# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Thu Jul  9 13:25:29 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: (11alpha)-9-fluoro-11,17,21-trihydroxypregn-4-ene-3,20-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12C[C@H](O)[C@@]3(F)[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@]2(O)C(=O)CO
#
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
 ZK5  ZK5  (11alpha)-9-fluoro-11,17,21-trihydroxypregn-4-ene-3,20-dione  ligand  56  27  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZK5
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
 ZK5  C2    C  CH2   0  -0.575  -1.7578   0.1862  -4.6077
 ZK5  C3    C  C     0   0.405  -0.4821   0.6789  -5.2313
 ZK5  C4    C  C1    0  -0.464   0.7436   0.3494  -4.5069
 ZK5  C5    C  C     0   0.253   0.7570  -0.2319  -3.2970
 ZK5  C6    C  CH2   0  -0.510   2.0327  -0.7622  -2.7225
 ZK5  C7    C  CH2   0  -0.418   2.2500  -0.3754  -1.2662
 ZK5  C1    C  CH2   0  -0.467  -1.6973   0.2630  -3.0895
 ZK5  C8    C  CH1   0  -0.301   1.0168  -0.6118  -0.3962
 ZK5  C9    C  CT    0   0.422  -0.2283   0.0145  -1.0439
 ZK5  C10   C  CT    0  -0.188  -0.5019  -0.4991  -2.4933
 ZK5  C11   C  CH1   0   0.015  -1.4689   0.0283  -0.1257
 ZK5  C12   C  CH2   0  -0.479  -1.1576   0.5396   1.2879
 ZK5  C13   C  CT    0  -0.065   0.0342  -0.1643   1.9297
 ZK5  C14   C  CH1   0  -0.193   1.2352  -0.0092   0.9867
 ZK5  C15   C  CH2   0  -0.448   2.4172  -0.4972   1.8193
 ZK5  C16   C  CH2   0  -0.468   2.0572  -0.0741   3.2618
 ZK5  C17   C  CT    0   0.139   0.6261   0.5087   3.2119
 ZK5  C18   C  CH3   0  -0.693  -0.2714  -1.6377   2.2414
 ZK5  C19   C  CH3   0  -0.661  -0.7586  -2.0185  -2.5885
 ZK5  C20   C  C     0   0.351  -0.1972   0.2157   4.4665
 ZK5  C21   C  CH2   0  -0.243  -1.3082   1.1925   4.7829
 ZK5  F9    F  F     0  -0.391   0.0796   1.3829  -1.2083
 ZK5  O1    O  O     0  -0.439  -0.4555   1.2510  -6.3076
 ZK5  O2    O  OH1   0  -0.654  -2.0284  -1.2622  -0.1189
 ZK5  O3    O  OH1   0  -0.671   0.6411   1.9044   2.9987
 ZK5  O4    O  O     0  -0.387   0.0082  -0.7393   5.1755
 ZK5  O5    O  OH1   0  -0.660  -2.0888   0.6721   5.8190
 ZK5  H2C1  H  HCH2  0   0.267  -2.6037   0.7591  -4.9903
 ZK5  H2C2  H  HCH2  0   0.268  -1.9062  -0.8479  -4.9394
 ZK5  H4    H  H     0   0.250   1.6799   0.5215  -5.0289
 ZK5  H6C1  H  HCH2  0   0.261   2.8804  -0.4444  -3.3313
 ZK5  H6C2  H  HCH2  0   0.258   1.9935  -1.8548  -2.7982
 ZK5  H7C1  H  HCH2  0   0.231   2.5442   0.6754  -1.2058
 ZK5  H7C2  H  HCH2  0   0.250   3.0890  -0.9490  -0.8678
 ZK5  H1C1  H  HCH2  0   0.252  -1.6489   1.3164  -2.8083
 ZK5  H1C2  H  HCH2  0   0.255  -2.6266  -0.1298  -2.6742
 ZK5  H8    H  HCH1  0   0.248   0.8506  -1.6897  -0.3056
 ZK5  H11   H  HCH1  0   0.236  -2.1802   0.7394  -0.5676
 ZK5  H121  H  HCH2  0   0.240  -2.0694   0.4328   1.8878
 ZK5  H122  H  HCH2  0   0.252  -0.9666   1.6120   1.2251
 ZK5  H14   H  HCH1  0   0.241   1.3821   1.0645   0.8344
