# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 04:28:19 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: (3R)-N-[3-(3,4-dihydroquinolin-1(2H)-yl)propyl]-3-methyl-2-oxo-1,2,3,4-tetrahydroquinoxaline-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1Nc2c(NC1=O)cccc2C(=O)NCCCN3CCCc4ccccc34
#
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
 2O3  2O3  (3R)-N-[3-(3,4-dihydroquinolin-1(2H)-yl)propyl]-3-methyl-2-oxo-1,2,3,4-tetrahydroquinoxaline-5-carboxamide  ligand  54  28  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2O3
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
 2O3  CAS  C  CH2   0  -0.295  -4.4181  -1.5544   0.8249
 2O3  CAT  C  CH2   0  -0.457  -5.5593  -2.3934   0.2819
 2O3  CAU  C  CH2   0  -0.481  -6.8775  -1.6840   0.5271
 2O3  CAV  C  CR6   0   0.017  -6.7966  -0.2240   0.1650
 2O3  CBA  C  CR16  0  -0.305  -7.9704   0.4953  -0.0130
 2O3  CAZ  C  CR16  0  -0.286  -7.9745   1.8492  -0.3189
 2O3  CAY  C  CR16  0  -0.257  -6.7557   2.4960  -0.4432
 2O3  CAX  C  CR16  0  -0.372  -5.5660   1.8041  -0.2738
 2O3  CAW  C  CR6   0   0.365  -5.5513   0.4282   0.0156
 2O3  NAR  N  NT    0  -0.527  -4.3636  -0.2763   0.1385
 2O3  CAQ  C  CH2   0  -0.257  -3.1254   0.4787   0.1761
 2O3  CAP  C  CH2   0  -0.526  -1.8644  -0.3725   0.1260
 2O3  CAO  C  CH2   0  -0.234  -0.6488   0.5179  -0.0830
 2O3  NAN  N  NH1   0  -0.653   0.5621  -0.2736  -0.0473
 2O3  CAM  C  C     0   0.553   1.7434   0.1890  -0.4862
 2O3  OBB  O  O     0  -0.508   1.8662   1.3262  -0.9393
 2O3  CAL  C  CR6   0  -0.129   2.8919  -0.7524  -0.3889
 2O3  CAG  C  CR6   0   0.303   4.1998  -0.2553  -0.2555
 2O3  N    N  NH1   0  -0.687   4.5503   1.0688  -0.2587
 2O3  CA   C  CH1   0  -0.226   5.6463   1.4973   0.5887
 2O3  CB   C  CH3   0  -0.678   5.9525   2.9603   0.3340
 2O3  C    C  C     0   0.554   6.8516   0.6122   0.3211
 2O3  O    O  O     0  -0.465   7.9989   1.0012   0.4330
 2O3  NAC  N  NH1   0  -0.733   6.5485  -0.6640  -0.0118
 2O3  CAH  C  CR6   0   0.346   5.2553  -1.1751  -0.1209
 2O3  CAI  C  CR16  0  -0.333   5.0290  -2.5365  -0.1603
 2O3  CAJ  C  CR16  0  -0.268   3.7390  -3.0224  -0.3432
 2O3  CAK  C  CR16  0  -0.321   2.6875  -2.1354  -0.4552
 2O3  H1   H  HCH2  0   0.215  -4.5319  -1.4259   1.9114
 2O3  H2   H  HCH2  0   0.257  -3.4833  -2.0864   0.6653
 2O3  H3   H  HCH2  0   0.231  -5.4019  -2.5556  -0.7874
 2O3  H4   H  HCH2  0   0.241  -5.5548  -3.3730   0.7618
 2O3  H5   H  HCH2  0   0.247  -7.6849  -2.1603  -0.0336
 2O3  H6   H  HCH2  0   0.241  -7.1464  -1.7810   1.5840
 2O3  H7   H  HCR6  0   0.240  -8.9128  -0.0303   0.0981
