# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 25 11:47:07 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 3-[(4-ethoxybenzyl)amino]-6-(trifluoromethyl)quinoxaline-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1ccc(CNc2nc3cc(ccc3nc2C(O)=O)C(F)(F)F)cc1
#
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
 R58  R58  '3-[(4-ethoxybenzyl)amino]-6-(trifluoromethyl)quinoxaline-2-carboxylic acid'  ligand  44  28  .  2021-08-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_R58
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
 R58  FAL   F  F     0  -0.312  -6.6484   1.5845  -0.9355
 R58  CAI   C  CT    0   1.056  -5.8143   1.6937   0.1077
 R58  FAJ   F  F     0  -0.297  -5.3055   2.9262   0.0777
 R58  FAK   F  F     0  -0.312  -6.5681   1.6045   1.2123
 R58  CAH   C  CR6   0  -0.183  -4.7657   0.6241   0.0787
 R58  CAG   C  CR16  0  -0.280  -5.2018  -0.7212   0.1317
 R58  CAF   C  CR16  0  -0.287  -4.2836  -1.7313   0.1063
 R58  CAM   C  CR16  0  -0.366  -3.4370   0.9424   0.0023
 R58  CAN   C  CR66  0   0.299  -2.4717  -0.0900  -0.0239
 R58  CAE   C  CR66  0   0.198  -2.9084  -1.4310   0.0285
 R58  NAD   N  N     0  -0.372  -2.0023  -2.4288   0.0031
 R58  CAC   C  CR6   0  -0.011  -0.7412  -2.1378  -0.0669
 R58  CAB   C  C     0   0.559   0.2129  -3.2851  -0.0905
 R58  OBA   O  O     0  -0.438   1.4133  -3.1548  -0.1793
 R58  OAA   O  OH1   0  -0.571  -0.3904  -4.4506  -0.0036
 R58  NAO   N  N     0  -0.484  -1.1688   0.2203  -0.1002
 R58  CAP   C  CR6   0   0.523  -0.2857  -0.7583  -0.1186
 R58  NAQ   N  NH1   0  -0.680   1.0097  -0.4412  -0.1790
 R58  CAR   C  CH2   0  -0.320   1.4833   0.9288  -0.2232
 R58  CAS   C  CR6   0   0.031   2.9785   0.9506  -0.0851
 R58  CAT   C  CR16  0  -0.285   3.7969   1.2791  -1.1545
 R58  CAU   C  CR16  0  -0.373   5.1836   1.2792  -1.0408
 R58  CAZ   C  CR16  0  -0.265   3.5856   0.6126   1.1258
 R58  CAY   C  CR16  0  -0.333   4.9599   0.6026   1.2578
 R58  CAV   C  CR6   0   0.379   5.7753   0.9351   0.1713
 R58  OAW   O  O2    0  -0.471   7.1022   0.8962   0.3882
 R58  CAX   C  CH2   0  -0.189   7.9827   1.1917  -0.6878
 R58  CAX3  C  CH3   0  -0.682   9.4002   1.0440  -0.1893
 R58  H1    H  HCR6  0   0.280  -6.2562  -0.9552   0.1926
 R58  H2    H  HCR6  0   0.279  -4.5914  -2.7679   0.1470
 R58  H3    H  HCR6  0   0.278  -3.0876   1.9652  -0.0406
 R58  H4    H  HOH1  0   0.494   0.2673  -5.1624  -0.0290
 R58  H5    H  HNH1  0   0.415   1.6789  -1.1912  -0.2509
 R58  H6    H  HCH2  0   0.254   1.1824   1.4072  -1.1599
 R58  H7    H  HCH2  0   0.256   1.0135   1.4979   0.5829
 R58  H8    H  HCR6  0   0.257   3.3540   1.5471  -2.1063
 R58  H9    H  HCR6  0   0.279   5.7754   1.5458  -1.9056
 R58  H10   H  HCR6  0   0.256   2.9744   0.3543   1.9828
 R58  H11   H  HCR6  0   0.262   5.4157   0.3369   2.2036
 R58  H12   H  HCH2  0   0.225   7.7990   0.5076  -1.5231
 R58  H13   H  HCH2  0   0.224   7.8093   2.2105  -1.0502
 R58  H14   H  HCH3  0   0.235   9.5990   0.0279   0.1513
