# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 00:34:02 2022
#   Inital geometry file: a 85 line input string
#   Ligand name: 4-(2-azanyl-8-methoxy-quinazolin-6-yl)phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc2cnc(N)nc12)c3ccc(O)cc3
#
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
 9I5  9I5  "4-(2-azanyl-8-methoxy-quinazolin-6-yl)phenol"
  ligand  33  20  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_9I5
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
 9I5  N1   N  NH2   0  -0.823  32.1296   8.2190  65.1724
 9I5  C4   C  CR16  0  -0.412  35.0992  12.4393  66.9159
 9I5  C5   C  CR66  0   0.032  34.3382  11.3477  66.4555
 9I5  C6   C  CR16  0  -0.033  34.5662  10.0142  66.8661
 9I5  C7   C  CR6   0   0.526  32.8672   9.2792  65.5593
 9I5  C8   C  CR66  0   0.182  33.2906  11.5086  65.5304
 9I5  C10  C  CR16  0  -0.297  36.0513  14.9655  68.2389
 9I5  C13  C  CR16  0  -0.321  36.6117  17.0341  66.4893
 9I5  C12  C  CR6   0   0.344  37.0700  17.1031  67.8031
 9I5  C11  C  CR16  0  -0.366  36.7828  16.0574  68.6774
 9I5  C14  C  CR16  0  -0.298  35.8831  15.9367  66.0660
 9I5  C9   C  CR6   0   0.068  35.5865  14.8768  66.9267
 9I5  C3   C  CR6   0   0.112  34.8177  13.7048  66.4655
 9I5  C2   C  CR16  0  -0.465  33.7603  13.8812  65.5333
 9I5  C1   C  CR6   0   0.348  33.0130  12.8292  65.0642
 9I5  O    O  O2    0  -0.452  32.0039  12.9289  64.1881
 9I5  C    C  CH3   0  -0.439  31.6716  14.2088  63.6902
 9I5  N2   N  N     0  -0.476  32.5624  10.4686  65.0882
 9I5  N    N  N     0  -0.437  33.8646   9.0044  66.4457
 9I5  H1   H  HNH2  0   0.394  31.5048   8.3228  64.3916
 9I5  H2   H  HNH2  0   0.395  32.4750   7.2944  65.3624
 9I5  H3   H  HCR6  0   0.253  35.9135  12.2561  67.6069
 9I5  H4   H  HCR6  0   0.275  35.3653   9.8037  67.5724
 9I5  H5   H  HCR6  0   0.255  35.8238  14.1784  68.9472
 9I5  H6   H  HCR6  0   0.262  36.8351  17.8376  65.7986
 9I5  H7   H  HOH1  0   0.473  38.0371  18.1307  69.0926
 9I5  H8   H  HCR6  0   0.270  37.1209  16.0976  69.7070
 9I5  H9   H  HCR6  0   0.253  35.5590  15.9013  65.0332
 9I5  H10  H  HCR6  0   0.283  33.5349  14.8878  65.2066
 9I5  H11  H  HCH3  0   0.261  30.8464  14.0661  62.9971
 9I5  H12  H  HCH3  0   0.229  31.3513  14.8855  64.4871
 9I5  H13  H  HCH3  0   0.229  32.5076  14.6671  63.1547
 9I5  O1   O  OH1   0  -0.627  37.7744  18.1915  68.1671

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
 9I5  C    O    single    1.413  0.020  1.413
 9I5  O    C1   single    1.340  0.020  1.340
 9I5  C1   C8   aromatic  1.428  0.020  1.428
 9I5  C1   C2   aromatic  1.373  0.020  1.373
 9I5  N2   C8   aromatic  1.344  0.020  1.344
 9I5  N2   C7   aromatic  1.315  0.020  1.315
 9I5  N1   C7   single    1.348  0.020  1.348
 9I5  C8   C5   aromatic  1.407  0.020  1.407
 9I5  C2   C3   aromatic  1.421  0.020  1.421
 9I5  C7   N    aromatic  1.362  0.020  1.362
 9I5  C14  C13  aromatic  1.384  0.020  1.384
 9I5  C14  C9   aromatic  1.397  0.020  1.397
 9I5  C5   C4   aromatic  1.408  0.020  1.408
 9I5  C5   C6   aromatic  1.414  0.020  1.414
 9I5  C3   C4   aromatic  1.372  0.020  1.372
 9I5  C3   C9   single    1.476  0.020  1.476
 9I5  N    C6   aromatic  1.299  0.020  1.299
 9I5  C13  C12  aromatic  1.393  0.020  1.393
 9I5  C9   C10  aromatic  1.395  0.020  1.395
 9I5  C12  O1   single    1.347  0.020  1.347
 9I5  C12  C11  aromatic  1.393  0.020  1.393
