# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 20:52:01 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 4-[(3-methoxyphenyl)amino]-2-phenyl-7,8-dihydro-1,6-naphthyridin-5(6H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(Nc2cc(nc3CCNC(=O)c23)c4ccccc4)c1
#
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
 6Q2  6Q2  4-[(3-methoxyphenyl)amino]-2-phenyl-7,8-dihydro-1,6-naphthyridin-5(6H)-one  ligand  45  26  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6Q2
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
 6Q2  C18  C  CR6   0   0.340   1.4242   2.0470   0.3411
 6Q2  C9   C  CR6   0   0.237  -0.9801  -1.5518   0.0343
 6Q2  C11  C  CR6   0   0.065  -0.4331  -2.9223   0.1491
 6Q2  C16  C  CR16  0  -0.286  -1.2864  -3.9851   0.4523
 6Q2  C12  C  CR16  0  -0.315   0.9231  -3.1909  -0.0441
 6Q2  C6   C  CR66  0  -0.242  -2.1205   0.9320  -0.1278
 6Q2  C5   C  CR6   0   0.557  -2.8234   2.2325  -0.1907
 6Q2  C20  C  CR6   0   0.397   3.6519   1.4541  -0.3769
 6Q2  C3   C  C     0  -0.286  -4.9329   0.9954   0.0802
 6Q2  C13  C  CR16  0  -0.239   1.4142  -4.4825   0.0742
 6Q2  C14  C  CR16  0  -0.261   0.5583  -5.5296   0.3891
 6Q2  C15  C  CR16  0  -0.239  -0.7942  -5.2749   0.5771
 6Q2  O24  O  O     0  -0.515  -2.2195   3.3097  -0.2326
 6Q2  C1   C  CR66  0   0.218  -2.8318  -0.2615  -0.2925
 6Q2  C2   C  C     0  -0.532  -4.2959  -0.1896  -0.6106
 6Q2  N4   N  NR16  0  -0.635  -4.1642   2.1901  -0.2000
 6Q2  N10  N  N     0  -0.485  -2.2894  -1.4628  -0.2320
 6Q2  C8   C  CR16  0  -0.438  -0.1779  -0.4429   0.2117
 6Q2  C7   C  CR6   0   0.498  -0.7221   0.8463   0.0924
 6Q2  N17  N  NH1   0  -0.803   0.0296   1.9613   0.2266
 6Q2  C19  C  CR16  0  -0.406   2.2675   1.3284  -0.4959
 6Q2  O25  O  O2    0  -0.472   4.3813   0.7054  -1.2239
 6Q2  C26  C  CH3   0  -0.437   5.7903   0.8165  -1.1829
 6Q2  C21  C  CR16  0  -0.394   4.1922   2.3287   0.5634
 6Q2  C22  C  CR16  0  -0.235   3.3337   3.0626   1.3740
 6Q2  C23  C  CR16  0  -0.339   1.9603   2.9279   1.2815
 6Q2  H1   H  HCR6  0   0.254  -2.3415  -3.7955   0.5958
 6Q2  H2   H  HCR6  0   0.244   1.6087  -2.3969  -0.3113
 6Q2  H3   H  H     0   0.268  -5.9478   1.1499  -0.2800
 6Q2  H4   H  H     0   0.244  -4.9908   0.8182   1.1594
 6Q2  H5   H  HCR6  0   0.260   2.4677  -4.6704  -0.0870
 6Q2  H6   H  HCR6  0   0.260   0.9415  -6.5375   0.4826
 6Q2  H7   H  HCR6  0   0.259  -1.4695  -6.0848   0.8211
 6Q2  H8   H  H     0   0.268  -4.7835  -1.1151  -0.3072
 6Q2  H9   H  H     0   0.271  -4.4169  -0.0964  -1.6948
 6Q2  H10  H  HNR6  0   0.403  -4.6376   3.0801  -0.1574
 6Q2  H11  H  HCR6  0   0.285   0.8634  -0.5611   0.4695
 6Q2  H12  H  HNH1  0   0.420  -0.4988   2.8287   0.2041
 6Q2  H13  H  HCR6  0   0.283   1.8617   0.6793  -1.2621
 6Q2  H14  H  HCH3  0   0.229   6.1966   0.5129  -0.2148
 6Q2  H15  H  HCH3  0   0.260   6.1745   0.1470  -1.9483
 6Q2  H16  H  HCH3  0   0.229   6.1267   1.8328  -1.4032
 6Q2  H17  H  HCR6  0   0.280   5.2599   2.4537   0.6769
