# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jul 21 00:14:27 2020
#   Inital geometry file: a 171 line input string
#   Ligand name: (1S,3R,5Z,7E,14beta,17alpha,23R)-23-(2-hydroxy-2-methylpropyl)-20,24-epoxy-9,10-secochola-5,7,10-triene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(O)C[C@H]1CO[C@@](C)(C1)[C@H]2CC[C@H]3/C(CCC[C@]23C)=C/C=C4/C[C@@H](O)C[C@H](O)C4=C
#
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
 0CO  0CO  (1S,3R,5Z,7E,14beta,17alpha,23R)-23-(2-hydroxy-2-methylpropyl)-20,24-epoxy-9,10-secochola-5,7,10-triene-1,3-diol  ligand  76  32  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_0CO
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
 0CO  C5    C  C     0   0.099  -5.1395  -0.0683   0.5972
 0CO  C4    C  CH2   0  -0.532  -6.5632  -0.2727   0.1544
 0CO  C3    C  CH1   0   0.071  -7.0766   0.9313  -0.6409
 0CO  C2    C  CH2   0  -0.488  -6.8973   2.2089   0.1663
 0CO  C1    C  CH1   0  -0.027  -5.4528   2.4205   0.5980
 0CO  C10   C  C     0   0.065  -4.9306   1.1996   1.3210
 0CO  C6    C  C1    0  -0.300  -4.1729  -0.9562   0.3076
 0CO  C7    C  C1    0  -0.363  -2.7626  -0.8203   0.6138
 0CO  C8    C  C     0   0.155  -1.8114  -1.7449   0.4055
 0CO  C14   C  CH1   0  -0.245  -0.3730  -1.5194   0.7485
 0CO  C13   C  CT    0  -0.073   0.5689  -1.6914  -0.4703
 0CO  C12   C  CH2   0  -0.417   0.3840  -3.1218  -0.9868
 0CO  C11   C  CH2   0  -0.436  -1.0775  -3.4264  -1.3169
 0CO  C9    C  CH2   0  -0.506  -2.0316  -3.1232  -0.1556
 0CO  C15   C  CH2   0  -0.452   0.0830  -0.2216   1.3969
 0CO  C16   C  CH2   0  -0.434   1.6118  -0.2375   1.2000
 0CO  C17   C  CH1   0  -0.208   1.9235  -1.3977   0.2196
 0CO  C19   C  C2    0  -0.585  -4.3719   1.2941   2.5261
 0CO  O3    O  OH1   0  -0.674  -8.4513   0.8088  -0.9423
 0CO  O1    O  OH1   0  -0.664  -4.6882   2.6664  -0.5671
 0CO  C20   C  CR5   0   0.263   3.2070  -1.1671  -0.5943
 0CO  C22   C  CH2   0  -0.483   4.4259  -1.0314   0.3591
 0CO  C23   C  CR15  0  -0.270   4.9555   0.3906   0.1429
 0CO  C28   C  CH2   0  -0.152   4.4064   0.7011  -1.2438
 0CO  O21   O  O     0  -0.505   3.1391   0.0809  -1.2828
 0CO  C24   C  CH2   0  -0.441   6.4658   0.4821   0.3100
 0CO  C25   C  CT    0   0.205   7.1049   1.8667   0.1375
 0CO  C26   C  CH3   0  -0.667   8.5968   1.7655   0.4568
 0CO  O25   O  OH1   0  -0.671   6.9296   2.3417  -1.1926
 0CO  C27   C  CH3   0  -0.669   6.4495   2.9017   1.0426
 0CO  C18   C  CH3   0  -0.654   0.2390  -0.6738  -1.5638
 0CO  C21   C  CH3   0  -0.684   3.4711  -2.2766  -1.6099
 0CO  H4    H  HCH2  0   0.245  -6.6483  -1.1850  -0.4428
 0CO  H4A   H  HCH2  0   0.236  -7.2088  -0.3948   1.0332
 0CO  H3    H  HCH1  0   0.206  -6.4888   1.0054  -1.5656
 0CO  H2    H  HCH2  0   0.250  -7.2392   3.0750  -0.4074
 0CO  H2A   H  HCH2  0   0.237  -7.5188   2.1570   1.0660
 0CO  H1    H  HCH1  0   0.225  -5.4102   3.2806   1.2797
 0CO  H6    H  H     0   0.233  -4.4823  -1.8457  -0.2327
 0CO  H7    H  H     0   0.232  -2.4568   0.1251   1.0472
 0CO  H14   H  HCH1  0   0.230  -0.1019  -2.3334   1.4409
 0CO  H12   H  HCH2  0   0.231   0.9932  -3.3139  -1.8713
