# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 12:53:05 2022
#   Inital geometry file: a 163 line input string
#   Ligand name: (3beta,5beta,9beta)-3-(propanoyloxy)cholan-24-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)O[C@@H]1CC[C@@]2(C)[C@H](CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCC(O)=O)[C@@]4(C)CC[C@H]23)C1
#
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
 LHP  LHP  '(3beta,5beta,9beta)-3-(propanoyloxy)cholan-24-oic acid'  ligand  74  31  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LHP
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
 LHP  O3   O  O2     0  -0.479  -5.1291   1.1725  -0.6343
 LHP  C1   C  CH2    0  -0.435  -3.2539  -0.8652   1.9147
 LHP  C2   C  CH2    0  -0.468  -3.8110   0.4001   1.2745
 LHP  C3   C  CH1    0   0.067  -4.6248   0.0123   0.0543
 LHP  C4   C  CH2    0  -0.455  -3.7815  -0.7638  -0.9370
 LHP  C5   C  CH1    0  -0.215  -3.1625  -2.0158  -0.3010
 LHP  C6   C  CH2    0  -0.432  -2.3197  -2.7716  -1.3287
 LHP  C7   C  CH2    0  -0.428  -1.0304  -2.0357  -1.6713
 LHP  C8   C  CH1    0  -0.218  -0.2086  -1.7253  -0.4238
 LHP  C9   C  CH1    0  -0.191  -1.0529  -0.9591   0.6150
 LHP  C10  C  CT     0  -0.062  -2.3603  -1.7077   0.9881
 LHP  C11  C  CH2    0  -0.441  -0.2054  -0.5489   1.8234
 LHP  C12  C  CH2    0  -0.408   1.0668   0.2128   1.4407
 LHP  C13  C  CT     0  -0.056   1.9250  -0.5746   0.4500
 LHP  C14  C  CH1    0  -0.171   1.0209  -0.8923  -0.7557
 LHP  C15  C  CH2    0  -0.448   1.9831  -1.3961  -1.8243
 LHP  C16  C  CH2    0  -0.446   3.2575  -0.5609  -1.5881
 LHP  C17  C  CH1    0  -0.155   3.0530   0.2158  -0.2592
 LHP  C18  C  CH3    0  -0.685   2.4900  -1.8405   1.0997
 LHP  C19  C  CH3    0  -0.666  -2.0682  -3.0134   1.7352
 LHP  C20  C  CH1    0  -0.232   4.3762   0.4766   0.4769
 LHP  C21  C  CH3    0  -0.671   4.1820   1.1755   1.8198
 LHP  C22  C  CH2    0  -0.393   5.3134   1.2862  -0.4306
 LHP  C23  C  CH2    0  -0.597   6.6928   1.5632   0.1482
 LHP  C24  C  C      0   0.415   7.7137   2.1808  -0.8266
 LHP  C26  C  C      0   0.595  -6.2646   1.7292  -0.2297
 LHP  C27  C  CH2    0  -0.575  -6.6277   2.9142  -1.0864
 LHP  C28  C  CH3    0  -0.663  -7.9590   3.5414  -0.7147
 LHP  OT1  O  O      0  -0.610   7.4302   2.2030  -2.0409
 LHP  OT2  O  OC    -1  -0.634   8.7708   2.6051  -0.3112
 LHP  O25  O  O      0  -0.457  -6.9170   1.3296   0.7028
 LHP  H3   H  HCH2   0   0.245  -4.4324   0.9338   1.9970
 LHP  H4   H  HCH2   0   0.227  -3.0040   1.0806   0.9859
 LHP  H5   H  HCH1   0   0.226  -5.4703  -0.6064   0.3724
 LHP  H6   H  HCH2   0   0.240  -4.3983  -1.0744  -1.7853
 LHP  H7   H  HCH2   0   0.228  -3.0060  -0.1080  -1.3417
 LHP  H8   H  HCH1   0   0.216  -3.9965  -2.6684  -0.0097
 LHP  H9   H  HCH2   0   0.224  -2.0735  -3.7653  -0.9431
 LHP  H10  H  HCH2   0   0.224  -2.9110  -2.9388  -2.2341
 LHP  H11  H  HCH2   0   0.232  -0.4394  -2.6361  -2.3680
 LHP  H12  H  HCH2   0   0.206  -1.2586  -1.1004  -2.1952
 LHP  H13  H  HCH1   0   0.205   0.1184  -2.6811   0.0052
