# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 22:14:51 2022
#   Inital geometry file: a 93 line input string
#   Ligand name: 7-chloranyl-4-(dimethylamino)-1-pyridin-3-yl-quinazolin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C1=NC(=O)N(c2cccnc2)c3cc(Cl)ccc13
#
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
 TO5  TO5  7-chloranyl-4-(dimethylamino)-1-pyridin-3-yl-quinazolin-2-one  ligand  34  21  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TO5
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
 TO5  C1   C   CH3   0  -0.568  30.3534  53.9017  11.7061
 TO5  C2   C   CR6   0   0.541  31.7582  53.2678  13.6417
 TO5  C3   C   CR6   0   0.571  33.2414  52.1105  15.0180
 TO5  C7   C   CR16  0  -0.056  32.9658  48.8571  18.7107
 TO5  C8   C   CR16  0  -0.057  32.3087  49.3436  16.5892
 TO5  C9   C   CR66  0   0.410  30.8928  52.1334  15.6107
 TO5  C10  C   CR16  0  -0.275  29.8697  51.8005  16.5038
 TO5  C11  C   CR6   0  -0.035  28.6490  52.4277  16.3849
 TO5  C12  C   CR16  0  -0.223  28.4144  53.4068  15.4248
 TO5  C13  C   CR16  0  -0.297  29.4184  53.6994  14.5288
 TO5  C14  C   CR66  0  -0.061  30.6486  53.0347  14.5617
 TO5  CL   CL  CL    0  -0.101  27.3879  52.0117  17.4873
 TO5  N    N   NT    0  -0.449  31.5889  53.9017  12.4720
 TO5  C    C   CH3   0  -0.528  32.7601  54.3050  11.7149
 TO5  N2   N   NR6   0  -0.705  32.1613  51.6218  15.7632
 TO5  O    O   O     0  -0.483  34.3711  51.7751  15.3276
 TO5  N1   N   N     0  -0.535  32.9740  52.8883  13.9471
 TO5  C4   C   CR6   0   0.151  32.4513  50.7052  16.8089
 TO5  N3   N   N     0  -0.398  32.5590  48.4333  17.5202
 TO5  C6   C   CR16  0  -0.333  33.1364  50.1977  19.0269
 TO5  C5   C   CR16  0  -0.131  32.8716  51.1458  18.0535
 TO5  H1   H   HCH3  0   0.269  29.6553  53.1544  12.0705
 TO5  H2   H   HCH3  0   0.257  29.8679  54.8787  11.7067
 TO5  H3   H   HCH3  0   0.274  30.5897  53.6439  10.6740
 TO5  H5   H   HCR6  0   0.278  31.9769  48.9858  15.6196
 TO5  H6   H   HCR6  0   0.306  30.0346  51.0810  17.2925
 TO5  H7   H   HCR6  0   0.286  27.4698  53.9296  15.3822
 TO5  H8   H   HCR6  0   0.298  29.2365  54.4799  13.8060
 TO5  H9   H   HCH3  0   0.258  33.5336  54.6901  12.3723
 TO5  H10  H   HCH3  0   0.243  33.1758  53.4757  11.1378
 TO5  H11  H   HCH3  0   0.253  32.4662  55.0936  11.0251
 TO5  H12  H   HCR6  0   0.280  33.4706  50.4883  20.0131
 TO5  H13  H   HCR6  0   0.286  32.9872  52.2036  18.2522
 TO5  H4   H   HCR6  0   0.271  33.1676  48.0936  19.4534

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
 TO5  C    N    single    1.452  0.020  1.452
 TO5  C1   N    single    1.454  0.020  1.454
 TO5  N    C2   single    1.341  0.020  1.341
 TO5  C2   N1   double    1.310  0.020  1.310
 TO5  C2   C14  single    1.460  0.020  1.460
 TO5  N1   C3   single    1.350  0.020  1.350
 TO5  C13  C14  aromatic  1.399  0.020  1.399
 TO5  C13  C12  aromatic  1.377  0.020  1.377
 TO5  C14  C9   aromatic  1.404  0.020  1.404
 TO5  C3   O    double    1.218  0.020  1.218
