# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 12:43:57 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 5-(5-fluoro-2-methyl-phenyl)-6,7,8,9-tetrahydro-3H-pyrazolo[5,4-c]isoquinolin-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(F)cc1c2nc3[nH]nc(N)c3c4CCCCc24
#
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
 Q9G  Q9G  5-(5-fluoro-2-methyl-phenyl)-6,7,8,9-tetrahydro-3H-pyrazolo[5,4-c]isoquinolin-1-amine  ligand  39  22  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_Q9G
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
 Q9G  N01   N  N     0  -0.441  -0.3672  -1.4800   0.6594
 Q9G  C02   C  CR56  0   0.526  -1.6889  -1.3557   0.7079
 Q9G  C03   C  CR56  0  -0.193  -2.4215  -0.2163   0.3454
 Q9G  C04   C  CR6   0   0.201  -1.7247   0.9155  -0.0933
 Q9G  C05   C  CR6   0  -0.047  -0.3396   0.8056  -0.1659
 Q9G  C06   C  CR6   0   0.149   0.2738  -0.4095   0.2256
 Q9G  C07   C  CR6   0   0.022   1.7562  -0.5406   0.1607
 Q9G  C08   C  CH2   0  -0.535  -2.4527   2.1761  -0.4655
 Q9G  C09   C  CH2   0  -0.442  -1.5362   3.3849  -0.5860
 Q9G  C10   C  CH2   0  -0.446  -0.2893   3.0203  -1.3754
 Q9G  C11   C  CH2   0  -0.499   0.5132   1.9585  -0.6368
 Q9G  N12   N  NR15  0  -0.555  -2.5780  -2.2759   1.1179
 Q9G  N13   N  N     0  -0.279  -3.8483  -1.8205   1.0293
 Q9G  C14   C  CR5   0   0.305  -3.7828  -0.5935   0.5769
 Q9G  N15   N  NH2   0  -0.850  -4.9048   0.1953   0.4303
 Q9G  C16   C  CR16  0  -0.431   2.5192  -0.1004   1.2350
 Q9G  C17   C  CR6   0   0.525   3.8925  -0.2364   1.1818
 Q9G  F18   F  F     0  -0.318   4.6267   0.1894   2.2242
 Q9G  C19   C  CR16  0  -0.407   4.5294  -0.7941   0.0934
 Q9G  C20   C  CR16  0  -0.286   3.7514  -1.2256  -0.9724
 Q9G  C21   C  CR6   0   0.070   2.3646  -1.1091  -0.9634
 Q9G  C22   C  CH3   0  -0.743   1.5467  -1.5666  -2.1356
 Q9G  H12   H  HNR5  0   0.408  -2.3968  -3.2057   1.4567
 Q9G  H081  H  HCH2  0   0.257  -2.9626   2.0078  -1.4210
 Q9G  H082  H  HCH2  0   0.260  -3.2402   2.3644   0.2677
 Q9G  H111  H  HCH2  0   0.244   1.0129   2.4159   0.2240
 Q9G  H112  H  HCH2  0   0.248   1.3181   1.5911  -1.2772
 Q9G  H16   H  HCR6  0   0.273   2.0473   0.3425   2.1034
 Q9G  H091  H  HCH2  0   0.242  -2.0767   4.2044  -1.0625
 Q9G  H092  H  HCH2  0   0.228  -1.2483   3.7341   0.4102
 Q9G  H101  H  HCH2  0   0.225  -0.5787   2.6465  -2.3624
 Q9G  H102  H  HCH2  0   0.240   0.3355   3.8995  -1.5417
 Q9G  H151  H  HNH2  0   0.385  -4.9074   0.7537  -0.4096
 Q9G  H152  H  HNH2  0   0.378  -5.7651  -0.3292   0.4976
 Q9G  H19   H  HCR6  0   0.278   5.6069  -0.8909   0.0723
 Q9G  H20   H  HCR6  0   0.262   4.2408  -1.6630  -1.8338
 Q9G  H221  H  HCH3  0   0.245   0.9828  -0.7417  -2.5759
 Q9G  H222  H  HCH3  0   0.252   2.1804  -1.9855  -2.9158
