# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 10:52:27 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: 6-azanyl-2-(methylamino)-4-(2-phenylethyl)-3,7-dihydroimidazo[4,5-g]quinazolin-8-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1[nH]c2c(CCc3ccccc3)c4N=C(N)NC(=O)c4cc2n1
#
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
 OQN  OQN  6-azanyl-2-(methylamino)-4-(2-phenylethyl)-3,7-dihydroimidazo[4,5-g]quinazolin-8-one  ligand  43  25  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OQN
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
 OQN  C14  C  CR5   0   0.672   1.3480  -3.5673  -0.1041
 OQN  C13  C  CR56  0   0.167   2.2842  -1.6590   0.0441
 OQN  C12  C  CR56  0   0.335   0.9172  -1.4036  -0.2269
 OQN  C16  C  CR16  0  -0.420   3.1457  -0.5965   0.1929
 OQN  C17  C  CR66  0  -0.133   2.6226   0.6972   0.0731
 OQN  C11  C  CR16  0  -0.317  -4.2758  -0.4232   0.5069
 OQN  C8   C  CR16  0  -0.241  -5.0817   2.1202  -0.2407
 OQN  C6   C  CR6   0   0.134  -3.3259   0.5918   0.4219
 OQN  C7   C  CR16  0  -0.305  -3.7472   1.8657   0.0428
 OQN  C2   C  CR66  0   0.204   1.2545   0.9362  -0.1952
 OQN  C5   C  CH2   0  -0.508  -1.8726   0.3196   0.6855
 OQN  C3   C  CR6   0  -0.002   0.3667  -0.1468  -0.3622
 OQN  N    N  NR16  0  -0.717   2.8768   3.0575   0.1005
 OQN  C    C  CR6   0   0.546   3.5057   1.8395   0.2304
 OQN  O    O  O     0  -0.472   4.7049   1.7859   0.4576
 OQN  C1   C  CR6   0   0.638   1.5400   3.2045  -0.1515
 OQN  C10  C  CR16  0  -0.240  -5.6131  -0.1739   0.2250
 OQN  C15  C  CH3   0  -0.546  -0.2104  -5.4573  -0.2261
 OQN  C9   C  CR16  0  -0.274  -6.0204   1.0995  -0.1496
 OQN  N1   N  NH2   0  -0.835   1.0959   4.4742  -0.2920
 OQN  N2   N  N     0  -0.510   0.7380   2.2031  -0.2956
 OQN  N3   N  N     0  -0.536   2.5158  -3.0138   0.1144
 OQN  N4   N  NH1   0  -0.678   1.1124  -4.8861  -0.1516
 OQN  N5   N  NR15  0  -0.758   0.3498  -2.6517  -0.3107
 OQN  H17  H  HCR6  0   0.251   4.1973  -0.7479   0.3978
 OQN  H8   H  HCR6  0   0.253  -5.3910   3.1165  -0.5296
 OQN  H7   H  HCR6  0   0.243  -3.0200   2.6670  -0.0264
 OQN  H6   H  HCH2  0   0.254  -1.4224   1.1689   1.2040
 OQN  H5   H  HCH2  0   0.247  -1.7663  -0.5463   1.3434
 OQN  H    H  HNR6  0   0.420   3.4582   3.8800   0.1955
 OQN  H10  H  HCR6  0   0.253  -6.3380  -0.9743   0.3008
 OQN  H13  H  HCH3  0   0.240  -0.8270  -5.2171   0.6442
 OQN  H15  H  HCH3  0   0.244  -0.7349  -5.1279  -1.1247
 OQN  H14  H  HCH3  0   0.270  -0.1140  -6.5373  -0.2836
 OQN  H9   H  HCR6  0   0.253  -7.0623   1.2973  -0.3660
 OQN  H1   H  HNH2  0   0.405   1.6173   5.2284   0.1243
 OQN  H2   H  HNH2  0   0.400   0.0963   4.5916  -0.2734
 OQN  H12  H  HNH1  0   0.404   1.8743  -5.4772   0.1345
 OQN  H16  H  HNR5  0   0.420  -0.6171  -2.8571  -0.5029
 OQN  C4   C  CH2   0  -0.503  -1.0942   0.0710  -0.6157
 OQN  H11  H  HCR6  0   0.245  -3.9661  -1.4194   0.8020
