# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 05:53:16 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: (6~{R})-~{N}-(4-chlorophenyl)-1-methyl-8-(1-methylpyrazol-4-yl)-5,6-dihydro-4~{H}-[1,2,4]triazolo[4,3-a][1]benzazepin-6-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(cn1)c2ccc3n4c(C)nnc4CC[C@@H](Nc5ccc(Cl)cc5)c3c2
#
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
 CQF  CQF  (6~{R})-~{N}-(4-chlorophenyl)-1-methyl-8-(1-methylpyrazol-4-yl)-5,6-dihydro-4~{H}-[1,2,4]triazolo[4,3-a][1]benzazepin-6-amine  ligand  50  29  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CQF
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
 CQF  C01   C   CR16  0  -0.371   2.1419  -0.7985   1.4110
 CQF  C02   C   CR6   0   0.160   2.5167  -0.2772   0.1714
 CQF  C03   C   CR16  0  -0.451   1.6248  -0.4184  -0.8933
 CQF  C04   C   CR6   0   0.184   0.3975  -1.0461  -0.7519
 CQF  C05   C   CR6   0   0.251   0.0653  -1.5734   0.4948
 CQF  C06   C   CR16  0  -0.242   0.9340  -1.4524   1.5688
 CQF  C07   C   CH1   0  -0.185  -0.5532  -1.1371  -1.9344
 CQF  C08   C   CH2   0  -0.450  -0.6474  -2.5731  -2.4728
 CQF  C09   C   CH2   0  -0.550  -0.7524  -3.6630  -1.3910
 CQF  C10   C   CR5   0   0.358  -1.5737  -3.2486  -0.2257
 CQF  C14   C   CR5   0   0.385  -2.1696  -2.1063   1.5200
 CQF  C15   C   CH3   0  -0.749  -2.1741  -1.1074   2.6139
 CQF  C16   C   CR5   0  -0.127   3.7950   0.4017  -0.0105
 CQF  C17   C   CR15  0   0.017   4.7971   0.6008   0.9235
 CQF  C20   C   CR15  0  -0.102   4.3082   1.0133  -1.1733
 CQF  C23   C   CR6   0   0.381  -2.1573   0.5018  -0.9505
 CQF  C24   C   CR16  0  -0.324  -1.2479   1.5644  -0.8823
 CQF  C25   C   CR16  0  -0.204  -1.5623   2.7241  -0.1910
 CQF  C26   C   CR6   0  -0.076  -2.7913   2.8491   0.4337
 CQF  C27   C   CR16  0  -0.202  -3.7145   1.8158   0.3692
 CQF  C28   C   CR16  0  -0.350  -3.3962   0.6557  -0.3112
 CQF  N11   N   NR5   0  -0.554  -1.1488  -2.2803   0.6332
 CQF  N12   N   N     0  -0.332  -2.7578  -3.6503   0.1271
 CQF  N13   N   N     0  -0.341  -3.1311  -2.9330   1.2236
 CQF  N18   N   NR5   0  -0.266   5.7811   1.2715   0.3098
 CQF  N19   N   N     0  -0.275   5.5021   1.5303  -0.9639
 CQF  N22   N   NH1   0  -0.699  -1.8878  -0.6576  -1.6324
 CQF  CL2   CL  CL    0  -0.152  -3.1777   4.3032   1.3049
 CQF  H011  H   HCR6  0   0.254   2.8002  -0.7120   2.2653
 CQF  H031  H   HCR6  0   0.254   1.8815  -0.0151  -1.8662
 CQF  H061  H   HCR6  0   0.277   0.6764  -1.8827   2.5279
 CQF  H071  H   HCH1  0   0.276  -0.1296  -0.5220  -2.7359
 CQF  H082  H   HCH2  0   0.263  -1.5048  -2.6278  -3.1475
 CQF  H081  H   HCH2  0   0.273   0.2351  -2.7751  -3.0796
