# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 02:38:04 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: 2-[4-[4-propyl-3-[(1~{S},2~{R})-2-pyridin-2-ylcyclopropyl]phenyl]phenyl]sulfonylethanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCc1ccc(cc1[C@H]2C[C@H]2c3ccccn3)c4ccc(cc4)[S](=O)(=O)CCO
#
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
 B8X  B8X  2-[4-[4-propyl-3-[(1~{S},2~{R})-2-pyridin-2-ylcyclopropyl]phenyl]phenyl]sulfonylethanol  ligand  57  30  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_B8X
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
 B8X  C5   C  CR16  0  -0.391   1.5237   0.6839   0.8747
 B8X  C4   C  CR6   0   0.143   2.9139   0.7046   0.8533
 B8X  C3   C  CR6   0   0.089   3.5652   1.5938  -0.0185
 B8X  C6   C  CR6   0   0.104   0.7515   1.4724   0.0246
 B8X  C11  C  CR16  0  -0.299  -1.4700   1.4688  -1.1111
 B8X  C10  C  CR6   0   0.104  -0.7203   1.3946   0.0651
 B8X  C1   C  CR16  0  -0.313   1.4064   2.3284  -0.8562
 B8X  C8   C  CR16  0  -0.215  -2.7739   1.1504   1.3226
 B8X  C12  C  CR16  0  -0.214  -2.8510   1.3841  -1.0829
 B8X  O1   O  OS    0  -0.667  -5.8068   1.7764  -0.9859
 B8X  O2   O  OS    0  -0.666  -5.7174   1.4947   1.5103
 B8X  C20  C  CH2   0  -0.625  -5.5562  -0.6638  -0.0087
 B8X  C21  C  CH2   0  -0.137  -7.0504  -0.9547  -0.0364
 B8X  O3   O  OH1   0  -0.663  -7.1831  -2.3485  -0.1720
 B8X  C7   C  CR6   0  -0.196  -3.4927   1.2208   0.1373
 B8X  C9   C  CR16  0  -0.302  -1.3939   1.2386   1.2787
 B8X  C24  C  CH2   0  -0.511   5.0627   1.7062  -0.1070
 B8X  C25  C  CH2   0  -0.435   5.6666   0.7853  -1.1695
 B8X  C26  C  CH3   0  -0.668   7.1785   0.9306  -1.2639
 B8X  C23  C  CR16  0  -0.293   2.7894   2.3908  -0.8567
 B8X  C13  C  CH1   0  -0.325   3.7058  -0.1920   1.7373
 B8X  C30  C  CH2   0  -0.495   3.1176  -1.3081   2.5327
 B8X  C14  C  CH1   0  -0.292   3.9846  -1.6485   1.3637
 B8X  C18  C  CR6   0   0.301   3.4589  -2.2390   0.1101
 B8X  N1   N  N     0  -0.441   4.3854  -2.5358  -0.8031
 B8X  C19  C  CR16  0  -0.080   4.0049  -3.0474  -1.9655
 B8X  C15  C  CR16  0  -0.334   2.6818  -3.2968  -2.2957
 B8X  C16  C  CR16  0  -0.151   1.7157  -3.0067  -1.3453
 B8X  C17  C  CR16  0  -0.336   2.1062  -2.4788  -0.1256
 B8X  H1   H  HCR6  0   0.246   1.0192   0.0252   1.5702
 B8X  H2   H  HCR6  0   0.270  -0.9709   1.5766  -2.0653
 B8X  H3   H  HCR6  0   0.253   0.8415   2.9737  -1.5175
 B8X  H4   H  HCR6  0   0.285  -3.2757   1.0380   2.2742
 B8X  H5   H  HCR6  0   0.286  -3.4128   1.4409  -2.0057
 B8X  H6   H  HCH2  0   0.306  -5.0741  -0.9736  -0.9378
 B8X  H7   H  HCH2  0   0.307  -5.0683  -1.1659   0.8287
 B8X  H8   H  HCH2  0   0.219  -7.5139  -0.5906   0.8870
 B8X  H9   H  HCH2  0   0.220  -7.5114  -0.4184  -0.8727
 B8X  H10  H  HOH1  0   0.462  -8.1222  -2.5549  -0.2005
