# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 05:13:26 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: (6aS,7S,9R,10aS)-7,10a-dimethyl-8-oxo-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[C@H](C#N)C1=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
 DWP  DWP  (6aS,7S,9R,10aS)-7,10a-dimethyl-8-oxo-2-(phenylamino)-5,6,6a,7,8,9,10,10a-octahydrobenzo[h]quinazoline-9-carbonitrile  ligand  48  26  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DWP
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
 DWP  C4   C  CH2   0  -0.451   2.5612   2.3450   0.7193
 DWP  C5   C  CH2   0  -0.500   1.2202   2.9870   0.3850
 DWP  C6   C  CR6   0  -0.051   0.0985   1.9935   0.2989
 DWP  C7   C  CR16  0  -0.022  -1.2260   2.3950   0.2403
 DWP  C13  C  CR16  0  -0.245  -6.4064   0.6368  -0.3091
 DWP  C15  C  CR16  0  -0.245  -6.4017  -1.7490  -0.4277
 DWP  C20  C  CR16  0  -0.367   4.1744   0.4855  -0.0191
 DWP  C22  C  CH3   0  -0.671   5.2474   1.5070  -0.3661
 DWP  C24  C  CR16  0  -0.481   3.1955  -1.8007  -0.6861
 DWP  C25  C  CSP   0   0.140   3.6033  -2.5891   0.4688
 DWP  C14  C  CR16  0  -0.280  -7.1084  -0.5520  -0.4359
 DWP  C12  C  CR16  0  -0.318  -5.0236   0.6535  -0.1746
 DWP  C16  C  CR16  0  -0.355  -5.0250  -1.7503  -0.2957
 DWP  C11  C  CR6   0   0.364  -4.3127  -0.5500  -0.1682
 DWP  C18  C  CR6   0   0.347   0.2973   0.6123   0.2396
 DWP  C9   C  CR6   0   0.585  -1.9494   0.2730   0.0765
 DWP  C23  C  CR6   0   0.467   4.2358  -0.7034  -0.9450
 DWP  C27  C  C     0  -0.420   1.7804  -1.2108  -0.5632
 DWP  C3   C  CR16  0  -0.231   2.7349   1.0516  -0.0672
 DWP  C2   C  CR6   0  -0.165   1.6825   0.0041   0.3677
 DWP  C1   C  CH3   0  -0.676   1.8148  -0.4052   1.8466
 DWP  N26  N  NS    0  -0.258   3.9508  -3.2341   1.3561
 DWP  N8   N  N     0  -0.464  -2.2518   1.5644   0.1313
 DWP  N17  N  N     0  -0.482  -0.7170  -0.2301   0.1350
 DWP  N10  N  NH1   0  -0.773  -2.9335  -0.6637  -0.0458
 DWP  O28  O  O     0  -0.359   5.0070  -0.8056  -1.8635
 DWP  H1   H  HCH2  0   0.260   3.3486   3.0580   0.4785
 DWP  H2   H  HCH2  0   0.240   2.6440   2.1506   1.7912
 DWP  H3   H  HCH2  0   0.259   0.9798   3.7583   1.1202
 DWP  H4   H  HCH2  0   0.253   1.3052   3.5039  -0.5762
 DWP  H5   H  HCR6  0   0.267  -1.4718   3.4523   0.2860
 DWP  H7   H  HCR6  0   0.256  -6.9239  -2.6920  -0.5266
 DWP  H8   H  HCR6  0   0.278   4.3692   0.1120   0.9943
 DWP  H9   H  HCH3  0   0.245   5.3161   2.2764   0.4000
 DWP  H10  H  HCH3  0   0.247   6.2273   1.0365  -0.4336
 DWP  H11  H  HCH3  0   0.232   5.0434   1.9966  -1.3191
 DWP  H12  H  HCR6  0   0.356   3.2135  -2.4852  -1.5384
 DWP  H13  H  HCR6  0   0.251  -8.1852  -0.5486  -0.5378
 DWP  H14  H  HCR6  0   0.282  -4.5037   1.5918  -0.0740
 DWP  H15  H  HCR6  0   0.265  -4.4882  -2.6923  -0.2912
