# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 16:53:21 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(NC(=O)c2cnn3cccnc23)n(n1)c4ccccc4
#
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
 4GD  4GD  N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide  ligand  38  24  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4GD
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
 4GD  N01  N  NH1   0  -0.774  -0.2855  -0.5207  -0.2496
 4GD  C02  C  C     0   0.516   0.9912  -0.8567   0.1112
 4GD  O03  O  O     0  -0.448   1.2802  -1.9579   0.5402
 4GD  C04  C  CR5   0  -0.379   1.9661   0.2184  -0.0460
 4GD  C05  C  CR15  0  -0.024   1.7702   1.5995  -0.2139
 4GD  N06  N  N     0  -0.287   2.8968   2.2788  -0.2775
 4GD  N07  N  N     0  -0.360   3.8535   1.3530  -0.1546
 4GD  C08  C  CR56  0   0.638   3.3555   0.0760  -0.0046
 4GD  N09  N  N     0  -0.412   4.1645  -0.9789   0.1261
 4GD  C10  C  CR16  0  -0.040   5.4516  -0.7466   0.1133
 4GD  C11  C  CR16  0  -0.387   6.0175   0.5396  -0.0300
 4GD  C12  C  CR16  0   0.092   5.1797   1.6008  -0.1680
 4GD  C13  C  CR5   0   0.656  -1.3844  -1.3428  -0.0889
 4GD  C14  C  CR15  0  -0.539  -1.5306  -2.7086  -0.0516
 4GD  C15  C  CR5   0   0.281  -2.9216  -2.9106   0.0673
 4GD  N16  N  N     0  -0.307  -3.5714  -1.7669   0.0978
 4GD  N17  N  NR5   0  -0.461  -2.6298  -0.8113   0.0213
 4GD  C18  C  CH3   0  -0.735  -3.6408  -4.2115   0.1530
 4GD  C19  C  CR6   0   0.300  -3.0011   0.5503   0.0370
 4GD  C20  C  CR16  0  -0.273  -4.0400   0.9819  -0.7798
 4GD  C21  C  CR16  0  -0.253  -4.4167   2.3160  -0.7579
 4GD  C22  C  CR16  0  -0.252  -3.7516   3.2211   0.0597
 4GD  C23  C  CR16  0  -0.248  -2.7154   2.7827   0.8724
 4GD  C24  C  CR16  0  -0.303  -2.3439   1.4454   0.8750
 4GD  H1   H  HNH1  0   0.424  -0.4385   0.3559  -0.7261
 4GD  H2   H  HCR5  0   0.276   0.8365   2.1407  -0.2764
 4GD  H3   H  HCR6  0   0.288   6.1038  -1.6051   0.2203
 4GD  H4   H  HCR6  0   0.304   7.0870   0.6801  -0.0337
 4GD  H5   H  HCR6  0   0.334   5.4873   2.6291  -0.2889
 4GD  H6   H  HCR5  0   0.271  -0.7626  -3.4575  -0.1199
 4GD  H7   H  HCH3  0   0.248  -3.3015  -4.7905   1.0125
 4GD  H8   H  HCH3  0   0.247  -4.7140  -4.0567   0.2493
 4GD  H9   H  HCH3  0   0.248  -3.4642  -4.8204  -0.7345
 4GD  H10  H  HCR6  0   0.273  -4.5472   0.2790  -1.4267
 4GD  H11  H  HCR6  0   0.267  -5.2282   2.6507  -1.3905
 4GD  H12  H  HCR6  0   0.265  -4.0441   4.2625   0.0676
 4GD  H13  H  HCR6  0   0.268  -2.2020   3.4771   1.5240
 4GD  H14  H  HCR6  0   0.285  -1.5631   1.1024   1.5413

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
 4GD  C12  C11  aromatic  1.359  0.020  1.359
