# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 31 17:10:05 2021
#   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  75  31  .  2022-03-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

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  -0.465  66.1136  12.8211  -5.9768
 LHP  C1   C  CH2   0  -0.437  64.3302  15.3397  -8.0657
 LHP  C2   C  CH2   0  -0.462  65.3749  14.7789  -7.1109
 LHP  C3   C  CH1   0   0.066  65.1453  13.2918  -6.9346
 LHP  C4   C  CH2   0  -0.460  63.7363  12.9989  -6.4499
 LHP  C5   C  CH1   0  -0.217  62.6696  13.6110  -7.3679
 LHP  C6   C  CH2   0  -0.431  61.2688  13.3078  -6.8355
 LHP  C7   C  CH2   0  -0.429  60.9444  14.0947  -5.5726
 LHP  C8   C  CH1   0  -0.216  61.1472  15.5953  -5.7626
 LHP  C9   C  CH1   0  -0.193  62.5544  15.9047  -6.3110
 LHP  C10  C  CT    0  -0.056  62.8758  15.1254  -7.6124
 LHP  C11  C  CH2   0  -0.440  62.7714  17.4161  -6.4265
 LHP  C12  C  CH2   0  -0.408  62.4932  18.1745  -5.1265
 LHP  C13  C  CT    0  -0.056  61.0966  17.8815  -4.5748
 LHP  C14  C  CH1   0  -0.172  60.9736  16.3513  -4.4546
 LHP  C15  C  CH2   0  -0.448  59.7013  16.1415  -3.6447
 LHP  C16  C  CH2   0  -0.449  59.7024  17.3251  -2.6579
 LHP  C17  C  CH1   0  -0.162  60.8374  18.2877  -3.1010
 LHP  C18  C  CH3   0  -0.685  60.0219  18.4894  -5.4806
 LHP  C19  C  CH3   0  -0.670  61.9819  15.5868  -8.7689
 LHP  C20  C  CH1   0  -0.239  60.5185  19.7540  -2.7718
 LHP  C21  C  CH3   0  -0.674  61.5968  20.7231  -3.2488
 LHP  C22  C  CH2   0  -0.424  60.2956  19.8953  -1.2593
 LHP  C23  C  CH2   0  -0.560  59.8473  21.2978  -0.8358
 LHP  C24  C  C     0   0.533  59.4090  21.3692   0.5995
 LHP  C26  C  C     0   0.588  66.5174  11.5621  -6.0103
 LHP  C27  C  CH2   0  -0.567  67.5086  11.2348  -4.9211
 LHP  C28  C  CH3   0  -0.662  68.1769  12.4087  -4.2235
 LHP  OT1  O  O     0  -0.450  58.3339  21.7675   0.9780
 LHP  OT2  O  OH1   0  -0.593  60.3521  20.9455   1.4366
 LHP  O25  O  O     0  -0.472  66.1262  10.7484  -6.8141
 LHP  H2   H  HCH2  0   0.237  64.5226  16.4001  -8.2405
 LHP  H3   H  HCH2  0   0.243  66.3763  14.9575  -7.5110
 LHP  H4   H  HCH2  0   0.228  65.3273  15.2884  -6.1441
 LHP  H5   H  HCH1  0   0.229  65.3184  12.7913  -7.8924
 LHP  H6   H  HCH2  0   0.227  63.6339  13.3656  -5.4251
 LHP  H7   H  HCH2  0   0.241  63.5757  11.9181  -6.4077
 LHP  H8   H  HCH1  0   0.218  62.7708  13.1130  -8.3417
 LHP  H9   H  HCH2  0   0.224  60.5259  13.5388  -7.6051
 LHP  H10  H  HCH2  0   0.224  61.1749  12.2344  -6.6444
 LHP  H11  H  HCH2  0   0.232  59.9114  13.8972  -5.2742
 LHP  H12  H  HCH2  0   0.206  61.5654  13.7497  -4.7380
 LHP  H13  H  HCH1  0   0.204  60.3928  15.9453  -6.4787
 LHP  H14  H  HCH1  0   0.207  63.2499  15.5571  -5.5344
 LHP  H15  H  HCH2  0   0.229  63.8026  17.6197  -6.7248
 LHP  H16  H  HCH2  0   0.217  62.1466  17.8211  -7.2276
 LHP  H17  H  HCH2  0   0.207  63.2353  17.8891  -4.3708
 LHP  H18  H  HCH2  0   0.223  62.6407  19.2401  -5.3113
 LHP  H19  H  HCH1  0   0.202  61.8125  16.0381  -3.8117
