# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 08:07:13 2022
#   Inital geometry file: a 111 line input string
#   Ligand name: (4R)-2-[(1,3-benzoxazol-2-yl)amino]-4-(4-chloro-1H-pyrazol-5-yl)-4,6,7,8-tetrahydroquinazolin-5(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cn[nH]c1[C@@H]2N=C(NC3=C2C(=O)CCC3)Nc4oc5ccccc5n4
#
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
 4QI  4QI  "(4R)-2-[(1,3-benzoxazol-2-yl)amino]-4-(4-chloro-1H-pyrazol-5-yl)-4,6,7,8-tetrahydroquinazolin-5(1H)-one"  ligand  42  27  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4QI
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
 4QI  C1    C   CR56  0   0.170  19.5219  -33.9242   -8.9590
 4QI  C2    C   CR56  0   0.343  20.2357  -33.7924  -10.1454
 4QI  C3    C   CR16  0  -0.336  20.0535  -32.7733  -11.0525
 4QI  C4    C   CR16  0  -0.273  19.0892  -31.8311  -10.7067
 4QI  C5    C   CR16  0  -0.262  18.3596  -31.9348   -9.5194
 4QI  C6    C   CR16  0  -0.327  18.5602  -32.9805   -8.6266
 4QI  O7    O   O     0  -0.435  21.1035  -34.8417  -10.2086
 4QI  C8    C   CR5   0   0.703  20.8555  -35.5458   -9.0923
 4QI  N9    N   N     0  -0.483  19.9450  -35.0739   -8.3133
 4QI  C13   C   CR16  0  -0.236  22.5604  -38.1677  -11.9878
 4QI  C15   C   CR6   0   0.413  23.7262  -39.2272  -10.0939
 4QI  C19   C   C     0   0.379  23.7386  -40.4303  -12.2252
 4QI  N25   N   NR15  0  -0.490  24.7635  -37.1174  -12.6242
 4QI  C27   C   CR15  0  -0.035  24.2908  -35.4893  -13.8685
 4QI  C28   C   CR5   0  -0.300  23.0840  -36.1097  -13.5187
 4QI  N10   N   NH1   0  -0.783  21.6264  -36.6355   -8.8358
 4QI  C14   C   CR6   0  -0.212  23.3700  -39.2940  -11.3991
 4QI  O23   O   O     0  -0.427  23.4080  -40.4908  -13.3991
 4QI  C20   C   CH2   0  -0.566  24.5207  -41.5372  -11.5589
 4QI  C21   C   CH2   0  -0.464  25.4053  -41.0198  -10.4331
 4QI  C22   C   CH2   0  -0.532  24.5810  -40.2459   -9.4174
 4QI  N12   N   N     0  -0.400  21.7732  -37.4592  -10.9924
 4QI  N16   N   NR16  0  -0.740  23.2554  -38.1968   -9.3346
 4QI  C11   C   CR6   0   0.661  22.2085  -37.4341   -9.8057
 4QI  CL29  CL  CL    0  -0.141  21.5012  -35.6522  -13.9811
 4QI  N26   N   N     0  -0.260  25.3071  -36.1219  -13.3131
 4QI  C24   C   CR5   0   0.538  23.4240  -37.1707  -12.7082
 4QI  H3    H   HCR6  0   0.274  20.6197  -32.7070  -11.9719
 4QI  H4    H   HCR6  0   0.262  18.9003  -31.0021  -11.3755
 4QI  H5    H   HCR6  0   0.259  17.6174  -31.1810   -9.2922
 4QI  H6    H   HCR6  0   0.263  17.9874  -33.0579   -7.7121
 4QI  H15   H   HCR6  0   0.276  21.8626  -38.5743  -12.7246
 4QI  H30   H   HNR5  0   0.424  25.3587  -37.7527  -12.1125
 4QI  H27   H   HCR5  0   0.276  24.4435  -34.6230  -14.4936
 4QI  H40   H   HNH1  0   0.434  21.5601  -36.9897   -7.8910
 4QI  H201  H   HCH2  0   0.267  23.7972  -42.2556  -11.1556
