# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 04:06:02 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: ~{N}4-[3-(4-fluorophenyl)propyl]-6-(trifluoromethyl)pyridine-2,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cc(NCCCc2ccc(F)cc2)cc(n1)C(F)(F)F
#
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
 HLQ  HLQ  ~{N}4-[3-(4-fluorophenyl)propyl]-6-(trifluoromethyl)pyridine-2,4-diamine  ligand  37  22  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HLQ
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
 HLQ  C10   C  CH2   0  -0.254   0.6975   0.9409   0.1507
 HLQ  C13   C  CR16  0  -0.454  -2.6823  -0.6761   0.0427
 HLQ  C17   C  CR16  0  -0.495  -2.1157   1.6597   0.0264
 HLQ  C01   C  CR16  0  -0.396   6.3398  -0.3893  -1.2908
 HLQ  C02   C  CR16  0  -0.293   5.1225   0.2724  -1.2052
 HLQ  C03   C  CR6   0   0.124   4.5348   0.5544   0.0258
 HLQ  C04   C  CR16  0  -0.294   5.2010   0.1514   1.1806
 HLQ  C05   C  CR16  0  -0.395   6.4193  -0.5114   1.1201
 HLQ  C06   C  CR6   0   0.506   6.9668  -0.7709  -0.1208
 HLQ  C08   C  CH2   0  -0.508   3.1973   1.2352   0.1052
 HLQ  C09   C  CH2   0  -0.462   2.0412   0.2364   0.0634
 HLQ  C12   C  CR6   0   0.510  -1.6883   0.3353   0.0533
 HLQ  C14   C  CR6   0  -0.002  -3.9894  -0.2752  -0.0025
 HLQ  C16   C  CR6   0   0.447  -3.4898   1.9359  -0.0156
 HLQ  C19   C  CT    0   1.041  -5.1099  -1.2785  -0.0264
 HLQ  F07   F  F     0  -0.319   8.1480  -1.4100  -0.1926
 HLQ  F20   F  F     0  -0.315  -5.9207  -1.1292   1.0288
 HLQ  F21   F  F     0  -0.314  -5.8682  -1.1347  -1.1205
 HLQ  F22   F  F     0  -0.302  -4.6768  -2.5427  -0.0127
 HLQ  N11   N  NH1   0  -0.698  -0.3855  -0.0095   0.0753
 HLQ  N15   N  N     0  -0.513  -4.4198   0.9836  -0.0333
 HLQ  N18   N  NH2   0  -0.841  -3.9314   3.2241   0.0075
 HLQ  H101  H  HCH2  0   0.228   0.6463   1.5216   1.0809
 HLQ  H102  H  HCH2  0   0.232   0.6118   1.6594  -0.6712
 HLQ  H131  H  HCR6  0   0.274  -2.3968  -1.7187   0.0625
 HLQ  H171  H  HCR6  0   0.276  -1.4116   2.4803   0.0452
 HLQ  H021  H  HCR6  0   0.258   4.6275   0.5767  -2.1195
 HLQ  H041  H  HCR6  0   0.258   4.7667   0.3614   2.1506
 HLQ  H051  H  HCR6  0   0.277   6.9329  -0.8142   2.0234
 HLQ  H081  H  HCH2  0   0.247   3.1360   1.8209   1.0263
 HLQ  H082  H  HCH2  0   0.247   3.0913   1.9424  -0.7214
 HLQ  H091  H  HCH2  0   0.242   2.1417  -0.4722   0.8911
 HLQ  H092  H  HCH2  0   0.243   2.0903  -0.3455  -0.8616
 HLQ  H111  H  HNH1  0   0.394  -0.1647  -0.9806   0.2233
 HLQ  H181  H  HNH2  0   0.391  -3.2913   3.9461  -0.2772
 HLQ  H182  H  HNH2  0   0.383  -4.8853   3.3783  -0.2742
 HLQ  H011  H  HCR6  0   0.277   6.7924  -0.5989  -2.2512

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
 HLQ  F21  C19   single    1.339  0.020  1.339
 HLQ  N18  C16   single    1.362  0.020  1.362
 HLQ  F22  C19   single    1.336  0.020  1.336
 HLQ  F07  C06   single    1.345  0.020  1.345
 HLQ  C19  C14   single    1.504  0.020  1.504
 HLQ  C19  F20   single    1.339  0.020  1.339
 HLQ  N15  C16   aromatic  1.331  0.020  1.331
 HLQ  N15  C14   aromatic  1.331  0.020  1.331
 HLQ  C16  C17   aromatic  1.402  0.020  1.402
 HLQ  C14  C13   aromatic  1.368  0.020  1.368
 HLQ  C01  C06   aromatic  1.381  0.020  1.381
