# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 09:53:58 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 2-[4-[2-hydroxyethyl(methyl)amino]phenyl]-2,3-dihydro-1~{H}-quinazolin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CCO)c1ccc(cc1)[C@@H]2NC(=O)c3ccccc3N2
#
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
 9D5  9D5  2-[4-[2-hydroxyethyl(methyl)amino]phenyl]-2,3-dihydro-1~{H}-quinazolin-4-one  ligand  41  22  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_9D5
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
 9D5  OAE  O  OH1   0  -0.662   5.0831  -1.1565   1.3605
 9D5  CAD  C  CH2   0  -0.145   5.4968  -1.2218   0.0165
 9D5  CAC  C  CH2   0  -0.358   4.2992  -1.0386  -0.8945
 9D5  NAB  N  NT    0  -0.497   3.6706   0.2632  -0.7990
 9D5  CAA  C  CH3   0  -0.547   4.1994   1.2919  -1.6611
 9D5  CAF  C  CR6   0   0.374   2.4427   0.4334  -0.2115
 9D5  CAK  C  CR16  0  -0.354   1.6307   1.5376  -0.5184
 9D5  CAJ  C  CR16  0  -0.280   0.3841   1.7016   0.0685
 9D5  CAG  C  CR16  0  -0.325   1.9341  -0.4804   0.7312
 9D5  CAH  C  CR16  0  -0.277   0.6869  -0.3028   1.2978
 9D5  CAI  C  CR6   0   0.052  -0.1246   0.7837   0.9770
 9D5  CAL  C  CH1   0  -0.004  -1.4802   0.9624   1.6547
 9D5  NAR  N  NH1   0  -0.680  -2.2088  -0.2769   1.7957
 9D5  CAQ  C  CR6   0   0.371  -2.6985  -0.8147   0.6331
 9D5  CAS  C  CR16  0  -0.342  -2.8902  -2.1896   0.4664
 9D5  CAT  C  CR16  0  -0.243  -3.4078  -2.6755  -0.7195
 9D5  CAU  C  CR16  0  -0.279  -3.7488  -1.8146  -1.7622
 9D5  CAV  C  CR16  0  -0.284  -3.5810  -0.4531  -1.5929
 9D5  CAP  C  CR6   0  -0.125  -3.0582   0.0582  -0.4074
 9D5  CAN  C  C     0   0.532  -2.9891   1.5188  -0.1862
 9D5  OAO  O  O     0  -0.480  -3.5277   2.3307  -0.9269
 9D5  NAM  N  NH1   0  -0.650  -2.3388   1.8810   0.9424
 9D5  H1   H  HOH1  0   0.456   5.8555  -1.2800   1.9193
 9D5  H2   H  HCH2  0   0.194   6.2470  -0.4529  -0.2121
 9D5  H3   H  HCH2  0   0.198   5.9543  -2.1904  -0.2244
 9D5  H4   H  HCH2  0   0.257   4.6394  -1.1916  -1.9231
 9D5  H5   H  HCH2  0   0.250   3.5654  -1.8243  -0.7073
 9D5  H6   H  HCH3  0   0.225   3.6600   1.3770  -2.6120
 9D5  H7   H  HCH3  0   0.242   4.1794   2.2674  -1.1735
 9D5  H8   H  HCH3  0   0.256   5.2398   1.0692  -1.8896
 9D5  H9   H  HCR6  0   0.263   1.9540   2.2783  -1.2366
 9D5  H10  H  HCR6  0   0.240  -0.1957   2.5700  -0.2192
 9D5  H11  H  HCR6  0   0.256   2.5294  -1.3223   1.0537
 9D5  H12  H  HCR6  0   0.236   0.3538  -1.0428   2.0163
 9D5  H13  H  HCR6  0   0.264  -2.6212  -2.8697   1.2654
 9D5  H14  H  HCR6  0   0.263  -3.5404  -3.7434  -0.8381
