# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun Jul  5 23:16:43 2020
#   Inital geometry file: a 163 line input string
#   Ligand name: N-[(3alpha,5beta,7beta,8alpha)-3,7-dihydroxy-24-oxocholan-24-yl]glycine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](CCC(=O)NCC(O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[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
 CHO  CHO  N-[(3alpha,5beta,7beta,8alpha)-3,7-dihydroxy-24-oxocholan-24-yl]glycine  ligand  74  32  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_CHO
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
 CHO  C1    C  CH2    0  -0.429    5.5123  -1.9733  -0.1727
 CHO  C2    C  CH2    0  -0.476    5.7624  -1.6270  -1.6343
 CHO  C3    C  CH1    0   0.084    6.6535  -0.3987  -1.7312
 CHO  O3    O  OH1    0  -0.681    6.8902  -0.0008  -3.0693
 CHO  C4    C  CH2    0  -0.455    6.0069   0.7633  -1.0026
 CHO  C5    C  CH1    0  -0.204    5.7254   0.4332   0.4694
 CHO  C6    C  CH2    0  -0.480    5.1220   1.6193   1.2239
 CHO  C7    C  CH1    0   0.072    3.6597   1.9086   0.8976
 CHO  O7    O  OH1    0  -0.669    3.4949   2.4744  -0.3915
 CHO  C8    C  CH1    0  -0.263    2.8065   0.6434   0.9908
 CHO  C9    C  CH1    0  -0.188    3.4157  -0.5415   0.2108
 CHO  C10   C  CT     0  -0.061    4.8709  -0.8436   0.6536
 CHO  C11   C  CH2    0  -0.440    2.4983  -1.7681   0.2742
 CHO  C12   C  CH2    0  -0.402    1.0463  -1.4801  -0.1101
 CHO  C13   C  CT     0  -0.054    0.4519  -0.3405   0.7178
 CHO  C14   C  CH1    0  -0.163    1.3773   0.8746   0.5198
 CHO  C15   C  CH2    0  -0.451    0.5916   2.0392   1.1091
 CHO  C16   C  CH2    0  -0.445   -0.8723   1.6985   0.7649
 CHO  C17   C  CH1    0  -0.157   -0.8858   0.2508   0.2062
 CHO  C18   C  CH3    0  -0.705    0.3215  -0.7394   2.1914
 CHO  C19   C  CH3    0  -0.697    4.9354  -1.2931   2.1192
 CHO  C20   C  CH1    0  -0.241   -2.1994  -0.4783   0.5237
 CHO  C21   C  CH3    0  -0.724   -2.1947  -1.9405   0.0846
 CHO  C22   C  CH2    0  -0.438   -3.3682   0.2788  -0.1222
 CHO  C23   C  CH2    0  -0.622   -4.7431  -0.2369   0.2971
 CHO  C24   C  C      0   0.546   -5.8654   0.6326  -0.2232
 CHO  O24   O  O      0  -0.527   -5.8638   1.8548  -0.0942
 CHO  N25   N  NH1    0  -0.633   -6.8707  -0.0207  -0.8162
 CHO  C26   C  CH2    0  -0.409   -8.0544   0.6150  -1.3316
 CHO  C27   C  C      0   0.394   -9.0396  -0.4183  -1.9131
 CHO  OT1   O  O      0  -0.601   -8.7020  -1.6171  -1.8740
 CHO  OT2   O  OC    -1  -0.614  -10.0934   0.0558  -2.3734
 CHO  H11   H  HCH2   0   0.231    4.9144  -2.8846  -0.1029
 CHO  H12   H  HCH2   0   0.216    6.4748  -2.2163   0.2935
 CHO  H21   H  HCH2   0   0.227    6.2355  -2.4775  -2.1367
 CHO  H22   H  HCH2   0   0.216    4.8202  -1.4363  -2.1589
 CHO  H3    H  HCH1   0   0.175    7.6080  -0.6355  -1.2323
 CHO  HO3   H  HOH1   0   0.443    7.2759  -0.7472  -3.5384
 CHO  H41   H  HCH2   0   0.221    6.6665   1.6367  -1.0445
 CHO  H42   H  HCH2   0   0.229    5.0887   1.0377  -1.5247
 CHO  H5    H  HCH1   0   0.211    6.7016   0.2246   0.9295
 CHO  H61   H  HCH2   0   0.234    5.1926   1.4370   2.2999
