# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 20:30:56 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: 6,7-dimethoxy-N~2~-methyl-N~4~-(1-methylpiperidin-4-yl)-N~2~-propylquinazoline-2,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCN(C)c1nc(NC2CCN(C)CC2)c3cc(OC)c(OC)cc3n1
#
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
 9HJ  9HJ  6,7-dimethoxy-N~2~-methyl-N~4~-(1-methylpiperidin-4-yl)-N~2~-propylquinazoline-2,4-diamine  ligand  58  27  .  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_9HJ
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
 9HJ  C4   C  CR66  0   0.255  -1.9076  -0.1480   0.0704
 9HJ  C5   C  CR66  0  -0.043  -0.8781   0.7938  -0.0828
 9HJ  C6   C  CR6   0   0.528   0.4449   0.2386  -0.1628
 9HJ  C7   C  CH3   0  -0.669  -2.9928  -5.6640  -0.4995
 9HJ  N1   N  N     0  -0.531   0.6439  -1.0583  -0.0708
 9HJ  N3   N  N     0  -0.550  -1.6833  -1.4781   0.1504
 9HJ  C1   C  CH3   0  -0.526   1.1679  -3.7396   0.0883
 9HJ  C2   C  CR6   0   0.608  -0.4228  -1.8653   0.0895
 9HJ  CAB  C  CH3   0  -0.438  -5.8612   1.3031   0.2693
 9HJ  CAC  C  CH3   0  -0.440  -1.8854   4.8925  -0.2118
 9HJ  CAD  C  CH3   0  -0.516   7.0881   0.4268   0.3176
 9HJ  CAE  C  CR16  0  -0.482  -3.2421   0.3154   0.1398
 9HJ  CAF  C  CR16  0  -0.470  -1.1842   2.1709  -0.1560
 9HJ  CAJ  C  CH2   0  -0.427  -1.8853  -4.6676  -0.8097
 9HJ  CAK  C  CH2   0  -0.281  -1.2332  -4.1325   0.4604
 9HJ  CAL  C  CH2   0  -0.434   3.4178   0.2426   1.0345
 9HJ  CAM  C  CH2   0  -0.454   3.7883   1.5419  -1.0609
 9HJ  CAN  C  CH2   0  -0.283   4.8689  -0.2056   0.9583
 9HJ  CAO  C  CH2   0  -0.279   5.2268   1.0471  -1.0514
 9HJ  CAW  C  CR6   0   0.332  -3.5318   1.6541   0.0667
 9HJ  CAX  C  CR6   0   0.321  -2.4790   2.6078  -0.0796
 9HJ  CBB  C  CH1   0  -0.057   2.8812   0.5379  -0.3633
 9HJ  NAR  N  NT    0  -0.492  -0.1624  -3.1914   0.2082
 9HJ  NAS  N  NH1   0  -0.687   1.5168   1.0266  -0.3510
 9HJ  NBC  N  NT    0  -0.409   5.6905   0.7904   0.2980
 9HJ  OAT  O  O2    0  -0.457  -4.7611   2.1804   0.1240
 9HJ  OAU  O  O2    0  -0.467  -2.8796   3.8935  -0.1309
 9HJ  H1   H  HCH3  0   0.219  -2.6130  -6.5208   0.0605
 9HJ  H2   H  HCH3  0   0.220  -3.7808  -5.2043   0.1002
 9HJ  H3   H  HCH3  0   0.231  -3.4520  -6.0443  -1.4121
 9HJ  H4   H  HCH3  0   0.225   1.5871  -4.0045   1.0636
 9HJ  H5   H  HCH3  0   0.230   1.1412  -4.6453  -0.5205
 9HJ  H6   H  HCH3  0   0.260   1.8358  -3.0281  -0.3852
 9HJ  H7   H  HCH3  0   0.231  -5.9371   0.6044  -0.5674
 9HJ  H8   H  HCH3  0   0.232  -5.8079   0.7353   1.2014
 9HJ  H9   H  HCH3  0   0.263  -6.7514   1.9266   0.2881
 9HJ  H10  H  HCH3  0   0.227  -1.2013   4.8570   0.6406
 9HJ  H11  H  HCH3  0   0.227  -1.3021   4.8185  -1.1340
 9HJ  H12  H  HCH3  0   0.261  -2.4046   5.8478  -0.2045
