# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 23:42:17 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 4-[3-amino-6-(3,4,5-trimethoxyphenyl)pyrazin-2-yl]-2-methylbenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc(OC)c1OC)c2cnc(N)c(n2)c3ccc(c(C)c3)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
 4VQ  4VQ  '4-[3-amino-6-(3,4,5-trimethoxyphenyl)pyrazin-2-yl]-2-methylbenzoic acid'  ligand  49  29  .  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_4VQ
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
 4VQ  CAD   C  CH3    0  -0.709  -3.9991   2.1366  -1.8086
 4VQ  CAT   C  CR6    0   0.101  -3.9303   1.0086  -0.8161
 4VQ  CAK   C  CR16   0  -0.339  -2.7550   0.2644  -0.7550
 4VQ  CBA   C  CR6    0  -0.122  -4.9782   0.6863   0.0618
 4VQ  CAS   C  C      0   0.368  -6.3157   1.4176   0.0836
 4VQ  OAG   O  O      0  -0.588  -6.7472   1.8425  -1.0042
 4VQ  OAF   O  OC    -1  -0.596  -6.8755   1.5046   1.1934
 4VQ  CAI   C  CR16   0  -0.262  -4.7982  -0.3650   0.9585
 4VQ  CAH   C  CR16   0  -0.320  -3.6423  -1.1271   0.9765
 4VQ  CAV   C  CR6    0   0.059  -2.5966  -0.8157   0.1104
 4VQ  CBB   C  C      0   0.118  -1.3186  -1.5560   0.1269
 4VQ  NAO   N  N      0  -0.394  -0.2115  -0.8510   0.0673
 4VQ  CAU   C  C      0   0.403  -1.2485  -2.9769   0.1708
 4VQ  NAE   N  NH2    0  -0.831  -2.3505  -3.7661   0.1708
 4VQ  NAN   N  N      0  -0.409  -0.0671  -3.5777   0.2376
 4VQ  CAJ   C  C1     0  -0.117   1.0265  -2.8324   0.2174
 4VQ  CAX   C  C      0   0.171   0.9808  -1.4499   0.0957
 4VQ  CAW   C  CR6    0   0.101   2.1812  -0.5954   0.0298
 4VQ  CAM   C  CR16   0  -0.524   3.4324  -1.1398  -0.2552
 4VQ  CAL   C  CR16   0  -0.479   2.0521   0.7741   0.2492
 4VQ  CAY   C  CR6    0   0.367   3.1715   1.5976   0.1969
 4VQ  OAP   O  O2     0  -0.465   3.1451   2.9262   0.3990
 4VQ  CAA   C  CH3    0  -0.439   1.9007   3.5424   0.6651
 4VQ  CBC   C  CR6    0   0.163   4.4285   1.0571  -0.0867
 4VQ  OAR   O  O2     0  -0.481   5.5180   1.8638  -0.1731
 4VQ  CAC   C  CH3    0  -0.409   6.2070   2.0514   1.0562
 4VQ  CAZ   C  CR6    0   0.370   4.5540  -0.3171  -0.3051
 4VQ  OAQ   O  O2     0  -0.465   5.7984  -0.7478  -0.5748
 4VQ  CAB   C  CH3    0  -0.441   5.9967  -2.1257  -0.8211
 4VQ  HAD1  H  HCH3   0   0.242  -4.6947   1.9161  -2.6165
 4VQ  HAD2  H  HCH3   0   0.234  -4.3339   3.0664  -1.3502
 4VQ  HAD3  H  HCH3   0   0.227  -3.0165   2.3125  -2.2455
 4VQ  HAK   H  HCR6   0   0.239  -1.9351   0.5259  -1.4142
 4VQ  HAI   H  HCR6   0   0.246  -5.5894  -0.5956   1.6597
 4VQ  HAH   H  HCR6   0   0.258  -3.5487  -1.9387   1.6871