 4QI  H202  H   HCH2  0   0.267  25.1035  -42.0661  -12.3140
 4QI  H211  H   HCH2  0   0.258  25.9116  -41.8504   -9.9416
 4QI  H212  H   HCH2  0   0.246  26.1830  -40.3695  -10.8418
 4QI  H222  H   HCH2  0   0.281  23.9271  -40.9241   -8.8580
 4QI  H221  H   HCH2  0   0.281  25.2226  -39.7571   -8.6799
 4QI  H18   H   HNR6  0   0.427  23.5666  -38.0986   -8.3789

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
 4QI  CL29  C28   single    1.711  0.020  1.711
 4QI  C27   C28   aromatic  1.401  0.020  1.401
 4QI  C27   N26   aromatic  1.320  0.020  1.320
 4QI  C28   C24   aromatic  1.378  0.020  1.378
 4QI  O23   C19   double    1.221  0.020  1.221
 4QI  N26   N25   aromatic  1.327  0.020  1.327
 4QI  C24   N25   aromatic  1.343  0.020  1.343
 4QI  C24   C13   single    1.503  0.020  1.503
 4QI  C19   C20   single    1.510  0.020  1.510
 4QI  C19   C14   single    1.452  0.020  1.452
 4QI  C13   C14   single    1.507  0.020  1.507
 4QI  C13   N12   single    1.453  0.020  1.453
 4QI  C20   C21   single    1.522  0.020  1.522
 4QI  C14   C15   double    1.355  0.020  1.355
 4QI  N12   C11   double    1.264  0.020  1.264
 4QI  C3    C4    aromatic  1.392  0.020  1.392
 4QI  C3    C2    aromatic  1.376  0.020  1.376
 4QI  C4    C5    aromatic  1.397  0.020  1.397
 4QI  O7    C2    aromatic  1.363  0.020  1.363
 4QI  O7    C8    aromatic  1.343  0.020  1.343
 4QI  C21   C22   single    1.520  0.020  1.520
 4QI  C2    C1    aromatic  1.391  0.020  1.391
 4QI  C15   C22   single    1.492  0.020  1.492
 4QI  C15   N16   single    1.364  0.020  1.364
 4QI  C11   N16   single    1.378  0.020  1.378
 4QI  C11   N10   single    1.385  0.020  1.385
 4QI  C8    N10   single    1.359  0.020  1.359
 4QI  C8    N9    aromatic  1.288  0.020  1.288
 4QI  C5    C6    aromatic  1.390  0.020  1.390
 4QI  C1    C6    aromatic  1.388  0.020  1.388
 4QI  C1    N9    aromatic  1.385  0.020  1.385
 4QI  C3    H3    single    0.930  0.020  1.080
 4QI  C4    H4    single    0.930  0.020  1.080
 4QI  C5    H5    single    0.930  0.020  1.080
 4QI  C6    H6    single    0.930  0.020  1.080
 4QI  C13   H15   single    0.970  0.020  1.090
 4QI  N25   H30   single    0.860  0.020  1.020
 4QI  C27   H27   single    0.930  0.020  1.080
 4QI  N10   H40   single    0.860  0.020  1.020
 4QI  C20   H201  single    0.970  0.020  1.090
 4QI  C20   H202  single    0.970  0.020  1.090
 4QI  C21   H211  single    0.970  0.020  1.090
 4QI  C21   H212  single    0.970  0.020  1.090
 4QI  C22   H222  single    0.970  0.020  1.090
 4QI  C22   H221  single    0.970  0.020  1.090
 4QI  N16   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
 4QI  N9    C1   C6    131.65  3.000
 4QI  N9    C1   C2    108.64  3.000
 4QI  C6    C1   C2    119.71  3.000
 4QI  O7    C2   C3    128.58  3.000
 4QI  O7    C2   C1    107.06  3.000
 4QI  C3    C2   C1    124.36  3.000
