# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 23:20:36 2022
#   Inital geometry file: a 143 line input string
#   Ligand name: (3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxododecahydro-1H-benzo[f]chromen-5-yl acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)O[C@H]1[C@@H](O)[C@H]2C(C)(C)CC[C@H](O)[C@]2(C)[C@@]3(O)C(=O)C[C@@](C)(O[C@]13C)C=C
#
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
 FOK  FOK  '(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxododecahydro-1H-benzo[f]chromen-5-yl acetate'  ligand  63  29  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FOK
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
 FOK  C1    C  CH1   0   0.066  42.2567  -12.7637  52.7173
 FOK  O2    O  OH1   0  -0.699  41.9160  -13.8421  51.8465
 FOK  C2    C  CH2   0  -0.475  43.1572  -13.2970  53.8263
 FOK  C3    C  CH2   0  -0.400  44.5241  -13.7053  53.3090
 FOK  C4    C  CT    0  -0.078  45.2875  -12.5427  52.6584
 FOK  C5    C  CH1   0  -0.205  44.3803  -11.9814  51.5191
 FOK  C6    C  CH1   0   0.016  45.0648  -10.9493  50.6098
 FOK  O3    O  OH1   0  -0.653  45.4522   -9.7907  51.3105
 FOK  C7    C  CH1   0   0.021  44.1980  -10.6424  49.3832
 FOK  O4    O  O2    0  -0.478  44.8414   -9.5939  48.6545
 FOK  C8    C  CT    0   0.242  42.7502  -10.2263  49.6755
 FOK  O1    O  O2    0  -0.510  42.1286  -10.2715  48.4011
 FOK  C9    C  CT    0   0.107  42.1423  -11.3601  50.5630
 FOK  O6    O  OH1   0  -0.686  42.2080  -12.5033  49.7364
 FOK  C10   C  CT    0  -0.091  42.9166  -11.5993  51.9155
 FOK  C11   C  C     0   0.401  40.6434  -11.0400  50.6720
 FOK  O7    O  O     0  -0.376  40.0240  -10.8915  51.6984
 FOK  C12   C  CH2   0  -0.568  39.9616  -10.9926  49.3268
 FOK  C13   C  CT    0   0.199  40.7289  -10.1836  48.2501
 FOK  C14   C  C1    0  -0.177  40.3956  -10.7716  46.9024
 FOK  C15   C  C2    0  -0.540  41.2476  -11.2641  46.0136
 FOK  C16   C  CH3   0  -0.677  40.2322   -8.7299  48.2484
 FOK  C17   C  CH3   0  -0.718  42.6516   -8.8178  50.2645
 FOK  C18   C  CH3   0  -0.660  46.5629  -13.1291  52.0418
 FOK  C19   C  CH3   0  -0.645  45.7266  -11.5570  53.7479
 FOK  C20   C  CH3   0  -0.731  42.8387  -10.3818  52.8634
 FOK  C21   C  C     0   0.567  45.1957   -9.7688  47.3797
 FOK  O5    O  O     0  -0.441  45.0431  -10.7932  46.7667
 FOK  C22   C  CH3   0  -0.773  45.8113   -8.5197  46.8237
 FOK  H1    H  HCH1  0   0.247  41.3408  -12.3735  53.1703
 FOK  HO2   H  HOH1  0   0.469  41.2987  -14.4303  52.2940
 FOK  H21   H  HCH2  0   0.230  43.2551  -12.5581  54.6230
 FOK  H22   H  HCH2  0   0.242  42.6549  -14.1513  54.2909
 FOK  H31   H  HCH2  0   0.226  45.1255  -14.1116  54.1275
 FOK  H32   H  HCH2  0   0.218  44.4119  -14.5143  52.5804
 FOK  H5    H  HCH1  0   0.237  44.2791  -12.8480  50.8554
 FOK  H6    H  HCH1  0   0.238  45.9600  -11.4396  50.2031
 FOK  HO3   H  HOH1  0   0.451  45.9557   -9.2301  50.7109
 FOK  H7    H  HCH1  0   0.271  44.1727  -11.5477  48.7774
 FOK  HO6   H  HOH1  0   0.459  41.9914  -13.2593  50.3162
 FOK  H121  H  HCH2  0   0.290  39.8486  -12.0290  48.9995
 FOK  H122  H  HCH2  0   0.269  38.9567  -10.5868  49.4500
 FOK  H14   H  H     0   0.258  39.3333  -10.7679  46.6738
 FOK  H151  H  H     0   0.239  42.3159  -11.2966  46.1759
 FOK  H152  H  H     0   0.233  40.8871  -11.6585  45.0726
