# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 17:22:43 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: 3-(4-oxo-3,4-dihydroquinazolin-2-yl)-N-[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(CCC1=Nc2ccccc2C(=O)N1)Nc3ccc(cc3)c4oc(nn4)c5ccccc5
#
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
 2C8  2C8  3-(4-oxo-3,4-dihydroquinazolin-2-yl)-N-[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]propanamide  ligand  52  33  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_2C8
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
 2C8  N1   N  NR16  0  -0.704   -6.6910   1.4725   0.0319
 2C8  C1   C  CR6   0   0.540   -8.0065   1.0708   0.0684
 2C8  O1   O  O     0  -0.453   -8.9154   1.8803   0.1156
 2C8  C2   C  CR66  0  -0.113   -8.1622  -0.3785   0.0432
 2C8  C3   C  CR16  0  -0.276   -9.4323  -0.9613   0.0730
 2C8  C4   C  CR16  0  -0.260   -9.5611  -2.3329   0.0474
 2C8  C5   C  CR16  0  -0.237   -8.4174  -3.1373  -0.0084
 2C8  C6   C  CR16  0  -0.318   -7.1603  -2.5737  -0.0380
 2C8  C7   C  CR66  0   0.259   -7.0119  -1.1804  -0.0134
 2C8  N2   N  N     0  -0.479   -5.7418  -0.6508  -0.0483
 2C8  C8   C  CR6   0   0.513   -5.6209   0.6264  -0.0272
 2C8  C9   C  CH2   0  -0.543   -4.2812   1.2915  -0.0788
 2C8  C10  C  CH2   0  -0.601   -3.1294   0.3058  -0.0749
 2C8  C11  C  C     0   0.580   -1.7898   0.9921  -0.2268
 2C8  O2   O  O     0  -0.458   -1.6701   2.1378  -0.6143
 2C8  N3   N  NH1   0  -0.754   -0.7382   0.1849   0.0905
 2C8  C12  C  CR6   0   0.385    0.6262   0.4359   0.0058
 2C8  C13  C  CR16  0  -0.338    1.4823  -0.6232   0.3254
 2C8  C14  C  CR16  0  -0.274    2.8522  -0.4739   0.2702
 2C8  C15  C  CR16  0  -0.299    1.1846   1.6623  -0.3697
 2C8  C16  C  CR16  0  -0.259    2.5583   1.8038  -0.4221
 2C8  C18  C  CR5   0   0.503    4.8441   0.9393  -0.1827
 2C8  C17  C  CR6   0  -0.054    3.4112   0.7473  -0.1075
 2C8  N4   N  N     0  -0.314    5.5025   2.0133  -0.4636
 2C8  N5   N  N     0  -0.309    6.8260   1.6898  -0.4167
 2C8  C19  C  CR5   0   0.501    6.8969   0.4397  -0.1097
 2C8  C20  C  CR6   0  -0.035    8.0776  -0.3875   0.0608
 2C8  O3   O  O     0  -0.429    5.6734  -0.0906   0.0516
 2C8  C21  C  CR16  0  -0.269    9.3386   0.1880  -0.1068
 2C8  C22  C  CR16  0  -0.239   10.4774  -0.5832   0.0465
 2C8  C23  C  CR16  0  -0.248   10.3710  -1.9314   0.3683
 2C8  C24  C  CR16  0  -0.240    9.1182  -2.5052   0.5362
 2C8  C25  C  CR16  0  -0.288    7.9719  -1.7403   0.3839
 2C8  H1   H  HNR6  0   0.429   -6.5199   2.4707   0.0455
 2C8  H2   H  HCR6  0   0.269  -10.3089  -0.3283   0.1169
 2C8  H3   H  HCR6  0   0.266  -10.5422  -2.7880   0.0692
 2C8  H4   H  HCR6  0   0.269   -8.5209  -4.2143  -0.0285
 2C8  H5   H  HCR6  0   0.265   -6.2738  -3.1928  -0.0817
 2C8  H6   H  HCH2  0   0.289   -4.2479   1.9176  -0.9747
 2C8  H7   H  HCH2  0   0.286   -4.2014   1.9778   0.7691
