# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 15:02:10 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: (6aS,7S,9S,10aS)-7-methyl-8-oxo-10a-phenyl-2-(phenylamino)-5,6,6a,7,8,9,10,10a-octahydrobenzo[h]quinazoline-9-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1[C@@H]2CCc3cnc(Nc4ccccc4)nc3[C@]2(C[C@@H](C#N)C1=O)c5ccccc5
#
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
 DWG  DWG  (6aS,7S,9S,10aS)-7-methyl-8-oxo-10a-phenyl-2-(phenylamino)-5,6,6a,7,8,9,10,10a-octahydrobenzo[h]quinazoline-9-carbonitrile  ligand  55  31  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_DWG
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
 DWG  C4   C  C     0   0.465  -4.0217   1.2952  -0.6439
 DWG  C5   C  CH1   0  -0.498  -3.0355   1.7926   0.4042
 DWG  C6   C  CSP   0   0.157  -3.1592   3.2307   0.5845
 DWG  C8   C  CH2   0  -0.448  -1.5694   1.4144   0.0995
 DWG  C10  C  CR6   0   0.199  -1.5624  -1.0324   0.8665
 DWG  C13  C  CR16  0  -0.272  -1.7975  -2.8571   3.0078
 DWG  C15  C  CR16  0  -0.344  -1.8514  -0.6029   2.1614
 DWG  C20  C  CR6   0  -0.057   0.3375  -0.9615  -1.9450
 DWG  C21  C  CR6   0   0.338   0.0367  -0.2545  -0.7824
 DWG  C26  C  CR16  0  -0.355   5.1701   1.1313   1.6458
 DWG  C28  C  CR16  0  -0.280   7.3499   0.6299   0.7535
 DWG  C12  C  CR16  0  -0.236  -1.4592  -3.3005   1.7369
 DWG  C14  C  CR16  0  -0.236  -1.9773  -1.4998   3.2158
 DWG  C27  C  CR16  0  -0.245   6.5485   1.1711   1.7519
 DWG  C29  C  CR16  0  -0.244   6.7393   0.0522  -0.3492
 DWG  C11  C  CR16  0  -0.288  -1.3319  -2.4003   0.6904
 DWG  C30  C  CR16  0  -0.317   5.3563   0.0043  -0.4719
 DWG  C32  C  CR16  0  -0.019   1.6945  -1.1172  -2.1919
 DWG  C25  C  CR6   0   0.363   4.5505   0.5470   0.5330
 DWG  C23  C  CR6   0   0.587   2.2495   0.0296  -0.3387
 DWG  C19  C  CH2   0  -0.501  -0.6964  -1.4939  -2.8946
 DWG  C18  C  CH2   0  -0.475  -2.1027  -1.5459  -2.3076
 DWG  C2   C  CH1   0  -0.351  -3.8423  -0.1534  -1.0154
 DWG  C16  C  CH1   0  -0.219  -2.3777  -0.2897  -1.4947
 DWG  C9   C  CT    0  -0.245  -1.3946  -0.0584  -0.3093
 DWG  C1   C  CH3   0  -0.678  -4.8879  -0.6060  -2.0215
 DWG  N7   N  NS    0  -0.253  -3.2303   4.3686   0.7316
 DWG  N31  N  N     0  -0.461   2.6518  -0.6397  -1.4145
 DWG  N22  N  N     0  -0.467   0.9806   0.2335   0.0056
 DWG  N24  N  NH1   0  -0.774   3.1610   0.5645   0.5229
 DWG  O33  O  O     0  -0.367  -4.8554   2.0242  -1.1167
 DWG  H2   H  HCH2  0   0.290  -1.2233   2.0353  -0.7292
 DWG  H4   H  HCR6  0   0.258  -1.8970  -3.5580   3.8260
 DWG  H5   H  HCR6  0   0.255  -1.9603   0.4462   2.3948
 DWG  H7   H  HCR6  0   0.251   8.4282   0.6596   0.8357
 DWG  H8   H  HCR6  0   0.259  -1.2777  -4.3520   1.5562
