# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 21:11:15 2021
#   Inital geometry file: a 118 line input string
#   Ligand name: 3-[[6-bromanyl-2-[3-(dimethylamino)propyl-methyl-amino]quinazolin-4-yl]-methyl-amino]propanenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCCN(C)c1nc2ccc(Br)cc2c(n1)N(C)CCC#N
#
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
 HXN  HXN  3-[[6-bromanyl-2-[3-(dimethylamino)propyl-methyl-amino]quinazolin-4-yl]-methyl-amino]propanenitrile  ligand  50  25  .  2022-03-18  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HXN
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
 HXN  BR   BR  BR    0  -0.049   6.7289  55.2471  59.2391
 HXN  C14  C   CR6   0  -0.135   5.7383  53.7298  59.7726
 HXN  C13  C   CR16  0  -0.282   6.2109  52.4734  59.4963
 HXN  C15  C   CR16  0  -0.219   4.5112  53.9137  60.4329
 HXN  C16  C   CR16  0  -0.318   3.7461  52.8258  60.7555
 HXN  C17  C   CR66  0   0.257   4.1766  51.5139  60.4481
 HXN  C12  C   CR66  0  -0.046   5.4635  51.3479  59.8879
 HXN  C7   C   CR6   0   0.516   5.8553  49.9776  59.6702
 HXN  N3   N   NT    0  -0.472   7.1211  49.6368  59.2774
 HXN  C9   C   CH2   0  -0.356   8.2777  50.1829  59.9618
 HXN  C10  C   CH2   0  -0.542   8.7328  49.3716  61.1903
 HXN  C11  C   CSP   0   0.120   9.5057  48.1791  60.8839
 HXN  N4   N   NS    0  -0.274  10.1407  47.2483  60.6502
 HXN  C8   C   CH3   0  -0.540   7.3044  48.3130  58.7106
 HXN  N2   N   N     0  -0.504   4.9821  49.0143  59.7904
 HXN  N5   N   N     0  -0.525   3.3314  50.4864  60.6501
 HXN  C6   C   CR6   0   0.623   3.7393  49.3003  60.2405
 HXN  N1   N   NT    0  -0.490   2.8789  48.2588  60.3144
 HXN  C5   C   CH3   0  -0.522   3.2102  46.9761  59.7315
 HXN  C4   C   CH2   0  -0.292   1.4877  48.4949  60.6498
 HXN  C3   C   CH2   0  -0.459   0.6561  48.9826  59.4668
 HXN  C2   C   CH2   0  -0.254  -0.7879  49.2247  59.8831
 HXN  N    N   NT    0  -0.406  -1.6772  49.5210  58.7751
 HXN  C1   C   CH3   0  -0.520  -3.0567  49.5093  59.2123
 HXN  C    C   CH3   0  -0.526  -1.3586  50.7746  58.1257
 HXN  H1   H   HCR6  0   0.303   7.1336  52.3506  58.9459
 HXN  H2   H   HCR6  0   0.282   4.1532  54.9087  60.6612
 HXN  H3   H   HCR6  0   0.266   2.7795  52.9576  61.2238
 HXN  H4   H   HCH2  0   0.294   8.0566  51.1752  60.3384
 HXN  H5   H   HCH2  0   0.281   9.1020  50.2856  59.2551
 HXN  H6   H   HCH2  0   0.318   7.8775  49.0888  61.8074
 HXN  H7   H   HCH2  0   0.326   9.3671  50.0129  61.8054
 HXN  H8   H   HCH3  0   0.263   6.5584  48.1329  57.9402
 HXN  H9   H   HCH3  0   0.249   8.2900  48.2707  58.2493
 HXN  H10  H   HCH3  0   0.236   7.2228  47.5073  59.4441
 HXN  H11  H   HCH3  0   0.259   4.2580  46.7393  59.8894
 HXN  H12  H   HCH3  0   0.239   2.6069  46.2067  60.2102
 HXN  H13  H   HCH3  0   0.229   3.0141  46.9410  58.6559
 HXN  H14  H   HCH2  0   0.248   1.4351  49.2166  61.4647
 HXN  H15  H   HCH2  0   0.242   1.0800  47.5556  61.0299
 HXN  H16  H   HCH2  0   0.226   0.6787  48.2435  58.6604
