# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 22:09:25 2020
#   Inital geometry file: a 167 line input string
#   Ligand name: (1S,3R,5Z,7E,14beta,17alpha,20S)-20-[5-(2-hydroxypropan-2-yl)furan-2-yl]-9,10-secopregna-5,7,10-triene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]([C@H]1CC[C@H]2C(\CCC[C@]12C)=C\C=C3\C[C@@H](O)C[C@H](O)C3=C)c4oc(cc4)C(C)(C)O
#
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
 FMV  FMV  (1S,3R,5Z,7E,14beta,17alpha,20S)-20-[5-(2-hydroxypropan-2-yl)furan-2-yl]-9,10-secopregna-5,7,10-triene-1,3-diol  ligand  72  32  .  2022-07-25  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_FMV
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
 FMV  C1    C  CH1   0  -0.029  -5.8828   2.2289   0.0127
 FMV  O1    O  OH1   0  -0.664  -5.3133   2.1224  -1.2787
 FMV  C2    C  CH2   0  -0.488  -7.2964   1.6690  -0.0583
 FMV  C3    C  CH1   0   0.071  -7.3081   0.1710  -0.3239
 FMV  O3    O  OH1   0  -0.674  -8.6570  -0.2499  -0.3247
 FMV  C4    C  CH2   0  -0.533  -6.4889  -0.5636   0.7404
 FMV  C5    C  C     0   0.100  -5.0948  -0.0061   0.8460
 FMV  C6    C  C1    0  -0.301  -4.0108  -0.7967   0.7629
 FMV  C7    C  C1    0  -0.359  -2.6270  -0.3621   0.7552
 FMV  C8    C  C     0   0.154  -1.5488  -1.1621   0.7755
 FMV  C9    C  CH2   0  -0.505  -1.5772  -2.6624   0.8809
 FMV  C10   C  C     0   0.066  -5.0553   1.4582   1.0157
 FMV  C11   C  CH2   0  -0.433  -0.7756  -3.3273  -0.2432
 FMV  C12   C  CH2   0  -0.415   0.6346  -2.7539  -0.3836
 FMV  C13   C  CT    0  -0.065   0.6204  -1.2294  -0.5210
 FMV  C14   C  CH1   0  -0.248  -0.1457  -0.6508   0.6966
 FMV  C15   C  CH2   0  -0.452   0.1432   0.8409   0.6417
 FMV  C16   C  CH2   0  -0.434   1.6017   0.9059   0.1485
 FMV  C17   C  CH1   0  -0.179   1.9812  -0.5177  -0.3351
 FMV  C18   C  CH3   0  -0.684  -0.0418  -0.8091  -1.8362
 FMV  C19   C  C2    0  -0.585  -4.3854   2.0809   1.9841
 FMV  C20   C  CH1   0  -0.372   2.9486  -0.4789  -1.5312
 FMV  C21   C  CH3   0  -0.663   3.3902  -1.8616  -2.0194
 FMV  C22   C  CR5   0   0.421   4.1396   0.3568  -1.2052
 FMV  O22   O  O     0  -0.446   4.9664  -0.0869  -0.2268
 FMV  C23   C  CR15  0  -0.389   4.6136   1.5286  -1.6903
 FMV  C24   C  CR15  0  -0.386   5.8060   1.8254  -0.9550
 FMV  C25   C  CR5   0   0.357   5.9705   0.8059  -0.0787
 FMV  C26   C  CT    0   0.107   7.0134   0.5191   0.9657
 FMV  O26   O  OH1   0  -0.662   7.9944   1.5337   0.9046
 FMV  C27   C  CH3   0  -0.655   6.3984   0.5960   2.3616
 FMV  C28   C  CH3   0  -0.674   7.6430  -0.8571   0.7364
 FMV  H1    H  HCH1  0   0.225  -5.9352   3.2794   0.3289
 FMV  HO1   H  HOH1  0   0.449  -4.4024   2.4290  -1.2300
 FMV  H2    H  HCH2  0   0.237  -7.7910   1.8714   0.8967
 FMV  H2A   H  HCH2  0   0.250  -7.8619   2.1989  -0.8302
 FMV  H3    H  HCH1  0   0.206  -6.8500  -0.0227  -1.3028
 FMV  HO3   H  HOH1  0   0.449  -8.6808  -1.1793  -0.5728
 FMV  H4    H  HCH2  0   0.237  -7.0057  -0.4499   1.7017
 FMV  H4A   H  HCH2  0   0.245  -6.4527  -1.6337   0.5180
 FMV  H6    H  H     0   0.233  -4.1945  -1.8601   0.6450
 FMV  H7    H  H     0   0.230  -2.4691   0.7096   0.7099
