# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Wed Jul  1 03:35:44 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: (3alpha,5beta,7alpha,8alpha,12alpha,14beta,17alpha)-3,7,12-trihydroxycholan-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]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[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
 CHD  CHD  '(3alpha,5beta,7alpha,8alpha,12alpha,14beta,17alpha)-3,7,12-trihydroxycholan-24-oic acid'  ligand  68  29  .  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_CHD
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
 CHD  C1    C  CH2    0  -0.433   1.7829   0.6388  -4.2410
 CHD  C2    C  CH2    0  -0.473   1.8507  -0.8216  -4.6639
 CHD  C3    C  CH1    0   0.085   0.6597  -1.1526  -5.5496
 CHD  O3    O  OH1    0  -0.682   0.6487  -2.5046  -5.9682
 CHD  C4    C  CH2    0  -0.452  -0.6250  -0.8805  -4.7910
 CHD  C5    C  CH1    0  -0.212  -0.7165   0.5815  -4.3364
 CHD  C6    C  CH2    0  -0.479  -2.0375   0.8865  -3.6302
 CHD  C7    C  CH1    0   0.073  -2.1460   0.3269  -2.2148
 CHD  O7    O  OH1    0  -0.670  -2.2951  -1.0816  -2.1898
 CHD  C8    C  CH1    0  -0.264  -0.9268   0.7124  -1.3812
 CHD  C9    C  CH1    0  -0.185   0.4106   0.3965  -2.0807
 CHD  C10   C  CT     0  -0.051   0.4978   1.0374  -3.4908
 CHD  C11   C  CH2    0  -0.496   1.5798   0.7923  -1.1729
 CHD  C12   C  CH1    0   0.096   1.5299   0.2004   0.2407
 CHD  O12   O  OH1    0  -0.674   1.6900  -1.2047   0.2194
 CHD  C13   C  CT     0  -0.086   0.2001   0.5444   0.9236
 CHD  C14   C  CH1    0  -0.170  -0.9446   0.0778   0.0025
 CHD  C15   C  CH2    0  -0.448  -2.1893   0.2706   0.8576
 CHD  C16   C  CH2    0  -0.449  -1.7125  -0.0721   2.2823
 CHD  C17   C  CH1    0  -0.163  -0.1667  -0.2105   2.2306
 CHD  C18   C  CH3    0  -0.695   0.1602   2.0547   1.1872
 CHD  C19   C  CH3    0  -0.680   0.5169   2.5707  -3.4043
 CHD  C20   C  CH1    0  -0.231   0.4970   0.2212   3.5479
 CHD  C21   C  CH3    0  -0.672   2.0185   0.1005   3.5078
 CHD  C22   C  CH2    0  -0.395  -0.0785  -0.5880   4.7193
 CHD  C23   C  CH2    0  -0.596   0.3849  -0.1287   6.0935
 CHD  O25   O  O      0  -0.609  -1.3212  -1.5025   7.0685
 CHD  C24   C  C      0   0.414  -0.3504  -0.7532   7.2946
 CHD  O26   O  OC    -1  -0.635   0.0903  -0.4410   8.4220
 CHD  H11   H  HCH2   0   0.232   2.6641   0.9072  -3.6541
 CHD  H12A  H  HCH2   0   0.219   1.8361   1.2553  -5.1463
 CHD  H21   H  HCH2   0   0.215   1.8495  -1.4877  -3.7945
 CHD  H22   H  HCH2   0   0.229   2.7882  -1.0023  -5.1998
 CHD  H3    H  HCH1   0   0.176   0.6933  -0.4835  -6.4258
 CHD  HO3   H  HOH1   0   0.443   1.4581  -2.6686  -6.4620
 CHD  H41   H  HCH2   0   0.228  -0.6822  -1.5649  -3.9430
 CHD  H42   H  HCH2   0   0.223  -1.4849  -1.0981  -5.4333
 CHD  H5    H  HCH1   0   0.213  -0.6997   1.1875  -5.2528
