# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 03:24:30 2021
#   Inital geometry file: a 131 line input string
#   Ligand name: 2-(1-methylindol-5-yl)-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)c4ccc5n(C)ccc5c4
#
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
 ERR  ERR  2-(1-methylindol-5-yl)-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine  ligand  53  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_ERR
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
 ERR  C24  C  CR5   0   0.362  18.3167  67.8735  43.8464
 ERR  C26  C  CR6   0   0.416  18.2540  69.5224  40.8235
 ERR  C28  C  CR56  0   0.573  19.2050  69.7195  43.0244
 ERR  C30  C  CR16  0  -0.054  19.7093  71.3096  41.5128
 ERR  C31  C  CR16  0  -0.434  18.9219  70.6818  40.5275
 ERR  N23  N  N     0  -0.346  17.8879  67.9409  42.5875
 ERR  C20  C  CH3   0  -0.442  18.6046  68.5612  35.8397
 ERR  C16  C  CR16  0  -0.471  17.8422  68.7497  38.5342
 ERR  C17  C  CR6   0   0.093  17.4067  68.8107  39.8558
 ERR  C22  C  CH3   0  -0.441  13.7092  67.0998  40.8482
 ERR  C21  C  CH3   0  -0.411  15.2240  65.6136  36.8351
 ERR  C13  C  CR6   0   0.352  15.3853  67.6530  39.2664
 ERR  C12  C  CR16  0  -0.430  16.1815  68.2653  40.2283
 ERR  C10  C  CH3   0  -0.530  16.0224  62.5108  47.0601
 ERR  C01  C  CR15  0  -0.027  17.4996  64.0579  48.3657
 ERR  C02  C  CR15  0  -0.428  18.1887  65.2174  48.1605
 ERR  C03  C  CR56  0   0.097  17.9379  65.6025  46.8081
 ERR  C04  C  CR56  0   0.364  17.0848  64.6184  46.2596
 ERR  C06  C  CR16  0  -0.433  18.3431  66.6743  46.0112
 ERR  C07  C  CR6   0   0.024  17.9056  66.7546  44.6974
 ERR  C08  C  CR16  0  -0.312  17.0552  65.7543  44.1764
 ERR  C09  C  CR16  0  -0.292  16.6386  64.6856  44.9395
 ERR  C14  C  CR6   0   0.185  15.8118  67.5889  37.9362
 ERR  C15  C  CR6   0   0.354  17.0475  68.1319  37.5737
 ERR  C25  C  CR15  0  -0.627  19.1442  68.9562  44.1746
 ERR  N05  N  NR5   0  -0.516  16.8316  63.6931  47.2277
 ERR  N27  N  N     0  -0.411  18.4146  69.0550  42.0920
 ERR  N29  N  N     0  -0.431  19.8511  70.8555  42.7293
 ERR  O11  O  O2    0  -0.478  15.0236  67.0140  36.9961
 ERR  O18  O  O2    0  -0.462  14.1898  67.0966  39.5178
 ERR  O19  O  O2    0  -0.462  17.3789  68.0080  36.2795
 ERR  H1   H  HCR6  0   0.277  20.2269  72.2297  41.2671
 ERR  H2   H  HCR6  0   0.290  18.8241  71.1286  39.5500
 ERR  H3   H  HCH3  0   0.264  18.6706  68.3521  34.7752
 ERR  H4   H  HCH3  0   0.231  18.6393  69.6434  35.9880
 ERR  H5   H  HCH3  0   0.232  19.4623  68.1073  36.3421
 ERR  H6   H  HCR6  0   0.288  18.8070  69.1609  38.2738
 ERR  H7   H  HCH3  0   0.265  12.7545  66.5806  40.8303
 ERR  H8   H  HCH3  0   0.227  14.3838  66.5723  41.5277
 ERR  H9   H  HCH3  0   0.232  13.5514  68.1138  41.2238
 ERR  H10  H  HCH3  0   0.240  14.5420  65.2814  36.0549
 ERR  H11  H  HCH3  0   0.224  16.2471  65.3857  36.5274
 ERR  H12  H  HCH3  0   0.225  15.0014  65.0657  37.7534
