# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 22:37:55 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: 2-[(1R,2S,3S,5R,6S,7S)-2-(4'-fluoro[1,1'-biphenyl]-4-yl)-6-hydroxytricyclo[3.3.1.1~3,7~]decan-2-yl]-1-(3-hydroxyazetidin-1-yl)ethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H]1CN(C1)C(=O)C[C@]2(C3CC4CC2CC(C3)[C@@H]4O)c5ccc(cc5)c6ccc(F)cc6
#
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
 8KA  8KA  2-[(1R,2S,3S,5R,6S,7S)-2-(4'-fluoro[1,1'-biphenyl]-4-yl)-6-hydroxytricyclo[3.3.1.1~3,7~]decan-2-yl]-1-(3-hydroxyazetidin-1-yl)ethan-1-one  ligand  62  32  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8KA
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
 8KA  N14  N  N     0  -0.446  -1.4189  -2.7525   0.5268
 8KA  C13  C  C     0   0.524  -2.3010  -1.8028   0.8493
 8KA  C18  C  C     0  -0.271  -0.7762  -3.7131   1.4044
 8KA  C17  C  C     0  -0.021   0.0490  -4.1952   0.2000
 8KA  C16  C  C     0  -0.287  -0.5531  -3.0223  -0.6133
 8KA  C20  C  CR16  0  -0.284   0.0956   0.0851   1.0023
 8KA  C21  C  CR16  0  -0.285   1.4423  -0.2339   0.9500
 8KA  C22  C  CR6   0   0.062   2.1449  -0.1900  -0.2525
 8KA  C23  C  CR16  0  -0.292   1.4487   0.2032  -1.3925
 8KA  C24  C  CR16  0  -0.305   0.0950   0.4999  -1.3372
 8KA  C11  C  CR6   0   0.153  -0.6211   0.4395  -0.1417
 8KA  C12  C  CH2   0  -0.542  -2.7079  -0.8404  -0.2431
 8KA  C27  C  CR16  0  -0.398   5.8185  -0.1851  -1.1342
 8KA  C1   C  CT    0  -0.132  -2.1415   0.6010  -0.0930
 8KA  C2   C  CH1   0   0.095  -4.0523   3.6502   0.1934
 8KA  C3   C  CH1   0  -0.253  -2.6810   1.4654  -1.2654
 8KA  C4   C  CH1   0  -0.243  -2.6063   1.3006   1.2102
 8KA  C5   C  CH2   0  -0.426  -2.1054   2.8852  -1.2003
 8KA  C6   C  CH2   0  -0.430  -2.0260   2.7178   1.2811
 8KA  C7   C  CH1   0  -0.263  -2.5305   3.5564   0.1067
 8KA  C8   C  CH2   0  -0.440  -4.1322   1.4092   1.2644
 8KA  C9   C  CH1   0  -0.293  -4.6431   2.2406   0.0879
 8KA  C10  C  CH2   0  -0.430  -4.2094   1.5861  -1.2222
 8KA  O15  O  O     0  -0.503  -2.7777  -1.7489   1.9802
 8KA  O19  O  OH1   0  -0.653   1.4217  -4.1841   0.4393
 8KA  C25  C  CR6   0   0.062   3.5688  -0.5694  -0.3177
 8KA  C26  C  CR16  0  -0.290   4.4807   0.1746  -1.0667
 8KA  C28  C  CR6   0   0.515   6.2378  -1.3037  -0.4408
 8KA  C29  C  CR16  0  -0.399   5.3664  -2.0694   0.3096
 8KA  C30  C  CR16  0  -0.293   4.0323  -1.6956   0.3644
 8KA  F31  F  F     0  -0.316   7.5311  -1.6615  -0.5010
 8KA  O32  O  OH1   0  -0.680  -4.5096   4.5140  -0.8269
 8KA  H52  H  H     0   0.241  -0.1689  -3.2420   2.1826
 8KA  H51  H  H     0   0.252  -1.4472  -4.4406   1.8630
 8KA  H50  H  H     0   0.235  -0.2918  -5.1647  -0.1765
 8KA  H49  H  H     0   0.250  -1.0780  -3.2896  -1.5319
 8KA  H48  H  H     0   0.261   0.1668  -2.2274  -0.8162
 8KA  H55  H  HCR6  0   0.247   1.9530  -0.5080   1.8651
 8KA  H56  H  HCR6  0   0.250   1.9573   0.2447  -2.3483
 8KA  H57  H  HCR6  0   0.252  -0.3954   0.7729  -2.2616
