# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 14:50:20 2022
#   Inital geometry file: a 140 line input string
#   Ligand name: 4-oxo-4-{[(8alpha,10alpha,13alpha,14beta,17alpha)-3-oxoandrost-4-en-17-yl]oxy}butanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2OC(=O)CCC(O)=O
#
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
 TH2  TH2  '4-oxo-4-{[(8alpha,10alpha,13alpha,14beta,17alpha)-3-oxoandrost-4-en-17-yl]oxy}butanoic acid'  ligand  59  28  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TH2
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
 TH2  C1    C  CH2    0  -0.440   4.2456   1.8921   0.5267
 TH2  C2    C  CH2    0  -0.559   5.7478   2.1238   0.5183
 TH2  C3    C  C      0   0.408   6.4958   0.8871   0.9311
 TH2  O3    O  O      0  -0.432   7.5590   0.9302   1.5237
 TH2  C4    C  C1     0  -0.445   5.9024  -0.3806   0.5099
 TH2  C5    C  C      0   0.258   4.7177  -0.4797  -0.1144
 TH2  C6    C  CH2    0  -0.494   4.2656  -1.7981  -0.6619
 TH2  C7    C  CH2    0  -0.406   2.8436  -2.1434  -0.2410
 TH2  C8    C  CH1    0  -0.232   1.8719  -1.0141  -0.5547
 TH2  C9    C  CH1    0  -0.178   2.3555   0.2949   0.0939
 TH2  C10   C  CT     0  -0.150   3.7955   0.7035  -0.3373
 TH2  C11   C  CH2    0  -0.442   1.3396   1.4336  -0.0703
 TH2  C12   C  CH2    0  -0.395  -0.0677   1.0510   0.3918
 TH2  C13   C  CT     0  -0.118  -0.5453  -0.2221  -0.2967
 TH2  C14   C  CH1    0  -0.185   0.4805  -1.3308  -0.0314
 TH2  C15   C  CH2    0  -0.436  -0.2258  -2.6041  -0.4984
 TH2  C16   C  CH2    0  -0.466  -1.7088  -2.3523  -0.1425
 TH2  C17   C  CH1    0   0.100  -1.7702  -0.8870   0.3312
 TH2  O17   O  O2     0  -0.475  -2.9650  -0.2030  -0.0385
 TH2  C18   C  CH3    0  -0.656  -0.7779   0.0236  -1.7910
 TH2  C20   C  C      0   0.604  -4.0801  -0.4685   0.6393
 TH2  O20   O  O      0  -0.454  -4.1197  -1.2522   1.5556
 TH2  C21   C  CH2    0  -0.584  -6.4554   0.2929   1.0311
 TH2  C22   C  CH2    0  -0.568  -5.2554   0.3028   0.1026
 TH2  C23   C  C      0   0.418  -7.7023   1.0118   0.4869
 TH2  O23   O  O      0  -0.613  -7.6038   1.5928  -0.6131
 TH2  O24   O  OC    -1  -0.614  -8.7152   0.9492   1.2079
 TH2  C19   C  CH3    0  -0.647   3.8660   1.0843  -1.8258
 TH2  H1C1  H  HCH2   0   0.237   3.9237   1.7222   1.5594
 TH2  H1C2  H  HCH2   0   0.242   3.7446   2.8038   0.1980
 TH2  H2C1  H  HCH2   0   0.262   6.0185   2.9556   1.1698
 TH2  H2C2  H  HCH2   0   0.252   6.0924   2.3927  -0.4868
 TH2  H4    H  H      0   0.233   6.5039  -1.2704   0.6671
 TH2  H6C1  H  HCH2   0   0.248   4.9583  -2.5865  -0.3643
 TH2  H6C2  H  HCH2   0   0.241   4.3113  -1.7514  -1.7558
 TH2  H7C1  H  HCH2   0   0.215   2.8224  -2.3480   0.8349
 TH2  H7C2  H  HCH2   0   0.241   2.5340  -3.0647  -0.7389
 TH2  H8    H  HCH1   0   0.209   1.8227  -0.8895  -1.6440
 TH2  H9    H  HCH1   0   0.208   2.4199   0.0858   1.1733
 TH2  H111  H  HCH2   0   0.215   1.3031   1.7579  -1.1132
 TH2  H112  H  HCH2   0   0.241   1.6634   2.3066   0.4993
 TH2  H121  H  HCH2   0   0.230  -0.7551   1.8811   0.2077
 TH2  H122  H  HCH2   0   0.209  -0.0593   0.8911   1.4761
 TH2  H14   H  HCH1   0   0.207   0.5769  -1.4069   1.0634
 TH2  H151  H  HCH2   0   0.218  -0.0951  -2.7467  -1.5736