 2O3  H8   H  HCR6  0   0.241  -8.9060   2.3830  -0.4533
 2O3  H9   H  HCR6  0   0.246  -6.7177   3.5548  -0.6668
 2O3  H10  H  HCR6  0   0.261  -4.6451   2.3605  -0.3682
 2O3  H11  H  HCH2  0   0.236  -3.1016   1.1364  -0.6963
 2O3  H12  H  HCH2  0   0.216  -3.0788   1.1333   1.0594
 2O3  H13  H  HCH2  0   0.248  -1.7380  -0.9339   1.0555
 2O3  H14  H  HCH2  0   0.249  -1.9310  -1.0980  -0.6892
 2O3  H15  H  HCH2  0   0.244  -0.7149   1.0222  -1.0481
 2O3  H16  H  HCH2  0   0.235  -0.6200   1.3000   0.6837
 2O3  H17  H  HNH1  0   0.406   0.5400  -1.1289   0.4848
 2O3  H18  H  HNH1  0   0.397   3.7795   1.7160  -0.3345
 2O3  H19  H  HCH1  0   0.271   5.3997   1.3689   1.6558
 2O3  H20  H  HCH3  0   0.247   5.0733   3.5662   0.5540
 2O3  H21  H  HCH3  0   0.248   6.7598   3.3048   0.9757
 2O3  H22  H  HCH3  0   0.238   6.2349   3.1287  -0.7050
 2O3  H23  H  HNH1  0   0.410   7.3220  -1.3062  -0.1208
 2O3  H24  H  HCR6  0   0.275   5.8642  -3.2202  -0.0703
 2O3  H25  H  HCR6  0   0.260   3.5657  -4.0877  -0.4025
 2O3  H26  H  HCR6  0   0.258   1.6908  -2.5249  -0.6176

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
 2O3  CAI  CAJ  aromatic  1.390  0.020  1.390
 2O3  CAI  CAH  aromatic  1.381  0.020  1.381
 2O3  CAJ  CAK  aromatic  1.380  0.020  1.380
 2O3  NAC  CAH  single    1.395  0.020  1.395
 2O3  NAC  C    single    1.353  0.020  1.353
 2O3  CAH  CAG  aromatic  1.407  0.020  1.407
 2O3  CAK  CAL  aromatic  1.400  0.020  1.400
 2O3  O    C    double    1.217  0.020  1.217
 2O3  C    CA   single    1.519  0.020  1.519
 2O3  CAG  CAL  aromatic  1.406  0.020  1.406
 2O3  CAG  N    single    1.370  0.020  1.370
 2O3  CAL  CAM  single    1.488  0.020  1.488
 2O3  CAY  CAZ  aromatic  1.385  0.020  1.385
 2O3  CAY  CAX  aromatic  1.387  0.020  1.387
 2O3  CA   N    single    1.450  0.020  1.450
 2O3  CA   CB   single    1.516  0.020  1.516
 2O3  CAZ  CBA  aromatic  1.388  0.020  1.388
 2O3  CAX  CAW  aromatic  1.406  0.020  1.406
 2O3  CAM  NAN  single    1.342  0.020  1.342
 2O3  CAM  OBB  double    1.230  0.020  1.230
 2O3  NAN  CAO  single    1.447  0.020  1.447
 2O3  CBA  CAV  aromatic  1.388  0.020  1.388
 2O3  CAW  CAV  aromatic  1.414  0.020  1.414
 2O3  CAW  NAR  single    1.386  0.020  1.386
 2O3  CAV  CAU  single    1.506  0.020  1.506
 2O3  CAQ  NAR  single    1.451  0.020  1.451
 2O3  CAQ  CAP  single    1.522  0.020  1.522
 2O3  CAO  CAP  single    1.521  0.020  1.521
 2O3  NAR  CAS  single    1.452  0.020  1.452
 2O3  CAU  CAT  single    1.517  0.020  1.517
 2O3  CAS  CAT  single    1.517  0.020  1.517
 2O3  CAS  H1   single    0.970  0.020  1.090
 2O3  CAS  H2   single    0.970  0.020  1.090
