# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 12:07:16 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: [(1S,5R)-8-[(2R)-2-hydroxy-2-phenyl-ethyl]-8-azabicyclo[3.2.1]octan-3-yl] benzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H](CN1[C@H]2CC[C@@H]1CC(C2)OC(=O)c3ccccc3)c4ccccc4
#
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
 V11  V11  '[(1S,5R)-8-[(2R)-2-hydroxy-2-phenyl-ethyl]-8-azabicyclo[3.2.1]octan-3-yl] benzoate'  ligand  51  26  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_V11
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
 V11  O2    O  O     0  -0.452   3.8886  -2.1609  -0.7132
 V11  C1    C  C     0   0.609   3.7162  -1.0881  -0.1834
 V11  C2    C  CR6   0  -0.094   4.7725  -0.0469  -0.0804
 V11  C7    C  CR16  0  -0.274   4.5465   1.1839   0.5350
 V11  C6    C  CR16  0  -0.241   5.5654   2.1216   0.6081
 V11  C5    C  CR16  0  -0.245   6.8141   1.8392   0.0697
 V11  C4    C  CR16  0  -0.241   7.0433   0.6148  -0.5454
 V11  C3    C  CR16  0  -0.257   6.0272  -0.3242  -0.6207
 V11  O1    O  O2    0  -0.469   2.5789  -0.7092   0.3716
 V11  C8    C  CH1   0  -0.006   1.4472  -1.6070   0.3473
 V11  C12   C  CH2   0  -0.444   0.7407  -1.5635  -1.0080
 V11  C11   C  CR15  0  -0.127  -0.2445  -0.4043  -1.1368
 V11  C13   C  CH2   0  -0.459   0.3950   0.9823  -0.9175
 V11  C14   C  CH2   0  -0.469   0.2529   1.2115   0.6009
 V11  C10   C  CR15  0  -0.133  -0.4449  -0.0698   1.1020
 V11  C9    C  CH2   0  -0.433   0.5212  -1.1875   1.4852
 V11  N     N  NR5   0  -0.448  -1.2206  -0.5345  -0.0531
 V11  C15   C  CH2   0  -0.310  -2.4622   0.1913  -0.2596
 V11  C16   C  CH1   0   0.004  -3.5613  -0.4603   0.5949
 V11  O3    O  OH1   0  -0.683  -3.4871  -1.8524   0.4497
 V11  C17   C  CR6   0   0.092  -4.9120   0.0585   0.1785
 V11  C22   C  CR16  0  -0.308  -5.6652  -0.5815  -0.8021
 V11  C21   C  CR16  0  -0.240  -6.8831  -0.0530  -1.2095
 V11  C20   C  CR16  0  -0.270  -7.3627   1.1231  -0.6473
 V11  C19   C  CR16  0  -0.241  -6.6161   1.7677   0.3305
 V11  C18   C  CR16  0  -0.305  -5.4019   1.2343   0.7411
 V11  H7    H  HCR6  0   0.275   3.5805   1.4200   0.9597
 V11  H3    H  HCR6  0   0.262   6.2111  -1.2762  -1.1004
 V11  H6    H  HCR6  0   0.265   5.3832   3.0740   1.0880
 V11  H5    H  HCR6  0   0.267   7.6082   2.5718   0.1303
 V11  H4    H  HCR6  0   0.265   8.0144   0.3911  -0.9668
 V11  H8    H  HCH1  0   0.261   1.8156  -2.6170   0.5362
 V11  H121  H  HCH2  0   0.253   1.4659  -1.5445  -1.8234
 V11  H122  H  HCH2  0   0.245   0.1795  -2.4952  -1.1147
 V11  H91C  H  HCH2  0   0.247  -0.0689  -2.0605   1.7742
 V11  H92C  H  HCH2  0   0.249   1.1109  -0.9081   2.3610
 V11  H11   H  HCR5  0   0.248  -0.7475  -0.4791  -2.1029
 V11  H131  H  HCH2  0   0.240   1.4257   1.0324  -1.2671
 V11  H132  H  HCH2  0   0.242  -0.1616   1.7391  -1.4725
 V11  H141  H  HCH2  0   0.255   1.2024   1.3947   1.1020
 V11  H142  H  HCH2  0   0.241  -0.3758   2.0809   0.7999
 V11  H10   H  HCR5  0   0.249  -1.1039   0.1260   1.9502
 V11  H151  H  HCH2  0   0.228  -2.4017   1.2635  -0.0303
