# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 18:50:39 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 5-methyl-7-oxo-6-(propan-2-yl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C1=C(C)Nc2n(ncc2C#N)C1=O
#
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
 6E8  6E8  5-methyl-7-oxo-6-(propan-2-yl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile  ligand  28  16  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_6E8
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
 6E8  C10  C  CR15  0   0.030   2.5902   1.6095   0.0362
 6E8  N12  N  N     0  -0.451   0.5851   0.9633   0.0152
 6E8  C13  C  CR6   0   0.583  -0.8231   1.0255   0.0060
 6E8  C15  C  CSP   0  -0.003   3.7625  -0.6490   0.0204
 6E8  C01  C  CH3   0  -0.647  -3.5967   0.2397   1.2368
 6E8  C03  C  CH3   0  -0.648  -3.5674   0.2915  -1.2971
 6E8  C04  C  CR6   0  -0.152  -1.4605  -0.2733  -0.0153
 6E8  C05  C  CR6   0   0.350  -0.7061  -1.4129  -0.0179
 6E8  C06  C  CH3   0  -0.767  -1.2701  -2.7977  -0.0394
 6E8  N07  N  NR16  0  -0.732   0.6576  -1.3531  -0.0067
 6E8  C08  C  CR56  0   0.780   1.3031  -0.1781   0.0083
 6E8  C09  C  CR5   0  -0.294   2.6401   0.1937   0.0215
 6E8  N11  N  N     0  -0.265   1.3670   2.0623   0.0325
 6E8  O14  O  O     0  -0.427  -1.3631   2.1101   0.0161
 6E8  N16  N  NS    0  -0.250   4.6855  -1.3421   0.0196
 6E8  H1   H  HCR5  0   0.300   3.4319   2.2844   0.0501
 6E8  H2   H  HCH3  0   0.230  -4.6727   0.0590   1.2371
 6E8  H3   H  HCH3  0   0.228  -3.1803  -0.2313   2.1280
 6E8  H4   H  HCH3  0   0.231  -3.4427   1.3143   1.3169
 6E8  H5   H  HCH1  0   0.252  -3.2487  -1.3911  -0.0627
 6E8  H6   H  HCH3  0   0.231  -3.4170   1.3691  -1.3293
 6E8  H7   H  HCH3  0   0.228  -3.1269  -0.1403  -2.1966
 6E8  H8   H  HCH3  0   0.230  -4.6420   0.1063  -1.3318
 6E8  H9   H  HCH3  0   0.282  -1.8238  -2.9747  -0.9611
 6E8  H10  H  HCH3  0   0.278  -0.4864  -3.5493   0.0269
 6E8  H11  H  HCH3  0   0.280  -1.9529  -2.9536   0.7939
 6E8  H12  H  HNR6  0   0.444   1.1962  -2.2072  -0.0033
 6E8  C02  C  CH1   0  -0.319  -2.9722  -0.3358  -0.0352

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
 6E8  N16  C15  triple    1.154  0.020  1.154
 6E8  C15  C09  single    1.404  0.020  1.404
 6E8  C09  C08  aromatic  1.388  0.020  1.388
 6E8  C09  C10  aromatic  1.417  0.020  1.417
 6E8  N07  C08  single    1.341  0.020  1.341
 6E8  N07  C05  single    1.365  0.020  1.365
 6E8  C06  C05  single    1.495  0.020  1.495
 6E8  C08  N12  aromatic  1.348  0.020  1.348
 6E8  C10  N11  aromatic  1.304  0.020  1.304
 6E8  C05  C04  double    1.367  0.020  1.367
 6E8  N12  N11  aromatic  1.349  0.020  1.349
 6E8  N12  C13  single    1.410  0.020  1.410
 6E8  C04  C13  single    1.447  0.020  1.447
 6E8  C04  C02  single    1.513  0.020  1.513
 6E8  C13  O14  double    1.212  0.020  1.212
 6E8  C02  C03  single    1.530  0.020  1.530
 6E8  C02  C01  single    1.529  0.020  1.529
 6E8  C10  H1   single    0.930  0.020  1.080
 6E8  C01  H2   single    0.970  0.020  1.090
 6E8  C01  H3   single    0.970  0.020  1.090
 6E8  C01  H4   single    0.970  0.020  1.090
 6E8  C02  H5   single    0.970  0.020  1.090
 6E8  C03  H6   single    0.970  0.020  1.090
