# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 00:56:57 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: [2-[5-[(1~{R})-1-[(6,7-dimethoxy-2-methyl-5,8-dihydroquinazolin-4-yl)amino]ethyl]thiophen-2-yl]phenyl]methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC1=C(Cc2c(C1)nc(C)nc2N[C@H](C)c3sc(cc3)c4ccccc4CO)OC
#
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
 AWW  AWW  '[2-[5-[(1~{R})-1-[(6,7-dimethoxy-2-methyl-5,8-dihydroquinazolin-4-yl)amino]ethyl]thiophen-2-yl]phenyl]methanol'  ligand  58  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_AWW
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
 AWW  C4   C  CR66  0   0.226   4.2390  -0.6456   0.0920
 AWW  C6   C  CR6   0   0.337   3.7880  -2.8680   0.1558
 AWW  C7   C  CH3   0  -0.731   4.2578  -4.2819   0.3021
 AWW  C13  C  CR5   0  -0.144  -1.5823  -1.8883   0.0812
 AWW  C15  C  CR15  0  -0.199  -3.3881  -1.4488   1.4724
 AWW  C20  C  CR16  0  -0.254  -7.4950  -0.2025   0.2875
 AWW  C21  C  CR16  0  -0.246  -7.5770   1.1110  -0.1480
 AWW  C22  C  CR16  0  -0.290  -6.4194   1.8271  -0.4211
 AWW  C24  C  CH2   0  -0.208  -3.9160   2.0570  -0.5386
 AWW  C26  C  C     0  -0.620   5.2933   0.4160   0.1729
 AWW  C29  C  CH3   0  -0.428   6.6879   2.8251   0.9536
 AWW  O28  O  O2    0  -0.485   5.6823   2.8217  -0.0451
 AWW  C27  C  CR6   0   0.321   4.7760   1.8093   0.0030
 AWW  C1   C  CR6   0   0.242   3.4835   2.0913  -0.1593
 AWW  O30  O  O2    0  -0.495   3.0590   3.3800  -0.3327
 AWW  C31  C  CH3   0  -0.409   2.7386   4.0488   0.8764
 AWW  C2   C  C     0  -0.614   2.4065   1.0579  -0.2277
 AWW  C3   C  CR66  0  -0.035   2.9139  -0.3415  -0.0880
 AWW  N5   N  N     0  -0.480   4.6885  -1.9067   0.2145
 AWW  N8   N  N     0  -0.487   2.4811  -2.6963  -0.0188
 AWW  C9   C  CR6   0   0.536   2.0323  -1.4510  -0.1384
 AWW  N10  N  NH1   0  -0.673   0.7085  -1.2663  -0.2930
 AWW  C11  C  CH1   0  -0.153  -0.2484  -2.3551  -0.4177
 AWW  C12  C  CH3   0  -0.658  -0.3005  -2.9052  -1.8403
 AWW  S17  S  S2    0   0.217  -2.6310  -0.9405  -0.9062
 AWW  C14  C  CR15  0  -0.217  -2.1241  -2.0749   1.3168
 AWW  C16  C  CR5   0  -0.251  -3.7983  -0.7771   0.3565
 AWW  C18  C  CR6   0   0.080  -5.0795  -0.0843   0.1559
 AWW  C19  C  CR16  0  -0.289  -6.2497  -0.7929   0.4313
 AWW  C23  C  CR6   0   0.015  -5.1618   1.2516  -0.2678
 AWW  O25  O  OH1   0  -0.664  -4.2229   3.4277  -0.5309
 AWW  H1   H  HCH3  0   0.252   3.8809  -4.7132   1.2313
 AWW  H2   H  HCH3  0   0.249   3.8799  -4.8998  -0.5125
 AWW  H3   H  HCH3  0   0.244   5.3436  -4.3363   0.3135
 AWW  H4   H  HCR5  0   0.265  -3.9732  -1.4850   2.3810
 AWW  H5   H  HCR6  0   0.258  -8.3914  -0.7679   0.5057
 AWW  H6   H  HCR6  0   0.257  -8.5419   1.5843  -0.2761
 AWW  H7   H  HCR6  0   0.258  -6.5034   2.8544  -0.7469
