# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 12:27:50 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: androst-4-ene-3,17-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[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
 ASD  ASD  'androst-4-ene-3,17-dione '  ligand  47  21  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_ASD
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
 ASD  C1    C  CH2   0  -0.457  -2.6494   1.5148   0.3779
 ASD  C10   C  CT    0  -0.139  -1.7307   0.3384   0.7350
 ASD  C11   C  CH2   0  -0.450   0.4325   1.7037   0.3737
 ASD  C12   C  CH2   0  -0.405   1.8100   1.7750  -0.2947
 ASD  C13   C  CT    0  -0.206   2.6166   0.5279   0.0228
 ASD  C14   C  CH1   0  -0.197   1.8263  -0.7175  -0.3963
 ASD  C15   C  CH2   0  -0.461   2.8595  -1.8444  -0.3538
 ASD  C16   C  CH2   0  -0.567   4.1107  -1.1719  -0.9373
 ASD  C17   C  C     0   0.431   3.9000   0.3245  -0.7525
 ASD  C18   C  CH3   0  -0.667   3.0442   0.5066   1.5031
 ASD  C19   C  CH3   0  -0.682  -1.6119   0.3249   2.2676
 ASD  C2    C  CH2   0  -0.571  -3.1961   1.4626  -1.0386
 ASD  C3    C  C     0   0.400  -3.9454   0.1777  -1.2636
 ASD  C4    C  C1    0  -0.446  -3.3862  -1.0012  -0.6047
 ASD  C5    C  C     0   0.236  -2.3474  -0.9533   0.2472
 ASD  C6    C  CH2   0  -0.508  -1.6188  -2.1993   0.6271
 ASD  C7    C  CH2   0  -0.422  -0.2298  -2.1296  -0.0206
 ASD  C8    C  CH1   0  -0.231   0.5107  -0.8485   0.3507
 ASD  C9    C  CH1   0  -0.188  -0.3314   0.4131   0.0507
 ASD  O1    O  O     0  -0.441  -4.9116   0.1008  -2.0034
 ASD  O2    O  O     0  -0.400   4.6370   1.1925  -1.1546
 ASD  H11   H  HCH2  0   0.244  -3.4967   1.4984   1.0717
 ASD  H12   H  HCH2  0   0.252  -2.1435   2.4641   0.5554
 ASD  H111  H  HCH2  0   0.228   0.5413   1.8126   1.4561
 ASD  H112  H  HCH2  0   0.243  -0.1466   2.5668   0.0405
 ASD  H121  H  HCH2  0   0.229   1.6819   1.8605  -1.3786
 ASD  H122  H  HCH2  0   0.234   2.3290   2.6789   0.0330
 ASD  H14   H  HCH1  0   0.230   1.5697  -0.5767  -1.4586
 ASD  H151  H  HCH2  0   0.233   3.0351  -2.1879   0.6683
 ASD  H152  H  HCH2  0   0.251   2.5523  -2.7140  -0.9346
 ASD  H161  H  HCH2  0   0.279   5.0476  -1.4879  -0.4742
 ASD  H162  H  HCH2  0   0.278   4.2102  -1.3721  -2.0076
 ASD  H181  H  HCH3  0   0.246   2.1856   0.5140   2.1722
 ASD  H182  H  HCH3  0   0.245   3.6414  -0.3691   1.7601
 ASD  H183  H  HCH3  0   0.245   3.6447   1.3890   1.7287
 ASD  H191  H  HCH3  0   0.242  -2.5599   0.0303   2.7211
 ASD  H192  H  HCH3  0   0.241  -0.8430  -0.3467   2.6440
 ASD  H193  H  HCH3  0   0.244  -1.3770   1.3248   2.6357
 ASD  H21   H  HCH2  0   0.265  -3.8473   2.3136  -1.2437
 ASD  H22   H  HCH2  0   0.264  -2.3831   1.5003  -1.7732
 ASD  H4    H  H     0   0.248  -3.7895  -1.9635  -0.9051
 ASD  H61   H  HCH2  0   0.254  -1.5163  -2.2887   1.7117
 ASD  H62   H  HCH2  0   0.255  -2.1529  -3.0838   0.2770
 ASD  H71   H  HCH2  0   0.248   0.3536  -3.0009   0.2856
 ASD  H72   H  HCH2  0   0.223  -0.3429  -2.1904  -1.1086
 ASD  H8    H  HCH1  0   0.224   0.7212  -0.8929   1.4253
 ASD  H9    H  HCH1  0   0.225  -0.5089   0.4095  -1.0347

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
 ASD  C1   C10   single  1.535  0.020  1.535
 ASD  C1   C2    single  1.519  0.020  1.519
 ASD  C1   H11   single  0.970  0.020  1.090
 ASD  C1   H12   single  0.970  0.020  1.090
 ASD  C10  C19   single  1.537  0.020  1.537
