# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 09:41:29 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 2-[4-[2-hydroxyethyl(methyl)amino]phenyl]-3~{H}-quinazolin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CCO)c1ccc(cc1)C2=Nc3ccccc3C(=O)N2
#
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
 9C5  9C5  2-[4-[2-hydroxyethyl(methyl)amino]phenyl]-3~{H}-quinazolin-4-one  ligand  39  22  .  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_9C5
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
 9C5  OAE  O  OH1   0  -0.664   6.2092  -0.3622  -1.4954
 9C5  CAD  C  CH2   0  -0.151   5.5977  -1.2600  -0.5990
 9C5  CAC  C  CH2   0  -0.366   5.3115  -0.5334   0.7023
 9C5  NAB  N  NT    0  -0.494   4.4060   0.5895   0.5657
 9C5  CAA  C  CH3   0  -0.536   4.9752   1.8944   0.3087
 9C5  CAF  C  CR6   0   0.404   3.0652   0.4048   0.4418
 9C5  CAK  C  CR16  0  -0.345   2.2018   1.4859   0.1529
 9C5  CAJ  C  CR16  0  -0.260   0.8408   1.3073   0.0475
 9C5  CAG  C  CR16  0  -0.334   2.4594  -0.8600   0.6036
 9C5  CAH  C  CR16  0  -0.287   1.0960  -1.0217   0.4875
 9C5  CAI  C  CR6   0  -0.030   0.2475   0.0513   0.2030
 9C5  CAL  C  CR6   0   0.499  -1.2020  -0.0859   0.0653
 9C5  NAM  N  N     0  -0.485  -1.9600   0.9584   0.1222
 9C5  CAN  C  CR66  0   0.266  -3.3114   0.7918  -0.0210
 9C5  CAS  C  CR16  0  -0.326  -4.1396   1.9246   0.0256
 9C5  CAR  C  CR16  0  -0.238  -5.5038   1.7930  -0.1090
 9C5  CAQ  C  CR16  0  -0.265  -6.0888   0.5340  -0.2926
 9C5  CAP  C  CR16  0  -0.277  -5.2920  -0.5884  -0.3406
 9C5  CAO  C  CR66  0  -0.112  -3.9062  -0.4678  -0.2052
 9C5  CAT  C  CR6   0   0.533  -3.0457  -1.6402  -0.2662
 9C5  OAU  O  O     0  -0.456  -3.4204  -2.7879  -0.4311
 9C5  NAV  N  NR16  0  -0.735  -1.7090  -1.3420  -0.1301
 9C5  H1   H  HOH1  0   0.456   6.2624  -0.7864  -2.3563
 9C5  H2   H  HCH2  0   0.204   4.6641  -1.6631  -1.0099
 9C5  H3   H  HCH2  0   0.204   6.2422  -2.1196  -0.3717
 9C5  H4   H  HCH2  0   0.258   4.9264  -1.2506   1.4294
 9C5  H5   H  HCH2  0   0.265   6.2451  -0.1618   1.1267
 9C5  H6   H  HCH3  0   0.234   4.8190   2.2242  -0.7218
 9C5  H7   H  HCH3  0   0.237   4.5542   2.6498   0.9750
 9C5  H8   H  HCH3  0   0.258   6.0456   1.8599   0.4876
 9C5  H9   H  HCR6  0   0.273   2.5967   2.4798  -0.0003
 9C5  H10  H  HCR6  0   0.257   0.2185   2.1632  -0.1769
 9C5  H11  H  HCR6  0   0.270   3.0492  -1.7365   0.8268
 9C5  H12  H  HCR6  0   0.252   0.7093  -2.0208   0.6483
 9C5  H13  H  HCR6  0   0.263  -3.6856   2.8964   0.1703
