0099  -0.6233
 6EZ  C19  C  CR15  0  -0.002   4.9064  -1.0130  -1.1567
 6EZ  C20  C  CH2   0  -0.438   3.4648  -0.5373  -1.0029
 6EZ  C22  C  CR6   0   0.240  -0.4188   2.8771   0.0410
 6EZ  C24  C  CR16  0  -0.315  -1.7507   3.2995   0.0225
 6EZ  F1   F  F     0  -0.317  -6.7440  -2.6722  -0.3684
 6EZ  C8   C  CR6   0   0.072  -2.5441   1.0184  -0.1227
 6EZ  C14  C  CH1   0  -0.449   3.1850  -0.1578   0.4622
 6EZ  O21  O  O     0  -0.492   5.1088  -2.1541  -0.3387
 6EZ  N23  N  NH2   0  -0.851   0.6232   3.7795   0.0837
 6EZ  C25  C  CR16  0  -0.317  -2.7890   2.3904  -0.0522
 6EZ  H1   H  HCR6  0   0.280  -4.5006  -2.9170  -1.6496
 6EZ  H2   H  HCR6  0   0.262  -2.6589  -1.2907  -1.5579
 6EZ  H3   H  HCR6  0   0.262  -4.9332   1.1240   1.1567
 6EZ  H4   H  HCR6  0   0.279  -6.7858  -0.4897   1.0374
 6EZ  H5   H  HCR6  0   0.258  -0.9906  -0.4599  -0.1985
 6EZ  H7   H  HCH2  0   0.240   3.7696  -0.8477   2.4330
 6EZ  H8   H  HCR5  0   0.238   5.5479  -2.3921   1.6421
 6EZ  H9   H  HCH2  0   0.242   5.8615   0.3766   1.5543
 6EZ  H10  H  HCH2  0   0.250   7.1341  -0.7182   1.0417
 6EZ  H11  H  HCH2  0   0.241   5.5655   1.0359  -0.7277
 6EZ  H12  H  HCH2  0   0.252   6.8602  -0.0603  -1.1746
 6EZ  H13  H  HCR5  0   0.242   5.0977  -1.2975  -2.1931
 6EZ  H14  H  HCH2  0   0.240   3.2957   0.3091  -1.6730
 6EZ  H15  H  HCH2  0   0.246   2.7897  -1.3367  -1.3229
 6EZ  H16  H  HCR6  0   0.261  -1.9683   4.3595   0.0771
 6EZ  H18  H  HCH1  0   0.283   3.6963   0.7921   0.6655
 6EZ  H19  H  HNH2  0   0.384   0.3599   4.7144   0.3526
 6EZ  H20  H  HNH2  0   0.377   1.4426   3.4765   0.5884
 6EZ  H21  H  HCR6  0   0.252  -3.8065   2.7609  -0.0695
 6EZ  N11  N  NH1   0  -0.752   1.1748   1.0674  -0.0802
 6EZ  H6   H  HCH2  0   0.237   3.1148  -2.1092   1.4008
 6EZ  H17  H  HNH1  0   0.403   1.7918   1.5461  -0.7201

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
 6EZ  O21  C19  single    1.419  0.020  1.419
 6EZ  O21  C16  single    1.421  0.020  1.421
 6EZ  N23  C22  single    1.379  0.020  1.379
 6EZ  C19  C20  single    1.526  0.020  1.526
 6EZ  C19  C18  single    1.537  0.020  1.537
 6EZ  C20  C14  single    1.539  0.020  1.539
 6EZ  O13  C12  double    1.217  0.020  1.217
 6EZ  C16  C15  single    1.526  0.020  1.526
 6EZ  C16  C17  single    1.536  0.020  1.536
 6EZ  C15  C14  single    1.529  0.020  1.529
 6EZ  C12  C14  single    1.519  0.020  1.519
 6EZ  C12  N11  single    1.359  0.020  1.359
 6EZ  C22  C24  aromatic  1.397  0.020  1.397
 6EZ  C22  C10  aromatic  1.405  0.020  1.405
