# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 17:26:03 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: 4-methyl-3-[6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]-N-(1,2-oxazol-3-yl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)c2ccc3N=CN(C(=O)c3c2)c4cc(ccc4C)C(=O)Nc5ccon5
#
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
 AAV  AAV  4-methyl-3-[6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]-N-(1,2-oxazol-3-yl)benzamide  ligand  57  33  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_AAV
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
 AAV  C1    C  CH3   0  -0.520   9.0384   2.4232  -1.3509
 AAV  N2    N  NT    0  -0.411   8.0061   1.4868  -0.9693
 AAV  C3    C  CH2   0  -0.283   7.8458   1.4197   0.4653
 AAV  C4    C  CH2   0  -0.311   6.8316   0.3637   0.8607
 AAV  N5    N  NT    0  -0.524   5.5569   0.5754   0.1967
 AAV  C6    C  CH2   0  -0.308   5.6902   0.7661  -1.2407
 AAV  C7    C  CH2   0  -0.284   6.7334   1.8141  -1.5702
 AAV  C8    C  CR6   0   0.416   4.4398  -0.0884   0.6708
 AAV  C9    C  CR16  0  -0.343   4.4687  -0.8192   1.8840
 AAV  C10   C  CR16  0  -0.295   3.3509  -1.4427   2.3863
 AAV  C11   C  CR66  0   0.197   2.1321  -1.3987   1.7050
 AAV  N12   N  N     0  -0.447   1.0316  -2.0413   2.2264
 AAV  C13   C  CR16  0   0.119  -0.0523  -1.9828   1.5560
 AAV  N14   N  NR6   0  -0.631  -0.2009  -1.3278   0.3577
 AAV  C15   C  CR6   0   0.264  -1.4750  -1.3475  -0.2868
 AAV  C16   C  CR16  0  -0.255  -2.4384  -0.4486   0.1262
 AAV  C17   C  CR6   0  -0.067  -3.7007  -0.4570  -0.4598
 AAV  N18   N  NH1   0  -0.746  -5.9959   0.2435  -0.2070
 AAV  C19   C  C     0   0.552  -4.6883   0.5494   0.0204
 AAV  O20   O  O     0  -0.444  -4.3391   1.5675   0.5848
 AAV  C22   C  CR15  0  -0.474  -7.1196   2.3698   0.6180
 AAV  C23   C  CR15  0   0.104  -8.4470   2.6016   0.7064
 AAV  O24   O  O     0  -0.312  -9.1346   1.5383   0.3024
 AAV  C25   C  CR5   0   0.503  -7.0734   1.0417   0.1121
 AAV  C26   C  CR16  0  -0.267  -3.9590  -1.3656  -1.4815
 AAV  C27   C  CR16  0  -0.302  -2.9796  -2.2560  -1.8907
 AAV  C28   C  CR6   0   0.113  -1.7188  -2.2735  -1.3024
 AAV  C29   C  CH3   0  -0.738  -0.6702  -3.2406  -1.7546
 AAV  N29   N  N     0  -0.216  -8.2714   0.5557  -0.0721
 AAV  C30   C  CR6   0   0.569   0.8390  -0.6401  -0.2504
 AAV  C31   C  CR16  0  -0.408   3.2215  -0.0568  -0.0110
 AAV  O31   O  O     0  -0.448   0.6719  -0.0608  -1.3068
 AAV  C32   C  CR66  0  -0.054   2.0932  -0.6968   0.4942
 AAV  H1    H  HCH3  0   0.235   9.9906   2.1287  -0.9076
 AAV  H1A   H  HCH3  0   0.235   9.1593   2.4240  -2.4352
 AAV  H1B   H  HCH3  0   0.194   8.8264   3.4567  -1.0348
 AAV  H3    H  HCH2  0   0.245   8.8015   1.1603   0.9266
 AAV  H3A   H  HCH2  0   0.196   7.5371   2.3929   0.8868
 AAV  H4    H  HCH2  0   0.223   7.2301  -0.6367   0.6399
 AAV  H4A   H  HCH2  0   0.255   6.7039   0.4366   1.9395
 AAV  H6    H  HCH2  0   0.225   5.9517  -0.1824  -1.7300
 AAV  H6A   H  HCH2  0   0.260   4.7496   1.1054  -1.6671