 LHP  H20  H  HCH2  0   0.215  58.8182  16.1643  -4.2893
 LHP  H21  H  HCH2  0   0.228  59.6864  15.1773  -3.1339
 LHP  H22  H  HCH2  0   0.219  58.7383  17.8410  -2.6639
 LHP  H23  H  HCH2  0   0.230  59.8584  16.9832  -1.6340
 LHP  H24  H  HCH1  0   0.205  61.7476  18.0253  -2.5428
 LHP  H25  H  HCH3  0   0.231  59.0109  18.2741  -5.1307
 LHP  H26  H  HCH3  0   0.229  60.1262  19.5756  -5.5193
 LHP  H27  H  HCH3  0   0.232  60.0890  18.1321  -6.5079
 LHP  H28  H  HCH3  0   0.230  60.9231  15.6058  -8.5138
 LHP  H29  H  HCH3  0   0.227  62.2527  16.5902  -9.1029
 LHP  H30  H  HCH3  0   0.225  62.0979  14.9203  -9.6269
 LHP  H31  H  HCH1  0   0.212  59.5762  20.0195  -3.2681
 LHP  H32  H  HCH3  0   0.236  61.3888  21.7460  -2.9327
 LHP  H33  H  HCH3  0   0.214  62.5767  20.4472  -2.8521
 LHP  H34  H  HCH3  0   0.233  61.6726  20.7482  -4.3341
 LHP  H35  H  HCH2  0   0.249  59.5317  19.1830  -0.9407
 LHP  H36  H  HCH2  0   0.225  61.2153  19.6210  -0.7346
 LHP  H37  H  HCH2  0   0.272  60.6584  22.0185  -0.9701
 LHP  H38  H  HCH2  0   0.256  59.0152  21.6308  -1.4576
 LHP  H39  H  HCH2  0   0.274  66.9725  10.6203  -4.1908
 LHP  H40  H  HCH2  0   0.267  68.2566  10.5737  -5.3628
 LHP  H41  H  HCH3  0   0.235  68.8902  12.0360  -3.4890
 LHP  H42  H  HCH3  0   0.231  68.7243  13.0377  -4.9250
 LHP  H43  H  HCH3  0   0.231  67.4590  13.0348  -3.6965
 LHP  H44  H  HOH1  0   0.480  60.0329  21.0037   2.3495
 LHP  H1   H  HCH2  0   0.224  64.4575  14.8577  -9.0426

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  1.533  0.020  1.533
 LHP  C1   C10  single  1.538  0.020  1.538
 LHP  C1   C2   single  1.522  0.020  1.522
 LHP  C10  C5   single  1.548  0.020  1.548
 LHP  C10  C9   single  1.551  0.020  1.551
 LHP  C5   C6   single  1.529  0.020  1.529
 LHP  C5   C4   single  1.535  0.020  1.535
 LHP  C2   C3   single  1.515  0.020  1.515
 LHP  C3   C4   single  1.519  0.020  1.519
 LHP  C3   O3   single  1.441  0.020  1.441
 LHP  C6   C7   single  1.523  0.020  1.523
 LHP  C11  C9   single  1.531  0.020  1.531
 LHP  C11  C12  single  1.530  0.020  1.530
 LHP  C9   C8   single  1.542  0.020  1.542
 LHP  O25  C26  double  1.209  0.020  1.209
 LHP  O3   C26  single  1.323  0.020  1.323
 LHP  C8   C7   single  1.526  0.020  1.526
 LHP  C8   C14  single  1.521  0.020  1.521
 LHP  C26  C27  single  1.509  0.020  1.509
 LHP  C18  C13  single  1.531  0.020  1.531
 LHP  C12  C13  single  1.530  0.020  1.530
 LHP  C27  C28  single  1.520  0.020  1.520
 LHP  C13  C14  single  1.540  0.020  1.540
 LHP  C13  C17  single  1.551  0.020  1.551
 LHP  C14  C15  single  1.523  0.020  1.523
 LHP  C15  C16  single  1.541  0.020  1.541
 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  1.532  0.020  1.532
 LHP  C23  C24  single  1.502  0.020  1.502
 LHP  C24  OT1  double  1.207  0.020  1.207
 LHP  C24  OT2  single  1.330  0.020  1.330
 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
 LHP  OT2  H44  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
 LHP  C26  O3   C3   119.95  3.000
 LHP  H2   C1   H1   105.29  3.000
 LHP  H2   C1   C10  110.44  3.000
