# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 16:04:54 2021
#   Inital geometry file: a 132 line input string
#   Ligand name: 3-(2-chlorophenyl)-6-(1,3-dimethyl-5-oxidanyl-pyrazol-4-yl)carbonyl-1,5-dimethyl-quinazoline-2,4-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(C)c(c1O)C(=O)c2ccc3N(C)C(=O)N(C(=O)c3c2C)c4ccccc4Cl
#
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
 ED3  ED3  3-(2-chlorophenyl)-6-(1,3-dimethyl-5-oxidanyl-pyrazol-4-yl)carbonyl-1,5-dimethyl-quinazoline-2,4-dione  ligand  50  31  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ED3
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
 ED3  C1   C   CR6   0  -0.088   1.8274  -2.3245  83.6248
 ED3  C2   C   CR16  0  -0.238   2.0355  -1.3469  84.5903
 ED3  C3   C   CR16  0  -0.363   1.0306  -0.9657  85.4473
 ED3  C4   C   CR66  0   0.453  -0.2306  -1.5538  85.3383
 ED3  C5   C   CR66  0  -0.145  -0.4581  -2.5227  84.3465
 ED3  C6   C   CR6   0   0.078   0.5796  -2.9212  83.4767
 ED3  C8   C   CR6   0   0.723  -2.5100  -1.6856  86.1531
 ED3  C10  C   CR6   0   0.573  -1.7994  -3.1068  84.2427
 ED3  C12  C   CH3   0  -0.734   0.3901  -3.9508  82.3978
 ED3  C13  C   C     0   0.324   2.9942  -2.6800  82.7624
 ED3  C14  C   CR5   0  -0.339   3.7488  -3.8617  83.0572
 ED3  C24  C   CR5   0   0.662   4.8551  -4.2249  82.2877
 ED3  C27  C   CR5   0   0.260   3.6812  -4.8773  84.0529
 ED3  C31  C   CH3   0  -0.757   2.7138  -5.0246  85.1735
 ED3  N7   N   NR6   0  -0.623  -1.2380  -1.1715  86.2070
 ED3  N9   N   NR6   0  -0.702  -2.7342  -2.6110  85.1478
 ED3  N25  N   NR5   0  -0.331   5.3556  -5.3395  82.8042
 ED3  N26  N   N     0  -0.307   4.6433  -5.7475  83.8912
 ED3  O11  O   O     0  -0.417  -2.1422  -3.9525  83.4520
 ED3  O15  O   O     0  -0.444   3.3309  -1.9377  81.8416
 ED3  O17  O   O     0  -0.459  -3.3919  -1.3643  86.9111
 ED3  O30  O   OH1   0  -0.594   5.3777  -3.6367  81.2365
 ED3  C16  C   CR6   0   0.398  -4.0392  -3.1753  85.0965
 ED3  C19  C   CR6   0  -0.068  -4.3333  -4.3165  85.8293
 ED3  C20  C   CR16  0  -0.231  -5.5989  -4.8766  85.7778
 ED3  C21  C   CR16  0  -0.250  -6.5729  -4.2887  84.9865
 ED3  C22  C   CR16  0  -0.258  -6.2856  -3.1491  84.2509
 ED3  C23  C   CR16  0  -0.264  -5.0173  -2.5960  84.3088
 ED3  CL1  CL  CL    0  -0.104  -3.1126  -5.0357  86.8085
 ED3  H1   H   HCR6  0   0.278   3.0073  -0.8804  84.6890
 ED3  H2   H   HCR6  0   0.301   1.2432  -0.2105  86.1866
 ED3  H3   H   HCH3  0   0.259   0.0620  -4.9082  82.7975
 ED3  H4   H   HCH3  0   0.266  -0.3634  -3.6395  81.6767
 ED3  H5   H   HCH3  0   0.248   1.3146  -4.1215  81.8511
 ED3  H8   H   HCH3  0   0.290  -1.8561  -0.0348  87.8281
 ED3  H9   H   HCH3  0   0.263  -0.1729  -0.5611  87.9115
