# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 08:10:32 2022
#   Inital geometry file: a 130 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1NCCn2c(CCc3ccc(CN4CCCC4)cc3)nc5cccc1c25
#
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
 G9I  G9I  'None                     '  ligand  54  28  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_G9I
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
 G9I  N11   N  NR5   0  -0.419   6.6697  -0.0393   0.1028
 G9I  N12   N  N     0  -0.468  -2.7207  -2.1294   0.0398
 G9I  N13   N  NR5   0  -0.551  -2.9515   0.0591   0.3670
 G9I  N14   N  NH1   0  -0.637  -4.7361   2.5627   0.1409
 G9I  CAB   C  CR16  0  -0.262  -6.2871  -1.9342  -0.9109
 G9I  CAC   C  CR16  0  -0.311  -6.4559  -0.5704  -0.6739
 G9I  CAD   C  CR16  0  -0.306   2.5773  -1.3964  -0.3321
 G9I  CAE   C  CR16  0  -0.287   2.0564   0.7186   0.6502
 G9I  CAF   C  CR16  0  -0.271   3.8988  -1.2564   0.0647
 G9I  CAG   C  CR16  0  -0.298   3.3784   0.8566   1.0509
 G9I  CAH   C  CR16  0  -0.328  -5.0667  -2.5512  -0.6951
 G9I  CAI   C  CH2   0  -0.466   8.8225   0.1998  -0.7970
 G9I  CAJ   C  CH2   0  -0.464   7.8144   0.9713  -1.6763
 G9I  CAK   C  CH2   0  -0.333  -3.3542   2.3882  -0.2395
 G9I  CAM   C  CH2   0  -0.564  -0.6842  -0.9334   0.7678
 G9I  CAN   C  CH2   0  -0.276   8.0645  -0.0569   0.5065
 G9I  CAO   C  CH2   0  -0.273   6.5628   1.0895  -0.8045
 G9I  CAP   C  CH2   0  -0.307  -2.5871   1.4311   0.6526
 G9I  CAQ   C  CH2   0  -0.338   5.7488   0.0038   1.2129
 G9I  CAT   C  C     0   0.510  -5.7419   1.6721   0.0599
 G9I  CAU   C  CR6   0   0.121   1.6356  -0.4106  -0.0458
 G9I  CAV   C  CR6   0   0.095   4.3165  -0.1300   0.7689
 G9I  CAW   C  CR6   0  -0.073  -5.4161   0.2488  -0.2394
 G9I  CAX   C  CR5   0   0.454  -2.1237  -1.0298   0.4028
 G9I  CAY   C  CR56  0   0.124  -4.0090  -1.7646  -0.2557
 G9I  CAZ   C  CR56  0   0.348  -4.1805  -0.3816  -0.0483
 G9I  HN14  H  HNH1  0   0.404  -5.0212   3.5012   0.3764
 G9I  HAB   H  HCR6  0   0.258  -7.1314  -2.5159  -1.2559
 G9I  HAC   H  HCR6  0   0.261  -7.4318  -0.1309  -0.8283
 G9I  HAD   H  HCR6  0   0.245   2.2721  -2.2848  -0.8732
 G9I  HAE   H  HCR6  0   0.245   1.3450   1.5050   0.8783
 G9I  HAF   H  HCR6  0   0.243   4.6158  -2.0327  -0.1737
 G9I  HAG   H  HCR6  0   0.246   3.6837   1.7475   1.5879
 G9I  HAH   H  HCR6  0   0.262  -4.9335  -3.6126  -0.8599
 G9I  HAI   H  HCH2  0   0.234   9.1071  -0.7400  -1.2706
 G9I  HAIA  H  HCH2  0   0.233   9.7397   0.7606  -0.6194
 G9I  HAJ   H  HCH2  0   0.233   8.1838   1.9518  -1.9743
 G9I  HAJA  H  HCH2  0   0.234   7.5960   0.4186  -2.5905
 G9I  HAK   H  HCH2  0   0.268  -3.2603   2.0775  -1.2836
 G9I  HAKA  H  HCH2  0   0.294  -2.8864   3.3667  -0.1606
 G9I  HAL   H  HCH2  0   0.266   0.0908  -1.3431  -1.2012
