# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 22:23:09 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: [(4-{[4-(benzoylamino)phenyl]amino}-6-methoxyquinazolin-7-yl)oxy]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2c(Nc3ccc(NC(=O)c4ccccc4)cc3)ncnc2cc1OCC(O)=O
#
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
 1S9  1S9  '[(4-{[4-(benzoylamino)phenyl]amino}-6-methoxyquinazolin-7-yl)oxy]acetic acid'  ligand  53  33  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1S9
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
 1S9  C1   C  CH3   0  -0.445   -4.1459   3.4990  -0.5144
 1S9  O2   O  O2    0  -0.457   -4.9739   2.3702  -0.3088
 1S9  C3   C  CR6   0   0.344   -4.3885   1.1836  -0.1084
 1S9  C4   C  CR16  0  -0.476   -3.0388   0.9565  -0.0669
 1S9  C5   C  CR66  0  -0.012   -2.5315  -0.3457   0.1433
 1S9  C6   C  CR66  0   0.245   -3.4227  -1.4198   0.2972
 1S9  C7   C  CR16  0  -0.461   -4.8127  -1.1758   0.2572
 1S9  C8   C  CR6   0   0.342   -5.2943   0.0903   0.0611
 1S9  O9   O  O2    0  -0.445   -6.5887   0.4269   0.0016
 1S9  C10  C  CH2   0  -0.302   -7.5408  -0.5987   0.0985
 1S9  C11  C  C     0   0.516   -8.9048   0.0325  -0.0387
 1S9  O12  O  OH1   0  -0.590   -9.8425  -0.9004   0.0096
 1S9  O13  O  O     0  -0.421   -9.1101   1.2079  -0.1681
 1S9  N14  N  N     0  -0.462   -2.9958  -2.6966   0.4763
 1S9  C15  C  CR16  0   0.040   -1.7049  -2.8675   0.4896
 1S9  N16  N  N     0  -0.475   -0.7549  -1.9340   0.3631
 1S9  C17  C  CR6   0   0.526   -1.1396  -0.6843   0.2024
 1S9  N18  N  NH1   0  -0.780   -0.2082   0.2920   0.0969
 1S9  C19  C  CR6   0   0.359    1.1871   0.1948   0.0949
 1S9  C20  C  CR16  0  -0.284    1.9037  -0.9202  -0.3322
 1S9  C21  C  CR16  0  -0.309    3.2917  -0.9132  -0.3502
 1S9  C22  C  CR6   0   0.369    4.0032   0.2155   0.0530
 1S9  C23  C  CR16  0  -0.343    3.2820   1.3337   0.4751
 1S9  C24  C  CR16  0  -0.342    1.9029   1.3228   0.4991
 1S9  N25  N  NH1   0  -0.757    5.3987   0.3157   0.0836
 1S9  C26  C  C     0   0.524    6.3251  -0.5312  -0.4271
 1S9  O27  O  O     0  -0.463    6.0518  -1.5451  -1.0479
 1S9  C28  C  CR6   0  -0.041    7.7454  -0.1289  -0.1935
 1S9  C29  C  CR16  0  -0.296    8.1499   0.6089   0.9180
 1S9  C30  C  CR16  0  -0.240    9.4884   0.9283   1.0958
 1S9  C31  C  CR16  0  -0.249   10.4322   0.5196   0.1636
 1S9  C32  C  CR16  0  -0.242   10.0355  -0.2218  -0.9423
 1S9  C33  C  CR16  0  -0.265    8.7011  -0.5535  -1.1145
 1S9  H1   H  HCH3  0   0.234   -3.5133   3.7012   0.3536
 1S9  H2   H  HCH3  0   0.234   -3.5119   3.3799  -1.3969
 1S9  H3   H  HCH3  0   0.267   -4.8110   4.3442  -0.6696
 1S9  H4   H  HCR6  0   0.284   -2.3653   1.7901  -0.2088
 1S9  H5   H  HCR6  0   0.292   -5.4693  -2.0262   0.3792
 1S9  H6   H  HCH2  0   0.282   -7.4079  -1.3525  -0.6865
 1S9  H7   H  HCH2  0   0.282   -7.4860  -1.1184   1.0629
