# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 01:11:52 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 2,4-dichloro-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(NC(=O)c2ccc(Cl)cc2Cl)n(n1)c3ccccc3
#
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
 FQJ  FQJ  2,4-dichloro-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)benzamide  ligand  36  23  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_FQJ
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
 FQJ  N3   N   N     0  -0.305  -4.0889   1.2354  -0.0249
 FQJ  C4   C   CR15  0  -0.536  -2.2192   2.4730   0.1930
 FQJ  C6   C   C     0   0.522   0.5705   1.1463  -0.0321
 FQJ  C7   C   CR6   0   0.010   1.7380   0.2256   0.1141
 FQJ  C8   C   CR6   0  -0.085   2.8073   0.2474  -0.7788
 FQJ  C10  C   CR16  0  -0.292   1.8036  -0.6416   1.2012
 FQJ  C20  C   CR16  0  -0.265  -4.0163  -1.6457   0.5680
 FQJ  C21  C   CR16  0  -0.254  -4.1804  -3.0111   0.3961
 FQJ  C22  C   CR16  0  -0.248  -2.6254  -2.9809  -1.4360
 FQJ  C1   C   CR5   0   0.667  -1.8574   1.1557   0.0381
 FQJ  N2   N   NR5   0  -0.466  -3.0045   0.4446  -0.1042
 FQJ  N5   N   NH1   0  -0.742  -0.6315   0.5166   0.0567
 FQJ  C9   C   CR5   0   0.279  -3.6289   2.4558   0.1459
 FQJ  C11  C   CR16  0  -0.148   3.9094  -0.5719  -0.5991
 FQJ  C12  C   CR6   0   0.290  -3.1587  -0.9486  -0.2757
 FQJ  O13  O   O     0  -0.424   0.6949   2.3401  -0.1977
 FQJ  C14  C   CR6   0  -0.048   3.9459  -1.4135   0.5016
 FQJ  CL2  CL  CL    0  -0.096   2.7745   1.2533  -2.1802
 FQJ  C16  C   CR16  0  -0.187   2.9008  -1.4599   1.4089
 FQJ  CL1  CL  CL    0  -0.099   5.3243  -2.4245   0.7348
 FQJ  C18  C   CH3   0  -0.735  -4.5501   3.6202   0.2573
 FQJ  C19  C   CR16  0  -0.307  -2.4712  -1.6090  -1.2879
 FQJ  C23  C   CR16  0  -0.249  -3.4803  -3.6832  -0.5988
 FQJ  H24  H   HCR5  0   0.276  -1.5783   3.3237   0.3359
 FQJ  H26  H   HCR6  0   0.293   0.9927  -0.6676   1.9180
 FQJ  H33  H   HCR6  0   0.274  -4.5469  -1.1214   1.3514
 FQJ  H34  H   HCR6  0   0.268  -4.8503  -3.5545   1.0490
 FQJ  H35  H   HCR6  0   0.269  -2.0878  -3.4951  -2.2213
 FQJ  H25  H   HNH1  0   0.430  -0.6313  -0.4896   0.1466
 FQJ  H27  H   HCR6  0   0.310   4.7248  -0.5542  -1.3084
 FQJ  H28  H   HCR6  0   0.296   2.9367  -2.1176   2.2656
 FQJ  H31  H   HCH3  0   0.249  -4.3918   4.3260  -0.5588
 FQJ  H30  H   HCH3  0   0.248  -5.5889   3.2959   0.2280
 FQJ  H29  H   HCH3  0   0.249  -4.3893   4.1628   1.1892
 FQJ  H32  H   HCR6  0   0.290  -1.8379  -1.0591  -1.9728
