# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 09:09:37 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: (3alpha,5beta,8alpha,10alpha,13alpha,14beta)-3-hydroxyandrostan-17-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CCC4=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
 AOI  AOI  (3alpha,5beta,8alpha,10alpha,13alpha,14beta)-3-hydroxyandrostan-17-one  ligand  51  21  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_AOI
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
 AOI  C1   C  CH2   0  -0.411  -2.4730   1.5206  -0.2414
 AOI  C2   C  CH2   0  -0.487  -3.9625   1.4407   0.0813
 AOI  C3   C  CH1   0   0.050  -4.5815   0.1084  -0.3252
 AOI  O3   O  OH1   0  -0.679  -4.5986  -0.0553  -1.7343
 AOI  C4   C  CH2   0  -0.448  -3.7806  -1.0446   0.2603
 AOI  C5   C  CH1   0  -0.199  -2.2906  -0.9516  -0.0622
 AOI  C6   C  CH2   0  -0.418  -1.5223  -2.1602   0.4545
 AOI  C7   C  CH2   0  -0.419  -0.0810  -2.1285  -0.0322
 AOI  C8   C  CH1   0  -0.222   0.6187  -0.8211   0.3259
 AOI  C9   C  CH1   0  -0.176  -0.1982   0.4107  -0.1262
 AOI  C10  C  CT    0  -0.047  -1.6567   0.3833   0.3980
 AOI  C11  C  CH2   0  -0.451   0.5419   1.7201   0.1861
 AOI  C12  C  CH2   0  -0.400   1.9719   1.7675  -0.3607
 AOI  C13  C  CT    0  -0.204   2.7507   0.5441   0.0943
 AOI  C14  C  CH1   0  -0.196   1.9934  -0.7250  -0.3139
 AOI  C15  C  CH2   0  -0.459   3.0207  -1.8449  -0.1389
 AOI  C16  C  CH2   0  -0.567   4.3064  -1.2000  -0.6747
 AOI  C17  C  C     0   0.432   4.0920   0.3036  -0.5637
 AOI  O17  O  O     0  -0.403   4.8665   1.1515  -0.9389
 AOI  C18  C  CH3   0  -0.666   3.0572   0.6083   1.6025
 AOI  C19  C  CH3   0  -0.698  -1.6867   0.5405   1.9247
 AOI  H1   H  HCH2  0   0.213  -2.3333   1.4962  -1.3276
 AOI  H2   H  HCH2  0   0.226  -2.0993   2.4918   0.0915
 AOI  H3   H  HCH2  0   0.225  -4.1227   1.5830   1.1535
 AOI  H4   H  HCH2  0   0.233  -4.4947   2.2647  -0.4059
 AOI  H5   H  HCH1  0   0.203  -5.6084   0.0631   0.0660
 AOI  H6   H  HOH1  0   0.444  -4.9880   0.7341  -2.1228
 AOI  H7   H  HCH2  0   0.220  -3.9370  -1.0656   1.3426
 AOI  H8   H  HCH2  0   0.229  -4.1765  -1.9930  -0.1176
 AOI  H9   H  HCH1  0   0.208  -2.1947  -0.9682  -1.1564
 AOI  H10  H  HCH2  0   0.210  -1.5548  -2.1927   1.5495
 AOI  H11  H  HCH2  0   0.221  -2.0084  -3.0778   0.1091
 AOI  H12  H  HCH2  0   0.229   0.4777  -2.9724   0.3822
 AOI  H13  H  HCH2  0   0.203  -0.0675  -2.2572  -1.1218
 AOI  H14  H  HCH1  0   0.213   0.7337  -0.7971   1.4162
 AOI  H15  H  HCH1  0   0.199  -0.2741   0.3390  -1.2229
 AOI  H16  H  HCH2  0   0.238  -0.0100   2.5646  -0.2311
 AOI  H17  H  HCH2  0   0.221   0.5624   1.8827   1.2670
