# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 22:29:19 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: (9beta,13alpha,14beta,16alpha,17alpha)-estra-1(10),2,4-triene-3,16,17-triol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1C[C@@H](O)[C@H]2O
#
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
 E3O  E3O  (9beta,13alpha,14beta,16alpha,17alpha)-estra-1(10),2,4-triene-3,16,17-triol  ligand  45  21  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E3O
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
 E3O  C2    C  CH1   0  -0.260  -3.3216   0.8877  -3.2287
 E3O  C3    C  CH2   0  -0.455  -4.4224   0.4534  -2.2518
 E3O  C4    C  CH2   0  -0.405  -5.7771   0.2244  -2.9310
 E3O  C5    C  CT    0  -0.127  -6.1781   1.4276  -3.7783
 E3O  C6    C  CH3   0  -0.680  -6.4872   2.6218  -2.8617
 E3O  C7    C  CH1   0   0.028  -7.3758   1.2533  -4.7204
 E3O  O1    O  OH1   0  -0.676  -7.3994   0.0213  -5.4167
 E3O  C8    C  CH1   0   0.044  -7.2126   2.4409  -5.7097
 E3O  O2    O  OH1   0  -0.682  -7.8092   2.1880  -6.9560
 E3O  C9    C  CH2   0  -0.485  -5.6870   2.7373  -5.7552
 E3O  C10   C  CH1   0  -0.213  -5.0538   1.7401  -4.7820
 E3O  C12   C  CH1   0  -0.240  -3.7485   2.0878  -4.0914
 E3O  C14   C  CH2   0  -0.427  -2.6220   2.4186  -5.0583
 E3O  C15   C  CH2   0  -0.506  -1.4034   2.9117  -4.2946
 E3O  C16   C  CR6   0   0.073  -1.0786   2.0785  -3.0800
 E3O  C17   C  CR16  0  -0.382   0.1533   2.2802  -2.4636
 E3O  C18   C  CR6   0   0.346   0.5168   1.5725  -1.3263
 E3O  O3    O  OH1   0  -0.639   1.7262   1.8240  -0.7789
 E3O  C19   C  CR16  0  -0.386  -0.3713   0.6408  -0.7998
 E3O  C20   C  CR16  0  -0.315  -1.5956   0.4412  -1.4174
 E3O  C21   C  CR6   0   0.101  -1.9842   1.1457  -2.5566
 E3O  H2    H  HCH1  0   0.227  -3.1809   0.0536  -3.9336
 E3O  H3C1  H  HCH2  0   0.224  -4.5135   1.1975  -1.4558
 E3O  H3C2  H  HCH2  0   0.241  -4.1370  -0.4779  -1.7598
 E3O  H12   H  HCH1  0   0.223  -3.9055   2.9591  -3.4403
 E3O  H4C1  H  HCH2  0   0.217  -5.7121  -0.6737  -3.5535
 E3O  H4C2  H  HCH2  0   0.230  -6.5343   0.0168  -2.1691
 E3O  H6C1  H  HCH3  0   0.244  -5.7263   2.7620  -2.0958
 E3O  H6C2  H  HCH3  0   0.239  -6.5671   3.5664  -3.3998
 E3O  H6C3  H  HCH3  0   0.237  -7.4353   2.4574  -2.3460
 E3O  H7    H  HCH1  0   0.234  -8.3301   1.3064  -4.1884
 E3O  H10   H  HCH1  0   0.206  -4.8418   0.8188  -5.3493
 E3O  H1    H  HOH1  0   0.451  -6.5013  -0.2480  -5.6397
 E3O  H8    H  HCH1  0   0.231  -7.7341   3.3085  -5.2978
 E3O  HA    H  HOH1  0   0.434  -7.7086   1.2440  -7.1307
 E3O  H9C1  H  HCH2  0   0.231  -5.4862   3.7682  -5.4522
 E3O  H9C2  H  HCH2  0   0.242  -5.3020   2.6290  -6.7702
 E3O  H141  H  HCH2  0   0.242  -2.9302   3.1789  -5.7791
 E3O  H142  H  HCH2  0   0.217  -2.3705   1.5227  -5.6367
 E3O  H151  H  HCH2  0   0.243  -1.5788   3.9424  -3.9682
 E3O  H152  H  HCH2  0   0.247  -0.5310   2.9535  -4.9514
 E3O  H17   H  HCR6  0   0.248   0.8442   3.0050  -2.8810
 E3O  H3    H  HOH1  0   0.472   1.8631   1.2653  -0.0063
 E3O  H19   H  HCR6  0   0.263  -0.1159   0.0735   0.0884
 E3O  H20   H  HCR6  0   0.245  -2.2598  -0.2931  -0.9811

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
 E3O  C2   C3    single    1.535  0.020  1.535
 E3O  C2   C12   single    1.538  0.020  1.538
 E3O  C2   C21   single    1.519  0.020  1.519
 E3O  C2   H2    single    0.970  0.020  1.090
 E3O  C3   C4    single    1.533  0.020  1.533
