# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 03:25:33 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: (8alpha,10alpha,13alpha)-6-methylideneandrosta-1,4-diene-3,17-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CC(=C)C4=CC(=O)C=C[C@]34C)[C@@H]1CCC2=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
 EXM  EXM  (8alpha,10alpha,13alpha)-6-methylideneandrosta-1,4-diene-3,17-dione  ligand  46  22  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EXM
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
 EXM  C     C  C2    0  -0.581  -2.1409   3.0724  -0.7092
 EXM  C1    C  CR16  0  -0.107  -2.3605  -1.7380  -0.1561
 EXM  O1    O  O     0  -0.450  -5.2359  -0.5488   1.5577
 EXM  C2    C  CR16  0  -0.387  -3.5225  -1.7649   0.4985
 EXM  O2    O  O     0  -0.398   4.9087  -1.2039   0.9103
 EXM  C3    C  CR6   0   0.400  -4.1639  -0.5348   0.9679
 EXM  C4    C  CR16  0  -0.448  -3.4474   0.7098   0.6976
 EXM  C5    C  CR6   0   0.200  -2.2799   0.7411   0.0381
 EXM  C6    C  C     0   0.142  -1.5537   2.0051  -0.1716
 EXM  C7    C  CH2   0  -0.488  -0.1183   1.9812   0.2702
 EXM  C8    C  CH1   0  -0.244   0.6216   0.7386  -0.2223
 EXM  C9    C  CH1   0  -0.190  -0.1644  -0.5430   0.1173
 EXM  C10   C  CR6   0  -0.262  -1.6039  -0.4952  -0.4943
 EXM  C11   C  CH2   0  -0.455   0.6049  -1.8222  -0.2469
 EXM  C12   C  CH2   0  -0.406   2.0360  -1.8518   0.2984
 EXM  C13   C  CT    0  -0.208   2.7802  -0.5858  -0.0875
 EXM  C14   C  CH1   0  -0.204   1.9968   0.6324   0.4125
 EXM  C15   C  CH2   0  -0.460   2.9901   1.7899   0.2979
 EXM  C16   C  CH2   0  -0.568   4.3058   1.1471   0.7595
 EXM  C17   C  C     0   0.433   4.1199  -0.3526   0.5773
 EXM  C18   C  CH3   0  -0.667   3.0738  -0.5447  -1.5990
 EXM  C19   C  CH3   0  -0.650  -1.5799  -0.4030  -2.0369
 EXM  H1    H  H     0   0.245  -3.1753   3.0536  -1.0277
 EXM  H2    H  H     0   0.245  -1.5951   3.9959  -0.8591
 EXM  H2A   H  HCR6  0   0.263  -4.0326  -2.7021   0.6869
 EXM  H4    H  HCR6  0   0.257  -3.8831   1.6254   1.0816
 EXM  H17   H  HCH2  0   0.259   0.3883   2.8873  -0.0674
 EXM  H27   H  HCH2  0   0.243  -0.0900   1.9904   1.3674
 EXM  H8    H  HCH1  0   0.241   0.7378   0.8199  -1.3080
 EXM  H9    H  HCH1  0   0.240  -0.3002  -0.5507   1.2082
 EXM  H111  H  HCH2  0   0.250   0.0799  -2.6910   0.1534
 EXM  H211  H  HCH2  0   0.230   0.6203  -1.9570  -1.3312
 EXM  H112  H  HCH2  0   0.232   2.0050  -1.9337   1.3896
 EXM  H212  H  HCH2  0   0.239   2.5458  -2.7449  -0.0704
 EXM  H14   H  HCH1  0   0.234   1.8311   0.4706   1.4896
 EXM  H115  H  HCH2  0   0.235   3.0628   2.1509  -0.7304
 EXM  H215  H  HCH2  0   0.253   2.7102   2.6425   0.9164
 EXM  H116  H  HCH2  0   0.281   5.1887   1.4959   0.2202
 EXM  H216  H  HCH2  0   0.280   4.4928   1.3394   1.8194
 EXM  H118  H  HCH3  0   0.246   2.1633  -0.5864  -2.1953
 EXM  H218  H  HCH3  0   0.247   3.6094   0.3566  -1.8999
 EXM  H318  H  HCH3  0   0.247   3.6884  -1.4004  -1.8821
 EXM  H119  H  HCH3  0   0.251  -2.5984  -0.3933  -2.4252
 EXM  H219  H  HCH3  0   0.250  -1.0877   0.5040  -2.3834
 EXM  H319  H  HCH3  0   0.249  -1.0631  -1.2573  -2.4726
 EXM  H1A   H  HCR6  0   0.283  -1.9452  -2.6708  -0.5202

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
 EXM  C18  C13   single  1.540  0.020  1.540
 EXM  O2   C17   double  1.207  0.020  1.207