 9D5  H15  H  HCR6  0   0.254  -4.1479  -2.2070  -2.6873
 9D5  H16  H  HCR6  0   0.258  -3.8603   0.2315  -2.3833
 9D5  H17  H  HNH1  0   0.405  -2.2722   2.8649   1.1551
 9D5  H18  H  HCH1  0   0.290  -1.3335   1.3699   2.6560
 9D5  H19  H  HNH1  0   0.397  -1.8480  -0.9244   2.4781

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
 9D5  CAU  CAV  aromatic  1.382  0.020  1.382
 9D5  CAU  CAT  aromatic  1.395  0.020  1.395
 9D5  CAV  CAP  aromatic  1.393  0.020  1.393
 9D5  CAT  CAS  aromatic  1.382  0.020  1.382
 9D5  OAO  CAN  double    1.224  0.020  1.224
 9D5  CAP  CAN  single    1.479  0.020  1.479
 9D5  CAP  CAQ  aromatic  1.405  0.020  1.405
 9D5  CAS  CAQ  aromatic  1.398  0.020  1.398
 9D5  CAN  NAM  single    1.352  0.020  1.352
 9D5  CAQ  NAR  single    1.371  0.020  1.371
 9D5  NAM  CAL  single    1.445  0.020  1.445
 9D5  NAR  CAL  single    1.444  0.020  1.444
 9D5  CAL  CAI  single    1.526  0.020  1.526
 9D5  CAI  CAJ  aromatic  1.388  0.020  1.388
 9D5  CAI  CAH  aromatic  1.394  0.020  1.394
 9D5  CAJ  CAK  aromatic  1.388  0.020  1.388
 9D5  CAH  CAG  aromatic  1.381  0.020  1.381
 9D5  CAK  CAF  aromatic  1.405  0.020  1.405
 9D5  CAG  CAF  aromatic  1.408  0.020  1.408
 9D5  CAF  NAB  single    1.372  0.020  1.372
 9D5  NAB  CAA  single    1.443  0.020  1.443
 9D5  NAB  CAC  single    1.449  0.020  1.449
 9D5  CAC  CAD  single    1.516  0.020  1.516
 9D5  CAD  OAE  single    1.408  0.020  1.408
 9D5  OAE  H1   single    0.850  0.020  0.980
 9D5  CAD  H2   single    0.970  0.020  1.090
 9D5  CAD  H3   single    0.970  0.020  1.090
 9D5  CAC  H4   single    0.970  0.020  1.090
 9D5  CAC  H5   single    0.970  0.020  1.090
 9D5  CAA  H6   single    0.970  0.020  1.090
 9D5  CAA  H7   single    0.970  0.020  1.090
 9D5  CAA  H8   single    0.970  0.020  1.090
 9D5  CAK  H9   single    0.930  0.020  1.080
 9D5  CAJ  H10  single    0.930  0.020  1.080
 9D5  CAG  H11  single    0.930  0.020  1.080
 9D5  CAH  H12  single    0.930  0.020  1.080
 9D5  CAS  H13  single    0.930  0.020  1.080
 9D5  CAT  H14  single    0.930  0.020  1.080
 9D5  CAU  H15  single    0.930  0.020  1.080
 9D5  CAV  H16  single    0.930  0.020  1.080
 9D5  NAM  H17  single    0.860  0.020  1.020
 9D5  CAL  H18  single    0.970  0.020  1.090
 9D5  NAR  H19  single    0.890  0.020  1.040

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
 9D5  H1   OAE  CAD  108.23  3.000
 9D5  H3   CAD  H2   106.70  3.000
 9D5  H3   CAD  CAC  107.70  3.000
 9D5  H2   CAD  CAC  109.27  3.000
 9D5  H3   CAD  OAE  111.89  3.000
