# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 23:43:01 2020
#   Inital geometry file: a 71 line input string
#   Ligand name: 5-methyl-2-(phenylmethyl)pyrazol-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(N)n(Cc2ccccc2)n1
#
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
 9W5  9W5  5-methyl-2-(phenylmethyl)pyrazol-3-amine  ligand  27  14  .  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_9W5
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
 9W5  C10  C  CR16  0  -0.242   3.6142   0.8045   0.0460
 9W5  C13  C  CR16  0  -0.281   1.4766  -0.9560   0.2112
 9W5  C02  C  CR5   0   0.286  -2.7884  -0.8095   0.1034
 9W5  C03  C  CR15  0  -0.577  -2.6828   0.3653   0.8737
 9W5  C04  C  CR5   0   0.583  -1.5668   1.0101   0.3741
 9W5  N05  N  NH2   0  -0.854  -0.9313   2.1579   0.7805
 9W5  N06  N  NR5   0  -0.329  -1.0918   0.2369  -0.6239
 9W5  C07  C  CH2   0  -0.387   0.1142   0.4430  -1.3834
 9W5  C08  C  CR6   0   0.105   1.3689   0.1806  -0.5869
 9W5  C09  C  CR16  0  -0.309   2.4445   1.0574  -0.6608
 9W5  C11  C  CR16  0  -0.267   3.7142  -0.3275   0.8418
 9W5  C12  C  CR16  0  -0.241   2.6405  -1.2072   0.9227
 9W5  N14  N  N     0  -0.341  -1.8281  -0.8833  -0.7947
 9W5  H1   H  HCR6  0   0.257   4.4436   1.4966  -0.0217
 9W5  H2   H  HCR6  0   0.251   0.6478  -1.6510   0.2764
 9W5  H3   H  HCH3  0   0.242  -4.8257  -1.4755   0.0660
 9W5  H4   H  HCH3  0   0.242  -3.6569  -2.6542  -0.5328
 9W5  H5   H  HCH3  0   0.242  -3.8065  -2.3466   1.1976
 9W5  H6   H  HCR5  0   0.253  -3.3278   0.7039   1.6686
 9W5  H7   H  HNH2  0   0.390  -1.5145   2.7569   1.3433
 9W5  H8   H  HNH2  0   0.385  -0.4846   2.6925   0.0505
 9W5  H9   H  HCH2  0   0.291   0.0593  -0.2307  -2.2389
 9W5  H10  H  HCH2  0   0.270   0.1310   1.4568  -1.7913
 9W5  H11  H  HCR6  0   0.253   2.3726   1.9478  -1.2750
 9W5  H12  H  HCR6  0   0.256   4.6216  -0.5241   1.3983
 9W5  H13  H  HCR6  0   0.256   2.7113  -2.0937   1.5399
 9W5  C01  C  CH3   0  -0.734  -3.8223  -1.8777   0.2125

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
 9W5  C01  C02  single    1.491  0.020  1.491
 9W5  C02  C03  aromatic  1.409  0.020  1.409
 9W5  C02  N14  aromatic  1.317  0.020  1.317
 9W5  C03  C04  aromatic  1.382  0.020  1.382
 9W5  N14  N06  aromatic  1.351  0.020  1.351
 9W5  C04  N06  aromatic  1.349  0.020  1.349
 9W5  C04  N05  single    1.373  0.020  1.373
 9W5  N06  C07  single    1.440  0.020  1.440
 9W5  C07  C08  single    1.509  0.020  1.509
 9W5  C08  C13  aromatic  1.393  0.020  1.393
 9W5  C08  C09  aromatic  1.390  0.020  1.390
 9W5  C13  C12  aromatic  1.387  0.020  1.387
 9W5  C09  C10  aromatic  1.390  0.020  1.390
 9W5  C12  C11  aromatic  1.390  0.020  1.390
 9W5  C10  C11  aromatic  1.387  0.020  1.387
 9W5  C10  H1   single    0.930  0.020  1.080
 9W5  C13  H2   single    0.930  0.020  1.080
 9W5  C01  H3   single    0.970  0.020  1.090
 9W5  C01  H4   single    0.970  0.020  1.090
 9W5  C01  H5   single    0.970  0.020  1.090
 9W5  C03  H6   single    0.930  0.020  1.080
 9W5  N05  H7   single    0.890  0.020  1.040
 9W5  N05  H8   single    0.890  0.020  1.040
 9W5  C07  H9   single    0.970  0.020  1.090
 9W5  C07  H10  single    0.970  0.020  1.090
 9W5  C09  H11  single    0.930  0.020  1.080
 9W5  C11  H12  single    0.930  0.020  1.080
 9W5  C12  H13  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
 9W5  H1   C10  C11  120.16  3.000
 9W5  H1   C10  C09  119.78  3.000
 9W5  C11  C10  C09  120.06  3.000
 9W5  H2   C13  C12  119.65  3.000
 9W5  H2   C13  C08  119.91  3.000
 9W5  C12  C13  C08  120.43  3.000