 HXN  H17  H   HCH2  0   0.235   1.1103  49.8982  59.0821
 HXN  H18  H   HCH2  0   0.185  -0.8166  50.0226  60.6476
 HXN  H19  H   HCH2  0   0.224  -1.1638  48.3200  60.3715
 HXN  H21  H   HCH3  0   0.231  -3.3089  48.5355  59.6352
 HXN  H22  H   HCH3  0   0.189  -3.2797  50.2736  59.9743
 HXN  H23  H   HCH3  0   0.231  -3.7194  49.6865  58.3639
 HXN  H24  H   HCH3  0   0.236  -0.3620  50.7463  57.6857
 HXN  H25  H   HCH3  0   0.233  -2.0658  50.9594  57.3161
 HXN  H26  H   HCH3  0   0.189  -1.3993  51.6386  58.8091

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
 HXN  N4   C11  triple    1.151  0.020  1.151
 HXN  C11  C10  single    1.454  0.020  1.454
 HXN  C1   N    single    1.447  0.020  1.447
 HXN  C    N    single    1.447  0.020  1.447
 HXN  N    C2   single    1.451  0.020  1.451
 HXN  C10  C9   single    1.541  0.020  1.541
 HXN  C8   N3   single    1.452  0.020  1.452
 HXN  C9   N3   single    1.451  0.020  1.451
 HXN  C2   C3   single    1.522  0.020  1.522
 HXN  N3   C7   single    1.368  0.020  1.368
 HXN  C3   C4   single    1.526  0.020  1.526
 HXN  C7   N2   aromatic  1.306  0.020  1.306
 HXN  C7   C12  aromatic  1.442  0.020  1.442
 HXN  C13  C12  aromatic  1.407  0.020  1.407
 HXN  C13  C14  aromatic  1.370  0.020  1.370
 HXN  N2   C6   aromatic  1.352  0.020  1.352
 HXN  BR   C14  single    1.889  0.020  1.889
 HXN  C12  C17  aromatic  1.413  0.020  1.413
 HXN  C14  C15  aromatic  1.406  0.020  1.406
 HXN  C4   N1   single    1.450  0.020  1.450
 HXN  C6   N1   single    1.353  0.020  1.353
 HXN  C6   N5   aromatic  1.319  0.020  1.319
 HXN  N1   C5   single    1.447  0.020  1.447
 HXN  C17  N5   aromatic  1.346  0.020  1.346
 HXN  C17  C16  aromatic  1.414  0.020  1.414
 HXN  C15  C16  aromatic  1.369  0.020  1.369
 HXN  C13  H1   single    0.930  0.020  1.080
 HXN  C15  H2   single    0.930  0.020  1.080
 HXN  C16  H3   single    0.930  0.020  1.080
 HXN  C9   H4   single    0.970  0.020  1.090
 HXN  C9   H5   single    0.970  0.020  1.090
 HXN  C10  H6   single    0.970  0.020  1.090
 HXN  C10  H7   single    0.970  0.020  1.090
 HXN  C8   H8   single    0.970  0.020  1.090
 HXN  C8   H9   single    0.970  0.020  1.090
 HXN  C8   H10  single    0.970  0.020  1.090
 HXN  C5   H11  single    0.970  0.020  1.090
 HXN  C5   H12  single    0.970  0.020  1.090
 HXN  C5   H13  single    0.970  0.020  1.090
 HXN  C4   H14  single    0.970  0.020  1.090
 HXN  C4   H15  single    0.970  0.020  1.090
 HXN  C3   H16  single    0.970  0.020  1.090
 HXN  C3   H17  single    0.970  0.020  1.090
 HXN  C2   H18  single    0.970  0.020  1.090
 HXN  C2   H19  single    0.970  0.020  1.090
 HXN  C1   H21  single    0.970  0.020  1.090
 HXN  C1   H22  single    0.970  0.020  1.090
 HXN  C1   H23  single    0.970  0.020  1.090
 HXN  C    H24  single    0.970  0.020  1.090
 HXN  C    H25  single    0.970  0.020  1.090
 HXN  C    H26  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
 HXN  C15  C14  C13  121.04  3.000
