# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 12:15:25 2020
#   Inital geometry file: a 65 line input string
#   Ligand name: 2-methyl-5-phenyl-pyrazol-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(cc1N)c2ccccc2
#
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
 9EZ  9EZ  2-methyl-5-phenyl-pyrazol-3-amine  ligand  24  13  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9EZ
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
 9EZ  C4   C  CR16  0  -0.297  -1.8447   1.1655   0.0315
 9EZ  C5   C  CR6   0   0.062  -1.1875  -0.0662  -0.0235
 9EZ  C6   C  CR16  0  -0.334  -1.9585  -1.2288  -0.0604
 9EZ  C7   C  CR5   0   0.299   0.2769  -0.1358  -0.0390
 9EZ  C8   C  CR15  0  -0.596   1.0941  -1.2839  -0.0777
 9EZ  C9   C  CR5   0   0.572   2.3846  -0.7895  -0.0662
 9EZ  N1   N  NR5   0  -0.311   2.2807   0.5546  -0.0167
 9EZ  N2   N  N     0  -0.340   1.0047   0.9656  -0.0018
 9EZ  C3   C  CR16  0  -0.238  -3.2288   1.2306   0.0473
 9EZ  N3   N  NH2   0  -0.861   3.5968  -1.4306  -0.1730
 9EZ  C1   C  CR16  0  -0.235  -3.3445  -1.1634  -0.0432
 9EZ  C2   C  CR16  0  -0.271  -3.9867   0.0662   0.0104
 9EZ  H1   H  HCR6  0   0.249  -1.2640   2.0785   0.0609
 9EZ  H2   H  HCR6  0   0.245  -1.4792  -2.1987  -0.1043
 9EZ  H3   H  HCR5  0   0.261   0.8085  -2.3226  -0.0989
 9EZ  H4   H  HCH3  0   0.256   3.6862   1.6849  -1.0951
 9EZ  H5   H  HCH3  0   0.269   2.9969   2.4536   0.3466
 9EZ  H6   H  HCH3  0   0.252   4.2010   1.1821   0.5229
 9EZ  H7   H  HCR6  0   0.255  -3.7185   2.1952   0.0897
 9EZ  H8   H  HNH2  0   0.391   3.5298  -2.4232  -0.0097
 9EZ  H9   H  HNH2  0   0.387   4.3424  -1.0395   0.3851
 9EZ  H10  H  HCR6  0   0.256  -3.9240  -2.0772  -0.0718
 9EZ  H11  H  HCR6  0   0.255  -5.0675   0.1177   0.0232
 9EZ  C10  C  CH3   0  -0.525   3.3524   1.5163  -0.0709

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
 9EZ  C3   C2   aromatic  1.390  0.020  1.390
 9EZ  C3   C4   aromatic  1.386  0.020  1.386
 9EZ  C2   C1   aromatic  1.388  0.020  1.388
 9EZ  C4   C5   aromatic  1.397  0.020  1.397
 9EZ  C1   C6   aromatic  1.388  0.020  1.388
 9EZ  C5   C6   aromatic  1.395  0.020  1.395
 9EZ  C5   C7   single    1.466  0.020  1.466
 9EZ  N2   C7   aromatic  1.321  0.020  1.321
 9EZ  N2   N1   aromatic  1.341  0.020  1.341
 9EZ  C7   C8   aromatic  1.410  0.020  1.410
 9EZ  C10  N1   single    1.441  0.020  1.441
 9EZ  N1   C9   aromatic  1.349  0.020  1.349
 9EZ  C8   C9   aromatic  1.382  0.020  1.382
 9EZ  C9   N3   single    1.375  0.020  1.375
 9EZ  C4   H1   single    0.930  0.020  1.080
 9EZ  C6   H2   single    0.930  0.020  1.080
 9EZ  C8   H3   single    0.930  0.020  1.080
 9EZ  C10  H4   single    0.970  0.020  1.090
 9EZ  C10  H5   single    0.970  0.020  1.090
 9EZ  C10  H6   single    0.970  0.020  1.090
 9EZ  C3   H7   single    0.930  0.020  1.080
 9EZ  N3   H8   single    0.890  0.020  1.040
 9EZ  N3   H9   single    0.890  0.020  1.040
 9EZ  C1   H10  single    0.930  0.020  1.080
 9EZ  C2   H11  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
 9EZ  H1   C4   C3   119.73  3.000
 9EZ  H1   C4   C5   119.50  3.000
 9EZ  C3   C4   C5   120.77  3.000
 9EZ  C7   C5   C6   120.80  3.000
 9EZ  C7   C5   C4   120.80  3.000
 9EZ  C6   C5   C4   118.40  3.000
 9EZ  H2   C6   C1   119.00  3.000
 9EZ  H2   C6   C5   120.18  3.000