 0CO  H12A  H  HCH2  0   0.211   0.7333  -3.8185  -0.2155
 0CO  H11   H  HCH2  0   0.223  -1.3894  -2.8553  -2.1953
 0CO  H11A  H  HCH2  0   0.234  -1.1759  -4.4789  -1.5927
 0CO  H9    H  HCH2  0   0.231  -1.8441  -3.8478   0.6466
 0CO  H9A   H  HCH2  0   0.244  -3.0612  -3.2838  -0.4755
 0CO  H15   H  HCH2  0   0.220  -0.3588   0.6443   0.8995
 0CO  H15A  H  HCH2  0   0.234  -0.2071  -0.1615   2.4471
 0CO  H16   H  HCH2  0   0.230   1.9561   0.7172   0.8028
 0CO  H16A  H  HCH2  0   0.227   2.1316  -0.3873   2.1473
 0CO  H17   H  HCH1  0   0.223   2.1370  -2.2895   0.8240
 0CO  H19   H  H     0   0.245  -4.0190   0.4243   3.0658
 0CO  H19A  H  H     0   0.244  -4.2635   2.2530   3.0197
 0CO  HO3   H  HOH1  0   0.449  -8.5642   0.0488  -1.5217
 0CO  HO1   H  HOH1  0   0.449  -3.7644   2.7430  -0.3080
 0CO  H22   H  HCH2  0   0.246   4.1645  -1.2132   1.4022
 0CO  H22A  H  HCH2  0   0.235   5.1929  -1.7673   0.1008
 0CO  H23   H  HCR5  0   0.240   4.4704   1.0558   0.8644
 0CO  H28   H  HCH2  0   0.226   4.2740   1.7647  -1.4421
 0CO  H28A  H  HCH2  0   0.183   5.0724   0.2951  -2.0203
 0CO  H24   H  HCH2  0   0.230   6.7208   0.1113   1.3081
 0CO  H24A  H  HCH2  0   0.221   6.9447  -0.2133  -0.3923
 0CO  H26   H  HCH3  0   0.225   9.0839   1.0202  -0.1775
 0CO  H26A  H  HCH3  0   0.231   9.0958   2.7227   0.2962
 0CO  H26B  H  HCH3  0   0.224   8.7605   1.4703   1.4937
 0CO  HO25  H  HOH1  0   0.440   7.3423   1.7108  -1.7917
 0CO  H27   H  HCH3  0   0.225   6.4709   2.5699   2.0812
 0CO  H27A  H  HCH3  0   0.232   6.9751   3.8568   0.9868
 0CO  H27B  H  HCH3  0   0.234   5.4084   3.0756   0.7663
 0CO  H18   H  HCH3  0   0.229   0.3967   0.3524  -1.2339
 0CO  H18A  H  HCH3  0   0.225   0.8672  -0.8265  -2.4420
 0CO  H18B  H  HCH3  0   0.225  -0.8005  -0.7545  -1.8839
 0CO  H21   H  HCH3  0   0.231   2.7226  -2.2983  -2.4013
 0CO  H21A  H  HCH3  0   0.232   4.4457  -2.1384  -2.0830
 0CO  H21B  H  HCH3  0   0.222   3.4809  -3.2548  -1.1266

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
 0CO  C5   C4    single  1.505  0.020  1.505
 0CO  C5   C10   single  1.475  0.020  1.475
 0CO  C5   C6    double  1.344  0.020  1.344
 0CO  C4   C3    single  1.532  0.020  1.532
 0CO  C3   C2    single  1.522  0.020  1.522
 0CO  C3   O3    single  1.413  0.020  1.413
 0CO  C2   C1    single  1.522  0.020  1.522
 0CO  C1   C10   single  1.512  0.020  1.512
 0CO  C1   O1    single  1.415  0.020  1.415
 0CO  C10  C19   double  1.332  0.020  1.332
 0CO  C6   C7    single  1.449  0.020  1.449
 0CO  C7   C8    double  1.343  0.020  1.343
 0CO  C8   C14   single  1.496  0.020  1.496
 0CO  C8   C9    single  1.504  0.020  1.504
 0CO  C14  C13   single  1.550  0.020  1.550
 0CO  C14  C15   single  1.521  0.020  1.521
 0CO  C13  C12   single  1.532  0.020  1.532
 0CO  C13  C17   single  1.548  0.020  1.548
 0CO  C13  C18   single  1.530  0.020  1.530
 0CO  C12  C11   single  1.529  0.020  1.529
 0CO  C11  C9    single  1.533  0.020  1.533
 0CO  C15  C16   single  1.542  0.020  1.542
 0CO  C16  C17   single  1.551  0.020  1.551
 0CO  C17  C20   single  1.537  0.020  1.537
