# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sat Jun 27 17:12:41 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: (3beta,5beta,10alpha,17alpha)-3,14-dihydroxybufa-20,22-dienolide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4(C)[C@H](CC[C@]34O)C5=COC(=O)C=C5
#
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
 BUF  BUF  (3beta,5beta,10alpha,17alpha)-3,14-dihydroxybufa-20,22-dienolide  ligand  62  28  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BUF
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
 BUF  C18  C  CH3   0  -0.670   1.6845  -0.8690  -1.4484
 BUF  C13  C  CT    0  -0.051   1.1339  -0.6845  -0.0374
 BUF  C12  C  CH2   0  -0.433   0.1683  -1.8353   0.2874
 BUF  C11  C  CH2   0  -0.439  -1.1511  -1.7681  -0.4639
 BUF  C9   C  CH1   0  -0.215  -1.8857  -0.4555  -0.2035
 BUF  C10  C  CT    0  -0.052  -3.2546  -0.3702  -0.9318
 BUF  C19  C  CH3   0  -0.677  -3.0873  -0.5118  -2.4506
 BUF  C1   C  CH2   0  -0.411  -4.2115  -1.4928  -0.4894
 BUF  C2   C  CH2   0  -0.483  -4.6665  -1.4021   0.9603
 BUF  C3   C  CH1   0   0.048  -5.3299  -0.0612   1.2567
 BUF  O3   O  OH1   0  -0.679  -6.5532   0.0891   0.5557
 BUF  C4   C  CH2   0  -0.449  -4.4110   1.0752   0.8414
 BUF  C5   C  CH1   0  -0.204  -3.9340   0.9834  -0.6130
 BUF  C6   C  CH2   0  -0.430  -3.0235   2.1593  -0.9576
 BUF  C7   C  CH2   0  -0.453  -1.6716   2.0687  -0.2608
 BUF  C8   C  CH1   0  -0.234  -0.9708   0.7362  -0.5384
 BUF  C14  C  CT    0   0.306   0.3990   0.6595   0.1657
 BUF  O14  O  OH1   0  -0.683   1.2618   1.6614  -0.3586
 BUF  C15  C  CH2   0  -0.506   0.3578   0.7960   1.6900
 BUF  C16  C  CH2   0  -0.427   1.7359   0.3158   2.1501
 BUF  C17  C  CH1   0  -0.306   2.2359  -0.6841   1.0782
 BUF  C20  C  CR6   0  -0.009   3.6449  -0.4485   0.6003
 BUF  C22  C  CR16  0  -0.136   4.4953  -1.5604   0.3062
 BUF  C23  C  CR16  0  -0.469   5.7605  -1.3976  -0.1424
 BUF  C24  C  CR6   0   0.541   6.2982  -0.0797  -0.3353
 BUF  O24  O  O     0  -0.460   7.4056   0.2151  -0.7228
 BUF  O21  O  O     0  -0.428   5.4457   0.9434  -0.0407
 BUF  C21  C  CR16  0   0.066   4.1892   0.7655   0.3971
 BUF  H1   H  HCH3  0   0.224   2.1699  -1.8436  -1.5409
 BUF  H2   H  HCH3  0   0.233   0.8920  -0.8350  -2.1964
 BUF  H3   H  HCH3  0   0.241   2.4178  -0.1113  -1.7151
 BUF  H4   H  HCH2  0   0.233   0.6733  -2.7802   0.0648
 BUF  H5   H  HCH2  0   0.229  -0.0361  -1.8579   1.3633
 BUF  H6   H  HCH2  0   0.220  -0.9759  -1.8965  -1.5358
 BUF  H7   H  HCH2  0   0.233  -1.7652  -2.6158  -0.1523
 BUF  H8   H  HCH1  0   0.214  -2.0890  -0.4126   0.8741
 BUF  H9   H  HCH3  0   0.227  -2.8299  -1.5349  -2.7299
 BUF  H10  H  HCH3  0   0.226  -4.0264  -0.2688  -2.9524
 BUF  H11  H  HCH3  0   0.230  -2.3191   0.1390  -2.8670
 BUF  H12  H  HCH2  0   0.217  -5.0956  -1.4463  -1.1346
 BUF  H13  H  HCH2  0   0.227  -3.7683  -2.4728  -0.6819
 BUF  H14  H  HCH2  0   0.233  -5.3614  -2.2185   1.1853
 BUF  H15  H  HCH2  0   0.221  -3.8243  -1.5346   1.6458
 BUF  H16  H  HCH1  0   0.205  -5.5104   0.0125   2.3391
 BUF  H17  H  HOH1  0   0.445  -7.1156  -0.6610   0.7722
 BUF  H18  H  HCH2  0   0.230  -4.9177   2.0337   0.9950
