# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun Jun 14 04:01:56 2020
#   Inital geometry file: a 157 line input string
#   Ligand name: (1S,2R,4S)-N-ethyl-5,6-bis(4-hydroxyphenyl)-N-(4-methoxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(c1ccc(OC)cc1)[S](=O)(=O)[C@@H]2C[C@@H]3O[C@H]2C(=C3c4ccc(O)cc4)c5ccc(O)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
 OB4  OB4  (1S,2R,4S)-N-ethyl-5,6-bis(4-hydroxyphenyl)-N-(4-methoxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide  ligand  62  35  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_OB4
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
 OB4  C01  C  CR16  0  -0.324   2.7727  -2.5735  -2.7619
 OB4  C02  C  CR6   0   0.348   2.9883  -3.4268  -1.6811
 OB4  C03  C  CR16  0  -0.366   2.8268  -2.9424  -0.3840
 OB4  C04  C  CR16  0  -0.297   2.4670  -1.6222  -0.1777
 OB4  C05  C  CR6   0   0.002   2.2602  -0.7499  -1.2471
 OB4  C06  C  CR16  0  -0.293   2.4065  -1.2580  -2.5402
 OB4  O01  O  OH1   0  -0.627   3.3390  -4.6986  -1.9446
 OB4  C07  C  C     0   0.084   1.8570   0.6378  -1.0313
 OB4  C08  C  C     0   0.116   2.2426   1.5614  -0.1337
 OB4  C09  C  CH1   0  -0.104   1.2165   2.6768  -0.2691
 OB4  C10  C  CR6   0   0.031   3.3098   1.5730   0.8573
 OB4  C11  C  CH1   0  -0.098   0.6399   1.2479  -1.7077
 OB4  C12  C  CR16  0  -0.305   4.4853   0.8347   0.6908
 OB4  C13  C  CR16  0  -0.368   5.4980   0.8701   1.6314
 OB4  C14  C  CR6   0   0.346   5.3626   1.6530   2.7780
 OB4  C15  C  CR16  0  -0.322   4.2062   2.4075   2.9551
 OB4  C16  C  CR16  0  -0.319   3.2032   2.3687   2.0020
 OB4  O02  O  OH1   0  -0.628   6.3119   1.7185   3.7296
 OB4  C17  C  CH1   0  -0.439  -0.4949   1.0853  -0.6507
 OB4  C18  C  CH2   0  -0.442  -0.1006   2.1639   0.3704
 OB4  S01  S  S     0   1.360  -2.1098   1.3498  -1.3870
 OB4  O03  O  O2    0  -0.451   0.9007   2.6293  -1.6489
 OB4  N01  N  N     0  -0.687  -3.1608   1.1976  -0.1297
 OB4  O04  O  OS    0  -0.656  -2.2097   2.7182  -1.8741
 OB4  O05  O  OS    0  -0.659  -2.3048   0.2555  -2.3290
 OB4  C19  C  CR6   0   0.265  -3.4254  -0.1035   0.3765
 OB4  C20  C  CH2   0  -0.303  -3.9558   2.3324   0.3523
 OB4  C21  C  CR16  0  -0.244  -2.8318  -0.5109   1.5701
 OB4  C22  C  CR16  0  -0.345  -3.0921  -1.7596   2.0983
 OB4  C23  C  CR6   0   0.393  -3.9547  -2.6363   1.4343
 OB4  C24  C  CR16  0  -0.389  -4.5544  -2.2335   0.2420
 OB4  C25  C  CR16  0  -0.227  -4.2876  -0.9733  -0.2755
 OB4  C26  C  CH3   0  -0.653  -5.2765   2.4944  -0.3752
 OB4  O06  O  O2    0  -0.467  -4.1451  -3.8333   2.0126
 OB4  C27  C  CH3   0  -0.438  -4.9942  -4.7681   1.3742
 OB4  H1   H  HCR6  0   0.266   2.8930  -2.9435  -3.7723
 OB4  H2   H  HCR6  0   0.274   2.9711  -3.5981   0.4669
 OB4  H3   H  HCR6  0   0.259   2.3342  -1.2668   0.8364
 OB4  H4   H  HCR6  0   0.257   2.2486  -0.6111  -3.3947
 OB4  H5   H  HOH1  0   0.476   3.4649  -5.1919  -1.1261
 OB4  H6   H  HCH1  0   0.266   1.5225   3.6756   0.0380
 OB4  H7   H  HCH1  0   0.282   0.4103   0.9086  -2.7168