 CQF  H092  H   HCH2  0   0.288  -1.1800  -4.5679  -1.8206
 CQF  H091  H   HCH2  0   0.275   0.2486  -3.9211  -1.0371
 CQF  H153  H   HCH3  0   0.264  -1.8865  -0.1215   2.2469
 CQF  H151  H   HCH3  0   0.273  -3.1751  -1.0401   3.0332
 CQF  H152  H   HCH3  0   0.266  -1.4902  -1.3800   3.4180
 CQF  H171  H   HCR5  0   0.293   4.8762   0.3164   1.9604
 CQF  H201  H   HCR5  0   0.260   3.8510   1.0956  -2.1482
 CQF  H212  H   HCH3  0   0.263   7.8677   1.2058   0.3710
 CQF  H211  H   HCH3  0   0.263   7.1479   2.7750   0.7813
 CQF  H213  H   HCH3  0   0.260   7.0600   1.4315   1.9292
 CQF  H241  H   HCR6  0   0.272  -0.2855   1.5039  -1.3706
 CQF  H251  H   HCR6  0   0.274  -0.8415   3.5292  -0.1473
 CQF  H271  H   HCR6  0   0.274  -4.6763   1.9038   0.8567
 CQF  H281  H   HCR6  0   0.265  -4.1158  -0.1540  -0.3357
 CQF  H221  H   HNH1  0   0.390  -2.6165  -1.3518  -1.5999
 CQF  C21   C   CH3   0  -0.508   7.0387   1.6968   0.8765

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
 CQF  C08  C09   single    1.539  0.020  1.539
 CQF  C08  C07   single    1.536  0.020  1.536
 CQF  C09  C10   single    1.485  0.020  1.485
 CQF  N12  C10   aromatic  1.299  0.020  1.299
 CQF  N12  N13   aromatic  1.362  0.020  1.362
 CQF  C10  N11   aromatic  1.362  0.020  1.362
 CQF  N22  C07   single    1.450  0.020  1.450
 CQF  N22  C23   single    1.372  0.020  1.372
 CQF  C07  C04   single    1.520  0.020  1.520
 CQF  N13  C14   aromatic  1.302  0.020  1.302
 CQF  C24  C23   aromatic  1.400  0.020  1.400
 CQF  C24  C25   aromatic  1.386  0.020  1.386
 CQF  N11  C14   aromatic  1.363  0.020  1.363
 CQF  N11  C05   aromatic  1.412  0.020  1.412
 CQF  C23  C28   aromatic  1.403  0.020  1.403
 CQF  C04  C05   aromatic  1.394  0.020  1.394
 CQF  C04  C03   aromatic  1.386  0.020  1.386
 CQF  C14  C15   single    1.481  0.020  1.481
 CQF  C25  C26   aromatic  1.384  0.020  1.384
 CQF  C05  C06   aromatic  1.387  0.020  1.387
 CQF  C03  C02   aromatic  1.396  0.020  1.396
 CQF  C28  C27   aromatic  1.382  0.020  1.382
 CQF  C26  C27   aromatic  1.387  0.020  1.387
 CQF  C26  CL2   single    1.739  0.020  1.739
 CQF  C06  C01   aromatic  1.383  0.020  1.383
 CQF  C02  C01   aromatic  1.396  0.020  1.396
 CQF  C02  C16   single    1.459  0.020  1.459
 CQF  C20  C16   aromatic  1.410  0.020  1.410
 CQF  C20  N19   aromatic  1.318  0.020  1.318
 CQF  C16  C17   aromatic  1.384  0.020  1.384
 CQF  N19  N18   aromatic  1.329  0.020  1.329
 CQF  C17  N18   aromatic  1.340  0.020  1.340
 CQF  N18  C21   single    1.443  0.020  1.443
 CQF  C01  H011  single    0.930  0.020  1.080
 CQF  C03  H031  single    0.930  0.020  1.080
 CQF  C06  H061  single    0.930  0.020  1.080
