# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 00:05:21 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: ~{N}-[(1~{R})-1-[5-(6,7-dihydro-5~{H}-pyrrolo[1,2-a]imidazol-3-yl)thiophen-2-yl]ethyl]-6,7-dimethoxy-2-methyl-quinazolin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2nc(C)nc(N[C@H](C)c3sc(cc3)c4cnc5CCCn45)c2cc1OC
#
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
 AWZ  AWZ  ~{N}-[(1~{R})-1-[5-(6,7-dihydro-5~{H}-pyrrolo[1,2-a]imidazol-3-yl)thiophen-2-yl]ethyl]-6,7-dimethoxy-2-methyl-quinazolin-4-amine  ligand  56  31  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_AWZ
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
 AWZ  C4   C  CR66  0   0.235   4.5046  -0.4609  -0.0428
 AWZ  C14  C  CR15  0  -0.208  -1.9662  -2.3547   1.1969
 AWZ  C6   C  CR6   0   0.329   4.0276  -2.6246  -0.5316
 AWZ  C11  C  CH1   0  -0.144  -0.0488  -2.0938  -0.4964
 AWZ  C7   C  CH3   0  -0.730   4.4682  -4.0209  -0.8426
 AWZ  C9   C  CR6   0   0.525   2.2411  -1.2330  -0.1960
 AWZ  C12  C  CH3   0  -0.658  -0.1480  -2.3092  -2.0049
 AWZ  C13  C  CR5   0  -0.154  -1.3711  -1.7641   0.1243
 AWZ  C3   C  CR66  0   0.006   3.1428  -0.1496   0.0681
 AWZ  C23  C  CH2   0  -0.545  -7.1595   2.0312  -0.9501
 AWZ  C24  C  CH2   0  -0.485  -6.5003   1.4113  -2.1988
 AWZ  C25  C  CH2   0  -0.288  -5.1433   0.8545  -1.7284
 AWZ  N19  N  N     0  -0.502  -5.3885   0.6554  -0.3115
 AWZ  C20  C  CR55  0   0.450  -6.4849   1.2826   0.1467
 AWZ  N21  N  N     0  -0.464  -6.6608   1.1022   1.4312
 AWZ  C22  C  CR15  0  -0.271  -5.6107   0.3194   1.8162
 AWZ  C18  C  CR5   0   0.351  -4.7930   0.0217   0.7468
 AWZ  C16  C  CR5   0  -0.247  -3.5966  -0.7821   0.6805
 AWZ  S17  S  S2    0   0.217  -2.3682  -0.5012  -0.5041
 AWZ  C15  C  CR15  0  -0.238  -3.2348  -1.8063   1.5120
 AWZ  N10  N  NH1   0  -0.674   0.9110  -1.0528  -0.1557
 AWZ  N8   N  N     0  -0.497   2.6975  -2.4381  -0.4795
 AWZ  N5   N  N     0  -0.488   4.9437  -1.7118  -0.3448
 AWZ  C26  C  CR16  0  -0.475   5.4604   0.5566   0.1668
 AWZ  C2   C  CR16  0  -0.471   2.7466   1.1606   0.4156
 AWZ  C1   C  CR6   0   0.340   3.6808   2.1392   0.6270
 AWZ  O30  O  O2    0  -0.461   3.4158   3.4096   0.9678
 AWZ  C31  C  CH3   0  -0.443   2.0674   3.7696   1.1922
 AWZ  C27  C  CR6   0   0.334   5.0700   1.8316   0.4871
 AWZ  O28  O  O2    0  -0.454   5.8949   2.8618   0.6970
 AWZ  C29  C  CH3   0  -0.440   7.2865   2.6447   0.5537
 AWZ  H2   H  HCH1  0   0.275   0.2949  -3.0215  -0.0345
 AWZ  H3   H  HCH3  0   0.249   4.1089  -4.7126  -0.0788
 AWZ  H4   H  HCH3  0   0.248   4.0480  -4.3520  -1.7933
 AWZ  H5   H  HCH3  0   0.242   5.5521  -4.0904  -0.8933
 AWZ  H6   H  HCH3  0   0.227  -0.4616  -1.3979  -2.5167
 AWZ  H7   H  HCH3  0   0.251   0.8185  -2.6085  -2.4069
 AWZ  H8   H  HCH3  0   0.242  -0.8712  -3.0930  -2.2295
 AWZ  H9   H  HCH2  0   0.267  -6.9472   3.1007  -0.8703
 AWZ  H10  H  HCH2  0   0.274  -8.2419   1.9106  -0.9446
