# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 10:40:21 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: 2-[4-[3-~{tert}-butyl-5-[(1~{R},2~{S})-2-pyridin-2-ylcyclopropyl]phenyl]phenyl]sulfonylethanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)c1cc(cc(c1)c2ccc(cc2)[S](=O)(=O)CCO)[C@@H]3C[C@@H]3c4ccccn4
#
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
 9N0  9N0  2-[4-[3-~{tert}-butyl-5-[(1~{R},2~{S})-2-pyridin-2-ylcyclopropyl]phenyl]phenyl]sulfonylethanol  ligand  60  31  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_9N0
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
 9N0  C5   C  CR16  0  -0.431  -1.8204   0.1760  -1.2676
 9N0  C4   C  CR6   0   0.233  -3.2079   0.1364  -1.1932
 9N0  C3   C  CR16  0  -0.391  -3.8036  -0.8796  -0.4533
 9N0  C6   C  CR6   0   0.169  -1.0464  -0.7601  -0.5903
 9N0  C11  C  CR16  0  -0.297   1.0671   0.5596  -0.6557
 9N0  C10  C  CR6   0   0.099   0.4255  -0.6818  -0.6465
 9N0  C1   C  CR16  0  -0.442  -1.6743  -1.7629   0.1496
 9N0  C8   C  CR16  0  -0.216   2.5892  -1.7624  -0.7412
 9N0  C12  C  CR16  0  -0.212   2.4455   0.6511  -0.7172
 9N0  O1   O  OS    0  -0.667   5.3176   0.8405  -1.5108
 9N0  O2   O  OS    0  -0.666   5.4918  -1.6620  -1.3426
 9N0  C20  C  CH2   0  -0.626   5.4397  -0.2508   0.8929
 9N0  C21  C  CH2   0  -0.136   6.9502  -0.1183   1.0283
 9N0  O3   O  OH1   0  -0.663   7.2161  -0.0054   2.4047
 9N0  C7   C  CR6   0  -0.196   3.1980  -0.5154  -0.7563
 9N0  C9   C  CR16  0  -0.301   1.2079  -1.8375  -0.6887
 9N0  C23  C  CR6   0   0.251  -3.0598  -1.8435   0.2259
 9N0  C24  C  CT    0  -0.177  -3.7825  -2.9274   1.0195
 9N0  C27  C  CH3   0  -0.629  -4.6132  -3.7812   0.0517
 9N0  C26  C  CH3   0  -0.668  -2.8171  -3.8477   1.7671
 9N0  C25  C  CH3   0  -0.631  -4.7123  -2.2703   2.0488
 9N0  C13  C  CH1   0  -0.323  -4.0826   1.1574  -1.8217
 9N0  C22  C  CH2   0  -0.498  -3.5665   2.3193  -2.6090
 9N0  C14  C  CH1   0  -0.278  -4.1227   2.5682  -1.2481
 9N0  C18  C  CR6   0   0.261  -3.2664   2.8986  -0.0808
 9N0  N1   N  N     0  -0.419  -3.8195   2.6779   1.1119
 9N0  C19  C  CR16  0  -0.082  -3.1032   2.9214   2.1998
 9N0  C15  C  CR16  0  -0.330  -1.7998   3.3970   2.1712
 9N0  C16  C  CR16  0  -0.152  -1.2289   3.6452   0.9339
 9N0  C17  C  CR16  0  -0.347  -1.9737   3.3969  -0.2092
 9N0  H1   H  HCR6  0   0.243  -1.3309   0.9238  -1.8777
 9N0  H2   H  HCR6  0   0.239  -4.8865  -0.9065  -0.4055
 9N0  H3   H  HCR6  0   0.266   0.4821   1.4686  -0.5963
 9N0  H4   H  HCR6  0   0.251  -1.0598  -2.4732   0.6857
 9N0  H5   H  HCR6  0   0.285   3.1771  -2.6693  -0.7831
 9N0  H6   H  HCR6  0   0.286   2.9192   1.6238  -0.7279
 9N0  H7   H  HCH2  0   0.306   4.9261   0.6259   1.2915
 9N0  H8   H  HCH2  0   0.307   5.0710  -1.1408   1.4057
 9N0  H9   H  HCH2  0   0.220   7.4375  -0.9964   0.5909
 9N0  H10  H  HCH2  0   0.220   7.2925   0.7616   0.4730
 9N0  H11  H  HOH1  0   0.462   8.1670   0.0865   2.5174
