# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 17:44:12 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: (8~{R},9~{S},13~{S},14~{S},16~{R},17~{S})-13-methyl-16-(phenylmethyl)-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1C[C@H](Cc5ccccc5)[C@@H]2O
#
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
 6WM  6WM  (8~{R},9~{S},13~{S},14~{S},16~{R},17~{S})-13-methyl-16-(phenylmethyl)-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol  ligand  57  27  .  2022-07-23  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_6WM
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
 6WM  C01  C  CR16  0  -0.321   4.4279   1.4522  -1.2272
 6WM  C02  C  CR16  0  -0.241   5.1375   2.6350  -1.0555
 6WM  C03  C  CR16  0  -0.276   6.0217   2.7696   0.0057
 6WM  C04  C  CR16  0  -0.240   6.1893   1.7123   0.8925
 6WM  C05  C  CR16  0  -0.311   5.4776   0.5346   0.7158
 6WM  C06  C  CR6   0   0.157   4.5851   0.3855  -0.3458
 6WM  C07  C  CH2   0  -0.517   3.8035  -0.8883  -0.5132
 6WM  C08  C  CH1   0  -0.273   2.6663  -0.9962   0.5076
 6WM  C09  C  CH2   0  -0.438   1.6245   0.1408   0.3963
 6WM  C10  C  CH1   0  -0.192   0.2875  -0.5713   0.5738
 6WM  C11  C  CH1   0  -0.233  -1.0005   0.1315   0.1859
 6WM  C12  C  CH2   0  -0.430  -1.1923   1.4868   0.8483
 6WM  C13  C  CH2   0  -0.508  -2.4127   2.1752   0.2590
 6WM  C14  C  CR6   0   0.073  -3.6188   1.2737   0.1754
 6WM  C15  C  CR16  0  -0.433  -4.8638   1.8629  -0.0409
 6WM  C16  C  CR6   0   0.352  -6.0180   1.0993  -0.1400
 6WM  O01  O  OH1   0  -0.639  -7.2381   1.6406  -0.3491
 6WM  C17  C  CR16  0  -0.342  -5.9261  -0.2836  -0.0141
 6WM  C18  C  CR16  0  -0.312  -4.6886  -0.8643   0.2002
 6WM  C19  C  CR6   0   0.099  -3.5126  -0.1165   0.2934
 6WM  C20  C  CH1   0  -0.262  -2.1760  -0.7861   0.5607
 6WM  C21  C  CH2   0  -0.450  -2.0386  -2.1692  -0.0898
 6WM  C22  C  CH2   0  -0.408  -0.6830  -2.8268   0.1917
 6WM  C23  C  CT    0  -0.094   0.4790  -1.9032  -0.1644
 6WM  C24  C  CH3   0  -0.677   0.5656  -1.7365  -1.6858
 6WM  C25  C  CH1   0   0.106   1.8344  -2.3176   0.4137
 6WM  O02  O  OH1   0  -0.671   2.4247  -3.3586  -0.3230
 6WM  H1   H  HCR6  0   0.242   3.7434   1.3578  -2.0626
 6WM  H2   H  HCR6  0   0.251   4.9993   3.4503  -1.7543
 6WM  H3   H  HCR6  0   0.251   6.5784   3.6882   0.1398
 6WM  H4   H  HCR6  0   0.251   6.8798   1.8043   1.7212
 6WM  H5   H  HCR6  0   0.243   5.6208  -0.2847   1.4119
 6WM  H6   H  HCH2  0   0.240   3.4054  -0.9396  -1.5287
 6WM  H7   H  HCH2  0   0.237   4.4799  -1.7393  -0.4017
 6WM  H8   H  HCH1  0   0.237   3.1239  -0.9570   1.5013
 6WM  H9   H  HCH2  0   0.236   1.7861   0.9174   1.1445
