# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 06:58:22 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 2,6-diamino-8-[(propylsulfanyl)methyl]quinazolin-4(3H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCSCc1cc(N)cc2C(=O)NC(=Nc12)N
#
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
 APQ  APQ  2,6-diamino-8-[(propylsulfanyl)methyl]quinazolin-4(3H)-one  ligand  34  18  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_APQ
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
 APQ  C10   C  CH2   0  -0.537  -0.0979  -0.3029   3.9908
 APQ  C11   C  CH2   0  -0.428  -0.1170   0.7627   5.0773
 APQ  C12   C  CH3   0  -0.659  -0.5826   0.1986   6.4129
 APQ  S1    S  S2    0  -0.028   0.4082   0.4302   2.4083
 APQ  C9    C  CH2   0  -0.608   0.5682  -1.0714   1.3894
 APQ  C2    C  CR6   0   0.033   0.9020  -0.6610  -0.0102
 APQ  C3    C  CR66  0   0.223  -0.1281  -0.3624  -0.9289
 APQ  N3    N  N     0  -0.505  -1.4329  -0.4907  -0.5344
 APQ  C8    C  CR6   0   0.644  -2.3535  -0.2079  -1.3949
 APQ  N1    N  NR16  0  -0.714  -2.0761   0.2070  -2.6711
 APQ  C7    C  CR6   0   0.546  -0.8060   0.3585  -3.1753
 APQ  O1    O  OC    0  -0.463  -0.6308   0.7249  -4.3257
 APQ  C4    C  CR66  0  -0.102   0.2462   0.0468  -2.2171
 APQ  C5    C  CR16  0  -0.379   1.5858   0.1677  -2.5930
 APQ  C6    C  CR6   0   0.310   2.5941  -0.1253  -1.6901
 APQ  N4    N  NH2   0  -0.865   3.9310  -0.0759  -2.0439
 APQ  C1    C  CR16  0  -0.341   2.2194  -0.5371  -0.3971
 APQ  N2    N  NH2   0  -0.836  -3.6611  -0.2612  -1.0580
 APQ  H101  H  HCH2  0   0.255   0.6031  -1.0987   4.2536
 APQ  H102  H  HCH2  0   0.255  -1.0866  -0.7545   3.8796
 APQ  H111  H  HCH2  0   0.229  -0.7748   1.5823   4.7759
 APQ  H112  H  HCH2  0   0.229   0.8834   1.1892   5.1840
 APQ  H121  H  HCH3  0   0.234  -0.5708   0.9658   7.1869
 APQ  H122  H  HCH3  0   0.222  -1.6000  -0.1898   6.3463
 APQ  H123  H  HCH3  0   0.222   0.0620  -0.6167   6.7454
 APQ  H91   H  HCH2  0   0.277   1.3558  -1.6999   1.8070
 APQ  H92   H  HCH2  0   0.279  -0.3715  -1.6217   1.4205
 APQ  HN11  H  HNR6  0   0.423  -2.8398   0.4212  -3.2996
 APQ  H51   H  HCR6  0   0.261   1.8302   0.4931  -3.5967
 APQ  HN41  H  HNH2  0   0.377   4.1359   0.5092  -2.8387
 APQ  HN42  H  HNH2  0   0.378   4.5647   0.1181  -1.2846
 APQ  H11   H  HCR6  0   0.261   2.9975  -0.7683   0.3233
 APQ  HN21  H  HNH2  0   0.403  -3.8763  -0.7469  -0.2033
 APQ  HN22  H  HNH2  0   0.406  -4.3582  -0.3460  -1.7796

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
 APQ  C10  C11   single    1.522  0.020  1.522
 APQ  C10  S1    single    1.816  0.020  1.816
 APQ  C10  H101  single    0.970  0.020  1.090
 APQ  C10  H102  single    0.970  0.020  1.090
 APQ  C11  C12   single    1.523  0.020  1.523
 APQ  C11  H111  single    0.970  0.020  1.090
 APQ  C11  H112  single    0.970  0.020  1.090
 APQ  C12  H121  single    0.970  0.020  1.090
 APQ  C12  H122  single    0.970  0.020  1.090
 APQ  C12  H123  single    0.970  0.020  1.090
