# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 10:13:30 2022
#   Inital geometry file: a 143 line input string
#   Ligand name: (14beta)-17-oxoestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CCc4cc(O[C@@H]5O[C@@H]([C@@H](O)[C@H](O)[C@H]5O)C(O)=O)ccc34)[C@@H]1CCC2=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
 E3G  E3G  '(14beta)-17-oxoestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronic acid'  ligand  61  32  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_E3G
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
 E3G  C1'   C  CH1    0   0.285  62.2388  24.8151   8.2312
 E3G  C2'   C  CH1    0   0.007  62.9283  25.0082   6.8846
 E3G  C3'   C  CH1    0  -0.015  62.0499  25.8871   6.0027
 E3G  C4'   C  CH1    0   0.032  60.6441  25.3131   5.9129
 E3G  C5'   C  CH1    0  -0.167  60.0987  25.1193   7.3353
 E3G  C6'   C  C      0   0.441  58.6680  24.5414   7.3382
 E3G  C1    C  C1     0  -0.309  63.8334  23.0600  12.3638
 E3G  C2    C  C1     0  -0.346  63.8796  23.1652  10.9872
 E3G  C3    C  C      0   0.363  62.8723  23.8508  10.3152
 E3G  C4    C  C1     0  -0.408  61.8277  24.4022  11.0412
 E3G  C5    C  C      0   0.076  61.7902  24.2988  12.4339
 E3G  C6    C  CH2    0  -0.507  60.6252  24.9342  13.1512
 E3G  C7    C  CH2    0  -0.429  60.5066  24.5087  14.6061
 E3G  C8    C  CH1    0  -0.235  61.8741  24.5593  15.2701
 E3G  C9    C  CH1    0  -0.264  62.7809  23.4932  14.6325
 E3G  C10   C  C      0   0.102  62.8073  23.6302  13.1211
 E3G  C11   C  CH2    0  -0.450  64.1786  23.4730  15.2706
 E3G  C12   C  CH2    0  -0.407  64.1309  23.3319  16.7953
 E3G  C13   C  CT     0  -0.205  63.2332  24.3995  17.3995
 E3G  C14   C  CH1    0  -0.199  61.8379  24.3145  16.7658
 E3G  C15   C  CH2    0  -0.458  60.9612  25.1734  17.6771
 E3G  C16   C  CH2    0  -0.566  61.4833  24.8148  19.0762
 E3G  C17   C  C      0   0.427  62.8877  24.2606  18.8666
 E3G  C18   C  CH3    0  -0.667  63.8813  25.7926  17.2792
 E3G  O8'   O  OH1    0  -0.667  64.1849  25.5855   7.1214
 E3G  O9'   O  OH1    0  -0.671  62.6860  25.9747   4.7485
 E3G  O10   O  OH1    0  -0.703  59.8381  26.1841   5.1695
 E3G  O11   O  O      0  -0.552  58.3714  23.6911   8.1781
 E3G  O12   O  OC    -1  -0.610  57.9111  25.0373   6.4604
 E3G  O7'   O  O2     0  -0.490  60.9637  24.2734   8.0621
 E3G  O20   O  O2     0  -0.498  62.9964  23.9090   8.9631
 E3G  O19   O  O      0  -0.393  63.5948  23.7966  19.7279
 E3G  H1'   H  HCH1   0   0.203  62.1804  25.7858   8.7566
 E3G  H2'   H  HCH1   0   0.215  63.0221  24.0191   6.4077
 E3G  H3'   H  HCH1   0   0.206  61.9774  26.8815   6.4737
 E3G  H4'   H  HCH1   0   0.188  60.7064  24.3184   5.4370
 E3G  H5'   H  HCH1   0   0.227  60.0494  26.1124   7.8182
 E3G  H4    H  H      0   0.273  61.0075  24.9068  10.5458