 DWG  H9   H  HCR6  0   0.260  -2.2090  -1.1244   4.2039
 DWG  H10  H  HCR6  0   0.257   6.9973   1.6278   2.6245
 DWG  H11  H  HCR6  0   0.254   7.3436  -0.3742  -1.1400
 DWG  H12  H  HCR6  0   0.260  -1.0114  -2.7840  -0.2666
 DWG  H13  H  HCR6  0   0.282   4.9107  -0.4522  -1.3397
 DWG  H14  H  HCR6  0   0.269   2.0234  -1.6632  -3.0714
 DWG  H15  H  HCH2  0   0.259  -0.7159  -0.8484  -3.7785
 DWG  H16  H  HCH2  0   0.262  -0.3983  -2.4828  -3.2495
 DWG  H17  H  HCH2  0   0.271  -2.8080  -1.5990  -3.1362
 DWG  H18  H  HCH2  0   0.244  -2.2668  -2.4488  -1.7198
 DWG  H19  H  HCH1  0   0.283  -3.9553  -0.7468  -0.0991
 DWG  H20  H  HCH1  0   0.259  -2.1891   0.5425  -2.1900
 DWG  H21  H  HCH3  0   0.247  -4.8231  -1.6805  -2.1824
 DWG  H22  H  HCH3  0   0.249  -5.8919  -0.3925  -1.6570
 DWG  H23  H  HCH3  0   0.232  -4.7684  -0.1106  -2.9860
 DWG  H24  H  HNH1  0   0.406   2.7309   1.0222   1.3125
 DWG  H1   H  HCH1  0   0.354  -3.3556   1.3244   1.3411
 DWG  H3   H  HCH2  0   0.293  -0.9458   1.6705   0.9546
 DWG  H6   H  HCR6  0   0.266   4.5615   1.5569   2.4356

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
 DWG  C14  C13  aromatic  1.385  0.020  1.385
 DWG  C14  C15  aromatic  1.390  0.020  1.390
 DWG  C13  C12  aromatic  1.388  0.020  1.388
 DWG  C15  C10  aromatic  1.395  0.020  1.395
 DWG  C12  C11  aromatic  1.386  0.020  1.386
 DWG  C18  C19  single    1.525  0.020  1.525
 DWG  C18  C16  single    1.521  0.020  1.521
 DWG  C10  C11  aromatic  1.398  0.020  1.398
 DWG  C10  C9   single    1.536  0.020  1.536
 DWG  C19  C20  single    1.501  0.020  1.501
 DWG  C1   C2   single    1.520  0.020  1.520
 DWG  C2   C16  single    1.547  0.020  1.547
 DWG  C2   C4   single    1.506  0.020  1.506
 DWG  C16  C9   single    1.557  0.020  1.557
 DWG  C20  C32  aromatic  1.388  0.020  1.388
 DWG  C20  C21  aromatic  1.394  0.020  1.394
 DWG  C9   C21  single    1.520  0.020  1.520
 DWG  C9   C8   single    1.538  0.020  1.538
 DWG  C32  N31  aromatic  1.322  0.020  1.322
 DWG  C21  N22  aromatic  1.323  0.020  1.323
 DWG  C4   O33  double    1.204  0.020  1.204
 DWG  C4   C5   single    1.523  0.020  1.523
 DWG  N31  C23  aromatic  1.329  0.020  1.329
 DWG  N22  C23  aromatic  1.331  0.020  1.331
 DWG  C23  N24  single    1.363  0.020  1.363
 DWG  C8   C5   single    1.544  0.020  1.544
 DWG  C5   C6   single    1.455  0.020  1.455
 DWG  C30  C29  aromatic  1.389  0.020  1.389
 DWG  C30  C25  aromatic  1.398  0.020  1.398
 DWG  N24  C25  single    1.390  0.020  1.390
 DWG  C29  C28  aromatic  1.386  0.020  1.386
 DWG  C25  C26  aromatic  1.401  0.020  1.401
 DWG  C6   N7   triple    1.150  0.020  1.150
 DWG  C28  C27  aromatic  1.390  0.020  1.390
