# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 25 21:37:54 2022
#   Inital geometry file: a 155 line input string
#   Ligand name: (25R)-14beta,17beta-spirost-5-en-3beta-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1CC[C@@]2(OC1)O[C@H]3C[C@H]4[C@@H]5CC=C6C[C@@H](O)CC[C@]6(C)[C@H]5CC[C@]4(C)[C@H]3[C@@H]2C
#
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
 YUV  YUV  (25R)-14beta,17beta-spirost-5-en-3beta-ol  ligand  72  30  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_YUV
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
 YUV  C1   C  CH1   0  -0.265  146.3212  173.8471  180.5332
 YUV  C2   C  CH2   0  -0.429  147.3889  174.7951  181.0705
 YUV  O1   O  OH1   0  -0.672  146.3094  177.2830  195.0169
 YUV  C    C  CH3   0  -0.659  146.9303  172.6481  179.8218
 YUV  O    O  O     0  -0.522  146.5931  174.6933  183.9436
 YUV  O2   O  O2    0  -0.512  144.8829  174.4757  182.4075
 YUV  C3   C  CH2   0  -0.470  146.7581  175.9055  181.9024
 YUV  C4   C  CR5   0   0.536  145.8249  175.3559  182.9710
 YUV  C5   C  CR15  0  -0.268  145.0536  176.4356  183.7544
 YUV  C6   C  CR15  0  -0.266  144.9114  175.8261  185.1555
 YUV  C7   C  CR15  0   0.086  145.7880  174.5505  185.1023
 YUV  C8   C  CH2   0  -0.485  146.5975  174.4960  186.4013
 YUV  C9   C  CH1   0  -0.195  145.7996  175.4287  187.3091
 YUV  C10  C  CT    0  -0.029  145.4259  176.6022  186.3903
 YUV  C11  C  CH2   0  -0.406  144.3710  177.4299  187.1184
 YUV  C12  C  CH2   0  -0.452  144.8936  177.9137  188.4722
 YUV  C13  C  CH1   0  -0.180  145.4090  176.7833  189.3773
 YUV  C14  C  CH1   0  -0.245  146.3813  175.8350  188.6528
 YUV  C15  C  CH2   0  -0.449  146.6402  174.6124  189.5240
 YUV  C16  C  C1    0  -0.328  146.9107  174.9768  190.9460
 YUV  C17  C  C     0   0.205  146.6610  176.1703  191.4829
 YUV  C18  C  CT    0  -0.124  146.0022  177.3041  190.7127
 YUV  C19  C  CH2   0  -0.430  144.8558  177.8603  191.5841
 YUV  C20  C  CH2   0  -0.482  145.2674  178.2069  193.0094
 YUV  C21  C  CH1   0   0.092  145.8509  176.9922  193.7120
 YUV  C22  C  CH2   0  -0.529  147.0289  176.4510  192.9167
 YUV  C23  C  CH3   0  -0.679  147.0413  178.4118  190.4672
 YUV  C24  C  CH3   0  -0.703  146.6373  177.4757  186.0453
 YUV  C25  C  CH3   0  -0.656  143.7451  176.8906  183.1281
 YUV  C26  C  CH2   0  -0.160  145.4331  173.3912  181.6814
 YUV  H1   H  HCH1  0   0.221  145.6965  174.3982  179.8194
 YUV  H2   H  HCH2  0   0.217  148.1018  174.2292  181.6792
 YUV  H3   H  HCH2  0   0.232  147.9614  175.2244  180.2446
 YUV  H5   H  HCH3  0   0.227  146.1619  171.9827  179.4242
 YUV  H6   H  HCH3  0   0.230  147.5562  172.9653  178.9865
 YUV  H7   H  HCH3  0   0.217  147.5562  172.0664  180.5023
 YUV  H8   H  HCH2  0   0.237  147.5227  176.5254  182.3759
 YUV  H9   H  HCH2  0   0.231  146.1765  176.5665  181.2523
 YUV  H10  H  HCR5  0   0.246  145.7140  177.3054  183.7898
 YUV  H11  H  HCR5  0   0.233  143.8680  175.5495  185.3391
 YUV  H12  H  HCR5  0   0.216  145.1645  173.6531  185.0146