 BUF  H19  H  HCH2  0   0.223  -3.5615   1.0733   1.5287
 BUF  H20  H  HCH1  0   0.215  -4.8216   1.0468  -1.2533
 BUF  H21  H  HCH2  0   0.224  -2.8726   2.2078  -2.0400
 BUF  H22  H  HCH2  0   0.223  -3.5148   3.0970  -0.6810
 BUF  H23  H  HCH2  0   0.221  -1.0531   2.9057  -0.5969
 BUF  H24  H  HCH2  0   0.223  -1.8044   2.2005   0.8177
 BUF  H25  H  HCH1  0   0.216  -0.7568   0.6992  -1.6144
 BUF  H26  H  HOH1  0   0.442   0.9886   2.5142  -0.0062
 BUF  H27  H  HCH2  0   0.244   0.1545   1.8208   2.0118
 BUF  H28  H  HCH2  0   0.236  -0.4387   0.1809   2.1120
 BUF  H29  H  HCH2  0   0.234   2.4168   1.1616   2.2444
 BUF  H30  H  HCH2  0   0.243   1.6968  -0.1508   3.1346
 BUF  H31  H  HCH1  0   0.255   2.2479  -1.6886   1.5118
 BUF  H32  H  HCR6  0   0.285   4.1085  -2.5623   0.4525
 BUF  H33  H  HCR6  0   0.286   6.4011  -2.2404  -0.3600
 BUF  H34  H  HCR6  0   0.288   3.6802   1.7063   0.5459

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
 BUF  O3   C3   single  1.418  0.020  1.418
 BUF  C4   C3   single  1.519  0.020  1.519
 BUF  C4   C5   single  1.533  0.020  1.533
 BUF  C3   C2   single  1.525  0.020  1.525
 BUF  C5   C6   single  1.527  0.020  1.527
 BUF  C5   C10  single  1.548  0.020  1.548
 BUF  C6   C7   single  1.524  0.020  1.524
 BUF  C19  C10  single  1.535  0.020  1.535
 BUF  C1   C10  single  1.540  0.020  1.540
 BUF  C1   C2   single  1.522  0.020  1.522
 BUF  C10  C9   single  1.553  0.020  1.553
 BUF  C7   C8   single  1.531  0.020  1.531
 BUF  C9   C8   single  1.539  0.020  1.539
 BUF  C9   C11  single  1.527  0.020  1.527
 BUF  C8   C14  single  1.542  0.020  1.542
 BUF  C11  C12  single  1.520  0.020  1.520
 BUF  C14  O14  single  1.422  0.020  1.422
 BUF  C14  C15  single  1.531  0.020  1.531
 BUF  C14  C13  single  1.545  0.020  1.545
 BUF  C15  C16  single  1.530  0.020  1.530
 BUF  C12  C13  single  1.537  0.020  1.537
 BUF  C13  C18  single  1.526  0.020  1.526
 BUF  C13  C17  single  1.568  0.020  1.568
 BUF  C16  C17  single  1.549  0.020  1.549
 BUF  C17  C20  single  1.506  0.020  1.506
 BUF  C22  C20  single  1.430  0.020  1.430
 BUF  C22  C23  double  1.352  0.020  1.352
 BUF  C20  C21  double  1.346  0.020  1.346
 BUF  C23  C24  single  1.436  0.020  1.436
 BUF  C21  O21  single  1.342  0.020  1.342
 BUF  C24  O21  single  1.364  0.020  1.364
 BUF  C24  O24  double  1.210  0.020  1.210
 BUF  C18  H1   single  0.970  0.020  1.090
 BUF  C18  H2   single  0.970  0.020  1.090
 BUF  C18  H3   single  0.970  0.020  1.090
 BUF  C12  H4   single  0.970  0.020  1.090
 BUF  C12  H5   single  0.970  0.020  1.090
 BUF  C11  H6   single  0.970  0.020  1.090
 BUF  C11  H7   single  0.970  0.020  1.090
 BUF  C9   H8   single  0.970  0.020  1.090
 BUF  C19  H9   single  0.970  0.020  1.090
 BUF  C19  H10  single  0.970  0.020  1.090
 BUF  C19  H11  single  0.970  0.020  1.090
 BUF  C1   H12  single  0.970  0.020  1.090
 BUF  C1   H13  single  0.970  0.020  1.090
 BUF  C2   H14  single  0.970  0.020  1.090
 BUF  C2   H15  single  0.970  0.020  1.090
 BUF  C3   H16  single  0.970  0.020  1.090
 BUF  O3   H17  single  0.850  0.020  0.980
 BUF  C4   H18  single  0.970  0.020  1.090