 9HJ  H13  H  HCH3  0   0.231   7.6885   1.2207  -0.1300
 9HJ  H14  H  HCH3  0   0.231   7.4270   0.2943   1.3466
 9HJ  H15  H  HCH3  0   0.189   7.3082  -0.5047  -0.2282
 9HJ  H16  H  HCR6  0   0.275  -4.0203  -0.4274   0.2514
 9HJ  H17  H  HCR6  0   0.273  -0.3900   2.8963  -0.2682
 9HJ  H18  H  HCH2  0   0.216  -1.1265  -5.1410  -1.4395
 9HJ  H19  H  HCH2  0   0.223  -2.2883  -3.8272  -1.3791
 9HJ  H20  H  HCH2  0   0.238  -1.9883  -3.6610   1.0894
 9HJ  H21  H  HCH2  0   0.233  -0.8159  -4.9636   1.0364
 9HJ  H22  H  HCH2  0   0.243   2.8147  -0.5349   1.5058
 9HJ  H23  H  HCH2  0   0.216   3.3428   1.1432   1.6511
 9HJ  H24  H  HCH2  0   0.224   3.7369   2.5097  -0.5513
 9HJ  H25  H  HCH2  0   0.245   3.4624   1.6973  -2.0919
 9HJ  H26  H  HCH2  0   0.236   5.2586  -0.3705   1.9657
 9HJ  H27  H  HCH2  0   0.184   4.9192  -1.1812   0.4398
 9HJ  H28  H  HCH2  0   0.187   5.3005   0.1432  -1.6830
 9HJ  H29  H  HCH2  0   0.238   5.8745   1.7998  -1.5074
 9HJ  H30  H  HCH1  0   0.238   2.8918  -0.3936  -0.9371
 9HJ  H31  H  HNH1  0   0.402   1.3972   2.0238  -0.2944

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
 9HJ  CAC  OAU  single    1.412  0.020  1.412
 9HJ  OAU  CAX  single    1.348  0.020  1.348
 9HJ  CAX  CAF  aromatic  1.369  0.020  1.369
 9HJ  CAX  CAW  aromatic  1.428  0.020  1.428
 9HJ  OAT  CAB  single    1.415  0.020  1.415
 9HJ  OAT  CAW  single    1.338  0.020  1.338
 9HJ  CAF  C5   aromatic  1.413  0.020  1.413
 9HJ  CAW  CAE  aromatic  1.372  0.020  1.372
 9HJ  NAS  CBB  single    1.449  0.020  1.449
 9HJ  NAS  C6   single    1.344  0.020  1.344
 9HJ  C5   C6   aromatic  1.437  0.020  1.437
 9HJ  C5   C4   aromatic  1.404  0.020  1.404
 9HJ  CAE  C4   aromatic  1.414  0.020  1.414
 9HJ  CAO  CAM  single    1.521  0.020  1.521
 9HJ  CAO  NBC  single    1.450  0.020  1.450
 9HJ  CBB  CAM  single    1.522  0.020  1.522
 9HJ  CBB  CAL  single    1.526  0.020  1.526
 9HJ  C6   N1   aromatic  1.315  0.020  1.315
 9HJ  C4   N3   aromatic  1.351  0.020  1.351
 9HJ  CAD  NBC  single    1.444  0.020  1.444
 9HJ  NBC  CAN  single    1.450  0.020  1.450
 9HJ  CAN  CAL  single    1.521  0.020  1.521
 9HJ  N1   C2   aromatic  1.347  0.020  1.347
 9HJ  N3   C2   aromatic  1.320  0.020  1.320
 9HJ  C2   NAR  single    1.357  0.020  1.357
 9HJ  NAR  CAK  single    1.448  0.020  1.448
 9HJ  NAR  C1   single    1.444  0.020  1.444
 9HJ  CAK  CAJ  single    1.525  0.020  1.525
 9HJ  CAJ  C7   single    1.522  0.020  1.522
 9HJ  C7   H1   single    0.970  0.020  1.090
 9HJ  C7   H2   single    0.970  0.020  1.090
 9HJ  C7   H3   single    0.970  0.020  1.090
 9HJ  C1   H4   single    0.970  0.020  1.090
 9HJ  C1   H5   single    0.970  0.020  1.090
 9HJ  C1   H6   single    0.970  0.020  1.090
