# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 21:46:10 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: (3R)-1-azabicyclo[2.2.2]oct-3-yl hydroxy(diphenyl)acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(C(=O)O[C@H]1CN2CCC1CC2)(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
 QNB  QNB  '(3R)-1-azabicyclo[2.2.2]oct-3-yl hydroxy(diphenyl)acetate'  ligand  48  25  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QNB
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
 QNB  C1    C  CT    0  -0.002   1.1081  -0.1150   0.4925
 QNB  C2    C  CR6   0   0.123   2.2186  -1.1439   0.2913
 QNB  C3    C  CR16  0  -0.269   2.8649  -1.2548  -0.9398
 QNB  C4    C  CR16  0  -0.246   3.8818  -2.1770  -1.1262
 QNB  C5    C  CR16  0  -0.266   4.2770  -3.0061  -0.0830
 QNB  C6    C  CR16  0  -0.239   3.6487  -2.8950   1.1464
 QNB  C7    C  CR16  0  -0.320   2.6289  -1.9677   1.3333
 QNB  C8    C  CR6   0   0.117   1.6347   1.2653   0.1098
 QNB  C9    C  CR16  0  -0.306   1.4250   1.8238  -1.1464
 QNB  C10   C  CR16  0  -0.244   1.9633   3.0638  -1.4690
 QNB  C11   C  CR16  0  -0.262   2.7177   3.7612  -0.5388
 QNB  C12   C  CR16  0  -0.243   2.9344   3.2067   0.7166
 QNB  C13   C  CR16  0  -0.277   2.3981   1.9696   1.0394
 QNB  C14   C  C     0   0.580  -0.1062  -0.4653  -0.3981
 QNB  O15   O  OH1   0  -0.643   0.6941  -0.0254   1.8256
 QNB  O16   O  O     0  -0.426  -0.0689  -1.2002  -1.3507
 QNB  O17   O  O2    0  -0.448  -1.1835   0.1642   0.0177
 QNB  C18   C  CH1   0   0.042  -2.4008   0.0078  -0.7345
 QNB  C19   C  CH2   0  -0.358  -3.0303  -1.3959  -0.5613
 QNB  N20   N  NT    0  -0.394  -4.3558  -1.3196   0.0296
 QNB  C21   C  CH2   0  -0.329  -4.2677  -0.6994   1.3473
 QNB  C22   C  CH2   0  -0.459  -3.7248   0.7472   1.2577
 QNB  C23   C  CH1   0  -0.301  -3.3910   1.0382  -0.2072
 QNB  C24   C  CH2   0  -0.468  -4.6633   0.8959  -1.0458
 QNB  C25   C  CH2   0  -0.328  -5.2297  -0.5282  -0.8282
 QNB  H3    H  HCR6  0   0.252   2.5922  -0.6094  -1.7642
 QNB  H4    H  HCR6  0   0.257   4.3712  -2.2445  -2.0892
 QNB  H5    H  HCR6  0   0.257   5.0733  -3.7248  -0.2266
 QNB  H6    H  HCR6  0   0.257   3.9517  -3.5263   1.9716
 QNB  H7    H  HCR6  0   0.248   2.1752  -1.8994   2.3128
 QNB  H9    H  HCR6  0   0.256   0.8504   1.3059  -1.9044
 QNB  H10   H  HCR6  0   0.261   1.7867   3.4806  -2.4519
 QNB  H11   H  HCR6  0   0.259   3.1356   4.7274  -0.7885
 QNB  H12   H  HCR6  0   0.259   3.5270   3.7383   1.4496
 QNB  H13   H  HCR6  0   0.260   2.5869   1.5533   2.0199
 QNB  HO15  H  HOH1  0   0.462   0.3321  -0.8691   2.1191
 QNB  H18   H  HCH1  0   0.260  -2.1821   0.2097  -1.7872
 QNB  H19   H  HCH2  0   0.254  -3.1047  -1.8939  -1.5300
 QNB  H19A  H  HCH2  0   0.253  -2.4045  -2.0243   0.0776
 QNB  H21   H  HCH2  0   0.239  -5.2590  -0.7191   1.8050
 QNB  H21A  H  HCH2  0   0.237  -3.6205  -1.3198   1.9713
 QNB  H22   H  HCH2  0   0.238  -4.4692   1.4679   1.6025
