# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 05:30:27 2021
#   Inital geometry file: a 122 line input string
#   Ligand name: 2-(4-methylphenyl)-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc(OC)c1OC)c2ccnc3cc(nn23)c4ccc(C)cc4
#
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
 ERX  ERX  2-(4-methylphenyl)-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine  ligand  49  28  .  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_ERX
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
 ERX  C10  C  CH3   0  -0.441  13.3533  66.7435  41.4310
 ERX  C11  C  CH3   0  -0.411  14.5290  65.3234  37.2946
 ERX  C12  C  CH3   0  -0.442  18.1655  67.9578  36.2786
 ERX  C17  C  CR6   0   0.353  16.6447  67.5968  38.0591
 ERX  C18  C  CR6   0   0.185  15.3736  67.1685  38.4518
 ERX  C23  C  CR6   0   0.089  16.7265  63.6064  46.6175
 ERX  C24  C  CR16  0  -0.283  17.6394  64.5230  47.1309
 ERX  C25  C  CR16  0  -0.275  16.2847  63.7916  45.3068
 ERX  C26  C  CR16  0  -0.275  16.7401  64.8481  44.5390
 ERX  C01  C  CR16  0  -0.433  18.8890  69.7884  41.0449
 ERX  C02  C  CR16  0  -0.053  19.7741  70.2838  42.0235
 ERX  C04  C  CR56  0   0.575  19.1729  68.6737  43.4764
 ERX  C06  C  CR6   0   0.418  18.1205  68.6865  41.3129
 ERX  C07  C  CR15  0  -0.625  19.0820  67.8610  44.5907
 ERX  C08  C  CR5   0   0.358  18.1412  66.8827  44.2455
 ERX  C15  C  CR6   0   0.093  17.1663  68.1151  40.3523
 ERX  C16  C  CR16  0  -0.471  17.5386  68.0782  39.0108
 ERX  C19  C  CR6   0   0.353  15.0107  67.2078  39.8016
 ERX  C20  C  CR16  0  -0.431  15.9062  67.6814  40.7544
 ERX  C27  C  CR6   0   0.033  17.6595  65.7635  45.0571
 ERX  C28  C  CR16  0  -0.310  18.1004  65.5844  46.3660
 ERX  N03  N  N     0  -0.429  19.9170  69.7549  43.2089
 ERX  N05  N  N     0  -0.412  18.2850  68.1381  42.5492
 ERX  N09  N  N     0  -0.339  17.6711  67.0559  43.0118
 ERX  O14  O  O2    0  -0.463  13.7735  66.7685  40.0807
 ERX  O21  O  O2    0  -0.478  14.4912  66.7282  37.5227
 ERX  H1   H  HCH3  0   0.265  12.3534  66.3175  41.4334
 ERX  H2   H  HCH3  0   0.227  14.0040  66.1190  42.0490
 ERX  H3   H  HCH3  0   0.232  13.3093  67.7459  41.8643
 ERX  H4   H  HCH3  0   0.240  13.7978  65.1065  36.5182
 ERX  H5   H  HCH3  0   0.224  15.5131  64.9969  36.9513
 ERX  H6   H  HCH3  0   0.225  14.2640  64.7615  38.1930
 ERX  H7   H  HCH3  0   0.264  18.1612  67.8121  35.2016
 ERX  H8   H  HCH3  0   0.231  18.3220  69.0186  36.4895
 ERX  H9   H  HCH3  0   0.232  18.9918  67.3847  36.7063
 ERX  H10  H  HCH3  0   0.250  16.6541  61.5071  47.0676
 ERX  H11  H  HCH3  0   0.245  16.5223  62.5463  48.4815
 ERX  H12  H  HCH3  0   0.247  15.1530  62.3563  47.3864