 1S9  H8   H  HOH1  0   0.492  -10.7226  -0.5008  -0.0627
 1S9  H9   H  HCR6  0   0.248   -1.3440  -3.8823   0.6226
 1S9  H10  H  HNH1  0   0.425   -0.5480   1.2387   0.1381
 1S9  H11  H  HCR6  0   0.276    1.3898  -1.8093  -0.6589
 1S9  H12  H  HCR6  0   0.281    3.8009  -1.7994  -0.6903
 1S9  H13  H  HCR6  0   0.275    3.8051   2.2257   0.7986
 1S9  H14  H  HCR6  0   0.274    1.3755   2.2066   0.8376
 1S9  H15  H  HNH1  0   0.422    5.7430   1.1832   0.4654
 1S9  H16  H  HCR6  0   0.264    7.4373   0.9186   1.6727
 1S9  H17  H  HCR6  0   0.266    9.7934   1.4910   1.9680
 1S9  H18  H  HCR6  0   0.266   11.4751   0.7733   0.3014
 1S9  H19  H  HCR6  0   0.264   10.7676  -0.5447  -1.6706
 1S9  H20  H  HCR6  0   0.262    8.3988  -1.1367  -1.9741

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
 1S9  C30  C31  aromatic  1.388  0.020  1.388
 1S9  C30  C29  aromatic  1.388  0.020  1.388
 1S9  C31  C32  aromatic  1.389  0.020  1.389
 1S9  C29  C28  aromatic  1.394  0.020  1.394
 1S9  C32  C33  aromatic  1.386  0.020  1.386
 1S9  C28  C33  aromatic  1.394  0.020  1.394
 1S9  C28  C26  single    1.494  0.020  1.494
 1S9  O27  C26  double    1.220  0.020  1.220
 1S9  C26  N25  single    1.355  0.020  1.355
 1S9  N25  C22  single    1.399  0.020  1.399
 1S9  C23  C22  aromatic  1.396  0.020  1.396
 1S9  C23  C24  aromatic  1.379  0.020  1.379
 1S9  C22  C21  aromatic  1.394  0.020  1.394
 1S9  C15  N16  aromatic  1.338  0.020  1.338
 1S9  C15  N14  aromatic  1.302  0.020  1.302
 1S9  C24  C19  aromatic  1.396  0.020  1.396
 1S9  N16  C17  aromatic  1.317  0.020  1.317
 1S9  C21  C20  aromatic  1.388  0.020  1.388
 1S9  N14  C6   aromatic  1.358  0.020  1.358
 1S9  C19  C20  aromatic  1.392  0.020  1.392
 1S9  C19  N18  single    1.399  0.020  1.399
 1S9  C17  N18  single    1.353  0.020  1.353
 1S9  C17  C5   aromatic  1.434  0.020  1.434
 1S9  C6   C5   aromatic  1.404  0.020  1.404
 1S9  C6   C7   aromatic  1.412  0.020  1.412
 1S9  C5   C4   aromatic  1.413  0.020  1.413
 1S9  C7   C8   aromatic  1.369  0.020  1.369
 1S9  O13  C11  double    1.200  0.020  1.200
 1S9  C4   C3   aromatic  1.369  0.020  1.369
 1S9  C11  O12  single    1.324  0.020  1.324
 1S9  C11  C10  single    1.509  0.020  1.509
 1S9  C8   C3   aromatic  1.430  0.020  1.430
 1S9  C8   O9   single    1.339  0.020  1.339
 1S9  C10  O9   single    1.403  0.020  1.403
 1S9  C3   O2   single    1.338  0.020  1.338
 1S9  O2   C1   single    1.415  0.020  1.415
 1S9  C1   H1   single    0.970  0.020  1.090
 1S9  C1   H2   single    0.970  0.020  1.090
 1S9  C1   H3   single    0.970  0.020  1.090
 1S9  C4   H4   single    0.930  0.020  1.080
 1S9  C7   H5   single    0.930  0.020  1.080
 1S9  C10  H6   single    0.970  0.020  1.090
 1S9  C10  H7   single    0.970  0.020  1.090
 1S9  O12  H8   single    0.850  0.020  0.980
 1S9  C15  H9   single    0.930  0.020  1.080
