# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 20:52:53 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: ~{N}-[2-methanoyl-4-(2-methylpropoxy)quinolin-8-yl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)COc1cc(C=O)nc2c(NC(C)=O)cccc12
#
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
 QNL  QNL  ~{N}-[2-methanoyl-4-(2-methylpropoxy)quinolin-8-yl]ethanamide  ligand  39  21  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_QNL
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
 QNL  CE1  C  CH3   0  -0.654  -4.7763  -1.9547   0.9959
 QNL  CD   C  CH1   0  -0.283  -4.8165  -1.0589  -0.2379
 QNL  CE2  C  CH3   0  -0.661  -6.1546  -0.3344  -0.3518
 QNL  CG   C  CH2   0  -0.165  -3.7082  -0.0227  -0.2250
 QNL  OB   O  O2    0  -0.449  -2.4501  -0.6933  -0.2013
 QNL  C8   C  CR6   0   0.490  -1.3342   0.0157  -0.1294
 QNL  C9   C  CR16  0  -0.450  -1.2698   1.3892  -0.0970
 QNL  C10  C  CR6   0   0.145  -0.0030   1.9896  -0.0220
 QNL  C    C  C1    0   0.112   0.1343   3.4665   0.0177
 QNL  O    O  O     0  -0.359  -0.7969   4.2313  -0.0093
 QNL  N11  N  N     0  -0.491   1.1287   1.3336   0.0192
 QNL  C7   C  CR66  0   0.150   1.0870  -0.0115  -0.0102
 QNL  C6   C  CR66  0  -0.010  -0.1227  -0.7376  -0.0838
 QNL  C5   C  CR16  0  -0.322  -0.0947  -2.1450  -0.1079
 QNL  C4   C  CR16  0  -0.237   1.1138  -2.7870  -0.0600
 QNL  C3   C  CR16  0  -0.328   2.3311  -2.0871   0.0127
 QNL  C2   C  CR6   0   0.335   2.3353  -0.7105   0.0386
 QNL  N    N  NH1   0  -0.732   3.4573   0.1006   0.1085
 QNL  CN   C  C     0   0.517   4.7687  -0.2499   0.1796
 QNL  CH3  C  CH3   0  -0.784   5.7181   0.9190   0.2389
 QNL  ON   O  O     0  -0.468   5.1616  -1.4028   0.1934
 QNL  H1   H  HCH3  0   0.217  -4.8615  -1.3642   1.9114
 QNL  H2   H  HCH3  0   0.232  -5.6061  -2.6620   0.9798
 QNL  H3   H  HCH3  0   0.235  -3.8536  -2.5318   1.0547
 QNL  H4   H  HCH1  0   0.237  -4.6893  -1.6822  -1.1296
 QNL  H5   H  HCH3  0   0.221  -6.3231   0.3220   0.5051
 QNL  H6   H  HCH3  0   0.232  -6.2063   0.2764  -1.2547
 QNL  H7   H  HCH3  0   0.239  -6.9774  -1.0483  -0.3883
 QNL  H8   H  HCH2  0   0.245  -3.7664   0.6152  -1.1132
 QNL  H9   H  HCH2  0   0.230  -3.8022   0.6186   0.6590
 QNL  H10  H  HCR6  0   0.300  -2.1508   2.0145  -0.1288
 QNL  H11  H  H     0   0.216   1.1806   3.8108   0.0763
 QNL  H12  H  HCR6  0   0.264  -1.0117  -2.7137  -0.1643
 QNL  H13  H  HCR6  0   0.269   1.1453  -3.8682  -0.0779
 QNL  H14  H  HCR6  0   0.288   3.2519  -2.6446   0.0482
 QNL  H15  H  HNH1  0   0.417   3.2372   1.0884   0.1061
 QNL  H16  H  HCH3  0   0.256   5.2232   1.8880   0.2279
 QNL  H17  H  HCH3  0   0.273   6.3196   0.8486   1.1449
 QNL  H18  H  HCH3  0   0.273   6.4004   0.8698  -0.6094

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
 QNL  CH3  CN   single    1.507  0.020  1.507
 QNL  O    C    double    1.205  0.020  1.205
 QNL  C    C10  single    1.484  0.020  1.484
 QNL  CN   N    single    1.359  0.020  1.359
 QNL  CN   ON   double    1.218  0.020  1.218
 QNL  N    C2   single    1.386  0.020  1.386
 QNL  C10  N11  aromatic  1.309  0.020  1.309
 QNL  C10  C9   aromatic  1.404  0.020  1.404
 QNL  N11  C7   aromatic  1.346  0.020  1.346
 QNL  C2   C7   aromatic  1.432  0.020  1.432
 QNL  C2   C3   aromatic  1.377  0.020  1.377
 QNL  C7   C6   aromatic  1.413  0.020  1.413