 6Q2  H18  H  HCR6  0   0.264   3.7548   3.7438   2.1020
 6Q2  H19  H  HCR6  0   0.264   1.3035   3.4902   1.9322

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
 6Q2  C3   C2   single    1.512  0.020  1.512
 6Q2  C3   N4   single    1.448  0.020  1.448
 6Q2  C2   C1   single    1.500  0.020  1.500
 6Q2  N4   C5   single    1.342  0.020  1.342
 6Q2  C1   N10  aromatic  1.319  0.020  1.319
 6Q2  C1   C6   aromatic  1.399  0.020  1.399
 6Q2  N10  C9   aromatic  1.339  0.020  1.339
 6Q2  C12  C13  aromatic  1.387  0.020  1.387
 6Q2  C12  C11  aromatic  1.396  0.020  1.396
 6Q2  C5   C6   single    1.480  0.020  1.480
 6Q2  C5   O24  double    1.236  0.020  1.236
 6Q2  C13  C14  aromatic  1.389  0.020  1.389
 6Q2  C6   C7   aromatic  1.418  0.020  1.418
 6Q2  C9   C11  single    1.480  0.020  1.480
 6Q2  C9   C8   aromatic  1.380  0.020  1.380
 6Q2  C11  C16  aromatic  1.396  0.020  1.396
 6Q2  C14  C15  aromatic  1.389  0.020  1.389
 6Q2  C7   C8   aromatic  1.404  0.020  1.404
 6Q2  C7   N17  single    1.351  0.020  1.351
 6Q2  C16  C15  aromatic  1.386  0.020  1.386
 6Q2  N17  C18  single    1.402  0.020  1.402
 6Q2  C18  C23  aromatic  1.396  0.020  1.396
 6Q2  C18  C19  aromatic  1.389  0.020  1.389
 6Q2  C23  C22  aromatic  1.383  0.020  1.383
 6Q2  C19  C20  aromatic  1.395  0.020  1.395
 6Q2  C22  C21  aromatic  1.390  0.020  1.390
 6Q2  C20  C21  aromatic  1.393  0.020  1.393
 6Q2  C20  O25  single    1.345  0.020  1.345
 6Q2  C26  O25  single    1.414  0.020  1.414
 6Q2  C16  H1   single    0.930  0.020  1.080
 6Q2  C12  H2   single    0.930  0.020  1.080
 6Q2  C3   H3   single    0.970  0.020  1.090
 6Q2  C3   H4   single    0.970  0.020  1.090
 6Q2  C13  H5   single    0.930  0.020  1.080
 6Q2  C14  H6   single    0.930  0.020  1.080
 6Q2  C15  H7   single    0.930  0.020  1.080
 6Q2  C2   H8   single    0.970  0.020  1.090
 6Q2  C2   H9   single    0.970  0.020  1.090
 6Q2  N4   H10  single    0.860  0.020  1.020
 6Q2  C8   H11  single    0.930  0.020  1.080
 6Q2  N17  H12  single    0.860  0.020  1.020
 6Q2  C19  H13  single    0.930  0.020  1.080
 6Q2  C26  H14  single    0.970  0.020  1.090
 6Q2  C26  H15  single    0.970  0.020  1.090
 6Q2  C26  H16  single    0.970  0.020  1.090
 6Q2  C21  H17  single    0.930  0.020  1.080
 6Q2  C22  H18  single    0.930  0.020  1.080
 6Q2  C23  H19  single    0.930  0.020  1.080

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
 6Q2  C23  C18  C19  119.97  3.000
 6Q2  C19  C18  N17  121.55  3.000
 6Q2  C23  C18  N17  118.41  3.000
 6Q2  C8   C9   N10  122.72  3.000
 6Q2  C8   C9   C11  121.28  3.000
 6Q2  N10  C9   C11  115.99  3.000
 6Q2  C12  C11  C16  118.51  3.000
 6Q2  C16  C11  C9   119.73  3.000
 6Q2  C12  C11  C9   121.77  3.000
 6Q2  H1   C16  C15  119.84  3.000
 6Q2  H1   C16  C11  119.44  3.000
 6Q2  C15  C16  C11  120.72  3.000
 6Q2  H2   C12  C13  118.68  3.000
 6Q2  H2   C12  C11  120.55  3.000
 6Q2  C13  C12  C11  120.76  3.000
 6Q2  C7   C6   C1   117.90  3.000
