# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 09:46:03 2020
#   Inital geometry file: a 84 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)Cc1nc2cccc3C(=O)NCCn1c23
#
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
 G9H  G9H  'None                     '  ligand  34  18  .  2021-08-10  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_G9H
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
 G9H  N11   N  NT    0  -0.396   3.6888   0.2311   0.3225
 G9H  N12   N  N     0  -0.457   1.0717   1.7288  -0.1793
 G9H  N13   N  NR5   0  -0.550   0.3392  -0.3577  -0.4238
 G9H  N14   N  NH1   0  -0.635  -1.9995  -2.3597  -0.0868
 G9H  CAA   C  CH3   0  -0.537   3.3570  -0.6861   1.3924
 G9H  CAB   C  CH3   0  -0.524   5.0683   0.0752  -0.0877
 G9H  CAD   C  CR16  0  -0.261  -2.4651   2.4327   0.6183
 G9H  CAE   C  CR16  0  -0.312  -2.9455   1.1354   0.4365
 G9H  CAF   C  CR16  0  -0.327  -1.1270   2.7315   0.4334
 G9H  CAG   C  CH2   0  -0.335  -0.6213  -2.4739   0.3259
 G9H  CAH   C  CH2   0  -0.310   0.3593  -1.7945  -0.6112
 G9H  CAI   C  CH2   0  -0.387   2.7981   0.0863  -0.8117
 G9H  CAL   C  C     0   0.507  -2.7633  -1.2538  -0.1359
 G9H  CAM   C  CR6   0  -0.069  -2.1173   0.0712   0.0904
 G9H  CAN   C  CR5   0   0.437   1.4026   0.5027  -0.4686
 G9H  CAO   C  CR56  0   0.125  -0.2728   1.6942   0.0758
 G9H  CAP   C  CR56  0   0.342  -0.7613   0.3823  -0.0788
 G9H  HN14  H  HNH1  0   0.405  -2.4854  -3.2222  -0.2813
 G9H  HAA   H  HCH3  0   0.247   4.0259  -0.5233   2.2378
 G9H  HAAA  H  HCH3  0   0.240   2.3389  -0.5179   1.7489
 G9H  HAAB  H  HCH3  0   0.199   3.4434  -1.7440   1.0969
 G9H  HAB   H  HCH3  0   0.197   5.2946  -0.9285  -0.4794
 G9H  HABA  H  HCH3  0   0.237   5.3136   0.8009  -0.8641
 G9H  HABB  H  HCH3  0   0.239   5.7286   0.2568   0.7610
 G9H  HAD   H  HCR6  0   0.259  -3.1576   3.2156   0.8976
 G9H  HAE   H  HCR6  0   0.262  -4.0024   0.9483   0.5667
 G9H  HAF   H  HCR6  0   0.262  -0.7508   3.7386   0.5593
 G9H  HAG   H  HCH2  0   0.267  -0.4762  -2.1091   1.3464
 G9H  HAGA  H  HCH2  0   0.294  -0.3897  -3.5364   0.3383
 G9H  HAH   H  HCH2  0   0.280   0.1306  -2.0494  -1.6473
 G9H  HAHA  H  HCH2  0   0.273   1.3602  -2.1596  -0.3914
 G9H  HAI   H  HCH2  0   0.280   3.1455   0.7450  -1.6116
 G9H  HAIA  H  HCH2  0   0.232   2.8127  -0.9310  -1.2322
 G9H  OAC   O  O     0  -0.485  -3.9644  -1.3240  -0.3682

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
 G9H  CAI  N11   single    1.449  0.020  1.449
 G9H  N11  CAA   single    1.448  0.020  1.448
 G9H  N11  CAB   single    1.448  0.020  1.448
 G9H  CAO  N12   aromatic  1.369  0.020  1.369
 G9H  N12  CAN   aromatic  1.302  0.020  1.302
 G9H  CAP  N13   aromatic  1.370  0.020  1.370
 G9H  N13  CAH   single    1.449  0.020  1.449
 G9H  N13  CAN   aromatic  1.369  0.020  1.369
 G9H  CAL  N14   single    1.345  0.020  1.345
 G9H  N14  CAG   single    1.443  0.020  1.443
 G9H  N14  HN14  single    0.860  0.020  1.020
 G9H  CAA  HAA   single    0.970  0.020  1.090
