# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue Jun 16 15:37:00 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: (3beta,5beta,14alpha,15beta)-3,5-dihydroxy-14,15-epoxybufa-20,22-dienolide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H](O)C[C@@]1(O)CC[C@@H]3[C@@H]2CC[C@]4(C)[C@H](C[C@H]5O[C@@]345)C6=COC(=O)C=C6
#
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
 P4S  P4S  (3beta,5beta,14alpha,15beta)-3,5-dihydroxy-14,15-epoxybufa-20,22-dienolide  ligand  61  29  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_P4S
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
 P4S  C1   C  CT    0  -0.072   3.1109   0.3689  -0.8722
 P4S  C2   C  CH2   0  -0.439   4.0800   1.4645  -0.3864
 P4S  C3   C  CH2   0  -0.484   4.4076   1.4053   1.0998
 P4S  C4   C  CH1   0   0.036   4.9427   0.0420   1.5141
 P4S  C5   C  CH2   0  -0.489   4.0087  -1.0634   1.0418
 P4S  C6   C  CT    0   0.280   3.7042  -1.0189  -0.4674
 P4S  C7   C  CH2   0  -0.453   2.7438  -2.1456  -0.8382
 P4S  O1   O  O     0  -0.429  -5.5528  -0.9832   0.2443
 P4S  O3   O  OH1   0  -0.712   4.9009  -1.2800  -1.1859
 P4S  O4   O  OH1   0  -0.681   6.2279  -0.2111   0.9455
 P4S  C20  C  CR6   0   0.542  -6.4049  -0.1003  -0.3511
 P4S  C19  C  CR16  0   0.058  -4.3144  -0.6657   0.6550
 P4S  C21  C  CR16  0  -0.469  -5.8984   1.2372  -0.4908
 P4S  C22  C  CR16  0  -0.129  -4.6534   1.5444  -0.0646
 P4S  C18  C  CR6   0   0.004  -3.7915   0.5674   0.5289
 P4S  C17  C  CH1   0  -0.339  -2.4122   0.9699   0.9818
 P4S  C13  C  CT    0  -0.072  -1.3025   0.9092  -0.1243
 P4S  C23  C  CH3   0  -0.675  -1.8445   0.9746  -1.5471
 P4S  C12  C  CH2   0  -0.422  -0.3003   2.0444   0.1376
 P4S  C11  C  CH2   0  -0.447   1.0262   1.8632  -0.5879
 P4S  C10  C  CH1   0  -0.221   1.7077   0.5398  -0.2254
 P4S  C    C  CH3   0  -0.681   3.0198   0.4924  -2.3974
 P4S  C16  C  CH2   0  -0.480  -1.8445   0.1371   2.1489
 P4S  C15  C  CH1   0  -0.046  -0.8869  -0.8275   1.5094
 P4S  O    O  O2    0  -0.506  -1.4233  -1.4958   0.3670
 P4S  C14  C  CT    0   0.361  -0.5583  -0.3865   0.1603
 P4S  C9   C  CH1   0  -0.289   0.7542  -0.6272  -0.5464
 P4S  C8   C  CH2   0  -0.442   1.3635  -1.9873  -0.2208
 P4S  H1   H  HCH2  0   0.224   5.0053   1.3874  -0.9664
 P4S  H2   H  HCH2  0   0.236   3.6838   2.4517  -0.6321
 P4S  H3   H  HCH2  0   0.242   5.1364   2.1824   1.3531
 P4S  H4   H  HCH2  0   0.230   3.5221   1.6301   1.7006
 P4S  H5   H  HCH1  0   0.225   5.0171   0.0003   2.6083
 P4S  H6   H  HCH2  0   0.245   4.4341  -2.0426   1.2874
 P4S  H7   H  HCH2  0   0.240   3.0909  -0.9861   1.6268
 P4S  H8   H  HCH2  0   0.231   2.6559  -2.1964  -1.9281
 P4S  H9   H  HCH2  0   0.229   3.1783  -3.0988  -0.5212
 P4S  H10  H  HOH1  0   0.442   5.6280  -0.8551  -0.7074
 P4S  H11  H  HOH1  0   0.458   6.7920   0.5554   1.0936
 P4S  H12  H  HCR6  0   0.292  -3.8134  -1.5168   1.0901
 P4S  H13  H  HCR6  0   0.287  -6.5475   1.9784  -0.9350
 P4S  H14  H  HCR6  0   0.287  -4.2955   2.5625  -0.1647
 P4S  H15  H  HCH1  0   0.269  -2.5039   2.0123   1.3013
 P4S  H16  H  HCH3  0   0.234  -2.3735   1.9138  -1.7232
 P4S  H17  H  HCH3  0   0.242  -1.0435   0.9203  -2.2844
 P4S  H18  H  HCH3  0   0.239  -2.5360   0.1583  -1.7560