 2C8  H8   H  HCH2  0   0.281   -3.1398  -0.2937   0.8376
 2C8  H9   H  HCH2  0   0.296   -3.2353  -0.4053  -0.8992
 2C8  H10  H  HNH1  0   0.422   -0.9788  -0.7448   0.4016
 2C8  H11  H  HCR6  0   0.281    1.0676  -1.5791   0.6215
 2C8  H12  H  HCR6  0   0.268    3.4767  -1.3197   0.5250
 2C8  H13  H  HCR6  0   0.289    0.5631   2.5048  -0.6212
 2C8  H14  H  HCR6  0   0.268    2.9709   2.7591  -0.7184
 2C8  H15  H  HCR6  0   0.266    9.4259   1.2375  -0.3548
 2C8  H16  H  HCR6  0   0.267   11.4513  -0.1313  -0.0860
 2C8  H17  H  HCR6  0   0.268   11.2629  -2.5320   0.4893
 2C8  H18  H  HCR6  0   0.268    9.0297  -3.5542   0.7855
 2C8  H19  H  HCR6  0   0.265    7.0044  -2.2049   0.5200

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
 2C8  C4   C5   aromatic  1.399  0.020  1.399
 2C8  C4   C3   aromatic  1.378  0.020  1.378
 2C8  C5   C6   aromatic  1.378  0.020  1.378
 2C8  C3   C2   aromatic  1.398  0.020  1.398
 2C8  C6   C7   aromatic  1.401  0.020  1.401
 2C8  C2   C7   aromatic  1.403  0.020  1.403
 2C8  C2   C1   single    1.458  0.020  1.458
 2C8  C7   N2   single    1.377  0.020  1.377
 2C8  O1   C1   double    1.218  0.020  1.218
 2C8  C1   N1   single    1.376  0.020  1.376
 2C8  N2   C8   double    1.283  0.020  1.283
 2C8  N1   C8   single    1.365  0.020  1.365
 2C8  C8   C9   single    1.497  0.020  1.497
 2C8  O2   C11  double    1.215  0.020  1.215
 2C8  C9   C10  single    1.516  0.020  1.516
 2C8  C10  C11  single    1.513  0.020  1.513
 2C8  C11  N3   single    1.363  0.020  1.363
 2C8  N3   C12  single    1.390  0.020  1.390
 2C8  C15  C12  aromatic  1.399  0.020  1.399
 2C8  C15  C16  aromatic  1.382  0.020  1.382
 2C8  C12  C13  aromatic  1.399  0.020  1.399
 2C8  C16  C17  aromatic  1.394  0.020  1.394
 2C8  C13  C14  aromatic  1.379  0.020  1.379
 2C8  C17  C14  aromatic  1.395  0.020  1.395
 2C8  C17  C18  single    1.448  0.020  1.448
 2C8  N4   C18  aromatic  1.291  0.020  1.291
 2C8  N4   N5   aromatic  1.363  0.020  1.363
 2C8  C18  O3   aromatic  1.343  0.020  1.343
 2C8  N5   C19  aromatic  1.289  0.020  1.289
 2C8  O3   C19  aromatic  1.343  0.020  1.343
 2C8  C19  C20  single    1.452  0.020  1.452
 2C8  C20  C21  aromatic  1.396  0.020  1.396
 2C8  C20  C25  aromatic  1.395  0.020  1.395
 2C8  C21  C22  aromatic  1.384  0.020  1.384
 2C8  C25  C24  aromatic  1.386  0.020  1.386
 2C8  C22  C23  aromatic  1.390  0.020  1.390
 2C8  C24  C23  aromatic  1.388  0.020  1.388
 2C8  N1   H1   single    0.860  0.020  1.020
 2C8  C3   H2   single    0.930  0.020  1.080
 2C8  C4   H3   single    0.930  0.020  1.080
 2C8  C5   H4   single    0.930  0.020  1.080
 2C8  C6   H5   single    0.930  0.020  1.080
 2C8  C9   H6   single    0.970  0.020  1.090
 2C8  C9   H7   single    0.970  0.020  1.090
 2C8  C10  H8   single    0.970  0.020  1.090
 2C8  C10  H9   single    0.970  0.020  1.090
 2C8  N3   H10  single    0.860  0.020  1.020