 ERX  H13  H  HCR6  0   0.252  17.9980  64.4092  48.1467
 ERX  H14  H  HCR6  0   0.249  15.5708  63.0975  44.8788
 ERX  H15  H  HCR6  0   0.254  16.3794  64.9662  43.5254
 ERX  H16  H  HCR6  0   0.291  18.7992  70.2954  40.0963
 ERX  H17  H  HCR6  0   0.278  20.3709  71.1604  41.7997
 ERX  H18  H  HCR5  0   0.273  19.6352  67.9758  45.5073
 ERX  H19  H  HCR6  0   0.289  18.5288  68.4030  38.7254
 ERX  H20  H  HCR6  0   0.284  15.6318  67.7171  41.7969
 ERX  H21  H  HCR6  0   0.249  18.8077  66.2760  46.8060
 ERX  O13  O  O2    0  -0.461  16.9087  67.5072  36.7469
 ERX  C22  C  CH3   0  -0.724  16.2387  62.4474  47.4347

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
 ERX  C12  O13  single    1.415  0.020  1.415
 ERX  O13  C17  single    1.341  0.020  1.341
 ERX  C11  O21  single    1.424  0.020  1.424
 ERX  O21  C18  single    1.355  0.020  1.355
 ERX  C17  C18  aromatic  1.398  0.020  1.398
 ERX  C17  C16  aromatic  1.392  0.020  1.392
 ERX  C18  C19  aromatic  1.398  0.020  1.398
 ERX  C16  C15  aromatic  1.393  0.020  1.393
 ERX  C19  O14  single    1.342  0.020  1.342
 ERX  C19  C20  aromatic  1.391  0.020  1.391
 ERX  O14  C10  single    1.414  0.020  1.414
 ERX  C15  C20  aromatic  1.392  0.020  1.392
 ERX  C15  C06  single    1.470  0.020  1.470
 ERX  C01  C06  aromatic  1.370  0.020  1.370
 ERX  C01  C02  aromatic  1.409  0.020  1.409
 ERX  C06  N05  aromatic  1.362  0.020  1.362
 ERX  C02  N03  aromatic  1.306  0.020  1.306
 ERX  N05  N09  aromatic  1.327  0.020  1.327
 ERX  N05  C04  aromatic  1.391  0.020  1.391
 ERX  N09  C08  aromatic  1.331  0.020  1.331
 ERX  N03  C04  aromatic  1.339  0.020  1.339
 ERX  C04  C07  aromatic  1.382  0.020  1.382
 ERX  C08  C07  aromatic  1.400  0.020  1.400
 ERX  C08  C27  single    1.464  0.020  1.464
 ERX  C26  C27  aromatic  1.397  0.020  1.397
 ERX  C26  C25  aromatic  1.383  0.020  1.383
 ERX  C27  C28  aromatic  1.393  0.020  1.393
 ERX  C25  C23  aromatic  1.396  0.020  1.396
 ERX  C28  C24  aromatic  1.387  0.020  1.387
 ERX  C23  C24  aromatic  1.392  0.020  1.392
 ERX  C23  C22  single    1.500  0.020  1.500
 ERX  C10  H1   single    0.970  0.020  1.090
 ERX  C10  H2   single    0.970  0.020  1.090
 ERX  C10  H3   single    0.970  0.020  1.090
 ERX  C11  H4   single    0.970  0.020  1.090
 ERX  C11  H5   single    0.970  0.020  1.090
 ERX  C11  H6   single    0.970  0.020  1.090
 ERX  C12  H7   single    0.970  0.020  1.090
 ERX  C12  H8   single    0.970  0.020  1.090
 ERX  C12  H9   single    0.970  0.020  1.090
 ERX  C22  H10  single    0.970  0.020  1.090
 ERX  C22  H11  single    0.970  0.020  1.090
 ERX  C22  H12  single    0.970  0.020  1.090
