# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 01:46:43 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: N-cyclopropyl-4-methyl-3-[6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)c2ccc3N=CN(C(=O)c3c2)c4cc(ccc4C)C(=O)NC5CC5
#
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
 NQB  NQB  N-cyclopropyl-4-methyl-3-[6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzamide  ligand  58  31  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_NQB
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
 NQB  C1    C  CH2   0  -0.321  -6.2873  -0.0767  -0.7585
 NQB  C2    C  CH2   0  -0.325  -7.4969  -0.3961   0.1155
 NQB  C8    C  CH3   0  -0.531  -7.6854  -2.7972  -0.1740
 NQB  C9    C  CR16  0  -0.408  -2.6480   0.0874   0.1020
 NQB  C10   C  CR6   0   0.418  -3.8857   0.3011  -0.5097
 NQB  C11   C  CR16  0  -0.344  -3.8945   1.1522  -1.6421
 NQB  C12   C  CR16  0  -0.296  -2.7555   1.7761  -2.0939
 NQB  C14   C  CR16  0  -0.269   3.0617   0.2546  -0.3271
 NQB  C15   C  CR6   0  -0.057   4.3452   0.0887   0.1814
 NQB  C16   C  CR16  0  -0.269   4.6813   0.7364   1.3658
 NQB  C19   C  C     0   0.537   5.3096  -0.7470  -0.5970
 NQB  C20   C  CH1   0  -0.080   7.3063  -2.1214  -0.5017
 NQB  C21   C  CH2   0  -0.512   8.6979  -2.0197   0.0323
 NQB  C22   C  CH2   0  -0.484   8.3725  -1.4700  -1.3225
 NQB  N29   N  NR6   0  -0.631   0.8386   1.1859  -0.2260
 NQB  C30   C  CR6   0   0.570  -0.2219   0.4734   0.3136
 NQB  N3    N  NT    0  -0.397  -7.4562  -1.6998   0.7440
 NQB  C4    C  CH2   0  -0.327  -6.2198  -1.8141   1.4895
 NQB  C5    C  CH2   0  -0.317  -4.9676  -1.5543   0.6602
 NQB  C17   C  CR16  0  -0.303   3.7502   1.5232   2.0246
 NQB  C18   C  CR6   0   0.112   2.4573   1.6892   1.5365
 NQB  C23   C  CH3   0  -0.740   1.4649   2.5378   2.2682
 NQB  O24   O  O     0  -0.479   5.1807  -0.9035  -1.8020
 NQB  C13   C  CR6   0   0.264   2.1383   1.0324   0.3468
 NQB  C25   C  CR66  0  -0.055  -1.4948   0.7154  -0.3602
 NQB  C26   C  CR66  0   0.197  -1.5254   1.5797  -1.4613
 NQB  N27   N  N     0  -0.448  -0.4024   2.2211  -1.9329
 NQB  C28   C  CR16  0   0.119   0.6943   2.0091  -1.3166
 NQB  N5    N  NT    0  -0.521  -5.0471  -0.2673  -0.0221
 NQB  O29   O  O     0  -0.449  -0.0578  -0.2715   1.2612
 NQB  N32   N  NH1   0  -0.659   6.3096  -1.3051   0.1092
 NQB  H11C  H  HCH2  0   0.225  -6.2993  -0.6811  -1.6772
 NQB  H12C  H  HCH2  0   0.257  -6.3832   0.9661  -1.0589
 NQB  H21C  H  HCH2  0   0.237  -7.5639   0.3620   0.9027
 NQB  H22C  H  HCH2  0   0.246  -8.3998  -0.3094  -0.4931
 NQB  H81C  H  HCH3  0   0.202  -6.9440  -2.8999  -0.9775
 NQB  H82C  H  HCH3  0   0.235  -7.6979  -3.7373   0.3796
 NQB  H83C  H  HCH3  0   0.235  -8.6621  -2.6795  -0.6460
 NQB  H9    H  HCR6  0   0.269  -2.5521  -0.5565   0.9635
 NQB  H11   H  HCR6  0   0.278  -4.8078   1.3270  -2.1910
 NQB  H12   H  HCR6  0   0.266  -2.8031   2.4220  -2.9612
 NQB  H14   H  HCR6  0   0.272   2.7754  -0.2303  -1.2517
