# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:47:36 2022
#   Inital geometry file: a 105 line input string
#   Ligand name: (8R,9S,13S,14S,15R,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-tetrol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1[C@@H](O)[C@@H](O)[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
 4OH  4OH  (8R,9S,13S,14S,15R,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-tetrol  ligand  46  22  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4OH
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
 4OH  CAA   C  CH1   0  -0.235  -0.0934  -0.5627  -0.1926
 4OH  CAB   C  CR15  0  -0.227  -1.5536  -0.3620   0.1785
 4OH  CAC   C  CH1   0  -0.261   0.7406   0.4861   0.5647
 4OH  CAD   C  CH2   0  -0.423   0.4530  -1.9483   0.1188
 4OH  CAE   C  CR5   0  -0.119  -2.0726   1.0319  -0.2083
 4OH  CAF   C  CR15  0   0.022  -2.6120  -1.3340  -0.3363
 4OH  CAG   C  CR6   0   0.100   2.2260   0.3119   0.2992
 4OH  CAH   C  CH2   0  -0.456   0.2380   1.9127   0.3050
 4OH  CAI   C  CH2   0  -0.509   1.8550  -2.0878  -0.4510
 4OH  CAJ   C  CR15  0   0.077  -3.5307   0.8811   0.2215
 4OH  CAK   C  CH2   0  -0.403  -1.2632   2.0700   0.5614
 4OH  CAL   C  CH3   0  -0.675  -1.9850   1.3138  -1.7141
 4OH  CAM   C  CR15  0  -0.017  -3.9291  -0.4843  -0.3592
 4OH  OAN   O  OH1   0  -0.668  -2.7012  -2.4427   0.5291
 4OH  CAO   C  CR6   0   0.073   2.7452  -0.9078  -0.1546
 4OH  CAP   C  CR16  0  -0.313   3.1304   1.3452   0.5439
 4OH  OAQ   O  OH1   0  -0.671  -4.3321   1.9536  -0.1989
 4OH  OAR   O  OH1   0  -0.672  -5.0201  -1.0887   0.2874
 4OH  CAS   C  CR16  0  -0.384   4.1142  -1.0520  -0.3620
 4OH  CAT   C  CR16  0  -0.386   4.4938   1.2054   0.3407
 4OH  CAU   C  CR6   0   0.345   4.9953  -0.0066  -0.1220
 4OH  OAV   O  OH1   0  -0.639   6.3103  -0.2186  -0.3481
 4OH  HAA   H  HCH1  0   0.221   0.0235  -0.3962  -1.2719
 4OH  HAB   H  HCR5  0   0.222  -1.6172  -0.4156   1.2767
 4OH  HAC   H  HCH1  0   0.227   0.5759   0.2830   1.6346
 4OH  HAD   H  HCH2  0   0.215   0.4630  -2.0987   1.2036
 4OH  HADA  H  HCH2  0   0.241  -0.1832  -2.7292  -0.2997
 4OH  HAF   H  HCR5  0   0.213  -2.3696  -1.6647  -1.3539
 4OH  HAH   H  HCH2  0   0.240   0.7635   2.6196   0.9495
 4OH  HAHA  H  HCH2  0   0.223   0.4836   2.2055  -0.7203
 4OH  HAI   H  HCH2  0   0.246   2.3280  -3.0017  -0.0829
 4OH  HAIA  H  HCH2  0   0.242   1.7879  -2.2082  -1.5378
 4OH  HAJ   H  HCR5  0   0.198  -3.5474   0.7995   1.3228
 4OH  HAK   H  HCH2  0   0.230  -1.5754   3.0839   0.2964
 4OH  HAKA  H  HCH2  0   0.217  -1.4562   1.9521   1.6340
 4OH  HAL   H  HCH3  0   0.229  -2.4935   0.5656  -2.3235
