# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 16:08:21 2020
#   Inital geometry file: a 75 line input string
#   Ligand name: (2R)-2-ethyl-3-oxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H]1Nc2ccc(cc2NC1=O)C(O)=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
 5GV  5GV  '(2R)-2-ethyl-3-oxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylic acid'  ligand  28  16  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5GV
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
 5GV  O    O  O     0  -0.463   3.2030  -2.2596   0.1240
 5GV  C    C  C     0   0.525   2.3707  -1.3740   0.1862
 5GV  NAI  N  NH1   0  -0.725   1.0420  -1.6130   0.0953
 5GV  CAO  C  CR6   0   0.369   0.0520  -0.6337   0.1812
 5GV  CAG  C  CR16  0  -0.351  -1.2596  -0.8987  -0.1454
 5GV  CAM  C  CR6   0  -0.107  -2.2450   0.0770   0.0262
 5GV  CAK  C  C     0   0.527  -3.6332  -0.2666  -0.3271
 5GV  OAD  O  OH1   0  -0.600  -4.4894   0.7269  -0.1113
 5GV  OAB  O  O     0  -0.451  -3.9768  -1.3405  -0.7684
 5GV  CAE  C  CR16  0  -0.269  -1.8826   1.3266   0.5288
 5GV  CAF  C  CR16  0  -0.343  -0.5643   1.6004   0.8416
 5GV  CAN  C  CR6   0   0.334   0.4223   0.6287   0.6760
 5GV  N    N  NH1   0  -0.672   1.7288   0.8120   1.0198
 5GV  CA   C  CH1   0  -0.246   2.7560   0.0896   0.2983
 5GV  CB   C  CH2   0  -0.427   3.0494   0.6487  -1.1030
 5GV  CAA  C  CH3   0  -0.674   3.5003   2.1014  -1.0654
 5GV  H1   H  HNH1  0   0.412   0.7535  -2.5687  -0.0660
 5GV  H2   H  HCR6  0   0.276  -1.5275  -1.8786  -0.5207
 5GV  H3   H  HOH1  0   0.484  -5.3828   0.4471  -0.3578
 5GV  H4   H  HCR6  0   0.265  -2.6209   2.1026   0.6718
 5GV  H5   H  HCR6  0   0.271  -0.2870   2.5746   1.2246
 5GV  H6   H  HNH1  0   0.397   1.9871   1.7333   1.3374
 5GV  H7   H  HCH1  0   0.289   3.6694   0.1351   0.8941
 5GV  H8   H  HCH2  0   0.247   3.8268   0.0322  -1.5598
 5GV  H9   H  HCH2  0   0.235   2.1596   0.5509  -1.7319
 5GV  H10  H  HCH3  0   0.222   2.7167   2.7615  -0.6906
 5GV  H11  H  HCH3  0   0.229   4.3775   2.2284  -0.4286
 5GV  H12  H  HCH3  0   0.245   3.7613   2.4483  -2.0646

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
 5GV  O    C    double    1.217  0.020  1.217
 5GV  CAA  CB   single    1.522  0.020  1.522
 5GV  CB   CA   single    1.537  0.020  1.537
 5GV  C    CA   single    1.518  0.020  1.518
 5GV  C    NAI  single    1.353  0.020  1.353
 5GV  CA   N    single    1.448  0.020  1.448
 5GV  NAI  CAO  single    1.395  0.020  1.395
 5GV  N    CAN  single    1.363  0.020  1.363
 5GV  CAO  CAN  aromatic  1.406  0.020  1.406
 5GV  CAO  CAG  aromatic  1.377  0.020  1.377
 5GV  CAN  CAF  aromatic  1.395  0.020  1.395
 5GV  CAG  CAM  aromatic  1.397  0.020  1.397
 5GV  CAF  CAE  aromatic  1.382  0.020  1.382
 5GV  CAM  CAE  aromatic  1.395  0.020  1.395
 5GV  CAM  CAK  single    1.473  0.020  1.473
 5GV  OAB  CAK  double    1.211  0.020  1.211
 5GV  CAK  OAD  single    1.329  0.020  1.329
 5GV  NAI  H1   single    0.860  0.020  1.020
 5GV  CAG  H2   single    0.930  0.020  1.080
 5GV  OAD  H3   single    0.850  0.020  0.980
 5GV  CAE  H4   single    0.930  0.020  1.080
 5GV  CAF  H5   single    0.930  0.020  1.080
 5GV  N    H6   single    0.890  0.020  1.040
 5GV  CA   H7   single    0.970  0.020  1.090
 5GV  CB   H8   single    0.970  0.020  1.090
 5GV  CB   H9   single    0.970  0.020  1.090
 5GV  CAA  H10  single    0.970  0.020  1.090
 5GV  CAA  H11  single    0.970  0.020  1.090
 5GV  CAA  H12  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