 CHO  H62   H  HCH2   0   0.226    5.7244   2.5187   1.0462
 CHO  H7    H  HCH1   0   0.201    3.2870   2.6189   1.6513
 CHO  HO7   H  HOH1   0   0.441    4.1231   3.1971  -0.4820
 CHO  H8    H  HCH1   0   0.220    2.7712   0.3865   2.0560
 CHO  H9    H  HCH1   0   0.215    3.4444  -0.2307  -0.8413
 CHO  H111  H  HCH2   0   0.223    2.8801  -2.5463  -0.3911
 CHO  H112  H  HCH2   0   0.214    2.5270  -2.1986   1.2791
 CHO  H121  H  HCH2   0   0.202    0.9990  -1.1998  -1.1693
 CHO  H122  H  HCH2   0   0.221    0.4665  -2.3997  -0.0137
 CHO  H14   H  HCH1   0   0.207    1.4203   1.0367  -0.5659
 CHO  H151  H  HCH2   0   0.209    0.7379   2.1006   2.1913
 CHO  H152  H  HCH2   0   0.225    0.9051   2.9983   0.6953
 CHO  H161  H  HCH2   0   0.214   -1.5115   1.7588   1.6499
 CHO  H162  H  HCH2   0   0.222   -1.2865   2.4027   0.0426
 CHO  H17   H  HCH1   0   0.196   -0.8006   0.3001  -0.8888
 CHO  H181  H  HCH3   0   0.222    1.2736  -1.0372   2.6313
 CHO  H182  H  HCH3   0   0.232   -0.0704   0.0752   2.8023
 CHO  H183  H  HCH3   0   0.256   -0.3597  -1.5828   2.3083
 CHO  H191  H  HCH3   0   0.237    5.9790  -1.3848   2.4310
 CHO  H192  H  HCH3   0   0.238    4.4514  -0.6050   2.8118
 CHO  H193  H  HCH3   0   0.242    4.4707  -2.2708   2.2577
 CHO  H20   H  HCH1   0   0.230   -2.3487  -0.4456   1.6103
 CHO  H211  H  HCH3   0   0.230   -1.9559  -2.0298  -0.9783
 CHO  H212  H  HCH3   0   0.237   -1.4650  -2.5284   0.6400
 CHO  H213  H  HCH3   0   0.262   -3.1635  -2.4129   0.2477
 CHO  H221  H  HCH2   0   0.248   -3.3083   1.3375   0.1376
 CHO  H222  H  HCH2   0   0.240   -3.2731   0.2216  -1.2125
 CHO  H231  H  HCH2   0   0.283   -4.8911  -1.2686  -0.0220
 CHO  H232  H  HCH2   0   0.278   -4.8163  -0.2341   1.3886
 CHO  HN    H  HNH1   0   0.384   -6.8415  -1.0247  -0.9162
 CHO  H261  H  HCH2   0   0.237   -8.5636   1.1840  -0.5468
 CHO  H262  H  HCH2   0   0.238   -7.8019   1.3377  -2.1146

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
 CHO  C1   C2    single  1.523  0.020  1.523
 CHO  C1   C10   single  1.540  0.020  1.540
 CHO  C1   H11   single  0.970  0.020  1.090
 CHO  C1   H12   single  0.970  0.020  1.090
 CHO  C2   C3    single  1.521  0.020  1.521
 CHO  C2   H21   single  0.970  0.020  1.090
 CHO  C2   H22   single  0.970  0.020  1.090
 CHO  C3   O3    single  1.416  0.020  1.416
 CHO  C3   C4    single  1.516  0.020  1.516
 CHO  C3   H3    single  0.970  0.020  1.090
 CHO  O3   HO3   single  0.850  0.020  0.980
 CHO  C4   C5    single  1.535  0.020  1.535
 CHO  C4   H41   single  0.970  0.020  1.090
 CHO  C4   H42   single  0.970  0.020  1.090
 CHO  C5   C6    single  1.530  0.020  1.530
 CHO  C5   C10   single  1.547  0.020  1.547
 CHO  C5   H5    single  0.970  0.020  1.090
 CHO  C6   C7    single  1.526  0.020  1.526
 CHO  C6   H61   single  0.970  0.020  1.090
 CHO  C6   H62   single  0.970  0.020  1.090
 CHO  C7   O7    single  1.417  0.020  1.417
 CHO  C7   C8    single  1.529  0.020  1.529
 CHO  C7   H7    single  0.970  0.020  1.090
 CHO  O7   HO7   single  0.850  0.020  0.980
 CHO  C8   C9    single  1.544  0.020  1.544
 CHO  C8   C14   single  1.523  0.020  1.523