 Q9G  H223  H  HCH3  0   0.249   0.8218  -2.3297  -1.8497

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
 Q9G  N01  C02   aromatic  1.328  0.020  1.328
 Q9G  N01  C06   aromatic  1.321  0.020  1.321
 Q9G  C02  C03   aromatic  1.402  0.020  1.402
 Q9G  C02  N12   aromatic  1.344  0.020  1.344
 Q9G  C03  C04   aromatic  1.400  0.020  1.400
 Q9G  C03  C14   aromatic  1.432  0.020  1.432
 Q9G  C04  C05   aromatic  1.391  0.020  1.391
 Q9G  C04  C08   single    1.503  0.020  1.503
 Q9G  C05  C06   aromatic  1.416  0.020  1.416
 Q9G  C05  C11   single    1.509  0.020  1.509
 Q9G  C06  C07   single    1.490  0.020  1.490
 Q9G  C07  C16   aromatic  1.389  0.020  1.389
 Q9G  C07  C21   aromatic  1.399  0.020  1.399
 Q9G  C08  C09   single    1.522  0.020  1.522
 Q9G  C09  C10   single    1.520  0.020  1.520
 Q9G  C10  C11   single    1.522  0.020  1.522
 Q9G  N12  N13   aromatic  1.352  0.020  1.352
 Q9G  N13  C14   aromatic  1.309  0.020  1.309
 Q9G  C14  N15   single    1.379  0.020  1.379
 Q9G  C16  C17   aromatic  1.381  0.020  1.381
 Q9G  C17  F18   single    1.344  0.020  1.344
 Q9G  C17  C19   aromatic  1.379  0.020  1.379
 Q9G  C19  C20   aromatic  1.388  0.020  1.388
 Q9G  C20  C21   aromatic  1.392  0.020  1.392
 Q9G  C21  C22   single    1.501  0.020  1.501
 Q9G  N12  H12   single    0.860  0.020  1.020
 Q9G  C08  H081  single    0.970  0.020  1.090
 Q9G  C08  H082  single    0.970  0.020  1.090
 Q9G  C11  H111  single    0.970  0.020  1.090
 Q9G  C11  H112  single    0.970  0.020  1.090
 Q9G  C16  H16   single    0.930  0.020  1.080
 Q9G  C09  H091  single    0.970  0.020  1.090
 Q9G  C09  H092  single    0.970  0.020  1.090
 Q9G  C10  H101  single    0.970  0.020  1.090
 Q9G  C10  H102  single    0.970  0.020  1.090
 Q9G  N15  H151  single    0.890  0.020  1.040
 Q9G  N15  H152  single    0.890  0.020  1.040
 Q9G  C19  H19   single    0.930  0.020  1.080
 Q9G  C20  H20   single    0.930  0.020  1.080
 Q9G  C22  H221  single    0.970  0.020  1.090
 Q9G  C22  H222  single    0.970  0.020  1.090
 Q9G  C22  H223  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
 Q9G  C06   N01  C02   114.77  3.000
 Q9G  N12   C02  C03   106.84  3.000
 Q9G  N12   C02  N01   127.26  3.000
 Q9G  C03   C02  N01   125.90  3.000
 Q9G  C14   C03  C04   137.50  3.000
 Q9G  C14   C03  C02   103.94  3.000
 Q9G  C04   C03  C02   118.56  3.000
 Q9G  C08   C04  C05   122.39  3.000
 Q9G  C08   C04  C03   120.99  3.000
 Q9G  C05   C04  C03   116.62  3.000
 Q9G  C11   C05  C06   119.80  3.000
 Q9G  C11   C05  C04   121.23  3.000
 Q9G  C06   C05  C04   118.97  3.000
 Q9G  C07   C06  C05   119.63  3.000
 Q9G  C07   C06  N01   115.21  3.000
 Q9G  C05   C06  N01   125.16  3.000
 Q9G  C21   C07  C16   120.75  3.000
