# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 09:33:42 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 2-[4-(2-azanylquinazolin-4-yl)phenyl]-N,N-dimethyl-ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C(=O)Cc1ccc(cc1)c2nc(N)nc3ccccc23
#
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
 9CQ  9CQ  2-[4-(2-azanylquinazolin-4-yl)phenyl]-N,N-dimethyl-ethanamide  ligand  41  23  .  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_9CQ
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
 9CQ  O     O  O     0  -0.498   4.0429  -1.2372   0.7265
 9CQ  C2    C  C     0   0.570   4.5603  -0.2985   0.1354
 9CQ  N     N  NT    0  -0.442   5.8767  -0.0385   0.2320
 9CQ  C1    C  CH3   0  -0.520   6.6835  -0.8560   1.1187
 9CQ  C     C  CH3   0  -0.535   6.5549   1.0316  -0.4707
 9CQ  C3    C  CH2   0  -0.713   3.7288   0.6313  -0.7410
 9CQ  C4    C  CR6   0   0.173   2.2622   0.3670  -0.5831
 9CQ  C9    C  CR16  0  -0.291   1.5293   1.0315   0.3944
 9CQ  C8    C  CR16  0  -0.283   0.1715   0.8005   0.5477
 9CQ  C7    C  CR6   0   0.020  -0.4851  -0.1143  -0.2731
 9CQ  C6    C  CR16  0  -0.265   0.2514  -0.8000  -1.2375
 9CQ  C5    C  CR16  0  -0.295   1.6046  -0.5514  -1.3958
 9CQ  C10   C  CR6   0   0.253  -1.9237  -0.4098  -0.1054
 9CQ  N2    N  N     0  -0.462  -2.2501  -1.6728  -0.0670
 9CQ  C17   C  CR6   0   0.518  -3.5574  -1.9921   0.1208
 9CQ  N3    N  NH2   0  -0.826  -3.8247  -3.3114   0.1662
 9CQ  N1    N  N     0  -0.498  -4.5411  -1.1397   0.2997
 9CQ  C16   C  CR66  0   0.271  -4.2313   0.1704   0.2305
 9CQ  C11   C  CR66  0   0.006  -2.9076   0.6187   0.0001
 9CQ  C15   C  CR16  0  -0.320  -5.2594   1.1298   0.3748
 9CQ  C14   C  CR16  0  -0.243  -4.9790   2.4649   0.2572
 9CQ  C13   C  CR16  0  -0.269  -3.6706   2.9080  -0.0195
 9CQ  C12   C  CR16  0  -0.319  -2.6541   1.9990  -0.1476
 9CQ  H31C  H  HCH2  0   0.291   3.9477   1.6722  -0.4927
 9CQ  H32C  H  HCH2  0   0.299   4.0282   0.4988  -1.7853
 9CQ  H11C  H  HCH3  0   0.240   6.9336  -1.8189   0.6690
 9CQ  H12C  H  HCH3  0   0.247   7.6110  -0.3313   1.3352
 9CQ  H13C  H  HCH3  0   0.246   6.1723  -1.0401   2.0613
 9CQ  HC1   H  HCH3  0   0.244   6.6877   1.9126   0.1616
 9CQ  HC2   H  HCH3  0   0.257   7.5385   0.6887  -0.7878
 9CQ  HC3   H  HCH3  0   0.264   6.0185   1.3295  -1.3661
 9CQ  H9    H  HCR6  0   0.255   2.0230   1.7421   1.0468
 9CQ  H5    H  HCR6  0   0.253   2.1559  -1.0775  -2.1657
 9CQ  H8    H  HCR6  0   0.272  -0.3701   1.3200   1.3279
 9CQ  H6    H  HCR6  0   0.255  -0.2426  -1.5207  -1.8764
 9CQ  H31N  H  HNH2  0   0.397  -3.1212  -3.9606  -0.1392
 9CQ  H32N  H  HNH2  0   0.396  -4.7816  -3.6172   0.1317
 9CQ  H15   H  HCR6  0   0.258  -6.2668   0.7839   0.5669
 9CQ  H12   H  HCR6  0   0.272  -1.6564   2.3436  -0.3816
 9CQ  H14   H  HCR6  0   0.265  -5.7743   3.1913   0.3633
