# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:10:43 2022
#   Inital geometry file: a 170 line input string
#   Ligand name: (2alpha,3alpha,5alpha,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(O)CC[C@@H](O)[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C
#
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
 20E  20E  (2alpha,3alpha,5alpha,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one  ligand  78  34  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_20E
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
 20E  C19   C  CH3   0  -0.674   4.0377  -0.1862   2.2694
 20E  C10   C  CT    0  -0.099   4.1085  -0.3954   0.7522
 20E  C1    C  CH2   0  -0.441   4.8345  -1.7257   0.4963
 20E  C2    C  CH1   0   0.018   5.1673  -1.9768  -0.9654
 20E  O2    O  OH1   0  -0.673   5.8889  -3.1935  -1.0368
 20E  C3    C  CH1   0   0.017   5.9841  -0.8284  -1.5613
 20E  O3    O  OH1   0  -0.675   7.2668  -0.7608  -0.9787
 20E  C4    C  CH2   0  -0.478   5.2785   0.4991  -1.3378
 20E  C5    C  CH1   0  -0.374   4.9653   0.7320   0.1486
 20E  C6    C  C     0   0.448   4.3051   2.0775   0.3001
 20E  O6    O  O     0  -0.427   4.9501   3.0969   0.4763
 20E  C7    C  C1    0  -0.468   2.8548   2.1153   0.1248
 20E  C8    C  C     0   0.210   2.1188   1.0026   0.0049
 20E  C9    C  CH1   0  -0.276   2.6984  -0.3860   0.1085
 20E  C11   C  CH2   0  -0.450   1.7277  -1.3768   0.7770
 20E  C12   C  CH2   0  -0.416   0.2686  -1.2639   0.3365
 20E  C13   C  CT    0  -0.095  -0.2444   0.1745   0.4578
 20E  C18   C  CH3   0  -0.724  -0.1409   0.6555   1.9122
 20E  C14   C  CT    0   0.199   0.6720   1.0567  -0.4222
 20E  O14   O  OH1   0  -0.655   0.6445   0.5073  -1.7371
 20E  C15   C  CH2   0  -0.487  -0.0437   2.3952  -0.4326
 20E  C16   C  CH2   0  -0.418  -1.5283   2.0020  -0.5322
 20E  C17   C  CH1   0  -0.190  -1.6354   0.4927  -0.1697
 20E  C20   C  CT    0   0.174  -2.9406   0.0931   0.5853
 20E  O20   O  OH1   0  -0.682  -3.2834   1.0054   1.6186
 20E  C21   C  CH3   0  -0.698  -2.8367  -1.3196   1.1568
 20E  C22   C  CH1   0   0.080  -4.1409   0.1603  -0.4024
 20E  O22   O  OH1   0  -0.649  -4.3518   1.4790  -0.8574
 20E  C23   C  CH2   0  -0.472  -5.4460  -0.4279   0.1442
 20E  C24   C  CH2   0  -0.392  -6.5855  -0.3280  -0.8653
 20E  C25   C  CT    0   0.188  -7.9228  -0.9120  -0.4012
 20E  C26   C  CH3   0  -0.637  -8.9673  -0.7081  -1.4986
 20E  C27   C  CH3   0  -0.657  -7.8109  -2.4009  -0.0761
 20E  O25   O  OH1   0  -0.661  -8.2915  -0.1816   0.7629
 20E  H191  H  HCH3  0   0.237   3.4000   0.6535   2.5517
 20E  H192  H  HCH3  0   0.239   3.6645  -1.0708   2.7861
 20E  H193  H  HCH3  0   0.241   5.0359   0.0143   2.6636
 20E  H11   H  HCH2  0   0.237   5.7620  -1.7195   1.0781
 20E  H12   H  HCH2  0   0.246   4.2427  -2.5593   0.8834
 20E  H2    H  HCH1  0   0.213   4.2383  -2.0576  -1.5455
 20E  HO2   H  HOH1  0   0.453   5.9413  -3.4630  -1.9599
 20E  H3    H  HCH1  0   0.218   6.0677  -0.9942  -2.6477
 20E  HO3   H  HOH1  0   0.442   7.6006  -1.6629  -0.9102
 20E  H41   H  HCH2  0   0.269   5.9043   1.3093  -1.7196
 20E  H42   H  HCH2  0   0.254   4.3665   0.5159  -1.9410