 6WM  H10  H  HCH2  0   0.218   1.6720   0.6360  -0.5792
 6WM  H11  H  HCH1  0   0.211   0.1959  -0.8164   1.6440
 6WM  H12  H  HCH1  0   0.217  -1.0080   0.2903  -0.9016
 6WM  H13  H  HCH2  0   0.216  -1.3140   1.3529   1.9287
 6WM  H14  H  HCH2  0   0.239  -0.3152   2.1223   0.7075
 6WM  H15  H  HCH2  0   0.247  -2.6679   3.0709   0.8307
 6WM  H16  H  HCH2  0   0.243  -2.1680   2.5264  -0.7495
 6WM  H17  H  HCR6  0   0.256  -4.9263   2.9441  -0.1272
 6WM  H18  H  HOH1  0   0.471  -7.1715   2.6004  -0.4012
 6WM  H19  H  HCR6  0   0.255  -6.8153  -0.8980  -0.0815
 6WM  H20  H  HCR6  0   0.242  -4.6505  -1.9415   0.2985
 6WM  H21  H  HCH1  0   0.225  -2.1004  -0.9414   1.6480
 6WM  H22  H  HCH2  0   0.237  -2.8179  -2.8386   0.2789
 6WM  H23  H  HCH2  0   0.220  -2.2055  -2.0797  -1.1674
 6WM  H24  H  HCH2  0   0.214  -0.6217  -3.0785   1.2572
 6WM  H25  H  HCH2  0   0.226  -0.6167  -3.7724  -0.3542
 6WM  H26  H  HCH3  0   0.234  -0.3827  -1.4183  -2.1177
 6WM  H27  H  HCH3  0   0.227   1.3120  -1.0038  -1.9915
 6WM  H28  H  HCH3  0   0.235   0.8274  -2.6840  -2.1571
 6WM  H29  H  HCH1  0   0.210   1.6511  -2.6591   1.4434
 6WM  H30  H  HOH1  0   0.449   3.1650  -3.7066   0.1826

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
 6WM  C04  C05  aromatic  1.387  0.020  1.387
 6WM  C04  C03  aromatic  1.390  0.020  1.390
 6WM  C05  C06  aromatic  1.395  0.020  1.395
 6WM  O02  C25  single    1.405  0.020  1.405
 6WM  C25  C08  single    1.564  0.020  1.564
 6WM  C25  C23  single    1.531  0.020  1.531
 6WM  C03  C02  aromatic  1.388  0.020  1.388
 6WM  C07  C06  single    1.504  0.020  1.504
 6WM  C07  C08  single    1.532  0.020  1.532
 6WM  C06  C01  aromatic  1.393  0.020  1.393
 6WM  C08  C09  single    1.546  0.020  1.546
 6WM  C22  C23  single    1.526  0.020  1.526
 6WM  C22  C21  single    1.533  0.020  1.533
 6WM  C23  C10  single    1.535  0.020  1.535
 6WM  C23  C24  single    1.533  0.020  1.533
 6WM  C02  C01  aromatic  1.390  0.020  1.390
 6WM  C09  C10  single    1.525  0.020  1.525
 6WM  C10  C11  single    1.518  0.020  1.518
 6WM  C21  C20  single    1.535  0.020  1.535
 6WM  C20  C11  single    1.538  0.020  1.538
 6WM  C20  C19  single    1.519  0.020  1.519
 6WM  C11  C12  single    1.521  0.020  1.521
 6WM  C12  C13  single    1.520  0.020  1.520
 6WM  C19  C18  aromatic  1.397  0.020  1.397
 6WM  C19  C14  aromatic  1.399  0.020  1.399
 6WM  C18  C17  aromatic  1.384  0.020  1.384
 6WM  C13  C14  single    1.508  0.020  1.508
 6WM  C14  C15  aromatic  1.394  0.020  1.394
 6WM  C17  C16  aromatic  1.392  0.020  1.392
 6WM  C15  C16  aromatic  1.387  0.020  1.387
 6WM  C16  O01  single    1.351  0.020  1.351
