# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 23:08:07 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: (8~{R},9~{S},13~{S},14~{S},17~{S})-13-methyl-17-[methyl(phenyl)amino]-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN([C@H]1CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@]12C)c5ccccc5
#
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
 6WW  6WW  (8~{R},9~{S},13~{S},14~{S},17~{S})-13-methyl-17-[methyl(phenyl)amino]-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-ol  ligand  58  27  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6WW
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
 6WW  C01  C  CR16  0  -0.386   5.1171  -2.0938   0.0430
 6WW  C02  C  CR6   0   0.346   6.0479  -1.0623  -0.0142
 6WW  C03  C  CR16  0  -0.383   5.6025   0.2369  -0.2178
 6WW  C04  C  CR66  0   0.074   4.2479   0.5243  -0.3622
 6WW  C05  C  CR66  0   0.099   3.3002  -0.5067  -0.3061
 6WW  C06  C  CR16  0  -0.316   3.7701  -1.8042  -0.1043
 6WW  C07  C  C     0  -0.507   3.8478   1.9676  -0.5433
 6WW  C08  C  C     0  -0.427   2.4000   2.1529  -0.9705
 6WW  C09  C  CR16  0  -0.241   1.4886   1.2416  -0.1616
 6WW  C10  C  CR16  0  -0.258   1.8215  -0.2216  -0.5008
 6WW  C11  C  CH1   0  -0.184   0.0124   1.4741  -0.4316
 6WW  C12  C  CT    0  -0.060  -0.8968   0.5607   0.4021
 6WW  C13  C  CH2   0  -0.415  -0.5815  -0.8854   0.0343
 6WW  C14  C  CH2   0  -0.450   0.9018  -1.2074   0.2315
 6WW  C15  C  CH2   0  -0.450  -0.5794   2.8698  -0.2344
 6WW  C16  C  CH2   0  -0.445  -2.0988   2.6246  -0.0935
 6WW  C17  C  CH1   0  -0.058  -2.2713   1.0841  -0.0672
 6WW  N01  N  NT    0  -0.526  -3.4567   0.5962   0.6150
 6WW  C18  C  CH3   0  -0.697  -0.7155   0.7708   1.9058
 6WW  C19  C  CH3   0  -0.569  -3.8923   1.2304   1.8385
 6WW  C20  C  CR6   0   0.385  -4.3045  -0.3176   0.0302
 6WW  O01  O  OH1   0  -0.639   7.3768  -1.2655   0.1203
 6WW  H1   H  HCR6  0   0.263   5.4357  -3.1179   0.2027
 6WW  H2   H  HCR6  0   0.248   6.3271   1.0430  -0.2634
 6WW  H3   H  HCR6  0   0.245   3.0727  -2.6303  -0.0601
 6WW  H4   H  H     0   0.243   4.0083   2.4881   0.4069
 6WW  H5   H  H     0   0.247   4.5222   2.4459  -1.2579
 6WW  H6   H  H     0   0.239   2.1200   3.2011  -0.8411
 6WW  H7   H  H     0   0.216   2.2826   1.9263  -2.0360
 6WW  H8   H  HCR6  0   0.218   1.6950   1.4186   0.9031
 6WW  H9   H  HCR6  0   0.225   1.6060  -0.3324  -1.5754
 6WW  H10  H  HCH1  0   0.210  -0.1535   1.1979  -1.4848
 6WW  H11  H  HCH2  0   0.227  -1.1936  -1.5855   0.6105
 6WW  H12  H  HCH2  0   0.220  -0.8341  -1.0454  -1.0199
 6WW  H13  H  HCH2  0   0.239   1.0758  -2.2207  -0.1355
 6WW  H14  H  HCH2  0   0.222   1.1563  -1.2264   1.2954
 6WW  H15  H  HCH2  0   0.224  -0.1758   3.3368   0.6679