 9CQ  H13   H  HCR6  0   0.262  -3.4730   3.9648  -0.1371

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
 9CQ  O    C2    double    1.224  0.020  1.224
 9CQ  C2   N     single    1.345  0.020  1.345
 9CQ  C2   C3    single    1.524  0.020  1.524
 9CQ  N    C1    single    1.451  0.020  1.451
 9CQ  N    C     single    1.449  0.020  1.449
 9CQ  C3   C4    single    1.499  0.020  1.499
 9CQ  C4   C9    aromatic  1.391  0.020  1.391
 9CQ  C4   C5    aromatic  1.391  0.020  1.391
 9CQ  C9   C8    aromatic  1.386  0.020  1.386
 9CQ  C8   C7    aromatic  1.393  0.020  1.393
 9CQ  C7   C6    aromatic  1.394  0.020  1.394
 9CQ  C7   C10   single    1.478  0.020  1.478
 9CQ  C6   C5    aromatic  1.385  0.020  1.385
 9CQ  C10  N2    aromatic  1.305  0.020  1.305
 9CQ  C10  C11   aromatic  1.427  0.020  1.427
 9CQ  N2   C17   aromatic  1.359  0.020  1.359
 9CQ  C17  N3    single    1.347  0.020  1.347
 9CQ  C17  N1    aromatic  1.314  0.020  1.314
 9CQ  N1   C16   aromatic  1.348  0.020  1.348
 9CQ  C16  C11   aromatic  1.416  0.020  1.416
 9CQ  C16  C15   aromatic  1.414  0.020  1.414
 9CQ  C11  C12   aromatic  1.411  0.020  1.411
 9CQ  C15  C14   aromatic  1.369  0.020  1.369
 9CQ  C14  C13   aromatic  1.409  0.020  1.409
 9CQ  C13  C12   aromatic  1.370  0.020  1.370
 9CQ  C3   H31C  single    0.970  0.020  1.090
 9CQ  C3   H32C  single    0.970  0.020  1.090
 9CQ  C1   H11C  single    0.970  0.020  1.090
 9CQ  C1   H12C  single    0.970  0.020  1.090
 9CQ  C1   H13C  single    0.970  0.020  1.090
 9CQ  C    HC1   single    0.970  0.020  1.090
 9CQ  C    HC2   single    0.970  0.020  1.090
 9CQ  C    HC3   single    0.970  0.020  1.090
 9CQ  C9   H9    single    0.930  0.020  1.080
 9CQ  C5   H5    single    0.930  0.020  1.080
 9CQ  C8   H8    single    0.930  0.020  1.080
 9CQ  C6   H6    single    0.930  0.020  1.080
 9CQ  N3   H31N  single    0.890  0.020  1.040
 9CQ  N3   H32N  single    0.890  0.020  1.040
 9CQ  C15  H15   single    0.930  0.020  1.080
 9CQ  C12  H12   single    0.930  0.020  1.080
 9CQ  C14  H14   single    0.930  0.020  1.080
 9CQ  C13  H13   single    0.930  0.020  1.080

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
 9CQ  C3    C2   N     117.20  3.000
 9CQ  C3    C2   O     120.98  3.000
 9CQ  N     C2   O     121.82  3.000
 9CQ  C     N    C1    116.89  3.000
 9CQ  C     N    C2    124.47  3.000
 9CQ  C1    N    C2    118.63  3.000
 9CQ  H13C  C1   H12C  108.05  3.000
 9CQ  H13C  C1   H11C  108.37  3.000
 9CQ  H12C  C1   H11C  108.19  3.000
 9CQ  H13C  C1   N     111.31  3.000
 9CQ  H12C  C1   N     108.91  3.000
 9CQ  H11C  C1   N     111.88  3.000
 9CQ  HC3   C    HC2   107.01  3.000
 9CQ  HC3   C    HC1   108.43  3.000
 9CQ  HC2   C    HC1   108.22  3.000
 9CQ  HC3   C    N     111.81  3.000
 9CQ  HC2   C    N     109.36  3.000
 9CQ  HC1   C    N     111.83  3.000
 9CQ  H32C  C3   H31C  106.10  3.000
