# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 06:52:42 2022
#   Inital geometry file: a 113 line input string
#   Ligand name: 4-[2-azanyl-8-[[(2~{S})-1-oxidanylpropan-2-yl]amino]quinazolin-6-yl]-5-ethyl-2-fluoranyl-phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc(O)c(F)cc1c2cc(N[C@@H](C)CO)c3nc(N)ncc3c2
#
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
 9I2  9I2  "4-[2-azanyl-8-[[(2~{S})-1-oxidanylpropan-2-yl]amino]quinazolin-6-yl]-5-ethyl-2-fluoranyl-phenol"
  ligand  47  26  .  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
;

data_comp_9I2
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
 9I2  N1   N  N     0  -0.501  32.4408  10.5494  64.1632
 9I2  N3   N  N     0  -0.439  33.8907   9.0315  65.2795
 9I2  C4   C  CR6   0   0.225  36.7573  17.1313  67.2385
 9I2  C5   C  CR6   0   0.438  36.0036  16.2930  68.0524
 9I2  C6   C  CR16  0  -0.437  35.3263  15.2082  67.5477
 9I2  C7   C  CR6   0   0.005  35.3723  14.9212  66.1840
 9I2  C8   C  CR6   0   0.034  34.6226  13.7464  65.6750
 9I2  C10  C  CR6   0   0.348  32.7520  12.9168  64.3229
 9I2  C13  C  CH2   0  -0.139  30.1717  14.7422  64.4145
 9I2  C15  C  CR6   0   0.533  32.8258   9.3353  64.4887
 9I2  C17  C  CR66  0   0.030  34.2637  11.3859  65.4923
 9I2  O    O  OH1   0  -0.626  37.4339  18.1997  67.6980
 9I2  C3   C  CR16  0  -0.380  36.8065  16.8314  65.8844
 9I2  C2   C  CR6   0   0.106  36.1288  15.7433  65.3398
 9I2  C1   C  CH2   0  -0.524  36.2526  15.4932  63.8591
 9I2  C    C  CH3   0  -0.659  35.4146  16.4542  63.0182
 9I2  C18  C  CR16  0  -0.399  35.0056  12.4721  66.0031
 9I2  C16  C  CR16  0  -0.040  34.5725  10.0324  65.7549
 9I2  N2   N  NH2   0  -0.824  32.1093   8.2809  64.0444
 9I2  C14  C  CR66  0   0.192  33.1510  11.5806  64.6579
 9I2  C9   C  CR16  0  -0.391  33.4903  13.9583  64.8544
 9I2  N    N  NH1   0  -0.686  31.6905  13.0682  63.4849
 9I2  C11  C  CH1   0  -0.130  31.0305  14.3258  63.2204
 9I2  C12  C  CH3   0  -0.664  30.2133  14.2019  61.9430
 9I2  H1   H  HCR6  0   0.270  34.7460  14.5868  68.2188
 9I2  H2   H  HCH2  0   0.191  29.3663  14.0040  64.5321
 9I2  H3   H  HCH2  0   0.205  30.7794  14.7033  65.3278
 9I2  H4   H  HOH1  0   0.474  37.3346  18.2927  68.6525
 9I2  H5   H  HCR6  0   0.264  37.4040  17.4659  65.2389
 9I2  H6   H  HCH2  0   0.245  35.9716  14.4658  63.6267
 9I2  H7   H  HCH2  0   0.246  37.3019  15.5969  63.5715
 9I2  H8   H  HCH3  0   0.231  35.5466  16.2504  61.9553
 9I2  H9   H  HCH3  0   0.228  34.3523  16.3628  63.2458
 9I2  H10  H  HCH3  0   0.226  35.7043  17.4905  63.1962
 9I2  H11  H  HCR6  0   0.244  35.8698  12.2872  66.6296
 9I2  H12  H  HCR6  0   0.273  35.4242   9.7938  66.3870