 20E  H5    H  HCH1  0   0.277   5.9096   0.7727   0.6963
 20E  H7    H  H     0   0.251   2.4009   3.0969   0.0424
 20E  H9    H  HCH1  0   0.262   2.7946  -0.7188  -0.9321
 20E  H111  H  HCH2  0   0.246   2.0696  -2.3920   0.5679
 20E  H112  H  HCH2  0   0.236   1.7738  -1.2659   1.8609
 20E  H121  H  HCH2  0   0.238   0.1511  -1.6112  -0.6917
 20E  H122  H  HCH2  0   0.236  -0.3094  -1.9509   0.9527
 20E  H181  H  HCH3  0   0.264   0.8931   0.7303   2.2518
 20E  H182  H  HCH3  0   0.238  -0.5766   1.6440   2.0673
 20E  H183  H  HCH3  0   0.235  -0.6295  -0.0397   2.5981
 20E  HO14  H  HOH1  0   0.432   1.0352   1.1536  -2.3334
 20E  H151  H  HCH2  0   0.236   0.1580   2.9562   0.4813
 20E  H152  H  HCH2  0   0.238   0.2798   3.0327  -1.2597
 20E  H161  H  HCH2  0   0.217  -2.1161   2.6208   0.1429
 20E  H162  H  HCH2  0   0.246  -1.9111   2.1823  -1.5335
 20E  H17   H  HCH1  0   0.235  -1.6668  -0.0803  -1.1002
 20E  HO20  H  HOH1  0   0.447  -2.5918   1.0062   2.2857
 20E  H211  H  HCH3  0   0.254  -3.7402  -1.5977   1.6958
 20E  H212  H  HCH3  0   0.225  -2.6704  -2.0606   0.3730
 20E  H213  H  HCH3  0   0.229  -2.0168  -1.4060   1.8665
 20E  H22   H  HCH1  0   0.208  -3.8578  -0.4191  -1.2888
 20E  HO22  H  HOH1  0   0.427  -4.4072   2.0412  -0.0781
 20E  H231  H  HCH2  0   0.223  -5.2856  -1.4785   0.3863
 20E  H232  H  HCH2  0   0.227  -5.7216   0.0677   1.0786
 20E  H241  H  HCH2  0   0.227  -6.7473   0.7165  -1.1412
 20E  H242  H  HCH2  0   0.204  -6.2957  -0.8438  -1.7869
 20E  H261  H  HCH3  0   0.215  -8.6803  -1.2221  -2.4168
 20E  H262  H  HCH3  0   0.209  -9.9408  -1.1041  -1.1988
 20E  H263  H  HCH3  0   0.226  -9.0927   0.3499  -1.7325
 20E  H271  H  HCH3  0   0.233  -7.1254  -2.5864   0.7504
 20E  H272  H  HCH3  0   0.212  -8.7827  -2.8167   0.2021
 20E  H273  H  HCH3  0   0.217  -7.4559  -2.9682  -0.9375
 20E  HO25  H  HOH1  0   0.419  -9.1243  -0.5327   1.0901

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
 20E  C27  C25   single  1.528  0.020  1.528
 20E  O25  C25   single  1.423  0.020  1.423
 20E  C25  C24   single  1.531  0.020  1.531
 20E  C25  C26   single  1.529  0.020  1.529
 20E  O22  C22   single  1.411  0.020  1.411
 20E  C24  C23   single  1.526  0.020  1.526
 20E  C21  C20   single  1.527  0.020  1.527
 20E  C23  C22   single  1.532  0.020  1.532
 20E  C22  C20   single  1.556  0.020  1.556
 20E  C20  O20   single  1.420  0.020  1.420
 20E  C20  C17   single  1.560  0.020  1.560
 20E  C17  C13   single  1.559  0.020  1.559
 20E  C17  C16   single  1.556  0.020  1.556
 20E  C12  C13   single  1.532  0.020  1.532
 20E  C12  C11   single  1.528  0.020  1.528
 20E  C13  C18   single  1.535  0.020  1.535
 20E  C13  C14   single  1.547  0.020  1.547
 20E  C11  C9    single  1.540  0.020  1.540
 20E  C16  C15   single  1.539  0.020  1.539
 20E  O14  C14   single  1.425  0.020  1.425
 20E  C14  C15   single  1.518  0.020  1.518
 20E  C14  C8    single  1.509  0.020  1.509
 20E  C9   C8    single  1.508  0.020  1.508
 20E  C9   C10   single  1.550  0.020  1.550
 20E  O2   C2    single  1.416  0.020  1.416
 20E  C1   C2    single  1.520  0.020  1.520