 6WW  H16  H  HCH2  0   0.235  -0.3480   3.5383  -1.0644
 6WW  H17  H  HCH2  0   0.236  -2.4815   3.1023   0.8076
 6WW  H18  H  HCH2  0   0.240  -2.6610   3.0476  -0.9267
 6WW  H19  H  HCH1  0   0.247  -2.3664   0.7853  -1.1132
 6WW  H21  H  HCH3  0   0.233  -0.8587   1.8099   2.2073
 6WW  H22  H  HCH3  0   0.239  -1.4268   0.1611   2.4656
 6WW  H23  H  HCH3  0   0.244   0.2799   0.4854   2.2439
 6WW  H24  H  HCH3  0   0.231  -4.7453   1.9023   1.6922
 6WW  C4   C  CR16  0  -0.243  -4.8149  -2.0047  -1.6525
 6WW  H26  H  HCH3  0   0.242  -4.1734   0.4857   2.5859
 6WW  H30  H  HOH1  0   0.471   7.5576  -2.2017   0.2582
 6WW  C1   C  CR16  0  -0.374  -5.6017  -0.5274   0.5414
 6WW  C2   C  CR16  0  -0.239  -6.4656  -1.4470  -0.0339
 6WW  C3   C  CR16  0  -0.306  -6.0912  -2.1968  -1.1391
 6WW  C5   C  CR16  0  -0.347  -3.9371  -1.0960  -1.0860
 6WW  H20  H  HCR6  0   0.262  -5.9580   0.0348   1.3925
 6WW  H25  H  HCR6  0   0.247  -7.4537  -1.5671   0.3932
 6WW  H27  H  HCR6  0   0.241  -6.7691  -2.9126  -1.5842
 6WW  H28  H  HCR6  0   0.255  -2.9489  -1.0183  -1.5134
 6WW  H29  H  HCH3  0   0.262  -3.0880   1.8147   2.2699
 6WW  H31  H  HCR6  0   0.246  -4.4826  -2.5794  -2.5085

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
 6WW  C15  C16  single    1.545  0.020  1.545
 6WW  C15  C11  single    1.529  0.020  1.529
 6WW  C16  C17  single    1.550  0.020  1.550
 6WW  C08  C07  single    1.521  0.020  1.521
 6WW  C08  C09  single    1.522  0.020  1.522
 6WW  C07  C04  single    1.509  0.020  1.509
 6WW  C11  C09  single    1.519  0.020  1.519
 6WW  C11  C12  single    1.535  0.020  1.535
 6WW  C17  C12  single    1.544  0.020  1.544
 6WW  C17  N01  single    1.452  0.020  1.452
 6WW  C18  C12  single    1.529  0.020  1.529
 6WW  C09  C10  single    1.538  0.020  1.538
 6WW  C19  N01  single    1.445  0.020  1.445
 6WW  C12  C13  single    1.525  0.020  1.525
 6WW  C04  C03  aromatic  1.392  0.020  1.392
 6WW  C04  C05  aromatic  1.402  0.020  1.402
 6WW  C03  C02  aromatic  1.388  0.020  1.388
 6WW  C10  C05  single    1.518  0.020  1.518
 6WW  C10  C14  single    1.534  0.020  1.534
 6WW  C13  C14  single    1.531  0.020  1.531
 6WW  C05  C06  aromatic  1.395  0.020  1.395
 6WW  C02  O01  single    1.351  0.020  1.351
 6WW  C02  C01  aromatic  1.391  0.020  1.391
 6WW  C06  C01  aromatic  1.386  0.020  1.386
 6WW  C01  H1   single    0.930  0.020  1.080
 6WW  C03  H2   single    0.930  0.020  1.080
 6WW  C06  H3   single    0.930  0.020  1.080
 6WW  C07  H4   single    0.970  0.020  1.090
 6WW  C07  H5   single    0.970  0.020  1.090
 6WW  C08  H6   single    0.970  0.020  1.090
 6WW  C08  H7   single    0.970  0.020  1.090
 6WW  C09  H8   single    0.970  0.020  1.090