 DWG  C26  C27  aromatic  1.383  0.020  1.383
 DWG  C8   H2   single    0.970  0.020  1.090
 DWG  C13  H4   single    0.930  0.020  1.080
 DWG  C15  H5   single    0.930  0.020  1.080
 DWG  C26  H6   single    0.930  0.020  1.080
 DWG  C28  H7   single    0.930  0.020  1.080
 DWG  C12  H8   single    0.930  0.020  1.080
 DWG  C14  H9   single    0.930  0.020  1.080
 DWG  C27  H10  single    0.930  0.020  1.080
 DWG  C29  H11  single    0.930  0.020  1.080
 DWG  C11  H12  single    0.930  0.020  1.080
 DWG  C30  H13  single    0.930  0.020  1.080
 DWG  C32  H14  single    0.930  0.020  1.080
 DWG  C19  H15  single    0.970  0.020  1.090
 DWG  C19  H16  single    0.970  0.020  1.090
 DWG  C18  H17  single    0.970  0.020  1.090
 DWG  C18  H18  single    0.970  0.020  1.090
 DWG  C2   H19  single    0.970  0.020  1.090
 DWG  C16  H20  single    0.970  0.020  1.090
 DWG  C1   H21  single    0.970  0.020  1.090
 DWG  C1   H22  single    0.970  0.020  1.090
 DWG  C1   H23  single    0.970  0.020  1.090
 DWG  N24  H24  single    0.860  0.020  1.020
 DWG  C5   H1   single    0.970  0.020  1.090
 DWG  C8   H3   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
 DWG  O33  C4   C2   124.60  3.000
 DWG  O33  C4   C5   121.39  3.000
 DWG  C2   C4   C5   114.01  3.000
 DWG  H1   C5   C8   109.97  3.000
 DWG  H1   C5   C6   106.97  3.000
 DWG  C8   C5   C6   110.32  3.000
 DWG  H1   C5   C4   105.06  3.000
 DWG  C6   C5   C4   110.68  3.000
 DWG  C8   C5   C4   113.52  3.000
 DWG  N7   C6   C5   180.00  3.000
 DWG  H3   C8   H2   106.31  3.000
 DWG  H3   C8   C9   111.64  3.000
 DWG  H2   C8   C9   107.86  3.000
 DWG  H3   C8   C5   109.34  3.000
 DWG  H2   C8   C5   108.14  3.000
 DWG  C9   C8   C5   113.25  3.000
 DWG  C9   C10  C11  120.39  3.000
 DWG  C9   C10  C15  122.56  3.000
 DWG  C11  C10  C15  116.89  3.000
 DWG  H4   C13  C14  120.62  3.000
 DWG  H4   C13  C12  120.53  3.000
 DWG  C14  C13  C12  118.83  3.000
 DWG  H5   C15  C14  116.98  3.000
 DWG  H5   C15  C10  121.37  3.000
 DWG  C14  C15  C10  121.63  3.000
 DWG  C19  C20  C32  121.39  3.000
 DWG  C32  C20  C21  114.61  3.000
 DWG  C19  C20  C21  123.98  3.000
 DWG  N22  C21  C9   116.03  3.000
 DWG  N22  C21  C20  122.01  3.000
 DWG  C9   C21  C20  121.89  3.000
 DWG  H6   C26  C25  119.60  3.000
 DWG  H6   C26  C27  119.49  3.000
 DWG  C25  C26  C27  120.91  3.000
 DWG  H7   C28  C29  120.72  3.000
 DWG  H7   C28  C27  120.62  3.000
 DWG  C29  C28  C27  118.66  3.000
 DWG  H8   C12  C11  119.31  3.000
 DWG  H8   C12  C13  120.27  3.000
 DWG  C11  C12  C13  120.41  3.000
 DWG  H9   C14  C15  119.22  3.000
 DWG  H9   C14  C13  120.33  3.000
 DWG  C15  C14  C13  120.45  3.000
 DWG  H10  C27  C28  120.29  3.000
 DWG  H10  C27  C26  119.16  3.000