 B8X  H11  H  HCR6  0   0.270  -0.8375   1.2079   2.2064
 B8X  H12  H  HCH2  0   0.241   5.3261   2.7403  -0.3461
 B8X  H13  H  HCH2  0   0.234   5.5286   1.4898   0.8562
 B8X  H14  H  HCH2  0   0.251   5.4065  -0.2511  -0.9470
 B8X  H15  H  HCH2  0   0.216   5.2136   1.0150  -2.1384
 B8X  H16  H  HCH3  0   0.229   7.5910   0.2735  -2.0303
 B8X  H17  H  HCH3  0   0.217   7.4650   1.9533  -1.5163
 B8X  H18  H  HCH3  0   0.218   7.6616   0.6779  -0.3180
 B8X  H19  H  HCR6  0   0.247   3.2842   3.0857  -1.5259
 B8X  H20  H  HCH1  0   0.279   4.5604   0.2873   2.2017
 B8X  H21  H  HCH2  0   0.273   3.5225  -1.4849   3.5205
 B8X  H22  H  HCH2  0   0.259   2.0567  -1.5100   2.4665
 B8X  H23  H  HCH1  0   0.272   4.9943  -1.9745   1.5853
 B8X  H24  H  HCR6  0   0.258   4.7962  -3.2739  -2.6720
 B8X  H25  H  HCR6  0   0.267   2.4226  -3.7133  -3.2591
 B8X  H26  H  HCR6  0   0.271   0.6692  -3.1959  -1.5456
 B8X  H27  H  HCR6  0   0.252   1.3617  -2.2806   0.6314
 B8X  S1   S  S     0   1.200  -5.2567   1.0906   0.1827

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
 B8X  C26  C25  single    1.522  0.020  1.522
 B8X  C25  C24  single    1.530  0.020  1.530
 B8X  C23  C1   aromatic  1.384  0.020  1.384
 B8X  C23  C3   aromatic  1.393  0.020  1.393
 B8X  C1   C6   aromatic  1.392  0.020  1.392
 B8X  O3   C21  single    1.407  0.020  1.407
 B8X  C24  C3   single    1.504  0.020  1.504
 B8X  C3   C4   aromatic  1.405  0.020  1.405
 B8X  C21  C20  single    1.523  0.020  1.523
 B8X  C11  C12  aromatic  1.384  0.020  1.384
 B8X  C11  C10  aromatic  1.397  0.020  1.397
 B8X  C12  C7   aromatic  1.388  0.020  1.388
 B8X  C6   C10  single    1.474  0.020  1.474
 B8X  C6   C5   aromatic  1.393  0.020  1.393
 B8X  C10  C9   aromatic  1.397  0.020  1.397
 B8X  C4   C5   aromatic  1.391  0.020  1.391
 B8X  C4   C13  single    1.487  0.020  1.487
 B8X  O2   S1   double    1.462  0.020  1.462
 B8X  C20  S1   single    1.790  0.020  1.790
 B8X  C19  N1   aromatic  1.326  0.020  1.326
 B8X  C19  C15  aromatic  1.386  0.020  1.386
 B8X  C7   S1   single    1.769  0.020  1.769
 B8X  C7   C8   aromatic  1.388  0.020  1.388
 B8X  N1   C18  aromatic  1.334  0.020  1.334
 B8X  C9   C8   aromatic  1.384  0.020  1.384
 B8X  C30  C13  single    1.491  0.020  1.491
 B8X  C30  C14  single    1.495  0.020  1.495
 B8X  S1   O1   double    1.462  0.020  1.462
 B8X  C13  C14  single    1.529  0.020  1.529
 B8X  C15  C16  aromatic  1.386  0.020  1.386
 B8X  C18  C14  single    1.482  0.020  1.482
 B8X  C18  C17  aromatic  1.394  0.020  1.394
 B8X  C16  C17  aromatic  1.385  0.020  1.385
 B8X  C5   H1   single    0.930  0.020  1.080
 B8X  C11  H2   single    0.930  0.020  1.080
 B8X  C1   H3   single    0.930  0.020  1.080
 B8X  C8   H4   single    0.930  0.020  1.080
 B8X  C12  H5   single    0.930  0.020  1.080
 B8X  C20  H6   single    0.970  0.020  1.090