 20E  C1   C10   single  1.537  0.020  1.537
 20E  C8   C7    double  1.340  0.020  1.340
 20E  C2   C3    single  1.530  0.020  1.530
 20E  C19  C10   single  1.533  0.020  1.533
 20E  C10  C5    single  1.539  0.020  1.539
 20E  C7   C6    single  1.461  0.020  1.461
 20E  C3   C4    single  1.520  0.020  1.520
 20E  C3   O3    single  1.410  0.020  1.410
 20E  C5   C4    single  1.537  0.020  1.537
 20E  C5   C6    single  1.506  0.020  1.506
 20E  C6   O6    double  1.219  0.020  1.219
 20E  C19  H191  single  0.970  0.020  1.090
 20E  C19  H192  single  0.970  0.020  1.090
 20E  C19  H193  single  0.970  0.020  1.090
 20E  C1   H11   single  0.970  0.020  1.090
 20E  C1   H12   single  0.970  0.020  1.090
 20E  C2   H2    single  0.970  0.020  1.090
 20E  O2   HO2   single  0.850  0.020  0.980
 20E  C3   H3    single  0.970  0.020  1.090
 20E  O3   HO3   single  0.850  0.020  0.980
 20E  C4   H41   single  0.970  0.020  1.090
 20E  C4   H42   single  0.970  0.020  1.090
 20E  C5   H5    single  0.970  0.020  1.090
 20E  C7   H7    single  0.930  0.020  1.080
 20E  C9   H9    single  0.970  0.020  1.090
 20E  C11  H111  single  0.970  0.020  1.090
 20E  C11  H112  single  0.970  0.020  1.090
 20E  C12  H121  single  0.970  0.020  1.090
 20E  C12  H122  single  0.970  0.020  1.090
 20E  C18  H181  single  0.970  0.020  1.090
 20E  C18  H182  single  0.970  0.020  1.090
 20E  C18  H183  single  0.970  0.020  1.090
 20E  O14  HO14  single  0.850  0.020  0.980
 20E  C15  H151  single  0.970  0.020  1.090
 20E  C15  H152  single  0.970  0.020  1.090
 20E  C16  H161  single  0.970  0.020  1.090
 20E  C16  H162  single  0.970  0.020  1.090
 20E  C17  H17   single  0.970  0.020  1.090
 20E  O20  HO20  single  0.850  0.020  0.980
 20E  C21  H211  single  0.970  0.020  1.090
 20E  C21  H212  single  0.970  0.020  1.090
 20E  C21  H213  single  0.970  0.020  1.090
 20E  C22  H22   single  0.970  0.020  1.090
 20E  O22  HO22  single  0.850  0.020  0.980
 20E  C23  H231  single  0.970  0.020  1.090
 20E  C23  H232  single  0.970  0.020  1.090
 20E  C24  H241  single  0.970  0.020  1.090
 20E  C24  H242  single  0.970  0.020  1.090
 20E  C26  H261  single  0.970  0.020  1.090
 20E  C26  H262  single  0.970  0.020  1.090
 20E  C26  H263  single  0.970  0.020  1.090
 20E  C27  H271  single  0.970  0.020  1.090
 20E  C27  H272  single  0.970  0.020  1.090
 20E  C27  H273  single  0.970  0.020  1.090
 20E  O25  HO25  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
 20E  H193  C19  H192  106.90  3.000
 20E  H193  C19  H191  107.43  3.000
 20E  H192  C19  H191  107.55  3.000
 20E  H193  C19  C10   109.89  3.000
 20E  H192  C19  C10   111.96  3.000
 20E  H191  C19  C10   112.83  3.000
 20E  C9    C10  C5    109.82  3.000
 20E  C5    C10  C1    107.80  3.000
 20E  C9    C10  C1    111.46  3.000
 20E  C5    C10  C19   108.28  3.000
 20E  C1    C10  C19   107.74  3.000
 20E  C9    C10  C19   111.60  3.000
 20E  H12   C1   H11   105.95  3.000
 20E  H12   C1   C2    109.46  3.000
 20E  H11   C1   C2    109.05  3.000
 20E  H12   C1   C10   110.20  3.000
 20E  H11   C1   C10   107.87  3.000
 20E  C2    C1   C10   113.99  3.000