 6WM  C01  H1   single    0.930  0.020  1.080
 6WM  C02  H2   single    0.930  0.020  1.080
 6WM  C03  H3   single    0.930  0.020  1.080
 6WM  C04  H4   single    0.930  0.020  1.080
 6WM  C05  H5   single    0.930  0.020  1.080
 6WM  C07  H6   single    0.970  0.020  1.090
 6WM  C07  H7   single    0.970  0.020  1.090
 6WM  C08  H8   single    0.970  0.020  1.090
 6WM  C09  H9   single    0.970  0.020  1.090
 6WM  C09  H10  single    0.970  0.020  1.090
 6WM  C10  H11  single    0.970  0.020  1.090
 6WM  C11  H12  single    0.970  0.020  1.090
 6WM  C12  H13  single    0.970  0.020  1.090
 6WM  C12  H14  single    0.970  0.020  1.090
 6WM  C13  H15  single    0.970  0.020  1.090
 6WM  C13  H16  single    0.970  0.020  1.090
 6WM  C15  H17  single    0.930  0.020  1.080
 6WM  O01  H18  single    0.850  0.020  0.980
 6WM  C17  H19  single    0.930  0.020  1.080
 6WM  C18  H20  single    0.930  0.020  1.080
 6WM  C20  H21  single    0.970  0.020  1.090
 6WM  C21  H22  single    0.970  0.020  1.090
 6WM  C21  H23  single    0.970  0.020  1.090
 6WM  C22  H24  single    0.970  0.020  1.090
 6WM  C22  H25  single    0.970  0.020  1.090
 6WM  C24  H26  single    0.970  0.020  1.090
 6WM  C24  H27  single    0.970  0.020  1.090
 6WM  C24  H28  single    0.970  0.020  1.090
 6WM  C25  H29  single    0.970  0.020  1.090
 6WM  O02  H30  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
 6WM  H1   C01  C06  119.49  3.000
 6WM  H1   C01  C02  119.44  3.000
 6WM  C06  C01  C02  121.07  3.000
 6WM  H2   C02  C03  120.12  3.000
 6WM  H2   C02  C01  119.74  3.000
 6WM  C03  C02  C01  120.15  3.000
 6WM  H3   C03  C04  120.29  3.000
 6WM  H3   C03  C02  120.31  3.000
 6WM  C04  C03  C02  119.40  3.000
 6WM  H4   C04  C05  119.79  3.000
 6WM  H4   C04  C03  120.05  3.000
 6WM  C05  C04  C03  120.17  3.000
 6WM  H5   C05  C06  119.48  3.000
 6WM  H5   C05  C04  119.46  3.000
 6WM  C06  C05  C04  121.06  3.000
 6WM  C07  C06  C05  120.52  3.000
 6WM  C07  C06  C01  121.31  3.000
 6WM  C05  C06  C01  118.16  3.000
 6WM  H7   C07  H6   106.50  3.000
 6WM  H7   C07  C08  109.68  3.000
 6WM  H6   C07  C08  110.23  3.000
 6WM  H7   C07  C06  109.06  3.000
 6WM  H6   C07  C06  109.44  3.000
 6WM  C08  C07  C06  111.80  3.000
 6WM  H8   C08  C25  107.88  3.000
 6WM  H8   C08  C09  108.70  3.000
 6WM  C25  C08  C09  104.99  3.000
 6WM  H8   C08  C07  106.98  3.000
 6WM  C09  C08  C07  113.61  3.000
 6WM  C25  C08  C07  114.47  3.000
 6WM  H10  C09  H9   106.43  3.000
 6WM  H10  C09  C10  110.66  3.000
 6WM  H9   C09  C10  112.49  3.000
 6WM  H10  C09  C08  111.56  3.000
 6WM  H9   C09  C08  112.00  3.000
