# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 21:40:17 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 6,7-dimethoxy-2-methyl-~{N}-[(1~{R})-1-[3-(1~{H}-pyrazol-4-yl)phenyl]ethyl]quinazolin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2nc(C)nc(N[C@H](C)c3cccc(c3)c4c[nH]nc4)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
 AWT  AWT  6,7-dimethoxy-2-methyl-~{N}-[(1~{R})-1-[3-(1~{H}-pyrazol-4-yl)phenyl]ethyl]quinazolin-4-amine  ligand  52  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AWT
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
 AWT  C4   C  CR16  0  -0.473  -2.5886   1.0335   0.0677
 AWT  C14  C  CH3   0  -0.441  -7.0404   0.4325  -1.5593
 AWT  C5   C  CR66  0   0.005  -2.3795  -0.3621   0.1273
 AWT  C6   C  CR6   0   0.522  -1.1628  -0.9886   0.5587
 AWT  C11  C  CR16  0  -0.475  -4.6355  -0.7047  -0.6930
 AWT  C8   C  CR6   0   0.328  -2.1054  -3.0432   0.1934
 AWT  C10  C  CR66  0   0.234  -3.4046  -1.2383  -0.2535
 AWT  C12  C  CR6   0   0.334  -4.8331   0.6510  -0.7499
 AWT  C3   C  CH3   0  -0.443  -3.1097   3.7880  -0.0726
 AWT  O13  O  O2    0  -0.454  -5.9574   1.2495  -1.1547
 AWT  C1   C  CR6   0   0.341  -3.7866   1.5427  -0.3588
 AWT  O2   O  O2    0  -0.461  -4.0924   2.8460  -0.4534
 AWT  N9   N  N     0  -0.489  -3.2601  -2.5899  -0.2179
 AWT  C15  C  CH3   0  -0.732  -1.9031  -4.5255   0.2455
 AWT  N7   N  N     0  -0.497  -1.0543  -2.3042   0.5860
 AWT  N16  N  NH1   0  -0.680  -0.1028  -0.2559   0.9317
 AWT  C17  C  CH1   0  -0.159   1.1293  -0.8242   1.4569
 AWT  C29  C  CH3   0  -0.652   0.9948  -1.2125   2.9273
 AWT  C18  C  CR6   0   0.177   2.2575   0.1540   1.2217
 AWT  C19  C  CR16  0  -0.432   3.2916  -0.1775   0.3572
 AWT  C28  C  CR16  0  -0.332   2.2796   1.3912   1.8613
 AWT  C27  C  CR16  0  -0.216   3.3241   2.2728   1.6239
 AWT  C26  C  CR16  0  -0.354   4.3525   1.9312   0.7602
 AWT  C20  C  CR6   0   0.146   4.3554   0.6945   0.1126
 AWT  C21  C  CR5   0  -0.103   5.4334   0.3166  -0.7988
 AWT  C22  C  CR15  0  -0.119   5.5471  -0.8466  -1.5931
 AWT  C25  C  CR15  0  -0.008   6.5905   1.0171  -1.0882
 AWT  N24  N  NR15  0  -0.425   7.2731   0.2808  -1.9734
 AWT  N23  N  N     0  -0.260   6.6624  -0.8523  -2.2955
 AWT  H1   H  HCR6  0   0.278  -1.7999   1.7153   0.3570
 AWT  H2   H  HCH3  0   0.234  -6.7749  -0.1982  -2.4114
 AWT  H3   H  HCH3  0   0.234  -7.3928  -0.2039  -0.7436
 AWT  H4   H  HCH3  0   0.265  -7.8407   1.1065  -1.8533
 AWT  H5   H  HCR6  0   0.282  -5.4096  -1.4027  -0.9824
 AWT  H6   H  HCH3  0   0.264  -3.5525   4.7704  -0.2145
 AWT  H7   H  HCH3  0   0.231  -2.8241   3.6764   0.9766
 AWT  H8   H  HCH3  0   0.231  -2.2121   3.7112  -0.6927
 AWT  H9   H  HCH3  0   0.249  -1.0819  -4.8224  -0.4090
 AWT  H10  H  HCH3  0   0.248  -1.6343  -4.8400   1.2549
