# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 12:49:39 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: (11alpha,14beta,16alpha,17alpha)-9-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CO
#
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
 DEX  DEX  (11alpha,14beta,16alpha,17alpha)-9-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione  ligand  57  28  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DEX
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
 DEX  C1    C  C1    0  -0.119  -1.7281   0.1591  -3.3396
 DEX  C2    C  C1    0  -0.381  -1.6327   0.9026  -4.4408
 DEX  C3    C  C     0   0.398  -0.3520   1.0871  -5.1300
 DEX  C4    C  C1    0  -0.473   0.7952   0.3851  -4.5622
 DEX  C5    C  C     0   0.262   0.7122  -0.3672  -3.4580
 DEX  C6    C  CH2   0  -0.509   1.9056  -1.0520  -2.8770
 DEX  C7    C  CH2   0  -0.420   2.1145  -0.6376  -1.4221
 DEX  C8    C  CH1   0  -0.305   0.8438  -0.7422  -0.5788
 DEX  C9    C  CT    0   0.427  -0.3352  -0.0336  -1.2658
 DEX  C10   C  CT    0  -0.284  -0.5847  -0.5760  -2.7139
 DEX  C11   C  CH1   0   0.018  -1.5954   0.0957  -0.3859
 DEX  C12   C  CH2   0  -0.471  -1.2821   0.5901   1.0334
 DEX  C13   C  CT    0  -0.073  -0.1579  -0.1888   1.7105
 DEX  C14   C  CH1   0  -0.192   1.0721  -0.1247   0.7947
 DEX  C15   C  CH2   0  -0.438   2.2071  -0.6636   1.6590
 DEX  C16   C  CH1   0  -0.231   1.8363  -0.2349   3.1011
 DEX  C17   C  CT    0   0.135   0.4494   0.4619   2.9967
 DEX  C18   C  CH3   0  -0.691  -0.5806  -1.6314   2.0259
 DEX  C19   C  CH3   0  -0.656  -0.9338  -2.0816  -2.7968
 DEX  C20   C  C     0   0.352  -0.4201   0.2429   4.2361
 DEX  C21   C  CH2   0  -0.241  -1.4730   1.2936   4.5155
 DEX  C22   C  CH3   0  -0.716   2.9036   0.6121   3.7805
 DEX  F1    F  F     0  -0.383   0.0593   1.3015  -1.4680
 DEX  O1    O  O     0  -0.452  -0.2547   1.7854  -6.1302
 DEX  O2    O  OH1   0  -0.666  -2.2724  -1.1359  -0.3960
 DEX  O3    O  OH1   0  -0.671   0.5530   1.8478   2.7581
 DEX  O4    O  O     0  -0.385  -0.2950  -0.7135   4.9617
 DEX  O5    O  OH1   0  -0.659  -2.3147   0.8320   5.5309
 DEX  H1    H  H     0   0.287  -2.6996   0.0197  -2.8785
 DEX  H2    H  H     0   0.264  -2.5054   1.3861  -4.8634
 DEX  H4    H  H     0   0.252   1.7454   0.4997  -5.0733
 DEX  H61   H  HCH2  0   0.262   2.7948  -0.8210  -3.4648
 DEX  H62   H  HCH2  0   0.258   1.7663  -2.1362  -2.9321
 DEX  H71   H  HCH2  0   0.234   2.4883   0.3890  -1.3904
 DEX  H72   H  HCH2  0   0.253   2.8926  -1.2615  -0.9790
 DEX  H8    H  HCH1  0   0.250   0.5854  -1.7994  -0.4638
 DEX  H11   H  HCH1  0   0.230  -2.2208   0.8703  -0.8517
 DEX  H211  H  HCH2  0   0.262  -2.2149   0.5496   1.6079
 DEX  H221  H  HCH2  0   0.245  -1.0126   1.6453   0.9702
 DEX  H14   H  HCH1  0   0.243   1.2873   0.9347   0.6241
 DEX  H511  H  HCH2  0   0.240   3.1745  -0.2575   1.3584
 DEX  H521  H  HCH2  0   0.232   2.2853  -1.7515   1.5856
 DEX  H16   H  HCH1  0   0.253   1.7094  -1.1295   3.7110