 NQB  H16   H  HCR6  0   0.265   5.6807   0.6637   1.7753
 NQB  H17   H  HCR6  0   0.266   4.0384   2.0305   2.9365
 NQB  H32   H  HNH1  0   0.408   6.2674  -1.2948   1.1157
 NQB  H20   H  HCH1  0   0.269   6.9692  -3.1027  -0.8209
 NQB  H211  H  HCH2  0   0.258   8.8760  -1.3114   0.8320
 NQB  H212  H  HCH2  0   0.260   9.2770  -2.9309   0.1015
 NQB  H221  H  HCH2  0   0.257   8.7258  -1.9998  -2.1972
 NQB  H222  H  HCH2  0   0.257   8.3328  -0.3941  -1.4329
 NQB  H28   H  HCR6  0   0.296   1.6053   2.4973  -1.6423
 NQB  H41C  H  HCH2  0   0.237  -6.2474  -1.0927   2.3130
 NQB  H42C  H  HCH2  0   0.246  -6.1481  -2.8090   1.9346
 NQB  H51C  H  HCH2  0   0.262  -4.1215  -1.5718   1.3422
 NQB  H52C  H  HCH2  0   0.227  -4.8109  -2.3618  -0.0690
 NQB  H231  H  HCH3  0   0.251   0.8778   3.1597   1.5932
 NQB  H232  H  HCH3  0   0.263   0.7653   1.9164   2.8293
 NQB  H233  H  HCH3  0   0.261   1.9658   3.1934   2.9781

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
 NQB  C1   C2    single    1.526  0.020  1.526
 NQB  C1   N5    single    1.455  0.020  1.455
 NQB  C2   N3    single    1.448  0.020  1.448
 NQB  C8   N3    single    1.449  0.020  1.449
 NQB  C9   C10   aromatic  1.397  0.020  1.397
 NQB  C9   C25   aromatic  1.392  0.020  1.392
 NQB  C10  C11   aromatic  1.417  0.020  1.417
 NQB  C10  N5    single    1.382  0.020  1.382
 NQB  C11  C12   aromatic  1.375  0.020  1.375
 NQB  C12  C26   aromatic  1.397  0.020  1.397
 NQB  C14  C15   aromatic  1.390  0.020  1.390
 NQB  C14  C13   aromatic  1.383  0.020  1.383
 NQB  C15  C16   aromatic  1.391  0.020  1.391
 NQB  C15  C19   single    1.495  0.020  1.495
 NQB  C16  C17   aromatic  1.386  0.020  1.386
 NQB  C19  O24   double    1.222  0.020  1.222
 NQB  C19  N32   single    1.345  0.020  1.345
 NQB  C20  C21   single    1.494  0.020  1.494
 NQB  C20  C22   single    1.495  0.020  1.495
 NQB  C20  N32   single    1.426  0.020  1.426
 NQB  C21  C22   single    1.498  0.020  1.498
 NQB  N29  C30   single    1.387  0.020  1.387
 NQB  N29  C13   single    1.429  0.020  1.429
 NQB  N29  C28   single    1.374  0.020  1.374
 NQB  C30  C25   single    1.460  0.020  1.460
 NQB  C30  O29   double    1.216  0.020  1.216
 NQB  N3   C4    single    1.448  0.020  1.448
 NQB  C4   C5    single    1.524  0.020  1.524
 NQB  C5   N5    single    1.459  0.020  1.459
 NQB  C17  C18   aromatic  1.392  0.020  1.392
 NQB  C18  C23   single    1.497  0.020  1.497
 NQB  C18  C13   aromatic  1.396  0.020  1.396
 NQB  C25  C26   aromatic  1.400  0.020  1.400
 NQB  C26  N27   single    1.377  0.020  1.377
 NQB  N27  C28   double    1.276  0.020  1.276
 NQB  C1   H11C  single    0.970  0.020  1.090
 NQB  C1   H12C  single    0.970  0.020  1.090
 NQB  C2   H21C  single    0.970  0.020  1.090
 NQB  C2   H22C  single    0.970  0.020  1.090
 NQB  C8   H81C  single    0.970  0.020  1.090
 NQB  C8   H82C  single    0.970  0.020  1.090
 NQB  C8   H83C  single    0.970  0.020  1.090
 NQB  C9   H9    single    0.930  0.020  1.080