 Q9G  C21   C07  C06   120.24  3.000
 Q9G  C16   C07  C06   119.01  3.000
 Q9G  H082  C08  H081  106.04  3.000
 Q9G  H082  C08  C09   110.51  3.000
 Q9G  H081  C08  C09   109.45  3.000
 Q9G  H082  C08  C04   109.13  3.000
 Q9G  H081  C08  C04   108.21  3.000
 Q9G  C09   C08  C04   113.22  3.000
 Q9G  H092  C09  H091  106.76  3.000
 Q9G  H092  C09  C10   109.48  3.000
 Q9G  H091  C09  C10   111.08  3.000
 Q9G  H092  C09  C08   109.87  3.000
 Q9G  H091  C09  C08   109.44  3.000
 Q9G  C10   C09  C08   110.16  3.000
 Q9G  H102  C10  H101  106.81  3.000
 Q9G  H102  C10  C11   109.51  3.000
 Q9G  H101  C10  C11   109.80  3.000
 Q9G  H102  C10  C09   110.83  3.000
 Q9G  H101  C10  C09   109.47  3.000
 Q9G  C11   C10  C09   110.35  3.000
 Q9G  H112  C11  H111  105.37  3.000
 Q9G  H112  C11  C10   109.80  3.000
 Q9G  H111  C11  C10   109.30  3.000
 Q9G  H112  C11  C05   110.02  3.000
 Q9G  H111  C11  C05   109.36  3.000
 Q9G  C10   C11  C05   112.73  3.000
 Q9G  H12   N12  N13   120.17  3.000
 Q9G  H12   N12  C02   128.06  3.000
 Q9G  N13   N12  C02   111.77  3.000
 Q9G  C14   N13  N12   106.93  3.000
 Q9G  N15   C14  N13   122.14  3.000
 Q9G  N15   C14  C03   127.28  3.000
 Q9G  N13   C14  C03   110.51  3.000
 Q9G  H152  N15  H151  109.93  3.000
 Q9G  H152  N15  C14   112.89  3.000
 Q9G  H151  N15  C14   114.03  3.000
 Q9G  H16   C16  C17   120.30  3.000
 Q9G  H16   C16  C07   120.68  3.000
 Q9G  C17   C16  C07   119.02  3.000
 Q9G  C19   C17  F18   119.20  3.000
 Q9G  C19   C17  C16   121.98  3.000
 Q9G  F18   C17  C16   118.82  3.000
 Q9G  H19   C19  C20   121.01  3.000
 Q9G  H19   C19  C17   120.77  3.000
 Q9G  C20   C19  C17   118.22  3.000
 Q9G  H20   C20  C21   119.30  3.000
 Q9G  H20   C20  C19   118.88  3.000
 Q9G  C21   C20  C19   121.83  3.000
 Q9G  C22   C21  C20   120.83  3.000
 Q9G  C22   C21  C07   120.96  3.000
 Q9G  C20   C21  C07   118.21  3.000
 Q9G  H223  C22  H222  107.79  3.000
 Q9G  H223  C22  H221  106.92  3.000
 Q9G  H222  C22  H221  107.60  3.000
 Q9G  H223  C22  C21   111.77  3.000
 Q9G  H222  C22  C21   111.08  3.000
 Q9G  H221  C22  C21   111.47  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
 Q9G  CONST_01  C04   C03  C02  N01    0.00   0.0  0
 Q9G  CONST_02  C14   C03  C02  N01  180.00   0.0  0
 Q9G  CONST_03  N13   N12  C02  N01  180.00   0.0  0
 Q9G  CONST_04  C04   C05  C06  N01    0.00   0.0  0
 Q9G  CONST_07  C05   C06  N01  C02    0.00   0.0  0
 Q9G  CONST_08  C07   C06  N01  C02  180.00   0.0  0
 Q9G  CONST_09  C05   C04  C03  C02    0.00   0.0  0
 Q9G  CONST_10  N13   C14  C03  C02    0.00   0.0  0
 Q9G  CONST_11  C14   N13  N12  C02    0.00   0.0  0
 Q9G  CONST_12  C06   N01  C02  C03    0.00   0.0  0
 Q9G  CONST_13  N13   N12  C02  C03    0.00   0.0  0
