# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 21:37:58 2021
#   Inital geometry file: a 110 line input string
#   Ligand name: (5~{S},8~{S},9~{S},10~{S},13~{S},14~{S})-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@]12CCC[C@H]1[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC2
#
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
 NQ8  NQ8  (5~{S},8~{S},9~{S},10~{S},13~{S},14~{S})-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one  ligand  50  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_NQ8
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
 NQ8  C1   C  CH2   0  -0.414  -23.8639  32.1316  16.5468
 NQ8  C2   C  CH2   0  -0.420  -23.5957  30.7598  17.1481
 NQ8  C3   C  CH1   0  -0.222  -22.8423  29.8505  16.1829
 NQ8  C4   C  CH1   0  -0.176  -22.6932  28.4399  16.7300
 NQ8  C5   C  CH2   0  -0.451  -22.0784  28.2301  18.1133
 NQ8  C6   C  CH2   0  -0.449  -21.6474  26.7422  18.1101
 NQ8  C7   C  CH2   0  -0.422  -21.8468  26.2404  16.6618
 NQ8  C8   C  CT    0  -0.061  -21.8736  27.5174  15.8174
 NQ8  C9   C  CH3   0  -0.668  -20.4318  28.0034  15.6226
 NQ8  C10  C  CH2   0  -0.402  -22.5854  27.4180  14.4742
 NQ8  C    C  CH1   0  -0.220  -24.6082  31.9931  15.2270
 NQ8  C11  C  CH2   0  -0.451  -22.8195  28.8038  13.8655
 NQ8  C12  C  CH1   0  -0.173  -23.5521  29.7654  14.8130
 NQ8  C13  C  CT    0  -0.054  -23.8236  31.1608  14.1889
 NQ8  C14  C  CH3   0  -0.698  -22.5089  31.8352  13.7778
 NQ8  C15  C  CH2   0  -0.431  -24.7275  31.0096  12.9548
 NQ8  C16  C  CH2   0  -0.563  -25.1960  32.3461  12.3717
 NQ8  C17  C  C     0   0.418  -25.8365  33.2266  13.4097
 NQ8  C18  C  CH2   0  -0.559  -25.0562  33.3566  14.6890
 NQ8  H1   H  HCH2  0   0.216  -22.9226  32.6714  16.3948
 NQ8  H2   H  HCH2  0   0.227  -24.4563  32.7361  17.2399
 NQ8  H3   H  HCH2  0   0.204  -24.5509  30.2904  17.4136
 NQ8  H4   H  HCH2  0   0.231  -23.0335  30.8608  18.0802
 NQ8  H5   H  HCH1  0   0.208  -21.8388  30.2741  16.0446
 NQ8  H6   H  HCH1  0   0.204  -23.7068  28.0094  16.7666
 NQ8  H7   H  HCH2  0   0.215  -21.2201  28.8904  18.2626
 NQ8  H8   H  HCH2  0   0.229  -22.7842  28.4513  18.9156
 NQ8  H10  H  HCH2  0   0.227  -22.2387  26.1543  18.8132
 NQ8  H9   H  HCH2  0   0.224  -20.6074  26.6364  18.4224
 NQ8  H12  H  HCH2  0   0.218  -22.8036  25.7164  16.5714
 NQ8  H11  H  HCH2  0   0.221  -21.0709  25.5372  16.3492
 NQ8  H13  H  HCH3  0   0.232  -19.8912  28.0845  16.5669
 NQ8  H15  H  HCH3  0   0.225  -19.8853  27.2918  14.9991
 NQ8  H14  H  HCH3  0   0.225  -20.3711  28.9754  15.1334
 NQ8  H17  H  HCH2  0   0.209  -23.5523  26.9218  14.6177
 NQ8  H16  H  HCH2  0   0.217  -22.0178  26.7997  13.7713