 9D5  H2   CAD  OAE  111.53  3.000
 9D5  CAC  CAD  OAE  109.63  3.000
 9D5  H5   CAC  H4   105.64  3.000
 9D5  H5   CAC  NAB  110.11  3.000
 9D5  H4   CAC  NAB  108.81  3.000
 9D5  H5   CAC  CAD  109.95  3.000
 9D5  H4   CAC  CAD  107.61  3.000
 9D5  NAB  CAC  CAD  114.32  3.000
 9D5  CAF  NAB  CAA  119.71  3.000
 9D5  CAA  NAB  CAC  116.25  3.000
 9D5  CAF  NAB  CAC  121.87  3.000
 9D5  H8   CAA  H7   107.12  3.000
 9D5  H8   CAA  H6   107.70  3.000
 9D5  H7   CAA  H6   108.01  3.000
 9D5  H8   CAA  NAB  109.27  3.000
 9D5  H7   CAA  NAB  111.34  3.000
 9D5  H6   CAA  NAB  113.16  3.000
 9D5  CAG  CAF  CAK  116.59  3.000
 9D5  CAG  CAF  NAB  121.98  3.000
 9D5  CAK  CAF  NAB  121.43  3.000
 9D5  H9   CAK  CAJ  117.95  3.000
 9D5  H9   CAK  CAF  120.72  3.000
 9D5  CAJ  CAK  CAF  121.32  3.000
 9D5  H10  CAJ  CAI  120.52  3.000
 9D5  H10  CAJ  CAK  117.60  3.000
 9D5  CAI  CAJ  CAK  121.87  3.000
 9D5  H11  CAG  CAH  118.37  3.000
 9D5  H11  CAG  CAF  120.44  3.000
 9D5  CAH  CAG  CAF  121.16  3.000
 9D5  H12  CAH  CAI  120.39  3.000
 9D5  H12  CAH  CAG  117.50  3.000
 9D5  CAI  CAH  CAG  122.11  3.000
 9D5  CAL  CAI  CAH  120.42  3.000
 9D5  CAH  CAI  CAJ  116.92  3.000
 9D5  CAL  CAI  CAJ  122.61  3.000
 9D5  H18  CAL  NAM  107.15  3.000
 9D5  H18  CAL  NAR  107.38  3.000
 9D5  NAM  CAL  NAR  107.08  3.000
 9D5  H18  CAL  CAI  109.38  3.000
 9D5  NAR  CAL  CAI  113.01  3.000
 9D5  NAM  CAL  CAI  112.54  3.000
 9D5  H19  NAR  CAQ  116.75  3.000
 9D5  H19  NAR  CAL  115.90  3.000
 9D5  CAQ  NAR  CAL  115.71  3.000
 9D5  CAP  CAQ  CAS  119.17  3.000
 9D5  CAS  CAQ  NAR  122.39  3.000
 9D5  CAP  CAQ  NAR  118.40  3.000
 9D5  H13  CAS  CAT  120.34  3.000
 9D5  H13  CAS  CAQ  119.69  3.000
 9D5  CAT  CAS  CAQ  119.96  3.000
 9D5  H14  CAT  CAU  119.80  3.000
 9D5  H14  CAT  CAS  119.13  3.000
 9D5  CAU  CAT  CAS  121.07  3.000
 9D5  H15  CAU  CAV  120.47  3.000
 9D5  H15  CAU  CAT  120.39  3.000
 9D5  CAV  CAU  CAT  119.13  3.000
 9D5  H16  CAV  CAP  119.09  3.000
 9D5  H16  CAV  CAU  120.15  3.000
 9D5  CAP  CAV  CAU  120.76  3.000
 9D5  CAN  CAP  CAV  120.49  3.000
 9D5  CAN  CAP  CAQ  119.39  3.000
 9D5  CAV  CAP  CAQ  119.89  3.000
 9D5  NAM  CAN  OAO  122.63  3.000
 9D5  NAM  CAN  CAP  114.33  3.000
 9D5  OAO  CAN  CAP  122.96  3.000
 9D5  H17  NAM  CAN  117.97  3.000
 9D5  H17  NAM  CAL  118.48  3.000
 9D5  CAN  NAM  CAL  121.80  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
 9D5  CONST_01  CAI  CAJ  CAK  CAF     0.00   0.0  0
 9D5  CONST_02  CAI  CAH  CAG  CAF     0.00   0.0  0
 9D5  CONST_03  CAH  CAI  CAJ  CAK     0.00   0.0  0