 9C5  H14  H  HCR6  0   0.268  -6.1324   2.6732  -0.0720
 9C5  H15  H  HCR6  0   0.264  -7.1618   0.4454  -0.3945
 9C5  H16  H  HCR6  0   0.266  -5.7309  -1.5669  -0.4853
 9C5  H17  H  HNR6  0   0.429  -1.0736  -2.1235  -0.2183

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
 9C5  OAE  CAD  single    1.408  0.020  1.408
 9C5  CAD  CAC  single    1.518  0.020  1.518
 9C5  CAC  NAB  single    1.449  0.020  1.449
 9C5  CAA  NAB  single    1.447  0.020  1.447
 9C5  NAB  CAF  single    1.359  0.020  1.359
 9C5  CAF  CAK  aromatic  1.413  0.020  1.413
 9C5  CAF  CAG  aromatic  1.412  0.020  1.412
 9C5  CAK  CAJ  aromatic  1.377  0.020  1.377
 9C5  CAG  CAH  aromatic  1.378  0.020  1.378
 9C5  CAJ  CAI  aromatic  1.398  0.020  1.398
 9C5  CAH  CAI  aromatic  1.397  0.020  1.397
 9C5  CAI  CAL  single    1.462  0.020  1.462
 9C5  CAL  NAM  double    1.292  0.020  1.292
 9C5  CAL  NAV  single    1.369  0.020  1.369
 9C5  NAM  CAN  single    1.369  0.020  1.369
 9C5  NAV  CAT  single    1.376  0.020  1.376
 9C5  CAN  CAS  aromatic  1.404  0.020  1.404
 9C5  CAN  CAO  aromatic  1.405  0.020  1.405
 9C5  CAS  CAR  aromatic  1.377  0.020  1.377
 9C5  CAT  CAO  single    1.456  0.020  1.456
 9C5  CAT  OAU  double    1.219  0.020  1.219
 9C5  CAO  CAP  aromatic  1.398  0.020  1.398
 9C5  CAR  CAQ  aromatic  1.400  0.020  1.400
 9C5  CAP  CAQ  aromatic  1.377  0.020  1.377
 9C5  OAE  H1   single    0.850  0.020  0.980
 9C5  CAD  H2   single    0.970  0.020  1.090
 9C5  CAD  H3   single    0.970  0.020  1.090
 9C5  CAC  H4   single    0.970  0.020  1.090
 9C5  CAC  H5   single    0.970  0.020  1.090
 9C5  CAA  H6   single    0.970  0.020  1.090
 9C5  CAA  H7   single    0.970  0.020  1.090
 9C5  CAA  H8   single    0.970  0.020  1.090
 9C5  CAK  H9   single    0.930  0.020  1.080
 9C5  CAJ  H10  single    0.930  0.020  1.080
 9C5  CAG  H11  single    0.930  0.020  1.080
 9C5  CAH  H12  single    0.930  0.020  1.080
 9C5  CAS  H13  single    0.930  0.020  1.080
 9C5  CAR  H14  single    0.930  0.020  1.080
 9C5  CAQ  H15  single    0.930  0.020  1.080
 9C5  CAP  H16  single    0.930  0.020  1.080
 9C5  NAV  H17  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
 9C5  H1   OAE  CAD  108.23  3.000
 9C5  H3   CAD  H2   106.82  3.000
 9C5  H3   CAD  CAC  107.94  3.000
 9C5  H2   CAD  CAC  109.67  3.000
 9C5  H3   CAD  OAE  112.08  3.000
 9C5  H2   CAD  OAE  111.43  3.000
 9C5  CAC  CAD  OAE  108.81  3.000
 9C5  H5   CAC  H4   105.46  3.000
 9C5  H5   CAC  NAB  107.91  3.000