 4QI  H3    C3   C4    122.16  3.000
 4QI  H3    C3   C2    122.42  3.000
 4QI  C4    C3   C2    115.42  3.000
 4QI  H4    C4   C5    119.40  3.000
 4QI  H4    C4   C3    119.09  3.000
 4QI  C5    C4   C3    121.51  3.000
 4QI  H5    C5   C6    119.24  3.000
 4QI  H5    C5   C4    119.00  3.000
 4QI  C6    C5   C4    121.76  3.000
 4QI  H6    C6   C5    121.37  3.000
 4QI  H6    C6   C1    121.39  3.000
 4QI  C5    C6   C1    117.25  3.000
 4QI  C8    O7   C2    104.33  3.000
 4QI  N10   C8   N9    125.49  3.000
 4QI  N9    C8   O7    116.19  3.000
 4QI  N10   C8   O7    118.19  3.000
 4QI  C8    N9   C1    103.78  3.000
 4QI  H15   C13  C24   106.89  3.000
 4QI  H15   C13  N12   107.29  3.000
 4QI  C24   C13  N12   108.43  3.000
 4QI  H15   C13  C14   109.16  3.000
 4QI  N12   C13  C14   112.82  3.000
 4QI  C24   C13  C14   111.99  3.000
 4QI  N16   C15  C22   117.46  3.000
 4QI  N16   C15  C14   118.88  3.000
 4QI  C22   C15  C14   123.64  3.000
 4QI  C20   C19  O23   121.88  3.000
 4QI  C20   C19  C14   116.99  3.000
 4QI  O23   C19  C14   121.12  3.000
 4QI  H30   N25  C24   126.48  3.000
 4QI  H30   N25  N26   119.57  3.000
 4QI  C24   N25  N26   113.94  3.000
 4QI  H27   C27  N26   121.31  3.000
 4QI  H27   C27  C28   128.45  3.000
 4QI  N26   C27  C28   110.24  3.000
 4QI  C24   C28  CL29  126.38  3.000
 4QI  C24   C28  C27   105.98  3.000
 4QI  CL29  C28  C27   127.64  3.000
 4QI  H40   N10  C11   118.69  3.000
 4QI  H40   N10  C8    114.83  3.000
 4QI  C11   N10  C8    124.65  3.000
 4QI  C19   C14  C15   121.32  3.000
 4QI  C15   C14  C13   118.74  3.000
 4QI  C19   C14  C13   119.93  3.000
 4QI  H202  C20  H201  106.83  3.000
 4QI  H202  C20  C21   111.49  3.000
 4QI  H201  C20  C21   109.52  3.000
 4QI  H202  C20  C19   109.07  3.000
 4QI  H201  C20  C19   107.50  3.000
 4QI  C21   C20  C19   112.21  3.000
 4QI  H212  C21  H211  106.95  3.000
 4QI  H212  C21  C22   109.44  3.000
 4QI  H211  C21  C22   109.79  3.000
 4QI  H212  C21  C20   109.82  3.000
 4QI  H211  C21  C20   110.14  3.000
 4QI  C22   C21  C20   110.62  3.000
 4QI  H221  C22  H222  106.43  3.000
 4QI  H221  C22  C21   111.12  3.000
 4QI  H222  C22  C21   110.47  3.000
 4QI  H221  C22  C15   109.69  3.000
 4QI  H222  C22  C15   108.19  3.000
 4QI  C21   C22  C15   110.81  3.000
 4QI  C11   N12  C13   117.78  3.000
 4QI  H18   N16  C11   120.25  3.000
 4QI  H18   N16  C15   119.60  3.000
 4QI  C11   N16  C15   119.34  3.000
 4QI  N16   C11  N12   124.85  3.000
 4QI  N16   C11  N10   113.51  3.000
 4QI  N12   C11  N10   121.62  3.000
 4QI  C27   N26  N25   105.22  3.000
 4QI  C28   C24  N25   104.62  3.000
 4QI  N25   C24  C13   124.71  3.000
 4QI  C28   C24  C13   130.62  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
 4QI  CONST_01  C4    C3   C2   C1       0.00   0.0  0
 4QI  CONST_02  C8    O7   C2   C1       0.00   0.0  0