 QNL  C9   C8   aromatic  1.375  0.020  1.375
 QNL  C3   C4   aromatic  1.406  0.020  1.406
 QNL  C8   C6   aromatic  1.427  0.020  1.427
 QNL  C8   OB   single    1.324  0.020  1.324
 QNL  C6   C5   aromatic  1.408  0.020  1.408
 QNL  CG   OB   single    1.426  0.020  1.426
 QNL  CG   CD   single    1.517  0.020  1.517
 QNL  C4   C5   aromatic  1.369  0.020  1.369
 QNL  CE1  CD   single    1.525  0.020  1.525
 QNL  CD   CE2  single    1.526  0.020  1.526
 QNL  CE1  H1   single    0.970  0.020  1.090
 QNL  CE1  H2   single    0.970  0.020  1.090
 QNL  CE1  H3   single    0.970  0.020  1.090
 QNL  CD   H4   single    0.970  0.020  1.090
 QNL  CE2  H5   single    0.970  0.020  1.090
 QNL  CE2  H6   single    0.970  0.020  1.090
 QNL  CE2  H7   single    0.970  0.020  1.090
 QNL  CG   H8   single    0.970  0.020  1.090
 QNL  CG   H9   single    0.970  0.020  1.090
 QNL  C9   H10  single    0.930  0.020  1.080
 QNL  C    H11  single    0.930  0.020  1.080
 QNL  C5   H12  single    0.930  0.020  1.080
 QNL  C4   H13  single    0.930  0.020  1.080
 QNL  C3   H14  single    0.930  0.020  1.080
 QNL  N    H15  single    0.860  0.020  1.020
 QNL  CH3  H16  single    0.970  0.020  1.090
 QNL  CH3  H17  single    0.970  0.020  1.090
 QNL  CH3  H18  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
 QNL  H3   CE1  H2   107.55  3.000
 QNL  H3   CE1  H1   107.88  3.000
 QNL  H2   CE1  H1   107.67  3.000
 QNL  H3   CE1  CD   112.14  3.000
 QNL  H2   CE1  CD   110.42  3.000
 QNL  H1   CE1  CD   111.00  3.000
 QNL  H4   CD   CG   108.10  3.000
 QNL  H4   CD   CE2  108.14  3.000
 QNL  CG   CD   CE2  108.48  3.000
 QNL  H4   CD   CE1  108.74  3.000
 QNL  CE2  CD   CE1  111.24  3.000
 QNL  CG   CD   CE1  112.02  3.000
 QNL  H7   CE2  H6   107.64  3.000
 QNL  H7   CE2  H5   107.66  3.000
 QNL  H6   CE2  H5   107.78  3.000
 QNL  H7   CE2  CD   110.71  3.000
 QNL  H6   CE2  CD   111.66  3.000
 QNL  H5   CE2  CD   111.23  3.000
 QNL  H9   CG   H8   107.98  3.000
 QNL  H9   CG   OB   109.72  3.000
 QNL  H8   CG   OB   109.53  3.000
 QNL  H9   CG   CD   110.11  3.000
 QNL  H8   CG   CD   110.61  3.000
 QNL  OB   CG   CD   108.87  3.000
 QNL  C8   OB   CG   119.52  3.000
 QNL  C6   C8   C9   119.11  3.000
 QNL  C6   C8   OB   115.75  3.000
 QNL  C9   C8   OB   125.14  3.000
 QNL  H10  C9   C10  119.32  3.000
 QNL  H10  C9   C8   122.60  3.000
 QNL  C10  C9   C8   118.07  3.000
 QNL  N11  C10  C    114.71  3.000
 QNL  N11  C10  C9   124.58  3.000
 QNL  C    C10  C9   120.70  3.000
 QNL  H11  C    O    122.41  3.000
 QNL  H11  C    C10  113.57  3.000
 QNL  O    C    C10  124.02  3.000
 QNL  C7   N11  C10  118.25  3.000
 QNL  C2   C7   C6   119.83  3.000
 QNL  C6   C7   N11  122.77  3.000
 QNL  C2   C7   N11  117.39  3.000
 QNL  C5   C6   C7   119.84  3.000
 QNL  C5   C6   C8   122.95  3.000
 QNL  C7   C6   C8   117.20  3.000
 QNL  H12  C5   C4   120.27  3.000
 QNL  H12  C5   C6   120.68  3.000
 QNL  C4   C5   C6   119.06  3.000
 QNL  H13  C4   C3   118.24  3.000
 QNL  H13  C4   C5   119.59  3.000
 QNL  C3   C4   C5   122.17  3.000
 QNL  H14  C3   C2   120.95  3.000
 QNL  H14  C3   C4   118.96  3.000
 QNL  C2   C3   C4   120.09  3.000
 QNL  N    C2   C3   126.05  3.000
 QNL  C3   C2   C7   119.00  3.000
 QNL  N    C2   C7   114.95  3.000
 QNL  H15  N    CN   117.50  3.000