 4GD  C12  N07  aromatic  1.349  0.020  1.349
 4GD  C11  C10  aromatic  1.412  0.020  1.412
 4GD  N06  N07  aromatic  1.337  0.020  1.337
 4GD  N06  C05  aromatic  1.317  0.020  1.317
 4GD  N07  C08  aromatic  1.379  0.020  1.379
 4GD  C10  N09  aromatic  1.308  0.020  1.308
 4GD  C05  C04  aromatic  1.405  0.020  1.405
 4GD  C08  N09  aromatic  1.336  0.020  1.336
 4GD  C08  C04  aromatic  1.397  0.020  1.397
 4GD  C04  C02  single    1.460  0.020  1.460
 4GD  C02  O03  double    1.217  0.020  1.217
 4GD  C02  N01  single    1.369  0.020  1.369
 4GD  C23  C24  aromatic  1.388  0.020  1.388
 4GD  C23  C22  aromatic  1.388  0.020  1.388
 4GD  N01  C13  single    1.382  0.020  1.382
 4GD  C24  C19  aromatic  1.391  0.020  1.391
 4GD  C22  C21  aromatic  1.389  0.020  1.389
 4GD  C13  N17  aromatic  1.359  0.020  1.359
 4GD  C13  C14  aromatic  1.374  0.020  1.374
 4GD  C19  N17  single    1.411  0.020  1.411
 4GD  C19  C20  aromatic  1.390  0.020  1.390
 4GD  N17  N16  aromatic  1.344  0.020  1.344
 4GD  C14  C15  aromatic  1.411  0.020  1.411
 4GD  C21  C20  aromatic  1.386  0.020  1.386
 4GD  N16  C15  aromatic  1.316  0.020  1.316
 4GD  C15  C18  single    1.489  0.020  1.489
 4GD  N01  H1   single    0.860  0.020  1.020
 4GD  C05  H2   single    0.930  0.020  1.080
 4GD  C10  H3   single    0.930  0.020  1.080
 4GD  C11  H4   single    0.930  0.020  1.080
 4GD  C12  H5   single    0.930  0.020  1.080
 4GD  C14  H6   single    0.930  0.020  1.080
 4GD  C18  H7   single    0.970  0.020  1.090
 4GD  C18  H8   single    0.970  0.020  1.090
 4GD  C18  H9   single    0.970  0.020  1.090
 4GD  C20  H10  single    0.930  0.020  1.080
 4GD  C21  H11  single    0.930  0.020  1.080
 4GD  C22  H12  single    0.930  0.020  1.080
 4GD  C23  H13  single    0.930  0.020  1.080
 4GD  C24  H14  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
 4GD  H1   N01  C13  116.81  3.000
 4GD  H1   N01  C02  118.63  3.000
 4GD  C13  N01  C02  124.41  3.000
 4GD  C04  C02  O03  123.09  3.000
 4GD  O03  C02  N01  122.47  3.000
 4GD  C04  C02  N01  114.44  3.000
 4GD  C08  C04  C05  104.03  3.000
 4GD  C08  C04  C02  125.86  3.000
 4GD  C05  C04  C02  130.07  3.000
 4GD  H2   C05  N06  118.54  3.000
 4GD  H2   C05  C04  128.28  3.000
 4GD  N06  C05  C04  113.17  3.000
 4GD  N07  N06  C05  104.51  3.000
 4GD  C12  N07  C08  121.75  3.000
 4GD  C08  N07  N06  113.13  3.000
 4GD  C12  N07  N06  125.12  3.000
 4GD  N09  C08  N07  121.55  3.000
 4GD  N09  C08  C04  133.29  3.000
 4GD  N07  C08  C04  105.16  3.000
 4GD  C10  N09  C08  117.05  3.000
 4GD  H3   C10  C11  119.37  3.000
 4GD  H3   C10  N09  116.79  3.000
 4GD  C11  C10  N09  123.84  3.000
 4GD  H4   C11  C12  120.60  3.000
