# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 05:54:48 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: N~2~-cyclohexyl-N~4~-(1-ethylpiperidin-4-yl)-6,7-dimethoxy-N~2~-methylquinazoline-2,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN1CCC(CC1)Nc2nc(nc3cc(OC)c(OC)cc23)N(C)C4CCCCC4
#
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
 90P  90P  N~2~-cyclohexyl-N~4~-(1-ethylpiperidin-4-yl)-6,7-dimethoxy-N~2~-methylquinazoline-2,4-diamine  ligand  68  31  .  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_90P
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
 90P  C4   C  CR6   0   0.606   1.0393   1.0107   0.2027
 90P  C5   C  CR6   0   0.529  -0.6167  -0.5720   0.2135
 90P  C6   C  CH1   0  -0.064  -2.9787   0.1169   0.3580
 90P  N1   N  N     0  -0.532  -0.2680   0.6939   0.2865
 90P  C7   C  CH2   0  -0.448  -4.2236  -0.4808   0.9963
 90P  C8   C  CH2   0  -0.288  -5.3532   0.5380   1.0138
 90P  N2   N  NH1   0  -0.684  -1.9233  -0.8743   0.3068
 90P  C10  C  CH2   0  -0.284  -4.4932   1.6478  -0.9175
 90P  C11  C  CH2   0  -0.438  -3.3328   0.6703  -1.0189
 90P  C12  C  CR66  0  -0.049   0.3689  -1.6060   0.0679
 90P  N3   N  NT    0  -0.415  -5.6601   1.0230  -0.3198
 90P  C13  C  CR16  0  -0.469   0.0856  -2.9885   0.0092
 90P  C14  C  CR6   0   0.321   1.0917  -3.9055  -0.1330
 90P  N4   N  NT    0  -0.500   1.3344   2.3347   0.2828
 90P  C16  C  CH3   0  -0.535   0.2866   3.3323   0.2735
 90P  C17  C  CH1   0  -0.073   2.7200   2.7833   0.2720
 90P  C22  C  CH2   0  -0.426   3.1857   3.1708  -1.1322
 90P  C21  C  CH2   0  -0.435   4.6531   3.5916  -1.1308
 90P  C20  C  CH2   0  -0.431   4.9109   4.7109  -0.1277
 90P  C19  C  CH2   0  -0.434   4.4423   4.3129   1.2680
 90P  C18  C  CH2   0  -0.430   2.9674   3.9189   1.2651
 90P  N    N  N     0  -0.552   2.0314   0.1529   0.0473
 90P  C3   C  CR66  0   0.259   1.6954  -1.1543  -0.0084
 90P  C2   C  CR16  0  -0.483   2.7267  -2.1119  -0.1570
 90P  O1   O  O2    0  -0.467   0.9339  -5.2422  -0.1984
 90P  C1   C  CR6   0   0.332   2.4433  -3.4527  -0.2191
 90P  O    O  O2    0  -0.457   3.3533  -4.4252  -0.3547
 90P  C    C  CH3   0  -0.439   4.7161  -4.0570  -0.4484
 90P  H1   H  HCH1  0   0.240  -2.6260   0.9421   0.9820
 90P  H2   H  HCH2  0   0.224  -4.5408  -1.3650   0.4327
 90P  H3   H  HCH2  0   0.244  -4.0110  -0.8037   2.0177
 90P  H4   H  HCH2  0   0.244  -6.2396   0.0719   1.4458
 90P  H5   H  HCH2  0   0.187  -5.0777   1.3714   1.6864
 90P  H6   H  HNH1  0   0.400  -2.2103  -1.8173   0.1039
 90P  H7   H  HCH2  0   0.187  -6.6660   2.7511   0.3904
 90P  H8   H  HCH2  0   0.224  -6.8503   2.3843  -1.3168
 90P  H10  H  HCH2  0   0.185  -4.1709   2.5364  -0.3442
 90P  H11  H  HCH2  0   0.236  -4.7597   2.0027  -1.9160
 90P  H12  H  HCH2  0   0.243  -2.4670   1.1713  -1.4560
 90P  H13  H  HCH2  0   0.217  -3.6075  -0.1564  -1.6815
 90P  H15  H  HCR6  0   0.272  -0.9365  -3.3362   0.0817
 90P  H16  H  HCH3  0   0.227  -0.8778  -5.4865   0.8006
 90P  H17  H  HCH3  0   0.227  -0.9937  -5.3979  -0.9705
 90P  H18  H  HCH3  0   0.261  -0.2985  -6.8347  -0.1964
 90P  H19  H  HCH3  0   0.226  -0.0043   3.6452   1.2798
 90P  H20  H  HCH3  0   0.235   0.6239   4.2168  -0.2658