 8KA  H46  H  HCH2  0   0.261  -2.4079  -1.2171  -1.2245
 8KA  H47  H  HCH2  0   0.271  -3.7976  -0.8231  -0.2398
 8KA  H59  H  HCR6  0   0.280   6.5215   0.4003  -1.7119
 8KA  H33  H  HCH1  0   0.199  -4.3221   4.0623   1.1797
 8KA  H34  H  HCH1  0   0.232  -2.4054   1.0033  -2.2182
 8KA  H35  H  HCH1  0   0.244  -2.2786   0.7388   2.0850
 8KA  H36  H  HCH2  0   0.235  -1.0153   2.8757  -1.2662
 8KA  H37  H  HCH2  0   0.231  -2.4578   3.4562  -2.0626
 8KA  H38  H  HCH2  0   0.229  -2.3228   3.1773   2.2296
 8KA  H39  H  HCH2  0   0.236  -0.9333   2.6967   1.2807
 8KA  H40  H  HCH1  0   0.230  -2.1049   4.5632   0.1670
 8KA  H42  H  HCH2  0   0.238  -4.5990   0.4226   1.2714
 8KA  H41  H  HCH2  0   0.230  -4.4156   1.8835   2.2094
 8KA  H43  H  HCH1  0   0.229  -5.7368   2.3023   0.1333
 8KA  H44  H  HCH2  0   0.234  -4.5384   2.1841  -2.0761
 8KA  H45  H  HCH2  0   0.234  -4.6978   0.6163  -1.3421
 8KA  H53  H  HOH1  0   0.456   1.8753  -4.4533  -0.3654
 8KA  H58  H  HCR6  0   0.264   4.1506   1.0611  -1.5934
 8KA  H60  H  HCR6  0   0.280   5.7185  -2.9496   0.8315
 8KA  H61  H  HCR6  0   0.268   3.3356  -2.3094   0.9211
 8KA  H62  H  HOH1  0   0.443  -5.4714   4.4830  -0.8372
 8KA  H54  H  HCR6  0   0.251  -0.3969   0.0423   1.9645

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
 8KA  O32  C2   single    1.413  0.020  1.413
 8KA  C2   C7   single    1.527  0.020  1.527
 8KA  C2   C9   single    1.532  0.020  1.532
 8KA  C7   C5   single    1.529  0.020  1.529
 8KA  C7   C6   single    1.529  0.020  1.529
 8KA  C5   C3   single    1.533  0.020  1.533
 8KA  C6   C4   single    1.533  0.020  1.533
 8KA  C9   C10  single    1.527  0.020  1.527
 8KA  C9   C8   single    1.529  0.020  1.529
 8KA  C10  C3   single    1.534  0.020  1.534
 8KA  C3   C1   single    1.553  0.020  1.553
 8KA  C8   C4   single    1.531  0.020  1.531
 8KA  C4   C1   single    1.550  0.020  1.550
 8KA  C20  C21  aromatic  1.385  0.020  1.385
 8KA  C20  C11  aromatic  1.396  0.020  1.396
 8KA  C1   C11  single    1.530  0.020  1.530
 8KA  C1   C12  single    1.556  0.020  1.556
 8KA  C21  C22  aromatic  1.393  0.020  1.393
 8KA  C11  C24  aromatic  1.395  0.020  1.395
 8KA  C30  C29  aromatic  1.387  0.020  1.387
 8KA  C30  C25  aromatic  1.396  0.020  1.396
 8KA  C29  C28  aromatic  1.382  0.020  1.382
 8KA  C22  C23  aromatic  1.392  0.020  1.392
 8KA  C22  C25  single    1.475  0.020  1.475
 8KA  C24  C23  aromatic  1.387  0.020  1.387
 8KA  C25  C26  aromatic  1.395  0.020  1.395
 8KA  C28  F31  single    1.343  0.020  1.343
 8KA  C28  C27  aromatic  1.381  0.020  1.381
 8KA  C26  C27  aromatic  1.387  0.020  1.387
 8KA  C12  C13  single    1.512  0.020  1.512
 8KA  C13  O15  double    1.229  0.020  1.229
 8KA  C13  N14  single    1.336  0.020  1.336
 8KA  N14  C18  single    1.451  0.020  1.451
 8KA  N14  C16  single    1.457  0.020  1.457
 8KA  C18  C17  single    1.537  0.020  1.537
 8KA  C16  C17  single    1.549  0.020  1.549
