# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 07:25:08 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: (5~{S})-2-[(~{E})-~{N}-(2-ethoxyphenyl)-~{C}-methyl-carbonimidoyl]-3-oxidanyl-5-phenyl-cyclohex-2-en-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1ccccc1N=C(C)C2=C(O)C[C@@H](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
 DLW  DLW  (5~{S})-2-[(~{E})-~{N}-(2-ethoxyphenyl)-~{C}-methyl-carbonimidoyl]-3-oxidanyl-5-phenyl-cyclohex-2-en-1-one  ligand  49  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_DLW
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
 DLW  C10  C  C     0  -0.350   0.2132   0.2197   0.1936
 DLW  C12  C  CH2   0  -0.536   2.5441   0.0834   1.2318
 DLW  C21  C  CH2   0  -0.192  -4.5259  -1.8391   1.5812
 DLW  C11  C  C     0   0.352   1.0630   0.3735   1.3673
 DLW  C16  C  CR16  0  -0.273  -3.7958   1.4376  -1.8547
 DLW  C14  C  C     0   0.453  -1.1651   0.5774   0.2460
 DLW  C22  C  CH3   0  -0.681  -3.6467  -2.6782   2.4768
 DLW  C15  C  CR6   0   0.158  -3.3262   0.5381  -0.9122
 DLW  C13  C  CH3   0  -0.729  -1.7871   1.2962   1.3977
 DLW  C20  C  CR6   0   0.402  -4.2244  -0.2113  -0.1364
 DLW  C17  C  CR16  0  -0.285  -5.1599   1.6237  -2.0338
 DLW  C18  C  CR16  0  -0.238  -6.0480   0.8978  -1.2567
 DLW  C19  C  CR16  0  -0.387  -5.5916  -0.0142  -0.3129
 DLW  C01  C  CR6   0   0.206   4.5496  -0.0597  -0.2908
 DLW  C02  C  CR16  0  -0.335   5.4212   0.8742  -0.8437
 DLW  C03  C  CR16  0  -0.237   6.7788   0.6037  -0.9647
 DLW  C04  C  CR16  0  -0.273   7.2867  -0.6130  -0.5322
 DLW  C05  C  CR16  0  -0.239   6.4268  -1.5536   0.0221
 DLW  C06  C  CR16  0  -0.322   5.0719  -1.2785   0.1405
 DLW  C07  C  CH1   0  -0.393   3.0772   0.2452  -0.1818
 DLW  C08  C  CH2   0  -0.527   2.2433  -0.6389  -1.0970
 DLW  C09  C  C     0   0.424   0.7659  -0.3385  -1.0214
 DLW  N01  N  N     0  -0.693  -1.9352   0.3131  -0.7929
 DLW  O01  O  O     0  -0.450   0.6467   0.6882   2.4747
 DLW  O02  O  OH1   0  -0.500   0.0865  -0.5992  -2.0247
 DLW  O03  O  O2    0  -0.460  -3.6791  -1.0722   0.7318
 DLW  H1   H  HCH2  0   0.271   3.0756   0.7264   1.9356
 DLW  H2   H  HCH2  0   0.265   2.7027  -0.9465   1.5741
 DLW  H3   H  HCH2  0   0.229  -5.1824  -2.4766   0.9807
 DLW  H4   H  HCH2  0   0.229  -5.1596  -1.1759   2.1781
 DLW  H5   H  HCR6  0   0.271  -3.0819   1.9972  -2.4457
 DLW  H6   H  HCH3  0   0.239  -4.2730  -3.2870   3.1276
 DLW  H7   H  HCH3  0   0.237  -3.0118  -3.3487   1.8978
 DLW  H8   H  HCH3  0   0.237  -3.0126  -2.0554   3.1075
 DLW  H9   H  HCH3  0   0.274  -1.1568   2.1181   1.7247
 DLW  H10  H  HCH3  0   0.259  -2.7598   1.6985   1.1256
 DLW  H11  H  HCH3  0   0.276  -1.9146   0.6306   2.2487
 DLW  H12  H  HCR6  0   0.260  -5.5200   2.3306  -2.7687
 DLW  H13  H  HCR6  0   0.265  -7.1144   1.0337  -1.3809
 DLW  H14  H  HCR6  0   0.286  -6.3125  -0.5696   0.2705
 DLW  H15  H  HCR6  0   0.249   5.0346   1.8276  -1.1847
