# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 31 17:05:16 2021
#   Inital geometry file: a 157 line input string
#   Ligand name: (3beta,5beta,9beta)-3-(acetyloxy)cholan-24-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O
#
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
 LOA  LOA  '(3beta,5beta,9beta)-3-(acetyloxy)cholan-24-oic acid'  ligand  72  30  .  2022-03-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LOA
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
 LOA  C1   C  CH2   0  -0.433  64.4411  15.2852  -7.7705
 LOA  C2   C  CH2   0  -0.467  65.3996  14.6482  -6.7720
 LOA  C3   C  CH1   0   0.068  65.0786  13.1709  -6.6432
 LOA  O3   O  O2    0  -0.470  65.8905  12.5449  -5.6305
 LOA  C4   C  CH2   0  -0.454  63.6338  12.9612  -6.2337
 LOA  C5   C  CH1   0  -0.218  62.6553  13.6353  -7.2040
 LOA  C6   C  CH2   0  -0.430  61.2125  13.3936  -6.7593
 LOA  C7   C  CH2   0  -0.430  60.8525  14.1843  -5.5083
 LOA  C8   C  CH1   0  -0.217  61.1297  15.6755  -5.6763
 LOA  C9   C  CH1   0  -0.191  62.5811  15.9260  -6.1301
 LOA  C10  C  CT    0  -0.059  62.9510  15.1398  -7.4151
 LOA  C11  C  CH2   0  -0.441  62.8704  17.4276  -6.2238
 LOA  C12  C  CH2   0  -0.407  62.5352  18.1983  -4.9443
 LOA  C13  C  CT    0  -0.057  61.0933  17.9605  -4.4914
 LOA  C14  C  CH1   0  -0.172  60.9028  16.4367  -4.3796
 LOA  C15  C  CH2   0  -0.448  59.5731  16.2792  -3.6539
 LOA  C16  C  CH2   0  -0.449  59.5637  17.4579  -2.6612
 LOA  C17  C  CH1   0  -0.162  60.7517  18.3845  -3.0400
 LOA  C18  C  CH3   0  -0.686  60.1037  18.6029  -5.4683
 LOA  C19  C  CH3   0  -0.669  62.1617  15.6523  -8.6262
 LOA  C20  C  CH1   0  -0.240  60.4553  19.8622  -2.7422
 LOA  C21  C  CH3   0  -0.674  61.5816  20.7994  -3.1706
 LOA  C22  C  CH2   0  -0.424  60.1614  20.0239  -1.2439
 LOA  C23  C  CH2   0  -0.559  59.7180  21.4378  -0.8561
 LOA  C24  C  C     0   0.533  59.2312  21.5356   0.5620
 LOA  C25  C  CH3   0  -0.771  67.7931  11.5226  -4.7402
 LOA  C26  C  C     0   0.560  67.1234  12.1520  -5.9273
 LOA  OT1  O  O     0  -0.450  58.1460  21.9450   0.8972
 LOA  OT2  O  OH1   0  -0.593  60.1434  21.1216   1.4372
 LOA  O25  O  O     0  -0.458  67.6298  12.2814  -7.0148
 LOA  H1   H  HCH2  0   0.224  64.6037  14.8170  -8.7488
 LOA  H2   H  HCH2  0   0.237  64.6998  16.3371  -7.9084
 LOA  H3   H  HCH2  0   0.245  66.4271  14.7899  -7.1136
 LOA  H4   H  HCH2  0   0.227  65.3242  15.1304  -5.7930
 LOA  H5   H  HCH1  0   0.227  65.2620  12.6765  -7.6027
 LOA  H6   H  HCH2  0   0.228  63.4981  13.3325  -5.2144
 LOA  H7   H  HCH2  0   0.240  63.4120  11.8900  -6.2048
 LOA  H8   H  HCH1  0   0.217  62.7907  13.1453  -8.1776
 LOA  H9   H  HCH2  0   0.224  60.5274  13.6663  -7.5677
 LOA  H10  H  HCH2  0   0.224  61.0604  12.3240  -6.5849
 LOA  H11  H  HCH2  0   0.232  59.7978  14.0287  -5.2662
 LOA  H12  H  HCH2  0   0.207  61.4151  13.8099  -4.6455
