# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 01:34:26 2022
#   Inital geometry file: a 129 line input string
#   Ligand name: (11alpha,14beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@](O)(C(=O)CO)[C@@]4(C)C[C@H](O)[C@H]23
#
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
 HCY  HCY  (11alpha,14beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione  ligand  56  26  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HCY
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
 HCY  C1    C  CH2   0  -0.468  -3.3342   1.6962   0.1809
 HCY  C2    C  CH2   0  -0.574  -3.7410   1.6220  -1.2809
 HCY  C3    C  C     0   0.403  -4.6109   0.4204  -1.5361
 HCY  C4    C  C1    0  -0.444  -4.3046  -0.7700  -0.7460
 HCY  C5    C  C     0   0.219  -3.3765  -0.7950   0.2256
 HCY  C6    C  CH2   0  -0.504  -2.8867  -2.0848   0.7940
 HCY  C7    C  CH2   0  -0.420  -1.4323  -2.2684   0.3424
 HCY  C8    C  CH1   0  -0.241  -0.5379  -1.0595   0.6284
 HCY  C9    C  CH1   0  -0.211  -1.1924   0.2459   0.1241
 HCY  C10   C  CT    0  -0.117  -2.6336   0.4345   0.6981
 HCY  C12   C  CH2   0  -0.470   1.1016   1.2222  -0.3860
 HCY  C11   C  CH1   0   0.052  -0.2854   1.4786   0.2227
 HCY  C13   C  CT    0  -0.065   1.7633  -0.0548   0.1252
 HCY  C14   C  CH1   0  -0.180   0.7928  -1.2266  -0.0911
 HCY  C15   C  CH2   0  -0.449   1.6448  -2.4616   0.1892
 HCY  C16   C  CH2   0  -0.468   3.0591  -2.0627  -0.2895
 HCY  C17   C  CT    0   0.143   2.9848  -0.5765  -0.7029
 HCY  C18   C  CH3   0  -0.685   2.1781   0.0821   1.5965
 HCY  C19   C  CH3   0  -0.667  -2.6919   0.4953   2.2356
 HCY  C20   C  C     0   0.348   4.2702   0.2003  -0.4188
 HCY  C21   C  CH2   0  -0.244   4.5291   1.4110  -1.2895
 HCY  O1    O  O     0  -0.443  -5.4756   0.4119  -2.3966
 HCY  O2    O  OH1   0  -0.657  -0.2219   1.9197   1.5612
 HCY  O3    O  OH1   0  -0.673   2.6659  -0.4334  -2.0715
 HCY  O4    O  O     0  -0.387   5.0457  -0.1141   0.4512
 HCY  O5    O  OH1   0  -0.661   5.6172   2.1192  -0.7710
 HCY  H4    H  H     0   0.247  -4.8081  -1.6881  -1.0336
 HCY  H2C1  H  HCH2  0   0.266  -4.2654   2.5274  -1.5908
 HCY  H2C2  H  HCH2  0   0.262  -2.8618   1.5386  -1.9311
 HCY  H6C1  H  HCH2  0   0.254  -2.9424  -2.0826   1.8851
 HCY  H6C2  H  HCH2  0   0.254  -3.4928  -2.9207   0.4411
 HCY  H7C1  H  HCH2  0   0.248  -1.0175  -3.1601   0.8176
 HCY  H7C2  H  HCH2  0   0.221  -1.4297  -2.4590  -0.7364
 HCY  H8    H  HCH1  0   0.227  -0.3715  -1.0023   1.7086
 HCY  H1C1  H  HCH2  0   0.255  -2.7126   2.5743   0.3604
 HCY  H1C2  H  HCH2  0   0.245  -4.2386   1.8459   0.7796
 HCY  H191  H  HCH3  0   0.226  -3.7066   0.2778   2.5764
 HCY  H192  H  HCH3  0   0.235  -2.0225  -0.2044   2.7313
 HCY  H193  H  HCH3  0   0.247  -2.4353   1.4920   2.5859
 HCY  H9    H  HCH1  0   0.231  -1.3174   0.1013  -0.9589
 HCY  H11   H  HCH1  0   0.216  -0.7419   2.2628  -0.3992
 HCY  H14   H  HCH1  0   0.227   0.5471  -1.2405  -1.1608
 HCY  H2    H  HOH1  0   0.447   0.3856   2.6653   1.6016
