# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 04:03:00 2021
#   Inital geometry file: a 99 line input string
#   Ligand name: methyl 4-ethyl-1-propanoyl-2,3-dihydroquinoxaline-6-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN1CCN(C(=O)CC)c2ccc(cc12)C(=O)OC
#
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
 OY2  OY2  'methyl 4-ethyl-1-propanoyl-2,3-dihydroquinoxaline-6-carboxylate'  ligand  40  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OY2
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
 OY2  C1   C  CH2   0  -0.591  -4.4791   -4.2479  -27.9118
 OY2  C6   C  CR6   0   0.258  -2.0400   -4.9869  -26.4734
 OY2  C5   C  CR6   0   0.420  -1.2617   -6.1453  -26.2293
 OY2  C3   C  CH2   0  -0.368  -3.2922   -5.4823  -24.5050
 OY2  C14  C  CH3   0  -0.664  -1.4066   -9.3405  -26.3909
 OY2  C11  C  CH3   0  -0.421   3.5585   -6.7240  -28.9430
 OY2  C9   C  CR6   0  -0.074   0.4158   -5.2394  -27.7481
 OY2  C8   C  CR16  0  -0.310  -0.3228   -4.0720  -27.9055
 OY2  N    N  NT    0  -0.554  -3.2855   -4.8813  -25.8290
 OY2  C    C  C     0   0.549  -4.4705   -4.5351  -26.4252
 OY2  O    O  O     0  -0.476  -5.4980   -4.4809  -25.7712
 OY2  C12  C  CR16  0  -0.407  -0.0447   -6.2545  -26.9158
 OY2  C2   C  CH3   0  -0.653  -5.8603   -4.4245  -28.5246
 OY2  C4   C  CH2   0  -0.270  -2.9472   -6.9483  -24.6533
 OY2  C7   C  CR16  0  -0.276  -1.5335   -3.9542  -27.2489
 OY2  N1   N  NT    0  -0.528  -1.6832   -7.0973  -25.3416
 OY2  O1   O  O2    0  -0.458   2.3193   -6.5070  -28.2694
 OY2  O2   O  O     0  -0.451   2.1379   -4.4931  -29.2066
 OY2  H1   H  HCH2  0   0.267  -3.7550   -4.8806  -28.4268
 OY2  H2   H  HCH2  0   0.276  -4.1430   -3.2202  -28.0718
 OY2  H3   H  HCH2  0   0.267  -2.5622   -4.9741  -23.8717
 OY2  H4   H  HCH2  0   0.282  -4.2702   -5.3688  -24.0496
 OY2  H5   H  HCH3  0   0.234  -0.9310  -10.3099  -26.2384
 OY2  H6   H  HCH3  0   0.231  -2.4843   -9.5011  -26.4371
 OY2  H7   H  HCH3  0   0.230  -1.0797   -8.9589  -27.3587
 OY2  H8   H  HCH3  0   0.253   3.8929   -7.7113  -28.6393
 OY2  H9   H  HCH3  0   0.240   3.4318   -6.7021  -30.0252
 OY2  H10  H  HCH3  0   0.240   4.3044   -5.9843  -28.6532
 OY2  H11  H  HCR6  0   0.255   0.0398   -3.2627  -28.5229
 OY2  H12  H  HCR6  0   0.272   0.5533   -7.1462  -26.8038
 OY2  H13  H  HCH2  0   0.255  -1.3383   -8.8316  -24.3021
 OY2  H14  H  HCH2  0   0.247   0.0416   -8.2695  -25.1953
 OY2  H15  H  HCH3  0   0.234  -5.8146   -4.2110  -29.5919
 OY2  H16  H  HCH3  0   0.228  -6.2266   -5.4440  -28.4056
 OY2  H17  H  HCH3  0   0.230  -6.5911   -3.7504  -28.0816
 OY2  H18  H  HCH2  0   0.236  -3.7623   -7.4636  -25.1760
 OY2  H19  H  HCH2  0   0.252  -2.8607   -7.4015  -23.6632
 OY2  H20  H  HCR6  0   0.274  -2.1041   -3.0410  -27.3476
 OY2  C13  C  CH2   0  -0.327  -1.0418   -8.3930  -25.2553
 OY2  C10  C  C     0   0.597   1.6998   -5.3565  -28.4835

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
 OY2  C11  O1   single    1.427  0.020  1.427
 OY2  O2   C10  double    1.208  0.020  1.208
 OY2  C2   C1   single    1.521  0.020  1.521
 OY2  C10  O1   single    1.324  0.020  1.324
 OY2  C10  C9   single    1.484  0.020  1.484