 B8X  C20  H7   single    0.970  0.020  1.090
 B8X  C21  H8   single    0.970  0.020  1.090
 B8X  C21  H9   single    0.970  0.020  1.090
 B8X  O3   H10  single    0.850  0.020  0.980
 B8X  C9   H11  single    0.930  0.020  1.080
 B8X  C24  H12  single    0.970  0.020  1.090
 B8X  C24  H13  single    0.970  0.020  1.090
 B8X  C25  H14  single    0.970  0.020  1.090
 B8X  C25  H15  single    0.970  0.020  1.090
 B8X  C26  H16  single    0.970  0.020  1.090
 B8X  C26  H17  single    0.970  0.020  1.090
 B8X  C26  H18  single    0.970  0.020  1.090
 B8X  C23  H19  single    0.930  0.020  1.080
 B8X  C13  H20  single    0.970  0.020  1.090
 B8X  C30  H21  single    0.970  0.020  1.090
 B8X  C30  H22  single    0.970  0.020  1.090
 B8X  C14  H23  single    0.970  0.020  1.090
 B8X  C19  H24  single    0.930  0.020  1.080
 B8X  C15  H25  single    0.930  0.020  1.080
 B8X  C16  H26  single    0.930  0.020  1.080
 B8X  C17  H27  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
 B8X  H1   C5   C6   118.56  3.000
 B8X  H1   C5   C4   119.00  3.000
 B8X  C6   C5   C4   122.43  3.000
 B8X  C13  C4   C3   120.22  3.000
 B8X  C13  C4   C5   120.94  3.000
 B8X  C3   C4   C5   118.84  3.000
 B8X  C23  C3   C24  118.45  3.000
 B8X  C24  C3   C4   123.04  3.000
 B8X  C23  C3   C4   118.51  3.000
 B8X  C1   C6   C10  121.30  3.000
 B8X  C10  C6   C5   120.45  3.000
 B8X  C1   C6   C5   118.26  3.000
 B8X  H2   C11  C12  118.97  3.000
 B8X  H2   C11  C10  120.01  3.000
 B8X  C12  C11  C10  121.01  3.000
 B8X  C9   C10  C11  118.60  3.000
 B8X  C9   C10  C6   120.74  3.000
 B8X  C11  C10  C6   120.65  3.000
 B8X  H3   C1   C23  119.60  3.000
 B8X  H3   C1   C6   120.50  3.000
 B8X  C23  C1   C6   119.87  3.000
 B8X  H4   C8   C9   119.82  3.000
 B8X  H4   C8   C7   121.08  3.000
 B8X  C9   C8   C7   119.09  3.000
 B8X  H5   C12  C7   121.05  3.000
 B8X  H5   C12  C11  119.84  3.000
 B8X  C7   C12  C11  119.10  3.000
 B8X  H7   C20  H6   108.97  3.000
 B8X  H7   C20  C21  111.39  3.000
 B8X  H6   C20  C21  111.33  3.000
 B8X  H7   C20  S1   107.10  3.000
 B8X  H6   C20  S1   107.17  3.000
 B8X  C21  C20  S1   110.69  3.000
 B8X  H9   C21  H8   107.63  3.000
 B8X  H9   C21  O3   111.84  3.000
 B8X  H8   C21  O3   111.76  3.000
 B8X  H9   C21  C20  109.48  3.000
 B8X  H8   C21  C20  109.65  3.000
 B8X  O3   C21  C20  106.48  3.000
 B8X  H10  O3   C21  107.91  3.000
 B8X  S1   C7   C12  119.48  3.000
 B8X  S1   C7   C8   119.38  3.000
 B8X  C12  C7   C8   121.14  3.000
 B8X  H11  C9   C8   118.93  3.000
 B8X  H11  C9   C10  120.01  3.000
 B8X  C8   C9   C10  121.04  3.000
 B8X  H13  C24  H12  106.11  3.000
 B8X  H13  C24  C25  108.97  3.000
 B8X  H12  C24  C25  108.80  3.000
 B8X  H13  C24  C3   110.98  3.000
 B8X  H12  C24  C3   108.86  3.000
 B8X  C25  C24  C3   112.88  3.000
 B8X  H15  C25  H14  106.34  3.000