 CHD  H61   H  HCH2   0   0.230  -2.8767   0.5253  -4.2363
 CHD  H62   H  HCH2   0   0.234  -2.1717   1.9708  -3.5699
 CHD  H7    H  HCH1   0   0.204  -3.0270   0.7907  -1.7459
 CHD  HO7   H  HOH1   0   0.444  -3.0044  -1.3159  -2.7957
 CHD  H8    H  HCH1   0   0.213  -1.0055   1.7988  -1.2549
 CHD  H9    H  HCH1   0   0.217   0.4602  -0.6908  -2.2075
 CHD  H111  H  HCH2   0   0.234   2.5314   0.4905  -1.6231
 CHD  H112  H  HCH2   0   0.230   1.6391   1.8800  -1.0855
 CHD  H12   H  HCH1   0   0.198   2.3569   0.6582   0.7999
 CHD  HO12  H  HOH1   0   0.443   2.4578  -1.4066  -0.3236
 CHD  H14   H  HCH1   0   0.219  -0.8046  -1.0009  -0.1311
 CHD  H151  H  HCH2   0   0.227  -3.0206  -0.3566   0.5325
 CHD  H152  H  HCH2   0   0.211  -2.5392   1.3056   0.8012
 CHD  H161  H  HCH2   0   0.227  -2.1750  -0.9919   2.6421
 CHD  H162  H  HCH2   0   0.215  -2.0027   0.7102   2.9885
 CHD  H17   H  HCH1   0   0.210   0.0741  -1.2684   2.0782
 CHD  H181  H  HCH3   0   0.233   0.1527   2.6508   0.2750
 CHD  H182  H  HCH3   0   0.238  -0.7191   2.3466   1.7633
 CHD  H183  H  HCH3   0   0.231   1.0346   2.3710   1.7597
 CHD  H191  H  HCH3   0   0.227   0.3549   3.0034  -4.3941
 CHD  H192  H  HCH3   0   0.230  -0.2439   2.9848  -2.7433
 CHD  H193  H  HCH3   0   0.229   1.4831   2.9359  -3.0514
 CHD  H20   H  HCH1   0   0.197   0.2397   1.2751   3.7241
 CHD  H211  H  HCH3   0   0.209   2.3224  -0.9153   3.2435
 CHD  H212  H  HCH3   0   0.225   2.4687   0.7762   2.7826
 CHD  H213  H  HCH3   0   0.231   2.4657   0.3383   4.4736
 CHD  H221  H  HCH2   0   0.222  -1.1672  -0.5321   4.6978
 CHD  H222  H  HCH2   0   0.192   0.1679  -1.6468   4.5744
 CHD  H231  H  HCH2   0   0.218   1.4547  -0.3117   6.2298
 CHD  H232  H  HCH2   0   0.215   0.2749   0.9613   6.1655

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
 CHD  C1   C2    single  1.522  0.020  1.522
 CHD  C1   C10   single  1.540  0.020  1.540
 CHD  C1   H11   single  0.970  0.020  1.090
 CHD  C1   H12A  single  0.970  0.020  1.090
 CHD  C2   C3    single  1.521  0.020  1.521
 CHD  C2   H21   single  0.970  0.020  1.090
 CHD  C2   H22   single  0.970  0.020  1.090
 CHD  C3   O3    single  1.415  0.020  1.415
 CHD  C3   C4    single  1.517  0.020  1.517
 CHD  C3   H3    single  0.970  0.020  1.090
 CHD  O3   HO3   single  0.850  0.020  0.980
 CHD  C4   C5    single  1.534  0.020  1.534
 CHD  C4   H41   single  0.970  0.020  1.090
 CHD  C4   H42   single  0.970  0.020  1.090
 CHD  C5   C6    single  1.529  0.020  1.529
 CHD  C5   C10   single  1.548  0.020  1.548
 CHD  C5   H5    single  0.970  0.020  1.090
 CHD  C6   C7    single  1.526  0.020  1.526
 CHD  C6   H61   single  0.970  0.020  1.090
 CHD  C6   H62   single  0.970  0.020  1.090
 CHD  C7   O7    single  1.417  0.020  1.417
 CHD  C7   C8    single  1.526  0.020  1.526