 NQ8  H    H  HCH1  0   0.223  -25.5246  31.4259  15.4470
 NQ8  H18  H  HCH2  0   0.219  -21.8618  29.2379  13.5673
 NQ8  H19  H  HCH2  0   0.233  -23.3901  28.6820  12.9425
 NQ8  H20  H  HCH1  0   0.199  -24.5435  29.3263  15.0096
 NQ8  H21  H  HCH3  0   0.238  -21.7540  31.7877  14.5616
 NQ8  H22  H  HCH3  0   0.235  -22.0883  31.3481  12.8969
 NQ8  H23  H  HCH3  0   0.235  -22.6320  32.8884  13.5240
 NQ8  H24  H  HCH2  0   0.230  -25.6033  30.4110  13.2272
 NQ8  H25  H  HCH2  0   0.244  -24.2118  30.4626  12.1646
 NQ8  H27  H  HCH2  0   0.262  -24.3344  32.8926  11.9718
 NQ8  H26  H  HCH2  0   0.262  -25.8853  32.1887  11.5411
 NQ8  H28  H  HCH2  0   0.258  -24.1846  33.9901  14.4857
 NQ8  H29  H  HCH2  0   0.258  -25.6577  33.8800  15.4350
 NQ8  O    O  O     0  -0.411  -26.8924  33.7946  13.2266

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
 NQ8  C16  C15  single  1.532  0.020  1.532
 NQ8  C16  C17  single  1.504  0.020  1.504
 NQ8  C15  C13  single  1.537  0.020  1.537
 NQ8  O    C17  double  1.213  0.020  1.213
 NQ8  C17  C18  single  1.504  0.020  1.504
 NQ8  C14  C13  single  1.534  0.020  1.534
 NQ8  C11  C10  single  1.532  0.020  1.532
 NQ8  C11  C12  single  1.536  0.020  1.536
 NQ8  C13  C12  single  1.553  0.020  1.553
 NQ8  C13  C    single  1.545  0.020  1.545
 NQ8  C10  C8   single  1.523  0.020  1.523
 NQ8  C18  C    single  1.533  0.020  1.533
 NQ8  C12  C3   single  1.545  0.020  1.545
 NQ8  C    C1   single  1.522  0.020  1.522
 NQ8  C9   C8   single  1.534  0.020  1.534
 NQ8  C8   C7   single  1.531  0.020  1.531
 NQ8  C8   C4   single  1.535  0.020  1.535
 NQ8  C3   C4   single  1.520  0.020  1.520
 NQ8  C3   C2   single  1.525  0.020  1.525
 NQ8  C1   C2   single  1.522  0.020  1.522
 NQ8  C7   C6   single  1.546  0.020  1.546
 NQ8  C4   C5   single  1.528  0.020  1.528
 NQ8  C5   C6   single  1.549  0.020  1.549
 NQ8  C1   H1   single  0.970  0.020  1.090
 NQ8  C1   H2   single  0.970  0.020  1.090
 NQ8  C2   H3   single  0.970  0.020  1.090
 NQ8  C2   H4   single  0.970  0.020  1.090
 NQ8  C3   H5   single  0.970  0.020  1.090
 NQ8  C4   H6   single  0.970  0.020  1.090
 NQ8  C5   H7   single  0.970  0.020  1.090
 NQ8  C5   H8   single  0.970  0.020  1.090
 NQ8  C6   H10  single  0.970  0.020  1.090
 NQ8  C6   H9   single  0.970  0.020  1.090
 NQ8  C7   H12  single  0.970  0.020  1.090
 NQ8  C7   H11  single  0.970  0.020  1.090
 NQ8  C9   H13  single  0.970  0.020  1.090
 NQ8  C9   H15  single  0.970  0.020  1.090
 NQ8  C9   H14  single  0.970  0.020  1.090
 NQ8  C10  H17  single  0.970  0.020  1.090
 NQ8  C10  H16  single  0.970  0.020  1.090