 9N0  H12  H  HCR6  0   0.268   0.7364  -2.8115  -0.7051
 9N0  H13  H  HCH3  0   0.228  -3.9728  -4.2919  -0.6697
 9N0  H14  H  HCH3  0   0.227  -5.1737  -4.5414   0.6001
 9N0  H15  H  HCH3  0   0.229  -5.3314  -3.1795  -0.5067
 9N0  H16  H  HCH3  0   0.231  -2.2048  -3.3037   2.4891
 9N0  H17  H  HCH3  0   0.239  -3.3838  -4.5976   2.3216
 9N0  H18  H  HCH3  0   0.230  -2.1476  -4.3806   1.0895
 9N0  H19  H  HCH3  0   0.228  -5.4650  -1.6370   1.5776
 9N0  H20  H  HCH3  0   0.227  -5.2397  -3.0333   2.6246
 9N0  H21  H  HCH3  0   0.229  -4.1490  -1.6501   2.7483
 9N0  H22  H  HCH1  0   0.270  -5.0536   0.7776  -2.1200
 9N0  H23  H  HCH2  0   0.258  -2.4990   2.4131  -2.7613
 9N0  H24  H  HCH2  0   0.272  -4.1488   2.6453  -3.4608
 9N0  H25  H  HCH1  0   0.280  -5.1160   3.0010  -1.1944
 9N0  H26  H  HCR6  0   0.258  -3.5908   2.7297   3.1498
 9N0  H27  H  HCR6  0   0.266  -1.2604   3.5746   3.0913
 9N0  H28  H  HCR6  0   0.272  -0.2214   4.0334   0.8560
 9N0  H29  H  HCR6  0   0.267  -1.5561   3.6019  -1.1854
 9N0  S1   S  S     0   1.200   4.9625  -0.4013  -0.8251

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
 9N0  C17  C16  aromatic  1.387  0.020  1.387
 9N0  C17  C18  aromatic  1.391  0.020  1.391
 9N0  C14  C18  single    1.485  0.020  1.485
 9N0  C14  C22  single    1.491  0.020  1.491
 9N0  C14  C13  single    1.524  0.020  1.524
 9N0  C16  C15  aromatic  1.385  0.020  1.385
 9N0  C18  N1   aromatic  1.333  0.020  1.333
 9N0  C22  C13  single    1.495  0.020  1.495
 9N0  C13  C4   single    1.484  0.020  1.484
 9N0  C15  C19  aromatic  1.388  0.020  1.388
 9N0  N1   C19  aromatic  1.325  0.020  1.325
 9N0  O3   C21  single    1.406  0.020  1.406
 9N0  C21  C20  single    1.522  0.020  1.522
 9N0  C4   C5   aromatic  1.390  0.020  1.390
 9N0  C4   C3   aromatic  1.391  0.020  1.391
 9N0  C5   C6   aromatic  1.391  0.020  1.391
 9N0  C11  C12  aromatic  1.383  0.020  1.383
 9N0  C11  C10  aromatic  1.397  0.020  1.397
 9N0  C12  C7   aromatic  1.389  0.020  1.389
 9N0  C3   C23  aromatic  1.394  0.020  1.394
 9N0  C20  S1   single    1.789  0.020  1.789
 9N0  O2   S1   double    1.462  0.020  1.462
 9N0  C6   C10  single    1.475  0.020  1.475
 9N0  C6   C1   aromatic  1.395  0.020  1.395
 9N0  C10  C9   aromatic  1.396  0.020  1.396
 9N0  C7   S1   single    1.770  0.020  1.770
 9N0  C7   C8   aromatic  1.388  0.020  1.388
 9N0  S1   O1   double    1.462  0.020  1.462
 9N0  C23  C1   aromatic  1.390  0.020  1.390
 9N0  C23  C24  single    1.525  0.020  1.525
 9N0  C9   C8   aromatic  1.384  0.020  1.384
 9N0  C26  C24  single    1.529  0.020  1.529
 9N0  C24  C27  single    1.535  0.020  1.535
 9N0  C24  C25  single    1.535  0.020  1.535
 9N0  C5   H1   single    0.930  0.020  1.080
 9N0  C3   H2   single    0.930  0.020  1.080
 9N0  C11  H3   single    0.930  0.020  1.080
 9N0  C1   H4   single    0.930  0.020  1.080
 9N0  C8   H5   single    0.930  0.020  1.080