 9C5  H4   CAC  NAB  110.58  3.000
 9C5  H5   CAC  CAD  109.59  3.000
 9C5  H4   CAC  CAD  108.85  3.000
 9C5  NAB  CAC  CAD  114.08  3.000
 9C5  CAF  NAB  CAA  119.64  3.000
 9C5  CAF  NAB  CAC  121.32  3.000
 9C5  CAA  NAB  CAC  118.03  3.000
 9C5  H8   CAA  H7   107.55  3.000
 9C5  H8   CAA  H6   107.80  3.000
 9C5  H7   CAA  H6   108.14  3.000
 9C5  H8   CAA  NAB  109.27  3.000
 9C5  H7   CAA  NAB  111.35  3.000
 9C5  H6   CAA  NAB  112.54  3.000
 9C5  CAG  CAF  CAK  116.53  3.000
 9C5  CAG  CAF  NAB  122.32  3.000
 9C5  CAK  CAF  NAB  121.15  3.000
 9C5  H9   CAK  CAJ  118.02  3.000
 9C5  H9   CAK  CAF  120.62  3.000
 9C5  CAJ  CAK  CAF  121.35  3.000
 9C5  H10  CAJ  CAI  119.33  3.000
 9C5  H10  CAJ  CAK  118.81  3.000
 9C5  CAI  CAJ  CAK  121.85  3.000
 9C5  H11  CAG  CAH  117.55  3.000
 9C5  H11  CAG  CAF  121.11  3.000
 9C5  CAH  CAG  CAF  121.34  3.000
 9C5  H12  CAH  CAI  121.44  3.000
 9C5  H12  CAH  CAG  116.68  3.000
 9C5  CAI  CAH  CAG  121.87  3.000
 9C5  CAL  CAI  CAH  123.30  3.000
 9C5  CAL  CAI  CAJ  119.65  3.000
 9C5  CAH  CAI  CAJ  117.06  3.000
 9C5  NAV  CAL  NAM  122.07  3.000
 9C5  NAV  CAL  CAI  117.83  3.000
 9C5  NAM  CAL  CAI  120.11  3.000
 9C5  CAN  NAM  CAL  118.44  3.000
 9C5  CAO  CAN  CAS  118.55  3.000
 9C5  CAO  CAN  NAM  122.73  3.000
 9C5  CAS  CAN  NAM  118.72  3.000
 9C5  H13  CAS  CAR  120.96  3.000
 9C5  H13  CAS  CAN  118.78  3.000
 9C5  CAR  CAS  CAN  120.26  3.000
 9C5  H14  CAR  CAQ  119.54  3.000
 9C5  H14  CAR  CAS  119.63  3.000
 9C5  CAQ  CAR  CAS  120.83  3.000
 9C5  H15  CAQ  CAP  120.26  3.000
 9C5  H15  CAQ  CAR  120.03  3.000
 9C5  CAP  CAQ  CAR  119.71  3.000
 9C5  H16  CAP  CAO  119.55  3.000
 9C5  H16  CAP  CAQ  120.46  3.000
 9C5  CAO  CAP  CAQ  119.99  3.000
 9C5  CAT  CAO  CAP  120.83  3.000
 9C5  CAP  CAO  CAN  120.65  3.000
 9C5  CAT  CAO  CAN  118.51  3.000
 9C5  NAV  CAT  OAU  121.07  3.000
 9C5  OAU  CAT  CAO  125.63  3.000
 9C5  NAV  CAT  CAO  113.30  3.000
 9C5  H17  NAV  CAT  115.74  3.000
 9C5  H17  NAV  CAL  119.28  3.000
 9C5  CAT  NAV  CAL  124.94  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
 9C5  CONST_01  CAI  CAJ  CAK  CAF    0.00   0.0  0
 9C5  CONST_02  CAI  CAH  CAG  CAF    0.00   0.0  0
 9C5  CONST_03  CAH  CAG  CAF  CAK    0.00   0.0  0
 9C5  CONST_04  CAH  CAI  CAJ  CAK    0.00   0.0  0
 9C5  CONST_05  CAG  CAF  CAK  CAJ    0.00   0.0  0
 9C5  CONST_06  CAG  CAH  CAI  CAJ    0.00   0.0  0
 9C5  CONST_07  CAQ  CAR  CAS  CAN    0.00   0.0  0