 DEX  H811  H  HCH3  0   0.252  -0.6688  -2.2313   1.1256
 DEX  H821  H  HCH3  0   0.241   0.1226  -2.1409   2.6822
 DEX  H831  H  HCH3  0   0.230  -1.5548  -1.6511   2.5176
 DEX  H911  H  HCH3  0   0.244  -0.8334  -2.4083  -3.8322
 DEX  H921  H  HCH3  0   0.248  -0.2765  -2.6994  -2.1890
 DEX  H931  H  HCH3  0   0.263  -1.9541  -2.2702  -2.4808
 DEX  H112  H  HCH2  0   0.238  -2.0114   1.5136   3.5831
 DEX  H122  H  HCH2  0   0.238  -0.9586   2.2251   4.7894
 DEX  H212  H  HCH3  0   0.253   3.8155   0.0277   3.9027
 DEX  H222  H  HCH3  0   0.225   3.1766   1.4942   3.1973
 DEX  H232  H  HCH3  0   0.236   2.5983   0.9380   4.7779
 DEX  HO2   H  HOH1  0   0.471  -3.0145  -1.0704   0.2143
 DEX  H3    H  HOH1  0   0.459   1.1820   2.2355   3.3757
 DEX  H5    H  HOH1  0   0.461  -2.9490   1.5288   5.7218

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
 DEX  C1   C2    double  1.332  0.020  1.332
 DEX  C1   C10   single  1.496  0.020  1.496
 DEX  C1   H1    single  0.930  0.020  1.080
 DEX  C2   C3    single  1.466  0.020  1.466
 DEX  C2   H2    single  0.930  0.020  1.080
 DEX  C3   C4    single  1.460  0.020  1.460
 DEX  C3   O1    double  1.224  0.020  1.224
 DEX  C4   C5    double  1.339  0.020  1.339
 DEX  C4   H4    single  0.930  0.020  1.080
 DEX  C5   C6    single  1.494  0.020  1.494
 DEX  C5   C10   single  1.510  0.020  1.510
 DEX  C6   C7    single  1.527  0.020  1.527
 DEX  C6   H61   single  0.970  0.020  1.090
 DEX  C6   H62   single  0.970  0.020  1.090
 DEX  C7   C8    single  1.529  0.020  1.529
 DEX  C7   H71   single  0.970  0.020  1.090
 DEX  C7   H72   single  0.970  0.020  1.090
 DEX  C8   C9    single  1.538  0.020  1.538
 DEX  C8   C14   single  1.523  0.020  1.523
 DEX  C8   H8    single  0.970  0.020  1.090
 DEX  C9   C10   single  1.566  0.020  1.566
 DEX  C9   C11   single  1.542  0.020  1.542
 DEX  C9   F1    single  1.407  0.020  1.407
 DEX  C10  C19   single  1.548  0.020  1.548
 DEX  C11  C12   single  1.535  0.020  1.535
 DEX  C11  O2    single  1.405  0.020  1.405
 DEX  C11  H11   single  0.970  0.020  1.090
 DEX  C12  C13   single  1.526  0.020  1.526
 DEX  C12  H211  single  0.970  0.020  1.090
 DEX  C12  H221  single  0.970  0.020  1.090
 DEX  C13  C14   single  1.535  0.020  1.535
 DEX  C13  C17   single  1.564  0.020  1.564
 DEX  C13  C18   single  1.536  0.020  1.536
 DEX  C14  C15   single  1.525  0.020  1.525
 DEX  C14  H14   single  0.970  0.020  1.090
 DEX  C15  C16   single  1.549  0.020  1.549
 DEX  C15  H511  single  0.970  0.020  1.090
 DEX  C15  H521  single  0.970  0.020  1.090
 DEX  C16  C17   single  1.556  0.020  1.556
 DEX  C16  C22   single  1.523  0.020  1.523
 DEX  C16  H16   single  0.970  0.020  1.090
 DEX  C17  C20   single  1.530  0.020  1.530
 DEX  C17  O3    single  1.410  0.020  1.410
 DEX  C18  H811  single  0.970  0.020  1.090
 DEX  C18  H821  single  0.970  0.020  1.090
 DEX  C18  H831  single  0.970  0.020  1.090
 DEX  C19  H911  single  0.970  0.020  1.090