 BUF  C4   H19  single  0.970  0.020  1.090
 BUF  C5   H20  single  0.970  0.020  1.090
 BUF  C6   H21  single  0.970  0.020  1.090
 BUF  C6   H22  single  0.970  0.020  1.090
 BUF  C7   H23  single  0.970  0.020  1.090
 BUF  C7   H24  single  0.970  0.020  1.090
 BUF  C8   H25  single  0.970  0.020  1.090
 BUF  O14  H26  single  0.850  0.020  0.980
 BUF  C15  H27  single  0.970  0.020  1.090
 BUF  C15  H28  single  0.970  0.020  1.090
 BUF  C16  H29  single  0.970  0.020  1.090
 BUF  C16  H30  single  0.970  0.020  1.090
 BUF  C17  H31  single  0.970  0.020  1.090
 BUF  C22  H32  single  0.930  0.020  1.080
 BUF  C23  H33  single  0.930  0.020  1.080
 BUF  C21  H34  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
 BUF  H3   C18  H2   107.46  3.000
 BUF  H3   C18  H1   107.52  3.000
 BUF  H2   C18  H1   107.01  3.000
 BUF  H3   C18  C13  112.70  3.000
 BUF  H2   C18  C13  111.61  3.000
 BUF  H1   C18  C13  110.27  3.000
 BUF  C17  C13  C14  103.91  3.000
 BUF  C17  C13  C12  106.94  3.000
 BUF  C14  C13  C12  108.95  3.000
 BUF  C17  C13  C18  113.85  3.000
 BUF  C12  C13  C18  109.37  3.000
 BUF  C14  C13  C18  113.47  3.000
 BUF  H5   C12  H4   105.55  3.000
 BUF  H5   C12  C11  108.93  3.000
 BUF  H4   C12  C11  109.78  3.000
 BUF  H5   C12  C13  109.89  3.000
 BUF  H4   C12  C13  108.28  3.000
 BUF  C11  C12  C13  114.07  3.000
 BUF  H7   C11  H6   106.17  3.000
 BUF  H7   C11  C9   110.38  3.000
 BUF  H6   C11  C9   110.20  3.000
 BUF  H7   C11  C12  108.23  3.000
 BUF  H6   C11  C12  109.88  3.000
 BUF  C9   C11  C12  111.81  3.000
 BUF  H8   C9   C8   107.07  3.000
 BUF  H8   C9   C10  107.16  3.000
 BUF  C8   C9   C10  112.30  3.000
 BUF  H8   C9   C11  106.87  3.000
 BUF  C8   C9   C11  110.03  3.000
 BUF  C10  C9   C11  113.05  3.000
 BUF  C5   C10  C1   107.79  3.000
 BUF  C1   C10  C19  106.54  3.000
 BUF  C5   C10  C19  109.42  3.000
 BUF  C1   C10  C9   111.90  3.000
 BUF  C19  C10  C9   111.29  3.000
 BUF  C5   C10  C9   109.78  3.000
 BUF  H11  C19  H10  107.32  3.000
 BUF  H11  C19  H9   107.21  3.000
 BUF  H10  C19  H9   107.09  3.000
 BUF  H11  C19  C10  113.57  3.000
 BUF  H10  C19  C10  109.91  3.000
 BUF  H9   C19  C10  111.44  3.000
 BUF  H13  C1   H12  105.17  3.000
 BUF  H13  C1   C2   110.03  3.000
 BUF  H12  C1   C2   108.50  3.000
 BUF  H13  C1   C10  110.55  3.000
 BUF  H12  C1   C10  107.54  3.000
 BUF  C2   C1   C10  114.58  3.000
 BUF  H15  C2   H14  105.63  3.000
 BUF  H15  C2   C3   108.64  3.000
 BUF  H14  C2   C3   109.84  3.000
 BUF  H15  C2   C1   111.06  3.000
 BUF  H14  C2   C1   109.93  3.000
 BUF  C3   C2   C1   111.56  3.000
 BUF  H16  C3   C4   108.55  3.000
 BUF  H16  C3   O3   109.75  3.000
 BUF  C4   C3   O3   107.90  3.000
 BUF  H16  C3   C2   108.76  3.000
 BUF  C4   C3   C2   109.96  3.000
 BUF  O3   C3   C2   111.87  3.000
 BUF  H17  O3   C3   108.09  3.000
 BUF  H19  C4   H18  105.84  3.000
 BUF  H19  C4   C5   110.77  3.000
 BUF  H18  C4   C5   109.23  3.000
 BUF  H19  C4   C3   107.27  3.000
 BUF  H18  C4   C3   109.66  3.000
 BUF  C5   C4   C3   113.74  3.000
 BUF  H20  C5   C6   107.85  3.000
 BUF  H20  C5   C4   107.38  3.000
 BUF  C6   C5   C4   110.70  3.000