 OY2  C1   C    single    1.514  0.020  1.514
 OY2  C8   C9   aromatic  1.390  0.020  1.390
 OY2  C8   C7   aromatic  1.382  0.020  1.382
 OY2  C9   C12  aromatic  1.391  0.020  1.391
 OY2  C7   C6   aromatic  1.387  0.020  1.387
 OY2  C12  C5   aromatic  1.402  0.020  1.402
 OY2  C6   C5   aromatic  1.417  0.020  1.417
 OY2  C6   N    single    1.406  0.020  1.406
 OY2  C    O    double    1.219  0.020  1.219
 OY2  C    N    single    1.371  0.020  1.371
 OY2  C5   N1   single    1.368  0.020  1.368
 OY2  C14  C13  single    1.523  0.020  1.523
 OY2  N    C3   single    1.454  0.020  1.454
 OY2  N1   C13  single    1.448  0.020  1.448
 OY2  N1   C4   single    1.447  0.020  1.447
 OY2  C4   C3   single    1.513  0.020  1.513
 OY2  C1   H1   single    0.970  0.020  1.090
 OY2  C1   H2   single    0.970  0.020  1.090
 OY2  C3   H3   single    0.970  0.020  1.090
 OY2  C3   H4   single    0.970  0.020  1.090
 OY2  C14  H5   single    0.970  0.020  1.090
 OY2  C14  H6   single    0.970  0.020  1.090
 OY2  C14  H7   single    0.970  0.020  1.090
 OY2  C11  H8   single    0.970  0.020  1.090
 OY2  C11  H9   single    0.970  0.020  1.090
 OY2  C11  H10  single    0.970  0.020  1.090
 OY2  C8   H11  single    0.930  0.020  1.080
 OY2  C12  H12  single    0.930  0.020  1.080
 OY2  C13  H13  single    0.970  0.020  1.090
 OY2  C13  H14  single    0.970  0.020  1.090
 OY2  C2   H15  single    0.970  0.020  1.090
 OY2  C2   H16  single    0.970  0.020  1.090
 OY2  C2   H17  single    0.970  0.020  1.090
 OY2  C4   H18  single    0.970  0.020  1.090
 OY2  C4   H19  single    0.970  0.020  1.090
 OY2  C7   H20  single    0.930  0.020  1.080

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
 OY2  H2   C1   H1   105.79  3.000
 OY2  H2   C1   C2   109.23  3.000
 OY2  H1   C1   C2   110.19  3.000
 OY2  H2   C1   C    108.69  3.000
 OY2  H1   C1   C    110.47  3.000
 OY2  C2   C1   C    112.25  3.000
 OY2  C7   C6   N    121.58  3.000
 OY2  N    C6   C5   117.97  3.000
 OY2  C7   C6   C5   120.29  3.000
 OY2  N1   C5   C12  122.08  3.000
 OY2  N1   C5   C6   120.76  3.000
 OY2  C12  C5   C6   117.15  3.000
 OY2  H4   C3   H3   108.09  3.000
 OY2  H4   C3   C4   110.37  3.000
 OY2  H3   C3   C4   110.81  3.000
 OY2  H4   C3   N    110.07  3.000
 OY2  H3   C3   N    109.43  3.000
 OY2  C4   C3   N    108.07  3.000
 OY2  H7   C14  H6   108.06  3.000
 OY2  H7   C14  H5   107.73  3.000
 OY2  H6   C14  H5   107.82  3.000
 OY2  H7   C14  C13  111.85  3.000
 OY2  H6   C14  C13  111.09  3.000
 OY2  H5   C14  C13  110.14  3.000
 OY2  H10  C11  H9   109.27  3.000
 OY2  H10  C11  H8   109.39  3.000
 OY2  H9   C11  H8   109.39  3.000
 OY2  H10  C11  O1   111.44  3.000
 OY2  H9   C11  O1   111.39  3.000
 OY2  H8   C11  O1   105.88  3.000
 OY2  C12  C9   C8   120.31  3.000
 OY2  C12  C9   C10  121.68  3.000
 OY2  C8   C9   C10  118.01  3.000
 OY2  H11  C8   C7   120.10  3.000
 OY2  H11  C8   C9   121.02  3.000
 OY2  C7   C8   C9   118.88  3.000
 OY2  C    N    C3   119.76  3.000
 OY2  C3   N    C6   112.97  3.000
 OY2  C    N    C6   125.82  3.000
 OY2  O    C    N    120.43  3.000
 OY2  N    C    C1   118.67  3.000