 ZK5  H151  H  HCH2  0   0.230   2.5289  -1.5819   1.7480
 ZK5  H152  H  HCH2  0   0.244   3.3604  -0.0599   1.4925
 ZK5  H161  H  HCH2  0   0.251   2.1083  -0.9219   3.9422
 ZK5  H162  H  HCH2  0   0.252   2.7490   0.6745   3.6546
 ZK5  H181  H  HCH3  0   0.255  -0.3167  -2.2397   1.3393
 ZK5  H182  H  HCH3  0   0.239   0.4746  -2.0918   2.8920
 ZK5  H183  H  HCH3  0   0.231  -1.2372  -1.7407   2.7393
 ZK5  H191  H  HCH3  0   0.237  -0.6734  -2.3397  -3.6274
 ZK5  H192  H  HCH3  0   0.240  -0.0448  -2.6072  -2.0152
 ZK5  H193  H  HCH3  0   0.256  -1.7537  -2.2713  -2.2386
 ZK5  H211  H  HCH2  0   0.242  -0.8477   2.1542   5.0468
 ZK5  H212  H  HCH2  0   0.236  -1.8868   1.3807   3.8676
 ZK5  H2    H  HOH1  0   0.456  -2.7483  -1.2731   0.5200
 ZK5  H3    H  HOH1  0   0.453   1.2909   2.3022   3.5877
 ZK5  H5    H  HOH1  0   0.461  -2.7560   1.3288   6.0373

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
 ZK5  C2   C3    single  1.503  0.020  1.503
 ZK5  C2   C1    single  1.521  0.020  1.521
 ZK5  C2   H2C1  single  0.970  0.020  1.090
 ZK5  C2   H2C2  single  0.970  0.020  1.090
 ZK5  C3   C4    single  1.461  0.020  1.461
 ZK5  C3   O1    double  1.219  0.020  1.219
 ZK5  C4   C5    double  1.342  0.020  1.342
 ZK5  C4   H4    single  0.930  0.020  1.080
 ZK5  C5   C6    single  1.496  0.020  1.496
 ZK5  C5   C10   single  1.517  0.020  1.517
 ZK5  C6   C7    single  1.522  0.020  1.522
 ZK5  C6   H6C1  single  0.970  0.020  1.090
 ZK5  C6   H6C2  single  0.970  0.020  1.090
 ZK5  C7   C8    single  1.528  0.020  1.528
 ZK5  C7   H7C1  single  0.970  0.020  1.090
 ZK5  C7   H7C2  single  0.970  0.020  1.090
 ZK5  C1   C10   single  1.538  0.020  1.538
 ZK5  C1   H1C1  single  0.970  0.020  1.090
 ZK5  C1   H1C2  single  0.970  0.020  1.090
 ZK5  C8   C9    single  1.537  0.020  1.537
 ZK5  C8   C14   single  1.524  0.020  1.524
 ZK5  C8   H8    single  0.970  0.020  1.090
 ZK5  C9   C10   single  1.562  0.020  1.562
 ZK5  C9   C11   single  1.544  0.020  1.544
 ZK5  C9   F9    single  1.412  0.020  1.412
 ZK5  C10  C19   single  1.544  0.020  1.544
 ZK5  C11  C12   single  1.535  0.020  1.535
 ZK5  C11  O2    single  1.407  0.020  1.407
 ZK5  C11  H11   single  0.970  0.020  1.090
 ZK5  C12  C13   single  1.526  0.020  1.526
 ZK5  C12  H121  single  0.970  0.020  1.090
 ZK5  C12  H122  single  0.970  0.020  1.090
 ZK5  C13  C14   single  1.535  0.020  1.535
 ZK5  C13  C17   single  1.564  0.020  1.564
 ZK5  C13  C18   single  1.537  0.020  1.537
 ZK5  C14  C15   single  1.526  0.020  1.526
 ZK5  C14  H14   single  0.970  0.020  1.090
 ZK5  C15  C16   single  1.546  0.020  1.546
 ZK5  C15  H151  single  0.970  0.020  1.090
 ZK5  C15  H152  single  0.970  0.020  1.090
 ZK5  C16  C17   single  1.546  0.020  1.546
 ZK5  C16  H161  single  0.970  0.020  1.090
 ZK5  C16  H162  single  0.970  0.020  1.090
 ZK5  C17  C20   single  1.529  0.020  1.529
 ZK5  C17  O3    single  1.412  0.020  1.412
 ZK5  C18  H181  single  0.970  0.020  1.090