 AWZ  H11  H  HCH2  0   0.262  -7.1160   0.5912  -2.5681
 AWZ  H12  H  HCH2  0   0.265  -6.3799   2.1269  -3.0091
 AWZ  H13  H  HCH2  0   0.271  -4.8790  -0.0790  -2.2224
 AWZ  H14  H  HCH2  0   0.264  -4.3302   1.5681  -1.8755
 AWZ  H15  H  HCR5  0   0.257  -5.4780   0.0051   2.8408
 AWZ  H16  H  HCR5  0   0.262  -3.8648  -2.1696   2.3117
 AWZ  H17  H  HNH1  0   0.404   0.5502  -0.1228  -0.0264
 AWZ  H18  H  HCR6  0   0.283   6.5041   0.2906   0.0667
 AWZ  H19  H  HCR6  0   0.278   1.6979   1.3991   0.5282
 AWZ  H20  H  HCH3  0   0.231   1.4586   3.6595   0.2907
 AWZ  H21  H  HCH3  0   0.232   1.6200   3.1775   1.9947
 AWZ  H22  H  HCH3  0   0.264   2.0719   4.8159   1.4865
 AWZ  H23  H  HCH3  0   0.234   7.6567   1.9055   1.2679
 AWZ  H24  H  HCH3  0   0.234   7.5412   2.3190  -0.4576
 AWZ  H25  H  HCH3  0   0.265   7.7683   3.5985   0.7514
 AWZ  H1   H  HCR5  0   0.269  -1.5151  -3.1752   1.7380

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
 AWZ  C12  C11  single    1.527  0.020  1.527
 AWZ  C11  C13  single    1.497  0.020  1.497
 AWZ  C11  N10  single    1.456  0.020  1.456
 AWZ  C14  C13  aromatic  1.361  0.020  1.361
 AWZ  C14  C15  aromatic  1.418  0.020  1.418
 AWZ  C13  S17  aromatic  1.727  0.020  1.727
 AWZ  N10  C9   single    1.343  0.020  1.343
 AWZ  C15  C16  aromatic  1.368  0.020  1.368
 AWZ  S17  C16  aromatic  1.729  0.020  1.729
 AWZ  C16  C18  single    1.443  0.020  1.443
 AWZ  C9   N8   aromatic  1.319  0.020  1.319
 AWZ  C9   C3   aromatic  1.434  0.020  1.434
 AWZ  N8   C6   aromatic  1.344  0.020  1.344
 AWZ  C18  C22  aromatic  1.379  0.020  1.379
 AWZ  C18  N19  aromatic  1.370  0.020  1.370
 AWZ  C22  N21  aromatic  1.365  0.020  1.365
 AWZ  C3   C2   aromatic  1.412  0.020  1.412
 AWZ  C3   C4   aromatic  1.401  0.020  1.401
 AWZ  C2   C1   aromatic  1.369  0.020  1.369
 AWZ  C6   C7   single    1.497  0.020  1.497
 AWZ  C6   N5   aromatic  1.307  0.020  1.307
 AWZ  C31  O30  single    1.414  0.020  1.414
 AWZ  N19  C25  single    1.452  0.020  1.452
 AWZ  N19  C20  aromatic  1.344  0.020  1.344
 AWZ  N21  C20  aromatic  1.309  0.020  1.309
 AWZ  C1   O30  single    1.342  0.020  1.342
 AWZ  C1   C27  aromatic  1.430  0.020  1.430
 AWZ  C4   N5   aromatic  1.360  0.020  1.360
 AWZ  C4   C26  aromatic  1.412  0.020  1.412
 AWZ  C25  C24  single    1.540  0.020  1.540
 AWZ  C20  C23  single    1.489  0.020  1.489
 AWZ  C27  C26  aromatic  1.371  0.020  1.371
 AWZ  C27  O28  single    1.336  0.020  1.336
 AWZ  C24  C23  single    1.542  0.020  1.542
 AWZ  O28  C29  single    1.416  0.020  1.416
 AWZ  C14  H1   single    0.930  0.020  1.080
 AWZ  C11  H2   single    0.970  0.020  1.090
 AWZ  C7   H3   single    0.970  0.020  1.090
 AWZ  C7   H4   single    0.970  0.020  1.090
 AWZ  C7   H5   single    0.970  0.020  1.090
 AWZ  C12  H6   single    0.970  0.020  1.090
 AWZ  C12  H7   single    0.970  0.020  1.090
 AWZ  C12  H8   single    0.970  0.020  1.090