 AAV  H7    H  HCH2  0   0.196   6.3704   2.8048  -1.2436
 AAV  H7A   H  HCH2  0   0.245   6.8425   1.8543  -2.6562
 AAV  H9    H  HCR6  0   0.278   5.3844  -0.9128   2.4482
 AAV  H10   H  HCR6  0   0.267   3.4133  -1.9917   3.3171
 AAV  H13   H  HCR6  0   0.296  -0.9462  -2.4755   1.9200
 AAV  H16   H  HCR6  0   0.275  -2.2084   0.2587   0.9125
 AAV  H23   H  HCR5  0   0.312  -9.0169   3.4577   1.0323
 AAV  H26   H  HCR6  0   0.269  -4.9122  -1.3835  -1.9943
 AAV  H27   H  HCR6  0   0.271  -3.1985  -2.9539  -2.6885
 AAV  H281  H  HCH3  0   0.255  -0.1716  -3.7245  -0.9148
 AAV  H282  H  HCH3  0   0.264  -1.1052  -4.0172  -2.3804
 AAV  H283  H  HCH3  0   0.264   0.0991  -2.7353  -2.3413
 AAV  H31   H  HCR6  0   0.270   3.1145   0.4765  -0.9435
 AAV  H18   H  HNH1  0   0.427  -6.2314  -0.6653  -0.5778
 AAV  H22   H  HCR5  0   0.295  -6.3148   3.0340   0.8687

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
 AAV  C1   N2    single    1.445  0.020  1.445
 AAV  N2   C3    single    1.445  0.020  1.445
 AAV  N2   C7    single    1.445  0.020  1.445
 AAV  C3   C4    single    1.517  0.020  1.517
 AAV  C4   N5    single    1.453  0.020  1.453
 AAV  N5   C6    single    1.456  0.020  1.456
 AAV  N5   C8    single    1.383  0.020  1.383
 AAV  C6   C7    single    1.515  0.020  1.515
 AAV  C8   C9    aromatic  1.417  0.020  1.417
 AAV  C8   C31   aromatic  1.396  0.020  1.396
 AAV  C9   C10   aromatic  1.375  0.020  1.375
 AAV  C10  C11   aromatic  1.397  0.020  1.397
 AAV  C11  N12   single    1.377  0.020  1.377
 AAV  C11  C32   aromatic  1.400  0.020  1.400
 AAV  N12  C13   double    1.276  0.020  1.276
 AAV  C13  N14   single    1.374  0.020  1.374
 AAV  N14  C15   single    1.428  0.020  1.428
 AAV  N14  C30   single    1.387  0.020  1.387
 AAV  C15  C16   aromatic  1.381  0.020  1.381
 AAV  C15  C28   aromatic  1.396  0.020  1.396
 AAV  C16  C17   aromatic  1.392  0.020  1.392
 AAV  C17  C19   single    1.490  0.020  1.490
 AAV  C17  C26   aromatic  1.391  0.020  1.391
 AAV  N18  C19   single    1.362  0.020  1.362
 AAV  N18  C25   single    1.378  0.020  1.378
 AAV  C19  O20   double    1.215  0.020  1.215
 AAV  C22  C23   aromatic  1.350  0.020  1.350
 AAV  C22  C25   aromatic  1.422  0.020  1.422
 AAV  C23  O24   aromatic  1.329  0.020  1.329
 AAV  O24  N29   aromatic  1.360  0.020  1.360
 AAV  C25  N29   aromatic  1.306  0.020  1.306
 AAV  C26  C27   aromatic  1.385  0.020  1.385
 AAV  C27  C28   aromatic  1.391  0.020  1.391
 AAV  C28  C29   single    1.496  0.020  1.496
 AAV  C30  O31   double    1.216  0.020  1.216
 AAV  C30  C32   single    1.460  0.020  1.460
 AAV  C31  C32   aromatic  1.392  0.020  1.392
 AAV  C1   H1    single    0.970  0.020  1.090
 AAV  C1   H1A   single    0.970  0.020  1.090
 AAV  C1   H1B   single    0.970  0.020  1.090
 AAV  C3   H3    single    0.970  0.020  1.090
 AAV  C3   H3A   single    0.970  0.020  1.090
 AAV  C4   H4    single    0.970  0.020  1.090
 AAV  C4   H4A   single    0.970  0.020  1.090
 AAV  C6   H6    single    0.970  0.020  1.090