 DWP  H16  H  H     0   0.276   1.4890  -0.9112  -1.5725
 DWP  H17  H  H     0   0.282   1.0899  -1.9967  -0.2606
 DWP  H18  H  HCR6  0   0.252   2.5302   1.2889  -1.1222
 DWP  H19  H  HCH3  0   0.246   2.8225  -0.7112   2.1210
 DWP  H20  H  HCH3  0   0.253   1.5400   0.4107   2.5146
 DWP  H21  H  HCH3  0   0.252   1.1447  -1.2375   2.0633
 DWP  H22  H  HNH1  0   0.406  -2.5755  -1.6068  -0.0658
 DWP  H6   H  HCR6  0   0.254  -6.9389   1.5797  -0.3132

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
 DWP  N26  C25  triple    1.151  0.020  1.151
 DWP  C25  C24  single    1.456  0.020  1.456
 DWP  C13  C12  aromatic  1.389  0.020  1.389
 DWP  C13  C14  aromatic  1.386  0.020  1.386
 DWP  C12  C11  aromatic  1.398  0.020  1.398
 DWP  C24  C27  single    1.538  0.020  1.538
 DWP  C24  C23  single    1.534  0.020  1.534
 DWP  C14  C15  aromatic  1.390  0.020  1.390
 DWP  C27  C2   single    1.534  0.020  1.534
 DWP  C11  N10  single    1.389  0.020  1.389
 DWP  C11  C16  aromatic  1.402  0.020  1.402
 DWP  N10  C9   single    1.364  0.020  1.364
 DWP  O28  C23  double    1.204  0.020  1.204
 DWP  C23  C20  single    1.508  0.020  1.508
 DWP  N17  C9   aromatic  1.332  0.020  1.332
 DWP  N17  C18  aromatic  1.323  0.020  1.323
 DWP  C9   N8   aromatic  1.328  0.020  1.328
 DWP  C15  C16  aromatic  1.383  0.020  1.383
 DWP  C2   C18  single    1.518  0.020  1.518
 DWP  C2   C1   single    1.540  0.020  1.540
 DWP  C2   C3   single    1.547  0.020  1.547
 DWP  C18  C6   aromatic  1.397  0.020  1.397
 DWP  C20  C3   single    1.548  0.020  1.548
 DWP  C20  C22  single    1.522  0.020  1.522
 DWP  N8   C7   aromatic  1.324  0.020  1.324
 DWP  C3   C4   single    1.524  0.020  1.524
 DWP  C6   C7   aromatic  1.385  0.020  1.385
 DWP  C6   C5   single    1.501  0.020  1.501
 DWP  C4   C5   single    1.524  0.020  1.524
 DWP  C4   H1   single    0.970  0.020  1.090
 DWP  C4   H2   single    0.970  0.020  1.090
 DWP  C5   H3   single    0.970  0.020  1.090
 DWP  C5   H4   single    0.970  0.020  1.090
 DWP  C7   H5   single    0.930  0.020  1.080
 DWP  C13  H6   single    0.930  0.020  1.080
 DWP  C15  H7   single    0.930  0.020  1.080
 DWP  C20  H8   single    0.970  0.020  1.090
 DWP  C22  H9   single    0.970  0.020  1.090
 DWP  C22  H10  single    0.970  0.020  1.090
 DWP  C22  H11  single    0.970  0.020  1.090
 DWP  C24  H12  single    0.970  0.020  1.090
 DWP  C14  H13  single    0.930  0.020  1.080
 DWP  C12  H14  single    0.930  0.020  1.080
 DWP  C16  H15  single    0.930  0.020  1.080
 DWP  C27  H16  single    0.970  0.020  1.090
 DWP  C27  H17  single    0.970  0.020  1.090
 DWP  C3   H18  single    0.970  0.020  1.090
 DWP  C1   H19  single    0.970  0.020  1.090
 DWP  C1   H20  single    0.970  0.020  1.090
 DWP  C1   H21  single    0.970  0.020  1.090
 DWP  N10  H22  single    0.860  0.020  1.020