 APQ  S1   C9    single    1.822  0.020  1.822
 APQ  C9   C2    single    1.496  0.020  1.496
 APQ  C9   H91   single    0.970  0.020  1.090
 APQ  C9   H92   single    0.970  0.020  1.090
 APQ  C2   C3    aromatic  1.412  0.020  1.412
 APQ  C2   C1    aromatic  1.379  0.020  1.379
 APQ  C3   N3    aromatic  1.369  0.020  1.369
 APQ  C3   C4    aromatic  1.402  0.020  1.402
 APQ  N3   C8    aromatic  1.291  0.020  1.291
 APQ  C8   N1    aromatic  1.370  0.020  1.370
 APQ  C8   N2    single    1.351  0.020  1.351
 APQ  N1   C7    aromatic  1.375  0.020  1.375
 APQ  N1   HN11  single    0.860  0.020  1.020
 APQ  C7   O1    double    1.220  0.020  1.220
 APQ  C7   C4    aromatic  1.457  0.020  1.457
 APQ  C4   C5    aromatic  1.397  0.020  1.397
 APQ  C5   C6    aromatic  1.385  0.020  1.385
 APQ  C5   H51   single    0.930  0.020  1.080
 APQ  C6   N4    single    1.384  0.020  1.384
 APQ  C6   C1    aromatic  1.408  0.020  1.408
 APQ  N4   HN41  single    0.890  0.020  1.040
 APQ  N4   HN42  single    0.890  0.020  1.040
 APQ  C1   H11   single    0.930  0.020  1.080
 APQ  N2   HN21  single    0.890  0.020  1.040
 APQ  N2   HN22  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
 APQ  H102  C10  H101  107.69  3.000
 APQ  H102  C10  S1    109.29  3.000
 APQ  H101  C10  S1    108.95  3.000
 APQ  H102  C10  C11   110.53  3.000
 APQ  H101  C10  C11   110.27  3.000
 APQ  S1    C10  C11   110.06  3.000
 APQ  H112  C11  H111  106.56  3.000
 APQ  H112  C11  C12   109.81  3.000
 APQ  H111  C11  C12   109.61  3.000
 APQ  H112  C11  C10   109.36  3.000
 APQ  H111  C11  C10   109.62  3.000
 APQ  C12   C11  C10   111.75  3.000
 APQ  H123  C12  H122  107.67  3.000
 APQ  H123  C12  H121  107.65  3.000
 APQ  H122  C12  H121  107.70  3.000
 APQ  H123  C12  C11   111.31  3.000
 APQ  H122  C12  C11   111.31  3.000
 APQ  H121  C12  C11   111.02  3.000
 APQ  C9    S1   C10   100.32  3.000
 APQ  H92   C9   H91   108.72  3.000
 APQ  H92   C9   C2    110.95  3.000
 APQ  H91   C9   C2    110.80  3.000
 APQ  H92   C9   S1    108.95  3.000
 APQ  H91   C9   S1    108.92  3.000
 APQ  C2    C9   S1    108.46  3.000
 APQ  C1    C2   C3    119.70  3.000
 APQ  C1    C2   C9    120.02  3.000
 APQ  C3    C2   C9    120.25  3.000
 APQ  C4    C3   N3    123.11  3.000
 APQ  C4    C3   C2    117.68  3.000
 APQ  N3    C3   C2    119.20  3.000
 APQ  C8    N3   C3    117.83  3.000
 APQ  N2    C8   N1    116.10  3.000
 APQ  N2    C8   N3    120.99  3.000
 APQ  N1    C8   N3    122.86  3.000
 APQ  HN11  N1   C7    116.49  3.000
 APQ  HN11  N1   C8    119.33  3.000
 APQ  C7    N1   C8    124.18  3.000
 APQ  C4    C7   O1    125.51  3.000
 APQ  C4    C7   N1    113.73  3.000
 APQ  O1    C7   N1    120.77  3.000
 APQ  C5    C4   C7    119.81  3.000
 APQ  C5    C4   C3    121.90  3.000
 APQ  C7    C4   C3    118.29  3.000
 APQ  H51   C5   C6    120.23  3.000
 APQ  H51   C5   C4    119.46  3.000
 APQ  C6    C5   C4    120.30  3.000
 APQ  C1    C6   N4    120.15  3.000
 APQ  C1    C6   C5    117.84  3.000