 QNB  H22A  H  HCH2  0   0.243  -2.8459   0.8781   1.8905
 QNB  H23   H  HCH1  0   0.253  -2.9781   2.0429  -0.3193
 QNB  H24   H  HCH2  0   0.245  -5.3854   1.6582  -0.7471
 QNB  H24A  H  HCH2  0   0.240  -4.4402   1.0730  -2.1010
 QNB  H25   H  HCH2  0   0.240  -5.3457  -1.0511  -1.7802
 QNB  H25A  H  HCH2  0   0.240  -6.2186  -0.4903  -0.3669

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
 QNB  C8   C1    single    1.526  0.020  1.526
 QNB  C14  C1    single    1.546  0.020  1.546
 QNB  C1   O15   single    1.399  0.020  1.399
 QNB  C1   C2    single    1.527  0.020  1.527
 QNB  C3   C2    aromatic  1.395  0.020  1.395
 QNB  C2   C7    aromatic  1.390  0.020  1.390
 QNB  C3   C4    aromatic  1.385  0.020  1.385
 QNB  C3   H3    single    0.930  0.020  1.080
 QNB  C4   C5    aromatic  1.390  0.020  1.390
 QNB  C4   H4    single    0.930  0.020  1.080
 QNB  C5   C6    aromatic  1.385  0.020  1.385
 QNB  C5   H5    single    0.930  0.020  1.080
 QNB  C7   C6    aromatic  1.391  0.020  1.391
 QNB  C6   H6    single    0.930  0.020  1.080
 QNB  C7   H7    single    0.930  0.020  1.080
 QNB  C13  C8    aromatic  1.394  0.020  1.394
 QNB  C9   C8    aromatic  1.391  0.020  1.391
 QNB  C10  C9    aromatic  1.390  0.020  1.390
 QNB  C9   H9    single    0.930  0.020  1.080
 QNB  C11  C10   aromatic  1.386  0.020  1.386
 QNB  C10  H10   single    0.930  0.020  1.080
 QNB  C11  C12   aromatic  1.389  0.020  1.389
 QNB  C11  H11   single    0.930  0.020  1.080
 QNB  C12  C13   aromatic  1.386  0.020  1.386
 QNB  C12  H12   single    0.930  0.020  1.080
 QNB  C13  H13   single    0.930  0.020  1.080
 QNB  O17  C14   single    1.315  0.020  1.315
 QNB  C14  O16   double    1.204  0.020  1.204
 QNB  O15  HO15  single    0.850  0.020  0.980
 QNB  O17  C18   single    1.439  0.020  1.439
 QNB  C23  C18   single    1.523  0.020  1.523
 QNB  C18  C19   single    1.548  0.020  1.548
 QNB  C18  H18   single    0.970  0.020  1.090
 QNB  N20  C19   single    1.453  0.020  1.453
 QNB  C19  H19   single    0.970  0.020  1.090
 QNB  C19  H19A  single    0.970  0.020  1.090
 QNB  C21  N20   single    1.459  0.020  1.459
 QNB  C25  N20   single    1.458  0.020  1.458
 QNB  C22  C21   single    1.548  0.020  1.548
 QNB  C21  H21   single    0.970  0.020  1.090
 QNB  C21  H21A  single    0.970  0.020  1.090
 QNB  C22  C23   single    1.530  0.020  1.530
 QNB  C22  H22   single    0.970  0.020  1.090
 QNB  C22  H22A  single    0.970  0.020  1.090
 QNB  C23  C24   single    1.530  0.020  1.530
 QNB  C23  H23   single    0.970  0.020  1.090
 QNB  C24  C25   single    1.548  0.020  1.548
 QNB  C24  H24   single    0.970  0.020  1.090
 QNB  C24  H24A  single    0.970  0.020  1.090
 QNB  C25  H25   single    0.970  0.020  1.090
 QNB  C25  H25A  single    0.970  0.020  1.090

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
 QNB  O15   C1   C14  109.33  3.000
 QNB  O15   C1   C8   106.45  3.000
 QNB  C14   C1   C8   109.36  3.000