 9HJ  CAB  H7   single    0.970  0.020  1.090
 9HJ  CAB  H8   single    0.970  0.020  1.090
 9HJ  CAB  H9   single    0.970  0.020  1.090
 9HJ  CAC  H10  single    0.970  0.020  1.090
 9HJ  CAC  H11  single    0.970  0.020  1.090
 9HJ  CAC  H12  single    0.970  0.020  1.090
 9HJ  CAD  H13  single    0.970  0.020  1.090
 9HJ  CAD  H14  single    0.970  0.020  1.090
 9HJ  CAD  H15  single    0.970  0.020  1.090
 9HJ  CAE  H16  single    0.930  0.020  1.080
 9HJ  CAF  H17  single    0.930  0.020  1.080
 9HJ  CAJ  H18  single    0.970  0.020  1.090
 9HJ  CAJ  H19  single    0.970  0.020  1.090
 9HJ  CAK  H20  single    0.970  0.020  1.090
 9HJ  CAK  H21  single    0.970  0.020  1.090
 9HJ  CAL  H22  single    0.970  0.020  1.090
 9HJ  CAL  H23  single    0.970  0.020  1.090
 9HJ  CAM  H24  single    0.970  0.020  1.090
 9HJ  CAM  H25  single    0.970  0.020  1.090
 9HJ  CAN  H26  single    0.970  0.020  1.090
 9HJ  CAN  H27  single    0.970  0.020  1.090
 9HJ  CAO  H28  single    0.970  0.020  1.090
 9HJ  CAO  H29  single    0.970  0.020  1.090
 9HJ  CBB  H30  single    0.970  0.020  1.090
 9HJ  NAS  H31  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
 9HJ  CAE  C4   N3   118.44  3.000
 9HJ  N3   C4   C5   123.04  3.000
 9HJ  CAE  C4   C5   118.52  3.000
 9HJ  CAF  C5   C6   124.98  3.000
 9HJ  C6   C5   C4   114.96  3.000
 9HJ  CAF  C5   C4   120.05  3.000
 9HJ  NAS  C6   N1   117.86  3.000
 9HJ  N1   C6   C5   121.09  3.000
 9HJ  NAS  C6   C5   121.04  3.000
 9HJ  H3   C7   H2   107.62  3.000
 9HJ  H3   C7   H1   107.59  3.000
 9HJ  H2   C7   H1   107.45  3.000
 9HJ  H3   C7   CAJ  111.37  3.000
 9HJ  H2   C7   CAJ  111.20  3.000
 9HJ  H1   C7   CAJ  111.42  3.000
 9HJ  C2   N1   C6   118.63  3.000
 9HJ  C2   N3   C4   116.39  3.000
 9HJ  H6   C1   H5   108.41  3.000
 9HJ  H6   C1   H4   108.18  3.000
 9HJ  H5   C1   H4   107.79  3.000
 9HJ  H6   C1   NAR  110.77  3.000
 9HJ  H5   C1   NAR  109.81  3.000
 9HJ  H4   C1   NAR  111.77  3.000
 9HJ  NAR  C2   N3   117.77  3.000
 9HJ  NAR  C2   N1   116.36  3.000
 9HJ  N3   C2   N1   125.87  3.000
 9HJ  H9   CAB  H8   108.85  3.000
 9HJ  H9   CAB  H7   108.85  3.000
 9HJ  H8   CAB  H7   108.92  3.000
 9HJ  H9   CAB  OAT  106.44  3.000
 9HJ  H8   CAB  OAT  111.83  3.000
 9HJ  H7   CAB  OAT  111.84  3.000
 9HJ  H12  CAC  H11  108.65  3.000
 9HJ  H12  CAC  H10  108.78  3.000
 9HJ  H11  CAC  H10  108.75  3.000
 9HJ  H12  CAC  OAU  106.57  3.000
 9HJ  H11  CAC  OAU  112.09  3.000
 9HJ  H10  CAC  OAU  111.89  3.000
 9HJ  H15  CAD  H14  107.60  3.000
 9HJ  H15  CAD  H13  107.58  3.000
 9HJ  H14  CAD  H13  107.71  3.000
 9HJ  H15  CAD  NBC  113.54  3.000
 9HJ  H14  CAD  NBC  110.11  3.000
 9HJ  H13  CAD  NBC  110.10  3.000
 9HJ  H16  CAE  CAW  121.59  3.000
 9HJ  H16  CAE  C4   117.32  3.000