 4VQ  HAE1  H  HNH2   0   0.401  -3.2168  -3.3946  -0.1816
 4VQ  HAE2  H  HNH2   0   0.393  -2.1996  -4.7433  -0.0210
 4VQ  HAJ   H  H      0   0.262   1.9646  -3.3673   0.3078
 4VQ  HAM   H  HCR6   0   0.271   3.5318  -2.1969  -0.4550
 4VQ  HAL   H  HCR6   0   0.275   1.0725   1.1746   0.4671
 4VQ  HAA1  H  HCH3   0   0.261   2.1006   4.6056   0.7716
 4VQ  HAA2  H  HCH3   0   0.229   1.1895   3.3974  -0.1520
 4VQ  HAA3  H  HCH3   0   0.229   1.4509   3.1752   1.5912
 4VQ  HAC1  H  HCH3   0   0.221   5.5748   2.5344   1.8052
 4VQ  HAC2  H  HCH3   0   0.221   6.5748   1.1065   1.4634
 4VQ  HAC3  H  HCH3   0   0.237   7.0593   2.6968   0.8511
 4VQ  HAB1  H  HCH3   0   0.229   5.7170  -2.7393   0.0391
 4VQ  HAB2  H  HCH3   0   0.230   5.4378  -2.4680  -1.6957
 4VQ  HAB3  H  HCH3   0   0.262   7.0590  -2.2543  -1.0125

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
 4VQ  CAD  CAT   single    1.504  0.020  1.504
 4VQ  CAT  CAK   aromatic  1.392  0.020  1.392
 4VQ  CAT  CBA   aromatic  1.405  0.020  1.405
 4VQ  CAK  CAV   aromatic  1.393  0.020  1.393
 4VQ  CBA  CAS   single    1.525  0.020  1.525
 4VQ  CBA  CAI   aromatic  1.393  0.020  1.393
 4VQ  CAS  OAG   deloc     1.245  0.020  1.245
 4VQ  CAS  OAF   deloc     1.246  0.020  1.246
 4VQ  CAI  CAH   aromatic  1.385  0.020  1.385
 4VQ  CAH  CAV   aromatic  1.393  0.020  1.393
 4VQ  CAV  CBB   single    1.477  0.020  1.477
 4VQ  CBB  NAO   aromatic  1.314  0.020  1.314
 4VQ  CBB  CAU   aromatic  1.423  0.020  1.423
 4VQ  NAO  CAX   aromatic  1.335  0.020  1.335
 4VQ  CAU  NAE   single    1.355  0.020  1.355
 4VQ  CAU  NAN   aromatic  1.327  0.020  1.327
 4VQ  NAN  CAJ   aromatic  1.323  0.020  1.323
 4VQ  CAJ  CAX   aromatic  1.389  0.020  1.389
 4VQ  CAX  CAW   single    1.475  0.020  1.475
 4VQ  CAW  CAM   aromatic  1.394  0.020  1.394
 4VQ  CAW  CAL   aromatic  1.393  0.020  1.393
 4VQ  CAM  CAZ   aromatic  1.392  0.020  1.392
 4VQ  CAL  CAY   aromatic  1.391  0.020  1.391
 4VQ  CAY  OAP   single    1.344  0.020  1.344
 4VQ  CAY  CBC   aromatic  1.397  0.020  1.397
 4VQ  OAP  CAA   single    1.414  0.020  1.414
 4VQ  CBC  OAR   single    1.358  0.020  1.358
 4VQ  CBC  CAZ   aromatic  1.397  0.020  1.397
 4VQ  OAR  CAC   single    1.422  0.020  1.422
 4VQ  CAZ  OAQ   single    1.344  0.020  1.344
 4VQ  OAQ  CAB   single    1.414  0.020  1.414
 4VQ  CAD  HAD1  single    0.970  0.020  1.090
 4VQ  CAD  HAD2  single    0.970  0.020  1.090
 4VQ  CAD  HAD3  single    0.970  0.020  1.090
 4VQ  CAK  HAK   single    0.930  0.020  1.080
 4VQ  CAI  HAI   single    0.930  0.020  1.080
 4VQ  CAH  HAH   single    0.930  0.020  1.080
 4VQ  NAE  HAE1  single    0.890  0.020  1.040