 4GD  H4   C11  C10  121.07  3.000
 4GD  C12  C11  C10  118.32  3.000
 4GD  H5   C12  C11  125.40  3.000
 4GD  H5   C12  N07  117.12  3.000
 4GD  C11  C12  N07  117.48  3.000
 4GD  N17  C13  C14  106.80  3.000
 4GD  C14  C13  N01  132.78  3.000
 4GD  N17  C13  N01  120.38  3.000
 4GD  H6   C14  C15  127.60  3.000
 4GD  H6   C14  C13  127.93  3.000
 4GD  C15  C14  C13  104.46  3.000
 4GD  C18  C15  N16  121.30  3.000
 4GD  C18  C15  C14  127.32  3.000
 4GD  N16  C15  C14  111.37  3.000
 4GD  N17  N16  C15  105.71  3.000
 4GD  C19  N17  N16  120.07  3.000
 4GD  N16  N17  C13  111.64  3.000
 4GD  C19  N17  C13  128.28  3.000
 4GD  H9   C18  H8   108.12  3.000
 4GD  H9   C18  H7   107.13  3.000
 4GD  H8   C18  H7   108.20  3.000
 4GD  H9   C18  C15  111.27  3.000
 4GD  H8   C18  C15  110.92  3.000
 4GD  H7   C18  C15  111.04  3.000
 4GD  C24  C19  C20  120.48  3.000
 4GD  C20  C19  N17  119.31  3.000
 4GD  C24  C19  N17  120.20  3.000
 4GD  H10  C20  C21  120.49  3.000
 4GD  H10  C20  C19  120.00  3.000
 4GD  C21  C20  C19  119.50  3.000
 4GD  H11  C21  C22  120.10  3.000
 4GD  H11  C21  C20  119.49  3.000
 4GD  C22  C21  C20  120.41  3.000
 4GD  H12  C22  C23  120.11  3.000
 4GD  H12  C22  C21  120.13  3.000
 4GD  C23  C22  C21  119.75  3.000
 4GD  H13  C23  C24  119.36  3.000
 4GD  H13  C23  C22  120.28  3.000
 4GD  C24  C23  C22  120.35  3.000
 4GD  H14  C24  C23  119.97  3.000
 4GD  H14  C24  C19  120.52  3.000
 4GD  C23  C24  C19  119.49  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
 4GD  CONST_01  N07  N06  C05  C04    0.00   0.0  0
 4GD  CONST_02  C12  N07  C08  C04  180.00   0.0  0
 4GD  CONST_03  N06  N07  C08  C04    0.00   0.0  0
 4GD  CONST_04  C10  N09  C08  C04  180.00   0.0  0
 4GD  CONST_05  C12  N07  N06  C05  180.00   0.0  0
 4GD  CONST_06  C08  N07  N06  C05    0.00   0.0  0
 4GD  CONST_07  N07  C08  C04  C05    0.00   0.0  0
 4GD  CONST_08  N09  C08  C04  C05  180.00   0.0  0
 4GD  CONST_09  C11  C12  N07  N06  180.00   0.0  0
 4GD  CONST_10  N09  C08  N07  N06  180.00   0.0  0
 4GD  CONST_11  C08  C04  C05  N06    0.00   0.0  0
 4GD  CONST_12  C10  C11  C12  N07    0.00   0.0  0
 4GD  CONST_13  C10  N09  C08  N07    0.00   0.0  0
 4GD  CONST_14  C11  C12  N07  C08    0.00   0.0  0
 4GD  CONST_15  C11  C10  N09  C08    0.00   0.0  0
 4GD  CONST_16  C12  C11  C10  N09    0.00   0.0  0
 4GD  CONST_17  C12  N07  C08  N09    0.00   0.0  0
 4GD  CONST_20  C15  N16  N17  C13    0.00   0.0  0
 4GD  CONST_21  N16  C15  C14  C13    0.00   0.0  0
 4GD  CONST_22  C19  N17  C13  C14  180.00   0.0  0
 4GD  CONST_23  N16  N17  C13  C14    0.00   0.0  0
 4GD  CONST_24  N17  N16  C15  C14    0.00   0.0  0
 4GD  CONST_25  N17  C13  C14  C15    0.00   0.0  0