 DLW  H16  H  HCR6  0   0.254   7.4380   1.3463  -1.3962
 DLW  H17  H  HCR6  0   0.254   8.3437  -0.8274  -0.6237
 DLW  H18  H  HCR6  0   0.255   6.8122  -2.5047   0.3664
 DLW  H19  H  HCR6  0   0.250   4.4208  -2.0259   0.5798
 DLW  H20  H  HCH1  0   0.263   2.9292   1.2859  -0.4890
 DLW  H21  H  HCH2  0   0.272   2.5536  -0.5421  -2.1389
 DLW  H22  H  HCH2  0   0.268   2.3813  -1.6923  -0.8245
 DLW  H23  H  HOH1  0   0.440  -1.4366  -0.1334  -1.5764

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
 DLW  C04  C05  aromatic  1.390  0.020  1.390
 DLW  C04  C03  aromatic  1.388  0.020  1.388
 DLW  C05  C06  aromatic  1.388  0.020  1.388
 DLW  C03  C02  aromatic  1.390  0.020  1.390
 DLW  C06  C01  aromatic  1.394  0.020  1.394
 DLW  C02  C01  aromatic  1.392  0.020  1.392
 DLW  C01  C07  single    1.508  0.020  1.508
 DLW  C07  C12  single    1.519  0.020  1.519
 DLW  C07  C08  single    1.521  0.020  1.521
 DLW  C12  C11  single    1.515  0.020  1.515
 DLW  C08  C09  single    1.509  0.020  1.509
 DLW  C11  O01  double    1.224  0.020  1.224
 DLW  C11  C10  single    1.457  0.020  1.457
 DLW  C09  C10  double    1.447  0.020  1.447
 DLW  C09  O02  single    1.239  0.020  1.239
 DLW  C10  C14  single    1.425  0.020  1.425
 DLW  C14  N01  double    1.320  0.020  1.320
 DLW  C14  C13  single    1.493  0.020  1.493
 DLW  N01  C15  single    1.414  0.020  1.414
 DLW  C16  C15  aromatic  1.385  0.020  1.385
 DLW  C16  C17  aromatic  1.388  0.020  1.388
 DLW  C15  C20  aromatic  1.404  0.020  1.404
 DLW  C17  C18  aromatic  1.385  0.020  1.385
 DLW  C20  O03  single    1.339  0.020  1.339
 DLW  C20  C19  aromatic  1.393  0.020  1.393
 DLW  O03  C21  single    1.424  0.020  1.424
 DLW  C18  C19  aromatic  1.390  0.020  1.390
 DLW  C21  C22  single    1.510  0.020  1.510
 DLW  C12  H1   single    0.970  0.020  1.090
 DLW  C12  H2   single    0.970  0.020  1.090
 DLW  C21  H3   single    0.970  0.020  1.090
 DLW  C21  H4   single    0.970  0.020  1.090
 DLW  C16  H5   single    0.930  0.020  1.080
 DLW  C22  H6   single    0.970  0.020  1.090
 DLW  C22  H7   single    0.970  0.020  1.090
 DLW  C22  H8   single    0.970  0.020  1.090
 DLW  C13  H9   single    0.970  0.020  1.090
 DLW  C13  H10  single    0.970  0.020  1.090
 DLW  C13  H11  single    0.970  0.020  1.090
 DLW  C17  H12  single    0.930  0.020  1.080
 DLW  C18  H13  single    0.930  0.020  1.080
 DLW  C19  H14  single    0.930  0.020  1.080
 DLW  C02  H15  single    0.930  0.020  1.080
 DLW  C03  H16  single    0.930  0.020  1.080
 DLW  C04  H17  single    0.930  0.020  1.080
 DLW  C05  H18  single    0.930  0.020  1.080
 DLW  C06  H19  single    0.930  0.020  1.080
 DLW  C07  H20  single    0.970  0.020  1.090
 DLW  C08  H21  single    0.970  0.020  1.090
 DLW  C08  H22  single    0.970  0.020  1.090
 DLW  O02  H23  single    0.850  0.020  0.980

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
 DLW  C09  C10  C14  119.82  3.000
 DLW  C14  C10  C11  120.52  3.000