 6WW  C10  H9   single    0.970  0.020  1.090
 6WW  C11  H10  single    0.970  0.020  1.090
 6WW  C13  H11  single    0.970  0.020  1.090
 6WW  C13  H12  single    0.970  0.020  1.090
 6WW  C14  H13  single    0.970  0.020  1.090
 6WW  C14  H14  single    0.970  0.020  1.090
 6WW  C15  H15  single    0.970  0.020  1.090
 6WW  C15  H16  single    0.970  0.020  1.090
 6WW  C16  H17  single    0.970  0.020  1.090
 6WW  C16  H18  single    0.970  0.020  1.090
 6WW  C17  H19  single    0.970  0.020  1.090
 6WW  C18  H21  single    0.970  0.020  1.090
 6WW  C18  H22  single    0.970  0.020  1.090
 6WW  C18  H23  single    0.970  0.020  1.090
 6WW  C19  H24  single    0.970  0.020  1.090
 6WW  C19  H26  single    0.970  0.020  1.090
 6WW  O01  H30  single    0.850  0.020  0.980
 6WW  C20  C1   aromatic  1.410  0.020  1.410
 6WW  C1   C2   aromatic  1.387  0.020  1.387
 6WW  C2   C3   aromatic  1.387  0.020  1.387
 6WW  C3   C4   aromatic  1.389  0.020  1.389
 6WW  C4   C5   aromatic  1.385  0.020  1.385
 6WW  C5   C20  aromatic  1.410  0.020  1.410
 6WW  N01  C20  single    1.377  0.020  1.377
 6WW  C1   H20  single    0.930  0.020  1.080
 6WW  C2   H25  single    0.930  0.020  1.080
 6WW  C3   H27  single    0.930  0.020  1.080
 6WW  C5   H28  single    0.930  0.020  1.080
 6WW  C19  H29  single    0.970  0.020  1.090
 6WW  C4   H31  single    0.930  0.020  1.080

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
 6WW  H1   C01  C06  119.91  3.000
 6WW  H1   C01  C02  120.66  3.000
 6WW  C06  C01  C02  119.43  3.000
 6WW  O01  C02  C03  118.10  3.000
 6WW  O01  C02  C01  122.87  3.000
 6WW  C03  C02  C01  119.04  3.000
 6WW  H2   C03  C04  119.48  3.000
 6WW  H2   C03  C02  119.15  3.000
 6WW  C04  C03  C02  121.37  3.000
 6WW  C07  C04  C05  121.95  3.000
 6WW  C05  C04  C03  120.13  3.000
 6WW  C07  C04  C03  117.91  3.000
 6WW  C10  C05  C06  121.42  3.000
 6WW  C06  C05  C04  117.54  3.000
 6WW  C10  C05  C04  121.02  3.000
 6WW  H3   C06  C05  119.93  3.000
 6WW  H3   C06  C01  117.56  3.000
 6WW  C05  C06  C01  122.50  3.000
 6WW  H5   C07  H4   105.59  3.000
 6WW  H5   C07  C08  110.52  3.000
 6WW  H4   C07  C08  108.98  3.000
 6WW  H5   C07  C04  109.49  3.000
 6WW  H4   C07  C04  108.16  3.000
 6WW  C08  C07  C04  113.76  3.000
 6WW  H7   C08  H6   106.63  3.000
 6WW  H7   C08  C09  109.20  3.000
 6WW  H6   C08  C09  110.98  3.000
 6WW  H7   C08  C07  110.48  3.000
 6WW  H6   C08  C07  109.12  3.000
 6WW  C09  C08  C07  110.35  3.000
 6WW  H8   C09  C11  109.28  3.000
 6WW  H8   C09  C10  109.04  3.000
 6WW  C11  C09  C10  108.46  3.000
 6WW  H8   C09  C08  107.83  3.000
 6WW  C10  C09  C08  108.83  3.000
 6WW  C11  C09  C08  113.33  3.000
 6WW  H9   C10  C14  106.48  3.000
 6WW  H9   C10  C09  105.57  3.000