 DEX  C19  H921  single  0.970  0.020  1.090
 DEX  C19  H931  single  0.970  0.020  1.090
 DEX  C20  C21   single  1.513  0.020  1.513
 DEX  C20  O4    double  1.207  0.020  1.207
 DEX  C21  O5    single  1.397  0.020  1.397
 DEX  C21  H112  single  0.970  0.020  1.090
 DEX  C21  H122  single  0.970  0.020  1.090
 DEX  C22  H212  single  0.970  0.020  1.090
 DEX  C22  H222  single  0.970  0.020  1.090
 DEX  C22  H232  single  0.970  0.020  1.090
 DEX  O2   HO2   single  0.850  0.020  0.980
 DEX  O3   H3    single  0.850  0.020  0.980
 DEX  O5   H5    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
 DEX  H1    C1   C10   116.34  3.000
 DEX  H1    C1   C2    119.18  3.000
 DEX  C10   C1   C2    124.40  3.000
 DEX  H2    C2   C3    117.66  3.000
 DEX  H2    C2   C1    120.91  3.000
 DEX  C3    C2   C1    121.43  3.000
 DEX  O1    C3   C4    121.99  3.000
 DEX  O1    C3   C2    121.70  3.000
 DEX  C4    C3   C2    116.30  3.000
 DEX  H4    C4   C5    120.14  3.000
 DEX  H4    C4   C3    117.01  3.000
 DEX  C5    C4   C3    122.84  3.000
 DEX  C10   C5   C6    115.55  3.000
 DEX  C10   C5   C4    122.51  3.000
 DEX  C6    C5   C4    121.94  3.000
 DEX  H62   C6   H61   106.64  3.000
 DEX  H62   C6   C7    109.53  3.000
 DEX  H61   C6   C7    110.15  3.000
 DEX  H62   C6   C5    109.44  3.000
 DEX  H61   C6   C5    110.16  3.000
 DEX  C7    C6   C5    110.82  3.000
 DEX  H72   C7   H71   106.34  3.000
 DEX  H72   C7   C8    109.24  3.000
 DEX  H71   C7   C8    109.42  3.000
 DEX  H72   C7   C6    109.22  3.000
 DEX  H71   C7   C6    109.23  3.000
 DEX  C8    C7   C6    113.16  3.000
 DEX  H8    C8   C14   109.41  3.000
 DEX  H8    C8   C9    108.12  3.000
 DEX  C14   C8   C9    109.33  3.000
 DEX  H8    C8   C7    108.68  3.000
 DEX  C14   C8   C7    110.19  3.000
 DEX  C9    C8   C7    111.06  3.000
 DEX  F1    C9   C11   103.38  3.000
 DEX  F1    C9   C10   103.91  3.000
 DEX  C11   C9   C10   115.24  3.000
 DEX  F1    C9   C8    106.65  3.000
 DEX  C11   C9   C8    114.22  3.000
 DEX  C10   C9   C8    112.07  3.000
 DEX  C19   C10  C9    114.98  3.000
 DEX  C19   C10  C5    107.57  3.000
 DEX  C9    C10  C5    105.72  3.000
 DEX  C19   C10  C1    106.45  3.000
 DEX  C9    C10  C1    109.76  3.000
 DEX  C5    C10  C1    112.48  3.000
 DEX  H11   C11  O2    109.90  3.000
 DEX  H11   C11  C12   106.32  3.000
 DEX  O2    C11  C12   112.77  3.000
 DEX  H11   C11  C9    106.40  3.000
 DEX  O2    C11  C9    108.42  3.000
 DEX  C12   C11  C9    112.81  3.000
 DEX  H221  C12  H211  106.04  3.000
 DEX  H221  C12  C13   109.72  3.000
 DEX  H211  C12  C13   112.05  3.000
 DEX  H221  C12  C11   107.96  3.000
 DEX  H211  C12  C11   107.39  3.000
 DEX  C13   C12  C11   113.34  3.000
 DEX  C18   C13  C17   109.19  3.000
 DEX  C18   C13  C14   112.48  3.000
 DEX  C17   C13  C14    99.33  3.000
 DEX  C18   C13  C12   111.58  3.000
 DEX  C17   C13  C12   116.01  3.000
 DEX  C14   C13  C12   107.72  3.000
 DEX  H14   C14  C15   106.50  3.000
