# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 14:10:48 2021
#   Inital geometry file: a 133 line input string
#   Ligand name: (8alpha,14beta,16alpha,17alpha)-17,21-dihydroxy-16-methylpregna-1,4,9(11)-triene-3,20-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1C[C@@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)C3=CC[C@]2(C)[C@@]1(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
 TUV  TUV  (8alpha,14beta,16alpha,17alpha)-17,21-dihydroxy-16-methylpregna-1,4,9(11)-triene-3,20-dione  ligand  54  26  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TUV
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
 TUV  C10  C  CT    0  -0.294  107.6501   1.8492  19.0363
 TUV  C13  C  CR5   0  -0.146  108.4738  -2.2044  17.5248
 TUV  C15  C  CH2   0  -0.448  108.5428  -1.0559  15.4352
 TUV  C17  C  CR5   0   0.206  109.0320  -3.2407  16.4920
 TUV  C20  C  C     0   0.320  108.0225  -4.3721  16.2964
 TUV  C21  C  CH2   0  -0.218  108.3580  -5.7463  16.8397
 TUV  C22  C  CH3   0  -0.656  110.6049  -2.3224  14.6294
 TUV  C01  C  C1    0  -0.128  108.7276   2.4249  19.8951
 TUV  C02  C  C1    0  -0.382  109.2142   3.6594  19.7719
 TUV  C03  C  C     0   0.397  108.7419   4.5644  18.7203
 TUV  C04  C  C1    0  -0.469  107.6948   4.0442  17.8460
 TUV  C05  C  C     0   0.255  107.1834   2.8122  17.9752
 TUV  C06  C  CH2   0  -0.513  106.1432   2.2924  17.0375
 TUV  C07  C  CH2   0  -0.423  106.6583   1.0298  16.3515
 TUV  C08  C  CH1   0  -0.299  107.1090  -0.0295  17.3615
 TUV  C09  C  C     0   0.204  108.0879   0.5493  18.3510
 TUV  C11  C  C1    0  -0.313  109.2290  -0.0693  18.6474
 TUV  C12  C  CH2   0  -0.467  109.6506  -1.3956  18.1000
 TUV  C14  C  CR15  0  -0.201  107.6321  -1.2763  16.6416
 TUV  C16  C  CR15  0  -0.248  109.1841  -2.4274  15.1624
 TUV  C18  C  CH3   0  -0.679  107.6872  -2.8257  18.6768
 TUV  C19  C  CH3   0  -0.641  106.4724   1.5411  19.9991
 TUV  O01  O  O     0  -0.452  109.1978   5.6924  18.5886
 TUV  O03  O  OH1   0  -0.666  110.2648  -3.7989  16.8747
 TUV  O04  O  O     0  -0.398  106.9707  -4.2197  15.7143
 TUV  O05  O  OH1   0  -0.666  107.2852  -6.6289  16.7104
 TUV  H1   H  HCH2  0   0.227  109.3136  -0.3105  15.6571
 TUV  H2   H  HCH2  0   0.248  108.0030  -0.6937  14.5596
 TUV  H3   H  HCH2  0   0.246  109.2456  -6.1032  16.3000
 TUV  H4   H  HCH2  0   0.235  108.6540  -5.6661  17.8924
 TUV  H5   H  HCH3  0   0.231  111.0273  -3.2942  14.3752
 TUV  H6   H  HCH3  0   0.230  110.5961  -1.7225  13.7176
 TUV  H7   H  HCH3  0   0.222  111.2786  -1.8337  15.3334
 TUV  H8   H  H     0   0.285  109.0875   1.7959  20.7020
 TUV  H9   H  H     0   0.264  109.9714   4.0300  20.4527
 TUV  H10  H  H     0   0.254  107.3307   4.7036  17.0653
 TUV  H11  H  HCH2  0   0.263  105.8910   3.0531  16.2976
 TUV  H12  H  HCH2  0   0.256  105.2247   2.0642  17.5867
 TUV  H13  H  HCH2  0   0.246  105.8801   0.6112  15.7092