 ED3  H10  H   HCH3  0   0.263  -0.6458   0.7526  86.8140
 ED3  H11  H   HCH3  0   0.273   6.6618  -6.9031  83.0330
 ED3  H12  H   HCH3  0   0.263   6.2750  -6.5330  81.3459
 ED3  H13  H   HCH3  0   0.263   7.3712  -5.4791  82.2552
 ED3  H14  H   HCH3  0   0.262   2.9965  -5.8637  85.8063
 ED3  H15  H   HCH3  0   0.254   2.6786  -4.1280  85.7912
 ED3  H16  H   HCH3  0   0.253   1.7032  -5.2080  84.8092
 ED3  H18  H   HCR6  0   0.287  -5.8184  -5.7660  86.3515
 ED3  H19  H   HCR6  0   0.275  -7.5611  -4.7264  84.9476
 ED3  H20  H   HCR6  0   0.272  -7.0448  -2.6910  83.6327
 ED3  H21  H   HCR6  0   0.275  -4.7766  -1.7063  83.7427
 ED3  H6   H   HOH1  0   0.490   4.8385  -2.8316  81.0884
 ED3  C18  C   CH3   0  -0.563  -0.9568  -0.1980  87.2470
 ED3  C28  C   CH3   0  -0.529   6.4803  -6.1011  82.3248

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
 ED3  O30  C24  single    1.313  0.020  1.313
 ED3  O15  C13  double    1.230  0.020  1.230
 ED3  C24  C14  aromatic  1.396  0.020  1.396
 ED3  C24  N25  aromatic  1.327  0.020  1.327
 ED3  C12  C6   single    1.503  0.020  1.503
 ED3  C13  C14  single    1.433  0.020  1.433
 ED3  C13  C1   single    1.494  0.020  1.494
 ED3  C28  N25  single    1.440  0.020  1.440
 ED3  C14  C27  aromatic  1.424  0.020  1.424
 ED3  N25  N26  aromatic  1.362  0.020  1.362
 ED3  O11  C10  double    1.207  0.020  1.207
 ED3  C6   C1   aromatic  1.391  0.020  1.391
 ED3  C6   C5   aromatic  1.412  0.020  1.412
 ED3  C1   C2   aromatic  1.390  0.020  1.390
 ED3  N26  C27  aromatic  1.307  0.020  1.307
 ED3  C27  C31  single    1.488  0.020  1.488
 ED3  C10  C5   single    1.467  0.020  1.467
 ED3  C10  N9   single    1.392  0.020  1.392
 ED3  C5   C4   aromatic  1.405  0.020  1.405
 ED3  C22  C23  aromatic  1.385  0.020  1.385
 ED3  C22  C21  aromatic  1.386  0.020  1.386
 ED3  C23  C16  aromatic  1.383  0.020  1.383
 ED3  C2   C3   aromatic  1.375  0.020  1.375
 ED3  C21  C20  aromatic  1.386  0.020  1.386
 ED3  C16  N9   single    1.423  0.020  1.423
 ED3  C16  C19  aromatic  1.388  0.020  1.388
 ED3  N9   C8   single    1.385  0.020  1.385
 ED3  C4   C3   aromatic  1.396  0.020  1.396
 ED3  C4   N7   single    1.384  0.020  1.384
 ED3  C20  C19  aromatic  1.385  0.020  1.385
 ED3  C19  CL1  single    1.722  0.020  1.722
 ED3  C8   N7   single    1.373  0.020  1.373
 ED3  C8   O17  double    1.206  0.020  1.206
 ED3  N7   C18  single    1.452  0.020  1.452
 ED3  C2   H1   single    0.930  0.020  1.080
 ED3  C3   H2   single    0.930  0.020  1.080
 ED3  C12  H3   single    0.970  0.020  1.090
 ED3  C12  H4   single    0.970  0.020  1.090
 ED3  C12  H5   single    0.970  0.020  1.090
 ED3  C18  H8   single    0.970  0.020  1.090