 CHO  C8   H8    single  0.970  0.020  1.090
 CHO  C9   C10   single  1.551  0.020  1.551
 CHO  C9   C11   single  1.533  0.020  1.533
 CHO  C9   H9    single  0.970  0.020  1.090
 CHO  C10  C19   single  1.534  0.020  1.534
 CHO  C11  C12   single  1.529  0.020  1.529
 CHO  C11  H111  single  0.970  0.020  1.090
 CHO  C11  H112  single  0.970  0.020  1.090
 CHO  C12  C13   single  1.529  0.020  1.529
 CHO  C12  H121  single  0.970  0.020  1.090
 CHO  C12  H122  single  0.970  0.020  1.090
 CHO  C13  C14   single  1.540  0.020  1.540
 CHO  C13  C17   single  1.549  0.020  1.549
 CHO  C13  C18   single  1.532  0.020  1.532
 CHO  C14  C15   single  1.523  0.020  1.523
 CHO  C14  H14   single  0.970  0.020  1.090
 CHO  C15  C16   single  1.542  0.020  1.542
 CHO  C15  H151  single  0.970  0.020  1.090
 CHO  C15  H152  single  0.970  0.020  1.090
 CHO  C16  C17   single  1.552  0.020  1.552
 CHO  C16  H161  single  0.970  0.020  1.090
 CHO  C16  H162  single  0.970  0.020  1.090
 CHO  C17  C20   single  1.536  0.020  1.536
 CHO  C17  H17   single  0.970  0.020  1.090
 CHO  C18  H181  single  0.970  0.020  1.090
 CHO  C18  H182  single  0.970  0.020  1.090
 CHO  C18  H183  single  0.970  0.020  1.090
 CHO  C19  H191  single  0.970  0.020  1.090
 CHO  C19  H192  single  0.970  0.020  1.090
 CHO  C19  H193  single  0.970  0.020  1.090
 CHO  C20  C21   single  1.527  0.020  1.527
 CHO  C20  C22   single  1.535  0.020  1.535
 CHO  C20  H20   single  0.970  0.020  1.090
 CHO  C21  H211  single  0.970  0.020  1.090
 CHO  C21  H212  single  0.970  0.020  1.090
 CHO  C21  H213  single  0.970  0.020  1.090
 CHO  C22  C23   single  1.527  0.020  1.527
 CHO  C22  H221  single  0.970  0.020  1.090
 CHO  C22  H222  single  0.970  0.020  1.090
 CHO  C23  C24   single  1.512  0.020  1.512
 CHO  C23  H231  single  0.970  0.020  1.090
 CHO  C23  H232  single  0.970  0.020  1.090
 CHO  C24  O24   double  1.229  0.020  1.229
 CHO  C24  N25   single  1.338  0.020  1.338
 CHO  N25  C26   single  1.439  0.020  1.439
 CHO  N25  HN    single  0.860  0.020  1.020
 CHO  C26  C27   single  1.542  0.020  1.542
 CHO  C26  H261  single  0.970  0.020  1.090
 CHO  C26  H262  single  0.970  0.020  1.090
 CHO  C27  OT1   deloc   1.246  0.020  1.246
 CHO  C27  OT2   deloc   1.244  0.020  1.244

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
 CHO  H12   C1   H11   105.57  3.000
 CHO  H12   C1   C10   107.46  3.000
 CHO  H11   C1   C10   110.49  3.000
 CHO  H12   C1   C2    108.31  3.000
 CHO  H11   C1   C2    109.94  3.000
 CHO  C10   C1   C2    114.63  3.000
 CHO  H22   C2   H21   106.69  3.000
 CHO  H22   C2   C3    109.44  3.000
 CHO  H21   C2   C3    110.17  3.000
 CHO  H22   C2   C1    110.98  3.000
 CHO  H21   C2   C1    109.55  3.000
 CHO  C3    C2   C1    109.95  3.000
 CHO  H3    C3   C4    108.44  3.000
 CHO  H3    C3   O3    110.08  3.000
 CHO  C4    C3   O3    108.07  3.000
 CHO  H3    C3   C2    107.75  3.000
 CHO  C4    C3   C2    109.78  3.000
 CHO  O3    C3   C2    112.66  3.000
 CHO  HO3   O3   C3    108.05  3.000
 CHO  H42   C4   H41   106.73  3.000
 CHO  H42   C4   C5    111.02  3.000
