# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Wed Jul  1 06:46:51 2020
#   Inital geometry file: a 158 line input string
#   Ligand name: (3beta,5beta,6alpha,7beta)-6-ethyl-3,7-dihydroxycholan-24-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H]1[C@@H](O)[C@H]2[C@@H]3CC[C@H]([C@H](C)CCC(O)=O)[C@@]3(C)CC[C@@H]2[C@@]4(C)CC[C@@H](O)C[C@@H]14
#
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
 CHC  CHC  '(3beta,5beta,6alpha,7beta)-6-ethyl-3,7-dihydroxycholan-24-oic acid'  ligand  73  30  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CHC
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
 CHC  C1    C  CH2    0  -0.432  -2.2955   0.7034   3.7924
 CHC  C2    C  CH2    0  -0.473  -2.5449  -0.7509   4.1604
 CHC  C3    C  CH1    0   0.088  -1.4588  -1.2209   5.1139
 CHC  O3    O  OH1    0  -0.682  -1.5996  -2.5826   5.4756
 CHC  C4    C  CH2    0  -0.469  -0.0928  -1.0487   4.4745
 CHC  C5    C  CH1    0  -0.197   0.1771   0.4022   4.0500
 CHC  C6    C  CH1    0  -0.239   1.5746   0.6108   3.4404
 CHC  C7    C  CH1    0   0.068   1.7083   0.0406   2.0233
 CHC  O7    O  OH1    0  -0.672   1.7335  -1.3742   1.9865
 CHC  C8    C  CH1    0  -0.259   0.5817   0.5389   1.1198
 CHC  C9    C  CH1    0  -0.188  -0.8164   0.3192   1.7299
 CHC  C10   C  CT     0  -0.058  -0.9319   0.9736   3.1298
 CHC  C11   C  CH2    0  -0.439  -1.9189   0.7613   0.7604
 CHC  C12   C  CH2    0  -0.408  -1.7743   0.1939  -0.6532
 CHC  C13   C  CT     0  -0.051  -0.4022   0.5047  -1.2511
 CHC  C14   C  CH1    0  -0.165   0.6400  -0.0716  -0.2730
 CHC  C15   C  CH2    0  -0.449   1.9505   0.0129  -1.0420
 CHC  C16   C  CH2    0  -0.448   1.5352  -0.2708  -2.4986
 CHC  C17   C  CH1    0  -0.161  -0.0173  -0.2608  -2.5425
 CHC  C18   C  CH3    0  -0.690  -0.2293   2.0108  -1.4733
 CHC  C19   C  CH3    0  -0.675  -0.8055   2.5029   3.0531
 CHC  C20   C  CH1    0  -0.228  -0.5599   0.2363  -3.8912
 CHC  C21   C  CH3    0  -0.672  -2.0851   0.2875  -3.9319
 CHC  C22   C  CH2    0  -0.394  -0.0123  -0.6349  -5.0309
 CHC  C23   C  CH2    0  -0.595  -0.3540  -0.1470  -6.4307
 CHC  C24   C  C      0   0.414   0.3509  -0.8849  -7.5848
 CHC  C26   C  CH2    0  -0.456   2.7016   0.1648   4.3786
 CHC  OT1   O  OC    -1  -0.635  -0.0192  -0.5738  -8.7377
 CHC  OT2   O  O      0  -0.609   1.2336  -1.7180  -7.2986
 CHC  HC11  H  HCH2   0   0.218  -2.3370   1.3022   4.7101
 CHC  HC12  H  HCH2   0   0.231  -3.1039   1.0816   3.1628
 CHC  HC21  H  HCH2   0   0.228  -3.5310  -0.8487   4.6263
 CHC  HC22  H  HCH2   0   0.216  -2.5517  -1.3869   3.2689
 CHC  HC3   H  HCH1   0   0.176  -1.5037  -0.5847   6.0134
 CHC  HO3   H  HOH1   0   0.444  -2.4532  -2.6877   5.9072
 CHC  HC41  H  HCH2   0   0.232   0.6698  -1.3597   5.1937
 CHC  HC42  H  HCH2   0   0.229  -0.0148  -1.7262   3.6231
 CHC  HC5   H  HCH1   0   0.207   0.1532   1.0043   4.9700
 CHC  HC6   H  HCH1   0   0.224   1.7014   1.6942   3.3220
 CHC  HC7   H  HCH1   0   0.209   2.6486   0.4285   1.6024
 CHC  HO7   H  HOH1   0   0.445   2.4284  -1.6822   2.5753