 6EZ  C18  C17  single    1.541  0.020  1.541
 6EZ  C24  C25  aromatic  1.382  0.020  1.382
 6EZ  N11  C10  single    1.409  0.020  1.409
 6EZ  C10  C9   aromatic  1.386  0.020  1.386
 6EZ  C25  C8   aromatic  1.395  0.020  1.395
 6EZ  C9   C8   aromatic  1.393  0.020  1.393
 6EZ  C8   C5   single    1.476  0.020  1.476
 6EZ  C5   C6   aromatic  1.397  0.020  1.397
 6EZ  C5   C4   aromatic  1.396  0.020  1.396
 6EZ  C6   C7   aromatic  1.387  0.020  1.387
 6EZ  C4   C3   aromatic  1.387  0.020  1.387
 6EZ  C7   C2   aromatic  1.381  0.020  1.381
 6EZ  C3   C2   aromatic  1.381  0.020  1.381
 6EZ  C2   F1   single    1.344  0.020  1.344
 6EZ  C3   H1   single    0.930  0.020  1.080
 6EZ  C4   H2   single    0.930  0.020  1.080
 6EZ  C6   H3   single    0.930  0.020  1.080
 6EZ  C7   H4   single    0.930  0.020  1.080
 6EZ  C9   H5   single    0.930  0.020  1.080
 6EZ  C15  H6   single    0.970  0.020  1.090
 6EZ  C15  H7   single    0.970  0.020  1.090
 6EZ  C16  H8   single    0.970  0.020  1.090
 6EZ  C17  H9   single    0.970  0.020  1.090
 6EZ  C17  H10  single    0.970  0.020  1.090
 6EZ  C18  H11  single    0.970  0.020  1.090
 6EZ  C18  H12  single    0.970  0.020  1.090
 6EZ  C19  H13  single    0.970  0.020  1.090
 6EZ  C20  H14  single    0.970  0.020  1.090
 6EZ  C20  H15  single    0.970  0.020  1.090
 6EZ  C24  H16  single    0.930  0.020  1.080
 6EZ  N11  H17  single    0.860  0.020  1.020
 6EZ  C14  H18  single    0.970  0.020  1.090
 6EZ  N23  H19  single    0.890  0.020  1.040
 6EZ  N23  H20  single    0.890  0.020  1.040
 6EZ  C25  H21  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
 6EZ  F1   C2   C7   119.07  3.000
 6EZ  F1   C2   C3   119.06  3.000
 6EZ  C7   C2   C3   121.87  3.000
 6EZ  H1   C3   C4   120.78  3.000
 6EZ  H1   C3   C2   120.54  3.000
 6EZ  C4   C3   C2   118.67  3.000
 6EZ  H2   C4   C5   120.00  3.000
 6EZ  H2   C4   C3   118.58  3.000
 6EZ  C5   C4   C3   121.41  3.000
 6EZ  C8   C5   C6   120.85  3.000
 6EZ  C6   C5   C4   117.97  3.000
 6EZ  C8   C5   C4   121.18  3.000
 6EZ  H3   C6   C7   118.66  3.000
 6EZ  H3   C6   C5   119.86  3.000
 6EZ  C7   C6   C5   121.47  3.000
 6EZ  H4   C7   C6   120.78  3.000
 6EZ  H4   C7   C2   120.61  3.000
 6EZ  C6   C7   C2   118.61  3.000
 6EZ  H5   C9   C8   119.68  3.000
 6EZ  H5   C9   C10  118.72  3.000
 6EZ  C8   C9   C10  121.60  3.000
 6EZ  N11  C10  C22  118.17  3.000
 6EZ  N11  C10  C9   121.39  3.000
 6EZ  C22  C10  C9   120.44  3.000
 6EZ  C14  C12  N11  114.06  3.000