 4OH  HALA  H  HCH3  0   0.238  -2.4331   2.2805  -1.9449
 4OH  HALB  H  HCH3  0   0.237  -0.9532   1.3506  -2.0600
 4OH  HAM   H  HCR5  0   0.234  -4.2531  -0.3391  -1.3937
 4OH  HOAN  H  HOH1  0   0.452  -3.2129  -3.1305   0.0922
 4OH  HAP   H  HCR6  0   0.245   2.7751   2.2988   0.9116
 4OH  HOAQ  H  HOH1  0   0.448  -5.2331   1.7910   0.0975
 4OH  HOAR  H  HOH1  0   0.438  -4.7241  -1.3996   1.1502
 4OH  HAS   H  HCR6  0   0.248   4.5026  -2.0015  -0.7152
 4OH  HAT   H  HCR6  0   0.263   5.1584   2.0379   0.5440
 4OH  HOAV  H  HOH1  0   0.472   6.8175   0.5687  -0.1231

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
 4OH  CAB  CAA   single    1.520  0.020  1.520
 4OH  CAA  CAD   single    1.522  0.020  1.522
 4OH  CAA  CAC   single    1.539  0.020  1.539
 4OH  CAA  HAA   single    0.970  0.020  1.090
 4OH  CAF  CAB   single    1.526  0.020  1.526
 4OH  CAE  CAB   single    1.537  0.020  1.537
 4OH  CAB  HAB   single    0.970  0.020  1.090
 4OH  CAH  CAC   single    1.535  0.020  1.535
 4OH  CAC  CAG   single    1.519  0.020  1.519
 4OH  CAC  HAC   single    0.970  0.020  1.090
 4OH  CAD  CAI   single    1.520  0.020  1.520
 4OH  CAD  HAD   single    0.970  0.020  1.090
 4OH  CAD  HADA  single    0.970  0.020  1.090
 4OH  CAJ  CAE   single    1.528  0.020  1.528
 4OH  CAL  CAE   single    1.534  0.020  1.534
 4OH  CAE  CAK   single    1.525  0.020  1.525
 4OH  CAM  CAF   single    1.567  0.020  1.567
 4OH  OAN  CAF   single    1.409  0.020  1.409
 4OH  CAF  HAF   single    0.970  0.020  1.090
 4OH  CAO  CAG   aromatic  1.401  0.020  1.401
 4OH  CAG  CAP   aromatic  1.395  0.020  1.395
 4OH  CAK  CAH   single    1.531  0.020  1.531
 4OH  CAH  HAH   single    0.970  0.020  1.090
 4OH  CAH  HAHA  single    0.970  0.020  1.090
 4OH  CAI  CAO   single    1.507  0.020  1.507
 4OH  CAI  HAI   single    0.970  0.020  1.090
 4OH  CAI  HAIA  single    0.970  0.020  1.090
 4OH  CAM  CAJ   single    1.536  0.020  1.536
 4OH  OAQ  CAJ   single    1.403  0.020  1.403
 4OH  CAJ  HAJ   single    0.970  0.020  1.090
 4OH  CAK  HAK   single    0.970  0.020  1.090
 4OH  CAK  HAKA  single    0.970  0.020  1.090
 4OH  CAL  HAL   single    0.970  0.020  1.090
 4OH  CAL  HALA  single    0.970  0.020  1.090
 4OH  CAL  HALB  single    0.970  0.020  1.090
 4OH  OAR  CAM   single    1.405  0.020  1.405
 4OH  CAM  HAM   single    0.970  0.020  1.090
 4OH  OAN  HOAN  single    0.850  0.020  0.980
 4OH  CAO  CAS   aromatic  1.392  0.020  1.392
 4OH  CAP  CAT   aromatic  1.386  0.020  1.386
 4OH  CAP  HAP   single    0.930  0.020  1.080
 4OH  OAQ  HOAQ  single    0.850  0.020  0.980