 AOI  H18  H  HCH2  0   0.224   1.9444   1.7933  -1.4551
 AOI  H19  H  HCH2  0   0.229   2.4599   2.6908  -0.0375
 AOI  H20  H  HCH1  0   0.223   1.8206  -0.6399  -1.3988
 AOI  H21  H  HCH2  0   0.230   3.1279  -2.1311   0.9100
 AOI  H22  H  HCH2  0   0.248   2.7511  -2.7458  -0.6899
 AOI  H23  H  HCH2  0   0.277   5.2169  -1.5029  -0.1539
 AOI  H24  H  HCH2  0   0.276   4.4590  -1.4395  -1.7309
 AOI  H25  H  HCH3  0   0.246   2.1474   0.6470   2.1998
 AOI  H26  H  HCH3  0   0.243   3.6311  -0.2504   1.9535
 AOI  H27  H  HCH3  0   0.243   3.6373   1.5046   1.8275
 AOI  H28  H  HCH3  0   0.234  -2.6636   0.3077   2.3486
 AOI  H29  H  HCH3  0   0.232  -0.9649  -0.1034   2.4268
 AOI  H30  H  HCH3  0   0.230  -1.4571   1.5674   2.2149

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
 AOI  C19  C10  single  1.535  0.020  1.535
 AOI  C18  C13  single  1.540  0.020  1.540
 AOI  C2   C1   single  1.526  0.020  1.526
 AOI  C2   C3   single  1.524  0.020  1.524
 AOI  C11  C12  single  1.532  0.020  1.532
 AOI  C11  C9   single  1.536  0.020  1.536
 AOI  C1   C10  single  1.539  0.020  1.539
 AOI  C12  C13  single  1.520  0.020  1.520
 AOI  C10  C9   single  1.550  0.020  1.550
 AOI  C10  C5   single  1.548  0.020  1.548
 AOI  C13  C17  single  1.513  0.020  1.513
 AOI  C13  C14  single  1.533  0.020  1.533
 AOI  C3   C4   single  1.521  0.020  1.521
 AOI  C3   O3   single  1.419  0.020  1.419
 AOI  C9   C8   single  1.546  0.020  1.546
 AOI  O17  C17  double  1.208  0.020  1.208
 AOI  C17  C16  single  1.523  0.020  1.523
 AOI  C4   C5   single  1.527  0.020  1.527
 AOI  C8   C14  single  1.519  0.020  1.519
 AOI  C8   C7   single  1.526  0.020  1.526
 AOI  C5   C6   single  1.522  0.020  1.522
 AOI  C14  C15  single  1.530  0.020  1.530
 AOI  C6   C7   single  1.522  0.020  1.522
 AOI  C16  C15  single  1.535  0.020  1.535
 AOI  C1   H1   single  0.970  0.020  1.090
 AOI  C1   H2   single  0.970  0.020  1.090
 AOI  C2   H3   single  0.970  0.020  1.090
 AOI  C2   H4   single  0.970  0.020  1.090
 AOI  C3   H5   single  0.970  0.020  1.090
 AOI  O3   H6   single  0.850  0.020  0.980
 AOI  C4   H7   single  0.970  0.020  1.090
 AOI  C4   H8   single  0.970  0.020  1.090
 AOI  C5   H9   single  0.970  0.020  1.090
 AOI  C6   H10  single  0.970  0.020  1.090
 AOI  C6   H11  single  0.970  0.020  1.090
 AOI  C7   H12  single  0.970  0.020  1.090
 AOI  C7   H13  single  0.970  0.020  1.090
 AOI  C8   H14  single  0.970  0.020  1.090
 AOI  C9   H15  single  0.970  0.020  1.090
 AOI  C11  H16  single  0.970  0.020  1.090
 AOI  C11  H17  single  0.970  0.020  1.090
