# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 07:23:07 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: 6-chloranyl-3-[(dimethylamino)methyl]-4~{H}-pyrrolo[1,2-a]quinazolin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)Cc1ccn2c1NC(=O)c3c(Cl)cccc23
#
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
 5XL  5XL  6-chloranyl-3-[(dimethylamino)methyl]-4~{H}-pyrrolo[1,2-a]quinazolin-5-one  ligand  33  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5XL
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
 5XL  C4   C   CR15  0  -0.413   2.3423   1.9193  -0.0447
 5XL  C5   C   CR15  0  -0.043   1.0646   2.3365  -0.2530
 5XL  C6   C   CR66  0   0.458  -1.1538   1.1982  -0.0381
 5XL  C11  C   CR66  0  -0.094  -1.7839  -0.0188   0.2911
 5XL  C7   C   CR16  0  -0.337  -1.8917   2.3126  -0.4269
 5XL  C8   C   CR16  0  -0.246  -3.2654   2.2284  -0.4904
 5XL  C9   C   CR16  0  -0.221  -3.9201   1.0471  -0.1736
 5XL  C10  C   CR6   0  -0.089  -3.1852  -0.0588   0.2098
 5XL  C12  C   CR6   0   0.536  -0.9701  -1.1891   0.7000
 5XL  C13  C   CR56  0   0.533   1.0003   0.2069   0.4056
 5XL  N1   N   N     0  -0.623   0.2271   1.2712   0.0287
 5XL  N2   N   NR16  0  -0.749   0.3726  -0.9719   0.7185
 5XL  C3   C   CR5   0   0.015   2.3213   0.5577   0.3825
 5XL  CL   CL  CL    0  -0.089  -4.1014  -1.4758   0.5735
 5XL  O    O   O     0  -0.448  -1.4232  -2.2774   1.0037
 5XL  C2   C   CH2   0  -0.356   3.4999  -0.3022   0.6925
 5XL  N    N   NT    0  -0.394   4.3604  -0.4904  -0.4622
 5XL  C1   C   CH3   0  -0.523   5.5969  -1.1413  -0.0886
 5XL  C    C   CH3   0  -0.522   3.6914  -1.2104  -1.5231
 5XL  H1   H   HCR5  0   0.254   3.2258   2.5231  -0.1810
 5XL  H2   H   HCR5  0   0.295   0.6855   3.2903  -0.5732
 5XL  H3   H   HCR6  0   0.293  -1.4018   3.2401  -0.6832
 5XL  H4   H   HCR6  0   0.286  -3.8406   3.0928  -0.7921
 5XL  H5   H   HCR6  0   0.290  -4.9978   0.9887  -0.2267
 5XL  H6   H   HNR6  0   0.422   0.9509  -1.7530   0.9964
 5XL  H7   H   HCH2  0   0.250   4.0976   0.1678   1.4789
 5XL  H8   H   HCH2  0   0.197   3.1642  -1.2696   1.1109
 5XL  H10  H   HCH3  0   0.191   5.4557  -2.1641   0.2956
 5XL  H11  H   HCH3  0   0.234   6.2605  -1.2024  -0.9521
 5XL  H12  H   HCH3  0   0.232   6.1063  -0.5629   0.6839
 5XL  H13  H   HCH3  0   0.240   2.7995  -0.6722  -1.8439
 5XL  H14  H   HCH3  0   0.234   4.3535  -1.3020  -2.3849
 5XL  H15  H   HCH3  0   0.189   3.3825  -2.2258  -1.2256

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
 5XL  C8   C9   aromatic  1.387  0.020  1.387
 5XL  C8   C7   aromatic  1.378  0.020  1.378
 5XL  C9   C10  aromatic  1.382  0.020  1.382
 5XL  C7   C6   aromatic  1.392  0.020  1.392
 5XL  C10  CL   single    1.726  0.020  1.726
 5XL  C10  C11  aromatic  1.404  0.020  1.404
 5XL  C6   C11  aromatic  1.409  0.020  1.409
 5XL  C6   N1   aromatic  1.384  0.020  1.384
 5XL  C11  C12  single    1.483  0.020  1.483