 9I2  H13  H  HNH2  0   0.393  31.4435   8.4289  63.3055
 9I2  H14  H  HNH2  0   0.394  32.5177   7.3646  64.1089
 9I2  H15  H  HCR6  0   0.262  33.2020  14.9807  64.6489
 9I2  H16  H  HNH1  0   0.379  31.1621  12.2257  63.3128
 9I2  H17  H  HCH1  0   0.238  31.7993  15.0901  63.0634
 9I2  H18  H  HCH3  0   0.240  29.7124  15.1387  61.7070
 9I2  H19  H  HCH3  0   0.238  30.8510  13.9381  61.0995
 9I2  H20  H  HCH3  0   0.223  29.4485  13.4289  62.0482
 9I2  H21  H  HOH1  0   0.454  29.0925  16.2729  64.9167
 9I2  F    F  F     0  -0.325  35.9432  16.5666  69.3724
 9I2  O1   O  OH1   0  -0.666  29.6723  16.0393  64.1866

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
 9I2  C12  C11  single    1.521  0.020  1.521
 9I2  C11  N    single    1.445  0.020  1.445
 9I2  C11  C13  single    1.529  0.020  1.529
 9I2  C    C1   single    1.527  0.020  1.527
 9I2  N    C10  single    1.361  0.020  1.361
 9I2  C1   C2   single    1.507  0.020  1.507
 9I2  C13  O1   single    1.409  0.020  1.409
 9I2  C10  C14  aromatic  1.434  0.020  1.434
 9I2  C10  C9   aromatic  1.383  0.020  1.383
 9I2  N1   C14  aromatic  1.346  0.020  1.346
 9I2  N1   C15  aromatic  1.315  0.020  1.315
 9I2  N2   C15  single    1.350  0.020  1.350
 9I2  C14  C17  aromatic  1.404  0.020  1.404
 9I2  C9   C8   aromatic  1.414  0.020  1.414
 9I2  C15  N3   aromatic  1.361  0.020  1.361
 9I2  C2   C3   aromatic  1.393  0.020  1.393
 9I2  C2   C7   aromatic  1.400  0.020  1.400
 9I2  C17  C18  aromatic  1.411  0.020  1.411
 9I2  C17  C16  aromatic  1.413  0.020  1.413
 9I2  C8   C18  aromatic  1.371  0.020  1.371
 9I2  C8   C7   single    1.484  0.020  1.484
 9I2  N3   C16  aromatic  1.301  0.020  1.301
 9I2  C3   C4   aromatic  1.388  0.020  1.388
 9I2  C7   C6   aromatic  1.394  0.020  1.394
 9I2  C4   O    single    1.345  0.020  1.345
 9I2  C4   C5   aromatic  1.390  0.020  1.390
 9I2  C6   C5   aromatic  1.375  0.020  1.375
 9I2  C5   F    single    1.349  0.020  1.349
 9I2  C6   H1   single    0.930  0.020  1.080
 9I2  C13  H2   single    0.970  0.020  1.090
 9I2  C13  H3   single    0.970  0.020  1.090
 9I2  O    H4   single    0.850  0.020  0.980
 9I2  C3   H5   single    0.930  0.020  1.080
 9I2  C1   H6   single    0.970  0.020  1.090
 9I2  C1   H7   single    0.970  0.020  1.090
 9I2  C    H8   single    0.970  0.020  1.090
 9I2  C    H9   single    0.970  0.020  1.090
 9I2  C    H10  single    0.970  0.020  1.090
 9I2  C18  H11  single    0.930  0.020  1.080
 9I2  C16  H12  single    0.930  0.020  1.080
 9I2  N2   H13  single    0.890  0.020  1.040
 9I2  N2   H14  single    0.890  0.020  1.040
 9I2  C9   H15  single    0.930  0.020  1.080