 YUV  H13  H  HCH2  0   0.240  146.6810  173.4823  186.7956
 YUV  H14  H  HCH2  0   0.225  147.6139  174.8687  186.2479
 YUV  H15  H  HCH1  0   0.211  144.8517  174.9129  187.5333
 YUV  H16  H  HCH2  0   0.221  144.0590  178.2904  186.5172
 YUV  H17  H  HCH2  0   0.210  143.4766  176.8141  187.2673
 YUV  H18  H  HCH2  0   0.226  145.6856  178.6453  188.2997
 YUV  H19  H  HCH2  0   0.233  144.0959  178.4586  188.9829
 YUV  H20  H  HCH1  0   0.205  144.5372  176.1669  189.6456
 YUV  H21  H  HCH1  0   0.216  147.3403  176.3428  188.4943
 YUV  H22  H  HCH2  0   0.221  145.7776  173.9350  189.4729
 YUV  H23  H  HCH2  0   0.237  147.4834  174.0392  189.1271
 YUV  H24  H  H     0   0.220  147.3534  174.2065  191.5722
 YUV  H25  H  HCH2  0   0.235  144.4297  178.7464  191.1085
 YUV  H26  H  HCH2  0   0.220  144.0514  177.1169  191.6216
 YUV  H27  H  HCH2  0   0.221  146.0011  179.0195  193.0194
 YUV  H28  H  HCH2  0   0.233  144.3931  178.5708  193.5588
 YUV  H29  H  HCH1  0   0.185  145.0728  176.2124  193.7458
 YUV  H30  H  HCH2  0   0.242  147.4112  175.5396  193.3831
 YUV  H31  H  HCH2  0   0.230  147.8385  177.1897  192.9634
 YUV  H32  H  HCH3  0   0.237  147.6042  178.6540  191.3681
 YUV  H33  H  HCH3  0   0.234  147.7678  178.1201  189.7066
 YUV  H34  H  HCH3  0   0.228  146.5662  179.3368  190.1379
 YUV  H35  H  HCH3  0   0.241  147.1766  177.8085  186.9314
 YUV  H36  H  HCH3  0   0.233  147.3599  176.9652  185.4078
 YUV  H37  H  HCH3  0   0.231  146.3227  178.3767  185.5149
 YUV  H38  H  HCH3  0   0.226  143.3333  177.7247  183.6982
 YUV  H39  H  HCH3  0   0.224  143.8870  177.2382  182.1029
 YUV  H40  H  HCH3  0   0.222  142.9963  176.0993  183.1153
 YUV  H41  H  HCH2  0   0.227  144.5835  172.8164  181.3057
 YUV  H42  H  HCH2  0   0.193  146.0035  172.7262  182.3441
 YUV  H4   H  HOH1  0   0.443  145.5712  177.6376  195.5225

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
 YUV  C    C1   single  1.521  0.020  1.521
 YUV  C1   C2   single  1.526  0.020  1.526
 YUV  C1   C26  single  1.522  0.020  1.522
 YUV  C2   C3   single  1.524  0.020  1.524
 YUV  C26  O2   single  1.416  0.020  1.416
 YUV  C3   C4   single  1.522  0.020  1.522
 YUV  O2   C4   single  1.407  0.020  1.407
 YUV  C4   C5   single  1.541  0.020  1.541
 YUV  C4   O    single  1.405  0.020  1.405
 YUV  C25  C5   single  1.520  0.020  1.520
 YUV  C5   C6   single  1.535  0.020  1.535
 YUV  O    C7   single  1.418  0.020  1.418
 YUV  C7   C6   single  1.549  0.020  1.549
 YUV  C7   C8   single  1.532  0.020  1.532
 YUV  C6   C10  single  1.547  0.020  1.547
 YUV  C24  C10  single  1.533  0.020  1.533
 YUV  C8   C9   single  1.527  0.020  1.527
 YUV  C10  C11  single  1.526  0.020  1.526
 YUV  C10  C9   single  1.536  0.020  1.536
 YUV  C11  C12  single  1.530  0.020  1.530
 YUV  C9   C14  single  1.520  0.020  1.520
 YUV  C12  C13  single  1.537  0.020  1.537
 YUV  C14  C13  single  1.539  0.020  1.539
 YUV  C14  C15  single  1.523  0.020  1.523
 YUV  C13  C18  single  1.551  0.020  1.551