 1S9  N18  H10  single    0.860  0.020  1.020
 1S9  C20  H11  single    0.930  0.020  1.080
 1S9  C21  H12  single    0.930  0.020  1.080
 1S9  C23  H13  single    0.930  0.020  1.080
 1S9  C24  H14  single    0.930  0.020  1.080
 1S9  N25  H15  single    0.860  0.020  1.020
 1S9  C29  H16  single    0.930  0.020  1.080
 1S9  C30  H17  single    0.930  0.020  1.080
 1S9  C31  H18  single    0.930  0.020  1.080
 1S9  C32  H19  single    0.930  0.020  1.080
 1S9  C33  H20  single    0.930  0.020  1.080

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
 1S9  H3   C1   H2   108.93  3.000
 1S9  H3   C1   H1   108.89  3.000
 1S9  H2   C1   H1   109.00  3.000
 1S9  H3   C1   O2   106.44  3.000
 1S9  H2   C1   O2   111.70  3.000
 1S9  H1   C1   O2   111.77  3.000
 1S9  C3   O2   C1   118.24  3.000
 1S9  C8   C3   C4   119.61  3.000
 1S9  C8   C3   O2   114.75  3.000
 1S9  C4   C3   O2   125.64  3.000
 1S9  H4   C4   C5   120.42  3.000
 1S9  H4   C4   C3   118.84  3.000
 1S9  C5   C4   C3   120.74  3.000
 1S9  C17  C5   C6   115.53  3.000
 1S9  C6   C5   C4   119.55  3.000
 1S9  C17  C5   C4   124.91  3.000
 1S9  N14  C6   C7   118.40  3.000
 1S9  C7   C6   C5   119.32  3.000
 1S9  N14  C6   C5   122.28  3.000
 1S9  H5   C7   C8   122.01  3.000
 1S9  H5   C7   C6   117.31  3.000
 1S9  C8   C7   C6   120.68  3.000
 1S9  O9   C8   C7   125.39  3.000
 1S9  O9   C8   C3   114.52  3.000
 1S9  C7   C8   C3   120.09  3.000
 1S9  C10  O9   C8   117.99  3.000
 1S9  H7   C10  H6   107.32  3.000
 1S9  H7   C10  C11  108.86  3.000
 1S9  H6   C10  C11  109.39  3.000
 1S9  H7   C10  O9   111.91  3.000
 1S9  H6   C10  O9   111.77  3.000
 1S9  C11  C10  O9   107.54  3.000
 1S9  O13  C11  O12  124.97  3.000
 1S9  O12  C11  C10  110.01  3.000
 1S9  O13  C11  C10  125.02  3.000
 1S9  H8   O12  C11  110.48  3.000
 1S9  C15  N14  C6   115.87  3.000
 1S9  H9   C15  N16  115.33  3.000
 1S9  H9   C15  N14  116.97  3.000
 1S9  N16  C15  N14  127.69  3.000
 1S9  C17  N16  C15  117.78  3.000
 1S9  N18  C17  N16  119.53  3.000
 1S9  N18  C17  C5   119.64  3.000
 1S9  N16  C17  C5   120.84  3.000
 1S9  H10  N18  C19  113.71  3.000
 1S9  H10  N18  C17  116.29  3.000
 1S9  C19  N18  C17  129.53  3.000
 1S9  C24  C19  C20  118.16  3.000
 1S9  C20  C19  N18  124.71  3.000
 1S9  C24  C19  N18  117.06  3.000
 1S9  H11  C20  C21  118.50  3.000
 1S9  H11  C20  C19  120.54  3.000
 1S9  C21  C20  C19  120.97  3.000
 1S9  H12  C21  C22  121.08  3.000
 1S9  H12  C21  C20  118.20  3.000
 1S9  C22  C21  C20  120.71  3.000
 1S9  N25  C22  C23  116.82  3.000
 1S9  C23  C22  C21  118.19  3.000
 1S9  N25  C22  C21  124.99  3.000
 1S9  H13  C23  C24  118.95  3.000
 1S9  H13  C23  C22  120.02  3.000
 1S9  C24  C23  C22  121.02  3.000
 1S9  H14  C24  C23  119.06  3.000
 1S9  H14  C24  C19  120.00  3.000
 1S9  C23  C24  C19  120.94  3.000
 1S9  H15  N25  C26  116.55  3.000
 1S9  H15  N25  C22  114.23  3.000