 2C8  C13  H11  single    0.930  0.020  1.080
 2C8  C14  H12  single    0.930  0.020  1.080
 2C8  C15  H13  single    0.930  0.020  1.080
 2C8  C16  H14  single    0.930  0.020  1.080
 2C8  C21  H15  single    0.930  0.020  1.080
 2C8  C22  H16  single    0.930  0.020  1.080
 2C8  C23  H17  single    0.930  0.020  1.080
 2C8  C24  H18  single    0.930  0.020  1.080
 2C8  C25  H19  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
 2C8  H1   N1   C8   118.61  3.000
 2C8  H1   N1   C1   116.67  3.000
 2C8  C8   N1   C1   124.71  3.000
 2C8  C2   C1   O1   125.57  3.000
 2C8  O1   C1   N1   121.36  3.000
 2C8  C2   C1   N1   113.07  3.000
 2C8  C7   C2   C3   120.50  3.000
 2C8  C7   C2   C1   118.76  3.000
 2C8  C3   C2   C1   120.74  3.000
 2C8  H2   C3   C4   120.49  3.000
 2C8  H2   C3   C2   119.54  3.000
 2C8  C4   C3   C2   119.97  3.000
 2C8  H3   C4   C5   120.02  3.000
 2C8  H3   C4   C3   120.21  3.000
 2C8  C5   C4   C3   119.77  3.000
 2C8  H4   C5   C6   119.60  3.000
 2C8  H4   C5   C4   119.65  3.000
 2C8  C6   C5   C4   120.75  3.000
 2C8  H5   C6   C7   118.87  3.000
 2C8  H5   C6   C5   120.94  3.000
 2C8  C7   C6   C5   120.19  3.000
 2C8  N2   C7   C6   118.67  3.000
 2C8  N2   C7   C2   122.51  3.000
 2C8  C6   C7   C2   118.82  3.000
 2C8  C8   N2   C7   118.00  3.000
 2C8  C9   C8   N2   121.75  3.000
 2C8  C9   C8   N1   115.32  3.000
 2C8  N2   C8   N1   122.94  3.000
 2C8  H7   C9   H6   105.88  3.000
 2C8  H7   C9   C10  110.52  3.000
 2C8  H6   C9   C10  110.56  3.000
 2C8  H7   C9   C8   108.51  3.000
 2C8  H6   C9   C8   108.06  3.000
 2C8  C10  C9   C8   113.02  3.000
 2C8  H9   C10  H8   105.78  3.000
 2C8  H9   C10  C11  107.76  3.000
 2C8  H8   C10  C11  109.96  3.000
 2C8  H9   C10  C9   110.31  3.000
 2C8  H8   C10  C9   110.60  3.000
 2C8  C11  C10  C9   112.18  3.000
 2C8  N3   C11  O2   123.81  3.000
 2C8  N3   C11  C10  113.02  3.000
 2C8  O2   C11  C10  123.16  3.000
 2C8  H10  N3   C12  114.77  3.000
 2C8  H10  N3   C11  115.68  3.000
 2C8  C12  N3   C11  129.51  3.000
 2C8  C15  C12  C13  118.74  3.000
 2C8  C13  C12  N3   116.75  3.000
 2C8  C15  C12  N3   124.51  3.000
 2C8  H11  C13  C14  119.13  3.000
 2C8  H11  C13  C12  119.75  3.000
 2C8  C14  C13  C12  121.12  3.000
 2C8  H12  C14  C17  121.12  3.000
 2C8  H12  C14  C13  118.65  3.000
 2C8  C17  C14  C13  120.23  3.000
 2C8  H13  C15  C16  119.00  3.000
 2C8  H13  C15  C12  121.21  3.000
 2C8  C16  C15  C12  119.78  3.000
 2C8  H14  C16  C17  119.85  3.000
 2C8  H14  C16  C15  118.67  3.000
 2C8  C17  C16  C15  121.48  3.000
 2C8  O3   C18  N4   111.17  3.000
 2C8  O3   C18  C17  120.03  3.000
 2C8  N4   C18  C17  128.80  3.000
 2C8  C18  C17  C16  119.57  3.000
 2C8  C18  C17  C14  121.78  3.000
 2C8  C16  C17  C14  118.65  3.000
 2C8  N5   N4   C18  106.87  3.000
 2C8  C19  N5   N4   106.96  3.000
 2C8  O3   C19  C20  120.12  3.000