 5GV  CA   C    NAI  115.13  3.000
 5GV  NAI  C    O    122.66  3.000
 5GV  CA   C    O    122.14  3.000
 5GV  H1   NAI  CAO  118.08  3.000
 5GV  H1   NAI  C    117.25  3.000
 5GV  CAO  NAI  C    124.66  3.000
 5GV  CAN  CAO  CAG  120.48  3.000
 5GV  CAG  CAO  NAI  121.73  3.000
 5GV  CAN  CAO  NAI  117.72  3.000
 5GV  H2   CAG  CAM  119.99  3.000
 5GV  H2   CAG  CAO  119.46  3.000
 5GV  CAM  CAG  CAO  120.53  3.000
 5GV  CAE  CAM  CAK  122.70  3.000
 5GV  CAK  CAM  CAG  118.18  3.000
 5GV  CAE  CAM  CAG  119.12  3.000
 5GV  OAB  CAK  OAD  122.64  3.000
 5GV  OAD  CAK  CAM  113.19  3.000
 5GV  OAB  CAK  CAM  124.18  3.000
 5GV  H3   OAD  CAK  109.70  3.000
 5GV  H4   CAE  CAF  118.64  3.000
 5GV  H4   CAE  CAM  120.90  3.000
 5GV  CAF  CAE  CAM  120.46  3.000
 5GV  H5   CAF  CAN  119.19  3.000
 5GV  H5   CAF  CAE  120.16  3.000
 5GV  CAN  CAF  CAE  120.65  3.000
 5GV  N    CAN  CAF  123.66  3.000
 5GV  CAF  CAN  CAO  118.76  3.000
 5GV  N    CAN  CAO  117.51  3.000
 5GV  H6   N    CA   115.54  3.000
 5GV  H6   N    CAN  116.60  3.000
 5GV  CA   N    CAN  119.14  3.000
 5GV  H7   CA   CB   108.83  3.000
 5GV  H7   CA   N    107.50  3.000
 5GV  CB   CA   N    114.09  3.000
 5GV  H7   CA   C    107.04  3.000
 5GV  N    CA   C    109.74  3.000
 5GV  CB   CA   C    109.39  3.000
 5GV  H9   CB   H8   106.74  3.000
 5GV  H9   CB   CAA  109.91  3.000
 5GV  H8   CB   CAA  109.78  3.000
 5GV  H9   CB   CA   109.65  3.000
 5GV  H8   CB   CA   108.17  3.000
 5GV  CAA  CB   CA   112.42  3.000
 5GV  H12  CAA  H11  107.79  3.000
 5GV  H12  CAA  H10  107.13  3.000
 5GV  H11  CAA  H10  107.84  3.000
 5GV  H12  CAA  CB   110.63  3.000
 5GV  H11  CAA  CB   111.32  3.000
 5GV  H10  CAA  CB   111.92  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
 5GV  CONST_01  CAE  CAF  CAN  CAO    0.00   0.0  0
 5GV  CONST_02  CAE  CAM  CAG  CAO    0.00   0.0  0
 5GV  CONST_03  CAF  CAN  CAO  CAG    0.00   0.0  0
 5GV  CONST_04  CAF  CAE  CAM  CAG    0.00   0.0  0
 5GV  CONST_05  CAN  CAO  CAG  CAM    0.00   0.0  0
 5GV  CONST_06  CAN  CAF  CAE  CAM    0.00   0.0  0
 5GV  CONST_07  CA   C    NAI  CAO    0.00   0.0  0
 5GV  CONST_08  CAK  CAM  CAG  CAO  180.00   0.0  0
 5GV  CONST_09  CAF  CAE  CAM  CAK  180.00   0.0  0
 5GV  CONST_10  CAO  NAI  C    O    180.00   0.0  0
 5GV  CONST_11  H2   CAG  CAO  NAI    0.00   0.0  0
 5GV  CONST_12  H5   CAF  CAN  CAO  180.00   0.0  0
 5GV  CONST_13  H4   CAE  CAM  CAG  180.00   0.0  0
 5GV  CONST_14  H1   NAI  C    CA   180.00   0.0  0
 5GV  CONST_15  H3   OAD  CAK  CAM  180.00   0.0  0
 5GV  Var_01    CAN  CAO  NAI  C    -14.32  30.0  1
 5GV  Var_02    CA   N    CAN  CAO   31.36  30.0  1
 5GV  Var_03    OAB  CAK  CAM  CAG   -0.62  30.0  2
 5GV  Var_04    H10  CAA  CB   CA   -64.25  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
 5GV  chir_01  CA  CB  C  N  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
 5GV  plan-1  O    0.020
 5GV  plan-1  C    0.020
 5GV  plan-1  NAI  0.020
 5GV  plan-1  CAO  0.020
 5GV  plan-1  CA   0.020
 5GV  plan-1  H1   0.020
 5GV  plan-2  NAI  0.020
 5GV  plan-2  CAO  0.020
 5GV  plan-2  CAG  0.020
 5GV  plan-2  CAM  0.020
 5GV  plan-2  CAK  0.020
 5GV  plan-2  CAE  0.020
 5GV  plan-2  CAF  0.020
 5GV  plan-2  CAN  0.020
 5GV  plan-2  N    0.020
 5GV  plan-2  H2   0.020
 5GV  plan-2  H4   0.020
 5GV  plan-2  H5   0.020
 5GV  plan-3  CAM  0.020
 5GV  plan-3  CAK  0.020
 5GV  plan-3  OAD  0.020
 5GV  plan-3  OAB  0.020
 5GV  plan-3  H3   0.020