 9CQ  H32C  C3   C4    110.30  3.000
 9CQ  H31C  C3   C4    109.89  3.000
 9CQ  H32C  C3   C2    109.00  3.000
 9CQ  H31C  C3   C2    109.95  3.000
 9CQ  C4    C3   C2    111.45  3.000
 9CQ  C5    C4   C9    118.48  3.000
 9CQ  C5    C4   C3    121.15  3.000
 9CQ  C9    C4   C3    120.36  3.000
 9CQ  H9    C9   C8    119.28  3.000
 9CQ  H9    C9   C4    119.77  3.000
 9CQ  C8    C9   C4    120.96  3.000
 9CQ  H8    C8   C7    120.25  3.000
 9CQ  H8    C8   C9    119.34  3.000
 9CQ  C7    C8   C9    120.40  3.000
 9CQ  C10   C7   C6    119.63  3.000
 9CQ  C10   C7   C8    121.54  3.000
 9CQ  C6    C7   C8    118.79  3.000
 9CQ  H6    C6   C5    119.86  3.000
 9CQ  H6    C6   C7    119.66  3.000
 9CQ  C5    C6   C7    120.47  3.000
 9CQ  H5    C5   C6    119.43  3.000
 9CQ  H5    C5   C4    119.68  3.000
 9CQ  C6    C5   C4    120.89  3.000
 9CQ  C11   C10  N2    121.52  3.000
 9CQ  C11   C10  C7    122.36  3.000
 9CQ  N2    C10  C7    116.12  3.000
 9CQ  C17   N2   C10   118.17  3.000
 9CQ  N1    C17  N3    118.83  3.000
 9CQ  N1    C17  N2    125.92  3.000
 9CQ  N3    C17  N2    115.20  3.000
 9CQ  H32N  N3   H31N  117.35  3.000
 9CQ  H32N  N3   C17   119.07  3.000
 9CQ  H31N  N3   C17   118.93  3.000
 9CQ  C16   N1   C17   116.84  3.000
 9CQ  C15   C16  C11   118.78  3.000
 9CQ  C15   C16  N1    119.16  3.000
 9CQ  C11   C16  N1    122.06  3.000
 9CQ  C12   C11  C16   119.64  3.000
 9CQ  C12   C11  C10   124.99  3.000
 9CQ  C16   C11  C10   115.35  3.000
 9CQ  H15   C15  C14   121.16  3.000
 9CQ  H15   C15  C16   118.57  3.000
 9CQ  C14   C15  C16   120.27  3.000
 9CQ  H14   C14  C13   119.38  3.000
 9CQ  H14   C14  C15   119.70  3.000
 9CQ  C13   C14  C15   120.92  3.000
 9CQ  H13   C13  C12   120.18  3.000
 9CQ  H13   C13  C14   119.90  3.000
 9CQ  C12   C13  C14   119.92  3.000
 9CQ  H12   C12  C13   119.58  3.000
 9CQ  H12   C12  C11   120.01  3.000
 9CQ  C13   C12  C11   120.40  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
 9CQ  CONST_01  C7    C8   C9   C4     0.00   0.0  0
 9CQ  CONST_02  C7    C6   C5   C4     0.00   0.0  0
 9CQ  CONST_03  C6    C5   C4   C9     0.00   0.0  0
 9CQ  CONST_04  C6    C7   C8   C9     0.00   0.0  0
 9CQ  CONST_05  C10   C7   C8   C9   180.00   0.0  0
 9CQ  CONST_06  C5    C4   C9   C8     0.00   0.0  0
 9CQ  CONST_07  C5    C6   C7   C8     0.00   0.0  0
 9CQ  CONST_10  C17   N2   C10  C7   180.00   0.0  0
 9CQ  CONST_11  C16   C11  C10  C7   180.00   0.0  0
 9CQ  CONST_12  C12   C11  C10  C7     0.00   0.0  0
 9CQ  CONST_15  C10   C7   C6   C5   180.00   0.0  0
 9CQ  CONST_16  N1    C17  N2   C10    0.00   0.0  0
 9CQ  CONST_17  N1    C16  C11  C10    0.00   0.0  0
 9CQ  CONST_18  C15   C16  C11  C10  180.00   0.0  0
 9CQ  CONST_19  C13   C12  C11  C10  180.00   0.0  0
 9CQ  CONST_20  C16   C11  C10  N2     0.00   0.0  0
 9CQ  CONST_21  C12   C11  C10  N2   180.00   0.0  0