 2O3  CAT  H3   single    0.970  0.020  1.090
 2O3  CAT  H4   single    0.970  0.020  1.090
 2O3  CAU  H5   single    0.970  0.020  1.090
 2O3  CAU  H6   single    0.970  0.020  1.090
 2O3  CBA  H7   single    0.930  0.020  1.080
 2O3  CAZ  H8   single    0.930  0.020  1.080
 2O3  CAY  H9   single    0.930  0.020  1.080
 2O3  CAX  H10  single    0.930  0.020  1.080
 2O3  CAQ  H11  single    0.970  0.020  1.090
 2O3  CAQ  H12  single    0.970  0.020  1.090
 2O3  CAP  H13  single    0.970  0.020  1.090
 2O3  CAP  H14  single    0.970  0.020  1.090
 2O3  CAO  H15  single    0.970  0.020  1.090
 2O3  CAO  H16  single    0.970  0.020  1.090
 2O3  NAN  H17  single    0.860  0.020  1.020
 2O3  N    H18  single    0.890  0.020  1.040
 2O3  CA   H19  single    0.970  0.020  1.090
 2O3  CB   H20  single    0.970  0.020  1.090
 2O3  CB   H21  single    0.970  0.020  1.090
 2O3  CB   H22  single    0.970  0.020  1.090
 2O3  NAC  H23  single    0.860  0.020  1.020
 2O3  CAI  H24  single    0.930  0.020  1.080
 2O3  CAJ  H25  single    0.930  0.020  1.080
 2O3  CAK  H26  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
 2O3  H2   CAS  H1   106.92  3.000
 2O3  H2   CAS  NAR  109.21  3.000
 2O3  H1   CAS  NAR  111.59  3.000
 2O3  H2   CAS  CAT  108.88  3.000
 2O3  H1   CAS  CAT  109.90  3.000
 2O3  NAR  CAS  CAT  110.24  3.000
 2O3  H4   CAT  H3   107.25  3.000
 2O3  H4   CAT  CAU  110.64  3.000
 2O3  H3   CAT  CAU  110.65  3.000
 2O3  H4   CAT  CAS  109.64  3.000
 2O3  H3   CAT  CAS  108.90  3.000
 2O3  CAU  CAT  CAS  109.71  3.000
 2O3  H6   CAU  H5   105.97  3.000
 2O3  H6   CAU  CAV  109.34  3.000
 2O3  H5   CAU  CAV  109.82  3.000
 2O3  H6   CAU  CAT  109.15  3.000
 2O3  H5   CAU  CAT  110.82  3.000
 2O3  CAV  CAU  CAT  111.58  3.000
 2O3  CAW  CAV  CBA  119.49  3.000
 2O3  CAW  CAV  CAU  121.32  3.000
 2O3  CBA  CAV  CAU  119.19  3.000
 2O3  H7   CBA  CAZ  119.51  3.000
 2O3  H7   CBA  CAV  118.06  3.000
 2O3  CAZ  CBA  CAV  122.43  3.000
 2O3  H8   CAZ  CAY  121.06  3.000
 2O3  H8   CAZ  CBA  120.74  3.000
 2O3  CAY  CAZ  CBA  118.19  3.000
 2O3  H9   CAY  CAX  118.88  3.000
 2O3  H9   CAY  CAZ  120.39  3.000
 2O3  CAX  CAY  CAZ  120.73  3.000
 2O3  H10  CAX  CAW  120.87  3.000
 2O3  H10  CAX  CAY  117.64  3.000
 2O3  CAW  CAX  CAY  121.49  3.000
 2O3  NAR  CAW  CAX  121.63  3.000
 2O3  NAR  CAW  CAV  120.72  3.000
 2O3  CAX  CAW  CAV  117.65  3.000
 2O3  CAQ  NAR  CAW  117.97  3.000
 2O3  CAQ  NAR  CAS  118.55  3.000
 2O3  CAW  NAR  CAS  117.20  3.000
 2O3  H12  CAQ  H11  106.37  3.000
 2O3  H12  CAQ  CAP  108.90  3.000
 2O3  H11  CAQ  CAP  106.99  3.000