 TUV  H14  H  HCH2  0   0.242  107.4958   1.2990  15.7031
 TUV  H15  H  HCH1  0   0.251  106.2123  -0.3359  17.9166
 TUV  H17  H  H     0   0.239  109.9296   0.3797  19.3415
 TUV  H19  H  HCH2  0   0.249  110.1340  -1.9544  18.9068
 TUV  H20  H  HCH2  0   0.264  110.4360  -1.2357  17.3561
 TUV  H21  H  HCR5  0   0.250  106.7500  -1.8244  16.2974
 TUV  H22  H  HCR5  0   0.253  108.5901  -2.9208  14.3907
 TUV  H23  H  HCH3  0   0.252  107.4447  -2.0673  19.4221
 TUV  H24  H  HCH3  0   0.239  106.7465  -3.2721  18.3497
 TUV  H25  H  HCH3  0   0.230  108.2653  -3.5957  19.1948
 TUV  H26  H  HCH3  0   0.252  106.8193   0.9047  20.8133
 TUV  H27  H  HCH3  0   0.251  106.0763   2.4627  20.4263
 TUV  H28  H  HCH3  0   0.250  105.6575   1.0232  19.4977
 TUV  H29  H  HOH1  0   0.454  110.2748  -3.9692  17.8225
 TUV  H30  H  HOH1  0   0.446  106.6236  -6.1969  16.1533

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
 TUV  C22  C16  single  1.521  0.020  1.521
 TUV  C16  C15  single  1.538  0.020  1.538
 TUV  C16  C17  single  1.566  0.020  1.566
 TUV  C15  C14  single  1.528  0.020  1.528
 TUV  O03  C17  single  1.406  0.020  1.406
 TUV  C07  C06  single  1.526  0.020  1.526
 TUV  C07  C08  single  1.531  0.020  1.531
 TUV  C17  C20  single  1.529  0.020  1.529
 TUV  C17  C13  single  1.566  0.020  1.566
 TUV  O04  C20  double  1.212  0.020  1.212
 TUV  C14  C08  single  1.532  0.020  1.532
 TUV  C14  C13  single  1.533  0.020  1.533
 TUV  C20  C21  single  1.515  0.020  1.515
 TUV  C06  C05  single  1.494  0.020  1.494
 TUV  C08  C09  single  1.507  0.020  1.507
 TUV  C13  C18  single  1.527  0.020  1.527
 TUV  C13  C12  single  1.539  0.020  1.539
 TUV  C21  O05  single  1.395  0.020  1.395
 TUV  C05  C04  double  1.340  0.020  1.340
 TUV  C05  C10  single  1.507  0.020  1.507
 TUV  C12  C11  single  1.495  0.020  1.495
 TUV  C09  C11  double  1.331  0.020  1.331
 TUV  C09  C10  single  1.533  0.020  1.533
 TUV  C04  C03  single  1.460  0.020  1.460
 TUV  C10  C19  single  1.552  0.020  1.552
 TUV  C10  C01  single  1.493  0.020  1.493
 TUV  C03  O01  double  1.224  0.020  1.224
 TUV  C03  C02  single  1.466  0.020  1.466
 TUV  C01  C02  double  1.333  0.020  1.333
 TUV  C15  H1   single  0.970  0.020  1.090
 TUV  C15  H2   single  0.970  0.020  1.090
 TUV  C21  H3   single  0.970  0.020  1.090
 TUV  C21  H4   single  0.970  0.020  1.090
 TUV  C22  H5   single  0.970  0.020  1.090
 TUV  C22  H6   single  0.970  0.020  1.090
 TUV  C22  H7   single  0.970  0.020  1.090
 TUV  C01  H8   single  0.930  0.020  1.080
 TUV  C02  H9   single  0.930  0.020  1.080
 TUV  C04  H10  single  0.930  0.020  1.080
 TUV  C06  H11  single  0.970  0.020  1.090
 TUV  C06  H12  single  0.970  0.020  1.090
 TUV  C07  H13  single  0.970  0.020  1.090
 TUV  C07  H14  single  0.970  0.020  1.090
 TUV  C08  H15  single  0.970  0.020  1.090