 BUF  H20  C5   C10  106.60  3.000
 BUF  C6   C5   C10  111.43  3.000
 BUF  C4   C5   C10  112.60  3.000
 BUF  H22  C6   H21  105.90  3.000
 BUF  H22  C6   C7   109.50  3.000
 BUF  H21  C6   C7   109.44  3.000
 BUF  H22  C6   C5   109.59  3.000
 BUF  H21  C6   C5   109.86  3.000
 BUF  C7   C6   C5   112.34  3.000
 BUF  H24  C7   H23  106.22  3.000
 BUF  H24  C7   C8   109.82  3.000
 BUF  H23  C7   C8   110.58  3.000
 BUF  H24  C7   C6   109.62  3.000
 BUF  H23  C7   C6   108.40  3.000
 BUF  C8   C7   C6   112.02  3.000
 BUF  H25  C8   C14  105.82  3.000
 BUF  H25  C8   C7   107.24  3.000
 BUF  C14  C8   C7   111.53  3.000
 BUF  H25  C8   C9   107.64  3.000
 BUF  C14  C8   C9   112.97  3.000
 BUF  C7   C8   C9   111.24  3.000
 BUF  C15  C14  O14  108.70  3.000
 BUF  C15  C14  C8   115.23  3.000
 BUF  O14  C14  C8   109.61  3.000
 BUF  C15  C14  C13  102.78  3.000
 BUF  O14  C14  C13  106.01  3.000
 BUF  C8   C14  C13  113.93  3.000
 BUF  H26  O14  C14  108.48  3.000
 BUF  H28  C15  H27  106.20  3.000
 BUF  H28  C15  C16  111.36  3.000
 BUF  H27  C15  C16  111.90  3.000
 BUF  H28  C15  C14  110.76  3.000
 BUF  H27  C15  C14  112.43  3.000
 BUF  C16  C15  C14  104.31  3.000
 BUF  H30  C16  H29  106.05  3.000
 BUF  H30  C16  C17  111.11  3.000
 BUF  H29  C16  C17  111.05  3.000
 BUF  H30  C16  C15  111.93  3.000
 BUF  H29  C16  C15  110.19  3.000
 BUF  C17  C16  C15  106.57  3.000
 BUF  H31  C17  C20  105.01  3.000
 BUF  H31  C17  C16  108.79  3.000
 BUF  C20  C17  C16  114.87  3.000
 BUF  H31  C17  C13  106.82  3.000
 BUF  C20  C17  C13  115.57  3.000
 BUF  C16  C17  C13  105.41  3.000
 BUF  C21  C20  C22  115.45  3.000
 BUF  C21  C20  C17  124.56  3.000
 BUF  C22  C20  C17  119.98  3.000
 BUF  H32  C22  C23  119.33  3.000
 BUF  H32  C22  C20  118.60  3.000
 BUF  C23  C22  C20  122.07  3.000
 BUF  H33  C23  C24  117.81  3.000
 BUF  H33  C23  C22  121.84  3.000
 BUF  C24  C23  C22  120.35  3.000
 BUF  O21  C24  O24  117.29  3.000
 BUF  O24  C24  C23  127.54  3.000
 BUF  O21  C24  C23  115.17  3.000
 BUF  C21  O21  C24  123.79  3.000
 BUF  H34  C21  O21  111.76  3.000
 BUF  H34  C21  C20  125.05  3.000
 BUF  O21  C21  C20  123.18  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
 BUF  Var_01  C9   C11  C12  C13   -57.38  30.0  1
 BUF  Var_02  C3   C2   C1   C10    56.43  30.0  1
 BUF  Var_03  C8   C7   C6   C5     54.40  30.0  1
 BUF  Var_04  C17  C16  C15  C14   -27.23  30.0  1
 BUF  Var_05  C23  C22  C20  C17   179.08  30.0  1
 BUF  Var_06  O21  C21  C20  C17  -179.41  30.0  1
 BUF  Var_07  C24  C23  C22  C20     0.24  30.0  1
 BUF  Var_08  O21  C24  C23  C22    -0.25  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
 BUF  chir_01  C13  C12  C14  C17  negativ
 BUF  chir_02  C9   C11  C8   C10  negativ
 BUF  chir_03  C10  C5   C1   C9   positiv
 BUF  chir_04  C3   O3   C2   C4   negativ
 BUF  chir_05  C5   C10  C6   C4   positiv
 BUF  chir_06  C8   C14  C9   C7   negativ
 BUF  chir_07  C14  C8   C15  C13  negativ
 BUF  chir_08  C17  C13  C16  C20  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
 BUF  plan-1  C23  0.020
 BUF  plan-1  C24  0.020
 BUF  plan-1  O24  0.020
 BUF  plan-1  O21  0.020

