# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 17:27:43 2021
#   Inital geometry file: a 120 line input string
#   Ligand name: 3-[methyl-[2-[methyl-(1-methylpiperidin-4-yl)amino]quinazolin-4-yl]amino]propanenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCC(CC1)N(C)c2nc3ccccc3c(n2)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
 HWZ  HWZ  3-[methyl-[2-[methyl-(1-methylpiperidin-4-yl)amino]quinazolin-4-yl]amino]propanenitrile  ligand  51  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 OK
;

data_comp_HWZ
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
 HWZ  C17  C  CH2   0  -0.282   4.4681  44.0242  60.0196
 HWZ  C12  C  CH3   0  -0.528   3.0912  47.5769  62.3774
 HWZ  C13  C  CH1   0  -0.110   4.2217  46.4745  60.4360
 HWZ  C3   C  CSP   0   0.124   8.1593  45.6848  58.3148
 HWZ  C4   C  CR6   0   0.541   7.0554  49.3655  60.5786
 HWZ  C5   C  CR66  0  -0.064   6.9340  50.5296  61.4241
 HWZ  C6   C  CR16  0  -0.293   7.7045  51.7052  61.3358
 HWZ  C1   C  CH2   0  -0.319   7.9868  48.1088  58.7450
 HWZ  C2   C  CH2   0  -0.554   8.3050  46.7195  59.3232
 HWZ  C10  C  CR66  0   0.247   5.8668  50.4700  62.3545
 HWZ  C11  C  CR6   0   0.625   5.1043  48.5292  61.4618
 HWZ  N1   N  NS    0  -0.274   8.0259  44.8762  57.5069
 HWZ  C    C  CH3   0  -0.568   9.4402  49.6643  59.9579
 HWZ  N3   N  N     0  -0.536   6.1192  48.4476  60.5793
 HWZ  N2   N  N     0  -0.543   4.9746  49.4570  62.3903
 HWZ  C9   C  CR16  0  -0.324   5.7034  51.5419  63.2615
 HWZ  C8   C  CR16  0  -0.244   6.5046  52.6514  63.1892
 HWZ  C7   C  CR16  0  -0.277   7.4975  52.7510  62.2010
 HWZ  N4   N  NT    0  -0.494   4.1651  47.5546  61.4082
 HWZ  C18  C  CH2   0  -0.433   4.4033  45.1063  61.0864
 HWZ  N5   N  NT    0  -0.408   3.2873  44.0374  59.1780
 HWZ  C16  C  CH3   0  -0.517   3.3092  42.9478  58.2286
 HWZ  C15  C  CH2   0  -0.280   3.1345  45.3146  58.5079
 HWZ  C14  C  CH2   0  -0.427   3.0120  46.4561  59.5065
 HWZ  H1   H  HCH2  0   0.239   4.5502  43.0431  60.4938
 HWZ  H2   H  HCH2  0   0.184   5.3883  44.1585  59.4190
 HWZ  H3   H  HCH3  0   0.238   3.4677  47.5329  63.4001
 HWZ  H4   H  HCH3  0   0.238   2.4785  48.4748  62.2861
 HWZ  H5   H  HCH3  0   0.244   2.4470  46.7155  62.2236
 HWZ  H6   H  HCH1  0   0.258   5.1003  46.6609  59.8197
 HWZ  H7   H  HCR6  0   0.275   8.4525  51.8185  60.5656
 HWZ  H8   H  HCH2  0   0.283   8.6815  48.3375  57.9366
 HWZ  H9   H  HCH2  0   0.278   6.9834  48.1080  58.3238
 HWZ  H10  H  HCH2  0   0.313   9.3242  46.6795  59.7120
 HWZ  H11  H  HCH2  0   0.314   7.6250  46.4940  60.1456
 HWZ  H12  H  HCH3  0   0.265   9.5890  49.9509  60.9954
 HWZ  H13  H  HCH3  0   0.267  10.1581  48.8730  59.7409
 HWZ  H14  H  HCH3  0   0.255   9.6801  50.5123  59.3142
 HWZ  H15  H  HCR6  0   0.251   4.9083  51.4745  63.9929
 HWZ  H16  H  HCR6  0   0.259   6.3535  53.4691  63.8826
 HWZ  H17  H  HCR6  0   0.256   8.0923  53.6503  62.1158
 HWZ  H18  H  HCH2  0   0.223   3.5764  44.8920  61.7700
 HWZ  H19  H  HCH2  0   0.237   5.3228  45.0920  61.6769
 HWZ  H21  H  HCH3  0   0.232   3.3728  41.9934  58.7535