 1S9  C26  N25  C22  128.95  3.000
 1S9  C28  C26  O27  121.07  3.000
 1S9  O27  C26  N25  123.93  3.000
 1S9  C28  C26  N25  114.99  3.000
 1S9  C33  C28  C29  119.28  3.000
 1S9  C33  C28  C26  117.81  3.000
 1S9  C29  C28  C26  122.88  3.000
 1S9  H16  C29  C30  118.66  3.000
 1S9  H16  C29  C28  121.05  3.000
 1S9  C30  C29  C28  120.26  3.000
 1S9  H17  C30  C31  120.19  3.000
 1S9  H17  C30  C29  119.66  3.000
 1S9  C31  C30  C29  120.14  3.000
 1S9  H18  C31  C32  120.11  3.000
 1S9  H18  C31  C30  120.05  3.000
 1S9  C32  C31  C30  119.84  3.000
 1S9  H19  C32  C33  119.77  3.000
 1S9  H19  C32  C31  120.12  3.000
 1S9  C33  C32  C31  120.11  3.000
 1S9  H20  C33  C32  119.79  3.000
 1S9  H20  C33  C28  119.84  3.000
 1S9  C32  C33  C28  120.36  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
 1S9  CONST_01  C17  C5   C4   C3    180.00   0.0  0
 1S9  CONST_02  C6   C5   C4   C3      0.00   0.0  0
 1S9  CONST_03  C6   C7   C8   C3      0.00   0.0  0
 1S9  CONST_04  N16  C17  C5   C4    180.00   0.0  0
 1S9  CONST_05  N14  C6   C5   C4    180.00   0.0  0
 1S9  CONST_06  C7   C6   C5   C4      0.00   0.0  0
 1S9  CONST_07  C7   C8   C3   C4      0.00   0.0  0
 1S9  CONST_08  C15  N16  C17  C5      0.00   0.0  0
 1S9  CONST_09  C15  N14  C6   C5      0.00   0.0  0
 1S9  CONST_10  C8   C7   C6   C5      0.00   0.0  0
 1S9  CONST_11  C8   C3   C4   C5      0.00   0.0  0
 1S9  CONST_12  N16  C15  N14  C6      0.00   0.0  0
 1S9  CONST_13  N16  C17  C5   C6      0.00   0.0  0
 1S9  CONST_14  C15  N14  C6   C7    180.00   0.0  0
 1S9  CONST_15  C17  C5   C6   C7    180.00   0.0  0
 1S9  CONST_16  N14  C6   C7   C8    180.00   0.0  0
 1S9  CONST_17  C17  N16  C15  N14     0.00   0.0  0
 1S9  CONST_18  C17  C5   C6   N14     0.00   0.0  0
 1S9  CONST_19  C22  C23  C24  C19     0.00   0.0  0
 1S9  CONST_20  C22  C21  C20  C19     0.00   0.0  0
 1S9  CONST_21  C23  C22  C21  C20     0.00   0.0  0
 1S9  CONST_22  C23  C24  C19  C20     0.00   0.0  0
 1S9  CONST_23  C24  C23  C22  C21     0.00   0.0  0
 1S9  CONST_24  C24  C19  C20  C21     0.00   0.0  0
 1S9  CONST_25  C31  C30  C29  C28     0.00   0.0  0
 1S9  CONST_26  C31  C32  C33  C28     0.00   0.0  0
 1S9  CONST_27  C32  C31  C30  C29     0.00   0.0  0
 1S9  CONST_28  C32  C33  C28  C29     0.00   0.0  0
 1S9  CONST_29  C33  C32  C31  C30     0.00   0.0  0
 1S9  CONST_30  C33  C28  C29  C30     0.00   0.0  0
 1S9  CONST_31  C5   C4   C3   O2    180.00   0.0  0
 1S9  CONST_32  C7   C8   C3   O2    180.00   0.0  0
 1S9  CONST_33  N18  C17  C5   C4      0.00   0.0  0
 1S9  CONST_34  O9   C8   C3   C4    180.00   0.0  0
 1S9  CONST_35  N18  C17  C5   C6    180.00   0.0  0
 1S9  CONST_36  O9   C8   C7   C6    180.00   0.0  0
 1S9  CONST_37  N18  C17  N16  C15   180.00   0.0  0
 1S9  CONST_38  C23  C24  C19  N18   180.00   0.0  0
 1S9  CONST_39  C21  C20  C19  N18   180.00   0.0  0
