# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 15:54:08 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: (14beta,16alpha,17alpha)-16-bromoestra-1,3,5(10)-triene-3,17-diol
#   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](Br)[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
 ESZ  ESZ  (14beta,16alpha,17alpha)-16-bromoestra-1,3,5(10)-triene-3,17-diol  ligand  44  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 GRAND
;

data_comp_ESZ
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
 ESZ  BR2  BR  BR    0  -0.146  -4.6620   0.9092   0.1254
 ESZ  C8   C   CR15  0  -0.376  -3.0773   0.0040   0.8859
 ESZ  C7   C   CR15  0   0.129  -2.6592  -1.2035   0.0252
 ESZ  O1   O   OH1   0  -0.663  -3.3566  -2.3806   0.3080
 ESZ  C5   C   CR5   0  -0.118  -1.1598  -1.3095   0.3244
 ESZ  C6   C   CH3   0  -0.676  -0.9314  -1.8596   1.7366
 ESZ  C4   C   CH2   0  -0.406  -0.3571  -2.1112  -0.6936
 ESZ  C3   C   CH2   0  -0.456   1.1474  -1.8749  -0.5268
 ESZ  C2   C   CH1   0  -0.260   1.5208  -0.3869  -0.5426
 ESZ  C12  C   CH1   0  -0.238   0.6906   0.4284   0.4631
 ESZ  C10  C   CR15  0  -0.198  -0.7782   0.1699   0.1835
 ESZ  C9   C   CH2   0  -0.435  -1.8416   0.9159   0.9945
 ESZ  C21  C   CR6   0   0.099   3.0058  -0.1276  -0.3622
 ESZ  C20  C   CR16  0  -0.315   3.9616  -1.0378  -0.8125
 ESZ  C19  C   CR16  0  -0.386   5.3227  -0.8096  -0.6906
 ESZ  C18  C   CR6   0   0.347   5.7682   0.3697  -0.1036
 ESZ  O3   O   OH1   0  -0.639   7.0780   0.6626   0.0494
 ESZ  C17  C   CR16  0  -0.383   4.8338   1.2922   0.3475
 ESZ  C16  C   CR6   0   0.074   3.4668   1.0577   0.2263
 ESZ  C15  C   CH2   0  -0.507   2.5206   2.0960   0.7766
 ESZ  C14  C   CH2   0  -0.431   1.0748   1.8949   0.3499
 ESZ  H1   H   HCR5  0   0.304  -3.4171  -0.3356   1.8644
 ESZ  H2   H   HCR5  0   0.223  -2.7567  -0.9372  -1.0378
 ESZ  H3   H   HOH1  0   0.452  -4.2519  -2.3008  -0.0359
 ESZ  H4   H   HCH3  0   0.240  -1.2872  -2.8878   1.8084
 ESZ  H5   H   HCH3  0   0.239   0.1250  -1.8717   2.0013
 ESZ  H6   H   HCH3  0   0.233  -1.4408  -1.2833   2.5104
 ESZ  H7   H   HCH2  0   0.233  -0.5730  -3.1799  -0.6114
 ESZ  H8   H   HCH2  0   0.220  -0.6580  -1.8059  -1.7022
 ESZ  H9   H   HCH2  0   0.225   1.5061  -2.3342   0.3992
 ESZ  H10  H   HCH2  0   0.241   1.6578  -2.3959  -1.3391
 ESZ  H11  H   HCH1  0   0.228   1.2428  -0.0051  -1.5374
 ESZ  H12  H   HCH1  0   0.224   0.9290   0.0906   1.4806
 ESZ  H13  H   HCR5  0   0.226  -0.9435   0.4355  -0.8718
 ESZ  H14  H   HCH2  0   0.263  -2.0150   1.9228   0.6181
 ESZ  H15  H   HCH2  0   0.250  -1.5544   1.0183   2.0439
 ESZ  H16  H   HCR6  0   0.245   3.6500  -1.9632  -1.2782
 ESZ  H17  H   HCR6  0   0.263   6.0287  -1.5491  -1.0519
 ESZ  H18  H   HOH1  0   0.472   7.6206  -0.0547  -0.2954
 ESZ  H19  H   HCR6  0   0.249   5.1781   2.2145   0.8033
 ESZ  H20  H   HCH2  0   0.244   2.5762   2.0629   1.8699
 ESZ  H21  H   HCH2  0   0.248   2.8672   3.0929   0.4933
 ESZ  H22  H   HCH2  0   0.219   0.9284   2.2261  -0.6842
 ESZ  H23  H   HCH2  0   0.242   0.4283   2.5174   0.9723

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
 ESZ  O3   C18  single    1.351  0.020  1.351
 ESZ  C18  C17  aromatic  1.388  0.020  1.388
 ESZ  C18  C19  aromatic  1.391  0.020  1.391
 ESZ  C17  C16  aromatic  1.392  0.020  1.392
