# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 13:56:24 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: (9beta,13alpha,14beta,17alpha)-17-ethynylestra-1(10),2,4-triene-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]1CC[C@@]2(O)C#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
 3WF  3WF  (9beta,13alpha,14beta,17alpha)-17-ethynylestra-1(10),2,4-triene-3,17-diol  ligand  46  22  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3WF
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
 3WF  CAB  C  CH3   0  -0.673  -2.0375   0.1353  -2.0852
 3WF  CAV  C  CR5   0  -0.098  -2.1917   0.3353  -0.5724
 3WF  CAN  C  CH2   0  -0.412  -1.5765   1.6696  -0.1637
 3WF  CAK  C  CH2   0  -0.452  -0.0529   1.6495  -0.3210
 3WF  CAR  C  CH1   0  -0.259   0.5988   0.4716   0.4153
 3WF  CAQ  C  CR6   0   0.097   2.1108   0.4268   0.2824
 3WF  CAG  C  CR16  0  -0.312   2.8630   1.5981   0.1720
 3WF  CAF  C  CR16  0  -0.342   4.2434   1.5911   0.0767
 3WF  CAO  C  CR6   0   0.353   4.9221   0.3765   0.0947
 3WF  OAC  O  OH1   0  -0.639   6.2696   0.3976  -0.0006
 3WF  CAH  C  CR16  0  -0.432   4.1956  -0.7997   0.2112
 3WF  CAP  C  CR6   0   0.073   2.8049  -0.7883   0.3068
 3WF  CAI  C  CH2   0  -0.507   2.0932  -2.1137   0.4081
 3WF  CAJ  C  CH2   0  -0.428   0.6305  -1.9891   0.8047
 3WF  CAS  C  CH1   0  -0.240  -0.0328  -0.8712   0.0141
 3WF  CAT  C  CR15  0  -0.197  -1.5316  -0.7872   0.2390
 3WF  CAL  C  CH2   0  -0.444  -2.4009  -2.0170  -0.0401
 3WF  CAM  C  CH2   0  -0.489  -3.8126  -1.4425  -0.2908
 3WF  CAU  C  CR5   0   0.168  -3.6786   0.1035  -0.1956
 3WF  OAD  O  OH1   0  -0.661  -4.5262   0.8099  -1.0674
 3WF  CAE  C  CSP   0   0.342  -3.9561   0.5330   1.1867
 3WF  CAA  C  CSP1  0  -0.624  -4.2417   0.8754   2.3038
 3WF  H1   H  HCH3  0   0.237  -0.9919   0.1553  -2.3879
 3WF  H2   H  HCH3  0   0.235  -2.4485  -0.8119  -2.4346
 3WF  H3   H  HCH3  0   0.238  -2.5410   0.9326  -2.6313
 3WF  H4   H  HCH2  0   0.230  -1.9967   2.4934  -0.7478
 3WF  H5   H  HCH2  0   0.228  -1.8149   1.8752   0.8840
 3WF  H6   H  HCH2  0   0.223   0.2289   1.6216  -1.3776
 3WF  H7   H  HCH2  0   0.240   0.3311   2.5943   0.0676
 3WF  H8   H  HCH1  0   0.226   0.3681   0.6053   1.4835
 3WF  H9   H  HCR6  0   0.242   2.3646   2.5585   0.1594
 3WF  H10  H  HCR6  0   0.255   4.7926   2.5203  -0.0127
 3WF  H11  H  HOH1  0   0.471   6.6176  -0.5007   0.0206
 3WF  H12  H  HCR6  0   0.256   4.7175  -1.7525   0.2290
 3WF  H13  H  HCH2  0   0.243   2.1563  -2.6161  -0.5633
 3WF  H14  H  HCH2  0   0.247   2.6255  -2.7609   1.1096
