# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:46:58 2022
#   Inital geometry file: a 144 line input string
#   Ligand name: (3beta,5beta,14beta,17alpha)-3-hydroxycholan-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](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
 4OA  4OA  '(3beta,5beta,14beta,17alpha)-3-hydroxycholan-24-oic acid'  ligand  66  27  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4OA
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
 4OA  C1    C  CH2    0  -0.430   4.3963   1.6609  -0.4364
 4OA  C10   C  CT     0  -0.051   3.6276   0.4166  -0.9189
 4OA  C11   C  CH2    0  -0.435   1.3251   1.5657  -0.7234
 4OA  C12   C  CH2    0  -0.409  -0.0944   1.5160  -0.1493
 4OA  C13   C  CT     0  -0.051  -0.8207   0.2224  -0.5193
 4OA  C14   C  CH1    0  -0.171   0.0832  -0.9408  -0.0682
 4OA  C15   C  CH2    0  -0.447  -0.8016  -2.1703  -0.2189
 4OA  C16   C  CH2    0  -0.448  -2.2033  -1.6565   0.1617
 4OA  C17   C  CH1    0  -0.159  -2.1112  -0.1097   0.2730
 4OA  C18   C  CH3    0  -0.685  -1.1118   0.1833  -2.0237
 4OA  C19   C  CH3    0  -0.674   3.6027   0.4879  -2.4517
 4OA  O1B   O  OH1    0  -0.681   5.8960   0.3535   2.7588
 4OA  C2    C  CH2    0  -0.474   4.7424   1.6616   1.0461
 4OA  C20   C  CH1    0  -0.231  -3.4284   0.5753  -0.1236
 4OA  C21   C  CH3    0  -0.670  -3.3576   2.0974  -0.0281
 4OA  C22   C  CH2    0  -0.396  -4.5856   0.0368   0.7303
 4OA  C23   C  CH2    0  -0.592  -5.9660   0.5025   0.2907
 4OA  C24   C  C      0   0.413  -7.1537  -0.1905   0.9840
 4OA  C3    C  CH1    0   0.085   5.5676   0.4300   1.3844
 4OA  C4    C  CH2    0  -0.447   4.7959  -0.8215   1.0109
 4OA  O4    O  OC    -1  -0.634  -8.2629   0.3732   0.8614
 4OA  O4A   O  O      0  -0.609  -6.9387  -1.2593   1.5896
 4OA  C5    C  CH1    0  -0.217   4.4207  -0.8393  -0.4747
 4OA  C6    C  CH2    0  -0.429   3.6901  -2.1313  -0.8371
 4OA  C7    C  CH2    0  -0.423   2.2732  -2.1741  -0.2812
 4OA  C8    C  CH1    0  -0.220   1.4627  -0.9548  -0.7075
 4OA  C9    C  CH1    0  -0.189   2.1871   0.3569  -0.3462
 4OA  H1    H  HCH2   0   0.217   5.3335   1.7103  -1.0042
 4OA  H1A   H  HCH2   0   0.230   3.8515   2.5705  -0.6982
 4OA  H11   H  HCH2   0   0.215   1.2704   1.6574  -1.8119
 4OA  H11A  H  HCH2   0   0.226   1.7963   2.4869  -0.3724
 4OA  H12   H  HCH2   0   0.206  -0.0498   1.5950   0.9435
 4OA  H12A  H  HCH2   0   0.220  -0.6343   2.3974  -0.5003
 4OA  H14   H  HCH1   0   0.201   0.2462  -0.7909   1.0113
 4OA  H15   H  HCH2   0   0.213  -0.7800  -2.5344  -1.2502
 4OA  H15A  H  HCH2   0   0.226  -0.4768  -3.0012   0.4097
 4OA  H16   H  HCH2   0   0.216  -2.9403  -1.9386  -0.5945
 4OA  H16A  H  HCH2   0   0.228  -2.5450  -2.0984   1.0984
