# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 10:54:31 2022
#   Inital geometry file: a 118 line input string
#   Ligand name: 6-azanyl-2-(methylamino)-4-[2-[4-(trifluoromethyl)phenyl]ethyl]-1,5-dihydroimidazo[4,5-g]quinazolin-8-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1[nH]c2cc3C(=O)N=C(N)Nc3c(CCc4ccc(cc4)C(F)(F)F)c2n1
#
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
 OQQ  OQQ  6-azanyl-2-(methylamino)-4-[2-[4-(trifluoromethyl)phenyl]ethyl]-1,5-dihydroimidazo[4,5-g]quinazolin-8-one  ligand  46  29  .  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_OQQ
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
 OQQ  N    N  NH1   0  -0.675  -2.8316   4.4791  -0.1147
 OQQ  C1   C  CR5   0   0.690  -2.8762   3.1439  -0.1208
 OQQ  C2   C  CR56  0   0.372  -3.7301   1.1148  -0.0446
 OQQ  C    C  CH3   0  -0.545  -3.9777   5.3159   0.1434
 OQQ  C10  C  CH2   0  -0.510   0.5841   0.0291   0.8405
 OQQ  C11  C  CR6   0   0.140   2.0680   0.1132   0.6363
 OQQ  C12  C  CR16  0  -0.299   2.8671  -1.0251   0.6870
 OQQ  C13  C  CR16  0  -0.259   4.2298  -0.9536   0.4432
 OQQ  C14  C  CR6   0  -0.214   4.8167   0.2709   0.1464
 OQQ  C15  C  CT    0   1.049   6.2756   0.3469  -0.1689
 OQQ  C16  C  CR16  0  -0.260   4.0309   1.4171   0.0904
 OQQ  C17  C  CR16  0  -0.290   2.6704   1.3324   0.3346
 OQQ  C18  C  CR56  0   0.134  -2.3290   1.0881  -0.2249
 OQQ  C3   C  CR16  0  -0.383  -4.4877  -0.0236   0.0325
 OQQ  C4   C  CR66  0  -0.202  -3.8139  -1.2459  -0.0636
 OQQ  C5   C  CR6   0   0.430  -4.5553  -2.5143   0.0128
 OQQ  C6   C  CR6   0   0.663  -2.5602  -3.6606  -0.2248
 OQQ  C7   C  CR66  0   0.384  -2.4200  -1.2757  -0.2339
 OQQ  C8   C  CR6   0  -0.041  -1.6425  -0.1179  -0.3329
 OQQ  C9   C  CH2   0  -0.535  -0.1524  -0.1113  -0.5016
 OQQ  F    F  F     0  -0.309   6.8097   1.5264   0.1711
 OQQ  F1   F  F     0  -0.308   6.9838  -0.5994   0.4589
 OQQ  F2   F  F     0  -0.317   6.5071   0.1881  -1.4833
 OQQ  N1   N  NR15  0  -0.749  -4.0428   2.4572   0.0175
 OQQ  N2   N  N     0  -0.535  -3.8624  -3.6805  -0.0776
 OQQ  N3   N  NH2   0  -0.832  -1.8941  -4.8161  -0.3058
 OQQ  N4   N  NR16  0  -0.760  -1.8314  -2.5270  -0.3029
 OQQ  N5   N  N     0  -0.533  -1.8260   2.3563  -0.2678
 OQQ  H1   H  HNH1  0   0.407  -1.9173   4.8966  -0.1467
 OQQ  H2   H  HCH3  0   0.243  -4.4034   5.1448   1.1351
 OQQ  H3   H  HCH3  0   0.271  -3.6634   6.3534   0.0864
 OQQ  H4   H  HCH3  0   0.245  -4.7609   5.1638  -0.6013