 V11  H152  H  HCH2  0   0.247  -2.7380   0.1031  -1.3143
 V11  H16   H  HCH1  0   0.213  -3.3967  -0.1732   1.6459
 V11  HA    H  HOH1  0   0.436  -2.5451  -2.0148   0.2616
 V11  H22   H  HCR6  0   0.248  -5.3068  -1.4993  -1.2495
 V11  H18   H  HCR6  0   0.247  -4.8277   1.7369   1.5115
 V11  H21   H  HCR6  0   0.253  -7.4611  -0.5637  -1.9693
 V11  H20   H  HCR6  0   0.254  -8.3132   1.5314  -0.9655
 V11  H19   H  HCR6  0   0.254  -6.9813   2.6825   0.7795

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
 V11  N    C10   single    1.467  0.020  1.467
 V11  N    C11   single    1.464  0.020  1.464
 V11  N    C15   single    1.453  0.020  1.453
 V11  C1   O1    single    1.321  0.020  1.321
 V11  C1   C2    single    1.487  0.020  1.487
 V11  C1   O2    double    1.209  0.020  1.209
 V11  O1   C8    single    1.445  0.020  1.445
 V11  C2   C3    aromatic  1.394  0.020  1.394
 V11  C2   C7    aromatic  1.395  0.020  1.395
 V11  C3   C4    aromatic  1.386  0.020  1.386
 V11  O3   C16   single    1.402  0.020  1.402
 V11  C4   C5    aromatic  1.389  0.020  1.389
 V11  C5   C6    aromatic  1.389  0.020  1.389
 V11  C6   C7    aromatic  1.387  0.020  1.387
 V11  C8   C9    single    1.526  0.020  1.526
 V11  C8   C12   single    1.529  0.020  1.529
 V11  C9   C10   single    1.526  0.020  1.526
 V11  C10  C14   single    1.543  0.020  1.543
 V11  C11  C12   single    1.527  0.020  1.527
 V11  C11  C13   single    1.543  0.020  1.543
 V11  C13  C14   single    1.542  0.020  1.542
 V11  C15  C16   single    1.537  0.020  1.537
 V11  C16  C17   single    1.506  0.020  1.506
 V11  C17  C18   aromatic  1.392  0.020  1.392
 V11  C17  C22   aromatic  1.392  0.020  1.392
 V11  C18  C19   aromatic  1.388  0.020  1.388
 V11  C19  C20   aromatic  1.389  0.020  1.389
 V11  C20  C21   aromatic  1.389  0.020  1.389
 V11  C21  C22   aromatic  1.389  0.020  1.389
 V11  C7   H7    single    0.930  0.020  1.080
 V11  C3   H3    single    0.930  0.020  1.080
 V11  C6   H6    single    0.930  0.020  1.080
 V11  C5   H5    single    0.930  0.020  1.080
 V11  C4   H4    single    0.930  0.020  1.080
 V11  C8   H8    single    0.970  0.020  1.090
 V11  C12  H121  single    0.970  0.020  1.090
 V11  C12  H122  single    0.970  0.020  1.090
 V11  C9   H91C  single    0.970  0.020  1.090
 V11  C9   H92C  single    0.970  0.020  1.090
 V11  C11  H11   single    0.970  0.020  1.090
 V11  C13  H131  single    0.970  0.020  1.090
 V11  C13  H132  single    0.970  0.020  1.090
 V11  C14  H141  single    0.970  0.020  1.090
 V11  C14  H142  single    0.970  0.020  1.090
 V11  C10  H10   single    0.970  0.020  1.090
 V11  C15  H151  single    0.970  0.020  1.090
 V11  C15  H152  single    0.970  0.020  1.090
 V11  C16  H16   single    0.970  0.020  1.090
 V11  O3   HA    single    0.850  0.020  0.980
 V11  C22  H22   single    0.930  0.020  1.080
 V11  C18  H18   single    0.930  0.020  1.080
 V11  C21  H21   single    0.930  0.020  1.080
 V11  C20  H20   single    0.930  0.020  1.080
 V11  C19  H19   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