 HXN  C15  C14  BR   119.04  3.000
 HXN  C13  C14  BR   119.91  3.000
 HXN  H1   C13  C12  120.27  3.000
 HXN  H1   C13  C14  120.06  3.000
 HXN  C12  C13  C14  119.62  3.000
 HXN  H2   C15  C16  119.77  3.000
 HXN  H2   C15  C14  120.55  3.000
 HXN  C16  C15  C14  119.66  3.000
 HXN  H3   C16  C17  118.61  3.000
 HXN  H3   C16  C15  120.30  3.000
 HXN  C17  C16  C15  121.06  3.000
 HXN  N5   C17  C12  122.80  3.000
 HXN  N5   C17  C16  118.98  3.000
 HXN  C12  C17  C16  118.17  3.000
 HXN  C7   C12  C17  114.77  3.000
 HXN  C17  C12  C13  120.01  3.000
 HXN  C7   C12  C13  125.03  3.000
 HXN  N2   C7   N3   117.47  3.000
 HXN  N2   C7   C12  120.37  3.000
 HXN  N3   C7   C12  122.10  3.000
 HXN  C8   N3   C9   115.27  3.000
 HXN  C9   N3   C7   120.55  3.000
 HXN  C8   N3   C7   117.12  3.000
 HXN  H5   C9   H4   107.04  3.000
 HXN  H5   C9   C10  110.06  3.000
 HXN  H4   C9   C10  105.37  3.000
 HXN  H5   C9   N3   109.41  3.000
 HXN  H4   C9   N3   110.23  3.000
 HXN  C10  C9   N3   114.42  3.000
 HXN  H7   C10  H6   106.79  3.000
 HXN  H7   C10  C11  106.96  3.000
 HXN  H6   C10  C11  108.85  3.000
 HXN  H7   C10  C9   108.15  3.000
 HXN  H6   C10  C9   110.83  3.000
 HXN  C11  C10  C9   114.89  3.000
 HXN  N4   C11  C10  180.00  3.000
 HXN  H10  C8   H9   108.86  3.000
 HXN  H10  C8   H8   107.60  3.000
 HXN  H9   C8   H8   108.32  3.000
 HXN  H10  C8   N3   113.64  3.000
 HXN  H9   C8   N3   108.36  3.000
 HXN  H8   C8   N3   109.94  3.000
 HXN  C6   N2   C7   119.29  3.000
 HXN  C6   N5   C17  116.46  3.000
 HXN  N1   C6   N5   118.58  3.000
 HXN  N5   C6   N2   125.28  3.000
 HXN  N1   C6   N2   116.09  3.000
 HXN  C4   N1   C5   117.19  3.000
 HXN  C5   N1   C6   120.97  3.000
 HXN  C4   N1   C6   119.82  3.000
 HXN  H13  C5   H12  108.08  3.000
 HXN  H13  C5   H11  107.99  3.000
 HXN  H12  C5   H11  108.47  3.000
 HXN  H13  C5   N1   112.54  3.000
 HXN  H12  C5   N1   108.81  3.000
 HXN  H11  C5   N1   110.83  3.000
 HXN  H15  C4   H14  106.93  3.000
 HXN  H15  C4   C3   109.95  3.000
 HXN  H14  C4   C3   109.98  3.000
 HXN  H15  C4   N1   107.37  3.000
 HXN  H14  C4   N1   109.08  3.000
 HXN  C3   C4   N1   113.30  3.000
 HXN  H17  C3   H16  107.35  3.000
 HXN  H17  C3   C2   110.95  3.000
 HXN  H16  C3   C2   109.18  3.000
 HXN  H17  C3   C4   108.33  3.000
 HXN  H16  C3   C4   110.14  3.000
 HXN  C2   C3   C4   110.84  3.000
 HXN  H19  C2   H18  106.20  3.000
 HXN  H19  C2   N    107.39  3.000
 HXN  H18  C2   N    111.39  3.000
 HXN  H19  C2   C3   108.44  3.000
 HXN  H18  C2   C3   109.18  3.000
 HXN  N    C2   C3   113.89  3.000
 HXN  C    N    C1   110.63  3.000
 HXN  C    N    C2   112.61  3.000
 HXN  C1   N    C2   110.60  3.000
 HXN  H23  C1   H22  107.58  3.000
 HXN  H23  C1   H21  107.81  3.000
 HXN  H22  C1   H21  107.71  3.000
 HXN  H23  C1   N    110.05  3.000
 HXN  H22  C1   N    113.34  3.000
 HXN  H21  C1   N    110.15  3.000
 HXN  H26  C    H25  107.67  3.000
 HXN  H26  C    H24  107.72  3.000
 HXN  H25  C    H24  107.32  3.000