 TH2  H152  H  HCH2   0   0.234   0.1648  -3.4976  -0.0125
 TH2  H161  H  HCH2   0   0.231  -2.3609  -2.5005  -1.0052
 TH2  H162  H  HCH2   0   0.245  -2.0633  -3.0258   0.6360
 TH2  H17   H  HCH1   0   0.229  -1.6665  -0.8479   1.4208
 TH2  H181  H  HCH3   0   0.222   0.1301   0.3419  -2.3007
 TH2  H182  H  HCH3   0   0.228  -1.1345  -0.8643  -2.3142
 TH2  H183  H  HCH3   0   0.239  -1.5198   0.8076  -1.9420
 TH2  H211  H  HCH2   0   0.231  -6.7337  -0.7351   1.2777
 TH2  H212  H  HCH2   0   0.230  -6.1874   0.7529   1.9879
 TH2  H221  H  HCH2   0   0.251  -4.9399   1.3223  -0.1266
 TH2  H222  H  HCH2   0   0.259  -5.5169  -0.1388  -0.8645
 TH2  H191  H  HCH3   0   0.233   4.8849   1.3438  -2.1147
 TH2  H192  H  HCH3   0   0.227   3.5426   0.2750  -2.4802
 TH2  H193  H  HCH3   0   0.232   3.2354   1.9467  -2.0412

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
 TH2  C1   C2    single  1.520  0.020  1.520
 TH2  C1   C10   single  1.537  0.020  1.537
 TH2  C1   H1C1  single  0.970  0.020  1.090
 TH2  C1   H1C2  single  0.970  0.020  1.090
 TH2  C2   C3    single  1.503  0.020  1.503
 TH2  C2   H2C1  single  0.970  0.020  1.090
 TH2  C2   H2C2  single  0.970  0.020  1.090
 TH2  C3   O3    double  1.218  0.020  1.218
 TH2  C3   C4    single  1.462  0.020  1.462
 TH2  C4   C5    double  1.343  0.020  1.343
 TH2  C4   H4    single  0.930  0.020  1.080
 TH2  C5   C6    single  1.497  0.020  1.497
 TH2  C5   C10   single  1.517  0.020  1.517
 TH2  C6   C7    single  1.523  0.020  1.523
 TH2  C6   H6C1  single  0.970  0.020  1.090
 TH2  C6   H6C2  single  0.970  0.020  1.090
 TH2  C7   C8    single  1.522  0.020  1.522
 TH2  C7   H7C1  single  0.970  0.020  1.090
 TH2  C7   H7C2  single  0.970  0.020  1.090
 TH2  C8   C9    single  1.539  0.020  1.539
 TH2  C8   C14   single  1.520  0.020  1.520
 TH2  C8   H8    single  0.970  0.020  1.090
 TH2  C9   C10   single  1.558  0.020  1.558
 TH2  C9   C11   single  1.535  0.020  1.535
 TH2  C9   H9    single  0.970  0.020  1.090
 TH2  C10  C19   single  1.538  0.020  1.538
 TH2  C11  C12   single  1.530  0.020  1.530
 TH2  C11  H111  single  0.970  0.020  1.090
 TH2  C11  H112  single  0.970  0.020  1.090
 TH2  C12  C13   single  1.524  0.020  1.524
 TH2  C12  H121  single  0.970  0.020  1.090
 TH2  C12  H122  single  0.970  0.020  1.090
 TH2  C13  C14   single  1.534  0.020  1.534
 TH2  C13  C17   single  1.529  0.020  1.529
 TH2  C13  C18   single  1.532  0.020  1.532
 TH2  C14  C15   single  1.529  0.020  1.529
 TH2  C14  H14   single  0.970  0.020  1.090
 TH2  C15  C16   single  1.546  0.020  1.546
 TH2  C15  H151  single  0.970  0.020  1.090
 TH2  C15  H152  single  0.970  0.020  1.090
 TH2  C16  C17   single  1.541  0.020  1.541
 TH2  C16  H161  single  0.970  0.020  1.090
 TH2  C16  H162  single  0.970  0.020  1.090
 TH2  C17  O17   single  1.425  0.020  1.425
 TH2  C17  H17   single  0.970  0.020  1.090
 TH2  O17  C20   single  1.332  0.020  1.332
 TH2  C18  H181  single  0.970  0.020  1.090
 TH2  C18  H182  single  0.970  0.020  1.090
 TH2  C18  H183  single  0.970  0.020  1.090
 TH2  C20  O20   double  1.206  0.020  1.206
 TH2  C20  C22   single  1.505  0.020  1.505
 TH2  C21  C22   single  1.517  0.020  1.517
 TH2  C21  C23   single  1.539  0.020  1.539
