# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 13:32:16 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: (5aS,6S,8S,9aS)-2-(benzenecarbonyl)-6-methyl-7-oxo-9a-phenyl-4,5,5a,6,7,8,9,9a-octahydro-2H-benzo[g]indazole-8-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1[C@@H]2CCc3cn(nc3[C@]2(C[C@@H](C#N)C1=O)c4ccccc4)C(=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
 DWJ  DWJ  (5aS,6S,8S,9aS)-2-(benzenecarbonyl)-6-methyl-7-oxo-9a-phenyl-4,5,5a,6,7,8,9,9a-octahydro-2H-benzo[g]indazole-8-carbonitrile  ligand  54  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_DWJ
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
 DWJ  C4   C  CH1   0  -0.499  -2.5815   1.5356  -1.2351
 DWJ  C5   C  CSP   0   0.157  -2.5582   2.5502  -2.2778
 DWJ  C7   C  CH2   0  -0.448  -1.1738   0.9287  -1.0485
 DWJ  C8   C  CT    0  -0.242  -1.1488  -0.3163  -0.1455
 DWJ  C10  C  CR16  0  -0.293  -1.0993  -0.9893   2.3076
 DWJ  C13  C  CR16  0  -0.234  -1.6590   1.5658   3.1789
 DWJ  C15  C  CH1   0  -0.218  -2.2227  -1.3019  -0.7042
 DWJ  C17  C  CH2   0  -0.509  -0.7752  -3.3797  -0.4713
 DWJ  C22  C  CR6   0  -0.042   4.0602   0.3465  -0.1817
 DWJ  C24  C  CR16  0  -0.249   4.0585   2.3387   1.1678
 DWJ  C26  C  CR16  0  -0.246   5.6322   2.1157  -0.6384
 DWJ  C25  C  CR16  0  -0.243   5.1002   2.8566   0.4092
 DWJ  C12  C  CR16  0  -0.273  -1.4997   0.5542   4.1106
 DWJ  C11  C  CR16  0  -0.238  -1.2070  -0.7272   3.6640
 DWJ  C23  C  CR16  0  -0.233   3.5293   1.0924   0.8706
 DWJ  C27  C  CR16  0  -0.258   5.1260   0.8576  -0.9222
 DWJ  C14  C  CR16  0  -0.347  -1.5528   1.2950   1.8193
 DWJ  C19  C  CR15  0   0.038   1.7009  -2.5721  -0.4769
 DWJ  C9   C  CR6   0   0.217  -1.2995   0.0083   1.3475
 DWJ  C18  C  CR5   0  -0.185   0.3513  -2.4028  -0.4045
 DWJ  C30  C  CR5   0   0.365   0.1803  -0.9973  -0.3036
 DWJ  C3   C  C     0   0.465  -3.6531   0.4929  -1.5243
 DWJ  C16  C  CH2   0  -0.481  -2.1288  -2.7250  -0.1594
 DWJ  C2   C  CH1   0  -0.351  -3.6348  -0.6820  -0.5817
 DWJ  C1   C  CH3   0  -0.679  -4.7848  -1.6359  -0.8618
 DWJ  N6   N  NS    0  -0.253  -2.5132   3.3541  -3.0982
 DWJ  N29  N  N     0  -0.284   1.3197  -0.3600  -0.3121
 DWJ  N20  N  NR5   0  -0.374   2.2538  -1.3214  -0.4098
 DWJ  O31  O  O     0  -0.366  -4.4265   0.6243  -2.4378
 DWJ  O28  O  O     0  -0.408   4.3841  -1.9013  -0.8391
 DWJ  H1   H  HCH1  0   0.355  -2.9073   2.0342  -0.3162
 DWJ  H2   H  HCH2  0   0.290  -0.8018   0.6351  -2.0317
 DWJ  H3   H  HCH2  0   0.292  -0.4986   1.7008  -0.6793
 DWJ  H4   H  HCR6  0   0.260  -0.8218  -1.9898   2.0097
 DWJ  H5   H  HCR6  0   0.258  -1.8603   2.5791   3.5012
 DWJ  H6   H  HCH1  0   0.260  -2.0010  -1.3876  -1.7790