 FOK  H161  H  HCH3  0   0.238  39.2011   -8.6906  47.8948
 FOK  H162  H  HCH3  0   0.240  40.2479   -8.2800  49.2395
 FOK  H163  H  HCH3  0   0.241  40.8403   -8.1195  47.5805
 FOK  H171  H  HCH3  0   0.236  41.6855   -8.6166  50.7255
 FOK  H172  H  HCH3  0   0.265  43.4116   -8.6350  51.0132
 FOK  H173  H  HCH3  0   0.256  42.7925   -8.0848  49.4716
 FOK  H181  H  HCH3  0   0.229  47.2319  -12.3595  51.6548
 FOK  H182  H  HCH3  0   0.229  47.1198  -13.6846  52.7997
 FOK  H183  H  HCH3  0   0.222  46.3364  -13.8225  51.2281
 FOK  H191  H  HCH3  0   0.232  46.3465  -10.7597  53.3465
 FOK  H192  H  HCH3  0   0.226  44.8970  -11.0953  54.2766
 FOK  H193  H  HCH3  0   0.213  46.3209  -12.0950  54.4909
 FOK  H201  H  HCH3  0   0.260  43.6452   -9.6765  52.7101
 FOK  H202  H  HCH3  0   0.252  41.8984   -9.8471  52.7682
 FOK  H203  H  HCH3  0   0.244  42.8968  -10.6957  53.9036
 FOK  H221  H  HCH3  0   0.260  46.1523   -8.6857  45.8058
 FOK  H222  H  HCH3  0   0.272  45.0827   -7.7079  46.8252
 FOK  H223  H  HCH3  0   0.270  46.6537   -8.1985  47.4365

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
 FOK  C1   O2    single  1.427  0.020  1.427
 FOK  C1   C2    single  1.525  0.020  1.525
 FOK  C1   C10   single  1.560  0.020  1.560
 FOK  C1   H1    single  0.970  0.020  1.090
 FOK  O2   HO2   single  0.850  0.020  0.980
 FOK  C2   C3    single  1.517  0.020  1.517
 FOK  C2   H21   single  0.970  0.020  1.090
 FOK  C2   H22   single  0.970  0.020  1.090
 FOK  C3   C4    single  1.535  0.020  1.535
 FOK  C3   H31   single  0.970  0.020  1.090
 FOK  C3   H32   single  0.970  0.020  1.090
 FOK  C4   C5    single  1.561  0.020  1.561
 FOK  C4   C18   single  1.533  0.020  1.533
 FOK  C4   C19   single  1.533  0.020  1.533
 FOK  C5   C6    single  1.537  0.020  1.537
 FOK  C5   C10   single  1.564  0.020  1.564
 FOK  C5   H5    single  0.970  0.020  1.090
 FOK  C6   O3    single  1.408  0.020  1.408
 FOK  C6   C7    single  1.533  0.020  1.533
 FOK  C6   H6    single  0.970  0.020  1.090
 FOK  O3   HO3   single  0.850  0.020  0.980
 FOK  C7   O4    single  1.430  0.020  1.430
 FOK  C7   C8    single  1.535  0.020  1.535
 FOK  C7   H7    single  0.970  0.020  1.090
 FOK  O4   C21   single  1.335  0.020  1.335
 FOK  C8   O1    single  1.419  0.020  1.419
 FOK  C8   C9    single  1.563  0.020  1.563
 FOK  C8   C17   single  1.530  0.020  1.530
 FOK  O1   C13   single  1.411  0.020  1.411
 FOK  C9   O6    single  1.412  0.020  1.412
 FOK  C9   C10   single  1.577  0.020  1.577
 FOK  C9   C11   single  1.537  0.020  1.537
 FOK  O6   HO6   single  0.850  0.020  0.980
 FOK  C10  C20   single  1.545  0.020  1.545
 FOK  C11  O7    double  1.208  0.020  1.208
 FOK  C11  C12   single  1.509  0.020  1.509
 FOK  C12  C13   single  1.550  0.020  1.550
 FOK  C12  H121  single  0.970  0.020  1.090
 FOK  C12  H122  single  0.970  0.020  1.090
 FOK  C13  C14   single  1.508  0.020  1.508
 FOK  C13  C16   single  1.536  0.020  1.536
 FOK  C14  C15   double  1.326  0.020  1.326
 FOK  C14  H14   single  0.930  0.020  1.080
 FOK  C15  H151  single  0.930  0.020  1.080
 FOK  C15  H152  single  0.930  0.020  1.080
 FOK  C16  H161  single  0.970  0.020  1.090
 FOK  C16  H162  single  0.970  0.020  1.090
 FOK  C16  H163  single  0.970  0.020  1.090
 FOK  C17  H171  single  0.970  0.020  1.090