 1S9  CONST_40  N25  C22  C21  C20   180.00   0.0  0
 1S9  CONST_41  N25  C22  C23  C24   180.00   0.0  0
 1S9  CONST_42  C30  C29  C28  C26   180.00   0.0  0
 1S9  CONST_43  C32  C33  C28  C26   180.00   0.0  0
 1S9  CONST_44  H5   C7   C8   C3    180.00   0.0  0
 1S9  CONST_45  H9   C15  N14  C6    180.00   0.0  0
 1S9  CONST_46  H4   C4   C5   C6    180.00   0.0  0
 1S9  CONST_47  H13  C23  C24  C19   180.00   0.0  0
 1S9  CONST_48  H12  C21  C20  C19   180.00   0.0  0
 1S9  CONST_49  H14  C24  C19  C20   180.00   0.0  0
 1S9  CONST_50  H11  C20  C21  C22   180.00   0.0  0
 1S9  CONST_51  H17  C30  C29  C28   180.00   0.0  0
 1S9  CONST_52  H19  C32  C33  C28   180.00   0.0  0
 1S9  CONST_53  H18  C31  C30  C29   180.00   0.0  0
 1S9  CONST_54  H20  C33  C28  C29   180.00   0.0  0
 1S9  CONST_55  H16  C29  C30  C31   180.00   0.0  0
 1S9  CONST_56  C28  C26  N25  C22   180.00   0.0  0
 1S9  CONST_57  C26  N25  C22  C21     0.00   0.0  0
 1S9  CONST_58  C26  N25  C22  C23   180.00   0.0  0
 1S9  CONST_59  H15  N25  C22  C21   180.00   0.0  0
 1S9  CONST_60  O27  C26  N25  C22     0.00   0.0  0
 1S9  CONST_61  H8   O12  C11  C10   180.00   0.0  0
 1S9  Var_01    C19  N18  C17  C5   -178.31  30.0  2
 1S9  Var_02    C24  C19  N18  C17  -155.24  30.0  3
 1S9  Var_03    C4   C3   O2   C1      0.84  30.0  2
 1S9  Var_04    C29  C28  C26  N25    29.54  30.0  2
 1S9  Var_05    C11  C10  O9   C8   -178.26  30.0  1
 1S9  Var_06    H1   C1   O2   C3    -62.04  30.0  3
 1S9  Var_07    O13  C11  C10  O9     -1.92  30.0  1

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
 1S9  plan-1  N18  0.020
 1S9  plan-1  C19  0.020
 1S9  plan-1  C20  0.020
 1S9  plan-1  C21  0.020
 1S9  plan-1  C22  0.020
 1S9  plan-1  C23  0.020
 1S9  plan-1  C24  0.020
 1S9  plan-1  N25  0.020
 1S9  plan-1  H11  0.020
 1S9  plan-1  H12  0.020
 1S9  plan-1  H13  0.020
 1S9  plan-1  H14  0.020
 1S9  plan-2  C26  0.020
 1S9  plan-2  C28  0.020
 1S9  plan-2  C29  0.020
 1S9  plan-2  C30  0.020
 1S9  plan-2  C31  0.020
 1S9  plan-2  C32  0.020
 1S9  plan-2  C33  0.020
 1S9  plan-2  H16  0.020
 1S9  plan-2  H17  0.020
 1S9  plan-2  H18  0.020
 1S9  plan-2  H19  0.020
 1S9  plan-2  H20  0.020
 1S9  plan-3  O2   0.020
 1S9  plan-3  C3   0.020
 1S9  plan-3  C4   0.020
 1S9  plan-3  C5   0.020
 1S9  plan-3  C6   0.020
 1S9  plan-3  C7   0.020
 1S9  plan-3  C8   0.020
 1S9  plan-3  O9   0.020
 1S9  plan-3  N14  0.020
 1S9  plan-3  C15  0.020
 1S9  plan-3  N16  0.020
 1S9  plan-3  C17  0.020
 1S9  plan-3  N18  0.020
 1S9  plan-3  H4   0.020
 1S9  plan-3  H5   0.020
 1S9  plan-3  H9   0.020
 1S9  plan-4  C22  0.020
 1S9  plan-4  N25  0.020
 1S9  plan-4  C26  0.020
 1S9  plan-4  O27  0.020
 1S9  plan-4  C28  0.020
 1S9  plan-4  H15  0.020
 1S9  plan-5  C10  0.020
 1S9  plan-5  C11  0.020
 1S9  plan-5  O12  0.020
 1S9  plan-5  O13  0.020
 1S9  plan-5  H8   0.020