 8KA  C17  O19  single    1.393  0.020  1.393
 8KA  C18  H52  single    0.970  0.020  1.090
 8KA  C18  H51  single    0.970  0.020  1.090
 8KA  C17  H50  single    0.970  0.020  1.090
 8KA  C16  H49  single    0.970  0.020  1.090
 8KA  C16  H48  single    0.970  0.020  1.090
 8KA  C20  H54  single    0.930  0.020  1.080
 8KA  C21  H55  single    0.930  0.020  1.080
 8KA  C23  H56  single    0.930  0.020  1.080
 8KA  C24  H57  single    0.930  0.020  1.080
 8KA  C12  H46  single    0.970  0.020  1.090
 8KA  C12  H47  single    0.970  0.020  1.090
 8KA  C27  H59  single    0.930  0.020  1.080
 8KA  C2   H33  single    0.970  0.020  1.090
 8KA  C3   H34  single    0.970  0.020  1.090
 8KA  C4   H35  single    0.970  0.020  1.090
 8KA  C5   H36  single    0.970  0.020  1.090
 8KA  C5   H37  single    0.970  0.020  1.090
 8KA  C6   H38  single    0.970  0.020  1.090
 8KA  C6   H39  single    0.970  0.020  1.090
 8KA  C7   H40  single    0.970  0.020  1.090
 8KA  C8   H42  single    0.970  0.020  1.090
 8KA  C8   H41  single    0.970  0.020  1.090
 8KA  C9   H43  single    0.970  0.020  1.090
 8KA  C10  H44  single    0.970  0.020  1.090
 8KA  C10  H45  single    0.970  0.020  1.090
 8KA  O19  H53  single    0.850  0.020  0.980
 8KA  C26  H58  single    0.930  0.020  1.080
 8KA  C29  H60  single    0.930  0.020  1.080
 8KA  C30  H61  single    0.930  0.020  1.080
 8KA  O32  H62  single    0.850  0.020  0.980

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
 8KA  C16  N14  C18   95.02  3.000
 8KA  C16  N14  C13  135.49  3.000
 8KA  C18  N14  C13  128.11  3.000
 8KA  O15  C13  C12  122.20  3.000
 8KA  O15  C13  N14  120.65  3.000
 8KA  C12  C13  N14  117.13  3.000
 8KA  H51  C18  H52  109.25  3.000
 8KA  H51  C18  C17  116.77  3.000
 8KA  H52  C18  C17  113.23  3.000
 8KA  H51  C18  N14  115.04  3.000
 8KA  H52  C18  N14  113.02  3.000
 8KA  C17  C18  N14   88.37  3.000
 8KA  H50  C17  O19  111.90  3.000
 8KA  H50  C17  C16  111.66  3.000
 8KA  O19  C17  C16  117.84  3.000
 8KA  H50  C17  C18  112.34  3.000
 8KA  O19  C17  C18  113.06  3.000
 8KA  C16  C17  C18   88.01  3.000
 8KA  H48  C16  H49  109.82  3.000
 8KA  H48  C16  C17  113.12  3.000
 8KA  H49  C16  C17  116.32  3.000
 8KA  H48  C16  N14  113.75  3.000
 8KA  H49  C16  N14  114.73  3.000
 8KA  C17  C16  N14   87.73  3.000
 8KA  H54  C20  C11  120.35  3.000
 8KA  H54  C20  C21  117.85  3.000
 8KA  C11  C20  C21  121.80  3.000
 8KA  H55  C21  C22  119.95  3.000
 8KA  H55  C21  C20  119.01  3.000
 8KA  C22  C21  C20  121.04  3.000
 8KA  C25  C22  C23  121.28  3.000
 8KA  C25  C22  C21  121.12  3.000
 8KA  C23  C22  C21  117.60  3.000
 8KA  H56  C23  C24  119.02  3.000
 8KA  H56  C23  C22  119.89  3.000
 8KA  C24  C23  C22  121.05  3.000
 8KA  H57  C24  C11  120.71  3.000
 8KA  H57  C24  C23  117.55  3.000
 8KA  C11  C24  C23  121.73  3.000
 8KA  C1   C11  C24  122.20  3.000
 8KA  C24  C11  C20  116.74  3.000
 8KA  C1   C11  C20  120.74  3.000
 8KA  H47  C12  H46  106.41  3.000