 DWJ  H7   H  HCH2  0   0.261  -0.8135  -3.8020  -1.4791
 DWJ  H8   H  HCH2  0   0.263  -0.6039  -4.2203   0.2033
 DWJ  H9   H  HCR6  0   0.266   3.6529   2.9085   1.9932
 DWJ  H10  H  HCR6  0   0.266   6.4446   2.5154  -1.2305
 DWJ  H11  H  HCR6  0   0.268   5.5000   3.8360   0.6372
 DWJ  H12  H  HCR6  0   0.257  -1.5823   0.7622   5.1693
 DWJ  H13  H  HCR6  0   0.257  -1.0480  -1.5289   4.3734
 DWJ  H14  H  HCR6  0   0.262   2.7174   0.7033   1.4674
 DWJ  H15  H  HCR6  0   0.267   5.5496   0.2768  -1.7310
 DWJ  H16  H  HCR6  0   0.253  -1.6434   2.1335   1.1450
 DWJ  H17  H  HCR5  0   0.306   2.3055  -3.4595  -0.5641
 DWJ  H18  H  HCH2  0   0.246  -2.3506  -2.7484   0.9079
 DWJ  H19  H  HCH2  0   0.272  -2.8985  -3.3347  -0.6311
 DWJ  H20  H  HCH1  0   0.283  -3.7481  -0.2878   0.4367
 DWJ  H21  H  HCH3  0   0.247  -4.8411  -2.4077  -0.0965
 DWJ  H22  H  HCH3  0   0.249  -5.7354  -1.1042  -0.8531
 DWJ  H23  H  HCH3  0   0.233  -4.6859  -2.1263  -1.8307
 DWJ  C21  C  C     0   0.541   3.6169  -1.0312  -0.5020

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
 DWJ  N6   C5   triple    1.150  0.020  1.150
 DWJ  C27  C26  aromatic  1.385  0.020  1.385
 DWJ  C27  C22  aromatic  1.395  0.020  1.395
 DWJ  C26  C25  aromatic  1.389  0.020  1.389
 DWJ  O28  C21  double    1.208  0.020  1.208
 DWJ  C5   C4   single    1.455  0.020  1.455
 DWJ  C21  C22  single    1.482  0.020  1.482
 DWJ  C21  N20  single    1.397  0.020  1.397
 DWJ  C22  C23  aromatic  1.395  0.020  1.395
 DWJ  C25  C24  aromatic  1.389  0.020  1.389
 DWJ  C7   C4   single    1.544  0.020  1.544
 DWJ  C7   C8   single    1.538  0.020  1.538
 DWJ  N20  N29  aromatic  1.344  0.020  1.344
 DWJ  N20  C19  aromatic  1.369  0.020  1.369
 DWJ  N29  C30  aromatic  1.305  0.020  1.305
 DWJ  C4   C3   single    1.523  0.020  1.523
 DWJ  C23  C24  aromatic  1.386  0.020  1.386
 DWJ  C19  C18  aromatic  1.362  0.020  1.362
 DWJ  C30  C8   single    1.502  0.020  1.502
 DWJ  C30  C18  aromatic  1.419  0.020  1.419
 DWJ  C3   O31  double    1.204  0.020  1.204
 DWJ  C3   C2   single    1.506  0.020  1.506
 DWJ  C8   C15  single    1.561  0.020  1.561
 DWJ  C8   C9   single    1.535  0.020  1.535
 DWJ  C18  C17  single    1.493  0.020  1.493
 DWJ  C15  C2   single    1.547  0.020  1.547
 DWJ  C15  C16  single    1.527  0.020  1.527
 DWJ  C1   C2   single    1.520  0.020  1.520
 DWJ  C17  C16  single    1.536  0.020  1.536
 DWJ  C9   C14  aromatic  1.394  0.020  1.394
 DWJ  C9   C10  aromatic  1.399  0.020  1.399
 DWJ  C14  C13  aromatic  1.390  0.020  1.390
 DWJ  C10  C11  aromatic  1.386  0.020  1.386
 DWJ  C13  C12  aromatic  1.385  0.020  1.385
 DWJ  C11  C12  aromatic  1.388  0.020  1.388