 CHO  H41   C4   C5    108.59  3.000
 CHO  H42   C4   C3    108.76  3.000
 CHO  H41   C4   C3    109.62  3.000
 CHO  C5    C4   C3    111.98  3.000
 CHO  H5    C5   C10   106.50  3.000
 CHO  H5    C5   C6    106.92  3.000
 CHO  C10   C5   C6    111.30  3.000
 CHO  H5    C5   C4    106.23  3.000
 CHO  C10   C5   C4    113.14  3.000
 CHO  C6    C5   C4    112.25  3.000
 CHO  H62   C6   H61   105.10  3.000
 CHO  H62   C6   C7    109.64  3.000
 CHO  H61   C6   C7    107.70  3.000
 CHO  H62   C6   C5    109.83  3.000
 CHO  H61   C6   C5    109.30  3.000
 CHO  C7    C6   C5    114.80  3.000
 CHO  H7    C7   C8    107.65  3.000
 CHO  H7    C7   O7    109.01  3.000
 CHO  C8    C7   O7    108.72  3.000
 CHO  H7    C7   C6    107.48  3.000
 CHO  C8    C7   C6    111.40  3.000
 CHO  O7    C7   C6    112.43  3.000
 CHO  HO7   O7   C7    108.04  3.000
 CHO  H8    C8   C14   107.82  3.000
 CHO  H8    C8   C9    108.89  3.000
 CHO  C14   C8   C9    109.31  3.000
 CHO  H8    C8   C7    105.74  3.000
 CHO  C14   C8   C7    112.29  3.000
 CHO  C9    C8   C7    112.59  3.000
 CHO  H9    C9   C11   106.37  3.000
 CHO  H9    C9   C10   107.72  3.000
 CHO  C11   C9   C10   113.19  3.000
 CHO  H9    C9   C8    106.10  3.000
 CHO  C11   C9   C8    110.92  3.000
 CHO  C10   C9   C8    112.06  3.000
 CHO  C19   C10  C9    111.67  3.000
 CHO  C19   C10  C5    109.40  3.000
 CHO  C9    C10  C5    108.87  3.000
 CHO  C19   C10  C1    106.27  3.000
 CHO  C9    C10  C1    112.37  3.000
 CHO  C5    C10  C1    108.15  3.000
 CHO  H112  C11  H111  105.67  3.000
 CHO  H112  C11  C12   109.26  3.000
 CHO  H111  C11  C12   108.23  3.000
 CHO  H112  C11  C9    109.71  3.000
 CHO  H111  C11  C9    109.61  3.000
 CHO  C12   C11  C9    114.02  3.000
 CHO  H122  C12  H121  106.12  3.000
 CHO  H122  C12  C13   111.94  3.000
 CHO  H121  C12  C13   108.40  3.000
 CHO  H122  C12  C11   108.88  3.000
 CHO  H121  C12  C11   109.38  3.000
 CHO  C13   C12  C11   111.93  3.000
 CHO  C18   C13  C17   110.09  3.000
 CHO  C18   C13  C14   112.35  3.000
 CHO  C17   C13  C14   100.09  3.000
 CHO  C18   C13  C12   111.09  3.000
 CHO  C17   C13  C12   116.19  3.000
 CHO  C14   C13  C12   106.55  3.000
 CHO  H14   C14  C15   106.84  3.000
 CHO  H14   C14  C13   105.48  3.000
 CHO  C15   C14  C13   104.09  3.000
 CHO  H14   C14  C8    106.94  3.000
 CHO  C15   C14  C8    118.72  3.000
 CHO  C13   C14  C8    113.85  3.000
 CHO  H152  C15  H151  106.71  3.000
 CHO  H152  C15  C16   112.49  3.000
 CHO  H151  C15  C16   111.12  3.000
 CHO  H152  C15  C14   112.17  3.000
 CHO  H151  C15  C14   110.89  3.000
 CHO  C16   C15  C14   103.56  3.000
 CHO  H162  C16  H161  106.17  3.000
 CHO  H162  C16  C17   111.14  3.000
 CHO  H161  C16  C17   109.74  3.000
 CHO  H162  C16  C15   111.45  3.000
 CHO  H161  C16  C15   111.24  3.000
 CHO  C17   C16  C15   107.14  3.000
 CHO  H17   C17  C20   107.07  3.000
 CHO  H17   C17  C16   108.43  3.000
 CHO  C20   C17  C16   112.08  3.000
 CHO  H17   C17  C13   106.21  3.000
 CHO  C20   C17  C13   119.28  3.000
 CHO  C16   C17  C13   103.27  3.000
 CHO  H183  C18  H182  107.05  3.000
 CHO  H183  C18  H181  106.91  3.000