 CHC  HC8   H  HCH1   0   0.215   0.7565   1.6162   1.0193
 CHC  HC9   H  HCH1   0   0.214  -0.9371  -0.7641   1.8597
 CHC  H111  H  HCH2   0   0.215  -1.9562   1.8528   0.7045
 CHC  H112  H  HCH2   0   0.227  -2.8917   0.4520   1.1506
 CHC  H121  H  HCH2   0   0.222  -2.5899   0.5850  -1.2644
 CHC  H122  H  HCH2   0   0.205  -1.9025  -0.8949  -0.6242
 CHC  H14C  H  HCH1   0   0.208   0.3896  -1.1370  -0.1714
 CHC  H151  H  HCH2   0   0.211   2.3887   1.0102  -0.9453
 CHC  H152  H  HCH2   0   0.227   2.6962  -0.6931  -0.6745
 CHC  H161  H  HCH2   0   0.216   1.9418   0.4866  -3.1740
 CHC  H162  H  HCH2   0   0.227   1.9312  -1.2270  -2.8428
 CHC  H17C  H  HCH1   0   0.199  -0.3716  -1.2934  -2.4092
 CHC  H181  H  HCH3   0   0.228  -1.0209   2.4014  -2.1160
 CHC  H182  H  HCH3   0   0.230  -0.2661   2.5862  -0.5476
 CHC  H183  H  HCH3   0   0.231   0.7196   2.2487  -1.9585
 CHC  H191  H  HCH3   0   0.224  -0.7354   2.9187   4.0609
 CHC  H192  H  HCH3   0   0.230   0.0671   2.8491   2.5006
 CHC  H193  H  HCH3   0   0.228  -1.6835   2.9514   2.5848
 CHC  H20C  H  HCH1   0   0.197  -0.1822   1.2561  -4.0489
 CHC  H211  H  HCH3   0   0.207  -2.5204  -0.6788  -3.6638
 CHC  H212  H  HCH3   0   0.225  -2.4917   1.0324  -3.2503
 CHC  H213  H  HCH3   0   0.232  -2.4497   0.5463  -4.9265
 CHC  H221  H  HCH2   0   0.222   1.0739  -0.6912  -4.9517
 CHC  H222  H  HCH2   0   0.192  -0.3732  -1.6617  -4.8952
 CHC  H231  H  HCH2   0   0.217  -1.4309  -0.1973  -6.6148
 CHC  H232  H  HCH2   0   0.216  -0.1041   0.9188  -6.5147
 CHC  H251  H  HCH3   0   0.232   4.8346   0.3709   4.7009
 CHC  H252  H  HCH3   0   0.221   4.4060   0.1879   3.0101
 CHC  H253  H  HCH3   0   0.219   4.1163   1.7201   3.8260
 CHC  H261  H  HCH2   0   0.211   2.7159  -0.9233   4.4992
 CHC  H262  H  HCH2   0   0.232   2.4856   0.5555   5.3774
 CHC  C25   C  CH3    0  -0.665   4.0876   0.6361   3.9520

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
 CHC  C1   C2    single  1.521  0.020  1.521
 CHC  C1   C10   single  1.540  0.020  1.540
 CHC  C1   HC11  single  0.970  0.020  1.090
 CHC  C1   HC12  single  0.970  0.020  1.090
 CHC  C2   C3    single  1.520  0.020  1.520
 CHC  C2   HC21  single  0.970  0.020  1.090
 CHC  C2   HC22  single  0.970  0.020  1.090
 CHC  C3   O3    single  1.416  0.020  1.416
 CHC  C3   C4    single  1.518  0.020  1.518
 CHC  C3   HC3   single  0.970  0.020  1.090
 CHC  O3   HO3   single  0.850  0.020  0.980
 CHC  C4   C5    single  1.536  0.020  1.536
 CHC  C4   HC41  single  0.970  0.020  1.090
 CHC  C4   HC42  single  0.970  0.020  1.090
 CHC  C5   C6    single  1.539  0.020  1.539
 CHC  C5   C10   single  1.550  0.020  1.550
 CHC  C5   HC5   single  0.970  0.020  1.090
 CHC  C6   C7    single  1.533  0.020  1.533
 CHC  C6   C26   single  1.533  0.020  1.533
 CHC  C6   HC6   single  0.970  0.020  1.090
 CHC  C7   O7    single  1.416  0.020  1.416
 CHC  C7   C8    single  1.528  0.020  1.528
 CHC  C7   HC7   single  0.970  0.020  1.090
 CHC  O7   HO7   single  0.850  0.020  0.980
