# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 14:57:10 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: (14beta,17beta)-2-methoxyestra-1(10),2,4-triene-3,17-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2[C@H]3CC[C@]4(C)[C@@H](O)CC[C@H]4[C@@H]3CCc2cc1O
#
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
 ESM  ESM  (14beta,17beta)-2-methoxyestra-1(10),2,4-triene-3,17-diol  ligand  48  22  .  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_ESM
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
 ESM  C1    C  CR16  0  -0.467   0.8541   0.2566   2.2680
 ESM  C10   C  CR66  0   0.119  -0.1821   0.2562   1.3250
 ESM  C11   C  CH2   0  -0.453   1.4906   0.0853  -0.6056
 ESM  C12   C  CH2   0  -0.406   1.7484   0.4024  -2.0819
 ESM  C13   C  CT    0  -0.102   0.6375  -0.1415  -2.9730
 ESM  C14   C  CH1   0  -0.190  -0.7025   0.4183  -2.4756
 ESM  C15   C  CH2   0  -0.448  -1.6911   0.0635  -3.5889
 ESM  C16   C  CH2   0  -0.489  -0.8349   0.1192  -4.8755
 ESM  C17   C  CH1   0   0.102   0.6110   0.3952  -4.4051
 ESM  C18   C  CH3   0  -0.672   0.6739  -1.6734  -2.9881
 ESM  C2    C  CR6   0   0.311   0.6224   0.0063   3.6076
 ESM  C3    C  CR6   0   0.272  -0.6847  -0.2532   4.0453
 ESM  C4    C  CR16  0  -0.387  -1.7100  -0.2405   3.1220
 ESM  C5    C  CR66  0   0.040  -1.4816   0.0136   1.7671
 ESM  C6    C  C     0  -0.503  -2.6628  -0.0097   0.8290
 ESM  C7    C  C     0  -0.427  -2.3494   0.5575  -0.5471
 ESM  C8    C  CR16  0  -0.236  -1.0133   0.0265  -1.0432
 ESM  C9    C  CR16  0  -0.261   0.1081   0.5577  -0.1349
 ESM  O17   O  OH1   0  -0.675   1.6135  -0.1800  -5.2066
 ESM  O3    O  OH1   0  -0.638  -0.9597  -0.5112   5.3428
 ESM  O2    O  O2    0  -0.493   1.5654  -0.0165   4.5792
 ESM  C19   C  CH3   0  -0.431   2.9095   0.2282   4.2220
 ESM  HC1   H  HCR6  0   0.266   1.8630   0.4636   1.9402
 ESM  H111  H  HCH2  0   0.236   2.2761   0.5670  -0.0199
 ESM  H112  H  HCH2  0   0.222   1.5938  -0.9883  -0.4211
 ESM  H121  H  HCH2  0   0.214   1.8079   1.4903  -2.2056
 ESM  H122  H  HCH2  0   0.227   2.7214  -0.0002  -2.3781
 ESM  H14C  H  HCH1  0   0.211  -0.5951   1.5145  -2.4848
 ESM  H151  H  HCH2  0   0.232  -2.5334   0.7551  -3.6236
 ESM  H152  H  HCH2  0   0.222  -2.1101  -0.9339  -3.4354
 ESM  H161  H  HCH2  0   0.233  -1.1813   0.8890  -5.5674
 ESM  H162  H  HCH2  0   0.228  -0.8712  -0.8284  -5.4178
 ESM  H17C  H  HCH1  0   0.194   0.7568   1.4855  -4.3491
 ESM  H181  H  HCH3  0   0.229   0.5042  -2.0947  -1.9981
 ESM  H182  H  HCH3  0   0.232  -0.0779  -2.1062  -3.6492
 ESM  H183  H  HCH3  0   0.232   1.6488  -2.0291  -3.3233
 ESM  HC4   H  HCR6  0   0.250  -2.7203  -0.4362   3.4655
 ESM  HC61  H  H     0   0.243  -3.4990   0.5302   1.2810