 DWJ  C4   H1   single    0.970  0.020  1.090
 DWJ  C7   H2   single    0.970  0.020  1.090
 DWJ  C7   H3   single    0.970  0.020  1.090
 DWJ  C10  H4   single    0.930  0.020  1.080
 DWJ  C13  H5   single    0.930  0.020  1.080
 DWJ  C15  H6   single    0.970  0.020  1.090
 DWJ  C17  H7   single    0.970  0.020  1.090
 DWJ  C17  H8   single    0.970  0.020  1.090
 DWJ  C24  H9   single    0.930  0.020  1.080
 DWJ  C26  H10  single    0.930  0.020  1.080
 DWJ  C25  H11  single    0.930  0.020  1.080
 DWJ  C12  H12  single    0.930  0.020  1.080
 DWJ  C11  H13  single    0.930  0.020  1.080
 DWJ  C23  H14  single    0.930  0.020  1.080
 DWJ  C27  H15  single    0.930  0.020  1.080
 DWJ  C14  H16  single    0.930  0.020  1.080
 DWJ  C19  H17  single    0.930  0.020  1.080
 DWJ  C16  H18  single    0.970  0.020  1.090
 DWJ  C16  H19  single    0.970  0.020  1.090
 DWJ  C2   H20  single    0.970  0.020  1.090
 DWJ  C1   H21  single    0.970  0.020  1.090
 DWJ  C1   H22  single    0.970  0.020  1.090
 DWJ  C1   H23  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
 DWJ  H1   C4   C3   105.17  3.000
 DWJ  H1   C4   C7   110.42  3.000
 DWJ  C3   C4   C7   113.29  3.000
 DWJ  H1   C4   C5   106.77  3.000
 DWJ  C3   C4   C5   110.64  3.000
 DWJ  C7   C4   C5   110.24  3.000
 DWJ  N6   C5   C4   180.00  3.000
 DWJ  H3   C7   H2   106.53  3.000
 DWJ  H3   C7   C8   111.36  3.000
 DWJ  H2   C7   C8   107.79  3.000
 DWJ  H3   C7   C4   109.10  3.000
 DWJ  H2   C7   C4   107.92  3.000
 DWJ  C8   C7   C4   113.82  3.000
 DWJ  C30  C8   C9   106.57  3.000
 DWJ  C9   C8   C15  114.46  3.000
 DWJ  C30  C8   C15  106.55  3.000
 DWJ  C9   C8   C7   113.46  3.000
 DWJ  C15  C8   C7   106.84  3.000
 DWJ  C30  C8   C7   108.64  3.000
 DWJ  H4   C10  C9   120.53  3.000
 DWJ  H4   C10  C11  117.72  3.000
 DWJ  C9   C10  C11  121.72  3.000
 DWJ  H5   C13  C14  119.20  3.000
 DWJ  H5   C13  C12  120.34  3.000
 DWJ  C14  C13  C12  120.47  3.000
 DWJ  H6   C15  C2   107.00  3.000
 DWJ  H6   C15  C16  105.28  3.000
 DWJ  C2   C15  C16  113.67  3.000
 DWJ  H6   C15  C8   105.07  3.000
 DWJ  C16  C15  C8   114.74  3.000
 DWJ  C2   C15  C8   110.28  3.000
 DWJ  H8   C17  H7   106.13  3.000
 DWJ  H8   C17  C16  109.95  3.000
 DWJ  H7   C17  C16  108.72  3.000
 DWJ  H8   C17  C18  110.98  3.000
 DWJ  H7   C17  C18  108.69  3.000
 DWJ  C16  C17  C18  112.16  3.000
 DWJ  C27  C22  C23  119.70  3.000
 DWJ  C23  C22  C21  123.10  3.000
 DWJ  C27  C22  C21  117.02  3.000
 DWJ  H9   C24  C23  119.60  3.000
 DWJ  H9   C24  C25  120.10  3.000
 DWJ  C23  C24  C25  120.30  3.000
 DWJ  H10  C26  C27  119.85  3.000
 DWJ  H10  C26  C25  120.22  3.000
 DWJ  C27  C26  C25  119.93  3.000
 DWJ  H11  C25  C26  120.01  3.000
