# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 07:37:27 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: 6-chloranyl-3-(2-ethylbutyl)-4~{H}-pyrrolo[1,2-a]quinazolin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(CC)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
 5XK  5XK  6-chloranyl-3-(2-ethylbutyl)-4~{H}-pyrrolo[1,2-a]quinazolin-5-one  ligand  40  21  .  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_5XK
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
 5XK  C4   C   CH3   0  -0.668  -4.6795  -0.4111  -2.4532
 5XK  C14  C   CR66  0  -0.095   2.0560   0.1047  -0.0481
 5XK  C5   C   CH2   0  -0.540  -3.0947  -0.1338   1.0987
 5XK  C6   C   CR5   0   0.043  -1.8491  -0.9310   0.8835
 5XK  C11  C   CR16  0  -0.246   3.8147  -2.0610  -0.3201
 5XK  C7   C   CR15  0  -0.424  -1.6744  -2.3464   0.9256
 5XK  C8   C   CR15  0  -0.050  -0.3731  -2.6455   0.6538
 5XK  C9   C   CR66  0   0.455   1.6181  -1.2242   0.1261
 5XK  C10  C   CR16  0  -0.336   2.4938  -2.2979  -0.0090
 5XK  C12  C   CR16  0  -0.221   4.2809  -0.7672  -0.5014
 5XK  C13  C   CR6   0  -0.090   3.4098   0.2975  -0.3674
 5XK  N1   N   NR16  0  -0.749  -0.1716   0.8579   0.4101
 5XK  C3   C   CH2   0  -0.413  -4.2743  -0.7801  -1.0319
 5XK  CL   CL  CL    0  -0.089   4.0972   1.8607  -0.6205
 5XK  C15  C   CR6   0   0.535   1.1014   1.2295   0.1091
 5XK  O    O   O     0  -0.448   1.3904   2.4061  -0.0114
 5XK  C16  C   CR56  0   0.533  -0.6131  -0.4312   0.5784
 5XK  N    N   N     0  -0.622   0.2882  -1.4506   0.4365
 5XK  C2   C   CH1   0  -0.215  -3.7427   0.3871  -0.1967
 5XK  C1   C   CH2   0  -0.423  -4.8389   1.4097   0.1151
 5XK  C    C   CH3   0  -0.673  -4.3288   2.7166   0.7110
 5XK  H1   H   HCH3  0   0.221  -5.5057   0.2997  -2.4826
 5XK  H2   H   HCH3  0   0.216  -3.8430   0.0331  -2.9963
 5XK  H3   H   HCH3  0   0.228  -4.9972  -1.2949  -3.0081
 5XK  H4   H   HCH2  0   0.243  -3.8252  -0.7474   1.6350
 5XK  H5   H   HCH2  0   0.244  -2.8749   0.7047   1.7670
 5XK  H6   H   HCR6  0   0.286   4.4975  -2.8928  -0.4247
 5XK  H7   H   HCR5  0   0.254  -2.4469  -3.0686   1.1412
 5XK  H8   H   HCR5  0   0.293   0.1291  -3.5943   0.5943
 5XK  H9   H   HCR6  0   0.293   2.1503  -3.3125   0.1287
 5XK  H10  H   HCR6  0   0.290   5.3185  -0.5897  -0.7452
 5XK  H11  H   HNR6  0   0.418  -0.8443   1.6042   0.5219
 5XK  H12  H   HCH2  0   0.208  -5.1245  -1.2303  -0.5071
 5XK  H13  H   HCH2  0   0.230  -3.5076  -1.5582  -1.0844
 5XK  H14  H   HCH1  0   0.204  -2.9677   0.8969  -0.7876
 5XK  H15  H   HCH2  0   0.228  -5.3841   1.6441  -0.8023
 5XK  H16  H   HCH2  0   0.211  -5.5709   0.9523   0.7901
 5XK  H17  H   HCH3  0   0.221  -3.8982   2.5850   1.7040
 5XK  H18  H   HCH3  0   0.217  -3.5604   3.1617   0.0751
 5XK  H19  H   HCH3  0   0.232  -5.1360   3.4435   0.8067

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
 5XK  C12  C11  aromatic  1.387  0.020  1.387
 5XK  C12  C13  aromatic  1.382  0.020  1.382
 5XK  C11  C10  aromatic  1.378  0.020  1.378
 5XK  CL   C13  single    1.726  0.020  1.726
 5XK  C13  C14  aromatic  1.404  0.020  1.404
 5XK  C10  C9   aromatic  1.392  0.020  1.392
 5XK  C14  C9   aromatic  1.410  0.020  1.410
 5XK  C14  C15  single    1.484  0.020  1.484
 5XK  C9   N    aromatic  1.384  0.020  1.384
 5XK  O    C15  double    1.218  0.020  1.218
 5XK  C15  N1   single    1.360  0.020  1.360