 FMV  H9    H  HCH2  0   0.232  -1.1211  -2.9385   1.8394
 FMV  H9A   H  HCH2  0   0.244  -2.5914  -3.0600   0.8985
 FMV  H11   H  HCH2  0   0.234  -0.7127  -4.4006  -0.0493
 FMV  H11A  H  HCH2  0   0.222  -1.3202  -3.2225  -1.1858
 FMV  H12   H  HCH2  0   0.214   1.2214  -3.0249   0.5018
 FMV  H12A  H  HCH2  0   0.230   1.1254  -3.2290  -1.2349
 FMV  H14   H  HCH1  0   0.233   0.3803  -1.0456   1.5810
 FMV  H15   H  HCH2  0   0.221  -0.5216   1.3452  -0.0628
 FMV  H15A  H  HCH2  0   0.235   0.0017   1.3239   1.6093
 FMV  H16   H  HCH2  0   0.228   1.7104   1.6342  -0.6584
 FMV  H16A  H  HCH2  0   0.233   2.2771   1.2338   0.9401
 FMV  H17   H  HCH1  0   0.223   2.4949  -1.0341   0.4856
 FMV  H18   H  HCH3  0   0.240  -1.0986  -1.0759  -1.8623
 FMV  H18A  H  HCH3  0   0.234   0.0126   0.2682  -1.9999
 FMV  H18B  H  HCH3  0   0.230   0.4364  -1.2916  -2.6909
 FMV  H19   H  H     0   0.246  -3.8100   1.5383   2.7234
 FMV  H19A  H  H     0   0.244  -4.4074   3.1604   2.0765
 FMV  H20   H  HCH1  0   0.252   2.4486   0.0374  -2.3575
 FMV  H21   H  HCH3  0   0.224   3.7969  -2.4630  -1.2053
 FMV  H21A  H  HCH3  0   0.234   2.5590  -2.4137  -2.4528
 FMV  H21B  H  HCH3  0   0.237   4.1572  -1.7725  -2.7894
 FMV  H23   H  HCR5  0   0.250   4.1634   2.1176  -2.4740
 FMV  H24   H  HCR5  0   0.254   6.4450   2.6859  -1.0687
 FMV  HO26  H  HOH1  0   0.449   8.4707   1.4524   0.0705
 FMV  H27   H  HCH3  0   0.233   5.6022  -0.1386   2.4767
 FMV  H27A  H  HCH3  0   0.237   7.1548   0.3925   3.1218
 FMV  H27B  H  HCH3  0   0.237   5.9775   1.5847   2.5488
 FMV  H28   H  HCH3  0   0.235   8.1082  -0.9171  -0.2501
 FMV  H28A  H  HCH3  0   0.239   8.4112  -1.0455   1.4879
 FMV  H28B  H  HCH3  0   0.234   6.9043  -1.6548   0.8057

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
 FMV  C2   C1    single    1.522  0.020  1.522
 FMV  C10  C1    single    1.512  0.020  1.512
 FMV  C1   O1    single    1.415  0.020  1.415
 FMV  C1   H1    single    0.970  0.020  1.090
 FMV  O1   HO1   single    0.850  0.020  0.980
 FMV  C3   C2    single    1.521  0.020  1.521
 FMV  C2   H2    single    0.970  0.020  1.090
 FMV  C2   H2A   single    0.970  0.020  1.090
 FMV  C4   C3    single    1.531  0.020  1.531
 FMV  C3   O3    single    1.413  0.020  1.413
 FMV  C3   H3    single    0.970  0.020  1.090
 FMV  O3   HO3   single    0.850  0.020  0.980
 FMV  C4   C5    single    1.505  0.020  1.505
 FMV  C4   H4    single    0.970  0.020  1.090
 FMV  C4   H4A   single    0.970  0.020  1.090
 FMV  C6   C5    double    1.344  0.020  1.344
 FMV  C5   C10   single    1.475  0.020  1.475
 FMV  C6   C7    single    1.450  0.020  1.450
 FMV  C6   H6    single    0.930  0.020  1.080
 FMV  C8   C7    double    1.343  0.020  1.343
 FMV  C7   H7    single    0.930  0.020  1.080
 FMV  C9   C8    single    1.504  0.020  1.504
 FMV  C8   C14   single    1.495  0.020  1.495
 FMV  C11  C9    single    1.532  0.020  1.532
 FMV  C9   H9    single    0.970  0.020  1.090
 FMV  C9   H9A   single    0.970  0.020  1.090
 FMV  C10  C19   double    1.332  0.020  1.332
 FMV  C11  C12   single    1.529  0.020  1.529
