# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 05:12:57 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 1-methyl-N-(pyridin-3-yl)-1H-pyrazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nccc1C(=O)Nc2cccnc2
#
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
 2HH  2HH  1-methyl-N-(pyridin-3-yl)-1H-pyrazole-5-carboxamide  ligand  25  15  .  2022-07-22  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_2HH
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
 2HH  C1   C  CH3   0  -0.533   3.1472  -1.9579  -0.3512
 2HH  N2   N  NR5   0  -0.265   2.9939  -0.5439  -0.0732
 2HH  C3   C  CR5   0   0.378   1.8632   0.1685   0.1437
 2HH  C4   C  CR15  0  -0.478   2.2559   1.4783   0.3480
 2HH  C5   C  CR15  0  -0.096   3.6462   1.4454   0.2316
 2HH  N6   N  N     0  -0.277   4.0711   0.2202  -0.0287
 2HH  C7   C  C     0   0.511   0.5215  -0.4440   0.2009
 2HH  O8   O  O     0  -0.499   0.3551  -1.6251   0.4448
 2HH  N9   N  NH1   0  -0.748  -0.4828   0.4391  -0.0298
 2HH  C10  C  CR6   0   0.215  -1.8607   0.2287   0.0281
 2HH  C11  C  CR16  0  -0.237  -2.6858   1.3098  -0.2833
 2HH  C12  C  CR16  0  -0.319  -4.0561   1.1545  -0.2342
 2HH  C13  C  CR16  0  -0.055  -4.5712  -0.0826   0.1260
 2HH  N14  N  N     0  -0.396  -3.7967  -1.1156   0.4214
 2HH  C15  C  CR16  0  -0.066  -2.4772  -0.9766   0.3774
 2HH  H1   H  HCH3  0   0.270   2.9248  -2.5558   0.5285
 2HH  H2   H  HCH3  0   0.280   2.4972  -2.2653  -1.1658
 2HH  H3   H  HCH3  0   0.229   4.1801  -2.1168  -0.6427
 2HH  H4   H  HCR5  0   0.272   1.6358   2.3297   0.5770
 2HH  H5   H  HCR5  0   0.283   4.3483   2.2583   0.3285
 2HH  H6   H  HNH1  0   0.421  -0.2132   1.3692  -0.3123
 2HH  H7   H  HCR6  0   0.281  -2.2527   2.2634  -0.5622
 2HH  H8   H  HCR6  0   0.265  -4.7143   1.9786  -0.4716
 2HH  H9   H  HCR6  0   0.278  -5.6421  -0.2424   0.1744
 2HH  H10  H  HCR6  0   0.284  -1.8963  -1.8508   0.6269

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
 2HH  C13  C12  aromatic  1.388  0.020  1.388
 2HH  C13  N14  aromatic  1.324  0.020  1.324
 2HH  C12  C11  aromatic  1.380  0.020  1.380
 2HH  N14  C15  aromatic  1.328  0.020  1.328
 2HH  C11  C10  aromatic  1.395  0.020  1.395
 2HH  C15  C10  aromatic  1.398  0.020  1.398
 2HH  C10  N9   single    1.395  0.020  1.395
 2HH  N9   C7   single    1.357  0.020  1.357
 2HH  O8   C7   double    1.217  0.020  1.217
 2HH  C7   C3   single    1.476  0.020  1.476
 2HH  C3   C4   aromatic  1.383  0.020  1.383
 2HH  C3   N2   aromatic  1.354  0.020  1.354
 2HH  C4   C5   aromatic  1.396  0.020  1.396
 2HH  C1   N2   single    1.449  0.020  1.449
 2HH  N2   N6   aromatic  1.322  0.020  1.322
 2HH  C5   N6   aromatic  1.323  0.020  1.323
 2HH  C1   H1   single    0.970  0.020  1.090
 2HH  C1   H2   single    0.970  0.020  1.090
 2HH  C1   H3   single    0.970  0.020  1.090
 2HH  C4   H4   single    0.930  0.020  1.080
 2HH  C5   H5   single    0.930  0.020  1.080
 2HH  N9   H6   single    0.860  0.020  1.020
 2HH  C11  H7   single    0.930  0.020  1.080
 2HH  C12  H8   single    0.930  0.020  1.080
 2HH  C13  H9   single    0.930  0.020  1.080
 2HH  C15  H10  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
 2HH  H3   C1   H2   109.06  3.000
 2HH  H3   C1   H1   109.37  3.000
 2HH  H2   C1   H1   109.20  3.000
 2HH  H3   C1   N2   107.17  3.000
 2HH  H2   C1   N2   110.89  3.000
 2HH  H1   C1   N2   111.09  3.000
 2HH  N6   N2   C3   111.78  3.000
 2HH  N6   N2   C1   118.97  3.000