 HLQ  C01  C02   aromatic  1.388  0.020  1.388
 HLQ  C06  C05   aromatic  1.381  0.020  1.381
 HLQ  C02  C03   aromatic  1.393  0.020  1.393
 HLQ  C17  C12   aromatic  1.392  0.020  1.392
 HLQ  C13  C12   aromatic  1.418  0.020  1.418
 HLQ  C05  C04   aromatic  1.388  0.020  1.388
 HLQ  C12  N11   single    1.348  0.020  1.348
 HLQ  C03  C04   aromatic  1.393  0.020  1.393
 HLQ  C03  C08   single    1.503  0.020  1.503
 HLQ  C09  C10   single    1.520  0.020  1.520
 HLQ  C09  C08   single    1.528  0.020  1.528
 HLQ  C10  N11   single    1.443  0.020  1.443
 HLQ  C10  H101  single    0.970  0.020  1.090
 HLQ  C10  H102  single    0.970  0.020  1.090
 HLQ  C13  H131  single    0.930  0.020  1.080
 HLQ  C17  H171  single    0.930  0.020  1.080
 HLQ  C01  H011  single    0.930  0.020  1.080
 HLQ  C02  H021  single    0.930  0.020  1.080
 HLQ  C04  H041  single    0.930  0.020  1.080
 HLQ  C05  H051  single    0.930  0.020  1.080
 HLQ  C08  H081  single    0.970  0.020  1.090
 HLQ  C08  H082  single    0.970  0.020  1.090
 HLQ  C09  H091  single    0.970  0.020  1.090
 HLQ  C09  H092  single    0.970  0.020  1.090
 HLQ  N11  H111  single    0.860  0.020  1.020
 HLQ  N18  H181  single    0.890  0.020  1.040
 HLQ  N18  H182  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
 HLQ  H102  C10  H101  106.57  3.000
 HLQ  H102  C10  N11   109.52  3.000
 HLQ  H101  C10  N11   110.96  3.000
 HLQ  H102  C10  C09   109.29  3.000
 HLQ  H101  C10  C09   109.58  3.000
 HLQ  N11   C10  C09   110.81  3.000
 HLQ  H131  C13  C14   122.39  3.000
 HLQ  H131  C13  C12   120.16  3.000
 HLQ  C14   C13  C12   117.45  3.000
 HLQ  H171  C17  C16   119.28  3.000
 HLQ  H171  C17  C12   121.45  3.000
 HLQ  C16   C17  C12   119.27  3.000
 HLQ  H011  C01  C06   120.55  3.000
 HLQ  H011  C01  C02   120.92  3.000
 HLQ  C06   C01  C02   118.53  3.000
 HLQ  H021  C02  C03   119.75  3.000
 HLQ  H021  C02  C01   118.85  3.000
 HLQ  C03   C02  C01   121.40  3.000
 HLQ  C08   C03  C04   120.86  3.000
 HLQ  C08   C03  C02   120.93  3.000
 HLQ  C04   C03  C02   118.19  3.000
 HLQ  H041  C04  C05   118.91  3.000
 HLQ  H041  C04  C03   119.64  3.000
 HLQ  C05   C04  C03   121.45  3.000
 HLQ  H051  C05  C06   120.61  3.000
 HLQ  H051  C05  C04   120.91  3.000
 HLQ  C06   C05  C04   118.48  3.000
 HLQ  F07   C06  C05   119.05  3.000
 HLQ  C05   C06  C01   121.95  3.000
 HLQ  F07   C06  C01   119.00  3.000
 HLQ  H082  C08  H081  106.56  3.000
 HLQ  H082  C08  C09   109.20  3.000
 HLQ  H081  C08  C09   109.32  3.000
 HLQ  H082  C08  C03   109.84  3.000
 HLQ  H081  C08  C03   109.70  3.000
 HLQ  C09   C08  C03   112.06  3.000
 HLQ  H092  C09  H091  106.92  3.000
 HLQ  H092  C09  C08   109.69  3.000
 HLQ  H091  C09  C08   109.45  3.000
 HLQ  H092  C09  C10   109.56  3.000
 HLQ  H091  C09  C10   109.75  3.000
 HLQ  C08   C09  C10   111.36  3.000
 HLQ  N11   C12  C17   122.72  3.000
 HLQ  N11   C12  C13   119.69  3.000
 HLQ  C17   C12  C13   117.59  3.000
 HLQ  N15   C14  C19   112.94  3.000
 HLQ  N15   C14  C13   125.95  3.000
 HLQ  C19   C14  C13   121.11  3.000
 HLQ  N18   C16  N15   116.77  3.000
 HLQ  N15   C16  C17   122.96  3.000
 HLQ  N18   C16  C17   120.23  3.000
 HLQ  F22   C19  F21   107.07  3.000
 HLQ  F22   C19  F20   107.08  3.000