 3WF  H15  H  HCH2  0   0.241   0.1275  -2.9419   0.6266
 3WF  H16  H  HCH2  0   0.217   0.5396  -1.7815   1.8768
 3WF  H17  H  HCH1  0   0.219   0.1671  -1.0556  -1.0498
 3WF  H18  H  HCR5  0   0.226  -1.6654  -0.5313   1.3000
 3WF  H19  H  HCH2  0   0.229  -2.0436  -2.5590  -0.9186
 3WF  H20  H  HCH2  0   0.240  -2.3875  -2.7203   0.7922
 3WF  H21  H  HCH2  0   0.251  -4.1707  -1.6956  -1.2903
 3WF  H22  H  HCH2  0   0.249  -4.5512  -1.8237   0.4150
 3WF  H23  H  HOH1  0   0.450  -5.4397   0.5792  -0.8668
 3WF  H24  H  H     0   0.282  -4.4885   1.1939   3.2908

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
 3WF  CAI  CAJ  single    1.521  0.020  1.521
 3WF  CAI  CAP  single    1.508  0.020  1.508
 3WF  CAJ  CAS  single    1.521  0.020  1.521
 3WF  CAL  CAM  single    1.545  0.020  1.545
 3WF  CAL  CAT  single    1.532  0.020  1.532
 3WF  CAM  CAU  single    1.555  0.020  1.555
 3WF  CAH  CAP  aromatic  1.394  0.020  1.394
 3WF  CAH  CAO  aromatic  1.387  0.020  1.387
 3WF  CAP  CAQ  aromatic  1.400  0.020  1.400
 3WF  CAS  CAT  single    1.518  0.020  1.518
 3WF  CAS  CAR  single    1.537  0.020  1.537
 3WF  CAT  CAV  single    1.534  0.020  1.534
 3WF  CAB  CAV  single    1.534  0.020  1.534
 3WF  CAO  OAC  single    1.351  0.020  1.351
 3WF  CAO  CAF  aromatic  1.391  0.020  1.391
 3WF  CAU  CAV  single    1.551  0.020  1.551
 3WF  CAU  CAE  single    1.474  0.020  1.474
 3WF  CAU  OAD  single    1.406  0.020  1.406
 3WF  CAQ  CAR  single    1.518  0.020  1.518
 3WF  CAQ  CAG  aromatic  1.396  0.020  1.396
 3WF  CAR  CAK  single    1.534  0.020  1.534
 3WF  CAV  CAN  single    1.525  0.020  1.525
 3WF  CAE  CAA  triple    1.203  0.020  1.203
 3WF  CAG  CAF  aromatic  1.384  0.020  1.384
 3WF  CAK  CAN  single    1.532  0.020  1.532
 3WF  CAB  H1   single    0.939  0.020  1.096
 3WF  CAB  H2   single    0.939  0.020  1.096
 3WF  CAB  H3   single    0.939  0.020  1.096
 3WF  CAN  H4   single    0.939  0.020  1.096
 3WF  CAN  H5   single    0.939  0.020  1.096
 3WF  CAK  H6   single    0.939  0.020  1.096
 3WF  CAK  H7   single    0.939  0.020  1.096
 3WF  CAR  H8   single    0.939  0.020  1.096
 3WF  CAG  H9   single    0.929  0.020  1.085
 3WF  CAF  H10  single    0.929  0.020  1.085
 3WF  OAC  H11  single    0.832  0.020  0.971
 3WF  CAH  H12  single    0.929  0.020  1.085
 3WF  CAI  H13  single    0.939  0.020  1.096
 3WF  CAI  H14  single    0.939  0.020  1.096
 3WF  CAJ  H15  single    0.939  0.020  1.096
 3WF  CAJ  H16  single    0.939  0.020  1.096
 3WF  CAS  H17  single    0.939  0.020  1.096