 LOA  H13  H  HCH1  0   0.205  60.4394  16.0581  -6.4388
 LOA  H14  H  HCH1  0   0.207  63.2077  15.5428  -5.3124
 LOA  H15  H  HCH2  0   0.229  63.9268  17.5872  -6.4525
 LOA  H16  H  HCH2  0   0.216  62.3158  17.8581  -7.0620
 LOA  H17  H  HCH2  0   0.207  63.2121  17.8826  -4.1411
 LOA  H18  H  HCH2  0   0.223  62.7379  19.2569  -5.1167
 LOA  H19  H  HCH1  0   0.202  61.6833  16.0896  -3.6831
 LOA  H20  H  HCH2  0   0.215  58.7357  16.3449  -4.3539
 LOA  H21  H  HCH2  0   0.229  59.4849  15.3146  -3.1515
 LOA  H22  H  HCH2  0   0.220  58.6180  18.0050  -2.7076
 LOA  H23  H  HCH2  0   0.230  59.6585  17.1052  -1.6333
 LOA  H24  H  HCH1  0   0.205  61.6168  18.1019  -2.4224
 LOA  H25  H  HCH3  0   0.231  59.0652  18.4172  -5.1898
 LOA  H26  H  HCH3  0   0.229  60.2398  19.6854  -5.4959
 LOA  H27  H  HCH3  0   0.232  60.2280  18.2468  -6.4907
 LOA  H28  H  HCH3  0   0.230  61.0865  15.6973  -8.4560
 LOA  H29  H  HCH3  0   0.228  62.4852  16.6540  -8.9141
 LOA  H30  H  HCH3  0   0.224  62.3279  15.0000  -9.4869
 LOA  H31  H  HCH1  0   0.212  59.5463  20.1467  -3.2880
 LOA  H32  H  HCH3  0   0.236  61.3831  21.8304  -2.8761
 LOA  H33  H  HCH3  0   0.214  62.5313  20.5035  -2.7186
 LOA  H34  H  HCH3  0   0.233  61.7175  20.8104  -4.2505
 LOA  H35  H  HCH2  0   0.249  59.3714  19.3273  -0.9551
 LOA  H36  H  HCH2  0   0.226  61.0505  19.7389  -0.6741
 LOA  H37  H  HCH2  0   0.272  60.5432  22.1454  -0.9717
 LOA  H38  H  HCH2  0   0.256  58.9124  21.7726  -1.5113
 LOA  H39  H  HCH3  0   0.259  68.8079  11.2252  -4.9887
 LOA  H40  H  HCH3  0   0.270  67.8203  12.2188  -3.9017
 LOA  H41  H  HCH3  0   0.271  67.2362  10.6439  -4.4132
 LOA  H42  H  HOH1  0   0.480  59.7942  21.1967   2.3379

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
 LOA  C19  C10  single  1.534  0.020  1.534
 LOA  C1   C10  single  1.539  0.020  1.539
 LOA  C1   C2   single  1.524  0.020  1.524
 LOA  C10  C5   single  1.548  0.020  1.548
 LOA  C10  C9   single  1.551  0.020  1.551
 LOA  C5   C6   single  1.529  0.020  1.529
 LOA  C5   C4   single  1.534  0.020  1.534
 LOA  C2   C3   single  1.517  0.020  1.517
 LOA  C6   C7   single  1.523  0.020  1.523
 LOA  O25  C26  double  1.207  0.020  1.207
 LOA  C3   C4   single  1.516  0.020  1.516
 LOA  C3   O3   single  1.441  0.020  1.441
 LOA  C11  C9   single  1.532  0.020  1.532
 LOA  C11  C12  single  1.531  0.020  1.531
 LOA  C9   C8   single  1.541  0.020  1.541
 LOA  C8   C7   single  1.526  0.020  1.526
 LOA  C8   C14  single  1.521  0.020  1.521
 LOA  C18  C13  single  1.532  0.020  1.532
 LOA  C26  O3   single  1.328  0.020  1.328
 LOA  C26  C25  single  1.501  0.020  1.501
 LOA  C12  C13  single  1.530  0.020  1.530
 LOA  C13  C14  single  1.540  0.020  1.540
 LOA  C13  C17  single  1.550  0.020  1.550
 LOA  C14  C15  single  1.523  0.020  1.523
 LOA  C15  C16  single  1.541  0.020  1.541
 LOA  C21  C20  single  1.527  0.020  1.527