 E3G  H61   H  HCH2   0   0.244  60.7403  26.0225  13.1062
 E3G  H62   H  HCH2   0   0.248  59.7022  24.7119  12.6100
 E3G  H71   H  HCH2   0   0.241  59.7976  25.1635  15.1173
 E3G  H72   H  HCH2   0   0.219  60.1067  23.4918  14.6779
 E3G  H8    H  HCH1   0   0.222  62.3015  25.5521  15.0755
 E3G  H9    H  HCH1   0   0.231  62.3182  22.5226  14.8679
 E3G  H111  H  HCH2   0   0.242  64.7582  22.6367  14.8765
 E3G  H112  H  HCH2   0   0.226  64.7220  24.3786  14.9859
 E3G  H121  H  HCH2   0   0.229  63.7377  22.3416  17.0478
 E3G  H122  H  HCH2   0   0.234  65.1432  23.3862  17.2029
 E3G  H14   H  HCH1   0   0.227  61.5006  23.2746  16.9056
 E3G  H151  H  HCH2   0   0.232  61.0883  26.2373  17.4654
 E3G  H152  H  HCH2   0   0.248  59.9004  24.9497  17.5678
 E3G  H161  H  HCH2   0   0.276  61.5008  25.6524  19.7761
 E3G  H162  H  HCH2   0   0.276  60.8753  24.0339  19.5411
 E3G  H181  H  HCH3   0   0.244  63.2932  26.5801  17.7527
 E3G  H182  H  HCH3   0   0.244  64.8601  25.7806  17.7609
 E3G  H183  H  HCH3   0   0.249  64.0290  26.0836  16.2405
 E3G  HO8   H  HOH1   0   0.451  64.5638  25.8283   6.2697
 E3G  HO9   H  HOH1   0   0.454  62.2574  26.6668   4.2357
 E3G  HO1   H  HOH1   0   0.439  58.9255  25.9179   5.4386
 E3G  H1    H  H      0   0.242  64.6304  22.5169  12.8541
 E3G  H2    H  H      0   0.254  64.6954  22.7216  10.4299

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
 E3G  C1'  C2'   single    1.525  0.020  1.525
 E3G  C1'  O7'   single    1.396  0.020  1.396
 E3G  C1'  O20   single    1.389  0.020  1.389
 E3G  C1'  H1'   single    0.970  0.020  1.090
 E3G  C2'  C3'   single    1.524  0.020  1.524
 E3G  C2'  O8'   single    1.403  0.020  1.403
 E3G  C2'  H2'   single    0.970  0.020  1.090
 E3G  C3'  C4'   single    1.521  0.020  1.521
 E3G  C3'  O9'   single    1.409  0.020  1.409
 E3G  C3'  H3'   single    0.970  0.020  1.090
 E3G  C4'  C5'   single    1.536  0.020  1.536
 E3G  C4'  O10   single    1.400  0.020  1.400
 E3G  C4'  H4'   single    0.970  0.020  1.090
 E3G  C5'  C6'   single    1.543  0.020  1.543
 E3G  C5'  O7'   single    1.411  0.020  1.411
 E3G  C5'  H5'   single    0.970  0.020  1.090
 E3G  C6'  O11   deloc     1.231  0.020  1.231
 E3G  C6'  O12   deloc     1.261  0.020  1.261
 E3G  C1   C2    aromatic  1.381  0.020  1.381
 E3G  C1   C10   aromatic  1.397  0.020  1.397
 E3G  C1   H1    single    0.930  0.020  1.080
 E3G  C2   C3    aromatic  1.392  0.020  1.392
 E3G  C2   H2    single    0.930  0.020  1.080
 E3G  C3   C4    aromatic  1.386  0.020  1.386
 E3G  C3   O20   single    1.359  0.020  1.359
 E3G  C4   C5    aromatic  1.397  0.020  1.397
 E3G  C4   H4    single    0.930  0.020  1.080
 E3G  C5   C6    single    1.509  0.020  1.509