 YUV  C15  C16  single  1.493  0.020  1.493
 YUV  C23  C18  single  1.539  0.020  1.539
 YUV  C18  C17  single  1.521  0.020  1.521
 YUV  C18  C19  single  1.544  0.020  1.544
 YUV  C16  C17  double  1.332  0.020  1.332
 YUV  C17  C22  single  1.507  0.020  1.507
 YUV  C19  C20  single  1.524  0.020  1.524
 YUV  C22  C21  single  1.521  0.020  1.521
 YUV  C20  C21  single  1.520  0.020  1.520
 YUV  C21  O1   single  1.413  0.020  1.413
 YUV  C1   H1   single  0.970  0.020  1.090
 YUV  C2   H2   single  0.970  0.020  1.090
 YUV  C2   H3   single  0.970  0.020  1.090
 YUV  O1   H4   single  0.850  0.020  0.980
 YUV  C    H5   single  0.970  0.020  1.090
 YUV  C    H6   single  0.970  0.020  1.090
 YUV  C    H7   single  0.970  0.020  1.090
 YUV  C3   H8   single  0.970  0.020  1.090
 YUV  C3   H9   single  0.970  0.020  1.090
 YUV  C5   H10  single  0.970  0.020  1.090
 YUV  C6   H11  single  0.970  0.020  1.090
 YUV  C7   H12  single  0.970  0.020  1.090
 YUV  C8   H13  single  0.970  0.020  1.090
 YUV  C8   H14  single  0.970  0.020  1.090
 YUV  C9   H15  single  0.970  0.020  1.090
 YUV  C11  H16  single  0.970  0.020  1.090
 YUV  C11  H17  single  0.970  0.020  1.090
 YUV  C12  H18  single  0.970  0.020  1.090
 YUV  C12  H19  single  0.970  0.020  1.090
 YUV  C13  H20  single  0.970  0.020  1.090
 YUV  C14  H21  single  0.970  0.020  1.090
 YUV  C15  H22  single  0.970  0.020  1.090
 YUV  C15  H23  single  0.970  0.020  1.090
 YUV  C16  H24  single  0.930  0.020  1.080
 YUV  C19  H25  single  0.970  0.020  1.090
 YUV  C19  H26  single  0.970  0.020  1.090
 YUV  C20  H27  single  0.970  0.020  1.090
 YUV  C20  H28  single  0.970  0.020  1.090
 YUV  C21  H29  single  0.970  0.020  1.090
 YUV  C22  H30  single  0.970  0.020  1.090
 YUV  C22  H31  single  0.970  0.020  1.090
 YUV  C23  H32  single  0.970  0.020  1.090
 YUV  C23  H33  single  0.970  0.020  1.090
 YUV  C23  H34  single  0.970  0.020  1.090
 YUV  C24  H35  single  0.970  0.020  1.090
 YUV  C24  H36  single  0.970  0.020  1.090
 YUV  C24  H37  single  0.970  0.020  1.090
 YUV  C25  H38  single  0.970  0.020  1.090
 YUV  C25  H39  single  0.970  0.020  1.090
 YUV  C25  H40  single  0.970  0.020  1.090
 YUV  C26  H41  single  0.970  0.020  1.090
 YUV  C26  H42  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
 YUV  H1   C1   C26  108.01  3.000
 YUV  H1   C1   C    108.64  3.000
 YUV  C26  C1   C    110.51  3.000
 YUV  H1   C1   C2   108.39  3.000
 YUV  C26  C1   C2   109.20  3.000
 YUV  C    C1   C2   111.97  3.000
 YUV  H3   C2   H2   106.38  3.000
 YUV  H3   C2   C3   110.07  3.000
 YUV  H2   C2   C3   110.03  3.000
 YUV  H3   C2   C1   110.16  3.000
 YUV  H2   C2   C1   109.29  3.000
 YUV  C3   C2   C1   110.81  3.000
 YUV  H4   O1   C21  108.18  3.000
 YUV  H7   C    H6   107.64  3.000
 YUV  H7   C    H5   107.80  3.000
 YUV  H6   C    H5   107.59  3.000
 YUV  H7   C    C1   110.97  3.000
 YUV  H6   C    C1   111.01  3.000
 YUV  H5   C    C1   111.65  3.000