 OQN  H3   H  HCH2  0   0.241  -1.5263  -0.7889  -1.1356
 OQN  H4   H  HCH2  0   0.257  -1.2269   0.9272  -1.2784

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
 OQN  C15  N4   single    1.443  0.020  1.443
 OQN  N4   C14  single    1.341  0.020  1.341
 OQN  C14  N5   aromatic  1.370  0.020  1.370
 OQN  C14  N3   aromatic  1.311  0.020  1.311
 OQN  N5   C12  aromatic  1.374  0.020  1.374
 OQN  C8   C9   aromatic  1.390  0.020  1.390
 OQN  C8   C7   aromatic  1.388  0.020  1.388
 OQN  N3   C13  aromatic  1.376  0.020  1.376
 OQN  C9   C10  aromatic  1.388  0.020  1.388
 OQN  C7   C6   aromatic  1.394  0.020  1.394
 OQN  C6   C5   single    1.502  0.020  1.502
 OQN  C6   C11  aromatic  1.393  0.020  1.393
 OQN  C10  C11  aromatic  1.389  0.020  1.389
 OQN  C12  C13  aromatic  1.417  0.020  1.417
 OQN  C12  C3   aromatic  1.379  0.020  1.379
 OQN  C5   C4   single    1.537  0.020  1.537
 OQN  C13  C16  aromatic  1.376  0.020  1.376
 OQN  C4   C3   single    1.499  0.020  1.499
 OQN  C3   C2   aromatic  1.410  0.020  1.410
 OQN  C16  C17  aromatic  1.401  0.020  1.401
 OQN  C2   C17  aromatic  1.415  0.020  1.415
 OQN  C2   N2   single    1.372  0.020  1.372
 OQN  C17  C    single    1.452  0.020  1.452
 OQN  N2   C1   double    1.291  0.020  1.291
 OQN  C    O    double    1.222  0.020  1.222
 OQN  C    N    single    1.377  0.020  1.377
 OQN  C1   N    single    1.368  0.020  1.368
 OQN  C1   N1   single    1.352  0.020  1.352
 OQN  C16  H17  single    0.930  0.020  1.080
 OQN  C11  H11  single    0.930  0.020  1.080
 OQN  C8   H8   single    0.930  0.020  1.080
 OQN  C7   H7   single    0.930  0.020  1.080
 OQN  C5   H6   single    0.970  0.020  1.090
 OQN  C5   H5   single    0.970  0.020  1.090
 OQN  C4   H3   single    0.970  0.020  1.090
 OQN  C4   H4   single    0.970  0.020  1.090
 OQN  N    H    single    0.860  0.020  1.020
 OQN  C10  H10  single    0.930  0.020  1.080
 OQN  C15  H13  single    0.970  0.020  1.090
 OQN  C15  H15  single    0.970  0.020  1.090
 OQN  C15  H14  single    0.970  0.020  1.090
 OQN  C9   H9   single    0.930  0.020  1.080
 OQN  N1   H1   single    0.890  0.020  1.040
 OQN  N1   H2   single    0.890  0.020  1.040
 OQN  N4   H12  single    0.860  0.020  1.020
 OQN  N5   H16  single    0.860  0.020  1.020

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
 OQN  N5   C14  N4   121.60  3.000
 OQN  N5   C14  N3   113.08  3.000
 OQN  N4   C14  N3   125.30  3.000
 OQN  N3   C13  C16  130.49  3.000
 OQN  C16  C13  C12  119.05  3.000
 OQN  N3   C13  C12  110.46  3.000
 OQN  N5   C12  C3   131.10  3.000
 OQN  C3   C12  C13  124.64  3.000
 OQN  N5   C12  C13  104.26  3.000
 OQN  H17  C16  C17  120.56  3.000
 OQN  H17  C16  C13  121.40  3.000
 OQN  C17  C16  C13  118.04  3.000
 OQN  C    C17  C2   118.40  3.000
 OQN  C    C17  C16  119.35  3.000
 OQN  C2   C17  C16  122.25  3.000
 OQN  H11  C11  C10  119.68  3.000
 OQN  H11  C11  C6   119.43  3.000
 OQN  C10  C11  C6   120.89  3.000