 P4S  H19  H  HCH2  0   0.237  -0.7556   2.9961  -0.1523
 P4S  H20  H  HCH2  0   0.230  -0.1072   2.1141   1.2140
 P4S  H21  H  HCH2  0   0.225   0.8634   1.9185  -1.6676
 P4S  H22  H  HCH2  0   0.241   1.6725   2.7073  -0.3390
 P4S  H23  H  HCH1  0   0.224   1.8379   0.5419   0.8639
 P4S  H24  H  HCH3  0   0.235   3.9717   0.2409  -2.8621
 P4S  H25  H  HCH3  0   0.228   2.2584  -0.1521  -2.8374
 P4S  H26  H  HCH3  0   0.228   2.7824   1.5165  -2.6886
 P4S  H27  H  HCH2  0   0.260  -1.2833   0.7780   2.8332
 P4S  H28  H  HCH2  0   0.254  -2.6178  -0.3507   2.7453
 P4S  H29  H  HCH1  0   0.245  -0.2143  -1.4137   2.1294
 P4S  H30  H  HCH1  0   0.231   0.5523  -0.6119  -1.6252
 P4S  H31  H  HCH2  0   0.243   0.7128  -2.7826  -0.5884
 P4S  H32  H  HCH2  0   0.218   1.4262  -2.1259   0.8621
 P4S  O2   O  O     0  -0.458  -7.4889  -0.5160  -0.6890

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
 P4S  C16  C15  single  1.502  0.020  1.502
 P4S  C16  C17  single  1.542  0.020  1.542
 P4S  O4   C4   single  1.428  0.020  1.428
 P4S  C15  C14  single  1.457  0.020  1.457
 P4S  C15  O    single  1.428  0.020  1.428
 P4S  C17  C18  single  1.507  0.020  1.507
 P4S  C17  C13  single  1.568  0.020  1.568
 P4S  C4   C3   single  1.522  0.020  1.522
 P4S  C4   C5   single  1.522  0.020  1.522
 P4S  C22  C18  single  1.432  0.020  1.432
 P4S  C22  C21  double  1.351  0.020  1.351
 P4S  C3   C2   single  1.523  0.020  1.523
 P4S  C18  C19  double  1.345  0.020  1.345
 P4S  C21  C20  single  1.437  0.020  1.437
 P4S  C7   C8   single  1.520  0.020  1.520
 P4S  C7   C6   single  1.526  0.020  1.526
 P4S  C14  C13  single  1.521  0.020  1.521
 P4S  C14  O    single  1.422  0.020  1.422
 P4S  C14  C9   single  1.510  0.020  1.510
 P4S  C12  C13  single  1.537  0.020  1.537
 P4S  C12  C11  single  1.523  0.020  1.523
 P4S  C19  O1   single  1.343  0.020  1.343
 P4S  C20  O1   single  1.364  0.020  1.364
 P4S  C20  O2   double  1.209  0.020  1.209
 P4S  C13  C23  single  1.524  0.020  1.524
 P4S  C5   C6   single  1.540  0.020  1.540
 P4S  C10  C9   single  1.541  0.020  1.541
 P4S  C10  C11  single  1.532  0.020  1.532
 P4S  C10  C1   single  1.555  0.020  1.555
 P4S  C2   C1   single  1.541  0.020  1.541
 P4S  C8   C9   single  1.525  0.020  1.525
 P4S  C6   C1   single  1.563  0.020  1.563
 P4S  C6   O3   single  1.420  0.020  1.420
 P4S  C1   C    single  1.533  0.020  1.533
 P4S  C2   H1   single  0.970  0.020  1.090
 P4S  C2   H2   single  0.970  0.020  1.090
 P4S  C3   H3   single  0.970  0.020  1.090
 P4S  C3   H4   single  0.970  0.020  1.090
 P4S  C4   H5   single  0.970  0.020  1.090
 P4S  C5   H6   single  0.970  0.020  1.090
 P4S  C5   H7   single  0.970  0.020  1.090
 P4S  C7   H8   single  0.970  0.020  1.090
 P4S  C7   H9   single  0.970  0.020  1.090
 P4S  O3   H10  single  0.850  0.020  0.980
 P4S  O4   H11  single  0.850  0.020  0.980
 P4S  C19  H12  single  0.930  0.020  1.080
 P4S  C21  H13  single  0.930  0.020  1.080
 P4S  C22  H14  single  0.930  0.020  1.080
 P4S  C17  H15  single  0.970  0.020  1.090
 P4S  C23  H16  single  0.970  0.020  1.090
 P4S  C23  H17  single  0.970  0.020  1.090
 P4S  C23  H18  single  0.970  0.020  1.090