 6EZ  N11  C12  O13  122.61  3.000
 6EZ  C14  C12  O13  123.33  3.000
 6EZ  H7   C15  H6   107.04  3.000
 6EZ  H7   C15  C14  110.54  3.000
 6EZ  H6   C15  C14  110.37  3.000
 6EZ  H7   C15  C16  109.66  3.000
 6EZ  H6   C15  C16  108.74  3.000
 6EZ  C14  C15  C16  110.41  3.000
 6EZ  H8   C16  O21  108.04  3.000
 6EZ  H8   C16  C17  112.68  3.000
 6EZ  O21  C16  C17  103.69  3.000
 6EZ  H8   C16  C15  110.13  3.000
 6EZ  C17  C16  C15  112.84  3.000
 6EZ  O21  C16  C15  109.11  3.000
 6EZ  H10  C17  H9   107.17  3.000
 6EZ  H10  C17  C18  111.07  3.000
 6EZ  H9   C17  C18  113.03  3.000
 6EZ  H10  C17  C16  110.51  3.000
 6EZ  H9   C17  C16  112.11  3.000
 6EZ  C18  C17  C16  103.00  3.000
 6EZ  H12  C18  H11  107.06  3.000
 6EZ  H12  C18  C19  110.50  3.000
 6EZ  H11  C18  C19  112.12  3.000
 6EZ  H12  C18  C17  111.24  3.000
 6EZ  H11  C18  C17  112.97  3.000
 6EZ  C19  C18  C17  103.00  3.000
 6EZ  H13  C19  O21  108.23  3.000
 6EZ  H13  C19  C20  110.03  3.000
 6EZ  O21  C19  C20  109.11  3.000
 6EZ  H13  C19  C18  112.77  3.000
 6EZ  C20  C19  C18  112.45  3.000
 6EZ  O21  C19  C18  103.95  3.000
 6EZ  H15  C20  H14  106.92  3.000
 6EZ  H15  C20  C14  110.27  3.000
 6EZ  H14  C20  C14  111.39  3.000
 6EZ  H15  C20  C19  109.01  3.000
 6EZ  H14  C20  C19  109.02  3.000
 6EZ  C14  C20  C19  110.16  3.000
 6EZ  N23  C22  C24  121.52  3.000
 6EZ  C24  C22  C10  117.83  3.000
 6EZ  N23  C22  C10  120.58  3.000
 6EZ  H16  C24  C25  119.70  3.000
 6EZ  H16  C24  C22  119.11  3.000
 6EZ  C25  C24  C22  121.19  3.000
 6EZ  C25  C8   C9   117.75  3.000
 6EZ  C9   C8   C5   120.96  3.000
 6EZ  C25  C8   C5   121.29  3.000
 6EZ  H18  C14  C20  107.76  3.000
 6EZ  H18  C14  C15  108.35  3.000
 6EZ  C20  C14  C15  110.46  3.000
 6EZ  H18  C14  C12  105.99  3.000
 6EZ  C15  C14  C12  112.06  3.000
 6EZ  C20  C14  C12  111.96  3.000
 6EZ  C19  O21  C16  103.65  3.000
 6EZ  H20  N23  H19  110.94  3.000
 6EZ  H20  N23  C22  115.63  3.000
 6EZ  H19  N23  C22  114.69  3.000
 6EZ  H21  C25  C8   120.02  3.000
 6EZ  H21  C25  C24  118.80  3.000
 6EZ  C8   C25  C24  121.17  3.000
 6EZ  H17  N11  C12  117.79  3.000
 6EZ  H17  N11  C10  116.72  3.000
 6EZ  C12  N11  C10  125.44  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
 6EZ  CONST_01  C5   C6   C7   C2     0.00   0.0  0
 6EZ  CONST_02  C5   C4   C3   C2     0.00   0.0  0
 6EZ  CONST_03  C8   C5   C4   C3   180.00   0.0  0
 6EZ  CONST_04  C6   C5   C4   C3     0.00   0.0  0
 6EZ  CONST_05  C6   C7   C2   C3     0.00   0.0  0