 CHD  C7   H7    single  0.970  0.020  1.090
 CHD  O7   HO7   single  0.850  0.020  0.980
 CHD  C8   C9    single  1.542  0.020  1.542
 CHD  C8   C14   single  1.522  0.020  1.522
 CHD  C8   H8    single  0.970  0.020  1.090
 CHD  C9   C10   single  1.551  0.020  1.551
 CHD  C9   C11   single  1.532  0.020  1.532
 CHD  C9   H9    single  0.970  0.020  1.090
 CHD  C10  C19   single  1.536  0.020  1.536
 CHD  C11  C12   single  1.533  0.020  1.533
 CHD  C11  H111  single  0.970  0.020  1.090
 CHD  C11  H112  single  0.970  0.020  1.090
 CHD  C12  O12   single  1.414  0.020  1.414
 CHD  C12  C13   single  1.534  0.020  1.534
 CHD  C12  H12   single  0.970  0.020  1.090
 CHD  O12  HO12  single  0.850  0.020  0.980
 CHD  C13  C14   single  1.542  0.020  1.542
 CHD  C13  C17   single  1.553  0.020  1.553
 CHD  C13  C18   single  1.534  0.020  1.534
 CHD  C14  C15   single  1.522  0.020  1.522
 CHD  C14  H14   single  0.970  0.020  1.090
 CHD  C15  C16   single  1.541  0.020  1.541
 CHD  C15  H151  single  0.970  0.020  1.090
 CHD  C15  H152  single  0.970  0.020  1.090
 CHD  C16  C17   single  1.553  0.020  1.553
 CHD  C16  H161  single  0.970  0.020  1.090
 CHD  C16  H162  single  0.970  0.020  1.090
 CHD  C17  C20   single  1.537  0.020  1.537
 CHD  C17  H17   single  0.970  0.020  1.090
 CHD  C18  H181  single  0.970  0.020  1.090
 CHD  C18  H182  single  0.970  0.020  1.090
 CHD  C18  H183  single  0.970  0.020  1.090
 CHD  C19  H191  single  0.970  0.020  1.090
 CHD  C19  H192  single  0.970  0.020  1.090
 CHD  C19  H193  single  0.970  0.020  1.090
 CHD  C20  C21   single  1.527  0.020  1.527
 CHD  C20  C22   single  1.536  0.020  1.536
 CHD  C20  H20   single  0.970  0.020  1.090
 CHD  C21  H211  single  0.970  0.020  1.090
 CHD  C21  H212  single  0.970  0.020  1.090
 CHD  C21  H213  single  0.970  0.020  1.090
 CHD  C22  C23   single  1.521  0.020  1.521
 CHD  C22  H221  single  0.970  0.020  1.090
 CHD  C22  H222  single  0.970  0.020  1.090
 CHD  C23  C24   single  1.541  0.020  1.541
 CHD  C23  H231  single  0.970  0.020  1.090
 CHD  C23  H232  single  0.970  0.020  1.090
 CHD  O25  C24   deloc   1.247  0.020  1.247
 CHD  C24  O26   deloc   1.250  0.020  1.250

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
 CHD  H12A  C1   H11   105.45  3.000
 CHD  H12A  C1   C10   107.28  3.000
 CHD  H11   C1   C10   110.35  3.000
 CHD  H12A  C1   C2    107.93  3.000
 CHD  H11   C1   C2    110.43  3.000
 CHD  C10   C1   C2    114.88  3.000
 CHD  H22   C2   H21   106.81  3.000
 CHD  H22   C2   C3    110.46  3.000
 CHD  H21   C2   C3    109.22  3.000
 CHD  H22   C2   C1    109.42  3.000
 CHD  H21   C2   C1    111.28  3.000
 CHD  C3    C2   C1    109.62  3.000
 CHD  H3    C3   C4    108.33  3.000
 CHD  H3    C3   O3    110.17  3.000
 CHD  C4    C3   O3    108.22  3.000