 2C8  C20  C19  N5   128.70  3.000
 2C8  O3   C19  N5   111.18  3.000
 2C8  C25  C20  C21  119.73  3.000
 2C8  C25  C20  C19  121.22  3.000
 2C8  C21  C20  C19  119.05  3.000
 2C8  C19  O3   C18  103.82  3.000
 2C8  H15  C21  C22  119.97  3.000
 2C8  H15  C21  C20  120.01  3.000
 2C8  C22  C21  C20  120.02  3.000
 2C8  H16  C22  C23  120.16  3.000
 2C8  H16  C22  C21  119.64  3.000
 2C8  C23  C22  C21  120.20  3.000
 2C8  H17  C23  C24  120.06  3.000
 2C8  H17  C23  C22  120.08  3.000
 2C8  C24  C23  C22  119.87  3.000
 2C8  H18  C24  C25  119.51  3.000
 2C8  H18  C24  C23  120.17  3.000
 2C8  C25  C24  C23  120.32  3.000
 2C8  H19  C25  C24  119.25  3.000
 2C8  H19  C25  C20  120.89  3.000
 2C8  C24  C25  C20  119.86  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
 2C8  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 2C8  CONST_02  C5   C6   C7   C2     0.00   0.0  0
 2C8  CONST_03  C6   C5   C4   C3     0.00   0.0  0
 2C8  CONST_04  C6   C7   C2   C3     0.00   0.0  0
 2C8  CONST_05  C7   C6   C5   C4     0.00   0.0  0
 2C8  CONST_06  C7   C2   C3   C4     0.00   0.0  0
 2C8  CONST_07  C17  C16  C15  C12    0.00   0.0  0
 2C8  CONST_08  C17  C14  C13  C12    0.00   0.0  0
 2C8  CONST_09  C16  C15  C12  C13    0.00   0.0  0
 2C8  CONST_10  C16  C17  C14  C13    0.00   0.0  0
 2C8  CONST_11  C18  C17  C14  C13  180.00   0.0  0
 2C8  CONST_12  C15  C12  C13  C14    0.00   0.0  0
 2C8  CONST_13  C15  C16  C17  C14    0.00   0.0  0
 2C8  CONST_14  N4   C18  C17  C14  180.00   0.0  0
 2C8  CONST_15  O3   C18  C17  C14    0.00   0.0  0
 2C8  CONST_16  C18  C17  C16  C15  180.00   0.0  0
 2C8  CONST_17  N4   C18  C17  C16    0.00   0.0  0
 2C8  CONST_18  O3   C18  C17  C16  180.00   0.0  0
 2C8  CONST_19  C19  N5   N4   C18    0.00   0.0  0
 2C8  CONST_20  N5   C19  O3   C18    0.00   0.0  0
 2C8  CONST_21  C20  C19  O3   C18  180.00   0.0  0
 2C8  CONST_22  N5   N4   C18  C17  180.00   0.0  0
 2C8  CONST_23  C19  O3   C18  C17  180.00   0.0  0
 2C8  CONST_24  C19  O3   C18  N4     0.00   0.0  0
 2C8  CONST_25  O3   C19  N5   N4     0.00   0.0  0
 2C8  CONST_26  C20  C19  N5   N4   180.00   0.0  0
 2C8  CONST_27  O3   C18  N4   N5     0.00   0.0  0
 2C8  CONST_28  C21  C20  C19  N5     0.00   0.0  0
 2C8  CONST_29  C25  C20  C19  N5   180.00   0.0  0
 2C8  CONST_30  C22  C21  C20  C19  180.00   0.0  0
 2C8  CONST_31  C24  C25  C20  C19  180.00   0.0  0
 2C8  CONST_32  C23  C22  C21  C20    0.00   0.0  0
 2C8  CONST_33  C23  C24  C25  C20    0.00   0.0  0
 2C8  CONST_34  C21  C20  C19  O3   180.00   0.0  0
 2C8  CONST_35  C25  C20  C19  O3     0.00   0.0  0
 2C8  CONST_36  C24  C25  C20  C21    0.00   0.0  0
 2C8  CONST_37  C24  C23  C22  C21    0.00   0.0  0
 2C8  CONST_38  C25  C20  C21  C22    0.00   0.0  0
 2C8  CONST_39  C25  C24  C23  C22    0.00   0.0  0
 2C8  CONST_40  C7   N2   C8   N1     0.00   0.0  0