 5XL  C5   N1   aromatic  1.384  0.020  1.384
 5XL  C5   C4   aromatic  1.360  0.020  1.360
 5XL  N1   C13  aromatic  1.368  0.020  1.368
 5XL  C12  O    double    1.217  0.020  1.217
 5XL  C12  N2   single    1.360  0.020  1.360
 5XL  C4   C3   aromatic  1.427  0.020  1.427
 5XL  C13  N2   single    1.372  0.020  1.372
 5XL  C13  C3   aromatic  1.367  0.020  1.367
 5XL  C3   C2   single    1.492  0.020  1.492
 5XL  C2   N    single    1.452  0.020  1.452
 5XL  C1   N    single    1.446  0.020  1.446
 5XL  N    C    single    1.446  0.020  1.446
 5XL  C4   H1   single    0.930  0.020  1.080
 5XL  C5   H2   single    0.930  0.020  1.080
 5XL  C7   H3   single    0.930  0.020  1.080
 5XL  C8   H4   single    0.930  0.020  1.080
 5XL  C9   H5   single    0.930  0.020  1.080
 5XL  N2   H6   single    0.860  0.020  1.020
 5XL  C2   H7   single    0.970  0.020  1.090
 5XL  C2   H8   single    0.970  0.020  1.090
 5XL  C1   H10  single    0.970  0.020  1.090
 5XL  C1   H11  single    0.970  0.020  1.090
 5XL  C1   H12  single    0.970  0.020  1.090
 5XL  C    H13  single    0.970  0.020  1.090
 5XL  C    H14  single    0.970  0.020  1.090
 5XL  C    H15  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
 5XL  H1   C4   C3   125.73  3.000
 5XL  H1   C4   C5   125.33  3.000
 5XL  C3   C4   C5   108.94  3.000
 5XL  H2   C5   N1   122.01  3.000
 5XL  H2   C5   C4   130.46  3.000
 5XL  N1   C5   C4   107.53  3.000
 5XL  N1   C6   C7   120.00  3.000
 5XL  N1   C6   C11  118.69  3.000
 5XL  C7   C6   C11  121.30  3.000
 5XL  C12  C11  C10  122.76  3.000
 5XL  C12  C11  C6   120.03  3.000
 5XL  C10  C11  C6   117.20  3.000
 5XL  H3   C7   C8   119.60  3.000
 5XL  H3   C7   C6   120.90  3.000
 5XL  C8   C7   C6   119.51  3.000
 5XL  H4   C8   C9   119.57  3.000
 5XL  H4   C8   C7   119.63  3.000
 5XL  C9   C8   C7   120.80  3.000
 5XL  H5   C9   C10  120.05  3.000
 5XL  H5   C9   C8   120.36  3.000
 5XL  C10  C9   C8   119.59  3.000
 5XL  CL   C10  C9   115.66  3.000
 5XL  CL   C10  C11  122.74  3.000
 5XL  C9   C10  C11  121.60  3.000
 5XL  O    C12  N2   120.45  3.000
 5XL  N2   C12  C11  114.80  3.000
 5XL  O    C12  C11  124.75  3.000
 5XL  C3   C13  N2   131.81  3.000
 5XL  C3   C13  N1   109.98  3.000
 5XL  N2   C13  N1   118.21  3.000
 5XL  C13  N1   C6   122.40  3.000
 5XL  C13  N1   C5   108.23  3.000
 5XL  C6   N1   C5   129.37  3.000
 5XL  H6   N2   C13  117.71  3.000
 5XL  H6   N2   C12  116.43  3.000
 5XL  C13  N2   C12  125.86  3.000
 5XL  C2   C3   C13  127.75  3.000
 5XL  C2   C3   C4   126.91  3.000
 5XL  C13  C3   C4   105.32  3.000
 5XL  H8   C2   H7   105.64  3.000
 5XL  H8   C2   N    111.54  3.000
 5XL  H7   C2   N    107.67  3.000
 5XL  H8   C2   C3   110.06  3.000
 5XL  H7   C2   C3   109.48  3.000
 5XL  N    C2   C3   112.19  3.000
 5XL  C    N    C1   111.16  3.000
 5XL  C    N    C2   111.95  3.000
 5XL  C1   N    C2   111.07  3.000
 5XL  H12  C1   H11  107.83  3.000
 5XL  H12  C1   H10  107.76  3.000