 FMV  C11  H11   single    0.970  0.020  1.090
 FMV  C11  H11A  single    0.970  0.020  1.090
 FMV  C12  C13   single    1.531  0.020  1.531
 FMV  C12  H12   single    0.970  0.020  1.090
 FMV  C12  H12A  single    0.970  0.020  1.090
 FMV  C18  C13   single    1.531  0.020  1.531
 FMV  C13  C14   single    1.551  0.020  1.551
 FMV  C13  C17   single    1.547  0.020  1.547
 FMV  C14  C15   single    1.520  0.020  1.520
 FMV  C14  H14   single    0.970  0.020  1.090
 FMV  C15  C16   single    1.541  0.020  1.541
 FMV  C15  H15   single    0.970  0.020  1.090
 FMV  C15  H15A  single    0.970  0.020  1.090
 FMV  C17  C16   single    1.551  0.020  1.551
 FMV  C16  H16   single    0.970  0.020  1.090
 FMV  C16  H16A  single    0.970  0.020  1.090
 FMV  C20  C17   single    1.539  0.020  1.539
 FMV  C17  H17   single    0.970  0.020  1.090
 FMV  C18  H18   single    0.970  0.020  1.090
 FMV  C18  H18A  single    0.970  0.020  1.090
 FMV  C18  H18B  single    0.970  0.020  1.090
 FMV  C19  H19   single    0.930  0.020  1.080
 FMV  C19  H19A  single    0.930  0.020  1.080
 FMV  C20  C22   single    1.491  0.020  1.491
 FMV  C20  C21   single    1.531  0.020  1.531
 FMV  C20  H20   single    0.970  0.020  1.090
 FMV  C21  H21   single    0.970  0.020  1.090
 FMV  C21  H21A  single    0.970  0.020  1.090
 FMV  C21  H21B  single    0.970  0.020  1.090
 FMV  O22  C22   aromatic  1.356  0.020  1.356
 FMV  C22  C23   aromatic  1.354  0.020  1.354
 FMV  O22  C25   aromatic  1.352  0.020  1.352
 FMV  C24  C23   aromatic  1.432  0.020  1.432
 FMV  C23  H23   single    0.930  0.020  1.080
 FMV  C25  C24   aromatic  1.354  0.020  1.354
 FMV  C24  H24   single    0.930  0.020  1.080
 FMV  C26  C25   single    1.504  0.020  1.504
 FMV  C27  C26   single    1.527  0.020  1.527
 FMV  C26  C28   single    1.531  0.020  1.531
 FMV  C26  O26   single    1.413  0.020  1.413
 FMV  O26  HO26  single    0.850  0.020  0.980
 FMV  C27  H27   single    0.970  0.020  1.090
 FMV  C27  H27A  single    0.970  0.020  1.090
 FMV  C27  H27B  single    0.970  0.020  1.090
 FMV  C28  H28   single    0.970  0.020  1.090
 FMV  C28  H28A  single    0.970  0.020  1.090
 FMV  C28  H28B  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
 FMV  H1    C1   C10   108.83  3.000
 FMV  H1    C1   C2    108.72  3.000
 FMV  C10   C1   C2    110.60  3.000
 FMV  H1    C1   O1    110.72  3.000
 FMV  C10   C1   O1    110.29  3.000
 FMV  C2    C1   O1    107.66  3.000
 FMV  HO1   O1   C1    108.10  3.000
 FMV  H2A   C2   H2    107.01  3.000
 FMV  H2A   C2   C3    110.48  3.000
 FMV  H2    C2   C3    109.33  3.000
 FMV  H2A   C2   C1    109.56  3.000
 FMV  H2    C2   C1    108.12  3.000
 FMV  C3    C2   C1    112.18  3.000
 FMV  H3    C3   C4    108.17  3.000
 FMV  H3    C3   O3    110.20  3.000
 FMV  C4    C3   O3    111.61  3.000
 FMV  H3    C3   C2    109.03  3.000
 FMV  O3    C3   C2    107.50  3.000
 FMV  C4    C3   C2    110.30  3.000
 FMV  HO3   O3   C3    108.15  3.000
 FMV  H4A   C4   H4    107.16  3.000
 FMV  H4A   C4   C5    110.25  3.000
 FMV  H4    C4   C5    109.66  3.000
 FMV  H4A   C4   C3    110.23  3.000