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
 DWP  H2   C4   H1   106.18  3.000
 DWP  H2   C4   C3   110.29  3.000
 DWP  H1   C4   C3   111.05  3.000
 DWP  H2   C4   C5   110.90  3.000
 DWP  H1   C4   C5   108.17  3.000
 DWP  C3   C4   C5   110.16  3.000
 DWP  H4   C5   H3   105.94  3.000
 DWP  H4   C5   C6   108.68  3.000
 DWP  H3   C5   C6   109.97  3.000
 DWP  H4   C5   C4   108.86  3.000
 DWP  H3   C5   C4   110.09  3.000
 DWP  C6   C5   C4   113.04  3.000
 DWP  C18  C6   C7   114.90  3.000
 DWP  C7   C6   C5   121.68  3.000
 DWP  C18  C6   C5   123.41  3.000
 DWP  H5   C7   N8   116.01  3.000
 DWP  H5   C7   C6   119.78  3.000
 DWP  N8   C7   C6   124.21  3.000
 DWP  H6   C13  C12  118.64  3.000
 DWP  H6   C13  C14  119.82  3.000
 DWP  C12  C13  C14  121.53  3.000
 DWP  H7   C15  C16  119.21  3.000
 DWP  H7   C15  C14  120.29  3.000
 DWP  C16  C15  C14  120.50  3.000
 DWP  H8   C20  C3   108.56  3.000
 DWP  H8   C20  C23  106.95  3.000
 DWP  C3   C20  C23  107.88  3.000
 DWP  H8   C20  C22  108.29  3.000
 DWP  C3   C20  C22  113.78  3.000
 DWP  C23  C20  C22  111.13  3.000
 DWP  H11  C22  H10  107.94  3.000
 DWP  H11  C22  H9   108.04  3.000
 DWP  H10  C22  H9   107.00  3.000
 DWP  H11  C22  C20  111.64  3.000
 DWP  H10  C22  C20  111.01  3.000
 DWP  H9   C22  C20  111.02  3.000
 DWP  H12  C24  C27  108.52  3.000
 DWP  H12  C24  C23  107.76  3.000
 DWP  C27  C24  C23  111.29  3.000
 DWP  H12  C24  C25  105.94  3.000
 DWP  C23  C24  C25  109.34  3.000
 DWP  C27  C24  C25  113.69  3.000
 DWP  N26  C25  C24  180.00  3.000
 DWP  H13  C14  C15  120.63  3.000
 DWP  H13  C14  C13  120.66  3.000
 DWP  C15  C14  C13  118.71  3.000
 DWP  H14  C12  C11  120.26  3.000
 DWP  H14  C12  C13  119.98  3.000
 DWP  C11  C12  C13  119.75  3.000
 DWP  H15  C16  C11  119.48  3.000
 DWP  H15  C16  C15  119.61  3.000
 DWP  C11  C16  C15  120.91  3.000
 DWP  N10  C11  C16  116.26  3.000
 DWP  C16  C11  C12  118.59  3.000
 DWP  N10  C11  C12  125.15  3.000
 DWP  N17  C18  C2   116.83  3.000
 DWP  C2   C18  C6   121.50  3.000
 DWP  N17  C18  C6   121.60  3.000
 DWP  N10  C9   N17  114.33  3.000
 DWP  N17  C9   N8   125.19  3.000
 DWP  N10  C9   N8   120.49  3.000
 DWP  O28  C23  C24  120.17  3.000
 DWP  O28  C23  C20  124.16  3.000
 DWP  C24  C23  C20  115.64  3.000
 DWP  H17  C27  H16  106.59  3.000
 DWP  H17  C27  C2   111.25  3.000
 DWP  H16  C27  C2   109.05  3.000
 DWP  H17  C27  C24  109.20  3.000
 DWP  H16  C27  C24  106.07  3.000
 DWP  C2   C27  C24  114.27  3.000
 DWP  H18  C3   C2   106.80  3.000
 DWP  H18  C3   C20  106.36  3.000
 DWP  C2   C3   C20  112.10  3.000
 DWP  H18  C3   C4   106.89  3.000
 DWP  C20  C3   C4   113.61  3.000
 DWP  C2   C3   C4   110.61  3.000
 DWP  C1   C2   C3   113.05  3.000
 DWP  C3   C2   C27  108.80  3.000
 DWP  C1   C2   C27  111.52  3.000