 9I2  N    H16  single    0.890  0.020  1.040
 9I2  C11  H17  single    0.970  0.020  1.090
 9I2  C12  H18  single    0.970  0.020  1.090
 9I2  C12  H19  single    0.970  0.020  1.090
 9I2  C12  H20  single    0.970  0.020  1.090
 9I2  O1   H21  single    0.850  0.020  0.980

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
 9I2  C14  N1   C15  117.51  3.000
 9I2  C16  N3   C15  116.79  3.000
 9I2  C3   C4   O    119.14  3.000
 9I2  O    C4   C5   123.46  3.000
 9I2  C3   C4   C5   117.39  3.000
 9I2  F    C5   C6   119.80  3.000
 9I2  F    C5   C4   118.34  3.000
 9I2  C6   C5   C4   121.86  3.000
 9I2  H1   C6   C7   120.37  3.000
 9I2  H1   C6   C5   119.29  3.000
 9I2  C7   C6   C5   120.34  3.000
 9I2  C2   C7   C8   122.08  3.000
 9I2  C8   C7   C6   118.80  3.000
 9I2  C2   C7   C6   119.12  3.000
 9I2  C9   C8   C18  120.13  3.000
 9I2  C18  C8   C7   120.85  3.000
 9I2  C9   C8   C7   119.01  3.000
 9I2  N    C10  C9   124.70  3.000
 9I2  C9   C10  C14  117.60  3.000
 9I2  N    C10  C14  117.68  3.000
 9I2  H3   C13  H2   107.04  3.000
 9I2  H3   C13  O1   111.32  3.000
 9I2  H2   C13  O1   112.09  3.000
 9I2  H3   C13  C11  109.22  3.000
 9I2  H2   C13  C11  108.21  3.000
 9I2  O1   C13  C11  108.89  3.000
 9I2  N2   C15  N3   115.61  3.000
 9I2  N3   C15  N1   125.40  3.000
 9I2  N2   C15  N1   118.97  3.000
 9I2  C14  C17  C16  114.61  3.000
 9I2  C16  C17  C18  123.73  3.000
 9I2  C14  C17  C18  121.66  3.000
 9I2  H4   O    C4   111.28  3.000
 9I2  H5   C3   C2   119.50  3.000
 9I2  H5   C3   C4   118.29  3.000
 9I2  C2   C3   C4   122.21  3.000
 9I2  C1   C2   C3   118.29  3.000
 9I2  C3   C2   C7   119.07  3.000
 9I2  C1   C2   C7   122.64  3.000
 9I2  H7   C1   H6   106.31  3.000
 9I2  H7   C1   C    108.79  3.000
 9I2  H6   C1   C    109.52  3.000
 9I2  H7   C1   C2   108.77  3.000
 9I2  H6   C1   C2   110.17  3.000
 9I2  C    C1   C2   113.05  3.000
 9I2  H10  C    H9   107.72  3.000
 9I2  H10  C    H8   107.73  3.000
 9I2  H9   C    H8   107.80  3.000
 9I2  H10  C    C1   111.24  3.000
 9I2  H9   C    C1   111.52  3.000
 9I2  H8   C    C1   110.65  3.000
 9I2  H11  C18  C17  119.83  3.000
 9I2  H11  C18  C8   121.34  3.000
 9I2  C17  C18  C8   118.83  3.000
 9I2  H12  C16  C17  119.31  3.000
 9I2  H12  C16  N3   117.01  3.000
 9I2  C17  C16  N3   123.68  3.000
 9I2  H14  N2   H13  116.76  3.000
 9I2  H14  N2   C15  118.37  3.000
 9I2  H13  N2   C15  118.58  3.000
 9I2  C17  C14  C10  119.24  3.000
 9I2  C17  C14  N1   122.01  3.000
 9I2  C10  C14  N1   118.75  3.000
 9I2  H15  C9   C10  119.76  3.000
 9I2  H15  C9   C8   117.72  3.000
 9I2  C10  C9   C8   122.52  3.000
 9I2  H16  N    C11  117.14  3.000
 9I2  H16  N    C10  114.87  3.000
