# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 23:13:56 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 2-[1-[(2-methoxyphenyl)amino]ethylidene]-5-phenyl-cyclohexane-1,3-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccccc1N[C](C)=[C@@]2C(=O)C[CH](CC2=O)c3ccccc3
#
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
 DLK  DLK  2-[1-[(2-methoxyphenyl)amino]ethylidene]-5-phenyl-cyclohexane-1,3-dione  ligand  46  25  .  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_DLK
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
 DLK  C12  C  CH2   0  -0.528  -1.9977   1.0939   0.1525
 DLK  C13  C  CH3   0  -0.734   1.7791  -2.3095  -0.4733
 DLK  C14  C  C     0   0.435   1.2397  -1.0082   0.0297
 DLK  C15  C  CR6   0   0.187   3.4927  -0.3051   0.6980
 DLK  C01  C  CR6   0   0.208  -4.4039   0.3639   0.1648
 DLK  C02  C  CR16  0  -0.336  -5.3075   0.2664   1.2189
 DLK  C03  C  CR16  0  -0.237  -6.6340   0.6498   1.0623
 DLK  C04  C  CR16  0  -0.273  -7.0771   1.1390  -0.1581
 DLK  C05  C  CR16  0  -0.239  -6.1841   1.2427  -1.2180
 DLK  C06  C  CR16  0  -0.321  -4.8609   0.8588  -1.0564
 DLK  C07  C  CH1   0  -0.395  -2.9688  -0.0600   0.3503
 DLK  C08  C  CH2   0  -0.533  -2.5687  -1.1814  -0.5968
 DLK  C09  C  C     0   0.347  -1.1439  -1.6492  -0.3908
 DLK  C10  C  C     0  -0.346  -0.1398  -0.6551  -0.0277
 DLK  C11  C  C     0   0.424  -0.5506   0.6924   0.3056
 DLK  C16  C  CR16  0  -0.253   3.9829  -1.2846   1.5476
 DLK  C17  C  CR16  0  -0.282   5.3480  -1.4140   1.7603
 DLK  C18  C  CR16  0  -0.241   6.2182  -0.5386   1.1305
 DLK  C19  C  CR16  0  -0.388   5.7407   0.4590   0.2895
 DLK  C20  C  CR6   0   0.358   4.3730   0.5833   0.0628
 DLK  C21  C  CH3   0  -0.439   4.6423   2.4482  -1.3764
 DLK  N01  N  NH1   0  -0.693   2.1072  -0.1299   0.5001
 DLK  O01  O  O     0  -0.498   0.2368   1.5685   0.6903
 DLK  O02  O  O     0  -0.445  -0.9013  -2.8395  -0.5407
 DLK  O03  O  O2    0  -0.457   3.8083   1.5012  -0.7351
 DLK  H1   H  HCH2  0   0.270  -2.1120   1.5047  -0.8579
 DLK  H2   H  HCH2  0   0.273  -2.2007   1.9092   0.8482
 DLK  H3   H  HCH3  0   0.265   2.8445  -2.2307  -0.6736
 DLK  H4   H  HCH3  0   0.277   1.6295  -3.1046   0.2565
 DLK  H5   H  HCH3  0   0.279   1.2727  -2.6101  -1.3837
 DLK  H6   H  HCR6  0   0.250  -4.9697  -0.1144   2.1758
 DLK  H7   H  HCR6  0   0.255  -7.3205   0.5659   1.8949
 DLK  H8   H  HCR6  0   0.255  -8.1097   1.4375  -0.2845
 DLK  H9   H  HCR6  0   0.255  -6.5201   1.6229  -2.1742
 DLK  H10  H  HCR6  0   0.249  -4.1820   0.9467  -1.8969
 DLK  H11  H  HCH1  0   0.265  -2.8610  -0.4223   1.3779
 DLK  H12  H  HCH2  0   0.267  -3.2303  -2.0424  -0.4935
 DLK  H13  H  HCH2  0   0.262  -2.6553  -0.8368  -1.6347
 DLK  H14  H  HCR6  0   0.275   3.2882  -1.9447   2.0513
 DLK  H15  H  HCR6  0   0.261   5.7226  -2.1843   2.4203
