# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 16:01:18 2020
#   Inital geometry file: a 161 line input string
#   Ligand name: (3beta,14beta,17alpha)-cholest-5-ene-3,25-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[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
 HC3  HC3  (3beta,14beta,17alpha)-cholest-5-ene-3,25-diol  ligand  75  29  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HC3
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
 HC3  C18   C  CH3   0  -0.685   -0.3178   0.6241  -1.8370
 HC3  C13   C  CR5   0  -0.057   -0.2344   0.2640  -0.3502
 HC3  C12   C  CH2   0  -0.407    0.4150   1.3943   0.4518
 HC3  C11   C  CH2   0  -0.446    1.8963   1.5596   0.1014
 HC3  C9    C  CH1   0  -0.180    2.7198   0.2763   0.2567
 HC3  C10   C  CT    0  -0.130    4.2204   0.4645  -0.0874
 HC3  C19   C  CH3   0  -0.673    4.4130   1.1238  -1.4619
 HC3  C1    C  CH2   0  -0.431    4.8633   1.3471   1.0051
 HC3  C2    C  CH2   0  -0.466    6.3855   1.4082   0.9620
 HC3  C3    C  CH1   0   0.090    6.9769   0.0161   1.0577
 HC3  O1    O  OH1   0  -0.678    8.3858   0.1195   1.0196
 HC3  C4    C  CH2   0  -0.547    6.4358  -0.8493  -0.0769
 HC3  C5    C  C     0   0.205    4.9300  -0.8789  -0.0950
 HC3  C6    C  C1    0  -0.328    4.2808  -2.0417  -0.1244
 HC3  C7    C  CH2   0  -0.452    2.7985  -2.1948  -0.1882
 HC3  C8    C  CH1   0  -0.236    2.0737  -0.8909  -0.5021
 HC3  C14   C  CR15  0  -0.181    0.6116  -0.9949  -0.1020
 HC3  C15   C  CH2   0  -0.446   -0.2226  -2.1291  -0.6830
 HC3  C16   C  CH2   0  -0.446   -1.6697  -1.7015  -0.3715
 HC3  C17   C  CR15  0  -0.160   -1.6092  -0.2415   0.1561
 HC3  C20   C  CH1   0  -0.234   -2.8815   0.5467  -0.1857
 HC3  C21   C  CH3   0  -0.670   -2.8025   2.0188   0.2083
 HC3  C22   C  CH2   0  -0.406   -4.0912  -0.1230   0.4818
 HC3  C23   C  CH2   0  -0.426   -5.4566   0.3903   0.0362
 HC3  C24   C  CH2   0  -0.430   -6.5840  -0.3885   0.7031
 HC3  C25   C  CT    0   0.203   -8.0105   0.0104   0.3001
 HC3  C26   C  CH3   0  -0.665   -9.0039  -0.9068   1.0144
 HC3  C27   C  CH3   0  -0.666   -8.3070   1.4610   0.6600
 HC3  O2    O  OH1   0  -0.678   -8.1813  -0.0912  -1.1087
 HC3  H181  H  HCH3  0   0.230    0.6542   0.8688  -2.2657
 HC3  H182  H  HCH3  0   0.231   -0.7349  -0.1871  -2.4358
 HC3  H183  H  HCH3  0   0.230   -0.9597   1.4933  -1.9899
 HC3  H121  H  HCH2  0   0.207    0.3121   1.1709   1.5206
 HC3  H122  H  HCH2  0   0.223   -0.0856   2.3502   0.2894
 HC3  H111  H  HCH2  0   0.232    2.3156   2.3499   0.7295
 HC3  H112  H  HCH2  0   0.219    1.9747   1.9251  -0.9253
 HC3  H9    H  HCH1  0   0.202    2.6830  -0.0012   1.3211
 HC3  H191  H  HCH3  0   0.234    5.4620   1.1362  -1.7600
 HC3  H192  H  HCH3  0   0.231    3.8667   0.5887  -2.2400
 HC3  H193  H  HCH3  0   0.228    4.0726   2.1600  -1.4621
 HC3  H11   H  HCH2  0   0.221    4.5549   0.9661   1.9854
 HC3  H12   H  HCH2  0   0.235    4.4696   2.3630   0.9330
 HC3  H21   H  HCH2  0   0.237    6.7458   2.0271   1.7882
 HC3  H22   H  HCH2  0   0.220    6.7265   1.8877   0.0382