 DWJ  H11  C25  C24  119.96  3.000
 DWJ  C26  C25  C24  120.02  3.000
 DWJ  H12  C12  C11  120.55  3.000
 DWJ  H12  C12  C13  120.61  3.000
 DWJ  C11  C12  C13  118.83  3.000
 DWJ  H13  C11  C12  120.26  3.000
 DWJ  H13  C11  C10  119.35  3.000
 DWJ  C12  C11  C10  120.39  3.000
 DWJ  H14  C23  C24  119.49  3.000
 DWJ  H14  C23  C22  120.69  3.000
 DWJ  C24  C23  C22  119.81  3.000
 DWJ  H15  C27  C26  119.83  3.000
 DWJ  H15  C27  C22  119.95  3.000
 DWJ  C26  C27  C22  120.21  3.000
 DWJ  H16  C14  C9   121.38  3.000
 DWJ  H16  C14  C13  116.94  3.000
 DWJ  C9   C14  C13  121.65  3.000
 DWJ  H17  C19  N20  121.99  3.000
 DWJ  H17  C19  C18  131.51  3.000
 DWJ  N20  C19  C18  106.50  3.000
 DWJ  C14  C9   C10  116.87  3.000
 DWJ  C10  C9   C8   120.17  3.000
 DWJ  C14  C9   C8   122.84  3.000
 DWJ  C30  C18  C19  104.26  3.000
 DWJ  C30  C18  C17  124.08  3.000
 DWJ  C19  C18  C17  131.61  3.000
 DWJ  N29  C30  C18  112.19  3.000
 DWJ  C18  C30  C8   124.27  3.000
 DWJ  N29  C30  C8   123.49  3.000
 DWJ  O31  C3   C2   124.58  3.000
 DWJ  C2   C3   C4   113.99  3.000
 DWJ  O31  C3   C4   121.43  3.000
 DWJ  H19  C16  H18  105.55  3.000
 DWJ  H19  C16  C17  107.24  3.000
 DWJ  H18  C16  C17  111.65  3.000
 DWJ  H19  C16  C15  108.89  3.000
 DWJ  H18  C16  C15  110.90  3.000
 DWJ  C17  C16  C15  112.28  3.000
 DWJ  H20  C2   C1   108.55  3.000
 DWJ  H20  C2   C3   107.41  3.000
 DWJ  C1   C2   C3   111.41  3.000
 DWJ  H20  C2   C15  108.15  3.000
 DWJ  C1   C2   C15  115.11  3.000
 DWJ  C3   C2   C15  105.91  3.000
 DWJ  H23  C1   H22  107.80  3.000
 DWJ  H23  C1   H21  108.09  3.000
 DWJ  H22  C1   H21  107.18  3.000
 DWJ  H23  C1   C2   112.17  3.000
 DWJ  H22  C1   C2   110.63  3.000
 DWJ  H21  C1   C2   110.77  3.000
 DWJ  N20  N29  C30  104.95  3.000
 DWJ  N29  N20  C19  112.11  3.000
 DWJ  C19  N20  C21  125.50  3.000
 DWJ  N29  N20  C21  122.31  3.000
 DWJ  O28  C21  N20  119.24  3.000
 DWJ  N20  C21  C22  118.08  3.000
 DWJ  O28  C21  C22  122.67  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
 DWJ  CONST_01  C13  C14  C9   C10    0.00   0.0  0
 DWJ  CONST_02  C13  C12  C11  C10    0.00   0.0  0
 DWJ  CONST_03  C25  C26  C27  C22    0.00   0.0  0
 DWJ  CONST_04  C25  C24  C23  C22    0.00   0.0  0
 DWJ  CONST_05  C27  C26  C25  C24    0.00   0.0  0
 DWJ  CONST_06  C27  C22  C23  C24    0.00   0.0  0
 DWJ  CONST_07  C23  C22  C27  C26    0.00   0.0  0
 DWJ  CONST_08  C23  C24  C25  C26    0.00   0.0  0
 DWJ  CONST_09  C9   C14  C13  C12    0.00   0.0  0
 DWJ  CONST_10  C9   C10  C11  C12    0.00   0.0  0
 DWJ  CONST_11  C14  C9   C10  C11    0.00   0.0  0
 DWJ  CONST_12  C14  C13  C12  C11    0.00   0.0  0
 DWJ  CONST_13  C30  N29  N20  C19    0.00   0.0  0