 E3O  C3   H3C1  single    0.970  0.020  1.090
 E3O  C3   H3C2  single    0.970  0.020  1.090
 E3O  C4   C5    single    1.525  0.020  1.525
 E3O  C4   H4C1  single    0.970  0.020  1.090
 E3O  C4   H4C2  single    0.970  0.020  1.090
 E3O  C5   C6    single    1.537  0.020  1.537
 E3O  C5   C7    single    1.534  0.020  1.534
 E3O  C5   C10   single    1.539  0.020  1.539
 E3O  C6   H6C1  single    0.970  0.020  1.090
 E3O  C6   H6C2  single    0.970  0.020  1.090
 E3O  C6   H6C3  single    0.970  0.020  1.090
 E3O  C7   O1    single    1.415  0.020  1.415
 E3O  C7   C8    single    1.554  0.020  1.554
 E3O  C7   H7    single    0.970  0.020  1.090
 E3O  O1   H1    single    0.850  0.020  0.980
 E3O  C8   O2    single    1.405  0.020  1.405
 E3O  C8   C9    single    1.555  0.020  1.555
 E3O  C8   H8    single    0.970  0.020  1.090
 E3O  O2   HA    single    0.850  0.020  0.980
 E3O  C9   C10   single    1.530  0.020  1.530
 E3O  C9   H9C1  single    0.970  0.020  1.090
 E3O  C9   H9C2  single    0.970  0.020  1.090
 E3O  C10  C12   single    1.517  0.020  1.517
 E3O  C10  H10   single    0.970  0.020  1.090
 E3O  C12  C14   single    1.521  0.020  1.521
 E3O  C12  H12   single    0.970  0.020  1.090
 E3O  C14  C15   single    1.520  0.020  1.520
 E3O  C14  H141  single    0.970  0.020  1.090
 E3O  C14  H142  single    0.970  0.020  1.090
 E3O  C15  C16   single    1.508  0.020  1.508
 E3O  C15  H151  single    0.970  0.020  1.090
 E3O  C15  H152  single    0.970  0.020  1.090
 E3O  C16  C17   aromatic  1.392  0.020  1.392
 E3O  C16  C21   aromatic  1.402  0.020  1.402
 E3O  C17  C18   aromatic  1.388  0.020  1.388
 E3O  C17  H17   single    0.930  0.020  1.080
 E3O  C18  O3    single    1.351  0.020  1.351
 E3O  C18  C19   aromatic  1.391  0.020  1.391
 E3O  O3   H3    single    0.850  0.020  0.980
 E3O  C19  C20   aromatic  1.386  0.020  1.386
 E3O  C19  H19   single    0.930  0.020  1.080
 E3O  C20  C21   aromatic  1.395  0.020  1.395
 E3O  C20  H20   single    0.930  0.020  1.080

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
 E3O  H2    C2   C21   107.42  3.000
 E3O  H2    C2   C12   105.51  3.000
 E3O  C21   C2   C12   111.10  3.000
 E3O  H2    C2   C3    106.55  3.000
 E3O  C21   C2   C3    113.45  3.000
 E3O  C12   C2   C3    112.26  3.000
 E3O  H3C2  C3   H3C1  105.93  3.000
 E3O  H3C2  C3   C4    107.66  3.000
 E3O  H3C1  C3   C4    110.53  3.000
 E3O  H3C2  C3   C2    109.93  3.000
 E3O  H3C1  C3   C2    109.31  3.000
 E3O  C4    C3   C2    113.21  3.000
 E3O  H4C2  C4   H4C1  106.34  3.000
 E3O  H4C2  C4   C5    110.77  3.000
 E3O  H4C1  C4   C5    110.30  3.000
 E3O  H4C2  C4   C3    109.35  3.000
 E3O  H4C1  C4   C3    108.79  3.000
 E3O  C5    C4   C3    111.15  3.000
 E3O  C10   C5   C7    101.13  3.000
 E3O  C10   C5   C6    112.21  3.000
 E3O  C7    C5   C6    107.31  3.000
 E3O  C10   C5   C4    109.29  3.000
 E3O  C7    C5   C4    117.18  3.000
 E3O  C6    C5   C4    109.55  3.000
 E3O  H6C3  C6   H6C2  107.46  3.000
 E3O  H6C3  C6   H6C1  107.10  3.000
 E3O  H6C2  C6   H6C1  106.68  3.000
 E3O  H6C3  C6   C5    109.84  3.000
 E3O  H6C2  C6   C5    113.19  3.000
 E3O  H6C1  C6   C5    112.27  3.000
 E3O  H7    C7   C8    111.35  3.000
 E3O  H7    C7   O1    105.49  3.000
 E3O  C8    C7   O1    110.72  3.000
 E3O  H7    C7   C5    112.15  3.000
 E3O  C8    C7   C5    102.83  3.000
 E3O  O1    C7   C5    114.46  3.000
 E3O  H1    O1   C7    109.97  3.000
 E3O  H8    C8   C9    109.14  3.000
