# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 03:59:51 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: (3alpha,8alpha)-3-hydroxyandrost-5-en-17-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](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
 AND  AND  (3alpha,8alpha)-3-hydroxyandrost-5-en-17-one  ligand  49  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 GRAND
;

data_comp_AND
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
 AND  C1    C  CH2   0  -0.431   1.3719  -0.6703  -2.4040
 AND  C2    C  CH2   0  -0.468   1.3381  -0.4274  -3.9080
 AND  C3    C  CH1   0   0.089  -0.0678  -0.6104  -4.4444
 AND  O3    O  OH1   0  -0.677  -0.0530  -0.3751  -5.8377
 AND  C4    C  CH2   0  -0.547  -1.0215   0.3334  -3.7157
 AND  C5    C  C     0   0.207  -0.9582   0.1602  -2.2208
 AND  C6    C  C1    0  -0.329  -2.0710  -0.0349  -1.5155
 AND  C7    C  CH2   0  -0.453  -2.1265  -0.1645  -0.0299
 AND  C8    C  CH1   0  -0.237  -0.8305   0.2621   0.6486
 AND  C9    C  CH1   0  -0.185   0.3750  -0.2946  -0.1285
 AND  C10   C  CT    0  -0.130   0.4220   0.2318  -1.5867
 AND  C11   C  CH2   0  -0.456   1.7037  -0.0926   0.6158
 AND  C12   C  CH2   0  -0.402   1.6850  -0.5610   2.0736
 AND  C13   C  CT    0  -0.205   0.5200   0.0856   2.8057
 AND  C14   C  CH1   0  -0.201  -0.7811  -0.2541   2.0748
 AND  C15   C  CH2   0  -0.456  -1.8803   0.1267   3.0673
 AND  C16   C  CH2   0  -0.567  -1.2989  -0.3526   4.4048
 AND  C17   C  C     0   0.432   0.2078  -0.4278   4.1953
 AND  O17   O  O     0  -0.401   1.0088  -0.8288   5.0057
 AND  C18   C  CH3   0  -0.666   0.7421   1.5988   2.9855
 AND  C19   C  CH3   0  -0.677   0.9056   1.6894  -1.6542
 AND  H11   H  HCH2  0   0.222   1.1070  -1.7163  -2.2134
 AND  H12   H  HCH2  0   0.237   2.3966  -0.5436  -2.0478
 AND  H21   H  HCH2  0   0.238   2.0227  -1.1228  -4.4011
 AND  H22   H  HCH2  0   0.221   1.6914   0.5822  -4.1437
 AND  H3    H  HCH1  0   0.190  -0.3843  -1.6445  -4.2350
 AND  HO3   H  HOH1  0   0.446  -0.9338  -0.5556  -6.1806
 AND  H41   H  HCH2  0   0.240  -2.0478   0.1738  -4.0599
 AND  H42   H  HCH2  0   0.231  -0.7539   1.3607  -3.9913
 AND  H6    H  H     0   0.222  -3.0184  -0.0993  -2.0448
 AND  H71   H  HCH2  0   0.225  -2.3570  -1.2046   0.2366
 AND  H72   H  HCH2  0   0.240  -2.9657   0.4223   0.3563
 AND  H8    H  HCH1  0   0.221  -0.7862   1.3579   0.6530
 AND  H9    H  HCH1  0   0.210   0.2070  -1.3797  -0.1997
 AND  H111  H  HCH2  0   0.227   1.9846   0.9624   0.5902
 AND  H112  H  HCH2  0   0.242   2.5011  -0.6214   0.0895
 AND  H121  H  HCH2  0   0.231   2.6391  -0.3167   2.5476
 AND  H122  H  HCH2  0   0.225   1.5797  -1.6501   2.1150
 AND  H14   H  HCH1  0   0.224  -0.8063  -1.3541   2.0011
 AND  H151  H  HCH2  0   0.231  -2.0518   1.2053   3.0720
 AND  H152  H  HCH2  0   0.249  -2.8338  -0.3483   2.8366
 AND  H161  H  HCH2  0   0.277  -1.5386   0.2883   5.2556
 AND  H162  H  HCH2  0   0.277  -1.6565  -1.3542   4.6587
 AND  H181  H  HCH3  0   0.244   0.8271   2.1140   2.0296
 AND  H182  H  HCH3  0   0.245  -0.0643   2.0826   3.5385
 AND  H183  H  HCH3  0   0.243   1.6675   1.7749   3.5363
 AND  H191  H  HCH3  0   0.239   0.7977   2.0951  -2.6596
 AND  H192  H  HCH3  0   0.232   0.3293   2.3319  -0.9860
 AND  H193  H  HCH3  0   0.229   1.9590   1.7827  -1.3871

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
 AND  C1   C2    single  1.524  0.020  1.524
 AND  C1   C10   single  1.544  0.020  1.544
 AND  C1   H11   single  0.970  0.020  1.090