 4OH  OAR  HOAR  single    0.850  0.020  0.980
 4OH  CAS  CAU   aromatic  1.388  0.020  1.388
 4OH  CAS  HAS   single    0.930  0.020  1.080
 4OH  CAU  CAT   aromatic  1.391  0.020  1.391
 4OH  CAT  HAT   single    0.930  0.020  1.080
 4OH  CAU  OAV   single    1.351  0.020  1.351
 4OH  OAV  HOAV  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
 4OH  HAA   CAA  CAD   107.51  3.000
 4OH  HAA   CAA  CAC   108.82  3.000
 4OH  CAD   CAA  CAC   108.98  3.000
 4OH  HAA   CAA  CAB   108.79  3.000
 4OH  CAC   CAA  CAB   108.09  3.000
 4OH  CAD   CAA  CAB   114.54  3.000
 4OH  HAB   CAB  CAF   105.38  3.000
 4OH  HAB   CAB  CAE   106.00  3.000
 4OH  CAF   CAB  CAE   104.98  3.000
 4OH  HAB   CAB  CAA   107.01  3.000
 4OH  CAE   CAB  CAA   112.50  3.000
 4OH  CAF   CAB  CAA   119.98  3.000
 4OH  HAC   CAC  CAH   106.67  3.000
 4OH  HAC   CAC  CAG   107.15  3.000
 4OH  CAH   CAC  CAG   113.41  3.000
 4OH  HAC   CAC  CAA   105.74  3.000
 4OH  CAG   CAC  CAA   111.45  3.000
 4OH  CAH   CAC  CAA   111.88  3.000
 4OH  HADA  CAD  HAD   106.68  3.000
 4OH  HADA  CAD  CAI   109.18  3.000
 4OH  HAD   CAD  CAI   110.51  3.000
 4OH  HADA  CAD  CAA   111.34  3.000
 4OH  HAD   CAD  CAA   109.33  3.000
 4OH  CAI   CAD  CAA   109.76  3.000
 4OH  CAL   CAE  CAK   109.88  3.000
 4OH  CAK   CAE  CAJ   115.58  3.000
 4OH  CAL   CAE  CAJ   110.41  3.000
 4OH  CAK   CAE  CAB   108.13  3.000
 4OH  CAL   CAE  CAB   113.23  3.000
 4OH  CAJ   CAE  CAB    99.32  3.000
 4OH  HAF   CAF  OAN   110.26  3.000
 4OH  HAF   CAF  CAM   109.60  3.000
 4OH  OAN   CAF  CAM   112.48  3.000
 4OH  HAF   CAF  CAB   110.58  3.000
 4OH  OAN   CAF  CAB   109.74  3.000
 4OH  CAM   CAF  CAB   104.03  3.000
 4OH  CAP   CAG  CAO   117.48  3.000
 4OH  CAP   CAG  CAC   121.23  3.000
 4OH  CAO   CAG  CAC   121.25  3.000
 4OH  HAHA  CAH  HAH   105.79  3.000
 4OH  HAHA  CAH  CAK   110.46  3.000
 4OH  HAH   CAH  CAK   107.86  3.000
 4OH  HAHA  CAH  CAC   109.50  3.000
 4OH  HAH   CAH  CAC   110.15  3.000
 4OH  CAK   CAH  CAC   112.84  3.000
 4OH  HAIA  CAI  HAI   105.59  3.000
 4OH  HAIA  CAI  CAO   108.50  3.000
 4OH  HAI   CAI  CAO   109.44  3.000
 4OH  HAIA  CAI  CAD   109.00  3.000
 4OH  HAI   CAI  CAD   110.47  3.000
 4OH  CAO   CAI  CAD   113.53  3.000
 4OH  HAJ   CAJ  OAQ   110.28  3.000
 4OH  HAJ   CAJ  CAM   107.90  3.000
 4OH  OAQ   CAJ  CAM   114.70  3.000
 4OH  HAJ   CAJ  CAE   107.60  3.000
 4OH  OAQ   CAJ  CAE   112.67  3.000
 4OH  CAM   CAJ  CAE   103.23  3.000
 4OH  HAKA  CAK  HAK   106.66  3.000
 4OH  HAKA  CAK  CAH   108.99  3.000
 4OH  HAK   CAK  CAH   109.55  3.000
 4OH  HAKA  CAK  CAE   109.10  3.000
 4OH  HAK   CAK  CAE   110.94  3.000