 FOK  C17  H172  single  0.970  0.020  1.090
 FOK  C17  H173  single  0.970  0.020  1.090
 FOK  C18  H181  single  0.970  0.020  1.090
 FOK  C18  H182  single  0.970  0.020  1.090
 FOK  C18  H183  single  0.970  0.020  1.090
 FOK  C19  H191  single  0.970  0.020  1.090
 FOK  C19  H192  single  0.970  0.020  1.090
 FOK  C19  H193  single  0.970  0.020  1.090
 FOK  C20  H201  single  0.970  0.020  1.090
 FOK  C20  H202  single  0.970  0.020  1.090
 FOK  C20  H203  single  0.970  0.020  1.090
 FOK  C21  O5    double  1.204  0.020  1.204
 FOK  C21  C22   single  1.499  0.020  1.499
 FOK  C22  H221  single  0.970  0.020  1.090
 FOK  C22  H222  single  0.970  0.020  1.090
 FOK  C22  H223  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
 FOK  H1    C1   C10   107.50  3.000
 FOK  H1    C1   C2    108.55  3.000
 FOK  C10   C1   C2    112.65  3.000
 FOK  H1    C1   O2    108.80  3.000
 FOK  C10   C1   O2    110.56  3.000
 FOK  C2    C1   O2    108.69  3.000
 FOK  HO2   O2   C1    109.33  3.000
 FOK  H22   C2   H21   105.06  3.000
 FOK  H22   C2   C3    110.37  3.000
 FOK  H21   C2   C3    110.50  3.000
 FOK  H22   C2   C1    108.10  3.000
 FOK  H21   C2   C1    110.31  3.000
 FOK  C3    C2   C1    112.22  3.000
 FOK  H32   C3   H31   106.25  3.000
 FOK  H32   C3   C4    109.18  3.000
 FOK  H31   C3   C4    108.96  3.000
 FOK  H32   C3   C2    109.48  3.000
 FOK  H31   C3   C2    109.89  3.000
 FOK  C4    C3   C2    112.87  3.000
 FOK  C19   C4   C18   107.06  3.000
 FOK  C19   C4   C5    116.99  3.000
 FOK  C18   C4   C5    109.12  3.000
 FOK  C19   C4   C3    109.15  3.000
 FOK  C18   C4   C3    107.12  3.000
 FOK  C5    C4   C3    107.01  3.000
 FOK  H5    C5   C10   105.08  3.000
 FOK  H5    C5   C6    102.35  3.000
 FOK  C10   C5   C6    113.75  3.000
 FOK  H5    C5   C4    102.20  3.000
 FOK  C10   C5   C4    116.54  3.000
 FOK  C6    C5   C4    114.50  3.000
 FOK  H6    C6   C7    104.71  3.000
 FOK  H6    C6   O3    109.10  3.000
 FOK  C7    C6   O3    112.89  3.000
 FOK  H6    C6   C5    106.39  3.000
 FOK  C7    C6   C5    110.86  3.000
 FOK  O3    C6   C5    112.38  3.000
 FOK  HO3   O3   C6    108.23  3.000
 FOK  H7    C7   C8    108.02  3.000
 FOK  H7    C7   O4    109.66  3.000
 FOK  C8    C7   O4    108.83  3.000
 FOK  H7    C7   C6    106.96  3.000
 FOK  C8    C7   C6    115.80  3.000
 FOK  O4    C7   C6    107.47  3.000
 FOK  C21   O4   C7    120.68  3.000
 FOK  C17   C8   C9    115.10  3.000
 FOK  C17   C8   O1    110.30  3.000
 FOK  C9    C8   O1    108.46  3.000
 FOK  C17   C8   C7    112.57  3.000
 FOK  C9    C8   C7    106.17  3.000
 FOK  O1    C8   C7    103.51  3.000
 FOK  C13   O1   C8    121.94  3.000
 FOK  C11   C9   C10   116.73  3.000
 FOK  C11   C9   O6    104.81  3.000
 FOK  C10   C9   O6    110.88  3.000
 FOK  C11   C9   C8    105.58  3.000
 FOK  C10   C9   C8    113.96  3.000
 FOK  O6    C9   C8    103.69  3.000
 FOK  HO6   O6   C9    105.58  3.000
 FOK  C20   C10  C9    112.46  3.000
 FOK  C20   C10  C5    113.29  3.000
 FOK  C9    C10  C5    106.22  3.000
 FOK  C20   C10  C1    104.57  3.000
 FOK  C9    C10  C1    110.26  3.000
 FOK  C5    C10  C1    110.10  3.000
 FOK  C12   C11  O7    121.46  3.000
 FOK  C12   C11  C9    112.59  3.000
 FOK  O7    C11  C9    125.88  3.000
 FOK  H122  C12  H121  106.94  3.000