 4QI  CONST_03  C4    C5   C6   C1       0.00   0.0  0
 4QI  CONST_04  O7    C8   N9   C1       0.00   0.0  0
 4QI  CONST_05  C5    C4   C3   C2       0.00   0.0  0
 4QI  CONST_06  N9    C8   O7   C2       0.00   0.0  0
 4QI  CONST_07  C5    C6   C1   C2       0.00   0.0  0
 4QI  CONST_08  C8    N9   C1   C2       0.00   0.0  0
 4QI  CONST_09  C6    C5   C4   C3       0.00   0.0  0
 4QI  CONST_10  C8    O7   C2   C3     180.00   0.0  0
 4QI  CONST_11  C6    C1   C2   C3       0.00   0.0  0
 4QI  CONST_12  N9    C1   C2   C3     180.00   0.0  0
 4QI  CONST_13  O7    C2   C3   C4     180.00   0.0  0
 4QI  CONST_14  N9    C1   C6   C5     180.00   0.0  0
 4QI  CONST_15  O7    C2   C1   C6     180.00   0.0  0
 4QI  CONST_16  C8    N9   C1   C6     180.00   0.0  0
 4QI  CONST_17  N9    C1   C2   O7       0.00   0.0  0
 4QI  CONST_18  C28   C27  N26  N25      0.00   0.0  0
 4QI  CONST_19  C27   C28  C24  N25      0.00   0.0  0
 4QI  CONST_20  C24   N25  N26  C27      0.00   0.0  0
 4QI  CONST_21  N26   N25  C24  C28      0.00   0.0  0
 4QI  CONST_22  C24   C28  C27  N26      0.00   0.0  0
 4QI  CONST_23  C27   C28  C24  C13    180.00   0.0  0
 4QI  CONST_24  N26   N25  C24  C13    180.00   0.0  0
 4QI  CONST_25  N16   C11  N12  C13      0.00   0.0  0
 4QI  CONST_26  N12   C11  N16  C15      0.00   0.0  0
 4QI  CONST_27  N10   C8   N9   C1     180.00   0.0  0
 4QI  CONST_28  N10   C8   O7   C2     180.00   0.0  0
 4QI  CONST_29  CL29  C28  C24  C13      0.00   0.0  0
 4QI  CONST_30  CL29  C28  C24  N25    180.00   0.0  0
 4QI  CONST_31  N26   C27  C28  CL29   180.00   0.0  0
 4QI  CONST_36  N10   C11  N12  C13    180.00   0.0  0
 4QI  CONST_37  N10   C11  N16  C15    180.00   0.0  0
 4QI  CONST_38  H3    C3   C2   C1     180.00   0.0  0
 4QI  CONST_39  H5    C5   C6   C1     180.00   0.0  0
 4QI  CONST_40  H4    C4   C3   C2     180.00   0.0  0
 4QI  CONST_41  H6    C6   C1   C2     180.00   0.0  0
 4QI  CONST_42  H5    C5   C4   C3     180.00   0.0  0
 4QI  CONST_43  H6    C6   C5   C4     180.00   0.0  0
 4QI  CONST_44  H3    C3   C4   C5     180.00   0.0  0
 4QI  CONST_45  H4    C4   C5   C6     180.00   0.0  0
 4QI  CONST_46  H3    C3   C2   O7       0.00   0.0  0
 4QI  CONST_47  H6    C6   C1   N9       0.00   0.0  0
 4QI  CONST_48  H30   N25  C24  C13      0.00   0.0  0
 4QI  CONST_49  H27   C27  N26  N25    180.00   0.0  0
 4QI  CONST_50  H30   N25  N26  C27    180.00   0.0  0
 4QI  CONST_51  H30   N25  C24  C28    180.00   0.0  0
 4QI  CONST_52  H27   C27  C28  C24    180.00   0.0  0
 4QI  CONST_53  H18   N16  C11  N12    180.00   0.0  0
 4QI  CONST_54  H40   N10  C8   O7     180.00   0.0  0
 4QI  CONST_55  H40   N10  C8   N9       0.00   0.0  0
 4QI  CONST_56  H18   N16  C11  N10      0.00   0.0  0
 4QI  Var_01    C20   C19  C14  C13   -178.52  30.0  1
 4QI  Var_02    C22   C15  C14  C13   -176.92  30.0  1