 AWT  H11  H  HCH3  0   0.242  -2.8018  -5.0568  -0.0594
 AWT  H12  H  HNH1  0   0.413  -0.1993   0.7443   0.9778
 AWT  H13  H  HCH1  0   0.264   1.3389  -1.7285   0.8841
 AWT  H14  H  HCH3  0   0.226   0.7374  -0.3520   3.5455
 AWT  H15  H  HCH3  0   0.243   0.2162  -1.9649   3.0512
 AWT  H16  H  HCH3  0   0.236   1.9316  -1.6300   3.2969
 AWT  H17  H  HCR6  0   0.244   3.2655  -1.1437  -0.1330
 AWT  H18  H  HCR6  0   0.256   1.4889   1.6735   2.5467
 AWT  H19  H  HCR6  0   0.259   3.3395   3.2353   2.1186
 AWT  H20  H  HCR6  0   0.246   5.1544   2.6394   0.5930
 AWT  H21  H  HCR5  0   0.258   4.8556  -1.6715  -1.6782
 AWT  H22  H  HCR5  0   0.290   6.9670   1.9618  -0.7320
 AWT  H23  H  HNR5  0   0.424   8.1650   0.5065  -2.3846

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
 AWT  C29  C17  single    1.527  0.020  1.527
 AWT  C17  C18  single    1.512  0.020  1.512
 AWT  C17  N16  single    1.455  0.020  1.455
 AWT  C28  C18  aromatic  1.393  0.020  1.393
 AWT  C28  C27  aromatic  1.387  0.020  1.387
 AWT  C18  C19  aromatic  1.388  0.020  1.388
 AWT  C27  C26  aromatic  1.386  0.020  1.386
 AWT  N16  C6   single    1.341  0.020  1.341
 AWT  C19  C20  aromatic  1.397  0.020  1.397
 AWT  C26  C20  aromatic  1.396  0.020  1.396
 AWT  C20  C21  single    1.461  0.020  1.461
 AWT  N7   C6   aromatic  1.320  0.020  1.320
 AWT  N7   C8   aromatic  1.344  0.020  1.344
 AWT  C6   C5   aromatic  1.435  0.020  1.435
 AWT  C25  C21  aromatic  1.383  0.020  1.383
 AWT  C25  N24  aromatic  1.339  0.020  1.339
 AWT  C21  C22  aromatic  1.413  0.020  1.413
 AWT  C15  C8   single    1.497  0.020  1.497
 AWT  C8   N9   aromatic  1.307  0.020  1.307
 AWT  C5   C4   aromatic  1.413  0.020  1.413
 AWT  C5   C10  aromatic  1.401  0.020  1.401
 AWT  C4   C1   aromatic  1.370  0.020  1.370
 AWT  N24  N23  aromatic  1.327  0.020  1.327
 AWT  C22  N23  aromatic  1.318  0.020  1.318
 AWT  C3   O2   single    1.414  0.020  1.414
 AWT  N9   C10  aromatic  1.360  0.020  1.360
 AWT  C10  C11  aromatic  1.412  0.020  1.412
 AWT  C1   O2   single    1.342  0.020  1.342
 AWT  C1   C12  aromatic  1.429  0.020  1.429
 AWT  C11  C12  aromatic  1.371  0.020  1.371
 AWT  C12  O13  single    1.336  0.020  1.336
 AWT  O13  C14  single    1.416  0.020  1.416
 AWT  C4   H1   single    0.930  0.020  1.080
 AWT  C14  H2   single    0.970  0.020  1.090
 AWT  C14  H3   single    0.970  0.020  1.090
 AWT  C14  H4   single    0.970  0.020  1.090
 AWT  C11  H5   single    0.930  0.020  1.080
 AWT  C3   H6   single    0.970  0.020  1.090
 AWT  C3   H7   single    0.970  0.020  1.090
 AWT  C3   H8   single    0.970  0.020  1.090
 AWT  C15  H9   single    0.970  0.020  1.090
 AWT  C15  H10  single    0.970  0.020  1.090
 AWT  C15  H11  single    0.970  0.020  1.090
 AWT  N16  H12  single    0.860  0.020  1.020