 ERX  C24  H13  single    0.930  0.020  1.080
 ERX  C25  H14  single    0.930  0.020  1.080
 ERX  C26  H15  single    0.930  0.020  1.080
 ERX  C01  H16  single    0.930  0.020  1.080
 ERX  C02  H17  single    0.930  0.020  1.080
 ERX  C07  H18  single    0.930  0.020  1.080
 ERX  C16  H19  single    0.930  0.020  1.080
 ERX  C20  H20  single    0.930  0.020  1.080
 ERX  C28  H21  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
 ERX  H3   C10  H2   108.89  3.000
 ERX  H3   C10  H1   108.76  3.000
 ERX  H2   C10  H1   108.81  3.000
 ERX  H3   C10  O14  111.98  3.000
 ERX  H2   C10  O14  111.89  3.000
 ERX  H1   C10  O14  106.40  3.000
 ERX  H6   C11  H5   108.86  3.000
 ERX  H6   C11  H4   108.74  3.000
 ERX  H5   C11  H4   108.75  3.000
 ERX  H6   C11  O21  111.68  3.000
 ERX  H5   C11  O21  111.67  3.000
 ERX  H4   C11  O21  107.05  3.000
 ERX  H9   C12  H8   108.98  3.000
 ERX  H9   C12  H7   108.69  3.000
 ERX  H8   C12  H7   108.77  3.000
 ERX  H9   C12  O13  112.04  3.000
 ERX  H8   C12  O13  111.87  3.000
 ERX  H7   C12  O13  106.37  3.000
 ERX  O13  C17  C16  124.45  3.000
 ERX  C16  C17  C18  119.87  3.000
 ERX  O13  C17  C18  115.68  3.000
 ERX  O21  C18  C19  120.14  3.000
 ERX  C19  C18  C17  119.91  3.000
 ERX  O21  C18  C17  119.95  3.000
 ERX  C25  C23  C24  117.82  3.000
 ERX  C24  C23  C22  121.42  3.000
 ERX  C25  C23  C22  120.76  3.000
 ERX  H13  C24  C28  119.18  3.000
 ERX  H13  C24  C23  119.59  3.000
 ERX  C28  C24  C23  121.24  3.000
 ERX  H14  C25  C26  119.13  3.000
 ERX  H14  C25  C23  119.63  3.000
 ERX  C26  C25  C23  121.24  3.000
 ERX  H15  C26  C27  119.68  3.000
 ERX  H15  C26  C25  119.57  3.000
 ERX  C27  C26  C25  120.75  3.000
 ERX  H16  C01  C06  120.21  3.000
 ERX  H16  C01  C02  119.82  3.000
 ERX  C06  C01  C02  119.95  3.000
 ERX  H17  C02  N03  117.05  3.000
 ERX  H17  C02  C01  119.13  3.000
 ERX  N03  C02  C01  123.82  3.000
 ERX  N05  C04  N03  122.16  3.000
 ERX  N03  C04  C07  132.23  3.000
 ERX  N05  C04  C07  105.60  3.000
 ERX  N05  C06  C15  121.00  3.000
 ERX  N05  C06  C01  115.70  3.000
 ERX  C15  C06  C01  123.31  3.000
 ERX  H18  C07  C08  129.01  3.000
 ERX  H18  C07  C04  126.14  3.000
 ERX  C08  C07  C04  104.84  3.000
 ERX  N09  C08  C27  119.80  3.000
 ERX  C27  C08  C07  128.20  3.000
 ERX  N09  C08  C07  112.01  3.000
 ERX  C20  C15  C16  120.79  3.000
 ERX  C20  C15  C06  121.34  3.000
 ERX  C16  C15  C06  117.80  3.000
 ERX  H19  C16  C15  119.43  3.000
 ERX  H19  C16  C17  120.80  3.000
 ERX  C15  C16  C17  119.75  3.000
 ERX  O14  C19  C20  124.24  3.000
 ERX  C20  C19  C18  120.25  3.000
 ERX  O14  C19  C18  115.51  3.000