 6Q2  C7   C6   C5   121.88  3.000
 6Q2  C1   C6   C5   120.22  3.000
 6Q2  N4   C5   O24  121.05  3.000
 6Q2  O24  C5   C6   122.38  3.000
 6Q2  N4   C5   C6   116.57  3.000
 6Q2  C21  C20  O25  124.34  3.000
 6Q2  O25  C20  C19  115.73  3.000
 6Q2  C21  C20  C19  119.93  3.000
 6Q2  H4   C3   H3   107.46  3.000
 6Q2  H4   C3   N4   110.62  3.000
 6Q2  H3   C3   N4   108.30  3.000
 6Q2  H4   C3   C2   110.22  3.000
 6Q2  H3   C3   C2   110.67  3.000
 6Q2  N4   C3   C2   109.54  3.000
 6Q2  H5   C13  C14  120.20  3.000
 6Q2  H5   C13  C12  119.58  3.000
 6Q2  C14  C13  C12  120.22  3.000
 6Q2  H6   C14  C15  120.25  3.000
 6Q2  H6   C14  C13  120.24  3.000
 6Q2  C15  C14  C13  119.51  3.000
 6Q2  H7   C15  C14  120.06  3.000
 6Q2  H7   C15  C16  119.67  3.000
 6Q2  C14  C15  C16  120.28  3.000
 6Q2  N10  C1   C2   117.04  3.000
 6Q2  N10  C1   C6   124.21  3.000
 6Q2  C2   C1   C6   118.70  3.000
 6Q2  H9   C2   H8   107.38  3.000
 6Q2  H9   C2   C1   108.78  3.000
 6Q2  H8   C2   C1   109.70  3.000
 6Q2  H9   C2   C3   109.82  3.000
 6Q2  H8   C2   C3   110.49  3.000
 6Q2  C1   C2   C3   110.60  3.000
 6Q2  H10  N4   C3   118.07  3.000
 6Q2  H10  N4   C5   116.15  3.000
 6Q2  C3   N4   C5   123.73  3.000
 6Q2  C1   N10  C9   118.14  3.000
 6Q2  H11  C8   C7   119.65  3.000
 6Q2  H11  C8   C9   120.23  3.000
 6Q2  C7   C8   C9   120.09  3.000
 6Q2  N17  C7   C8   122.23  3.000
 6Q2  N17  C7   C6   120.93  3.000
 6Q2  C8   C7   C6   116.79  3.000
 6Q2  H12  N17  C7   114.39  3.000
 6Q2  H12  N17  C18  117.84  3.000
 6Q2  C7   N17  C18  127.73  3.000
 6Q2  H13  C19  C20  119.08  3.000
 6Q2  H13  C19  C18  120.60  3.000
 6Q2  C20  C19  C18  120.30  3.000
 6Q2  C26  O25  C20  118.57  3.000
 6Q2  H16  C26  H15  108.78  3.000
 6Q2  H16  C26  H14  108.81  3.000
 6Q2  H15  C26  H14  108.74  3.000
 6Q2  H16  C26  O25  111.95  3.000
 6Q2  H15  C26  O25  106.46  3.000
 6Q2  H14  C26  O25  111.98  3.000
 6Q2  H17  C21  C22  119.19  3.000
 6Q2  H17  C21  C20  121.77  3.000
 6Q2  C22  C21  C20  119.04  3.000
 6Q2  H18  C22  C23  119.52  3.000
 6Q2  H18  C22  C21  118.96  3.000
 6Q2  C23  C22  C21  121.52  3.000
 6Q2  H19  C23  C22  120.78  3.000
 6Q2  H19  C23  C18  120.00  3.000
 6Q2  C22  C23  C18  119.21  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
 6Q2  CONST_01  C21  C22  C23  C18     0.00   0.0  0
 6Q2  CONST_02  C21  C20  C19  C18     0.00   0.0  0
 6Q2  CONST_03  C6   C1   N10  C9      0.00   0.0  0
 6Q2  CONST_04  C13  C12  C11  C9    180.00   0.0  0
 6Q2  CONST_05  C15  C16  C11  C9    180.00   0.0  0
 6Q2  CONST_06  C6   C7   C8   C9      0.00   0.0  0
 6Q2  CONST_07  C14  C13  C12  C11     0.00   0.0  0
 6Q2  CONST_08  C1   N10  C9   C11   180.00   0.0  0
 6Q2  CONST_09  C7   C8   C9   C11   180.00   0.0  0
 6Q2  CONST_10  C14  C15  C16  C11     0.00   0.0  0
 6Q2  CONST_11  C13  C12  C11  C16     0.00   0.0  0
 6Q2  CONST_14  C13  C14  C15  C16     0.00   0.0  0
 6Q2  CONST_15  C15  C14  C13  C12     0.00   0.0  0
 6Q2  CONST_18  C15  C16  C11  C12     0.00   0.0  0