 OY2  O    C    C1   120.89  3.000
 OY2  H12  C12  C9   118.79  3.000
 OY2  H12  C12  C5   119.64  3.000
 OY2  C9   C12  C5   121.58  3.000
 OY2  H17  C2   H16  108.01  3.000
 OY2  H17  C2   H15  107.79  3.000
 OY2  H16  C2   H15  107.72  3.000
 OY2  H17  C2   C1   111.95  3.000
 OY2  H16  C2   C1   111.70  3.000
 OY2  H15  C2   C1   109.50  3.000
 OY2  H19  C4   H18  107.21  3.000
 OY2  H19  C4   N1   108.62  3.000
 OY2  H18  C4   N1   111.97  3.000
 OY2  H19  C4   C3   109.34  3.000
 OY2  H18  C4   C3   109.41  3.000
 OY2  N1   C4   C3   110.21  3.000
 OY2  H20  C7   C8   119.39  3.000
 OY2  H20  C7   C6   119.14  3.000
 OY2  C8   C7   C6   121.46  3.000
 OY2  C4   N1   C13  116.78  3.000
 OY2  C4   N1   C5   120.41  3.000
 OY2  C13  N1   C5   121.65  3.000
 OY2  C10  O1   C11  117.52  3.000
 OY2  H14  C13  H13  105.50  3.000
 OY2  H14  C13  N1   109.96  3.000
 OY2  H13  C13  N1   106.95  3.000
 OY2  H14  C13  C14  110.41  3.000
 OY2  H13  C13  C14  109.66  3.000
 OY2  N1   C13  C14  113.96  3.000
 OY2  O2   C10  O1   123.22  3.000
 OY2  O1   C10  C9   113.15  3.000
 OY2  O2   C10  C9   123.62  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
 OY2  CONST_01  C9   C8   C7   C6      0.00   0.0  0
 OY2  CONST_02  C9   C12  C5   C6      0.00   0.0  0
 OY2  CONST_03  C8   C9   C12  C5      0.00   0.0  0
 OY2  CONST_04  C8   C7   C6   C5      0.00   0.0  0
 OY2  CONST_05  C7   C8   C9   C12     0.00   0.0  0
 OY2  CONST_06  C7   C6   C5   C12     0.00   0.0  0
 OY2  CONST_07  C10  C9   C12  C5    180.00   0.0  0
 OY2  CONST_08  C7   C8   C9   C10   180.00   0.0  0
 OY2  CONST_09  H11  C8   C7   C6    180.00   0.0  0
 OY2  CONST_10  H12  C12  C5   C6    180.00   0.0  0
 OY2  CONST_11  H20  C7   C6   C5    180.00   0.0  0
 OY2  CONST_12  C6   N    C    C1      0.00   0.0  0
 OY2  CONST_14  O    C    N    C6    180.00   0.0  0
 OY2  CONST_15  O    C    N    C3      0.00   0.0  0
 OY2  Var_01    C4   N1   C5   C6      1.15  30.0  1
 OY2  Var_02    C4   C3   N    C6    -59.78  30.0  1
 OY2  Var_03    C3   N    C6   C5     33.85  30.0  1
 OY2  Var_04    C3   C4   N1   C5    -27.93  30.0  1
 OY2  Var_05    N1   C4   C3   N      55.78  30.0  1
 OY2  Var_06    C14  C13  N1   C5    -75.85  30.0  3
 OY2  Var_07    O2   C10  C9   C8      0.20  30.0  3
 OY2  Var_08    C9   C10  O1   C11   179.36  30.0  1
 OY2  Var_09    C2   C1   C    N     157.26  30.0  1
 OY2  Var_10    H5   C14  C13  N1   -177.18  30.0  3
 OY2  Var_11    H8   C11  O1   C10  -179.77  30.0  3
 OY2  Var_12    H15  C2   C1   C    -179.79  30.0  3

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
 OY2  plan-1  C1   0.020
 OY2  plan-1  C6   0.020
 OY2  plan-1  C3   0.020
 OY2  plan-1  N    0.020
 OY2  plan-1  C    0.020
 OY2  plan-1  O    0.020
 OY2  plan-2  C6   0.020
 OY2  plan-2  C5   0.020
 OY2  plan-2  C9   0.020
 OY2  plan-2  C8   0.020
 OY2  plan-2  N    0.020
 OY2  plan-2  C12  0.020
 OY2  plan-2  C7   0.020
 OY2  plan-2  N1   0.020
 OY2  plan-2  H11  0.020
 OY2  plan-2  H12  0.020
 OY2  plan-2  H20  0.020
 OY2  plan-2  C10  0.020
 OY2  plan-3  C9   0.020
 OY2  plan-3  O1   0.020
 OY2  plan-3  O2   0.020
 OY2  plan-3  C10  0.020