 AWZ  C23  H9   single    0.970  0.020  1.090
 AWZ  C23  H10  single    0.970  0.020  1.090
 AWZ  C24  H11  single    0.970  0.020  1.090
 AWZ  C24  H12  single    0.970  0.020  1.090
 AWZ  C25  H13  single    0.970  0.020  1.090
 AWZ  C25  H14  single    0.970  0.020  1.090
 AWZ  C22  H15  single    0.930  0.020  1.080
 AWZ  C15  H16  single    0.930  0.020  1.080
 AWZ  N10  H17  single    0.860  0.020  1.020
 AWZ  C26  H18  single    0.930  0.020  1.080
 AWZ  C2   H19  single    0.930  0.020  1.080
 AWZ  C31  H20  single    0.970  0.020  1.090
 AWZ  C31  H21  single    0.970  0.020  1.090
 AWZ  C31  H22  single    0.970  0.020  1.090
 AWZ  C29  H23  single    0.970  0.020  1.090
 AWZ  C29  H24  single    0.970  0.020  1.090
 AWZ  C29  H25  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
 AWZ  C26  C4   N5   118.52  3.000
 AWZ  C26  C4   C3   119.09  3.000
 AWZ  N5   C4   C3   122.39  3.000
 AWZ  H1   C14  C15  123.75  3.000
 AWZ  H1   C14  C13  122.75  3.000
 AWZ  C15  C14  C13  113.48  3.000
 AWZ  N5   C6   N8   126.25  3.000
 AWZ  N5   C6   C7   118.36  3.000
 AWZ  N8   C6   C7   115.39  3.000
 AWZ  H2   C11  N10  107.51  3.000
 AWZ  H2   C11  C13  106.84  3.000
 AWZ  N10  C11  C13  109.12  3.000
 AWZ  H2   C11  C12  108.57  3.000
 AWZ  N10  C11  C12  112.00  3.000
 AWZ  C13  C11  C12  112.53  3.000
 AWZ  H5   C7   H4   108.91  3.000
 AWZ  H5   C7   H3   108.68  3.000
 AWZ  H4   C7   H3   106.90  3.000
 AWZ  H5   C7   C6   111.27  3.000
 AWZ  H4   C7   C6   110.54  3.000
 AWZ  H3   C7   C6   110.42  3.000
 AWZ  N8   C9   N10  118.14  3.000
 AWZ  N8   C9   C3   120.80  3.000
 AWZ  N10  C9   C3   121.06  3.000
 AWZ  H8   C12  H7   108.37  3.000
 AWZ  H8   C12  H6   108.26  3.000
 AWZ  H7   C12  H6   108.16  3.000
 AWZ  H8   C12  C11  110.37  3.000
 AWZ  H7   C12  C11  110.24  3.000
 AWZ  H6   C12  C11  111.36  3.000
 AWZ  S17  C13  C11  121.33  3.000
 AWZ  S17  C13  C14  110.57  3.000
 AWZ  C11  C13  C14  128.10  3.000
 AWZ  C2   C3   C9   124.73  3.000
 AWZ  C2   C3   C4   119.88  3.000
 AWZ  C9   C3   C4   115.38  3.000
 AWZ  H10  C23  H9   107.51  3.000
 AWZ  H10  C23  C20  113.00  3.000
 AWZ  H9   C23  C20  110.49  3.000
 AWZ  H10  C23  C24  112.61  3.000
 AWZ  H9   C23  C24  111.68  3.000
 AWZ  C20  C23  C24  101.58  3.000
 AWZ  H12  C24  H11  107.77  3.000
 AWZ  H12  C24  C25  111.58  3.000
 AWZ  H11  C24  C25  109.21  3.000
 AWZ  H12  C24  C23  112.71  3.000
 AWZ  H11  C24  C23  109.59  3.000
 AWZ  C25  C24  C23  105.93  3.000
 AWZ  H14  C25  H13  108.58  3.000
 AWZ  H14  C25  N19  110.30  3.000
 AWZ  H13  C25  N19  111.49  3.000
 AWZ  H14  C25  C24  112.25  3.000
 AWZ  H13  C25  C24  112.65  3.000
 AWZ  N19  C25  C24  101.47  3.000
 AWZ  C18  N19  C20  107.89  3.000
 AWZ  C20  N19  C25  114.00  3.000
 AWZ  C18  N19  C25  138.09  3.000
 AWZ  N21  C20  N19  112.33  3.000
 AWZ  N21  C20  C23  136.97  3.000
 AWZ  N19  C20  C23  110.67  3.000
 AWZ  C22  N21  C20  104.61  3.000