 AND  C1   H12   single  0.970  0.020  1.090
 AND  C2   C3    single  1.516  0.020  1.516
 AND  C2   H21   single  0.970  0.020  1.090
 AND  C2   H22   single  0.970  0.020  1.090
 AND  C3   O3    single  1.413  0.020  1.413
 AND  C3   C4    single  1.527  0.020  1.527
 AND  C3   H3    single  0.970  0.020  1.090
 AND  O3   HO3   single  0.850  0.020  0.980
 AND  C4   C5    single  1.506  0.020  1.506
 AND  C4   H41   single  0.970  0.020  1.090
 AND  C4   H42   single  0.970  0.020  1.090
 AND  C5   C6    double  1.332  0.020  1.332
 AND  C5   C10   single  1.521  0.020  1.521
 AND  C6   C7    single  1.492  0.020  1.492
 AND  C6   H6    single  0.930  0.020  1.080
 AND  C7   C8    single  1.524  0.020  1.524
 AND  C7   H71   single  0.970  0.020  1.090
 AND  C7   H72   single  0.970  0.020  1.090
 AND  C8   C9    single  1.539  0.020  1.539
 AND  C8   C14   single  1.518  0.020  1.518
 AND  C8   H8    single  0.970  0.020  1.090
 AND  C9   C10   single  1.551  0.020  1.551
 AND  C9   C11   single  1.536  0.020  1.536
 AND  C9   H9    single  0.970  0.020  1.090
 AND  C10  C19   single  1.537  0.020  1.537
 AND  C11  C12   single  1.531  0.020  1.531
 AND  C11  H111  single  0.970  0.020  1.090
 AND  C11  H112  single  0.970  0.020  1.090
 AND  C12  C13   single  1.520  0.020  1.520
 AND  C12  H121  single  0.970  0.020  1.090
 AND  C12  H122  single  0.970  0.020  1.090
 AND  C13  C14   single  1.531  0.020  1.531
 AND  C13  C17   single  1.514  0.020  1.514
 AND  C13  C18   single  1.540  0.020  1.540
 AND  C14  C15   single  1.529  0.020  1.529
 AND  C14  H14   single  0.970  0.020  1.090
 AND  C15  C16   single  1.535  0.020  1.535
 AND  C15  H151  single  0.970  0.020  1.090
 AND  C15  H152  single  0.970  0.020  1.090
 AND  C16  C17   single  1.523  0.020  1.523
 AND  C16  H161  single  0.970  0.020  1.090
 AND  C16  H162  single  0.970  0.020  1.090
 AND  C17  O17   double  1.208  0.020  1.208
 AND  C18  H181  single  0.970  0.020  1.090
 AND  C18  H182  single  0.970  0.020  1.090
 AND  C18  H183  single  0.970  0.020  1.090
 AND  C19  H191  single  0.970  0.020  1.090
 AND  C19  H192  single  0.970  0.020  1.090
 AND  C19  H193  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
 AND  H12   C1   H11   106.31  3.000
 AND  H12   C1   C10   109.69  3.000
 AND  H11   C1   C10   108.47  3.000
 AND  H12   C1   C2    108.92  3.000
 AND  H11   C1   C2    108.56  3.000
 AND  C10   C1   C2    114.56  3.000
 AND  H22   C2   H21   106.69  3.000
 AND  H22   C2   C3    109.53  3.000
 AND  H21   C2   C3    110.14  3.000
 AND  H22   C2   C1    110.62  3.000
 AND  H21   C2   C1    109.26  3.000
 AND  C3    C2   C1    110.53  3.000
 AND  H3    C3   C4    108.07  3.000
 AND  H3    C3   O3    110.29  3.000
 AND  C4    C3   O3    111.97  3.000
 AND  H3    C3   C2    108.21  3.000
 AND  C4    C3   C2    109.62  3.000
 AND  O3    C3   C2    108.61  3.000
 AND  HO3   O3   C3    108.09  3.000
 AND  H42   C4   H41   106.65  3.000
 AND  H42   C4   C5    110.30  3.000
 AND  H41   C4   C5    109.57  3.000
 AND  H42   C4   C3    107.86  3.000
 AND  H41   C4   C3    110.21  3.000
 AND  C5    C4   C3    112.10  3.000
 AND  C10   C5   C6    122.99  3.000
 AND  C10   C5   C4    116.53  3.000
 AND  C6    C5   C4    120.48  3.000
 AND  H6    C6   C7    116.56  3.000
 AND  H6    C6   C5    118.62  3.000
 AND  C7    C6   C5    124.81  3.000
 AND  H72   C7   H71   105.15  3.000
 AND  H72   C7   C8    110.18  3.000
 AND  H71   C7   C8    109.61  3.000