 OQN  H8   C8   C9   120.03  3.000
 OQN  H8   C8   C7   119.87  3.000
 OQN  C9   C8   C7   120.10  3.000
 OQN  C5   C6   C7   120.38  3.000
 OQN  C5   C6   C11  121.14  3.000
 OQN  C7   C6   C11  118.45  3.000
 OQN  H7   C7   C6   119.34  3.000
 OQN  H7   C7   C8   119.76  3.000
 OQN  C6   C7   C8   120.91  3.000
 OQN  N2   C2   C3   117.61  3.000
 OQN  N2   C2   C17  122.29  3.000
 OQN  C3   C2   C17  120.10  3.000
 OQN  H5   C5   H6   106.88  3.000
 OQN  H5   C5   C4   109.41  3.000
 OQN  H6   C5   C4   108.60  3.000
 OQN  H5   C5   C6   110.09  3.000
 OQN  H6   C5   C6   109.96  3.000
 OQN  C4   C5   C6   111.77  3.000
 OQN  C4   C3   C2   121.47  3.000
 OQN  C2   C3   C12  115.92  3.000
 OQN  C4   C3   C12  122.57  3.000
 OQN  H    N    C1   119.44  3.000
 OQN  H    N    C    116.60  3.000
 OQN  C1   N    C    123.96  3.000
 OQN  O    C    N    120.31  3.000
 OQN  N    C    C17  114.07  3.000
 OQN  O    C    C17  125.62  3.000
 OQN  N2   C1   N1   120.84  3.000
 OQN  N1   C1   N    116.15  3.000
 OQN  N2   C1   N    122.97  3.000
 OQN  H10  C10  C9   120.04  3.000
 OQN  H10  C10  C11  119.85  3.000
 OQN  C9   C10  C11  120.11  3.000
 OQN  H14  C15  H15  107.41  3.000
 OQN  H14  C15  H13  108.10  3.000
 OQN  H15  C15  H13  108.55  3.000
 OQN  H14  C15  N4   108.37  3.000
 OQN  H15  C15  N4   111.32  3.000
 OQN  H13  C15  N4   112.89  3.000
 OQN  H9   C9   C10  120.26  3.000
 OQN  H9   C9   C8   120.19  3.000
 OQN  C10  C9   C8   119.54  3.000
 OQN  H2   N1   H1   114.78  3.000
 OQN  H2   N1   C1   115.70  3.000
 OQN  H1   N1   C1   119.36  3.000
 OQN  C1   N2   C2   118.31  3.000
 OQN  C13  N3   C14  104.91  3.000
 OQN  H12  N4   C15  118.45  3.000
 OQN  H12  N4   C14  115.78  3.000
 OQN  C15  N4   C14  123.53  3.000
 OQN  H16  N5   C12  126.42  3.000
 OQN  H16  N5   C14  126.30  3.000
 OQN  C12  N5   C14  107.28  3.000
 OQN  H4   C4   H3   106.28  3.000
 OQN  H4   C4   C3   109.60  3.000
 OQN  H3   C4   C3   110.57  3.000
 OQN  H4   C4   C5   109.02  3.000
 OQN  H3   C4   C5   109.24  3.000
 OQN  C3   C4   C5   111.97  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
 OQN  CONST_01  C13  C12  N5   C14    0.00   0.0  0
 OQN  CONST_02  C3   C12  N5   C14  180.00   0.0  0
 OQN  CONST_03  C12  C13  N3   C14    0.00   0.0  0
 OQN  CONST_04  C16  C13  N3   C14  180.00   0.0  0
 OQN  CONST_05  N5   C14  N3   C13    0.00   0.0  0
 OQN  CONST_06  C2   C3   C12  C13    0.00   0.0  0
 OQN  CONST_07  C2   C17  C16  C13    0.00   0.0  0
 OQN  CONST_08  N3   C14  N5   C12    0.00   0.0  0
 OQN  CONST_09  C17  C16  C13  C12    0.00   0.0  0
 OQN  CONST_10  C17  C2   C3   C12    0.00   0.0  0
 OQN  CONST_11  N5   C12  C13  C16  180.00   0.0  0
 OQN  CONST_12  C3   C12  C13  C16    0.00   0.0  0
 OQN  CONST_13  C3   C2   C17  C16    0.00   0.0  0
 OQN  CONST_14  N3   C13  C16  C17  180.00   0.0  0
 OQN  CONST_15  C8   C7   C6   C11    0.00   0.0  0
 OQN  CONST_16  C8   C9   C10  C11    0.00   0.0  0