 HC3  H3    H  HCH1  0   0.189    6.6523  -0.4300   2.0113
 HC3  HO1   H  HOH1  0   0.446    8.7523  -0.7655   1.1113
 HC3  H41   H  HCH2  0   0.239    6.8191  -1.8705   0.0095
 HC3  H42   H  HCH2  0   0.229    6.8212  -0.4495  -1.0228
 HC3  H6    H  H     0   0.219    4.8628  -2.9600  -0.1059
 HC3  H71   H  HCH2  0   0.222    2.4389  -2.6004   0.7677
 HC3  H72   H  HCH2  0   0.236    2.5465  -2.9561  -0.9333
 HC3  H8    H  HCH1  0   0.213    2.1478  -0.7062  -1.5815
 HC3  H14   H  HCR5  0   0.204    0.6130  -1.1371   0.9912
 HC3  H151  H  HCH2  0   0.229    0.0296  -3.0963  -0.2453
 HC3  H152  H  HCH2  0   0.216   -0.0543  -2.2219  -1.7595
 HC3  H161  H  HCH2  0   0.229   -2.1290  -2.3662   0.3606
 HC3  H162  H  HCH2  0   0.218   -2.2974  -1.7490  -1.2654
 HC3  H17   H  HCR5  0   0.201   -1.5365  -0.2726   1.2527
 HC3  H20   H  HCH1  0   0.201   -3.0290   0.4894  -1.2727
 HC3  H211  H  HCH3  0   0.227   -2.0453   2.5551  -0.3617
 HC3  H212  H  HCH3  0   0.231   -3.7478   2.5324   0.0316
 HC3  H213  H  HCH3  0   0.211   -2.5571   2.1291   1.2674
 HC3  H221  H  HCH2  0   0.228   -4.0630  -1.1994   0.2901
 HC3  H222  H  HCH2  0   0.202   -3.9989  -0.0140   1.5697
 HC3  H231  H  HCH2  0   0.217   -5.5584   1.4532   0.2690
 HC3  H232  H  HCH2  0   0.211   -5.5397   0.3041  -1.0513
 HC3  H241  H  HCH2  0   0.215   -6.4526  -1.4570   0.4893
 HC3  H242  H  HCH2  0   0.215   -6.4942  -0.2940   1.7906
 HC3  H261  H  HCH3  0   0.221   -8.9167  -0.8119   2.0981
 HC3  H262  H  HCH3  0   0.229  -10.0313  -0.6637   0.7374
 HC3  H263  H  HCH3  0   0.224   -8.8249  -1.9553   0.7629
 HC3  H271  H  HCH3  0   0.232   -7.6680   2.1562   0.1146
 HC3  H272  H  HCH3  0   0.230   -9.3448   1.7148   0.4363
 HC3  H273  H  HCH3  0   0.222   -8.1462   1.6251   1.7258
 HC3  HO2   H  HOH1  0   0.439   -7.9762  -0.9953  -1.3700

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
 HC3  C18  C13   single  1.532  0.020  1.532
 HC3  C18  H181  single  0.970  0.020  1.090
 HC3  C18  H182  single  0.970  0.020  1.090
 HC3  C18  H183  single  0.970  0.020  1.090
 HC3  C13  C12   single  1.530  0.020  1.530
 HC3  C13  C14   single  1.537  0.020  1.537
 HC3  C13  C17   single  1.550  0.020  1.550
 HC3  C12  C11   single  1.531  0.020  1.531
 HC3  C12  H121  single  0.970  0.020  1.090
 HC3  C12  H122  single  0.970  0.020  1.090
 HC3  C11  C9    single  1.533  0.020  1.533
 HC3  C11  H111  single  0.970  0.020  1.090
 HC3  C11  H112  single  0.970  0.020  1.090
 HC3  C9   C10   single  1.551  0.020  1.551
 HC3  C9   C8    single  1.535  0.020  1.535
 HC3  C9   H9    single  0.970  0.020  1.090
 HC3  C10  C19   single  1.537  0.020  1.537
 HC3  C10  C1    single  1.545  0.020  1.545
 HC3  C10  C5    single  1.519  0.020  1.519
 HC3  C19  H191  single  0.970  0.020  1.090
 HC3  C19  H192  single  0.970  0.020  1.090
 HC3  C19  H193  single  0.970  0.020  1.090
 HC3  C1   C2    single  1.524  0.020  1.524
 HC3  C1   H11   single  0.970  0.020  1.090
 HC3  C1   H12   single  0.970  0.020  1.090
 HC3  C2   C3    single  1.516  0.020  1.516