 TUV  C11  H17  single  0.930  0.020  1.080
 TUV  C12  H19  single  0.970  0.020  1.090
 TUV  C12  H20  single  0.970  0.020  1.090
 TUV  C14  H21  single  0.970  0.020  1.090
 TUV  C16  H22  single  0.970  0.020  1.090
 TUV  C18  H23  single  0.970  0.020  1.090
 TUV  C18  H24  single  0.970  0.020  1.090
 TUV  C18  H25  single  0.970  0.020  1.090
 TUV  C19  H26  single  0.970  0.020  1.090
 TUV  C19  H27  single  0.970  0.020  1.090
 TUV  C19  H28  single  0.970  0.020  1.090
 TUV  O03  H29  single  0.850  0.020  0.980
 TUV  O05  H30  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
 TUV  C19  C10  C09  109.00  3.000
 TUV  C19  C10  C05  109.18  3.000
 TUV  C09  C10  C05  108.39  3.000
 TUV  C19  C10  C01  105.50  3.000
 TUV  C09  C10  C01  112.20  3.000
 TUV  C05  C10  C01  112.46  3.000
 TUV  C18  C13  C14  113.46  3.000
 TUV  C18  C13  C12  109.01  3.000
 TUV  C14  C13  C12  108.48  3.000
 TUV  C12  C13  C17  108.77  3.000
 TUV  C18  C13  C17  114.32  3.000
 TUV  C14  C13  C17  102.50  3.000
 TUV  H2   C15  H1   106.56  3.000
 TUV  H2   C15  C16  111.11  3.000
 TUV  H1   C15  C16  110.45  3.000
 TUV  H2   C15  C14  112.76  3.000
 TUV  H1   C15  C14  110.97  3.000
 TUV  C16  C15  C14  105.07  3.000
 TUV  O03  C17  C16  110.61  3.000
 TUV  O03  C17  C20  108.66  3.000
 TUV  C16  C17  C20  109.87  3.000
 TUV  C20  C17  C13  109.80  3.000
 TUV  O03  C17  C13  113.31  3.000
 TUV  C16  C17  C13  104.53  3.000
 TUV  O04  C20  C21  118.59  3.000
 TUV  C21  C20  C17  118.62  3.000
 TUV  O04  C20  C17  122.79  3.000
 TUV  H4   C21  H3   106.10  3.000
 TUV  H4   C21  O05  110.05  3.000
 TUV  H3   C21  O05  111.73  3.000
 TUV  H4   C21  C20  109.73  3.000
 TUV  H3   C21  C20  107.30  3.000
 TUV  O05  C21  C20  111.73  3.000
 TUV  H7   C22  H6   107.34  3.000
 TUV  H7   C22  H5   108.12  3.000
 TUV  H6   C22  H5   107.37  3.000
 TUV  H7   C22  C16  112.45  3.000
 TUV  H6   C22  C16  108.85  3.000
 TUV  H5   C22  C16  112.47  3.000
 TUV  H8   C01  C02  119.00  3.000
 TUV  H8   C01  C10  116.34  3.000
 TUV  C02  C01  C10  124.57  3.000
 TUV  H9   C02  C03  117.70  3.000
 TUV  H9   C02  C01  120.92  3.000
 TUV  C03  C02  C01  121.38  3.000
 TUV  O01  C03  C04  122.09  3.000
 TUV  O01  C03  C02  121.76  3.000
 TUV  C04  C03  C02  116.15  3.000
 TUV  H10  C04  C05  120.01  3.000
 TUV  H10  C04  C03  117.07  3.000
 TUV  C05  C04  C03  122.92  3.000
 TUV  C06  C05  C04  121.67  3.000
 TUV  C04  C05  C10  122.49  3.000
 TUV  C06  C05  C10  115.80  3.000
 TUV  H12  C06  H11  106.96  3.000
 TUV  H12  C06  C07  109.65  3.000
 TUV  H11  C06  C07  110.49  3.000
 TUV  H12  C06  C05  110.00  3.000
 TUV  H11  C06  C05  110.13  3.000
 TUV  C07  C06  C05  109.57  3.000
 TUV  H14  C07  H13  106.94  3.000
 TUV  H14  C07  C08  109.65  3.000
 TUV  H13  C07  C08  109.41  3.000
 TUV  H14  C07  C06  108.75  3.000
 TUV  H13  C07  C06  109.93  3.000
 TUV  C08  C07  C06  112.03  3.000