 CHD  H3    C3   C2    107.87  3.000
 CHD  C4    C3   C2    109.45  3.000
 CHD  O3    C3   C2    112.72  3.000
 CHD  HO3   O3   C3    107.94  3.000
 CHD  H42   C4   H41   106.86  3.000
 CHD  H42   C4   C5    108.44  3.000
 CHD  H41   C4   C5    111.37  3.000
 CHD  H42   C4   C3    109.64  3.000
 CHD  H41   C4   C3    108.71  3.000
 CHD  C5    C4   C3    111.70  3.000
 CHD  H5    C5   C10   106.32  3.000
 CHD  H5    C5   C6    106.77  3.000
 CHD  C10   C5   C6    111.51  3.000
 CHD  H5    C5   C4    106.12  3.000
 CHD  C10   C5   C4    113.31  3.000
 CHD  C6    C5   C4    112.25  3.000
 CHD  H62   C6   H61   105.24  3.000
 CHD  H62   C6   C7    107.67  3.000
 CHD  H61   C6   C7    109.73  3.000
 CHD  H62   C6   C5    109.22  3.000
 CHD  H61   C6   C5    109.90  3.000
 CHD  C7    C6   C5    114.64  3.000
 CHD  H7    C7   C8    107.48  3.000
 CHD  H7    C7   O7    109.11  3.000
 CHD  C8    C7   O7    109.00  3.000
 CHD  H7    C7   C6    107.31  3.000
 CHD  C8    C7   C6    110.92  3.000
 CHD  O7    C7   C6    112.86  3.000
 CHD  HO7   O7   C7    107.98  3.000
 CHD  H8    C8   C14   107.91  3.000
 CHD  H8    C8   C9    108.51  3.000
 CHD  C14   C8   C9    109.70  3.000
 CHD  H8    C8   C7    104.82  3.000
 CHD  C14   C8   C7    112.44  3.000
 CHD  C9    C8   C7    113.16  3.000
 CHD  H9    C9   C11   106.88  3.000
 CHD  H9    C9   C10   107.59  3.000
 CHD  C11   C9   C10   112.89  3.000
 CHD  H9    C9   C8    107.16  3.000
 CHD  C11   C9   C8    109.88  3.000
 CHD  C10   C9   C8    112.11  3.000
 CHD  C19   C10  C9    111.22  3.000
 CHD  C19   C10  C5    109.54  3.000
 CHD  C9    C10  C5    109.31  3.000
 CHD  C19   C10  C1    105.98  3.000
 CHD  C9    C10  C1    112.50  3.000
 CHD  C5    C10  C1    108.18  3.000
 CHD  H112  C11  H111  105.07  3.000
 CHD  H112  C11  C12   108.19  3.000
 CHD  H111  C11  C12   107.51  3.000
 CHD  H112  C11  C9    110.24  3.000
 CHD  H111  C11  C9    110.39  3.000
 CHD  C12   C11  C9    114.94  3.000
 CHD  H12   C12  C13   109.43  3.000
 CHD  H12   C12  O12   109.67  3.000
 CHD  C13   C12  O12   109.12  3.000
 CHD  H12   C12  C11   106.50  3.000
 CHD  C13   C12  C11   110.62  3.000
 CHD  O12   C12  C11   111.46  3.000
 CHD  HO12  O12  C12   107.90  3.000
 CHD  C18   C13  C17   109.14  3.000
 CHD  C18   C13  C14   112.42  3.000
 CHD  C17   C13  C14   100.39  3.000
 CHD  C18   C13  C12   108.65  3.000
 CHD  C17   C13  C12   118.05  3.000
 CHD  C14   C13  C12   108.05  3.000
 CHD  H14   C14  C15   107.32  3.000
 CHD  H14   C14  C13   106.01  3.000
 CHD  C15   C14  C13   103.48  3.000
 CHD  H14   C14  C8    107.34  3.000
 CHD  C15   C14  C8    117.86  3.000
 CHD  C13   C14  C8    114.09  3.000
 CHD  H152  C15  H151  106.55  3.000
 CHD  H152  C15  C16   110.92  3.000
 CHD  H151  C15  C16   112.55  3.000
 CHD  H152  C15  C14   110.63  3.000
 CHD  H151  C15  C14   112.50  3.000