 G9I  HALA  H  HCH2  0   0.257  -0.1638   0.3615  -0.8955
 G9I  HAM   H  HCH2  0   0.286  -0.3716  -1.9027   1.1569
 G9I  HAMA  H  HCH2  0   0.274  -0.5394  -0.2093   1.5723
 G9I  HAN   H  HCH2  0   0.190   8.2829   0.7407   1.2371
 G9I  HANA  H  HCH2  0   0.233   8.3215  -1.0084   0.9764
 G9I  HAO   H  HCH2  0   0.234   5.6355   1.0510  -1.3789
 G9I  HAOA  H  HCH2  0   0.190   6.5662   2.0465  -0.2540
 G9I  HAP   H  HCH2  0   0.279  -2.7618   1.6659   1.7040
 G9I  HAPA  H  HCH2  0   0.271  -1.5233   1.5539   0.4555
 G9I  HAQ   H  HCH2  0   0.246   5.9923  -0.8225   1.8883
 G9I  HAQA  H  HCH2  0   0.206   5.8622   0.9293   1.8044
 G9I  CAL   C  CH2   0  -0.526   0.1944  -0.5666  -0.4412
 G9I  OAA   O  O     0  -0.485  -6.9037   2.0139   0.2464

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
 G9I  CAO  N11   single    1.452  0.020  1.452
 G9I  N11  CAQ   single    1.443  0.020  1.443
 G9I  N11  CAN   single    1.452  0.020  1.452
 G9I  CAY  N12   aromatic  1.371  0.020  1.371
 G9I  N12  CAX   aromatic  1.303  0.020  1.303
 G9I  CAZ  N13   aromatic  1.370  0.020  1.370
 G9I  CAP  N13   single    1.448  0.020  1.448
 G9I  N13  CAX   aromatic  1.368  0.020  1.368
 G9I  CAT  N14   single    1.346  0.020  1.346
 G9I  N14  CAK   single    1.444  0.020  1.444
 G9I  N14  HN14  single    0.860  0.020  1.020
 G9I  OAA  CAT   double    1.225  0.020  1.225
 G9I  CAC  CAB   aromatic  1.394  0.020  1.394
 G9I  CAB  CAH   aromatic  1.384  0.020  1.384
 G9I  CAB  HAB   single    0.930  0.020  1.080
 G9I  CAC  CAW   aromatic  1.393  0.020  1.393
 G9I  CAC  HAC   single    0.930  0.020  1.080
 G9I  CAU  CAD   aromatic  1.393  0.020  1.393
 G9I  CAD  CAF   aromatic  1.387  0.020  1.387
 G9I  CAD  HAD   single    0.930  0.020  1.080
 G9I  CAU  CAE   aromatic  1.392  0.020  1.392
 G9I  CAE  CAG   aromatic  1.388  0.020  1.388
 G9I  CAE  HAE   single    0.930  0.020  1.080
 G9I  CAF  CAV   aromatic  1.392  0.020  1.392
 G9I  CAF  HAF   single    0.930  0.020  1.080
 G9I  CAG  CAV   aromatic  1.390  0.020  1.390
 G9I  CAG  HAG   single    0.930  0.020  1.080
 G9I  CAH  CAY   aromatic  1.389  0.020  1.389
 G9I  CAH  HAH   single    0.930  0.020  1.080
 G9I  CAJ  CAI   single    1.544  0.020  1.544
 G9I  CAI  CAN   single    1.530  0.020  1.530
 G9I  CAI  HAI   single    0.970  0.020  1.090
 G9I  CAI  HAIA  single    0.970  0.020  1.090
 G9I  CAO  CAJ   single    1.530  0.020  1.530
 G9I  CAJ  HAJ   single    0.970  0.020  1.090
 G9I  CAJ  HAJA  single    0.970  0.020  1.090
 G9I  CAK  CAP   single    1.517  0.020  1.517
 G9I  CAK  HAK   single    0.970  0.020  1.090
 G9I  CAK  HAKA  single    0.970  0.020  1.090
 G9I  CAM  CAL   single    1.539  0.020  1.539
 G9I  CAL  CAU   single    1.503  0.020  1.503
 G9I  CAL  HAL   single    0.970  0.020  1.090
 G9I  CAL  HALA  single    0.970  0.020  1.090