 0CO  C20  C22   single  1.553  0.020  1.553
 0CO  C20  O21   single  1.427  0.020  1.427
 0CO  C20  C21   single  1.527  0.020  1.527
 0CO  C22  C23   single  1.533  0.020  1.533
 0CO  C23  C28   single  1.523  0.020  1.523
 0CO  C23  C24   single  1.522  0.020  1.522
 0CO  C28  O21   single  1.412  0.020  1.412
 0CO  C24  C25   single  1.535  0.020  1.535
 0CO  C25  C26   single  1.529  0.020  1.529
 0CO  C25  O25   single  1.423  0.020  1.423
 0CO  C25  C27   single  1.523  0.020  1.523
 0CO  C4   H4    single  0.970  0.020  1.090
 0CO  C4   H4A   single  0.970  0.020  1.090
 0CO  C3   H3    single  0.970  0.020  1.090
 0CO  C2   H2    single  0.970  0.020  1.090
 0CO  C2   H2A   single  0.970  0.020  1.090
 0CO  C1   H1    single  0.970  0.020  1.090
 0CO  C6   H6    single  0.930  0.020  1.080
 0CO  C7   H7    single  0.930  0.020  1.080
 0CO  C14  H14   single  0.970  0.020  1.090
 0CO  C12  H12   single  0.970  0.020  1.090
 0CO  C12  H12A  single  0.970  0.020  1.090
 0CO  C11  H11   single  0.970  0.020  1.090
 0CO  C11  H11A  single  0.970  0.020  1.090
 0CO  C9   H9    single  0.970  0.020  1.090
 0CO  C9   H9A   single  0.970  0.020  1.090
 0CO  C15  H15   single  0.970  0.020  1.090
 0CO  C15  H15A  single  0.970  0.020  1.090
 0CO  C16  H16   single  0.970  0.020  1.090
 0CO  C16  H16A  single  0.970  0.020  1.090
 0CO  C17  H17   single  0.970  0.020  1.090
 0CO  C19  H19   single  0.930  0.020  1.080
 0CO  C19  H19A  single  0.930  0.020  1.080
 0CO  O3   HO3   single  0.850  0.020  0.980
 0CO  O1   HO1   single  0.850  0.020  0.980
 0CO  C22  H22   single  0.970  0.020  1.090
 0CO  C22  H22A  single  0.970  0.020  1.090
 0CO  C23  H23   single  0.970  0.020  1.090
 0CO  C28  H28   single  0.970  0.020  1.090
 0CO  C28  H28A  single  0.970  0.020  1.090
 0CO  C24  H24   single  0.970  0.020  1.090
 0CO  C24  H24A  single  0.970  0.020  1.090
 0CO  C26  H26   single  0.970  0.020  1.090
 0CO  C26  H26A  single  0.970  0.020  1.090
 0CO  C26  H26B  single  0.970  0.020  1.090
 0CO  O25  HO25  single  0.850  0.020  0.980
 0CO  C27  H27   single  0.970  0.020  1.090
 0CO  C27  H27A  single  0.970  0.020  1.090
 0CO  C27  H27B  single  0.970  0.020  1.090
 0CO  C18  H18   single  0.970  0.020  1.090
 0CO  C18  H18A  single  0.970  0.020  1.090
 0CO  C18  H18B  single  0.970  0.020  1.090
 0CO  C21  H21   single  0.970  0.020  1.090
 0CO  C21  H21A  single  0.970  0.020  1.090
 0CO  C21  H21B  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
 0CO  C6    C5   C10   124.87  3.000
 0CO  C6    C5   C4    121.82  3.000
 0CO  C10   C5   C4    113.28  3.000
 0CO  H4A   C4   H4    107.39  3.000
 0CO  H4A   C4   C3    107.83  3.000
 0CO  H4    C4   C3    110.25  3.000
 0CO  H4A   C4   C5    109.63  3.000
 0CO  H4    C4   C5    110.34  3.000
 0CO  C3    C4   C5    111.29  3.000
 0CO  H3    C3   O3    110.30  3.000
 0CO  H3    C3   C2    109.08  3.000
 0CO  O3    C3   C2    107.49  3.000
 0CO  H3    C3   C4    108.11  3.000
 0CO  O3    C3   C4    111.64  3.000
 0CO  C2    C3   C4    110.19  3.000
 0CO  H2A   C2   H2    106.92  3.000