 AND  H72   C7   C6    109.46  3.000
 AND  H71   C7   C6    109.37  3.000
 AND  C8    C7   C6    112.79  3.000
 AND  H8    C8   C14   109.56  3.000
 AND  H8    C8   C9    109.38  3.000
 AND  C14   C8   C9    109.03  3.000
 AND  H8    C8   C7    108.42  3.000
 AND  C14   C8   C7    110.54  3.000
 AND  C9    C8   C7    109.89  3.000
 AND  H9    C9   C11   107.04  3.000
 AND  H9    C9   C10   106.17  3.000
 AND  C11   C9   C10   112.62  3.000
 AND  H9    C9   C8    105.66  3.000
 AND  C11   C9   C8    112.67  3.000
 AND  C10   C9   C8    112.08  3.000
 AND  C19   C10  C9    111.88  3.000
 AND  C19   C10  C5    108.17  3.000
 AND  C9    C10  C5    110.40  3.000
 AND  C19   C10  C1    109.70  3.000
 AND  C9    C10  C1    108.54  3.000
 AND  C5    C10  C1    108.07  3.000
 AND  H112  C11  H111  105.58  3.000
 AND  H112  C11  C12   108.64  3.000
 AND  H111  C11  C12   108.72  3.000
 AND  H112  C11  C9    109.54  3.000
 AND  H111  C11  C9    109.76  3.000
 AND  C12   C11  C9    114.23  3.000
 AND  H122  C12  H121  106.85  3.000
 AND  H122  C12  C13   109.34  3.000
 AND  H121  C12  C13   111.41  3.000
 AND  H122  C12  C11   109.96  3.000
 AND  H121  C12  C11   109.50  3.000
 AND  C13   C12  C11   109.73  3.000
 AND  C18   C13  C17   104.82  3.000
 AND  C18   C13  C14   113.36  3.000
 AND  C17   C13  C14   100.82  3.000
 AND  C18   C13  C12   111.32  3.000
 AND  C17   C13  C12   117.11  3.000
 AND  C14   C13  C12   109.09  3.000
 AND  H14   C14  C15   105.99  3.000
 AND  H14   C14  C13   105.83  3.000
 AND  C15   C14  C13   104.23  3.000
 AND  H14   C14  C8    106.01  3.000
 AND  C15   C14  C8    120.12  3.000
 AND  C13   C14  C8    113.64  3.000
 AND  H152  C15  H151  107.09  3.000
 AND  H152  C15  C16   112.31  3.000
 AND  H151  C15  C16   111.35  3.000
 AND  H152  C15  C14   112.52  3.000
 AND  H151  C15  C14   111.20  3.000
 AND  C16   C15  C14   102.45  3.000
 AND  H162  C16  H161  106.56  3.000
 AND  H162  C16  C17   108.07  3.000
 AND  H161  C16  C17   110.69  3.000
 AND  H162  C16  C15   111.37  3.000
 AND  H161  C16  C15   114.37  3.000
 AND  C17   C16  C15   105.68  3.000
 AND  O17   C17  C16   125.46  3.000
 AND  O17   C17  C13   126.27  3.000
 AND  C16   C17  C13   108.27  3.000
 AND  H183  C18  H182  107.42  3.000
 AND  H183  C18  H181  107.48  3.000
 AND  H182  C18  H181  107.02  3.000
 AND  H183  C18  C13   109.86  3.000
 AND  H182  C18  C13   112.85  3.000
 AND  H181  C18  C13   111.94  3.000
 AND  H193  C19  H192  108.04  3.000
 AND  H193  C19  H191  106.84  3.000
 AND  H192  C19  H191  107.07  3.000
 AND  H193  C19  C10   111.97  3.000
 AND  H192  C19  C10   111.42  3.000
 AND  H191  C19  C10   111.25  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
 AND  Var_01  C10  C1   C2   C3    -57.43  30.0  1
 AND  Var_02  C6   C5   C4   C3   -128.15  30.0  1
 AND  Var_03  C7   C6   C5   C4   -177.49  30.0  1
 AND  Var_04  C8   C7   C6   C5     13.17  30.0  1
 AND  Var_05  C13  C12  C11  C9    -53.37  30.0  1
 AND  Var_06  C15  C16  C17  C13     3.85  30.0  1
 AND  Var_07  C17  C16  C15  C14    22.13  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
 AND  chir_01  C3   C2   O3   C4   positiv
 AND  chir_02  C8   C7   C9   C14  positiv
 AND  chir_03  C9   C11  C10  C8   positiv
 AND  chir_04  C10  C9   C5   C1   positiv
 AND  chir_05  C13  C17  C14  C12  positiv
 AND  chir_06  C14  C8   C13  C15  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
 AND  plan-1  C13  0.020
 AND  plan-1  C16  0.020
 AND  plan-1  C17  0.020
 AND  plan-1  O17  0.020