 HWZ  H22  H  HCH3  0   0.232   2.3912  42.9446  57.6388
 HWZ  H23  H  HCH3  0   0.189   4.1581  43.0028  57.5291
 HWZ  H24  H  HCH2  0   0.184   3.9832  45.5123  57.8259
 HWZ  H25  H  HCH2  0   0.238   2.2390  45.2788  57.8826
 HWZ  H26  H  HCH2  0   0.238   2.9411  47.4046  58.9691
 HWZ  H27  H  HCH2  0   0.222   2.0865  46.3340  60.0765
 HWZ  N    N  NT    0  -0.476   8.0976  49.1577  59.7347

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
 HWZ  C16  N5   single    1.445  0.020  1.445
 HWZ  N1   C3   triple    1.151  0.020  1.151
 HWZ  C1   C2   single    1.538  0.020  1.538
 HWZ  C1   N    single    1.446  0.020  1.446
 HWZ  C15  N5   single    1.450  0.020  1.450
 HWZ  C15  C14  single    1.522  0.020  1.522
 HWZ  C3   C2   single    1.452  0.020  1.452
 HWZ  N5   C17  single    1.450  0.020  1.450
 HWZ  C14  C13  single    1.526  0.020  1.526
 HWZ  C17  C18  single    1.521  0.020  1.521
 HWZ  C    N    single    1.452  0.020  1.452
 HWZ  N    C4   single    1.357  0.020  1.357
 HWZ  C13  C18  single    1.526  0.020  1.526
 HWZ  C13  N4   single    1.454  0.020  1.454
 HWZ  N3   C4   aromatic  1.311  0.020  1.311
 HWZ  N3   C11  aromatic  1.347  0.020  1.347
 HWZ  C4   C5   aromatic  1.444  0.020  1.444
 HWZ  N4   C11  single    1.355  0.020  1.355
 HWZ  N4   C12  single    1.447  0.020  1.447
 HWZ  C11  N2   aromatic  1.319  0.020  1.319
 HWZ  C5   C6   aromatic  1.408  0.020  1.408
 HWZ  C5   C10  aromatic  1.417  0.020  1.417
 HWZ  C6   C7   aromatic  1.373  0.020  1.373
 HWZ  N2   C10  aromatic  1.350  0.020  1.350
 HWZ  C10  C9   aromatic  1.414  0.020  1.414
 HWZ  C7   C8   aromatic  1.404  0.020  1.404
 HWZ  C9   C8   aromatic  1.370  0.020  1.370
 HWZ  C17  H1   single    0.970  0.020  1.090
 HWZ  C17  H2   single    0.970  0.020  1.090
 HWZ  C12  H3   single    0.970  0.020  1.090
 HWZ  C12  H4   single    0.970  0.020  1.090
 HWZ  C12  H5   single    0.970  0.020  1.090
 HWZ  C13  H6   single    0.970  0.020  1.090
 HWZ  C6   H7   single    0.930  0.020  1.080
 HWZ  C1   H8   single    0.970  0.020  1.090
 HWZ  C1   H9   single    0.970  0.020  1.090
 HWZ  C2   H10  single    0.970  0.020  1.090
 HWZ  C2   H11  single    0.970  0.020  1.090
 HWZ  C    H12  single    0.970  0.020  1.090
 HWZ  C    H13  single    0.970  0.020  1.090
 HWZ  C    H14  single    0.970  0.020  1.090
 HWZ  C9   H15  single    0.930  0.020  1.080
 HWZ  C8   H16  single    0.930  0.020  1.080
 HWZ  C7   H17  single    0.930  0.020  1.080
 HWZ  C18  H18  single    0.970  0.020  1.090
 HWZ  C18  H19  single    0.970  0.020  1.090
 HWZ  C16  H21  single    0.970  0.020  1.090
 HWZ  C16  H22  single    0.970  0.020  1.090
 HWZ  C16  H23  single    0.970  0.020  1.090
 HWZ  C15  H24  single    0.970  0.020  1.090
 HWZ  C15  H25  single    0.970  0.020  1.090
 HWZ  C14  H26  single    0.970  0.020  1.090
 HWZ  C14  H27  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
 HWZ  H2   C17  H1   106.37  3.000
 HWZ  H2   C17  N5   111.16  3.000
 HWZ  H1   C17  N5   108.74  3.000
 HWZ  H2   C17  C18  109.25  3.000
 HWZ  H1   C17  C18  109.73  3.000
 HWZ  N5   C17  C18  111.46  3.000