 6EZ  CONST_08  C7   C6   C5   C4     0.00   0.0  0
 6EZ  CONST_09  C7   C2   C3   C4     0.00   0.0  0
 6EZ  CONST_10  C24  C25  C8   C5   180.00   0.0  0
 6EZ  CONST_11  C10  C9   C8   C5   180.00   0.0  0
 6EZ  CONST_14  C8   C5   C6   C7   180.00   0.0  0
 6EZ  CONST_15  C24  C22  C10  C9     0.00   0.0  0
 6EZ  CONST_16  C24  C25  C8   C9     0.00   0.0  0
 6EZ  CONST_17  C25  C24  C22  C10    0.00   0.0  0
 6EZ  CONST_18  C25  C8   C9   C10    0.00   0.0  0
 6EZ  CONST_19  C8   C25  C24  C22    0.00   0.0  0
 6EZ  CONST_20  C8   C9   C10  C22    0.00   0.0  0
 6EZ  CONST_21  F1   C2   C3   C4   180.00   0.0  0
 6EZ  CONST_22  F1   C2   C7   C6   180.00   0.0  0
 6EZ  CONST_23  N23  C22  C10  C9   180.00   0.0  0
 6EZ  CONST_24  N11  C10  C22  C24  180.00   0.0  0
 6EZ  CONST_25  N11  C10  C9   C8   180.00   0.0  0
 6EZ  CONST_26  C25  C24  C22  N23  180.00   0.0  0
 6EZ  CONST_27  H3   C6   C7   C2   180.00   0.0  0
 6EZ  CONST_28  H2   C4   C3   C2   180.00   0.0  0
 6EZ  CONST_29  H4   C7   C2   C3   180.00   0.0  0
 6EZ  CONST_30  H21  C25  C8   C5     0.00   0.0  0
 6EZ  CONST_31  H5   C9   C8   C5     0.00   0.0  0
 6EZ  CONST_32  H1   C3   C4   C5   180.00   0.0  0
 6EZ  CONST_33  H16  C24  C22  C10  180.00   0.0  0
 6EZ  CONST_34  C14  C12  N11  C10  180.00   0.0  0
 6EZ  CONST_38  H19  N23  C22  C10  180.00   0.0  0
 6EZ  CONST_40  O13  C12  N11  C10    0.00   0.0  0
 6EZ  Var_01    C19  C18  C17  C16   -0.71  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
 6EZ  chir_01  C16  O21  C15  C17  positiv
 6EZ  chir_02  C19  O21  C20  C18  negativ
 6EZ  chir_03  C14  C20  C15  C12  positiv

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
 6EZ  plan-1  C2   0.020
 6EZ  plan-1  C3   0.020
 6EZ  plan-1  C4   0.020
 6EZ  plan-1  C5   0.020
 6EZ  plan-1  C6   0.020
 6EZ  plan-1  C7   0.020
 6EZ  plan-1  F1   0.020
 6EZ  plan-1  C8   0.020
 6EZ  plan-1  H1   0.020
 6EZ  plan-1  H2   0.020
 6EZ  plan-1  H3   0.020
 6EZ  plan-1  H4   0.020
 6EZ  plan-2  C5   0.020
 6EZ  plan-2  C9   0.020
 6EZ  plan-2  C10  0.020
 6EZ  plan-2  C22  0.020
 6EZ  plan-2  C24  0.020
 6EZ  plan-2  C8   0.020
 6EZ  plan-2  N23  0.020
 6EZ  plan-2  C25  0.020
 6EZ  plan-2  H5   0.020
 6EZ  plan-2  H16  0.020
 6EZ  plan-2  H21  0.020
 6EZ  plan-2  N11  0.020
 6EZ  plan-3  C10  0.020
 6EZ  plan-3  C12  0.020
 6EZ  plan-3  O13  0.020
 6EZ  plan-3  C14  0.020
 6EZ  plan-3  N11  0.020
 6EZ  plan-3  H17  0.020
 6EZ  plan-4  C22  0.020
 6EZ  plan-4  N23  0.020
 6EZ  plan-4  H19  0.020
 6EZ  plan-4  H20  0.020