 ASD  C10  C5    single  1.512  0.020  1.512
 ASD  C10  C9    single  1.559  0.020  1.559
 ASD  C11  C12   single  1.533  0.020  1.533
 ASD  C11  C9    single  1.534  0.020  1.534
 ASD  C11  H111  single  0.970  0.020  1.090
 ASD  C11  H112  single  0.970  0.020  1.090
 ASD  C12  C13   single  1.519  0.020  1.519
 ASD  C12  H121  single  0.970  0.020  1.090
 ASD  C12  H122  single  0.970  0.020  1.090
 ASD  C13  C14   single  1.533  0.020  1.533
 ASD  C13  C17   single  1.513  0.020  1.513
 ASD  C13  C18   single  1.541  0.020  1.541
 ASD  C14  C15   single  1.529  0.020  1.529
 ASD  C14  C8    single  1.518  0.020  1.518
 ASD  C14  H14   single  0.970  0.020  1.090
 ASD  C15  C16   single  1.536  0.020  1.536
 ASD  C15  H151  single  0.970  0.020  1.090
 ASD  C15  H152  single  0.970  0.020  1.090
 ASD  C16  C17   single  1.522  0.020  1.522
 ASD  C16  H161  single  0.970  0.020  1.090
 ASD  C16  H162  single  0.970  0.020  1.090
 ASD  C17  O2    double  1.208  0.020  1.208
 ASD  C18  H181  single  0.970  0.020  1.090
 ASD  C18  H182  single  0.970  0.020  1.090
 ASD  C18  H183  single  0.970  0.020  1.090
 ASD  C19  H191  single  0.970  0.020  1.090
 ASD  C19  H192  single  0.970  0.020  1.090
 ASD  C19  H193  single  0.970  0.020  1.090
 ASD  C2   C3    single  1.504  0.020  1.504
 ASD  C2   H21   single  0.970  0.020  1.090
 ASD  C2   H22   single  0.970  0.020  1.090
 ASD  C3   C4    single  1.462  0.020  1.462
 ASD  C3   O1    double  1.219  0.020  1.219
 ASD  C4   C5    double  1.344  0.020  1.344
 ASD  C4   H4    single  0.930  0.020  1.080
 ASD  C5   C6    single  1.493  0.020  1.493
 ASD  C6   C7    single  1.534  0.020  1.534
 ASD  C6   H61   single  0.970  0.020  1.090
 ASD  C6   H62   single  0.970  0.020  1.090
 ASD  C7   C8    single  1.526  0.020  1.526
 ASD  C7   H71   single  0.970  0.020  1.090
 ASD  C7   H72   single  0.970  0.020  1.090
 ASD  C8   C9    single  1.546  0.020  1.546
 ASD  C8   H8    single  0.970  0.020  1.090
 ASD  C9   H9    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
 ASD  H12   C1   H11   105.60  3.000
 ASD  H12   C1   C2    110.41  3.000
 ASD  H11   C1   C2    108.16  3.000
 ASD  H12   C1   C10   110.59  3.000
 ASD  H11   C1   C10   107.71  3.000
 ASD  C2    C1   C10   113.95  3.000
 ASD  C9    C10  C5    105.39  3.000
 ASD  C9    C10  C19   111.63  3.000
 ASD  C5    C10  C19   110.22  3.000
 ASD  C9    C10  C1    113.47  3.000
 ASD  C5    C10  C1    109.61  3.000
 ASD  C19   C10  C1    106.56  3.000
 ASD  H112  C11  H111  106.04  3.000
 ASD  H112  C11  C9    109.68  3.000
 ASD  H111  C11  C9    109.99  3.000
 ASD  H112  C11  C12   107.87  3.000
 ASD  H111  C11  C12   109.74  3.000
 ASD  C9    C11  C12   113.25  3.000
 ASD  H122  C12  H121  106.73  3.000
 ASD  H122  C12  C13   111.36  3.000
 ASD  H121  C12  C13   109.47  3.000
 ASD  H122  C12  C11   109.55  3.000
 ASD  H121  C12  C11   109.29  3.000
 ASD  C13   C12  C11   110.36  3.000
 ASD  C18   C13  C17   104.78  3.000
 ASD  C18   C13  C14   113.22  3.000
 ASD  C17   C13  C14   100.83  3.000
 ASD  C18   C13  C12   111.08  3.000
 ASD  C17   C13  C12   116.98  3.000
 ASD  C14   C13  C12   109.63  3.000
 ASD  H14   C14  C8    106.47  3.000
 ASD  H14   C14  C15   106.16  3.000
 ASD  C8    C14  C15   120.54  3.000
 ASD  H14   C14  C13   106.24  3.000
 ASD  C8    C14  C13   112.47  3.000
 ASD  C15   C14  C13   104.04  3.000
 ASD  H152  C15  H151  107.04  3.000