 ESM  HC62  H  H     0   0.238  -3.0038  -1.0450   0.7198
 ESM  HC71  H  H     0   0.214  -2.3126   1.6519  -0.5106
 ESM  HC72  H  H     0   0.238  -3.1539   0.2949  -1.2384
 ESM  HC8   H  HCR6  0   0.215  -1.0428  -1.0692  -0.9669
 ESM  HC9   H  HCR6  0   0.226   0.0966   1.6533  -0.2476
 ESM  H17O  H  HOH1  0   0.447   1.5527   0.2061  -6.0855
 ESM  HO3   H  HOH1  0   0.469  -0.1481  -0.4898   5.8639
 ESM  H191  H  HCH3  0   0.261   3.4940   0.1461   5.1350
 ESM  H192  H  HCH3  0   0.227   3.2787  -0.5051   3.5002
 ESM  H193  H  HCH3  0   0.228   3.0444   1.2300   3.8057

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
 ESM  C1   C10   aromatic  1.401  0.020  1.401
 ESM  C1   C2    aromatic  1.382  0.020  1.382
 ESM  C1   HC1   single    0.930  0.020  1.080
 ESM  C10  C5    aromatic  1.394  0.020  1.394
 ESM  C10  C9    single    1.519  0.020  1.519
 ESM  C11  C12   single    1.532  0.020  1.532
 ESM  C11  C9    single    1.535  0.020  1.535
 ESM  C11  H111  single    0.970  0.020  1.090
 ESM  C11  H112  single    0.970  0.020  1.090
 ESM  C12  C13   single    1.524  0.020  1.524
 ESM  C12  H121  single    0.970  0.020  1.090
 ESM  C12  H122  single    0.970  0.020  1.090
 ESM  C13  C14   single    1.535  0.020  1.535
 ESM  C13  C17   single    1.530  0.020  1.530
 ESM  C13  C18   single    1.532  0.020  1.532
 ESM  C14  C15   single    1.531  0.020  1.531
 ESM  C14  C8    single    1.517  0.020  1.517
 ESM  C14  H14C  single    0.970  0.020  1.090
 ESM  C15  C16   single    1.546  0.020  1.546
 ESM  C15  H151  single    0.970  0.020  1.090
 ESM  C15  H152  single    0.970  0.020  1.090
 ESM  C16  C17   single    1.545  0.020  1.545
 ESM  C16  H161  single    0.970  0.020  1.090
 ESM  C16  H162  single    0.970  0.020  1.090
 ESM  C17  O17   single    1.407  0.020  1.407
 ESM  C17  H17C  single    0.970  0.020  1.090
 ESM  C18  H181  single    0.970  0.020  1.090
 ESM  C18  H182  single    0.970  0.020  1.090
 ESM  C18  H183  single    0.970  0.020  1.090
 ESM  C2   C3    aromatic  1.403  0.020  1.403
 ESM  C2   O2    single    1.354  0.020  1.354
 ESM  C3   C4    aromatic  1.380  0.020  1.380
 ESM  C3   O3    single    1.351  0.020  1.351
 ESM  C4   C5    aromatic  1.397  0.020  1.397
 ESM  C4   HC4   single    0.930  0.020  1.080
 ESM  C5   C6    single    1.509  0.020  1.509
 ESM  C6   C7    single    1.521  0.020  1.521
 ESM  C6   HC61  single    0.970  0.020  1.090
 ESM  C6   HC62  single    0.970  0.020  1.090
 ESM  C7   C8    single    1.521  0.020  1.521
 ESM  C7   HC71  single    0.970  0.020  1.090
 ESM  C7   HC72  single    0.970  0.020  1.090
 ESM  C8   C9    single    1.538  0.020  1.538
 ESM  C8   HC8   single    0.970  0.020  1.090
 ESM  C9   HC9   single    0.970  0.020  1.090
 ESM  O17  H17O  single    0.850  0.020  0.980