 ERR  H13  H  HCR6  0   0.284  15.8587  68.3220  41.2558
 ERR  H14  H  HCH3  0   0.265  15.9411  61.9968  48.0138
 ERR  H15  H  HCH3  0   0.254  15.0196  62.7720  46.7234
 ERR  H16  H  HCH3  0   0.253  16.4687  61.8290  46.3361
 ERR  H17  H  HCR5  0   0.285  17.4269  63.4494  49.2537
 ERR  H18  H  HCR5  0   0.249  18.7982  65.7324  48.8855
 ERR  H19  H  HCR6  0   0.242  18.9933  67.4342  46.4272
 ERR  H20  H  HCR6  0   0.253  16.7224  65.8310  43.1498
 ERR  H21  H  HCR6  0   0.266  15.9886  63.9302  44.5169
 ERR  H22  H  HCR5  0   0.270  19.6429  69.1713  45.1045

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
 ERR  C20  O19  single    1.415  0.020  1.415
 ERR  O19  C15  single    1.342  0.020  1.342
 ERR  O11  C21  single    1.424  0.020  1.424
 ERR  O11  C14  single    1.355  0.020  1.355
 ERR  C15  C14  aromatic  1.398  0.020  1.398
 ERR  C15  C16  aromatic  1.391  0.020  1.391
 ERR  C14  C13  aromatic  1.398  0.020  1.398
 ERR  C16  C17  aromatic  1.393  0.020  1.393
 ERR  C13  O18  single    1.342  0.020  1.342
 ERR  C13  C12  aromatic  1.391  0.020  1.391
 ERR  O18  C22  single    1.415  0.020  1.415
 ERR  C17  C12  aromatic  1.392  0.020  1.392
 ERR  C17  C26  single    1.470  0.020  1.470
 ERR  C31  C26  aromatic  1.370  0.020  1.370
 ERR  C31  C30  aromatic  1.409  0.020  1.409
 ERR  C26  N27  aromatic  1.361  0.020  1.361
 ERR  C30  N29  aromatic  1.306  0.020  1.306
 ERR  N27  N23  aromatic  1.328  0.020  1.328
 ERR  N27  C28  aromatic  1.391  0.020  1.391
 ERR  N23  C24  aromatic  1.332  0.020  1.332
 ERR  N29  C28  aromatic  1.340  0.020  1.340
 ERR  C28  C25  aromatic  1.382  0.020  1.382
 ERR  C24  C25  aromatic  1.402  0.020  1.402
 ERR  C24  C07  single    1.465  0.020  1.465
 ERR  C08  C07  aromatic  1.413  0.020  1.413
 ERR  C08  C09  aromatic  1.378  0.020  1.378
 ERR  C07  C06  aromatic  1.387  0.020  1.387
 ERR  C09  C04  aromatic  1.395  0.020  1.395
 ERR  C06  C03  aromatic  1.396  0.020  1.396
 ERR  C04  C03  aromatic  1.413  0.020  1.413
 ERR  C04  N05  aromatic  1.363  0.020  1.363
 ERR  C03  C02  aromatic  1.428  0.020  1.428
 ERR  C10  N05  single    1.443  0.020  1.443
 ERR  N05  C01  aromatic  1.369  0.020  1.369
 ERR  C02  C01  aromatic  1.364  0.020  1.364
 ERR  C30  H1   single    0.930  0.020  1.080
 ERR  C31  H2   single    0.930  0.020  1.080
 ERR  C20  H3   single    0.970  0.020  1.090
 ERR  C20  H4   single    0.970  0.020  1.090
 ERR  C20  H5   single    0.970  0.020  1.090
 ERR  C16  H6   single    0.930  0.020  1.080
 ERR  C22  H7   single    0.970  0.020  1.090
 ERR  C22  H8   single    0.970  0.020  1.090
 ERR  C22  H9   single    0.970  0.020  1.090
 ERR  C21  H10  single    0.970  0.020  1.090
 ERR  C21  H11  single    0.970  0.020  1.090
 ERR  C21  H12  single    0.970  0.020  1.090
 ERR  C12  H13  single    0.930  0.020  1.080
 ERR  C10  H14  single    0.970  0.020  1.090
 ERR  C10  H15  single    0.970  0.020  1.090
 ERR  C10  H16  single    0.970  0.020  1.090
 ERR  C01  H17  single    0.930  0.020  1.080