 AWW  H8   H  HCH2  0   0.218  -3.1575   1.8115   0.2166
 AWW  H9   H  HCH2  0   0.223  -3.4940   1.7550  -1.5066
 AWW  H10  H  H     0   0.278   5.8036   0.3064   1.1368
 AWW  H11  H  H     0   0.276   6.0598   0.2094  -0.5827
 AWW  H12  H  HCH3  0   0.227   7.3837   1.9890   0.8505
 AWW  H13  H  HCH3  0   0.249   7.2460   3.7513   0.8331
 AWW  H14  H  HCH3  0   0.220   6.2605   2.8038   1.9601
 AWW  H15  H  HCH3  0   0.218   3.6077   4.1379   1.5335
 AWW  H16  H  HCH3  0   0.236   2.3956   5.0485   0.6143
 AWW  H17  H  HCH3  0   0.215   1.9384   3.5435   1.4263
 AWW  H18  H  H     0   0.264   1.6586   1.2611   0.5510
 AWW  H19  H  H     0   0.263   1.8709   1.1695  -1.1801
 AWW  H20  H  HNH1  0   0.410   0.3728  -0.3363  -0.4847
 AWW  H21  H  HCH1  0   0.276   0.0806  -3.1536   0.2494
 AWW  H22  H  HCH3  0   0.227  -0.5860  -2.1325  -2.5567
 AWW  H23  H  HCH3  0   0.250   0.6786  -3.2850  -2.1293
 AWW  H24  H  HCH3  0   0.242  -1.0187  -3.7218  -1.9117
 AWW  H25  H  HCR5  0   0.267  -1.6296  -2.6399   2.0951
 AWW  H26  H  HCR6  0   0.255  -6.1749  -1.8245   0.7510
 AWW  H27  H  HOH1  0   0.463  -3.4452   3.9054  -0.8323

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
 AWW  C12  C11  single    1.526  0.020  1.526
 AWW  C20  C19  aromatic  1.386  0.020  1.386
 AWW  C20  C21  aromatic  1.386  0.020  1.386
 AWW  C19  C18  aromatic  1.395  0.020  1.395
 AWW  C11  C13  single    1.499  0.020  1.499
 AWW  C11  N10  single    1.455  0.020  1.455
 AWW  S17  C13  aromatic  1.724  0.020  1.724
 AWW  S17  C16  aromatic  1.727  0.020  1.727
 AWW  C13  C14  aromatic  1.362  0.020  1.362
 AWW  C21  C22  aromatic  1.388  0.020  1.388
 AWW  C16  C18  single    1.470  0.020  1.470
 AWW  C16  C15  aromatic  1.365  0.020  1.365
 AWW  C18  C23  aromatic  1.404  0.020  1.404
 AWW  C14  C15  aromatic  1.419  0.020  1.419
 AWW  N10  C9   single    1.346  0.020  1.346
 AWW  C22  C23  aromatic  1.392  0.020  1.392
 AWW  C23  C24  single    1.508  0.020  1.508
 AWW  C9   N8   aromatic  1.329  0.020  1.329
 AWW  C9   C3   aromatic  1.418  0.020  1.418
 AWW  N8   C6   aromatic  1.330  0.020  1.330
 AWW  C2   C3   single    1.495  0.020  1.495
 AWW  C2   C1   single    1.494  0.020  1.494
 AWW  C3   C4   aromatic  1.371  0.020  1.371
 AWW  C6   C7   single    1.497  0.020  1.497
 AWW  C6   N5   aromatic  1.318  0.020  1.318
 AWW  C31  O30  single    1.418  0.020  1.418
 AWW  C24  O25  single    1.405  0.020  1.405
 AWW  C1   O30  single    1.368  0.020  1.368
 AWW  C1   C27  double    1.333  0.020  1.333
 AWW  C4   N5   aromatic  1.344  0.020  1.344
 AWW  C4   C26  single    1.498  0.020  1.498
 AWW  C27  C26  single    1.496  0.020  1.496
 AWW  C27  O28  single    1.360  0.020  1.360
 AWW  O28  C29  single    1.417  0.020  1.417
 AWW  C7   H1   single    0.970  0.020  1.090
 AWW  C7   H2   single    0.970  0.020  1.090