 QNB  O15   C1   C2   112.58  3.000
 QNB  C14   C1   C2   110.03  3.000
 QNB  C8    C1   C2   108.99  3.000
 QNB  C7    C2   C3   118.54  3.000
 QNB  C7    C2   C1   121.00  3.000
 QNB  C3    C2   C1   120.45  3.000
 QNB  H3    C3   C4   118.66  3.000
 QNB  H3    C3   C2   120.55  3.000
 QNB  C4    C3   C2   120.78  3.000
 QNB  H4    C4   C5   120.13  3.000
 QNB  H4    C4   C3   119.56  3.000
 QNB  C5    C4   C3   120.32  3.000
 QNB  H5    C5   C6   120.33  3.000
 QNB  H5    C5   C4   120.38  3.000
 QNB  C6    C5   C4   119.29  3.000
 QNB  H6    C6   C7   119.45  3.000
 QNB  H6    C6   C5   120.19  3.000
 QNB  C7    C6   C5   120.36  3.000
 QNB  H7    C7   C6   118.12  3.000
 QNB  H7    C7   C2   121.17  3.000
 QNB  C6    C7   C2   120.71  3.000
 QNB  C13   C8   C9   118.82  3.000
 QNB  C9    C8   C1   122.53  3.000
 QNB  C13   C8   C1   118.60  3.000
 QNB  H9    C9   C10  118.02  3.000
 QNB  H9    C9   C8   121.34  3.000
 QNB  C10   C9   C8   120.64  3.000
 QNB  H10   C10  C11  120.31  3.000
 QNB  H10   C10  C9   119.42  3.000
 QNB  C11   C10  C9   120.27  3.000
 QNB  H11   C11  C12  120.31  3.000
 QNB  H11   C11  C10  120.32  3.000
 QNB  C12   C11  C10  119.37  3.000
 QNB  H12   C12  C13  119.50  3.000
 QNB  H12   C12  C11  120.09  3.000
 QNB  C13   C12  C11  120.41  3.000
 QNB  H13   C13  C12  119.14  3.000
 QNB  H13   C13  C8   120.37  3.000
 QNB  C12   C13  C8   120.49  3.000
 QNB  O17   C14  O16  124.60  3.000
 QNB  O16   C14  C1   124.74  3.000
 QNB  O17   C14  C1   110.66  3.000
 QNB  HO15  O15  C1   110.20  3.000
 QNB  C18   O17  C14  118.39  3.000
 QNB  H18   C18  C23  109.77  3.000
 QNB  H18   C18  C19  110.87  3.000
 QNB  C23   C18  C19  108.07  3.000
 QNB  H18   C18  O17  108.28  3.000
 QNB  C19   C18  O17  112.58  3.000
 QNB  C23   C18  O17  107.18  3.000
 QNB  H19A  C19  H19  107.18  3.000
 QNB  H19A  C19  N20  108.35  3.000
 QNB  H19   C19  N20  108.82  3.000
 QNB  H19A  C19  C18  110.72  3.000
 QNB  H19   C19  C18  110.00  3.000
 QNB  N20   C19  C18  111.64  3.000
 QNB  C25   N20  C21  109.68  3.000
 QNB  C25   N20  C19  109.63  3.000
 QNB  C21   N20  C19  109.54  3.000
 QNB  H21A  C21  H21  106.75  3.000
 QNB  H21A  C21  C22  110.86  3.000
 QNB  H21   C21  C22  111.08  3.000
 QNB  H21A  C21  N20  108.07  3.000
 QNB  H21   C21  N20  108.42  3.000
 QNB  C22   C21  N20  111.48  3.000
 QNB  H22A  C22  H22  106.67  3.000
 QNB  H22A  C22  C23  110.90  3.000
 QNB  H22   C22  C23  108.99  3.000
 QNB  H22A  C22  C21  111.17  3.000
 QNB  H22   C22  C21  111.07  3.000
 QNB  C23   C22  C21  108.04  3.000
 QNB  H23   C23  C24  110.10  3.000
 QNB  H23   C23  C22  110.83  3.000
 QNB  C24   C23  C22  109.00  3.000
 QNB  H23   C23  C18  109.94  3.000
 QNB  C24   C23  C18  106.73  3.000
 QNB  C22   C23  C18  110.15  3.000
 QNB  H24A  C24  H24  106.63  3.000
 QNB  H24A  C24  C25  111.07  3.000
 QNB  H24   C24  C25  111.21  3.000
 QNB  H24A  C24  C23  110.14  3.000
 QNB  H24   C24  C23  109.58  3.000