 HCY  H121  H  HCH2  0   0.242   0.9726   1.1641  -1.4691
 HCY  H122  H  HCH2  0   0.233   1.7278   2.1036  -0.2024
 HCY  H181  H  HCH3  0   0.254   1.3114   0.1560   2.2456
 HCY  H182  H  HCH3  0   0.236   2.7732  -0.7617   1.9447
 HCY  H183  H  HCH3  0   0.229   2.7699   0.9854   1.7540
 HCY  H151  H  HCH2  0   0.228   1.6491  -2.6994   1.2558
 HCY  H152  H  HCH2  0   0.241   1.2744  -3.3464  -0.3282
 HCY  H161  H  HCH2  0   0.249   3.7967  -2.2096   0.4976
 HCY  H162  H  HCH2  0   0.250   3.3942  -2.6690  -1.1347
 HCY  H3    H  HOH1  0   0.452   3.2235  -1.0265  -2.5860
 HCY  H211  H  HCH2  0   0.242   4.7077   1.0585  -2.3141
 HCY  H212  H  HCH2  0   0.236   3.6128   2.0157  -1.3365
 HCY  H5    H  HOH1  0   0.461   5.8093   2.8407  -1.3764

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
 HCY  O1   C3    double  1.220  0.020  1.220
 HCY  C3   C4    single  1.461  0.020  1.461
 HCY  C3   C2    single  1.505  0.020  1.505
 HCY  C4   C5    double  1.344  0.020  1.344
 HCY  C5   C6    single  1.492  0.020  1.492
 HCY  C5   C10   single  1.512  0.020  1.512
 HCY  C6   C7    single  1.534  0.020  1.534
 HCY  C7   C8    single  1.531  0.020  1.531
 HCY  C2   C1    single  1.519  0.020  1.519
 HCY  C1   C10   single  1.533  0.020  1.533
 HCY  C10  C19   single  1.540  0.020  1.540
 HCY  C10  C9    single  1.563  0.020  1.563
 HCY  C9   C8    single  1.545  0.020  1.545
 HCY  C9   C11   single  1.534  0.020  1.534
 HCY  C8   C14   single  1.522  0.020  1.522
 HCY  C11  O2    single  1.411  0.020  1.411
 HCY  C11  C12   single  1.536  0.020  1.536
 HCY  C12  C13   single  1.526  0.020  1.526
 HCY  C13  C18   single  1.535  0.020  1.535
 HCY  C13  C14   single  1.537  0.020  1.537
 HCY  C13  C17   single  1.565  0.020  1.565
 HCY  C14  C15   single  1.526  0.020  1.526
 HCY  C15  C16   single  1.546  0.020  1.546
 HCY  C16  C17   single  1.544  0.020  1.544
 HCY  C17  O3    single  1.413  0.020  1.413
 HCY  C17  C20   single  1.529  0.020  1.529
 HCY  C20  O4    double  1.207  0.020  1.207
 HCY  C20  C21   single  1.514  0.020  1.514
 HCY  C21  O5    single  1.398  0.020  1.398
 HCY  C4   H4    single  0.930  0.020  1.080
 HCY  C2   H2C1  single  0.970  0.020  1.090
 HCY  C2   H2C2  single  0.970  0.020  1.090
 HCY  C6   H6C1  single  0.970  0.020  1.090
 HCY  C6   H6C2  single  0.970  0.020  1.090
 HCY  C7   H7C1  single  0.970  0.020  1.090
 HCY  C7   H7C2  single  0.970  0.020  1.090
 HCY  C8   H8    single  0.970  0.020  1.090
 HCY  C1   H1C1  single  0.970  0.020  1.090
 HCY  C1   H1C2  single  0.970  0.020  1.090
 HCY  C19  H191  single  0.970  0.020  1.090
 HCY  C19  H192  single  0.970  0.020  1.090
 HCY  C19  H193  single  0.970  0.020  1.090
 HCY  C9   H9    single  0.970  0.020  1.090
 HCY  C11  H11   single  0.970  0.020  1.090
 HCY  C14  H14   single  0.970  0.020  1.090
 HCY  O2   H2    single  0.850  0.020  0.980
 HCY  C12  H121  single  0.970  0.020  1.090
 HCY  C12  H122  single  0.970  0.020  1.090
 HCY  C18  H181  single  0.970  0.020  1.090