 CQF  C07  H071  single    0.970  0.020  1.090
 CQF  C08  H082  single    0.970  0.020  1.090
 CQF  C08  H081  single    0.970  0.020  1.090
 CQF  C09  H092  single    0.970  0.020  1.090
 CQF  C09  H091  single    0.970  0.020  1.090
 CQF  C15  H153  single    0.970  0.020  1.090
 CQF  C15  H151  single    0.970  0.020  1.090
 CQF  C15  H152  single    0.970  0.020  1.090
 CQF  C17  H171  single    0.930  0.020  1.080
 CQF  C20  H201  single    0.930  0.020  1.080
 CQF  C21  H212  single    0.970  0.020  1.090
 CQF  C21  H211  single    0.970  0.020  1.090
 CQF  C21  H213  single    0.970  0.020  1.090
 CQF  C24  H241  single    0.930  0.020  1.080
 CQF  C25  H251  single    0.930  0.020  1.080
 CQF  C27  H271  single    0.930  0.020  1.080
 CQF  C28  H281  single    0.930  0.020  1.080
 CQF  N22  H221  single    0.890  0.020  1.040

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
 CQF  H011  C01  C06   118.63  3.000
 CQF  H011  C01  C02   120.53  3.000
 CQF  C06   C01  C02   120.83  3.000
 CQF  C16   C02  C03   120.79  3.000
 CQF  C16   C02  C01   121.32  3.000
 CQF  C03   C02  C01   117.90  3.000
 CQF  H031  C03  C04   118.03  3.000
 CQF  H031  C03  C02   119.70  3.000
 CQF  C04   C03  C02   122.26  3.000
 CQF  C07   C04  C05   121.61  3.000
 CQF  C05   C04  C03   118.28  3.000
 CQF  C07   C04  C03   120.11  3.000
 CQF  N11   C05  C06   120.44  3.000
 CQF  C06   C05  C04   120.69  3.000
 CQF  N11   C05  C04   118.82  3.000
 CQF  H061  C06  C05   120.17  3.000
 CQF  H061  C06  C01   119.81  3.000
 CQF  C05   C06  C01   120.02  3.000
 CQF  H071  C07  N22   108.82  3.000
 CQF  H071  C07  C08   106.99  3.000
 CQF  N22   C07  C08   109.01  3.000
 CQF  H071  C07  C04   107.08  3.000
 CQF  N22   C07  C04   113.19  3.000
 CQF  C08   C07  C04   111.52  3.000
 CQF  H081  C08  H082  106.40  3.000
 CQF  H081  C08  C09   108.38  3.000
 CQF  H082  C08  C09   110.19  3.000
 CQF  H081  C08  C07   108.58  3.000
 CQF  H082  C08  C07   108.14  3.000
 CQF  C09   C08  C07   114.81  3.000
 CQF  H091  C09  H092  106.93  3.000
 CQF  H091  C09  C10   108.57  3.000
 CQF  H092  C09  C10   108.93  3.000
 CQF  H091  C09  C08   109.41  3.000
 CQF  H092  C09  C08   109.74  3.000
 CQF  C10   C09  C08   113.06  3.000
 CQF  N12   C10  N11   109.44  3.000
 CQF  N11   C10  C09   121.38  3.000
 CQF  N12   C10  C09   129.13  3.000
 CQF  N13   C14  N11   108.89  3.000
 CQF  N11   C14  C15   124.66  3.000
 CQF  N13   C14  C15   126.44  3.000
 CQF  H152  C15  H151  107.97  3.000
 CQF  H152  C15  H153  107.99  3.000
 CQF  H151  C15  H153  108.46  3.000
 CQF  H152  C15  C14   111.98  3.000
 CQF  H151  C15  C14   109.22  3.000