 OB4  H8   H  HCR6  0   0.261   4.6207   0.2282  -0.1951
 OB4  H9   H  HCR6  0   0.274   6.4000   0.2903   1.4694
 OB4  H10  H  HCR6  0   0.266   4.0956   3.0248   3.8379
 OB4  H11  H  HCR6  0   0.253   2.3163   2.9679   2.1682
 OB4  H12  H  HOH1  0   0.476   7.0617   1.1597   3.4965
 OB4  H13  H  HCH1  0   0.327  -0.5257   0.0742  -0.2406
 OB4  H14  H  HCH2  0   0.274   0.0371   1.7611   1.3722
 OB4  H15  H  HCH2  0   0.277  -0.8285   2.9735   0.4340
 OB4  H16  H  HCH2  0   0.258  -4.1241   2.1599   1.4158
 OB4  H17  H  HCH2  0   0.256  -3.3646   3.2439   0.2822
 OB4  H18  H  HCR6  0   0.269  -2.1590   0.1610   2.0892
 OB4  H19  H  HCR6  0   0.269  -2.6267  -2.0677   3.0261
 OB4  H20  H  HCR6  0   0.284  -5.2294  -2.8829  -0.2978
 OB4  H21  H  HCR6  0   0.266  -4.7595  -0.6725  -1.2010
 OB4  H22  H  HCH3  0   0.229  -5.1203   2.7022  -1.4334
 OB4  H23  H  HCH3  0   0.229  -5.8929   1.5992  -0.2878
 OB4  H24  H  HCH3  0   0.236  -5.8376   3.3258   0.0530
 OB4  H25  H  HCH3  0   0.231  -6.0206  -4.4009   1.2977
 OB4  H26  H  HCH3  0   0.231  -4.6354  -5.0270   0.3751
 OB4  H27  H  HCH3  0   0.262  -4.9886  -5.6621   1.9924

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
 OB4  O05  S01  double    1.457  0.020  1.457
 OB4  C26  C20  single    1.516  0.020  1.516
 OB4  C25  C24  aromatic  1.388  0.020  1.388
 OB4  C25  C19  aromatic  1.387  0.020  1.387
 OB4  S01  O04  double    1.456  0.020  1.456
 OB4  S01  N01  single    1.646  0.020  1.646
 OB4  S01  C17  single    1.794  0.020  1.794
 OB4  C24  C23  aromatic  1.394  0.020  1.394
 OB4  N01  C19  single    1.421  0.020  1.421
 OB4  N01  C20  single    1.467  0.020  1.467
 OB4  C18  C17  single    1.537  0.020  1.537
 OB4  C18  C09  single    1.551  0.020  1.551
 OB4  C19  C21  aromatic  1.394  0.020  1.394
 OB4  C17  C11  single    1.559  0.020  1.559
 OB4  C23  O06  single    1.343  0.020  1.343
 OB4  C23  C22  aromatic  1.398  0.020  1.398
 OB4  O06  C27  single    1.415  0.020  1.415
 OB4  C21  C22  aromatic  1.381  0.020  1.381
 OB4  C09  O03  single    1.416  0.020  1.416
 OB4  C09  C08  single    1.522  0.020  1.522
 OB4  C11  O03  single    1.407  0.020  1.407
 OB4  C11  C07  single    1.520  0.020  1.520
 OB4  C16  C15  aromatic  1.384  0.020  1.384
 OB4  C16  C10  aromatic  1.398  0.020  1.398
 OB4  C08  C07  double    1.344  0.020  1.344
 OB4  C08  C10  single    1.456  0.020  1.456
 OB4  C15  C14  aromatic  1.392  0.020  1.392
 OB4  C07  C05  single    1.461  0.020  1.461
 OB4  C10  C12  aromatic  1.398  0.020  1.398
 OB4  C06  C05  aromatic  1.397  0.020  1.397
 OB4  C06  C01  aromatic  1.383  0.020  1.383
 OB4  C05  C04  aromatic  1.395  0.020  1.395
 OB4  C14  O02  single    1.346  0.020  1.346
 OB4  C14  C13  aromatic  1.395  0.020  1.395
 OB4  C01  C02  aromatic  1.394  0.020  1.394
 OB4  C12  C13  aromatic  1.383  0.020  1.383
 OB4  C04  C03  aromatic  1.384  0.020  1.384
 OB4  C02  C03  aromatic  1.394  0.020  1.394
 OB4  C02  O01  single    1.345  0.020  1.345
 OB4  C01  H1   single    0.930  0.020  1.080