 HC3  C2   H21   single  0.970  0.020  1.090
 HC3  C2   H22   single  0.970  0.020  1.090
 HC3  C3   O1    single  1.413  0.020  1.413
 HC3  C3   C4    single  1.526  0.020  1.526
 HC3  C3   H3    single  0.970  0.020  1.090
 HC3  O1   HO1   single  0.850  0.020  0.980
 HC3  C4   C5    single  1.506  0.020  1.506
 HC3  C4   H41   single  0.970  0.020  1.090
 HC3  C4   H42   single  0.970  0.020  1.090
 HC3  C5   C6    double  1.332  0.020  1.332
 HC3  C6   C7    single  1.492  0.020  1.492
 HC3  C6   H6    single  0.930  0.020  1.080
 HC3  C7   C8    single  1.524  0.020  1.524
 HC3  C7   H71   single  0.970  0.020  1.090
 HC3  C7   H72   single  0.970  0.020  1.090
 HC3  C8   C14   single  1.519  0.020  1.519
 HC3  C8   H8    single  0.970  0.020  1.090
 HC3  C14  C15   single  1.523  0.020  1.523
 HC3  C14  H14   single  0.970  0.020  1.090
 HC3  C15  C16   single  1.541  0.020  1.541
 HC3  C15  H151  single  0.970  0.020  1.090
 HC3  C15  H152  single  0.970  0.020  1.090
 HC3  C16  C17   single  1.554  0.020  1.554
 HC3  C16  H161  single  0.970  0.020  1.090
 HC3  C16  H162  single  0.970  0.020  1.090
 HC3  C17  C20   single  1.535  0.020  1.535
 HC3  C17  H17   single  0.970  0.020  1.090
 HC3  C20  C21   single  1.526  0.020  1.526
 HC3  C20  C22   single  1.535  0.020  1.535
 HC3  C20  H20   single  0.970  0.020  1.090
 HC3  C21  H211  single  0.970  0.020  1.090
 HC3  C21  H212  single  0.970  0.020  1.090
 HC3  C21  H213  single  0.970  0.020  1.090
 HC3  C22  C23   single  1.525  0.020  1.525
 HC3  C22  H221  single  0.970  0.020  1.090
 HC3  C22  H222  single  0.970  0.020  1.090
 HC3  C23  C24   single  1.524  0.020  1.524
 HC3  C23  H231  single  0.970  0.020  1.090
 HC3  C23  H232  single  0.970  0.020  1.090
 HC3  C24  C25   single  1.535  0.020  1.535
 HC3  C24  H241  single  0.970  0.020  1.090
 HC3  C24  H242  single  0.970  0.020  1.090
 HC3  C25  C26   single  1.529  0.020  1.529
 HC3  C25  C27   single  1.524  0.020  1.524
 HC3  C25  O2    single  1.423  0.020  1.423
 HC3  C26  H261  single  0.970  0.020  1.090
 HC3  C26  H262  single  0.970  0.020  1.090
 HC3  C26  H263  single  0.970  0.020  1.090
 HC3  C27  H271  single  0.970  0.020  1.090
 HC3  C27  H272  single  0.970  0.020  1.090
 HC3  C27  H273  single  0.970  0.020  1.090
 HC3  O2   HO2   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
 HC3  H183  C18  H182  106.88  3.000
 HC3  H183  C18  H181  106.89  3.000
 HC3  H182  C18  H181  106.97  3.000
 HC3  H183  C18  C13   110.81  3.000
 HC3  H182  C18  C13   112.25  3.000
 HC3  H181  C18  C13   112.70  3.000
 HC3  C17   C13  C14    99.69  3.000
 HC3  C17   C13  C12   116.50  3.000
 HC3  C14   C13  C12   106.66  3.000
 HC3  C17   C13  C18   110.20  3.000
 HC3  C14   C13  C18   112.28  3.000
 HC3  C12   C13  C18   110.98  3.000
 HC3  H122  C12  H121  106.29  3.000
 HC3  H122  C12  C11   108.37  3.000
 HC3  H121  C12  C11   109.62  3.000
 HC3  H122  C12  C13   111.98  3.000
 HC3  H121  C12  C13   108.68  3.000
 HC3  C11   C12  C13   111.74  3.000
 HC3  H112  C11  H111  105.70  3.000