 AOI  C12  H18  single  0.970  0.020  1.090
 AOI  C12  H19  single  0.970  0.020  1.090
 AOI  C14  H20  single  0.970  0.020  1.090
 AOI  C15  H21  single  0.970  0.020  1.090
 AOI  C15  H22  single  0.970  0.020  1.090
 AOI  C16  H23  single  0.970  0.020  1.090
 AOI  C16  H24  single  0.970  0.020  1.090
 AOI  C18  H25  single  0.970  0.020  1.090
 AOI  C18  H26  single  0.970  0.020  1.090
 AOI  C18  H27  single  0.970  0.020  1.090
 AOI  C19  H28  single  0.970  0.020  1.090
 AOI  C19  H29  single  0.970  0.020  1.090
 AOI  C19  H30  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
 AOI  H2   C1   H1   106.16  3.000
 AOI  H2   C1   C10  110.42  3.000
 AOI  H1   C1   C10  109.14  3.000
 AOI  H2   C1   C2   108.42  3.000
 AOI  H1   C1   C2   109.45  3.000
 AOI  C10  C1   C2   113.02  3.000
 AOI  H4   C2   H3   105.50  3.000
 AOI  H4   C2   C3   109.98  3.000
 AOI  H3   C2   C3   108.40  3.000
 AOI  H4   C2   C1   109.92  3.000
 AOI  H3   C2   C1   110.09  3.000
 AOI  C3   C2   C1   112.69  3.000
 AOI  H5   C3   C4   108.87  3.000
 AOI  H5   C3   O3   109.71  3.000
 AOI  C4   C3   O3   107.53  3.000
 AOI  H5   C3   C2   108.69  3.000
 AOI  O3   C3   C2   111.75  3.000
 AOI  C4   C3   C2   110.25  3.000
 AOI  H6   O3   C3   108.13  3.000
 AOI  H8   C4   H7   105.85  3.000
 AOI  H8   C4   C5   109.42  3.000
 AOI  H7   C4   C5   110.47  3.000
 AOI  H8   C4   C3   109.47  3.000
 AOI  H7   C4   C3   108.67  3.000
 AOI  C5   C4   C3   112.72  3.000
 AOI  H9   C5   C10  105.87  3.000
 AOI  H9   C5   C6   106.38  3.000
 AOI  C10  C5   C6   112.15  3.000
 AOI  H9   C5   C4   107.14  3.000
 AOI  C6   C5   C4   111.86  3.000
 AOI  C10  C5   C4   112.91  3.000
 AOI  H11  C6   H10  106.10  3.000
 AOI  H11  C6   C7   109.70  3.000
 AOI  H10  C6   C7   110.39  3.000
 AOI  H11  C6   C5   109.53  3.000
 AOI  H10  C6   C5   110.35  3.000
 AOI  C7   C6   C5   110.67  3.000
 AOI  H13  C7   H12  106.23  3.000
 AOI  H13  C7   C8   109.15  3.000
 AOI  H12  C7   C8   109.76  3.000
 AOI  H13  C7   C6   109.08  3.000
 AOI  H12  C7   C6   110.28  3.000
 AOI  C8   C7   C6   112.16  3.000
 AOI  H14  C8   C14  108.81  3.000
 AOI  H14  C8   C9   109.19  3.000
 AOI  C14  C8   C9   107.73  3.000
 AOI  H14  C8   C7   107.48  3.000
 AOI  C14  C8   C7   111.74  3.000
 AOI  C9   C8   C7   111.83  3.000
 AOI  H15  C9   C11  106.92  3.000
 AOI  H15  C9   C10  105.70  3.000
 AOI  C11  C9   C10  113.55  3.000
 AOI  H15  C9   C8   106.00  3.000
 AOI  C10  C9   C8   112.60  3.000
 AOI  C11  C9   C8   111.42  3.000
 AOI  C19  C10  C9   110.67  3.000
 AOI  C9   C10  C5   107.46  3.000
 AOI  C19  C10  C5   112.09  3.000
 AOI  C5   C10  C1   107.25  3.000