 TO5  C3   N2   single    1.400  0.020  1.400
 TO5  C12  C11  aromatic  1.391  0.020  1.391
 TO5  C9   N2   single    1.376  0.020  1.376
 TO5  C9   C10  aromatic  1.398  0.020  1.398
 TO5  N2   C4   single    1.420  0.020  1.420
 TO5  C11  C10  aromatic  1.378  0.020  1.378
 TO5  C11  CL   single    1.726  0.020  1.726
 TO5  C8   C4   aromatic  1.387  0.020  1.387
 TO5  C8   N3   aromatic  1.326  0.020  1.326
 TO5  C4   C5   aromatic  1.385  0.020  1.385
 TO5  N3   C7   aromatic  1.328  0.020  1.328
 TO5  C5   C6   aromatic  1.384  0.020  1.384
 TO5  C7   C6   aromatic  1.388  0.020  1.388
 TO5  C1   H1   single    0.970  0.020  1.090
 TO5  C1   H2   single    0.970  0.020  1.090
 TO5  C1   H3   single    0.970  0.020  1.090
 TO5  C7   H4   single    0.930  0.020  1.080
 TO5  C8   H5   single    0.930  0.020  1.080
 TO5  C10  H6   single    0.930  0.020  1.080
 TO5  C12  H7   single    0.930  0.020  1.080
 TO5  C13  H8   single    0.930  0.020  1.080
 TO5  C    H9   single    0.970  0.020  1.090
 TO5  C    H10  single    0.970  0.020  1.090
 TO5  C    H11  single    0.970  0.020  1.090
 TO5  C6   H12  single    0.930  0.020  1.080
 TO5  C5   H13  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
 TO5  H3   C1   H2   107.99  3.000
 TO5  H3   C1   H1   107.13  3.000
 TO5  H2   C1   H1   109.28  3.000
 TO5  H3   C1   N    108.34  3.000
 TO5  H2   C1   N    112.21  3.000
 TO5  H1   C1   N    111.69  3.000
 TO5  N1   C2   N    117.23  3.000
 TO5  N1   C2   C14  120.81  3.000
 TO5  N    C2   C14  121.94  3.000
 TO5  N1   C3   O    122.94  3.000
 TO5  O    C3   N2   118.94  3.000
 TO5  N1   C3   N2   118.06  3.000
 TO5  H4   C7   C6   120.09  3.000
 TO5  H4   C7   N3   116.52  3.000
 TO5  C6   C7   N3   123.39  3.000
 TO5  H5   C8   N3   117.29  3.000
 TO5  H5   C8   C4   119.79  3.000
 TO5  N3   C8   C4   122.92  3.000
 TO5  N2   C9   C14  118.79  3.000
 TO5  N2   C9   C10  121.01  3.000
 TO5  C14  C9   C10  120.17  3.000
 TO5  H6   C10  C11  120.10  3.000
 TO5  H6   C10  C9   120.88  3.000
 TO5  C11  C10  C9   119.00  3.000
 TO5  CL   C11  C12  119.16  3.000
 TO5  CL   C11  C10  118.85  3.000
 TO5  C12  C11  C10  121.97  3.000
 TO5  H7   C12  C13  120.59  3.000
 TO5  H7   C12  C11  121.01  3.000
 TO5  C13  C12  C11  118.40  3.000
 TO5  H8   C13  C14  120.51  3.000
 TO5  H8   C13  C12  117.81  3.000
 TO5  C14  C13  C12  121.67  3.000
 TO5  C13  C14  C9   118.39  3.000
 TO5  C9   C14  C2   116.16  3.000
 TO5  C13  C14  C2   125.29  3.000
 TO5  C    N    C2   118.97  3.000
 TO5  C2   N    C1   124.53  3.000
 TO5  C    N    C1   114.26  3.000
 TO5  H11  C    H10  108.54  3.000
 TO5  H11  C    H9   108.61  3.000
 TO5  H10  C    H9   108.54  3.000
 TO5  H11  C    N    108.30  3.000
 TO5  H10  C    N    111.82  3.000
 TO5  H9   C    N    110.95  3.000
 TO5  C4   N2   C9   120.64  3.000
 TO5  C4   N2   C3   117.35  3.000
 TO5  C9   N2   C3   121.48  3.000
 TO5  C3   N1   C2   122.39  3.000
 TO5  C5   C4   N2   121.20  3.000
 TO5  C5   C4   C8   119.07  3.000