 HXN  H26  C    N    113.11  3.000
 HXN  H25  C    N    109.70  3.000
 HXN  H24  C    N    111.09  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
 HXN  CONST_01  C7   C12  C13  C14   180.00   0.0  0
 HXN  CONST_02  C17  C12  C13  C14     0.00   0.0  0
 HXN  CONST_03  C17  C16  C15  C14     0.00   0.0  0
 HXN  CONST_05  N5   C17  C12  C13   180.00   0.0  0
 HXN  CONST_06  C16  C17  C12  C13     0.00   0.0  0
 HXN  CONST_07  C16  C15  C14  C13     0.00   0.0  0
 HXN  CONST_08  C12  C13  C14  C15     0.00   0.0  0
 HXN  CONST_09  C12  C17  C16  C15     0.00   0.0  0
 HXN  CONST_10  N5   C17  C16  C15   180.00   0.0  0
 HXN  CONST_11  C7   C12  C17  C16   180.00   0.0  0
 HXN  CONST_12  C6   N5   C17  C16   180.00   0.0  0
 HXN  CONST_13  N2   C7   C12  C17     0.00   0.0  0
 HXN  CONST_14  N2   C6   N5   C17     0.00   0.0  0
 HXN  CONST_15  C6   N2   C7   C12     0.00   0.0  0
 HXN  CONST_16  C6   N5   C17  C12     0.00   0.0  0
 HXN  CONST_17  N5   C6   N2   C7      0.00   0.0  0
 HXN  CONST_18  N5   C17  C12  C7      0.00   0.0  0
 HXN  CONST_19  C12  C13  C14  BR    180.00   0.0  0
 HXN  CONST_20  C16  C15  C14  BR    180.00   0.0  0
 HXN  CONST_21  N3   C7   C12  C13     0.00   0.0  0
 HXN  CONST_22  N3   C7   C12  C17   180.00   0.0  0
 HXN  CONST_23  N1   C6   N5   C17   180.00   0.0  0
 HXN  CONST_24  N1   C6   N2   C7    180.00   0.0  0
 HXN  CONST_25  C6   N2   C7   N3    180.00   0.0  0
 HXN  CONST_26  H3   C16  C15  C14   180.00   0.0  0
 HXN  CONST_27  H2   C15  C14  C13   180.00   0.0  0
 HXN  CONST_28  H1   C13  C14  C15   180.00   0.0  0
 HXN  CONST_33  C4   N1   C6   N2    180.00   0.0  0
 HXN  CONST_34  C5   N1   C6   N2      0.00   0.0  0
 HXN  CONST_35  C4   N1   C6   N5      0.00   0.0  0
 HXN  CONST_36  C5   N1   C6   N5    180.00   0.0  0
 HXN  Var_01    C10  C9   N3   C7     87.46  30.0  2
 HXN  Var_02    C3   C4   N1   C6     79.99  30.0  1
 HXN  Var_03    H8   C8   N3   C7     49.31  30.0  3
 HXN  Var_04    H11  C5   N1   C6     39.21  30.0  3
 HXN  Var_05    C11  C10  C9   N3     78.95  30.0  2
 HXN  Var_06    C2   C3   C4   N1   -179.46  30.0  2
 HXN  Var_07    N    C2   C3   C4   -172.34  30.0  1
 HXN  Var_08    C1   N    C2   C3    170.11  30.0  3
 HXN  Var_09    H21  C1   N    C2    -58.61  30.0  3
 HXN  Var_10    H24  C    N    C2     62.64  30.0  3

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
 HXN  plan-1  BR   0.020
 HXN  plan-1  C14  0.020
 HXN  plan-1  C13  0.020
 HXN  plan-1  C15  0.020
 HXN  plan-1  C16  0.020
 HXN  plan-1  C17  0.020
 HXN  plan-1  C12  0.020
 HXN  plan-1  C7   0.020
 HXN  plan-1  N3   0.020
 HXN  plan-1  N2   0.020
 HXN  plan-1  N5   0.020
 HXN  plan-1  C6   0.020
 HXN  plan-1  N1   0.020
 HXN  plan-1  H1   0.020
 HXN  plan-1  H2   0.020
 HXN  plan-1  H3   0.020
 HXN  plan-2  C7   0.020
 HXN  plan-2  N3   0.020
 HXN  plan-2  C9   0.020
 HXN  plan-2  C8   0.020
 HXN  plan-3  C6   0.020
 HXN  plan-3  N1   0.020
 HXN  plan-3  C5   0.020
 HXN  plan-3  C4   0.020