 2C8  CONST_41  N2   C8   N1   C1     0.00   0.0  0
 2C8  CONST_42  C8   N1   C1   C2     0.00   0.0  0
 2C8  CONST_43  C16  C15  C12  N3   180.00   0.0  0
 2C8  CONST_44  C14  C13  C12  N3   180.00   0.0  0
 2C8  CONST_45  C9   C8   N1   C1   180.00   0.0  0
 2C8  CONST_46  C8   N1   C1   O1   180.00   0.0  0
 2C8  CONST_47  C9   C8   N2   C7   180.00   0.0  0
 2C8  CONST_48  H2   C3   C2   C1     0.00   0.0  0
 2C8  CONST_49  H3   C4   C3   C2   180.00   0.0  0
 2C8  CONST_50  H5   C6   C7   C2   180.00   0.0  0
 2C8  CONST_51  H4   C5   C4   C3   180.00   0.0  0
 2C8  CONST_52  H14  C16  C15  C12  180.00   0.0  0
 2C8  CONST_53  H12  C14  C13  C12  180.00   0.0  0
 2C8  CONST_54  H13  C15  C12  C13  180.00   0.0  0
 2C8  CONST_55  H11  C13  C12  C15  180.00   0.0  0
 2C8  CONST_56  H15  C21  C20  C19    0.00   0.0  0
 2C8  CONST_57  H19  C25  C20  C19    0.00   0.0  0
 2C8  CONST_58  H16  C22  C21  C20  180.00   0.0  0
 2C8  CONST_59  H18  C24  C25  C20  180.00   0.0  0
 2C8  CONST_60  H17  C23  C22  C21  180.00   0.0  0
 2C8  CONST_61  H1   N1   C1   C2   180.00   0.0  0
 2C8  CONST_62  C15  C12  N3   C11    0.00   0.0  0
 2C8  CONST_63  C13  C12  N3   C11  180.00   0.0  0
 2C8  CONST_64  H10  N3   C12  C13    0.00   0.0  0
 2C8  CONST_65  C12  N3   C11  C10  180.00   0.0  0
 2C8  CONST_66  C12  N3   C11  O2     0.00   0.0  0
 2C8  Var_01    C10  C9   C8   N1   177.19  30.0  3
 2C8  Var_02    C11  C10  C9   C8   175.93  30.0  3
 2C8  Var_03    O2   C11  C10  C9   -15.96  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
 2C8  plan-1  C18  0.020
 2C8  plan-1  C17  0.020
 2C8  plan-1  N4   0.020
 2C8  plan-1  N5   0.020
 2C8  plan-1  C19  0.020
 2C8  plan-1  C20  0.020
 2C8  plan-1  O3   0.020
 2C8  plan-2  N3   0.020
 2C8  plan-2  C12  0.020
 2C8  plan-2  C13  0.020
 2C8  plan-2  C14  0.020
 2C8  plan-2  C15  0.020
 2C8  plan-2  C16  0.020
 2C8  plan-2  C18  0.020
 2C8  plan-2  C17  0.020
 2C8  plan-2  H11  0.020
 2C8  plan-2  H12  0.020
 2C8  plan-2  H13  0.020
 2C8  plan-2  H14  0.020
 2C8  plan-3  C19  0.020
 2C8  plan-3  C20  0.020
 2C8  plan-3  C21  0.020
 2C8  plan-3  C22  0.020
 2C8  plan-3  C23  0.020
 2C8  plan-3  C24  0.020
 2C8  plan-3  C25  0.020
 2C8  plan-3  H15  0.020
 2C8  plan-3  H16  0.020
 2C8  plan-3  H17  0.020
 2C8  plan-3  H18  0.020
 2C8  plan-3  H19  0.020
 2C8  plan-4  N1   0.020
 2C8  plan-4  C1   0.020
 2C8  plan-4  O1   0.020
 2C8  plan-4  C2   0.020
 2C8  plan-4  C3   0.020
 2C8  plan-4  C4   0.020
 2C8  plan-4  C5   0.020
 2C8  plan-4  C6   0.020
 2C8  plan-4  C7   0.020
 2C8  plan-4  N2   0.020
 2C8  plan-4  C8   0.020
 2C8  plan-4  C9   0.020
 2C8  plan-4  H1   0.020
 2C8  plan-4  H2   0.020
 2C8  plan-4  H3   0.020
 2C8  plan-4  H4   0.020
 2C8  plan-4  H5   0.020
 2C8  plan-5  C10  0.020
 2C8  plan-5  C11  0.020
 2C8  plan-5  O2   0.020
 2C8  plan-5  N3   0.020
 2C8  plan-5  C12  0.020
 2C8  plan-5  H10  0.020