 ERX  H20  C20  C19  120.64  3.000
 ERX  H20  C20  C15  119.94  3.000
 ERX  C19  C20  C15  119.42  3.000
 ERX  C28  C27  C08  121.01  3.000
 ERX  C28  C27  C26  118.20  3.000
 ERX  C08  C27  C26  120.79  3.000
 ERX  H21  C28  C27  120.44  3.000
 ERX  H21  C28  C24  118.80  3.000
 ERX  C27  C28  C24  120.76  3.000
 ERX  C04  N03  C02  116.57  3.000
 ERX  N09  N05  C06  126.06  3.000
 ERX  N09  N05  C04  112.14  3.000
 ERX  C06  N05  C04  121.80  3.000
 ERX  N05  N09  C08  105.40  3.000
 ERX  C19  O14  C10  118.56  3.000
 ERX  C18  O21  C11  114.41  3.000
 ERX  C17  O13  C12  118.51  3.000
 ERX  H12  C22  H11  108.03  3.000
 ERX  H12  C22  H10  106.98  3.000
 ERX  H11  C22  H10  107.60  3.000
 ERX  H12  C22  C23  111.36  3.000
 ERX  H11  C22  C23  111.65  3.000
 ERX  H10  C22  C23  111.02  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
 ERX  CONST_01  C20  C19  C18  C17     0.00   0.0  0
 ERX  CONST_02  C20  C15  C16  C17     0.00   0.0  0
 ERX  CONST_03  C06  C15  C16  C17   180.00   0.0  0
 ERX  CONST_04  C15  C16  C17  C18     0.00   0.0  0
 ERX  CONST_05  C15  C20  C19  C18     0.00   0.0  0
 ERX  CONST_06  C27  C26  C25  C23     0.00   0.0  0
 ERX  CONST_07  C27  C28  C24  C23     0.00   0.0  0
 ERX  CONST_08  C08  C27  C28  C24   180.00   0.0  0
 ERX  CONST_09  C26  C27  C28  C24     0.00   0.0  0
 ERX  CONST_10  C26  C25  C23  C24     0.00   0.0  0
 ERX  CONST_11  C08  C27  C26  C25   180.00   0.0  0
 ERX  CONST_12  C28  C27  C26  C25     0.00   0.0  0
 ERX  CONST_13  C28  C24  C23  C25     0.00   0.0  0
 ERX  CONST_14  N09  C08  C27  C26     0.00   0.0  0
 ERX  CONST_15  C07  C08  C27  C26   180.00   0.0  0
 ERX  CONST_18  N09  N05  C06  C01   180.00   0.0  0
 ERX  CONST_19  C04  N05  C06  C01     0.00   0.0  0
 ERX  CONST_20  C04  N03  C02  C01     0.00   0.0  0
 ERX  CONST_21  C15  C06  C01  C02   180.00   0.0  0
 ERX  CONST_22  N05  C06  C01  C02     0.00   0.0  0
 ERX  CONST_23  N05  C04  N03  C02     0.00   0.0  0
 ERX  CONST_24  C07  C04  N03  C02   180.00   0.0  0
 ERX  CONST_25  C15  C06  N05  C04   180.00   0.0  0
 ERX  CONST_26  C08  N09  N05  C04     0.00   0.0  0
 ERX  CONST_27  N09  C08  C07  C04     0.00   0.0  0
 ERX  CONST_28  C27  C08  C07  C04   180.00   0.0  0
 ERX  CONST_29  C19  C20  C15  C06   180.00   0.0  0
 ERX  CONST_30  N03  C02  C01  C06     0.00   0.0  0
 ERX  CONST_31  C08  N09  N05  C06   180.00   0.0  0
 ERX  CONST_32  N03  C04  N05  C06     0.00   0.0  0
 ERX  CONST_33  C07  C04  N05  C06   180.00   0.0  0
 ERX  CONST_34  N09  N05  C04  C07     0.00   0.0  0
 ERX  CONST_35  N05  N09  C08  C07     0.00   0.0  0
 ERX  CONST_36  C28  C27  C08  C07     0.00   0.0  0