 4OH  CAH   CAK  CAE   111.47  3.000
 4OH  HALB  CAL  HALA  106.99  3.000
 4OH  HALB  CAL  HAL   106.71  3.000
 4OH  HALA  CAL  HAL   107.36  3.000
 4OH  HALB  CAL  CAE   111.84  3.000
 4OH  HALA  CAL  CAE   110.32  3.000
 4OH  HAL   CAL  CAE   113.30  3.000
 4OH  HAM   CAM  OAR   105.21  3.000
 4OH  HAM   CAM  CAJ   108.45  3.000
 4OH  OAR   CAM  CAJ   114.18  3.000
 4OH  HAM   CAM  CAF   109.56  3.000
 4OH  OAR   CAM  CAF   114.37  3.000
 4OH  CAJ   CAM  CAF   104.97  3.000
 4OH  HOAN  OAN  CAF   108.49  3.000
 4OH  CAS   CAO  CAI   118.06  3.000
 4OH  CAS   CAO  CAG   120.19  3.000
 4OH  CAI   CAO  CAG   121.75  3.000
 4OH  HAP   CAP  CAT   117.51  3.000
 4OH  HAP   CAP  CAG   119.97  3.000
 4OH  CAT   CAP  CAG   122.52  3.000
 4OH  HOAQ  OAQ  CAJ   108.25  3.000
 4OH  HOAR  OAR  CAM   108.20  3.000
 4OH  HAS   CAS  CAU   119.22  3.000
 4OH  HAS   CAS  CAO   119.42  3.000
 4OH  CAU   CAS  CAO   121.37  3.000
 4OH  HAT   CAT  CAU   120.68  3.000
 4OH  HAT   CAT  CAP   119.88  3.000
 4OH  CAU   CAT  CAP   119.44  3.000
 4OH  OAV   CAU  CAT   122.91  3.000
 4OH  OAV   CAU  CAS   118.08  3.000
 4OH  CAT   CAU  CAS   119.01  3.000
 4OH  HOAV  OAV  CAU   110.19  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
 4OH  CONST_01  CAU  CAS  CAO  CAG    0.00   0.0  0
 4OH  CONST_02  CAU  CAT  CAP  CAG    0.00   0.0  0
 4OH  CONST_03  CAT  CAP  CAG  CAO    0.00   0.0  0
 4OH  CONST_04  CAT  CAU  CAS  CAO    0.00   0.0  0
 4OH  CONST_05  CAS  CAO  CAG  CAP    0.00   0.0  0
 4OH  CONST_06  CAS  CAU  CAT  CAP    0.00   0.0  0
 4OH  CONST_07  OAV  CAU  CAS  CAO  180.00   0.0  0
 4OH  CONST_08  OAV  CAU  CAT  CAP  180.00   0.0  0
 4OH  CONST_09  HAP  CAP  CAG  CAC    0.00   0.0  0
 4OH  CONST_10  HAS  CAS  CAO  CAG  180.00   0.0  0
 4OH  CONST_11  HAT  CAT  CAP  CAG  180.00   0.0  0
 4OH  Var_01    CAO  CAI  CAD  CAA   46.37  30.0  1
 4OH  Var_02    CAE  CAK  CAH  CAC  -53.04  30.0  1
 4OH  Var_03    CAG  CAO  CAI  CAD  -14.96  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
 4OH  chir_01  CAA  CAB  CAD  CAC  positiv
 4OH  chir_02  CAB  CAE  CAF  CAA  negativ
 4OH  chir_03  CAC  CAA  CAH  CAG  positiv
 4OH  chir_04  CAE  CAJ  CAB  CAK  positiv
 4OH  chir_05  CAF  OAN  CAB  CAM  positiv
 4OH  chir_06  CAJ  OAQ  CAM  CAE  negativ
 4OH  chir_07  CAM  OAR  CAF  CAJ  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
 4OH  plan-1  CAC  0.020
 4OH  plan-1  CAG  0.020
 4OH  plan-1  CAI  0.020
 4OH  plan-1  CAO  0.020
 4OH  plan-1  CAP  0.020
 4OH  plan-1  CAS  0.020
 4OH  plan-1  CAT  0.020
 4OH  plan-1  CAU  0.020
 4OH  plan-1  OAV  0.020
 4OH  plan-1  HAP  0.020
 4OH  plan-1  HAS  0.020
 4OH  plan-1  HAT  0.020