 QNL  H15  N    C2   113.26  3.000
 QNL  CN   N    C2   129.24  3.000
 QNL  ON   CN   CH3  122.04  3.000
 QNL  ON   CN   N    123.77  3.000
 QNL  CH3  CN   N    114.19  3.000
 QNL  H18  CH3  H17  107.38  3.000
 QNL  H18  CH3  H16  108.49  3.000
 QNL  H17  CH3  H16  108.48  3.000
 QNL  H18  CH3  CN   109.19  3.000
 QNL  H17  CH3  CN   109.29  3.000
 QNL  H16  CH3  CN   113.82  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
 QNL  CONST_01  N11  C10  C9   C8     0.00   0.0  0
 QNL  CONST_02  N11  C7   C6   C8     0.00   0.0  0
 QNL  CONST_03  C2   C7   C6   C8   180.00   0.0  0
 QNL  CONST_04  C4   C5   C6   C8   180.00   0.0  0
 QNL  CONST_05  C7   N11  C10  C9     0.00   0.0  0
 QNL  CONST_06  C7   C6   C8   C9     0.00   0.0  0
 QNL  CONST_07  C5   C6   C8   C9   180.00   0.0  0
 QNL  CONST_08  C2   C7   N11  C10  180.00   0.0  0
 QNL  CONST_09  C6   C7   N11  C10    0.00   0.0  0
 QNL  CONST_10  C6   C8   C9   C10    0.00   0.0  0
 QNL  CONST_11  C3   C2   C7   N11  180.00   0.0  0
 QNL  CONST_12  C5   C6   C7   N11  180.00   0.0  0
 QNL  CONST_13  C4   C3   C2   C7     0.00   0.0  0
 QNL  CONST_14  C4   C5   C6   C7     0.00   0.0  0
 QNL  CONST_15  C3   C2   C7   C6     0.00   0.0  0
 QNL  CONST_16  C3   C4   C5   C6     0.00   0.0  0
 QNL  CONST_17  C2   C7   C6   C5     0.00   0.0  0
 QNL  CONST_18  C2   C3   C4   C5     0.00   0.0  0
 QNL  CONST_19  C10  C9   C8   OB   180.00   0.0  0
 QNL  CONST_20  C7   C6   C8   OB   180.00   0.0  0
 QNL  CONST_21  C5   C6   C8   OB     0.00   0.0  0
 QNL  CONST_22  C    C10  C9   C8   180.00   0.0  0
 QNL  CONST_23  C7   N11  C10  C    180.00   0.0  0
 QNL  CONST_24  N    C2   C7   N11    0.00   0.0  0
 QNL  CONST_25  N    C2   C7   C6   180.00   0.0  0
 QNL  CONST_26  N    C2   C3   C4   180.00   0.0  0
 QNL  CONST_27  H12  C5   C6   C8     0.00   0.0  0
 QNL  CONST_28  H10  C9   C10  N11  180.00   0.0  0
 QNL  CONST_29  H14  C3   C2   C7   180.00   0.0  0
 QNL  CONST_30  H13  C4   C5   C6   180.00   0.0  0
 QNL  CONST_31  CN   N    C2   C7   180.00   0.0  0
 QNL  CONST_32  CN   N    C2   C3     0.00   0.0  0
 QNL  CONST_33  H15  N    C2   C7     0.00   0.0  0
 QNL  CONST_34  CH3  CN   N    C2   180.00   0.0  0
 QNL  CONST_35  ON   CN   N    C2     0.00   0.0  0
 QNL  Var_01    C9   C8   OB   CG    -1.21  30.0  1
 QNL  Var_02    O    C    C10  C9     0.08  30.0  2
 QNL  Var_03    H8   CG   OB   C8    61.78  30.0  2
 QNL  Var_04    OB   CG   CD   CE1   60.33  30.0  2
 QNL  Var_05    H5   CE2  CD   CE1   61.94  30.0  3
 QNL  Var_06    H1   CE1  CD   CE2  -63.20  30.0  3
 QNL  Var_07    H16  CH3  CN   N      0.64  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
 QNL  plan-1  OB   0.020
 QNL  plan-1  C8   0.020
 QNL  plan-1  C9   0.020
 QNL  plan-1  C10  0.020
 QNL  plan-1  C    0.020
 QNL  plan-1  N11  0.020
 QNL  plan-1  C7   0.020
 QNL  plan-1  C6   0.020
 QNL  plan-1  C5   0.020
 QNL  plan-1  C4   0.020
 QNL  plan-1  C3   0.020
 QNL  plan-1  C2   0.020
 QNL  plan-1  N    0.020
 QNL  plan-1  H10  0.020
 QNL  plan-1  H12  0.020
 QNL  plan-1  H13  0.020
 QNL  plan-1  H14  0.020
 QNL  plan-2  C2   0.020
 QNL  plan-2  N    0.020
 QNL  plan-2  CN   0.020
 QNL  plan-2  CH3  0.020
 QNL  plan-2  ON   0.020
 QNL  plan-2  H15  0.020
 QNL  plan-3  C10  0.020
 QNL  plan-3  C    0.020
 QNL  plan-3  O    0.020
 QNL  plan-3  H11  0.020

