# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 18:58:18 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: 5-[(pyridin-3-ylmethyl)amino]-1H-pyrazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1cn[nH]c1NCc2cccnc2
#
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
 HHV  HHV  5-[(pyridin-3-ylmethyl)amino]-1H-pyrazole-4-carboxamide  ligand  27  16  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HHV
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
 HHV  C01   C  CR5   0  -0.344  -2.5808  -0.1807   0.0811
 HHV  C02   C  CR5   0   0.685  -1.4214   0.6046   0.0884
 HHV  N03   N  NR15  0  -0.524  -1.8414   1.8750   0.1935
 HHV  N04   N  N     0  -0.280  -3.1858   1.9895   0.2650
 HHV  C05   C  CR15  0  -0.070  -3.6286   0.7621   0.1982
 HHV  N06   N  NH1   0  -0.675  -0.1205   0.2389   0.0492
 HHV  C07   C  CH2   0  -0.357   0.9229   1.1864  -0.2888
 HHV  C08   C  CR6   0  -0.020   2.2677   0.5435  -0.1188
 HHV  C09   C  CR16  0  -0.094   3.0723   0.2646  -1.2156
 HHV  N10   N  N     0  -0.401   4.2669  -0.3099  -1.1315
 HHV  C11   C  CR16  0  -0.065   4.7121  -0.6376   0.0741
 HHV  C12   C  CR16  0  -0.320   3.9909  -0.4090   1.2388
 HHV  C13   C  CR16  0  -0.165   2.7472   0.1894   1.1379
 HHV  C14   C  C     0   0.477  -2.6008  -1.6295  -0.0535
 HHV  O15   O  O     0  -0.515  -1.5603  -2.2758  -0.2008
 HHV  N16   N  NH2   0  -0.823  -3.8069  -2.2246  -0.0256
 HHV  H05   H  HCR5  0   0.262  -4.6927   0.5773   0.2300
 HHV  HN06  H  HNH1  0   0.401   0.0188  -0.7176  -0.2422
 HHV  H07   H  HCH2  0   0.259   0.8163   1.5678  -1.3109
 HHV  H07A  H  HCH2  0   0.260   0.8590   2.0461   0.3838
 HHV  H09   H  HCR6  0   0.263   2.7285   0.5216  -2.2131
 HHV  H11   H  HCR6  0   0.267   5.6892  -1.1056   0.1209
 HHV  H12   H  HCR6  0   0.274   4.4006  -0.6920   2.1984
 HHV  H13   H  HCR6  0   0.274   2.1568   0.3841   2.0250
 HHV  HN16  H  HNH2  0   0.405  -4.6575  -1.7221   0.1556
 HHV  HN1A  H  HNH2  0   0.401  -3.8709  -3.2274  -0.0758
 HHV  HN03  H  HNR5  0   0.425  -1.2774   2.7090   0.2284

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
 HHV  C14  C01   single    1.455  0.020  1.455
 HHV  C01  C05   aromatic  1.414  0.020  1.414
 HHV  C01  C02   aromatic  1.400  0.020  1.400
 HHV  C02  N06   single    1.352  0.020  1.352
 HHV  C02  N03   aromatic  1.342  0.020  1.342
 HHV  N04  N03   aromatic  1.351  0.020  1.351
 HHV  C05  N04   aromatic  1.307  0.020  1.307
 HHV  C05  H05   single    0.930  0.020  1.080
 HHV  N06  C07   single    1.449  0.020  1.449
 HHV  N06  HN06  single    0.890  0.020  1.040
 HHV  C07  C08   single    1.500  0.020  1.500
 HHV  C07  H07   single    0.970  0.020  1.090
 HHV  C07  H07A  single    0.970  0.020  1.090
 HHV  C13  C08   aromatic  1.391  0.020  1.391
 HHV  C08  C09   aromatic  1.389  0.020  1.389
 HHV  C09  N10   aromatic  1.328  0.020  1.328
 HHV  C09  H09   single    0.930  0.020  1.080
 HHV  C11  N10   aromatic  1.326  0.020  1.326
 HHV  C12  C11   aromatic  1.389  0.020  1.389
 HHV  C11  H11   single    0.930  0.020  1.080
 HHV  C13  C12   aromatic  1.384  0.020  1.384
 HHV  C12  H12   single    0.930  0.020  1.080
 HHV  C13  H13   single    0.930  0.020  1.080
 HHV  N16  C14   single    1.345  0.020  1.345
 HHV  C14  O15   double    1.234  0.020  1.234
 HHV  N16  HN16  single    0.860  0.020  1.020
 HHV  N16  HN1A  single    0.860  0.020  1.020
 HHV  N03  HN03  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
 HHV  C14   C01  C05   131.39  3.000
 HHV  C05   C01  C02   103.84  3.000
 HHV  C14   C01  C02   124.76  3.000
 HHV  N06   C02  N03   124.02  3.000
 HHV  N03   C02  C01   105.79  3.000
 HHV  N06   C02  C01   130.16  3.000
 HHV  HN03  N03  N04   119.02  3.000