 OB4  C03  H2   single    0.930  0.020  1.080
 OB4  C04  H3   single    0.930  0.020  1.080
 OB4  C06  H4   single    0.930  0.020  1.080
 OB4  O01  H5   single    0.850  0.020  0.980
 OB4  C09  H6   single    0.970  0.020  1.090
 OB4  C11  H7   single    0.970  0.020  1.090
 OB4  C12  H8   single    0.930  0.020  1.080
 OB4  C13  H9   single    0.930  0.020  1.080
 OB4  C15  H10  single    0.930  0.020  1.080
 OB4  C16  H11  single    0.930  0.020  1.080
 OB4  O02  H12  single    0.850  0.020  0.980
 OB4  C17  H13  single    0.970  0.020  1.090
 OB4  C18  H14  single    0.970  0.020  1.090
 OB4  C18  H15  single    0.970  0.020  1.090
 OB4  C20  H16  single    0.970  0.020  1.090
 OB4  C20  H17  single    0.970  0.020  1.090
 OB4  C21  H18  single    0.930  0.020  1.080
 OB4  C22  H19  single    0.930  0.020  1.080
 OB4  C24  H20  single    0.930  0.020  1.080
 OB4  C25  H21  single    0.930  0.020  1.080
 OB4  C26  H22  single    0.970  0.020  1.090
 OB4  C26  H23  single    0.970  0.020  1.090
 OB4  C26  H24  single    0.970  0.020  1.090
 OB4  C27  H25  single    0.970  0.020  1.090
 OB4  C27  H26  single    0.970  0.020  1.090
 OB4  C27  H27  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
 OB4  H1   C01  C06  120.26  3.000
 OB4  H1   C01  C02  119.81  3.000
 OB4  C06  C01  C02  119.93  3.000
 OB4  O01  C02  C03  122.75  3.000
 OB4  O01  C02  C01  117.86  3.000
 OB4  C03  C02  C01  119.39  3.000
 OB4  H2   C03  C04  119.65  3.000
 OB4  H2   C03  C02  120.31  3.000
 OB4  C04  C03  C02  120.03  3.000
 OB4  H3   C04  C05  119.63  3.000
 OB4  H3   C04  C03  118.99  3.000
 OB4  C05  C04  C03  121.37  3.000
 OB4  C07  C05  C06  120.73  3.000
 OB4  C06  C05  C04  117.81  3.000
 OB4  C07  C05  C04  121.43  3.000
 OB4  H4   C06  C05  119.84  3.000
 OB4  H4   C06  C01  118.69  3.000
 OB4  C05  C06  C01  121.46  3.000
 OB4  H5   O01  C02  110.58  3.000
 OB4  C11  C07  C08  104.53  3.000
 OB4  C08  C07  C05  132.22  3.000
 OB4  C11  C07  C05  122.44  3.000
 OB4  C10  C08  C09  123.29  3.000
 OB4  C10  C08  C07  132.06  3.000
 OB4  C09  C08  C07  104.52  3.000
 OB4  H6   C09  O03  111.60  3.000
 OB4  H6   C09  C18  115.19  3.000
 OB4  O03  C09  C18  101.61  3.000
 OB4  H6   C09  C08  117.25  3.000
 OB4  O03  C09  C08  102.27  3.000
 OB4  C18  C09  C08  107.07  3.000
 OB4  C16  C10  C12  117.52  3.000
 OB4  C12  C10  C08  122.07  3.000
 OB4  C16  C10  C08  120.38  3.000
 OB4  H7   C11  O03  112.57  3.000
 OB4  H7   C11  C17  116.24  3.000
 OB4  O03  C11  C17  102.06  3.000
 OB4  H7   C11  C07  117.13  3.000
 OB4  O03  C11  C07  103.12  3.000
 OB4  C17  C11  C07  103.84  3.000
 OB4  H8   C12  C13  118.66  3.000
 OB4  H8   C12  C10  119.91  3.000
 OB4  C13  C12  C10  121.42  3.000
 OB4  H9   C13  C14  120.24  3.000
 OB4  H9   C13  C12  119.60  3.000
 OB4  C14  C13  C12  120.16  3.000
 OB4  O02  C14  C15  118.02  3.000
 OB4  O02  C14  C13  122.68  3.000
 OB4  C15  C14  C13  119.30  3.000
 OB4  H10  C15  C16  120.22  3.000
 OB4  H10  C15  C14  119.84  3.000
 OB4  C16  C15  C14  119.94  3.000