 HLQ  F21   C19  F20   106.80  3.000
 HLQ  F20   C19  C14   111.35  3.000
 HLQ  F22   C19  C14   112.92  3.000
 HLQ  F21   C19  C14   111.30  3.000
 HLQ  H111  N11  C12   117.46  3.000
 HLQ  H111  N11  C10   117.58  3.000
 HLQ  C12   N11  C10   123.91  3.000
 HLQ  C16   N15  C14   116.77  3.000
 HLQ  H182  N18  H181  114.45  3.000
 HLQ  H182  N18  C16   116.58  3.000
 HLQ  H181  N18  C16   117.88  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
 HLQ  CONST_01  C16   N15  C14  C13     0.00   0.0  0
 HLQ  CONST_02  C16   C17  C12  C13     0.00   0.0  0
 HLQ  CONST_03  C14   N15  C16  C17     0.00   0.0  0
 HLQ  CONST_04  C14   C13  C12  C17     0.00   0.0  0
 HLQ  CONST_05  C04   C05  C06  C01     0.00   0.0  0
 HLQ  CONST_06  C04   C03  C02  C01     0.00   0.0  0
 HLQ  CONST_07  C05   C06  C01  C02     0.00   0.0  0
 HLQ  CONST_08  C05   C04  C03  C02     0.00   0.0  0
 HLQ  CONST_09  C06   C01  C02  C03     0.00   0.0  0
 HLQ  CONST_10  C06   C05  C04  C03     0.00   0.0  0
 HLQ  CONST_11  N15   C16  C17  C12     0.00   0.0  0
 HLQ  CONST_12  N15   C14  C13  C12     0.00   0.0  0
 HLQ  CONST_13  C08   C03  C02  C01   180.00   0.0  0
 HLQ  CONST_14  F07   C06  C01  C02   180.00   0.0  0
 HLQ  CONST_15  F07   C06  C05  C04   180.00   0.0  0
 HLQ  CONST_16  C08   C03  C04  C05   180.00   0.0  0
 HLQ  CONST_17  N18   C16  C17  C12   180.00   0.0  0
 HLQ  CONST_18  C19   C14  C13  C12   180.00   0.0  0
 HLQ  CONST_19  N18   C16  N15  C14   180.00   0.0  0
 HLQ  CONST_20  N11   C12  C13  C14   180.00   0.0  0
 HLQ  CONST_21  C19   C14  N15  C16   180.00   0.0  0
 HLQ  CONST_22  N11   C12  C17  C16   180.00   0.0  0
 HLQ  CONST_23  H171  C17  C12  C13   180.00   0.0  0
 HLQ  CONST_24  H131  C13  C12  C17   180.00   0.0  0
 HLQ  CONST_25  H051  C05  C06  C01   180.00   0.0  0
 HLQ  CONST_26  H041  C04  C03  C02   180.00   0.0  0
 HLQ  CONST_27  H011  C01  C02  C03   180.00   0.0  0
 HLQ  CONST_28  H021  C02  C03  C04   180.00   0.0  0
 HLQ  CONST_29  C17   C12  N11  C10     0.00   0.0  0
 HLQ  CONST_30  C13   C12  N11  C10   180.00   0.0  0
 HLQ  CONST_31  H111  N11  C12  C13     0.00   0.0  0
 HLQ  Var_01    F21   C19  C14  C13  -121.10  30.0  3
 HLQ  Var_02    C09   C08  C03  C02    87.81  30.0  2
 HLQ  Var_03    C03   C08  C09  C10   179.75  30.0  3
 HLQ  Var_04    C12   N11  C10  C09  -176.21  30.0  3
 HLQ  Var_05    N11   C10  C09  C08   178.51  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
 HLQ  plan-1  C01   0.020
 HLQ  plan-1  C02   0.020
 HLQ  plan-1  C03   0.020
 HLQ  plan-1  C04   0.020
 HLQ  plan-1  C05   0.020
 HLQ  plan-1  C06   0.020
 HLQ  plan-1  C08   0.020
 HLQ  plan-1  F07   0.020
 HLQ  plan-1  H021  0.020
 HLQ  plan-1  H041  0.020
 HLQ  plan-1  H051  0.020
 HLQ  plan-1  H011  0.020
 HLQ  plan-2  C13   0.020
 HLQ  plan-2  C17   0.020
 HLQ  plan-2  C12   0.020
 HLQ  plan-2  C14   0.020
 HLQ  plan-2  C16   0.020
 HLQ  plan-2  C19   0.020
 HLQ  plan-2  N11   0.020
 HLQ  plan-2  N15   0.020
 HLQ  plan-2  N18   0.020
 HLQ  plan-2  H131  0.020
 HLQ  plan-2  H171  0.020
 HLQ  plan-3  C10   0.020
 HLQ  plan-3  C12   0.020
 HLQ  plan-3  N11   0.020
 HLQ  plan-3  H111  0.020
 HLQ  plan-4  C16   0.020
 HLQ  plan-4  N18   0.020
 HLQ  plan-4  H181  0.020
 HLQ  plan-4  H182  0.020