 6E8  C03  H7   single    0.970  0.020  1.090
 6E8  C03  H8   single    0.970  0.020  1.090
 6E8  C06  H9   single    0.970  0.020  1.090
 6E8  C06  H10  single    0.970  0.020  1.090
 6E8  C06  H11  single    0.970  0.020  1.090
 6E8  N07  H12  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
 6E8  H1   C10  N11  120.96  3.000
 6E8  H1   C10  C09  126.71  3.000
 6E8  N11  C10  C09  112.33  3.000
 6E8  N11  N12  C08  112.40  3.000
 6E8  N11  N12  C13  122.90  3.000
 6E8  C08  N12  C13  124.69  3.000
 6E8  O14  C13  C04  127.39  3.000
 6E8  O14  C13  N12  118.99  3.000
 6E8  C04  C13  N12  113.62  3.000
 6E8  N16  C15  C09  180.00  3.000
 6E8  H4   C01  H3   108.18  3.000
 6E8  H4   C01  H2   107.64  3.000
 6E8  H3   C01  H2   107.74  3.000
 6E8  H4   C01  C02  112.02  3.000
 6E8  H3   C01  C02  111.18  3.000
 6E8  H2   C01  C02  109.92  3.000
 6E8  H8   C03  H7   107.72  3.000
 6E8  H8   C03  H6   107.65  3.000
 6E8  H7   C03  H6   108.16  3.000
 6E8  H8   C03  C02  109.87  3.000
 6E8  H7   C03  C02  111.15  3.000
 6E8  H6   C03  C02  112.13  3.000
 6E8  C05  C04  C02  121.13  3.000
 6E8  C02  C04  C13  118.52  3.000
 6E8  C05  C04  C13  120.35  3.000
 6E8  N07  C05  C06  114.68  3.000
 6E8  C06  C05  C04  124.33  3.000
 6E8  N07  C05  C04  120.99  3.000
 6E8  H11  C06  H10  107.84  3.000
 6E8  H11  C06  H9   107.79  3.000
 6E8  H10  C06  H9   107.78  3.000
 6E8  H11  C06  C05  110.99  3.000
 6E8  H10  C06  C05  111.55  3.000
 6E8  H9   C06  C05  110.74  3.000
 6E8  H12  N07  C08  118.98  3.000
 6E8  H12  N07  C05  119.72  3.000
 6E8  C08  N07  C05  121.30  3.000
 6E8  C09  C08  N07  134.32  3.000
 6E8  N07  C08  N12  119.05  3.000
 6E8  C09  C08  N12  106.63  3.000
 6E8  C08  C09  C15  127.56  3.000
 6E8  C08  C09  C10  103.52  3.000
 6E8  C15  C09  C10  128.92  3.000
 6E8  N12  N11  C10  105.12  3.000
 6E8  H5   C02  C04  107.07  3.000
 6E8  H5   C02  C03  106.09  3.000
 6E8  C04  C02  C03  112.50  3.000
 6E8  H5   C02  C01  106.34  3.000
 6E8  C03  C02  C01  111.89  3.000
 6E8  C04  C02  C01  112.42  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
 6E8  CONST_01  N12  C08  C09  C10     0.00   0.0  0
 6E8  CONST_02  C08  N12  N11  C10     0.00   0.0  0
 6E8  CONST_03  C09  C10  N11  N12     0.00   0.0  0
 6E8  CONST_04  N11  C10  C09  C08     0.00   0.0  0
 6E8  CONST_05  N11  N12  C08  C09     0.00   0.0  0
 6E8  CONST_06  C15  C09  C08  N12   180.00   0.0  0
 6E8  CONST_07  N07  C08  C09  C15     0.00   0.0  0
 6E8  CONST_08  N11  C10  C09  C15   180.00   0.0  0
 6E8  CONST_09  H1   C10  N11  N12   180.00   0.0  0
 6E8  Var_01    C03  C02  C04  C13    63.10  30.0  3
 6E8  Var_02    H9   C06  C05  C04    63.62  30.0  3
 6E8  Var_03    H6   C03  C02  C04   -67.85  30.0  3
 6E8  Var_04    H2   C01  C02  C04  -172.75  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
 6E8  plan-1  C10  0.020
 6E8  plan-1  N12  0.020
 6E8  plan-1  C13  0.020
 6E8  plan-1  C15  0.020
 6E8  plan-1  C04  0.020
 6E8  plan-1  C05  0.020
 6E8  plan-1  C06  0.020
 6E8  plan-1  N07  0.020
 6E8  plan-1  C08  0.020
 6E8  plan-1  C09  0.020
 6E8  plan-1  N11  0.020
 6E8  plan-1  O14  0.020
 6E8  plan-1  N16  0.020
 6E8  plan-1  H1   0.020
 6E8  plan-1  H12  0.020
 6E8  plan-1  C02  0.020