 R58  H15   H  HCH3  0   0.238  10.0922   1.2667  -1.0009
 R58  H16   H  HCH3  0   0.235   9.6113   1.7335   0.6282

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
 R58  OBA   CAB  double    1.211  0.020  1.211
 R58  OAA   CAB  single    1.315  0.020  1.315
 R58  CAB   CAC  single    1.492  0.020  1.492
 R58  CAX3  CAX  single    1.510  0.020  1.510
 R58  CAX   OAW  single    1.421  0.020  1.421
 R58  NAD   CAC  aromatic  1.296  0.020  1.296
 R58  NAD   CAE  aromatic  1.348  0.020  1.348
 R58  CAC   CAP  aromatic  1.454  0.020  1.454
 R58  CAF   CAE  aromatic  1.410  0.020  1.410
 R58  CAF   CAG  aromatic  1.365  0.020  1.365
 R58  CAE   CAN  aromatic  1.411  0.020  1.411
 R58  CAY   CAZ  aromatic  1.381  0.020  1.381
 R58  CAY   CAV  aromatic  1.399  0.020  1.399
 R58  OAW   CAV  single    1.345  0.020  1.345
 R58  CAP   NAQ  single    1.335  0.020  1.335
 R58  CAP   NAO  aromatic  1.318  0.020  1.318
 R58  CAZ   CAS  aromatic  1.396  0.020  1.396
 R58  CAV   CAU  aromatic  1.392  0.020  1.392
 R58  NAQ   CAR  single    1.450  0.020  1.450
 R58  CAG   CAH  aromatic  1.415  0.020  1.415
 R58  CAS   CAR  single    1.502  0.020  1.502
 R58  CAS   CAT  aromatic  1.386  0.020  1.386
 R58  CAU   CAT  aromatic  1.391  0.020  1.391
 R58  CAN   NAO  aromatic  1.342  0.020  1.342
 R58  CAN   CAM  aromatic  1.414  0.020  1.414
 R58  CAH   CAM  aromatic  1.368  0.020  1.368
 R58  CAH   CAI  single    1.498  0.020  1.498
 R58  FAK   CAI  single    1.340  0.020  1.340
 R58  CAI   FAL  single    1.340  0.020  1.340
 R58  CAI   FAJ  single    1.334  0.020  1.334
 R58  CAG   H1   single    0.930  0.020  1.080
 R58  CAF   H2   single    0.930  0.020  1.080
 R58  CAM   H3   single    0.930  0.020  1.080
 R58  OAA   H4   single    0.850  0.020  0.980
 R58  NAQ   H5   single    0.860  0.020  1.020
 R58  CAR   H6   single    0.970  0.020  1.090
 R58  CAR   H7   single    0.970  0.020  1.090
 R58  CAT   H8   single    0.930  0.020  1.080
 R58  CAU   H9   single    0.930  0.020  1.080
 R58  CAZ   H10  single    0.930  0.020  1.080
 R58  CAY   H11  single    0.930  0.020  1.080
 R58  CAX   H12  single    0.970  0.020  1.090
 R58  CAX   H13  single    0.970  0.020  1.090
 R58  CAX3  H14  single    0.970  0.020  1.090
 R58  CAX3  H15  single    0.970  0.020  1.090
 R58  CAX3  H16  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
 R58  CAH   CAI   FAK   111.23  3.000
 R58  FAK   CAI   FAJ   107.13  3.000
 R58  CAH   CAI   FAJ   113.10  3.000
 R58  FAJ   CAI   FAL   107.17  3.000
 R58  FAK   CAI   FAL   106.63  3.000
 R58  CAH   CAI   FAL   111.25  3.000
 R58  CAM   CAH   CAG   121.49  3.000
 R58  CAM   CAH   CAI   120.97  3.000
 R58  CAG   CAH   CAI   117.54  3.000
 R58  H1    CAG   CAF   119.76  3.000
 R58  H1    CAG   CAH   120.54  3.000
 R58  CAF   CAG   CAH   119.70  3.000
 R58  H2    CAF   CAE   118.92  3.000
 R58  H2    CAF   CAG   121.12  3.000
 R58  CAE   CAF   CAG   119.96  3.000
 R58  H3    CAM   CAN   117.99  3.000
 R58  H3    CAM   CAH   122.40  3.000
 R58  CAN   CAM   CAH   119.61  3.000
