# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 12:14:05 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: 2-[(1R,2s,3S,5S,7S)-2-(4-fluorophenyl)tricyclo[3.3.1.1~3,7~]decan-2-yl]-1-(3-methoxyazetidin-1-yl)ethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@H]1CN(C1)C(=O)C[C@@]2(C3CC4CC(C3)CC2C4)c5ccc(F)cc5
#
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
 8K4  8K4  2-[(1R,2s,3S,5S,7S)-2-(4-fluorophenyl)tricyclo[3.3.1.1~3,7~]decan-2-yl]-1-(3-methoxyazetidin-1-yl)ethan-1-one  ligand  54  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8K4
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
 8K4  C13  C  CR16  0  -0.277  -0.1426  -1.2658   0.8004
 8K4  C18  C  C     0   0.526   1.4435   1.3919   0.9462
 8K4  C17  C  CR16  0  -0.299  -0.3378  -1.0760  -1.5626
 8K4  C16  C  CR16  0  -0.406   0.1133  -2.3800  -1.7185
 8K4  C15  C  CR6   0   0.511   0.4443  -3.1048  -0.5926
 8K4  C22  C  C     0  -0.273   3.4864   0.0529   1.5087
 8K4  C23  C  C     0  -0.020   4.0244  -0.7433   0.3091
 8K4  C24  C  C     0  -0.284   2.9817  -0.0169  -0.5798
 8K4  C11  C  CR6   0   0.147  -0.4797  -0.4858  -0.3067
 8K4  C12  C  CH2   0  -0.546   0.4939   1.7634  -0.1693
 8K4  C1   C  CH1   0  -0.248  -1.6790   1.2394   1.1448
 8K4  C2   C  CT    0  -0.125  -0.8583   0.9892  -0.1474
 8K4  C3   C  CH1   0  -0.251  -1.7403   1.4925  -1.3237
 8K4  C4   C  CH2   0  -0.433  -2.0851   2.9795  -1.1662
 8K4  C5   C  CH1   0  -0.236  -2.8626   3.2069   0.1290
 8K4  C6   C  CH2   0  -0.428  -2.0146   2.7258   1.3066
 8K4  C7   C  CH2   0  -0.418  -2.9946   0.4521   1.0917
 8K4  C8   C  CH2   0  -0.422  -4.1672   2.4093   0.0803
 8K4  C9   C  CH1   0  -0.233  -3.8449   0.9238  -0.0879
 8K4  C10  C  CH2   0  -0.423  -3.0581   0.7089  -1.3808
 8K4  C14  C  CR16  0  -0.407   0.3226  -2.5669   0.6722
 8K4  N19  N  N     0  -0.446   2.5017   0.6454   0.6237
 8K4  O20  O  O     0  -0.504   1.2711   1.7609   2.1055
 8K4  F21  F  F     0  -0.318   0.8896  -4.3661  -0.7287
 8K4  O25  O  O2    0  -0.481   5.3657  -0.4875   0.0467
 8K4  C26  C  CH3   0  -0.411   5.8282  -1.1405  -1.1130
 8K4  H43  H  HCR6  0   0.262  -0.2337  -0.8663   1.8013
 8K4  H46  H  HCR6  0   0.262  -0.5729  -0.5216  -2.4607
 8K4  H45  H  HCR6  0   0.276   0.2134  -2.8153  -2.7044
 8K4  H48  H  H     0   0.249   4.1971   0.7688   1.9287
 8K4  H49  H  H     0   0.237   3.8308  -1.8206   0.3777
 8K4  H51  H  H     0   0.254   3.4127   0.6651  -1.3176
 8K4  H50  H  H     0   0.261   2.2509  -0.6629  -1.0659
 8K4  H42  H  HCH2  0   0.272   0.3231   2.8363  -0.0813
 8K4  H41  H  HCH2  0   0.264   0.9552   1.6015  -1.1467
 8K4  H27  H  HCH1  0   0.239  -1.1134   0.9235   2.0214
 8K4  H28  H  HCH1  0   0.231  -1.2008   1.3731  -2.2679
 8K4  H30  H  HCH2  0   0.234  -1.1866   3.6006  -1.1847
 8K4  H29  H  HCH2  0   0.229  -2.6827   3.2949  -2.0273
 8K4  H31  H  HCH1  0   0.221  -3.0834   4.2725   0.2436
 8K4  H32  H  HCH2  0   0.224  -2.5622   2.8628   2.2445
 8K4  H33  H  HCH2  0   0.231  -1.1055   3.3236   1.3962
 8K4  H35  H  HCH2  0   0.230  -2.8036  -0.6218   1.0139
 8K4  H34  H  HCH2  0   0.223  -3.5389   0.5992   2.0303