 NQB  C11  H11   single    0.930  0.020  1.080
 NQB  C12  H12   single    0.930  0.020  1.080
 NQB  C14  H14   single    0.930  0.020  1.080
 NQB  C16  H16   single    0.930  0.020  1.080
 NQB  C17  H17   single    0.930  0.020  1.080
 NQB  N32  H32   single    0.860  0.020  1.020
 NQB  C20  H20   single    0.970  0.020  1.090
 NQB  C21  H211  single    0.970  0.020  1.090
 NQB  C21  H212  single    0.970  0.020  1.090
 NQB  C22  H221  single    0.970  0.020  1.090
 NQB  C22  H222  single    0.970  0.020  1.090
 NQB  C28  H28   single    0.930  0.020  1.080
 NQB  C4   H41C  single    0.970  0.020  1.090
 NQB  C4   H42C  single    0.970  0.020  1.090
 NQB  C5   H51C  single    0.970  0.020  1.090
 NQB  C5   H52C  single    0.970  0.020  1.090
 NQB  C23  H231  single    0.970  0.020  1.090
 NQB  C23  H232  single    0.970  0.020  1.090
 NQB  C23  H233  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
 NQB  H12C  C1   H11C  107.14  3.000
 NQB  H12C  C1   N5    109.88  3.000
 NQB  H11C  C1   N5    111.11  3.000
 NQB  H12C  C1   C2    106.77  3.000
 NQB  H11C  C1   C2    110.78  3.000
 NQB  N5    C1   C2    111.00  3.000
 NQB  H22C  C2   H21C  107.16  3.000
 NQB  H22C  C2   N3    109.67  3.000
 NQB  H21C  C2   N3    108.25  3.000
 NQB  H22C  C2   C1    108.63  3.000
 NQB  H21C  C2   C1    108.38  3.000
 NQB  N3    C2   C1    114.51  3.000
 NQB  H83C  C8   H82C  107.59  3.000
 NQB  H83C  C8   H81C  107.33  3.000
 NQB  H82C  C8   H81C  107.36  3.000
 NQB  H83C  C8   N3    109.50  3.000
 NQB  H82C  C8   N3    109.45  3.000
 NQB  H81C  C8   N3    115.32  3.000
 NQB  H9    C9   C25   117.41  3.000
 NQB  H9    C9   C10   121.27  3.000
 NQB  C25   C9   C10   121.30  3.000
 NQB  N5    C10  C11   121.60  3.000
 NQB  N5    C10  C9    121.82  3.000
 NQB  C11   C10  C9    116.57  3.000
 NQB  H11   C11  C12   117.40  3.000
 NQB  H11   C11  C10   120.58  3.000
 NQB  C12   C11  C10   122.01  3.000
 NQB  H12   C12  C26   119.04  3.000
 NQB  H12   C12  C11   119.84  3.000
 NQB  C26   C12  C11   121.11  3.000
 NQB  H14   C14  C13   119.45  3.000
 NQB  H14   C14  C15   120.20  3.000
 NQB  C13   C14  C15   120.35  3.000
 NQB  C19   C15  C16   123.22  3.000
 NQB  C19   C15  C14   118.15  3.000
 NQB  C16   C15  C14   118.61  3.000
 NQB  H16   C16  C17   118.60  3.000
 NQB  H16   C16  C15   120.92  3.000
 NQB  C17   C16  C15   120.45  3.000
 NQB  N32   C19  O24   122.88  3.000
 NQB  N32   C19  C15   115.98  3.000
 NQB  O24   C19  C15   121.14  3.000
 NQB  H20   C20  N32   115.24  3.000
 NQB  H20   C20  C22   117.00  3.000
 NQB  N32   C20  C22   118.97  3.000
 NQB  H20   C20  C21   117.12  3.000
 NQB  N32   C20  C21   117.32  3.000
 NQB  C22   C20  C21    60.15  3.000
 NQB  H212  C21  H211  114.56  3.000
 NQB  H212  C21  C22   118.89  3.000
 NQB  H211  C21  C22   117.61  3.000
 NQB  H212  C21  C20   117.65  3.000
 NQB  H211  C21  C20   117.49  3.000
 NQB  C22   C21  C20    59.95  3.000
 NQB  H222  C22  H221  114.60  3.000
 NQB  H222  C22  C21   117.72  3.000