 9HJ  CAW  CAE  C4   121.09  3.000
 9HJ  H17  CAF  CAX  119.11  3.000
 9HJ  H17  CAF  C5   120.00  3.000
 9HJ  CAX  CAF  C5   120.89  3.000
 9HJ  H19  CAJ  H18  106.78  3.000
 9HJ  H19  CAJ  CAK  108.79  3.000
 9HJ  H18  CAJ  CAK  109.56  3.000
 9HJ  H19  CAJ  C7   109.97  3.000
 9HJ  H18  CAJ  C7   109.81  3.000
 9HJ  CAK  CAJ  C7   111.79  3.000
 9HJ  H21  CAK  H20  106.80  3.000
 9HJ  H21  CAK  NAR  107.66  3.000
 9HJ  H20  CAK  NAR  109.37  3.000
 9HJ  H21  CAK  CAJ  109.59  3.000
 9HJ  H20  CAK  CAJ  109.65  3.000
 9HJ  NAR  CAK  CAJ  113.54  3.000
 9HJ  H23  CAL  H22  107.77  3.000
 9HJ  H23  CAL  CBB  109.44  3.000
 9HJ  H22  CAL  CBB  109.83  3.000
 9HJ  H23  CAL  CAN  109.65  3.000
 9HJ  H22  CAL  CAN  109.82  3.000
 9HJ  CBB  CAL  CAN  110.28  3.000
 9HJ  H25  CAM  H24  107.42  3.000
 9HJ  H25  CAM  CBB  110.40  3.000
 9HJ  H24  CAM  CBB  109.98  3.000
 9HJ  H25  CAM  CAO  109.53  3.000
 9HJ  H24  CAM  CAO  109.21  3.000
 9HJ  CBB  CAM  CAO  110.25  3.000
 9HJ  H27  CAN  H26  106.43  3.000
 9HJ  H27  CAN  NBC  111.51  3.000
 9HJ  H26  CAN  NBC  108.75  3.000
 9HJ  H27  CAN  CAL  109.08  3.000
 9HJ  H26  CAN  CAL  109.79  3.000
 9HJ  NBC  CAN  CAL  111.16  3.000
 9HJ  H29  CAO  H28  106.58  3.000
 9HJ  H29  CAO  NBC  108.71  3.000
 9HJ  H28  CAO  NBC  111.46  3.000
 9HJ  H29  CAO  CAM  109.50  3.000
 9HJ  H28  CAO  CAM  109.00  3.000
 9HJ  NBC  CAO  CAM  111.45  3.000
 9HJ  OAT  CAW  CAX  114.76  3.000
 9HJ  OAT  CAW  CAE  125.13  3.000
 9HJ  CAX  CAW  CAE  120.11  3.000
 9HJ  OAU  CAX  CAW  114.96  3.000
 9HJ  CAW  CAX  CAF  119.34  3.000
 9HJ  OAU  CAX  CAF  125.71  3.000
 9HJ  H30  CBB  NAS  107.49  3.000
 9HJ  H30  CBB  CAM  108.38  3.000
 9HJ  NAS  CBB  CAM  110.02  3.000
 9HJ  H30  CBB  CAL  108.20  3.000
 9HJ  CAM  CBB  CAL  109.74  3.000
 9HJ  NAS  CBB  CAL  112.86  3.000
 9HJ  CAK  NAR  C2   120.58  3.000
 9HJ  CAK  NAR  C1   116.69  3.000
 9HJ  C2   NAR  C1   122.73  3.000
 9HJ  H31  NAS  CBB  116.53  3.000
 9HJ  H31  NAS  C6   118.59  3.000
 9HJ  CBB  NAS  C6   123.67  3.000
 9HJ  CAO  NBC  CAN  111.36  3.000
 9HJ  CAN  NBC  CAD  111.66  3.000
 9HJ  CAO  NBC  CAD  111.51  3.000
 9HJ  CAW  OAT  CAB  118.35  3.000
 9HJ  CAX  OAU  CAC  117.90  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
 9HJ  CONST_01  CAX  CAF  C5   C4      0.00   0.0  0
 9HJ  CONST_02  N1   C6   C5   C4      0.00   0.0  0
 9HJ  CONST_03  CAX  CAW  CAE  C4      0.00   0.0  0
 9HJ  CONST_04  N1   C2   N3   C4      0.00   0.0  0
 9HJ  CONST_05  CAW  CAX  CAF  C5      0.00   0.0  0
 9HJ  CONST_06  C2   N1   C6   C5      0.00   0.0  0
 9HJ  CONST_07  CAW  CAE  C4   C5      0.00   0.0  0
 9HJ  CONST_08  C2   N3   C4   C5      0.00   0.0  0
 9HJ  CONST_09  CAX  CAF  C5   C6    180.00   0.0  0
 9HJ  CONST_10  CAE  C4   C5   C6    180.00   0.0  0