 ZK5  C18  H182  single  0.970  0.020  1.090
 ZK5  C18  H183  single  0.970  0.020  1.090
 ZK5  C19  H191  single  0.970  0.020  1.090
 ZK5  C19  H192  single  0.970  0.020  1.090
 ZK5  C19  H193  single  0.970  0.020  1.090
 ZK5  C20  C21   single  1.513  0.020  1.513
 ZK5  C20  O4    double  1.207  0.020  1.207
 ZK5  C21  O5    single  1.398  0.020  1.398
 ZK5  C21  H211  single  0.970  0.020  1.090
 ZK5  C21  H212  single  0.970  0.020  1.090
 ZK5  O2   H2    single  0.850  0.020  0.980
 ZK5  O3   H3    single  0.850  0.020  0.980
 ZK5  O5   H5    single  0.850  0.020  0.980

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
 ZK5  H2C2  C2   H2C1  106.52  3.000
 ZK5  H2C2  C2   C1    110.80  3.000
 ZK5  H2C1  C2   C1    110.76  3.000
 ZK5  H2C2  C2   C3    107.37  3.000
 ZK5  H2C1  C2   C3    109.90  3.000
 ZK5  C1    C2   C3    111.33  3.000
 ZK5  O1    C3   C4    121.67  3.000
 ZK5  O1    C3   C2    122.59  3.000
 ZK5  C4    C3   C2    115.61  3.000
 ZK5  H4    C4   C5    119.56  3.000
 ZK5  H4    C4   C3    116.70  3.000
 ZK5  C5    C4   C3    123.56  3.000
 ZK5  C10   C5   C6    116.21  3.000
 ZK5  C10   C5   C4    123.06  3.000
 ZK5  C6    C5   C4    120.53  3.000
 ZK5  H6C2  C6   H6C1  106.25  3.000
 ZK5  H6C2  C6   C7    108.93  3.000
 ZK5  H6C1  C6   C7    110.42  3.000
 ZK5  H6C2  C6   C5    107.24  3.000
 ZK5  H6C1  C6   C5    110.18  3.000
 ZK5  C7    C6   C5    113.51  3.000
 ZK5  H7C2  C7   H7C1  106.14  3.000
 ZK5  H7C2  C7   C8    109.35  3.000
 ZK5  H7C1  C7   C8    109.55  3.000
 ZK5  H7C2  C7   C6    108.99  3.000
 ZK5  H7C1  C7   C6    109.61  3.000
 ZK5  C8    C7   C6    112.97  3.000
 ZK5  H1C2  C1   H1C1  106.69  3.000
 ZK5  H1C2  C1   C10   109.64  3.000
 ZK5  H1C1  C1   C10   110.12  3.000
 ZK5  H1C2  C1   C2    109.14  3.000
 ZK5  H1C1  C1   C2    107.92  3.000
 ZK5  C10   C1   C2    113.13  3.000
 ZK5  H8    C8   C14   109.64  3.000
 ZK5  H8    C8   C9    108.26  3.000
 ZK5  C14   C8   C9    109.71  3.000
 ZK5  H8    C8   C7    108.79  3.000
 ZK5  C14   C8   C7    109.87  3.000
 ZK5  C9    C8   C7    110.54  3.000
 ZK5  F9    C9   C11   103.64  3.000
 ZK5  F9    C9   C10   104.41  3.000
 ZK5  C11   C9   C10   114.47  3.000
 ZK5  F9    C9   C8    105.50  3.000
 ZK5  C11   C9   C8    113.83  3.000
 ZK5  C10   C9   C8    113.51  3.000
 ZK5  C19   C10  C9    114.20  3.000
 ZK5  C19   C10  C1    109.54  3.000
 ZK5  C9    C10  C1    109.44  3.000
 ZK5  C19   C10  C5    106.18  3.000
 ZK5  C9    C10  C5    106.76  3.000
 ZK5  C1    C10  C5    110.63  3.000
 ZK5  H11   C11  O2    109.77  3.000
 ZK5  H11   C11  C12   106.63  3.000
 ZK5  O2    C11  C12   112.45  3.000
 ZK5  H11   C11  C9    106.67  3.000
 ZK5  O2    C11  C9    108.32  3.000
 ZK5  C12   C11  C9    112.82  3.000
 ZK5  H122  C12  H121  105.83  3.000
 ZK5  H122  C12  C13   109.93  3.000
 ZK5  H121  C12  C13   111.99  3.000
 ZK5  H122  C12  C11   108.05  3.000
 ZK5  H121  C12  C11   107.62  3.000
 ZK5  C13   C12  C11   113.08  3.000
 ZK5  C18   C13  C17   108.75  3.000