 LHP  H1   C1   C10  108.12  3.000
 LHP  H2   C1   C2   109.71  3.000
 LHP  H1   C1   C2   108.48  3.000
 LHP  C10  C1   C2   114.37  3.000
 LHP  H4   C2   H3   106.69  3.000
 LHP  H4   C2   C3   110.35  3.000
 LHP  H3   C2   C3   110.00  3.000
 LHP  H4   C2   C1   110.66  3.000
 LHP  H3   C2   C1   109.81  3.000
 LHP  C3   C2   C1   109.30  3.000
 LHP  H5   C3   C4   109.75  3.000
 LHP  H5   C3   C2   108.84  3.000
 LHP  C4   C3   C2   111.54  3.000
 LHP  H5   C3   O3   109.03  3.000
 LHP  C4   C3   O3   110.39  3.000
 LHP  C2   C3   O3   107.22  3.000
 LHP  H7   C4   H6   106.36  3.000
 LHP  H7   C4   C5   108.38  3.000
 LHP  H6   C4   C5   111.21  3.000
 LHP  H7   C4   C3   109.83  3.000
 LHP  H6   C4   C3   108.75  3.000
 LHP  C5   C4   C3   112.15  3.000
 LHP  H8   C5   C10  106.94  3.000
 LHP  H8   C5   C6   107.65  3.000
 LHP  C10  C5   C6   111.78  3.000
 LHP  H8   C5   C4   106.58  3.000
 LHP  C6   C5   C4   110.45  3.000
 LHP  C10  C5   C4   113.08  3.000
 LHP  H10  C6   H9   105.76  3.000
 LHP  H10  C6   C7   110.10  3.000
 LHP  H9   C6   C7   109.24  3.000
 LHP  H10  C6   C5   109.51  3.000
 LHP  H9   C6   C5   109.59  3.000
 LHP  C7   C6   C5   112.42  3.000
 LHP  H12  C7   H11  105.70  3.000
 LHP  H12  C7   C8   109.21  3.000
 LHP  H11  C7   C8   109.71  3.000
 LHP  H12  C7   C6   110.37  3.000
 LHP  H11  C7   C6   109.53  3.000
 LHP  C8   C7   C6   112.12  3.000
 LHP  H13  C8   C14  108.92  3.000
 LHP  H13  C8   C9   109.35  3.000
 LHP  C14  C8   C9   108.08  3.000
 LHP  H13  C8   C7   107.66  3.000
 LHP  C14  C8   C7   111.50  3.000
 LHP  C9   C8   C7   111.28  3.000
 LHP  H14  C9   C11  106.01  3.000
 LHP  H14  C9   C10  107.63  3.000
 LHP  C11  C9   C10  113.79  3.000
 LHP  H14  C9   C8   105.24  3.000
 LHP  C11  C9   C8   110.75  3.000
 LHP  C10  C9   C8   112.76  3.000
 LHP  C19  C10  C9   111.17  3.000
 LHP  C9   C10  C5   109.37  3.000
 LHP  C19  C10  C5   109.63  3.000
 LHP  C9   C10  C1   111.92  3.000
 LHP  C5   C10  C1   107.99  3.000
 LHP  C19  C10  C1   106.68  3.000
 LHP  H16  C11  H15  105.68  3.000
 LHP  H16  C11  C12  109.57  3.000
 LHP  H15  C11  C12  108.13  3.000
 LHP  H16  C11  C9   109.86  3.000
 LHP  H15  C11  C9   109.77  3.000
 LHP  C12  C11  C9   113.53  3.000
 LHP  H18  C12  H17  106.21  3.000
 LHP  H18  C12  C13  111.80  3.000
 LHP  H17  C12  C13  108.62  3.000
 LHP  H18  C12  C11  108.38  3.000
 LHP  H17  C12  C11  109.47  3.000
 LHP  C13  C12  C11  112.17  3.000
 LHP  C18  C13  C17  109.93  3.000
 LHP  C17  C13  C14   99.95  3.000
 LHP  C18  C13  C14  112.62  3.000
 LHP  C17  C13  C12  116.44  3.000
 LHP  C14  C13  C12  106.94  3.000
 LHP  C18  C13  C12  110.57  3.000
 LHP  H19  C14  C15  106.65  3.000
 LHP  H19  C14  C13  105.49  3.000
 LHP  C15  C14  C13  104.19  3.000
 LHP  H19  C14  C8   105.87  3.000
 LHP  C15  C14  C8   118.97  3.000
 LHP  C13  C14  C8   114.69  3.000
 LHP  H21  C15  H20  106.46  3.000
 LHP  H21  C15  C16  112.27  3.000
 LHP  H20  C15  C16  111.22  3.000
 LHP  H21  C15  C14  112.46  3.000
 LHP  H20  C15  C14  111.00  3.000