 8KA  H47  C12  C1   110.43  3.000
 8KA  H46  C12  C1   107.82  3.000
 8KA  H47  C12  C13  106.08  3.000
 8KA  H46  C12  C13  110.82  3.000
 8KA  C1   C12  C13  114.97  3.000
 8KA  H59  C27  C28  120.59  3.000
 8KA  H59  C27  C26  120.82  3.000
 8KA  C28  C27  C26  118.58  3.000
 8KA  C4   C1   C3   106.21  3.000
 8KA  C4   C1   C12  112.95  3.000
 8KA  C3   C1   C12  108.44  3.000
 8KA  C12  C1   C11  105.13  3.000
 8KA  C4   C1   C11  111.86  3.000
 8KA  C3   C1   C11  112.33  3.000
 8KA  H33  C2   O32  109.78  3.000
 8KA  H33  C2   C9   108.13  3.000
 8KA  O32  C2   C9   112.83  3.000
 8KA  H33  C2   C7   108.52  3.000
 8KA  C9   C2   C7   108.90  3.000
 8KA  O32  C2   C7   108.60  3.000
 8KA  H34  C3   C10  107.98  3.000
 8KA  H34  C3   C5   109.48  3.000
 8KA  C10  C3   C5   107.45  3.000
 8KA  H34  C3   C1   109.56  3.000
 8KA  C10  C3   C1   111.63  3.000
 8KA  C5   C3   C1   110.66  3.000
 8KA  H35  C4   C8   107.92  3.000
 8KA  H35  C4   C6   109.00  3.000
 8KA  C8   C4   C6   108.07  3.000
 8KA  H35  C4   C1   110.60  3.000
 8KA  C8   C4   C1   111.14  3.000
 8KA  C6   C4   C1   110.03  3.000
 8KA  H37  C5   H36  106.19  3.000
 8KA  H37  C5   C7   110.82  3.000
 8KA  H36  C5   C7   109.44  3.000
 8KA  H37  C5   C3   109.23  3.000
 8KA  H36  C5   C3   111.35  3.000
 8KA  C7   C5   C3   109.77  3.000
 8KA  H39  C6   H38  106.23  3.000
 8KA  H39  C6   C7   109.89  3.000
 8KA  H38  C6   C7   110.23  3.000
 8KA  H39  C6   C4   111.14  3.000
 8KA  H38  C6   C4   108.99  3.000
 8KA  C7   C6   C4   110.28  3.000
 8KA  H40  C7   C6   109.50  3.000
 8KA  H40  C7   C5   110.04  3.000
 8KA  C6   C7   C5   108.91  3.000
 8KA  H40  C7   C2   109.14  3.000
 8KA  C6   C7   C2   108.60  3.000
 8KA  C5   C7   C2   110.64  3.000
 8KA  H41  C8   H42  105.99  3.000
 8KA  H41  C8   C9   110.01  3.000
 8KA  H42  C8   C9   110.71  3.000
 8KA  H41  C8   C4   108.63  3.000
 8KA  H42  C8   C4   111.25  3.000
 8KA  C9   C8   C4   110.15  3.000
 8KA  H43  C9   C10  110.06  3.000
 8KA  H43  C9   C8   109.40  3.000
 8KA  C10  C9   C8   109.40  3.000
 8KA  H43  C9   C2   109.28  3.000
 8KA  C8   C9   C2   108.57  3.000
 8KA  C10  C9   C2   110.11  3.000
 8KA  H45  C10  H44  105.39  3.000
 8KA  H45  C10  C9   110.34  3.000
 8KA  H44  C10  C9   110.49  3.000
 8KA  H45  C10  C3   111.87  3.000
 8KA  H44  C10  C3   108.72  3.000
 8KA  C9   C10  C3   109.93  3.000
 8KA  H53  O19  C17  108.58  3.000
 8KA  C30  C25  C26  118.40  3.000
 8KA  C26  C25  C22  121.17  3.000
 8KA  C30  C25  C22  120.43  3.000
 8KA  H58  C26  C25  119.91  3.000
 8KA  H58  C26  C27  118.86  3.000
 8KA  C25  C26  C27  121.22  3.000
 8KA  F31  C28  C29  118.95  3.000
 8KA  F31  C28  C27  119.05  3.000
 8KA  C29  C28  C27  122.01  3.000
 8KA  H60  C29  C30  120.88  3.000
 8KA  H60  C29  C28  120.50  3.000
 8KA  C30  C29  C28  118.62  3.000
 8KA  H61  C30  C29  119.12  3.000
 8KA  H61  C30  C25  119.67  3.000
 8KA  C29  C30  C25  121.18  3.000
 8KA  H62  O32  C2   108.15  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