 HC3  H112  C11  C9    109.68  3.000
 HC3  H111  C11  C9    109.94  3.000
 HC3  H112  C11  C12   108.69  3.000
 HC3  H111  C11  C12   108.52  3.000
 HC3  C9    C11  C12   113.97  3.000
 HC3  H9    C9   C8    105.80  3.000
 HC3  H9    C9   C10   106.11  3.000
 HC3  C8    C9   C10   112.95  3.000
 HC3  H9    C9   C11   106.93  3.000
 HC3  C8    C9   C11   111.13  3.000
 HC3  C10   C9   C11   113.31  3.000
 HC3  C5    C10  C1    108.33  3.000
 HC3  C5    C10  C19   108.44  3.000
 HC3  C1    C10  C19   109.59  3.000
 HC3  C5    C10  C9    110.22  3.000
 HC3  C1    C10  C9    108.37  3.000
 HC3  C19   C10  C9    111.83  3.000
 HC3  H193  C19  H192  108.03  3.000
 HC3  H193  C19  H191  106.82  3.000
 HC3  H192  C19  H191  106.99  3.000
 HC3  H193  C19  C10   111.64  3.000
 HC3  H192  C19  C10   111.40  3.000
 HC3  H191  C19  C10   111.71  3.000
 HC3  H12   C1   H11   106.32  3.000
 HC3  H12   C1   C2    108.72  3.000
 HC3  H11   C1   C2    108.68  3.000
 HC3  H12   C1   C10   109.56  3.000
 HC3  H11   C1   C10   108.48  3.000
 HC3  C2    C1   C10   114.75  3.000
 HC3  H22   C2   H21   106.68  3.000
 HC3  H22   C2   C3    109.51  3.000
 HC3  H21   C2   C3    110.10  3.000
 HC3  H22   C2   C1    110.63  3.000
 HC3  H21   C2   C1    109.29  3.000
 HC3  C3    C2   C1    110.56  3.000
 HC3  H3    C3   C4    108.03  3.000
 HC3  H3    C3   O1    110.29  3.000
 HC3  C4    C3   O1    112.02  3.000
 HC3  H3    C3   C2    108.16  3.000
 HC3  C4    C3   C2    109.60  3.000
 HC3  O1    C3   C2    108.67  3.000
 HC3  HO1   O1   C3    108.05  3.000
 HC3  H42   C4   H41   106.57  3.000
 HC3  H42   C4   C5    110.38  3.000
 HC3  H41   C4   C5    109.44  3.000
 HC3  H42   C4   C3    108.05  3.000
 HC3  H41   C4   C3    110.26  3.000
 HC3  C5    C4   C3    112.00  3.000
 HC3  C6    C5   C4    120.31  3.000
 HC3  C6    C5   C10   122.98  3.000
 HC3  C4    C5   C10   116.71  3.000
 HC3  H6    C6   C7    116.49  3.000
 HC3  H6    C6   C5    118.42  3.000
 HC3  C7    C6   C5    125.09  3.000
 HC3  H72   C7   H71   105.07  3.000
 HC3  H72   C7   C8    110.20  3.000
 HC3  H71   C7   C8    109.83  3.000
 HC3  H72   C7   C6    109.22  3.000
 HC3  H71   C7   C6    109.02  3.000
 HC3  C8    C7   C6    113.17  3.000
 HC3  H8    C8   C14   109.60  3.000
 HC3  H8    C8   C7    108.32  3.000
 HC3  C14   C8   C7    110.16  3.000
 HC3  H8    C8   C9    109.26  3.000
 HC3  C14   C8   C9    109.08  3.000
 HC3  C7    C8   C9    110.40  3.000
 HC3  H14   C14  C15   106.43  3.000
 HC3  H14   C14  C8    105.59  3.000
 HC3  C15   C14  C8    118.53  3.000
 HC3  H14   C14  C13   105.46  3.000
 HC3  C15   C14  C13   104.30  3.000
 HC3  C8    C14  C13   115.53  3.000
 HC3  H152  C15  H151  106.51  3.000
 HC3  H152  C15  C16   111.54  3.000
 HC3  H151  C15  C16   112.46  3.000
 HC3  H152  C15  C14   110.76  3.000
 HC3  H151  C15  C14   112.36  3.000
 HC3  C16   C15  C14   103.33  3.000
 HC3  H162  C16  H161  106.30  3.000
 HC3  H162  C16  C17   109.93  3.000
 HC3  H161  C16  C17   111.18  3.000
 HC3  H162  C16  C15   111.22  3.000
 HC3  H161  C16  C15   111.24  3.000