 NQB  H221  C22  C21   118.72  3.000
 NQB  H222  C22  C20   117.58  3.000
 NQB  H221  C22  C20   117.60  3.000
 NQB  C21   C22  C20    59.90  3.000
 NQB  C28   N29  C13   118.57  3.000
 NQB  C28   N29  C30   122.43  3.000
 NQB  C13   N29  C30   118.98  3.000
 NQB  O29   C30  C25   125.34  3.000
 NQB  O29   C30  N29   120.97  3.000
 NQB  C25   C30  N29   113.69  3.000
 NQB  C4    N3   C8    113.66  3.000
 NQB  C4    N3   C2    108.57  3.000
 NQB  C8    N3   C2    113.73  3.000
 NQB  H42C  C4   H41C  107.17  3.000
 NQB  H42C  C4   C5    108.84  3.000
 NQB  H41C  C4   C5    108.51  3.000
 NQB  H42C  C4   N3    109.73  3.000
 NQB  H41C  C4   N3    108.28  3.000
 NQB  C5    C4   N3    114.07  3.000
 NQB  H52C  C5   H51C  107.07  3.000
 NQB  H52C  C5   N5    110.21  3.000
 NQB  H51C  C5   N5    110.50  3.000
 NQB  H52C  C5   C4    110.66  3.000
 NQB  H51C  C5   C4    107.18  3.000
 NQB  N5    C5   C4    111.10  3.000
 NQB  H17   C17  C18   119.13  3.000
 NQB  H17   C17  C16   119.18  3.000
 NQB  C18   C17  C16   121.68  3.000
 NQB  C13   C18  C23   122.13  3.000
 NQB  C13   C18  C17   117.07  3.000
 NQB  C23   C18  C17   120.80  3.000
 NQB  H233  C23  H232  107.63  3.000
 NQB  H233  C23  H231  107.96  3.000
 NQB  H232  C23  H231  107.35  3.000
 NQB  H233  C23  C18   110.80  3.000
 NQB  H232  C23  C18   110.71  3.000
 NQB  H231  C23  C18   112.21  3.000
 NQB  C18   C13  N29   119.94  3.000
 NQB  C18   C13  C14   121.83  3.000
 NQB  N29   C13  C14   118.20  3.000
 NQB  C26   C25  C30   118.96  3.000
 NQB  C26   C25  C9    121.43  3.000
 NQB  C30   C25  C9    119.61  3.000
 NQB  N27   C26  C25   122.63  3.000
 NQB  N27   C26  C12   119.84  3.000
 NQB  C25   C26  C12   117.53  3.000
 NQB  C28   N27  C26   117.28  3.000
 NQB  H28   C28  N27   120.17  3.000
 NQB  H28   C28  N29   114.85  3.000
 NQB  N27   C28  N29   124.98  3.000
 NQB  C5    N5   C10   118.82  3.000
 NQB  C5    N5   C1    113.51  3.000
 NQB  C10   N5   C1    118.94  3.000
 NQB  H32   N32  C20   117.59  3.000
 NQB  H32   N32  C19   119.28  3.000
 NQB  C20   N32  C19   122.15  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
 NQB  CONST_01  C12   C11  C10  C9      0.00   0.0  0
 NQB  CONST_02  C12   C26  C25  C9      0.00   0.0  0
 NQB  CONST_03  C26   C25  C9   C10     0.00   0.0  0
 NQB  CONST_04  C26   C12  C11  C10     0.00   0.0  0
 NQB  CONST_05  C25   C9   C10  C11     0.00   0.0  0
 NQB  CONST_06  C25   C26  C12  C11     0.00   0.0  0
 NQB  CONST_07  C17   C16  C15  C14     0.00   0.0  0
 NQB  CONST_08  C17   C18  C13  C14     0.00   0.0  0
 NQB  CONST_09  C18   C13  C14  C15     0.00   0.0  0
 NQB  CONST_10  C18   C17  C16  C15     0.00   0.0  0
 NQB  CONST_11  C13   C14  C15  C16     0.00   0.0  0
 NQB  CONST_12  C13   C18  C17  C16     0.00   0.0  0
 NQB  CONST_13  N5    C10  C11  C12   180.00   0.0  0
 NQB  CONST_14  N29   C13  C14  C15   180.00   0.0  0
 NQB  CONST_15  C17   C18  C13  N29   180.00   0.0  0
 NQB  CONST_16  N5    C10  C9   C25   180.00   0.0  0