 0CO  H2A   C2   C1    108.20  3.000
 0CO  H2    C2   C1    109.59  3.000
 0CO  H2A   C2   C3    109.22  3.000
 0CO  H2    C2   C3    110.47  3.000
 0CO  C1    C2   C3    112.27  3.000
 0CO  H1    C1   O1    110.74  3.000
 0CO  H1    C1   C10   108.80  3.000
 0CO  O1    C1   C10   110.33  3.000
 0CO  H1    C1   C2    108.76  3.000
 0CO  O1    C1   C2    107.66  3.000
 0CO  C10   C1   C2    110.55  3.000
 0CO  C19   C10  C1    121.35  3.000
 0CO  C19   C10  C5    124.38  3.000
 0CO  C1    C10  C5    114.24  3.000
 0CO  H6    C6   C7    117.33  3.000
 0CO  H6    C6   C5    116.32  3.000
 0CO  C7    C6   C5    126.32  3.000
 0CO  H7    C7   C8    117.56  3.000
 0CO  H7    C7   C6    116.15  3.000
 0CO  C8    C7   C6    126.29  3.000
 0CO  C9    C8   C14   111.37  3.000
 0CO  C9    C8   C7    125.81  3.000
 0CO  C14   C8   C7    122.81  3.000
 0CO  H14   C14  C15   106.77  3.000
 0CO  H14   C14  C13   105.22  3.000
 0CO  C15   C14  C13   104.34  3.000
 0CO  H14   C14  C8    105.62  3.000
 0CO  C15   C14  C8    120.98  3.000
 0CO  C13   C14  C8    112.79  3.000
 0CO  C18   C13  C17   112.40  3.000
 0CO  C18   C13  C12   110.74  3.000
 0CO  C17   C13  C12   115.65  3.000
 0CO  C18   C13  C14   110.93  3.000
 0CO  C17   C13  C14    99.22  3.000
 0CO  C12   C13  C14   107.18  3.000
 0CO  H12A  C12  H12   106.30  3.000
 0CO  H12A  C12  C11   109.26  3.000
 0CO  H12   C12  C11   108.88  3.000
 0CO  H12A  C12  C13   108.52  3.000
 0CO  H12   C12  C13   111.73  3.000
 0CO  C11   C12  C13   111.97  3.000
 0CO  H11A  C11  H11   105.95  3.000
 0CO  H11A  C11  C9    109.01  3.000
 0CO  H11   C11  C9    109.13  3.000
 0CO  H11A  C11  C12   109.42  3.000
 0CO  H11   C11  C12   110.01  3.000
 0CO  C9    C11  C12   113.07  3.000
 0CO  H9A   C9   H9    106.18  3.000
 0CO  H9A   C9   C11   109.66  3.000
 0CO  H9    C9   C11   108.47  3.000
 0CO  H9A   C9   C8    112.50  3.000
 0CO  H9    C9   C8    107.90  3.000
 0CO  C11   C9   C8    111.88  3.000
 0CO  H15A  C15  H15   106.69  3.000
 0CO  H15A  C15  C16   112.78  3.000
 0CO  H15   C15  C16   110.56  3.000
 0CO  H15A  C15  C14   112.19  3.000
 0CO  H15   C15  C14   111.17  3.000
 0CO  C16   C15  C14   103.54  3.000
 0CO  H16A  C16  H16   106.63  3.000
 0CO  H16A  C16  C17   110.52  3.000
 0CO  H16   C16  C17   111.20  3.000
 0CO  H16A  C16  C15   111.29  3.000
 0CO  H16   C16  C15   110.54  3.000
 0CO  C17   C16  C15   106.73  3.000
 0CO  H17   C17  C20   104.53  3.000
 0CO  H17   C17  C16   107.38  3.000
 0CO  C20   C17  C16   112.98  3.000
 0CO  H17   C17  C13   105.14  3.000
 0CO  C20   C17  C13   121.54  3.000
 0CO  C16   C17  C13   104.35  3.000
 0CO  H19A  C19  H19   116.81  3.000
 0CO  H19A  C19  C10   121.13  3.000
 0CO  H19   C19  C10   122.06  3.000
 0CO  HO3   O3   C3    108.12  3.000
 0CO  HO1   O1   C1    108.10  3.000
 0CO  C21   C20  O21   108.83  3.000
 0CO  C21   C20  C22   109.63  3.000
 0CO  O21   C20  C22   104.90  3.000
 0CO  C21   C20  C17   112.80  3.000
 0CO  O21   C20  C17   110.30  3.000
 0CO  C22   C20  C17   110.08  3.000
 0CO  H22A  C22  H22   106.36  3.000
 0CO  H22A  C22  C23   110.40  3.000