 LHP  H14  H  HCH1   0   0.207  -1.3437  -0.0213   0.1196
 LHP  H15  H  HCH2   0   0.228  -0.7925   0.0847   2.4929
 LHP  H16  H  HCH2   0   0.215   0.0676  -1.4298   2.4111
 LHP  H17  H  HCH2   0   0.206   0.7917   1.1670   0.9751
 LHP  H18  H  HCH2   0   0.223   1.6117   0.4636   2.3521
 LHP  H19  H  HCH1   0   0.200   0.6432   0.0825  -1.1056
 LHP  H20  H  HCH2   0   0.213   2.1786  -2.4650  -1.7001
 LHP  H21  H  HCH2   0   0.226   1.5882  -1.2686  -2.8336
 LHP  H22  H  HCH2   0   0.217   4.1425  -1.2002  -1.5282
 LHP  H23  H  HCH2   0   0.227   3.4372   0.1273  -2.4150
 LHP  H24  H  HCH1   0   0.198   2.6281   1.2005  -0.5053
 LHP  H25  H  HCH3   0   0.230   1.7099  -2.4794   1.5130
 LHP  H26  H  HCH3   0   0.230   3.0607  -2.4466   0.3946
 LHP  H27  H  HCH3   0   0.229   3.1619  -1.5903   1.9223
 LHP  H28  H  HCH3   0   0.224  -3.0003  -3.5492   1.9286
 LHP  H29  H  HCH3   0   0.230  -1.4099  -3.6911   1.1926
 LHP  H30  H  HCH3   0   0.227  -1.6068  -2.8190   2.7048
 LHP  H31  H  HCH1   0   0.196   4.8599  -0.4912   0.6676
 LHP  H32  H  HCH3   0   0.226   3.6332   0.5597   2.5306
 LHP  H33  H  HCH3   0   0.233   5.1386   1.4124   2.2862
 LHP  H34  H  HCH3   0   0.207   3.6348   2.1146   1.7006
 LHP  H35  H  HCH2   0   0.222   5.4457   0.7571  -1.3754
 LHP  H36  H  HCH2   0   0.192   4.8217   2.2329  -0.6866
 LHP  H37  H  HCH2   0   0.216   6.6290   2.2193   1.0204
 LHP  H38  H  HCH2   0   0.217   7.1210   0.6263   0.5291
 LHP  H39  H  HCH2   0   0.273  -5.8197   3.6472  -1.0075
 LHP  H40  H  HCH2   0   0.270  -6.6287   2.5937  -2.1315
 LHP  H41  H  HCH3   0   0.230  -8.7795   2.8314  -0.8143
 LHP  H42  H  HCH3   0   0.230  -7.9583   3.9129   0.3094
 LHP  H43  H  HCH3   0   0.237  -8.1705   4.3839  -1.3718
 LHP  H1   H  HCH2   0   0.238  -2.7214  -0.6134   2.8338
 LHP  H2   H  HCH2   0   0.224  -4.0996  -1.4885   2.2303

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
 LHP  C19  C10  single  1.532  0.020  1.532
 LHP  C1   C10  single  1.538  0.020  1.538
 LHP  C1   C2   single  1.524  0.020  1.524
 LHP  C10  C5   single  1.549  0.020  1.549
 LHP  C10  C9   single  1.552  0.020  1.552
 LHP  C5   C6   single  1.529  0.020  1.529
 LHP  C5   C4   single  1.535  0.020  1.535
 LHP  C2   C3   single  1.517  0.020  1.517
 LHP  C3   C4   single  1.515  0.020  1.515
 LHP  C3   O3   single  1.440  0.020  1.440
 LHP  C6   C7   single  1.524  0.020  1.524
 LHP  C11  C9   single  1.532  0.020  1.532
 LHP  C11  C12  single  1.531  0.020  1.531
 LHP  C9   C8   single  1.542  0.020  1.542
 LHP  O25  C26  double  1.206  0.020  1.206
 LHP  O3   C26  single  1.328  0.020  1.328
 LHP  C8   C7   single  1.526  0.020  1.526
 LHP  C8   C14  single  1.522  0.020  1.522
 LHP  C26  C27  single  1.507  0.020  1.507
 LHP  C18  C13  single  1.531  0.020  1.531
 LHP  C12  C13  single  1.529  0.020  1.529
 LHP  C27  C28  single  1.518  0.020  1.518
 LHP  C13  C14  single  1.540  0.020  1.540
 LHP  C13  C17  single  1.549  0.020  1.549