 AOI  C9   C10  C1   110.21  3.000
 AOI  C19  C10  C1   109.09  3.000
 AOI  H17  C11  H16  105.80  3.000
 AOI  H17  C11  C12  109.32  3.000
 AOI  H16  C11  C12  108.16  3.000
 AOI  H17  C11  C9   109.68  3.000
 AOI  H16  C11  C9   109.76  3.000
 AOI  C12  C11  C9   113.80  3.000
 AOI  H19  C12  H18  106.66  3.000
 AOI  H19  C12  C13  111.26  3.000
 AOI  H18  C12  C13  109.33  3.000
 AOI  H19  C12  C11  109.72  3.000
 AOI  H18  C12  C11  109.51  3.000
 AOI  C13  C12  C11  110.28  3.000
 AOI  C18  C13  C17  104.84  3.000
 AOI  C17  C13  C14  100.98  3.000
 AOI  C18  C13  C14  113.17  3.000
 AOI  C14  C13  C12  109.48  3.000
 AOI  C17  C13  C12  116.86  3.000
 AOI  C18  C13  C12  111.19  3.000
 AOI  H20  C14  C15  105.93  3.000
 AOI  H20  C14  C13  106.00  3.000
 AOI  C15  C14  C13  104.11  3.000
 AOI  H20  C14  C8   106.11  3.000
 AOI  C15  C14  C8   120.87  3.000
 AOI  C13  C14  C8   112.78  3.000
 AOI  H22  C15  H21  107.04  3.000
 AOI  H22  C15  C16  112.21  3.000
 AOI  H21  C15  C16  111.28  3.000
 AOI  H22  C15  C14  112.41  3.000
 AOI  H21  C15  C14  111.57  3.000
 AOI  C16  C15  C14  102.42  3.000
 AOI  H24  C16  H23  106.47  3.000
 AOI  H24  C16  C17  107.83  3.000
 AOI  H23  C16  C17  110.89  3.000
 AOI  H24  C16  C15  111.22  3.000
 AOI  H23  C16  C15  114.55  3.000
 AOI  C17  C16  C15  105.75  3.000
 AOI  O17  C17  C16  125.45  3.000
 AOI  C16  C17  C13  108.26  3.000
 AOI  O17  C17  C13  126.29  3.000
 AOI  H27  C18  H26  107.49  3.000
 AOI  H27  C18  H25  107.56  3.000
 AOI  H26  C18  H25  106.92  3.000
 AOI  H27  C18  C13  110.00  3.000
 AOI  H26  C18  C13  112.77  3.000
 AOI  H25  C18  C13  111.86  3.000
 AOI  H30  C19  H29  107.10  3.000
 AOI  H30  C19  H28  106.63  3.000
 AOI  H29  C19  H28  106.75  3.000
 AOI  H30  C19  C10  110.89  3.000
 AOI  H29  C19  C10  112.62  3.000
 AOI  H28  C19  C10  112.48  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
 AOI  Var_01  C10  C1   C2   C3   -56.34  30.0  1
 AOI  Var_02  C8   C7   C6   C5    54.57  30.0  1
 AOI  Var_03  C13  C12  C11  C9   -52.85  30.0  1
 AOI  Var_04  C15  C16  C17  C13    3.19  30.0  1
 AOI  Var_05  C17  C16  C15  C14   22.66  30.0  1

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
 AOI  chir_01  C3   C2   C4   O3   positiv
 AOI  chir_02  C5   C6   C4   C10  negativ
 AOI  chir_03  C8   C9   C14  C7   positiv
 AOI  chir_04  C9   C11  C10  C8   positiv
 AOI  chir_05  C10  C1   C9   C5   positiv
 AOI  chir_06  C13  C17  C12  C14  negativ
 AOI  chir_07  C14  C15  C8   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
 AOI  plan-1  C13  0.020
 AOI  plan-1  C16  0.020
 AOI  plan-1  C17  0.020
 AOI  plan-1  O17  0.020