 20E  H2    C2   C3    107.52  3.000
 20E  H2    C2   O2    109.95  3.000
 20E  C3    C2   O2    110.68  3.000
 20E  H2    C2   C1    109.57  3.000
 20E  C3    C2   C1    111.56  3.000
 20E  O2    C2   C1    107.58  3.000
 20E  HO2   O2   C2    108.44  3.000
 20E  H3    C3   C4    108.15  3.000
 20E  H3    C3   O3    110.20  3.000
 20E  C4    C3   O3    108.64  3.000
 20E  H3    C3   C2    108.15  3.000
 20E  O3    C3   C2    111.14  3.000
 20E  C4    C3   C2    110.52  3.000
 20E  HO3   O3   C3    107.42  3.000
 20E  H42   C4   H41   105.88  3.000
 20E  H42   C4   C5    111.17  3.000
 20E  H41   C4   C5    110.02  3.000
 20E  H42   C4   C3    108.63  3.000
 20E  H41   C4   C3    109.29  3.000
 20E  C5    C4   C3    111.66  3.000
 20E  H5    C5   C6    107.16  3.000
 20E  H5    C5   C4    108.32  3.000
 20E  C6    C5   C4    108.78  3.000
 20E  H5    C5   C10   108.17  3.000
 20E  C6    C5   C10   111.77  3.000
 20E  C4    C5   C10   112.44  3.000
 20E  C7    C6   O6    121.39  3.000
 20E  O6    C6   C5    121.97  3.000
 20E  C7    C6   C5    116.49  3.000
 20E  H7    C7   C8    121.00  3.000
 20E  H7    C7   C6    116.61  3.000
 20E  C8    C7   C6    122.31  3.000
 20E  C14   C8   C9    114.88  3.000
 20E  C9    C8   C7    123.20  3.000
 20E  C14   C8   C7    121.48  3.000
 20E  H9    C9   C11   105.78  3.000
 20E  H9    C9   C8    104.35  3.000
 20E  C11   C9   C8    112.33  3.000
 20E  H9    C9   C10   108.20  3.000
 20E  C8    C9   C10   112.56  3.000
 20E  C11   C9   C10   112.91  3.000
 20E  H112  C11  H111  105.77  3.000
 20E  H112  C11  C12   108.62  3.000
 20E  H111  C11  C12   108.21  3.000
 20E  H112  C11  C9    109.84  3.000
 20E  H111  C11  C9    108.54  3.000
 20E  C12   C11  C9    115.42  3.000
 20E  H122  C12  H121  105.97  3.000
 20E  H122  C12  C13   111.70  3.000
 20E  H121  C12  C13   109.71  3.000
 20E  H122  C12  C11   107.28  3.000
 20E  H121  C12  C11   110.54  3.000
 20E  C13   C12  C11   111.48  3.000
 20E  C17   C13  C14   100.56  3.000
 20E  C14   C13  C18   108.68  3.000
 20E  C17   C13  C18   112.18  3.000
 20E  C14   C13  C12   106.98  3.000
 20E  C18   C13  C12   110.28  3.000
 20E  C17   C13  C12   117.29  3.000
 20E  H183  C18  H182  107.99  3.000
 20E  H183  C18  H181  105.80  3.000
 20E  H182  C18  H181  105.79  3.000
 20E  H183  C18  C13   111.43  3.000
 20E  H182  C18  C13   113.04  3.000
 20E  H181  C18  C13   112.35  3.000
 20E  C15   C14  O14   108.93  3.000
 20E  C15   C14  C13   103.15  3.000
 20E  O14   C14  C13   107.07  3.000
 20E  C15   C14  C8    119.04  3.000
 20E  O14   C14  C8    105.41  3.000
 20E  C13   C14  C8    112.73  3.000
 20E  HO14  O14  C14   107.75  3.000
 20E  H152  C15  H151  106.21  3.000
 20E  H152  C15  C16   112.68  3.000
 20E  H151  C15  C16   111.34  3.000
 20E  H152  C15  C14   112.33  3.000
 20E  H151  C15  C14   111.13  3.000
 20E  C16   C15  C14   103.29  3.000
 20E  H162  C16  H161  106.67  3.000
 20E  H162  C16  C17   110.57  3.000
 20E  H161  C16  C17   111.71  3.000
 20E  H162  C16  C15   110.91  3.000
 20E  H161  C16  C15   109.61  3.000
 20E  C17   C16  C15   107.41  3.000
 20E  H17   C17  C20   104.70  3.000