 4GD  CONST_26  C19  N17  N16  C15  180.00   0.0  0
 4GD  CONST_29  C23  C24  C19  N17  180.00   0.0  0
 4GD  CONST_30  C21  C20  C19  N17  180.00   0.0  0
 4GD  CONST_31  C22  C23  C24  C19    0.00   0.0  0
 4GD  CONST_32  C22  C21  C20  C19    0.00   0.0  0
 4GD  CONST_33  C23  C24  C19  C20    0.00   0.0  0
 4GD  CONST_34  C23  C22  C21  C20    0.00   0.0  0
 4GD  CONST_35  C24  C23  C22  C21    0.00   0.0  0
 4GD  CONST_36  C24  C19  C20  C21    0.00   0.0  0
 4GD  CONST_37  C19  N17  C13  N01    0.00   0.0  0
 4GD  CONST_38  N16  N17  C13  N01  180.00   0.0  0
 4GD  CONST_39  C15  C14  C13  N01  180.00   0.0  0
 4GD  CONST_40  N06  C05  C04  C02  180.00   0.0  0
 4GD  CONST_41  N07  C08  C04  C02  180.00   0.0  0
 4GD  CONST_42  N09  C08  C04  C02    0.00   0.0  0
 4GD  CONST_43  C18  C15  C14  C13  180.00   0.0  0
 4GD  CONST_44  C18  C15  N16  N17  180.00   0.0  0
 4GD  CONST_45  H5   C12  N07  N06    0.00   0.0  0
 4GD  CONST_46  H4   C11  C12  N07  180.00   0.0  0
 4GD  CONST_47  H2   C05  N06  N07  180.00   0.0  0
 4GD  CONST_48  H3   C10  N09  C08  180.00   0.0  0
 4GD  CONST_49  H6   C14  C15  N16  180.00   0.0  0
 4GD  CONST_50  H14  C24  C19  N17    0.00   0.0  0
 4GD  CONST_51  H10  C20  C19  N17    0.00   0.0  0
 4GD  CONST_52  H13  C23  C24  C19  180.00   0.0  0
 4GD  CONST_53  H11  C21  C20  C19  180.00   0.0  0
 4GD  CONST_54  H12  C22  C21  C20  180.00   0.0  0
 4GD  CONST_55  C13  N01  C02  C04  180.00   0.0  0
 4GD  CONST_59  C13  N01  C02  O03    0.00   0.0  0
 4GD  Var_01    C05  C04  C02  N01   16.13  30.0  3
 4GD  Var_02    H7   C18  C15  C14   59.03  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
 4GD  plan-1  N01  0.020
 4GD  plan-1  C13  0.020
 4GD  plan-1  C14  0.020
 4GD  plan-1  C15  0.020
 4GD  plan-1  N16  0.020
 4GD  plan-1  N17  0.020
 4GD  plan-1  C18  0.020
 4GD  plan-1  C19  0.020
 4GD  plan-1  H6   0.020
 4GD  plan-2  N17  0.020
 4GD  plan-2  C19  0.020
 4GD  plan-2  C20  0.020
 4GD  plan-2  C21  0.020
 4GD  plan-2  C22  0.020
 4GD  plan-2  C23  0.020
 4GD  plan-2  C24  0.020
 4GD  plan-2  H10  0.020
 4GD  plan-2  H11  0.020
 4GD  plan-2  H12  0.020
 4GD  plan-2  H13  0.020
 4GD  plan-2  H14  0.020
 4GD  plan-3  C02  0.020
 4GD  plan-3  C04  0.020
 4GD  plan-3  C05  0.020
 4GD  plan-3  N06  0.020
 4GD  plan-3  N07  0.020
 4GD  plan-3  C08  0.020
 4GD  plan-3  N09  0.020
 4GD  plan-3  C10  0.020
 4GD  plan-3  C11  0.020
 4GD  plan-3  C12  0.020
 4GD  plan-3  H2   0.020
 4GD  plan-3  H3   0.020
 4GD  plan-3  H4   0.020
 4GD  plan-3  H5   0.020
 4GD  plan-4  N01  0.020
 4GD  plan-4  C02  0.020
 4GD  plan-4  O03  0.020
 4GD  plan-4  C04  0.020
 4GD  plan-4  C13  0.020
 4GD  plan-4  H1   0.020