 AWT  C17  H13  single    0.970  0.020  1.090
 AWT  C29  H14  single    0.970  0.020  1.090
 AWT  C29  H15  single    0.970  0.020  1.090
 AWT  C29  H16  single    0.970  0.020  1.090
 AWT  C19  H17  single    0.930  0.020  1.080
 AWT  C28  H18  single    0.930  0.020  1.080
 AWT  C27  H19  single    0.930  0.020  1.080
 AWT  C26  H20  single    0.930  0.020  1.080
 AWT  C22  H21  single    0.930  0.020  1.080
 AWT  C25  H22  single    0.930  0.020  1.080
 AWT  N24  H23  single    0.860  0.020  1.020

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
 AWT  H1   C4   C1   119.12  3.000
 AWT  H1   C4   C5   120.23  3.000
 AWT  C1   C4   C5   120.65  3.000
 AWT  H4   C14  H3   108.99  3.000
 AWT  H4   C14  H2   109.01  3.000
 AWT  H3   C14  H2   108.92  3.000
 AWT  H4   C14  O13  106.42  3.000
 AWT  H3   C14  O13  111.68  3.000
 AWT  H2   C14  O13  111.72  3.000
 AWT  C10  C5   C6   115.41  3.000
 AWT  C10  C5   C4   119.87  3.000
 AWT  C6   C5   C4   124.72  3.000
 AWT  N16  C6   N7   118.27  3.000
 AWT  N7   C6   C5   120.72  3.000
 AWT  N16  C6   C5   121.00  3.000
 AWT  H5   C11  C12  121.59  3.000
 AWT  H5   C11  C10  117.60  3.000
 AWT  C12  C11  C10  120.81  3.000
 AWT  N7   C8   C15  115.39  3.000
 AWT  C15  C8   N9   118.29  3.000
 AWT  N7   C8   N9   126.33  3.000
 AWT  N9   C10  C11  118.46  3.000
 AWT  C11  C10  C5   119.09  3.000
 AWT  N9   C10  C5   122.45  3.000
 AWT  C1   C12  O13  114.79  3.000
 AWT  O13  C12  C11  125.21  3.000
 AWT  C1   C12  C11  120.00  3.000
 AWT  H8   C3   H7   108.82  3.000
 AWT  H8   C3   H6   108.89  3.000
 AWT  H7   C3   H6   108.91  3.000
 AWT  H8   C3   O2   111.78  3.000
 AWT  H7   C3   O2   111.85  3.000
 AWT  H6   C3   O2   106.49  3.000
 AWT  C12  O13  C14  118.14  3.000
 AWT  O2   C1   C12  114.82  3.000
 AWT  C12  C1   C4   119.58  3.000
 AWT  O2   C1   C4   125.60  3.000
 AWT  C1   O2   C3   118.02  3.000
 AWT  C10  N9   C8   116.55  3.000
 AWT  H11  C15  H10  108.80  3.000
 AWT  H11  C15  H9   108.71  3.000
 AWT  H10  C15  H9   106.93  3.000
 AWT  H11  C15  C8   111.23  3.000
 AWT  H10  C15  C8   110.54  3.000
 AWT  H9   C15  C8   110.50  3.000
 AWT  C8   N7   C6   118.54  3.000
 AWT  H12  N16  C17  116.94  3.000
 AWT  H12  N16  C6   118.69  3.000
 AWT  C17  N16  C6   123.79  3.000
 AWT  H13  C17  C18  108.14  3.000
 AWT  H13  C17  C29  108.17  3.000
 AWT  C18  C17  C29  112.35  3.000
 AWT  H13  C17  N16  107.27  3.000
 AWT  C18  C17  N16  108.85  3.000
 AWT  C29  C17  N16  111.86  3.000
 AWT  H16  C29  H15  108.12  3.000
 AWT  H16  C29  H14  108.23  3.000
 AWT  H15  C29  H14  108.16  3.000
 AWT  H16  C29  C17  110.37  3.000
 AWT  H15  C29  C17  110.37  3.000
 AWT  H14  C29  C17  111.47  3.000
 AWT  C28  C18  C19  119.09  3.000
 AWT  C19  C18  C17  119.90  3.000