 9HJ  CONST_11  N3   C4   C5   C6      0.00   0.0  0
 9HJ  CONST_12  N3   C2   N1   C6      0.00   0.0  0
 9HJ  CONST_13  CAF  C5   C6   N1    180.00   0.0  0
 9HJ  CONST_14  CAF  C5   C4   N3    180.00   0.0  0
 9HJ  CONST_15  CAW  CAE  C4   N3    180.00   0.0  0
 9HJ  CONST_16  CAE  C4   N3   C2    180.00   0.0  0
 9HJ  CONST_17  CAF  CAX  CAW  CAE     0.00   0.0  0
 9HJ  CONST_18  CAF  C5   C4   CAE     0.00   0.0  0
 9HJ  CONST_19  NAS  C6   C5   C4    180.00   0.0  0
 9HJ  CONST_20  OAT  CAW  CAE  C4    180.00   0.0  0
 9HJ  CONST_21  NAR  C2   N3   C4    180.00   0.0  0
 9HJ  CONST_22  OAU  CAX  CAF  C5    180.00   0.0  0
 9HJ  CONST_23  NAR  C2   N1   C6    180.00   0.0  0
 9HJ  CONST_24  NAS  C6   N1   C2    180.00   0.0  0
 9HJ  CONST_25  OAU  CAX  CAW  CAE   180.00   0.0  0
 9HJ  CONST_26  OAT  CAW  CAX  CAF   180.00   0.0  0
 9HJ  CONST_27  NAS  C6   C5   CAF     0.00   0.0  0
 9HJ  CONST_28  CBB  NAS  C6   C5    180.00   0.0  0
 9HJ  CONST_29  CBB  NAS  C6   N1      0.00   0.0  0
 9HJ  CONST_30  H17  CAF  C5   C4    180.00   0.0  0
 9HJ  CONST_31  H16  CAE  C4   C5    180.00   0.0  0
 9HJ  CONST_32  CAK  NAR  C2   N1    180.00   0.0  0
 9HJ  CONST_33  C1   NAR  C2   N1      0.00   0.0  0
 9HJ  CONST_34  CAK  NAR  C2   N3      0.00   0.0  0
 9HJ  CONST_35  C1   NAR  C2   N3    180.00   0.0  0
 9HJ  CONST_36  H31  NAS  C6   C5      0.00   0.0  0
 9HJ  Var_01    CAO  NBC  CAN  CAL   -59.39  30.0  1
 9HJ  Var_02    CAN  NBC  CAO  CAM    59.28  30.0  1
 9HJ  Var_03    NBC  CAO  CAM  CBB   -56.71  30.0  1
 9HJ  Var_04    NBC  CAN  CAL  CBB    57.04  30.0  1
 9HJ  Var_05    CAX  CAW  OAT  CAB  -179.97  30.0  2
 9HJ  Var_06    CAF  CAX  OAU  CAC    -2.95  30.0  2
 9HJ  Var_07    H13  CAD  NBC  CAN  -176.52  30.0  3
 9HJ  Var_08    CAJ  CAK  NAR  C2     88.90  30.0  3
 9HJ  Var_09    H4   C1   NAR  C2    103.90  30.0  3
 9HJ  Var_10    H7   CAB  OAT  CAW   -60.92  30.0  3
 9HJ  Var_11    H10  CAC  OAU  CAX   -59.10  30.0  3
 9HJ  Var_12    NAR  CAK  CAJ  C7    179.34  30.0  2
 9HJ  Var_13    H1   C7   CAJ  CAK   -59.69  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
 9HJ  chir_01  CBB  NAS  CAM  CAL  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
 9HJ  plan-1  C4   0.020
 9HJ  plan-1  C5   0.020
 9HJ  plan-1  C6   0.020
 9HJ  plan-1  N1   0.020
 9HJ  plan-1  N3   0.020
 9HJ  plan-1  C2   0.020
 9HJ  plan-1  CAE  0.020
 9HJ  plan-1  CAF  0.020
 9HJ  plan-1  CAW  0.020
 9HJ  plan-1  CAX  0.020
 9HJ  plan-1  NAR  0.020
 9HJ  plan-1  NAS  0.020
 9HJ  plan-1  OAT  0.020
 9HJ  plan-1  OAU  0.020
 9HJ  plan-1  H16  0.020
 9HJ  plan-1  H17  0.020
 9HJ  plan-2  C1   0.020
 9HJ  plan-2  C2   0.020
 9HJ  plan-2  CAK  0.020
 9HJ  plan-2  NAR  0.020
 9HJ  plan-3  C6   0.020
 9HJ  plan-3  CBB  0.020
 9HJ  plan-3  NAS  0.020
 9HJ  plan-3  H31  0.020

