# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 11:31:35 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: N-[(2S)-1-hydroxybutan-2-yl]-3-(4-oxo-3,4-dihydroquinazolin-2-yl)propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@H](CO)NC(=O)CCC1=Nc2ccccc2C(=O)N1
#
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
 M00  M00  N-[(2S)-1-hydroxybutan-2-yl]-3-(4-oxo-3,4-dihydroquinazolin-2-yl)propanamide  ligand  40  21  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_M00
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
 M00  CAA  C  CH3   0  -0.664   5.0685   1.4708  -2.0031
 M00  CAI  C  CH2   0  -0.423   5.5754   1.0562  -0.6295
 M00  CAU  C  CH1   0  -0.122   4.8493  -0.1654  -0.0655
 M00  CAJ  C  CH2   0  -0.145   5.4545  -0.6650   1.2373
 M00  OAD  O  OH1   0  -0.673   5.3399   0.3430   2.2152
 M00  NAN  N  NH1   0  -0.632   3.4336   0.1062   0.0962
 M00  CAP  C  C     0   0.574   2.4480  -0.6359  -0.4315
 M00  OAB  O  O     0  -0.504   2.6434  -1.6533  -1.0846
 M00  CAK  C  CH2   0  -0.584   1.0524  -0.0925  -0.1955
 M00  CAL  C  CH2   0  -0.545   0.0223  -1.2037  -0.1272
 M00  CAQ  C  CR6   0   0.510  -1.3879  -0.7127  -0.0373
 M00  NAM  N  N     0  -0.477  -1.6832   0.5302  -0.1601
 M00  CAS  C  CR66  0   0.257  -3.0102   0.8886  -0.0891
 M00  CAG  C  CR16  0  -0.318  -3.3499   2.2414  -0.2280
 M00  CAE  C  CR16  0  -0.236  -4.6690   2.6351  -0.1645
 M00  CAF  C  CR16  0  -0.261  -5.6868   1.6966   0.0394
 M00  CAH  C  CR16  0  -0.276  -5.3697   0.3631   0.1789
 M00  CAT  C  CR66  0  -0.112  -4.0354  -0.0475   0.1151
 M00  CAR  C  CR6   0   0.540  -3.6825  -1.4542   0.2591
 M00  OAC  O  O     0  -0.454  -4.4677  -2.3671   0.4429
 M00  NAO  N  NR16  0  -0.703  -2.3287  -1.6820   0.1669
 M00  H1   H  HCH3  0   0.232   5.6508   2.3044  -2.3960
 M00  H2   H  HCH3  0   0.220   5.1434   0.6488  -2.7173
 M00  H3   H  HCH3  0   0.222   4.0252   1.7864  -1.9702
 M00  H4   H  HCH2  0   0.227   6.6394   0.8126  -0.6912
 M00  H5   H  HCH2  0   0.226   5.4942   1.8946   0.0670
 M00  H6   H  HCH1  0   0.253   4.9376  -0.9815  -0.7855
 M00  H7   H  HCH2  0   0.208   4.9314  -1.5813   1.5382
 M00  H8   H  HCH2  0   0.200   6.5017  -0.9372   1.0522
 M00  H9   H  HOH1  0   0.458   5.6975   0.0065   3.0414
 M00  H10  H  HNH1  0   0.394   3.1797   0.9114   0.6471
 M00  H11  H  HCH2  0   0.264   1.0196   0.5160   0.7095
 M00  H12  H  HCH2  0   0.282   0.8227   0.5835  -1.0237
 M00  H13  H  HCH2  0   0.287   0.1003  -1.8474  -1.0077
 M00  H14  H  HCH2  0   0.281   0.2166  -1.8522   0.7323
 M00  H15  H  HCR6  0   0.265  -2.5594   2.9637  -0.3851
 M00  H16  H  HCR6  0   0.269  -4.9195   3.6823  -0.2741
 M00  H17  H  HCR6  0   0.266  -6.7185   2.0179   0.0866
 M00  H18  H  HCR6  0   0.268  -6.1478  -0.3721   0.3360
 M00  H19  H  HNR6  0   0.428  -2.0210  -2.6425   0.2597

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
 M00  CAF  CAH  aromatic  1.378  0.020  1.378
 M00  CAF  CAE  aromatic  1.399  0.020  1.399
 M00  CAH  CAT  aromatic  1.398  0.020  1.398
 M00  CAE  CAG  aromatic  1.378  0.020  1.378
 M00  CAT  CAR  single    1.457  0.020  1.457