 9I5  C10  C11  aromatic  1.386  0.020  1.386
 9I5  N1   H1   single    0.890  0.020  1.040
 9I5  N1   H2   single    0.890  0.020  1.040
 9I5  C4   H3   single    0.930  0.020  1.080
 9I5  C6   H4   single    0.930  0.020  1.080
 9I5  C10  H5   single    0.930  0.020  1.080
 9I5  C13  H6   single    0.930  0.020  1.080
 9I5  O1   H7   single    0.850  0.020  0.980
 9I5  C11  H8   single    0.930  0.020  1.080
 9I5  C14  H9   single    0.930  0.020  1.080
 9I5  C2   H10  single    0.930  0.020  1.080
 9I5  C    H11  single    0.970  0.020  1.090
 9I5  C    H12  single    0.970  0.020  1.090
 9I5  C    H13  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
 9I5  H2   N1   H1   117.09  3.000
 9I5  H2   N1   C7   118.76  3.000
 9I5  H1   N1   C7   118.80  3.000
 9I5  H3   C4   C3   121.28  3.000
 9I5  H3   C4   C5   118.92  3.000
 9I5  C3   C4   C5   119.78  3.000
 9I5  C8   C5   C6   114.77  3.000
 9I5  C6   C5   C4   123.30  3.000
 9I5  C8   C5   C4   121.92  3.000
 9I5  H4   C6   N    117.16  3.000
 9I5  H4   C6   C5   119.34  3.000
 9I5  N    C6   C5   123.50  3.000
 9I5  N    C7   N2   125.81  3.000
 9I5  N    C7   N1   115.38  3.000
 9I5  N2   C7   N1   118.79  3.000
 9I5  N2   C8   C1   120.19  3.000
 9I5  N2   C8   C5   122.08  3.000
 9I5  C1   C8   C5   117.73  3.000
 9I5  H5   C10  C9   119.94  3.000
 9I5  H5   C10  C11  118.47  3.000
 9I5  C9   C10  C11  121.58  3.000
 9I5  H6   C13  C14  120.14  3.000
 9I5  H6   C13  C12  119.80  3.000
 9I5  C14  C13  C12  120.07  3.000
 9I5  C11  C12  O1   123.02  3.000
 9I5  C11  C12  C13  119.14  3.000
 9I5  O1   C12  C13  117.84  3.000
 9I5  H8   C11  C12  120.25  3.000
 9I5  H8   C11  C10  119.62  3.000
 9I5  C12  C11  C10  120.12  3.000
 9I5  H9   C14  C9   119.94  3.000
 9I5  H9   C14  C13  118.38  3.000
 9I5  C9   C14  C13  121.67  3.000
 9I5  C3   C9   C14  121.38  3.000
 9I5  C3   C9   C10  121.20  3.000
 9I5  C14  C9   C10  117.42  3.000
 9I5  C2   C3   C9   119.62  3.000
 9I5  C9   C3   C4   121.53  3.000
 9I5  C2   C3   C4   118.85  3.000
 9I5  H10  C2   C1   119.75  3.000
 9I5  H10  C2   C3   117.95  3.000
 9I5  C1   C2   C3   122.29  3.000
 9I5  O    C1   C2   125.19  3.000
 9I5  C2   C1   C8   119.43  3.000
 9I5  O    C1   C8   115.38  3.000
 9I5  C    O    C1   118.34  3.000
 9I5  H13  C    H12  108.75  3.000
 9I5  H13  C    H11  108.85  3.000
 9I5  H12  C    H11  108.88  3.000
 9I5  H13  C    O    111.87  3.000
 9I5  H12  C    O    111.89  3.000
 9I5  H11  C    O    106.51  3.000
 9I5  C8   N2   C7   117.15  3.000
 9I5  C7   N    C6   116.68  3.000
 9I5  H7   O1   C12  110.55  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
 9I5  CONST_01  C1   C8   C5   C4     0.00   0.0  0
 9I5  CONST_02  N2   C8   C5   C4   180.00   0.0  0
 9I5  CONST_03  N    C6   C5   C4   180.00   0.0  0
 9I5  CONST_04  C1   C2   C3   C4     0.00   0.0  0
 9I5  CONST_07  C2   C1   C8   C5     0.00   0.0  0
 9I5  CONST_08  C7   N2   C8   C5     0.00   0.0  0
 9I5  CONST_09  C2   C3   C4   C5     0.00   0.0  0
 9I5  CONST_10  C9   C3   C4   C5   180.00   0.0  0
 9I5  CONST_11  C7   N    C6   C5     0.00   0.0  0
 9I5  CONST_12  C1   C8   C5   C6   180.00   0.0  0
 9I5  CONST_13  N2   C8   C5   C6     0.00   0.0  0
 9I5  CONST_14  C3   C4   C5   C6   180.00   0.0  0
 9I5  CONST_15  N2   C7   N    C6     0.00   0.0  0
 9I5  CONST_16  C1   C8   N2   C7   180.00   0.0  0
 9I5  CONST_17  C3   C2   C1   C8     0.00   0.0  0