 ERR  C02  H18  single    0.930  0.020  1.080
 ERR  C06  H19  single    0.930  0.020  1.080
 ERR  C08  H20  single    0.930  0.020  1.080
 ERR  C09  H21  single    0.930  0.020  1.080
 ERR  C25  H22  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
 ERR  C25  C24  C07  128.30  3.000
 ERR  C07  C24  N23  119.84  3.000
 ERR  C25  C24  N23  111.86  3.000
 ERR  N27  C26  C17  121.00  3.000
 ERR  N27  C26  C31  115.74  3.000
 ERR  C17  C26  C31  123.26  3.000
 ERR  N29  C28  N27  122.10  3.000
 ERR  N29  C28  C25  132.30  3.000
 ERR  N27  C28  C25  105.61  3.000
 ERR  H1   C30  N29  117.03  3.000
 ERR  H1   C30  C31  119.12  3.000
 ERR  N29  C30  C31  123.85  3.000
 ERR  H2   C31  C30  119.98  3.000
 ERR  H2   C31  C26  120.11  3.000
 ERR  C30  C31  C26  119.89  3.000
 ERR  N27  N23  C24  105.52  3.000
 ERR  H5   C20  H4   108.90  3.000
 ERR  H5   C20  H3   108.83  3.000
 ERR  H4   C20  H3   108.75  3.000
 ERR  H5   C20  O19  112.00  3.000
 ERR  H4   C20  O19  111.87  3.000
 ERR  H3   C20  O19  106.37  3.000
 ERR  H6   C16  C15  120.83  3.000
 ERR  H6   C16  C17  119.42  3.000
 ERR  C15  C16  C17  119.73  3.000
 ERR  C12  C17  C16  120.80  3.000
 ERR  C12  C17  C26  121.39  3.000
 ERR  C16  C17  C26  117.75  3.000
 ERR  H9   C22  H8   108.85  3.000
 ERR  H9   C22  H7   108.79  3.000
 ERR  H8   C22  H7   108.77  3.000
 ERR  H9   C22  O18  111.99  3.000
 ERR  H8   C22  O18  111.95  3.000
 ERR  H7   C22  O18  106.38  3.000
 ERR  H12  C21  H11  108.84  3.000
 ERR  H12  C21  H10  108.77  3.000
 ERR  H11  C21  H10  108.74  3.000
 ERR  H12  C21  O11  111.69  3.000
 ERR  H11  C21  O11  111.65  3.000
 ERR  H10  C21  O11  107.04  3.000
 ERR  O18  C13  C14  115.52  3.000
 ERR  O18  C13  C12  124.25  3.000
 ERR  C14  C13  C12  120.23  3.000
 ERR  H13  C12  C13  120.71  3.000
 ERR  H13  C12  C17  119.86  3.000
 ERR  C13  C12  C17  119.43  3.000
 ERR  H16  C10  H15  108.76  3.000
 ERR  H16  C10  H14  108.53  3.000
 ERR  H15  C10  H14  108.41  3.000
 ERR  H16  C10  N05  111.11  3.000
 ERR  H15  C10  N05  110.83  3.000
 ERR  H14  C10  N05  109.13  3.000
 ERR  H17  C01  N05  120.07  3.000
 ERR  H17  C01  C02  129.58  3.000
 ERR  N05  C01  C02  110.36  3.000
 ERR  H18  C02  C03  127.39  3.000
 ERR  H18  C02  C01  126.18  3.000
 ERR  C03  C02  C01  106.43  3.000
 ERR  C06  C03  C04  119.23  3.000
 ERR  C04  C03  C02  106.61  3.000
 ERR  C06  C03  C02  134.16  3.000
 ERR  N05  C04  C09  130.20  3.000
 ERR  N05  C04  C03  108.01  3.000
 ERR  C09  C04  C03  121.79  3.000
 ERR  H19  C06  C07  120.83  3.000
 ERR  H19  C06  C03  119.59  3.000
 ERR  C07  C06  C03  119.59  3.000
 ERR  C08  C07  C06  119.88  3.000
 ERR  C06  C07  C24  120.40  3.000
 ERR  C08  C07  C24  119.72  3.000
 ERR  H20  C08  C09  119.19  3.000
 ERR  H20  C08  C07  119.01  3.000
 ERR  C09  C08  C07  121.80  3.000
 ERR  H21  C09  C08  120.44  3.000
 ERR  H21  C09  C04  121.86  3.000
 ERR  C08  C09  C04  117.70  3.000
 ERR  O11  C14  C15  119.95  3.000