 4QI  Var_03    N16   C15  C14  C13      4.94  30.0  1
 4QI  Var_04    C20   C19  C14  C15      0.71  30.0  1
 4QI  Var_05    C20   C21  C22  C15    -50.09  30.0  1
 4QI  Var_06    C22   C21  C20  C19     55.38  30.0  1
 4QI  Var_07    C22   C15  C14  C19      3.84  30.0  1
 4QI  Var_08    N16   C15  C14  C19   -174.30  30.0  1
 4QI  Var_09    C21   C20  C19  C14    -30.52  30.0  1
 4QI  Var_10    C21   C22  C15  C14     21.68  30.0  1
 4QI  Var_11    C11   N16  C15  C14     14.66  30.0  1
 4QI  Var_12    N16   C15  C22  C21   -160.15  30.0  1
 4QI  Var_13    C11   N16  C15  C22   -163.60  30.0  1
 4QI  Var_14    O23   C19  C14  C13      0.29  30.0  1
 4QI  Var_15    O23   C19  C14  C15    179.52  30.0  1
 4QI  Var_16    C21   C20  C19  O23    150.68  30.0  1
 4QI  Var_17    H211  C21  C22  C15   -171.86  30.0  1
 4QI  Var_18    H212  C21  C22  C15     71.04  30.0  1
 4QI  Var_19    H211  C21  C20  C19    176.93  30.0  1
 4QI  Var_20    H212  C21  C20  C19    -65.53  30.0  1
 4QI  Var_21    H201  C20  C19  C14     89.96  30.0  1
 4QI  Var_22    H202  C20  C19  C14   -154.56  30.0  1
 4QI  Var_23    H222  C22  C15  C14    -99.57  30.0  1
 4QI  Var_24    H221  C22  C15  C14    144.73  30.0  1
 4QI  Var_25    H18   N16  C15  C14   -175.61  30.0  1
 4QI  Var_26    H222  C22  C21  C20     69.80  30.0  1
 4QI  Var_27    H221  C22  C21  C20   -172.32  30.0  1
 4QI  Var_28    H201  C20  C21  C22    -63.92  30.0  1
 4QI  Var_29    H202  C20  C21  C22    178.06  30.0  1
 4QI  Var_30    H18   N16  C15  C22      6.14  30.0  1
 4QI  Var_31    H222  C22  C15  N16     78.60  30.0  1
 4QI  Var_32    H221  C22  C15  N16    -37.11  30.0  1
 4QI  Var_33    H201  C20  C19  O23    -88.85  30.0  1
 4QI  Var_34    H202  C20  C19  O23     26.64  30.0  1

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
 4QI  chir_01  C13  C24  C14  N12  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
 4QI  plan-1  C13   0.020
 4QI  plan-1  N25   0.020
 4QI  plan-1  C27   0.020
 4QI  plan-1  C28   0.020
 4QI  plan-1  CL29  0.020
 4QI  plan-1  N26   0.020
 4QI  plan-1  C24   0.020
 4QI  plan-1  H30   0.020
 4QI  plan-1  H27   0.020
 4QI  plan-2  C1    0.020
 4QI  plan-2  C2    0.020
 4QI  plan-2  C3    0.020
 4QI  plan-2  C4    0.020
 4QI  plan-2  C5    0.020
 4QI  plan-2  C6    0.020
 4QI  plan-2  O7    0.020
 4QI  plan-2  C8    0.020
 4QI  plan-2  N9    0.020
 4QI  plan-2  N10   0.020
 4QI  plan-2  H3    0.020
 4QI  plan-2  H4    0.020
 4QI  plan-2  H5    0.020
 4QI  plan-2  H6    0.020
 4QI  plan-3  C8    0.020
 4QI  plan-3  C13   0.020
 4QI  plan-3  C15   0.020
 4QI  plan-3  N10   0.020
 4QI  plan-3  N12   0.020
 4QI  plan-3  N16   0.020
 4QI  plan-3  C11   0.020
 4QI  plan-3  H40   0.020
 4QI  plan-3  H18   0.020
 4QI  plan-4  C19   0.020
 4QI  plan-4  C14   0.020
 4QI  plan-4  O23   0.020
 4QI  plan-4  C20   0.020