 M00  CAT  CAS  aromatic  1.403  0.020  1.403
 M00  OAC  CAR  double    1.218  0.020  1.218
 M00  CAG  CAS  aromatic  1.402  0.020  1.402
 M00  CAR  NAO  single    1.376  0.020  1.376
 M00  CAS  NAM  single    1.376  0.020  1.376
 M00  NAO  CAQ  single    1.366  0.020  1.366
 M00  NAM  CAQ  double    1.283  0.020  1.283
 M00  CAQ  CAL  single    1.496  0.020  1.496
 M00  CAK  CAL  single    1.517  0.020  1.517
 M00  CAK  CAP  single    1.516  0.020  1.516
 M00  OAD  CAJ  single    1.409  0.020  1.409
 M00  NAN  CAP  single    1.342  0.020  1.342
 M00  NAN  CAU  single    1.451  0.020  1.451
 M00  CAP  OAB  double    1.225  0.020  1.225
 M00  CAJ  CAU  single    1.521  0.020  1.521
 M00  CAA  CAI  single    1.522  0.020  1.522
 M00  CAU  CAI  single    1.529  0.020  1.529
 M00  CAA  H1   single    0.970  0.020  1.090
 M00  CAA  H2   single    0.970  0.020  1.090
 M00  CAA  H3   single    0.970  0.020  1.090
 M00  CAI  H4   single    0.970  0.020  1.090
 M00  CAI  H5   single    0.970  0.020  1.090
 M00  CAU  H6   single    0.970  0.020  1.090
 M00  CAJ  H7   single    0.970  0.020  1.090
 M00  CAJ  H8   single    0.970  0.020  1.090
 M00  OAD  H9   single    0.850  0.020  0.980
 M00  NAN  H10  single    0.860  0.020  1.020
 M00  CAK  H11  single    0.970  0.020  1.090
 M00  CAK  H12  single    0.970  0.020  1.090
 M00  CAL  H13  single    0.970  0.020  1.090
 M00  CAL  H14  single    0.970  0.020  1.090
 M00  CAG  H15  single    0.930  0.020  1.080
 M00  CAE  H16  single    0.930  0.020  1.080
 M00  CAF  H17  single    0.930  0.020  1.080
 M00  CAH  H18  single    0.930  0.020  1.080
 M00  NAO  H19  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
 M00  H3   CAA  H2   107.66  3.000
 M00  H3   CAA  H1   107.49  3.000
 M00  H2   CAA  H1   107.67  3.000
 M00  H3   CAA  CAI  111.73  3.000
 M00  H2   CAA  CAI  111.26  3.000
 M00  H1   CAA  CAI  110.84  3.000
 M00  H5   CAI  H4   106.21  3.000
 M00  H5   CAI  CAU  110.03  3.000
 M00  H4   CAI  CAU  107.76  3.000
 M00  H5   CAI  CAA  109.97  3.000
 M00  H4   CAI  CAA  109.51  3.000
 M00  CAU  CAI  CAA  113.11  3.000
 M00  H6   CAU  NAN  107.00  3.000
 M00  H6   CAU  CAJ  106.69  3.000
 M00  NAN  CAU  CAJ  110.75  3.000
 M00  H6   CAU  CAI  108.39  3.000
 M00  CAJ  CAU  CAI  112.92  3.000
 M00  NAN  CAU  CAI  110.79  3.000
 M00  H8   CAJ  H7   107.10  3.000
 M00  H8   CAJ  OAD  111.84  3.000
 M00  H7   CAJ  OAD  111.61  3.000
 M00  H8   CAJ  CAU  108.46  3.000
 M00  H7   CAJ  CAU  108.63  3.000
 M00  OAD  CAJ  CAU  109.10  3.000
 M00  H9   OAD  CAJ  108.41  3.000
 M00  H10  NAN  CAP  118.14  3.000
 M00  H10  NAN  CAU  117.15  3.000
 M00  CAP  NAN  CAU  124.71  3.000
 M00  CAK  CAP  OAB  121.85  3.000
 M00  OAB  CAP  NAN  123.50  3.000
 M00  CAK  CAP  NAN  114.63  3.000
 M00  H12  CAK  H11  106.09  3.000
 M00  H12  CAK  CAL  110.15  3.000
 M00  H11  CAK  CAL  110.53  3.000
 M00  H12  CAK  CAP  107.28  3.000
 M00  H11  CAK  CAP  110.90  3.000
 M00  CAL  CAK  CAP  111.69  3.000
 M00  H14  CAL  H13  105.73  3.000
 M00  H14  CAL  CAQ  108.35  3.000
 M00  H13  CAL  CAQ  107.99  3.000
 M00  H14  CAL  CAK  110.43  3.000