 4VQ  NAE  HAE2  single    0.890  0.020  1.040
 4VQ  CAJ  HAJ   single    0.930  0.020  1.080
 4VQ  CAM  HAM   single    0.930  0.020  1.080
 4VQ  CAL  HAL   single    0.930  0.020  1.080
 4VQ  CAA  HAA1  single    0.970  0.020  1.090
 4VQ  CAA  HAA2  single    0.970  0.020  1.090
 4VQ  CAA  HAA3  single    0.970  0.020  1.090
 4VQ  CAC  HAC1  single    0.970  0.020  1.090
 4VQ  CAC  HAC2  single    0.970  0.020  1.090
 4VQ  CAC  HAC3  single    0.970  0.020  1.090
 4VQ  CAB  HAB1  single    0.970  0.020  1.090
 4VQ  CAB  HAB2  single    0.970  0.020  1.090
 4VQ  CAB  HAB3  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
 4VQ  HAD3  CAD  HAD2  107.94  3.000
 4VQ  HAD3  CAD  HAD1  108.14  3.000
 4VQ  HAD2  CAD  HAD1  106.79  3.000
 4VQ  HAD3  CAD  CAT   110.14  3.000
 4VQ  HAD2  CAD  CAT   112.12  3.000
 4VQ  HAD1  CAD  CAT   111.53  3.000
 4VQ  CBA   CAT  CAK   118.66  3.000
 4VQ  CBA   CAT  CAD   123.40  3.000
 4VQ  CAK   CAT  CAD   117.93  3.000
 4VQ  HAK   CAK  CAV   118.61  3.000
 4VQ  HAK   CAK  CAT   118.86  3.000
 4VQ  CAV   CAK  CAT   122.53  3.000
 4VQ  CAI   CBA  CAS   117.78  3.000
 4VQ  CAI   CBA  CAT   118.62  3.000
 4VQ  CAS   CBA  CAT   123.60  3.000
 4VQ  OAF   CAS  OAG   126.77  3.000
 4VQ  OAF   CAS  CBA   116.13  3.000
 4VQ  OAG   CAS  CBA   117.09  3.000
 4VQ  HAI   CAI  CAH   118.99  3.000
 4VQ  HAI   CAI  CBA   118.90  3.000
 4VQ  CAH   CAI  CBA   122.10  3.000
 4VQ  HAH   CAH  CAV   120.71  3.000
 4VQ  HAH   CAH  CAI   119.55  3.000
 4VQ  CAV   CAH  CAI   119.70  3.000
 4VQ  CBB   CAV  CAH   122.04  3.000
 4VQ  CBB   CAV  CAK   119.60  3.000
 4VQ  CAH   CAV  CAK   118.31  3.000
 4VQ  CAU   CBB  NAO   119.71  3.000
 4VQ  CAU   CBB  CAV   122.91  3.000
 4VQ  NAO   CBB  CAV   117.36  3.000
 4VQ  CAX   NAO  CBB   120.73  3.000
 4VQ  NAN   CAU  NAE   117.40  3.000
 4VQ  NAN   CAU  CBB   119.82  3.000
 4VQ  NAE   CAU  CBB   122.77  3.000
 4VQ  HAE2  NAE  HAE1  114.87  3.000
 4VQ  HAE2  NAE  CAU   116.30  3.000
 4VQ  HAE1  NAE  CAU   119.01  3.000
 4VQ  CAJ   NAN  CAU   118.68  3.000
 4VQ  HAJ   CAJ  CAX   121.82  3.000
 4VQ  HAJ   CAJ  NAN   115.85  3.000
 4VQ  CAX   CAJ  NAN   122.33  3.000
 4VQ  CAW   CAX  CAJ   123.63  3.000
 4VQ  CAW   CAX  NAO   117.79  3.000
 4VQ  CAJ   CAX  NAO   118.56  3.000
 4VQ  CAL   CAW  CAM   119.96  3.000
 4VQ  CAL   CAW  CAX   119.15  3.000
 4VQ  CAM   CAW  CAX   120.89  3.000
 4VQ  HAM   CAM  CAZ   119.84  3.000
 4VQ  HAM   CAM  CAW   120.16  3.000
 4VQ  CAZ   CAM  CAW   119.98  3.000
 4VQ  HAL   CAL  CAY   121.19  3.000
 4VQ  HAL   CAL  CAW   118.70  3.000
 4VQ  CAY   CAL  CAW   120.11  3.000