 20E  H17   C17  C16   108.19  3.000
 20E  C20   C17  C16   114.77  3.000
 20E  H17   C17  C13   105.14  3.000
 20E  C16   C17  C13   103.31  3.000
 20E  C20   C17  C13   119.97  3.000
 20E  C22   C20  C21   109.26  3.000
 20E  C22   C20  O20   104.35  3.000
 20E  C21   C20  O20   109.77  3.000
 20E  O20   C20  C17   112.93  3.000
 20E  C22   C20  C17   109.10  3.000
 20E  C21   C20  C17   111.17  3.000
 20E  HO20  O20  C20   109.38  3.000
 20E  H213  C21  H212  107.44  3.000
 20E  H213  C21  H211  106.40  3.000
 20E  H212  C21  H211  107.98  3.000
 20E  H213  C21  C20   111.64  3.000
 20E  H212  C21  C20   111.69  3.000
 20E  H211  C21  C20   111.42  3.000
 20E  H22   C22  C23   107.79  3.000
 20E  H22   C22  O22   105.78  3.000
 20E  C23   C22  O22   110.28  3.000
 20E  H22   C22  C20   106.93  3.000
 20E  C23   C22  C20   114.46  3.000
 20E  O22   C22  C20   111.13  3.000
 20E  HO22  O22  C22   107.07  3.000
 20E  H232  C23  H231  106.52  3.000
 20E  H232  C23  C24   110.35  3.000
 20E  H231  C23  C24   108.67  3.000
 20E  H232  C23  C22   110.22  3.000
 20E  H231  C23  C22   108.89  3.000
 20E  C24   C23  C22   112.02  3.000
 20E  H242  C24  H241  106.08  3.000
 20E  H242  C24  C25   107.85  3.000
 20E  H241  C24  C25   108.17  3.000
 20E  H242  C24  C23   109.17  3.000
 20E  H241  C24  C23   109.90  3.000
 20E  C25   C24  C23   115.26  3.000
 20E  O25   C25  C27   110.19  3.000
 20E  O25   C25  C26   109.99  3.000
 20E  C27   C25  C26   109.44  3.000
 20E  C26   C25  C24   109.17  3.000
 20E  O25   C25  C24   106.17  3.000
 20E  C27   C25  C24   111.85  3.000
 20E  H263  C26  H262  107.93  3.000
 20E  H263  C26  H261  107.86  3.000
 20E  H262  C26  H261  107.13  3.000
 20E  H263  C26  C25   111.22  3.000
 20E  H262  C26  C25   111.31  3.000
 20E  H261  C26  C25   111.20  3.000
 20E  H273  C27  H272  107.00  3.000
 20E  H273  C27  H271  107.80  3.000
 20E  H272  C27  H271  107.55  3.000
 20E  H273  C27  C25   111.26  3.000
 20E  H272  C27  C25   111.08  3.000
 20E  H271  C27  C25   111.93  3.000
 20E  HO25  O25  C25   108.39  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
 20E  Var_01  C8    C7   C6   C5      8.25  30.0  1
 20E  Var_02  C14   C8   C7   C6   -168.77  30.0  1
 20E  Var_03  C13   C12  C11  C9    -52.13  30.0  1
 20E  Var_04  C17   C16  C15  C14    15.84  30.0  1
 20E  Var_05  C25   C24  C23  C22   179.23  30.0  2
 20E  Var_06  C27   C25  C24  C23   -60.12  30.0  2
 20E  Var_07  H271  C27  C25  C24    62.81  30.0  3
 20E  Var_08  H261  C26  C25  C24    61.22  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
 20E  chir_01  C10  C1   C9   C5   positiv
 20E  chir_02  C2   O2   C1   C3   negativ
 20E  chir_03  C3   O3   C2   C4   negativ
 20E  chir_04  C5   C6   C4   C10  positiv
 20E  chir_05  C9   C11  C8   C10  negativ
 20E  chir_06  C13  C12  C17  C14  positiv
 20E  chir_07  C14  C8   C15  C13  positiv
 20E  chir_08  C17  C20  C13  C16  positiv
 20E  chir_09  C20  C21  C22  C17  positiv
 20E  chir_10  C22  O22  C20  C23  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
 20E  plan-1  C5  0.020
 20E  plan-1  C6  0.020
 20E  plan-1  O6  0.020
 20E  plan-1  C7  0.020