 P4S  C12  H19  single  0.970  0.020  1.090
 P4S  C12  H20  single  0.970  0.020  1.090
 P4S  C11  H21  single  0.970  0.020  1.090
 P4S  C11  H22  single  0.970  0.020  1.090
 P4S  C10  H23  single  0.970  0.020  1.090
 P4S  C    H24  single  0.970  0.020  1.090
 P4S  C    H25  single  0.970  0.020  1.090
 P4S  C    H26  single  0.970  0.020  1.090
 P4S  C16  H27  single  0.970  0.020  1.090
 P4S  C16  H28  single  0.970  0.020  1.090
 P4S  C15  H29  single  0.970  0.020  1.090
 P4S  C9   H30  single  0.970  0.020  1.090
 P4S  C8   H31  single  0.970  0.020  1.090
 P4S  C8   H32  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
 P4S  C    C1   C10  110.58  3.000
 P4S  C    C1   C6   110.60  3.000
 P4S  C10  C1   C6   109.42  3.000
 P4S  C    C1   C2   107.09  3.000
 P4S  C6   C1   C2   108.11  3.000
 P4S  C10  C1   C2   111.00  3.000
 P4S  H2   C2   H1   104.55  3.000
 P4S  H2   C2   C3   109.44  3.000
 P4S  H1   C2   C3   109.42  3.000
 P4S  H2   C2   C1   110.10  3.000
 P4S  H1   C2   C1   108.32  3.000
 P4S  C3   C2   C1   114.53  3.000
 P4S  H4   C3   H3   105.42  3.000
 P4S  H4   C3   C4   108.62  3.000
 P4S  H3   C3   C4   109.80  3.000
 P4S  H4   C3   C2   110.73  3.000
 P4S  H3   C3   C2   109.95  3.000
 P4S  C4   C3   C2   112.09  3.000
 P4S  H5   C4   O4   109.23  3.000
 P4S  H5   C4   C5   108.86  3.000
 P4S  O4   C4   C5   107.46  3.000
 P4S  H5   C4   C3   109.22  3.000
 P4S  C5   C4   C3   110.50  3.000
 P4S  O4   C4   C3   111.52  3.000
 P4S  H7   C5   H6   105.65  3.000
 P4S  H7   C5   C6   110.92  3.000
 P4S  H6   C5   C6   108.80  3.000
 P4S  H7   C5   C4   107.36  3.000
 P4S  H6   C5   C4   109.95  3.000
 P4S  C6   C5   C4   113.85  3.000
 P4S  O3   C6   C7   105.76  3.000
 P4S  O3   C6   C5   108.90  3.000
 P4S  C7   C6   C5   109.95  3.000
 P4S  O3   C6   C1   110.62  3.000
 P4S  C5   C6   C1   110.76  3.000
 P4S  C7   C6   C1   110.71  3.000
 P4S  H9   C7   H8   106.25  3.000
 P4S  H9   C7   C8   109.48  3.000
 P4S  H8   C7   C8   109.65  3.000
 P4S  H9   C7   C6   108.83  3.000
 P4S  H8   C7   C6   109.07  3.000
 P4S  C8   C7   C6   113.32  3.000
 P4S  C19  O1   C20  123.83  3.000
 P4S  H10  O3   C6   107.57  3.000
 P4S  H11  O4   C4   108.96  3.000
 P4S  C21  C20  O2   127.50  3.000
 P4S  O2   C20  O1   117.36  3.000
 P4S  C21  C20  O1   115.13  3.000
 P4S  H12  C19  C18  125.47  3.000
 P4S  H12  C19  O1   111.41  3.000
 P4S  C18  C19  O1   123.12  3.000
 P4S  H13  C21  C22  121.81  3.000
 P4S  H13  C21  C20  117.82  3.000
 P4S  C22  C21  C20  120.38  3.000
 P4S  H14  C22  C18  118.72  3.000
 P4S  H14  C22  C21  119.25  3.000
 P4S  C18  C22  C21  122.02  3.000
 P4S  C17  C18  C22  119.57  3.000
 P4S  C22  C18  C19  115.49  3.000
 P4S  C17  C18  C19  124.93  3.000
 P4S  H15  C17  C16  108.93  3.000
 P4S  H15  C17  C13  107.59  3.000
 P4S  C16  C17  C13  104.62  3.000
 P4S  H15  C17  C18  105.40  3.000
 P4S  C13  C17  C18  115.18  3.000
 P4S  C16  C17  C18  114.85  3.000
 P4S  C14  C13  C12  106.16  3.000
 P4S  C12  C13  C23  111.06  3.000
 P4S  C14  C13  C23  112.66  3.000
 P4S  C23  C13  C17  113.91  3.000
 P4S  C12  C13  C17  108.22  3.000
 P4S  C14  C13  C17  104.32  3.000
 P4S  H18  C23  H17  107.41  3.000
 P4S  H18  C23  H16  107.81  3.000