 90P  H21  H  HCH3  0   0.261  -0.5997   2.9556  -0.2279
 90P  H22  H  HCH1  0   0.241   3.3209   1.9316   0.5947
 90P  H23  H  HCH2  0   0.230   3.0357   2.3244  -1.8069
 90P  H24  H  HCH2  0   0.209   2.5701   3.9947  -1.5112
 90P  H25  H  HCH2  0   0.211   5.2770   2.7280  -0.8755
 90P  H26  H  HCH2  0   0.228   4.9525   3.9023  -2.1346
 90P  H27  H  HCH2  0   0.227   5.9725   4.9691  -0.1118
 90P  H28  H  HCH2  0   0.210   4.3752   5.6123  -0.4449
 90P  H29  H  HCH2  0   0.212   5.0445   3.4717   1.6279
 90P  H30  H  HCH2  0   0.230   4.6031   5.1328   1.9718
 90P  H31  H  HCH2  0   0.216   2.3729   4.7987   1.0008
 90P  H32  H  HCH2  0   0.233   2.6523   3.6109   2.2657
 90P  H33  H  HCR6  0   0.275   3.7428  -1.7448  -0.2178
 90P  H34  H  HCH3  0   0.232   4.9049  -3.4234  -1.3186
 90P  H35  H  HCH3  0   0.232   5.0565  -3.5340   0.4487
 90P  H36  H  HCH3  0   0.263   5.2786  -4.9809  -0.5554
 90P  C23  C  CH3   0  -0.677  -8.1247   1.2273  -0.0544
 90P  H9   H  HCH3  0   0.226  -8.1852   0.8202   0.9548
 90P  H14  H  HCH3  0   0.231  -8.9463   1.9352  -0.1657
 90P  H37  H  HCH3  0   0.221  -8.2859   0.4103  -0.7584
 90P  C9   C  CH2   0  -0.265  -6.8010   1.9236  -0.3270
 90P  C15  C  CH3   0  -0.440  -0.3810  -5.7522  -0.1367

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
 90P  C21  C20  single    1.525  0.020  1.525
 90P  C21  C22  single    1.527  0.020  1.527
 90P  C20  C19  single    1.525  0.020  1.525
 90P  C22  C17  single    1.529  0.020  1.529
 90P  C    O    single    1.415  0.020  1.415
 90P  C17  N4   single    1.456  0.020  1.456
 90P  C17  C18  single    1.529  0.020  1.529
 90P  C19  C18  single    1.527  0.020  1.527
 90P  O    C1   single    1.339  0.020  1.339
 90P  C2   C1   aromatic  1.372  0.020  1.372
 90P  C2   C3   aromatic  1.415  0.020  1.415
 90P  N    C3   aromatic  1.351  0.020  1.351
 90P  N    C4   aromatic  1.321  0.020  1.321
 90P  N4   C4   single    1.359  0.020  1.359
 90P  N4   C16  single    1.447  0.020  1.447
 90P  C1   C14  aromatic  1.428  0.020  1.428
 90P  C3   C12  aromatic  1.403  0.020  1.403
 90P  C4   N1   aromatic  1.348  0.020  1.348
 90P  C14  O1   single    1.347  0.020  1.347
 90P  C14  C13  aromatic  1.369  0.020  1.369
 90P  N1   C5   aromatic  1.315  0.020  1.315
 90P  C12  C13  aromatic  1.412  0.020  1.412
 90P  C12  C5   aromatic  1.436  0.020  1.436
 90P  O1   C15  single    1.412  0.020  1.412
 90P  C5   N2   single    1.344  0.020  1.344
 90P  C11  C10  single    1.521  0.020  1.521
 90P  C11  C6   single    1.526  0.020  1.526
 90P  N2   C6   single    1.449  0.020  1.449
 90P  C10  N3   single    1.452  0.020  1.452
 90P  C6   C7   single    1.521  0.020  1.521
 90P  N3   C9   single    1.454  0.020  1.454
 90P  N3   C8   single    1.452  0.020  1.452
 90P  C7   C8   single    1.521  0.020  1.521
 90P  C6   H1   single    0.970  0.020  1.090
 90P  C7   H2   single    0.970  0.020  1.090
 90P  C7   H3   single    0.970  0.020  1.090
 90P  C8   H4   single    0.970  0.020  1.090
 90P  C8   H5   single    0.970  0.020  1.090
 90P  N2   H6   single    0.860  0.020  1.020
 90P  C9   H7   single    0.970  0.020  1.090