 4OA  H17   H  HCH1   0   0.199  -1.9126   0.1518   1.3227
 4OA  H18   H  HCH3   0   0.230  -0.2056   0.1936  -2.6291
 4OA  H18A  H  HCH3   0   0.229  -1.6789  -0.7031  -2.3145
 4OA  H18B  H  HCH3   0   0.227  -1.6993   1.0522  -2.3268
 4OA  H19   H  HCH3   0   0.224   4.6045   0.3200  -2.8536
 4OA  H19A  H  HCH3   0   0.228   2.9419  -0.2486  -2.9075
 4OA  H19B  H  HCH3   0   0.227   3.2794   1.4710  -2.7988
 4OA  HO1B  H  HOH1   0   0.444   6.4038   1.1382   2.9874
 4OA  H2    H  HCH2   0   0.228   5.3003   2.5718   1.2896
 4OA  H2A   H  HCH2   0   0.217   3.8393   1.6708   1.6649
 4OA  H20   H  HCH1   0   0.198  -3.6436   0.3059  -1.1670
 4OA  H21   H  HCH3   0   0.207  -3.0777   2.4122   0.9807
 4OA  H21A  H  HCH3   0   0.225  -2.6328   2.5246  -0.7185
 4OA  H21B  H  HCH3   0   0.231  -4.3182   2.5587  -0.2601
 4OA  H22   H  HCH2   0   0.225  -4.5820  -1.0530   0.7068
 4OA  H22A  H  HCH2   0   0.192  -4.4133   0.3134   1.7778
 4OA  H23   H  HCH2   0   0.213  -6.0821   1.5812   0.4205
 4OA  H23A  H  HCH2   0   0.217  -6.0697   0.3326  -0.7896
 4OA  H3    H  HCH1   0   0.179   6.4858   0.4607   0.7748
 4OA  H4    H  HCH2   0   0.228   5.4014  -1.7071   1.2289
 4OA  H4A   H  HCH2   0   0.217   3.9086  -0.8841   1.6482
 4OA  H5    H  HCH1   0   0.211   5.3653  -0.8263  -1.0352
 4OA  H6    H  HCH2   0   0.221   3.6518  -2.2373  -1.9258
 4OA  H6A   H  HCH2   0   0.221   4.2639  -2.9888  -0.4724
 4OA  H7    H  HCH2   0   0.229   1.7778  -3.0863  -0.6248
 4OA  H7A   H  HCH2   0   0.204   2.2909  -2.2364   0.8130
 4OA  H8    H  HCH1   0   0.201   1.3432  -1.0103  -1.7968
 4OA  H9    H  HCH1   0   0.203   2.2623   0.3619   0.7500

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
 4OA  C2   C1    single  1.522  0.020  1.522
 4OA  C1   C10   single  1.540  0.020  1.540
 4OA  C1   H1    single  0.970  0.020  1.090
 4OA  C1   H1A   single  0.970  0.020  1.090
 4OA  C5   C10   single  1.550  0.020  1.550
 4OA  C10  C9    single  1.551  0.020  1.551
 4OA  C10  C19   single  1.535  0.020  1.535
 4OA  C9   C11   single  1.532  0.020  1.532
 4OA  C11  C12   single  1.532  0.020  1.532
 4OA  C11  H11   single  0.970  0.020  1.090
 4OA  C11  H11A  single  0.970  0.020  1.090
 4OA  C12  C13   single  1.529  0.020  1.529
 4OA  C12  H12   single  0.970  0.020  1.090
 4OA  C12  H12A  single  0.970  0.020  1.090
 4OA  C14  C13   single  1.541  0.020  1.541
 4OA  C13  C17   single  1.550  0.020  1.550
 4OA  C13  C18   single  1.533  0.020  1.533
 4OA  C8   C14   single  1.520  0.020  1.520
 4OA  C14  C15   single  1.522  0.020  1.522
 4OA  C14  H14   single  0.970  0.020  1.090
 4OA  C15  C16   single  1.541  0.020  1.541
 4OA  C15  H15   single  0.970  0.020  1.090
 4OA  C15  H15A  single  0.970  0.020  1.090
 4OA  C17  C16   single  1.554  0.020  1.554