 ESM  O3   HO3   single    0.850  0.020  0.980
 ESM  O2   C19   single    1.412  0.020  1.412
 ESM  C19  H191  single    0.970  0.020  1.090
 ESM  C19  H192  single    0.970  0.020  1.090
 ESM  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
 ESM  HC1   C1   C2    119.02  3.000
 ESM  HC1   C1   C10   119.10  3.000
 ESM  C2    C1   C10   121.89  3.000
 ESM  C9    C10  C5    121.17  3.000
 ESM  C9    C10  C1    120.37  3.000
 ESM  C5    C10  C1    118.43  3.000
 ESM  H112  C11  H111  105.94  3.000
 ESM  H112  C11  C9    109.59  3.000
 ESM  H111  C11  C9    110.34  3.000
 ESM  H112  C11  C12   110.47  3.000
 ESM  H111  C11  C12   107.73  3.000
 ESM  C9    C11  C12   112.55  3.000
 ESM  H122  C12  H121  106.63  3.000
 ESM  H122  C12  C13   111.02  3.000
 ESM  H121  C12  C13   109.12  3.000
 ESM  H122  C12  C11   109.55  3.000
 ESM  H121  C12  C11   108.86  3.000
 ESM  C13   C12  C11   111.52  3.000
 ESM  C18   C13  C17   109.99  3.000
 ESM  C18   C13  C14   112.86  3.000
 ESM  C17   C13  C14    99.22  3.000
 ESM  C18   C13  C12   110.18  3.000
 ESM  C17   C13  C12   115.77  3.000
 ESM  C14   C13  C12   108.46  3.000
 ESM  H14C  C14  C8    106.55  3.000
 ESM  H14C  C14  C15   106.71  3.000
 ESM  C8    C14  C15   119.64  3.000
 ESM  H14C  C14  C13   105.97  3.000
 ESM  C8    C14  C13   112.99  3.000
 ESM  C15   C14  C13   104.10  3.000
 ESM  H152  C15  H151  106.69  3.000
 ESM  H152  C15  C16   111.23  3.000
 ESM  H151  C15  C16   112.24  3.000
 ESM  H152  C15  C14   110.92  3.000
 ESM  H151  C15  C14   112.02  3.000
 ESM  C16   C15  C14   103.84  3.000
 ESM  H162  C16  H161  106.65  3.000
 ESM  H162  C16  C17   109.70  3.000
 ESM  H161  C16  C17   111.34  3.000
 ESM  H162  C16  C15   111.31  3.000
 ESM  H161  C16  C15   112.16  3.000
 ESM  C17   C16  C15   105.74  3.000
 ESM  H17C  C17  O17   109.84  3.000
 ESM  H17C  C17  C16   108.43  3.000
 ESM  O17   C17  C16   114.86  3.000
 ESM  H17C  C17  C13   107.30  3.000
 ESM  O17   C17  C13   112.19  3.000
 ESM  C16   C17  C13   103.80  3.000
 ESM  H183  C18  H182  107.48  3.000
 ESM  H183  C18  H181  107.01  3.000
 ESM  H182  C18  H181  106.86  3.000
 ESM  H183  C18  C13   110.51  3.000
 ESM  H182  C18  C13   112.72  3.000
 ESM  H181  C18  C13   111.96  3.000
 ESM  O2    C2   C3    114.96  3.000
 ESM  O2    C2   C1    125.56  3.000
 ESM  C3    C2   C1    119.48  3.000
 ESM  O3    C3   C4    119.55  3.000
 ESM  O3    C3   C2    121.65  3.000
 ESM  C4    C3   C2    118.81  3.000
 ESM  HC4   C4   C5    119.47  3.000
 ESM  HC4   C4   C3    118.58  3.000
 ESM  C5    C4   C3    121.95  3.000
 ESM  C6    C5   C4    118.18  3.000
 ESM  C6    C5   C10   122.37  3.000
 ESM  C4    C5   C10   119.44  3.000
 ESM  HC62  C6   HC61  105.65  3.000