 EXM  C12  C11   single  1.532  0.020  1.532
 EXM  C12  C13   single  1.518  0.020  1.518
 EXM  C11  C9    single  1.537  0.020  1.537
 EXM  C13  C17   single  1.514  0.020  1.514
 EXM  C13  C14   single  1.532  0.020  1.532
 EXM  C17  C16   single  1.522  0.020  1.522
 EXM  C19  C10   single  1.546  0.020  1.546
 EXM  C1   C10   single  1.494  0.020  1.494
 EXM  C1   C2    double  1.334  0.020  1.334
 EXM  C9   C10   single  1.565  0.020  1.565
 EXM  C9   C8    single  1.541  0.020  1.541
 EXM  C16  C15   single  1.535  0.020  1.535
 EXM  C10  C5    single  1.506  0.020  1.506
 EXM  C14  C8    single  1.518  0.020  1.518
 EXM  C14  C15   single  1.530  0.020  1.530
 EXM  C2   C3    single  1.465  0.020  1.465
 EXM  C8   C7    single  1.528  0.020  1.528
 EXM  C5   C6    single  1.473  0.020  1.473
 EXM  C5   C4    double  1.341  0.020  1.341
 EXM  C3   O1    double  1.224  0.020  1.224
 EXM  C3   C4    single  1.461  0.020  1.461
 EXM  C7   C6    single  1.502  0.020  1.502
 EXM  C6   C     double  1.332  0.020  1.332
 EXM  C    H1    single  0.930  0.020  1.080
 EXM  C    H2    single  0.930  0.020  1.080
 EXM  C1   H1A   single  0.930  0.020  1.080
 EXM  C2   H2A   single  0.930  0.020  1.080
 EXM  C4   H4    single  0.930  0.020  1.080
 EXM  C7   H17   single  0.970  0.020  1.090
 EXM  C7   H27   single  0.970  0.020  1.090
 EXM  C8   H8    single  0.970  0.020  1.090
 EXM  C9   H9    single  0.970  0.020  1.090
 EXM  C11  H111  single  0.970  0.020  1.090
 EXM  C11  H211  single  0.970  0.020  1.090
 EXM  C12  H112  single  0.970  0.020  1.090
 EXM  C12  H212  single  0.970  0.020  1.090
 EXM  C14  H14   single  0.970  0.020  1.090
 EXM  C15  H115  single  0.970  0.020  1.090
 EXM  C15  H215  single  0.970  0.020  1.090
 EXM  C16  H116  single  0.970  0.020  1.090
 EXM  C16  H216  single  0.970  0.020  1.090
 EXM  C18  H118  single  0.970  0.020  1.090
 EXM  C18  H218  single  0.970  0.020  1.090
 EXM  C18  H318  single  0.970  0.020  1.090
 EXM  C19  H119  single  0.970  0.020  1.090
 EXM  C19  H219  single  0.970  0.020  1.090
 EXM  C19  H319  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
 EXM  H2    C    H1    117.11  3.000
 EXM  H2    C    C6    121.13  3.000
 EXM  H1    C    C6    121.75  3.000
 EXM  H1A   C1   C10   116.48  3.000
 EXM  H1A   C1   C2    118.77  3.000
 EXM  C10   C1   C2    124.68  3.000
 EXM  H2A   C2   C3    117.68  3.000
 EXM  H2A   C2   C1    120.85  3.000
 EXM  C3    C2   C1    121.46  3.000
 EXM  C4    C3   C2    116.19  3.000
 EXM  C4    C3   O1    121.90  3.000
 EXM  C2    C3   O1    121.91  3.000
 EXM  H4    C4   C5    120.28  3.000
 EXM  H4    C4   C3    117.17  3.000
 EXM  C5    C4   C3    122.52  3.000
 EXM  C10   C5   C6    115.65  3.000
 EXM  C6    C5   C4    121.28  3.000
 EXM  C10   C5   C4    123.04  3.000
 EXM  C7    C6   C5    114.56  3.000
 EXM  C7    C6   C     123.57  3.000
 EXM  C5    C6   C     121.87  3.000
 EXM  H27   C7   H17   106.87  3.000
 EXM  H27   C7   C8    108.46  3.000
 EXM  H17   C7   C8    110.53  3.000
 EXM  H27   C7   C6    108.57  3.000
 EXM  H17   C7   C6    109.84  3.000
 EXM  C8    C7   C6    112.39  3.000
 EXM  H8    C8   C14   108.88  3.000
 EXM  H8    C8   C9    109.54  3.000
 EXM  C14   C8   C9    108.15  3.000
 EXM  H8    C8   C7    108.10  3.000
 EXM  C14   C8   C7    111.15  3.000
 EXM  C9    C8   C7    111.00  3.000
 EXM  H9    C9   C11   106.93  3.000