 CHC  C8   C9    single  1.541  0.020  1.541
 CHC  C8   C14   single  1.522  0.020  1.522
 CHC  C8   HC8   single  0.970  0.020  1.090
 CHC  C9   C10   single  1.550  0.020  1.550
 CHC  C9   C11   single  1.533  0.020  1.533
 CHC  C9   HC9   single  0.970  0.020  1.090
 CHC  C10  C19   single  1.536  0.020  1.536
 CHC  C11  C12   single  1.530  0.020  1.530
 CHC  C11  H111  single  0.970  0.020  1.090
 CHC  C11  H112  single  0.970  0.020  1.090
 CHC  C12  C13   single  1.529  0.020  1.529
 CHC  C12  H121  single  0.970  0.020  1.090
 CHC  C12  H122  single  0.970  0.020  1.090
 CHC  C13  C14   single  1.541  0.020  1.541
 CHC  C13  C17   single  1.550  0.020  1.550
 CHC  C13  C18   single  1.532  0.020  1.532
 CHC  C14  C15   single  1.522  0.020  1.522
 CHC  C14  H14C  single  0.970  0.020  1.090
 CHC  C15  C16   single  1.541  0.020  1.541
 CHC  C15  H151  single  0.970  0.020  1.090
 CHC  C15  H152  single  0.970  0.020  1.090
 CHC  C16  C17   single  1.553  0.020  1.553
 CHC  C16  H161  single  0.970  0.020  1.090
 CHC  C16  H162  single  0.970  0.020  1.090
 CHC  C17  C20   single  1.536  0.020  1.536
 CHC  C17  H17C  single  0.970  0.020  1.090
 CHC  C18  H181  single  0.970  0.020  1.090
 CHC  C18  H182  single  0.970  0.020  1.090
 CHC  C18  H183  single  0.970  0.020  1.090
 CHC  C19  H191  single  0.970  0.020  1.090
 CHC  C19  H192  single  0.970  0.020  1.090
 CHC  C19  H193  single  0.970  0.020  1.090
 CHC  C20  C21   single  1.527  0.020  1.527
 CHC  C20  C22   single  1.536  0.020  1.536
 CHC  C20  H20C  single  0.970  0.020  1.090
 CHC  C21  H211  single  0.970  0.020  1.090
 CHC  C21  H212  single  0.970  0.020  1.090
 CHC  C21  H213  single  0.970  0.020  1.090
 CHC  C22  C23   single  1.521  0.020  1.521
 CHC  C22  H221  single  0.970  0.020  1.090
 CHC  C22  H222  single  0.970  0.020  1.090
 CHC  C23  C24   single  1.541  0.020  1.541
 CHC  C23  H231  single  0.970  0.020  1.090
 CHC  C23  H232  single  0.970  0.020  1.090
 CHC  C24  OT1   deloc   1.250  0.020  1.250
 CHC  C24  OT2   deloc   1.247  0.020  1.247
 CHC  C25  C26   single  1.525  0.020  1.525
 CHC  C25  H251  single  0.970  0.020  1.090
 CHC  C25  H252  single  0.970  0.020  1.090
 CHC  C25  H253  single  0.970  0.020  1.090
 CHC  C26  H261  single  0.970  0.020  1.090
 CHC  C26  H262  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
 CHC  HC12  C1   HC11  105.39  3.000
 CHC  HC12  C1   C10   110.28  3.000
 CHC  HC11  C1   C10   107.33  3.000
 CHC  HC12  C1   C2    110.44  3.000
 CHC  HC11  C1   C2    108.27  3.000
 CHC  C10   C1   C2    114.65  3.000
 CHC  HC22  C2   HC21  106.79  3.000
 CHC  HC22  C2   C3    109.61  3.000
 CHC  HC21  C2   C3    110.43  3.000
 CHC  HC22  C2   C1    111.06  3.000
 CHC  HC21  C2   C1    109.64  3.000
 CHC  C3    C2   C1    109.29  3.000
 CHC  HC3   C3   C4    108.35  3.000
 CHC  HC3   C3   O3    110.03  3.000
 CHC  C4    C3   O3    107.83  3.000
 CHC  HC3   C3   C2    107.71  3.000
 CHC  C4    C3   C2    110.11  3.000
 CHC  O3    C3   C2    112.74  3.000