 HWZ  H5   C12  H4   107.92  3.000
 HWZ  H5   C12  H3   107.78  3.000
 HWZ  H4   C12  H3   107.79  3.000
 HWZ  H5   C12  N4   109.45  3.000
 HWZ  H4   C12  N4   111.93  3.000
 HWZ  H3   C12  N4   111.80  3.000
 HWZ  H6   C13  C14  107.27  3.000
 HWZ  H6   C13  C18  107.37  3.000
 HWZ  C14  C13  C18  110.07  3.000
 HWZ  H6   C13  N4   106.41  3.000
 HWZ  C18  C13  N4   112.68  3.000
 HWZ  C14  C13  N4   112.67  3.000
 HWZ  N1   C3   C2   180.00  3.000
 HWZ  N3   C4   N    116.20  3.000
 HWZ  N3   C4   C5   120.28  3.000
 HWZ  N    C4   C5   123.51  3.000
 HWZ  C10  C5   C6   119.23  3.000
 HWZ  C10  C5   C4   114.44  3.000
 HWZ  C6   C5   C4   126.18  3.000
 HWZ  H7   C6   C7   118.30  3.000
 HWZ  H7   C6   C5   120.76  3.000
 HWZ  C7   C6   C5   120.92  3.000
 HWZ  H9   C1   H8   107.50  3.000
 HWZ  H9   C1   N    109.64  3.000
 HWZ  H8   C1   N    107.84  3.000
 HWZ  H9   C1   C2   109.61  3.000
 HWZ  H8   C1   C2   109.66  3.000
 HWZ  N    C1   C2   112.46  3.000
 HWZ  H11  C2   H10  107.82  3.000
 HWZ  H11  C2   C1   109.95  3.000
 HWZ  H10  C2   C1   111.11  3.000
 HWZ  H11  C2   C3   108.28  3.000
 HWZ  H10  C2   C3   108.36  3.000
 HWZ  C1   C2   C3   111.21  3.000
 HWZ  C9   C10  N2   118.39  3.000
 HWZ  C9   C10  C5   118.45  3.000
 HWZ  N2   C10  C5   123.13  3.000
 HWZ  N4   C11  N2   117.76  3.000
 HWZ  N2   C11  N3   125.29  3.000
 HWZ  N4   C11  N3   116.92  3.000
 HWZ  H14  C    H13  107.58  3.000
 HWZ  H14  C    H12  109.15  3.000
 HWZ  H13  C    H12  106.94  3.000
 HWZ  H14  C    N    112.56  3.000
 HWZ  H13  C    N    108.96  3.000
 HWZ  H12  C    N    111.43  3.000
 HWZ  C11  N3   C4   119.72  3.000
 HWZ  C11  N2   C10  116.36  3.000
 HWZ  H15  C9   C8   121.03  3.000
 HWZ  H15  C9   C10  118.11  3.000
 HWZ  C8   C9   C10  120.83  3.000
 HWZ  H16  C8   C7   119.72  3.000
 HWZ  H16  C8   C9   119.74  3.000
 HWZ  C7   C8   C9   120.52  3.000
 HWZ  H17  C7   C8   120.21  3.000
 HWZ  H17  C7   C6   120.05  3.000
 HWZ  C8   C7   C6   119.73  3.000
 HWZ  C11  N4   C13  122.26  3.000
 HWZ  C11  N4   C12  118.49  3.000
 HWZ  C13  N4   C12  119.22  3.000
 HWZ  H19  C18  H18  107.20  3.000
 HWZ  H19  C18  C13  110.01  3.000
 HWZ  H18  C18  C13  110.62  3.000
 HWZ  H19  C18  C17  109.50  3.000
 HWZ  H18  C18  C17  109.34  3.000
 HWZ  C13  C18  C17  110.12  3.000
 HWZ  C15  N5   C16  111.22  3.000
 HWZ  C15  N5   C17  111.22  3.000
 HWZ  C16  N5   C17  111.22  3.000
 HWZ  H23  C16  H22  107.78  3.000
 HWZ  H23  C16  H21  107.72  3.000
 HWZ  H22  C16  H21  107.85  3.000
 HWZ  H23  C16  N5   113.03  3.000
 HWZ  H22  C16  N5   110.15  3.000
 HWZ  H21  C16  N5   110.14  3.000
 HWZ  H25  C15  H24  106.37  3.000
 HWZ  H25  C15  C14  109.52  3.000
 HWZ  H24  C15  C14  109.40  3.000
 HWZ  H25  C15  N5   108.77  3.000
 HWZ  H24  C15  N5   111.18  3.000
 HWZ  C14  C15  N5   111.46  3.000
 HWZ  H27  C14  H26  107.36  3.000
 HWZ  H27  C14  C15  109.05  3.000
 HWZ  H26  C14  C15  109.50  3.000
 HWZ  H27  C14  C13  110.78  3.000
 HWZ  H26  C14  C13  109.92  3.000
 HWZ  C15  C14  C13  110.19  3.000
 HWZ  C    N    C1   115.40  3.000
 HWZ  C    N    C4   124.13  3.000