 OQN  CONST_17  C9   C8   C7   C6     0.00   0.0  0
 OQN  CONST_18  C9   C10  C11  C6     0.00   0.0  0
 OQN  CONST_19  C10  C9   C8   C7     0.00   0.0  0
 OQN  CONST_20  C10  C11  C6   C7     0.00   0.0  0
 OQN  CONST_21  N5   C12  C3   C2   180.00   0.0  0
 OQN  CONST_22  N3   C13  C12  C3   180.00   0.0  0
 OQN  CONST_23  N5   C12  C13  N3     0.00   0.0  0
 OQN  CONST_24  C1   N    C    C17    0.00   0.0  0
 OQN  CONST_25  N    C1   N2   C2     0.00   0.0  0
 OQN  CONST_26  N2   C1   N    C      0.00   0.0  0
 OQN  CONST_27  N4   C14  N3   C13  180.00   0.0  0
 OQN  CONST_28  C4   C3   C12  C13  180.00   0.0  0
 OQN  CONST_29  N4   C14  N5   C12  180.00   0.0  0
 OQN  CONST_30  C4   C3   C2   C17  180.00   0.0  0
 OQN  CONST_31  C5   C6   C7   C8   180.00   0.0  0
 OQN  CONST_32  C10  C11  C6   C5   180.00   0.0  0
 OQN  CONST_33  N5   C12  C3   C4     0.00   0.0  0
 OQN  CONST_34  N2   C2   C3   C4     0.00   0.0  0
 OQN  CONST_35  N1   C1   N2   C2   180.00   0.0  0
 OQN  CONST_36  N1   C1   N    C    180.00   0.0  0
 OQN  CONST_37  C1   N    C    O    180.00   0.0  0
 OQN  CONST_38  H16  N5   C12  C13  180.00   0.0  0
 OQN  CONST_39  H17  C16  C13  C12  180.00   0.0  0
 OQN  CONST_40  H7   C7   C6   C11  180.00   0.0  0
 OQN  CONST_41  H9   C9   C10  C11  180.00   0.0  0
 OQN  CONST_42  H10  C10  C9   C8   180.00   0.0  0
 OQN  CONST_43  H8   C8   C7   C6   180.00   0.0  0
 OQN  CONST_44  H11  C11  C6   C7   180.00   0.0  0
 OQN  CONST_45  H    N    C    C17  180.00   0.0  0
 OQN  CONST_46  N5   C14  N4   C15    0.00   0.0  0
 OQN  CONST_47  N3   C14  N4   C15  180.00   0.0  0
 OQN  CONST_48  H12  N4   C14  N3     0.00   0.0  0
 OQN  CONST_50  H2   N1   C1   N    180.00   0.0  0
 OQN  Var_01    C5   C4   C3   C12   94.80  30.0  3
 OQN  Var_02    C4   C5   C6   C11   96.32  30.0  2
 OQN  Var_03    C3   C4   C5   C6   177.72  30.0  3
 OQN  Var_04    H13  C15  N4   C14  -62.03  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
 OQN  plan-1  C11  0.020
 OQN  plan-1  C8   0.020
 OQN  plan-1  C6   0.020
 OQN  plan-1  C7   0.020
 OQN  plan-1  C5   0.020
 OQN  plan-1  C10  0.020
 OQN  plan-1  C9   0.020
 OQN  plan-1  H8   0.020
 OQN  plan-1  H7   0.020
 OQN  plan-1  H10  0.020
 OQN  plan-1  H9   0.020
 OQN  plan-1  H11  0.020
 OQN  plan-2  C14  0.020
 OQN  plan-2  C13  0.020
 OQN  plan-2  C12  0.020
 OQN  plan-2  C16  0.020
 OQN  plan-2  C17  0.020
 OQN  plan-2  C2   0.020
 OQN  plan-2  C3   0.020
 OQN  plan-2  N    0.020
 OQN  plan-2  C    0.020
 OQN  plan-2  O    0.020
 OQN  plan-2  C1   0.020
 OQN  plan-2  N1   0.020
 OQN  plan-2  N2   0.020
 OQN  plan-2  N3   0.020
 OQN  plan-2  N4   0.020
 OQN  plan-2  N5   0.020
 OQN  plan-2  H17  0.020
 OQN  plan-2  H    0.020
 OQN  plan-2  H1   0.020
 OQN  plan-2  H2   0.020
 OQN  plan-2  H16  0.020
 OQN  plan-2  C4   0.020
 OQN  plan-3  C14  0.020
 OQN  plan-3  C15  0.020
 OQN  plan-3  N4   0.020
 OQN  plan-3  H12  0.020