 M00  H13  CAL  CAK  110.27  3.000
 M00  CAQ  CAL  CAK  113.73  3.000
 M00  NAO  CAQ  NAM  122.89  3.000
 M00  NAM  CAQ  CAL  121.94  3.000
 M00  NAO  CAQ  CAL  115.17  3.000
 M00  CAS  NAM  CAQ  117.98  3.000
 M00  CAT  CAS  CAG  118.76  3.000
 M00  CAG  CAS  NAM  118.68  3.000
 M00  CAT  CAS  NAM  122.56  3.000
 M00  H15  CAG  CAE  121.01  3.000
 M00  H15  CAG  CAS  118.78  3.000
 M00  CAE  CAG  CAS  120.21  3.000
 M00  H16  CAE  CAF  119.69  3.000
 M00  H16  CAE  CAG  119.56  3.000
 M00  CAF  CAE  CAG  120.75  3.000
 M00  H17  CAF  CAH  120.18  3.000
 M00  H17  CAF  CAE  120.06  3.000
 M00  CAH  CAF  CAE  119.77  3.000
 M00  H18  CAH  CAT  119.58  3.000
 M00  H18  CAH  CAF  120.46  3.000
 M00  CAT  CAH  CAF  119.97  3.000
 M00  CAR  CAT  CAH  120.68  3.000
 M00  CAR  CAT  CAS  118.78  3.000
 M00  CAH  CAT  CAS  120.54  3.000
 M00  NAO  CAR  OAC  121.35  3.000
 M00  NAO  CAR  CAT  113.04  3.000
 M00  OAC  CAR  CAT  125.61  3.000
 M00  H19  NAO  CAR  116.73  3.000
 M00  H19  NAO  CAQ  118.51  3.000
 M00  CAR  NAO  CAQ  124.76  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
 M00  CONST_01  CAF  CAH  CAT  CAS     0.00   0.0  0
 M00  CONST_02  CAF  CAE  CAG  CAS     0.00   0.0  0
 M00  CONST_03  CAH  CAF  CAE  CAG     0.00   0.0  0
 M00  CONST_04  CAH  CAT  CAS  CAG     0.00   0.0  0
 M00  CONST_05  CAT  CAH  CAF  CAE     0.00   0.0  0
 M00  CONST_06  CAT  CAS  CAG  CAE     0.00   0.0  0
 M00  CONST_07  CAT  CAR  NAO  CAQ     0.00   0.0  0
 M00  CONST_08  CAR  NAO  CAQ  NAM     0.00   0.0  0
 M00  CONST_09  NAO  CAQ  NAM  CAS     0.00   0.0  0
 M00  CONST_10  CAR  NAO  CAQ  CAL   180.00   0.0  0
 M00  CONST_11  CAS  NAM  CAQ  CAL   180.00   0.0  0
 M00  CONST_12  OAC  CAR  NAO  CAQ   180.00   0.0  0
 M00  CONST_13  H15  CAG  CAS  NAM     0.00   0.0  0
 M00  CONST_14  H18  CAH  CAT  CAS   180.00   0.0  0
 M00  CONST_15  H16  CAE  CAG  CAS   180.00   0.0  0
 M00  CONST_16  H17  CAF  CAE  CAG   180.00   0.0  0
 M00  CONST_17  H19  NAO  CAQ  NAM   180.00   0.0  0
 M00  CONST_18  CAK  CAP  NAN  CAU   180.00   0.0  0
 M00  CONST_19  OAB  CAP  NAN  CAU     0.00   0.0  0
 M00  CONST_20  H10  NAN  CAP  OAB   180.00   0.0  0
 M00  Var_01    NAO  CAQ  CAL  CAK  -173.42  30.0  3
 M00  Var_02    CAQ  CAL  CAK  CAP  -174.02  30.0  3
 M00  Var_03    CAL  CAK  CAP  NAN  -150.10  30.0  1
 M00  Var_04    H1   CAA  CAI  CAU  -176.52  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
 M00  chir_01  CAU  NAN  CAJ  CAI  positiv

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
 M00  plan-1  CAL  0.020
 M00  plan-1  CAQ  0.020
 M00  plan-1  NAM  0.020
 M00  plan-1  CAS  0.020
 M00  plan-1  CAG  0.020
 M00  plan-1  CAE  0.020
 M00  plan-1  CAF  0.020
 M00  plan-1  CAH  0.020
 M00  plan-1  CAT  0.020
 M00  plan-1  CAR  0.020
 M00  plan-1  OAC  0.020
 M00  plan-1  NAO  0.020
 M00  plan-1  H15  0.020
 M00  plan-1  H16  0.020
 M00  plan-1  H17  0.020
 M00  plan-1  H18  0.020
 M00  plan-1  H19  0.020
 M00  plan-2  CAU  0.020
 M00  plan-2  NAN  0.020
 M00  plan-2  CAP  0.020
 M00  plan-2  OAB  0.020
 M00  plan-2  CAK  0.020
 M00  plan-2  H10  0.020