 ED3  C18  H9   single    0.970  0.020  1.090
 ED3  C18  H10  single    0.970  0.020  1.090
 ED3  C28  H11  single    0.970  0.020  1.090
 ED3  C28  H12  single    0.970  0.020  1.090
 ED3  C28  H13  single    0.970  0.020  1.090
 ED3  C31  H14  single    0.970  0.020  1.090
 ED3  C31  H15  single    0.970  0.020  1.090
 ED3  C31  H16  single    0.970  0.020  1.090
 ED3  C20  H18  single    0.930  0.020  1.080
 ED3  C21  H19  single    0.930  0.020  1.080
 ED3  C22  H20  single    0.930  0.020  1.080
 ED3  C23  H21  single    0.930  0.020  1.080
 ED3  O30  H6   single    0.850  0.020  0.980

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
 ED3  C13  C1   C6   122.49  3.000
 ED3  C6   C1   C2   120.67  3.000
 ED3  C13  C1   C2   116.84  3.000
 ED3  H1   C2   C3   118.68  3.000
 ED3  H1   C2   C1   120.07  3.000
 ED3  C3   C2   C1   121.25  3.000
 ED3  H2   C3   C4   121.80  3.000
 ED3  H2   C3   C2   118.53  3.000
 ED3  C4   C3   C2   119.67  3.000
 ED3  N7   C4   C5   121.04  3.000
 ED3  N7   C4   C3   119.49  3.000
 ED3  C5   C4   C3   119.47  3.000
 ED3  C10  C5   C6   121.08  3.000
 ED3  C10  C5   C4   118.21  3.000
 ED3  C6   C5   C4   120.71  3.000
 ED3  C12  C6   C5   122.88  3.000
 ED3  C5   C6   C1   118.21  3.000
 ED3  C12  C6   C1   118.90  3.000
 ED3  O17  C8   N9   121.05  3.000
 ED3  O17  C8   N7   123.56  3.000
 ED3  N9   C8   N7   115.39  3.000
 ED3  O11  C10  N9   118.98  3.000
 ED3  N9   C10  C5   115.22  3.000
 ED3  O11  C10  C5   125.80  3.000
 ED3  H5   C12  H4   107.48  3.000
 ED3  H5   C12  H3   107.63  3.000
 ED3  H4   C12  H3   106.64  3.000
 ED3  H5   C12  C6   111.17  3.000
 ED3  H4   C12  C6   111.52  3.000
 ED3  H3   C12  C6   112.14  3.000
 ED3  O15  C13  C14  120.51  3.000
 ED3  C14  C13  C1   119.26  3.000
 ED3  O15  C13  C1   120.17  3.000
 ED3  C27  C14  C24  103.75  3.000
 ED3  C27  C14  C13  135.01  3.000
 ED3  C24  C14  C13  121.24  3.000
 ED3  O30  C24  N25  122.54  3.000
 ED3  N25  C24  C14  107.64  3.000
 ED3  O30  C24  C14  129.82  3.000
 ED3  N26  C27  C31  120.38  3.000
 ED3  C31  C27  C14  128.92  3.000
 ED3  N26  C27  C14  110.69  3.000
 ED3  H16  C31  H15  107.34  3.000
 ED3  H16  C31  H14  107.79  3.000
 ED3  H15  C31  H14  108.25  3.000
 ED3  H16  C31  C27  111.59  3.000
 ED3  H15  C31  C27  111.51  3.000
 ED3  H14  C31  C27  110.21  3.000
 ED3  C18  N7   C8   117.30  3.000
 ED3  C18  N7   C4   119.59  3.000
 ED3  C8   N7   C4   123.11  3.000
 ED3  C16  N9   C10  116.82  3.000
 ED3  C16  N9   C8   116.09  3.000
 ED3  C10  N9   C8   126.96  3.000
 ED3  N26  N25  C28  121.03  3.000
 ED3  N26  N25  C24  111.41  3.000
 ED3  C28  N25  C24  127.54  3.000
 ED3  N25  N26  C27  106.51  3.000
 ED3  H6   O30  C24  105.66  3.000