 HCY  C18  H182  single  0.970  0.020  1.090
 HCY  C18  H183  single  0.970  0.020  1.090
 HCY  C15  H151  single  0.970  0.020  1.090
 HCY  C15  H152  single  0.970  0.020  1.090
 HCY  C16  H161  single  0.970  0.020  1.090
 HCY  C16  H162  single  0.970  0.020  1.090
 HCY  O3   H3    single  0.850  0.020  0.980
 HCY  C21  H211  single  0.970  0.020  1.090
 HCY  C21  H212  single  0.970  0.020  1.090
 HCY  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
 HCY  H1C2  C1   H1C1  105.71  3.000
 HCY  H1C2  C1   C10   107.79  3.000
 HCY  H1C1  C1   C10   110.28  3.000
 HCY  H1C2  C1   C2    108.15  3.000
 HCY  H1C1  C1   C2    110.50  3.000
 HCY  C10   C1   C2    114.01  3.000
 HCY  H2C2  C2   H2C1  106.25  3.000
 HCY  H2C2  C2   C3    107.58  3.000
 HCY  H2C1  C2   C3    109.66  3.000
 HCY  H2C2  C2   C1    111.07  3.000
 HCY  H2C1  C2   C1    111.19  3.000
 HCY  C3    C2   C1    110.91  3.000
 HCY  O1    C3   C4    121.62  3.000
 HCY  C4    C3   C2    115.94  3.000
 HCY  O1    C3   C2    122.33  3.000
 HCY  H4    C4   C5    119.74  3.000
 HCY  H4    C4   C3    116.63  3.000
 HCY  C5    C4   C3    123.42  3.000
 HCY  C10   C5   C6    115.00  3.000
 HCY  C10   C5   C4    123.37  3.000
 HCY  C6    C5   C4    121.20  3.000
 HCY  H6C2  C6   H6C1  107.23  3.000
 HCY  H6C2  C6   C7    109.87  3.000
 HCY  H6C1  C6   C7    110.03  3.000
 HCY  H6C2  C6   C5    110.90  3.000
 HCY  H6C1  C6   C5    111.21  3.000
 HCY  C7    C6   C5    107.61  3.000
 HCY  H7C2  C7   H7C1  106.59  3.000
 HCY  H7C2  C7   C8    108.66  3.000
 HCY  H7C1  C7   C8    109.97  3.000
 HCY  H7C2  C7   C6    108.24  3.000
 HCY  H7C1  C7   C6    109.26  3.000
 HCY  C8    C7   C6    113.86  3.000
 HCY  H8    C8   C14   109.83  3.000
 HCY  H8    C8   C9    110.03  3.000
 HCY  C14   C8   C9    107.99  3.000
 HCY  H8    C8   C7    108.34  3.000
 HCY  C14   C8   C7    109.62  3.000
 HCY  C9    C8   C7    111.03  3.000
 HCY  H9    C9   C11   103.66  3.000
 HCY  H9    C9   C10   105.83  3.000
 HCY  C11   C9   C10   115.14  3.000
 HCY  H9    C9   C8    104.98  3.000
 HCY  C11   C9   C8    114.06  3.000
 HCY  C10   C9   C8    111.89  3.000
 HCY  C19   C10  C9    113.98  3.000
 HCY  C9    C10  C5    103.90  3.000
 HCY  C19   C10  C5    109.00  3.000
 HCY  C9    C10  C1    113.38  3.000
 HCY  C19   C10  C1    106.68  3.000
 HCY  C5    C10  C1    109.83  3.000
 HCY  H122  C12  H121  106.04  3.000
 HCY  H122  C12  C13   111.64  3.000
 HCY  H121  C12  C13   109.80  3.000
 HCY  H122  C12  C11   108.36  3.000
 HCY  H121  C12  C11   107.16  3.000
 HCY  C13   C12  C11   113.47  3.000
 HCY  H11   C11  O2    109.40  3.000
 HCY  H11   C11  C12   105.64  3.000
 HCY  O2    C11  C12   112.80  3.000
 HCY  H11   C11  C9    106.93  3.000
 HCY  C12   C11  C9    111.98  3.000
 HCY  O2    C11  C9    109.81  3.000
 HCY  C18   C13  C17   109.03  3.000
 HCY  C17   C13  C14    99.45  3.000
 HCY  C18   C13  C14   111.93  3.000
 HCY  C17   C13  C12   116.10  3.000
 HCY  C14   C13  C12   108.48  3.000