 3WF  CAT  H18  single    0.939  0.020  1.096
 3WF  CAL  H19  single    0.939  0.020  1.096
 3WF  CAL  H20  single    0.939  0.020  1.096
 3WF  CAM  H21  single    0.939  0.020  1.096
 3WF  CAM  H22  single    0.939  0.020  1.096
 3WF  OAD  H23  single    0.832  0.020  0.971
 3WF  CAA  H24  single    0.913  0.020  1.066

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
 3WF  H3   CAB  H2   107.51  3.000
 3WF  H3   CAB  H1   106.92  3.000
 3WF  H2   CAB  H1   106.79  3.000
 3WF  H3   CAB  CAV  110.64  3.000
 3WF  H2   CAB  CAV  113.06  3.000
 3WF  H1   CAB  CAV  111.62  3.000
 3WF  CAU  CAV  CAT  100.05  3.000
 3WF  CAU  CAV  CAN  116.89  3.000
 3WF  CAT  CAV  CAN  108.95  3.000
 3WF  CAN  CAV  CAB  109.75  3.000
 3WF  CAU  CAV  CAB  108.45  3.000
 3WF  CAT  CAV  CAB  112.52  3.000
 3WF  H5   CAN  H4   106.63  3.000
 3WF  H5   CAN  CAK  108.52  3.000
 3WF  H4   CAN  CAK  109.70  3.000
 3WF  H5   CAN  CAV  109.46  3.000
 3WF  H4   CAN  CAV  111.15  3.000
 3WF  CAK  CAN  CAV  111.24  3.000
 3WF  H7   CAK  H6   105.98  3.000
 3WF  H7   CAK  CAR  110.14  3.000
 3WF  H6   CAK  CAR  109.54  3.000
 3WF  H7   CAK  CAN  107.58  3.000
 3WF  H6   CAK  CAN  110.84  3.000
 3WF  CAR  CAK  CAN  112.54  3.000
 3WF  H8   CAR  CAS  105.86  3.000
 3WF  H8   CAR  CAQ  107.28  3.000
 3WF  CAS  CAR  CAQ  111.13  3.000
 3WF  H8   CAR  CAK  106.46  3.000
 3WF  CAQ  CAR  CAK  113.80  3.000
 3WF  CAS  CAR  CAK  111.77  3.000
 3WF  CAP  CAQ  CAG  117.54  3.000
 3WF  CAG  CAQ  CAR  121.24  3.000
 3WF  CAP  CAQ  CAR  121.19  3.000
 3WF  H9   CAG  CAF  117.59  3.000
 3WF  H9   CAG  CAQ  119.82  3.000
 3WF  CAF  CAG  CAQ  122.59  3.000
 3WF  H10  CAF  CAO  120.17  3.000
 3WF  H10  CAF  CAG  120.48  3.000
 3WF  CAO  CAF  CAG  119.35  3.000
 3WF  CAH  CAO  OAC  122.78  3.000
 3WF  OAC  CAO  CAF  118.16  3.000
 3WF  CAH  CAO  CAF  119.06  3.000
 3WF  H11  OAC  CAO  110.13  3.000
 3WF  H12  CAH  CAP  119.03  3.000
 3WF  H12  CAH  CAO  119.56  3.000
 3WF  CAP  CAH  CAO  121.42  3.000
 3WF  CAI  CAP  CAH  117.92  3.000
 3WF  CAH  CAP  CAQ  120.05  3.000
 3WF  CAI  CAP  CAQ  122.02  3.000
 3WF  H14  CAI  H13  105.63  3.000
 3WF  H14  CAI  CAJ  110.46  3.000
 3WF  H13  CAI  CAJ  108.92  3.000
 3WF  H14  CAI  CAP  109.50  3.000
 3WF  H13  CAI  CAP  108.44  3.000
 3WF  CAJ  CAI  CAP  113.55  3.000
 3WF  H16  CAJ  H15  106.66  3.000
 3WF  H16  CAJ  CAS  109.46  3.000
 3WF  H15  CAJ  CAS  110.82  3.000
 3WF  H16  CAJ  CAI  110.52  3.000
 3WF  H15  CAJ  CAI  109.21  3.000
 3WF  CAS  CAJ  CAI  110.12  3.000
 3WF  H17  CAS  CAT  109.43  3.000