 HHV  HN03  N03  C02   127.67  3.000
 HHV  N04   N03  C02   113.31  3.000
 HHV  C05   N04  N03   104.77  3.000
 HHV  H05   C05  N04   119.53  3.000
 HHV  H05   C05  C01   128.17  3.000
 HHV  N04   C05  C01   112.29  3.000
 HHV  HN06  N06  C07   116.92  3.000
 HHV  HN06  N06  C02   113.42  3.000
 HHV  C07   N06  C02   121.51  3.000
 HHV  H07A  C07  H07   107.12  3.000
 HHV  H07A  C07  C08   108.64  3.000
 HHV  H07   C07  C08   110.00  3.000
 HHV  H07A  C07  N06   109.18  3.000
 HHV  H07   C07  N06   112.02  3.000
 HHV  C08   C07  N06   109.80  3.000
 HHV  C13   C08  C09   117.57  3.000
 HHV  C09   C08  C07   121.06  3.000
 HHV  C13   C08  C07   121.36  3.000
 HHV  H09   C09  N10   116.44  3.000
 HHV  H09   C09  C08   119.64  3.000
 HHV  N10   C09  C08   123.92  3.000
 HHV  C11   N10  C09   117.80  3.000
 HHV  H11   C11  C12   120.18  3.000
 HHV  H11   C11  N10   116.63  3.000
 HHV  C12   C11  N10   123.18  3.000
 HHV  H12   C12  C13   121.23  3.000
 HHV  H12   C12  C11   120.29  3.000
 HHV  C13   C12  C11   118.47  3.000
 HHV  H13   C13  C12   120.52  3.000
 HHV  H13   C13  C08   120.42  3.000
 HHV  C12   C13  C08   119.06  3.000
 HHV  N16   C14  O15   121.80  3.000
 HHV  O15   C14  C01   121.40  3.000
 HHV  N16   C14  C01   116.80  3.000
 HHV  HN1A  N16  HN16  116.99  3.000
 HHV  HN1A  N16  C14   119.79  3.000
 HHV  HN16  N16  C14   122.80  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
 HHV  CONST_01  N03   N04  C05  C01    0.00   0.0  0
 HHV  CONST_02  N04   N03  C02  C01    0.00   0.0  0
 HHV  CONST_03  N04   C05  C01  C02    0.00   0.0  0
 HHV  CONST_04  C05   N04  N03  C02    0.00   0.0  0
 HHV  CONST_05  C05   C01  C02  N03    0.00   0.0  0
 HHV  CONST_06  C11   C12  C13  C08    0.00   0.0  0
 HHV  CONST_07  C11   N10  C09  C08    0.00   0.0  0
 HHV  CONST_08  C12   C13  C08  C09    0.00   0.0  0
 HHV  CONST_09  C12   C11  N10  C09    0.00   0.0  0
 HHV  CONST_10  C13   C08  C09  N10    0.00   0.0  0
 HHV  CONST_11  C13   C12  C11  N10    0.00   0.0  0
 HHV  CONST_12  C14   C01  C02  N03  180.00   0.0  0
 HHV  CONST_13  N06   C02  N03  N04  180.00   0.0  0
 HHV  CONST_14  C14   C01  C05  N04  180.00   0.0  0
 HHV  CONST_15  N06   C02  C01  C05  180.00   0.0  0
 HHV  CONST_16  C12   C13  C08  C07  180.00   0.0  0
 HHV  CONST_17  N10   C09  C08  C07  180.00   0.0  0
 HHV  CONST_18  HN03  N03  C02  C01  180.00   0.0  0
 HHV  CONST_19  H05   C05  C01  C02  180.00   0.0  0
 HHV  CONST_20  H12   C12  C13  C08  180.00   0.0  0
 HHV  CONST_21  H13   C13  C08  C09  180.00   0.0  0
 HHV  CONST_22  H11   C11  N10  C09  180.00   0.0  0
 HHV  CONST_23  H09   C09  N10  C11  180.00   0.0  0
 HHV  CONST_27  HN16  N16  C14  C01    0.00   0.0  0
 HHV  CONST_28  HN1A  N16  C14  C01  180.00   0.0  0
 HHV  Var_01    N16   C14  C01  C02  179.31  30.0  2
 HHV  Var_02    C08   C07  N06  C02  174.30  30.0  3
 HHV  Var_03    C13   C08  C07  N06  -67.67  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
 HHV  plan-1  C01   0.020
 HHV  plan-1  C02   0.020
 HHV  plan-1  N03   0.020
 HHV  plan-1  N04   0.020
 HHV  plan-1  C05   0.020
 HHV  plan-1  N06   0.020
 HHV  plan-1  C14   0.020
 HHV  plan-1  H05   0.020
 HHV  plan-1  HN03  0.020
 HHV  plan-2  C07   0.020
 HHV  plan-2  C08   0.020
 HHV  plan-2  C09   0.020
 HHV  plan-2  N10   0.020
 HHV  plan-2  C11   0.020
 HHV  plan-2  C12   0.020
 HHV  plan-2  C13   0.020
 HHV  plan-2  H09   0.020
 HHV  plan-2  H11   0.020
 HHV  plan-2  H12   0.020
 HHV  plan-2  H13   0.020
 HHV  plan-3  C01   0.020
 HHV  plan-3  C14   0.020
 HHV  plan-3  O15   0.020
 HHV  plan-3  N16   0.020
 HHV  plan-3  HN16  0.020
 HHV  plan-3  HN1A  0.020
 HHV  plan-4  C02   0.020
 HHV  plan-4  N06   0.020
 HHV  plan-4  C07   0.020
 HHV  plan-4  HN06  0.020