 DWG  C28  C27  C26  120.55  3.000
 DWG  H11  C29  C30  118.52  3.000
 DWG  H11  C29  C28  119.95  3.000
 DWG  C30  C29  C28  121.53  3.000
 DWG  H12  C11  C12  117.75  3.000
 DWG  H12  C11  C10  120.54  3.000
 DWG  C12  C11  C10  121.67  3.000
 DWG  H13  C30  C25  120.35  3.000
 DWG  H13  C30  C29  119.85  3.000
 DWG  C25  C30  C29  119.80  3.000
 DWG  H14  C32  N31  116.00  3.000
 DWG  H14  C32  C20  119.76  3.000
 DWG  N31  C32  C20  124.24  3.000
 DWG  N24  C25  C30  125.18  3.000
 DWG  N24  C25  C26  116.27  3.000
 DWG  C30  C25  C26  118.55  3.000
 DWG  N24  C23  N22  114.45  3.000
 DWG  N24  C23  N31  120.44  3.000
 DWG  N22  C23  N31  125.11  3.000
 DWG  H16  C19  H15  106.04  3.000
 DWG  H16  C19  C18  110.24  3.000
 DWG  H15  C19  C18  108.33  3.000
 DWG  H16  C19  C20  109.80  3.000
 DWG  H15  C19  C20  108.29  3.000
 DWG  C18  C19  C20  113.81  3.000
 DWG  H18  C18  H17  105.81  3.000
 DWG  H18  C18  C16  111.64  3.000
 DWG  H17  C18  C16  109.25  3.000
 DWG  H18  C18  C19  112.01  3.000
 DWG  H17  C18  C19  107.81  3.000
 DWG  C16  C18  C19  110.13  3.000
 DWG  H19  C2   C1   108.71  3.000
 DWG  H19  C2   C16  107.97  3.000
 DWG  C1   C2   C16  114.83  3.000
 DWG  H19  C2   C4   107.57  3.000
 DWG  C16  C2   C4   105.89  3.000
 DWG  C1   C2   C4   111.58  3.000
 DWG  H20  C16  C9   105.10  3.000
 DWG  H20  C16  C2   106.93  3.000
 DWG  C9   C16  C2   110.41  3.000
 DWG  H20  C16  C18  104.82  3.000
 DWG  C9   C16  C18  114.53  3.000
 DWG  C2   C16  C18  114.17  3.000
 DWG  C16  C9   C21  109.77  3.000
 DWG  C21  C9   C10  105.03  3.000
 DWG  C16  C9   C10  114.80  3.000
 DWG  C21  C9   C8   108.25  3.000
 DWG  C16  C9   C8   105.83  3.000
 DWG  C10  C9   C8   113.03  3.000
 DWG  H23  C1   H22  107.93  3.000
 DWG  H23  C1   H21  108.13  3.000
 DWG  H22  C1   H21  107.33  3.000
 DWG  H23  C1   C2   112.01  3.000
 DWG  H22  C1   C2   110.74  3.000
 DWG  H21  C1   C2   110.54  3.000
 DWG  C23  N31  C32  116.01  3.000
 DWG  C23  N22  C21  118.03  3.000
 DWG  H24  N24  C23  112.80  3.000
 DWG  H24  N24  C25  115.23  3.000
 DWG  C23  N24  C25  131.91  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
 DWG  CONST_01  C13  C14  C15  C10     0.00   0.0  0
 DWG  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 DWG  CONST_03  C12  C13  C14  C15     0.00   0.0  0
 DWG  CONST_04  C12  C11  C10  C15     0.00   0.0  0
 DWG  CONST_05  C23  N31  C32  C20     0.00   0.0  0
 DWG  CONST_06  C23  N22  C21  C20     0.00   0.0  0
 DWG  CONST_07  N31  C32  C20  C21     0.00   0.0  0
 DWG  CONST_08  N31  C23  N22  C21     0.00   0.0  0
 DWG  CONST_09  C29  C30  C25  C26     0.00   0.0  0
 DWG  CONST_10  C29  C28  C27  C26     0.00   0.0  0