 FOK  H122  C12  C13   109.90  3.000
 FOK  H121  C12  C13   109.76  3.000
 FOK  H122  C12  C11   109.11  3.000
 FOK  H121  C12  C11   106.50  3.000
 FOK  C13   C12  C11   114.33  3.000
 FOK  C16   C13  C14   107.25  3.000
 FOK  C16   C13  C12   109.55  3.000
 FOK  C14   C13  C12   107.94  3.000
 FOK  C16   C13  O1    112.33  3.000
 FOK  C14   C13  O1    106.90  3.000
 FOK  C12   C13  O1    112.60  3.000
 FOK  H14   C14  C15   119.23  3.000
 FOK  H14   C14  C13   113.75  3.000
 FOK  C15   C14  C13   127.01  3.000
 FOK  H152  C15  H151  116.67  3.000
 FOK  H152  C15  C14   120.27  3.000
 FOK  H151  C15  C14   123.05  3.000
 FOK  H163  C16  H162  108.57  3.000
 FOK  H163  C16  H161  107.97  3.000
 FOK  H162  C16  H161  107.09  3.000
 FOK  H163  C16  C13   110.50  3.000
 FOK  H162  C16  C13   112.67  3.000
 FOK  H161  C16  C13   109.88  3.000
 FOK  H173  C17  H172  107.40  3.000
 FOK  H173  C17  H171  107.37  3.000
 FOK  H172  C17  H171  107.39  3.000
 FOK  H173  C17  C8    109.34  3.000
 FOK  H172  C17  C8    112.12  3.000
 FOK  H171  C17  C8    112.96  3.000
 FOK  H183  C18  H182  107.44  3.000
 FOK  H183  C18  H181  108.10  3.000
 FOK  H182  C18  H181  106.99  3.000
 FOK  H183  C18  C4    111.70  3.000
 FOK  H182  C18  C4    109.85  3.000
 FOK  H181  C18  C4    112.52  3.000
 FOK  H193  C19  H192  107.07  3.000
 FOK  H193  C19  H191  107.58  3.000
 FOK  H192  C19  H191  107.66  3.000
 FOK  H193  C19  C4    108.80  3.000
 FOK  H192  C19  C4    113.59  3.000
 FOK  H191  C19  C4    111.87  3.000
 FOK  H203  C20  H202  105.79  3.000
 FOK  H203  C20  H201  106.48  3.000
 FOK  H202  C20  H201  108.18  3.000
 FOK  H203  C20  C10   110.89  3.000
 FOK  H202  C20  C10   112.20  3.000
 FOK  H201  C20  C10   112.89  3.000
 FOK  C22   C21  O5    124.90  3.000
 FOK  C22   C21  O4    110.74  3.000
 FOK  O5    C21  O4    124.36  3.000
 FOK  H223  C22  H222  107.22  3.000
 FOK  H223  C22  H221  109.22  3.000
 FOK  H222  C22  H221  108.95  3.000
 FOK  H223  C22  C21   110.75  3.000
 FOK  H222  C22  C21   110.19  3.000
 FOK  H221  C22  C21   110.44  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
 FOK  Var_01  C4    C3   C2   C1     60.01  30.0  1
 FOK  Var_02  C5    C4   C3   C2    -56.58  30.0  1
 FOK  Var_03  C13   C12  C11  C9    -46.26  30.0  1
 FOK  Var_04  H181  C18  C4   C3   -173.31  30.0  3
 FOK  Var_05  H191  C19  C4   C3    175.02  30.0  3
 FOK  Var_06  O5    C21  O4   C7     -1.95  30.0  3
 FOK  Var_07  H151  C15  C14  C13     0.16   0.0  2
 FOK  Var_08  H221  C22  C21  O4    176.58  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
 FOK  chir_01  C1   O2   C2   C10  negativ
 FOK  chir_02  C5   C10  C6   C4   negativ
 FOK  chir_03  C6   O3   C5   C7   negativ
 FOK  chir_04  C7   O4   C6   C8   negativ
 FOK  chir_05  C8   O1   C9   C7   negativ
 FOK  chir_06  C9   C11  C10  C8   positiv
 FOK  chir_07  C10  C5   C9   C1   negativ
 FOK  chir_08  C13  C12  O1   C16  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
 FOK  plan-1  C9    0.020
 FOK  plan-1  C11   0.020
 FOK  plan-1  O7    0.020
 FOK  plan-1  C12   0.020
 FOK  plan-2  C13   0.020
 FOK  plan-2  C14   0.020
 FOK  plan-2  C15   0.020
 FOK  plan-2  H14   0.020
 FOK  plan-2  H151  0.020
 FOK  plan-2  H152  0.020
 FOK  plan-3  O4    0.020
 FOK  plan-3  C21   0.020
 FOK  plan-3  O5    0.020
 FOK  plan-3  C22   0.020

