# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 00:57:26 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: N-(4-chlorophenyl)-2-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(C)n(n1)c2nccc(Nc3ccc(Cl)cc3)n2
#
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
 658  658  N-(4-chlorophenyl)-2-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidin-4-amine  ligand  35  21  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_658
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
 658  N3   N   N     0  -0.465  -3.1100  -1.7013   0.0233
 658  C4   C   CR5   0   0.427  -3.9979   1.0292  -0.0125
 658  N2   N   N     0  -0.290  -1.8161   1.5935   0.1110
 658  C7   C   CR16  0  -0.444  -1.2633  -3.2082  -0.0432
 658  C6   C   CR16  0  -0.006  -2.6059  -2.9395  -0.0071
 658  C9   C   CR6   0   0.367   1.9745  -1.3419  -0.0869
 658  C13  C   CR16  0  -0.203   2.9442   0.8657  -0.0277
 658  C8   C   CR6   0   0.582  -0.4106  -2.0867  -0.0504
 658  N5   N   NH1   0  -0.776   0.9320  -2.2659  -0.0841
 658  N1   N   NR5   0  -0.451  -2.7007   0.5788   0.0357
 658  C2   C   CR5   0   0.306  -2.5287   2.6914   0.1128
 658  C3   C   CR15  0  -0.574  -3.9093   2.3927   0.0356
 658  N4   N   N     0  -0.492  -0.9054  -0.8588  -0.0281
 658  C5   C   CR6   0   0.626  -2.2187  -0.7348   0.0090
 658  C10  C   CR16  0  -0.363   3.2674  -1.8728  -0.1574
 658  C11  C   CR16  0  -0.201   4.3806  -1.0548  -0.1645
 658  C12  C   CR6   0  -0.060   4.2134   0.3200  -0.0994
 658  C14  C   CR16  0  -0.330   1.8237   0.0464  -0.0209
 658  H6   H   HCR6  0   0.288  -0.8875  -4.2214  -0.0648
 658  H5   H   HCR6  0   0.279  -3.3252  -3.7496   0.0017
 658  H10  H   HCR6  0   0.278   2.8125   1.9382   0.0233
 658  H7   H   HNH1  0   0.421   1.2277  -3.2299  -0.1188
 658  H3   H   HCH3  0   0.249  -2.1404   4.6364  -0.6848
 658  H1   H   HCH3  0   0.249  -2.2332   4.5817   1.0662
 658  H2   H   HCH3  0   0.248  -0.8057   3.9459   0.2425
 658  H4   H   HCR5  0   0.266  -4.7325   3.0886   0.0157
 658  H8   H   HCR6  0   0.280   3.4070  -2.9460  -0.2083
 658  H9   H   HCR6  0   0.282   5.3684  -1.4915  -0.2211
 658  H11  H   HCR6  0   0.325   0.8441   0.4944   0.0341
 658  H14  H   HCH3  0   0.255  -5.3527  -0.4584   0.7431
 658  H13  H   HCH3  0   0.249  -6.0886   0.8738  -0.1538
 658  H12  H   HCH3  0   0.254  -5.2365  -0.4183  -1.0039
 658  C15  C   CH3   0  -0.706  -5.2310   0.2047  -0.1112
 658  C1   C   CH3   0  -0.733  -1.8893   4.0331   0.1885
 658  CL1  CL  CL    0  -0.138   5.6034   1.3578  -0.1082

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
 658  C3   C2   aromatic  1.415  0.020  1.415
 658  C3   C4   aromatic  1.367  0.020  1.367
 658  C1   C2   single    1.488  0.020  1.488
 658  C15  C4   single    1.487  0.020  1.487
 658  C2   N2   aromatic  1.309  0.020  1.309
 658  C4   N1   aromatic  1.374  0.020  1.374
 658  N2   N1   aromatic  1.348  0.020  1.348
 658  N1   C5   single    1.400  0.020  1.400
 658  C5   N4   aromatic  1.320  0.020  1.320
 658  C5   N3   aromatic  1.315  0.020  1.315
 658  N4   C8   aromatic  1.324  0.020  1.324
 658  N3   C6   aromatic  1.337  0.020  1.337
 658  N5   C8   single    1.355  0.020  1.355
 658  N5   C9   single    1.393  0.020  1.393
 658  C8   C7   aromatic  1.409  0.020  1.409