 DLW  C09  C10  C11  119.63  3.000
 DLW  H2   C12  H1   106.35  3.000
 DLW  H2   C12  C07  109.85  3.000
 DLW  H1   C12  C07  111.49  3.000
 DLW  H2   C12  C11  107.05  3.000
 DLW  H1   C12  C11  107.79  3.000
 DLW  C07  C12  C11  113.94  3.000
 DLW  H4   C21  H3   107.75  3.000
 DLW  H4   C21  O03  110.08  3.000
 DLW  H3   C21  O03  110.07  3.000
 DLW  H4   C21  C22  110.52  3.000
 DLW  H3   C21  C22  110.55  3.000
 DLW  O03  C21  C22  107.88  3.000
 DLW  O01  C11  C12  117.55  3.000
 DLW  O01  C11  C10  123.88  3.000
 DLW  C12  C11  C10  118.54  3.000
 DLW  H5   C16  C17  120.54  3.000
 DLW  H5   C16  C15  118.92  3.000
 DLW  C17  C16  C15  120.53  3.000
 DLW  N01  C14  C13  117.41  3.000
 DLW  C13  C14  C10  123.52  3.000
 DLW  N01  C14  C10  119.02  3.000
 DLW  H8   C22  H7   108.67  3.000
 DLW  H8   C22  H6   107.95  3.000
 DLW  H7   C22  H6   107.97  3.000
 DLW  H8   C22  C21  111.38  3.000
 DLW  H7   C22  C21  111.47  3.000
 DLW  H6   C22  C21  109.28  3.000
 DLW  N01  C15  C20  119.86  3.000
 DLW  C20  C15  C16  120.39  3.000
 DLW  N01  C15  C16  119.62  3.000
 DLW  H11  C13  H10  108.50  3.000
 DLW  H11  C13  H9   107.19  3.000
 DLW  H10  C13  H9   108.33  3.000
 DLW  H11  C13  C14  110.95  3.000
 DLW  H10  C13  C14  110.96  3.000
 DLW  H9   C13  C14  110.77  3.000
 DLW  O03  C20  C19  124.97  3.000
 DLW  C19  C20  C15  118.86  3.000
 DLW  O03  C20  C15  116.17  3.000
 DLW  H12  C17  C18  120.68  3.000
 DLW  H12  C17  C16  120.16  3.000
 DLW  C18  C17  C16  119.16  3.000
 DLW  H13  C18  C19  118.95  3.000
 DLW  H13  C18  C17  120.10  3.000
 DLW  C19  C18  C17  120.95  3.000
 DLW  H14  C19  C18  119.00  3.000
 DLW  H14  C19  C20  120.90  3.000
 DLW  C18  C19  C20  120.10  3.000
 DLW  C07  C01  C06  121.35  3.000
 DLW  C07  C01  C02  120.31  3.000
 DLW  C06  C01  C02  118.34  3.000
 DLW  H15  C02  C03  119.50  3.000
 DLW  H15  C02  C01  119.45  3.000
 DLW  C03  C02  C01  121.05  3.000
 DLW  H16  C03  C04  120.18  3.000
 DLW  H16  C03  C02  119.74  3.000
 DLW  C04  C03  C02  120.08  3.000
 DLW  H17  C04  C05  120.26  3.000
 DLW  H17  C04  C03  120.32  3.000
 DLW  C05  C04  C03  119.42  3.000
 DLW  H18  C05  C06  119.65  3.000
 DLW  H18  C05  C04  120.09  3.000
 DLW  C06  C05  C04  120.27  3.000
 DLW  H19  C06  C05  118.96  3.000
 DLW  H19  C06  C01  120.19  3.000
 DLW  C05  C06  C01  120.84  3.000
 DLW  H20  C07  C08  108.02  3.000
 DLW  H20  C07  C01  107.69  3.000
 DLW  C08  C07  C01  111.98  3.000
 DLW  H20  C07  C12  108.35  3.000
 DLW  C08  C07  C12  107.79  3.000
 DLW  C01  C07  C12  112.86  3.000
 DLW  H22  C08  H21  106.65  3.000
 DLW  H22  C08  C09  107.57  3.000
 DLW  H21  C08  C09  107.96  3.000
 DLW  H22  C08  C07  109.86  3.000
 DLW  H21  C08  C07  111.53  3.000
 DLW  C09  C08  C07  113.00  3.000
 DLW  O02  C09  C08  117.01  3.000
 DLW  O02  C09  C10  123.47  3.000
 DLW  C08  C09  C10  119.52  3.000
 DLW  C15  N01  C14  127.47  3.000
 DLW  H23  O02  C09  103.07  3.000