 APQ  N4    C6   C5    121.95  3.000
 APQ  HN42  N4   HN41  110.77  3.000
 APQ  HN42  N4   C6    114.94  3.000
 APQ  HN41  N4   C6    114.75  3.000
 APQ  H11   C1   C6    118.77  3.000
 APQ  H11   C1   C2    118.66  3.000
 APQ  C6    C1   C2    122.57  3.000
 APQ  HN22  N2   HN21  114.83  3.000
 APQ  HN22  N2   C8    119.64  3.000
 APQ  HN21  N2   C8    115.96  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
 APQ  CONST_01  C8    N3   C3   C2   180.00   0.0  0
 APQ  CONST_02  C7    C4   C3   C2   180.00   0.0  0
 APQ  CONST_03  C5    C4   C3   C2     0.00   0.0  0
 APQ  CONST_04  C5    C6   C1   C2     0.00   0.0  0
 APQ  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 APQ  CONST_06  N1    C8   N3   C3     0.00   0.0  0
 APQ  CONST_07  N1    C7   C4   C3     0.00   0.0  0
 APQ  CONST_08  C6    C5   C4   C3     0.00   0.0  0
 APQ  CONST_09  C1    C2   C3   N3   180.00   0.0  0
 APQ  CONST_10  C7    C4   C3   N3     0.00   0.0  0
 APQ  CONST_11  C5    C4   C3   N3   180.00   0.0  0
 APQ  CONST_12  C7    N1   C8   N3     0.00   0.0  0
 APQ  CONST_13  C4    C3   N3   C8     0.00   0.0  0
 APQ  CONST_14  C4    C7   N1   C8     0.00   0.0  0
 APQ  CONST_15  C5    C4   C7   N1   180.00   0.0  0
 APQ  CONST_16  C6    C5   C4   C7   180.00   0.0  0
 APQ  CONST_17  C1    C2   C3   C4     0.00   0.0  0
 APQ  CONST_18  C1    C6   C5   C4     0.00   0.0  0
 APQ  CONST_19  N3    C3   C2   C9     0.00   0.0  0
 APQ  CONST_20  C4    C3   C2   C9   180.00   0.0  0
 APQ  CONST_21  C6    C1   C2   C9   180.00   0.0  0
 APQ  CONST_22  N4    C6   C1   C2   180.00   0.0  0
 APQ  CONST_23  N2    C8   N3   C3   180.00   0.0  0
 APQ  CONST_24  O1    C7   C4   C3   180.00   0.0  0
 APQ  CONST_25  O1    C7   N1   C8   180.00   0.0  0
 APQ  CONST_26  N2    C8   N1   C7   180.00   0.0  0
 APQ  CONST_27  C5    C4   C7   O1     0.00   0.0  0
 APQ  CONST_28  N4    C6   C5   C4   180.00   0.0  0
 APQ  CONST_29  H11   C1   C2   C3   180.00   0.0  0
 APQ  CONST_30  H51   C5   C4   C3   180.00   0.0  0
 APQ  CONST_31  HN11  N1   C8   N3   180.00   0.0  0
 APQ  CONST_32  HN21  N2   C8   N3     0.00   0.0  0
 APQ  Var_01    C3    C2   C9   S1   -87.62  30.0  2
 APQ  Var_02    C2    C9   S1   C10  176.36  30.0  3
 APQ  Var_03    S1    C10  C11  C12  178.07  30.0  1
 APQ  Var_04    H121  C12  C11  C10  178.74  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
 APQ  plan-1  C9    0.020
 APQ  plan-1  C2    0.020
 APQ  plan-1  C3    0.020
 APQ  plan-1  N3    0.020
 APQ  plan-1  C8    0.020
 APQ  plan-1  N1    0.020
 APQ  plan-1  C7    0.020
 APQ  plan-1  O1    0.020
 APQ  plan-1  C4    0.020
 APQ  plan-1  C5    0.020
 APQ  plan-1  C6    0.020
 APQ  plan-1  N4    0.020
 APQ  plan-1  C1    0.020
 APQ  plan-1  N2    0.020
 APQ  plan-1  HN11  0.020
 APQ  plan-1  H51   0.020
 APQ  plan-1  H11   0.020
 APQ  plan-2  C6    0.020
 APQ  plan-2  N4    0.020
 APQ  plan-2  HN41  0.020
 APQ  plan-2  HN42  0.020
 APQ  plan-3  C8    0.020
 APQ  plan-3  N2    0.020
 APQ  plan-3  HN21  0.020
 APQ  plan-3  HN22  0.020