 658  C6   C7   aromatic  1.370  0.020  1.370
 658  C9   C14  aromatic  1.398  0.020  1.398
 658  C9   C10  aromatic  1.399  0.020  1.399
 658  C14  C13  aromatic  1.388  0.020  1.388
 658  C10  C11  aromatic  1.381  0.020  1.381
 658  C13  C12  aromatic  1.383  0.020  1.383
 658  C11  C12  aromatic  1.387  0.020  1.387
 658  C12  CL1  single    1.735  0.020  1.735
 658  C7   H6   single    0.930  0.020  1.080
 658  C6   H5   single    0.930  0.020  1.080
 658  C13  H10  single    0.930  0.020  1.080
 658  N5   H7   single    0.860  0.020  1.020
 658  C1   H3   single    0.970  0.020  1.090
 658  C1   H1   single    0.970  0.020  1.090
 658  C1   H2   single    0.970  0.020  1.090
 658  C3   H4   single    0.930  0.020  1.080
 658  C10  H8   single    0.930  0.020  1.080
 658  C11  H9   single    0.930  0.020  1.080
 658  C14  H11  single    0.930  0.020  1.080
 658  C15  H14  single    0.970  0.020  1.090
 658  C15  H13  single    0.970  0.020  1.090
 658  C15  H12  single    0.970  0.020  1.090

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
 658  C5   N3   C6   115.14  3.000
 658  C15  C4   C3   127.53  3.000
 658  C15  C4   N1   127.13  3.000
 658  C3   C4   N1   105.33  3.000
 658  C2   N2   N1   105.91  3.000
 658  H6   C7   C8   122.39  3.000
 658  H6   C7   C6   121.68  3.000
 658  C8   C7   C6   115.93  3.000
 658  H5   C6   C7   120.29  3.000
 658  H5   C6   N3   116.23  3.000
 658  C7   C6   N3   123.49  3.000
 658  C14  C9   C10  118.60  3.000
 658  C10  C9   N5   116.10  3.000
 658  C14  C9   N5   125.30  3.000
 658  H10  C13  C14  119.12  3.000
 658  H10  C13  C12  120.34  3.000
 658  C14  C13  C12  120.53  3.000
 658  N4   C8   N5   119.56  3.000
 658  N5   C8   C7   119.64  3.000
 658  N4   C8   C7   120.80  3.000
 658  H7   N5   C8   114.69  3.000
 658  H7   N5   C9   114.48  3.000
 658  C8   N5   C9   130.84  3.000
 658  C5   N1   N2   118.78  3.000
 658  C5   N1   C4   129.21  3.000
 658  N2   N1   C4   112.00  3.000
 658  C3   C2   C1   127.77  3.000
 658  C1   C2   N2   121.49  3.000
 658  C3   C2   N2   110.74  3.000
 658  H4   C3   C2   127.58  3.000
 658  H4   C3   C4   126.41  3.000
 658  C2   C3   C4   106.01  3.000
 658  C5   N4   C8   117.36  3.000
 658  N4   C5   N1   115.56  3.000
 658  N4   C5   N3   127.29  3.000
 658  N1   C5   N3   117.14  3.000
 658  H8   C10  C11  118.84  3.000
 658  H8   C10  C9   119.81  3.000
 658  C11  C10  C9   121.34  3.000
 658  H9   C11  C12  120.86  3.000
 658  H9   C11  C10  119.82  3.000
 658  C12  C11  C10  119.32  3.000
 658  C11  C12  CL1  119.76  3.000
 658  CL1  C12  C13  119.96  3.000
 658  C11  C12  C13  120.28  3.000
 658  H11  C14  C13  119.23  3.000
 658  H11  C14  C9   120.85  3.000
 658  C13  C14  C9   119.92  3.000
 658  H12  C15  H13  108.40  3.000
 658  H12  C15  H14  107.12  3.000
 658  H13  C15  H14  108.50  3.000
 658  H12  C15  C4   112.08  3.000
 658  H13  C15  C4   108.37  3.000
 658  H14  C15  C4   112.25  3.000
 658  H2   C1   H1   108.32  3.000
 658  H2   C1   H3   108.25  3.000
 658  H1   C1   H3   107.07  3.000
 658  H2   C1   C2   110.98  3.000
 658  H1   C1   C2   111.03  3.000
 658  H3   C1   C2   111.04  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
 658  CONST_01  C4   N1   C5   N3      0.00   0.0  0