 9I5  CONST_18  N    C7   N2   C8     0.00   0.0  0
 9I5  CONST_19  C3   C4   C5   C8     0.00   0.0  0
 9I5  CONST_20  N    C6   C5   C8     0.00   0.0  0
 9I5  CONST_21  C13  C14  C9   C10    0.00   0.0  0
 9I5  CONST_23  C13  C12  C11  C10    0.00   0.0  0
 9I5  CONST_24  C3   C9   C14  C13  180.00   0.0  0
 9I5  CONST_25  C9   C14  C13  C12    0.00   0.0  0
 9I5  CONST_26  C9   C10  C11  C12    0.00   0.0  0
 9I5  CONST_27  C14  C13  C12  C11    0.00   0.0  0
 9I5  CONST_28  C14  C9   C10  C11    0.00   0.0  0
 9I5  CONST_29  C3   C9   C10  C11  180.00   0.0  0
 9I5  CONST_31  C1   C2   C3   C9   180.00   0.0  0
 9I5  CONST_32  N2   C8   C1   C2   180.00   0.0  0
 9I5  CONST_33  C8   N2   C7   N1   180.00   0.0  0
 9I5  CONST_34  C6   N    C7   N1   180.00   0.0  0
 9I5  CONST_35  O    C1   C8   C5   180.00   0.0  0
 9I5  CONST_36  O1   C12  C11  C10  180.00   0.0  0
 9I5  CONST_37  C14  C13  C12  O1   180.00   0.0  0
 9I5  CONST_38  O    C1   C2   C3   180.00   0.0  0
 9I5  CONST_39  N2   C8   C1   O      0.00   0.0  0
 9I5  CONST_40  H4   C6   C5   C4     0.00   0.0  0
 9I5  CONST_41  H10  C2   C3   C4   180.00   0.0  0
 9I5  CONST_42  H3   C4   C5   C6     0.00   0.0  0
 9I5  CONST_43  H4   C6   N    C7   180.00   0.0  0
 9I5  CONST_44  H10  C2   C1   C8   180.00   0.0  0
 9I5  CONST_45  H3   C4   C5   C8   180.00   0.0  0
 9I5  CONST_46  H4   C6   C5   C8   180.00   0.0  0
 9I5  CONST_47  H9   C14  C9   C10  180.00   0.0  0
 9I5  CONST_48  H8   C11  C12  C13  180.00   0.0  0
 9I5  CONST_49  H9   C14  C13  C12  180.00   0.0  0
 9I5  CONST_50  H5   C10  C11  C12  180.00   0.0  0
 9I5  CONST_51  H6   C13  C12  C11  180.00   0.0  0
 9I5  CONST_52  H5   C10  C9   C14  180.00   0.0  0
 9I5  CONST_53  H6   C13  C14  C9   180.00   0.0  0
 9I5  CONST_54  H10  C2   C3   C9     0.00   0.0  0
 9I5  CONST_55  H3   C4   C3   C9     0.00   0.0  0
 9I5  CONST_56  H8   C11  C10  C9   180.00   0.0  0
 9I5  CONST_57  H9   C14  C9   C3     0.00   0.0  0
 9I5  CONST_58  H5   C10  C9   C3     0.00   0.0  0
 9I5  CONST_59  H3   C4   C3   C2   180.00   0.0  0
 9I5  CONST_60  H1   N1   C7   N2     0.00   0.0  0
 9I5  CONST_61  H2   N1   C7   N2   180.00   0.0  0
 9I5  CONST_62  H1   N1   C7   N    180.00   0.0  0
 9I5  CONST_63  H2   N1   C7   N      0.00   0.0  0
 9I5  Var_01    C    O    C1   C8   179.73  30.0  2
 9I5  Var_02    C    O    C1   C2     0.36  30.0  2
 9I5  Var_03    H11  C    O    C1   179.41  30.0  3
 9I5  Var_04    H12  C    O    C1   -61.73  30.0  3
 9I5  Var_05    H13  C    O    C1    60.58  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
 9I5  plan-1  C10  0.020
 9I5  plan-1  C13  0.020
 9I5  plan-1  C12  0.020
 9I5  plan-1  C11  0.020
 9I5  plan-1  C14  0.020
 9I5  plan-1  C9   0.020
 9I5  plan-1  C3   0.020
 9I5  plan-1  H5   0.020
 9I5  plan-1  H6   0.020
 9I5  plan-1  H8   0.020
 9I5  plan-1  H9   0.020
 9I5  plan-1  O1   0.020
 9I5  plan-2  N1   0.020
 9I5  plan-2  C4   0.020
 9I5  plan-2  C5   0.020
 9I5  plan-2  C6   0.020
 9I5  plan-2  C7   0.020
 9I5  plan-2  C8   0.020
 9I5  plan-2  C9   0.020
 9I5  plan-2  C3   0.020
 9I5  plan-2  C2   0.020
 9I5  plan-2  C1   0.020
 9I5  plan-2  O    0.020
 9I5  plan-2  N2   0.020
 9I5  plan-2  N    0.020
 9I5  plan-2  H3   0.020
 9I5  plan-2  H4   0.020
 9I5  plan-2  H10  0.020
 9I5  plan-3  N1   0.020
 9I5  plan-3  C7   0.020
 9I5  plan-3  H1   0.020
 9I5  plan-3  H2   0.020