 8KA  CONST_01  C23  C22  C21  C20     0.00   0.0  0
 8KA  CONST_02  C25  C22  C21  C20   180.00   0.0  0
 8KA  CONST_03  C23  C24  C11  C20     0.00   0.0  0
 8KA  CONST_04  C24  C11  C20  C21     0.00   0.0  0
 8KA  CONST_05  C24  C23  C22  C21     0.00   0.0  0
 8KA  CONST_08  C11  C20  C21  C22     0.00   0.0  0
 8KA  CONST_09  C11  C24  C23  C22     0.00   0.0  0
 8KA  CONST_10  C29  C30  C25  C22   180.00   0.0  0
 8KA  CONST_11  C27  C26  C25  C22   180.00   0.0  0
 8KA  CONST_14  C25  C22  C23  C24   180.00   0.0  0
 8KA  CONST_15  C30  C29  C28  C27     0.00   0.0  0
 8KA  CONST_16  C30  C25  C26  C27     0.00   0.0  0
 8KA  CONST_17  C28  C29  C30  C25     0.00   0.0  0
 8KA  CONST_18  C28  C27  C26  C25     0.00   0.0  0
 8KA  CONST_19  C29  C30  C25  C26     0.00   0.0  0
 8KA  CONST_20  C29  C28  C27  C26     0.00   0.0  0
 8KA  CONST_21  C1   C11  C20  C21   180.00   0.0  0
 8KA  CONST_22  C1   C11  C24  C23   180.00   0.0  0
 8KA  CONST_23  F31  C28  C27  C26   180.00   0.0  0
 8KA  CONST_24  F31  C28  C29  C30   180.00   0.0  0
 8KA  CONST_25  H57  C24  C11  C20   180.00   0.0  0
 8KA  CONST_26  H56  C23  C22  C21   180.00   0.0  0
 8KA  CONST_27  H54  C20  C21  C22   180.00   0.0  0
 8KA  CONST_28  H61  C30  C25  C22     0.00   0.0  0
 8KA  CONST_29  H58  C26  C25  C22     0.00   0.0  0
 8KA  CONST_30  H55  C21  C22  C23   180.00   0.0  0
 8KA  CONST_31  H60  C29  C28  C27   180.00   0.0  0
 8KA  CONST_32  H59  C27  C26  C25   180.00   0.0  0
 8KA  CONST_33  C12  C13  N14  C18   180.00   0.0  0
 8KA  CONST_34  O15  C13  N14  C18     0.00   0.0  0
 8KA  CONST_35  C12  C13  N14  C16     0.00   0.0  0
 8KA  CONST_36  O15  C13  N14  C16   180.00   0.0  0
 8KA  Var_01    C17  C16  N14  C18     7.29  30.0  1
 8KA  Var_02    C1   C12  C13  N14  -107.98  30.0  1

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
 8KA  chir_01  C17  C18  C16  O19  negativ
 8KA  chir_02  C1   C4   C11  C3   positiv
 8KA  chir_03  C2   O32  C7   C9   positiv
 8KA  chir_04  C3   C5   C10  C1   positiv
 8KA  chir_05  C4   C6   C8   C1   negativ
 8KA  chir_06  C7   C6   C5   C2   negativ
 8KA  chir_07  C9   C8   C10  C2   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
 8KA  plan-1  C20  0.020
 8KA  plan-1  C21  0.020
 8KA  plan-1  C22  0.020
 8KA  plan-1  C23  0.020
 8KA  plan-1  C24  0.020
 8KA  plan-1  C11  0.020
 8KA  plan-1  C1   0.020
 8KA  plan-1  C25  0.020
 8KA  plan-1  H55  0.020
 8KA  plan-1  H56  0.020
 8KA  plan-1  H57  0.020
 8KA  plan-1  H54  0.020
 8KA  plan-2  C22  0.020
 8KA  plan-2  C27  0.020
 8KA  plan-2  C25  0.020
 8KA  plan-2  C26  0.020
 8KA  plan-2  C28  0.020
 8KA  plan-2  C29  0.020
 8KA  plan-2  C30  0.020
 8KA  plan-2  F31  0.020
 8KA  plan-2  H59  0.020
 8KA  plan-2  H58  0.020
 8KA  plan-2  H60  0.020
 8KA  plan-2  H61  0.020
 8KA  plan-3  N14  0.020
 8KA  plan-3  C13  0.020
 8KA  plan-3  C18  0.020
 8KA  plan-3  C16  0.020
 8KA  plan-3  C12  0.020
 8KA  plan-3  O15  0.020