 9CQ  CONST_22  C16   N1   C17  N2     0.00   0.0  0
 9CQ  CONST_23  C11   C10  N2   C17    0.00   0.0  0
 9CQ  CONST_24  C11   C16  N1   C17    0.00   0.0  0
 9CQ  CONST_25  C15   C16  N1   C17  180.00   0.0  0
 9CQ  CONST_26  C12   C11  C16  N1   180.00   0.0  0
 9CQ  CONST_27  C14   C15  C16  N1   180.00   0.0  0
 9CQ  CONST_28  C13   C12  C11  C16    0.00   0.0  0
 9CQ  CONST_29  C13   C14  C15  C16    0.00   0.0  0
 9CQ  CONST_30  C14   C15  C16  C11    0.00   0.0  0
 9CQ  CONST_31  C14   C13  C12  C11    0.00   0.0  0
 9CQ  CONST_32  C12   C11  C16  C15    0.00   0.0  0
 9CQ  CONST_33  C12   C13  C14  C15    0.00   0.0  0
 9CQ  CONST_34  C8    C9   C4   C3   180.00   0.0  0
 9CQ  CONST_35  C6    C5   C4   C3   180.00   0.0  0
 9CQ  CONST_36  N3    C17  N2   C10  180.00   0.0  0
 9CQ  CONST_37  C16   N1   C17  N3   180.00   0.0  0
 9CQ  CONST_38  H8    C8   C9   C4   180.00   0.0  0
 9CQ  CONST_39  H6    C6   C5   C4   180.00   0.0  0
 9CQ  CONST_40  H5    C5   C4   C9   180.00   0.0  0
 9CQ  CONST_41  H9    C9   C8   C7   180.00   0.0  0
 9CQ  CONST_42  H12   C12  C11  C10    0.00   0.0  0
 9CQ  CONST_43  H15   C15  C16  N1     0.00   0.0  0
 9CQ  CONST_44  H14   C14  C15  C16  180.00   0.0  0
 9CQ  CONST_45  H13   C13  C12  C11  180.00   0.0  0
 9CQ  CONST_46  H31N  N3   C17  N2     0.00   0.0  0
 9CQ  CONST_47  H32N  N3   C17  N2   180.00   0.0  0
 9CQ  CONST_48  C1    N    C2   O      0.00   0.0  0
 9CQ  CONST_49  C     N    C2   O    180.00   0.0  0
 9CQ  CONST_50  C3    C2   N    C1   180.00   0.0  0
 9CQ  CONST_51  C3    C2   N    C      0.00   0.0  0
 9CQ  Var_01    C9    C4   C3   C2    89.28  30.0  2
 9CQ  Var_02    C4    C3   C2   O      9.03  30.0  3
 9CQ  Var_03    H11C  C1   N    C2    79.08  30.0  3
 9CQ  Var_04    HC1   C    N    C2    97.95  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
 9CQ  plan-1  C3    0.020
 9CQ  plan-1  C4    0.020
 9CQ  plan-1  C9    0.020
 9CQ  plan-1  C8    0.020
 9CQ  plan-1  C7    0.020
 9CQ  plan-1  C6    0.020
 9CQ  plan-1  C5    0.020
 9CQ  plan-1  C10   0.020
 9CQ  plan-1  H9    0.020
 9CQ  plan-1  H5    0.020
 9CQ  plan-1  H8    0.020
 9CQ  plan-1  H6    0.020
 9CQ  plan-2  C7    0.020
 9CQ  plan-2  C10   0.020
 9CQ  plan-2  N2    0.020
 9CQ  plan-2  C17   0.020
 9CQ  plan-2  N3    0.020
 9CQ  plan-2  N1    0.020
 9CQ  plan-2  C16   0.020
 9CQ  plan-2  C11   0.020
 9CQ  plan-2  C15   0.020
 9CQ  plan-2  C14   0.020
 9CQ  plan-2  C13   0.020
 9CQ  plan-2  C12   0.020
 9CQ  plan-2  H15   0.020
 9CQ  plan-2  H12   0.020
 9CQ  plan-2  H14   0.020
 9CQ  plan-2  H13   0.020
 9CQ  plan-3  O     0.020
 9CQ  plan-3  C2    0.020
 9CQ  plan-3  N     0.020
 9CQ  plan-3  C1    0.020
 9CQ  plan-3  C     0.020
 9CQ  plan-3  C3    0.020
 9CQ  plan-4  C17   0.020
 9CQ  plan-4  N3    0.020
 9CQ  plan-4  H31N  0.020
 9CQ  plan-4  H32N  0.020

