# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 21:14:28 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  27  16  .  2021-08-04  2021-08-04  
;
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  -0.473   3.2023  -2.2707   0.1209
 5GV  C    C  C      0   0.520   2.3805  -1.3730   0.1889
 5GV  NAI  N  NH1    0  -0.721   1.0487  -1.5948   0.1292
 5GV  CAO  C  CR6    0   0.368   0.0744  -0.5936   0.2047
 5GV  CAG  C  CR16   0  -0.384  -1.2450  -0.8358  -0.1319
 5GV  CAM  C  CR6    0  -0.118  -2.2131   0.1571   0.0073
 5GV  CAK  C  C      0   0.395  -3.6613  -0.1209  -0.3550
 5GV  OAD  O  OC    -1  -0.599  -4.4655   0.8214  -0.2117
 5GV  OAB  O  O      0  -0.598  -3.9277  -1.2683  -0.7660
 5GV  CAE  C  CR16   0  -0.302  -1.8156   1.4016   0.4871
 5GV  CAF  C  CR16   0  -0.346  -0.4923   1.6569   0.8146
 5GV  CAN  C  CR6    0   0.291   0.4704   0.6605   0.6853
 5GV  N    N  NH1    0  -0.670   1.7898   0.8071   1.0555
 5GV  CA   C  CH1    0  -0.249   2.7808   0.0891   0.2797
 5GV  CB   C  CH2    0  -0.429   3.0163   0.6434  -1.1341
 5GV  CAA  C  CH3    0  -0.673   3.4611   2.0987  -1.1218
 5GV  H1   H  HNH1   0   0.406   0.7430  -2.5472  -0.0183
 5GV  H2   H  HCR6   0   0.254  -1.5328  -1.8141  -0.4975
 5GV  H4   H  HCR6   0   0.240  -2.5503   2.1874   0.5980
 5GV  H5   H  HCR6   0   0.254  -0.1963   2.6326   1.1824
 5GV  H6   H  HNH1   0   0.386   2.0641   1.7406   1.3211
 5GV  H7   H  HCH1   0   0.280   3.7218   0.1276   0.8320
 5GV  H8   H  HCH2   0   0.243   3.7787   0.0289  -1.6186
 5GV  H9   H  HCH2   0   0.234   2.1054   0.5405  -1.7316
 5GV  H10  H  HCH3   0   0.221   2.6885   2.7574  -0.7224
 5GV  H11  H  HCH3   0   0.227   4.3612   2.2354  -0.5198
 5GV  H12  H  HCH3   0   0.243   3.6826   2.4409  -2.1323

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    1.219  0.020  1.219
 5GV  CAA  CB   single    1.522  0.020  1.522
 5GV  CB   CA   single    1.537  0.020  1.537
 5GV  C    CA   single    1.519  0.020  1.519
 5GV  C    NAI  single    1.351  0.020  1.351
 5GV  CA   N    single    1.449  0.020  1.449
 5GV  NAI  CAO  single    1.399  0.020  1.399
 5GV  N    CAN  single    1.378  0.020  1.378
 5GV  CAO  CAN  aromatic  1.400  0.020  1.400
 5GV  CAO  CAG  aromatic  1.383  0.020  1.383
 5GV  CAN  CAF  aromatic  1.391  0.020  1.391
 5GV  CAG  CAM  aromatic  1.394  0.020  1.394
 5GV  CAF  CAE  aromatic  1.387  0.020  1.387
 5GV  CAM  CAE  aromatic  1.392  0.020  1.392
 5GV  CAM  CAK  single    1.518  0.020  1.518
 5GV  OAB  CAK  deloc     1.248  0.020  1.248
 5GV  CAK  OAD  deloc     1.247  0.020  1.247
 5GV  NAI  H1   single    0.860  0.020  1.020
 5GV  CAG  H2   single    0.930  0.020  1.080
 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  114.86  3.000
 5GV  NAI  C    O    122.75  3.000
 5GV  CA   C    O    122.32  3.000
 5GV  H1   NAI  CAO  118.13  3.000
 5GV  H1   NAI  C    117.32  3.000
 5GV  CAO  NAI  C    124.50  3.000
 5GV  CAN  CAO  CAG  120.68  3.000
 5GV  CAG  CAO  NAI  121.73  3.000
 5GV  CAN  CAO  NAI  117.55  3.000
 5GV  H2   CAG  CAM  119.50  3.000
 5GV  H2   CAG  CAO  119.59  3.000
 5GV  CAM  CAG  CAO  120.90  3.000
 5GV  CAE  CAM  CAK  121.22  3.000
 5GV  CAK  CAM  CAG  120.55  3.000
 5GV  CAE  CAM  CAG  118.23  3.000
 5GV  OAB  CAK  OAD  126.52  3.000
 5GV  OAD  CAK  CAM  116.70  3.000
 5GV  OAB  CAK  CAM  116.78  3.000
 5GV  H4   CAE  CAF  119.36  3.000
 5GV  H4   CAE  CAM  119.41  3.000
 5GV  CAF  CAE  CAM  121.23  3.000
 5GV  H5   CAF  CAN  119.16  3.000
 5GV  H5   CAF  CAE  120.42  3.000
 5GV  CAN  CAF  CAE  120.42  3.000
 5GV  N    CAN  CAF  124.14  3.000
 5GV  CAF  CAN  CAO  118.52  3.000
 5GV  N    CAN  CAO  117.27  3.000
 5GV  H6   N    CA   114.43  3.000
 5GV  H6   N    CAN  115.44  3.000
 5GV  CA   N    CAN  117.28  3.000
 5GV  H7   CA   CB   108.70  3.000
 5GV  H7   CA   N    107.53  3.000
 5GV  CB   CA   N    114.75  3.000
 5GV  H7   CA   C    106.94  3.000
 5GV  N    CA   C    109.20  3.000
 5GV  CB   CA   C    109.43  3.000
 5GV  H9   CB   H8   106.61  3.000
 5GV  H9   CB   CAA  109.74  3.000
 5GV  H8   CB   CAA  109.72  3.000
 5GV  H9   CB   CA   109.93  3.000
 5GV  H8   CB   CA   108.18  3.000
 5GV  CAA  CB   CA   112.47  3.000
 5GV  H12  CAA  H11  107.73  3.000
 5GV  H12  CAA  H10  107.09  3.000
 5GV  H11  CAA  H10  107.85  3.000
 5GV  H12  CAA  CB   110.62  3.000
 5GV  H11  CAA  CB   111.42  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  Var_01    CAN  CAO  NAI  C    -15.86  30.0  1
 5GV  Var_02    CA   N    CAN  CAO   35.38  30.0  1
 5GV  Var_03    OAB  CAK  CAM  CAG    0.51  30.0  2
 5GV  Var_04    H10  CAA  CB   CA   -64.41  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