 G9I  CAX  CAM   single    1.488  0.020  1.488
 G9I  CAM  HAM   single    0.970  0.020  1.090
 G9I  CAM  HAMA  single    0.970  0.020  1.090
 G9I  CAN  HAN   single    0.970  0.020  1.090
 G9I  CAN  HANA  single    0.970  0.020  1.090
 G9I  CAO  HAO   single    0.970  0.020  1.090
 G9I  CAO  HAOA  single    0.970  0.020  1.090
 G9I  CAP  HAP   single    0.970  0.020  1.090
 G9I  CAP  HAPA  single    0.970  0.020  1.090
 G9I  CAV  CAQ   single    1.505  0.020  1.505
 G9I  CAQ  HAQ   single    0.970  0.020  1.090
 G9I  CAQ  HAQA  single    0.970  0.020  1.090
 G9I  CAT  CAW   single    1.491  0.020  1.491
 G9I  CAW  CAZ   aromatic  1.400  0.020  1.400
 G9I  CAZ  CAY   aromatic  1.409  0.020  1.409

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
 G9I  CAQ   N11  CAO  114.24  3.000
 G9I  CAQ   N11  CAN  113.55  3.000
 G9I  CAO   N11  CAN  104.70  3.000
 G9I  CAY   N12  CAX  105.43  3.000
 G9I  CAZ   N13  CAX  107.14  3.000
 G9I  CAX   N13  CAP  126.63  3.000
 G9I  CAZ   N13  CAP  126.18  3.000
 G9I  HN14  N14  CAT  114.74  3.000
 G9I  HN14  N14  CAK  116.39  3.000
 G9I  CAT   N14  CAK  128.27  3.000
 G9I  HAB   CAB  CAH  119.87  3.000
 G9I  HAB   CAB  CAC  119.05  3.000
 G9I  CAH   CAB  CAC  121.07  3.000
 G9I  HAC   CAC  CAW  118.62  3.000
 G9I  HAC   CAC  CAB  118.85  3.000
 G9I  CAW   CAC  CAB  122.53  3.000
 G9I  HAD   CAD  CAU  119.48  3.000
 G9I  HAD   CAD  CAF  119.59  3.000
 G9I  CAU   CAD  CAF  120.92  3.000
 G9I  HAE   CAE  CAU  119.68  3.000
 G9I  HAE   CAE  CAG  119.46  3.000
 G9I  CAU   CAE  CAG  120.86  3.000
 G9I  HAF   CAF  CAV  119.50  3.000
 G9I  HAF   CAF  CAD  119.69  3.000
 G9I  CAV   CAF  CAD  120.81  3.000
 G9I  HAG   CAG  CAV  119.58  3.000
 G9I  HAG   CAG  CAE  119.53  3.000
 G9I  CAV   CAG  CAE  120.89  3.000
 G9I  HAH   CAH  CAY  120.64  3.000
 G9I  HAH   CAH  CAB  121.45  3.000
 G9I  CAY   CAH  CAB  117.91  3.000
 G9I  HAIA  CAI  HAI  107.14  3.000
 G9I  HAIA  CAI  CAN  111.38  3.000
 G9I  HAI   CAI  CAN  110.79  3.000
 G9I  HAIA  CAI  CAJ  112.66  3.000
 G9I  HAI   CAI  CAJ  110.72  3.000
 G9I  CAN   CAI  CAJ  104.22  3.000
 G9I  HAJA  CAJ  HAJ  107.15  3.000
 G9I  HAJA  CAJ  CAO  110.67  3.000
 G9I  HAJ   CAJ  CAO  111.34  3.000
 G9I  HAJA  CAJ  CAI  110.79  3.000
 G9I  HAJ   CAJ  CAI  112.58  3.000
 G9I  CAO   CAJ  CAI  104.37  3.000
 G9I  HAKA  CAK  HAK  106.74  3.000
 G9I  HAKA  CAK  CAP  107.91  3.000
 G9I  HAK   CAK  CAP  109.81  3.000
 G9I  HAKA  CAK  N14  106.49  3.000
 G9I  HAK   CAK  N14  111.60  3.000
 G9I  CAP   CAK  N14  113.91  3.000
 G9I  HAMA  CAM  HAM  106.77  3.000
 G9I  HAMA  CAM  CAX  110.60  3.000
 G9I  HAM   CAM  CAX  107.90  3.000
 G9I  HAMA  CAM  CAL  110.18  3.000
 G9I  HAM   CAM  CAL  109.18  3.000
 G9I  CAX   CAM  CAL  112.03  3.000
 G9I  HANA  CAN  HAN  107.36  3.000
 G9I  HANA  CAN  CAI  113.35  3.000