 TH2  C21  H211  single  0.970  0.020  1.090
 TH2  C21  H212  single  0.970  0.020  1.090
 TH2  C22  H221  single  0.970  0.020  1.090
 TH2  C22  H222  single  0.970  0.020  1.090
 TH2  C23  O23   deloc   1.248  0.020  1.248
 TH2  C23  O24   deloc   1.245  0.020  1.245
 TH2  C19  H191  single  0.970  0.020  1.090
 TH2  C19  H192  single  0.970  0.020  1.090
 TH2  C19  H193  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
 TH2  H1C2  C1   H1C1  106.19  3.000
 TH2  H1C2  C1   C10   110.02  3.000
 TH2  H1C1  C1   C10   108.92  3.000
 TH2  H1C2  C1   C2    108.96  3.000
 TH2  H1C1  C1   C2    108.63  3.000
 TH2  C10   C1   C2    113.84  3.000
 TH2  H2C2  C2   H2C1  106.41  3.000
 TH2  H2C2  C2   C3    107.29  3.000
 TH2  H2C1  C2   C3    109.87  3.000
 TH2  H2C2  C2   C1    110.69  3.000
 TH2  H2C1  C2   C1    111.00  3.000
 TH2  C3    C2   C1    111.40  3.000
 TH2  C4    C3   O3    121.68  3.000
 TH2  C4    C3   C2    115.62  3.000
 TH2  O3    C3   C2    122.61  3.000
 TH2  H4    C4   C5    119.72  3.000
 TH2  H4    C4   C3    116.37  3.000
 TH2  C5    C4   C3    123.79  3.000
 TH2  C10   C5   C6    116.72  3.000
 TH2  C10   C5   C4    123.17  3.000
 TH2  C6    C5   C4    120.09  3.000
 TH2  H6C2  C6   H6C1  106.07  3.000
 TH2  H6C2  C6   C7    108.94  3.000
 TH2  H6C1  C6   C7    110.72  3.000
 TH2  H6C2  C6   C5    108.35  3.000
 TH2  H6C1  C6   C5    110.18  3.000
 TH2  C7    C6   C5    112.36  3.000
 TH2  H7C2  C7   H7C1  106.54  3.000
 TH2  H7C2  C7   C8    110.54  3.000
 TH2  H7C1  C7   C8    109.19  3.000
 TH2  H7C2  C7   C6    109.27  3.000
 TH2  H7C1  C7   C6    109.38  3.000
 TH2  C8    C7   C6    111.77  3.000
 TH2  H8    C8   C14   108.92  3.000
 TH2  H8    C8   C9    109.63  3.000
 TH2  C14   C8   C9    108.65  3.000
 TH2  H8    C8   C7    108.51  3.000
 TH2  C14   C8   C7    111.03  3.000
 TH2  C9    C8   C7    110.09  3.000
 TH2  H9    C9   C11   106.53  3.000
 TH2  H9    C9   C10   105.49  3.000
 TH2  C11   C9   C10   112.81  3.000
 TH2  H9    C9   C8    105.66  3.000
 TH2  C11   C9   C8    112.21  3.000
 TH2  C10   C9   C8    113.39  3.000
 TH2  C19   C10  C9    112.04  3.000
 TH2  C19   C10  C5    107.91  3.000
 TH2  C9    C10  C5    108.46  3.000
 TH2  C19   C10  C1    109.83  3.000
 TH2  C9    C10  C1    108.54  3.000
 TH2  C5    C10  C1    110.04  3.000
 TH2  H112  C11  H111  105.70  3.000
 TH2  H112  C11  C12   108.38  3.000
 TH2  H111  C11  C12   109.38  3.000
 TH2  H112  C11  C9    109.94  3.000
 TH2  H111  C11  C9    110.15  3.000
 TH2  C12   C11  C9    113.02  3.000
 TH2  H122  C12  H121  106.38  3.000
 TH2  H122  C12  C13   109.11  3.000
 TH2  H121  C12  C13   111.17  3.000
 TH2  H122  C12  C11   109.16  3.000
 TH2  H121  C12  C11   109.73  3.000
 TH2  C13   C12  C11   111.15  3.000
 TH2  C18   C13  C17   110.41  3.000
 TH2  C18   C13  C14   112.71  3.000
 TH2  C17   C13  C14    98.66  3.000
 TH2  C18   C13  C12   110.75  3.000
 TH2  C17   C13  C12   115.40  3.000
 TH2  C14   C13  C12   108.43  3.000
 TH2  H14   C14  C15   106.64  3.000
 TH2  H14   C14  C13   106.28  3.000
 TH2  C15   C14  C13   103.90  3.000
 TH2  H14   C14  C8    106.05  3.000
 TH2  C15   C14  C8    119.42  3.000
 TH2  C13   C14  C8    113.72  3.000
 TH2  H152  C15  H151  106.79  3.000