 ZK5  C18   C13  C14   112.16  3.000
 ZK5  C17   C13  C14    99.45  3.000
 ZK5  C18   C13  C12   111.86  3.000
 ZK5  C17   C13  C12   116.22  3.000
 ZK5  C14   C13  C12   107.83  3.000
 ZK5  H14   C14  C15   106.60  3.000
 ZK5  H14   C14  C13   106.84  3.000
 ZK5  C15   C14  C13   103.80  3.000
 ZK5  H14   C14  C8    106.31  3.000
 ZK5  C15   C14  C8    118.66  3.000
 ZK5  C13   C14  C8    113.92  3.000
 ZK5  H152  C15  H151  106.87  3.000
 ZK5  H152  C15  C16   111.82  3.000
 ZK5  H151  C15  C16   110.88  3.000
 ZK5  H152  C15  C14   112.24  3.000
 ZK5  H151  C15  C14   111.16  3.000
 ZK5  C16   C15  C14   103.96  3.000
 ZK5  H162  C16  H161  106.22  3.000
 ZK5  H162  C16  C17   109.85  3.000
 ZK5  H161  C16  C17   110.94  3.000
 ZK5  H162  C16  C15   112.07  3.000
 ZK5  H161  C16  C15   111.05  3.000
 ZK5  C17   C16  C15   106.78  3.000
 ZK5  O3    C17  C20   108.61  3.000
 ZK5  O3    C17  C16   111.57  3.000
 ZK5  C20   C17  C16   113.56  3.000
 ZK5  O3    C17  C13   107.79  3.000
 ZK5  C20   C17  C13   112.73  3.000
 ZK5  C16   C17  C13   102.39  3.000
 ZK5  H183  C18  H182  107.11  3.000
 ZK5  H183  C18  H181  106.85  3.000
 ZK5  H182  C18  H181  107.09  3.000
 ZK5  H183  C18  C13   111.04  3.000
 ZK5  H182  C18  C13   112.63  3.000
 ZK5  H181  C18  C13   111.81  3.000
 ZK5  H193  C19  H192  107.80  3.000
 ZK5  H193  C19  H191  108.07  3.000
 ZK5  H192  C19  H191  106.93  3.000
 ZK5  H193  C19  C10   111.22  3.000
 ZK5  H192  C19  C10   113.00  3.000
 ZK5  H191  C19  C10   109.60  3.000
 ZK5  O4    C20  C21   120.86  3.000
 ZK5  O4    C20  C17   122.82  3.000
 ZK5  C21   C20  C17   116.32  3.000
 ZK5  H212  C21  H211  105.72  3.000
 ZK5  H212  C21  O5    112.77  3.000
 ZK5  H211  C21  O5    112.46  3.000
 ZK5  H212  C21  C20   108.84  3.000
 ZK5  H211  C21  C20   107.92  3.000
 ZK5  O5    C21  C20   108.95  3.000
 ZK5  H2    O2   C11   108.12  3.000
 ZK5  H3    O3   C17   108.85  3.000
 ZK5  H5    O5   C21   107.55  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
 ZK5  Var_01  C5   C4   C3   C2    -6.63  30.0  1
 ZK5  Var_02  C10  C1   C2   C3   -55.98  30.0  1
 ZK5  Var_03  C6   C5   C4   C3   168.97  30.0  1
 ZK5  Var_04  C1   C2   C3   C4    36.65  30.0  1
 ZK5  Var_05  C7   C6   C5   C4   134.23  30.0  1
 ZK5  Var_06  C8   C7   C6   C5    47.49  30.0  1
 ZK5  Var_07  C17  C16  C15  C14    5.54  30.0  1
 ZK5  Var_08  O5   C21  C20  C17  170.59  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
 ZK5  chir_01  C8   C7   C9   C14  positiv
 ZK5  chir_02  C9   C11  C10  C8   positiv
 ZK5  chir_03  C10  C9   C1   C5   negativ
 ZK5  chir_04  C11  O2   C9   C12  positiv
 ZK5  chir_05  C13  C14  C17  C12  negativ
 ZK5  chir_06  C14  C15  C13  C8   positiv
 ZK5  chir_07  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
 ZK5  plan-1  C2   0.020
 ZK5  plan-1  C3   0.020
 ZK5  plan-1  C4   0.020
 ZK5  plan-1  O1   0.020
 ZK5  plan-2  C17  0.020
 ZK5  plan-2  C20  0.020
 ZK5  plan-2  C21  0.020
 ZK5  plan-2  O4   0.020