 AWW  C7   H3   single    0.970  0.020  1.090
 AWW  C15  H4   single    0.930  0.020  1.080
 AWW  C20  H5   single    0.930  0.020  1.080
 AWW  C21  H6   single    0.930  0.020  1.080
 AWW  C22  H7   single    0.930  0.020  1.080
 AWW  C24  H8   single    0.970  0.020  1.090
 AWW  C24  H9   single    0.970  0.020  1.090
 AWW  C26  H10  single    0.970  0.020  1.090
 AWW  C26  H11  single    0.970  0.020  1.090
 AWW  C29  H12  single    0.970  0.020  1.090
 AWW  C29  H13  single    0.970  0.020  1.090
 AWW  C29  H14  single    0.970  0.020  1.090
 AWW  C31  H15  single    0.970  0.020  1.090
 AWW  C31  H16  single    0.970  0.020  1.090
 AWW  C31  H17  single    0.970  0.020  1.090
 AWW  C2   H18  single    0.970  0.020  1.090
 AWW  C2   H19  single    0.970  0.020  1.090
 AWW  N10  H20  single    0.860  0.020  1.020
 AWW  C11  H21  single    0.970  0.020  1.090
 AWW  C12  H22  single    0.970  0.020  1.090
 AWW  C12  H23  single    0.970  0.020  1.090
 AWW  C12  H24  single    0.970  0.020  1.090
 AWW  C14  H25  single    0.930  0.020  1.080
 AWW  C19  H26  single    0.930  0.020  1.080
 AWW  O25  H27  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
 AWW  N5   C4   C3   122.89  3.000
 AWW  N5   C4   C26  115.11  3.000
 AWW  C3   C4   C26  122.00  3.000
 AWW  N8   C6   N5   125.66  3.000
 AWW  N5   C6   C7   118.03  3.000
 AWW  N8   C6   C7   116.31  3.000
 AWW  H3   C7   H2   109.01  3.000
 AWW  H3   C7   H1   108.42  3.000
 AWW  H2   C7   H1   107.01  3.000
 AWW  H3   C7   C6   111.20  3.000
 AWW  H2   C7   C6   110.71  3.000
 AWW  H1   C7   C6   110.37  3.000
 AWW  C14  C13  S17  110.66  3.000
 AWW  C14  C13  C11  127.84  3.000
 AWW  S17  C13  C11  121.46  3.000
 AWW  H4   C15  C16  122.73  3.000
 AWW  H4   C15  C14  124.01  3.000
 AWW  C16  C15  C14  113.26  3.000
 AWW  H5   C20  C19  120.07  3.000
 AWW  H5   C20  C21  120.63  3.000
 AWW  C19  C20  C21  119.31  3.000
 AWW  H6   C21  C22  119.63  3.000
 AWW  H6   C21  C20  120.28  3.000
 AWW  C22  C21  C20  120.08  3.000
 AWW  H7   C22  C23  119.77  3.000
 AWW  H7   C22  C21  118.99  3.000
 AWW  C23  C22  C21  121.23  3.000
 AWW  H9   C24  H8   106.21  3.000
 AWW  H9   C24  O25  110.92  3.000
 AWW  H8   C24  O25  111.43  3.000
 AWW  H9   C24  C23  109.19  3.000
 AWW  H8   C24  C23  109.13  3.000
 AWW  O25  C24  C23  109.86  3.000
 AWW  H11  C26  H10  105.18  3.000
 AWW  H11  C26  C27  109.82  3.000
 AWW  H10  C26  C27  110.73  3.000
 AWW  H11  C26  C4   108.74  3.000
 AWW  H10  C26  C4   107.71  3.000
 AWW  C27  C26  C4   114.23  3.000
 AWW  H14  C29  H13  108.60  3.000
 AWW  H14  C29  H12  108.71  3.000
 AWW  H13  C29  H12  108.32  3.000
 AWW  H14  C29  O28  111.79  3.000
 AWW  H13  C29  O28  106.73  3.000
 AWW  H12  C29  O28  112.55  3.000
 AWW  C27  O28  C29  116.73  3.000