 6WM  C10  C09  C08  103.82  3.000
 6WM  H11  C10  C23  106.54  3.000
 6WM  H11  C10  C11  106.30  3.000
 6WM  C23  C10  C11  112.63  3.000
 6WM  H11  C10  C09  106.85  3.000
 6WM  C11  C10  C09  119.87  3.000
 6WM  C23  C10  C09  103.88  3.000
 6WM  H12  C11  C20  108.80  3.000
 6WM  H12  C11  C12  107.54  3.000
 6WM  C20  C11  C12  109.22  3.000
 6WM  H12  C11  C10  109.00  3.000
 6WM  C12  C11  C10  114.10  3.000
 6WM  C20  C11  C10  108.07  3.000
 6WM  H14  C12  H13  106.70  3.000
 6WM  H14  C12  C13  109.35  3.000
 6WM  H13  C12  C13  110.39  3.000
 6WM  H14  C12  C11  111.17  3.000
 6WM  H13  C12  C11  109.55  3.000
 6WM  C13  C12  C11  109.63  3.000
 6WM  H16  C13  H15  105.72  3.000
 6WM  H16  C13  C14  108.62  3.000
 6WM  H15  C13  C14  109.40  3.000
 6WM  H16  C13  C12  108.82  3.000
 6WM  H15  C13  C12  110.85  3.000
 6WM  C14  C13  C12  113.14  3.000
 6WM  C19  C14  C15  120.05  3.000
 6WM  C15  C14  C13  118.04  3.000
 6WM  C19  C14  C13  121.91  3.000
 6WM  H17  C15  C16  119.62  3.000
 6WM  H17  C15  C14  118.96  3.000
 6WM  C16  C15  C14  121.42  3.000
 6WM  C17  C16  O01  118.15  3.000
 6WM  O01  C16  C15  122.80  3.000
 6WM  C17  C16  C15  119.05  3.000
 6WM  H18  O01  C16  110.19  3.000
 6WM  H19  C17  C18  120.39  3.000
 6WM  H19  C17  C16  120.26  3.000
 6WM  C18  C17  C16  119.35  3.000
 6WM  H20  C18  C19  119.81  3.000
 6WM  H20  C18  C17  117.60  3.000
 6WM  C19  C18  C17  122.59  3.000
 6WM  C20  C19  C18  121.11  3.000
 6WM  C18  C19  C14  117.54  3.000
 6WM  C20  C19  C14  121.31  3.000
 6WM  H21  C20  C21  106.58  3.000
 6WM  H21  C20  C19  107.25  3.000
 6WM  C21  C20  C19  113.67  3.000
 6WM  H21  C20  C11  105.81  3.000
 6WM  C19  C20  C11  111.52  3.000
 6WM  C21  C20  C11  111.48  3.000
 6WM  H23  C21  H22  105.90  3.000
 6WM  H23  C21  C22  110.54  3.000
 6WM  H22  C21  C22  107.84  3.000
 6WM  H23  C21  C20  109.28  3.000
 6WM  H22  C21  C20  110.22  3.000
 6WM  C22  C21  C20  112.83  3.000
 6WM  H25  C22  H24  106.44  3.000
 6WM  H25  C22  C23  111.13  3.000
 6WM  H24  C22  C23  108.85  3.000
 6WM  H25  C22  C21  109.44  3.000
 6WM  H24  C22  C21  109.04  3.000
 6WM  C23  C22  C21  111.77  3.000
 6WM  C25  C23  C24  110.75  3.000
 6WM  C24  C23  C22  109.90  3.000
 6WM  C25  C23  C22  114.97  3.000
 6WM  C24  C23  C10  112.96  3.000
 6WM  C22  C23  C10  108.53  3.000
 6WM  C25  C23  C10   99.42  3.000
 6WM  H28  C24  H27  107.38  3.000
 6WM  H28  C24  H26  106.95  3.000
 6WM  H27  C24  H26  106.77  3.000
 6WM  H28  C24  C23  110.37  3.000
 6WM  H27  C24  C23  112.97  3.000
 6WM  H26  C24  C23  112.09  3.000
 6WM  H29  C25  O02  109.31  3.000
 6WM  H29  C25  C23  106.86  3.000