 OB4  H11  C16  C15  118.18  3.000
 OB4  H11  C16  C10  120.19  3.000
 OB4  C15  C16  C10  121.63  3.000
 OB4  H12  O02  C14  110.47  3.000
 OB4  H13  C17  S01  105.39  3.000
 OB4  H13  C17  C18  114.07  3.000
 OB4  S01  C17  C18  113.58  3.000
 OB4  H13  C17  C11  111.83  3.000
 OB4  C18  C17  C11  100.98  3.000
 OB4  S01  C17  C11  111.19  3.000
 OB4  H15  C18  H14  107.79  3.000
 OB4  H15  C18  C17  112.86  3.000
 OB4  H14  C18  C17  112.59  3.000
 OB4  H15  C18  C09  110.20  3.000
 OB4  H14  C18  C09  113.22  3.000
 OB4  C17  C18  C09  100.14  3.000
 OB4  O05  S01  O04  118.71  3.000
 OB4  O04  S01  N01  107.38  3.000
 OB4  O05  S01  N01  109.82  3.000
 OB4  N01  S01  C17  104.33  3.000
 OB4  O04  S01  C17  109.73  3.000
 OB4  O05  S01  C17  105.96  3.000
 OB4  C11  O03  C09   96.60  3.000
 OB4  C20  N01  C19  119.36  3.000
 OB4  C20  N01  S01  121.70  3.000
 OB4  C19  N01  S01  118.41  3.000
 OB4  C25  C19  C21  118.93  3.000
 OB4  C21  C19  N01  119.56  3.000
 OB4  C25  C19  N01  121.49  3.000
 OB4  H17  C20  H16  106.21  3.000
 OB4  H17  C20  C26  110.65  3.000
 OB4  H16  C20  C26  110.51  3.000
 OB4  H17  C20  N01  109.40  3.000
 OB4  H16  C20  N01  106.36  3.000
 OB4  C26  C20  N01  113.39  3.000
 OB4  H18  C21  C22  119.66  3.000
 OB4  H18  C21  C19  119.57  3.000
 OB4  C22  C21  C19  120.77  3.000
 OB4  H19  C22  C23  119.60  3.000
 OB4  H19  C22  C21  120.28  3.000
 OB4  C23  C22  C21  120.13  3.000
 OB4  O06  C23  C24  124.39  3.000
 OB4  O06  C23  C22  116.23  3.000
 OB4  C24  C23  C22  119.38  3.000
 OB4  H20  C24  C25  118.63  3.000
 OB4  H20  C24  C23  121.47  3.000
 OB4  C25  C24  C23  119.89  3.000
 OB4  H21  C25  C24  119.18  3.000
 OB4  H21  C25  C19  119.93  3.000
 OB4  C24  C25  C19  120.89  3.000
 OB4  H24  C26  H23  107.67  3.000
 OB4  H24  C26  H22  108.03  3.000
 OB4  H23  C26  H22  108.39  3.000
 OB4  H24  C26  C20  109.95  3.000
 OB4  H23  C26  C20  111.48  3.000
 OB4  H22  C26  C20  111.19  3.000
 OB4  C27  O06  C23  118.66  3.000
 OB4  H27  C27  H26  108.87  3.000
 OB4  H27  C27  H25  108.73  3.000
 OB4  H26  C27  H25  108.91  3.000
 OB4  H27  C27  O06  106.48  3.000
 OB4  H26  C27  O06  111.84  3.000
 OB4  H25  C27  O06  111.91  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
 OB4  CONST_01  C04  C05  C06  C01     0.00   0.0  0
 OB4  CONST_02  C04  C03  C02  C01     0.00   0.0  0
 OB4  CONST_03  C05  C06  C01  C02     0.00   0.0  0
 OB4  CONST_04  C05  C04  C03  C02     0.00   0.0  0
 OB4  CONST_05  C06  C05  C04  C03     0.00   0.0  0
 OB4  CONST_06  C06  C01  C02  C03     0.00   0.0  0
 OB4  CONST_07  C14  C15  C16  C10     0.00   0.0  0
 OB4  CONST_08  C14  C13  C12  C10     0.00   0.0  0
 OB4  CONST_09  C15  C16  C10  C12     0.00   0.0  0
 OB4  CONST_10  C15  C14  C13  C12     0.00   0.0  0
 OB4  CONST_11  C16  C15  C14  C13     0.00   0.0  0
 OB4  CONST_12  C16  C10  C12  C13     0.00   0.0  0
 OB4  CONST_13  C23  C24  C25  C19     0.00   0.0  0
 OB4  CONST_14  C23  C22  C21  C19     0.00   0.0  0
 OB4  CONST_15  C24  C25  C19  C21     0.00   0.0  0