 6WW  C14  C10  C09  112.10  3.000
 6WW  H9   C10  C05  107.26  3.000
 6WW  C14  C10  C05  113.70  3.000
 6WW  C09  C10  C05  111.16  3.000
 6WW  H10  C11  C15  107.10  3.000
 6WW  H10  C11  C12  106.32  3.000
 6WW  C15  C11  C12  104.12  3.000
 6WW  H10  C11  C09  106.15  3.000
 6WW  C12  C11  C09  112.84  3.000
 6WW  C15  C11  C09  119.54  3.000
 6WW  C18  C12  C17  110.97  3.000
 6WW  C18  C12  C13  110.06  3.000
 6WW  C17  C12  C13  115.61  3.000
 6WW  C13  C12  C11  108.11  3.000
 6WW  C18  C12  C11  112.47  3.000
 6WW  C17  C12  C11   99.24  3.000
 6WW  H12  C13  H11  106.52  3.000
 6WW  H12  C13  C14  108.46  3.000
 6WW  H11  C13  C14  109.87  3.000
 6WW  H12  C13  C12  108.83  3.000
 6WW  H11  C13  C12  111.35  3.000
 6WW  C14  C13  C12  111.63  3.000
 6WW  H14  C14  H13  105.88  3.000
 6WW  H14  C14  C13  110.75  3.000
 6WW  H13  C14  C13  107.84  3.000
 6WW  H14  C14  C10  109.63  3.000
 6WW  H13  C14  C10  109.90  3.000
 6WW  C13  C14  C10  112.60  3.000
 6WW  H16  C15  H15  106.74  3.000
 6WW  H16  C15  C16  112.04  3.000
 6WW  H15  C15  C16  110.82  3.000
 6WW  H16  C15  C11  112.29  3.000
 6WW  H15  C15  C11  110.71  3.000
 6WW  C16  C15  C11  104.33  3.000
 6WW  H18  C16  H17  106.31  3.000
 6WW  H18  C16  C17  109.94  3.000
 6WW  H17  C16  C17  112.49  3.000
 6WW  H18  C16  C15  112.07  3.000
 6WW  H17  C16  C15  110.56  3.000
 6WW  C17  C16  C15  105.58  3.000
 6WW  H19  C17  N01  106.68  3.000
 6WW  H19  C17  C16  105.39  3.000
 6WW  N01  C17  C16  115.64  3.000
 6WW  H19  C17  C12  106.02  3.000
 6WW  N01  C17  C12  118.04  3.000
 6WW  C16  C17  C12  104.06  3.000
 6WW  C20  N01  C19  117.72  3.000
 6WW  C20  N01  C17  121.74  3.000
 6WW  C19  N01  C17  119.76  3.000
 6WW  H23  C18  H22  106.86  3.000
 6WW  H23  C18  H21  106.48  3.000
 6WW  H22  C18  H21  107.74  3.000
 6WW  H23  C18  C12  112.18  3.000
 6WW  H22  C18  C12  110.51  3.000
 6WW  H21  C18  C12  112.76  3.000
 6WW  H29  C19  H26  106.64  3.000
 6WW  H29  C19  H24  107.48  3.000
 6WW  H26  C19  H24  108.02  3.000
 6WW  H29  C19  N01  110.48  3.000
 6WW  H26  C19  N01  110.96  3.000
 6WW  H24  C19  N01  113.00  3.000
 6WW  C5   C20  C1   116.41  3.000
 6WW  C5   C20  N01  122.84  3.000
 6WW  C1   C20  N01  120.75  3.000
 6WW  H30  O01  C02  110.19  3.000
 6WW  H31  C4   C5   118.49  3.000
 6WW  H31  C4   C3   120.04  3.000
 6WW  C5   C4   C3   121.47  3.000
 6WW  H20  C1   C2   117.80  3.000
 6WW  H20  C1   C20  120.77  3.000
 6WW  C2   C1   C20  121.42  3.000
 6WW  H25  C2   C3   120.03  3.000
 6WW  H25  C2   C1   118.57  3.000
 6WW  C3   C2   C1   121.40  3.000
 6WW  H27  C3   C2   121.10  3.000
 6WW  H27  C3   C4   121.01  3.000
 6WW  C2   C3   C4   117.89  3.000
 6WW  H28  C5   C4   117.76  3.000