 V11  O1    C1   C2    112.44  3.000
 V11  C2    C1   O2    123.40  3.000
 V11  O1    C1   O2    124.16  3.000
 V11  C3    C2   C7    119.51  3.000
 V11  C7    C2   C1    122.24  3.000
 V11  C3    C2   C1    118.25  3.000
 V11  H7    C7   C6    119.22  3.000
 V11  H7    C7   C2    120.72  3.000
 V11  C6    C7   C2    120.06  3.000
 V11  H6    C6   C5    120.16  3.000
 V11  H6    C6   C7    119.66  3.000
 V11  C5    C6   C7    120.18  3.000
 V11  H5    C5   C4    120.02  3.000
 V11  H5    C5   C6    120.03  3.000
 V11  C4    C5   C6    119.94  3.000
 V11  H4    C4   C3    119.79  3.000
 V11  H4    C4   C5    120.18  3.000
 V11  C3    C4   C5    120.03  3.000
 V11  H3    C3   C4    119.73  3.000
 V11  H3    C3   C2    120.00  3.000
 V11  C4    C3   C2    120.27  3.000
 V11  C8    O1   C1    119.28  3.000
 V11  H8    C8   C9    109.28  3.000
 V11  H8    C8   C12   109.61  3.000
 V11  C9    C8   C12   111.89  3.000
 V11  H8    C8   O1    107.92  3.000
 V11  C12   C8   O1    111.05  3.000
 V11  C9    C8   O1    106.97  3.000
 V11  H122  C12  H121  106.44  3.000
 V11  H122  C12  C11   107.92  3.000
 V11  H121  C12  C11   110.64  3.000
 V11  H122  C12  C8    107.43  3.000
 V11  H121  C12  C8    110.84  3.000
 V11  C11   C12  C8    113.24  3.000
 V11  H11   C11  N     109.98  3.000
 V11  H11   C11  C13   112.24  3.000
 V11  N     C11  C13   104.54  3.000
 V11  H11   C11  C12   108.66  3.000
 V11  C13   C11  C12   113.76  3.000
 V11  N     C11  C12   107.47  3.000
 V11  H132  C13  H131  106.71  3.000
 V11  H132  C13  C14   110.53  3.000
 V11  H131  C13  C14   113.34  3.000
 V11  H132  C13  C11   109.85  3.000
 V11  H131  C13  C11   112.83  3.000
 V11  C14   C13  C11   103.61  3.000
 V11  H142  C14  H141  106.52  3.000
 V11  H142  C14  C10   109.99  3.000
 V11  H141  C14  C10   112.61  3.000
 V11  H142  C14  C13   110.55  3.000
 V11  H141  C14  C13   113.43  3.000
 V11  C10   C14  C13   103.77  3.000
 V11  H10   C10  N     110.45  3.000
 V11  H10   C10  C9    108.56  3.000
 V11  N     C10  C9    107.48  3.000
 V11  H10   C10  C14   112.12  3.000
 V11  C9    C10  C14   113.80  3.000
 V11  N     C10  C14   104.27  3.000
 V11  H92C  C9   H91C  106.49  3.000
 V11  H92C  C9   C10   110.84  3.000
 V11  H91C  C9   C10   108.04  3.000
 V11  H92C  C9   C8    109.92  3.000
 V11  H91C  C9   C8    107.78  3.000
 V11  C10   C9   C8    113.47  3.000
 V11  C15   N    C10   113.93  3.000
 V11  C15   N    C11   114.84  3.000
 V11  C10   N    C11   101.66  3.000
 V11  H152  C15  H151  107.10  3.000
 V11  H152  C15  C16   108.76  3.000
 V11  H151  C15  C16   109.71  3.000
 V11  H152  C15  N     108.20  3.000
 V11  H151  C15  N     114.27  3.000
 V11  C16   C15  N     108.68  3.000
 V11  H16   C16  C17   107.94  3.000
 V11  H16   C16  O3    110.46  3.000
 V11  C17   C16  O3    111.17  3.000
 V11  H16   C16  C15   108.24  3.000
 V11  C17   C16  C15   109.98  3.000
 V11  O3    C16  C15   109.00  3.000
 V11  HA    O3   C16   103.69  3.000
 V11  C18   C17  C22   118.84  3.000
 V11  C22   C17  C16   121.44  3.000
 V11  C18   C17  C16   119.66  3.000