 9N0  C12  H6   single    0.930  0.020  1.080
 9N0  C20  H7   single    0.970  0.020  1.090
 9N0  C20  H8   single    0.970  0.020  1.090
 9N0  C21  H9   single    0.970  0.020  1.090
 9N0  C21  H10  single    0.970  0.020  1.090
 9N0  O3   H11  single    0.850  0.020  0.980
 9N0  C9   H12  single    0.930  0.020  1.080
 9N0  C27  H13  single    0.970  0.020  1.090
 9N0  C27  H14  single    0.970  0.020  1.090
 9N0  C27  H15  single    0.970  0.020  1.090
 9N0  C26  H16  single    0.970  0.020  1.090
 9N0  C26  H17  single    0.970  0.020  1.090
 9N0  C26  H18  single    0.970  0.020  1.090
 9N0  C25  H19  single    0.970  0.020  1.090
 9N0  C25  H20  single    0.970  0.020  1.090
 9N0  C25  H21  single    0.970  0.020  1.090
 9N0  C13  H22  single    0.970  0.020  1.090
 9N0  C22  H23  single    0.970  0.020  1.090
 9N0  C22  H24  single    0.970  0.020  1.090
 9N0  C14  H25  single    0.970  0.020  1.090
 9N0  C19  H26  single    0.930  0.020  1.080
 9N0  C15  H27  single    0.930  0.020  1.080
 9N0  C16  H28  single    0.930  0.020  1.080
 9N0  C17  H29  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
 9N0  H1   C5   C6   119.21  3.000
 9N0  H1   C5   C4   120.09  3.000
 9N0  C6   C5   C4   120.68  3.000
 9N0  C13  C4   C3   118.38  3.000
 9N0  C3   C4   C5   118.47  3.000
 9N0  C13  C4   C5   123.10  3.000
 9N0  H2   C3   C23  119.62  3.000
 9N0  H2   C3   C4   117.99  3.000
 9N0  C23  C3   C4   122.39  3.000
 9N0  C1   C6   C10  120.48  3.000
 9N0  C1   C6   C5   119.44  3.000
 9N0  C10  C6   C5   120.07  3.000
 9N0  H3   C11  C12  119.04  3.000
 9N0  H3   C11  C10  119.83  3.000
 9N0  C12  C11  C10  121.11  3.000
 9N0  C9   C10  C11  118.54  3.000
 9N0  C9   C10  C6   121.09  3.000
 9N0  C11  C10  C6   120.37  3.000
 9N0  H4   C1   C23  120.07  3.000
 9N0  H4   C1   C6   118.64  3.000
 9N0  C23  C1   C6   121.28  3.000
 9N0  H5   C8   C9   119.89  3.000
 9N0  H5   C8   C7   120.97  3.000
 9N0  C9   C8   C7   119.14  3.000
 9N0  H6   C12  C7   121.17  3.000
 9N0  H6   C12  C11  119.76  3.000
 9N0  C7   C12  C11  119.06  3.000
 9N0  H8   C20  H7   108.93  3.000
 9N0  H8   C20  C21  111.38  3.000
 9N0  H7   C20  C21  111.38  3.000
 9N0  H8   C20  S1   107.00  3.000
 9N0  H7   C20  S1   107.02  3.000
 9N0  C21  C20  S1   110.93  3.000
 9N0  H10  C21  H9   107.61  3.000
 9N0  H10  C21  O3   111.88  3.000
 9N0  H9   C21  O3   111.78  3.000
 9N0  H10  C21  C20  109.57  3.000
 9N0  H9   C21  C20  109.64  3.000
 9N0  O3   C21  C20  106.36  3.000
 9N0  H11  O3   C21  108.01  3.000
 9N0  S1   C7   C12  119.16  3.000
 9N0  S1   C7   C8   119.72  3.000
 9N0  C12  C7   C8   121.12  3.000
 9N0  H12  C9   C8   118.88  3.000
 9N0  H12  C9   C10  120.08  3.000
 9N0  C8   C9   C10  121.03  3.000
 9N0  C24  C23  C1   122.82  3.000
 9N0  C24  C23  C3   119.47  3.000
 9N0  C1   C23  C3   117.71  3.000
 9N0  C25  C24  C26  108.20  3.000
 9N0  C25  C24  C27  109.46  3.000
 9N0  C26  C24  C27  108.37  3.000
 9N0  C25  C24  C23  109.37  3.000