 2O3  H12  CAQ  NAR  111.50  3.000
 2O3  H11  CAQ  NAR  108.12  3.000
 2O3  CAP  CAQ  NAR  114.53  3.000
 2O3  H14  CAP  H13  107.47  3.000
 2O3  H14  CAP  CAO  109.54  3.000
 2O3  H13  CAP  CAO  108.96  3.000
 2O3  H14  CAP  CAQ  110.19  3.000
 2O3  H13  CAP  CAQ  110.80  3.000
 2O3  CAO  CAP  CAQ  109.83  3.000
 2O3  H16  CAO  H15  106.90  3.000
 2O3  H16  CAO  NAN  110.55  3.000
 2O3  H15  CAO  NAN  108.99  3.000
 2O3  H16  CAO  CAP  110.04  3.000
 2O3  H15  CAO  CAP  110.10  3.000
 2O3  NAN  CAO  CAP  110.19  3.000
 2O3  H17  NAN  CAM  118.98  3.000
 2O3  H17  NAN  CAO  117.32  3.000
 2O3  CAM  NAN  CAO  122.67  3.000
 2O3  CAL  CAM  OBB  122.12  3.000
 2O3  OBB  CAM  NAN  121.79  3.000
 2O3  CAL  CAM  NAN  116.09  3.000
 2O3  CAK  CAL  CAG  119.34  3.000
 2O3  CAG  CAL  CAM  120.04  3.000
 2O3  CAK  CAL  CAM  120.62  3.000
 2O3  CAH  CAG  N    116.13  3.000
 2O3  N    CAG  CAL  125.44  3.000
 2O3  CAH  CAG  CAL  118.43  3.000
 2O3  H18  N    CA   115.56  3.000
 2O3  H18  N    CAG  115.13  3.000
 2O3  CA   N    CAG  118.54  3.000
 2O3  H19  CA   C    106.26  3.000
 2O3  H19  CA   CB   108.67  3.000
 2O3  C    CA   CB   111.86  3.000
 2O3  H19  CA   N    111.22  3.000
 2O3  CB   CA   N    109.86  3.000
 2O3  C    CA   N    108.94  3.000
 2O3  H22  CB   H21  108.75  3.000
 2O3  H22  CB   H20  108.39  3.000
 2O3  H21  CB   H20  107.68  3.000
 2O3  H22  CB   CA   111.19  3.000
 2O3  H21  CB   CA   110.89  3.000
 2O3  H20  CB   CA   109.85  3.000
 2O3  NAC  C    O    122.37  3.000
 2O3  O    C    CA   123.07  3.000
 2O3  NAC  C    CA   114.52  3.000
 2O3  H23  NAC  CAH  117.91  3.000
 2O3  H23  NAC  C    117.01  3.000
 2O3  CAH  NAC  C    124.92  3.000
 2O3  CAI  CAH  NAC  121.03  3.000
 2O3  NAC  CAH  CAG  117.62  3.000
 2O3  CAI  CAH  CAG  121.27  3.000
 2O3  H24  CAI  CAJ  120.38  3.000
 2O3  H24  CAI  CAH  119.58  3.000
 2O3  CAJ  CAI  CAH  120.02  3.000
 2O3  H25  CAJ  CAK  120.45  3.000
 2O3  H25  CAJ  CAI  120.02  3.000
 2O3  CAK  CAJ  CAI  119.53  3.000
 2O3  H26  CAK  CAJ  118.85  3.000
 2O3  H26  CAK  CAL  119.81  3.000
 2O3  CAJ  CAK  CAL  121.33  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
 2O3  CONST_01  CAY  CAZ  CBA  CAV    0.00   0.0  0
 2O3  CONST_02  CAY  CAX  CAW  CAV    0.00   0.0  0
 2O3  CONST_03  CAX  CAY  CAZ  CBA    0.00   0.0  0
 2O3  CONST_04  CAX  CAW  CAV  CBA    0.00   0.0  0
 2O3  CONST_05  CAW  CAX  CAY  CAZ    0.00   0.0  0
 2O3  CONST_06  CAW  CAV  CBA  CAZ    0.00   0.0  0
 2O3  CONST_07  CAI  CAJ  CAK  CAL    0.00   0.0  0
 2O3  CONST_08  CAI  CAH  CAG  CAL    0.00   0.0  0
 2O3  CONST_09  CAJ  CAI  CAH  CAG    0.00   0.0  0
 2O3  CONST_10  CAJ  CAK  CAL  CAG    0.00   0.0  0