 DWJ  CONST_14  N29  C30  C18  C19    0.00   0.0  0
 DWJ  CONST_15  N29  N20  C19  C18    0.00   0.0  0
 DWJ  CONST_16  N20  N29  C30  C18    0.00   0.0  0
 DWJ  CONST_17  N20  C19  C18  C30    0.00   0.0  0
 DWJ  CONST_18  C13  C14  C9   C8   180.00   0.0  0
 DWJ  CONST_19  C11  C10  C9   C8   180.00   0.0  0
 DWJ  CONST_20  C26  C27  C22  C21  180.00   0.0  0
 DWJ  CONST_21  C24  C23  C22  C21  180.00   0.0  0
 DWJ  CONST_22  C30  N29  N20  C21  180.00   0.0  0
 DWJ  CONST_23  C18  C19  N20  C21  180.00   0.0  0
 DWJ  CONST_24  N29  N20  C21  C22    0.00   0.0  0
 DWJ  CONST_25  C19  N20  C21  C22  180.00   0.0  0
 DWJ  CONST_26  H16  C14  C9   C8     0.00   0.0  0
 DWJ  CONST_27  H4   C10  C9   C8     0.00   0.0  0
 DWJ  CONST_28  H12  C12  C11  C10  180.00   0.0  0
 DWJ  CONST_29  H13  C11  C12  C13  180.00   0.0  0
 DWJ  CONST_30  H17  C19  C18  C17    0.00   0.0  0
 DWJ  CONST_31  H10  C26  C27  C22  180.00   0.0  0
 DWJ  CONST_32  H9   C24  C23  C22  180.00   0.0  0
 DWJ  CONST_33  H15  C27  C26  C25  180.00   0.0  0
 DWJ  CONST_34  H14  C23  C24  C25  180.00   0.0  0
 DWJ  CONST_35  H5   C13  C12  C11  180.00   0.0  0
 DWJ  CONST_36  H11  C25  C24  C23  180.00   0.0  0
 DWJ  CONST_37  O28  C21  N20  C19    0.00   0.0  0
 DWJ  CONST_38  O28  C21  N20  N29  180.00   0.0  0
 DWJ  Var_01    C18  C17  C16  C15   36.30  30.0  1
 DWJ  Var_02    C16  C17  C18  C19  172.61  30.0  1
 DWJ  Var_03    N20  C21  C22  C23   39.86  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
 DWJ  chir_01  C4   C5   C7   C3   positiv
 DWJ  chir_02  C8   C30  C15  C9   negativ
 DWJ  chir_03  C15  C8   C2   C16  positiv
 DWJ  chir_04  C2   C3   C15  C1   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
 DWJ  plan-1  C22  0.020
 DWJ  plan-1  C24  0.020
 DWJ  plan-1  C26  0.020
 DWJ  plan-1  C25  0.020
 DWJ  plan-1  C23  0.020
 DWJ  plan-1  C27  0.020
 DWJ  plan-1  H9   0.020
 DWJ  plan-1  H10  0.020
 DWJ  plan-1  H11  0.020
 DWJ  plan-1  H14  0.020
 DWJ  plan-1  H15  0.020
 DWJ  plan-1  C21  0.020
 DWJ  plan-2  C8   0.020
 DWJ  plan-2  C10  0.020
 DWJ  plan-2  C13  0.020
 DWJ  plan-2  C12  0.020
 DWJ  plan-2  C11  0.020
 DWJ  plan-2  C14  0.020
 DWJ  plan-2  C9   0.020
 DWJ  plan-2  H4   0.020
 DWJ  plan-2  H5   0.020
 DWJ  plan-2  H12  0.020
 DWJ  plan-2  H13  0.020
 DWJ  plan-2  H16  0.020
 DWJ  plan-3  C8   0.020
 DWJ  plan-3  C17  0.020
 DWJ  plan-3  C22  0.020
 DWJ  plan-3  C19  0.020
 DWJ  plan-3  C18  0.020
 DWJ  plan-3  C30  0.020
 DWJ  plan-3  N29  0.020
 DWJ  plan-3  N20  0.020
 DWJ  plan-3  O28  0.020
 DWJ  plan-3  H17  0.020
 DWJ  plan-3  C21  0.020
 DWJ  plan-4  C4   0.020
 DWJ  plan-4  C3   0.020
 DWJ  plan-4  C2   0.020
 DWJ  plan-4  O31  0.020