 DWP  C3   C2   C18  109.01  3.000
 DWP  C1   C2   C18  105.41  3.000
 DWP  C27  C2   C18  108.93  3.000
 DWP  H21  C1   H20  107.14  3.000
 DWP  H21  C1   H19  107.72  3.000
 DWP  H20  C1   H19  106.83  3.000
 DWP  H21  C1   C2   109.94  3.000
 DWP  H20  C1   C2   111.59  3.000
 DWP  H19  C1   C2   113.35  3.000
 DWP  C9   N8   C7   115.91  3.000
 DWP  C9   N17  C18  118.19  3.000
 DWP  H22  N10  C9   112.81  3.000
 DWP  H22  N10  C11  115.28  3.000
 DWP  C9   N10  C11  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
 DWP  CONST_01  C9   N17  C18  C6      0.00   0.0  0
 DWP  CONST_02  C9   N8   C7   C6      0.00   0.0  0
 DWP  CONST_03  N17  C9   N8   C7      0.00   0.0  0
 DWP  CONST_04  N17  C18  C6   C7      0.00   0.0  0
 DWP  CONST_05  C16  C11  C12  C13     0.00   0.0  0
 DWP  CONST_06  C16  C15  C14  C13     0.00   0.0  0
 DWP  CONST_07  C12  C13  C14  C15     0.00   0.0  0
 DWP  CONST_08  C12  C11  C16  C15     0.00   0.0  0
 DWP  CONST_09  C11  C12  C13  C14     0.00   0.0  0
 DWP  CONST_10  C11  C16  C15  C14     0.00   0.0  0
 DWP  CONST_11  N8   C9   N17  C18     0.00   0.0  0
 DWP  CONST_12  N8   C7   C6   C18     0.00   0.0  0
 DWP  CONST_13  N10  C9   N8   C7    180.00   0.0  0
 DWP  CONST_14  N10  C11  C12  C13   180.00   0.0  0
 DWP  CONST_15  N10  C11  C16  C15   180.00   0.0  0
 DWP  CONST_16  N10  C9   N17  C18   180.00   0.0  0
 DWP  CONST_17  H5   C7   C6   C5      0.00   0.0  0
 DWP  CONST_18  H7   C15  C14  C13   180.00   0.0  0
 DWP  CONST_19  H6   C13  C14  C15   180.00   0.0  0
 DWP  CONST_20  H14  C12  C13  C14   180.00   0.0  0
 DWP  CONST_21  H15  C16  C15  C14   180.00   0.0  0
 DWP  CONST_22  H13  C14  C13  C12   180.00   0.0  0
 DWP  Var_01    C18  C6   C5   C4    -13.12  30.0  1
 DWP  Var_02    C3   C4   C5   C6     42.07  30.0  1
 DWP  Var_03    C9   N10  C11  C12    -0.87  30.0  2
 DWP  Var_04    N17  C9   N10  C11  -178.26  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
 DWP  chir_01  C20  C23  C3   C22  positiv
 DWP  chir_02  C24  C23  C27  C25  positiv
 DWP  chir_03  C3   C4   C20  C2   negativ
 DWP  chir_04  C2   C18  C27  C3   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
 DWP  plan-1  C13  0.020
 DWP  plan-1  C15  0.020
 DWP  plan-1  C14  0.020
 DWP  plan-1  C12  0.020
 DWP  plan-1  C16  0.020
 DWP  plan-1  C11  0.020
 DWP  plan-1  N10  0.020
 DWP  plan-1  H7   0.020
 DWP  plan-1  H13  0.020
 DWP  plan-1  H14  0.020
 DWP  plan-1  H15  0.020
 DWP  plan-1  H6   0.020
 DWP  plan-2  C5   0.020
 DWP  plan-2  C6   0.020
 DWP  plan-2  C7   0.020
 DWP  plan-2  C18  0.020
 DWP  plan-2  C9   0.020
 DWP  plan-2  C2   0.020
 DWP  plan-2  N8   0.020
 DWP  plan-2  N17  0.020
 DWP  plan-2  N10  0.020
 DWP  plan-2  H5   0.020
 DWP  plan-3  C20  0.020
 DWP  plan-3  C24  0.020
 DWP  plan-3  C23  0.020
 DWP  plan-3  O28  0.020