 ESZ  C19  C20  aromatic  1.385  0.020  1.385
 ESZ  C16  C15  single    1.509  0.020  1.509
 ESZ  C16  C21  aromatic  1.401  0.020  1.401
 ESZ  C20  C21  aromatic  1.395  0.020  1.395
 ESZ  C15  C14  single    1.521  0.020  1.521
 ESZ  C21  C2   single    1.518  0.020  1.518
 ESZ  C14  C12  single    1.520  0.020  1.520
 ESZ  C2   C12  single    1.538  0.020  1.538
 ESZ  C2   C3   single    1.534  0.020  1.534
 ESZ  C12  C10  single    1.517  0.020  1.517
 ESZ  C3   C4   single    1.532  0.020  1.532
 ESZ  C10  C9   single    1.531  0.020  1.531
 ESZ  C10  C5   single    1.534  0.020  1.534
 ESZ  C4   C5   single    1.524  0.020  1.524
 ESZ  C9   C8   single    1.540  0.020  1.540
 ESZ  C6   C5   single    1.533  0.020  1.533
 ESZ  C5   C7   single    1.533  0.020  1.533
 ESZ  C8   C7   single    1.541  0.020  1.541
 ESZ  C8   BR2  single    1.977  0.020  1.977
 ESZ  C7   O1   single    1.397  0.020  1.397
 ESZ  C8   H1   single    0.970  0.020  1.090
 ESZ  C7   H2   single    0.970  0.020  1.090
 ESZ  O1   H3   single    0.850  0.020  0.980
 ESZ  C6   H4   single    0.970  0.020  1.090
 ESZ  C6   H5   single    0.970  0.020  1.090
 ESZ  C6   H6   single    0.970  0.020  1.090
 ESZ  C4   H7   single    0.970  0.020  1.090
 ESZ  C4   H8   single    0.970  0.020  1.090
 ESZ  C3   H9   single    0.970  0.020  1.090
 ESZ  C3   H10  single    0.970  0.020  1.090
 ESZ  C2   H11  single    0.970  0.020  1.090
 ESZ  C12  H12  single    0.970  0.020  1.090
 ESZ  C10  H13  single    0.970  0.020  1.090
 ESZ  C9   H14  single    0.970  0.020  1.090
 ESZ  C9   H15  single    0.970  0.020  1.090
 ESZ  C20  H16  single    0.930  0.020  1.080
 ESZ  C19  H17  single    0.930  0.020  1.080
 ESZ  O3   H18  single    0.850  0.020  0.980
 ESZ  C17  H19  single    0.930  0.020  1.080
 ESZ  C15  H20  single    0.970  0.020  1.090
 ESZ  C15  H21  single    0.970  0.020  1.090
 ESZ  C14  H22  single    0.970  0.020  1.090
 ESZ  C14  H23  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
 ESZ  H1   C8   C9   111.80  3.000
 ESZ  H1   C8   C7   109.99  3.000
 ESZ  C9   C8   C7   106.61  3.000
 ESZ  H1   C8   BR2  103.77  3.000
 ESZ  C7   C8   BR2  111.19  3.000
 ESZ  C9   C8   BR2  113.54  3.000
 ESZ  H2   C7   C5   106.98  3.000
 ESZ  H2   C7   O1   110.81  3.000
 ESZ  C5   C7   O1   112.99  3.000
 ESZ  H2   C7   C8   109.03  3.000
 ESZ  O1   C7   C8   114.32  3.000
 ESZ  C5   C7   C8   102.16  3.000
 ESZ  H3   O1   C7   108.79  3.000
 ESZ  C10  C5   C4   108.35  3.000
 ESZ  C4   C5   C6   110.37  3.000
 ESZ  C10  C5   C6   113.18  3.000
 ESZ  C6   C5   C7   110.52  3.000
 ESZ  C4   C5   C7   114.91  3.000
 ESZ  C10  C5   C7    99.13  3.000
 ESZ  H6   C6   H5   106.64  3.000
 ESZ  H6   C6   H4   107.40  3.000
 ESZ  H5   C6   H4   106.86  3.000
 ESZ  H6   C6   C5   113.23  3.000
 ESZ  H5   C6   C5   111.87  3.000
 ESZ  H4   C6   C5   110.51  3.000
 ESZ  H8   C4   H7   106.69  3.000
 ESZ  H8   C4   C3   109.07  3.000
 ESZ  H7   C4   C3   109.66  3.000
 ESZ  H8   C4   C5   108.88  3.000
 ESZ  H7   C4   C5   111.09  3.000
 ESZ  C3   C4   C5   111.31  3.000
 ESZ  H10  C3   H9   106.03  3.000
 ESZ  H10  C3   C2   109.96  3.000
 ESZ  H9   C3   C2   109.64  3.000
 ESZ  H10  C3   C4   107.73  3.000
 ESZ  H9   C3   C4   110.45  3.000
 ESZ  C2   C3   C4   112.80  3.000
 ESZ  H11  C2   C21  107.16  3.000
