# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 19:45:32 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: (9beta,13alpha,14beta,17alpha)-estra-1,3,5(10)-triene-2,3,17-triol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CCc4cc(O)c(O)cc34)[C@@H]1CC[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
 ECS  ECS  (9beta,13alpha,14beta,17alpha)-estra-1,3,5(10)-triene-2,3,17-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_ECS
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
 ECS  C1    C  CR16  0  -0.459   2.1711   0.0023  -0.0655
 ECS  C10   C  CR66  0   0.113   3.3471  -0.7547  -0.0583
 ECS  C11   C  CH2   0  -0.451   4.7733   1.3001   0.4945
 ECS  C12   C  CH2   0  -0.405   6.1478   1.9585   0.3392
 ECS  C13   C  CT    0  -0.103   7.2678   1.0398   0.8158
 ECS  C14   C  CH1   0  -0.191   7.1545  -0.2998   0.0740
 ECS  C15   C  CH2   0  -0.451   8.4663  -1.0167   0.3996
 ECS  C16   C  CH2   0  -0.487   9.4932   0.1335   0.5175
 ECS  C17   C  CH1   0   0.103   8.6792   1.4394   0.3791
 ECS  C18   C  CH3   0  -0.673   7.2127   0.8818   2.3390
 ECS  C2    C  CR6   0   0.271   0.9206  -0.5839  -0.0044
 ECS  C3    C  CR6   0   0.282   0.8122  -1.9767   0.0646
 ECS  C4    C  CR16  0  -0.388   1.9700  -2.7307   0.0661
 ECS  C5    C  CR66  0   0.044   3.2353  -2.1450   0.0041
 ECS  C6    C  C     0  -0.502   4.4420  -3.0497   0.0299
 ECS  C7    C  C     0  -0.428   5.7231  -2.3454  -0.3863
 ECS  C8    C  CR16  0  -0.233   5.8319  -1.0011   0.3156
 ECS  C9    C  CR16  0  -0.265   4.7025  -0.0796  -0.1737
 ECS  O17   O  OH1   0  -0.675   9.1786   2.5277   1.1173
 ECS  O3    O  OH1   0  -0.640  -0.3872  -2.5987   0.1268
 ECS  O2    O  OH1   0  -0.651  -0.2444   0.1102  -0.0073
 ECS  H1    H  HCR6  0   0.258   2.2232   1.0837  -0.1223
 ECS  H9    H  HCR6  0   0.226   4.8883   0.0823  -1.2471
 ECS  H111  H  HCH2  0   0.221   4.5081   1.2054   1.5522
 ECS  H112  H  HCH2  0   0.238   4.0294   1.9694   0.0578
 ECS  H121  H  HCH2  0   0.213   6.3112   2.1972  -0.7187
 ECS  H122  H  HCH2  0   0.226   6.1610   2.9095   0.8790
 ECS  H14   H  HCH1  0   0.212   7.1871  -0.0614  -1.0008
 ECS  H17   H  HCH1  0   0.195   8.6258   1.7064  -0.6879
 ECS  H181  H  HCH3  0   0.232   7.3942   1.8397   2.8275
 ECS  H182  H  HCH3  0   0.230   6.2386   0.5311   2.6787
 ECS  H183  H  HCH3  0   0.231   7.9556   0.1789   2.7183
 ECS  H151  H  HCH2  0   0.233   8.7382  -1.7400  -0.3701
 ECS  H152  H  HCH2  0   0.222   8.3893  -1.5754   1.3362
 ECS  H8    H  HCR6  0   0.216   5.7069  -1.1721   1.3942
 ECS  H161  H  HCH2  0   0.228   9.9996   0.1159   1.4851
 ECS  H162  H  HCH2  0   0.233  10.2705   0.0687  -0.2457
 ECS  HA    H  HOH1  0   0.447  10.0497   2.7485   0.7746
 ECS  H2    H  HOH1  0   0.479  -0.0766   1.0579  -0.0447
 ECS  H4    H  HCR6  0   0.250   1.8848  -3.8113   0.1139
 ECS  H3    H  HOH1  0   0.470  -1.1015  -1.9516   0.1115
 ECS  H6C1  H  H     0   0.237   4.5673  -3.4425   1.0452
 ECS  H6C2  H  H     0   0.242   4.2602  -3.9205  -0.6051
 ECS  H7C1  H  H     0   0.238   6.5797  -2.9808  -0.1500
 ECS  H7C2  H  H     0   0.214   5.7382  -2.1893  -1.4706

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
 ECS  C1   C10   aromatic  1.399  0.020  1.399
 ECS  C1   C2    aromatic  1.382  0.020  1.382
 ECS  C1   H1    single    0.930  0.020  1.080
 ECS  C10  C5    aromatic  1.396  0.020  1.396
 ECS  C10  C9    single    1.519  0.020  1.519
 ECS  C11  C12   single    1.532  0.020  1.532