 OQQ  H5   H  HCH2  0   0.255   0.3416  -0.8183   1.4855
 OQQ  H6   H  HCH2  0   0.264   0.2236   0.9278   1.3444
 OQQ  H7   H  HCR6  0   0.258   2.4230  -1.9838   0.9261
 OQQ  H8   H  HCR6  0   0.271   4.8217  -1.8580   0.4922
 OQQ  H9   H  HCR6  0   0.271   4.4654   2.3811  -0.1390
 OQQ  H10  H  HCR6  0   0.258   2.0664   2.2312   0.2936
 OQQ  H11  H  HCR6  0   0.264  -5.5608   0.0009   0.1643
 OQQ  H12  H  HCH2  0   0.270   0.1213   0.7290  -1.1426
 OQQ  H13  H  HCH2  0   0.251   0.2095  -1.0014  -1.0236
 OQQ  H14  H  HNR5  0   0.425  -4.9624   2.8474   0.1495
 OQQ  H15  H  HNH2  0   0.412  -2.4053  -5.6782  -0.2374
 OQQ  H16  H  HNH2  0   0.414  -0.8954  -4.8629  -0.4057
 OQQ  H17  H  HNR6  0   0.418  -0.8313  -2.5969  -0.4056
 OQQ  O    O  O     0  -0.498  -5.7765  -2.5241   0.1547

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
 OQQ  C    N    single    1.442  0.020  1.442
 OQQ  F1   C15  single    1.338  0.020  1.338
 OQQ  F    C15  single    1.339  0.020  1.339
 OQQ  N    C1   single    1.336  0.020  1.336
 OQQ  C15  C14  single    1.495  0.020  1.495
 OQQ  C15  F2   single    1.344  0.020  1.344
 OQQ  C13  C14  aromatic  1.390  0.020  1.390
 OQQ  C13  C12  aromatic  1.386  0.020  1.386
 OQQ  C14  C16  aromatic  1.391  0.020  1.391
 OQQ  C12  C11  aromatic  1.392  0.020  1.392
 OQQ  C1   N5   aromatic  1.321  0.020  1.321
 OQQ  C1   N1   aromatic  1.361  0.020  1.361
 OQQ  N5   C18  aromatic  1.365  0.020  1.365
 OQQ  C16  C17  aromatic  1.385  0.020  1.385
 OQQ  C11  C17  aromatic  1.393  0.020  1.393
 OQQ  C11  C10  single    1.500  0.020  1.500
 OQQ  N1   C2   aromatic  1.380  0.020  1.380
 OQQ  C10  C9   single    1.537  0.020  1.537
 OQQ  C18  C2   aromatic  1.413  0.020  1.413
 OQQ  C18  C8   aromatic  1.392  0.020  1.392
 OQQ  C2   C3   aromatic  1.370  0.020  1.370
 OQQ  C9   C8   single    1.500  0.020  1.500
 OQQ  C8   C7   aromatic  1.398  0.020  1.398
 OQQ  C3   C4   aromatic  1.399  0.020  1.399
 OQQ  C7   C4   aromatic  1.405  0.020  1.405
 OQQ  C7   N4   single    1.385  0.020  1.385
 OQQ  C4   C5   single    1.471  0.020  1.471
 OQQ  N4   C6   single    1.350  0.020  1.350
 OQQ  C5   O    double    1.230  0.020  1.230
 OQQ  C5   N2   single    1.360  0.020  1.360
 OQQ  C6   N2   double    1.311  0.020  1.311
 OQQ  C6   N3   single    1.336  0.020  1.336
 OQQ  N    H1   single    0.860  0.020  1.020
 OQQ  C    H2   single    0.970  0.020  1.090
 OQQ  C    H3   single    0.970  0.020  1.090
 OQQ  C    H4   single    0.970  0.020  1.090