 LOA  C17  C20  single  1.536  0.020  1.536
 LOA  C17  C16  single  1.553  0.020  1.553
 LOA  C20  C22  single  1.535  0.020  1.535
 LOA  C22  C23  single  1.532  0.020  1.532
 LOA  C23  C24  single  1.502  0.020  1.502
 LOA  C24  OT1  double  1.207  0.020  1.207
 LOA  C24  OT2  single  1.330  0.020  1.330
 LOA  C1   H1   single  0.970  0.020  1.090
 LOA  C1   H2   single  0.970  0.020  1.090
 LOA  C2   H3   single  0.970  0.020  1.090
 LOA  C2   H4   single  0.970  0.020  1.090
 LOA  C3   H5   single  0.970  0.020  1.090
 LOA  C4   H6   single  0.970  0.020  1.090
 LOA  C4   H7   single  0.970  0.020  1.090
 LOA  C5   H8   single  0.970  0.020  1.090
 LOA  C6   H9   single  0.970  0.020  1.090
 LOA  C6   H10  single  0.970  0.020  1.090
 LOA  C7   H11  single  0.970  0.020  1.090
 LOA  C7   H12  single  0.970  0.020  1.090
 LOA  C8   H13  single  0.970  0.020  1.090
 LOA  C9   H14  single  0.970  0.020  1.090
 LOA  C11  H15  single  0.970  0.020  1.090
 LOA  C11  H16  single  0.970  0.020  1.090
 LOA  C12  H17  single  0.970  0.020  1.090
 LOA  C12  H18  single  0.970  0.020  1.090
 LOA  C14  H19  single  0.970  0.020  1.090
 LOA  C15  H20  single  0.970  0.020  1.090
 LOA  C15  H21  single  0.970  0.020  1.090
 LOA  C16  H22  single  0.970  0.020  1.090
 LOA  C16  H23  single  0.970  0.020  1.090
 LOA  C17  H24  single  0.970  0.020  1.090
 LOA  C18  H25  single  0.970  0.020  1.090
 LOA  C18  H26  single  0.970  0.020  1.090
 LOA  C18  H27  single  0.970  0.020  1.090
 LOA  C19  H28  single  0.970  0.020  1.090
 LOA  C19  H29  single  0.970  0.020  1.090
 LOA  C19  H30  single  0.970  0.020  1.090
 LOA  C20  H31  single  0.970  0.020  1.090
 LOA  C21  H32  single  0.970  0.020  1.090
 LOA  C21  H33  single  0.970  0.020  1.090
 LOA  C21  H34  single  0.970  0.020  1.090
 LOA  C22  H35  single  0.970  0.020  1.090
 LOA  C22  H36  single  0.970  0.020  1.090
 LOA  C23  H37  single  0.970  0.020  1.090
 LOA  C23  H38  single  0.970  0.020  1.090
 LOA  C25  H39  single  0.970  0.020  1.090
 LOA  C25  H40  single  0.970  0.020  1.090
 LOA  C25  H41  single  0.970  0.020  1.090
 LOA  OT2  H42  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
 LOA  H2   C1   H1   105.28  3.000
 LOA  H2   C1   C10  110.46  3.000
 LOA  H1   C1   C10  108.01  3.000
 LOA  H2   C1   C2   109.67  3.000
 LOA  H1   C1   C2   108.23  3.000
 LOA  C10  C1   C2   114.73  3.000
 LOA  H4   C2   H3   106.72  3.000
 LOA  H4   C2   C3   109.80  3.000
 LOA  H3   C2   C3   110.61  3.000
 LOA  H4   C2   C1   111.03  3.000
 LOA  H3   C2   C1   109.43  3.000
 LOA  C3   C2   C1   109.25  3.000
 LOA  H5   C3   C4   109.50  3.000
 LOA  H5   C3   O3   108.99  3.000
 LOA  C4   C3   O3   106.68  3.000
 LOA  H5   C3   C2   109.26  3.000
 LOA  O3   C3   C2   111.31  3.000
 LOA  C4   C3   C2   111.05  3.000
 LOA  C26  O3   C3   119.65  3.000
 LOA  H7   C4   H6   106.43  3.000
 LOA  H7   C4   C5   108.51  3.000