 4OA  C16  H16   single  0.970  0.020  1.090
 4OA  C16  H16A  single  0.970  0.020  1.090
 4OA  C17  C20   single  1.537  0.020  1.537
 4OA  C17  H17   single  0.970  0.020  1.090
 4OA  C18  H18   single  0.970  0.020  1.090
 4OA  C18  H18A  single  0.970  0.020  1.090
 4OA  C18  H18B  single  0.970  0.020  1.090
 4OA  C19  H19   single  0.970  0.020  1.090
 4OA  C19  H19A  single  0.970  0.020  1.090
 4OA  C19  H19B  single  0.970  0.020  1.090
 4OA  O1B  C3    single  1.415  0.020  1.415
 4OA  O1B  HO1B  single  0.850  0.020  0.980
 4OA  C3   C2    single  1.521  0.020  1.521
 4OA  C2   H2    single  0.970  0.020  1.090
 4OA  C2   H2A   single  0.970  0.020  1.090
 4OA  C21  C20   single  1.527  0.020  1.527
 4OA  C20  C22   single  1.536  0.020  1.536
 4OA  C20  H20   single  0.970  0.020  1.090
 4OA  C21  H21   single  0.970  0.020  1.090
 4OA  C21  H21A  single  0.970  0.020  1.090
 4OA  C21  H21B  single  0.970  0.020  1.090
 4OA  C23  C22   single  1.522  0.020  1.522
 4OA  C22  H22   single  0.970  0.020  1.090
 4OA  C22  H22A  single  0.970  0.020  1.090
 4OA  C23  C24   single  1.540  0.020  1.540
 4OA  C23  H23   single  0.970  0.020  1.090
 4OA  C23  H23A  single  0.970  0.020  1.090
 4OA  O4A  C24   deloc   1.247  0.020  1.247
 4OA  C24  O4    deloc   1.250  0.020  1.250
 4OA  C3   C4    single  1.517  0.020  1.517
 4OA  C3   H3    single  0.970  0.020  1.090
 4OA  C4   C5    single  1.532  0.020  1.532
 4OA  C4   H4    single  0.970  0.020  1.090
 4OA  C4   H4A   single  0.970  0.020  1.090
 4OA  C5   C6    single  1.528  0.020  1.528
 4OA  C5   H5    single  0.970  0.020  1.090
 4OA  C6   C7    single  1.523  0.020  1.523
 4OA  C6   H6    single  0.970  0.020  1.090
 4OA  C6   H6A   single  0.970  0.020  1.090
 4OA  C7   C8    single  1.525  0.020  1.525
 4OA  C7   H7    single  0.970  0.020  1.090
 4OA  C7   H7A   single  0.970  0.020  1.090
 4OA  C9   C8    single  1.541  0.020  1.541
 4OA  C8   H8    single  0.970  0.020  1.090
 4OA  C9   H9    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
 4OA  H1A   C1   H1    105.35  3.000
 4OA  H1A   C1   C2    110.27  3.000
 4OA  H1    C1   C2    108.05  3.000
 4OA  H1A   C1   C10   110.42  3.000
 4OA  H1    C1   C10   107.50  3.000
 4OA  C2    C1   C10   114.77  3.000
 4OA  C9    C10  C5    109.76  3.000
 4OA  C9    C10  C19   110.82  3.000
 4OA  C5    C10  C19   109.40  3.000
 4OA  C19   C10  C1    106.46  3.000
 4OA  C9    C10  C1    112.27  3.000
 4OA  C5    C10  C1    108.02  3.000
 4OA  H11A  C11  H11   105.70  3.000
 4OA  H11A  C11  C9    110.09  3.000
 4OA  H11   C11  C9    109.84  3.000
 4OA  H11A  C11  C12   107.85  3.000
 4OA  H11   C11  C12   109.23  3.000
 4OA  C9    C11  C12   113.79  3.000
 4OA  H12A  C12  H12   106.40  3.000