 E3G  C5   C10   aromatic  1.398  0.020  1.398
 E3G  C6   C7    single    1.520  0.020  1.520
 E3G  C6   H61   single    0.970  0.020  1.090
 E3G  C6   H62   single    0.970  0.020  1.090
 E3G  C7   C8    single    1.521  0.020  1.521
 E3G  C7   H71   single    0.970  0.020  1.090
 E3G  C7   H72   single    0.970  0.020  1.090
 E3G  C8   C9    single    1.538  0.020  1.538
 E3G  C8   C14   single    1.516  0.020  1.516
 E3G  C8   H8    single    0.970  0.020  1.090
 E3G  C9   C10   single    1.518  0.020  1.518
 E3G  C9   C11   single    1.537  0.020  1.537
 E3G  C9   H9    single    0.970  0.020  1.090
 E3G  C11  C12   single    1.532  0.020  1.532
 E3G  C11  H111  single    0.970  0.020  1.090
 E3G  C11  H112  single    0.970  0.020  1.090
 E3G  C12  C13   single    1.520  0.020  1.520
 E3G  C12  H121  single    0.970  0.020  1.090
 E3G  C12  H122  single    0.970  0.020  1.090
 E3G  C13  C14   single    1.535  0.020  1.535
 E3G  C13  C17   single    1.514  0.020  1.514
 E3G  C13  C18   single    1.541  0.020  1.541
 E3G  C14  C15   single    1.529  0.020  1.529
 E3G  C14  H14   single    0.970  0.020  1.090
 E3G  C15  C16   single    1.536  0.020  1.536
 E3G  C15  H151  single    0.970  0.020  1.090
 E3G  C15  H152  single    0.970  0.020  1.090
 E3G  C16  C17   single    1.524  0.020  1.524
 E3G  C16  H161  single    0.970  0.020  1.090
 E3G  C16  H162  single    0.970  0.020  1.090
 E3G  C17  O19   double    1.207  0.020  1.207
 E3G  C18  H181  single    0.970  0.020  1.090
 E3G  C18  H182  single    0.970  0.020  1.090
 E3G  C18  H183  single    0.970  0.020  1.090
 E3G  O8'  HO8   single    0.850  0.020  0.980
 E3G  O9'  HO9   single    0.850  0.020  0.980
 E3G  O10  HO1   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
 E3G  H1'   C1'  O20   110.56  3.000
 E3G  H1'   C1'  O7'   110.49  3.000
 E3G  O20   C1'  O7'   107.99  3.000
 E3G  H1'   C1'  C2'   109.41  3.000
 E3G  O20   C1'  C2'   107.53  3.000
 E3G  O7'   C1'  C2'   110.81  3.000
 E3G  H2'   C2'  O8'   111.48  3.000
 E3G  H2'   C2'  C3'   108.44  3.000
 E3G  O8'   C2'  C3'   112.13  3.000
 E3G  H2'   C2'  C1'   107.87  3.000
 E3G  O8'   C2'  C1'   107.94  3.000
 E3G  C3'   C2'  C1'   108.87  3.000
 E3G  H3'   C3'  O9'   110.72  3.000
 E3G  H3'   C3'  C4'   107.74  3.000
 E3G  O9'   C3'  C4'   112.84  3.000
 E3G  H3'   C3'  C2'   108.11  3.000
 E3G  O9'   C3'  C2'   106.91  3.000
 E3G  C4'   C3'  C2'   110.45  3.000
 E3G  H4'   C4'  O10   111.34  3.000
 E3G  H4'   C4'  C5'   107.79  3.000
 E3G  O10   C4'  C5'   111.45  3.000
 E3G  H4'   C4'  C3'   108.25  3.000
 E3G  O10   C4'  C3'   109.18  3.000
 E3G  C5'   C4'  C3'   108.73  3.000
 E3G  H5'   C5'  O7'   109.92  3.000
 E3G  H5'   C5'  C6'   107.11  3.000
 E3G  O7'   C5'  C6'   110.05  3.000
 E3G  H5'   C5'  C4'   107.89  3.000