 5XL  H11  C1   H10  107.58  3.000
 5XL  H12  C1   N    110.09  3.000
 5XL  H11  C1   N    109.93  3.000
 5XL  H10  C1   N    113.47  3.000
 5XL  H15  C    H14  107.82  3.000
 5XL  H15  C    H13  107.75  3.000
 5XL  H14  C    H13  107.80  3.000
 5XL  H15  C    N    112.97  3.000
 5XL  H14  C    N    109.92  3.000
 5XL  H13  C    N    110.41  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
 5XL  CONST_01  C6   N1   C5   C4   180.00   0.0  0
 5XL  CONST_02  C13  N1   C5   C4     0.00   0.0  0
 5XL  CONST_03  N1   C13  C3   C4     0.00   0.0  0
 5XL  CONST_04  C7   C6   N1   C5     0.00   0.0  0
 5XL  CONST_05  C11  C6   N1   C5   180.00   0.0  0
 5XL  CONST_06  C3   C13  N1   C5     0.00   0.0  0
 5XL  CONST_07  C13  C3   C4   C5     0.00   0.0  0
 5XL  CONST_08  C9   C8   C7   C6     0.00   0.0  0
 5XL  CONST_09  C9   C10  C11  C6     0.00   0.0  0
 5XL  CONST_10  C3   C13  N1   C6   180.00   0.0  0
 5XL  CONST_11  C8   C9   C10  C11    0.00   0.0  0
 5XL  CONST_12  C8   C7   C6   C11    0.00   0.0  0
 5XL  CONST_13  C13  N1   C6   C11    0.00   0.0  0
 5XL  CONST_14  C10  C9   C8   C7     0.00   0.0  0
 5XL  CONST_15  C10  C11  C6   C7     0.00   0.0  0
 5XL  CONST_16  C13  N1   C6   C7   180.00   0.0  0
 5XL  CONST_17  N1   C6   C7   C8   180.00   0.0  0
 5XL  CONST_18  N1   C6   C11  C10  180.00   0.0  0
 5XL  CONST_19  C3   C4   C5   N1     0.00   0.0  0
 5XL  CONST_20  C13  N2   C12  C11    0.00   0.0  0
 5XL  CONST_21  C2   C3   C4   C5   180.00   0.0  0
 5XL  CONST_22  CL   C10  C11  C6   180.00   0.0  0
 5XL  CONST_23  CL   C10  C9   C8   180.00   0.0  0
 5XL  CONST_24  CL   C10  C11  C12    0.00   0.0  0
 5XL  CONST_25  C2   C3   C13  N1   180.00   0.0  0
 5XL  CONST_26  C2   C3   C13  N2     0.00   0.0  0
 5XL  CONST_27  O    C12  N2   C13  180.00   0.0  0
 5XL  CONST_28  H4   C8   C7   C6   180.00   0.0  0
 5XL  CONST_29  H2   C5   N1   C6     0.00   0.0  0
 5XL  CONST_30  H5   C9   C10  C11  180.00   0.0  0
 5XL  CONST_31  H3   C7   C6   C11  180.00   0.0  0
 5XL  CONST_32  H1   C4   C3   C13  180.00   0.0  0
 5XL  CONST_33  H6   N2   C12  C11  180.00   0.0  0
 5XL  Var_01    N    C2   C3   C4   -61.80  30.0  2
 5XL  Var_02    C1   N    C2   C3   170.77  30.0  3
 5XL  Var_03    H10  C1   N    C2    63.94  30.0  3
 5XL  Var_04    H13  C    N    C2    59.20  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
 5XL  plan-1  C4   0.020
 5XL  plan-1  C5   0.020
 5XL  plan-1  C6   0.020
 5XL  plan-1  C11  0.020
 5XL  plan-1  C7   0.020
 5XL  plan-1  C8   0.020
 5XL  plan-1  C9   0.020
 5XL  plan-1  C10  0.020
 5XL  plan-1  C12  0.020
 5XL  plan-1  C13  0.020
 5XL  plan-1  N1   0.020
 5XL  plan-1  N2   0.020
 5XL  plan-1  C3   0.020
 5XL  plan-1  CL   0.020
 5XL  plan-1  O    0.020
 5XL  plan-1  C2   0.020
 5XL  plan-1  H1   0.020
 5XL  plan-1  H2   0.020
 5XL  plan-1  H3   0.020
 5XL  plan-1  H4   0.020
 5XL  plan-1  H5   0.020
 5XL  plan-1  H6   0.020