 AWT  C28  C18  C17  121.01  3.000
 AWT  H17  C19  C20  119.71  3.000
 AWT  H17  C19  C18  118.47  3.000
 AWT  C20  C19  C18  121.83  3.000
 AWT  H18  C28  C27  119.47  3.000
 AWT  H18  C28  C18  120.67  3.000
 AWT  C27  C28  C18  119.86  3.000
 AWT  H19  C27  C26  119.58  3.000
 AWT  H19  C27  C28  119.84  3.000
 AWT  C26  C27  C28  120.58  3.000
 AWT  H20  C26  C20  120.41  3.000
 AWT  H20  C26  C27  118.99  3.000
 AWT  C20  C26  C27  120.60  3.000
 AWT  C21  C20  C26  121.33  3.000
 AWT  C21  C20  C19  120.63  3.000
 AWT  C26  C20  C19  118.04  3.000
 AWT  C25  C21  C22  103.41  3.000
 AWT  C22  C21  C20  128.52  3.000
 AWT  C25  C21  C20  128.07  3.000
 AWT  H21  C22  N23  119.77  3.000
 AWT  H21  C22  C21  128.43  3.000
 AWT  N23  C22  C21  111.79  3.000
 AWT  H22  C25  N24  121.51  3.000
 AWT  H22  C25  C21  131.84  3.000
 AWT  N24  C25  C21  106.64  3.000
 AWT  H23  N24  N23  119.97  3.000
 AWT  H23  N24  C25  126.72  3.000
 AWT  N23  N24  C25  113.30  3.000
 AWT  N24  N23  C22  104.85  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
 AWT  CONST_01  N7   C6   C5   C4    180.00   0.0  0
 AWT  CONST_02  N9   C10  C5   C4    180.00   0.0  0
 AWT  CONST_03  C11  C10  C5   C4      0.00   0.0  0
 AWT  CONST_04  C11  C12  C1   C4      0.00   0.0  0
 AWT  CONST_05  C8   N7   C6   C5      0.00   0.0  0
 AWT  CONST_06  C12  C1   C4   C5      0.00   0.0  0
 AWT  CONST_07  C8   N9   C10  C5      0.00   0.0  0
 AWT  CONST_08  C12  C11  C10  C5      0.00   0.0  0
 AWT  CONST_09  N9   C8   N7   C6      0.00   0.0  0
 AWT  CONST_10  C1   C4   C5   C6    180.00   0.0  0
 AWT  CONST_11  N9   C10  C5   C6      0.00   0.0  0
 AWT  CONST_12  C11  C10  C5   C6    180.00   0.0  0
 AWT  CONST_13  C8   N9   C10  C11   180.00   0.0  0
 AWT  CONST_14  N7   C6   C5   C10     0.00   0.0  0
 AWT  CONST_15  C1   C4   C5   C10     0.00   0.0  0
 AWT  CONST_16  N7   C8   N9   C10     0.00   0.0  0
 AWT  CONST_17  C1   C12  C11  C10     0.00   0.0  0
 AWT  CONST_18  N9   C10  C11  C12   180.00   0.0  0
 AWT  CONST_19  C26  C27  C28  C18     0.00   0.0  0
 AWT  CONST_20  C26  C20  C19  C18     0.00   0.0  0
 AWT  CONST_21  C21  C20  C19  C18   180.00   0.0  0
 AWT  CONST_22  C27  C28  C18  C19     0.00   0.0  0
 AWT  CONST_23  C27  C26  C20  C19     0.00   0.0  0
 AWT  CONST_24  C25  C21  C20  C19   180.00   0.0  0
 AWT  CONST_25  C22  C21  C20  C19     0.00   0.0  0
 AWT  CONST_26  C20  C19  C18  C28     0.00   0.0  0
 AWT  CONST_27  C20  C26  C27  C28     0.00   0.0  0
 AWT  CONST_28  C21  C20  C26  C27   180.00   0.0  0
 AWT  CONST_29  C25  C21  C20  C26     0.00   0.0  0
 AWT  CONST_30  C22  C21  C20  C26   180.00   0.0  0
 AWT  CONST_31  N24  C25  C21  C20   180.00   0.0  0
 AWT  CONST_32  N23  C22  C21  C20   180.00   0.0  0
 AWT  CONST_33  N23  N24  C25  C21     0.00   0.0  0