 CHC  HO3   O3   C3    107.93  3.000
 CHC  HC42  C4   HC41  106.67  3.000
 CHC  HC42  C4   C5    111.01  3.000
 CHC  HC41  C4   C5    109.15  3.000
 CHC  HC42  C4   C3    108.82  3.000
 CHC  HC41  C4   C3    108.56  3.000
 CHC  C5    C4   C3    112.44  3.000
 CHC  HC5   C5   C10   106.21  3.000
 CHC  HC5   C5   C6    106.08  3.000
 CHC  C10   C5   C6    111.37  3.000
 CHC  HC5   C5   C4    106.39  3.000
 CHC  C10   C5   C4    112.74  3.000
 CHC  C6    C5   C4    113.41  3.000
 CHC  HC6   C6   C26   105.57  3.000
 CHC  HC6   C6   C7    104.92  3.000
 CHC  C26   C6   C7    113.16  3.000
 CHC  HC6   C6   C5    106.36  3.000
 CHC  C26   C6   C5    112.69  3.000
 CHC  C7    C6   C5    113.26  3.000
 CHC  HC7   C7   C8    106.79  3.000
 CHC  HC7   C7   O7    109.09  3.000
 CHC  C8    C7   O7    108.89  3.000
 CHC  HC7   C7   C6    107.27  3.000
 CHC  C8    C7   C6    111.16  3.000
 CHC  O7    C7   C6    113.41  3.000
 CHC  HO7   O7   C7    108.49  3.000
 CHC  HC8   C8   C14   107.71  3.000
 CHC  HC8   C8   C9    108.73  3.000
 CHC  C14   C8   C9    109.87  3.000
 CHC  HC8   C8   C7    104.91  3.000
 CHC  C14   C8   C7    112.47  3.000
 CHC  C9    C8   C7    112.85  3.000
 CHC  HC9   C9   C11   106.28  3.000
 CHC  HC9   C9   C10   107.56  3.000
 CHC  C11   C9   C10   113.32  3.000
 CHC  HC9   C9   C8    106.69  3.000
 CHC  C11   C9   C8    111.16  3.000
 CHC  C10   C9   C8    111.41  3.000
 CHC  C19   C10  C9    111.66  3.000
 CHC  C19   C10  C5    109.73  3.000
 CHC  C9    C10  C5    109.11  3.000
 CHC  C19   C10  C1    105.60  3.000
 CHC  C9    C10  C1    112.37  3.000
 CHC  C5    C10  C1    108.26  3.000
 CHC  H112  C11  H111  105.69  3.000
 CHC  H112  C11  C12   108.00  3.000
 CHC  H111  C11  C12   109.03  3.000
 CHC  H112  C11  C9    109.43  3.000
 CHC  H111  C11  C9    110.16  3.000
 CHC  C12   C11  C9    114.16  3.000
 CHC  H122  C12  H121  106.45  3.000
 CHC  H122  C12  C13   108.49  3.000
 CHC  H121  C12  C13   112.26  3.000
 CHC  H122  C12  C11   109.43  3.000
 CHC  H121  C12  C11   108.29  3.000
 CHC  C13   C12  C11   111.76  3.000
 CHC  C18   C13  C17   109.67  3.000
 CHC  C18   C13  C14   112.54  3.000
 CHC  C17   C13  C14   100.15  3.000
 CHC  C18   C13  C12   110.97  3.000
 CHC  C17   C13  C12   116.64  3.000
 CHC  C14   C13  C12   106.43  3.000
 CHC  H14C  C14  C15   107.26  3.000
 CHC  H14C  C14  C13   105.49  3.000
 CHC  C15   C14  C13   103.94  3.000
 CHC  H14C  C14  C8    107.19  3.000
 CHC  C15   C14  C8    118.24  3.000
 CHC  C13   C14  C8    113.89  3.000
 CHC  H152  C15  H151  106.65  3.000
 CHC  H152  C15  C16   112.55  3.000
 CHC  H151  C15  C16   111.06  3.000
 CHC  H152  C15  C14   112.50  3.000
 CHC  H151  C15  C14   110.55  3.000
 CHC  C16   C15  C14   103.61  3.000
 CHC  H162  C16  H161  106.10  3.000
 CHC  H162  C16  C17   111.08  3.000
 CHC  H161  C16  C17   110.48  3.000
 CHC  H162  C16  C15   111.22  3.000
 CHC  H161  C16  C15   110.87  3.000
 CHC  C17   C16  C15   107.15  3.000
 CHC  H17C  C17  C20   107.24  3.000
 CHC  H17C  C17  C16   108.22  3.000
 CHC  C20   C17  C16   112.33  3.000