 DLW  C20  O03  C21  119.41  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
 DLW  CONST_01  C19  C20  C15  C16     0.00   0.0  0
 DLW  CONST_02  C19  C18  C17  C16     0.00   0.0  0
 DLW  CONST_03  C18  C17  C16  C15     0.00   0.0  0
 DLW  CONST_04  C18  C19  C20  C15     0.00   0.0  0
 DLW  CONST_05  C17  C16  C15  C20     0.00   0.0  0
 DLW  CONST_06  C17  C18  C19  C20     0.00   0.0  0
 DLW  CONST_07  C04  C05  C06  C01     0.00   0.0  0
 DLW  CONST_08  C04  C03  C02  C01     0.00   0.0  0
 DLW  CONST_09  C05  C04  C03  C02     0.00   0.0  0
 DLW  CONST_10  C05  C06  C01  C02     0.00   0.0  0
 DLW  CONST_11  C06  C05  C04  C03     0.00   0.0  0
 DLW  CONST_12  C06  C01  C02  C03     0.00   0.0  0
 DLW  CONST_13  C07  C01  C02  C03   180.00   0.0  0
 DLW  CONST_14  C07  C01  C06  C05   180.00   0.0  0
 DLW  CONST_15  O03  C20  C15  C16   180.00   0.0  0
 DLW  CONST_16  N01  C15  C16  C17   180.00   0.0  0
 DLW  CONST_17  O03  C20  C19  C18   180.00   0.0  0
 DLW  CONST_18  N01  C15  C20  C19   180.00   0.0  0
 DLW  CONST_19  H13  C18  C17  C16   180.00   0.0  0
 DLW  CONST_20  H12  C17  C16  C15   180.00   0.0  0
 DLW  CONST_21  H14  C19  C20  C15   180.00   0.0  0
 DLW  CONST_22  H5   C16  C15  C20   180.00   0.0  0
 DLW  CONST_23  H18  C05  C06  C01   180.00   0.0  0
 DLW  CONST_24  H16  C03  C02  C01   180.00   0.0  0
 DLW  CONST_25  H17  C04  C03  C02   180.00   0.0  0
 DLW  CONST_26  H19  C06  C01  C02   180.00   0.0  0
 DLW  CONST_27  H15  C02  C03  C04   180.00   0.0  0
 DLW  Var_01    C07  C12  C11  C10    25.06  30.0  1
 DLW  Var_02    C07  C08  C09  C10   -27.19  30.0  1
 DLW  Var_03    C09  C10  C11  C12     6.63  30.0  1
 DLW  Var_04    C08  C09  C10  C11    -5.46  30.0  1
 DLW  Var_05    C15  C20  O03  C21   178.17  30.0  2
 DLW  Var_06    N01  C14  C10  C11  -173.87  30.0  2
 DLW  Var_07    C20  C15  N01  C14   -68.01  30.0  2
 DLW  Var_08    H9   C13  C14  C10    44.49  30.0  3
 DLW  Var_09    H3   C21  O03  C20    61.20  30.0  3
 DLW  Var_10    H6   C22  C21  O03  -179.15  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
 DLW  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
 DLW  plan-1  C16  0.020
 DLW  plan-1  C15  0.020
 DLW  plan-1  C20  0.020
 DLW  plan-1  C17  0.020
 DLW  plan-1  C18  0.020
 DLW  plan-1  C19  0.020
 DLW  plan-1  N01  0.020
 DLW  plan-1  O03  0.020
 DLW  plan-1  H5   0.020
 DLW  plan-1  H12  0.020
 DLW  plan-1  H13  0.020
 DLW  plan-1  H14  0.020
 DLW  plan-2  C01  0.020
 DLW  plan-2  C02  0.020
 DLW  plan-2  C03  0.020
 DLW  plan-2  C04  0.020
 DLW  plan-2  C05  0.020
 DLW  plan-2  C06  0.020
 DLW  plan-2  C07  0.020
 DLW  plan-2  H15  0.020
 DLW  plan-2  H16  0.020
 DLW  plan-2  H17  0.020
 DLW  plan-2  H18  0.020
 DLW  plan-2  H19  0.020
 DLW  plan-3  C10  0.020
 DLW  plan-3  C12  0.020
 DLW  plan-3  C11  0.020
 DLW  plan-3  O01  0.020
 DLW  plan-4  C10  0.020
 DLW  plan-4  C14  0.020
 DLW  plan-4  C15  0.020
 DLW  plan-4  C13  0.020
 DLW  plan-4  N01  0.020