 CHO  H182  C18  H181  106.96  3.000
 CHO  H183  C18  C13   110.96  3.000
 CHO  H182  C18  C13   112.00  3.000
 CHO  H181  C18  C13   112.64  3.000
 CHO  H193  C19  H192  107.21  3.000
 CHO  H193  C19  H191  107.17  3.000
 CHO  H192  C19  H191  107.20  3.000
 CHO  H193  C19  C10   111.45  3.000
 CHO  H192  C19  C10   113.79  3.000
 CHO  H191  C19  C10   109.71  3.000
 CHO  H20   C20  C22   107.36  3.000
 CHO  H20   C20  C21   108.28  3.000
 CHO  C22   C20  C21   110.71  3.000
 CHO  H20   C20  C17   107.88  3.000
 CHO  C22   C20  C17   109.28  3.000
 CHO  C21   C20  C17   113.12  3.000
 CHO  H213  C21  H212  106.57  3.000
 CHO  H213  C21  H211  107.71  3.000
 CHO  H212  C21  H211  107.78  3.000
 CHO  H213  C21  C20   111.67  3.000
 CHO  H212  C21  C20   111.86  3.000
 CHO  H211  C21  C20   111.01  3.000
 CHO  H222  C22  H221  106.42  3.000
 CHO  H222  C22  C23   109.49  3.000
 CHO  H221  C22  C23   108.15  3.000
 CHO  H222  C22  C20   109.07  3.000
 CHO  H221  C22  C20   109.66  3.000
 CHO  C23   C22  C20   113.79  3.000
 CHO  H232  C23  H231  106.59  3.000
 CHO  H232  C23  C24   106.99  3.000
 CHO  H231  C23  C24   110.04  3.000
 CHO  H232  C23  C22   109.47  3.000
 CHO  H231  C23  C22   111.19  3.000
 CHO  C24   C23  C22   112.31  3.000
 CHO  N25   C24  O24   122.22  3.000
 CHO  N25   C24  C23   115.44  3.000
 CHO  O24   C24  C23   122.33  3.000
 CHO  HN    N25  C26   115.32  3.000
 CHO  HN    N25  C24   120.53  3.000
 CHO  C26   N25  C24   124.14  3.000
 CHO  H262  C26  H261  106.07  3.000
 CHO  H262  C26  C27   108.67  3.000
 CHO  H261  C26  C27   108.75  3.000
 CHO  H262  C26  N25   110.97  3.000
 CHO  H261  C26  N25   110.81  3.000
 CHO  C27   C26  N25   111.38  3.000
 CHO  OT2   C27  OT1   127.44  3.000
 CHO  OT2   C27  C26   115.18  3.000
 CHO  OT1   C27  C26   117.38  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
 CHO  CONST_01  C26  N25  C24  C23   180.00   0.0  0
 CHO  CONST_02  C26  N25  C24  O24     0.00   0.0  0
 CHO  CONST_03  HN   N25  C24  C23     0.00   0.0  0
 CHO  Var_01    C10  C1   C2   C3     57.70  30.0  1
 CHO  Var_02    C13  C12  C11  C9    -54.39  30.0  1
 CHO  Var_03    C17  C16  C15  C14     9.19  30.0  1
 CHO  Var_04    C24  C23  C22  C20   173.10  30.0  3
 CHO  Var_05    O24  C24  C23  C22   -49.17  30.0  3
 CHO  Var_06    C27  C26  N25  C24  -178.20  30.0  3
 CHO  Var_07    OT1  C27  C26  N25    -0.40  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
 CHO  chir_01  C3   C2   O3   C4   negativ
 CHO  chir_02  C5   C4   C6   C10  negativ
 CHO  chir_03  C7   O7   C6   C8   positiv
 CHO  chir_04  C8   C7   C9   C14  positiv
 CHO  chir_05  C9   C11  C10  C8   positiv
 CHO  chir_06  C10  C5   C9   C1   negativ
 CHO  chir_07  C13  C17  C14  C12  positiv
 CHO  chir_08  C14  C8   C13  C15  negativ
 CHO  chir_09  C17  C20  C16  C13  negativ
 CHO  chir_10  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
 CHO  plan-1  C23  0.020
 CHO  plan-1  C24  0.020
 CHO  plan-1  O24  0.020
 CHO  plan-1  N25  0.020
 CHO  plan-1  C26  0.020
 CHO  plan-1  HN   0.020
 CHO  plan-2  C26  0.020
 CHO  plan-2  C27  0.020
 CHO  plan-2  OT1  0.020
 CHO  plan-2  OT2  0.020