 NQ8  C    H    single  0.970  0.020  1.090
 NQ8  C11  H18  single  0.970  0.020  1.090
 NQ8  C11  H19  single  0.970  0.020  1.090
 NQ8  C12  H20  single  0.970  0.020  1.090
 NQ8  C14  H21  single  0.970  0.020  1.090
 NQ8  C14  H22  single  0.970  0.020  1.090
 NQ8  C14  H23  single  0.970  0.020  1.090
 NQ8  C15  H24  single  0.970  0.020  1.090
 NQ8  C15  H25  single  0.970  0.020  1.090
 NQ8  C16  H27  single  0.970  0.020  1.090
 NQ8  C16  H26  single  0.970  0.020  1.090
 NQ8  C18  H28  single  0.970  0.020  1.090
 NQ8  C18  H29  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
 NQ8  H2   C1   H1   106.31  3.000
 NQ8  H2   C1   C    109.57  3.000
 NQ8  H1   C1   C    110.17  3.000
 NQ8  H2   C1   C2   110.07  3.000
 NQ8  H1   C1   C2   110.34  3.000
 NQ8  C    C1   C2   110.30  3.000
 NQ8  H4   C2   H3   106.32  3.000
 NQ8  H4   C2   C3   109.91  3.000
 NQ8  H3   C2   C3   109.16  3.000
 NQ8  H4   C2   C1   110.14  3.000
 NQ8  H3   C2   C1   109.15  3.000
 NQ8  C3   C2   C1   111.99  3.000
 NQ8  H5   C3   C12  109.23  3.000
 NQ8  H5   C3   C4   108.28  3.000
 NQ8  C12  C3   C4   108.24  3.000
 NQ8  H5   C3   C2   107.53  3.000
 NQ8  C4   C3   C2   111.96  3.000
 NQ8  C12  C3   C2   111.53  3.000
 NQ8  H6   C4   C8   106.03  3.000
 NQ8  H6   C4   C5   106.64  3.000
 NQ8  C8   C4   C5   103.94  3.000
 NQ8  H6   C4   C3   106.51  3.000
 NQ8  C5   C4   C3   119.51  3.000
 NQ8  C8   C4   C3   113.33  3.000
 NQ8  H8   C5   H7   106.56  3.000
 NQ8  H8   C5   C6   112.10  3.000
 NQ8  H7   C5   C6   111.23  3.000
 NQ8  H8   C5   C4   112.17  3.000
 NQ8  H7   C5   C4   110.89  3.000
 NQ8  C6   C5   C4   104.00  3.000
 NQ8  H9   C6   H10  106.26  3.000
 NQ8  H9   C6   C7   111.08  3.000
 NQ8  H10  C6   C7   111.05  3.000
 NQ8  H9   C6   C5   110.96  3.000
 NQ8  H10  C6   C5   111.44  3.000
 NQ8  C7   C6   C5   106.13  3.000
 NQ8  H11  C7   H12  106.79  3.000
 NQ8  H11  C7   C8   113.04  3.000
 NQ8  H12  C7   C8   109.78  3.000
 NQ8  H11  C7   C6   112.66  3.000
 NQ8  H12  C7   C6   110.21  3.000
 NQ8  C8   C7   C6   104.37  3.000
 NQ8  C10  C8   C9   110.36  3.000
 NQ8  C9   C8   C7   108.53  3.000
 NQ8  C10  C8   C7   116.11  3.000
 NQ8  C7   C8   C4   100.53  3.000
 NQ8  C9   C8   C4   112.77  3.000
 NQ8  C10  C8   C4   108.30  3.000
 NQ8  H14  C9   H15  107.27  3.000
 NQ8  H14  C9   H13  107.13  3.000
 NQ8  H15  C9   H13  107.12  3.000
 NQ8  H14  C9   C8   113.08  3.000
 NQ8  H15  C9   C8   109.66  3.000
 NQ8  H13  C9   C8   112.29  3.000
 NQ8  H16  C10  H17  106.60  3.000
 NQ8  H16  C10  C11  109.58  3.000
 NQ8  H17  C10  C11  109.08  3.000
 NQ8  H16  C10  C8   111.14  3.000
 NQ8  H17  C10  C8   109.04  3.000