 5XK  N    C8   aromatic  1.383  0.020  1.383
 5XK  N    C16  aromatic  1.368  0.020  1.368
 5XK  N1   C16  single    1.373  0.020  1.373
 5XK  C8   C7   aromatic  1.363  0.020  1.363
 5XK  C16  C6   aromatic  1.368  0.020  1.368
 5XK  C7   C6   aromatic  1.427  0.020  1.427
 5XK  C6   C5   single    1.495  0.020  1.495
 5XK  C    C1   single    1.524  0.020  1.524
 5XK  C5   C2   single    1.539  0.020  1.539
 5XK  C1   C2   single    1.531  0.020  1.531
 5XK  C2   C3   single    1.531  0.020  1.531
 5XK  C3   C4   single    1.523  0.020  1.523
 5XK  C4   H1   single    0.970  0.020  1.090
 5XK  C4   H2   single    0.970  0.020  1.090
 5XK  C4   H3   single    0.970  0.020  1.090
 5XK  C5   H4   single    0.970  0.020  1.090
 5XK  C5   H5   single    0.970  0.020  1.090
 5XK  C11  H6   single    0.930  0.020  1.080
 5XK  C7   H7   single    0.930  0.020  1.080
 5XK  C8   H8   single    0.930  0.020  1.080
 5XK  C10  H9   single    0.930  0.020  1.080
 5XK  C12  H10  single    0.930  0.020  1.080
 5XK  N1   H11  single    0.860  0.020  1.020
 5XK  C3   H12  single    0.970  0.020  1.090
 5XK  C3   H13  single    0.970  0.020  1.090
 5XK  C2   H14  single    0.970  0.020  1.090
 5XK  C1   H15  single    0.970  0.020  1.090
 5XK  C1   H16  single    0.970  0.020  1.090
 5XK  C    H17  single    0.970  0.020  1.090
 5XK  C    H18  single    0.970  0.020  1.090
 5XK  C    H19  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
 5XK  H3   C4   H2   107.44  3.000
 5XK  H3   C4   H1   107.08  3.000
 5XK  H2   C4   H1   107.58  3.000
 5XK  H3   C4   C3   110.84  3.000
 5XK  H2   C4   C3   111.03  3.000
 5XK  H1   C4   C3   112.62  3.000
 5XK  C15  C14  C13  122.70  3.000
 5XK  C15  C14  C9   120.11  3.000
 5XK  C13  C14  C9   117.19  3.000
 5XK  H5   C5   H4   105.33  3.000
 5XK  H5   C5   C2   109.83  3.000
 5XK  H4   C5   C2   108.73  3.000
 5XK  H5   C5   C6   109.22  3.000
 5XK  H4   C5   C6   109.13  3.000
 5XK  C2   C5   C6   114.22  3.000
 5XK  C16  C6   C7   104.97  3.000
 5XK  C7   C6   C5   128.83  3.000
 5XK  C16  C6   C5   126.18  3.000
 5XK  H6   C11  C12  119.52  3.000
 5XK  H6   C11  C10  119.68  3.000
 5XK  C12  C11  C10  120.81  3.000
 5XK  H7   C7   C8   125.21  3.000
 5XK  H7   C7   C6   125.59  3.000
 5XK  C8   C7   C6   109.20  3.000
 5XK  H8   C8   N    122.04  3.000
 5XK  H8   C8   C7   130.60  3.000
 5XK  N    C8   C7   107.36  3.000
 5XK  N    C9   C10  120.00  3.000
 5XK  N    C9   C14  118.70  3.000
 5XK  C10  C9   C14  121.30  3.000
 5XK  H9   C10  C9   120.81  3.000
 5XK  H9   C10  C11  119.69  3.000
 5XK  C9   C10  C11  119.50  3.000
 5XK  H10  C12  C13  120.04  3.000
 5XK  H10  C12  C11  120.36  3.000
 5XK  C13  C12  C11  119.60  3.000
 5XK  CL   C13  C12  115.61  3.000
 5XK  CL   C13  C14  122.79  3.000
 5XK  C12  C13  C14  121.59  3.000
 5XK  H11  N1   C16  117.75  3.000
 5XK  H11  N1   C15  116.47  3.000
 5XK  C16  N1   C15  125.78  3.000
 5XK  H13  C3   H12  105.94  3.000
 5XK  H13  C3   C2   108.98  3.000
 5XK  H12  C3   C2   108.75  3.000
 5XK  H13  C3   C4   108.30  3.000
 5XK  H12  C3   C4   109.88  3.000
 5XK  C2   C3   C4   114.63  3.000
 5XK  O    C15  N1   120.54  3.000
 5XK  N1   C15  C14  114.75  3.000
 5XK  O    C15  C14  124.71  3.000
 5XK  N    C16  N1   118.37  3.000
 5XK  N1   C16  C6   131.38  3.000
 5XK  N    C16  C6   110.26  3.000
 5XK  C16  N    C9   122.30  3.000
 5XK  C16  N    C8   108.21  3.000