 AAV  C6   H6A   single    0.970  0.020  1.090
 AAV  C7   H7    single    0.970  0.020  1.090
 AAV  C7   H7A   single    0.970  0.020  1.090
 AAV  C9   H9    single    0.930  0.020  1.080
 AAV  C10  H10   single    0.930  0.020  1.080
 AAV  C13  H13   single    0.930  0.020  1.080
 AAV  C16  H16   single    0.930  0.020  1.080
 AAV  C22  H22   single    0.930  0.020  1.080
 AAV  C23  H23   single    0.930  0.020  1.080
 AAV  C26  H26   single    0.930  0.020  1.080
 AAV  C27  H27   single    0.930  0.020  1.080
 AAV  C29  H281  single    0.970  0.020  1.090
 AAV  C29  H282  single    0.970  0.020  1.090
 AAV  C29  H283  single    0.970  0.020  1.090
 AAV  C31  H31   single    0.930  0.020  1.080
 AAV  N18  H18   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
 AAV  H1B   C1   H1A   107.81  3.000
 AAV  H1B   C1   H1    107.74  3.000
 AAV  H1A   C1   H1    107.90  3.000
 AAV  H1B   C1   N2    113.26  3.000
 AAV  H1A   C1   N2    110.01  3.000
 AAV  H1    C1   N2    109.95  3.000
 AAV  C7    N2   C3    109.01  3.000
 AAV  C7    N2   C1    111.87  3.000
 AAV  C3    N2   C1    111.81  3.000
 AAV  H3A   C3   H3    107.01  3.000
 AAV  H3A   C3   C4    109.09  3.000
 AAV  H3    C3   C4    108.04  3.000
 AAV  H3A   C3   N2    111.65  3.000
 AAV  H3    C3   N2    109.46  3.000
 AAV  C4    C3   N2    111.43  3.000
 AAV  H4A   C4   H4    107.61  3.000
 AAV  H4A   C4   N5    109.89  3.000
 AAV  H4    C4   N5    111.03  3.000
 AAV  H4A   C4   C3    106.86  3.000
 AAV  H4    C4   C3    109.81  3.000
 AAV  N5    C4   C3    111.48  3.000
 AAV  C8    N5   C6    118.37  3.000
 AAV  C8    N5   C4    118.81  3.000
 AAV  C6    N5   C4    112.95  3.000
 AAV  H6A   C6   H6    107.50  3.000
 AAV  H6A   C6   C7    107.14  3.000
 AAV  H6    C6   C7    109.65  3.000
 AAV  H6A   C6   N5    110.42  3.000
 AAV  H6    C6   N5    110.39  3.000
 AAV  C7    C6   N5    111.61  3.000
 AAV  H7A   C7   H7    107.09  3.000
 AAV  H7A   C7   C6    108.09  3.000
 AAV  H7    C7   C6    109.26  3.000
 AAV  H7A   C7   N2    109.51  3.000
 AAV  H7    C7   N2    111.69  3.000
 AAV  C6    C7   N2    111.06  3.000
 AAV  C31   C8   C9    116.59  3.000
 AAV  C31   C8   N5    121.76  3.000
 AAV  C9    C8   N5    121.65  3.000
 AAV  H9    C9   C10   117.34  3.000
 AAV  H9    C9   C8    120.63  3.000
 AAV  C10   C9   C8    122.02  3.000
 AAV  H10   C10  C11   119.06  3.000
 AAV  H10   C10  C9    119.82  3.000
 AAV  C11   C10  C9    121.12  3.000
 AAV  C32   C11  N12   122.64  3.000
 AAV  C32   C11  C10   117.50  3.000
 AAV  N12   C11  C10   119.86  3.000
 AAV  C13   N12  C11   117.29  3.000
 AAV  H13   C13  N14   114.88  3.000
 AAV  H13   C13  N12   120.22  3.000
 AAV  N14   C13  N12   124.90  3.000
 AAV  C30   N14  C15   118.55  3.000
 AAV  C30   N14  C13   122.53  3.000
 AAV  C15   N14  C13   118.92  3.000
 AAV  C28   C15  C16   121.85  3.000
 AAV  C28   C15  N14   119.57  3.000
 AAV  C16   C15  N14   118.59  3.000
 AAV  H16   C16  C17   120.17  3.000
 AAV  H16   C16  C15   119.64  3.000
 AAV  C17   C16  C15   120.20  3.000