 4VQ  CBC   CAY  OAP   115.50  3.000
 4VQ  CBC   CAY  CAL   120.18  3.000
 4VQ  OAP   CAY  CAL   124.32  3.000
 4VQ  CAA   OAP  CAY   118.45  3.000
 4VQ  HAA3  CAA  HAA2  108.73  3.000
 4VQ  HAA3  CAA  HAA1  108.74  3.000
 4VQ  HAA2  CAA  HAA1  108.82  3.000
 4VQ  HAA3  CAA  OAP   112.04  3.000
 4VQ  HAA2  CAA  OAP   111.98  3.000
 4VQ  HAA1  CAA  OAP   106.42  3.000
 4VQ  CAZ   CBC  OAR   120.14  3.000
 4VQ  CAZ   CBC  CAY   119.54  3.000
 4VQ  OAR   CBC  CAY   120.31  3.000
 4VQ  CAC   OAR  CBC   114.33  3.000
 4VQ  HAC3  CAC  HAC2  108.62  3.000
 4VQ  HAC3  CAC  HAC1  108.66  3.000
 4VQ  HAC2  CAC  HAC1  108.75  3.000
 4VQ  HAC3  CAC  OAR   107.14  3.000
 4VQ  HAC2  CAC  OAR   111.80  3.000
 4VQ  HAC1  CAC  OAR   111.76  3.000
 4VQ  OAQ   CAZ  CBC   115.45  3.000
 4VQ  OAQ   CAZ  CAM   124.32  3.000
 4VQ  CBC   CAZ  CAM   120.23  3.000
 4VQ  CAB   OAQ  CAZ   118.49  3.000
 4VQ  HAB3  CAB  HAB2  108.77  3.000
 4VQ  HAB3  CAB  HAB1  108.80  3.000
 4VQ  HAB2  CAB  HAB1  108.85  3.000
 4VQ  HAB3  CAB  OAQ   106.44  3.000
 4VQ  HAB2  CAB  OAQ   111.90  3.000
 4VQ  HAB1  CAB  OAQ   111.97  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
 4VQ  CONST_01  CAH   CAV  CAK  CAT     0.00   0.0  0
 4VQ  CONST_02  CBB   CAV  CAK  CAT   180.00   0.0  0
 4VQ  CONST_03  CAH   CAI  CBA  CAT     0.00   0.0  0
 4VQ  CONST_04  CAI   CBA  CAT  CAK     0.00   0.0  0
 4VQ  CONST_05  CAI   CAH  CAV  CAK     0.00   0.0  0
 4VQ  CONST_08  CAV   CAK  CAT  CBA     0.00   0.0  0
 4VQ  CONST_09  CAV   CAH  CAI  CBA     0.00   0.0  0
 4VQ  CONST_10  CBB   CAV  CAH  CAI   180.00   0.0  0
 4VQ  CONST_13  CAX   NAO  CBB  CAV   180.00   0.0  0
 4VQ  CONST_14  NAN   CAU  CBB  CAV   180.00   0.0  0
 4VQ  CONST_15  CAJ   CAX  NAO  CBB     0.00   0.0  0
 4VQ  CONST_16  CAW   CAX  NAO  CBB   180.00   0.0  0
 4VQ  CONST_17  CAJ   NAN  CAU  CBB     0.00   0.0  0
 4VQ  CONST_18  NAN   CAU  CBB  NAO     0.00   0.0  0
 4VQ  CONST_19  NAN   CAJ  CAX  NAO     0.00   0.0  0
 4VQ  CONST_20  CAM   CAW  CAX  NAO   180.00   0.0  0
 4VQ  CONST_21  CAL   CAW  CAX  NAO     0.00   0.0  0
 4VQ  CONST_22  CAX   NAO  CBB  CAU     0.00   0.0  0
 4VQ  CONST_23  CAX   CAJ  NAN  CAU     0.00   0.0  0
 4VQ  CONST_24  CAW   CAX  CAJ  NAN   180.00   0.0  0
 4VQ  CONST_27  CAZ   CAM  CAW  CAX   180.00   0.0  0
 4VQ  CONST_28  CAY   CAL  CAW  CAX   180.00   0.0  0
 4VQ  CONST_29  CBC   CAZ  CAM  CAW     0.00   0.0  0
 4VQ  CONST_30  CBC   CAY  CAL  CAW     0.00   0.0  0
 4VQ  CONST_31  CAY   CAL  CAW  CAM     0.00   0.0  0
 4VQ  CONST_32  CAY   CBC  CAZ  CAM     0.00   0.0  0
 4VQ  CONST_33  CAZ   CAM  CAW  CAL     0.00   0.0  0