 G9H  CAA  HAAA  single    0.970  0.020  1.090
 G9H  CAA  HAAB  single    0.970  0.020  1.090
 G9H  CAB  HAB   single    0.970  0.020  1.090
 G9H  CAB  HABA  single    0.970  0.020  1.090
 G9H  CAB  HABB  single    0.970  0.020  1.090
 G9H  OAC  CAL   double    1.225  0.020  1.225
 G9H  CAE  CAD   aromatic  1.395  0.020  1.395
 G9H  CAD  CAF   aromatic  1.383  0.020  1.383
 G9H  CAD  HAD   single    0.930  0.020  1.080
 G9H  CAE  CAM   aromatic  1.392  0.020  1.392
 G9H  CAE  HAE   single    0.930  0.020  1.080
 G9H  CAF  CAO   aromatic  1.391  0.020  1.391
 G9H  CAF  HAF   single    0.930  0.020  1.080
 G9H  CAG  CAH   single    1.517  0.020  1.517
 G9H  CAG  HAG   single    0.970  0.020  1.090
 G9H  CAG  HAGA  single    0.970  0.020  1.090
 G9H  CAH  HAH   single    0.970  0.020  1.090
 G9H  CAH  HAHA  single    0.970  0.020  1.090
 G9H  CAN  CAI   single    1.496  0.020  1.496
 G9H  CAI  HAI   single    0.970  0.020  1.090
 G9H  CAI  HAIA  single    0.970  0.020  1.090
 G9H  CAL  CAM   single    1.491  0.020  1.491
 G9H  CAM  CAP   aromatic  1.401  0.020  1.401
 G9H  CAP  CAO   aromatic  1.408  0.020  1.408

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
 G9H  CAI   N11  CAB   110.68  3.000
 G9H  CAB   N11  CAA   111.07  3.000
 G9H  CAI   N11  CAA   111.98  3.000
 G9H  CAO   N12  CAN   105.49  3.000
 G9H  CAP   N13  CAN   107.02  3.000
 G9H  CAN   N13  CAH   127.47  3.000
 G9H  CAP   N13  CAH   125.39  3.000
 G9H  HN14  N14  CAL   114.99  3.000
 G9H  HN14  N14  CAG   116.58  3.000
 G9H  CAL   N14  CAG   128.16  3.000
 G9H  HAAB  CAA  HAAA  107.97  3.000
 G9H  HAAB  CAA  HAA   107.65  3.000
 G9H  HAAA  CAA  HAA   107.21  3.000
 G9H  HAAB  CAA  N11   113.09  3.000
 G9H  HAAA  CAA  N11   110.94  3.000
 G9H  HAA   CAA  N11   109.75  3.000
 G9H  HABB  CAB  HABA  107.88  3.000
 G9H  HABB  CAB  HAB   107.71  3.000
 G9H  HABA  CAB  HAB   107.89  3.000
 G9H  HABB  CAB  N11   109.79  3.000
 G9H  HABA  CAB  N11   110.15  3.000
 G9H  HAB   CAB  N11   113.26  3.000
 G9H  HAD   CAD  CAF   119.82  3.000
 G9H  HAD   CAD  CAE   119.08  3.000
 G9H  CAF   CAD  CAE   121.09  3.000
 G9H  HAE   CAE  CAM   118.63  3.000
 G9H  HAE   CAE  CAD   118.80  3.000
 G9H  CAM   CAE  CAD   122.57  3.000
 G9H  HAF   CAF  CAO   120.69  3.000
 G9H  HAF   CAF  CAD   121.44  3.000
 G9H  CAO   CAF  CAD   117.87  3.000
 G9H  HAGA  CAG  HAG   106.68  3.000
 G9H  HAGA  CAG  CAH   107.88  3.000
 G9H  HAG   CAG  CAH   109.96  3.000
 G9H  HAGA  CAG  N14   106.50  3.000
 G9H  HAG   CAG  N14   111.54  3.000
 G9H  CAH   CAG  N14   113.90  3.000
 G9H  HAHA  CAH  HAH   107.84  3.000
 G9H  HAHA  CAH  CAG   108.64  3.000
 G9H  HAH   CAH  CAG   110.27  3.000
 G9H  HAHA  CAH  N13   108.62  3.000
 G9H  HAH   CAH  N13   110.58  3.000
 G9H  CAG   CAH  N13   110.80  3.000
 G9H  HAIA  CAI  HAI   105.85  3.000
 G9H  HAIA  CAI  CAN   110.92  3.000
 G9H  HAI   CAI  CAN   107.25  3.000
 G9H  HAIA  CAI  N11   112.53  3.000
 G9H  HAI   CAI  N11   108.50  3.000
 G9H  CAN   CAI  N11   111.46  3.000
 G9H  CAM   CAL  OAC   120.28  3.000