 9I2  C11  N    C10  124.47  3.000
 9I2  H17  C11  C12  108.27  3.000
 9I2  H17  C11  N    108.24  3.000
 9I2  C12  C11  N    109.16  3.000
 9I2  H17  C11  C13  108.43  3.000
 9I2  N    C11  C13  110.53  3.000
 9I2  C12  C11  C13  112.10  3.000
 9I2  H20  C12  H19  108.24  3.000
 9I2  H20  C12  H18  107.92  3.000
 9I2  H19  C12  H18  108.05  3.000
 9I2  H20  C12  C11  110.66  3.000
 9I2  H19  C12  C11  110.81  3.000
 9I2  H18  C12  C11  111.05  3.000
 9I2  H21  O1   C13  108.35  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
 9I2  CONST_01  C9   C10  C14  N1    180.00   0.0  0
 9I2  CONST_02  C18  C17  C14  N1    180.00   0.0  0
 9I2  CONST_03  C16  C17  C14  N1      0.00   0.0  0
 9I2  CONST_04  C16  N3   C15  N1      0.00   0.0  0
 9I2  CONST_05  C14  N1   C15  N3      0.00   0.0  0
 9I2  CONST_06  C14  C17  C16  N3      0.00   0.0  0
 9I2  CONST_07  C18  C17  C16  N3    180.00   0.0  0
 9I2  CONST_08  C7   C2   C3   C4      0.00   0.0  0
 9I2  CONST_09  C7   C6   C5   C4      0.00   0.0  0
 9I2  CONST_10  C2   C3   C4   C5      0.00   0.0  0
 9I2  CONST_11  C2   C7   C6   C5      0.00   0.0  0
 9I2  CONST_12  C8   C7   C6   C5    180.00   0.0  0
 9I2  CONST_13  C3   C2   C7   C6      0.00   0.0  0
 9I2  CONST_16  C3   C4   C5   C6      0.00   0.0  0
 9I2  CONST_17  C10  C9   C8   C7    180.00   0.0  0
 9I2  CONST_18  C17  C18  C8   C7    180.00   0.0  0
 9I2  CONST_19  C14  C10  C9   C8      0.00   0.0  0
 9I2  CONST_20  C14  C17  C18  C8      0.00   0.0  0
 9I2  CONST_21  C16  C17  C18  C8    180.00   0.0  0
 9I2  CONST_22  C3   C2   C7   C8    180.00   0.0  0
 9I2  CONST_23  C15  N1   C14  C10   180.00   0.0  0
 9I2  CONST_24  C18  C17  C14  C10     0.00   0.0  0
 9I2  CONST_25  C16  C17  C14  C10   180.00   0.0  0
 9I2  CONST_26  C18  C8   C9   C10     0.00   0.0  0
 9I2  CONST_27  C17  C14  N1   C15     0.00   0.0  0
 9I2  CONST_28  C17  C16  N3   C15     0.00   0.0  0
 9I2  CONST_29  C9   C10  C14  C17     0.00   0.0  0
 9I2  CONST_30  C9   C8   C18  C17     0.00   0.0  0
 9I2  CONST_33  N    C10  C14  N1      0.00   0.0  0
 9I2  CONST_34  C1   C2   C3   C4    180.00   0.0  0
 9I2  CONST_35  C1   C2   C7   C6    180.00   0.0  0
 9I2  CONST_36  O    C4   C5   C6    180.00   0.0  0
 9I2  CONST_37  F    C5   C6   C7    180.00   0.0  0
 9I2  CONST_38  N    C10  C9   C8    180.00   0.0  0
 9I2  CONST_39  C1   C2   C7   C8      0.00   0.0  0
 9I2  CONST_40  N    C10  C14  C17   180.00   0.0  0
 9I2  CONST_41  C3   C4   C5   F     180.00   0.0  0
 9I2  CONST_42  C2   C3   C4   O     180.00   0.0  0
 9I2  CONST_43  N2   C15  N3   C16   180.00   0.0  0
 9I2  CONST_44  C14  N1   C15  N2    180.00   0.0  0