 4OA  H12A  C12  C13   111.73  3.000
 4OA  H12   C12  C13   108.75  3.000
 4OA  H12A  C12  C11   108.16  3.000
 4OA  H12   C12  C11   109.48  3.000
 4OA  C13   C12  C11   112.14  3.000
 4OA  C18   C13  C17   109.76  3.000
 4OA  C18   C13  C14   112.31  3.000
 4OA  C17   C13  C14   100.20  3.000
 4OA  C18   C13  C12   110.45  3.000
 4OA  C17   C13  C12   116.93  3.000
 4OA  C14   C13  C12   106.81  3.000
 4OA  H14   C14  C8    106.19  3.000
 4OA  H14   C14  C15   107.02  3.000
 4OA  C8    C14  C15   118.58  3.000
 4OA  H14   C14  C13   105.72  3.000
 4OA  C15   C14  C13   103.88  3.000
 4OA  C8    C14  C13   114.59  3.000
 4OA  H15A  C15  H15   106.49  3.000
 4OA  H15A  C15  C16   112.49  3.000
 4OA  H15   C15  C16   111.21  3.000
 4OA  H15A  C15  C14   112.64  3.000
 4OA  H15   C15  C14   110.52  3.000
 4OA  C16   C15  C14   103.59  3.000
 4OA  H16A  C16  H16   106.16  3.000
 4OA  H16A  C16  C17   111.13  3.000
 4OA  H16   C16  C17   110.28  3.000
 4OA  H16A  C16  C15   111.23  3.000
 4OA  H16   C16  C15   110.89  3.000
 4OA  C17   C16  C15   107.21  3.000
 4OA  H17   C17  C20   107.16  3.000
 4OA  H17   C17  C16   108.42  3.000
 4OA  C20   C17  C16   111.99  3.000
 4OA  H17   C17  C13   106.65  3.000
 4OA  C20   C17  C13   119.09  3.000
 4OA  C16   C17  C13   103.06  3.000
 4OA  H18B  C18  H18A  107.02  3.000
 4OA  H18B  C18  H18   106.60  3.000
 4OA  H18A  C18  H18   106.96  3.000
 4OA  H18B  C18  C13   110.76  3.000
 4OA  H18A  C18  C13   112.38  3.000
 4OA  H18   C18  C13   112.77  3.000
 4OA  H19B  C19  H19A  107.23  3.000
 4OA  H19B  C19  H19   107.04  3.000
 4OA  H19A  C19  H19   107.36  3.000
 4OA  H19B  C19  C10   111.37  3.000
 4OA  H19A  C19  C10   113.35  3.000
 4OA  H19   C19  C10   110.20  3.000
 4OA  HO1B  O1B  C3    108.01  3.000
 4OA  H2A   C2   H2    106.71  3.000
 4OA  H2A   C2   C3    109.19  3.000
 4OA  H2    C2   C3    110.32  3.000
 4OA  H2A   C2   C1    111.28  3.000
 4OA  H2    C2   C1    109.44  3.000
 4OA  C3    C2   C1    109.85  3.000
 4OA  H20   C20  C22   107.12  3.000
 4OA  H20   C20  C21   108.23  3.000
 4OA  C22   C20  C21   110.48  3.000
 4OA  H20   C20  C17   107.67  3.000
 4OA  C22   C20  C17   110.25  3.000
 4OA  C21   C20  C17   112.86  3.000
 4OA  H21B  C21  H21A  106.59  3.000
 4OA  H21B  C21  H21   107.46  3.000
 4OA  H21A  C21  H21   107.57  3.000
 4OA  H21B  C21  C20   111.56  3.000
 4OA  H21A  C21  C20   112.50  3.000
 4OA  H21   C21  C20   110.90  3.000
 4OA  H22A  C22  H22   105.79  3.000
 4OA  H22A  C22  C23   109.95  3.000
 4OA  H22   C22  C23   107.62  3.000
 4OA  H22A  C22  C20   108.92  3.000
 4OA  H22   C22  C20   109.64  3.000
 4OA  C23   C22  C20   114.56  3.000
 4OA  H23A  C23  H23   105.04  3.000
 4OA  H23A  C23  C24   107.48  3.000