 LHP  C14  C15  single  1.524  0.020  1.524
 LHP  C15  C16  single  1.542  0.020  1.542
 LHP  C21  C20  single  1.526  0.020  1.526
 LHP  C17  C20  single  1.536  0.020  1.536
 LHP  C17  C16  single  1.553  0.020  1.553
 LHP  C20  C22  single  1.535  0.020  1.535
 LHP  C22  C23  single  1.521  0.020  1.521
 LHP  C23  C24  single  1.541  0.020  1.541
 LHP  C24  OT1  deloc   1.247  0.020  1.247
 LHP  C24  OT2  deloc   1.250  0.020  1.250
 LHP  C1   H1   single  0.970  0.020  1.090
 LHP  C1   H2   single  0.970  0.020  1.090
 LHP  C2   H3   single  0.970  0.020  1.090
 LHP  C2   H4   single  0.970  0.020  1.090
 LHP  C3   H5   single  0.970  0.020  1.090
 LHP  C4   H6   single  0.970  0.020  1.090
 LHP  C4   H7   single  0.970  0.020  1.090
 LHP  C5   H8   single  0.970  0.020  1.090
 LHP  C6   H9   single  0.970  0.020  1.090
 LHP  C6   H10  single  0.970  0.020  1.090
 LHP  C7   H11  single  0.970  0.020  1.090
 LHP  C7   H12  single  0.970  0.020  1.090
 LHP  C8   H13  single  0.970  0.020  1.090
 LHP  C9   H14  single  0.970  0.020  1.090
 LHP  C11  H15  single  0.970  0.020  1.090
 LHP  C11  H16  single  0.970  0.020  1.090
 LHP  C12  H17  single  0.970  0.020  1.090
 LHP  C12  H18  single  0.970  0.020  1.090
 LHP  C14  H19  single  0.970  0.020  1.090
 LHP  C15  H20  single  0.970  0.020  1.090
 LHP  C15  H21  single  0.970  0.020  1.090
 LHP  C16  H22  single  0.970  0.020  1.090
 LHP  C16  H23  single  0.970  0.020  1.090
 LHP  C17  H24  single  0.970  0.020  1.090
 LHP  C18  H25  single  0.970  0.020  1.090
 LHP  C18  H26  single  0.970  0.020  1.090
 LHP  C18  H27  single  0.970  0.020  1.090
 LHP  C19  H28  single  0.970  0.020  1.090
 LHP  C19  H29  single  0.970  0.020  1.090
 LHP  C19  H30  single  0.970  0.020  1.090
 LHP  C20  H31  single  0.970  0.020  1.090
 LHP  C21  H32  single  0.970  0.020  1.090
 LHP  C21  H33  single  0.970  0.020  1.090
 LHP  C21  H34  single  0.970  0.020  1.090
 LHP  C22  H35  single  0.970  0.020  1.090
 LHP  C22  H36  single  0.970  0.020  1.090
 LHP  C23  H37  single  0.970  0.020  1.090
 LHP  C23  H38  single  0.970  0.020  1.090
 LHP  C27  H39  single  0.970  0.020  1.090
 LHP  C27  H40  single  0.970  0.020  1.090
 LHP  C28  H41  single  0.970  0.020  1.090
 LHP  C28  H42  single  0.970  0.020  1.090
 LHP  C28  H43  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
 LHP  C26  O3   C3   119.44  3.000
 LHP  H2   C1   H1   105.37  3.000
 LHP  H2   C1   C10  108.05  3.000
 LHP  H1   C1   C10  110.49  3.000
 LHP  H2   C1   C2   108.11  3.000
 LHP  H1   C1   C2   109.92  3.000
 LHP  C10  C1   C2   114.46  3.000
 LHP  H4   C2   H3   106.86  3.000
 LHP  H4   C2   C3   110.02  3.000
 LHP  H3   C2   C3   110.60  3.000
 LHP  H4   C2   C1   110.96  3.000
 LHP  H3   C2   C1   109.62  3.000
 LHP  C3   C2   C1   108.78  3.000
 LHP  H5   C3   C4   109.30  3.000
 LHP  H5   C3   C2   108.96  3.000
 LHP  C4   C3   C2   111.01  3.000
 LHP  H5   C3   O3   108.89  3.000
 LHP  C4   C3   O3   107.14  3.000
 LHP  C2   C3   O3   111.50  3.000