 LOA  H6   C4   C5   111.18  3.000
 LOA  H7   C4   C3   109.61  3.000
 LOA  H6   C4   C3   108.85  3.000
 LOA  C5   C4   C3   112.09  3.000
 LOA  H8   C5   C10  106.81  3.000
 LOA  H8   C5   C6   107.67  3.000
 LOA  C10  C5   C6   111.94  3.000
 LOA  H8   C5   C4   106.62  3.000
 LOA  C6   C5   C4   110.39  3.000
 LOA  C10  C5   C4   113.05  3.000
 LOA  H10  C6   H9   105.92  3.000
 LOA  H10  C6   C7   110.10  3.000
 LOA  H9   C6   C7   109.24  3.000
 LOA  H10  C6   C5   109.39  3.000
 LOA  H9   C6   C5   109.66  3.000
 LOA  C7   C6   C5   112.33  3.000
 LOA  H12  C7   H11  105.80  3.000
 LOA  H12  C7   C8   109.10  3.000
 LOA  H11  C7   C8   109.79  3.000
 LOA  H12  C7   C6   110.36  3.000
 LOA  H11  C7   C6   109.64  3.000
 LOA  C8   C7   C6   111.96  3.000
 LOA  H13  C8   C14  108.91  3.000
 LOA  H13  C8   C9   109.34  3.000
 LOA  C14  C8   C9   108.07  3.000
 LOA  H13  C8   C7   107.64  3.000
 LOA  C14  C8   C7   111.60  3.000
 LOA  C9   C8   C7   111.24  3.000
 LOA  H14  C9   C11  106.23  3.000
 LOA  H14  C9   C10  107.68  3.000
 LOA  C11  C9   C10  113.64  3.000
 LOA  H14  C9   C8   105.14  3.000
 LOA  C11  C9   C8   110.80  3.000
 LOA  C10  C9   C8   112.71  3.000
 LOA  C19  C10  C9   111.23  3.000
 LOA  C9   C10  C5   109.52  3.000
 LOA  C19  C10  C5   109.52  3.000
 LOA  C9   C10  C1   111.98  3.000
 LOA  C5   C10  C1   107.96  3.000
 LOA  C19  C10  C1   106.52  3.000
 LOA  H16  C11  H15  105.81  3.000
 LOA  H16  C11  C12  109.35  3.000
 LOA  H15  C11  C12  108.25  3.000
 LOA  H16  C11  C9   109.69  3.000
 LOA  H15  C11  C9   109.79  3.000
 LOA  C12  C11  C9   113.64  3.000
 LOA  H18  C12  H17  106.27  3.000
 LOA  H18  C12  C13  111.87  3.000
 LOA  H17  C12  C13  108.67  3.000
 LOA  H18  C12  C11  108.40  3.000
 LOA  H17  C12  C11  109.39  3.000
 LOA  C13  C12  C11  112.06  3.000
 LOA  C18  C13  C17  109.88  3.000
 LOA  C17  C13  C14  100.10  3.000
 LOA  C18  C13  C14  112.42  3.000
 LOA  C17  C13  C12  116.26  3.000
 LOA  C14  C13  C12  106.98  3.000
 LOA  C18  C13  C12  110.79  3.000
 LOA  H19  C14  C15  106.54  3.000
 LOA  H19  C14  C13  105.66  3.000
 LOA  C15  C14  C13  104.18  3.000
 LOA  H19  C14  C8   105.99  3.000
 LOA  C15  C14  C8   119.00  3.000
 LOA  C13  C14  C8   114.52  3.000
 LOA  H21  C15  H20  106.61  3.000
 LOA  H21  C15  C16  112.28  3.000
 LOA  H20  C15  C16  111.21  3.000
 LOA  H21  C15  C14  112.42  3.000
 LOA  H20  C15  C14  110.94  3.000
 LOA  C16  C15  C14  103.48  3.000
 LOA  H23  C16  H22  106.08  3.000
 LOA  H23  C16  C17  110.86  3.000
 LOA  H22  C16  C17  110.64  3.000
 LOA  H23  C16  C15  111.05  3.000
 LOA  H22  C16  C15  111.14  3.000
 LOA  C17  C16  C15  107.13  3.000
 LOA  H24  C17  C20  106.86  3.000
 LOA  H24  C17  C16  108.14  3.000
 LOA  C20  C17  C16  112.27  3.000
 LOA  H24  C17  C13  106.39  3.000
 LOA  C16  C17  C13  103.51  3.000
 LOA  C20  C17  C13  119.15  3.000