 ERR  C15  C14  C13  119.91  3.000
 ERR  O11  C14  C13  120.13  3.000
 ERR  O19  C15  C14  115.64  3.000
 ERR  C14  C15  C16  119.90  3.000
 ERR  O19  C15  C16  124.46  3.000
 ERR  H22  C25  C28  126.02  3.000
 ERR  H22  C25  C24  129.04  3.000
 ERR  C28  C25  C24  104.94  3.000
 ERR  C04  N05  C01  108.60  3.000
 ERR  C01  N05  C10  126.06  3.000
 ERR  C04  N05  C10  125.32  3.000
 ERR  N23  N27  C28  112.08  3.000
 ERR  C28  N27  C26  121.83  3.000
 ERR  N23  N27  C26  126.07  3.000
 ERR  C30  N29  C28  116.59  3.000
 ERR  C14  O11  C21  114.45  3.000
 ERR  C13  O18  C22  118.54  3.000
 ERR  C15  O19  C20  118.54  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
 ERR  CONST_01  C26  N27  N23  C24   180.00   0.0  0
 ERR  CONST_02  C28  N27  N23  C24     0.00   0.0  0
 ERR  CONST_03  N27  C28  C25  C24     0.00   0.0  0
 ERR  CONST_04  N29  C28  C25  C24   180.00   0.0  0
 ERR  CONST_05  C09  C08  C07  C24   180.00   0.0  0
 ERR  CONST_06  C03  C06  C07  C24   180.00   0.0  0
 ERR  CONST_07  C15  C16  C17  C26   180.00   0.0  0
 ERR  CONST_08  C13  C12  C17  C26   180.00   0.0  0
 ERR  CONST_09  N29  C30  C31  C26     0.00   0.0  0
 ERR  CONST_10  N29  C28  N27  C26     0.00   0.0  0
 ERR  CONST_11  C25  C28  N27  C26   180.00   0.0  0
 ERR  CONST_12  C17  C26  N27  C28   180.00   0.0  0
 ERR  CONST_13  C31  C26  N27  C28     0.00   0.0  0
 ERR  CONST_14  C31  C30  N29  C28     0.00   0.0  0
 ERR  CONST_15  N23  C24  C25  C28     0.00   0.0  0
 ERR  CONST_16  C07  C24  C25  C28   180.00   0.0  0
 ERR  CONST_17  C17  C26  C31  C30   180.00   0.0  0
 ERR  CONST_18  N27  C26  C31  C30     0.00   0.0  0
 ERR  CONST_19  N27  C28  N29  C30     0.00   0.0  0
 ERR  CONST_20  C25  C28  N29  C30   180.00   0.0  0
 ERR  CONST_23  N23  N27  C26  C31   180.00   0.0  0
 ERR  CONST_24  C17  C26  N27  N23     0.00   0.0  0
 ERR  CONST_25  N29  C28  N27  N23   180.00   0.0  0
 ERR  CONST_26  C25  C28  N27  N23     0.00   0.0  0
 ERR  CONST_27  C08  C07  C24  N23     0.00   0.0  0
 ERR  CONST_28  C06  C07  C24  N23   180.00   0.0  0
 ERR  CONST_29  C13  C14  C15  C16     0.00   0.0  0
 ERR  CONST_30  C13  C12  C17  C16     0.00   0.0  0
 ERR  CONST_32  C14  C15  C16  C17     0.00   0.0  0
 ERR  CONST_33  C14  C13  C12  C17     0.00   0.0  0
 ERR  CONST_34  C15  C14  C13  C12     0.00   0.0  0
 ERR  CONST_35  C15  C16  C17  C12     0.00   0.0  0
 ERR  CONST_37  C09  C04  N05  C01   180.00   0.0  0
 ERR  CONST_38  C03  C04  N05  C01     0.00   0.0  0
 ERR  CONST_39  C06  C03  C02  C01   180.00   0.0  0
 ERR  CONST_40  C04  C03  C02  C01     0.00   0.0  0
 ERR  CONST_41  C07  C06  C03  C02   180.00   0.0  0
 ERR  CONST_42  C09  C04  C03  C02   180.00   0.0  0
 ERR  CONST_43  N05  C04  C03  C02     0.00   0.0  0
 ERR  CONST_44  C04  N05  C01  C02     0.00   0.0  0
 ERR  CONST_45  C08  C07  C06  C03     0.00   0.0  0
 ERR  CONST_46  C08  C09  C04  C03     0.00   0.0  0
 ERR  CONST_47  N05  C01  C02  C03     0.00   0.0  0
 ERR  CONST_48  C07  C08  C09  C04     0.00   0.0  0