 Q9G  CONST_14  C06   C05  C04  C03    0.00   0.0  0
 Q9G  CONST_15  N12   N13  C14  C03    0.00   0.0  0
 Q9G  CONST_16  N12   C02  C03  C04  180.00   0.0  0
 Q9G  CONST_17  N13   C14  C03  C04  180.00   0.0  0
 Q9G  CONST_18  C07   C06  C05  C04  180.00   0.0  0
 Q9G  CONST_19  C14   C03  C04  C05  180.00   0.0  0
 Q9G  CONST_22  N12   C02  N01  C06  180.00   0.0  0
 Q9G  CONST_23  C17   C16  C07  C06  180.00   0.0  0
 Q9G  CONST_24  C20   C21  C07  C06  180.00   0.0  0
 Q9G  CONST_25  C19   C17  C16  C07    0.00   0.0  0
 Q9G  CONST_26  C19   C20  C21  C07    0.00   0.0  0
 Q9G  CONST_27  C14   C03  C02  N12    0.00   0.0  0
 Q9G  CONST_28  C20   C21  C07  C16    0.00   0.0  0
 Q9G  CONST_29  C20   C19  C17  C16    0.00   0.0  0
 Q9G  CONST_30  C21   C07  C16  C17    0.00   0.0  0
 Q9G  CONST_31  C21   C20  C19  C17    0.00   0.0  0
 Q9G  CONST_32  C11   C05  C06  C07    0.00   0.0  0
 Q9G  CONST_33  N15   C14  C03  C02  180.00   0.0  0
 Q9G  CONST_34  N15   C14  C03  C04    0.00   0.0  0
 Q9G  CONST_35  C22   C21  C07  C06    0.00   0.0  0
 Q9G  CONST_36  F18   C17  C16  C07  180.00   0.0  0
 Q9G  CONST_37  N15   C14  N13  N12  180.00   0.0  0
 Q9G  CONST_38  C22   C21  C07  C16  180.00   0.0  0
 Q9G  CONST_39  C20   C19  C17  F18  180.00   0.0  0
 Q9G  CONST_40  C22   C21  C20  C19  180.00   0.0  0
 Q9G  CONST_41  H12   N12  C02  N01    0.00   0.0  0
 Q9G  CONST_42  H16   C16  C07  C06    0.00   0.0  0
 Q9G  CONST_43  H20   C20  C21  C07  180.00   0.0  0
 Q9G  CONST_44  H19   C19  C17  C16  180.00   0.0  0
 Q9G  CONST_46  H152  N15  C14  C03  180.00   0.0  0
 Q9G  Var_01    C09   C08  C04  C03  165.88  30.0  1
 Q9G  Var_02    C10   C11  C05  C04  -16.84  30.0  1
 Q9G  Var_03    C10   C09  C08  C04   45.39  30.0  1
 Q9G  Var_04    C09   C10  C11  C05   48.18  30.0  1
 Q9G  Var_05    C11   C10  C09  C08  -63.34  30.0  1
 Q9G  Var_06    H221  C22  C21  C07   60.25  30.0  2

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
 Q9G  plan-1  C06   0.020
 Q9G  plan-1  C07   0.020
 Q9G  plan-1  C16   0.020
 Q9G  plan-1  C17   0.020
 Q9G  plan-1  F18   0.020
 Q9G  plan-1  C19   0.020
 Q9G  plan-1  C20   0.020
 Q9G  plan-1  C21   0.020
 Q9G  plan-1  C22   0.020
 Q9G  plan-1  H16   0.020
 Q9G  plan-1  H19   0.020
 Q9G  plan-1  H20   0.020
 Q9G  plan-2  C14   0.020
 Q9G  plan-2  N15   0.020
 Q9G  plan-2  H151  0.020
 Q9G  plan-2  H152  0.020
 Q9G  plan-3  N01   0.020
 Q9G  plan-3  C02   0.020
 Q9G  plan-3  C03   0.020
 Q9G  plan-3  C04   0.020
 Q9G  plan-3  C05   0.020
 Q9G  plan-3  C06   0.020
 Q9G  plan-3  C07   0.020
 Q9G  plan-3  C08   0.020
 Q9G  plan-3  C11   0.020
 Q9G  plan-3  N12   0.020
 Q9G  plan-3  N13   0.020
 Q9G  plan-3  C14   0.020
 Q9G  plan-3  N15   0.020
 Q9G  plan-3  H12   0.020