 HC3  C17   C16  C15   107.03  3.000
 HC3  H17   C17  C20   106.94  3.000
 HC3  H17   C17  C16   108.34  3.000
 HC3  C20   C17  C16   112.00  3.000
 HC3  H17   C17  C13   106.05  3.000
 HC3  C20   C17  C13   119.67  3.000
 HC3  C16   C17  C13   103.31  3.000
 HC3  H20   C20  C22   107.56  3.000
 HC3  H20   C20  C21   108.22  3.000
 HC3  C22   C20  C21   110.45  3.000
 HC3  H20   C20  C17   107.75  3.000
 HC3  C22   C20  C17   109.41  3.000
 HC3  C21   C20  C17   113.26  3.000
 HC3  H213  C21  H212  107.71  3.000
 HC3  H213  C21  H211  107.55  3.000
 HC3  H212  C21  H211  106.62  3.000
 HC3  H213  C21  C20   111.05  3.000
 HC3  H212  C21  C20   111.58  3.000
 HC3  H211  C21  C20   112.09  3.000
 HC3  H222  C22  H221  105.62  3.000
 HC3  H222  C22  C23   109.36  3.000
 HC3  H221  C22  C23   107.64  3.000
 HC3  H222  C22  C20   108.75  3.000
 HC3  H221  C22  C20   109.44  3.000
 HC3  C23   C22  C20   115.57  3.000
 HC3  H232  C23  H231  106.34  3.000
 HC3  H232  C23  C24   109.79  3.000
 HC3  H231  C23  C24   109.57  3.000
 HC3  H232  C23  C22   109.38  3.000
 HC3  H231  C23  C22   110.39  3.000
 HC3  C24   C23  C22   111.25  3.000
 HC3  H242  C24  H241  105.52  3.000
 HC3  H242  C24  C25   108.33  3.000
 HC3  H241  C24  C25   108.24  3.000
 HC3  H242  C24  C23   109.26  3.000
 HC3  H241  C24  C23   108.89  3.000
 HC3  C25   C24  C23   116.09  3.000
 HC3  O2    C25  C27   106.18  3.000
 HC3  O2    C25  C26   109.98  3.000
 HC3  C27   C25  C26   109.53  3.000
 HC3  O2    C25  C24   110.67  3.000
 HC3  C27   C25  C24   111.48  3.000
 HC3  C26   C25  C24   108.98  3.000
 HC3  H263  C26  H262  108.03  3.000
 HC3  H263  C26  H261  107.39  3.000
 HC3  H262  C26  H261  107.93  3.000
 HC3  H263  C26  C25   111.19  3.000
 HC3  H262  C26  C25   111.06  3.000
 HC3  H261  C26  C25   111.09  3.000
 HC3  H273  C27  H272  107.79  3.000
 HC3  H273  C27  H271  107.85  3.000
 HC3  H272  C27  H271  107.84  3.000
 HC3  H273  C27  C25   110.22  3.000
 HC3  H272  C27  C25   110.97  3.000
 HC3  H271  C27  C25   112.01  3.000
 HC3  HO2   O2   C25   108.07  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
 HC3  Var_01  C9    C11  C12  C13   -54.93  30.0  1
 HC3  Var_02  C3    C2   C1   C10   -56.87  30.0  1
 HC3  Var_03  C3    C4   C5   C10    52.18  30.0  1
 HC3  Var_04  C7    C6   C5   C10     1.63  30.0  1
 HC3  Var_05  C8    C7   C6   C5     11.70  30.0  1
 HC3  Var_06  C17   C16  C15  C14     9.27  30.0  1
 HC3  Var_07  C24   C23  C22  C20   177.03  30.0  3
 HC3  Var_08  C25   C24  C23  C22  -178.24  30.0  3
 HC3  Var_09  C26   C25  C24  C23   177.61  30.0  3
 HC3  Var_10  H261  C26  C25  C24    60.88  30.0  3
 HC3  Var_11  H271  C27  C25  C24    63.51  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
 HC3  chir_01  C13  C12  C14  C17  negativ
 HC3  chir_02  C9   C11  C10  C8   positiv
 HC3  chir_03  C10  C9   C1   C5   negativ
 HC3  chir_04  C3   O1   C2   C4   negativ
 HC3  chir_05  C8   C14  C7   C9   positiv
 HC3  chir_06  C14  C15  C8   C13  negativ
 HC3  chir_07  C17  C20  C16  C13  negativ
 HC3  chir_08  C20  C22  C21  C17  negativ