 OQQ  C10  H5   single    0.970  0.020  1.090
 OQQ  C10  H6   single    0.970  0.020  1.090
 OQQ  C12  H7   single    0.930  0.020  1.080
 OQQ  C13  H8   single    0.930  0.020  1.080
 OQQ  C16  H9   single    0.930  0.020  1.080
 OQQ  C17  H10  single    0.930  0.020  1.080
 OQQ  C3   H11  single    0.930  0.020  1.080
 OQQ  C9   H12  single    0.970  0.020  1.090
 OQQ  C9   H13  single    0.970  0.020  1.090
 OQQ  N1   H14  single    0.860  0.020  1.020
 OQQ  N3   H15  single    0.860  0.020  1.020
 OQQ  N3   H16  single    0.860  0.020  1.020
 OQQ  N4   H17  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
 OQQ  H1   N    C    119.16  3.000
 OQQ  H1   N    C1   116.43  3.000
 OQQ  C    N    C1   123.65  3.000
 OQQ  N5   C1   N1   113.08  3.000
 OQQ  N1   C1   N    122.18  3.000
 OQQ  N5   C1   N    124.74  3.000
 OQQ  N1   C2   C3   132.91  3.000
 OQQ  C3   C2   C18  122.68  3.000
 OQQ  N1   C2   C18  104.41  3.000
 OQQ  H4   C    H3   107.77  3.000
 OQQ  H4   C    H2   108.53  3.000
 OQQ  H3   C    H2   108.07  3.000
 OQQ  H4   C    N    111.55  3.000
 OQQ  H3   C    N    108.36  3.000
 OQQ  H2   C    N    112.40  3.000
 OQQ  H6   C10  H5   107.03  3.000
 OQQ  H6   C10  C9   108.66  3.000
 OQQ  H5   C10  C9   109.78  3.000
 OQQ  H6   C10  C11  110.08  3.000
 OQQ  H5   C10  C11  110.09  3.000
 OQQ  C9   C10  C11  111.11  3.000
 OQQ  C17  C11  C12  118.39  3.000
 OQQ  C17  C11  C10  120.41  3.000
 OQQ  C12  C11  C10  121.14  3.000
 OQQ  H7   C12  C13  119.18  3.000
 OQQ  H7   C12  C11  119.76  3.000
 OQQ  C13  C12  C11  121.06  3.000
 OQQ  H8   C13  C14  121.00  3.000
 OQQ  H8   C13  C12  119.13  3.000
 OQQ  C14  C13  C12  119.87  3.000
 OQQ  C16  C14  C15  120.07  3.000
 OQQ  C16  C14  C13  119.74  3.000
 OQQ  C15  C14  C13  120.13  3.000
 OQQ  F2   C15  F1   106.50  3.000
 OQQ  F2   C15  F    106.48  3.000
 OQQ  F1   C15  F    107.02  3.000
 OQQ  F2   C15  C14  111.62  3.000
 OQQ  F    C15  C14  112.38  3.000
 OQQ  F1   C15  C14  112.43  3.000
 OQQ  H9   C16  C17  119.10  3.000
 OQQ  H9   C16  C14  121.06  3.000
 OQQ  C17  C16  C14  119.84  3.000
 OQQ  H10  C17  C16  119.35  3.000
 OQQ  H10  C17  C11  119.55  3.000
 OQQ  C16  C17  C11  121.10  3.000
 OQQ  N5   C18  C8   128.37  3.000
 OQQ  C8   C18  C2   121.02  3.000
 OQQ  N5   C18  C2   110.60  3.000
 OQQ  H11  C3   C4   120.40  3.000
 OQQ  H11  C3   C2   122.47  3.000
 OQQ  C4   C3   C2   117.12  3.000
 OQQ  C7   C4   C5   119.22  3.000
 OQQ  C5   C4   C3   120.46  3.000