 9W5  N14  C02  C03  111.41  3.000
 9W5  N14  C02  C01  121.04  3.000
 9W5  C03  C02  C01  127.56  3.000
 9W5  H6   C03  C04  127.08  3.000
 9W5  H6   C03  C02  128.33  3.000
 9W5  C04  C03  C02  104.59  3.000
 9W5  N06  C04  N05  122.35  3.000
 9W5  N05  C04  C03  131.03  3.000
 9W5  N06  C04  C03  106.52  3.000
 9W5  H8   N05  H7   110.20  3.000
 9W5  H8   N05  C04  115.69  3.000
 9W5  H7   N05  C04  113.22  3.000
 9W5  N14  N06  C07  120.55  3.000
 9W5  C07  N06  C04  127.09  3.000
 9W5  N14  N06  C04  112.14  3.000
 9W5  H10  C07  H9   106.32  3.000
 9W5  H10  C07  C08  110.22  3.000
 9W5  H9   C07  C08  110.40  3.000
 9W5  H10  C07  N06  110.03  3.000
 9W5  H9   C07  N06  106.45  3.000
 9W5  C08  C07  N06  113.14  3.000
 9W5  C09  C08  C07  120.37  3.000
 9W5  C09  C08  C13  119.05  3.000
 9W5  C07  C08  C13  120.57  3.000
 9W5  H11  C09  C08  119.80  3.000
 9W5  H11  C09  C10  119.57  3.000
 9W5  C08  C09  C10  120.63  3.000
 9W5  H12  C11  C12  120.17  3.000
 9W5  H12  C11  C10  120.23  3.000
 9W5  C12  C11  C10  119.60  3.000
 9W5  H13  C12  C11  120.05  3.000
 9W5  H13  C12  C13  119.72  3.000
 9W5  C11  C12  C13  120.24  3.000
 9W5  N06  N14  C02  105.35  3.000
 9W5  H5   C01  H4   108.01  3.000
 9W5  H5   C01  H3   107.04  3.000
 9W5  H4   C01  H3   108.10  3.000
 9W5  H5   C01  C02  111.35  3.000
 9W5  H4   C01  C02  110.83  3.000
 9W5  H3   C01  C02  111.34  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
 9W5  CONST_01  C13  C08  C09  C10    0.00   0.0  0
 9W5  CONST_02  C13  C12  C11  C10    0.00   0.0  0
 9W5  CONST_03  N06  C04  C03  C02    0.00   0.0  0
 9W5  CONST_04  C04  N06  N14  C02    0.00   0.0  0
 9W5  CONST_05  N06  N14  C02  C03    0.00   0.0  0
 9W5  CONST_06  N14  N06  C04  C03    0.00   0.0  0
 9W5  CONST_07  N14  C02  C03  C04    0.00   0.0  0
 9W5  CONST_08  C11  C12  C13  C08    0.00   0.0  0
 9W5  CONST_09  C11  C10  C09  C08    0.00   0.0  0
 9W5  CONST_10  C12  C13  C08  C09    0.00   0.0  0
 9W5  CONST_11  C12  C11  C10  C09    0.00   0.0  0
 9W5  CONST_12  C07  C08  C09  C10  180.00   0.0  0
 9W5  CONST_13  C04  C03  C02  C01  180.00   0.0  0
 9W5  CONST_14  N06  N14  C02  C01  180.00   0.0  0
 9W5  CONST_15  N05  C04  C03  C02  180.00   0.0  0
 9W5  CONST_16  C07  N06  N14  C02  180.00   0.0  0
 9W5  CONST_17  C07  N06  C04  C03  180.00   0.0  0
 9W5  CONST_18  N14  N06  C04  N05  180.00   0.0  0
 9W5  CONST_19  C12  C13  C08  C07  180.00   0.0  0
 9W5  CONST_20  H13  C12  C11  C10  180.00   0.0  0
 9W5  CONST_21  H11  C09  C08  C13  180.00   0.0  0
 9W5  CONST_22  H12  C11  C12  C13  180.00   0.0  0
 9W5  CONST_23  H6   C03  C04  N06  180.00   0.0  0
 9W5  CONST_24  H1   C10  C09  C08  180.00   0.0  0
 9W5  CONST_25  H2   C13  C08  C09  180.00   0.0  0
 9W5  Var_01    N06  C07  C08  C13   45.58  30.0  2
 9W5  Var_02    C08  C07  N06  C04   71.32  30.0  2
 9W5  Var_03    H3   C01  C02  C03   58.40  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
 9W5  plan-1  C02  0.020
 9W5  plan-1  C03  0.020
 9W5  plan-1  C04  0.020
 9W5  plan-1  N05  0.020
 9W5  plan-1  N06  0.020
 9W5  plan-1  C07  0.020
 9W5  plan-1  N14  0.020
 9W5  plan-1  H6   0.020
 9W5  plan-1  C01  0.020
 9W5  plan-2  C10  0.020
 9W5  plan-2  C13  0.020
 9W5  plan-2  C07  0.020
 9W5  plan-2  C08  0.020
 9W5  plan-2  C09  0.020
 9W5  plan-2  C11  0.020
 9W5  plan-2  C12  0.020
 9W5  plan-2  H1   0.020
 9W5  plan-2  H2   0.020
 9W5  plan-2  H11  0.020
 9W5  plan-2  H12  0.020
 9W5  plan-2  H13  0.020
 9W5  plan-3  C04  0.020
 9W5  plan-3  N05  0.020
 9W5  plan-3  H7   0.020
 9W5  plan-3  H8   0.020