 R58  NAO   CAN   CAE   121.49  3.000
 R58  NAO   CAN   CAM   119.69  3.000
 R58  CAE   CAN   CAM   118.81  3.000
 R58  NAD   CAE   CAN   119.64  3.000
 R58  CAN   CAE   CAF   120.42  3.000
 R58  NAD   CAE   CAF   119.94  3.000
 R58  CAC   NAD   CAE   119.26  3.000
 R58  CAP   CAC   CAB   121.92  3.000
 R58  CAP   CAC   NAD   121.32  3.000
 R58  CAB   CAC   NAD   116.76  3.000
 R58  OAA   CAB   OBA   123.71  3.000
 R58  OAA   CAB   CAC   112.77  3.000
 R58  OBA   CAB   CAC   123.52  3.000
 R58  H4    OAA   CAB   109.74  3.000
 R58  CAP   NAO   CAN   118.67  3.000
 R58  NAQ   CAP   NAO   118.32  3.000
 R58  NAO   CAP   CAC   119.60  3.000
 R58  NAQ   CAP   CAC   122.08  3.000
 R58  H5    NAQ   CAR   118.95  3.000
 R58  H5    NAQ   CAP   118.09  3.000
 R58  CAR   NAQ   CAP   122.86  3.000
 R58  H7    CAR   H6    106.60  3.000
 R58  H7    CAR   CAS   110.64  3.000
 R58  H6    CAR   CAS   110.26  3.000
 R58  H7    CAR   NAQ   109.21  3.000
 R58  H6    CAR   NAQ   110.45  3.000
 R58  CAS   CAR   NAQ   109.64  3.000
 R58  CAZ   CAS   CAT   118.02  3.000
 R58  CAT   CAS   CAR   121.36  3.000
 R58  CAZ   CAS   CAR   120.61  3.000
 R58  H8    CAT   CAU   118.63  3.000
 R58  H8    CAT   CAS   119.67  3.000
 R58  CAU   CAT   CAS   121.70  3.000
 R58  H9    CAU   CAV   121.65  3.000
 R58  H9    CAU   CAT   118.70  3.000
 R58  CAV   CAU   CAT   119.66  3.000
 R58  H10   CAZ   CAY   118.94  3.000
 R58  H10   CAZ   CAS   119.89  3.000
 R58  CAY   CAZ   CAS   121.17  3.000
 R58  H11   CAY   CAV   119.43  3.000
 R58  H11   CAY   CAZ   120.28  3.000
 R58  CAV   CAY   CAZ   120.29  3.000
 R58  OAW   CAV   CAY   116.30  3.000
 R58  OAW   CAV   CAU   124.53  3.000
 R58  CAY   CAV   CAU   119.17  3.000
 R58  CAX   OAW   CAV   118.88  3.000
 R58  H13   CAX   H12   107.59  3.000
 R58  H13   CAX   CAX3  110.42  3.000
 R58  H12   CAX   CAX3  110.38  3.000
 R58  H13   CAX   OAW   110.23  3.000
 R58  H12   CAX   OAW   110.09  3.000
 R58  CAX3  CAX   OAW   108.13  3.000
 R58  H16   CAX3  H15   107.84  3.000
 R58  H16   CAX3  H14   108.67  3.000
 R58  H15   CAX3  H14   107.91  3.000
 R58  H16   CAX3  CAX   111.57  3.000
 R58  H15   CAX3  CAX   109.29  3.000
 R58  H14   CAX3  CAX   111.44  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
 R58  CONST_01  CAE   CAF   CAG  CAH     0.00   0.0  0
 R58  CONST_02  CAE   CAN   CAM  CAH     0.00   0.0  0
 R58  CONST_03  NAO   CAN   CAM  CAH   180.00   0.0  0
 R58  CONST_04  NAD   CAE   CAF  CAG   180.00   0.0  0
 R58  CONST_05  CAN   CAE   CAF  CAG     0.00   0.0  0
 R58  CONST_06  CAN   CAM   CAH  CAG     0.00   0.0  0
 R58  CONST_07  CAC   NAD   CAE  CAF   180.00   0.0  0
 R58  CONST_08  NAO   CAN   CAE  CAF   180.00   0.0  0
 R58  CONST_09  CAM   CAN   CAE  CAF     0.00   0.0  0
 R58  CONST_10  CAM   CAH   CAG  CAF     0.00   0.0  0
 R58  CONST_11  NAD   CAE   CAN  CAM   180.00   0.0  0
 R58  CONST_12  CAP   NAO   CAN  CAM   180.00   0.0  0
 R58  CONST_13  CAC   NAD   CAE  CAN     0.00   0.0  0
 R58  CONST_14  CAC   CAP   NAO  CAN     0.00   0.0  0