 G9H  CAM   CAL  N14   118.62  3.000
 G9H  OAC   CAL  N14   121.10  3.000
 G9H  CAP   CAM  CAL   126.73  3.000
 G9H  CAP   CAM  CAE   115.84  3.000
 G9H  CAL   CAM  CAE   117.34  3.000
 G9H  CAI   CAN  N13   123.87  3.000
 G9H  CAI   CAN  N12   123.36  3.000
 G9H  N13   CAN  N12   112.78  3.000
 G9H  CAP   CAO  CAF   120.66  3.000
 G9H  CAP   CAO  N12   110.11  3.000
 G9H  CAF   CAO  N12   129.23  3.000
 G9H  CAO   CAP  CAM   121.95  3.000
 G9H  CAO   CAP  N13   104.60  3.000
 G9H  CAM   CAP  N13   133.43  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
 G9H  CONST_01  CAD   CAF  CAO  N12   180.00   0.0  0
 G9H  CONST_02  N13   CAP  CAO  N12     0.00   0.0  0
 G9H  CONST_03  CAM   CAP  CAO  N12   180.00   0.0  0
 G9H  CONST_04  CAP   N13  CAN  N12     0.00   0.0  0
 G9H  CONST_05  CAE   CAM  CAP  N13   180.00   0.0  0
 G9H  CONST_06  CAF   CAO  CAP  N13   180.00   0.0  0
 G9H  CONST_07  CAO   N12  CAN  N13     0.00   0.0  0
 G9H  CONST_08  CAP   CAM  CAE  CAD     0.00   0.0  0
 G9H  CONST_09  CAP   CAO  CAF  CAD     0.00   0.0  0
 G9H  CONST_10  CAO   CAF  CAD  CAE     0.00   0.0  0
 G9H  CONST_11  CAO   CAP  CAM  CAE     0.00   0.0  0
 G9H  CONST_12  CAM   CAE  CAD  CAF     0.00   0.0  0
 G9H  CONST_13  CAN   N12  CAO  CAF   180.00   0.0  0
 G9H  CONST_14  CAM   CAP  CAO  CAF     0.00   0.0  0
 G9H  CONST_15  CAN   N13  CAP  CAM   180.00   0.0  0
 G9H  CONST_16  CAP   CAO  N12  CAN     0.00   0.0  0
 G9H  CONST_17  CAO   CAP  N13  CAN     0.00   0.0  0
 G9H  CONST_18  CAM   CAL  N14  CAG     0.00   0.0  0
 G9H  CONST_19  CAI   CAN  N13  CAH     0.00   0.0  0
 G9H  CONST_20  CAO   N12  CAN  CAI   180.00   0.0  0
 G9H  CONST_21  CAP   N13  CAN  CAI   180.00   0.0  0
 G9H  CONST_22  CAG   N14  CAL  OAC   180.00   0.0  0
 G9H  CONST_23  HAF   CAF  CAO  N12     0.00   0.0  0
 G9H  CONST_24  HAE   CAE  CAD  CAF   180.00   0.0  0
 G9H  CONST_25  HAD   CAD  CAE  CAM   180.00   0.0  0
 G9H  CONST_26  HN14  N14  CAL  CAM   180.00   0.0  0
 G9H  Var_01    N14   CAG  CAH  N13    76.56  30.0  1
 G9H  Var_02    CAE   CAM  CAL  N14  -161.01  30.0  1
 G9H  Var_03    CAP   N13  CAH  CAG   -33.09  30.0  1
 G9H  Var_04    CAL   N14  CAG  CAH   -67.59  30.0  1
 G9H  Var_05    N12   CAN  CAI  N11    66.26  30.0  1
 G9H  Var_06    CAN   CAI  N11  CAA    66.52  30.0  2
 G9H  Var_07    HAB   CAB  N11  CAA    61.46  30.0  3
 G9H  Var_08    HAA   CAA  N11  CAB    57.62  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
 G9H  plan-1  N14   0.020
 G9H  plan-1  CAG   0.020
 G9H  plan-1  CAL   0.020
 G9H  plan-1  CAM   0.020
 G9H  plan-1  HN14  0.020
 G9H  plan-1  OAC   0.020
 G9H  plan-2  N12   0.020
 G9H  plan-2  N13   0.020
 G9H  plan-2  CAD   0.020
 G9H  plan-2  CAE   0.020
 G9H  plan-2  CAF   0.020
 G9H  plan-2  CAH   0.020
 G9H  plan-2  CAI   0.020
 G9H  plan-2  CAL   0.020
 G9H  plan-2  CAM   0.020
 G9H  plan-2  CAN   0.020
 G9H  plan-2  CAO   0.020
 G9H  plan-2  CAP   0.020
 G9H  plan-2  HAD   0.020
 G9H  plan-2  HAE   0.020
 G9H  plan-2  HAF   0.020