 OB4  CONST_16  C24  C23  C22  C21     0.00   0.0  0
 OB4  CONST_17  C25  C24  C23  C22     0.00   0.0  0
 OB4  CONST_18  C25  C19  C21  C22     0.00   0.0  0
 OB4  CONST_19  C07  C05  C06  C01   180.00   0.0  0
 OB4  CONST_20  C07  C05  C04  C03   180.00   0.0  0
 OB4  CONST_21  C15  C16  C10  C08   180.00   0.0  0
 OB4  CONST_22  C13  C12  C10  C08   180.00   0.0  0
 OB4  CONST_23  O01  C02  C03  C04   180.00   0.0  0
 OB4  CONST_24  O01  C02  C01  C06   180.00   0.0  0
 OB4  CONST_25  O02  C14  C13  C12   180.00   0.0  0
 OB4  CONST_26  O02  C14  C15  C16   180.00   0.0  0
 OB4  CONST_27  C24  C25  C19  N01   180.00   0.0  0
 OB4  CONST_28  C22  C21  C19  N01   180.00   0.0  0
 OB4  CONST_29  O06  C23  C22  C21   180.00   0.0  0
 OB4  CONST_30  O06  C23  C24  C25   180.00   0.0  0
 OB4  CONST_31  H2   C03  C02  C01   180.00   0.0  0
 OB4  CONST_32  H4   C06  C01  C02   180.00   0.0  0
 OB4  CONST_33  H3   C04  C03  C02   180.00   0.0  0
 OB4  CONST_34  H1   C01  C02  C03   180.00   0.0  0
 OB4  CONST_35  H11  C16  C10  C08     0.00   0.0  0
 OB4  CONST_36  H8   C12  C10  C08     0.00   0.0  0
 OB4  CONST_37  H10  C15  C16  C10   180.00   0.0  0
 OB4  CONST_38  H9   C13  C12  C10   180.00   0.0  0
 OB4  CONST_39  H20  C24  C25  C19   180.00   0.0  0
 OB4  CONST_40  H19  C22  C21  C19   180.00   0.0  0
 OB4  CONST_41  H21  C25  C19  C21   180.00   0.0  0
 OB4  CONST_42  H18  C21  C22  C23   180.00   0.0  0
 OB4  Var_01    C11  C07  C05  C04  -126.74  30.0  2
 OB4  Var_02    C09  C08  C07  C05  -167.76  30.0  1
 OB4  Var_03    C16  C10  C08  C07  -154.27  30.0  2
 OB4  Var_04    C19  N01  S01  C17   -74.25  30.0  3
 OB4  Var_05    C26  C20  N01  C19   -83.67  30.0  3
 OB4  Var_06    H25  C27  O06  C23   -62.54  30.0  3
 OB4  Var_07    H22  C26  C20  N01   -62.69  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
 OB4  chir_01  C09  C18  O03  C08  positiv
 OB4  chir_02  C11  O03  C17  C07  positiv
 OB4  chir_03  C17  S01  C11  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
 OB4  plan-1  C01  0.020
 OB4  plan-1  C02  0.020
 OB4  plan-1  C03  0.020
 OB4  plan-1  C04  0.020
 OB4  plan-1  C05  0.020
 OB4  plan-1  C06  0.020
 OB4  plan-1  O01  0.020
 OB4  plan-1  C07  0.020
 OB4  plan-1  H1   0.020
 OB4  plan-1  H2   0.020
 OB4  plan-1  H3   0.020
 OB4  plan-1  H4   0.020
 OB4  plan-2  C08  0.020
 OB4  plan-2  C10  0.020
 OB4  plan-2  C12  0.020
 OB4  plan-2  C13  0.020
 OB4  plan-2  C14  0.020
 OB4  plan-2  C15  0.020
 OB4  plan-2  C16  0.020
 OB4  plan-2  O02  0.020
 OB4  plan-2  H8   0.020
 OB4  plan-2  H9   0.020
 OB4  plan-2  H10  0.020
 OB4  plan-2  H11  0.020
 OB4  plan-3  N01  0.020
 OB4  plan-3  C19  0.020
 OB4  plan-3  C21  0.020
 OB4  plan-3  C22  0.020
 OB4  plan-3  C23  0.020
 OB4  plan-3  C24  0.020
 OB4  plan-3  C25  0.020
 OB4  plan-3  O06  0.020
 OB4  plan-3  H18  0.020
 OB4  plan-3  H19  0.020
 OB4  plan-3  H20  0.020
 OB4  plan-3  H21  0.020
 OB4  plan-4  S01  0.020
 OB4  plan-4  N01  0.020
 OB4  plan-4  C19  0.020
 OB4  plan-4  C20  0.020