 8K4  H36  H  HCH2  0   0.219  -4.7435   2.5673   0.9979
 8K4  H37  H  HCH2  0   0.219  -4.7933   2.7585  -0.7474
 8K4  H38  H  HCH1  0   0.221  -4.7725   0.3446  -0.1243
 8K4  H39  H  HCH2  0   0.225  -3.6400   1.0511  -2.2424
 8K4  H40  H  HCH2  0   0.234  -2.8790  -0.3579  -1.5368
 8K4  H44  H  HCR6  0   0.275   0.5788  -3.1497   1.5476
 8K4  H52  H  HCH3  0   0.241   6.8920  -0.9313  -1.2118
 8K4  H53  H  HCH3  0   0.211   5.6907  -2.2261  -1.0519
 8K4  H54  H  HCH3  0   0.213   5.3225  -0.7854  -2.0177
 8K4  H47  H  H     0   0.251   3.0585  -0.5407   2.3185

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
 8K4  F21  C15  single    1.345  0.020  1.345
 8K4  C26  O25  single    1.409  0.020  1.409
 8K4  C15  C14  aromatic  1.380  0.020  1.380
 8K4  C15  C16  aromatic  1.379  0.020  1.379
 8K4  O25  C23  single    1.390  0.020  1.390
 8K4  C14  C13  aromatic  1.388  0.020  1.388
 8K4  C16  C17  aromatic  1.389  0.020  1.389
 8K4  C23  C22  single    1.537  0.020  1.537
 8K4  C23  C24  single    1.551  0.020  1.551
 8K4  C13  C11  aromatic  1.396  0.020  1.396
 8K4  C17  C11  aromatic  1.395  0.020  1.395
 8K4  C22  N19  single    1.451  0.020  1.451
 8K4  C24  N19  single    1.455  0.020  1.455
 8K4  C11  C2   single    1.531  0.020  1.531
 8K4  N19  C18  single    1.335  0.020  1.335
 8K4  C18  C12  single    1.511  0.020  1.511
 8K4  C18  O20  double    1.229  0.020  1.229
 8K4  C2   C12  single    1.558  0.020  1.558
 8K4  C2   C3   single    1.554  0.020  1.554
 8K4  C2   C1   single    1.551  0.020  1.551
 8K4  C10  C3   single    1.534  0.020  1.534
 8K4  C10  C9   single    1.529  0.020  1.529
 8K4  C7   C1   single    1.534  0.020  1.534
 8K4  C7   C9   single    1.529  0.020  1.529
 8K4  C3   C4   single    1.535  0.020  1.535
 8K4  C1   C6   single    1.532  0.020  1.532
 8K4  C9   C8   single    1.529  0.020  1.529
 8K4  C4   C5   single    1.528  0.020  1.528
 8K4  C6   C5   single    1.529  0.020  1.529
 8K4  C8   C5   single    1.530  0.020  1.530
 8K4  C13  H43  single    0.930  0.020  1.080
 8K4  C17  H46  single    0.930  0.020  1.080
 8K4  C16  H45  single    0.930  0.020  1.080
 8K4  C22  H47  single    0.970  0.020  1.090
 8K4  C22  H48  single    0.970  0.020  1.090
 8K4  C23  H49  single    0.970  0.020  1.090
 8K4  C24  H51  single    0.970  0.020  1.090
 8K4  C24  H50  single    0.970  0.020  1.090
 8K4  C12  H42  single    0.970  0.020  1.090
 8K4  C12  H41  single    0.970  0.020  1.090
 8K4  C1   H27  single    0.970  0.020  1.090
 8K4  C3   H28  single    0.970  0.020  1.090
 8K4  C4   H30  single    0.970  0.020  1.090
 8K4  C4   H29  single    0.970  0.020  1.090
 8K4  C5   H31  single    0.970  0.020  1.090
 8K4  C6   H32  single    0.970  0.020  1.090
 8K4  C6   H33  single    0.970  0.020  1.090
 8K4  C7   H35  single    0.970  0.020  1.090
 8K4  C7   H34  single    0.970  0.020  1.090
 8K4  C8   H36  single    0.970  0.020  1.090
 8K4  C8   H37  single    0.970  0.020  1.090
 8K4  C9   H38  single    0.970  0.020  1.090
 8K4  C10  H39  single    0.970  0.020  1.090
 8K4  C10  H40  single    0.970  0.020  1.090