 P4S  H17  C23  H16  106.84  3.000
 P4S  H18  C23  C13  111.86  3.000
 P4S  H17  C23  C13  111.60  3.000
 P4S  H16  C23  C13  111.08  3.000
 P4S  H20  C12  H19  106.15  3.000
 P4S  H20  C12  C11  108.79  3.000
 P4S  H19  C12  C11  109.86  3.000
 P4S  H20  C12  C13  109.23  3.000
 P4S  H19  C12  C13  109.03  3.000
 P4S  C11  C12  C13  113.52  3.000
 P4S  H22  C11  H21  105.91  3.000
 P4S  H22  C11  C10  110.53  3.000
 P4S  H21  C11  C10  110.09  3.000
 P4S  H22  C11  C12  108.36  3.000
 P4S  H21  C11  C12  109.56  3.000
 P4S  C10  C11  C12  112.18  3.000
 P4S  H23  C10  C9   106.37  3.000
 P4S  H23  C10  C11  106.62  3.000
 P4S  C9   C10  C11  109.25  3.000
 P4S  H23  C10  C1   107.83  3.000
 P4S  C11  C10  C1   113.45  3.000
 P4S  C9   C10  C1   112.87  3.000
 P4S  H26  C    H25  107.17  3.000
 P4S  H26  C    H24  107.05  3.000
 P4S  H25  C    H24  107.56  3.000
 P4S  H26  C    C1   110.74  3.000
 P4S  H25  C    C1   113.30  3.000
 P4S  H24  C    C1   110.74  3.000
 P4S  H28  C16  H27  106.48  3.000
 P4S  H28  C16  C15  113.41  3.000
 P4S  H27  C16  C15  108.41  3.000
 P4S  H28  C16  C17  113.21  3.000
 P4S  H27  C16  C17  110.26  3.000
 P4S  C15  C16  C17  105.03  3.000
 P4S  H29  C15  C14  123.51  3.000
 P4S  H29  C15  O    115.89  3.000
 P4S  C14  C15  O     59.04  3.000
 P4S  H29  C15  C16  119.88  3.000
 P4S  O    C15  C16  113.68  3.000
 P4S  C14  C15  C16  110.10  3.000
 P4S  C14  O    C15   61.49  3.000
 P4S  C9   C14  O    118.20  3.000
 P4S  C9   C14  C15  125.54  3.000
 P4S  O    C14  C15   59.47  3.000
 P4S  C9   C14  C13  118.26  3.000
 P4S  O    C14  C13  113.21  3.000
 P4S  C15  C14  C13  108.71  3.000
 P4S  H30  C9   C8   107.20  3.000
 P4S  H30  C9   C14  107.33  3.000
 P4S  C8   C9   C14  112.92  3.000
 P4S  H30  C9   C10  107.94  3.000
 P4S  C8   C9   C10  112.56  3.000
 P4S  C14  C9   C10  108.64  3.000
 P4S  H32  C8   H31  105.98  3.000
 P4S  H32  C8   C9   110.32  3.000
 P4S  H31  C8   C9   109.86  3.000
 P4S  H32  C8   C7   109.69  3.000
 P4S  H31  C8   C7   109.18  3.000
 P4S  C9   C8   C7   111.64  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
 P4S  Var_01  C4   C3   C2   C1    54.79  30.0  1
 P4S  Var_02  C9   C8   C7   C6    54.07  30.0  1
 P4S  Var_03  C17  C18  C19  O1   179.63  30.0  1
 P4S  Var_04  C22  C21  C20  O1     0.89  30.0  1
 P4S  Var_05  C18  C22  C21  C20    0.37  30.0  1
 P4S  Var_06  C18  C19  O1   C20    0.57  30.0  1
 P4S  Var_07  C21  C22  C18  C19   -1.20  30.0  1
 P4S  Var_08  C21  C20  O1   C19   -1.39  30.0  1
 P4S  Var_09  C14  C15  C16  C17   16.33  30.0  1
 P4S  Var_10  C16  C15  C14  C13    0.25  30.0  1
 P4S  Var_11  C10  C11  C12  C13  -57.33  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
 P4S  chir_01  C1   C2   C6   C10  negativ
 P4S  chir_02  C4   O4   C5   C3   positiv
 P4S  chir_03  C6   C1   C5   C7   negativ
 P4S  chir_04  C17  C13  C18  C16  negativ
 P4S  chir_05  C13  C12  C14  C17  negativ
 P4S  chir_06  C10  C1   C11  C9   negativ
 P4S  chir_09  C9   C14  C10  C8   negativ
 P4S  chir_10  C15  C16  C14  O    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
 P4S  plan-1  O1   0.020
 P4S  plan-1  C20  0.020
 P4S  plan-1  C21  0.020
 P4S  plan-1  O2   0.020