 658  CONST_02  N2   N1   C5   N3    180.00   0.0  0
 658  CONST_03  C8   N4   C5   N3      0.00   0.0  0
 658  CONST_04  C8   C7   C6   N3      0.00   0.0  0
 658  CONST_05  N2   C2   C3   C4      0.00   0.0  0
 658  CONST_06  C2   N2   N1   C4      0.00   0.0  0
 658  CONST_07  N4   C5   N1   C4    180.00   0.0  0
 658  CONST_08  C3   C4   N1   N2      0.00   0.0  0
 658  CONST_09  N4   C5   N1   N2      0.00   0.0  0
 658  CONST_10  C5   N4   C8   C7      0.00   0.0  0
 658  CONST_11  C5   N3   C6   C7      0.00   0.0  0
 658  CONST_12  N1   C5   N3   C6    180.00   0.0  0
 658  CONST_13  N4   C5   N3   C6      0.00   0.0  0
 658  CONST_14  N4   C8   C7   C6      0.00   0.0  0
 658  CONST_15  C12  C13  C14  C9      0.00   0.0  0
 658  CONST_16  C12  C11  C10  C9      0.00   0.0  0
 658  CONST_17  C10  C9   C14  C13     0.00   0.0  0
 658  CONST_18  C10  C11  C12  C13     0.00   0.0  0
 658  CONST_19  N1   C5   N4   C8    180.00   0.0  0
 658  CONST_20  C2   C3   C4   N1      0.00   0.0  0
 658  CONST_21  C3   C2   N2   N1      0.00   0.0  0
 658  CONST_22  C5   N1   N2   C2    180.00   0.0  0
 658  CONST_23  C5   N1   C4   C3    180.00   0.0  0
 658  CONST_24  C14  C9   C10  C11     0.00   0.0  0
 658  CONST_25  C14  C13  C12  C11     0.00   0.0  0
 658  CONST_26  C1   C2   C3   C4    180.00   0.0  0
 658  CONST_27  C15  C4   N1   N2    180.00   0.0  0
 658  CONST_28  N5   C8   C7   C6    180.00   0.0  0
 658  CONST_29  N5   C9   C14  C13   180.00   0.0  0
 658  CONST_30  C5   N4   C8   N5    180.00   0.0  0
 658  CONST_31  C11  C10  C9   N5    180.00   0.0  0
 658  CONST_32  N1   N2   C2   C1    180.00   0.0  0
 658  CONST_33  C14  C13  C12  CL1   180.00   0.0  0
 658  CONST_34  C10  C11  C12  CL1   180.00   0.0  0
 658  CONST_35  C15  C4   C3   C2    180.00   0.0  0
 658  CONST_36  C15  C4   N1   C5      0.00   0.0  0
 658  CONST_37  H6   C7   C6   N3    180.00   0.0  0
 658  CONST_38  H4   C3   C2   N2    180.00   0.0  0
 658  CONST_39  H10  C13  C14  C9    180.00   0.0  0
 658  CONST_40  H9   C11  C10  C9    180.00   0.0  0
 658  CONST_41  H5   C6   C7   C8    180.00   0.0  0
 658  CONST_42  H11  C14  C9   C10   180.00   0.0  0
 658  CONST_43  H8   C10  C11  C12   180.00   0.0  0
 658  Var_01    C9   N5   C8   C7   -179.39  30.0  2
 658  Var_02    C14  C9   N5   C8      1.61  30.0  2
 658  Var_03    H3   C1   C2   N2    120.22  30.0  2
 658  Var_04    H14  C15  C4   N1     61.66  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
 658  plan-1  C4   0.020
 658  plan-1  N2   0.020
 658  plan-1  N1   0.020
 658  plan-1  C2   0.020
 658  plan-1  C3   0.020
 658  plan-1  C5   0.020
 658  plan-1  H4   0.020
 658  plan-1  C15  0.020
 658  plan-1  C1   0.020
 658  plan-2  C9   0.020
 658  plan-2  C13  0.020
 658  plan-2  N5   0.020
 658  plan-2  C10  0.020
 658  plan-2  C11  0.020
 658  plan-2  C12  0.020
 658  plan-2  C14  0.020
 658  plan-2  H10  0.020
 658  plan-2  H8   0.020
 658  plan-2  H9   0.020
 658  plan-2  H11  0.020
 658  plan-2  CL1  0.020
 658  plan-3  N3   0.020
 658  plan-3  C7   0.020
 658  plan-3  C6   0.020
 658  plan-3  C8   0.020
 658  plan-3  N5   0.020
 658  plan-3  N1   0.020
 658  plan-3  N4   0.020
 658  plan-3  C5   0.020
 658  plan-3  H6   0.020
 658  plan-3  H5   0.020

