# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 02:18:02 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  43  28  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

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  -0.315  -6.6583   1.5579  -1.0202
 R58  CAI   C  CT     0   1.052  -5.8496   1.6693   0.0443
 R58  FAJ   F  F      0  -0.300  -5.3608   2.9116   0.0347
 R58  FAK   F  F      0  -0.315  -6.6331   1.5648   1.1282
 R58  CAH   C  CR6    0  -0.192  -4.7846   0.6185   0.0357
 R58  CAG   C  CR16   0  -0.288  -5.1924  -0.7316   0.0538
 R58  CAF   C  CR16   0  -0.296  -4.2474  -1.7229   0.0471
 R58  CAM   C  CR16   0  -0.376  -3.4553   0.9581   0.0110
 R58  CAN   C  CR66   0   0.286  -2.4716  -0.0528   0.0053
 R58  CAE   C  CR66   0   0.188  -2.8793  -1.4005   0.0233
 R58  NAD   N  N      0  -0.384  -1.9526  -2.3950   0.0184
 R58  CAC   C  CR6    0  -0.066  -0.6957  -2.0928  -0.0053
 R58  CAB   C  C      0   0.439   0.3029  -3.2621  -0.0120
 R58  OBA   O  O      0  -0.588   1.5136  -2.9641  -0.1417
 R58  OAA   O  OC    -1  -0.558  -0.1752  -4.3926   0.1072
 R58  NAO   N  N      0  -0.496  -1.1668   0.2840  -0.0208
 R58  CAP   C  CR6    0   0.485  -0.2810  -0.6900  -0.0277
 R58  NAQ   N  NH1    0  -0.680   1.0177  -0.3844  -0.0501
 R58  CAR   C  CH2    0  -0.318   1.5127   0.9721  -0.0933
 R58  CAS   C  CR6    0   0.041   3.0122   0.9669   0.0015
 R58  CAT   C  CR16   0  -0.290   3.8051   1.3141  -1.0809
 R58  CAU   C  CR16   0  -0.373   5.1947   1.2851  -1.0105
 R58  CAZ   C  CR16   0  -0.266   3.6497   0.5798   1.1816
 R58  CAY   C  CR16   0  -0.334   5.0271   0.5408   1.2711
 R58  CAV   C  CR6    0   0.377   5.8159   0.8915   0.1710
 R58  OAW   O  O2     0  -0.472   7.1485   0.8183   0.3449
 R58  CAX   C  CH2    0  -0.188   8.0005   1.1186  -0.7521
 R58  CAX3  C  CH3    0  -0.682   9.4288   0.9077  -0.3102
 R58  H1    H  HCR6   0   0.271  -6.2427  -0.9912   0.0734
 R58  H2    H  HCR6   0   0.268  -4.5371  -2.7659   0.0615
 R58  H3    H  HCR6   0   0.268  -3.1234   1.9879  -0.0041
 R58  H5    H  HNH1   0   0.411   1.6401  -1.1889  -0.1183
 R58  H6    H  HCH2   0   0.243   1.1970   1.4699  -1.0161
 R58  H7    H  HCH2   0   0.244   1.0777   1.5473   0.7296
 R58  H8    H  HCR6   0   0.255   3.3391   1.6191  -2.0104
 R58  H9    H  HCR6   0   0.278   5.7648   1.5676  -1.8849
 R58  H10   H  HCR6   0   0.254   3.0603   0.3028   2.0480
 R58  H11   H  HCR6   0   0.260   5.5059   0.2358   2.1933
 R58  H12   H  HCH2   0   0.224   7.7649   0.4685  -1.6013
 R58  H13   H  HCH2   0   0.223   7.8494   2.1538  -1.0767
 R58  H14   H  HCH3   0   0.235   9.6047  -0.1254  -0.0103
 R58  H15   H  HCH3   0   0.238  10.0993   1.1352  -1.1384
 R58  H16   H  HCH3   0   0.235   9.6918   1.5618   0.5212

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  deloc     1.254  0.020  1.254
 R58  OAA   CAB  deloc     1.233  0.020  1.233
 R58  CAB   CAC  single    1.538  0.020  1.538
 R58  CAX3  CAX  single    1.510  0.020  1.510
 R58  CAX   OAW  single    1.421  0.020  1.421
 R58  NAD   CAC  aromatic  1.293  0.020  1.293
 R58  NAD   CAE  aromatic  1.359  0.020  1.359
 R58  CAC   CAP  aromatic  1.463  0.020  1.463
 R58  CAF   CAE  aromatic  1.406  0.020  1.406
 R58  CAF   CAG  aromatic  1.370  0.020  1.370
 R58  CAE   CAN  aromatic  1.408  0.020  1.408
 R58  CAY   CAZ  aromatic  1.381  0.020  1.381
 R58  CAY   CAV  aromatic  1.398  0.020  1.398
 R58  OAW   CAV  single    1.346  0.020  1.346
 R58  CAP   NAQ  single    1.334  0.020  1.334
 R58  CAP   NAO  aromatic  1.317  0.020  1.317
 R58  CAZ   CAS  aromatic  1.396  0.020  1.396
 R58  CAV   CAU  aromatic  1.392  0.020  1.392
 R58  NAQ   CAR  single    1.445  0.020  1.445
 R58  CAG   CAH  aromatic  1.410  0.020  1.410