 NQ8  C11  C10  C8   111.27  3.000
 NQ8  H    C    C18  106.58  3.000
 NQ8  H    C    C13  106.24  3.000
 NQ8  C18  C    C13  113.08  3.000
 NQ8  H    C    C1   106.32  3.000
 NQ8  C18  C    C1   111.50  3.000
 NQ8  C13  C    C1   112.55  3.000
 NQ8  H19  C11  H18  105.75  3.000
 NQ8  H19  C11  C12  110.00  3.000
 NQ8  H18  C11  C12  109.73  3.000
 NQ8  H19  C11  C10  108.35  3.000
 NQ8  H18  C11  C10  109.50  3.000
 NQ8  C12  C11  C10  113.22  3.000
 NQ8  H20  C12  C13  105.82  3.000
 NQ8  H20  C12  C11  106.84  3.000
 NQ8  C13  C12  C11  113.46  3.000
 NQ8  H20  C12  C3   106.08  3.000
 NQ8  C13  C12  C3   112.78  3.000
 NQ8  C11  C12  C3   111.24  3.000
 NQ8  C15  C13  C14  109.40  3.000
 NQ8  C14  C13  C12  110.68  3.000
 NQ8  C15  C13  C12  109.71  3.000
 NQ8  C12  C13  C    107.64  3.000
 NQ8  C14  C13  C    112.24  3.000
 NQ8  C15  C13  C    107.09  3.000
 NQ8  H23  C14  H22  106.67  3.000
 NQ8  H23  C14  H21  106.73  3.000
 NQ8  H22  C14  H21  107.12  3.000
 NQ8  H23  C14  C13  112.98  3.000
 NQ8  H22  C14  C13  110.52  3.000
 NQ8  H21  C14  C13  112.46  3.000
 NQ8  H25  C15  H24  106.51  3.000
 NQ8  H25  C15  C16  107.85  3.000
 NQ8  H24  C15  C16  109.09  3.000
 NQ8  H25  C15  C13  110.67  3.000
 NQ8  H24  C15  C13  108.92  3.000
 NQ8  C16  C15  C13  113.56  3.000
 NQ8  H26  C16  H27  106.91  3.000
 NQ8  H26  C16  C17  109.93  3.000
 NQ8  H27  C16  C17  107.14  3.000
 NQ8  H26  C16  C15  110.93  3.000
 NQ8  H27  C16  C15  109.49  3.000
 NQ8  C17  C16  C15  112.23  3.000
 NQ8  C18  C17  C16  114.62  3.000
 NQ8  C18  C17  O    122.65  3.000
 NQ8  C16  C17  O    122.72  3.000
 NQ8  H29  C18  H28  106.72  3.000
 NQ8  H29  C18  C17  109.68  3.000
 NQ8  H28  C18  C17  107.73  3.000
 NQ8  H29  C18  C    110.34  3.000
 NQ8  H28  C18  C    110.28  3.000
 NQ8  C17  C18  C    111.92  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
 NQ8  Var_01  C    C1   C2   C3    55.59  30.0  1
 NQ8  Var_02  C7   C6   C5   C4     8.15  30.0  1
 NQ8  Var_03  C8   C7   C6   C5    20.11  30.0  1
 NQ8  Var_04  C12  C11  C10  C8   -53.87  30.0  1
 NQ8  Var_05  C16  C17  C18  C    -48.53  30.0  1
 NQ8  Var_06  C17  C16  C15  C13  -52.85  30.0  1
 NQ8  Var_07  C18  C17  C16  C15   47.85  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
 NQ8  chir_01  C3   C12  C4   C2   positiv
 NQ8  chir_02  C4   C5   C3   C8   negativ
 NQ8  chir_03  C8   C10  C7   C4   positiv
 NQ8  chir_04  C    C1   C18  C13  negativ
 NQ8  chir_05  C12  C3   C13  C11  negativ
 NQ8  chir_06  C13  C15  C12  C    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
 NQ8  plan-1  C16  0.020
 NQ8  plan-1  C17  0.020
 NQ8  plan-1  C18  0.020
 NQ8  plan-1  O    0.020