 LOA  H27  C18  H26  106.63  3.000
 LOA  H27  C18  H25  107.00  3.000
 LOA  H26  C18  H25  107.10  3.000
 LOA  H27  C18  C13  112.80  3.000
 LOA  H26  C18  C13  110.58  3.000
 LOA  H25  C18  C13  112.38  3.000
 LOA  H30  C19  H29  107.16  3.000
 LOA  H30  C19  H28  107.33  3.000
 LOA  H29  C19  H28  107.20  3.000
 LOA  H30  C19  C10  110.14  3.000
 LOA  H29  C19  C10  111.26  3.000
 LOA  H28  C19  C10  113.47  3.000
 LOA  H31  C20  C22  107.41  3.000
 LOA  H31  C20  C21  108.20  3.000
 LOA  C22  C20  C21  110.51  3.000
 LOA  H31  C20  C17  108.22  3.000
 LOA  C22  C20  C17  109.11  3.000
 LOA  C21  C20  C17  113.19  3.000
 LOA  H34  C21  H33  107.74  3.000
 LOA  H34  C21  H32  106.33  3.000
 LOA  H33  C21  H32  107.61  3.000
 LOA  H34  C21  C20  112.13  3.000
 LOA  H33  C21  C20  111.03  3.000
 LOA  H32  C21  C20  111.74  3.000
 LOA  H36  C22  H35  106.49  3.000
 LOA  H36  C22  C23  110.12  3.000
 LOA  H35  C22  C23  108.21  3.000
 LOA  H36  C22  C20  108.98  3.000
 LOA  H35  C22  C20  109.23  3.000
 LOA  C23  C22  C20  113.56  3.000
 LOA  H38  C23  H37  107.17  3.000
 LOA  H38  C23  C24  107.92  3.000
 LOA  H37  C23  C24  107.59  3.000
 LOA  H38  C23  C22  110.18  3.000
 LOA  H37  C23  C22  110.62  3.000
 LOA  C24  C23  C22  113.13  3.000
 LOA  OT2  C24  OT1  122.63  3.000
 LOA  OT2  C24  C23  112.25  3.000
 LOA  OT1  C24  C23  125.12  3.000
 LOA  H41  C25  H40  107.26  3.000
 LOA  H41  C25  H39  108.97  3.000
 LOA  H40  C25  H39  109.12  3.000
 LOA  H41  C25  C26  110.31  3.000
 LOA  H40  C25  C26  110.58  3.000
 LOA  H39  C25  C26  110.52  3.000
 LOA  O25  C26  C25  124.78  3.000
 LOA  C25  C26  O3   111.20  3.000
 LOA  O25  C26  O3   124.02  3.000
 LOA  H42  OT2  C24  109.90  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
 LOA  CONST_01  H42  OT2  C24  C23   180.00   0.0  0
 LOA  Var_01    C10  C1   C2   C3     58.00  30.0  1
 LOA  Var_02    C8   C7   C6   C5     54.36  30.0  1
 LOA  Var_03    C13  C12  C11  C9    -54.00  30.0  1
 LOA  Var_04    C17  C16  C15  C14    10.36  30.0  1
 LOA  Var_05    O25  C26  O3   C3     -0.14  30.0  2
 LOA  Var_06    C24  C23  C22  C20   171.13  30.0  3
 LOA  Var_07    OT1  C24  C23  C22  -123.71  30.0  3
 LOA  Var_08    H39  C25  C26  O3   -178.76  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
 LOA  chir_01  C3   C2   C4   O3   positiv
 LOA  chir_02  C5   C10  C6   C4   positiv
 LOA  chir_03  C8   C14  C7   C9   positiv
 LOA  chir_04  C9   C10  C11  C8   negativ
 LOA  chir_05  C10  C1   C5   C9   negativ
 LOA  chir_06  C13  C12  C14  C17  negativ
 LOA  chir_07  C14  C15  C13  C8   positiv
 LOA  chir_08  C17  C16  C20  C13  positiv
 LOA  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
 LOA  plan-1  C23  0.020
 LOA  plan-1  C24  0.020
 LOA  plan-1  OT1  0.020
 LOA  plan-1  OT2  0.020
 LOA  plan-1  H42  0.020
 LOA  plan-2  O3   0.020
 LOA  plan-2  C25  0.020
 LOA  plan-2  C26  0.020
 LOA  plan-2  O25  0.020