 8K4  C14  H44  single    0.930  0.020  1.080
 8K4  C26  H52  single    0.970  0.020  1.090
 8K4  C26  H53  single    0.970  0.020  1.090
 8K4  C26  H54  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
 8K4  H43  C13  C14  117.39  3.000
 8K4  H43  C13  C11  120.48  3.000
 8K4  C14  C13  C11  122.12  3.000
 8K4  O20  C18  N19  120.48  3.000
 8K4  O20  C18  C12  122.30  3.000
 8K4  N19  C18  C12  117.22  3.000
 8K4  H46  C17  C11  120.58  3.000
 8K4  H46  C17  C16  117.32  3.000
 8K4  C11  C17  C16  122.10  3.000
 8K4  H45  C16  C15  120.67  3.000
 8K4  H45  C16  C17  120.66  3.000
 8K4  C15  C16  C17  118.67  3.000
 8K4  F21  C15  C14  119.19  3.000
 8K4  C14  C15  C16  121.48  3.000
 8K4  F21  C15  C16  119.33  3.000
 8K4  H48  C22  H47  109.04  3.000
 8K4  H48  C22  N19  114.11  3.000
 8K4  H47  C22  N19  114.12  3.000
 8K4  H48  C22  C23  114.31  3.000
 8K4  H47  C22  C23  115.76  3.000
 8K4  N19  C22  C23   88.45  3.000
 8K4  H49  C23  O25  111.28  3.000
 8K4  H49  C23  C24  112.16  3.000
 8K4  O25  C23  C24  117.02  3.000
 8K4  H49  C23  C22  113.46  3.000
 8K4  C24  C23  C22   88.24  3.000
 8K4  O25  C23  C22  112.93  3.000
 8K4  H50  C24  H51  109.45  3.000
 8K4  H50  C24  N19  114.68  3.000
 8K4  H51  C24  N19  113.84  3.000
 8K4  H50  C24  C23  115.40  3.000
 8K4  H51  C24  C23  114.45  3.000
 8K4  N19  C24  C23   87.76  3.000
 8K4  C2   C11  C17  121.76  3.000
 8K4  C2   C11  C13  121.04  3.000
 8K4  C17  C11  C13  116.95  3.000
 8K4  H41  C12  H42  106.51  3.000
 8K4  H41  C12  C2   107.77  3.000
 8K4  H42  C12  C2   110.61  3.000
 8K4  H41  C12  C18  111.01  3.000
 8K4  H42  C12  C18  106.31  3.000
 8K4  C2   C12  C18  114.38  3.000
 8K4  H27  C1   C7   108.91  3.000
 8K4  H27  C1   C6   108.05  3.000
 8K4  C7   C1   C6   108.28  3.000
 8K4  H27  C1   C2   110.41  3.000
 8K4  C6   C1   C2   111.12  3.000
 8K4  C7   C1   C2   110.01  3.000
 8K4  C3   C2   C1   106.14  3.000
 8K4  C1   C2   C12  113.00  3.000
 8K4  C3   C2   C12  108.72  3.000
 8K4  C1   C2   C11  111.89  3.000
 8K4  C3   C2   C11  111.94  3.000
 8K4  C12  C2   C11  105.22  3.000
 8K4  H28  C3   C10  109.62  3.000
 8K4  H28  C3   C4   107.77  3.000
 8K4  C10  C3   C4   107.80  3.000
 8K4  H28  C3   C2   109.76  3.000
 8K4  C4   C3   C2   111.32  3.000
 8K4  C10  C3   C2   110.51  3.000
 8K4  H29  C4   H30  105.78  3.000
 8K4  H29  C4   C5   110.26  3.000
 8K4  H30  C4   C5   110.39  3.000
 8K4  H29  C4   C3   108.73  3.000
 8K4  H30  C4   C3   111.37  3.000
 8K4  C5   C4   C3   110.22  3.000
 8K4  H31  C5   C8   109.82  3.000
 8K4  H31  C5   C6   109.74  3.000
 8K4  C8   C5   C6   109.48  3.000
 8K4  H31  C5   C4   109.66  3.000
 8K4  C8   C5   C4   109.23  3.000
 8K4  C6   C5   C4   108.90  3.000
 8K4  H33  C6   H32  106.12  3.000
 8K4  H33  C6   C5   110.66  3.000
 8K4  H32  C6   C5   110.06  3.000
 8K4  H33  C6   C1   110.95  3.000
 8K4  H32  C6   C1   108.75  3.000
 8K4  C5   C6   C1   110.21  3.000
 8K4  H34  C7   H35  106.25  3.000
 8K4  H34  C7   C9   110.09  3.000
 8K4  H35  C7   C9   110.20  3.000
 8K4  H34  C7   C1   109.13  3.000