 B8X  H15  C25  C26  109.65  3.000
 B8X  H14  C25  C26  109.88  3.000
 B8X  H15  C25  C24  108.98  3.000
 B8X  H14  C25  C24  109.62  3.000
 B8X  C26  C25  C24  112.19  3.000
 B8X  H18  C26  H17  107.52  3.000
 B8X  H18  C26  H16  107.58  3.000
 B8X  H17  C26  H16  107.62  3.000
 B8X  H18  C26  C25  111.33  3.000
 B8X  H17  C26  C25  111.38  3.000
 B8X  H16  C26  C25  111.21  3.000
 B8X  H19  C23  C1   119.01  3.000
 B8X  H19  C23  C3   118.95  3.000
 B8X  C1   C23  C3   122.04  3.000
 B8X  H20  C13  C14  112.45  3.000
 B8X  H20  C13  C30  114.41  3.000
 B8X  C14  C13  C30   59.30  3.000
 B8X  H20  C13  C4   114.06  3.000
 B8X  C14  C13  C4   121.73  3.000
 B8X  C30  C13  C4   123.92  3.000
 B8X  H22  C30  H21  113.10  3.000
 B8X  H22  C30  C14  118.58  3.000
 B8X  H21  C30  C14  117.37  3.000
 B8X  H22  C30  C13  119.58  3.000
 B8X  H21  C30  C13  117.49  3.000
 B8X  C14  C30  C13   61.61  3.000
 B8X  H23  C14  C18  112.55  3.000
 B8X  H23  C14  C30  116.67  3.000
 B8X  C18  C14  C30  123.13  3.000
 B8X  H23  C14  C13  113.98  3.000
 B8X  C18  C14  C13  121.43  3.000
 B8X  C30  C14  C13   59.09  3.000
 B8X  C17  C18  N1   121.32  3.000
 B8X  C17  C18  C14  123.77  3.000
 B8X  N1   C18  C14  114.91  3.000
 B8X  C19  N1   C18  119.12  3.000
 B8X  H24  C19  C15  120.24  3.000
 B8X  H24  C19  N1   116.25  3.000
 B8X  C15  C19  N1   123.52  3.000
 B8X  H25  C15  C16  121.64  3.000
 B8X  H25  C15  C19  120.69  3.000
 B8X  C16  C15  C19  117.67  3.000
 B8X  H26  C16  C17  120.15  3.000
 B8X  H26  C16  C15  120.70  3.000
 B8X  C17  C16  C15  119.15  3.000
 B8X  H27  C17  C16  119.52  3.000
 B8X  H27  C17  C18  121.25  3.000
 B8X  C16  C17  C18  119.21  3.000
 B8X  C7   S1   C20  103.66  3.000
 B8X  C7   S1   O2   108.49  3.000
 B8X  C20  S1   O2   108.37  3.000
 B8X  C7   S1   O1   108.66  3.000
 B8X  C20  S1   O1   108.14  3.000
 B8X  O2   S1   O1   118.51  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
 B8X  CONST_01  C23  C1   C6   C5      0.00   0.0  0
 B8X  CONST_04  C23  C3   C4   C5      0.00   0.0  0
 B8X  CONST_05  C1   C23  C3   C4      0.00   0.0  0
 B8X  CONST_06  C1   C6   C5   C4      0.00   0.0  0
 B8X  CONST_07  C10  C6   C5   C4    180.00   0.0  0
 B8X  CONST_08  C6   C1   C23  C3      0.00   0.0  0
 B8X  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 B8X  CONST_10  C12  C11  C10  C6    180.00   0.0  0
 B8X  CONST_11  C8   C9   C10  C6    180.00   0.0  0
 B8X  CONST_12  C8   C7   C12  C11     0.00   0.0  0
 B8X  CONST_14  C8   C9   C10  C11     0.00   0.0  0
 B8X  CONST_15  C7   C12  C11  C10     0.00   0.0  0
 B8X  CONST_16  C23  C1   C6   C10   180.00   0.0  0
 B8X  CONST_17  C7   C8   C9   C10     0.00   0.0  0
 B8X  CONST_19  C9   C10  C11  C12     0.00   0.0  0
 B8X  CONST_20  C9   C8   C7   C12     0.00   0.0  0
 B8X  CONST_21  C15  C19  N1   C18     0.00   0.0  0