 HCY  C18   C13  C12   111.32  3.000
 HCY  H14   C14  C15   107.07  3.000
 HCY  H14   C14  C13   106.75  3.000
 HCY  C15   C14  C13   103.80  3.000
 HCY  H14   C14  C8    105.45  3.000
 HCY  C15   C14  C8    119.35  3.000
 HCY  C13   C14  C8    113.70  3.000
 HCY  H152  C15  H151  106.74  3.000
 HCY  H152  C15  C16   111.93  3.000
 HCY  H151  C15  C16   110.78  3.000
 HCY  H152  C15  C14   112.34  3.000
 HCY  H151  C15  C14   110.95  3.000
 HCY  C16   C15  C14   104.19  3.000
 HCY  H162  C16  H161  106.06  3.000
 HCY  H162  C16  C17   109.97  3.000
 HCY  H161  C16  C17   110.86  3.000
 HCY  H162  C16  C15   112.14  3.000
 HCY  H161  C16  C15   111.18  3.000
 HCY  C17   C16  C15   106.69  3.000
 HCY  O3    C17  C20   108.57  3.000
 HCY  C20   C17  C16   113.51  3.000
 HCY  O3    C17  C16   111.58  3.000
 HCY  C20   C17  C13   112.86  3.000
 HCY  O3    C17  C13   107.61  3.000
 HCY  C16   C17  C13   102.51  3.000
 HCY  H183  C18  H182  107.38  3.000
 HCY  H183  C18  H181  106.88  3.000
 HCY  H182  C18  H181  107.32  3.000
 HCY  H183  C18  C13   111.02  3.000
 HCY  H182  C18  C13   112.63  3.000
 HCY  H181  C18  C13   111.32  3.000
 HCY  H193  C19  H192  107.32  3.000
 HCY  H193  C19  H191  107.54  3.000
 HCY  H192  C19  H191  107.54  3.000
 HCY  H193  C19  C10   110.43  3.000
 HCY  H192  C19  C10   113.97  3.000
 HCY  H191  C19  C10   109.80  3.000
 HCY  O4    C20  C21   120.86  3.000
 HCY  C21   C20  C17   116.32  3.000
 HCY  O4    C20  C17   122.81  3.000
 HCY  H212  C21  H211  105.80  3.000
 HCY  H212  C21  O5    112.72  3.000
 HCY  H211  C21  O5    112.47  3.000
 HCY  H212  C21  C20   108.79  3.000
 HCY  H211  C21  C20   107.92  3.000
 HCY  O5    C21  C20   108.97  3.000
 HCY  H2    O2   C11   108.08  3.000
 HCY  H3    O3   C17   108.93  3.000
 HCY  H5    O5   C21   107.58  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
 HCY  Var_01  C6   C5   C4   C3   -166.31   0.0  0
 HCY  Var_02  C4   C3   C2   C1    -34.44  30.0  1
 HCY  Var_03  C5   C4   C3   C2      4.79  30.0  1
 HCY  Var_04  C10  C1   C2   C3     55.70  30.0  1
 HCY  Var_05  C7   C6   C5   C4    110.65  30.0  1
 HCY  Var_06  C8   C7   C6   C5     51.54  30.0  1
 HCY  Var_07  C17  C16  C15  C14     5.03  30.0  1
 HCY  Var_08  O5   C21  C20  C17   170.83  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
 HCY  chir_01  C8   C7   C9   C14  positiv
 HCY  chir_02  C9   C10  C8   C11  positiv
 HCY  chir_03  C10  C9   C1   C5   negativ
 HCY  chir_04  C11  O2   C12  C9   negativ
 HCY  chir_05  C13  C12  C14  C17  negativ
 HCY  chir_06  C14  C15  C13  C8   positiv
 HCY  chir_07  C17  C20  C16  C13  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
 HCY  plan-1  C2   0.020
 HCY  plan-1  C3   0.020
 HCY  plan-1  C4   0.020
 HCY  plan-1  O1   0.020
 HCY  plan-2  C17  0.020
 HCY  plan-2  C20  0.020
 HCY  plan-2  C21  0.020
 HCY  plan-2  O4   0.020
 HCY  plan-3  C3   0.020
 HCY  plan-3  C4   0.020
 HCY  plan-3  C5   0.020
 HCY  plan-3  C6   0.020
 HCY  plan-3  C10  0.020
 HCY  plan-3  H4   0.020