 DLK  H16  H  HCR6  0   0.266   7.2847  -0.6222   1.2928
 DLK  H17  H  HCR6  0   0.288   6.4457   1.1265  -0.1866
 DLK  H18  H  HCH3  0   0.234   5.2016   3.0509  -0.6572
 DLK  H19  H  HCH3  0   0.233   5.3461   1.9706  -2.0623
 DLK  H20  H  HCH3  0   0.264   3.9849   3.0997  -1.9456
 DLK  H22  H  HNH1  0   0.439   1.6845   0.7843   0.7261

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
 DLK  C04  C05  aromatic  1.390  0.020  1.390
 DLK  C04  C03  aromatic  1.387  0.020  1.387
 DLK  C05  C06  aromatic  1.387  0.020  1.387
 DLK  C03  C02  aromatic  1.390  0.020  1.390
 DLK  C06  C01  aromatic  1.395  0.020  1.395
 DLK  C02  C01  aromatic  1.392  0.020  1.392
 DLK  C01  C07  single    1.508  0.020  1.508
 DLK  C12  C07  single    1.521  0.020  1.521
 DLK  C12  C11  single    1.510  0.020  1.510
 DLK  C07  C08  single    1.521  0.020  1.521
 DLK  O01  C11  double    1.239  0.020  1.239
 DLK  C08  C09  single    1.514  0.020  1.514
 DLK  C11  C10  single    1.448  0.020  1.448
 DLK  C09  C10  single    1.459  0.020  1.459
 DLK  C09  O02  double    1.224  0.020  1.224
 DLK  C10  C14  double    1.425  0.020  1.425
 DLK  C14  N01  single    1.321  0.020  1.321
 DLK  C14  C13  single    1.496  0.020  1.496
 DLK  N01  C15  single    1.410  0.020  1.410
 DLK  C16  C15  aromatic  1.386  0.020  1.386
 DLK  C16  C17  aromatic  1.388  0.020  1.388
 DLK  C15  C20  aromatic  1.403  0.020  1.403
 DLK  C17  C18  aromatic  1.386  0.020  1.386
 DLK  C20  O03  single    1.341  0.020  1.341
 DLK  C20  C19  aromatic  1.392  0.020  1.392
 DLK  O03  C21  single    1.416  0.020  1.416
 DLK  C18  C19  aromatic  1.389  0.020  1.389
 DLK  C12  H1   single    0.970  0.020  1.090
 DLK  C12  H2   single    0.970  0.020  1.090
 DLK  C13  H3   single    0.970  0.020  1.090
 DLK  C13  H4   single    0.970  0.020  1.090
 DLK  C13  H5   single    0.970  0.020  1.090
 DLK  C02  H6   single    0.930  0.020  1.080
 DLK  C03  H7   single    0.930  0.020  1.080
 DLK  C04  H8   single    0.930  0.020  1.080
 DLK  C05  H9   single    0.930  0.020  1.080
 DLK  C06  H10  single    0.930  0.020  1.080
 DLK  C07  H11  single    0.970  0.020  1.090
 DLK  C08  H12  single    0.970  0.020  1.090
 DLK  C08  H13  single    0.970  0.020  1.090
 DLK  C16  H14  single    0.930  0.020  1.080
 DLK  C17  H15  single    0.930  0.020  1.080
 DLK  C18  H16  single    0.930  0.020  1.080
 DLK  C19  H17  single    0.930  0.020  1.080
 DLK  C21  H18  single    0.970  0.020  1.090
 DLK  C21  H19  single    0.970  0.020  1.090
 DLK  C21  H20  single    0.970  0.020  1.090
 DLK  N01  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
 DLK  H2   C12  H1   106.75  3.000
 DLK  H2   C12  C11  108.21  3.000
 DLK  H1   C12  C11  107.04  3.000
 DLK  H2   C12  C07  111.42  3.000
 DLK  H1   C12  C07  109.72  3.000