 AWW  C1   C27  O28  118.99  3.000
 AWW  O28  C27  C26  117.84  3.000
 AWW  C1   C27  C26  123.11  3.000
 AWW  C2   C1   O30  114.97  3.000
 AWW  O30  C1   C27  121.04  3.000
 AWW  C2   C1   C27  123.93  3.000
 AWW  C31  O30  C1   113.97  3.000
 AWW  H17  C31  H16  108.33  3.000
 AWW  H17  C31  H15  108.47  3.000
 AWW  H16  C31  H15  108.68  3.000
 AWW  H17  C31  O30  112.07  3.000
 AWW  H16  C31  O30  107.39  3.000
 AWW  H15  C31  O30  111.79  3.000
 AWW  H19  C2   H18  105.30  3.000
 AWW  H19  C2   C3   109.97  3.000
 AWW  H18  C2   C3   109.76  3.000
 AWW  H19  C2   C1   108.72  3.000
 AWW  H18  C2   C1   109.29  3.000
 AWW  C3   C2   C1   113.48  3.000
 AWW  C9   C3   C2   121.20  3.000
 AWW  C2   C3   C4   123.21  3.000
 AWW  C9   C3   C4   115.59  3.000
 AWW  C6   N5   C4   116.84  3.000
 AWW  C9   N8   C6   117.69  3.000
 AWW  N10  C9   N8   118.11  3.000
 AWW  N8   C9   C3   121.33  3.000
 AWW  N10  C9   C3   120.55  3.000
 AWW  H20  N10  C11  117.10  3.000
 AWW  H20  N10  C9   118.46  3.000
 AWW  C11  N10  C9   123.65  3.000
 AWW  H21  C11  C12  108.44  3.000
 AWW  H21  C11  N10  107.27  3.000
 AWW  C12  C11  N10  111.84  3.000
 AWW  H21  C11  C13  107.03  3.000
 AWW  N10  C11  C13  108.89  3.000
 AWW  C12  C11  C13  113.09  3.000
 AWW  H24  C12  H23  108.28  3.000
 AWW  H24  C12  H22  108.36  3.000
 AWW  H23  C12  H22  107.92  3.000
 AWW  H24  C12  C11  110.71  3.000
 AWW  H23  C12  C11  110.02  3.000
 AWW  H22  C12  C11  111.44  3.000
 AWW  C16  S17  C13   92.54  3.000
 AWW  H25  C14  C15  123.97  3.000
 AWW  H25  C14  C13  122.86  3.000
 AWW  C15  C14  C13  113.17  3.000
 AWW  C18  C16  S17  122.25  3.000
 AWW  C18  C16  C15  127.23  3.000
 AWW  S17  C16  C15  110.36  3.000
 AWW  C23  C18  C19  119.58  3.000
 AWW  C23  C18  C16  122.73  3.000
 AWW  C19  C18  C16  117.68  3.000
 AWW  H26  C19  C18  118.96  3.000
 AWW  H26  C19  C20  119.91  3.000
 AWW  C18  C19  C20  121.12  3.000
 AWW  C18  C23  C24  120.93  3.000
 AWW  C24  C23  C22  120.39  3.000
 AWW  C18  C23  C22  118.67  3.000
 AWW  H27  O25  C24  107.84  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
 AWW  CONST_01  N8   C9   C3   C4     0.00   0.0  0
 AWW  CONST_02  N8   C6   N5   C4     0.00   0.0  0
 AWW  CONST_03  C3   C9   N8   C6     0.00   0.0  0
 AWW  CONST_04  C3   C4   N5   C6     0.00   0.0  0
 AWW  CONST_05  C18  C16  S17  C13  180.00   0.0  0
 AWW  CONST_06  C15  C16  S17  C13    0.00   0.0  0
 AWW  CONST_07  C16  C15  C14  C13    0.00   0.0  0
 AWW  CONST_10  S17  C13  C14  C15    0.00   0.0  0
 AWW  CONST_11  C16  C18  C19  C20  180.00   0.0  0
 AWW  CONST_12  C23  C18  C19  C20    0.00   0.0  0
 AWW  CONST_13  C23  C22  C21  C20    0.00   0.0  0
 AWW  CONST_14  C18  C19  C20  C21    0.00   0.0  0
 AWW  CONST_15  C18  C23  C22  C21    0.00   0.0  0
 AWW  CONST_16  C19  C20  C21  C22    0.00   0.0  0