 2O3  CONST_11  CAK  CAJ  CAI  CAH    0.00   0.0  0
 2O3  CONST_12  CAK  CAL  CAG  CAH    0.00   0.0  0
 2O3  CONST_13  CAH  NAC  C    CA     0.00   0.0  0
 2O3  CONST_14  CAJ  CAK  CAL  CAM  180.00   0.0  0
 2O3  CONST_15  CAH  CAG  CAL  CAM  180.00   0.0  0
 2O3  CONST_16  N    CAG  CAL  CAM    0.00   0.0  0
 2O3  CONST_17  CAH  NAC  C    O    180.00   0.0  0
 2O3  CONST_18  H7   CBA  CAV  CAU    0.00   0.0  0
 2O3  CONST_19  H8   CAZ  CBA  CAV  180.00   0.0  0
 2O3  CONST_20  H10  CAX  CAW  CAV  180.00   0.0  0
 2O3  CONST_21  H9   CAY  CAZ  CBA  180.00   0.0  0
 2O3  CONST_22  H25  CAJ  CAK  CAL  180.00   0.0  0
 2O3  CONST_23  H24  CAI  CAH  CAG  180.00   0.0  0
 2O3  CONST_24  H26  CAK  CAL  CAG  180.00   0.0  0
 2O3  CONST_25  H23  NAC  C    CA   180.00   0.0  0
 2O3  CONST_26  CAL  CAM  NAN  CAO  180.00   0.0  0
 2O3  CONST_27  H17  NAN  CAM  CAL    0.00   0.0  0
 2O3  CONST_28  OBB  CAM  NAN  CAO    0.00   0.0  0
 2O3  Var_01    CAX  CAW  NAR  CAS  161.62  30.0  1
 2O3  Var_02    CAV  CAU  CAT  CAS   45.43  30.0  1
 2O3  Var_03    CBA  CAV  CAU  CAT  163.17  30.0  1
 2O3  Var_04    CAW  NAR  CAS  CAT   48.47  30.0  1
 2O3  Var_05    NAR  CAS  CAT  CAU  -61.66  30.0  1
 2O3  Var_06    CA   N    CAG  CAL  144.99  30.0  1
 2O3  Var_07    C    NAC  CAH  CAG   18.11  30.0  1
 2O3  Var_08    CAP  CAQ  NAR  CAS   36.29  30.0  1
 2O3  Var_09    CAK  CAL  CAM  NAN   28.78  30.0  2
 2O3  Var_10    CAO  CAP  CAQ  NAR  169.79  30.0  3
 2O3  Var_11    NAN  CAO  CAP  CAQ  176.39  30.0  1
 2O3  Var_12    CAM  NAN  CAO  CAP  165.10  30.0  1

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
 2O3  chir_01  CA  C  N  CB  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
 2O3  plan-1  CAU  0.020
 2O3  plan-1  CAV  0.020
 2O3  plan-1  CBA  0.020
 2O3  plan-1  CAZ  0.020
 2O3  plan-1  CAY  0.020
 2O3  plan-1  CAX  0.020
 2O3  plan-1  CAW  0.020
 2O3  plan-1  NAR  0.020
 2O3  plan-1  H7   0.020
 2O3  plan-1  H8   0.020
 2O3  plan-1  H9   0.020
 2O3  plan-1  H10  0.020
 2O3  plan-2  CAM  0.020
 2O3  plan-2  CAL  0.020
 2O3  plan-2  CAG  0.020
 2O3  plan-2  N    0.020
 2O3  plan-2  NAC  0.020
 2O3  plan-2  CAH  0.020
 2O3  plan-2  CAI  0.020
 2O3  plan-2  CAJ  0.020
 2O3  plan-2  CAK  0.020
 2O3  plan-2  H24  0.020
 2O3  plan-2  H25  0.020
 2O3  plan-2  H26  0.020
 2O3  plan-3  CAO  0.020
 2O3  plan-3  NAN  0.020
 2O3  plan-3  CAM  0.020
 2O3  plan-3  OBB  0.020
 2O3  plan-3  CAL  0.020
 2O3  plan-3  H17  0.020
 2O3  plan-4  CA   0.020
 2O3  plan-4  C    0.020
 2O3  plan-4  O    0.020
 2O3  plan-4  NAC  0.020
 2O3  plan-4  CAH  0.020
 2O3  plan-4  H23  0.020