 CHC  H17C  C17  C13   106.42  3.000
 CHC  C20   C17  C13   118.94  3.000
 CHC  C16   C17  C13   103.17  3.000
 CHC  H183  C18  H182  106.95  3.000
 CHC  H183  C18  H181  106.89  3.000
 CHC  H182  C18  H181  106.65  3.000
 CHC  H183  C18  C13   112.12  3.000
 CHC  H182  C18  C13   113.06  3.000
 CHC  H181  C18  C13   110.80  3.000
 CHC  H193  C19  H192  107.23  3.000
 CHC  H193  C19  H191  106.92  3.000
 CHC  H192  C19  H191  107.19  3.000
 CHC  H193  C19  C10   111.36  3.000
 CHC  H192  C19  C10   114.05  3.000
 CHC  H191  C19  C10   109.76  3.000
 CHC  H20C  C20  C22   107.30  3.000
 CHC  H20C  C20  C21   107.97  3.000
 CHC  C22   C20  C21   110.83  3.000
 CHC  H20C  C20  C17   107.75  3.000
 CHC  C22   C20  C17   110.00  3.000
 CHC  C21   C20  C17   112.77  3.000
 CHC  H213  C21  H212  106.49  3.000
 CHC  H213  C21  H211  107.48  3.000
 CHC  H212  C21  H211  107.61  3.000
 CHC  H213  C21  C20   111.49  3.000
 CHC  H212  C21  C20   112.30  3.000
 CHC  H211  C21  C20   111.20  3.000
 CHC  H222  C22  H221  105.69  3.000
 CHC  H222  C22  C23   109.89  3.000
 CHC  H221  C22  C23   107.89  3.000
 CHC  H222  C22  C20   108.79  3.000
 CHC  H221  C22  C20   109.31  3.000
 CHC  C23   C22  C20   114.89  3.000
 CHC  H232  C23  H231  104.83  3.000
 CHC  H232  C23  C24   107.67  3.000
 CHC  H231  C23  C24   107.60  3.000
 CHC  H232  C23  C22   109.30  3.000
 CHC  H231  C23  C22   111.18  3.000
 CHC  C24   C23  C22   115.65  3.000
 CHC  OT2   C24  OT1   125.97  3.000
 CHC  OT2   C24  C23   118.16  3.000
 CHC  OT1   C24  C23   115.86  3.000
 CHC  H262  C26  H261  104.88  3.000
 CHC  H262  C26  C25   108.93  3.000
 CHC  H261  C26  C25   109.04  3.000
 CHC  H262  C26  C6    108.04  3.000
 CHC  H261  C26  C6    111.48  3.000
 CHC  C25   C26  C6    114.03  3.000
 CHC  H253  C25  H252  107.50  3.000
 CHC  H253  C25  H251  107.62  3.000
 CHC  H252  C25  H251  107.05  3.000
 CHC  H253  C25  C26   111.30  3.000
 CHC  H252  C25  C26   112.33  3.000
 CHC  H251  C25  C26   110.82  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
 CHC  Var_01  C10   C1   C2   C3    58.64  30.0  1
 CHC  Var_02  C13   C12  C11  C9   -54.57  30.0  1
 CHC  Var_03  C17   C16  C15  C14    9.64  30.0  1
 CHC  Var_04  H251  C25  C26  C6   174.72  30.0  3
 CHC  Var_05  C24   C23  C22  C20  171.52  30.0  3
 CHC  Var_06  OT1   C24  C23  C22  173.55  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
 CHC  chir_01  C3   C2   O3   C4   negativ
 CHC  chir_02  C5   C4   C6   C10  negativ
 CHC  chir_03  C6   C26  C7   C5   negativ
 CHC  chir_04  C7   O7   C8   C6   negativ
 CHC  chir_05  C8   C7   C9   C14  positiv
 CHC  chir_06  C9   C11  C10  C8   positiv
 CHC  chir_07  C10  C9   C5   C1   positiv
 CHC  chir_08  C13  C14  C17  C12  negativ
 CHC  chir_09  C14  C8   C13  C15  negativ
 CHC  chir_10  C17  C13  C16  C20  positiv
 CHC  chir_11  C20  C17  C21  C22  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
 CHC  plan-1  C23  0.020
 CHC  plan-1  C24  0.020
 CHC  plan-1  OT1  0.020
 CHC  plan-1  OT2  0.020