 ED3  C23  C16  C19  119.69  3.000
 ED3  C19  C16  N9   120.10  3.000
 ED3  C23  C16  N9   120.21  3.000
 ED3  CL1  C19  C20  120.00  3.000
 ED3  CL1  C19  C16  119.56  3.000
 ED3  C20  C19  C16  120.44  3.000
 ED3  H18  C20  C21  120.62  3.000
 ED3  H18  C20  C19  119.91  3.000
 ED3  C21  C20  C19  119.46  3.000
 ED3  H19  C21  C22  120.20  3.000
 ED3  H19  C21  C20  119.41  3.000
 ED3  C22  C21  C20  120.40  3.000
 ED3  H20  C22  C23  119.86  3.000
 ED3  H20  C22  C21  120.41  3.000
 ED3  C23  C22  C21  119.73  3.000
 ED3  H21  C23  C22  120.70  3.000
 ED3  H21  C23  C16  119.03  3.000
 ED3  C22  C23  C16  120.28  3.000
 ED3  H10  C18  H9   109.12  3.000
 ED3  H10  C18  H8   108.58  3.000
 ED3  H9   C18  H8   108.68  3.000
 ED3  H10  C18  N7   110.82  3.000
 ED3  H9   C18  N7   110.65  3.000
 ED3  H8   C18  N7   108.94  3.000
 ED3  H13  C28  H12  108.86  3.000
 ED3  H13  C28  H11  109.09  3.000
 ED3  H12  C28  H11  108.96  3.000
 ED3  H13  C28  N25  110.99  3.000
 ED3  H12  C28  N25  111.19  3.000
 ED3  H11  C28  N25  107.71  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
 ED3  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 ED3  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 ED3  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 ED3  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 ED3  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 ED3  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 ED3  CONST_07  N26  N25  C24  C14     0.00   0.0  0
 ED3  CONST_08  N25  N26  C27  C14     0.00   0.0  0
 ED3  CONST_09  N26  C27  C14  C24     0.00   0.0  0
 ED3  CONST_10  C27  N26  N25  C24     0.00   0.0  0
 ED3  CONST_11  N25  C24  C14  C27     0.00   0.0  0
 ED3  CONST_12  C21  C22  C23  C16     0.00   0.0  0
 ED3  CONST_13  C21  C20  C19  C16     0.00   0.0  0
 ED3  CONST_14  C22  C23  C16  C19     0.00   0.0  0
 ED3  CONST_15  C22  C21  C20  C19     0.00   0.0  0
 ED3  CONST_16  C23  C22  C21  C20     0.00   0.0  0
 ED3  CONST_17  C23  C16  C19  C20     0.00   0.0  0
 ED3  CONST_18  C22  C23  C16  N9    180.00   0.0  0
 ED3  CONST_19  C20  C19  C16  N9    180.00   0.0  0
 ED3  CONST_20  N9   C8   N7   C4      0.00   0.0  0
 ED3  CONST_21  C16  N9   C10  C5    180.00   0.0  0
 ED3  CONST_22  C8   N9   C10  C5      0.00   0.0  0
 ED3  CONST_23  N7   C8   N9   C10     0.00   0.0  0
 ED3  CONST_24  C16  N9   C8   N7    180.00   0.0  0
 ED3  CONST_25  C12  C6   C1   C2    180.00   0.0  0
 ED3  CONST_26  C13  C1   C2   C3    180.00   0.0  0
 ED3  CONST_27  C12  C6   C5   C4    180.00   0.0  0
 ED3  CONST_28  C13  C1   C6   C5    180.00   0.0  0
 ED3  CONST_29  C12  C6   C5   C10     0.00   0.0  0
 ED3  CONST_30  N25  C24  C14  C13   180.00   0.0  0