 E3G  O7'   C5'  C4'   109.57  3.000
 E3G  C6'   C5'  C4'   112.23  3.000
 E3G  O12   C6'  O11   127.01  3.000
 E3G  O12   C6'  C5'   114.08  3.000
 E3G  O11   C6'  C5'   118.89  3.000
 E3G  H1    C1   C10   120.02  3.000
 E3G  H1    C1   C2    117.72  3.000
 E3G  C10   C1   C2    122.26  3.000
 E3G  H2    C2   C3    119.91  3.000
 E3G  H2    C2   C1    120.46  3.000
 E3G  C3    C2   C1    119.64  3.000
 E3G  O20   C3   C4    124.94  3.000
 E3G  O20   C3   C2    115.81  3.000
 E3G  C4    C3   C2    119.24  3.000
 E3G  H4    C4   C5    118.05  3.000
 E3G  H4    C4   C3    121.09  3.000
 E3G  C5    C4   C3    120.85  3.000
 E3G  C10   C5   C6    121.98  3.000
 E3G  C10   C5   C4    120.40  3.000
 E3G  C6    C5   C4    117.62  3.000
 E3G  H62   C6   H61   105.70  3.000
 E3G  H62   C6   C7    110.55  3.000
 E3G  H61   C6   C7    109.00  3.000
 E3G  H62   C6   C5    109.34  3.000
 E3G  H61   C6   C5    108.53  3.000
 E3G  C7    C6   C5    113.41  3.000
 E3G  H72   C7   H71   106.79  3.000
 E3G  H72   C7   C8    109.30  3.000
 E3G  H71   C7   C8    111.06  3.000
 E3G  H72   C7   C6    110.56  3.000
 E3G  H71   C7   C6    109.31  3.000
 E3G  C8    C7   C6    109.78  3.000
 E3G  H8    C8   C14   109.27  3.000
 E3G  H8    C8   C9    108.89  3.000
 E3G  C14   C8   C9    108.13  3.000
 E3G  H8    C8   C7    107.61  3.000
 E3G  C14   C8   C7    113.82  3.000
 E3G  C9    C8   C7    109.03  3.000
 E3G  H9    C9   C11   106.38  3.000
 E3G  H9    C9   C10   107.45  3.000
 E3G  C11   C9   C10   113.50  3.000
 E3G  H9    C9   C8    105.95  3.000
 E3G  C11   C9   C8    111.92  3.000
 E3G  C10   C9   C8    111.13  3.000
 E3G  C9    C10  C5    121.34  3.000
 E3G  C9    C10  C1    121.05  3.000
 E3G  C5    C10  C1    117.59  3.000
 E3G  H112  C11  H111  106.07  3.000
 E3G  H112  C11  C12   110.53  3.000
 E3G  H111  C11  C12   107.78  3.000
 E3G  H112  C11  C9    109.45  3.000
 E3G  H111  C11  C9    110.08  3.000
 E3G  C12   C11  C9    112.72  3.000
 E3G  H122  C12  H121  106.96  3.000
 E3G  H122  C12  C13   111.34  3.000
 E3G  H121  C12  C13   109.36  3.000
 E3G  H122  C12  C11   109.75  3.000
 E3G  H121  C12  C11   108.90  3.000
 E3G  C13   C12  C11   110.44  3.000
 E3G  C18   C13  C17   104.75  3.000
 E3G  C18   C13  C14   113.59  3.000
 E3G  C17   C13  C14   100.81  3.000
 E3G  C18   C13  C12   110.83  3.000
 E3G  C17   C13  C12   117.10  3.000
 E3G  C14   C13  C12   109.51  3.000
 E3G  H14   C14  C15   106.20  3.000
 E3G  H14   C14  C13   106.15  3.000
 E3G  C15   C14  C13   104.13  3.000
 E3G  H14   C14  C8    106.55  3.000
 E3G  C15   C14  C8    120.74  3.000
 E3G  C13   C14  C8    112.13  3.000
 E3G  H152  C15  H151  107.09  3.000
 E3G  H152  C15  C16   111.98  3.000
 E3G  H151  C15  C16   111.38  3.000
 E3G  H152  C15  C14   112.53  3.000