 ESM  HC62  C6   C7    109.04  3.000
 ESM  HC61  C6   C7    110.34  3.000
 ESM  HC62  C6   C5    108.68  3.000
 ESM  HC61  C6   C5    109.53  3.000
 ESM  C7    C6   C5    113.30  3.000
 ESM  HC72  C7   HC71  106.61  3.000
 ESM  HC72  C7   C8    110.89  3.000
 ESM  HC71  C7   C8    109.27  3.000
 ESM  HC72  C7   C6    109.34  3.000
 ESM  HC71  C7   C6    110.44  3.000
 ESM  C8    C7   C6    110.24  3.000
 ESM  HC8   C8   C9    108.85  3.000
 ESM  HC8   C8   C7    107.57  3.000
 ESM  C9    C8   C7    109.11  3.000
 ESM  HC8   C8   C14   109.18  3.000
 ESM  C9    C8   C14   108.60  3.000
 ESM  C7    C8   C14   113.44  3.000
 ESM  HC9   C9   C8    105.99  3.000
 ESM  HC9   C9   C11   106.52  3.000
 ESM  C8    C9   C11   111.68  3.000
 ESM  HC9   C9   C10   107.09  3.000
 ESM  C8    C9   C10   111.09  3.000
 ESM  C11   C9   C10   113.94  3.000
 ESM  H17O  O17  C17   108.15  3.000
 ESM  HO3   O3   C3    110.07  3.000
 ESM  C19   O2   C2    118.59  3.000
 ESM  H193  C19  H192  108.76  3.000
 ESM  H193  C19  H191  108.82  3.000
 ESM  H192  C19  H191  108.80  3.000
 ESM  H193  C19  O2    111.87  3.000
 ESM  H192  C19  O2    111.85  3.000
 ESM  H191  C19  O2    106.64  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
 ESM  CONST_01  C4    C5   C10  C1      0.00   0.0  0
 ESM  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 ESM  CONST_03  C3    C2   C1   C10     0.00   0.0  0
 ESM  CONST_04  C3    C4   C5   C10     0.00   0.0  0
 ESM  CONST_05  C5    C10  C1   C2      0.00   0.0  0
 ESM  CONST_06  C5    C4   C3   C2      0.00   0.0  0
 ESM  CONST_07  O3    C3   C2   C1    180.00   0.0  0
 ESM  CONST_08  O2    C2   C1   C10   180.00   0.0  0
 ESM  CONST_09  O2    C2   C3   C4    180.00   0.0  0
 ESM  CONST_10  O3    C3   C4   C5    180.00   0.0  0
 ESM  CONST_11  HC4   C4   C5   C10   180.00   0.0  0
 ESM  CONST_12  HC1   C1   C2   C3    180.00   0.0  0
 ESM  Var_01    C7    C6   C5   C10   -13.05  30.0  1
 ESM  Var_02    C9    C11  C12  C13   -53.76  30.0  1
 ESM  Var_03    C17   C16  C15  C14     4.24  30.0  1
 ESM  Var_04    C8    C7   C6   C5     44.33  30.0  1
 ESM  Var_05    H191  C19  O2   C2   -179.01  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
 ESM  chir_01  C13  C14  C17  C12  negativ
 ESM  chir_02  C14  C13  C15  C8   negativ
 ESM  chir_03  C17  O17  C16  C13  negativ
 ESM  chir_04  C8   C9   C7   C14  negativ
 ESM  chir_05  C9   C8   C11  C10  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
 ESM  plan-1  C1   0.020
 ESM  plan-1  C10  0.020
 ESM  plan-1  C2   0.020
 ESM  plan-1  C3   0.020
 ESM  plan-1  C4   0.020
 ESM  plan-1  C5   0.020
 ESM  plan-1  C6   0.020
 ESM  plan-1  C9   0.020
 ESM  plan-1  O3   0.020
 ESM  plan-1  O2   0.020
 ESM  plan-1  HC1  0.020
 ESM  plan-1  HC4  0.020