 FQJ  H36  H   HCR6  0   0.266  -3.6064  -4.7503  -0.7240

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
 FQJ  CL1  C14  single    1.725  0.020  1.725
 FQJ  CL2  C8   single    1.725  0.020  1.725
 FQJ  C11  C14  aromatic  1.386  0.020  1.386
 FQJ  C11  C8   aromatic  1.385  0.020  1.385
 FQJ  C14  C16  aromatic  1.385  0.020  1.385
 FQJ  C8   C7   aromatic  1.393  0.020  1.393
 FQJ  C16  C10  aromatic  1.384  0.020  1.384
 FQJ  C7   C10  aromatic  1.392  0.020  1.392
 FQJ  C7   C6   single    1.494  0.020  1.494
 FQJ  O13  C6   double    1.212  0.020  1.212
 FQJ  C6   N5   single    1.360  0.020  1.360
 FQJ  N5   C1   single    1.383  0.020  1.383
 FQJ  C1   C4   aromatic  1.375  0.020  1.375
 FQJ  C1   N2   aromatic  1.357  0.020  1.357
 FQJ  C4   C9   aromatic  1.411  0.020  1.411
 FQJ  N2   C12  single    1.412  0.020  1.412
 FQJ  N2   N3   aromatic  1.344  0.020  1.344
 FQJ  C9   N3   aromatic  1.315  0.020  1.315
 FQJ  C9   C18  single    1.489  0.020  1.489
 FQJ  C12  C20  aromatic  1.390  0.020  1.390
 FQJ  C12  C19  aromatic  1.390  0.020  1.390
 FQJ  C20  C21  aromatic  1.386  0.020  1.386
 FQJ  C21  C23  aromatic  1.390  0.020  1.390
 FQJ  C19  C22  aromatic  1.388  0.020  1.388
 FQJ  C23  C22  aromatic  1.387  0.020  1.387
 FQJ  C4   H24  single    0.930  0.020  1.080
 FQJ  C10  H26  single    0.930  0.020  1.080
 FQJ  C20  H33  single    0.930  0.020  1.080
 FQJ  C21  H34  single    0.930  0.020  1.080
 FQJ  C22  H35  single    0.930  0.020  1.080
 FQJ  N5   H25  single    0.860  0.020  1.020
 FQJ  C11  H27  single    0.930  0.020  1.080
 FQJ  C16  H28  single    0.930  0.020  1.080
 FQJ  C18  H31  single    0.970  0.020  1.090
 FQJ  C18  H30  single    0.970  0.020  1.090
 FQJ  C18  H29  single    0.970  0.020  1.090
 FQJ  C19  H32  single    0.930  0.020  1.080
 FQJ  C23  H36  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
 FQJ  C9   N3   N2   105.74  3.000
 FQJ  H24  C4   C9   127.60  3.000
 FQJ  H24  C4   C1   128.06  3.000
 FQJ  C9   C4   C1   104.33  3.000
 FQJ  O13  C6   N5   123.77  3.000
 FQJ  N5   C6   C7   113.51  3.000
 FQJ  O13  C6   C7   122.71  3.000
 FQJ  C10  C7   C8   118.29  3.000
 FQJ  C10  C7   C6   119.81  3.000
 FQJ  C8   C7   C6   121.83  3.000
 FQJ  CL2  C8   C11  117.74  3.000
 FQJ  C11  C8   C7   121.22  3.000
 FQJ  CL2  C8   C7   121.00  3.000
 FQJ  H26  C10  C16  118.69  3.000
 FQJ  H26  C10  C7   119.78  3.000
 FQJ  C16  C10  C7   121.51  3.000
 FQJ  H33  C20  C12  119.93  3.000
 FQJ  H33  C20  C21  120.62  3.000
 FQJ  C12  C20  C21  119.45  3.000