 AAV  C26   C17  C19   123.70  3.000
 AAV  C26   C17  C16   118.78  3.000
 AAV  C19   C17  C16   117.49  3.000
 AAV  H18   N18  C25   115.09  3.000
 AAV  H18   N18  C19   119.18  3.000
 AAV  C25   N18  C19   125.57  3.000
 AAV  O20   C19  N18   122.79  3.000
 AAV  O20   C19  C17   121.68  3.000
 AAV  N18   C19  C17   115.53  3.000
 AAV  H22   C22  C25   129.55  3.000
 AAV  H22   C22  C23   128.00  3.000
 AAV  C25   C22  C23   102.45  3.000
 AAV  H23   C23  O24   116.96  3.000
 AAV  H23   C23  C22   132.47  3.000
 AAV  O24   C23  C22   110.57  3.000
 AAV  N29   O24  C23   109.47  3.000
 AAV  N29   C25  C22   111.59  3.000
 AAV  N29   C25  N18   117.97  3.000
 AAV  C22   C25  N18   130.44  3.000
 AAV  H26   C26  C27   118.16  3.000
 AAV  H26   C26  C17   121.47  3.000
 AAV  C27   C26  C17   120.35  3.000
 AAV  H27   C27  C28   119.13  3.000
 AAV  H27   C27  C26   119.29  3.000
 AAV  C28   C27  C26   121.59  3.000
 AAV  C29   C28  C27   121.02  3.000
 AAV  C29   C28  C15   121.75  3.000
 AAV  C27   C28  C15   117.23  3.000
 AAV  H283  C29  H282  107.64  3.000
 AAV  H283  C29  H281  107.29  3.000
 AAV  H282  C29  H281  108.00  3.000
 AAV  H283  C29  C28   110.93  3.000
 AAV  H282  C29  C28   110.79  3.000
 AAV  H281  C29  C28   112.01  3.000
 AAV  C25   N29  O24   105.93  3.000
 AAV  C32   C30  O31   125.42  3.000
 AAV  C32   C30  N14   113.66  3.000
 AAV  O31   C30  N14   120.92  3.000
 AAV  H31   C31  C32   117.40  3.000
 AAV  H31   C31  C8    121.29  3.000
 AAV  C32   C31  C8    121.30  3.000
 AAV  C31   C32  C30   119.57  3.000
 AAV  C31   C32  C11   121.46  3.000
 AAV  C30   C32  C11   118.98  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
 AAV  CONST_01  C11   C10  C9   C8      0.00   0.0  0
 AAV  CONST_02  C11   C32  C31  C8      0.00   0.0  0
 AAV  CONST_03  C32   C31  C8   C9      0.00   0.0  0
 AAV  CONST_04  C32   C11  C10  C9      0.00   0.0  0
 AAV  CONST_05  C31   C8   C9   C10     0.00   0.0  0
 AAV  CONST_06  C31   C32  C11  C10     0.00   0.0  0
 AAV  CONST_07  C26   C17  C16  C15     0.00   0.0  0
 AAV  CONST_08  C26   C27  C28  C15     0.00   0.0  0
 AAV  CONST_09  C27   C28  C15  C16     0.00   0.0  0
 AAV  CONST_10  C27   C26  C17  C16     0.00   0.0  0
 AAV  CONST_11  C28   C15  C16  C17     0.00   0.0  0
 AAV  CONST_12  C28   C27  C26  C17     0.00   0.0  0
 AAV  CONST_13  N29   O24  C23  C22     0.00   0.0  0
 AAV  CONST_14  O24   N29  C25  C22     0.00   0.0  0
 AAV  CONST_15  N29   C25  C22  C23     0.00   0.0  0
 AAV  CONST_16  C25   N29  O24  C23     0.00   0.0  0
 AAV  CONST_17  C25   C22  C23  O24     0.00   0.0  0
 AAV  CONST_18  C10   C9   C8   N5    180.00   0.0  0
 AAV  CONST_19  C32   C31  C8   N5    180.00   0.0  0
 AAV  CONST_20  C17   C16  C15  N14   180.00   0.0  0
 AAV  CONST_21  C27   C28  C15  N14   180.00   0.0  0
 AAV  CONST_22  N14   C13  N12  C11     0.00   0.0  0
 AAV  CONST_23  C15   N14  C13  N12   180.00   0.0  0
 AAV  CONST_24  C30   N14  C13  N12     0.00   0.0  0
 AAV  CONST_25  C32   C30  N14  C13     0.00   0.0  0