 NQB  CONST_17  C26   N27  C28  N29     0.00   0.0  0
 NQB  CONST_18  N27   C28  N29  C30     0.00   0.0  0
 NQB  CONST_19  C25   C30  N29  C13   180.00   0.0  0
 NQB  CONST_20  N27   C28  N29  C13   180.00   0.0  0
 NQB  CONST_21  C28   N29  C30  C25     0.00   0.0  0
 NQB  CONST_22  C23   C18  C13  C14   180.00   0.0  0
 NQB  CONST_23  C23   C18  C17  C16   180.00   0.0  0
 NQB  CONST_24  C13   C14  C15  C19   180.00   0.0  0
 NQB  CONST_25  C17   C16  C15  C19   180.00   0.0  0
 NQB  CONST_26  C23   C18  C13  N29     0.00   0.0  0
 NQB  CONST_27  O29   C30  N29  C13     0.00   0.0  0
 NQB  CONST_28  O29   C30  N29  C28   180.00   0.0  0
 NQB  CONST_29  H11   C11  C10  C9    180.00   0.0  0
 NQB  CONST_30  H12   C12  C11  C10   180.00   0.0  0
 NQB  CONST_31  H9    C9   C10  C11   180.00   0.0  0
 NQB  CONST_32  H16   C16  C15  C14   180.00   0.0  0
 NQB  CONST_33  H17   C17  C16  C15   180.00   0.0  0
 NQB  CONST_34  H14   C14  C15  C16   180.00   0.0  0
 NQB  CONST_35  H28   C28  N29  C30   180.00   0.0  0
 NQB  CONST_36  C20   N32  C19  C15   180.00   0.0  0
 NQB  CONST_37  O24   C19  N32  C20     0.00   0.0  0
 NQB  CONST_38  H32   N32  C19  C15     0.00   0.0  0
 NQB  Var_01    C4    N3   C2   C1     54.78  30.0  1
 NQB  Var_02    C9    C10  N5   C1   -175.93  30.0  1
 NQB  Var_03    C4    C5   N5   C1    -50.33  30.0  1
 NQB  Var_04    C10   N5   C1   C2   -162.90  30.0  1
 NQB  Var_05    C5    C4   N3   C2    -55.00  30.0  1
 NQB  Var_06    C30   N29  C13  C14   103.68  30.0  2
 NQB  Var_07    N5    C1   C2   N3    -53.08  30.0  1
 NQB  Var_08    N5    C5   C4   N3     53.74  30.0  1
 NQB  Var_09    N32   C20  C22  C21   106.69  30.0  1
 NQB  Var_10    H221  C22  C21  C20  -107.04  30.0  1
 NQB  Var_11    O24   C19  C15  C14    24.50  30.0  2
 NQB  Var_12    C21   C20  N32  C19   143.86  30.0  1
 NQB  Var_13    H81C  C8   N3   C2     62.15  30.0  3
 NQB  Var_14    H231  C23  C18  C17   138.14  30.0  2

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
 NQB  chir_01  C20  C21  C22  N32  both

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
 NQB  plan-1  C14  0.020
 NQB  plan-1  C15  0.020
 NQB  plan-1  C16  0.020
 NQB  plan-1  C19  0.020
 NQB  plan-1  N29  0.020
 NQB  plan-1  C17  0.020
 NQB  plan-1  C18  0.020
 NQB  plan-1  C23  0.020
 NQB  plan-1  C13  0.020
 NQB  plan-1  H14  0.020
 NQB  plan-1  H16  0.020
 NQB  plan-1  H17  0.020
 NQB  plan-2  C9   0.020
 NQB  plan-2  C10  0.020
 NQB  plan-2  C11  0.020
 NQB  plan-2  C12  0.020
 NQB  plan-2  N29  0.020
 NQB  plan-2  C30  0.020
 NQB  plan-2  C13  0.020
 NQB  plan-2  C25  0.020
 NQB  plan-2  C26  0.020
 NQB  plan-2  N27  0.020
 NQB  plan-2  C28  0.020
 NQB  plan-2  N5   0.020
 NQB  plan-2  O29  0.020
 NQB  plan-2  H9   0.020
 NQB  plan-2  H11  0.020
 NQB  plan-2  H12  0.020
 NQB  plan-2  H28  0.020
 NQB  plan-3  C15  0.020
 NQB  plan-3  C19  0.020
 NQB  plan-3  C20  0.020
 NQB  plan-3  O24  0.020
 NQB  plan-3  N32  0.020
 NQB  plan-3  H32  0.020