 9EZ  C1   C6   C5   120.81  3.000
 9EZ  N2   C7   C8   111.13  3.000
 9EZ  C8   C7   C5   128.17  3.000
 9EZ  N2   C7   C5   120.70  3.000
 9EZ  H3   C8   C9   126.34  3.000
 9EZ  H3   C8   C7   129.19  3.000
 9EZ  C9   C8   C7   104.46  3.000
 9EZ  N3   C9   N1   122.35  3.000
 9EZ  N3   C9   C8   130.96  3.000
 9EZ  N1   C9   C8   106.55  3.000
 9EZ  N2   N1   C10  120.24  3.000
 9EZ  C10  N1   C9   127.32  3.000
 9EZ  N2   N1   C9   112.29  3.000
 9EZ  N1   N2   C7   105.57  3.000
 9EZ  H7   C3   C2   120.05  3.000
 9EZ  H7   C3   C4   119.61  3.000
 9EZ  C2   C3   C4   120.34  3.000
 9EZ  H9   N3   H8   109.92  3.000
 9EZ  H9   N3   C9   115.29  3.000
 9EZ  H8   N3   C9   112.81  3.000
 9EZ  H10  C1   C2   120.07  3.000
 9EZ  H10  C1   C6   119.64  3.000
 9EZ  C2   C1   C6   120.28  3.000
 9EZ  H11  C2   C1   120.31  3.000
 9EZ  H11  C2   C3   120.30  3.000
 9EZ  C1   C2   C3   119.39  3.000
 9EZ  H6   C10  H5   108.09  3.000
 9EZ  H6   C10  H4   108.74  3.000
 9EZ  H5   C10  H4   109.14  3.000
 9EZ  H6   C10  N1   110.76  3.000
 9EZ  H5   C10  N1   108.55  3.000
 9EZ  H4   C10  N1   111.48  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
 9EZ  CONST_01  C1   C2   C3  C4    0.00   0.0  0
 9EZ  CONST_02  C1   C6   C5  C4    0.00   0.0  0
 9EZ  CONST_03  N2   C7   C5  C4    0.00   0.0  0
 9EZ  CONST_04  C8   C7   C5  C4  180.00   0.0  0
 9EZ  CONST_05  C2   C3   C4  C5    0.00   0.0  0
 9EZ  CONST_06  C2   C1   C6  C5    0.00   0.0  0
 9EZ  CONST_07  N1   N2   C7  C5  180.00   0.0  0
 9EZ  CONST_08  C9   C8   C7  C5  180.00   0.0  0
 9EZ  CONST_09  C3   C2   C1  C6    0.00   0.0  0
 9EZ  CONST_10  C3   C4   C5  C6    0.00   0.0  0
 9EZ  CONST_11  N2   C7   C5  C6  180.00   0.0  0
 9EZ  CONST_12  C8   C7   C5  C6    0.00   0.0  0
 9EZ  CONST_13  C3   C4   C5  C7  180.00   0.0  0
 9EZ  CONST_14  C1   C6   C5  C7  180.00   0.0  0
 9EZ  CONST_15  C9   N1   N2  C7    0.00   0.0  0
 9EZ  CONST_16  N1   C9   C8  C7    0.00   0.0  0
 9EZ  CONST_17  N1   N2   C7  C8    0.00   0.0  0
 9EZ  CONST_18  N2   N1   C9  C8    0.00   0.0  0
 9EZ  CONST_19  N2   C7   C8  C9    0.00   0.0  0
 9EZ  CONST_20  C10  N1   N2  C7  180.00   0.0  0
 9EZ  CONST_21  N3   C9   C8  C7  180.00   0.0  0
 9EZ  CONST_22  C10  N1   C9  C8  180.00   0.0  0
 9EZ  CONST_23  N3   C9   N1  N2  180.00   0.0  0
 9EZ  CONST_24  H11  C2   C3  C4  180.00   0.0  0
 9EZ  CONST_25  H2   C6   C5  C4  180.00   0.0  0
 9EZ  CONST_26  H7   C3   C4  C5  180.00   0.0  0
 9EZ  CONST_27  H10  C1   C6  C5  180.00   0.0  0
 9EZ  CONST_28  H3   C8   C7  C5    0.00   0.0  0
 9EZ  CONST_29  H1   C4   C5  C6  180.00   0.0  0
 9EZ  Var_01    H4   C10  N1  C9   80.19  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
 9EZ  plan-1  C5   0.020
 9EZ  plan-1  C7   0.020
 9EZ  plan-1  C8   0.020
 9EZ  plan-1  C9   0.020
 9EZ  plan-1  N1   0.020
 9EZ  plan-1  N2   0.020
 9EZ  plan-1  N3   0.020
 9EZ  plan-1  H3   0.020
 9EZ  plan-1  C10  0.020
 9EZ  plan-2  C4   0.020
 9EZ  plan-2  C5   0.020
 9EZ  plan-2  C6   0.020
 9EZ  plan-2  C7   0.020
 9EZ  plan-2  C3   0.020
 9EZ  plan-2  C1   0.020
 9EZ  plan-2  C2   0.020
 9EZ  plan-2  H1   0.020
 9EZ  plan-2  H2   0.020
 9EZ  plan-2  H7   0.020
 9EZ  plan-2  H10  0.020
 9EZ  plan-2  H11  0.020
 9EZ  plan-3  C9   0.020
 9EZ  plan-3  N3   0.020
 9EZ  plan-3  H8   0.020
 9EZ  plan-3  H9   0.020