 QNB  C25   C24  C23  108.22  3.000
 QNB  H25A  C25  H25  106.78  3.000
 QNB  H25A  C25  C24  111.03  3.000
 QNB  H25   C25  C24  110.90  3.000
 QNB  H25A  C25  N20  108.24  3.000
 QNB  H25   C25  N20  108.46  3.000
 QNB  C24   C25  N20  111.27  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
 QNB  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 QNB  CONST_02  C5   C6   C7   C2     0.00   0.0  0
 QNB  CONST_03  C6   C7   C2   C3     0.00   0.0  0
 QNB  CONST_04  C6   C5   C4   C3     0.00   0.0  0
 QNB  CONST_05  C7   C2   C3   C4     0.00   0.0  0
 QNB  CONST_06  C7   C6   C5   C4     0.00   0.0  0
 QNB  CONST_07  C11  C12  C13  C8     0.00   0.0  0
 QNB  CONST_08  C11  C10  C9   C8     0.00   0.0  0
 QNB  CONST_09  C12  C13  C8   C9     0.00   0.0  0
 QNB  CONST_10  C12  C11  C10  C9     0.00   0.0  0
 QNB  CONST_11  C13  C8   C9   C10    0.00   0.0  0
 QNB  CONST_12  C13  C12  C11  C10    0.00   0.0  0
 QNB  CONST_13  C12  C13  C8   C1   180.00   0.0  0
 QNB  CONST_14  C10  C9   C8   C1   180.00   0.0  0
 QNB  CONST_15  C4   C3   C2   C1   180.00   0.0  0
 QNB  CONST_16  C6   C7   C2   C1   180.00   0.0  0
 QNB  CONST_17  H4   C4   C3   C2   180.00   0.0  0
 QNB  CONST_18  H6   C6   C7   C2   180.00   0.0  0
 QNB  CONST_19  H7   C7   C2   C3   180.00   0.0  0
 QNB  CONST_20  H5   C5   C4   C3   180.00   0.0  0
 QNB  CONST_21  H3   C3   C4   C5   180.00   0.0  0
 QNB  CONST_22  H12  C12  C13  C8   180.00   0.0  0
 QNB  CONST_23  H10  C10  C9   C8   180.00   0.0  0
 QNB  CONST_24  H13  C13  C8   C9   180.00   0.0  0
 QNB  CONST_25  H11  C11  C10  C9   180.00   0.0  0
 QNB  CONST_26  H9   C9   C10  C11  180.00   0.0  0
 QNB  Var_01    C21  N20  C19  C18  -60.43  30.0  1
 QNB  Var_02    C22  C21  N20  C19   61.62  30.0  1
 QNB  Var_03    C24  C25  N20  C19  -58.05  30.0  3
 QNB  Var_04    C23  C22  C21  N20   -2.58  30.0  1
 QNB  Var_05    C23  C24  C25  N20   -3.39  30.0  3
 QNB  Var_06    C13  C8   C1   C2   -81.29  30.0  2
 QNB  Var_07    C8   C1   C2   C3   -54.43  30.0  2
 QNB  Var_08    O17  C14  C1   C2   162.61  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
 QNB  chir_01  C18  O17  C23  C19  positiv
 QNB  chir_02  C23  C24  C22  C18  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
 QNB  plan-1  C1   0.020
 QNB  plan-1  C2   0.020
 QNB  plan-1  C3   0.020
 QNB  plan-1  C4   0.020
 QNB  plan-1  C5   0.020
 QNB  plan-1  C6   0.020
 QNB  plan-1  C7   0.020
 QNB  plan-1  H3   0.020
 QNB  plan-1  H4   0.020
 QNB  plan-1  H5   0.020
 QNB  plan-1  H6   0.020
 QNB  plan-1  H7   0.020
 QNB  plan-2  C1   0.020
 QNB  plan-2  C8   0.020
 QNB  plan-2  C9   0.020
 QNB  plan-2  C10  0.020
 QNB  plan-2  C11  0.020
 QNB  plan-2  C12  0.020
 QNB  plan-2  C13  0.020
 QNB  plan-2  H9   0.020
 QNB  plan-2  H10  0.020
 QNB  plan-2  H11  0.020
 QNB  plan-2  H12  0.020
 QNB  plan-2  H13  0.020
 QNB  plan-3  C1   0.020
 QNB  plan-3  C14  0.020
 QNB  plan-3  O16  0.020
 QNB  plan-3  O17  0.020