 9D5  CONST_04  CAH  CAG  CAF  CAK     0.00   0.0  0
 9D5  CONST_05  CAG  CAH  CAI  CAJ     0.00   0.0  0
 9D5  CONST_06  CAG  CAF  CAK  CAJ     0.00   0.0  0
 9D5  CONST_07  CAU  CAV  CAP  CAQ     0.00   0.0  0
 9D5  CONST_08  CAU  CAT  CAS  CAQ     0.00   0.0  0
 9D5  CONST_09  CAV  CAU  CAT  CAS     0.00   0.0  0
 9D5  CONST_10  CAV  CAP  CAQ  CAS     0.00   0.0  0
 9D5  CONST_11  CAP  CAV  CAU  CAT     0.00   0.0  0
 9D5  CONST_12  CAP  CAQ  CAS  CAT     0.00   0.0  0
 9D5  CONST_13  CAL  CAI  CAJ  CAK   180.00   0.0  0
 9D5  CONST_14  CAL  CAI  CAH  CAG   180.00   0.0  0
 9D5  CONST_16  CAJ  CAK  CAF  NAB   180.00   0.0  0
 9D5  CONST_17  CAH  CAG  CAF  NAB   180.00   0.0  0
 9D5  CONST_18  OAO  CAN  NAM  CAL   180.00   0.0  0
 9D5  CONST_19  H10  CAJ  CAK  CAF   180.00   0.0  0
 9D5  CONST_20  H12  CAH  CAG  CAF   180.00   0.0  0
 9D5  CONST_21  H11  CAG  CAF  CAK   180.00   0.0  0
 9D5  CONST_22  H9   CAK  CAF  CAG   180.00   0.0  0
 9D5  CONST_23  H13  CAS  CAQ  NAR     0.00   0.0  0
 9D5  CONST_24  H16  CAV  CAP  CAQ   180.00   0.0  0
 9D5  CONST_25  H14  CAT  CAS  CAQ   180.00   0.0  0
 9D5  CONST_26  H15  CAU  CAT  CAS   180.00   0.0  0
 9D5  CONST_27  H17  NAM  CAN  CAP   180.00   0.0  0
 9D5  CONST_30  CAK  CAF  NAB  CAA     0.00   0.0  0
 9D5  CONST_31  CAG  CAF  NAB  CAA   180.00   0.0  0
 9D5  Var_01    CAP  CAQ  NAR  CAL   -30.56  30.0  1
 9D5  Var_02    NAM  CAN  CAP  CAQ    11.78  30.0  1
 9D5  Var_03    CAF  NAB  CAC  CAD  -108.64  30.0  3
 9D5  Var_04    H6   CAA  NAB  CAF   -69.98  30.0  3
 9D5  Var_05    NAB  CAC  CAD  OAE    64.43  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
 9D5  chir_01  CAL  NAM  NAR  CAI  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
 9D5  plan-1  NAB  0.020
 9D5  plan-1  CAF  0.020
 9D5  plan-1  CAK  0.020
 9D5  plan-1  CAJ  0.020
 9D5  plan-1  CAG  0.020
 9D5  plan-1  CAH  0.020
 9D5  plan-1  CAI  0.020
 9D5  plan-1  CAL  0.020
 9D5  plan-1  H9   0.020
 9D5  plan-1  H10  0.020
 9D5  plan-1  H11  0.020
 9D5  plan-1  H12  0.020
 9D5  plan-2  NAR  0.020
 9D5  plan-2  CAQ  0.020
 9D5  plan-2  CAS  0.020
 9D5  plan-2  CAT  0.020
 9D5  plan-2  CAU  0.020
 9D5  plan-2  CAV  0.020
 9D5  plan-2  CAP  0.020
 9D5  plan-2  CAN  0.020
 9D5  plan-2  H13  0.020
 9D5  plan-2  H14  0.020
 9D5  plan-2  H15  0.020
 9D5  plan-2  H16  0.020
 9D5  plan-3  CAC  0.020
 9D5  plan-3  NAB  0.020
 9D5  plan-3  CAA  0.020
 9D5  plan-3  CAF  0.020
 9D5  plan-4  CAL  0.020
 9D5  plan-4  CAP  0.020
 9D5  plan-4  CAN  0.020
 9D5  plan-4  OAO  0.020
 9D5  plan-4  NAM  0.020
 9D5  plan-4  H17  0.020