 DLK  C11  C12  C07  113.40  3.000
 DLK  H5   C13  H4   107.21  3.000
 DLK  H5   C13  H3   108.85  3.000
 DLK  H4   C13  H3   108.11  3.000
 DLK  H5   C13  C14  110.80  3.000
 DLK  H4   C13  C14  111.11  3.000
 DLK  H3   C13  C14  110.64  3.000
 DLK  N01  C14  C10  119.03  3.000
 DLK  N01  C14  C13  117.47  3.000
 DLK  C10  C14  C13  123.44  3.000
 DLK  N01  C15  C20  118.31  3.000
 DLK  C20  C15  C16  120.21  3.000
 DLK  N01  C15  C16  121.41  3.000
 DLK  C07  C01  C06  121.29  3.000
 DLK  C07  C01  C02  120.33  3.000
 DLK  C06  C01  C02  118.38  3.000
 DLK  H6   C02  C03  119.60  3.000
 DLK  H6   C02  C01  119.40  3.000
 DLK  C03  C02  C01  121.00  3.000
 DLK  H7   C03  C04  120.09  3.000
 DLK  H7   C03  C02  119.82  3.000
 DLK  C04  C03  C02  120.08  3.000
 DLK  H8   C04  C05  120.22  3.000
 DLK  H8   C04  C03  120.31  3.000
 DLK  C05  C04  C03  119.47  3.000
 DLK  H9   C05  C06  119.75  3.000
 DLK  H9   C05  C04  120.03  3.000
 DLK  C06  C05  C04  120.22  3.000
 DLK  H10  C06  C05  118.98  3.000
 DLK  H10  C06  C01  120.17  3.000
 DLK  C05  C06  C01  120.85  3.000
 DLK  H11  C07  C08  108.33  3.000
 DLK  H11  C07  C01  107.60  3.000
 DLK  C08  C07  C01  112.39  3.000
 DLK  H11  C07  C12  108.07  3.000
 DLK  C08  C07  C12  108.08  3.000
 DLK  C01  C07  C12  112.23  3.000
 DLK  H13  C08  H12  106.85  3.000
 DLK  H13  C08  C09  107.47  3.000
 DLK  H12  C08  C09  108.30  3.000
 DLK  H13  C08  C07  109.67  3.000
 DLK  H12  C08  C07  111.30  3.000
 DLK  C09  C08  C07  112.99  3.000
 DLK  O02  C09  C10  123.83  3.000
 DLK  O02  C09  C08  118.06  3.000
 DLK  C10  C09  C08  118.11  3.000
 DLK  C11  C10  C09  119.76  3.000
 DLK  C09  C10  C14  120.50  3.000
 DLK  C11  C10  C14  119.73  3.000
 DLK  O01  C11  C10  123.32  3.000
 DLK  C10  C11  C12  119.75  3.000
 DLK  O01  C11  C12  116.91  3.000
 DLK  H14  C16  C17  120.21  3.000
 DLK  H14  C16  C15  119.28  3.000
 DLK  C17  C16  C15  120.51  3.000
 DLK  H15  C17  C18  120.65  3.000
 DLK  H15  C17  C16  120.05  3.000
 DLK  C18  C17  C16  119.29  3.000
 DLK  H16  C18  C19  119.01  3.000
 DLK  H16  C18  C17  120.13  3.000
 DLK  C19  C18  C17  120.85  3.000
 DLK  H17  C19  C20  120.91  3.000
 DLK  H17  C19  C18  119.06  3.000
 DLK  C20  C19  C18  120.03  3.000
 DLK  O03  C20  C19  124.88  3.000
 DLK  C19  C20  C15  119.10  3.000
 DLK  O03  C20  C15  116.02  3.000
 DLK  H20  C21  H19  108.84  3.000
 DLK  H20  C21  H18  108.90  3.000
 DLK  H19  C21  H18  108.95  3.000
 DLK  H20  C21  O03  106.38  3.000
 DLK  H19  C21  O03  111.81  3.000
 DLK  H18  C21  O03  111.87  3.000
 DLK  H22  N01  C15  118.78  3.000
 DLK  H22  N01  C14  113.45  3.000
 DLK  C15  N01  C14  127.76  3.000
 DLK  C21  O03  C20  118.65  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
 DLK  CONST_01  C18  C17  C16  C15    0.00   0.0  0