 4OA  H23   C23  C24   107.98  3.000
 4OA  H23A  C23  C22   108.81  3.000
 4OA  H23   C23  C22   111.36  3.000
 4OA  C24   C23  C22   115.59  3.000
 4OA  O4A   C24  O4    125.94  3.000
 4OA  O4    C24  C23   115.93  3.000
 4OA  O4A   C24  C23   118.12  3.000
 4OA  H3    C3   C4    108.09  3.000
 4OA  H3    C3   C2    107.84  3.000
 4OA  C4    C3   C2    109.71  3.000
 4OA  H3    C3   O1B   110.19  3.000
 4OA  C4    C3   O1B   108.21  3.000
 4OA  C2    C3   O1B   112.69  3.000
 4OA  H4A   C4   H4    106.63  3.000
 4OA  H4A   C4   C5    111.44  3.000
 4OA  H4    C4   C5    108.61  3.000
 4OA  H4A   C4   C3    108.44  3.000
 4OA  H4    C4   C3    109.69  3.000
 4OA  C5    C4   C3    111.89  3.000
 4OA  H5    C5   C6    107.47  3.000
 4OA  H5    C5   C4    106.50  3.000
 4OA  C6    C5   C4    110.91  3.000
 4OA  H5    C5   C10   106.51  3.000
 4OA  C6    C5   C10   111.87  3.000
 4OA  C4    C5   C10   113.18  3.000
 4OA  H6A   C6   H6    105.90  3.000
 4OA  H6A   C6   C7    110.14  3.000
 4OA  H6    C6   C7    109.14  3.000
 4OA  H6A   C6   C5    109.44  3.000
 4OA  H6    C6   C5    109.54  3.000
 4OA  C7    C6   C5    112.46  3.000
 4OA  H7A   C7   H7    105.88  3.000
 4OA  H7A   C7   C8    109.46  3.000
 4OA  H7    C7   C8    109.78  3.000
 4OA  H7A   C7   C6    110.55  3.000
 4OA  H7    C7   C6    109.28  3.000
 4OA  C8    C7   C6    111.72  3.000
 4OA  H8    C8   C9    109.08  3.000
 4OA  H8    C8   C7    107.15  3.000
 4OA  C9    C8   C7    111.41  3.000
 4OA  H8    C8   C14   108.61  3.000
 4OA  C9    C8   C14   108.67  3.000
 4OA  C7    C8   C14   111.84  3.000
 4OA  H9    C9   C8    105.66  3.000
 4OA  H9    C9   C11   106.29  3.000
 4OA  C8    C9   C11   110.45  3.000
 4OA  H9    C9   C10   107.73  3.000
 4OA  C8    C9   C10   112.50  3.000
 4OA  C11   C9   C10   113.66  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
 4OA  Var_01  C3   C2   C1   C10   57.72  30.0  1
 4OA  Var_02  C9   C11  C12  C13  -54.44  30.0  1
 4OA  Var_03  C17  C16  C15  C14    9.68  30.0  1
 4OA  Var_04  C8   C7   C6   C5    54.61  30.0  1
 4OA  Var_05  C24  C23  C22  C20  170.81  30.0  1
 4OA  Var_06  O4A  C24  C23  C22  -16.57  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
 4OA  chir_01  C10  C5   C9   C1   negativ
 4OA  chir_02  C13  C17  C14  C12  positiv
 4OA  chir_03  C14  C13  C8   C15  positiv
 4OA  chir_04  C17  C13  C16  C20  positiv
 4OA  chir_05  C20  C17  C21  C22  positiv
 4OA  chir_06  C3   O1B  C2   C4   positiv
 4OA  chir_07  C5   C6   C4   C10  positiv
 4OA  chir_08  C8   C14  C7   C9   positiv
 4OA  chir_09  C9   C10  C11  C8   negativ

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
 4OA  plan-1  C23  0.020
 4OA  plan-1  C24  0.020
 4OA  plan-1  O4   0.020
 4OA  plan-1  O4A  0.020