 G9I  HAN   CAN  CAI  110.17  3.000
 G9I  HANA  CAN  N11  110.87  3.000
 G9I  HAN   CAN  N11  111.43  3.000
 G9I  CAI   CAN  N11  103.72  3.000
 G9I  HAOA  CAO  HAO  107.19  3.000
 G9I  HAOA  CAO  CAJ  110.40  3.000
 G9I  HAO   CAO  CAJ  113.11  3.000
 G9I  HAOA  CAO  N11  111.22  3.000
 G9I  HAO   CAO  N11  111.34  3.000
 G9I  CAJ   CAO  N11  103.64  3.000
 G9I  HAPA  CAP  HAP  107.85  3.000
 G9I  HAPA  CAP  CAK  108.45  3.000
 G9I  HAP   CAP  CAK  110.48  3.000
 G9I  HAPA  CAP  N13  108.48  3.000
 G9I  HAP   CAP  N13  110.71  3.000
 G9I  CAK   CAP  N13  110.77  3.000
 G9I  HAQA  CAQ  HAQ  106.22  3.000
 G9I  HAQA  CAQ  CAV  109.28  3.000
 G9I  HAQ   CAQ  CAV  109.06  3.000
 G9I  HAQA  CAQ  N11  111.81  3.000
 G9I  HAQ   CAQ  N11  108.07  3.000
 G9I  CAV   CAQ  N11  112.18  3.000
 G9I  CAW   CAT  OAA  120.28  3.000
 G9I  CAW   CAT  N14  118.73  3.000
 G9I  OAA   CAT  N14  120.99  3.000
 G9I  CAL   CAU  CAE  120.39  3.000
 G9I  CAL   CAU  CAD  121.39  3.000
 G9I  CAE   CAU  CAD  118.20  3.000
 G9I  CAQ   CAV  CAG  121.27  3.000
 G9I  CAQ   CAV  CAF  120.43  3.000
 G9I  CAG   CAV  CAF  118.30  3.000
 G9I  CAZ   CAW  CAT  126.54  3.000
 G9I  CAZ   CAW  CAC  115.88  3.000
 G9I  CAT   CAW  CAC  117.45  3.000
 G9I  CAM   CAX  N13  122.69  3.000
 G9I  CAM   CAX  N12  124.49  3.000
 G9I  N13   CAX  N12  112.78  3.000
 G9I  CAZ   CAY  CAH  120.64  3.000
 G9I  CAZ   CAY  N12  110.11  3.000
 G9I  CAH   CAY  N12  129.25  3.000
 G9I  CAY   CAZ  CAW  121.95  3.000
 G9I  CAY   CAZ  N13  104.55  3.000
 G9I  CAW   CAZ  N13  133.49  3.000
 G9I  HALA  CAL  HAL  106.47  3.000
 G9I  HALA  CAL  CAU  109.59  3.000
 G9I  HAL   CAL  CAU  110.37  3.000
 G9I  HALA  CAL  CAM  109.97  3.000
 G9I  HAL   CAL  CAM  108.86  3.000
 G9I  CAU   CAL  CAM  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
 G9I  CONST_01  CAB   CAH  CAY  N12   180.00   0.0  0
 G9I  CONST_02  N13   CAZ  CAY  N12     0.00   0.0  0
 G9I  CONST_03  CAW   CAZ  CAY  N12   180.00   0.0  0
 G9I  CONST_04  CAZ   N13  CAX  N12     0.00   0.0  0
 G9I  CONST_05  CAC   CAW  CAZ  N13   180.00   0.0  0
 G9I  CONST_06  CAH   CAY  CAZ  N13   180.00   0.0  0
 G9I  CONST_07  CAY   N12  CAX  N13     0.00   0.0  0
 G9I  CONST_08  CAZ   CAW  CAC  CAB     0.00   0.0  0
 G9I  CONST_09  CAZ   CAY  CAH  CAB     0.00   0.0  0
 G9I  CONST_10  CAY   CAH  CAB  CAC     0.00   0.0  0
 G9I  CONST_11  CAY   CAZ  CAW  CAC     0.00   0.0  0
 G9I  CONST_12  CAG   CAE  CAU  CAD     0.00   0.0  0
 G9I  CONST_13  CAG   CAV  CAF  CAD     0.00   0.0  0
 G9I  CONST_14  CAF   CAD  CAU  CAE     0.00   0.0  0
 G9I  CONST_15  CAF   CAV  CAG  CAE     0.00   0.0  0
 G9I  CONST_16  CAW   CAC  CAB  CAH     0.00   0.0  0
 G9I  CONST_17  CAX   N12  CAY  CAH   180.00   0.0  0
 G9I  CONST_18  CAW   CAZ  CAY  CAH     0.00   0.0  0
 G9I  CONST_19  CAV   CAF  CAD  CAU     0.00   0.0  0