 B8X  CONST_22  C15  C16  C17  C18     0.00   0.0  0
 B8X  CONST_23  C16  C15  C19  N1      0.00   0.0  0
 B8X  CONST_24  C16  C17  C18  N1      0.00   0.0  0
 B8X  CONST_25  C17  C18  N1   C19     0.00   0.0  0
 B8X  CONST_26  C17  C16  C15  C19     0.00   0.0  0
 B8X  CONST_27  C13  C4   C5   C6    180.00   0.0  0
 B8X  CONST_28  C13  C4   C3   C23   180.00   0.0  0
 B8X  CONST_29  C19  N1   C18  C14   180.00   0.0  0
 B8X  CONST_30  C16  C17  C18  C14   180.00   0.0  0
 B8X  CONST_31  C24  C3   C4   C5    180.00   0.0  0
 B8X  CONST_32  S1   C7   C12  C11   180.00   0.0  0
 B8X  CONST_33  C24  C3   C23  C1    180.00   0.0  0
 B8X  CONST_34  C9   C8   C7   S1    180.00   0.0  0
 B8X  CONST_35  C13  C4   C3   C24     0.00   0.0  0
 B8X  CONST_36  H3   C1   C6   C5    180.00   0.0  0
 B8X  CONST_37  H19  C23  C3   C4    180.00   0.0  0
 B8X  CONST_38  H1   C5   C4   C3    180.00   0.0  0
 B8X  CONST_39  H2   C11  C10  C6      0.00   0.0  0
 B8X  CONST_40  H11  C9   C10  C6      0.00   0.0  0
 B8X  CONST_41  H5   C12  C11  C10   180.00   0.0  0
 B8X  CONST_42  H4   C8   C9   C10   180.00   0.0  0
 B8X  CONST_43  H27  C17  C18  C14     0.00   0.0  0
 B8X  CONST_44  H24  C19  N1   C18   180.00   0.0  0
 B8X  CONST_45  H26  C16  C17  C18   180.00   0.0  0
 B8X  CONST_46  H25  C15  C19  N1    180.00   0.0  0
 B8X  Var_01    C30  C13  C4   C5     10.14  30.0  2
 B8X  Var_02    C14  C30  C13  C4    109.74  30.0  1
 B8X  Var_03    N1   C18  C14  C13   111.69  30.0  1
 B8X  Var_04    C25  C24  C3   C4     91.55  30.0  2
 B8X  Var_05    O2   S1   C7   C8     24.21  30.0  2
 B8X  Var_06    C26  C25  C24  C3    178.92  30.0  1
 B8X  Var_07    C7   S1   C20  C21  -178.18  30.0  3
 B8X  Var_08    O3   C21  C20  S1   -179.29  30.0  1
 B8X  Var_09    H16  C26  C25  C24  -179.56  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
 B8X  chir_01  C13  C4   C30  C14  both
 B8X  chir_02  C14  C18  C13  C30  both

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
 B8X  plan-1  C6   0.020
 B8X  plan-1  C11  0.020
 B8X  plan-1  C10  0.020
 B8X  plan-1  C8   0.020
 B8X  plan-1  C12  0.020
 B8X  plan-1  C7   0.020
 B8X  plan-1  C9   0.020
 B8X  plan-1  H2   0.020
 B8X  plan-1  H4   0.020
 B8X  plan-1  H5   0.020
 B8X  plan-1  H11  0.020
 B8X  plan-1  S1   0.020
 B8X  plan-2  C5   0.020
 B8X  plan-2  C4   0.020
 B8X  plan-2  C3   0.020
 B8X  plan-2  C6   0.020
 B8X  plan-2  C10  0.020
 B8X  plan-2  C1   0.020
 B8X  plan-2  C24  0.020
 B8X  plan-2  C23  0.020
 B8X  plan-2  C13  0.020
 B8X  plan-2  H1   0.020
 B8X  plan-2  H3   0.020
 B8X  plan-2  H19  0.020
 B8X  plan-3  C14  0.020
 B8X  plan-3  C18  0.020
 B8X  plan-3  N1   0.020
 B8X  plan-3  C19  0.020
 B8X  plan-3  C15  0.020
 B8X  plan-3  C16  0.020
 B8X  plan-3  C17  0.020
 B8X  plan-3  H24  0.020
 B8X  plan-3  H25  0.020
 B8X  plan-3  H26  0.020
 B8X  plan-3  H27  0.020