 LHP  H7   C4   H6   106.45  3.000
 LHP  H7   C4   C5   110.90  3.000
 LHP  H6   C4   C5   108.49  3.000
 LHP  H7   C4   C3   109.25  3.000
 LHP  H6   C4   C3   109.81  3.000
 LHP  C5   C4   C3   111.79  3.000
 LHP  H8   C5   C10  106.90  3.000
 LHP  H8   C5   C6   107.64  3.000
 LHP  C10  C5   C6   111.85  3.000
 LHP  H8   C5   C4   106.76  3.000
 LHP  C6   C5   C4   110.31  3.000
 LHP  C10  C5   C4   113.04  3.000
 LHP  H10  C6   H9   105.93  3.000
 LHP  H10  C6   C7   110.18  3.000
 LHP  H9   C6   C7   109.12  3.000
 LHP  H10  C6   C5   109.50  3.000
 LHP  H9   C6   C5   109.64  3.000
 LHP  C7   C6   C5   112.26  3.000
 LHP  H12  C7   H11  106.05  3.000
 LHP  H12  C7   C8   109.23  3.000
 LHP  H11  C7   C8   109.97  3.000
 LHP  H12  C7   C6   110.09  3.000
 LHP  H11  C7   C6   109.60  3.000
 LHP  C8   C7   C6   111.73  3.000
 LHP  H13  C8   C14  108.73  3.000
 LHP  H13  C8   C9   109.42  3.000
 LHP  C14  C8   C9   108.49  3.000
 LHP  H13  C8   C7   107.64  3.000
 LHP  C14  C8   C7   111.60  3.000
 LHP  C9   C8   C7   110.91  3.000
 LHP  H14  C9   C11  105.86  3.000
 LHP  H14  C9   C10  107.27  3.000
 LHP  C11  C9   C10  113.93  3.000
 LHP  H14  C9   C8   105.36  3.000
 LHP  C11  C9   C8   111.19  3.000
 LHP  C10  C9   C8   112.55  3.000
 LHP  C19  C10  C9   111.56  3.000
 LHP  C9   C10  C5   109.40  3.000
 LHP  C19  C10  C5   109.57  3.000
 LHP  C9   C10  C1   111.72  3.000
 LHP  C5   C10  C1   108.02  3.000
 LHP  C19  C10  C1   106.48  3.000
 LHP  H16  C11  H15  105.78  3.000
 LHP  H16  C11  C12  109.12  3.000
 LHP  H15  C11  C12  108.12  3.000
 LHP  H16  C11  C9   110.26  3.000
 LHP  H15  C11  C9   109.96  3.000
 LHP  C12  C11  C9   113.31  3.000
 LHP  H18  C12  H17  106.26  3.000
 LHP  H18  C12  C13  112.29  3.000
 LHP  H17  C12  C13  108.28  3.000
 LHP  H18  C12  C11  108.69  3.000
 LHP  H17  C12  C11  109.30  3.000
 LHP  C13  C12  C11  111.84  3.000
 LHP  C18  C13  C17  110.33  3.000
 LHP  C17  C13  C14  100.04  3.000
 LHP  C18  C13  C14  112.23  3.000
 LHP  C17  C13  C12  116.27  3.000
 LHP  C14  C13  C12  106.50  3.000
 LHP  C18  C13  C12  110.98  3.000
 LHP  H19  C14  C15  106.63  3.000
 LHP  H19  C14  C13  105.49  3.000
 LHP  C15  C14  C13  104.27  3.000
 LHP  H19  C14  C8   106.05  3.000
 LHP  C15  C14  C8   118.83  3.000
 LHP  C13  C14  C8   114.61  3.000
 LHP  H21  C15  H20  106.49  3.000
 LHP  H21  C15  C16  112.17  3.000
 LHP  H20  C15  C16  111.37  3.000
 LHP  H21  C15  C14  112.42  3.000
 LHP  H20  C15  C14  110.88  3.000
 LHP  C16  C15  C14  103.62  3.000
 LHP  H23  C16  H22  106.08  3.000
 LHP  H23  C16  C17  110.79  3.000
 LHP  H22  C16  C17  110.62  3.000
 LHP  H23  C16  C15  111.22  3.000
 LHP  H22  C16  C15  111.14  3.000
 LHP  C17  C16  C15  107.05  3.000
 LHP  H24  C17  C20  106.72  3.000
 LHP  H24  C17  C16  107.88  3.000
 LHP  C20  C17  C16  112.43  3.000
 LHP  H24  C17  C13  106.13  3.000
 LHP  C16  C17  C13  103.44  3.000
 LHP  C20  C17  C13  119.63  3.000
 LHP  H27  C18  H26  107.00  3.000
 LHP  H27  C18  H25  106.81  3.000