 8K4  H35  C7   C1   110.90  3.000
 8K4  C9   C7   C1   110.20  3.000
 8K4  H37  C8   H36  106.65  3.000
 8K4  H37  C8   C9   110.31  3.000
 8K4  H36  C8   C9   110.07  3.000
 8K4  H37  C8   C5   110.20  3.000
 8K4  H36  C8   C5   110.30  3.000
 8K4  C9   C8   C5   109.28  3.000
 8K4  H38  C9   C10  109.50  3.000
 8K4  H38  C9   C8   109.83  3.000
 8K4  C10  C9   C8   109.75  3.000
 8K4  H38  C9   C7   109.50  3.000
 8K4  C8   C9   C7   109.40  3.000
 8K4  C10  C9   C7   108.84  3.000
 8K4  H40  C10  H39  106.26  3.000
 8K4  H40  C10  C9   110.01  3.000
 8K4  H39  C10  C9   110.37  3.000
 8K4  H40  C10  C3   111.29  3.000
 8K4  H39  C10  C3   109.05  3.000
 8K4  C9   C10  C3   109.80  3.000
 8K4  H44  C14  C15  120.70  3.000
 8K4  H44  C14  C13  120.63  3.000
 8K4  C15  C14  C13  118.67  3.000
 8K4  C24  N19  C22   95.44  3.000
 8K4  C24  N19  C18  135.73  3.000
 8K4  C22  N19  C18  128.27  3.000
 8K4  C26  O25  C23  112.75  3.000
 8K4  H54  C26  H53  108.01  3.000
 8K4  H54  C26  H52  108.29  3.000
 8K4  H53  C26  H52  108.54  3.000
 8K4  H54  C26  O25  112.21  3.000
 8K4  H53  C26  O25  111.84  3.000
 8K4  H52  C26  O25  107.84  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
 8K4  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 8K4  CONST_02  C16  C17  C11  C13     0.00   0.0  0
 8K4  CONST_03  C14  C15  C16  C17     0.00   0.0  0
 8K4  CONST_04  C14  C13  C11  C17     0.00   0.0  0
 8K4  CONST_05  C11  C13  C14  C15     0.00   0.0  0
 8K4  CONST_06  C11  C17  C16  C15     0.00   0.0  0
 8K4  CONST_07  C2   C11  C17  C16   180.00   0.0  0
 8K4  CONST_08  C14  C13  C11  C2    180.00   0.0  0
 8K4  CONST_09  F21  C15  C14  C13   180.00   0.0  0
 8K4  CONST_10  F21  C15  C16  C17   180.00   0.0  0
 8K4  CONST_11  H46  C17  C11  C13   180.00   0.0  0
 8K4  CONST_12  H43  C13  C11  C17   180.00   0.0  0
 8K4  CONST_13  H44  C14  C15  C16   180.00   0.0  0
 8K4  CONST_14  H45  C16  C17  C11   180.00   0.0  0
 8K4  CONST_15  C12  C18  N19  C22   180.00   0.0  0
 8K4  CONST_16  O20  C18  N19  C22     0.00   0.0  0
 8K4  CONST_17  C12  C18  N19  C24     0.00   0.0  0
 8K4  CONST_18  O20  C18  N19  C24   180.00   0.0  0
 8K4  Var_01    C23  C24  N19  C22     2.49  30.0  1
 8K4  Var_02    N19  C18  C12  C2    106.11  30.0  1
 8K4  Var_03    H52  C26  O25  C23  -176.95  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
 8K4  chir_01  C23  O25  C22  C24  negativ
 8K4  chir_02  C1   C2   C7   C6   positiv
 8K4  chir_03  C2   C11  C3   C1   negativ
 8K4  chir_04  C3   C4   C10  C2   positiv
 8K4  chir_05  C5   C4   C6   C8   positiv
 8K4  chir_06  C9   C8   C7   C10  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
 8K4  plan-1  C13  0.020
 8K4  plan-1  C17  0.020
 8K4  plan-1  C16  0.020
 8K4  plan-1  C15  0.020
 8K4  plan-1  C11  0.020
 8K4  plan-1  C2   0.020
 8K4  plan-1  C14  0.020
 8K4  plan-1  F21  0.020
 8K4  plan-1  H43  0.020
 8K4  plan-1  H46  0.020
 8K4  plan-1  H45  0.020
 8K4  plan-1  H44  0.020
 8K4  plan-2  C18  0.020
 8K4  plan-2  C22  0.020
 8K4  plan-2  C24  0.020
 8K4  plan-2  C12  0.020
 8K4  plan-2  N19  0.020
 8K4  plan-2  O20  0.020