 9N0  C27  C24  C23  108.88  3.000
 9N0  C26  C24  C23  112.52  3.000
 9N0  H15  C27  H14  107.65  3.000
 9N0  H15  C27  H13  107.83  3.000
 9N0  H14  C27  H13  107.90  3.000
 9N0  H15  C27  C24  111.86  3.000
 9N0  H14  C27  C24  110.38  3.000
 9N0  H13  C27  C24  111.07  3.000
 9N0  H18  C26  H17  107.37  3.000
 9N0  H18  C26  H16  108.04  3.000
 9N0  H17  C26  H16  107.31  3.000
 9N0  H18  C26  C24  112.19  3.000
 9N0  H17  C26  C24  109.52  3.000
 9N0  H16  C26  C24  112.17  3.000
 9N0  H21  C25  H20  107.96  3.000
 9N0  H21  C25  H19  107.64  3.000
 9N0  H20  C25  H19  107.47  3.000
 9N0  H21  C25  C24  111.13  3.000
 9N0  H20  C25  C24  110.31  3.000
 9N0  H19  C25  C24  112.15  3.000
 9N0  H22  C13  C14  113.85  3.000
 9N0  H22  C13  C22  115.87  3.000
 9N0  C14  C13  C22   59.19  3.000
 9N0  H22  C13  C4   113.78  3.000
 9N0  C22  C13  C4   123.65  3.000
 9N0  C14  C13  C4   119.55  3.000
 9N0  H24  C22  H23  113.20  3.000
 9N0  H24  C22  C14  117.87  3.000
 9N0  H23  C22  C14  118.81  3.000
 9N0  H24  C22  C13  117.57  3.000
 9N0  H23  C22  C13  118.80  3.000
 9N0  C14  C22  C13   61.34  3.000
 9N0  H25  C14  C18  113.60  3.000
 9N0  H25  C14  C22  116.96  3.000
 9N0  C18  C14  C22  122.65  3.000
 9N0  H25  C14  C13  114.34  3.000
 9N0  C22  C14  C13   59.47  3.000
 9N0  C18  C14  C13  119.13  3.000
 9N0  C17  C18  N1   121.82  3.000
 9N0  N1   C18  C14  115.29  3.000
 9N0  C17  C18  C14  122.88  3.000
 9N0  C19  N1   C18  118.68  3.000
 9N0  H26  C19  C15  120.04  3.000
 9N0  H26  C19  N1   116.33  3.000
 9N0  C15  C19  N1   123.62  3.000
 9N0  H27  C15  C16  121.68  3.000
 9N0  H27  C15  C19  120.48  3.000
 9N0  C16  C15  C19  117.84  3.000
 9N0  H28  C16  C17  120.32  3.000
 9N0  H28  C16  C15  120.80  3.000
 9N0  C17  C16  C15  118.87  3.000
 9N0  H29  C17  C16  120.18  3.000
 9N0  H29  C17  C18  120.66  3.000
 9N0  C16  C17  C18  119.15  3.000
 9N0  C7   S1   C20  103.53  3.000
 9N0  C7   S1   O2   108.61  3.000
 9N0  C20  S1   O2   108.41  3.000
 9N0  C7   S1   O1   108.37  3.000
 9N0  O2   S1   O1   118.58  3.000
 9N0  C20  S1   O1   108.30  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
 9N0  CONST_01  C23  C3   C4   C5      0.00   0.0  0
 9N0  CONST_04  C23  C1   C6   C5      0.00   0.0  0
 9N0  CONST_05  C10  C6   C5   C4    180.00   0.0  0
 9N0  CONST_06  C1   C6   C5   C4      0.00   0.0  0
 9N0  CONST_07  C1   C23  C3   C4      0.00   0.0  0
 9N0  CONST_08  C6   C5   C4   C3      0.00   0.0  0
 9N0  CONST_09  C6   C1   C23  C3      0.00   0.0  0
 9N0  CONST_10  C12  C11  C10  C6    180.00   0.0  0
 9N0  CONST_11  C8   C9   C10  C6    180.00   0.0  0
 9N0  CONST_12  C8   C7   C12  C11     0.00   0.0  0
 9N0  CONST_14  C8   C9   C10  C11     0.00   0.0  0
 9N0  CONST_15  C7   C12  C11  C10     0.00   0.0  0
 9N0  CONST_16  C23  C1   C6   C10   180.00   0.0  0
 9N0  CONST_17  C7   C8   C9   C10     0.00   0.0  0
 9N0  CONST_19  C9   C10  C11  C12     0.00   0.0  0