 E3O  H8    C8   O2    105.95  3.000
 E3O  C9    C8   O2    115.16  3.000
 E3O  H8    C8   C7    108.46  3.000
 E3O  C9    C8   C7    105.50  3.000
 E3O  O2    C8   C7    112.49  3.000
 E3O  HA    O2   C8    107.01  3.000
 E3O  H9C2  C9   H9C1  106.66  3.000
 E3O  H9C2  C9   C10   112.39  3.000
 E3O  H9C1  C9   C10   111.24  3.000
 E3O  H9C2  C9   C8    110.76  3.000
 E3O  H9C1  C9   C8    110.60  3.000
 E3O  C10   C9   C8    105.26  3.000
 E3O  H10   C10  C12   105.09  3.000
 E3O  H10   C10  C9    107.26  3.000
 E3O  C12   C10  C9    119.74  3.000
 E3O  H10   C10  C5    107.84  3.000
 E3O  C12   C10  C5    112.22  3.000
 E3O  C9    C10  C5    104.17  3.000
 E3O  H12   C12  C14   108.06  3.000
 E3O  H12   C12  C10   109.17  3.000
 E3O  C14   C12  C10   113.44  3.000
 E3O  H12   C12  C2    109.02  3.000
 E3O  C14   C12  C2    108.71  3.000
 E3O  C10   C12  C2    108.38  3.000
 E3O  H142  C14  H141  106.60  3.000
 E3O  H142  C14  C15   110.27  3.000
 E3O  H141  C14  C15   109.39  3.000
 E3O  H142  C14  C12   109.13  3.000
 E3O  H141  C14  C12   111.22  3.000
 E3O  C15   C14  C12   110.18  3.000
 E3O  H152  C15  H151  105.72  3.000
 E3O  H152  C15  C16   109.46  3.000
 E3O  H151  C15  C16   108.32  3.000
 E3O  H152  C15  C14   110.51  3.000
 E3O  H151  C15  C14   109.06  3.000
 E3O  C16   C15  C14   113.45  3.000
 E3O  C21   C16  C17   120.19  3.000
 E3O  C21   C16  C15   121.96  3.000
 E3O  C17   C16  C15   117.85  3.000
 E3O  H17   C17  C18   119.28  3.000
 E3O  H17   C17  C16   119.34  3.000
 E3O  C18   C17  C16   121.38  3.000
 E3O  C19   C18  O3    122.89  3.000
 E3O  C19   C18  C17   118.98  3.000
 E3O  O3    C18  C17   118.13  3.000
 E3O  H3    O3   C18   110.14  3.000
 E3O  H19   C19  C20   119.86  3.000
 E3O  H19   C19  C18   120.67  3.000
 E3O  C20   C19  C18   119.47  3.000
 E3O  H20   C20  C21   120.08  3.000
 E3O  H20   C20  C19   117.41  3.000
 E3O  C21   C20  C19   122.51  3.000
 E3O  C20   C21  C16   117.47  3.000
 E3O  C20   C21  C2    121.40  3.000
 E3O  C16   C21  C2    121.12  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
 E3O  CONST_01  C19  C18  C17  C16    0.00   0.0  0
 E3O  CONST_02  C19  C20  C21  C16    0.00   0.0  0
 E3O  CONST_03  C20  C21  C16  C17    0.00   0.0  0
 E3O  CONST_04  C20  C19  C18  C17    0.00   0.0  0
 E3O  CONST_05  C21  C16  C17  C18    0.00   0.0  0
 E3O  CONST_06  C21  C20  C19  C18    0.00   0.0  0
 E3O  CONST_07  O3   C18  C17  C16  180.00   0.0  0
 E3O  CONST_08  C20  C19  C18  O3   180.00   0.0  0
 E3O  CONST_09  H20  C20  C21  C2     0.00   0.0  0
 E3O  CONST_10  H17  C17  C16  C15    0.00   0.0  0
 E3O  CONST_11  H19  C19  C18  C17  180.00   0.0  0
 E3O  Var_01    C5   C4   C3   C2   -51.76  30.0  1
 E3O  Var_02    C16  C15  C14  C12   44.91  30.0  1
 E3O  Var_03    C17  C16  C15  C14  167.77  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
 E3O  chir_01  C2   C3   C12  C21  negativ
 E3O  chir_02  C5   C7   C10  C4   positiv
 E3O  chir_03  C7   O1   C8   C5   positiv
 E3O  chir_04  C8   O2   C7   C9   negativ
 E3O  chir_05  C10  C12  C9   C5   positiv
 E3O  chir_06  C12  C14  C10  C2   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
 E3O  plan-1  C2   0.020
 E3O  plan-1  C15  0.020
 E3O  plan-1  C16  0.020
 E3O  plan-1  C17  0.020
 E3O  plan-1  C18  0.020
 E3O  plan-1  O3   0.020
 E3O  plan-1  C19  0.020
 E3O  plan-1  C20  0.020
 E3O  plan-1  C21  0.020
 E3O  plan-1  H17  0.020
 E3O  plan-1  H19  0.020
 E3O  plan-1  H20  0.020