 CHD  C16   C15  C14   103.78  3.000
 CHD  H162  C16  H161  106.13  3.000
 CHD  H162  C16  C17   110.46  3.000
 CHD  H161  C16  C17   110.97  3.000
 CHD  H162  C16  C15   110.86  3.000
 CHD  H161  C16  C15   111.19  3.000
 CHD  C17   C16  C15   107.28  3.000
 CHD  H17   C17  C20   107.19  3.000
 CHD  H17   C17  C16   108.03  3.000
 CHD  C20   C17  C16   112.10  3.000
 CHD  H17   C17  C13   107.48  3.000
 CHD  C20   C17  C13   118.86  3.000
 CHD  C16   C17  C13   102.69  3.000
 CHD  H183  C18  H182  106.91  3.000
 CHD  H183  C18  H181  106.62  3.000
 CHD  H182  C18  H181  106.87  3.000
 CHD  H183  C18  C13   110.76  3.000
 CHD  H182  C18  C13   112.03  3.000
 CHD  H181  C18  C13   113.26  3.000
 CHD  H193  C19  H192  107.15  3.000
 CHD  H193  C19  H191  106.96  3.000
 CHD  H192  C19  H191  107.20  3.000
 CHD  H193  C19  C10   111.30  3.000
 CHD  H192  C19  C10   113.88  3.000
 CHD  H191  C19  C10   110.03  3.000
 CHD  H20   C20  C22   107.17  3.000
 CHD  H20   C20  C21   108.26  3.000
 CHD  C22   C20  C21   110.60  3.000
 CHD  H20   C20  C17   107.80  3.000
 CHD  C22   C20  C17   110.12  3.000
 CHD  C21   C20  C17   112.68  3.000
 CHD  H213  C21  H212  106.55  3.000
 CHD  H213  C21  H211  107.63  3.000
 CHD  H212  C21  H211  107.51  3.000
 CHD  H213  C21  C20   111.60  3.000
 CHD  H212  C21  C20   112.37  3.000
 CHD  H211  C21  C20   110.92  3.000
 CHD  H222  C22  H221  105.74  3.000
 CHD  H222  C22  C23   110.02  3.000
 CHD  H221  C22  C23   107.84  3.000
 CHD  H222  C22  C20   108.89  3.000
 CHD  H221  C22  C20   109.40  3.000
 CHD  C23   C22  C20   114.57  3.000
 CHD  H232  C23  H231  104.83  3.000
 CHD  H232  C23  C24   107.66  3.000
 CHD  H231  C23  C24   107.57  3.000
 CHD  H232  C23  C22   109.18  3.000
 CHD  H231  C23  C22   111.10  3.000
 CHD  C24   C23  C22   115.88  3.000
 CHD  O26   C24  O25   126.02  3.000
 CHD  O26   C24  C23   115.70  3.000
 CHD  O25   C24  C23   118.28  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
 CHD  Var_01  C10  C1   C2   C3    57.85  30.0  1
 CHD  Var_02  C17  C16  C15  C14    9.51  30.0  1
 CHD  Var_03  C24  C23  C22  C20  169.96  30.0  3
 CHD  Var_04  O25  C24  C23  C22   -5.09  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
 CHD  chir_01  C3   C2   O3   C4   negativ
 CHD  chir_02  C5   C4   C6   C10  negativ
 CHD  chir_03  C7   O7   C6   C8   positiv
 CHD  chir_04  C8   C7   C9   C14  positiv
 CHD  chir_05  C9   C11  C10  C8   positiv
 CHD  chir_06  C10  C5   C9   C1   negativ
 CHD  chir_07  C12  O12  C11  C13  negativ
 CHD  chir_08  C13  C17  C14  C12  positiv
 CHD  chir_09  C14  C15  C13  C8   positiv
 CHD  chir_10  C17  C20  C16  C13  negativ
 CHD  chir_11  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
 CHD  plan-1  C23  0.020
 CHD  plan-1  O25  0.020
 CHD  plan-1  C24  0.020
 CHD  plan-1  O26  0.020