 FMV  H4    C4   C3    107.90  3.000
 FMV  C5    C4   C3    111.52  3.000
 FMV  C10   C5   C6    124.72  3.000
 FMV  C10   C5   C4    113.62  3.000
 FMV  C6    C5   C4    121.66  3.000
 FMV  H6    C6   C7    117.03  3.000
 FMV  H6    C6   C5    116.51  3.000
 FMV  C7    C6   C5    126.41  3.000
 FMV  H7    C7   C8    118.21  3.000
 FMV  H7    C7   C6    115.80  3.000
 FMV  C8    C7   C6    125.98  3.000
 FMV  C14   C8   C9    111.25  3.000
 FMV  C14   C8   C7    123.29  3.000
 FMV  C9    C8   C7    125.46  3.000
 FMV  H9A   C9   H9    106.33  3.000
 FMV  H9A   C9   C11   109.90  3.000
 FMV  H9    C9   C11   108.32  3.000
 FMV  H9A   C9   C8    112.50  3.000
 FMV  H9    C9   C8    107.73  3.000
 FMV  C11   C9   C8    111.80  3.000
 FMV  C19   C10  C5    124.15  3.000
 FMV  C19   C10  C1    121.29  3.000
 FMV  C5    C10  C1    114.54  3.000
 FMV  H11A  C11  H11   106.00  3.000
 FMV  H11A  C11  C12   110.13  3.000
 FMV  H11   C11  C12   109.37  3.000
 FMV  H11A  C11  C9    109.29  3.000
 FMV  H11   C11  C9    109.04  3.000
 FMV  C12   C11  C9    112.78  3.000
 FMV  H12A  C12  H12   106.35  3.000
 FMV  H12A  C12  C13   111.57  3.000
 FMV  H12   C12  C13   108.89  3.000
 FMV  H12A  C12  C11   108.86  3.000
 FMV  H12   C12  C11   109.08  3.000
 FMV  C13   C12  C11   111.92  3.000
 FMV  C18   C13  C17   110.94  3.000
 FMV  C17   C13  C14    99.71  3.000
 FMV  C18   C13  C14   111.00  3.000
 FMV  C17   C13  C12   116.06  3.000
 FMV  C14   C13  C12   107.80  3.000
 FMV  C18   C13  C12   110.76  3.000
 FMV  H14   C14  C15   106.84  3.000
 FMV  H14   C14  C13   105.11  3.000
 FMV  C15   C14  C13   104.11  3.000
 FMV  H14   C14  C8    106.44  3.000
 FMV  C15   C14  C8    121.04  3.000
 FMV  C13   C14  C8    112.18  3.000
 FMV  H15A  C15  H15   106.79  3.000
 FMV  H15A  C15  C16   112.84  3.000
 FMV  H15   C15  C16   110.50  3.000
 FMV  H15A  C15  C14   112.19  3.000
 FMV  H15   C15  C14   111.14  3.000
 FMV  C16   C15  C14   103.46  3.000
 FMV  H16A  C16  H16   105.90  3.000
 FMV  H16A  C16  C17   110.53  3.000
 FMV  H16   C16  C17   110.94  3.000
 FMV  H16A  C16  C15   111.49  3.000
 FMV  H16   C16  C15   111.02  3.000
 FMV  C17   C16  C15   107.02  3.000
 FMV  H17   C17  C20   107.40  3.000
 FMV  H17   C17  C16   108.26  3.000
 FMV  C20   C17  C16   111.91  3.000
 FMV  H17   C17  C13   106.57  3.000
 FMV  C20   C17  C13   118.11  3.000
 FMV  C16   C17  C13   104.15  3.000
 FMV  H18B  C18  H18A  107.28  3.000
 FMV  H18B  C18  H18   107.32  3.000
 FMV  H18A  C18  H18   106.64  3.000
 FMV  H18B  C18  C13   111.20  3.000
 FMV  H18A  C18  C13   112.23  3.000
 FMV  H18   C18  C13   111.87  3.000
 FMV  H19A  C19  H19   116.86  3.000
 FMV  H19A  C19  C10   121.16  3.000
 FMV  H19   C19  C10   121.97  3.000
 FMV  H20   C20  C22   105.39  3.000
 FMV  H20   C20  C21   108.47  3.000
 FMV  C22   C20  C21   110.21  3.000
 FMV  H20   C20  C17   108.14  3.000
 FMV  C21   C20  C17   113.97  3.000
 FMV  C22   C20  C17   110.26  3.000
 FMV  H21B  C21  H21A  107.31  3.000
 FMV  H21B  C21  H21   108.04  3.000
 FMV  H21A  C21  H21   107.60  3.000
 FMV  H21B  C21  C20   110.74  3.000