 TUV  H15  C08  C14  106.82  3.000
 TUV  H15  C08  C09  107.79  3.000
 TUV  C14  C08  C09  113.53  3.000
 TUV  H15  C08  C07  106.62  3.000
 TUV  C09  C08  C07  111.00  3.000
 TUV  C14  C08  C07  110.71  3.000
 TUV  C11  C09  C08  121.62  3.000
 TUV  C11  C09  C10  122.62  3.000
 TUV  C08  C09  C10  115.69  3.000
 TUV  H17  C11  C12  114.82  3.000
 TUV  H17  C11  C09  120.28  3.000
 TUV  C12  C11  C09  124.90  3.000
 TUV  H20  C12  H19  105.01  3.000
 TUV  H20  C12  C11  108.77  3.000
 TUV  H19  C12  C11  107.91  3.000
 TUV  H20  C12  C13  111.82  3.000
 TUV  H19  C12  C13  110.18  3.000
 TUV  C11  C12  C13  112.78  3.000
 TUV  H21  C14  C08  106.28  3.000
 TUV  H21  C14  C15  107.73  3.000
 TUV  C08  C14  C15  117.22  3.000
 TUV  H21  C14  C13  108.70  3.000
 TUV  C08  C14  C13  114.18  3.000
 TUV  C15  C14  C13  102.41  3.000
 TUV  H22  C16  C22  106.96  3.000
 TUV  H22  C16  C17  108.22  3.000
 TUV  C22  C16  C17  115.09  3.000
 TUV  H22  C16  C15  107.55  3.000
 TUV  C17  C16  C15  105.78  3.000
 TUV  C22  C16  C15  112.95  3.000
 TUV  H25  C18  H24  108.04  3.000
 TUV  H25  C18  H23  106.47  3.000
 TUV  H24  C18  H23  107.31  3.000
 TUV  H25  C18  C13  111.81  3.000
 TUV  H24  C18  C13  112.61  3.000
 TUV  H23  C18  C13  110.31  3.000
 TUV  H28  C19  H27  108.12  3.000
 TUV  H28  C19  H26  107.74  3.000
 TUV  H27  C19  H26  108.45  3.000
 TUV  H28  C19  C10  112.15  3.000
 TUV  H27  C19  C10  110.54  3.000
 TUV  H26  C19  C10  109.73  3.000
 TUV  H29  O03  C17  110.31  3.000
 TUV  H30  O05  C21  107.28  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
 TUV  Var_01  C03  C04  C05  C10   -0.23   0.0  0
 TUV  Var_02  C12  C11  C09  C10  174.44   0.0  0
 TUV  Var_03  C07  C06  C05  C10  -56.96  30.0  1
 TUV  Var_04  C03  C02  C01  C10   -2.00  30.0  1
 TUV  Var_05  C09  C11  C12  C13  -18.80  30.0  1
 TUV  Var_06  C04  C03  C02  C01    1.35  30.0  1
 TUV  Var_07  C05  C04  C03  C02   -0.25  30.0  1
 TUV  Var_08  C08  C07  C06  C05   54.77  30.0  1
 TUV  Var_09  O05  C21  C20  C17  173.61  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
 TUV  chir_01  C10  C09  C05  C01  positiv
 TUV  chir_02  C13  C14  C17  C12  negativ
 TUV  chir_03  C17  C13  C20  C16  negativ
 TUV  chir_04  C08  C09  C14  C07  positiv
 TUV  chir_05  C14  C15  C08  C13  positiv
 TUV  chir_06  C16  C22  C15  C17  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
 TUV  plan-1  C17  0.020
 TUV  plan-1  C20  0.020
 TUV  plan-1  C21  0.020
 TUV  plan-1  O04  0.020
 TUV  plan-2  C02  0.020
 TUV  plan-2  C03  0.020
 TUV  plan-2  C04  0.020
 TUV  plan-2  O01  0.020
 TUV  plan-3  C10  0.020
 TUV  plan-3  C03  0.020
 TUV  plan-3  C04  0.020
 TUV  plan-3  C05  0.020
 TUV  plan-3  C06  0.020
 TUV  plan-3  H10  0.020
 TUV  plan-4  C10  0.020
 TUV  plan-4  C08  0.020
 TUV  plan-4  C09  0.020
 TUV  plan-4  C11  0.020
 TUV  plan-4  C12  0.020
 TUV  plan-4  H17  0.020