 LHP  C16  C15  C14  103.54  3.000
 LHP  H23  C16  H22  106.21  3.000
 LHP  H23  C16  C17  110.96  3.000
 LHP  H22  C16  C17  110.51  3.000
 LHP  H23  C16  C15  111.13  3.000
 LHP  H22  C16  C15  111.00  3.000
 LHP  C17  C16  C15  107.09  3.000
 LHP  H24  C17  C20  106.91  3.000
 LHP  H24  C17  C16  108.19  3.000
 LHP  C20  C17  C16  112.26  3.000
 LHP  H24  C17  C13  106.36  3.000
 LHP  C16  C17  C13  103.36  3.000
 LHP  C20  C17  C13  119.24  3.000
 LHP  H27  C18  H26  106.67  3.000
 LHP  H27  C18  H25  107.13  3.000
 LHP  H26  C18  H25  107.22  3.000
 LHP  H27  C18  C13  112.60  3.000
 LHP  H26  C18  C13  110.42  3.000
 LHP  H25  C18  C13  112.47  3.000
 LHP  H30  C19  H29  107.10  3.000
 LHP  H30  C19  H28  107.33  3.000
 LHP  H29  C19  H28  107.26  3.000
 LHP  H30  C19  C10  110.30  3.000
 LHP  H29  C19  C10  111.28  3.000
 LHP  H28  C19  C10  113.29  3.000
 LHP  H31  C20  C22  107.37  3.000
 LHP  H31  C20  C21  108.16  3.000
 LHP  C22  C20  C21  110.61  3.000
 LHP  H31  C20  C17  108.19  3.000
 LHP  C22  C20  C17  109.22  3.000
 LHP  C21  C20  C17  113.11  3.000
 LHP  H34  C21  H33  107.79  3.000
 LHP  H34  C21  H32  106.30  3.000
 LHP  H33  C21  H32  107.62  3.000
 LHP  H34  C21  C20  112.05  3.000
 LHP  H33  C21  C20  111.09  3.000
 LHP  H32  C21  C20  111.73  3.000
 LHP  H36  C22  H35  106.54  3.000
 LHP  H36  C22  C23  110.06  3.000
 LHP  H35  C22  C23  108.17  3.000
 LHP  H36  C22  C20  109.11  3.000
 LHP  H35  C22  C20  109.21  3.000
 LHP  C23  C22  C20  113.52  3.000
 LHP  H38  C23  H37  107.14  3.000
 LHP  H38  C23  C24  107.90  3.000
 LHP  H37  C23  C24  107.60  3.000
 LHP  H38  C23  C22  110.19  3.000
 LHP  H37  C23  C22  110.64  3.000
 LHP  C24  C23  C22  113.14  3.000
 LHP  OT2  C24  OT1  122.62  3.000
 LHP  OT2  C24  C23  112.28  3.000
 LHP  OT1  C24  C23  125.10  3.000
 LHP  O25  C26  C27  123.14  3.000
 LHP  C27  C26  O3   112.88  3.000
 LHP  O25  C26  O3   123.98  3.000
 LHP  H40  C27  H39  105.40  3.000
 LHP  H40  C27  C28  110.61  3.000
 LHP  H39  C27  C28  110.03  3.000
 LHP  H40  C27  C26  106.83  3.000
 LHP  H39  C27  C26  106.37  3.000
 LHP  C28  C27  C26  116.91  3.000
 LHP  H43  C28  H42  108.11  3.000
 LHP  H43  C28  H41  107.58  3.000
 LHP  H42  C28  H41  107.62  3.000
 LHP  H43  C28  C27  112.10  3.000
 LHP  H42  C28  C27  111.79  3.000
 LHP  H41  C28  C27  109.45  3.000
 LHP  H44  OT2  C24  109.89  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  CONST_01  H44  OT2  C24  C23   180.00   0.0  0
 LHP  Var_01    C10  C1   C2   C3     58.37  30.0  1
 LHP  Var_02    C8   C7   C6   C5     53.97  30.0  1
 LHP  Var_03    C13  C12  C11  C9    -54.24  30.0  1
 LHP  Var_04    C17  C16  C15  C14     9.41  30.0  1
 LHP  Var_05    O25  C26  O3   C3      0.27  30.0  3
 LHP  Var_06    C28  C27  C26  O3    -16.34  30.0  3
 LHP  Var_07    C24  C23  C22  C20   170.26  30.0  3
 LHP  Var_08    OT1  C24  C23  C22  -124.23  30.0  3
 LHP  Var_09    H41  C28  C27  C26  -178.01  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-1  H44  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