 CQF  H153  C15  C14   111.12  3.000
 CQF  C20   C16  C17   103.32  3.000
 CQF  C17   C16  C02   128.11  3.000
 CQF  C20   C16  C02   128.56  3.000
 CQF  H171  C17  N18   121.25  3.000
 CQF  H171  C17  C16   131.61  3.000
 CQF  N18   C17  C16   107.14  3.000
 CQF  H201  C20  N19   119.81  3.000
 CQF  H201  C20  C16   128.56  3.000
 CQF  N19   C20  C16   111.64  3.000
 CQF  N22   C23  C28   119.53  3.000
 CQF  C28   C23  C24   117.91  3.000
 CQF  N22   C23  C24   122.55  3.000
 CQF  H241  C24  C25   118.30  3.000
 CQF  H241  C24  C23   120.91  3.000
 CQF  C25   C24  C23   120.79  3.000
 CQF  H251  C25  C26   120.42  3.000
 CQF  H251  C25  C24   119.46  3.000
 CQF  C26   C25  C24   120.13  3.000
 CQF  CL2   C26  C27   119.90  3.000
 CQF  CL2   C26  C25   119.93  3.000
 CQF  C27   C26  C25   120.17  3.000
 CQF  H271  C27  C28   119.66  3.000
 CQF  H271  C27  C26   120.67  3.000
 CQF  C28   C27  C26   119.66  3.000
 CQF  H281  C28  C27   119.04  3.000
 CQF  H281  C28  C23   119.62  3.000
 CQF  C27   C28  C23   121.33  3.000
 CQF  C14   N11  C10   105.50  3.000
 CQF  C14   N11  C05   130.08  3.000
 CQF  C10   N11  C05   124.22  3.000
 CQF  N13   N12  C10   107.79  3.000
 CQF  N12   N13  C14   108.37  3.000
 CQF  N19   N18  C21   120.11  3.000
 CQF  C21   N18  C17   127.42  3.000
 CQF  N19   N18  C17   112.47  3.000
 CQF  N18   N19  C20   105.43  3.000
 CQF  H221  N22  C23   115.12  3.000
 CQF  H221  N22  C07   116.41  3.000
 CQF  C23   N22  C07   124.33  3.000
 CQF  H213  C21  H211  108.97  3.000
 CQF  H213  C21  H212  108.97  3.000
 CQF  H211  C21  H212  109.28  3.000
 CQF  H213  C21  N18   109.01  3.000
 CQF  H211  C21  N18   110.19  3.000
 CQF  H212  C21  N18   110.39  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
 CQF  CONST_01  C04   C03  C02  C01    0.00   0.0  0
 CQF  CONST_02  C20   C16  C02  C01  180.00   0.0  0
 CQF  CONST_03  C17   C16  C02  C01    0.00   0.0  0
 CQF  CONST_04  C05   C06  C01  C02    0.00   0.0  0
 CQF  CONST_05  N19   C20  C16  C02  180.00   0.0  0
 CQF  CONST_06  N18   C17  C16  C02  180.00   0.0  0
 CQF  CONST_07  C06   C01  C02  C03    0.00   0.0  0
 CQF  CONST_08  C20   C16  C02  C03    0.00   0.0  0
 CQF  CONST_09  C17   C16  C02  C03  180.00   0.0  0
 CQF  CONST_10  C16   C02  C03  C04  180.00   0.0  0
 CQF  CONST_11  C16   C02  C01  C06  180.00   0.0  0
 CQF  CONST_12  C14   N13  N12  C10    0.00   0.0  0
 CQF  CONST_13  N18   N19  C20  C16    0.00   0.0  0
 CQF  CONST_14  N19   N18  C17  C16    0.00   0.0  0
 CQF  CONST_15  N19   C20  C16  C17    0.00   0.0  0
 CQF  CONST_16  C20   N19  N18  C17    0.00   0.0  0
 CQF  CONST_17  N18   C17  C16  C20    0.00   0.0  0