 AWW  CONST_17  C19  C18  C23  C22    0.00   0.0  0
 AWW  CONST_18  C16  C18  C23  C22  180.00   0.0  0
 AWW  CONST_19  C9   N8   C6   N5     0.00   0.0  0
 AWW  CONST_20  C9   C3   C4   N5     0.00   0.0  0
 AWW  CONST_23  C14  C15  C16  S17    0.00   0.0  0
 AWW  CONST_24  C16  S17  C13  C14    0.00   0.0  0
 AWW  CONST_25  C18  C16  C15  C14  180.00   0.0  0
 AWW  CONST_26  N10  C9   C3   C4   180.00   0.0  0
 AWW  CONST_27  C7   C6   N5   C4   180.00   0.0  0
 AWW  CONST_28  N10  C9   N8   C6   180.00   0.0  0
 AWW  CONST_29  C9   N8   C6   C7   180.00   0.0  0
 AWW  CONST_30  C11  C13  C14  C15  180.00   0.0  0
 AWW  CONST_31  C24  C23  C22  C21  180.00   0.0  0
 AWW  CONST_32  C19  C18  C23  C24  180.00   0.0  0
 AWW  CONST_33  C16  C18  C23  C24    0.00   0.0  0
 AWW  CONST_34  N10  C9   C3   C2     0.00   0.0  0
 AWW  CONST_35  C16  S17  C13  C11  180.00   0.0  0
 AWW  CONST_36  H4   C15  C14  C13  180.00   0.0  0
 AWW  CONST_37  H7   C22  C21  C20  180.00   0.0  0
 AWW  CONST_38  H26  C19  C20  C21  180.00   0.0  0
 AWW  CONST_39  H5   C20  C21  C22  180.00   0.0  0
 AWW  CONST_40  H25  C14  C13  S17  180.00   0.0  0
 AWW  CONST_41  H6   C21  C20  C19  180.00   0.0  0
 AWW  CONST_42  C11  N10  C9   C3   180.00   0.0  0
 AWW  CONST_43  C11  N10  C9   N8     0.00   0.0  0
 AWW  CONST_44  H20  N10  C9   C3     0.00   0.0  0
 AWW  Var_01    C1   C2   C3   C4     0.30  30.0  1
 AWW  Var_02    C1   C27  C26  C4     2.27  30.0  1
 AWW  Var_03    C2   C1   C27  C26   -1.70  30.0  1
 AWW  Var_04    C3   C2   C1   C27    0.33  30.0  1
 AWW  Var_05    C3   C4   C26  C27   -1.62  30.0  1
 AWW  Var_06    O25  C24  C23  C22   17.82  30.0  2
 AWW  Var_07    H1   C7   C6   N5   112.93  30.0  2
 AWW  Var_08    H12  C29  O28  C27   67.59  30.0  3
 AWW  Var_09    H15  C31  O30  C1    62.11  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
 AWW  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
 AWW  plan-1  C13  0.020
 AWW  plan-1  C15  0.020
 AWW  plan-1  C11  0.020
 AWW  plan-1  S17  0.020
 AWW  plan-1  C14  0.020
 AWW  plan-1  C16  0.020
 AWW  plan-1  C18  0.020
 AWW  plan-1  H4   0.020
 AWW  plan-1  H25  0.020
 AWW  plan-2  C20  0.020
 AWW  plan-2  C21  0.020
 AWW  plan-2  C22  0.020
 AWW  plan-2  C24  0.020
 AWW  plan-2  C16  0.020
 AWW  plan-2  C18  0.020
 AWW  plan-2  C19  0.020
 AWW  plan-2  C23  0.020
 AWW  plan-2  H5   0.020
 AWW  plan-2  H6   0.020
 AWW  plan-2  H7   0.020
 AWW  plan-2  H26  0.020
 AWW  plan-3  C9   0.020
 AWW  plan-3  N10  0.020
 AWW  plan-3  C11  0.020
 AWW  plan-3  H20  0.020
 AWW  plan-4  C4   0.020
 AWW  plan-4  C6   0.020
 AWW  plan-4  C7   0.020
 AWW  plan-4  C26  0.020
 AWW  plan-4  C2   0.020
 AWW  plan-4  C3   0.020
 AWW  plan-4  N5   0.020
 AWW  plan-4  N8   0.020
 AWW  plan-4  C9   0.020
 AWW  plan-4  N10  0.020