 9C5  CONST_08  CAQ  CAP  CAO  CAN    0.00   0.0  0
 9C5  CONST_09  CAP  CAO  CAN  CAS    0.00   0.0  0
 9C5  CONST_10  CAP  CAQ  CAR  CAS    0.00   0.0  0
 9C5  CONST_11  CAO  CAN  CAS  CAR    0.00   0.0  0
 9C5  CONST_12  CAO  CAP  CAQ  CAR    0.00   0.0  0
 9C5  CONST_13  CAL  CAI  CAJ  CAK  180.00   0.0  0
 9C5  CONST_14  CAL  CAI  CAH  CAG  180.00   0.0  0
 9C5  CONST_15  CAN  NAM  CAL  CAI  180.00   0.0  0
 9C5  CONST_16  CAT  NAV  CAL  CAI  180.00   0.0  0
 9C5  CONST_17  CAO  CAT  NAV  CAL    0.00   0.0  0
 9C5  CONST_18  CAT  NAV  CAL  NAM    0.00   0.0  0
 9C5  CONST_19  NAV  CAL  NAM  CAN    0.00   0.0  0
 9C5  CONST_20  CAJ  CAK  CAF  NAB  180.00   0.0  0
 9C5  CONST_21  CAH  CAG  CAF  NAB  180.00   0.0  0
 9C5  CONST_22  OAU  CAT  NAV  CAL  180.00   0.0  0
 9C5  CONST_23  H10  CAJ  CAK  CAF  180.00   0.0  0
 9C5  CONST_24  H12  CAH  CAG  CAF  180.00   0.0  0
 9C5  CONST_25  H11  CAG  CAF  CAK  180.00   0.0  0
 9C5  CONST_26  H9   CAK  CAF  CAG  180.00   0.0  0
 9C5  CONST_27  H13  CAS  CAN  NAM    0.00   0.0  0
 9C5  CONST_28  H14  CAR  CAS  CAN  180.00   0.0  0
 9C5  CONST_29  H16  CAP  CAO  CAN  180.00   0.0  0
 9C5  CONST_30  H15  CAQ  CAR  CAS  180.00   0.0  0
 9C5  CONST_31  H17  NAV  CAL  CAI    0.00   0.0  0
 9C5  CONST_32  CAK  CAF  NAB  CAC  180.00   0.0  0
 9C5  CONST_33  CAG  CAF  NAB  CAC    0.00   0.0  0
 9C5  CONST_34  CAK  CAF  NAB  CAA    0.00   0.0  0
 9C5  CONST_35  CAG  CAF  NAB  CAA  180.00   0.0  0
 9C5  Var_01    NAM  CAL  CAI  CAJ  -16.59  30.0  2
 9C5  Var_02    CAF  NAB  CAC  CAD   77.47  30.0  3
 9C5  Var_03    H6   CAA  NAB  CAF  -62.11  30.0  3
 9C5  Var_04    NAB  CAC  CAD  OAE   61.36  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
 9C5  plan-1  NAB  0.020
 9C5  plan-1  CAF  0.020
 9C5  plan-1  CAK  0.020
 9C5  plan-1  CAJ  0.020
 9C5  plan-1  CAG  0.020
 9C5  plan-1  CAH  0.020
 9C5  plan-1  CAI  0.020
 9C5  plan-1  CAL  0.020
 9C5  plan-1  H9   0.020
 9C5  plan-1  H10  0.020
 9C5  plan-1  H11  0.020
 9C5  plan-1  H12  0.020
 9C5  plan-2  CAI  0.020
 9C5  plan-2  CAL  0.020
 9C5  plan-2  NAM  0.020
 9C5  plan-2  CAN  0.020
 9C5  plan-2  CAS  0.020
 9C5  plan-2  CAR  0.020
 9C5  plan-2  CAQ  0.020
 9C5  plan-2  CAP  0.020
 9C5  plan-2  CAO  0.020
 9C5  plan-2  CAT  0.020
 9C5  plan-2  OAU  0.020
 9C5  plan-2  NAV  0.020
 9C5  plan-2  H13  0.020
 9C5  plan-2  H14  0.020
 9C5  plan-2  H15  0.020
 9C5  plan-2  H16  0.020
 9C5  plan-2  H17  0.020
 9C5  plan-3  CAC  0.020
 9C5  plan-3  NAB  0.020
 9C5  plan-3  CAA  0.020
 9C5  plan-3  CAF  0.020