 FQJ  H34  C21  C23  120.06  3.000
 FQJ  H34  C21  C20  119.56  3.000
 FQJ  C23  C21  C20  120.37  3.000
 FQJ  H35  C22  C23  120.24  3.000
 FQJ  H35  C22  C19  119.47  3.000
 FQJ  C23  C22  C19  120.28  3.000
 FQJ  N5   C1   N2   120.58  3.000
 FQJ  N2   C1   C4   106.94  3.000
 FQJ  N5   C1   C4   132.43  3.000
 FQJ  C12  N2   C1   128.46  3.000
 FQJ  C12  N2   N3   119.96  3.000
 FQJ  C1   N2   N3   111.56  3.000
 FQJ  H25  N5   C1   117.50  3.000
 FQJ  H25  N5   C6   117.83  3.000
 FQJ  C1   N5   C6   124.67  3.000
 FQJ  C18  C9   C4   127.32  3.000
 FQJ  C18  C9   N3   121.26  3.000
 FQJ  C4   C9   N3   111.42  3.000
 FQJ  H27  C11  C14  120.74  3.000
 FQJ  H27  C11  C8   120.36  3.000
 FQJ  C14  C11  C8   118.90  3.000
 FQJ  C19  C12  N2   120.20  3.000
 FQJ  C19  C12  C20  120.57  3.000
 FQJ  N2   C12  C20  119.23  3.000
 FQJ  CL1  C14  C16  119.65  3.000
 FQJ  C16  C14  C11  121.38  3.000
 FQJ  CL1  C14  C11  118.96  3.000
 FQJ  H28  C16  C14  120.98  3.000
 FQJ  H28  C16  C10  120.33  3.000
 FQJ  C14  C16  C10  118.69  3.000
 FQJ  H29  C18  H30  108.17  3.000
 FQJ  H29  C18  H31  107.22  3.000
 FQJ  H30  C18  H31  108.13  3.000
 FQJ  H29  C18  C9   111.22  3.000
 FQJ  H30  C18  C9   110.82  3.000
 FQJ  H31  C18  C9   111.13  3.000
 FQJ  H32  C19  C12  120.55  3.000
 FQJ  H32  C19  C22  119.96  3.000
 FQJ  C12  C19  C22  119.47  3.000
 FQJ  H36  C23  C22  120.08  3.000
 FQJ  H36  C23  C21  120.08  3.000
 FQJ  C22  C23  C21  119.84  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
 FQJ  CONST_01  C4   C1   N2   N3      0.00   0.0  0
 FQJ  CONST_04  C1   C4   C9   N3      0.00   0.0  0
 FQJ  CONST_05  C12  N2   C1   C4    180.00   0.0  0
 FQJ  CONST_06  N2   N3   C9   C4      0.00   0.0  0
 FQJ  CONST_07  C14  C11  C8   C7      0.00   0.0  0
 FQJ  CONST_08  C14  C16  C10  C7      0.00   0.0  0
 FQJ  CONST_09  C16  C14  C11  C8      0.00   0.0  0
 FQJ  CONST_10  C16  C10  C7   C8      0.00   0.0  0
 FQJ  CONST_11  C11  C14  C16  C10     0.00   0.0  0
 FQJ  CONST_12  C11  C8   C7   C10     0.00   0.0  0
 FQJ  CONST_14  C22  C19  C12  C20     0.00   0.0  0
 FQJ  CONST_15  C22  C23  C21  C20     0.00   0.0  0
 FQJ  CONST_16  N2   C12  C20  C21   180.00   0.0  0
 FQJ  CONST_17  C19  C12  C20  C21     0.00   0.0  0
 FQJ  CONST_18  C19  C22  C23  C21     0.00   0.0  0
 FQJ  CONST_19  N2   C12  C19  C22   180.00   0.0  0
 FQJ  CONST_21  C9   N3   N2   C1      0.00   0.0  0
 FQJ  CONST_22  C9   C4   C1   N2      0.00   0.0  0
 FQJ  CONST_23  C12  N2   N3   C9    180.00   0.0  0