 AWT  CONST_34  N24  N23  C22  C21     0.00   0.0  0
 AWT  CONST_35  N24  C25  C21  C22     0.00   0.0  0
 AWT  CONST_36  C25  N24  N23  C22     0.00   0.0  0
 AWT  CONST_37  N23  C22  C21  C25     0.00   0.0  0
 AWT  CONST_38  N16  C6   C5   C4      0.00   0.0  0
 AWT  CONST_39  O13  C12  C1   C4    180.00   0.0  0
 AWT  CONST_40  O2   C1   C4   C5    180.00   0.0  0
 AWT  CONST_41  C15  C8   N7   C6    180.00   0.0  0
 AWT  CONST_42  O2   C1   C12  C11   180.00   0.0  0
 AWT  CONST_43  N16  C6   N7   C8    180.00   0.0  0
 AWT  CONST_44  N16  C6   C5   C10   180.00   0.0  0
 AWT  CONST_45  C15  C8   N9   C10   180.00   0.0  0
 AWT  CONST_46  O13  C12  C11  C10   180.00   0.0  0
 AWT  CONST_47  C27  C28  C18  C17   180.00   0.0  0
 AWT  CONST_48  C20  C19  C18  C17   180.00   0.0  0
 AWT  CONST_49  H5   C11  C10  C5    180.00   0.0  0
 AWT  CONST_50  H1   C4   C5   C6      0.00   0.0  0
 AWT  CONST_51  H19  C27  C28  C18   180.00   0.0  0
 AWT  CONST_52  H18  C28  C18  C19   180.00   0.0  0
 AWT  CONST_53  H20  C26  C20  C19   180.00   0.0  0
 AWT  CONST_54  H17  C19  C18  C28   180.00   0.0  0
 AWT  CONST_55  H22  C25  C21  C20     0.00   0.0  0
 AWT  CONST_56  H21  C22  C21  C20     0.00   0.0  0
 AWT  CONST_57  H23  N24  C25  C21   180.00   0.0  0
 AWT  CONST_58  C17  N16  C6   C5    180.00   0.0  0
 AWT  CONST_59  C17  N16  C6   N7      0.00   0.0  0
 AWT  CONST_60  H12  N16  C6   C5      0.00   0.0  0
 AWT  Var_01    C1   C12  O13  C14   179.96  30.0  1
 AWT  Var_02    H9   C15  C8   N9    119.37  30.0  2
 AWT  Var_03    H2   C14  O13  C12   -60.68  30.0  3
 AWT  Var_04    H6   C3   O2   C1   -179.56  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
 AWT  chir_01  C17  C29  C18  N16  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
 AWT  plan-1  C20  0.020
 AWT  plan-1  C21  0.020
 AWT  plan-1  C22  0.020
 AWT  plan-1  C25  0.020
 AWT  plan-1  N24  0.020
 AWT  plan-1  N23  0.020
 AWT  plan-1  H21  0.020
 AWT  plan-1  H22  0.020
 AWT  plan-1  H23  0.020
 AWT  plan-2  C17  0.020
 AWT  plan-2  C18  0.020
 AWT  plan-2  C19  0.020
 AWT  plan-2  C28  0.020
 AWT  plan-2  C27  0.020
 AWT  plan-2  C26  0.020
 AWT  plan-2  C20  0.020
 AWT  plan-2  C21  0.020
 AWT  plan-2  H17  0.020
 AWT  plan-2  H18  0.020
 AWT  plan-2  H19  0.020
 AWT  plan-2  H20  0.020
 AWT  plan-3  C4   0.020
 AWT  plan-3  C5   0.020
 AWT  plan-3  C6   0.020
 AWT  plan-3  C11  0.020
 AWT  plan-3  C8   0.020
 AWT  plan-3  C10  0.020
 AWT  plan-3  C12  0.020
 AWT  plan-3  O13  0.020
 AWT  plan-3  C1   0.020
 AWT  plan-3  O2   0.020
 AWT  plan-3  N9   0.020
 AWT  plan-3  C15  0.020
 AWT  plan-3  N7   0.020
 AWT  plan-3  N16  0.020
 AWT  plan-3  H1   0.020
 AWT  plan-3  H5   0.020
 AWT  plan-4  C6   0.020
 AWT  plan-4  N16  0.020
 AWT  plan-4  C17  0.020
 AWT  plan-4  H12  0.020