 0CO  H22   C22  C23   111.86  3.000
 0CO  H22A  C22  C20   110.28  3.000
 0CO  H22   C22  C20   112.61  3.000
 0CO  C23   C22  C20   105.41  3.000
 0CO  H23   C23  C24   109.32  3.000
 0CO  H23   C23  C28   108.44  3.000
 0CO  C24   C23  C28   116.44  3.000
 0CO  H23   C23  C22   108.52  3.000
 0CO  C24   C23  C22   112.53  3.000
 0CO  C28   C23  C22   101.12  3.000
 0CO  H28A  C28  H28   107.76  3.000
 0CO  H28A  C28  O21   111.20  3.000
 0CO  H28   C28  O21   108.34  3.000
 0CO  H28A  C28  C23   110.42  3.000
 0CO  H28   C28  C23   114.10  3.000
 0CO  O21   C28  C23   105.02  3.000
 0CO  C28   O21  C20   109.16  3.000
 0CO  H24A  C24  H24   105.49  3.000
 0CO  H24A  C24  C25   108.53  3.000
 0CO  H24   C24  C25   108.12  3.000
 0CO  H24A  C24  C23   108.93  3.000
 0CO  H24   C24  C23   108.11  3.000
 0CO  C25   C24  C23   117.07  3.000
 0CO  C27   C25  O25   106.00  3.000
 0CO  C27   C25  C26   109.93  3.000
 0CO  O25   C25  C26   109.72  3.000
 0CO  C27   C25  C24   111.54  3.000
 0CO  O25   C25  C24   110.78  3.000
 0CO  C26   C25  C24   108.85  3.000
 0CO  H26B  C26  H26A  107.98  3.000
 0CO  H26B  C26  H26   107.48  3.000
 0CO  H26A  C26  H26   107.99  3.000
 0CO  H26B  C26  C25   111.28  3.000
 0CO  H26A  C26  C25   110.93  3.000
 0CO  H26   C26  C25   111.02  3.000
 0CO  HO25  O25  C25   108.06  3.000
 0CO  H27B  C27  H27A  107.88  3.000
 0CO  H27B  C27  H27   107.96  3.000
 0CO  H27A  C27  H27   107.78  3.000
 0CO  H27B  C27  C25   111.62  3.000
 0CO  H27A  C27  C25   110.92  3.000
 0CO  H27   C27  C25   110.53  3.000
 0CO  H18B  C18  H18A  107.60  3.000
 0CO  H18B  C18  H18   107.25  3.000
 0CO  H18A  C18  H18   107.00  3.000
 0CO  H18B  C18  C13   111.48  3.000
 0CO  H18A  C18  C13   110.99  3.000
 0CO  H18   C18  C13   112.26  3.000
 0CO  H21B  C21  H21A  107.30  3.000
 0CO  H21B  C21  H21   108.06  3.000
 0CO  H21A  C21  H21   107.52  3.000
 0CO  H21B  C21  C20   110.99  3.000
 0CO  H21A  C21  C20   110.51  3.000
 0CO  H21   C21  C20   112.25  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
 0CO  Var_01  C1   C10  C5   C4   -51.62  30.0  1
 0CO  Var_02  C10  C5   C4   C3    52.84  30.0  1
 0CO  Var_03  C12  C11  C9   C8    49.98  30.0  1
 0CO  Var_04  C11  C9   C8   C14  -52.11  30.0  1
 0CO  Var_05  C17  C16  C15  C14   10.58  30.0  1
 0CO  Var_06  C9   C11  C12  C13  -53.17  30.0  1
 0CO  Var_07  C23  C28  O21  C20  -37.92  30.0  1
 0CO  Var_08  C8   C7   C6   C5   175.21  30.0  2
 0CO  Var_09  C7   C6   C5   C4   176.07  30.0  2
 0CO  Var_10  C14  C8   C7   C6   179.80  30.0  2
 0CO  Var_11  H19  C19  C10  C5     0.41  30.0  2
 0CO  Var_12  C26  C25  C24  C23  175.37  30.0  3
 0CO  Var_13  H26  C26  C25  C24   57.07  30.0  3
 0CO  Var_14  H27  C27  C25  C24   54.80  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
 0CO  chir_01  C3   C4   C2   O3   positiv
 0CO  chir_02  C1   O1   C2   C10  negativ
 0CO  chir_03  C14  C8   C13  C15  negativ
 0CO  chir_04  C13  C12  C17  C14  positiv
 0CO  chir_05  C17  C13  C16  C20  positiv
 0CO  chir_06  C20  O21  C22  C17  negativ
 0CO  chir_07  C23  C24  C28  C22  negativ