 4VQ  CONST_34  CAZ   CBC  CAY  CAL     0.00   0.0  0
 4VQ  CONST_35  CAV   CAK  CAT  CAD   180.00   0.0  0
 4VQ  CONST_36  CAI   CBA  CAT  CAD   180.00   0.0  0
 4VQ  CONST_37  CAS   CBA  CAT  CAK   180.00   0.0  0
 4VQ  CONST_38  CAH   CAI  CBA  CAS   180.00   0.0  0
 4VQ  CONST_39  NAE   CAU  CBB  CAV     0.00   0.0  0
 4VQ  CONST_40  NAE   CAU  CBB  NAO   180.00   0.0  0
 4VQ  CONST_41  CAJ   NAN  CAU  NAE   180.00   0.0  0
 4VQ  CONST_42  OAQ   CAZ  CAM  CAW   180.00   0.0  0
 4VQ  CONST_43  OAP   CAY  CAL  CAW   180.00   0.0  0
 4VQ  CONST_44  OAR   CBC  CAZ  CAM   180.00   0.0  0
 4VQ  CONST_45  OAR   CBC  CAY  CAL   180.00   0.0  0
 4VQ  CONST_46  OAQ   CAZ  CBC  CAY   180.00   0.0  0
 4VQ  CONST_47  CAZ   CBC  CAY  OAP   180.00   0.0  0
 4VQ  CONST_48  HAI   CAI  CBA  CAT   180.00   0.0  0
 4VQ  CONST_49  HAH   CAH  CAV  CAK   180.00   0.0  0
 4VQ  CONST_50  HAK   CAK  CAT  CBA   180.00   0.0  0
 4VQ  CONST_51  HAJ   CAJ  CAX  NAO   180.00   0.0  0
 4VQ  CONST_52  HAM   CAM  CAW  CAX     0.00   0.0  0
 4VQ  CONST_53  HAL   CAL  CAW  CAX     0.00   0.0  0
 4VQ  CONST_55  HAE2  NAE  CAU  CBB   180.00   0.0  0
 4VQ  Var_01    OAG   CAS  CBA  CAT    33.58  30.0  2
 4VQ  Var_02    CBC   CAY  OAP  CAA   178.80  30.0  2
 4VQ  Var_03    CAZ   CBC  OAR  CAC   -91.06  30.0  2
 4VQ  Var_04    HAD1  CAD  CAT  CAK   110.79  30.0  2
 4VQ  Var_05    HAA1  CAA  OAP  CAY  -178.69  30.0  3
 4VQ  Var_06    HAC1  CAC  OAR  CBC   -61.96  30.0  3
 4VQ  Var_07    HAB1  CAB  OAQ  CAZ   -61.14  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
 4VQ  plan-1  CAD   0.020
 4VQ  plan-1  CAT   0.020
 4VQ  plan-1  CAK   0.020
 4VQ  plan-1  CBA   0.020
 4VQ  plan-1  CAS   0.020
 4VQ  plan-1  CAI   0.020
 4VQ  plan-1  CAH   0.020
 4VQ  plan-1  CAV   0.020
 4VQ  plan-1  CBB   0.020
 4VQ  plan-1  HAK   0.020
 4VQ  plan-1  HAI   0.020
 4VQ  plan-1  HAH   0.020
 4VQ  plan-2  CAV   0.020
 4VQ  plan-2  CBB   0.020
 4VQ  plan-2  NAO   0.020
 4VQ  plan-2  CAU   0.020
 4VQ  plan-2  NAE   0.020
 4VQ  plan-2  NAN   0.020
 4VQ  plan-2  CAJ   0.020
 4VQ  plan-2  CAX   0.020
 4VQ  plan-2  CAW   0.020
 4VQ  plan-2  HAJ   0.020
 4VQ  plan-3  CAX   0.020
 4VQ  plan-3  CAW   0.020
 4VQ  plan-3  CAM   0.020
 4VQ  plan-3  CAL   0.020
 4VQ  plan-3  CAY   0.020
 4VQ  plan-3  OAP   0.020
 4VQ  plan-3  CBC   0.020
 4VQ  plan-3  OAR   0.020
 4VQ  plan-3  CAZ   0.020
 4VQ  plan-3  OAQ   0.020
 4VQ  plan-3  HAM   0.020
 4VQ  plan-3  HAL   0.020
 4VQ  plan-4  CAU   0.020
 4VQ  plan-4  NAE   0.020
 4VQ  plan-4  HAE1  0.020
 4VQ  plan-4  HAE2  0.020
 4VQ  plan-5  CBA   0.020
 4VQ  plan-5  CAS   0.020
 4VQ  plan-5  OAG   0.020
 4VQ  plan-5  OAF   0.020