 LHP  H26  C18  H25  107.09  3.000
 LHP  H27  C18  C13  110.95  3.000
 LHP  H26  C18  C13  112.22  3.000
 LHP  H25  C18  C13  112.43  3.000
 LHP  H30  C19  H29  107.33  3.000
 LHP  H30  C19  H28  106.90  3.000
 LHP  H29  C19  H28  107.38  3.000
 LHP  H30  C19  C10  111.22  3.000
 LHP  H29  C19  C10  113.73  3.000
 LHP  H28  C19  C10  109.97  3.000
 LHP  H31  C20  C22  107.36  3.000
 LHP  H31  C20  C21  107.86  3.000
 LHP  C22  C20  C21  110.87  3.000
 LHP  H31  C20  C17  108.23  3.000
 LHP  C22  C20  C17  109.40  3.000
 LHP  C21  C20  C17  112.93  3.000
 LHP  H34  C21  H33  107.41  3.000
 LHP  H34  C21  H32  107.74  3.000
 LHP  H33  C21  H32  106.61  3.000
 LHP  H34  C21  C20  111.16  3.000
 LHP  H33  C21  C20  111.36  3.000
 LHP  H32  C21  C20  112.30  3.000
 LHP  H36  C22  H35  105.71  3.000
 LHP  H36  C22  C23  109.76  3.000
 LHP  H35  C22  C23  107.93  3.000
 LHP  H36  C22  C20  108.62  3.000
 LHP  H35  C22  C20  109.28  3.000
 LHP  C23  C22  C20  115.12  3.000
 LHP  H38  C23  H37  104.95  3.000
 LHP  H38  C23  C24  107.64  3.000
 LHP  H37  C23  C24  107.63  3.000
 LHP  H38  C23  C22  109.28  3.000
 LHP  H37  C23  C22  111.09  3.000
 LHP  C24  C23  C22  115.66  3.000
 LHP  OT2  C24  OT1  125.98  3.000
 LHP  OT2  C24  C23  115.82  3.000
 LHP  OT1  C24  C23  118.20  3.000
 LHP  O25  C26  C27  124.74  3.000
 LHP  C27  C26  O3   111.26  3.000
 LHP  O25  C26  O3   124.00  3.000
 LHP  H40  C27  H39  105.43  3.000
 LHP  H40  C27  C28  110.76  3.000
 LHP  H39  C27  C28  110.70  3.000
 LHP  H40  C27  C26  108.25  3.000
 LHP  H39  C27  C26  107.94  3.000
 LHP  C28  C27  C26  113.40  3.000
 LHP  H43  C28  H42  107.67  3.000
 LHP  H43  C28  H41  107.62  3.000
 LHP  H42  C28  H41  107.98  3.000
 LHP  H43  C28  C27  110.01  3.000
 LHP  H42  C28  C27  111.75  3.000
 LHP  H41  C28  C27  111.64  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
 LHP  Var_01  C10  C1   C2   C3    58.83  30.0  1
 LHP  Var_02  C8   C7   C6   C5    54.97  30.0  1
 LHP  Var_03  C13  C12  C11  C9   -55.27  30.0  1
 LHP  Var_04  C17  C16  C15  C14    8.98  30.0  1
 LHP  Var_05  O25  C26  O3   C3     0.57  30.0  3
 LHP  Var_06  C28  C27  C26  O3   176.78  30.0  3
 LHP  Var_07  C24  C23  C22  C20  170.95  30.0  3
 LHP  Var_08  OT1  C24  C23  C22  -11.69  30.0  3
 LHP  Var_09  H41  C28  C27  C26  -60.08  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
 LHP  chir_01  C3   C2   C4   O3   positiv
 LHP  chir_02  C5   C10  C6   C4   positiv
 LHP  chir_03  C8   C14  C7   C9   positiv
 LHP  chir_04  C9   C10  C11  C8   negativ
 LHP  chir_05  C10  C1   C5   C9   negativ
 LHP  chir_06  C13  C12  C14  C17  negativ
 LHP  chir_07  C14  C15  C13  C8   positiv
 LHP  chir_08  C17  C16  C20  C13  positiv
 LHP  chir_09  C20  C22  C17  C21  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
 LHP  plan-1  C23  0.020
 LHP  plan-1  C24  0.020
 LHP  plan-1  OT1  0.020
 LHP  plan-1  OT2  0.020
 LHP  plan-2  O3   0.020
 LHP  plan-2  C26  0.020
 LHP  plan-2  C27  0.020
 LHP  plan-2  O25  0.020