 9N0  CONST_20  C9   C8   C7   C12     0.00   0.0  0
 9N0  CONST_21  C15  C16  C17  C18     0.00   0.0  0
 9N0  CONST_22  C15  C19  N1   C18     0.00   0.0  0
 9N0  CONST_23  C16  C17  C18  N1      0.00   0.0  0
 9N0  CONST_24  C16  C15  C19  N1      0.00   0.0  0
 9N0  CONST_25  C17  C16  C15  C19     0.00   0.0  0
 9N0  CONST_26  C17  C18  N1   C19     0.00   0.0  0
 9N0  CONST_27  C13  C4   C5   C6    180.00   0.0  0
 9N0  CONST_28  C13  C4   C3   C23   180.00   0.0  0
 9N0  CONST_29  C16  C17  C18  C14   180.00   0.0  0
 9N0  CONST_30  C19  N1   C18  C14   180.00   0.0  0
 9N0  CONST_31  C24  C23  C3   C4    180.00   0.0  0
 9N0  CONST_32  C24  C23  C1   C6    180.00   0.0  0
 9N0  CONST_33  S1   C7   C12  C11   180.00   0.0  0
 9N0  CONST_34  C9   C8   C7   S1    180.00   0.0  0
 9N0  CONST_35  H2   C3   C4   C5    180.00   0.0  0
 9N0  CONST_36  H4   C1   C6   C5    180.00   0.0  0
 9N0  CONST_37  H1   C5   C4   C3    180.00   0.0  0
 9N0  CONST_38  H3   C11  C10  C6      0.00   0.0  0
 9N0  CONST_39  H12  C9   C10  C6      0.00   0.0  0
 9N0  CONST_40  H6   C12  C11  C10   180.00   0.0  0
 9N0  CONST_41  H5   C8   C9   C10   180.00   0.0  0
 9N0  CONST_42  H29  C17  C18  C14     0.00   0.0  0
 9N0  CONST_43  H28  C16  C17  C18   180.00   0.0  0
 9N0  CONST_44  H26  C19  N1   C18   180.00   0.0  0
 9N0  CONST_45  H27  C15  C19  N1    180.00   0.0  0
 9N0  Var_01    C14  C13  C4   C5    -70.00  30.0  2
 9N0  Var_02    C18  C14  C13  C4      0.94  30.0  1
 9N0  Var_03    C17  C18  C14  C13    90.64  30.0  2
 9N0  Var_04    C26  C24  C23  C3   -176.58  30.0  2
 9N0  Var_05    C20  S1   C7   C8    -94.49  30.0  2
 9N0  Var_06    C7   S1   C20  C21  -179.14  30.0  3
 9N0  Var_07    H16  C26  C24  C23    60.58  30.0  3
 9N0  Var_08    H13  C27  C24  C23    62.65  30.0  3
 9N0  Var_09    H19  C25  C24  C23    60.11  30.0  3
 9N0  Var_10    O3   C21  C20  S1    179.92  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
 9N0  chir_01  C13  C14  C22  C4   both
 9N0  chir_02  C14  C13  C22  C18  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
 9N0  plan-1  C5   0.020
 9N0  plan-1  C4   0.020
 9N0  plan-1  C3   0.020
 9N0  plan-1  C6   0.020
 9N0  plan-1  C10  0.020
 9N0  plan-1  C1   0.020
 9N0  plan-1  C23  0.020
 9N0  plan-1  C24  0.020
 9N0  plan-1  C13  0.020
 9N0  plan-1  H1   0.020
 9N0  plan-1  H2   0.020
 9N0  plan-1  H4   0.020
 9N0  plan-2  C6   0.020
 9N0  plan-2  C11  0.020
 9N0  plan-2  C10  0.020
 9N0  plan-2  C8   0.020
 9N0  plan-2  C12  0.020
 9N0  plan-2  C7   0.020
 9N0  plan-2  C9   0.020
 9N0  plan-2  H3   0.020
 9N0  plan-2  H5   0.020
 9N0  plan-2  H6   0.020
 9N0  plan-2  H12  0.020
 9N0  plan-2  S1   0.020
 9N0  plan-3  C14  0.020
 9N0  plan-3  C18  0.020
 9N0  plan-3  N1   0.020
 9N0  plan-3  C19  0.020
 9N0  plan-3  C15  0.020
 9N0  plan-3  C16  0.020
 9N0  plan-3  C17  0.020
 9N0  plan-3  H26  0.020
 9N0  plan-3  H27  0.020
 9N0  plan-3  H28  0.020
 9N0  plan-3  H29  0.020