 DWG  CONST_11  C25  C30  C29  C28     0.00   0.0  0
 DWG  CONST_12  C25  C26  C27  C28     0.00   0.0  0
 DWG  CONST_13  C11  C12  C13  C14     0.00   0.0  0
 DWG  CONST_14  C11  C10  C15  C14     0.00   0.0  0
 DWG  CONST_15  C30  C29  C28  C27     0.00   0.0  0
 DWG  CONST_16  C30  C25  C26  C27     0.00   0.0  0
 DWG  CONST_17  N22  C21  C20  C32     0.00   0.0  0
 DWG  CONST_18  N22  C23  N31  C32     0.00   0.0  0
 DWG  CONST_19  C9   C10  C11  C12   180.00   0.0  0
 DWG  CONST_20  C9   C10  C15  C14   180.00   0.0  0
 DWG  CONST_21  N24  C23  N22  C21   180.00   0.0  0
 DWG  CONST_22  N24  C25  C26  C27   180.00   0.0  0
 DWG  CONST_23  N24  C25  C30  C29   180.00   0.0  0
 DWG  CONST_24  N24  C23  N31  C32   180.00   0.0  0
 DWG  CONST_25  H9   C14  C15  C10   180.00   0.0  0
 DWG  CONST_26  H8   C12  C11  C10   180.00   0.0  0
 DWG  CONST_27  H5   C15  C14  C13   180.00   0.0  0
 DWG  CONST_28  H12  C11  C12  C13   180.00   0.0  0
 DWG  CONST_29  H4   C13  C14  C15   180.00   0.0  0
 DWG  CONST_30  H14  C32  C20  C21   180.00   0.0  0
 DWG  CONST_31  H13  C30  C25  C26   180.00   0.0  0
 DWG  CONST_32  H7   C28  C27  C26   180.00   0.0  0
 DWG  CONST_33  H6   C26  C27  C28   180.00   0.0  0
 DWG  CONST_34  H11  C29  C28  C27   180.00   0.0  0
 DWG  CONST_35  H10  C27  C28  C29   180.00   0.0  0
 DWG  Var_01    C16  C18  C19  C20    41.31  30.0  1
 DWG  Var_02    C18  C19  C20  C21   -16.17  30.0  1
 DWG  Var_03    C23  N24  C25  C26  -175.53  30.0  1
 DWG  Var_04    N31  C23  N24  C25    -1.06  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
 DWG  chir_01  C5   C4   C8   C6  negativ
 DWG  chir_02  C2   C4   C16  C1  positiv
 DWG  chir_03  C16  C18  C2   C9  negativ
 DWG  chir_04  C9   C16  C21  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
 DWG  plan-1  C10  0.020
 DWG  plan-1  C13  0.020
 DWG  plan-1  C15  0.020
 DWG  plan-1  C12  0.020
 DWG  plan-1  C14  0.020
 DWG  plan-1  C11  0.020
 DWG  plan-1  C9   0.020
 DWG  plan-1  H4   0.020
 DWG  plan-1  H5   0.020
 DWG  plan-1  H8   0.020
 DWG  plan-1  H9   0.020
 DWG  plan-1  H12  0.020
 DWG  plan-2  C26  0.020
 DWG  plan-2  C28  0.020
 DWG  plan-2  C27  0.020
 DWG  plan-2  C29  0.020
 DWG  plan-2  C30  0.020
 DWG  plan-2  C25  0.020
 DWG  plan-2  N24  0.020
 DWG  plan-2  H7   0.020
 DWG  plan-2  H10  0.020
 DWG  plan-2  H11  0.020
 DWG  plan-2  H13  0.020
 DWG  plan-2  H6   0.020
 DWG  plan-3  C20  0.020
 DWG  plan-3  C21  0.020
 DWG  plan-3  C32  0.020
 DWG  plan-3  C23  0.020
 DWG  plan-3  C19  0.020
 DWG  plan-3  C9   0.020
 DWG  plan-3  N31  0.020
 DWG  plan-3  N22  0.020
 DWG  plan-3  N24  0.020
 DWG  plan-3  H14  0.020
 DWG  plan-4  C4   0.020
 DWG  plan-4  C5   0.020
 DWG  plan-4  C2   0.020
 DWG  plan-4  O33  0.020