 CQF  CONST_18  C26   C25  C24  C23    0.00   0.0  0
 CQF  CONST_19  C26   C27  C28  C23    0.00   0.0  0
 CQF  CONST_20  C27   C28  C23  C24    0.00   0.0  0
 CQF  CONST_21  C27   C26  C25  C24    0.00   0.0  0
 CQF  CONST_22  C28   C23  C24  C25    0.00   0.0  0
 CQF  CONST_23  C28   C27  C26  C25    0.00   0.0  0
 CQF  CONST_24  N12   N13  C14  N11    0.00   0.0  0
 CQF  CONST_25  N12   N13  C14  C15  180.00   0.0  0
 CQF  CONST_26  C21   N18  C17  C16  180.00   0.0  0
 CQF  CONST_27  C21   N18  N19  C20  180.00   0.0  0
 CQF  CONST_28  CL2   C26  C25  C24  180.00   0.0  0
 CQF  CONST_29  N22   C23  C24  C25  180.00   0.0  0
 CQF  CONST_30  N22   C23  C28  C27  180.00   0.0  0
 CQF  CONST_31  CL2   C26  C27  C28  180.00   0.0  0
 CQF  CONST_34  H031  C03  C02  C01  180.00   0.0  0
 CQF  CONST_35  H061  C06  C01  C02  180.00   0.0  0
 CQF  CONST_36  H201  C20  C16  C02    0.00   0.0  0
 CQF  CONST_37  H171  C17  C16  C02    0.00   0.0  0
 CQF  CONST_38  H011  C01  C02  C03  180.00   0.0  0
 CQF  CONST_39  H251  C25  C24  C23  180.00   0.0  0
 CQF  CONST_40  H271  C27  C28  C23  180.00   0.0  0
 CQF  CONST_41  H281  C28  C23  C24  180.00   0.0  0
 CQF  CONST_42  H241  C24  C25  C26  180.00   0.0  0
 CQF  CONST_43  H221  N22  C23  C24  180.00   0.0  0
 CQF  Var_01    H212  C21  N18  C17  116.73  30.0  2
 CQF  Var_02    H153  C15  C14  N11   48.76  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 CQF  chir_01  C07  C08  N22  C04  negativ

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
 CQF  plan-1  C02   0.020
 CQF  plan-1  C16   0.020
 CQF  plan-1  C17   0.020
 CQF  plan-1  C20   0.020
 CQF  plan-1  N18   0.020
 CQF  plan-1  N19   0.020
 CQF  plan-1  H171  0.020
 CQF  plan-1  H201  0.020
 CQF  plan-1  C21   0.020
 CQF  plan-2  C23   0.020
 CQF  plan-2  C24   0.020
 CQF  plan-2  C25   0.020
 CQF  plan-2  C26   0.020
 CQF  plan-2  C27   0.020
 CQF  plan-2  C28   0.020
 CQF  plan-2  N22   0.020
 CQF  plan-2  CL2   0.020
 CQF  plan-2  H241  0.020
 CQF  plan-2  H251  0.020
 CQF  plan-2  H271  0.020
 CQF  plan-2  H281  0.020
 CQF  plan-3  C05   0.020
 CQF  plan-3  C09   0.020
 CQF  plan-3  C10   0.020
 CQF  plan-3  C14   0.020
 CQF  plan-3  C15   0.020
 CQF  plan-3  N11   0.020
 CQF  plan-3  N12   0.020
 CQF  plan-3  N13   0.020
 CQF  plan-4  C01   0.020
 CQF  plan-4  C02   0.020
 CQF  plan-4  C03   0.020
 CQF  plan-4  C04   0.020
 CQF  plan-4  C05   0.020
 CQF  plan-4  C06   0.020
 CQF  plan-4  C07   0.020
 CQF  plan-4  C16   0.020
 CQF  plan-4  N11   0.020
 CQF  plan-4  H011  0.020
 CQF  plan-4  H031  0.020
 CQF  plan-4  H061  0.020
 CQF  plan-5  C07   0.020
 CQF  plan-5  C23   0.020
 CQF  plan-5  N22   0.020
 CQF  plan-5  H221  0.020