 9I2  CONST_45  H1   C6   C5   C4    180.00   0.0  0
 9I2  CONST_46  H5   C3   C4   C5    180.00   0.0  0
 9I2  CONST_47  H5   C3   C2   C7    180.00   0.0  0
 9I2  CONST_48  H15  C9   C8   C7      0.00   0.0  0
 9I2  CONST_49  H11  C18  C8   C7      0.00   0.0  0
 9I2  CONST_50  H1   C6   C7   C8      0.00   0.0  0
 9I2  CONST_51  H12  C16  N3   C15   180.00   0.0  0
 9I2  CONST_52  H1   C6   C7   C2    180.00   0.0  0
 9I2  CONST_53  H12  C16  C17  C18     0.00   0.0  0
 9I2  CONST_54  H15  C9   C8   C18   180.00   0.0  0
 9I2  CONST_55  H11  C18  C17  C16     0.00   0.0  0
 9I2  CONST_56  H15  C9   C10  C14   180.00   0.0  0
 9I2  CONST_57  H11  C18  C17  C14   180.00   0.0  0
 9I2  CONST_58  H12  C16  C17  C14   180.00   0.0  0
 9I2  CONST_59  H11  C18  C8   C9    180.00   0.0  0
 9I2  CONST_60  C11  N    C10  C14   180.00   0.0  0
 9I2  CONST_61  C11  N    C10  C9      0.00   0.0  0
 9I2  CONST_62  H13  N2   C15  N1      0.00   0.0  0
 9I2  CONST_63  H14  N2   C15  N1    180.00   0.0  0
 9I2  CONST_64  H13  N2   C15  N3    180.00   0.0  0
 9I2  CONST_66  H16  N    C10  C14     0.00   0.0  0
 9I2  CONST_67  H16  N    C10  C9    180.00   0.0  0
 9I2  Var_01    C    C1   C2   C7    104.48  30.0  1
 9I2  Var_02    C    C1   C2   C3    -76.09  30.0  1
 9I2  Var_03    H6   C1   C2   C7    -18.41  30.0  1
 9I2  Var_04    H7   C1   C2   C7   -134.56  30.0  1
 9I2  Var_05    H6   C1   C2   C3    161.02  30.0  1
 9I2  Var_06    H7   C1   C2   C3     44.87  30.0  1
 9I2  Var_07    H8   C    C1   C2    179.00  30.0  3
 9I2  Var_08    H9   C    C1   C2    -61.01  30.0  3
 9I2  Var_09    H10  C    C1   C2     59.28  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 9I2  chir_01  C11  C12  N  C13  positiv

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
 9I2  plan-1  C4   0.020
 9I2  plan-1  C5   0.020
 9I2  plan-1  C6   0.020
 9I2  plan-1  C7   0.020
 9I2  plan-1  C8   0.020
 9I2  plan-1  O    0.020
 9I2  plan-1  C3   0.020
 9I2  plan-1  C2   0.020
 9I2  plan-1  C1   0.020
 9I2  plan-1  H1   0.020
 9I2  plan-1  H5   0.020
 9I2  plan-1  F    0.020
 9I2  plan-2  N1   0.020
 9I2  plan-2  N3   0.020
 9I2  plan-2  C7   0.020
 9I2  plan-2  C8   0.020
 9I2  plan-2  C10  0.020
 9I2  plan-2  C15  0.020
 9I2  plan-2  C17  0.020
 9I2  plan-2  C18  0.020
 9I2  plan-2  C16  0.020
 9I2  plan-2  N2   0.020
 9I2  plan-2  C14  0.020
 9I2  plan-2  C9   0.020
 9I2  plan-2  N    0.020
 9I2  plan-2  H11  0.020
 9I2  plan-2  H12  0.020
 9I2  plan-2  H15  0.020
 9I2  plan-3  C15  0.020
 9I2  plan-3  N2   0.020
 9I2  plan-3  H13  0.020
 9I2  plan-3  H14  0.020
 9I2  plan-4  C10  0.020
 9I2  plan-4  N    0.020
 9I2  plan-4  C11  0.020
 9I2  plan-4  H16  0.020