 6Q2  CONST_19  C23  C18  C19  C20     0.00   0.0  0
 6Q2  CONST_20  C23  C22  C21  C20     0.00   0.0  0
 6Q2  CONST_21  C8   C9   N10  C1      0.00   0.0  0
 6Q2  CONST_22  C8   C7   C6   C1      0.00   0.0  0
 6Q2  CONST_23  C7   C6   C1   N10     0.00   0.0  0
 6Q2  CONST_24  C7   C8   C9   N10     0.00   0.0  0
 6Q2  CONST_25  C22  C23  C18  C19     0.00   0.0  0
 6Q2  CONST_26  C22  C21  C20  C19     0.00   0.0  0
 6Q2  CONST_27  C3   N4   C5   C6      0.00   0.0  0
 6Q2  CONST_28  O25  C20  C19  C18   180.00   0.0  0
 6Q2  CONST_29  N17  C7   C8   C9    180.00   0.0  0
 6Q2  CONST_30  N17  C7   C6   C5      0.00   0.0  0
 6Q2  CONST_31  N17  C18  C19  C20   180.00   0.0  0
 6Q2  CONST_32  N17  C7   C6   C1    180.00   0.0  0
 6Q2  CONST_33  C22  C23  C18  N17   180.00   0.0  0
 6Q2  CONST_34  C22  C21  C20  O25   180.00   0.0  0
 6Q2  CONST_35  O24  C5   N4   C3    180.00   0.0  0
 6Q2  CONST_36  H18  C22  C23  C18   180.00   0.0  0
 6Q2  CONST_37  H2   C12  C11  C9      0.00   0.0  0
 6Q2  CONST_38  H1   C16  C11  C9      0.00   0.0  0
 6Q2  CONST_39  H5   C13  C12  C11   180.00   0.0  0
 6Q2  CONST_40  H11  C8   C9   C11     0.00   0.0  0
 6Q2  CONST_41  H7   C15  C16  C11   180.00   0.0  0
 6Q2  CONST_42  H6   C14  C15  C16   180.00   0.0  0
 6Q2  CONST_43  H19  C23  C18  C19   180.00   0.0  0
 6Q2  CONST_44  H17  C21  C20  C19   180.00   0.0  0
 6Q2  CONST_45  H13  C19  C20  C21   180.00   0.0  0
 6Q2  CONST_46  H10  N4   C5   C6    180.00   0.0  0
 6Q2  Var_01    C3   C2   C1   C6    -34.45  30.0  1
 6Q2  Var_02    C2   C3   N4   C5    -42.40  30.0  1
 6Q2  Var_03    N4   C3   C2   C1     50.99  30.0  1
 6Q2  Var_04    N4   C5   C6   C1     10.05  30.0  1
 6Q2  Var_05    C6   C7   N17  C18  -174.51  30.0  2
 6Q2  Var_06    C23  C18  N17  C7   -137.17  30.0  2
 6Q2  Var_07    C21  C20  O25  C26    -0.97  30.0  2
 6Q2  Var_08    H14  C26  O25  C20    62.14  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
 6Q2  plan-1  C18  0.020
 6Q2  plan-1  C20  0.020
 6Q2  plan-1  N17  0.020
 6Q2  plan-1  C19  0.020
 6Q2  plan-1  O25  0.020
 6Q2  plan-1  C21  0.020
 6Q2  plan-1  C22  0.020
 6Q2  plan-1  C23  0.020
 6Q2  plan-1  H13  0.020
 6Q2  plan-1  H17  0.020
 6Q2  plan-1  H18  0.020
 6Q2  plan-1  H19  0.020
 6Q2  plan-2  C9   0.020
 6Q2  plan-2  C11  0.020
 6Q2  plan-2  C16  0.020
 6Q2  plan-2  C12  0.020
 6Q2  plan-2  C13  0.020
 6Q2  plan-2  C14  0.020
 6Q2  plan-2  C15  0.020
 6Q2  plan-2  H1   0.020
 6Q2  plan-2  H2   0.020
 6Q2  plan-2  H5   0.020
 6Q2  plan-2  H6   0.020
 6Q2  plan-2  H7   0.020
 6Q2  plan-3  C9   0.020
 6Q2  plan-3  C11  0.020
 6Q2  plan-3  C6   0.020
 6Q2  plan-3  C5   0.020
 6Q2  plan-3  C1   0.020
 6Q2  plan-3  C2   0.020
 6Q2  plan-3  N10  0.020
 6Q2  plan-3  C8   0.020
 6Q2  plan-3  C7   0.020
 6Q2  plan-3  N17  0.020
 6Q2  plan-3  H11  0.020
 6Q2  plan-4  C6   0.020
 6Q2  plan-4  C5   0.020
 6Q2  plan-4  C3   0.020
 6Q2  plan-4  O24  0.020
 6Q2  plan-4  N4   0.020
 6Q2  plan-4  H10  0.020