 90P  C9   H8   single    0.970  0.020  1.090
 90P  C10  H10  single    0.970  0.020  1.090
 90P  C10  H11  single    0.970  0.020  1.090
 90P  C11  H12  single    0.970  0.020  1.090
 90P  C11  H13  single    0.970  0.020  1.090
 90P  C13  H15  single    0.930  0.020  1.080
 90P  C15  H16  single    0.970  0.020  1.090
 90P  C15  H17  single    0.970  0.020  1.090
 90P  C15  H18  single    0.970  0.020  1.090
 90P  C16  H19  single    0.970  0.020  1.090
 90P  C16  H20  single    0.970  0.020  1.090
 90P  C16  H21  single    0.970  0.020  1.090
 90P  C17  H22  single    0.970  0.020  1.090
 90P  C22  H23  single    0.970  0.020  1.090
 90P  C22  H24  single    0.970  0.020  1.090
 90P  C21  H25  single    0.970  0.020  1.090
 90P  C21  H26  single    0.970  0.020  1.090
 90P  C20  H27  single    0.970  0.020  1.090
 90P  C20  H28  single    0.970  0.020  1.090
 90P  C19  H29  single    0.970  0.020  1.090
 90P  C19  H30  single    0.970  0.020  1.090
 90P  C18  H31  single    0.970  0.020  1.090
 90P  C18  H32  single    0.970  0.020  1.090
 90P  C2   H33  single    0.930  0.020  1.080
 90P  C    H34  single    0.970  0.020  1.090
 90P  C    H35  single    0.970  0.020  1.090
 90P  C    H36  single    0.970  0.020  1.090
 90P  C9   C23  single    1.520  0.020  1.520
 90P  C23  H9   single    0.970  0.020  1.090
 90P  C23  H14  single    0.970  0.020  1.090
 90P  C23  H37  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
 90P  N    C4   N4   118.46  3.000
 90P  N4   C4   N1   115.85  3.000
 90P  N    C4   N1   125.68  3.000
 90P  C12  C5   N2   120.82  3.000
 90P  N2   C5   N1   118.05  3.000
 90P  C12  C5   N1   121.12  3.000
 90P  H1   C6   C11  108.44  3.000
 90P  H1   C6   N2   107.56  3.000
 90P  C11  C6   N2   112.67  3.000
 90P  H1   C6   C7   108.73  3.000
 90P  N2   C6   C7   110.01  3.000
 90P  C11  C6   C7   109.34  3.000
 90P  C5   N1   C4   118.69  3.000
 90P  H3   C7   H2   107.39  3.000
 90P  H3   C7   C8   109.37  3.000
 90P  H2   C7   C8   109.36  3.000
 90P  H3   C7   C6   110.44  3.000
 90P  H2   C7   C6   109.77  3.000
 90P  C8   C7   C6   110.45  3.000
 90P  H5   C8   H4   106.48  3.000
 90P  H5   C8   N3   111.07  3.000
 90P  H4   C8   N3   109.56  3.000
 90P  H5   C8   C7   109.07  3.000
 90P  H4   C8   C7   108.77  3.000
 90P  N3   C8   C7   111.72  3.000
 90P  H6   N2   C6   116.13  3.000
 90P  H6   N2   C5   118.29  3.000
 90P  C6   N2   C5   123.82  3.000
 90P  H11  C10  H10  106.49  3.000
 90P  H11  C10  N3   108.66  3.000
 90P  H10  C10  N3   111.50  3.000
 90P  H11  C10  C11  109.51  3.000
 90P  H10  C10  C11  109.19  3.000
 90P  N3   C10  C11  111.35  3.000
 90P  H13  C11  H12  107.65  3.000
 90P  H13  C11  C10  109.53  3.000
 90P  H12  C11  C10  109.69  3.000
 90P  H13  C11  C6   109.31  3.000
 90P  H12  C11  C6   110.11  3.000
 90P  C10  C11  C6   110.50  3.000
 90P  C3   C12  C13  120.16  3.000
 90P  C13  C12  C5   124.84  3.000
 90P  C3   C12  C5   115.00  3.000
 90P  C10  N3   C9   111.23  3.000
 90P  C9   N3   C8   112.18  3.000
 90P  C10  N3   C8   110.61  3.000
 90P  H15  C13  C14  119.08  3.000
 90P  H15  C13  C12  120.08  3.000
 90P  C14  C13  C12  120.84  3.000
 90P  C1   C14  O1   114.99  3.000