 DEX  H14   C14  C13   106.92  3.000
 DEX  C15   C14  C13   104.10  3.000
 DEX  H14   C14  C8    106.34  3.000
 DEX  C15   C14  C8    118.64  3.000
 DEX  C13   C14  C8    113.64  3.000
 DEX  H521  C15  H511  106.76  3.000
 DEX  H521  C15  C16   110.79  3.000
 DEX  H511  C15  C16   111.44  3.000
 DEX  H521  C15  C14   111.52  3.000
 DEX  H511  C15  C14   111.85  3.000
 DEX  C16   C15  C14   104.57  3.000
 DEX  H16   C16  C22   106.77  3.000
 DEX  H16   C16  C17   107.54  3.000
 DEX  C22   C16  C17   113.93  3.000
 DEX  H16   C16  C15   108.75  3.000
 DEX  C22   C16  C15   113.67  3.000
 DEX  C17   C16  C15   105.95  3.000
 DEX  O3    C17  C20   108.64  3.000
 DEX  O3    C17  C16   112.72  3.000
 DEX  C20   C17  C16   112.85  3.000
 DEX  O3    C17  C13   107.35  3.000
 DEX  C20   C17  C13   112.71  3.000
 DEX  C16   C17  C13   102.41  3.000
 DEX  H831  C18  H821  107.26  3.000
 DEX  H831  C18  H811  106.93  3.000
 DEX  H821  C18  H811  107.09  3.000
 DEX  H831  C18  C13   110.80  3.000
 DEX  H821  C18  C13   112.68  3.000
 DEX  H811  C18  C13   111.78  3.000
 DEX  H931  C19  H921  107.87  3.000
 DEX  H931  C19  H911  108.14  3.000
 DEX  H921  C19  H911  107.75  3.000
 DEX  H931  C19  C10   111.45  3.000
 DEX  H921  C19  C10   112.72  3.000
 DEX  H911  C19  C10   108.75  3.000
 DEX  O4    C20  C21   120.75  3.000
 DEX  O4    C20  C17   122.79  3.000
 DEX  C21   C20  C17   116.46  3.000
 DEX  H122  C21  H112  105.73  3.000
 DEX  H122  C21  O5    112.38  3.000
 DEX  H112  C21  O5    112.80  3.000
 DEX  H122  C21  C20   107.99  3.000
 DEX  H112  C21  C20   108.86  3.000
 DEX  O5    C21  C20   108.90  3.000
 DEX  H232  C22  H222  108.44  3.000
 DEX  H232  C22  H212  106.93  3.000
 DEX  H222  C22  H212  106.49  3.000
 DEX  H232  C22  C16   112.17  3.000
 DEX  H222  C22  C16   112.73  3.000
 DEX  H212  C22  C16   109.77  3.000
 DEX  HO2   O2   C11   107.88  3.000
 DEX  H3    O3   C17   109.58  3.000
 DEX  H5    O5   C21   107.60  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
 DEX  Var_01  C4   C3   C2   C1      1.54  30.0  1
 DEX  Var_02  C5   C4   C3   C2     -1.41  30.0  1
 DEX  Var_03  C10  C1   C2   C3     -1.39  30.0  1
 DEX  Var_04  C6   C5   C4   C3   -178.60  30.0  1
 DEX  Var_05  C7   C6   C5   C4    123.41  30.0  1
 DEX  Var_06  C8   C7   C6   C5     49.51  30.0  1
 DEX  Var_07  O5   C21  C20  C17   170.00  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
 DEX  chir_01  C8   C7   C9   C14  positiv
 DEX  chir_02  C9   C11  C10  C8   positiv
 DEX  chir_03  C10  C9   C5   C1   positiv
 DEX  chir_04  C11  O2   C9   C12  positiv
 DEX  chir_05  C13  C14  C17  C12  negativ
 DEX  chir_06  C14  C8   C13  C15  negativ
 DEX  chir_07  C16  C15  C17  C22  positiv
 DEX  chir_08  C17  C20  C16  C13  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
 DEX  plan-1  C2   0.020
 DEX  plan-1  C3   0.020
 DEX  plan-1  C4   0.020
 DEX  plan-1  O1   0.020
 DEX  plan-2  C17  0.020
 DEX  plan-2  C20  0.020
 DEX  plan-2  C21  0.020
 DEX  plan-2  O4   0.020