 ERX  CONST_37  N05  C04  C07  C08     0.00   0.0  0
 ERX  CONST_38  N03  C04  C07  C08   180.00   0.0  0
 ERX  CONST_39  N09  N05  C06  C15     0.00   0.0  0
 ERX  CONST_40  C19  C18  C17  C16     0.00   0.0  0
 ERX  CONST_41  C19  C20  C15  C16     0.00   0.0  0
 ERX  CONST_44  N05  N09  C08  C27   180.00   0.0  0
 ERX  CONST_45  N09  C08  C27  C28   180.00   0.0  0
 ERX  CONST_46  N09  N05  C04  N03   180.00   0.0  0
 ERX  CONST_47  O14  C19  C18  C17   180.00   0.0  0
 ERX  CONST_48  C26  C25  C23  C22   180.00   0.0  0
 ERX  CONST_49  C28  C24  C23  C22   180.00   0.0  0
 ERX  CONST_50  O13  C17  C16  C15   180.00   0.0  0
 ERX  CONST_51  O14  C19  C20  C15   180.00   0.0  0
 ERX  CONST_52  O21  C18  C17  C16   180.00   0.0  0
 ERX  CONST_53  O13  C17  C18  C19   180.00   0.0  0
 ERX  CONST_54  O21  C18  C19  C20   180.00   0.0  0
 ERX  CONST_55  H19  C16  C17  C18   180.00   0.0  0
 ERX  CONST_56  H20  C20  C19  C18   180.00   0.0  0
 ERX  CONST_57  H15  C26  C25  C23   180.00   0.0  0
 ERX  CONST_58  H21  C28  C24  C23   180.00   0.0  0
 ERX  CONST_59  H14  C25  C23  C24   180.00   0.0  0
 ERX  CONST_60  H13  C24  C23  C25   180.00   0.0  0
 ERX  CONST_61  H17  C02  N03  C04   180.00   0.0  0
 ERX  CONST_62  H16  C01  C06  C15     0.00   0.0  0
 ERX  CONST_63  H18  C07  C08  C27     0.00   0.0  0
 ERX  Var_01    C18  C19  O14  C10   178.20  30.0  2
 ERX  Var_02    C17  C18  O21  C11    91.96  30.0  2
 ERX  Var_03    C18  C17  O13  C12   178.35  30.0  2
 ERX  Var_04    H10  C22  C23  C24  -108.65  30.0  2
 ERX  Var_05    H7   C12  O13  C17  -179.02  30.0  3
 ERX  Var_06    H4   C11  O21  C18  -178.65  30.0  3
 ERX  Var_07    H1   C10  O14  C19  -177.50  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
 ERX  plan-1  C17  0.020
 ERX  plan-1  C18  0.020
 ERX  plan-1  C06  0.020
 ERX  plan-1  C15  0.020
 ERX  plan-1  C16  0.020
 ERX  plan-1  C19  0.020
 ERX  plan-1  C20  0.020
 ERX  plan-1  O14  0.020
 ERX  plan-1  O21  0.020
 ERX  plan-1  H19  0.020
 ERX  plan-1  H20  0.020
 ERX  plan-1  O13  0.020
 ERX  plan-2  C23  0.020
 ERX  plan-2  C24  0.020
 ERX  plan-2  C25  0.020
 ERX  plan-2  C26  0.020
 ERX  plan-2  C08  0.020
 ERX  plan-2  C27  0.020
 ERX  plan-2  C28  0.020
 ERX  plan-2  H13  0.020
 ERX  plan-2  H14  0.020
 ERX  plan-2  H15  0.020
 ERX  plan-2  H21  0.020
 ERX  plan-2  C22  0.020
 ERX  plan-3  C01  0.020
 ERX  plan-3  C02  0.020
 ERX  plan-3  C04  0.020
 ERX  plan-3  C06  0.020
 ERX  plan-3  C07  0.020
 ERX  plan-3  C08  0.020
 ERX  plan-3  C15  0.020
 ERX  plan-3  C27  0.020
 ERX  plan-3  N03  0.020
 ERX  plan-3  N05  0.020
 ERX  plan-3  N09  0.020
 ERX  plan-3  H16  0.020
 ERX  plan-3  H17  0.020
 ERX  plan-3  H18  0.020