 R58  CAS   CAR  single    1.503  0.020  1.503
 R58  CAS   CAT  aromatic  1.386  0.020  1.386
 R58  CAU   CAT  aromatic  1.392  0.020  1.392
 R58  CAN   NAO  aromatic  1.348  0.020  1.348
 R58  CAN   CAM  aromatic  1.411  0.020  1.411
 R58  CAH   CAM  aromatic  1.372  0.020  1.372
 R58  CAH   CAI  single    1.496  0.020  1.496
 R58  FAK   CAI  single    1.342  0.020  1.342
 R58  CAI   FAL  single    1.341  0.020  1.341
 R58  CAI   FAJ  single    1.335  0.020  1.335
 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  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   111.45  3.000
 R58  FAK   CAI   FAJ   106.98  3.000
 R58  CAH   CAI   FAJ   113.14  3.000
 R58  FAJ   CAI   FAL   106.99  3.000
 R58  FAK   CAI   FAL   106.41  3.000
 R58  CAH   CAI   FAL   111.49  3.000
 R58  CAM   CAH   CAG   121.15  3.000
 R58  CAM   CAH   CAI   121.05  3.000
 R58  CAG   CAH   CAI   117.80  3.000
 R58  H1    CAG   CAF   119.75  3.000
 R58  H1    CAG   CAH   120.70  3.000
 R58  CAF   CAG   CAH   119.56  3.000
 R58  H2    CAF   CAE   118.79  3.000
 R58  H2    CAF   CAG   120.84  3.000
 R58  CAE   CAF   CAG   120.37  3.000
 R58  H3    CAM   CAN   117.91  3.000
 R58  H3    CAM   CAH   122.21  3.000
 R58  CAN   CAM   CAH   119.89  3.000
 R58  NAO   CAN   CAE   121.31  3.000
 R58  NAO   CAN   CAM   119.75  3.000
 R58  CAE   CAN   CAM   118.94  3.000
 R58  NAD   CAE   CAN   120.18  3.000
 R58  CAN   CAE   CAF   120.10  3.000
 R58  NAD   CAE   CAF   119.72  3.000
 R58  CAC   NAD   CAE   119.46  3.000
 R58  CAP   CAC   CAB   123.02  3.000
 R58  CAP   CAC   NAD   120.00  3.000
 R58  CAB   CAC   NAD   116.98  3.000
 R58  OAA   CAB   OBA   127.04  3.000
 R58  OAA   CAB   CAC   116.42  3.000
 R58  OBA   CAB   CAC   116.55  3.000
 R58  CAP   NAO   CAN   117.82  3.000
 R58  NAQ   CAP   NAO   119.05  3.000
 R58  NAO   CAP   CAC   121.23  3.000
 R58  NAQ   CAP   CAC   119.72  3.000
 R58  H5    NAQ   CAR   122.00  3.000
 R58  H5    NAQ   CAP   114.49  3.000
 R58  CAR   NAQ   CAP   123.30  3.000
 R58  H7    CAR   H6    106.27  3.000
 R58  H7    CAR   CAS   110.56  3.000
 R58  H6    CAR   CAS   110.02  3.000
 R58  H7    CAR   NAQ   109.57  3.000
 R58  H6    CAR   NAQ   110.69  3.000
 R58  CAS   CAR   NAQ   109.68  3.000
 R58  CAZ   CAS   CAT   117.93  3.000
 R58  CAT   CAS   CAR   121.39  3.000
 R58  CAZ   CAS   CAR   120.66  3.000
 R58  H8    CAT   CAU   118.60  3.000
 R58  H8    CAT   CAS   119.63  3.000
 R58  CAU   CAT   CAS   121.77  3.000
 R58  H9    CAU   CAV   121.66  3.000
 R58  H9    CAU   CAT   118.69  3.000
 R58  CAV   CAU   CAT   119.64  3.000
 R58  H10   CAZ   CAY   118.91  3.000
 R58  H10   CAZ   CAS   119.88  3.000
 R58  CAY   CAZ   CAS   121.20  3.000
 R58  H11   CAY   CAV   119.42  3.000
 R58  H11   CAY   CAZ   120.27  3.000
 R58  CAV   CAY   CAZ   120.31  3.000
 R58  OAW   CAV   CAY   116.31  3.000
 R58  OAW   CAV   CAU   124.55  3.000
 R58  CAY   CAV   CAU   119.14  3.000
 R58  CAX   OAW   CAV   118.84  3.000
 R58  H13   CAX   H12   107.56  3.000
 R58  H13   CAX   CAX3  110.44  3.000
 R58  H12   CAX   CAX3  110.34  3.000
 R58  H13   CAX   OAW   110.23  3.000
 R58  H12   CAX   OAW   110.12  3.000
 R58  CAX3  CAX   OAW   108.16  3.000
 R58  H16   CAX3  H15   107.82  3.000
 R58  H16   CAX3  H14   108.66  3.000
 R58  H15   CAX3  H14   107.92  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  Var_01    CAG   CAH   CAI  FAL   -59.77  30.0  3
 R58  Var_02    OBA   CAB   CAC  NAD   174.53  30.0  2
 R58  Var_03    CAS   CAR   NAQ  CAP   175.52  30.0  3
 R58  Var_04    CAZ   CAS   CAR  NAQ   -68.18  30.0  2
 R58  Var_05    CAX3  CAX   OAW  CAV  -177.73  30.0  1
 R58  Var_06    H14   CAX3  CAX  OAW    60.92  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