 ECS  C11  C9    single    1.535  0.020  1.535
 ECS  C11  H111  single    0.970  0.020  1.090
 ECS  C11  H112  single    0.970  0.020  1.090
 ECS  C12  C13   single    1.525  0.020  1.525
 ECS  C12  H121  single    0.970  0.020  1.090
 ECS  C12  H122  single    0.970  0.020  1.090
 ECS  C13  C14   single    1.535  0.020  1.535
 ECS  C13  C17   single    1.531  0.020  1.531
 ECS  C13  C18   single    1.532  0.020  1.532
 ECS  C14  C15   single    1.530  0.020  1.530
 ECS  C14  C8    single    1.516  0.020  1.516
 ECS  C14  H14   single    0.970  0.020  1.090
 ECS  C15  C16   single    1.546  0.020  1.546
 ECS  C15  H151  single    0.970  0.020  1.090
 ECS  C15  H152  single    0.970  0.020  1.090
 ECS  C16  C17   single    1.545  0.020  1.545
 ECS  C16  H161  single    0.970  0.020  1.090
 ECS  C16  H162  single    0.970  0.020  1.090
 ECS  C17  O17   single    1.407  0.020  1.407
 ECS  C17  H17   single    0.970  0.020  1.090
 ECS  C18  H181  single    0.970  0.020  1.090
 ECS  C18  H182  single    0.970  0.020  1.090
 ECS  C18  H183  single    0.970  0.020  1.090
 ECS  C2   C3    aromatic  1.399  0.020  1.399
 ECS  C2   O2    single    1.356  0.020  1.356
 ECS  C3   C4    aromatic  1.382  0.020  1.382
 ECS  C3   O3    single    1.353  0.020  1.353
 ECS  C4   C5    aromatic  1.396  0.020  1.396
 ECS  C4   H4    single    0.930  0.020  1.080
 ECS  C5   C6    single    1.508  0.020  1.508
 ECS  C6   C7    single    1.520  0.020  1.520
 ECS  C6   H6C1  single    0.970  0.020  1.090
 ECS  C6   H6C2  single    0.970  0.020  1.090
 ECS  C7   H7C2  single    0.970  0.020  1.090
 ECS  C7   C8    single    1.520  0.020  1.520
 ECS  C7   H7C1  single    0.970  0.020  1.090
 ECS  C8   C9    single    1.538  0.020  1.538
 ECS  C8   H8    single    0.970  0.020  1.090
 ECS  C9   H9    single    0.970  0.020  1.090
 ECS  O17  HA    single    0.850  0.020  0.980
 ECS  O3   H3    single    0.850  0.020  0.980
 ECS  O2   H2    single    0.850  0.020  0.980

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
 ECS  H1    C1   C2    117.96  3.000
 ECS  H1    C1   C10   119.98  3.000
 ECS  C2    C1   C10   122.06  3.000
 ECS  C9    C10  C5    121.17  3.000
 ECS  C9    C10  C1    120.63  3.000
 ECS  C5    C10  C1    118.16  3.000
 ECS  H112  C11  H111  105.93  3.000
 ECS  H112  C11  C9    110.22  3.000
 ECS  H111  C11  C9    109.37  3.000
 ECS  H112  C11  C12   107.90  3.000
 ECS  H111  C11  C12   110.64  3.000
 ECS  C9    C11  C12   112.56  3.000
 ECS  H122  C12  H121  106.57  3.000
 ECS  H122  C12  C13   111.15  3.000
 ECS  H121  C12  C13   108.85  3.000
 ECS  H122  C12  C11   109.54  3.000
 ECS  H121  C12  C11   108.96  3.000
 ECS  C13   C12  C11   111.62  3.000
 ECS  C18   C13  C17   110.10  3.000
 ECS  C18   C13  C14   112.81  3.000
 ECS  C17   C13  C14    99.09  3.000
 ECS  C18   C13  C12   110.27  3.000
 ECS  C17   C13  C12   115.52  3.000
 ECS  C14   C13  C12   108.69  3.000
 ECS  H14   C14  C8    106.34  3.000
 ECS  H14   C14  C15   106.48  3.000
 ECS  C8    C14  C15   119.81  3.000
 ECS  H14   C14  C13   106.29  3.000
 ECS  C8    C14  C13   113.01  3.000
 ECS  C15   C14  C13   104.05  3.000
 ECS  H152  C15  H151  106.46  3.000
 ECS  H152  C15  C16   111.19  3.000
 ECS  H151  C15  C16   112.43  3.000
 ECS  H152  C15  C14   111.18  3.000
 ECS  H151  C15  C14   111.98  3.000
 ECS  C16   C15  C14   103.71  3.000
 ECS  H162  C16  H161  106.76  3.000
 ECS  H162  C16  C17   111.27  3.000
 ECS  H161  C16  C17   109.71  3.000