 EXM  H9    C9   C10   105.93  3.000
 EXM  C11   C9   C10   113.17  3.000
 EXM  H9    C9   C8    106.71  3.000
 EXM  C10   C9   C8    110.95  3.000
 EXM  C11   C9   C8    112.63  3.000
 EXM  C19   C10  C9    112.19  3.000
 EXM  C9    C10  C5    107.44  3.000
 EXM  C19   C10  C5    108.11  3.000
 EXM  C5    C10  C1    112.06  3.000
 EXM  C9    C10  C1    110.61  3.000
 EXM  C19   C10  C1    106.47  3.000
 EXM  H211  C11  H111  105.82  3.000
 EXM  H211  C11  C12   109.73  3.000
 EXM  H111  C11  C12   107.67  3.000
 EXM  H211  C11  C9    110.18  3.000
 EXM  H111  C11  C9    109.58  3.000
 EXM  C12   C11  C9    113.55  3.000
 EXM  H212  C12  H112  106.77  3.000
 EXM  H212  C12  C13   111.54  3.000
 EXM  H112  C12  C13   109.24  3.000
 EXM  H212  C12  C11   109.37  3.000
 EXM  H112  C12  C11   109.26  3.000
 EXM  C13   C12  C11   110.57  3.000
 EXM  C18   C13  C17   104.96  3.000
 EXM  C17   C13  C14   100.77  3.000
 EXM  C18   C13  C14   113.36  3.000
 EXM  C14   C13  C12   109.23  3.000
 EXM  C17   C13  C12   116.78  3.000
 EXM  C18   C13  C12   111.41  3.000
 EXM  H14   C14  C15   106.38  3.000
 EXM  H14   C14  C13   106.21  3.000
 EXM  C15   C14  C13   104.19  3.000
 EXM  H14   C14  C8    106.43  3.000
 EXM  C15   C14  C8    120.26  3.000
 EXM  C13   C14  C8    112.48  3.000
 EXM  H215  C15  H115  107.03  3.000
 EXM  H215  C15  C16   112.15  3.000
 EXM  H115  C15  C16   111.37  3.000
 EXM  H215  C15  C14   112.50  3.000
 EXM  H115  C15  C14   111.33  3.000
 EXM  C16   C15  C14   102.55  3.000
 EXM  H216  C16  H116  106.52  3.000
 EXM  H216  C16  C17   108.07  3.000
 EXM  H116  C16  C17   110.75  3.000
 EXM  H216  C16  C15   111.37  3.000
 EXM  H116  C16  C15   114.25  3.000
 EXM  C17   C16  C15   105.77  3.000
 EXM  C16   C17  C13   108.20  3.000
 EXM  C16   C17  O2    125.59  3.000
 EXM  C13   C17  O2    126.21  3.000
 EXM  H318  C18  H218  107.45  3.000
 EXM  H318  C18  H118  107.38  3.000
 EXM  H218  C18  H118  106.92  3.000
 EXM  H318  C18  C13   109.95  3.000
 EXM  H218  C18  C13   112.73  3.000
 EXM  H118  C18  C13   112.14  3.000
 EXM  H319  C19  H219  108.16  3.000
 EXM  H319  C19  H119  107.92  3.000
 EXM  H219  C19  H119  107.56  3.000
 EXM  H319  C19  C10   111.09  3.000
 EXM  H219  C19  C10   111.99  3.000
 EXM  H119  C19  C10   109.97  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
 EXM  Var_01  C4   C3   C2   C1    -1.01  30.0  1
 EXM  Var_02  C5   C4   C3   C2     1.12  30.0  1
 EXM  Var_03  C10  C1   C2   C3    -0.75  30.0  1
 EXM  Var_04  C10  C5   C4   C3     0.51  30.0  1
 EXM  Var_05  C7   C6   C5   C4   127.30  30.0  1
 EXM  Var_06  C8   C7   C6   C5    47.16  30.0  1
 EXM  Var_07  C13  C12  C11  C9   -51.96  30.0  1
 EXM  Var_08  C15  C16  C17  C13    4.80  30.0  1
 EXM  Var_09  C17  C16  C15  C14   21.34  30.0  1
 EXM  Var_10  H1   C    C6   C5    -0.80  30.0  2

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
 EXM  chir_01  C8   C9   C14  C7   positiv
 EXM  chir_02  C9   C8   C10  C11  negativ
 EXM  chir_03  C10  C9   C1   C5   negativ
 EXM  chir_04  C13  C12  C17  C14  positiv
 EXM  chir_05  C14  C13  C8   C15  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
 EXM  plan-1  O1   0.020
 EXM  plan-1  C2   0.020
 EXM  plan-1  C3   0.020
 EXM  plan-1  C4   0.020
 EXM  plan-2  O2   0.020
 EXM  plan-2  C13  0.020
 EXM  plan-2  C16  0.020
 EXM  plan-2  C17  0.020