 ERR  CONST_49  C07  C06  C03  C04     0.00   0.0  0
 ERR  CONST_50  C25  C24  C07  C06     0.00   0.0  0
 ERR  CONST_51  C09  C08  C07  C06     0.00   0.0  0
 ERR  CONST_52  C09  C04  C03  C06     0.00   0.0  0
 ERR  CONST_53  N05  C04  C03  C06   180.00   0.0  0
 ERR  CONST_54  N27  N23  C24  C07   180.00   0.0  0
 ERR  CONST_55  C25  C24  C07  C08   180.00   0.0  0
 ERR  CONST_56  N05  C04  C09  C08   180.00   0.0  0
 ERR  CONST_57  N27  N23  C24  C25     0.00   0.0  0
 ERR  CONST_58  O11  C14  C15  C16   180.00   0.0  0
 ERR  CONST_59  O19  C15  C16  C17   180.00   0.0  0
 ERR  CONST_60  O18  C13  C12  C17   180.00   0.0  0
 ERR  CONST_61  O19  C15  C14  C13   180.00   0.0  0
 ERR  CONST_62  O11  C14  C13  C12   180.00   0.0  0
 ERR  CONST_63  C09  C04  N05  C10     0.00   0.0  0
 ERR  CONST_64  C03  C04  N05  C10   180.00   0.0  0
 ERR  CONST_65  C02  C01  N05  C10   180.00   0.0  0
 ERR  CONST_66  O18  C13  C14  C15   180.00   0.0  0
 ERR  CONST_67  H20  C08  C07  C24     0.00   0.0  0
 ERR  CONST_68  H19  C06  C07  C24     0.00   0.0  0
 ERR  CONST_69  H6   C16  C17  C26     0.00   0.0  0
 ERR  CONST_70  H13  C12  C17  C26     0.00   0.0  0
 ERR  CONST_71  H1   C30  C31  C26   180.00   0.0  0
 ERR  CONST_72  H22  C25  C24  N23   180.00   0.0  0
 ERR  CONST_73  H2   C31  C26  C17     0.00   0.0  0
 ERR  CONST_74  H21  C09  C04  C03   180.00   0.0  0
 ERR  CONST_75  H17  C01  C02  C03   180.00   0.0  0
 ERR  CONST_76  H18  C02  C03  C04   180.00   0.0  0
 ERR  Var_01    C14  C15  O19  C20   178.69  30.0  2
 ERR  Var_02    C14  C13  O18  C22   178.65  30.0  2
 ERR  Var_03    C15  C14  O11  C21    91.58  30.0  2
 ERR  Var_04    H14  C10  N05  C01     5.62  30.0  2
 ERR  Var_05    H7   C22  O18  C13  -178.33  30.0  3
 ERR  Var_06    H10  C21  O11  C14  -179.64  30.0  3
 ERR  Var_07    H3   C20  O19  C15  -179.84  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
 ERR  plan-1  C26  0.020
 ERR  plan-1  C16  0.020
 ERR  plan-1  C17  0.020
 ERR  plan-1  C13  0.020
 ERR  plan-1  C12  0.020
 ERR  plan-1  C14  0.020
 ERR  plan-1  C15  0.020
 ERR  plan-1  O11  0.020
 ERR  plan-1  O18  0.020
 ERR  plan-1  O19  0.020
 ERR  plan-1  H6   0.020
 ERR  plan-1  H13  0.020
 ERR  plan-2  C24  0.020
 ERR  plan-2  C10  0.020
 ERR  plan-2  C01  0.020
 ERR  plan-2  C02  0.020
 ERR  plan-2  C03  0.020
 ERR  plan-2  C04  0.020
 ERR  plan-2  C06  0.020
 ERR  plan-2  C07  0.020
 ERR  plan-2  C08  0.020
 ERR  plan-2  C09  0.020
 ERR  plan-2  N05  0.020
 ERR  plan-2  H17  0.020
 ERR  plan-2  H18  0.020
 ERR  plan-2  H19  0.020
 ERR  plan-2  H20  0.020
 ERR  plan-2  H21  0.020
 ERR  plan-3  C24  0.020
 ERR  plan-3  C26  0.020
 ERR  plan-3  C28  0.020
 ERR  plan-3  C30  0.020
 ERR  plan-3  C31  0.020
 ERR  plan-3  N23  0.020
 ERR  plan-3  C17  0.020
 ERR  plan-3  C07  0.020
 ERR  plan-3  C25  0.020
 ERR  plan-3  N27  0.020
 ERR  plan-3  N29  0.020
 ERR  plan-3  H1   0.020
 ERR  plan-3  H2   0.020
 ERR  plan-3  H22  0.020