 YUV  C7   O    C4   107.62  3.000
 YUV  C26  O2   C4   115.10  3.000
 YUV  H9   C3   H8   106.66  3.000
 YUV  H9   C3   C4   108.02  3.000
 YUV  H8   C3   C4   109.26  3.000
 YUV  H9   C3   C2   109.62  3.000
 YUV  H8   C3   C2   111.12  3.000
 YUV  C4   C3   C2   111.97  3.000
 YUV  C5   C4   C3   114.27  3.000
 YUV  C5   C4   O2   107.87  3.000
 YUV  C3   C4   O2   110.81  3.000
 YUV  C5   C4   O    104.60  3.000
 YUV  O2   C4   O    110.38  3.000
 YUV  C3   C4   O    108.73  3.000
 YUV  H10  C5   C25  107.17  3.000
 YUV  H10  C5   C6   110.04  3.000
 YUV  C25  C5   C6   114.54  3.000
 YUV  H10  C5   C4   105.77  3.000
 YUV  C6   C5   C4   103.43  3.000
 YUV  C25  C5   C4   115.54  3.000
 YUV  H11  C6   C10  108.05  3.000
 YUV  H11  C6   C7   109.71  3.000
 YUV  C10  C6   C7   104.62  3.000
 YUV  H11  C6   C5   109.98  3.000
 YUV  C10  C6   C5   119.92  3.000
 YUV  C7   C6   C5   104.08  3.000
 YUV  H12  C7   C8   109.84  3.000
 YUV  H12  C7   C6   110.79  3.000
 YUV  C8   C7   C6   107.42  3.000
 YUV  H12  C7   O    109.88  3.000
 YUV  C8   C7   O    113.36  3.000
 YUV  C6   C7   O    105.45  3.000
 YUV  H14  C8   H13  107.24  3.000
 YUV  H14  C8   C9   111.17  3.000
 YUV  H13  C8   C9   113.13  3.000
 YUV  H14  C8   C7   111.11  3.000
 YUV  H13  C8   C7   112.33  3.000
 YUV  C9   C8   C7   101.91  3.000
 YUV  H15  C9   C14  105.93  3.000
 YUV  H15  C9   C10  105.66  3.000
 YUV  C14  C9   C10  114.69  3.000
 YUV  H15  C9   C8   106.54  3.000
 YUV  C14  C9   C8   119.28  3.000
 YUV  C10  C9   C8   103.78  3.000
 YUV  C24  C10  C11  110.16  3.000
 YUV  C11  C10  C9   107.29  3.000
 YUV  C24  C10  C9   112.19  3.000
 YUV  C9   C10  C6   100.08  3.000
 YUV  C11  C10  C6   115.04  3.000
 YUV  C24  C10  C6   111.66  3.000
 YUV  H17  C11  H16  106.48  3.000
 YUV  H17  C11  C12  109.65  3.000
 YUV  H16  C11  C12  109.55  3.000
 YUV  H17  C11  C10  108.92  3.000
 YUV  H16  C11  C10  111.18  3.000
 YUV  C12  C11  C10  110.95  3.000
 YUV  H19  C12  H18  105.62  3.000
 YUV  H19  C12  C13  109.65  3.000
 YUV  H18  C12  C13  110.03  3.000
 YUV  H19  C12  C11  108.78  3.000
 YUV  H18  C12  C11  108.66  3.000
 YUV  C13  C12  C11  113.77  3.000
 YUV  H20  C13  C18  106.32  3.000
 YUV  H20  C13  C14  105.66  3.000
 YUV  C18  C13  C14  111.74  3.000
 YUV  H20  C13  C12  106.84  3.000
 YUV  C18  C13  C12  112.84  3.000
 YUV  C14  C13  C12  112.81  3.000
 YUV  H21  C14  C15  107.80  3.000
 YUV  H21  C14  C13  109.58  3.000
 YUV  C15  C14  C13  109.43  3.000
 YUV  H21  C14  C9   109.31  3.000
 YUV  C15  C14  C9   110.86  3.000
 YUV  C13  C14  C9   109.82  3.000
 YUV  H23  C15  H22  105.39  3.000
 YUV  H23  C15  C16  109.50  3.000
 YUV  H22  C15  C16  109.71  3.000
 YUV  H23  C15  C14  110.12  3.000
 YUV  H22  C15  C14  109.58  3.000
 YUV  C16  C15  C14  112.31  3.000
 YUV  H24  C16  C17  118.63  3.000
 YUV  H24  C16  C15  116.72  3.000
 YUV  C17  C16  C15  124.65  3.000
 YUV  C22  C17  C18  116.67  3.000
 YUV  C22  C17  C16  120.30  3.000
 YUV  C18  C17  C16  123.02  3.000