 AWZ  H15  C22  C18  126.88  3.000
 AWZ  H15  C22  N21  121.93  3.000
 AWZ  C18  C22  N21  111.19  3.000
 AWZ  C16  C18  C22  130.37  3.000
 AWZ  C22  C18  N19  103.97  3.000
 AWZ  C16  C18  N19  125.64  3.000
 AWZ  C15  C16  S17  110.49  3.000
 AWZ  S17  C16  C18  122.00  3.000
 AWZ  C15  C16  C18  127.48  3.000
 AWZ  C16  S17  C13   92.41  3.000
 AWZ  H16  C15  C16  123.17  3.000
 AWZ  H16  C15  C14  123.78  3.000
 AWZ  C16  C15  C14  113.03  3.000
 AWZ  H17  N10  C9   118.89  3.000
 AWZ  H17  N10  C11  117.04  3.000
 AWZ  C9   N10  C11  123.36  3.000
 AWZ  C9   N8   C6   118.51  3.000
 AWZ  C6   N5   C4   116.62  3.000
 AWZ  H18  C26  C27  121.66  3.000
 AWZ  H18  C26  C4   117.54  3.000
 AWZ  C27  C26  C4   120.80  3.000
 AWZ  H19  C2   C1   119.21  3.000
 AWZ  H19  C2   C3   120.15  3.000
 AWZ  C1   C2   C3   120.64  3.000
 AWZ  C27  C1   O30  114.86  3.000
 AWZ  C27  C1   C2   119.61  3.000
 AWZ  O30  C1   C2   125.53  3.000
 AWZ  C31  O30  C1   118.02  3.000
 AWZ  H22  C31  H21  108.93  3.000
 AWZ  H22  C31  H20  108.81  3.000
 AWZ  H21  C31  H20  108.83  3.000
 AWZ  H22  C31  O30  106.51  3.000
 AWZ  H21  C31  O30  111.66  3.000
 AWZ  H20  C31  O30  112.00  3.000
 AWZ  O28  C27  C1   114.75  3.000
 AWZ  O28  C27  C26  125.29  3.000
 AWZ  C1   C27  C26  119.96  3.000
 AWZ  C29  O28  C27  118.21  3.000
 AWZ  H25  C29  H24  109.07  3.000
 AWZ  H25  C29  H23  108.94  3.000
 AWZ  H24  C29  H23  108.93  3.000
 AWZ  H25  C29  O28  106.43  3.000
 AWZ  H24  C29  O28  111.63  3.000
 AWZ  H23  C29  O28  111.75  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
 AWZ  CONST_01  N8   C9   C3   C4      0.00   0.0  0
 AWZ  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 AWZ  CONST_03  N8   C6   N5   C4      0.00   0.0  0
 AWZ  CONST_04  C1   C27  C26  C4      0.00   0.0  0
 AWZ  CONST_05  C16  S17  C13  C14     0.00   0.0  0
 AWZ  CONST_06  S17  C16  C15  C14     0.00   0.0  0
 AWZ  CONST_07  C18  C16  C15  C14   180.00   0.0  0
 AWZ  CONST_08  C3   C9   N8   C6      0.00   0.0  0
 AWZ  CONST_09  C3   C4   N5   C6      0.00   0.0  0
 AWZ  CONST_10  C26  C4   N5   C6    180.00   0.0  0
 AWZ  CONST_11  N5   C6   N8   C9      0.00   0.0  0
 AWZ  CONST_12  C1   C2   C3   C9    180.00   0.0  0
 AWZ  CONST_13  N5   C4   C3   C9      0.00   0.0  0
 AWZ  CONST_14  C26  C4   C3   C9    180.00   0.0  0
 AWZ  CONST_15  C16  C15  C14  C13     0.00   0.0  0
 AWZ  CONST_16  C15  C16  S17  C13     0.00   0.0  0
 AWZ  CONST_17  C18  C16  S17  C13   180.00   0.0  0
 AWZ  CONST_18  C27  C1   C2   C3      0.00   0.0  0
 AWZ  CONST_19  C27  C26  C4   C3      0.00   0.0  0
 AWZ  CONST_22  N21  C22  C18  N19     0.00   0.0  0
 AWZ  CONST_23  C22  N21  C20  N19     0.00   0.0  0
 AWZ  CONST_24  C16  C18  N19  C20   180.00   0.0  0
 AWZ  CONST_25  C22  C18  N19  C20     0.00   0.0  0
 AWZ  CONST_26  C18  C22  N21  C20     0.00   0.0  0
 AWZ  CONST_27  C16  C18  C22  N21   180.00   0.0  0