 90P  O1   C14  C13  125.70  3.000
 90P  C1   C14  C13  119.31  3.000
 90P  C17  N4   C16  118.46  3.000
 90P  C16  N4   C4   120.94  3.000
 90P  C17  N4   C4   120.42  3.000
 90P  H21  C16  H20  107.81  3.000
 90P  H21  C16  H19  107.89  3.000
 90P  H20  C16  H19  107.80  3.000
 90P  H21  C16  N4   110.79  3.000
 90P  H20  C16  N4   109.80  3.000
 90P  H19  C16  N4   112.59  3.000
 90P  H22  C17  C18  107.37  3.000
 90P  H22  C17  C22  107.55  3.000
 90P  C18  C17  C22  111.04  3.000
 90P  H22  C17  N4   106.34  3.000
 90P  C18  C17  N4   112.21  3.000
 90P  C22  C17  N4   112.00  3.000
 90P  H24  C22  H23  106.95  3.000
 90P  H24  C22  C21  109.45  3.000
 90P  H23  C22  C21  110.25  3.000
 90P  H24  C22  C17  109.69  3.000
 90P  H23  C22  C17  109.20  3.000
 90P  C21  C22  C17  111.21  3.000
 90P  H26  C21  H25  106.39  3.000
 90P  H26  C21  C20  110.45  3.000
 90P  H25  C21  C20  109.21  3.000
 90P  H26  C21  C22  109.94  3.000
 90P  H25  C21  C22  109.29  3.000
 90P  C20  C21  C22  111.43  3.000
 90P  H28  C20  H27  106.55  3.000
 90P  H28  C20  C19  109.24  3.000
 90P  H27  C20  C19  110.30  3.000
 90P  H28  C20  C21  109.32  3.000
 90P  H27  C20  C21  110.32  3.000
 90P  C19  C20  C21  111.01  3.000
 90P  H30  C19  H29  106.48  3.000
 90P  H30  C19  C18  109.70  3.000
 90P  H29  C19  C18  109.49  3.000
 90P  H30  C19  C20  110.40  3.000
 90P  H29  C19  C20  109.40  3.000
 90P  C18  C19  C20  111.25  3.000
 90P  H32  C18  H31  106.91  3.000
 90P  H32  C18  C19  110.45  3.000
 90P  H31  C18  C19  108.53  3.000
 90P  H32  C18  C17  109.79  3.000
 90P  H31  C18  C17  110.63  3.000
 90P  C19  C18  C17  110.45  3.000
 90P  C3   N    C4   116.52  3.000
 90P  C2   C3   N    118.54  3.000
 90P  N    C3   C12  122.98  3.000
 90P  C2   C3   C12  118.48  3.000
 90P  H33  C2   C1   121.53  3.000
 90P  H33  C2   C3   117.43  3.000
 90P  C1   C2   C3   121.04  3.000
 90P  C15  O1   C14  117.73  3.000
 90P  O    C1   C2   125.04  3.000
 90P  C2   C1   C14  120.18  3.000
 90P  O    C1   C14  114.78  3.000
 90P  C    O    C1   118.19  3.000
 90P  H36  C    H35  109.05  3.000
 90P  H36  C    H34  108.97  3.000
 90P  H35  C    H34  108.81  3.000
 90P  H36  C    O    106.49  3.000
 90P  H35  C    O    111.73  3.000
 90P  H34  C    O    111.71  3.000
 90P  H37  C23  H14  108.01  3.000
 90P  H37  C23  H9   108.04  3.000
 90P  H14  C23  H9   107.17  3.000
 90P  H37  C23  C9   110.86  3.000
 90P  H14  C23  C9   109.91  3.000
 90P  H9   C23  C9   112.67  3.000
 90P  C23  C9   H8   108.43  3.000
 90P  C23  C9   H7   109.48  3.000
 90P  H8   C9   H7   106.16  3.000
 90P  C23  C9   N3   113.50  3.000
 90P  H8   C9   N3   107.52  3.000
 90P  H7   C9   N3   111.43  3.000
 90P  H18  C15  H17  108.86  3.000
 90P  H18  C15  H16  108.87  3.000
 90P  H17  C15  H16  108.68  3.000
 90P  H18  C15  O1   106.66  3.000
 90P  H17  C15  O1   111.80  3.000
 90P  H16  C15  O1   111.88  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
 90P  CONST_01  C2   C3   N    C4    180.00   0.0  0
 90P  CONST_02  C12  C3   N    C4      0.00   0.0  0
 90P  CONST_03  C12  C5   N1   C4      0.00   0.0  0
 90P  CONST_04  N    C4   N1   C5      0.00   0.0  0
 90P  CONST_05  C2   C3   C12  C5    180.00   0.0  0