 YUV  C23  C18  C19  109.40  3.000
 YUV  C19  C18  C17  107.73  3.000
 YUV  C23  C18  C17  108.97  3.000
 YUV  C19  C18  C13  108.84  3.000
 YUV  C17  C18  C13  110.57  3.000
 YUV  C23  C18  C13  111.26  3.000
 YUV  H26  C19  H25  106.20  3.000
 YUV  H26  C19  C20  108.70  3.000
 YUV  H25  C19  C20  109.16  3.000
 YUV  H26  C19  C18  108.66  3.000
 YUV  H25  C19  C18  109.65  3.000
 YUV  C20  C19  C18  114.17  3.000
 YUV  H28  C20  H27  106.50  3.000
 YUV  H28  C20  C21  109.89  3.000
 YUV  H27  C20  C21  109.37  3.000
 YUV  H28  C20  C19  109.22  3.000
 YUV  H27  C20  C19  111.00  3.000
 YUV  C21  C20  C19  110.75  3.000
 YUV  H29  C21  C22  108.13  3.000
 YUV  H29  C21  C20  107.98  3.000
 YUV  C22  C21  C20  109.88  3.000
 YUV  H29  C21  O1   110.26  3.000
 YUV  C20  C21  O1   112.76  3.000
 YUV  C22  C21  O1   107.74  3.000
 YUV  H31  C22  H30  106.58  3.000
 YUV  H31  C22  C21  108.04  3.000
 YUV  H30  C22  C21  110.15  3.000
 YUV  H31  C22  C17  110.25  3.000
 YUV  H30  C22  C17  109.65  3.000
 YUV  C21  C22  C17  112.01  3.000
 YUV  H34  C23  H33  107.83  3.000
 YUV  H34  C23  H32  106.63  3.000
 YUV  H33  C23  H32  106.96  3.000
 YUV  H34  C23  C18  111.38  3.000
 YUV  H33  C23  C18  111.61  3.000
 YUV  H32  C23  C18  112.15  3.000
 YUV  H37  C24  H36  107.05  3.000
 YUV  H37  C24  H35  106.60  3.000
 YUV  H36  C24  H35  106.89  3.000
 YUV  H37  C24  C10  110.61  3.000
 YUV  H36  C24  C10  112.86  3.000
 YUV  H35  C24  C10  112.48  3.000
 YUV  H40  C25  H39  108.03  3.000
 YUV  H40  C25  H38  107.58  3.000
 YUV  H39  C25  H38  107.24  3.000
 YUV  H40  C25  C5   112.27  3.000
 YUV  H39  C25  C5   111.73  3.000
 YUV  H38  C25  C5   109.78  3.000
 YUV  H42  C26  H41  107.02  3.000
 YUV  H42  C26  O2   110.85  3.000
 YUV  H41  C26  O2   106.09  3.000
 YUV  H42  C26  C1   109.48  3.000
 YUV  H41  C26  C1   110.61  3.000
 YUV  O2   C26  C1   112.59  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
 YUV  Var_01  C18  C17  C16  C15     2.84   0.0  0
 YUV  Var_02  C4   C3   C2   C1     51.53  30.0  1
 YUV  Var_03  C13  C12  C11  C10   -54.69  30.0  1
 YUV  Var_04  C17  C16  C15  C14    14.66  30.0  1
 YUV  Var_05  C21  C22  C17  C16  -127.34  30.0  1
 YUV  Var_06  C21  C20  C19  C18   -57.59  30.0  1
 YUV  Var_07  H41  C26  O2   C4   -179.45  30.0  1

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
 YUV  chir_01  C1   C    C2   C26  positiv
 YUV  chir_02  C4   O2   C5   C3   positiv
 YUV  chir_03  C5   C4   C25  C6   negativ
 YUV  chir_04  C6   C5   C7   C10  negativ
 YUV  chir_05  C7   O    C6   C8   positiv
 YUV  chir_06  C9   C14  C10  C8   negativ
 YUV  chir_07  C10  C11  C9   C6   negativ
 YUV  chir_08  C13  C18  C14  C12  positiv
 YUV  chir_09  C14  C15  C13  C9   positiv
 YUV  chir_10  C18  C17  C19  C13  positiv
 YUV  chir_11  C21  O1   C20  C22  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
 YUV  plan-1  C15  0.020
 YUV  plan-1  C16  0.020
 YUV  plan-1  C17  0.020
 YUV  plan-1  C18  0.020
 YUV  plan-1  C22  0.020
 YUV  plan-1  H24  0.020