 TO5  N2   C4   C8   119.73  3.000
 TO5  C8   N3   C7   117.92  3.000
 TO5  H12  C6   C5   121.10  3.000
 TO5  H12  C6   C7   120.37  3.000
 TO5  C5   C6   C7   118.54  3.000
 TO5  H13  C5   C6   121.31  3.000
 TO5  H13  C5   C4   120.54  3.000
 TO5  C6   C5   C4   118.15  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
 TO5  CONST_01  C4   C8   N3   C7     0.00   0.0  0
 TO5  CONST_02  C4   C5   C6   C7     0.00   0.0  0
 TO5  CONST_03  C6   C5   C4   C8     0.00   0.0  0
 TO5  CONST_04  C6   C7   N3   C8     0.00   0.0  0
 TO5  CONST_05  C12  C13  C14  C9     0.00   0.0  0
 TO5  CONST_06  C12  C11  C10  C9     0.00   0.0  0
 TO5  CONST_07  C13  C14  C9   C10    0.00   0.0  0
 TO5  CONST_08  C13  C12  C11  C10    0.00   0.0  0
 TO5  CONST_09  C14  C13  C12  C11    0.00   0.0  0
 TO5  CONST_10  C14  C9   C10  C11    0.00   0.0  0
 TO5  CONST_11  C5   C4   C8   N3     0.00   0.0  0
 TO5  CONST_12  C5   C6   C7   N3     0.00   0.0  0
 TO5  CONST_13  N3   C8   C4   N2   180.00   0.0  0
 TO5  CONST_14  C6   C5   C4   N2   180.00   0.0  0
 TO5  CONST_15  N2   C3   N1   C2     0.00   0.0  0
 TO5  CONST_16  C14  C2   N1   C3     0.00   0.0  0
 TO5  CONST_17  N1   C3   N2   C9     0.00   0.0  0
 TO5  CONST_18  C4   N2   C3   N1   180.00   0.0  0
 TO5  CONST_19  CL   C11  C10  C9   180.00   0.0  0
 TO5  CONST_20  CL   C11  C12  C13  180.00   0.0  0
 TO5  CONST_21  O    C3   N1   C2   180.00   0.0  0
 TO5  CONST_22  N    C2   N1   C3   180.00   0.0  0
 TO5  CONST_23  O    C3   N2   C9   180.00   0.0  0
 TO5  CONST_24  C4   N2   C3   O      0.00   0.0  0
 TO5  CONST_25  H8   C13  C14  C2     0.00   0.0  0
 TO5  CONST_26  H5   C8   N3   C7   180.00   0.0  0
 TO5  CONST_27  H13  C5   C6   C7   180.00   0.0  0
 TO5  CONST_28  H4   C7   N3   C8   180.00   0.0  0
 TO5  CONST_29  H7   C12  C11  C10  180.00   0.0  0
 TO5  CONST_30  H6   C10  C11  C12  180.00   0.0  0
 TO5  CONST_31  H12  C6   C5   C4   180.00   0.0  0
 TO5  CONST_34  C    N    C2   C14  180.00   0.0  0
 TO5  CONST_35  N1   C2   N    C      0.00   0.0  0
 TO5  Var_01    C8   C4   N2   C3   -98.19  30.0  2
 TO5  Var_02    H9   C    N    C2   -40.26  30.0  3
 TO5  Var_03    H1   C1   N    C2   -12.79  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
 TO5  plan-1  C7   0.020
 TO5  plan-1  C8   0.020
 TO5  plan-1  N2   0.020
 TO5  plan-1  C4   0.020
 TO5  plan-1  N3   0.020
 TO5  plan-1  C6   0.020
 TO5  plan-1  C5   0.020
 TO5  plan-1  H5   0.020
 TO5  plan-1  H12  0.020
 TO5  plan-1  H13  0.020
 TO5  plan-1  H4   0.020
 TO5  plan-2  C1   0.020
 TO5  plan-2  C2   0.020
 TO5  plan-2  C3   0.020
 TO5  plan-2  C9   0.020
 TO5  plan-2  C10  0.020
 TO5  plan-2  C11  0.020
 TO5  plan-2  C12  0.020
 TO5  plan-2  C13  0.020
 TO5  plan-2  C14  0.020
 TO5  plan-2  CL   0.020
 TO5  plan-2  N    0.020
 TO5  plan-2  C    0.020
 TO5  plan-2  N2   0.020
 TO5  plan-2  O    0.020
 TO5  plan-2  N1   0.020
 TO5  plan-2  C4   0.020
 TO5  plan-2  H6   0.020
 TO5  plan-2  H7   0.020
 TO5  plan-2  H8   0.020