 OQQ  C7   C4   C3   120.32  3.000
 OQQ  N2   C5   C4   118.64  3.000
 OQQ  N2   C5   O    120.46  3.000
 OQQ  C4   C5   O    120.89  3.000
 OQQ  N4   C6   N3   116.97  3.000
 OQQ  N3   C6   N2   119.27  3.000
 OQQ  N4   C6   N2   123.76  3.000
 OQQ  N4   C7   C8   120.56  3.000
 OQQ  N4   C7   C4   116.56  3.000
 OQQ  C8   C7   C4   122.88  3.000
 OQQ  C9   C8   C7   124.35  3.000
 OQQ  C7   C8   C18  115.96  3.000
 OQQ  C9   C8   C18  119.67  3.000
 OQQ  H13  C9   H12  105.26  3.000
 OQQ  H13  C9   C8   112.26  3.000
 OQQ  H12  C9   C8   108.58  3.000
 OQQ  H13  C9   C10  109.42  3.000
 OQQ  H12  C9   C10  108.80  3.000
 OQQ  C8   C9   C10  112.23  3.000
 OQQ  H14  N1   C2   126.12  3.000
 OQQ  H14  N1   C1   126.89  3.000
 OQQ  C2   N1   C1   106.99  3.000
 OQQ  C6   N2   C5   120.05  3.000
 OQQ  H16  N3   H15  118.21  3.000
 OQQ  H16  N3   C6   122.80  3.000
 OQQ  H15  N3   C6   118.97  3.000
 OQQ  H17  N4   C7   119.32  3.000
 OQQ  H17  N4   C6   118.91  3.000
 OQQ  C7   N4   C6   121.77  3.000
 OQQ  C18  N5   C1   104.92  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
 OQQ  CONST_01  C2   C18  N5   C1      0.00   0.0  0
 OQQ  CONST_02  C8   C18  N5   C1    180.00   0.0  0
 OQQ  CONST_03  C18  C2   N1   C1      0.00   0.0  0
 OQQ  CONST_04  C3   C2   N1   C1    180.00   0.0  0
 OQQ  CONST_05  N5   C1   N1   C2      0.00   0.0  0
 OQQ  CONST_06  C7   C8   C18  C2      0.00   0.0  0
 OQQ  CONST_07  C7   C4   C3   C2      0.00   0.0  0
 OQQ  CONST_08  C14  C13  C12  C11     0.00   0.0  0
 OQQ  CONST_09  C14  C16  C17  C11     0.00   0.0  0
 OQQ  CONST_10  C16  C14  C13  C12     0.00   0.0  0
 OQQ  CONST_11  C16  C17  C11  C12     0.00   0.0  0
 OQQ  CONST_12  C17  C16  C14  C13     0.00   0.0  0
 OQQ  CONST_13  C17  C11  C12  C13     0.00   0.0  0
 OQQ  CONST_14  N1   C1   N5   C18     0.00   0.0  0
 OQQ  CONST_15  C4   C3   C2   C18     0.00   0.0  0
 OQQ  CONST_16  C4   C7   C8   C18     0.00   0.0  0
 OQQ  CONST_17  N5   C18  C2   C3    180.00   0.0  0
 OQQ  CONST_18  C8   C18  C2   C3      0.00   0.0  0
 OQQ  CONST_19  C8   C7   C4   C3      0.00   0.0  0
 OQQ  CONST_20  N1   C2   C3   C4    180.00   0.0  0
 OQQ  CONST_21  N5   C18  C8   C7    180.00   0.0  0
 OQQ  CONST_22  N1   C2   C18  C8    180.00   0.0  0
 OQQ  CONST_23  N5   C18  C2   N1      0.00   0.0  0
 OQQ  CONST_24  N4   C6   N2   C5      0.00   0.0  0
 OQQ  CONST_25  N2   C6   N4   C7      0.00   0.0  0
 OQQ  CONST_26  C18  N5   C1   N     180.00   0.0  0