 FMV  H21A  C21  C20   111.40  3.000
 FMV  H21   C21  C20   111.56  3.000
 FMV  C23   C22  O22   109.17  3.000
 FMV  C23   C22  C20   133.34  3.000
 FMV  O22   C22  C20   117.49  3.000
 FMV  C25   O22  C22   108.42  3.000
 FMV  H23   C23  C24   127.40  3.000
 FMV  H23   C23  C22   125.93  3.000
 FMV  C24   C23  C22   106.67  3.000
 FMV  H24   C24  C25   126.67  3.000
 FMV  H24   C24  C23   127.22  3.000
 FMV  C25   C24  C23   106.10  3.000
 FMV  C26   C25  C24   132.63  3.000
 FMV  C26   C25  O22   117.73  3.000
 FMV  C24   C25  O22   109.64  3.000
 FMV  C28   C26  C27   110.35  3.000
 FMV  C28   C26  O26   110.71  3.000
 FMV  C27   C26  O26   106.44  3.000
 FMV  O26   C26  C25   108.34  3.000
 FMV  C28   C26  C25   110.66  3.000
 FMV  C27   C26  C25   110.24  3.000
 FMV  HO26  O26  C26   108.66  3.000
 FMV  H27B  C27  H27A  108.47  3.000
 FMV  H27B  C27  H27   108.12  3.000
 FMV  H27A  C27  H27   107.89  3.000
 FMV  H27B  C27  C26   110.97  3.000
 FMV  H27A  C27  C26   110.37  3.000
 FMV  H27   C27  C26   110.91  3.000
 FMV  H28B  C28  H28A  107.88  3.000
 FMV  H28B  C28  H28   107.82  3.000
 FMV  H28A  C28  H28   108.23  3.000
 FMV  H28B  C28  C26   111.71  3.000
 FMV  H28A  C28  C26   109.98  3.000
 FMV  H28   C28  C26   111.09  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
 FMV  CONST_01  C24  C25  O22  C22    0.00   0.0  0
 FMV  CONST_02  C25  C24  C23  C22    0.00   0.0  0
 FMV  CONST_03  C24  C23  C22  O22    0.00   0.0  0
 FMV  CONST_04  C23  C24  C25  O22    0.00   0.0  0
 FMV  CONST_05  C25  O22  C22  C23    0.00   0.0  0
 FMV  CONST_06  C25  O22  C22  C20  180.00   0.0  0
 FMV  CONST_07  C24  C23  C22  C20  180.00   0.0  0
 FMV  CONST_08  C26  C25  O22  C22  180.00   0.0  0
 FMV  CONST_09  C26  C25  C24  C23  180.00   0.0  0
 FMV  CONST_10  H24  C24  C23  C22  180.00   0.0  0
 FMV  CONST_11  H23  C23  C22  O22  180.00   0.0  0
 FMV  Var_01    C4   C5   C10  C1   -50.41  30.0  1
 FMV  Var_02    C10  C5   C4   C3    51.63  30.0  1
 FMV  Var_03    C12  C11  C9   C8    50.74  30.0  1
 FMV  Var_04    C13  C12  C11  C9   -52.93  30.0  1
 FMV  Var_05    C14  C8   C9   C11  -53.41  30.0  1
 FMV  Var_06    C17  C16  C15  C14   11.55  30.0  1
 FMV  Var_07    C7   C6   C5   C4   175.31  30.0  2
 FMV  Var_08    C8   C7   C6   C5   174.53  30.0  2
 FMV  Var_09    C9   C8   C7   C6    -3.32  30.0  2
 FMV  Var_10    C27  C26  C25  O22  -66.83  30.0  2
 FMV  Var_11    H19  C19  C10  C1   178.40  30.0  2
 FMV  Var_12    H27  C27  C26  C25   60.74  30.0  3
 FMV  Var_13    H28  C28  C26  C25   59.10  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
 FMV  chir_01  C1   C2   C10  O1   negativ
 FMV  chir_02  C3   O3   C4   C2   positiv
 FMV  chir_03  C13  C12  C14  C17  negativ
 FMV  chir_04  C14  C15  C13  C8   positiv
 FMV  chir_05  C17  C13  C16  C20  positiv
 FMV  chir_06  C20  C17  C22  C21  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
 FMV  plan-1  C20  0.020
 FMV  plan-1  C22  0.020
 FMV  plan-1  O22  0.020
 FMV  plan-1  C23  0.020
 FMV  plan-1  C24  0.020
 FMV  plan-1  C25  0.020
 FMV  plan-1  C26  0.020
 FMV  plan-1  H23  0.020
 FMV  plan-1  H24  0.020