 ESZ  H11  C2   C12  105.70  3.000
 ESZ  C21  C2   C12  111.09  3.000
 ESZ  H11  C2   C3   106.51  3.000
 ESZ  C12  C2   C3   112.09  3.000
 ESZ  C21  C2   C3   113.73  3.000
 ESZ  H12  C12  C14  108.11  3.000
 ESZ  H12  C12  C10  109.17  3.000
 ESZ  C14  C12  C10  113.28  3.000
 ESZ  H12  C12  C2   109.00  3.000
 ESZ  C10  C12  C2   108.16  3.000
 ESZ  C14  C12  C2   109.04  3.000
 ESZ  H13  C10  C9   106.61  3.000
 ESZ  H13  C10  C12  106.32  3.000
 ESZ  C9   C10  C12  119.45  3.000
 ESZ  H13  C10  C5   106.46  3.000
 ESZ  C9   C10  C5   104.38  3.000
 ESZ  C12  C10  C5   112.84  3.000
 ESZ  H15  C9   H14  106.69  3.000
 ESZ  H15  C9   C10  111.82  3.000
 ESZ  H14  C9   C10  112.21  3.000
 ESZ  H15  C9   C8   109.52  3.000
 ESZ  H14  C9   C8   113.30  3.000
 ESZ  C10  C9   C8   103.39  3.000
 ESZ  C16  C21  C20  117.53  3.000
 ESZ  C20  C21  C2   121.37  3.000
 ESZ  C16  C21  C2   121.07  3.000
 ESZ  H16  C20  C19  117.50  3.000
 ESZ  H16  C20  C21  119.99  3.000
 ESZ  C19  C20  C21  122.51  3.000
 ESZ  H17  C19  C18  120.69  3.000
 ESZ  H17  C19  C20  119.87  3.000
 ESZ  C18  C19  C20  119.44  3.000
 ESZ  C17  C18  O3   118.14  3.000
 ESZ  C17  C18  C19  119.01  3.000
 ESZ  O3   C18  C19  122.84  3.000
 ESZ  H18  O3   C18  110.13  3.000
 ESZ  H19  C17  C16  119.43  3.000
 ESZ  H19  C17  C18  119.19  3.000
 ESZ  C16  C17  C18  121.37  3.000
 ESZ  C15  C16  C17  117.91  3.000
 ESZ  C15  C16  C21  121.94  3.000
 ESZ  C17  C16  C21  120.13  3.000
 ESZ  H21  C15  H20  105.68  3.000
 ESZ  H21  C15  C14  110.45  3.000
 ESZ  H20  C15  C14  108.93  3.000
 ESZ  H21  C15  C16  109.53  3.000
 ESZ  H20  C15  C16  108.14  3.000
 ESZ  C14  C15  C16  113.76  3.000
 ESZ  H23  C14  H22  106.65  3.000
 ESZ  H23  C14  C15  109.11  3.000
 ESZ  H22  C14  C15  110.60  3.000
 ESZ  H23  C14  C12  110.96  3.000
 ESZ  H22  C14  C12  109.16  3.000
 ESZ  C15  C14  C12  110.30  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
 ESZ  CONST_01  C18  C17  C16  C21    0.00   0.0  0
 ESZ  CONST_02  C18  C19  C20  C21    0.00   0.0  0
 ESZ  CONST_03  C17  C18  C19  C20    0.00   0.0  0
 ESZ  CONST_04  C17  C16  C21  C20    0.00   0.0  0
 ESZ  CONST_05  C16  C17  C18  C19    0.00   0.0  0
 ESZ  CONST_06  C16  C21  C20  C19    0.00   0.0  0
 ESZ  CONST_07  O3   C18  C19  C20  180.00   0.0  0
 ESZ  CONST_08  C16  C17  C18  O3   180.00   0.0  0
 ESZ  CONST_09  H16  C20  C21  C2     0.00   0.0  0
 ESZ  CONST_10  H19  C17  C16  C21  180.00   0.0  0
 ESZ  CONST_11  H17  C19  C20  C21  180.00   0.0  0
 ESZ  Var_01    C2   C3   C4   C5   -53.09  30.0  1
 ESZ  Var_02    C16  C15  C14  C12   43.95  30.0  1
 ESZ  Var_03    C14  C15  C16  C21  -13.41  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
 ESZ  chir_01  C8   C9   C7   BR2  positiv
 ESZ  chir_02  C7   O1   C8   C5   negativ
 ESZ  chir_03  C5   C4   C10  C7   negativ
 ESZ  chir_04  C2   C3   C12  C21  negativ
 ESZ  chir_05  C12  C14  C2   C10  positiv
 ESZ  chir_06  C10  C5   C9   C12  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
 ESZ  plan-1  C2   0.020
 ESZ  plan-1  C21  0.020
 ESZ  plan-1  C20  0.020
 ESZ  plan-1  C19  0.020
 ESZ  plan-1  C18  0.020
 ESZ  plan-1  O3   0.020
 ESZ  plan-1  C17  0.020
 ESZ  plan-1  C16  0.020
 ESZ  plan-1  C15  0.020
 ESZ  plan-1  H16  0.020
 ESZ  plan-1  H17  0.020
 ESZ  plan-1  H19  0.020