 2HH  C3   N2   C1   129.23  3.000
 2HH  C7   C3   C4   130.20  3.000
 2HH  C4   C3   N2   106.56  3.000
 2HH  C7   C3   N2   123.16  3.000
 2HH  H4   C4   C5   127.56  3.000
 2HH  H4   C4   C3   128.05  3.000
 2HH  C5   C4   C3   104.37  3.000
 2HH  H5   C5   N6   120.45  3.000
 2HH  H5   C5   C4   128.56  3.000
 2HH  N6   C5   C4   111.00  3.000
 2HH  C5   N6   N2   106.28  3.000
 2HH  N9   C7   O8   124.35  3.000
 2HH  O8   C7   C3   122.31  3.000
 2HH  N9   C7   C3   113.34  3.000
 2HH  H6   N9   C10  114.50  3.000
 2HH  H6   N9   C7   116.73  3.000
 2HH  C10  N9   C7   128.74  3.000
 2HH  C15  C10  C11  117.58  3.000
 2HH  C15  C10  N9   125.16  3.000
 2HH  C11  C10  N9   117.26  3.000
 2HH  H7   C11  C12  120.33  3.000
 2HH  H7   C11  C10  120.19  3.000
 2HH  C12  C11  C10  119.48  3.000
 2HH  H8   C12  C13  120.70  3.000
 2HH  H8   C12  C11  120.73  3.000
 2HH  C13  C12  C11  118.57  3.000
 2HH  H9   C13  N14  116.93  3.000
 2HH  H9   C13  C12  120.65  3.000
 2HH  N14  C13  C12  122.42  3.000
 2HH  C15  N14  C13  119.48  3.000
 2HH  H10  C15  N14  116.27  3.000
 2HH  H10  C15  C10  121.26  3.000
 2HH  N14  C15  C10  122.47  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
 2HH  CONST_01  C5   C4   C3   N2      0.00   0.0  0
 2HH  CONST_02  C4   C5   N6   N2      0.00   0.0  0
 2HH  CONST_03  N6   C5   C4   C3      0.00   0.0  0
 2HH  CONST_04  C5   N6   N2   C3      0.00   0.0  0
 2HH  CONST_05  N6   N2   C3   C4      0.00   0.0  0
 2HH  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 2HH  CONST_07  C13  N14  C15  C10     0.00   0.0  0
 2HH  CONST_08  N14  C13  C12  C11     0.00   0.0  0
 2HH  CONST_09  N14  C15  C10  C11     0.00   0.0  0
 2HH  CONST_10  C15  N14  C13  C12     0.00   0.0  0
 2HH  CONST_11  C15  C10  C11  C12     0.00   0.0  0
 2HH  CONST_12  C4   C3   N2   C1    180.00   0.0  0
 2HH  CONST_13  C5   N6   N2   C1    180.00   0.0  0
 2HH  CONST_14  C7   C3   C4   C5    180.00   0.0  0
 2HH  CONST_15  C7   C3   N2   N6    180.00   0.0  0
 2HH  CONST_16  C12  C11  C10  N9    180.00   0.0  0
 2HH  CONST_17  N14  C15  C10  N9    180.00   0.0  0
 2HH  CONST_18  H4   C4   C3   N2    180.00   0.0  0
 2HH  CONST_19  H5   C5   N6   N2    180.00   0.0  0
 2HH  CONST_20  H8   C12  C11  C10   180.00   0.0  0
 2HH  CONST_21  H9   C13  C12  C11   180.00   0.0  0
 2HH  CONST_22  H10  C15  C10  C11   180.00   0.0  0
 2HH  CONST_23  H7   C11  C12  C13   180.00   0.0  0
 2HH  CONST_24  C10  N9   C7   C3    180.00   0.0  0
 2HH  CONST_25  C11  C10  N9   C7    180.00   0.0  0
 2HH  CONST_26  C15  C10  N9   C7      0.00   0.0  0
 2HH  CONST_27  H6   N9   C10  C11     0.00   0.0  0
 2HH  CONST_28  C10  N9   C7   O8      0.00   0.0  0
 2HH  Var_01    N9   C7   C3   N2   -158.78  30.0  2
 2HH  Var_02    H1   C1   N2   C3    -70.72  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
 2HH  plan-1  C1   0.020
 2HH  plan-1  N2   0.020
 2HH  plan-1  C3   0.020
 2HH  plan-1  C4   0.020
 2HH  plan-1  C5   0.020
 2HH  plan-1  N6   0.020
 2HH  plan-1  C7   0.020
 2HH  plan-1  H4   0.020
 2HH  plan-1  H5   0.020
 2HH  plan-2  N9   0.020
 2HH  plan-2  C10  0.020
 2HH  plan-2  C11  0.020
 2HH  plan-2  C12  0.020
 2HH  plan-2  C13  0.020
 2HH  plan-2  N14  0.020
 2HH  plan-2  C15  0.020
 2HH  plan-2  H7   0.020
 2HH  plan-2  H8   0.020
 2HH  plan-2  H9   0.020
 2HH  plan-2  H10  0.020
 2HH  plan-3  C3   0.020
 2HH  plan-3  C7   0.020
 2HH  plan-3  O8   0.020
 2HH  plan-3  N9   0.020
 2HH  plan-3  C10  0.020
 2HH  plan-3  H6   0.020