 V11  H22   C22  C21   119.47  3.000
 V11  H22   C22  C17   120.13  3.000
 V11  C21   C22  C17   120.40  3.000
 V11  H21   C21  C20   119.94  3.000
 V11  H21   C21  C22   119.64  3.000
 V11  C20   C21  C22   120.41  3.000
 V11  H20   C20  C19   120.27  3.000
 V11  H20   C20  C21   120.24  3.000
 V11  C19   C20  C21   119.50  3.000
 V11  H19   C19  C18   119.81  3.000
 V11  H19   C19  C20   120.19  3.000
 V11  C18   C19  C20   120.00  3.000
 V11  H18   C18  C19   119.68  3.000
 V11  H18   C18  C17   119.48  3.000
 V11  C19   C18  C17   120.84  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
 V11  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 V11  CONST_02  C5   C6   C7   C2     0.00   0.0  0
 V11  CONST_03  C4   C3   C2   C7     0.00   0.0  0
 V11  CONST_04  C4   C5   C6   C7     0.00   0.0  0
 V11  CONST_05  C3   C4   C5   C6     0.00   0.0  0
 V11  CONST_06  C3   C2   C7   C6     0.00   0.0  0
 V11  CONST_07  C20  C19  C18  C17    0.00   0.0  0
 V11  CONST_08  C20  C21  C22  C17    0.00   0.0  0
 V11  CONST_09  C19  C18  C17  C22    0.00   0.0  0
 V11  CONST_10  C19  C20  C21  C22    0.00   0.0  0
 V11  CONST_11  C18  C19  C20  C21    0.00   0.0  0
 V11  CONST_12  C18  C17  C22  C21    0.00   0.0  0
 V11  CONST_13  C4   C3   C2   C1   180.00   0.0  0
 V11  CONST_14  C6   C7   C2   C1   180.00   0.0  0
 V11  CONST_15  C19  C18  C17  C16  180.00   0.0  0
 V11  CONST_16  C21  C22  C17  C16  180.00   0.0  0
 V11  CONST_17  H4   C4   C3   C2   180.00   0.0  0
 V11  CONST_18  H6   C6   C7   C2   180.00   0.0  0
 V11  CONST_19  H3   C3   C2   C7   180.00   0.0  0
 V11  CONST_20  H5   C5   C6   C7   180.00   0.0  0
 V11  CONST_21  H7   C7   C6   C5   180.00   0.0  0
 V11  CONST_22  H19  C19  C18  C17  180.00   0.0  0
 V11  CONST_23  H21  C21  C22  C17  180.00   0.0  0
 V11  CONST_24  H18  C18  C17  C22  180.00   0.0  0
 V11  CONST_25  H20  C20  C21  C22  180.00   0.0  0
 V11  CONST_26  H22  C22  C21  C20  180.00   0.0  0
 V11  Var_01    C10  C14  C13  C11    0.37  30.0  3
 V11  Var_02    C3   C2   C1   O2    -0.14  30.0  2
 V11  Var_03    C16  C15  N    C11  156.98  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
 V11  chir_01  C8   O1  C9   C12  negativ
 V11  chir_02  C11  N   C13  C12  negativ
 V11  chir_03  C10  N   C9   C14  negativ
 V11  chir_04  C16  O3  C15  C17  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
 V11  plan-1  C1   0.020
 V11  plan-1  C2   0.020
 V11  plan-1  C7   0.020
 V11  plan-1  C6   0.020
 V11  plan-1  C5   0.020
 V11  plan-1  C4   0.020
 V11  plan-1  C3   0.020
 V11  plan-1  H7   0.020
 V11  plan-1  H3   0.020
 V11  plan-1  H6   0.020
 V11  plan-1  H5   0.020
 V11  plan-1  H4   0.020
 V11  plan-2  C16  0.020
 V11  plan-2  C17  0.020
 V11  plan-2  C22  0.020
 V11  plan-2  C21  0.020
 V11  plan-2  C20  0.020
 V11  plan-2  C19  0.020
 V11  plan-2  C18  0.020
 V11  plan-2  H22  0.020
 V11  plan-2  H18  0.020
 V11  plan-2  H21  0.020
 V11  plan-2  H20  0.020
 V11  plan-2  H19  0.020
 V11  plan-3  O2   0.020
 V11  plan-3  C1   0.020
 V11  plan-3  C2   0.020
 V11  plan-3  O1   0.020