 HWZ  C1   N    C4   118.53  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
 HWZ  CONST_01  N2   C11  N3   C4      0.00   0.0  0
 HWZ  CONST_02  C7   C6   C5   C4    180.00   0.0  0
 HWZ  CONST_03  N2   C10  C5   C4      0.00   0.0  0
 HWZ  CONST_04  C9   C10  C5   C4    180.00   0.0  0
 HWZ  CONST_05  C11  N3   C4   C5      0.00   0.0  0
 HWZ  CONST_06  C8   C7   C6   C5      0.00   0.0  0
 HWZ  CONST_07  C11  N2   C10  C5      0.00   0.0  0
 HWZ  CONST_08  C8   C9   C10  C5      0.00   0.0  0
 HWZ  CONST_09  N3   C4   C5   C6    180.00   0.0  0
 HWZ  CONST_10  N2   C10  C5   C6    180.00   0.0  0
 HWZ  CONST_11  C9   C10  C5   C6      0.00   0.0  0
 HWZ  CONST_12  C9   C8   C7   C6      0.00   0.0  0
 HWZ  CONST_13  N3   C4   C5   C10     0.00   0.0  0
 HWZ  CONST_14  C7   C6   C5   C10     0.00   0.0  0
 HWZ  CONST_15  N3   C11  N2   C10     0.00   0.0  0
 HWZ  CONST_16  C7   C8   C9   C10     0.00   0.0  0
 HWZ  CONST_17  C9   C10  N2   C11   180.00   0.0  0
 HWZ  CONST_18  C8   C9   C10  N2    180.00   0.0  0
 HWZ  CONST_19  N4   C11  N3   C4    180.00   0.0  0
 HWZ  CONST_20  N    C4   C5   C6      0.00   0.0  0
 HWZ  CONST_21  N    C4   C5   C10   180.00   0.0  0
 HWZ  CONST_22  N4   C11  N2   C10   180.00   0.0  0
 HWZ  CONST_23  N    C4   N3   C11   180.00   0.0  0
 HWZ  CONST_24  N3   C11  N4   C13     0.00   0.0  0
 HWZ  CONST_25  N2   C11  N4   C13   180.00   0.0  0
 HWZ  CONST_26  H7   C6   C5   C4      0.00   0.0  0
 HWZ  CONST_27  H17  C7   C6   C5    180.00   0.0  0
 HWZ  CONST_28  H15  C9   C10  C5    180.00   0.0  0
 HWZ  CONST_29  H16  C8   C7   C6    180.00   0.0  0
 HWZ  CONST_30  N3   C11  N4   C12   180.00   0.0  0
 HWZ  CONST_31  N2   C11  N4   C12     0.00   0.0  0
 HWZ  CONST_32  C1   N    C4   C5    180.00   0.0  0
 HWZ  CONST_34  N3   C4   N    C1      0.00   0.0  0
 HWZ  Var_01    C14  C15  N5   C17   -59.45  30.0  1
 HWZ  Var_02    N5   C15  C14  C13    56.62  30.0  1
 HWZ  Var_03    N5   C17  C18  C13   -56.81  30.0  1
 HWZ  Var_04    C15  N5   C17  C18    59.57  30.0  1
 HWZ  Var_05    H21  C16  N5   C17    58.35  30.0  3
 HWZ  Var_06    C2   C1   N    C4    -81.57  30.0  1
 HWZ  Var_07    H3   C12  N4   C13   119.75  30.0  3
 HWZ  Var_08    H12  C    N    C4     17.73  30.0  3
 HWZ  Var_09    N    C1   C2   C3    178.84  30.0  1
 HWZ  Var_10    H10  C2   C3   N1   -158.89  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
 HWZ  chir_01  C13  C14  C18  N4  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
 HWZ  plan-1  C4   0.020
 HWZ  plan-1  C5   0.020
 HWZ  plan-1  C6   0.020
 HWZ  plan-1  C10  0.020
 HWZ  plan-1  C11  0.020
 HWZ  plan-1  N3   0.020
 HWZ  plan-1  N2   0.020
 HWZ  plan-1  C9   0.020
 HWZ  plan-1  C8   0.020
 HWZ  plan-1  C7   0.020
 HWZ  plan-1  N4   0.020
 HWZ  plan-1  H7   0.020
 HWZ  plan-1  H15  0.020
 HWZ  plan-1  H16  0.020
 HWZ  plan-1  H17  0.020
 HWZ  plan-1  N    0.020
 HWZ  plan-2  C12  0.020
 HWZ  plan-2  C13  0.020
 HWZ  plan-2  C11  0.020
 HWZ  plan-2  N4   0.020
 HWZ  plan-3  C4   0.020
 HWZ  plan-3  C1   0.020
 HWZ  plan-3  C    0.020
 HWZ  plan-3  N    0.020