 ASD  H152  C15  C16   112.12  3.000
 ASD  H151  C15  C16   111.24  3.000
 ASD  H152  C15  C14   112.50  3.000
 ASD  H151  C15  C14   111.48  3.000
 ASD  C16   C15  C14   102.55  3.000
 ASD  H162  C16  H161  106.50  3.000
 ASD  H162  C16  C17   108.14  3.000
 ASD  H161  C16  C17   110.60  3.000
 ASD  H162  C16  C15   111.46  3.000
 ASD  H161  C16  C15   114.29  3.000
 ASD  C17   C16  C15   105.76  3.000
 ASD  O2    C17  C16   125.56  3.000
 ASD  O2    C17  C13   126.27  3.000
 ASD  C16   C17  C13   108.16  3.000
 ASD  H183  C18  H182  107.41  3.000
 ASD  H183  C18  H181  107.55  3.000
 ASD  H182  C18  H181  107.01  3.000
 ASD  H183  C18  C13   109.88  3.000
 ASD  H182  C18  C13   112.92  3.000
 ASD  H181  C18  C13   111.81  3.000
 ASD  H193  C19  H192  107.27  3.000
 ASD  H193  C19  H191  107.11  3.000
 ASD  H192  C19  H191  107.66  3.000
 ASD  H193  C19  C10   110.18  3.000
 ASD  H192  C19  C10   113.88  3.000
 ASD  H191  C19  C10   110.46  3.000
 ASD  H22   C2   H21   106.84  3.000
 ASD  H22   C2   C3    107.37  3.000
 ASD  H21   C2   C3    109.93  3.000
 ASD  H22   C2   C1    110.90  3.000
 ASD  H21   C2   C1    111.30  3.000
 ASD  C3    C2   C1    110.37  3.000
 ASD  O1    C3   C4    121.72  3.000
 ASD  O1    C3   C2    122.64  3.000
 ASD  C4    C3   C2    115.52  3.000
 ASD  H4    C4   C5    119.60  3.000
 ASD  H4    C4   C3    116.61  3.000
 ASD  C5    C4   C3    123.54  3.000
 ASD  C6    C5   C4    120.58  3.000
 ASD  C6    C5   C10   115.59  3.000
 ASD  C4    C5   C10   123.37  3.000
 ASD  H62   C6   H61   107.34  3.000
 ASD  H62   C6   C7    110.16  3.000
 ASD  H61   C6   C7    109.74  3.000
 ASD  H62   C6   C5    110.86  3.000
 ASD  H61   C6   C5    111.50  3.000
 ASD  C7    C6   C5    107.25  3.000
 ASD  H72   C7   H71   106.81  3.000
 ASD  H72   C7   C8    109.78  3.000
 ASD  H71   C7   C8    110.03  3.000
 ASD  H72   C7   C6    108.86  3.000
 ASD  H71   C7   C6    109.20  3.000
 ASD  C8    C7   C6    112.02  3.000
 ASD  H8    C8   C9    109.14  3.000
 ASD  H8    C8   C7    107.33  3.000
 ASD  C9    C8   C7    111.94  3.000
 ASD  H8    C8   C14   108.63  3.000
 ASD  C9    C8   C14   107.82  3.000
 ASD  C7    C8   C14   111.91  3.000
 ASD  H9    C9   C8    106.06  3.000
 ASD  H9    C9   C11   106.91  3.000
 ASD  C8    C9   C11   111.98  3.000
 ASD  H9    C9   C10   106.74  3.000
 ASD  C8    C9   C10   111.37  3.000
 ASD  C11   C9   C10   113.25  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
 ASD  Var_01  C4   C3   C2   C1   -36.48  30.0  1
 ASD  Var_02  C3   C2   C1   C10   57.28  30.0  1
 ASD  Var_03  C3   C4   C5   C10    6.67  30.0  1
 ASD  Var_04  C7   C6   C5   C10  -62.33  30.0  1
 ASD  Var_05  C9   C11  C12  C13  -52.90  30.0  1
 ASD  Var_06  C15  C16  C17  C13    4.60  30.0  1
 ASD  Var_07  C17  C16  C15  C14   21.63  30.0  1
 ASD  Var_08  C5   C4   C3   C2     5.87  30.0  1
 ASD  Var_09  C8   C7   C6   C5    54.56  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
 ASD  chir_01  C10  C1   C5   C9   negativ
 ASD  chir_02  C13  C17  C14  C12  positiv
 ASD  chir_03  C14  C8   C15  C13  positiv
 ASD  chir_04  C8   C14  C7   C9   positiv
 ASD  chir_05  C9   C10  C11  C8   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
 ASD  plan-1  C13  0.020
 ASD  plan-1  C16  0.020
 ASD  plan-1  C17  0.020
 ASD  plan-1  O2   0.020
 ASD  plan-2  C2   0.020
 ASD  plan-2  C3   0.020
 ASD  plan-2  C4   0.020
 ASD  plan-2  O1   0.020