 6WM  O02  C25  C23  111.99  3.000
 6WM  H29  C25  C08  107.14  3.000
 6WM  C23  C25  C08  105.36  3.000
 6WM  O02  C25  C08  115.72  3.000
 6WM  H30  O02  C25  108.41  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
 6WM  CONST_01  C04  C05  C06  C01     0.00   0.0  0
 6WM  CONST_02  C04  C03  C02  C01     0.00   0.0  0
 6WM  CONST_03  C05  C04  C03  C02     0.00   0.0  0
 6WM  CONST_04  C05  C06  C01  C02     0.00   0.0  0
 6WM  CONST_05  C06  C05  C04  C03     0.00   0.0  0
 6WM  CONST_06  C06  C01  C02  C03     0.00   0.0  0
 6WM  CONST_07  C17  C18  C19  C14     0.00   0.0  0
 6WM  CONST_08  C17  C16  C15  C14     0.00   0.0  0
 6WM  CONST_09  C18  C19  C14  C15     0.00   0.0  0
 6WM  CONST_10  C18  C17  C16  C15     0.00   0.0  0
 6WM  CONST_11  C19  C18  C17  C16     0.00   0.0  0
 6WM  CONST_12  C19  C14  C15  C16     0.00   0.0  0
 6WM  CONST_13  C07  C06  C01  C02   180.00   0.0  0
 6WM  CONST_14  C07  C06  C05  C04   180.00   0.0  0
 6WM  CONST_15  O01  C16  C15  C14   180.00   0.0  0
 6WM  CONST_16  C18  C17  C16  O01   180.00   0.0  0
 6WM  CONST_17  H5   C05  C06  C01   180.00   0.0  0
 6WM  CONST_18  H3   C03  C02  C01   180.00   0.0  0
 6WM  CONST_19  H4   C04  C03  C02   180.00   0.0  0
 6WM  CONST_20  H1   C01  C02  C03   180.00   0.0  0
 6WM  CONST_21  H2   C02  C03  C04   180.00   0.0  0
 6WM  CONST_22  H17  C15  C14  C13     0.00   0.0  0
 6WM  CONST_23  H20  C18  C19  C14   180.00   0.0  0
 6WM  CONST_24  H19  C17  C16  C15   180.00   0.0  0
 6WM  Var_01    C14  C13  C12  C11    47.24  30.0  1
 6WM  Var_02    C19  C14  C13  C12   -15.78  30.0  1
 6WM  Var_03    C23  C22  C21  C20   -52.40  30.0  1
 6WM  Var_04    C08  C07  C06  C01  -104.51  30.0  2

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
 6WM  chir_01  C08  C25  C07  C09  negativ
 6WM  chir_02  C10  C23  C09  C11  negativ
 6WM  chir_03  C11  C10  C20  C12  negativ
 6WM  chir_04  C20  C21  C11  C19  negativ
 6WM  chir_05  C23  C10  C22  C25  positiv
 6WM  chir_06  C25  O02  C23  C08  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
 6WM  plan-1  C01  0.020
 6WM  plan-1  C02  0.020
 6WM  plan-1  C03  0.020
 6WM  plan-1  C04  0.020
 6WM  plan-1  C05  0.020
 6WM  plan-1  C06  0.020
 6WM  plan-1  C07  0.020
 6WM  plan-1  H1   0.020
 6WM  plan-1  H2   0.020
 6WM  plan-1  H3   0.020
 6WM  plan-1  H4   0.020
 6WM  plan-1  H5   0.020
 6WM  plan-2  C13  0.020
 6WM  plan-2  C14  0.020
 6WM  plan-2  C15  0.020
 6WM  plan-2  C16  0.020
 6WM  plan-2  O01  0.020
 6WM  plan-2  C17  0.020
 6WM  plan-2  C18  0.020
 6WM  plan-2  C19  0.020
 6WM  plan-2  C20  0.020
 6WM  plan-2  H17  0.020
 6WM  plan-2  H19  0.020
 6WM  plan-2  H20  0.020