 G9I  CONST_20  CAV   CAG  CAE  CAU     0.00   0.0  0
 G9I  CONST_21  CAX   N13  CAZ  CAW   180.00   0.0  0
 G9I  CONST_22  CAZ   CAY  N12  CAX     0.00   0.0  0
 G9I  CONST_23  CAY   CAZ  N13  CAX     0.00   0.0  0
 G9I  CONST_24  CAW   CAT  N14  CAK     0.00   0.0  0
 G9I  CONST_25  CAQ   CAV  CAF  CAD   180.00   0.0  0
 G9I  CONST_26  CAQ   CAV  CAG  CAE   180.00   0.0  0
 G9I  CONST_27  CAL   CAU  CAD  CAF   180.00   0.0  0
 G9I  CONST_28  CAL   CAU  CAE  CAG   180.00   0.0  0
 G9I  CONST_29  CAY   N12  CAX  CAM   180.00   0.0  0
 G9I  CONST_30  CAZ   N13  CAX  CAM   180.00   0.0  0
 G9I  CONST_31  CAP   N13  CAX  CAM     0.00   0.0  0
 G9I  CONST_32  CAK   N14  CAT  OAA   180.00   0.0  0
 G9I  CONST_33  HAH   CAH  CAY  N12     0.00   0.0  0
 G9I  CONST_34  HAE   CAE  CAU  CAD   180.00   0.0  0
 G9I  CONST_35  HAD   CAD  CAU  CAE   180.00   0.0  0
 G9I  CONST_36  HAG   CAG  CAV  CAF   180.00   0.0  0
 G9I  CONST_37  HAF   CAF  CAV  CAG   180.00   0.0  0
 G9I  CONST_38  HAC   CAC  CAB  CAH   180.00   0.0  0
 G9I  CONST_39  HAB   CAB  CAC  CAW   180.00   0.0  0
 G9I  CONST_40  HN14  N14  CAT  CAW   180.00   0.0  0
 G9I  Var_01    CAI   CAJ  CAO  N11   -25.36  30.0  1
 G9I  Var_02    CAJ   CAI  CAN  N11    25.56  30.0  1
 G9I  Var_03    N14   CAK  CAP  N13    75.22  30.0  1
 G9I  Var_04    CAC   CAW  CAT  N14  -162.97  30.0  1
 G9I  Var_05    CAO   N11  CAN  CAI   -43.05  30.0  1
 G9I  Var_06    CAN   N11  CAO  CAJ    42.93  30.0  1
 G9I  Var_07    CAZ   N13  CAP  CAK   -32.25  30.0  1
 G9I  Var_08    CAO   CAJ  CAI  CAN    -0.11  30.0  1
 G9I  Var_09    CAT   N14  CAK  CAP   -69.16  30.0  1
 G9I  Var_10    CAF   CAV  CAQ  N11    58.85  30.0  1
 G9I  Var_11    CAV   CAQ  N11  CAN  -173.78  30.0  3
 G9I  Var_12    CAL   CAM  CAX  N12    92.36  30.0  2
 G9I  Var_13    CAM   CAL  CAU  CAD   103.71  30.0  2
 G9I  Var_14    CAX   CAM  CAL  CAU   177.37  30.0  1

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
 G9I  plan-1  CAD   0.020
 G9I  plan-1  CAE   0.020
 G9I  plan-1  CAF   0.020
 G9I  plan-1  CAG   0.020
 G9I  plan-1  CAQ   0.020
 G9I  plan-1  CAU   0.020
 G9I  plan-1  CAV   0.020
 G9I  plan-1  HAD   0.020
 G9I  plan-1  HAE   0.020
 G9I  plan-1  HAF   0.020
 G9I  plan-1  HAG   0.020
 G9I  plan-1  CAL   0.020
 G9I  plan-2  N12   0.020
 G9I  plan-2  N13   0.020
 G9I  plan-2  CAB   0.020
 G9I  plan-2  CAC   0.020
 G9I  plan-2  CAH   0.020
 G9I  plan-2  CAM   0.020
 G9I  plan-2  CAP   0.020
 G9I  plan-2  CAT   0.020
 G9I  plan-2  CAW   0.020
 G9I  plan-2  CAX   0.020
 G9I  plan-2  CAY   0.020
 G9I  plan-2  CAZ   0.020
 G9I  plan-2  HAB   0.020
 G9I  plan-2  HAC   0.020
 G9I  plan-2  HAH   0.020
 G9I  plan-3  N14   0.020
 G9I  plan-3  CAK   0.020
 G9I  plan-3  CAT   0.020
 G9I  plan-3  CAW   0.020
 G9I  plan-3  HN14  0.020
 G9I  plan-3  OAA   0.020