 FQJ  CONST_24  C23  C21  C20  C12     0.00   0.0  0
 FQJ  CONST_25  C23  C22  C19  C12     0.00   0.0  0
 FQJ  CONST_26  N5   C1   N2   N3    180.00   0.0  0
 FQJ  CONST_27  C11  C8   C7   C6    180.00   0.0  0
 FQJ  CONST_28  C16  C10  C7   C6    180.00   0.0  0
 FQJ  CONST_29  CL1  C14  C11  C8    180.00   0.0  0
 FQJ  CONST_30  CL1  C14  C16  C10   180.00   0.0  0
 FQJ  CONST_31  CL2  C8   C7   C10   180.00   0.0  0
 FQJ  CONST_32  C18  C9   C4   C1    180.00   0.0  0
 FQJ  CONST_33  C18  C9   N3   N2    180.00   0.0  0
 FQJ  CONST_34  C9   C4   C1   N5    180.00   0.0  0
 FQJ  CONST_35  C12  N2   C1   N5      0.00   0.0  0
 FQJ  CONST_36  CL2  C8   C11  C14   180.00   0.0  0
 FQJ  CONST_37  H24  C4   C9   N3    180.00   0.0  0
 FQJ  CONST_38  H27  C11  C8   C7    180.00   0.0  0
 FQJ  CONST_39  H28  C16  C10  C7    180.00   0.0  0
 FQJ  CONST_40  H26  C10  C7   C8    180.00   0.0  0
 FQJ  CONST_41  H32  C19  C12  C20   180.00   0.0  0
 FQJ  CONST_42  H36  C23  C21  C20   180.00   0.0  0
 FQJ  CONST_43  H35  C22  C23  C21   180.00   0.0  0
 FQJ  CONST_44  H34  C21  C23  C22   180.00   0.0  0
 FQJ  CONST_45  H33  C20  C12  N2      0.00   0.0  0
 FQJ  CONST_46  C1   N5   C6   C7    180.00   0.0  0
 FQJ  CONST_47  C6   N5   C1   C4      0.00   0.0  0
 FQJ  CONST_48  N2   C1   N5   C6    180.00   0.0  0
 FQJ  CONST_49  H25  N5   C1   C4    180.00   0.0  0
 FQJ  CONST_50  O13  C6   N5   C1      0.00   0.0  0
 FQJ  Var_01    O13  C6   C7   C8    -49.24  30.0  2
 FQJ  Var_02    H31  C18  C9   N3   -117.41  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
 FQJ  plan-1  N3   0.020
 FQJ  plan-1  C4   0.020
 FQJ  plan-1  C1   0.020
 FQJ  plan-1  N2   0.020
 FQJ  plan-1  N5   0.020
 FQJ  plan-1  C9   0.020
 FQJ  plan-1  C12  0.020
 FQJ  plan-1  C18  0.020
 FQJ  plan-1  H24  0.020
 FQJ  plan-2  C6   0.020
 FQJ  plan-2  C7   0.020
 FQJ  plan-2  C8   0.020
 FQJ  plan-2  C10  0.020
 FQJ  plan-2  C11  0.020
 FQJ  plan-2  C14  0.020
 FQJ  plan-2  CL2  0.020
 FQJ  plan-2  C16  0.020
 FQJ  plan-2  CL1  0.020
 FQJ  plan-2  H26  0.020
 FQJ  plan-2  H27  0.020
 FQJ  plan-2  H28  0.020
 FQJ  plan-3  C20  0.020
 FQJ  plan-3  C21  0.020
 FQJ  plan-3  C22  0.020
 FQJ  plan-3  N2   0.020
 FQJ  plan-3  C12  0.020
 FQJ  plan-3  C19  0.020
 FQJ  plan-3  C23  0.020
 FQJ  plan-3  H33  0.020
 FQJ  plan-3  H34  0.020
 FQJ  plan-3  H35  0.020
 FQJ  plan-3  H32  0.020
 FQJ  plan-3  H36  0.020
 FQJ  plan-4  C6   0.020
 FQJ  plan-4  C7   0.020
 FQJ  plan-4  C1   0.020
 FQJ  plan-4  N5   0.020
 FQJ  plan-4  O13  0.020
 FQJ  plan-4  H25  0.020