 DLK  CONST_02  C18  C19  C20  C15    0.00   0.0  0
 DLK  CONST_03  C04  C05  C06  C01    0.00   0.0  0
 DLK  CONST_04  C04  C03  C02  C01    0.00   0.0  0
 DLK  CONST_05  C05  C04  C03  C02    0.00   0.0  0
 DLK  CONST_06  C05  C06  C01  C02    0.00   0.0  0
 DLK  CONST_07  C06  C05  C04  C03    0.00   0.0  0
 DLK  CONST_08  C06  C01  C02  C03    0.00   0.0  0
 DLK  CONST_09  C19  C20  C15  C16    0.00   0.0  0
 DLK  CONST_10  C19  C18  C17  C16    0.00   0.0  0
 DLK  CONST_11  C20  C15  C16  C17    0.00   0.0  0
 DLK  CONST_12  C20  C19  C18  C17    0.00   0.0  0
 DLK  CONST_13  C07  C01  C02  C03  180.00   0.0  0
 DLK  CONST_14  C07  C01  C06  C05  180.00   0.0  0
 DLK  CONST_15  O03  C20  C15  C16  180.00   0.0  0
 DLK  CONST_16  N01  C15  C16  C17  180.00   0.0  0
 DLK  CONST_17  O03  C20  C19  C18  180.00   0.0  0
 DLK  CONST_18  N01  C15  C20  C19  180.00   0.0  0
 DLK  CONST_19  H15  C17  C16  C15  180.00   0.0  0
 DLK  CONST_20  H17  C19  C20  C15  180.00   0.0  0
 DLK  CONST_21  H9   C05  C06  C01  180.00   0.0  0
 DLK  CONST_22  H7   C03  C02  C01  180.00   0.0  0
 DLK  CONST_23  H8   C04  C03  C02  180.00   0.0  0
 DLK  CONST_24  H10  C06  C01  C02  180.00   0.0  0
 DLK  CONST_25  H6   C02  C03  C04  180.00   0.0  0
 DLK  CONST_26  H16  C18  C17  C16  180.00   0.0  0
 DLK  CONST_27  H14  C16  C17  C18  180.00   0.0  0
 DLK  CONST_30  C10  C14  N01  C15  180.00   0.0  0
 DLK  CONST_32  C15  N01  C14  C13    0.00   0.0  0
 DLK  Var_01    C09  C10  C11  C12   -5.63  30.0  1
 DLK  Var_02    C10  C11  C12  C07   29.71  30.0  1
 DLK  Var_03    C10  C09  C08  C07  -35.60  30.0  1
 DLK  Var_04    C11  C10  C09  C08    8.56  30.0  1
 DLK  Var_05    H3   C13  C14  C10  159.04  30.0  3
 DLK  Var_06    H18  C21  O03  C20  -59.91  30.0  3

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
 DLK  chir_01  C07  C01  C12  C08  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
 DLK  plan-1  C01  0.020
 DLK  plan-1  C02  0.020
 DLK  plan-1  C03  0.020
 DLK  plan-1  C04  0.020
 DLK  plan-1  C05  0.020
 DLK  plan-1  C06  0.020
 DLK  plan-1  C07  0.020
 DLK  plan-1  H6   0.020
 DLK  plan-1  H7   0.020
 DLK  plan-1  H8   0.020
 DLK  plan-1  H9   0.020
 DLK  plan-1  H10  0.020
 DLK  plan-2  C15  0.020
 DLK  plan-2  C16  0.020
 DLK  plan-2  C17  0.020
 DLK  plan-2  C18  0.020
 DLK  plan-2  C19  0.020
 DLK  plan-2  C20  0.020
 DLK  plan-2  N01  0.020
 DLK  plan-2  O03  0.020
 DLK  plan-2  H14  0.020
 DLK  plan-2  H15  0.020
 DLK  plan-2  H16  0.020
 DLK  plan-2  H17  0.020
 DLK  plan-3  C14  0.020
 DLK  plan-3  C15  0.020
 DLK  plan-3  N01  0.020
 DLK  plan-3  H22  0.020
 DLK  plan-4  C08  0.020
 DLK  plan-4  C09  0.020
 DLK  plan-4  C10  0.020
 DLK  plan-4  O02  0.020
 DLK  plan-5  C12  0.020
 DLK  plan-5  C10  0.020
 DLK  plan-5  C11  0.020
 DLK  plan-5  O01  0.020