 90P  CONST_06  N    C3   C12  C5      0.00   0.0  0
 90P  CONST_07  C14  C13  C12  C5    180.00   0.0  0
 90P  CONST_08  C3   N    C4   N1      0.00   0.0  0
 90P  CONST_09  C3   C12  C5   N1      0.00   0.0  0
 90P  CONST_10  C13  C12  C5   N1    180.00   0.0  0
 90P  CONST_11  C1   C2   C3   C12     0.00   0.0  0
 90P  CONST_12  C1   C14  C13  C12     0.00   0.0  0
 90P  CONST_13  C2   C1   C14  C13     0.00   0.0  0
 90P  CONST_14  C2   C3   C12  C13     0.00   0.0  0
 90P  CONST_15  N    C3   C12  C13   180.00   0.0  0
 90P  CONST_16  C3   C2   C1   C14     0.00   0.0  0
 90P  CONST_17  C3   C12  C13  C14     0.00   0.0  0
 90P  CONST_18  C1   C2   C3   N     180.00   0.0  0
 90P  CONST_19  N2   C5   N1   C4    180.00   0.0  0
 90P  CONST_20  N4   C4   N1   C5    180.00   0.0  0
 90P  CONST_21  C3   C12  C5   N2    180.00   0.0  0
 90P  CONST_22  C13  C12  C5   N2      0.00   0.0  0
 90P  CONST_23  O1   C14  C13  C12   180.00   0.0  0
 90P  CONST_24  O    C1   C14  C13   180.00   0.0  0
 90P  CONST_25  C3   N    C4   N4    180.00   0.0  0
 90P  CONST_26  O    C1   C2   C3    180.00   0.0  0
 90P  CONST_27  O1   C14  C1   C2    180.00   0.0  0
 90P  CONST_28  N1   C5   N2   C6      0.00   0.0  0
 90P  CONST_29  C12  C5   N2   C6    180.00   0.0  0
 90P  CONST_30  C17  N4   C4   N1    180.00   0.0  0
 90P  CONST_31  N    C4   N4   C17     0.00   0.0  0
 90P  CONST_32  H15  C13  C12  C5      0.00   0.0  0
 90P  CONST_33  H33  C2   C3   C12   180.00   0.0  0
 90P  CONST_34  C16  N4   C4   N1      0.00   0.0  0
 90P  CONST_35  N    C4   N4   C16   180.00   0.0  0
 90P  CONST_36  H6   N2   C5   N1    180.00   0.0  0
 90P  Var_01    N3   C10  C11  C6    -57.52  30.0  1
 90P  Var_02    N3   C8   C7   C6     57.09  30.0  1
 90P  Var_03    C10  N3   C8   C7    -59.33  30.0  1
 90P  Var_04    C11  C10  N3   C8     59.46  30.0  1
 90P  Var_05    C20  C21  C22  C17   -54.92  30.0  1
 90P  Var_06    C20  C19  C18  C17    56.85  30.0  1
 90P  Var_07    C19  C20  C21  C22    55.07  30.0  1
 90P  Var_08    C18  C19  C20  C21   -56.20  30.0  1
 90P  Var_09    C23  C9   N3   C8    -70.45  30.0  3
 90P  Var_10    C1   C14  O1   C15  -179.18  30.0  2
 90P  Var_11    H19  C16  N4   C4     95.64  30.0  3
 90P  Var_12    H9   C23  C9   N3     65.85  30.0  3
 90P  Var_13    H16  C15  O1   C14   -60.62  30.0  3
 90P  Var_14    H34  C    O    C1    -60.93  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
 90P  chir_01  C6   C11  N2   C7   positiv
 90P  chir_02  C17  N4   C22  C18  negativ

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
 90P  plan-1  C4   0.020
 90P  plan-1  C5   0.020
 90P  plan-1  N1   0.020
 90P  plan-1  N2   0.020
 90P  plan-1  C12  0.020
 90P  plan-1  C13  0.020
 90P  plan-1  C14  0.020
 90P  plan-1  N4   0.020
 90P  plan-1  N    0.020
 90P  plan-1  C3   0.020
 90P  plan-1  C2   0.020
 90P  plan-1  O1   0.020
 90P  plan-1  C1   0.020
 90P  plan-1  O    0.020
 90P  plan-1  H15  0.020
 90P  plan-1  H33  0.020
 90P  plan-2  C5   0.020
 90P  plan-2  C6   0.020
 90P  plan-2  N2   0.020
 90P  plan-2  H6   0.020
 90P  plan-3  C4   0.020
 90P  plan-3  N4   0.020
 90P  plan-3  C16  0.020
 90P  plan-3  C17  0.020