 5XK  C9   N    C8   129.49  3.000
 5XK  H14  C2   C1   107.72  3.000
 5XK  H14  C2   C3   107.76  3.000
 5XK  C1   C2   C3   111.83  3.000
 5XK  H14  C2   C5   108.20  3.000
 5XK  C3   C2   C5   110.33  3.000
 5XK  C1   C2   C5   110.85  3.000
 5XK  H16  C1   H15  105.87  3.000
 5XK  H16  C1   C    109.92  3.000
 5XK  H15  C1   C    108.14  3.000
 5XK  H16  C1   C2   108.96  3.000
 5XK  H15  C1   C2   109.24  3.000
 5XK  C    C1   C2   114.37  3.000
 5XK  H19  C    H18  107.47  3.000
 5XK  H19  C    H17  107.03  3.000
 5XK  H18  C    H17  107.56  3.000
 5XK  H19  C    C1   110.98  3.000
 5XK  H18  C    C1   110.93  3.000
 5XK  H17  C    C1   112.63  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
 5XK  CONST_01  C11  C12  C13  C14     0.00   0.0  0
 5XK  CONST_02  C11  C10  C9   C14     0.00   0.0  0
 5XK  CONST_03  C8   N    C9   C14   180.00   0.0  0
 5XK  CONST_04  C16  N    C9   C14     0.00   0.0  0
 5XK  CONST_05  C9   N    C16  C6    180.00   0.0  0
 5XK  CONST_06  C8   N    C16  C6      0.00   0.0  0
 5XK  CONST_07  N    C8   C7   C6      0.00   0.0  0
 5XK  CONST_08  N    C9   C10  C11   180.00   0.0  0
 5XK  CONST_09  C9   N    C8   C7    180.00   0.0  0
 5XK  CONST_10  C16  N    C8   C7      0.00   0.0  0
 5XK  CONST_11  N    C16  C6   C7      0.00   0.0  0
 5XK  CONST_12  C10  C9   N    C8      0.00   0.0  0
 5XK  CONST_13  C16  C6   C7   C8      0.00   0.0  0
 5XK  CONST_14  C12  C11  C10  C9      0.00   0.0  0
 5XK  CONST_15  C12  C13  C14  C9      0.00   0.0  0
 5XK  CONST_16  C13  C12  C11  C10     0.00   0.0  0
 5XK  CONST_17  C13  C14  C9   C10     0.00   0.0  0
 5XK  CONST_18  C16  N    C9   C10   180.00   0.0  0
 5XK  CONST_19  N    C9   C14  C13   180.00   0.0  0
 5XK  CONST_20  C16  N1   C15  C14     0.00   0.0  0
 5XK  CONST_21  N    C16  C6   C5    180.00   0.0  0
 5XK  CONST_22  N1   C16  C6   C5      0.00   0.0  0
 5XK  CONST_23  C8   C7   C6   C5    180.00   0.0  0
 5XK  CONST_24  CL   C13  C12  C11   180.00   0.0  0
 5XK  CONST_25  CL   C13  C14  C9    180.00   0.0  0
 5XK  CONST_26  C15  C14  C13  CL      0.00   0.0  0
 5XK  CONST_27  C16  N1   C15  O     180.00   0.0  0
 5XK  CONST_28  H10  C12  C13  C14   180.00   0.0  0
 5XK  CONST_29  H9   C10  C9   C14   180.00   0.0  0
 5XK  CONST_30  H8   C8   C7   C6    180.00   0.0  0
 5XK  CONST_31  H6   C11  C10  C9    180.00   0.0  0
 5XK  CONST_32  H7   C7   C6   C16   180.00   0.0  0
 5XK  CONST_33  H11  N1   C15  C14   180.00   0.0  0
 5XK  Var_01    C2   C5   C6   C7   -102.59  30.0  2
 5XK  Var_02    C1   C2   C5   C6   -168.88  30.0  3
 5XK  Var_03    C5   C2   C3   C4   -168.20  30.0  2
 5XK  Var_04    C    C1   C2   C5     67.43  30.0  3
 5XK  Var_05    H17  C    C1   C2    -66.40  30.0  3
 5XK  Var_06    H1   C4   C3   C2    -63.11  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
 5XK  plan-1  C14  0.020
 5XK  plan-1  C5   0.020
 5XK  plan-1  C6   0.020
 5XK  plan-1  C11  0.020
 5XK  plan-1  C7   0.020
 5XK  plan-1  C8   0.020
 5XK  plan-1  C9   0.020
 5XK  plan-1  C10  0.020
 5XK  plan-1  C12  0.020
 5XK  plan-1  C13  0.020
 5XK  plan-1  N1   0.020
 5XK  plan-1  CL   0.020
 5XK  plan-1  C15  0.020
 5XK  plan-1  O    0.020
 5XK  plan-1  C16  0.020
 5XK  plan-1  N    0.020
 5XK  plan-1  H6   0.020
 5XK  plan-1  H7   0.020
 5XK  plan-1  H8   0.020
 5XK  plan-1  H9   0.020
 5XK  plan-1  H10  0.020
 5XK  plan-1  H11  0.020