 6WW  H28  C5   C20  120.82  3.000
 6WW  C4   C5   C20  121.41  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
 6WW  CONST_01  C04  C03  C02  C01    0.00   0.0  0
 6WW  CONST_02  C04  C05  C06  C01    0.00   0.0  0
 6WW  CONST_03  C05  C04  C03  C02    0.00   0.0  0
 6WW  CONST_04  C05  C06  C01  C02    0.00   0.0  0
 6WW  CONST_05  C06  C05  C04  C03    0.00   0.0  0
 6WW  CONST_06  C06  C01  C02  C03    0.00   0.0  0
 6WW  CONST_07  C3   C2   C1   C20    0.00   0.0  0
 6WW  CONST_08  C3   C4   C5   C20    0.00   0.0  0
 6WW  CONST_09  C1   C2   C3   C4     0.00   0.0  0
 6WW  CONST_10  C1   C20  C5   C4     0.00   0.0  0
 6WW  CONST_11  C5   C20  C1   C2     0.00   0.0  0
 6WW  CONST_12  C5   C4   C3   C2     0.00   0.0  0
 6WW  CONST_13  O01  C02  C03  C04  180.00   0.0  0
 6WW  CONST_14  O01  C02  C01  C06  180.00   0.0  0
 6WW  CONST_15  C2   C1   C20  N01  180.00   0.0  0
 6WW  CONST_16  C4   C5   C20  N01  180.00   0.0  0
 6WW  CONST_19  H2   C03  C02  C01  180.00   0.0  0
 6WW  CONST_20  H3   C06  C01  C02  180.00   0.0  0
 6WW  CONST_21  H1   C01  C02  C03  180.00   0.0  0
 6WW  CONST_22  H25  C2   C1   C20  180.00   0.0  0
 6WW  CONST_23  H31  C4   C5   C20  180.00   0.0  0
 6WW  CONST_24  H28  C5   C20  C1   180.00   0.0  0
 6WW  CONST_25  H27  C3   C2   C1   180.00   0.0  0
 6WW  CONST_26  H20  C1   C2   C3   180.00   0.0  0
 6WW  CONST_27  C1   C20  N01  C19    0.00   0.0  0
 6WW  CONST_28  C5   C20  N01  C19  180.00   0.0  0
 6WW  Var_01    C08  C07  C04  C03  168.28  30.0  1
 6WW  Var_02    C09  C08  C07  C04   43.93  30.0  1
 6WW  Var_03    C12  C13  C14  C10  -53.38  30.0  1
 6WW  Var_04    C17  C16  C15  C11    5.89  30.0  1
 6WW  Var_05    H24  C19  N01  C17  102.49  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
 6WW  chir_01  C09  C08  C11  C10  negativ
 6WW  chir_02  C10  C14  C05  C09  positiv
 6WW  chir_03  C11  C12  C09  C15  positiv
 6WW  chir_04  C12  C17  C11  C13  positiv
 6WW  chir_05  C17  N01  C12  C16  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
 6WW  plan-1  N01  0.020
 6WW  plan-1  C20  0.020
 6WW  plan-1  C4   0.020
 6WW  plan-1  C1   0.020
 6WW  plan-1  C2   0.020
 6WW  plan-1  C3   0.020
 6WW  plan-1  C5   0.020
 6WW  plan-1  H20  0.020
 6WW  plan-1  H25  0.020
 6WW  plan-1  H27  0.020
 6WW  plan-1  H28  0.020
 6WW  plan-1  H31  0.020
 6WW  plan-2  C01  0.020
 6WW  plan-2  C02  0.020
 6WW  plan-2  C03  0.020
 6WW  plan-2  C04  0.020
 6WW  plan-2  C05  0.020
 6WW  plan-2  C06  0.020
 6WW  plan-2  C07  0.020
 6WW  plan-2  C10  0.020
 6WW  plan-2  O01  0.020
 6WW  plan-2  H1   0.020
 6WW  plan-2  H2   0.020
 6WW  plan-2  H3   0.020
 6WW  plan-3  C17  0.020
 6WW  plan-3  N01  0.020
 6WW  plan-3  C19  0.020
 6WW  plan-3  C20  0.020