 E3G  H151  C15  C14   111.41  3.000
 E3G  C16   C15  C14   102.53  3.000
 E3G  H162  C16  H161  106.52  3.000
 E3G  H162  C16  C17   108.13  3.000
 E3G  H161  C16  C17   110.63  3.000
 E3G  H162  C16  C15   111.41  3.000
 E3G  H161  C16  C15   114.22  3.000
 E3G  C17   C16  C15   105.83  3.000
 E3G  O19   C17  C16   125.55  3.000
 E3G  O19   C17  C13   126.38  3.000
 E3G  C16   C17  C13   108.07  3.000
 E3G  H183  C18  H182  107.60  3.000
 E3G  H183  C18  H181  107.11  3.000
 E3G  H182  C18  H181  107.46  3.000
 E3G  H183  C18  C13   111.90  3.000
 E3G  H182  C18  C13   109.44  3.000
 E3G  H181  C18  C13   113.07  3.000
 E3G  HO8   O8'  C2'   107.86  3.000
 E3G  HO9   O9'  C3'   108.55  3.000
 E3G  HO1   O10  C4'   102.68  3.000
 E3G  C5'   O7'  C1'   112.94  3.000
 E3G  C3    O20  C1'   120.15  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
 E3G  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 E3G  CONST_02  C4   C5   C10  C1      0.00   0.0  0
 E3G  CONST_03  C5   C10  C1   C2      0.00   0.0  0
 E3G  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 E3G  CONST_05  C10  C1   C2   C3      0.00   0.0  0
 E3G  CONST_06  C10  C5   C4   C3      0.00   0.0  0
 E3G  CONST_07  O20  C3   C2   C1    180.00   0.0  0
 E3G  CONST_08  O20  C3   C4   C5    180.00   0.0  0
 E3G  CONST_09  H4   C4   C3   C2    180.00   0.0  0
 E3G  CONST_10  H1   C1   C2   C3    180.00   0.0  0
 E3G  CONST_11  H2   C2   C3   C4    180.00   0.0  0
 E3G  Var_01    C7   C6   C5   C4    167.08  30.0  1
 E3G  Var_02    C8   C7   C6   C5     45.32  30.0  1
 E3G  Var_03    C13  C12  C11  C9    -53.32  30.0  1
 E3G  Var_04    C15  C16  C17  C13     4.73  30.0  1
 E3G  Var_05    C17  C16  C15  C14    21.50  30.0  1
 E3G  Var_06    C2   C3   O20  C1'  -164.93  30.0  2

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
 E3G  chir_01  C1'  C2'  O7'  O20  negativ
 E3G  chir_02  C2'  O8'  C1'  C3'  negativ
 E3G  chir_03  C3'  O9'  C2'  C4'  positiv
 E3G  chir_04  C4'  O10  C3'  C5'  negativ
 E3G  chir_05  C5'  O7'  C4'  C6'  negativ
 E3G  chir_06  C8   C7   C9   C14  positiv
 E3G  chir_07  C9   C8   C10  C11  negativ
 E3G  chir_08  C13  C17  C14  C12  positiv
 E3G  chir_09  C14  C15  C13  C8   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
 E3G  plan-1  C13  0.020
 E3G  plan-1  C16  0.020
 E3G  plan-1  C17  0.020
 E3G  plan-1  O19  0.020
 E3G  plan-2  C1   0.020
 E3G  plan-2  C2   0.020
 E3G  plan-2  C3   0.020
 E3G  plan-2  C4   0.020
 E3G  plan-2  C5   0.020
 E3G  plan-2  C6   0.020
 E3G  plan-2  C9   0.020
 E3G  plan-2  C10  0.020
 E3G  plan-2  O20  0.020
 E3G  plan-2  H4   0.020
 E3G  plan-2  H1   0.020
 E3G  plan-2  H2   0.020
 E3G  plan-3  C5'  0.020
 E3G  plan-3  C6'  0.020
 E3G  plan-3  O11  0.020
 E3G  plan-3  O12  0.020