 AWZ  CONST_28  C18  N19  C20  N21     0.00   0.0  0
 AWZ  CONST_31  C15  C14  C13  S17     0.00   0.0  0
 AWZ  CONST_32  C2   C3   C9   N8    180.00   0.0  0
 AWZ  CONST_33  C2   C3   C4   N5    180.00   0.0  0
 AWZ  CONST_34  C27  C26  C4   N5    180.00   0.0  0
 AWZ  CONST_35  C2   C3   C4   C26     0.00   0.0  0
 AWZ  CONST_36  C2   C1   C27  C26     0.00   0.0  0
 AWZ  CONST_37  C16  C18  N19  C25     0.00   0.0  0
 AWZ  CONST_38  N10  C9   C3   C4    180.00   0.0  0
 AWZ  CONST_39  C7   C6   N5   C4    180.00   0.0  0
 AWZ  CONST_40  O28  C27  C26  C4    180.00   0.0  0
 AWZ  CONST_41  N10  C9   N8   C6    180.00   0.0  0
 AWZ  CONST_42  C15  C14  C13  C11   180.00   0.0  0
 AWZ  CONST_43  C16  S17  C13  C11   180.00   0.0  0
 AWZ  CONST_44  C9   N8   C6   C7    180.00   0.0  0
 AWZ  CONST_45  O30  C1   C2   C3    180.00   0.0  0
 AWZ  CONST_46  C2   C3   C9   N10     0.00   0.0  0
 AWZ  CONST_47  O30  C1   C27  C26   180.00   0.0  0
 AWZ  CONST_48  O28  C27  C1   C2    180.00   0.0  0
 AWZ  CONST_49  H19  C2   C3   C4    180.00   0.0  0
 AWZ  CONST_50  H16  C15  C14  C13   180.00   0.0  0
 AWZ  CONST_51  H18  C26  C4   C3    180.00   0.0  0
 AWZ  CONST_52  H15  C22  C18  N19   180.00   0.0  0
 AWZ  CONST_53  H1   C14  C15  C16   180.00   0.0  0
 AWZ  CONST_54  N8   C9   N10  C11     0.00   0.0  0
 AWZ  CONST_55  C3   C9   N10  C11   180.00   0.0  0
 AWZ  CONST_56  H17  N10  C9   C3      0.00   0.0  0
 AWZ  Var_01    N19  C25  C24  C23    23.83  30.0  1
 AWZ  Var_02    C18  N19  C25  C24   167.11  30.0  1
 AWZ  Var_03    N19  C20  C23  C24    15.46  30.0  1
 AWZ  Var_04    C20  C23  C24  C25   -23.99  30.0  1
 AWZ  Var_05    C27  C1   O30  C31  -176.77  30.0  3
 AWZ  Var_06    H3   C7   C6   N8    -60.68  30.0  2
 AWZ  Var_07    H20  C31  O30  C1    -63.06  30.0  3
 AWZ  Var_08    H23  C29  O28  C27   -61.95  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
 AWZ  chir_01  C11  C12  C13  N10  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
 AWZ  plan-1  C14  0.020
 AWZ  plan-1  C11  0.020
 AWZ  plan-1  C13  0.020
 AWZ  plan-1  C18  0.020
 AWZ  plan-1  C16  0.020
 AWZ  plan-1  S17  0.020
 AWZ  plan-1  C15  0.020
 AWZ  plan-1  H16  0.020
 AWZ  plan-1  H1   0.020
 AWZ  plan-2  C23  0.020
 AWZ  plan-2  C25  0.020
 AWZ  plan-2  N19  0.020
 AWZ  plan-2  C20  0.020
 AWZ  plan-2  N21  0.020
 AWZ  plan-2  C22  0.020
 AWZ  plan-2  C18  0.020
 AWZ  plan-2  C16  0.020
 AWZ  plan-2  H15  0.020
 AWZ  plan-3  C4   0.020
 AWZ  plan-3  C6   0.020
 AWZ  plan-3  C7   0.020
 AWZ  plan-3  C9   0.020
 AWZ  plan-3  C3   0.020
 AWZ  plan-3  N10  0.020
 AWZ  plan-3  N8   0.020
 AWZ  plan-3  N5   0.020
 AWZ  plan-3  C26  0.020
 AWZ  plan-3  C2   0.020
 AWZ  plan-3  C1   0.020
 AWZ  plan-3  O30  0.020
 AWZ  plan-3  C27  0.020
 AWZ  plan-3  O28  0.020
 AWZ  plan-3  H18  0.020
 AWZ  plan-3  H19  0.020
 AWZ  plan-4  C11  0.020
 AWZ  plan-4  C9   0.020
 AWZ  plan-4  N10  0.020
 AWZ  plan-4  H17  0.020