 AAV  CONST_26  C32   C30  N14  C15   180.00   0.0  0
 AAV  CONST_27  C29   C28  C15  N14     0.00   0.0  0
 AAV  CONST_28  C19   C17  C16  C15   180.00   0.0  0
 AAV  CONST_29  C29   C28  C15  C16   180.00   0.0  0
 AAV  CONST_30  C23   C22  C25  N18   180.00   0.0  0
 AAV  CONST_31  O24   N29  C25  N18   180.00   0.0  0
 AAV  CONST_32  C27   C26  C17  C19   180.00   0.0  0
 AAV  CONST_33  C29   C28  C27  C26   180.00   0.0  0
 AAV  CONST_34  O31   C30  N14  C13   180.00   0.0  0
 AAV  CONST_35  O31   C30  N14  C15     0.00   0.0  0
 AAV  CONST_36  H9    C9   C8   N5      0.00   0.0  0
 AAV  CONST_37  H31   C31  C8   N5      0.00   0.0  0
 AAV  CONST_38  H10   C10  C9   C8    180.00   0.0  0
 AAV  CONST_39  H16   C16  C15  N14     0.00   0.0  0
 AAV  CONST_40  H27   C27  C28  C15   180.00   0.0  0
 AAV  CONST_41  H26   C26  C17  C16   180.00   0.0  0
 AAV  CONST_42  H22   C22  C23  O24   180.00   0.0  0
 AAV  CONST_43  H23   C23  C22  C25   180.00   0.0  0
 AAV  CONST_44  H13   C13  N12  C11   180.00   0.0  0
 AAV  CONST_45  C25   N18  C19  C17   180.00   0.0  0
 AAV  CONST_46  C22   C25  N18  C19     0.00   0.0  0
 AAV  CONST_47  N29   C25  N18  C19   180.00   0.0  0
 AAV  CONST_48  H18   N18  C25  C22   180.00   0.0  0
 AAV  CONST_49  C25   N18  C19  O20     0.00   0.0  0
 AAV  Var_01    N5    C4   C3   N2    -55.00  30.0  1
 AAV  Var_02    N5    C6   C7   N2     55.46  30.0  1
 AAV  Var_03    C6    C7   N2   C3    -59.97  30.0  1
 AAV  Var_04    C6    N5   C4   C3     49.85  30.0  1
 AAV  Var_05    C7    N2   C3   C4     59.87  30.0  1
 AAV  Var_06    C7    C6   N5   C4    -50.24  30.0  1
 AAV  Var_07    C9    C8   N5   C4      8.67  30.0  2
 AAV  Var_08    C16   C15  N14  C13    82.04  30.0  2
 AAV  Var_09    N18   C19  C17  C16  -158.25  30.0  2
 AAV  Var_10    H1    C1   N2   C3     59.27  30.0  3
 AAV  Var_11    H281  C29  C28  C15    46.46  30.0  2

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
 AAV  plan-1  N18  0.020
 AAV  plan-1  C22  0.020
 AAV  plan-1  C23  0.020
 AAV  plan-1  O24  0.020
 AAV  plan-1  C25  0.020
 AAV  plan-1  N29  0.020
 AAV  plan-1  H23  0.020
 AAV  plan-1  H22  0.020
 AAV  plan-2  N14  0.020
 AAV  plan-2  C15  0.020
 AAV  plan-2  C16  0.020
 AAV  plan-2  C17  0.020
 AAV  plan-2  C19  0.020
 AAV  plan-2  C26  0.020
 AAV  plan-2  C27  0.020
 AAV  plan-2  C28  0.020
 AAV  plan-2  C29  0.020
 AAV  plan-2  H16  0.020
 AAV  plan-2  H26  0.020
 AAV  plan-2  H27  0.020
 AAV  plan-3  N5   0.020
 AAV  plan-3  C8   0.020
 AAV  plan-3  C9   0.020
 AAV  plan-3  C10  0.020
 AAV  plan-3  C11  0.020
 AAV  plan-3  N12  0.020
 AAV  plan-3  C13  0.020
 AAV  plan-3  N14  0.020
 AAV  plan-3  C15  0.020
 AAV  plan-3  C30  0.020
 AAV  plan-3  C31  0.020
 AAV  plan-3  O31  0.020
 AAV  plan-3  C32  0.020
 AAV  plan-3  H9   0.020
 AAV  plan-3  H10  0.020
 AAV  plan-3  H13  0.020
 AAV  plan-3  H31  0.020
 AAV  plan-4  C17  0.020
 AAV  plan-4  N18  0.020
 AAV  plan-4  C19  0.020
 AAV  plan-4  O20  0.020
 AAV  plan-4  C25  0.020
 AAV  plan-4  H18  0.020