 ECS  H162  C16  C15   112.05  3.000
 ECS  H161  C16  C15   111.31  3.000
 ECS  C17   C16  C15   105.78  3.000
 ECS  H17   C17  O17   109.77  3.000
 ECS  H17   C17  C16   108.50  3.000
 ECS  O17   C17  C16   114.82  3.000
 ECS  H17   C17  C13   107.16  3.000
 ECS  O17   C17  C13   112.31  3.000
 ECS  C16   C17  C13   103.86  3.000
 ECS  H183  C18  H182  107.05  3.000
 ECS  H183  C18  H181  107.27  3.000
 ECS  H182  C18  H181  106.98  3.000
 ECS  H183  C18  C13   112.80  3.000
 ECS  H182  C18  C13   112.03  3.000
 ECS  H181  C18  C13   110.41  3.000
 ECS  O2    C2   C3    116.31  3.000
 ECS  O2    C2   C1    124.05  3.000
 ECS  C3    C2   C1    119.64  3.000
 ECS  O3    C3   C4    119.48  3.000
 ECS  O3    C3   C2    121.93  3.000
 ECS  C4    C3   C2    118.59  3.000
 ECS  H4    C4   C5    119.42  3.000
 ECS  H4    C4   C3    118.54  3.000
 ECS  C5    C4   C3    122.05  3.000
 ECS  C6    C5   C4    118.21  3.000
 ECS  C6    C5   C10   122.28  3.000
 ECS  C4    C5   C10   119.50  3.000
 ECS  H6C2  C6   H6C1  105.77  3.000
 ECS  H6C2  C6   C7    110.50  3.000
 ECS  H6C1  C6   C7    108.87  3.000
 ECS  H6C2  C6   C5    109.56  3.000
 ECS  H6C1  C6   C5    108.80  3.000
 ECS  C7    C6   C5    113.06  3.000
 ECS  H7C2  C7   H7C1  106.63  3.000
 ECS  H7C1  C7   C8    111.00  3.000
 ECS  H7C2  C7   C8    109.26  3.000
 ECS  H7C1  C7   C6    109.40  3.000
 ECS  C8    C7   C6    110.09  3.000
 ECS  H7C2  C7   C6    110.41  3.000
 ECS  H8    C8   C9    108.78  3.000
 ECS  H8    C8   C7    107.90  3.000
 ECS  C9    C8   C7    109.29  3.000
 ECS  H8    C8   C14   109.12  3.000
 ECS  C9    C8   C14   108.23  3.000
 ECS  C7    C8   C14   113.44  3.000
 ECS  H9    C9   C8    105.93  3.000
 ECS  H9    C9   C11   106.52  3.000
 ECS  C8    C9   C11   111.49  3.000
 ECS  H9    C9   C10   106.86  3.000
 ECS  C8    C9   C10   111.41  3.000
 ECS  C11   C9   C10   114.06  3.000
 ECS  HA    O17  C17   108.19  3.000
 ECS  H3    O3   C3    110.35  3.000
 ECS  H2    O2   C2    110.73  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
 ECS  CONST_01  C4   C5   C10  C1     0.00   0.0  0
 ECS  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 ECS  CONST_03  C3   C2   C1   C10    0.00   0.0  0
 ECS  CONST_04  C3   C4   C5   C10    0.00   0.0  0
 ECS  CONST_05  C5   C10  C1   C2     0.00   0.0  0
 ECS  CONST_06  C5   C4   C3   C2     0.00   0.0  0
 ECS  CONST_07  O3   C3   C2   C1   180.00   0.0  0
 ECS  CONST_08  O2   C2   C1   C10  180.00   0.0  0
 ECS  CONST_09  O2   C2   C3   C4   180.00   0.0  0
 ECS  CONST_10  O3   C3   C4   C5   180.00   0.0  0
 ECS  CONST_11  H4   C4   C5   C10  180.00   0.0  0
 ECS  CONST_12  H1   C1   C2   C3   180.00   0.0  0
 ECS  Var_01    C7   C6   C5   C10  -15.35  30.0  1
 ECS  Var_02    C9   C11  C12  C13  -53.31  30.0  1
 ECS  Var_03    C17  C16  C15  C14    4.99  30.0  1
 ECS  Var_04    C8   C7   C6   C5    46.05  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
 ECS  chir_01  C13  C14  C17  C12  negativ
 ECS  chir_02  C14  C13  C15  C8   negativ
 ECS  chir_03  C17  O17  C16  C13  negativ
 ECS  chir_04  C8   C9   C7   C14  negativ
 ECS  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
 ECS  plan-1  C1   0.020
 ECS  plan-1  C10  0.020
 ECS  plan-1  C2   0.020
 ECS  plan-1  C3   0.020
 ECS  plan-1  C4   0.020
 ECS  plan-1  C5   0.020
 ECS  plan-1  C6   0.020
 ECS  plan-1  C9   0.020
 ECS  plan-1  O3   0.020
 ECS  plan-1  O2   0.020
 ECS  plan-1  H1   0.020
 ECS  plan-1  H4   0.020