 3WF  H17  CAS  CAJ  107.50  3.000
 3WF  CAT  CAS  CAJ  113.21  3.000
 3WF  H17  CAS  CAR  108.95  3.000
 3WF  CAT  CAS  CAR  108.58  3.000
 3WF  CAJ  CAS  CAR  109.09  3.000
 3WF  H18  CAT  CAL  107.07  3.000
 3WF  H18  CAT  CAS  106.02  3.000
 3WF  CAL  CAT  CAS  119.27  3.000
 3WF  H18  CAT  CAV  106.72  3.000
 3WF  CAS  CAT  CAV  112.77  3.000
 3WF  CAL  CAT  CAV  104.29  3.000
 3WF  H20  CAL  H19  106.86  3.000
 3WF  H20  CAL  CAM  112.04  3.000
 3WF  H19  CAL  CAM  110.66  3.000
 3WF  H20  CAL  CAT  111.84  3.000
 3WF  H19  CAL  CAT  111.06  3.000
 3WF  CAM  CAL  CAT  104.46  3.000
 3WF  H22  CAM  H21  106.83  3.000
 3WF  H22  CAM  CAU  111.49  3.000
 3WF  H21  CAM  CAU  108.36  3.000
 3WF  H22  CAM  CAL  112.58  3.000
 3WF  H21  CAM  CAL  111.24  3.000
 3WF  CAU  CAM  CAL  106.32  3.000
 3WF  CAE  CAU  OAD  108.76  3.000
 3WF  OAD  CAU  CAM  114.17  3.000
 3WF  CAE  CAU  CAM  109.33  3.000
 3WF  OAD  CAU  CAV  110.61  3.000
 3WF  CAE  CAU  CAV  111.39  3.000
 3WF  CAM  CAU  CAV  102.50  3.000
 3WF  H23  OAD  CAU  108.80  3.000
 3WF  CAA  CAE  CAU  180.00  3.000
 3WF  H24  CAA  CAE  180.00  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
 3WF  CONST_01  CAO  CAH  CAP  CAQ    0.00   0.0  0
 3WF  CONST_02  CAO  CAF  CAG  CAQ    0.00   0.0  0
 3WF  CONST_03  CAH  CAP  CAQ  CAG    0.00   0.0  0
 3WF  CONST_04  CAH  CAO  CAF  CAG    0.00   0.0  0
 3WF  CONST_05  CAP  CAH  CAO  CAF    0.00   0.0  0
 3WF  CONST_06  CAP  CAQ  CAG  CAF    0.00   0.0  0
 3WF  CONST_07  OAC  CAO  CAF  CAG  180.00   0.0  0
 3WF  CONST_08  CAP  CAH  CAO  OAC  180.00   0.0  0
 3WF  CONST_09  H9   CAG  CAQ  CAR    0.00   0.0  0
 3WF  CONST_10  H12  CAH  CAP  CAQ  180.00   0.0  0
 3WF  CONST_11  H10  CAF  CAG  CAQ  180.00   0.0  0
 3WF  Var_01    CAR  CAK  CAN  CAV  -53.63  30.0  1
 3WF  Var_02    CAJ  CAI  CAP  CAQ  -13.59  30.0  1
 3WF  Var_03    CAS  CAJ  CAI  CAP   44.64  30.0  1
 3WF  Var_04    CAU  CAM  CAL  CAT    2.05  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
 3WF  chir_01  CAV  CAT  CAU  CAN  negativ
 3WF  chir_02  CAR  CAK  CAQ  CAS  positiv
 3WF  chir_03  CAS  CAR  CAT  CAJ  positiv
 3WF  chir_04  CAT  CAL  CAS  CAV  negativ
 3WF  chir_05  CAU  CAM  CAV  CAE  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
 3WF  plan-1  CAR  0.020
 3WF  plan-1  CAQ  0.020
 3WF  plan-1  CAG  0.020
 3WF  plan-1  CAF  0.020
 3WF  plan-1  CAO  0.020
 3WF  plan-1  OAC  0.020
 3WF  plan-1  CAH  0.020
 3WF  plan-1  CAP  0.020
 3WF  plan-1  CAI  0.020
 3WF  plan-1  H9   0.020
 3WF  plan-1  H10  0.020
 3WF  plan-1  H12  0.020