 ED3  CONST_31  N26  C27  C14  C13   180.00   0.0  0
 ED3  CONST_32  C28  N25  C24  C14   180.00   0.0  0
 ED3  CONST_33  C31  C27  C14  C24   180.00   0.0  0
 ED3  CONST_34  O30  C24  C14  C27   180.00   0.0  0
 ED3  CONST_35  C28  N25  N26  C27   180.00   0.0  0
 ED3  CONST_36  N25  N26  C27  C31   180.00   0.0  0
 ED3  CONST_37  CL1  C19  C16  N9      0.00   0.0  0
 ED3  CONST_38  O30  C24  N25  N26   180.00   0.0  0
 ED3  CONST_39  CL1  C19  C20  C21   180.00   0.0  0
 ED3  CONST_40  CL1  C19  C16  C23   180.00   0.0  0
 ED3  CONST_41  O17  C8   N7   C4    180.00   0.0  0
 ED3  CONST_42  O11  C10  N9   C8    180.00   0.0  0
 ED3  CONST_43  O17  C8   N9   C10   180.00   0.0  0
 ED3  CONST_44  N9   C8   N7   C18   180.00   0.0  0
 ED3  CONST_45  C16  N9   C10  O11     0.00   0.0  0
 ED3  CONST_46  C16  N9   C8   O17     0.00   0.0  0
 ED3  CONST_47  H2   C3   C2   C1    180.00   0.0  0
 ED3  CONST_48  H1   C2   C3   C4    180.00   0.0  0
 ED3  CONST_49  H21  C23  C16  N9      0.00   0.0  0
 ED3  CONST_50  H20  C22  C23  C16   180.00   0.0  0
 ED3  CONST_51  H18  C20  C19  C16   180.00   0.0  0
 ED3  CONST_52  H19  C21  C20  C19   180.00   0.0  0
 ED3  CONST_53  O17  C8   N7   C18     0.00   0.0  0
 ED3  Var_01    C23  C16  N9   C8     91.98  30.0  2
 ED3  Var_02    C24  C14  C13  C1   -179.29  30.0  2
 ED3  Var_03    C14  C13  C1   C2    100.19  30.0  2
 ED3  Var_04    H3   C12  C6   C1    121.74  30.0  2
 ED3  Var_05    H8   C18  N7   C4   -179.41  30.0  3
 ED3  Var_06    H14  C31  C27  C14  -174.85  30.0  2
 ED3  Var_07    H11  C28  N25  C24   175.31  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
 ED3  plan-1  C13  0.020
 ED3  plan-1  C14  0.020
 ED3  plan-1  C24  0.020
 ED3  plan-1  C27  0.020
 ED3  plan-1  C31  0.020
 ED3  plan-1  N25  0.020
 ED3  plan-1  N26  0.020
 ED3  plan-1  O30  0.020
 ED3  plan-1  C28  0.020
 ED3  plan-2  N9   0.020
 ED3  plan-2  C16  0.020
 ED3  plan-2  C19  0.020
 ED3  plan-2  C20  0.020
 ED3  plan-2  C21  0.020
 ED3  plan-2  C22  0.020
 ED3  plan-2  C23  0.020
 ED3  plan-2  CL1  0.020
 ED3  plan-2  H18  0.020
 ED3  plan-2  H19  0.020
 ED3  plan-2  H20  0.020
 ED3  plan-2  H21  0.020
 ED3  plan-3  C1   0.020
 ED3  plan-3  C2   0.020
 ED3  plan-3  C3   0.020
 ED3  plan-3  C4   0.020
 ED3  plan-3  C5   0.020
 ED3  plan-3  C6   0.020
 ED3  plan-3  C8   0.020
 ED3  plan-3  C10  0.020
 ED3  plan-3  C12  0.020
 ED3  plan-3  C13  0.020
 ED3  plan-3  N7   0.020
 ED3  plan-3  N9   0.020
 ED3  plan-3  O11  0.020
 ED3  plan-3  O17  0.020
 ED3  plan-3  C16  0.020
 ED3  plan-3  H1   0.020
 ED3  plan-3  H2   0.020
 ED3  plan-3  C18  0.020
 ED3  plan-4  C1   0.020
 ED3  plan-4  C13  0.020
 ED3  plan-4  C14  0.020
 ED3  plan-4  O15  0.020