 TH2  H152  C15  C16   112.02  3.000
 TH2  H151  C15  C16   111.26  3.000
 TH2  H152  C15  C14   112.40  3.000
 TH2  H151  C15  C14   110.73  3.000
 TH2  C16   C15  C14   103.72  3.000
 TH2  H162  C16  H161  106.65  3.000
 TH2  H162  C16  C17   110.82  3.000
 TH2  H161  C16  C17   110.38  3.000
 TH2  H162  C16  C15   112.10  3.000
 TH2  H161  C16  C15   111.66  3.000
 TH2  C17   C16  C15   105.30  3.000
 TH2  H17   C17  O17   108.67  3.000
 TH2  H17   C17  C16   109.63  3.000
 TH2  O17   C17  C16   114.20  3.000
 TH2  H17   C17  C13   108.50  3.000
 TH2  O17   C17  C13   110.88  3.000
 TH2  C16   C17  C13   104.80  3.000
 TH2  C20   O17  C17   118.31  3.000
 TH2  H183  C18  H182  107.26  3.000
 TH2  H183  C18  H181  107.01  3.000
 TH2  H182  C18  H181  106.63  3.000
 TH2  H183  C18  C13   110.72  3.000
 TH2  H182  C18  C13   112.77  3.000
 TH2  H181  C18  C13   112.14  3.000
 TH2  C22   C20  O20   125.33  3.000
 TH2  C22   C20  O17   111.73  3.000
 TH2  O20   C20  O17   122.93  3.000
 TH2  H212  C21  H211  105.09  3.000
 TH2  H212  C21  C23   108.13  3.000
 TH2  H211  C21  C23   108.24  3.000
 TH2  H212  C21  C22   109.78  3.000
 TH2  H211  C21  C22   110.21  3.000
 TH2  C23   C21  C22   114.92  3.000
 TH2  H222  C22  H221  105.09  3.000
 TH2  H222  C22  C21   110.42  3.000
 TH2  H221  C22  C21   111.30  3.000
 TH2  H222  C22  C20   107.15  3.000
 TH2  H221  C22  C20   109.14  3.000
 TH2  C21   C22  C20   113.33  3.000
 TH2  O24   C23  O23   126.74  3.000
 TH2  O24   C23  C21   115.53  3.000
 TH2  O23   C23  C21   117.74  3.000
 TH2  H193  C19  H192  107.29  3.000
 TH2  H193  C19  H191  107.45  3.000
 TH2  H192  C19  H191  107.15  3.000
 TH2  H193  C19  C10   111.14  3.000
 TH2  H192  C19  C10   112.56  3.000
 TH2  H191  C19  C10   110.99  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
 TH2  Var_01  C6   C5   C4   C3    172.34   0.0  0
 TH2  Var_02  C4   C3   C2   C1     34.77  30.0  1
 TH2  Var_03  C5   C4   C3   C2     -5.02  30.0  1
 TH2  Var_04  C10  C1   C2   C3    -55.39  30.0  1
 TH2  Var_05  C7   C6   C5   C4    130.66  30.0  1
 TH2  Var_06  C8   C7   C6   C5     52.22  30.0  1
 TH2  Var_07  C13  C12  C11  C9    -53.96  30.0  1
 TH2  Var_08  C17  C16  C15  C14     7.15  30.0  1
 TH2  Var_09  O20  C20  O17  C17     0.59  30.0  3
 TH2  Var_10  C21  C22  C20  O17  -166.21  30.0  3
 TH2  Var_11  C23  C21  C22  C20  -177.09  30.0  1
 TH2  Var_12  O23  C23  C21  C22    -3.79  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
 TH2  chir_01  C8   C7   C9   C14  positiv
 TH2  chir_02  C9   C11  C10  C8   positiv
 TH2  chir_03  C10  C9   C5   C1   positiv
 TH2  chir_04  C13  C17  C14  C12  positiv
 TH2  chir_05  C14  C8   C13  C15  negativ
 TH2  chir_06  C17  O17  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
 TH2  plan-1  C2   0.020
 TH2  plan-1  C3   0.020
 TH2  plan-1  O3   0.020
 TH2  plan-1  C4   0.020
 TH2  plan-2  C21  0.020
 TH2  plan-2  C23  0.020
 TH2  plan-2  O23  0.020
 TH2  plan-2  O24  0.020
 TH2  plan-3  C3   0.020
 TH2  plan-3  C4   0.020
 TH2  plan-3  C5   0.020
 TH2  plan-3  C6   0.020
 TH2  plan-3  C10  0.020
 TH2  plan-3  H4   0.020
 TH2  plan-4  O17  0.020
 TH2  plan-4  C20  0.020
 TH2  plan-4  O20  0.020
 TH2  plan-4  C22  0.020