 R58  CONST_15  CAP   CAC   NAD  CAE     0.00   0.0  0
 R58  CONST_16  CAP   NAO   CAN  CAE     0.00   0.0  0
 R58  CONST_17  NAO   CAP   CAC  NAD     0.00   0.0  0
 R58  CONST_18  NAO   CAN   CAE  NAD     0.00   0.0  0
 R58  CONST_19  CAV   CAY   CAZ  CAS     0.00   0.0  0
 R58  CONST_20  CAV   CAU   CAT  CAS     0.00   0.0  0
 R58  CONST_21  CAY   CAZ   CAS  CAT     0.00   0.0  0
 R58  CONST_22  CAY   CAV   CAU  CAT     0.00   0.0  0
 R58  CONST_23  CAZ   CAY   CAV  CAU     0.00   0.0  0
 R58  CONST_24  CAZ   CAS   CAT  CAU     0.00   0.0  0
 R58  CONST_25  CAF   CAG   CAH  CAI   180.00   0.0  0
 R58  CONST_26  CAN   CAM   CAH  CAI   180.00   0.0  0
 R58  CONST_27  NAQ   CAP   NAO  CAN   180.00   0.0  0
 R58  CONST_28  CAB   CAC   NAD  CAE   180.00   0.0  0
 R58  CONST_29  NAQ   CAP   CAC  NAD   180.00   0.0  0
 R58  CONST_30  NAO   CAP   CAC  CAB   180.00   0.0  0
 R58  CONST_31  CAY   CAZ   CAS  CAR   180.00   0.0  0
 R58  CONST_32  CAU   CAT   CAS  CAR   180.00   0.0  0
 R58  CONST_33  OAW   CAV   CAU  CAT   180.00   0.0  0
 R58  CONST_34  OAW   CAV   CAY  CAZ   180.00   0.0  0
 R58  CONST_35  H2    CAF   CAG  CAH   180.00   0.0  0
 R58  CONST_36  H3    CAM   CAH  CAG   180.00   0.0  0
 R58  CONST_37  H1    CAG   CAH  CAM   180.00   0.0  0
 R58  CONST_38  H11   CAY   CAZ  CAS   180.00   0.0  0
 R58  CONST_39  H9    CAU   CAT  CAS   180.00   0.0  0
 R58  CONST_40  H10   CAZ   CAS  CAT   180.00   0.0  0
 R58  CONST_41  H8    CAT   CAS  CAZ   180.00   0.0  0
 R58  CONST_42  CAR   NAQ   CAP  CAC   180.00   0.0  0
 R58  CONST_43  CAR   NAQ   CAP  NAO     0.00   0.0  0
 R58  CONST_44  H5    NAQ   CAP  CAC     0.00   0.0  0
 R58  CONST_45  H4    OAA   CAB  CAC   180.00   0.0  0
 R58  Var_01    CAG   CAH   CAI  FAL   -60.45  30.0  3
 R58  Var_02    OBA   CAB   CAC  NAD   178.56  30.0  2
 R58  Var_03    CAS   CAR   NAQ  CAP   171.81  30.0  3
 R58  Var_04    CAZ   CAS   CAR  NAQ   -69.47  30.0  2
 R58  Var_05    CAX3  CAX   OAW  CAV  -178.62  30.0  1
 R58  Var_06    H14   CAX3  CAX  OAW    60.83  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
 R58  plan-1  CAR  0.020
 R58  plan-1  CAS  0.020
 R58  plan-1  CAT  0.020
 R58  plan-1  CAU  0.020
 R58  plan-1  CAZ  0.020
 R58  plan-1  CAY  0.020
 R58  plan-1  CAV  0.020
 R58  plan-1  OAW  0.020
 R58  plan-1  H8   0.020
 R58  plan-1  H9   0.020
 R58  plan-1  H10  0.020
 R58  plan-1  H11  0.020
 R58  plan-2  CAI  0.020
 R58  plan-2  CAH  0.020
 R58  plan-2  CAG  0.020
 R58  plan-2  CAF  0.020
 R58  plan-2  CAM  0.020
 R58  plan-2  CAN  0.020
 R58  plan-2  CAE  0.020
 R58  plan-2  NAD  0.020
 R58  plan-2  CAC  0.020
 R58  plan-2  CAB  0.020
 R58  plan-2  NAO  0.020
 R58  plan-2  CAP  0.020
 R58  plan-2  NAQ  0.020
 R58  plan-2  H1   0.020
 R58  plan-2  H2   0.020
 R58  plan-2  H3   0.020
 R58  plan-3  CAP  0.020
 R58  plan-3  NAQ  0.020
 R58  plan-3  CAR  0.020
 R58  plan-3  H5   0.020
 R58  plan-4  CAC  0.020
 R58  plan-4  CAB  0.020
 R58  plan-4  OBA  0.020
 R58  plan-4  OAA  0.020
 R58  plan-4  H4   0.020