 OQQ  CONST_27  C2   N1   C1   N     180.00   0.0  0
 OQQ  CONST_28  C9   C8   C18  C2    180.00   0.0  0
 OQQ  CONST_29  C13  C12  C11  C10   180.00   0.0  0
 OQQ  CONST_30  C16  C17  C11  C10   180.00   0.0  0
 OQQ  CONST_31  C15  C14  C13  C12   180.00   0.0  0
 OQQ  CONST_32  C17  C16  C14  C15   180.00   0.0  0
 OQQ  CONST_33  C9   C8   C7   C4    180.00   0.0  0
 OQQ  CONST_34  N5   C18  C8   C9      0.00   0.0  0
 OQQ  CONST_35  N4   C7   C8   C9      0.00   0.0  0
 OQQ  CONST_36  N3   C6   N2   C5    180.00   0.0  0
 OQQ  CONST_37  N3   C6   N4   C7    180.00   0.0  0
 OQQ  CONST_38  H8   C13  C12  C11   180.00   0.0  0
 OQQ  CONST_39  H9   C16  C17  C11   180.00   0.0  0
 OQQ  CONST_40  H10  C17  C11  C12   180.00   0.0  0
 OQQ  CONST_41  H7   C12  C13  C14   180.00   0.0  0
 OQQ  CONST_42  H14  N1   C2   C18   180.00   0.0  0
 OQQ  CONST_43  H11  C3   C2   C18   180.00   0.0  0
 OQQ  CONST_44  H17  N4   C6   N2    180.00   0.0  0
 OQQ  CONST_45  N5   C1   N    C     180.00   0.0  0
 OQQ  CONST_46  N1   C1   N    C       0.00   0.0  0
 OQQ  CONST_47  H1   N    C1   N1    180.00   0.0  0
 OQQ  CONST_48  H15  N3   C6   N2      0.00   0.0  0
 OQQ  CONST_49  H16  N3   C6   N2    180.00   0.0  0
 OQQ  Var_01    C18  C8   C9   C10    83.02  30.0  2
 OQQ  Var_02    C8   C9   C10  C11  -176.70  30.0  3
 OQQ  Var_03    C9   C10  C11  C12   -93.30  30.0  2
 OQQ  Var_04    F1   C15  C14  C13   -30.15  30.0  2
 OQQ  Var_05    H2   C    N    C1     60.70  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
 OQQ  plan-1  C10  0.020
 OQQ  plan-1  C11  0.020
 OQQ  plan-1  C12  0.020
 OQQ  plan-1  C13  0.020
 OQQ  plan-1  C14  0.020
 OQQ  plan-1  C15  0.020
 OQQ  plan-1  C16  0.020
 OQQ  plan-1  C17  0.020
 OQQ  plan-1  H7   0.020
 OQQ  plan-1  H8   0.020
 OQQ  plan-1  H9   0.020
 OQQ  plan-1  H10  0.020
 OQQ  plan-2  N    0.020
 OQQ  plan-2  C1   0.020
 OQQ  plan-2  C2   0.020
 OQQ  plan-2  C18  0.020
 OQQ  plan-2  C3   0.020
 OQQ  plan-2  C4   0.020
 OQQ  plan-2  C5   0.020
 OQQ  plan-2  C6   0.020
 OQQ  plan-2  C7   0.020
 OQQ  plan-2  C8   0.020
 OQQ  plan-2  C9   0.020
 OQQ  plan-2  N1   0.020
 OQQ  plan-2  N2   0.020
 OQQ  plan-2  N3   0.020
 OQQ  plan-2  N4   0.020
 OQQ  plan-2  N5   0.020
 OQQ  plan-2  H11  0.020
 OQQ  plan-2  H14  0.020
 OQQ  plan-2  H15  0.020
 OQQ  plan-2  H16  0.020
 OQQ  plan-2  H17  0.020
 OQQ  plan-2  O    0.020
 OQQ  plan-3  N    0.020
 OQQ  plan-3  C1   0.020
 OQQ  plan-3  C    0.020
 OQQ  plan-3  H1   0.020

