# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 10:41:27 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: 2-methyl-~{N}-[(1~{R})-1-[4-(methylsulfonylcarbamoyl)phenyl]ethyl]-5-phenyl-pyrazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](NC(=O)c1cc(nn1C)c2ccccc2)c3ccc(cc3)C(=O)N[S](C)(=O)=O
#
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
 K5N  K5N  2-methyl-~{N}-[(1~{R})-1-[4-(methylsulfonylcarbamoyl)phenyl]ethyl]-5-phenyl-pyrazole-3-carboxamide  ligand  52  30  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_K5N
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
 K5N  N1   N  NC1   0  -0.790   5.5450  -0.2815   0.2631
 K5N  C4   C  CR6   0  -0.064   3.2721   0.2428  -0.3779
 K5N  C5   C  CR16  0  -0.281   3.0845   1.1672   0.6462
 K5N  C6   C  CR16  0  -0.315   1.9669   1.9837   0.6504
 K5N  C7   C  CR6   0   0.166   1.0262   1.9118  -0.3700
 K5N  C8   C  CH1   0  -0.173  -0.1812   2.8202  -0.3606
 K5N  C10  C  CH3   0  -0.625  -0.1735   3.7897  -1.5399
 K5N  C20  C  CR5   0   0.284  -4.8844  -0.3880   0.2061
 K5N  C22  C  CH3   0  -0.543  -5.5094   3.0273   0.6231
 K5N  C26  C  CR16  0  -0.173  -6.7926  -1.9888   0.1949
 K5N  C28  C  CR16  0  -0.255  -5.0569  -4.1317  -0.0902
 K5N  C27  C  CR16  0  -0.243  -6.4248  -4.3594  -0.0206
 K5N  C29  C  CR16  0  -0.288  -7.2893  -3.2808   0.1217
 K5N  C30  C  CR16  0  -0.241  -4.5585  -2.8395  -0.0168
 K5N  C3   C  CR16  0  -0.228   2.3240   0.1544  -1.3961
 K5N  C2   C  CR16  0  -0.258   1.2224   0.9905  -1.3980
 K5N  C19  C  CR15  0  -0.549  -3.5495   0.0353   0.1135
 K5N  C25  C  CR6   0  -0.106  -5.4182  -1.7500   0.1267
 K5N  C18  C  CR5   0   0.418  -3.6028   1.4046   0.2625
 K5N  C11  C  C     0   0.577   4.4227  -0.6971  -0.4118
 K5N  N21  N  N     0  -0.329  -5.6818   0.6571   0.3893
 K5N  N17  N  NR5   0  -0.305  -4.9062   1.7241   0.4279
 K5N  N9   N  NH1   0  -0.671  -1.3913   2.0149  -0.3302
 K5N  O12  O  O     0  -0.388   4.3931  -1.7489  -1.0129
 K5N  O24  O  O     0  -0.426  -2.6184   3.4536   0.9180
 K5N  S13  S  S     0   1.335   6.9084  -1.2360   0.5087
 K5N  H1   H  HNC1  0   0.468   5.6262   0.6692   0.6016
 K5N  H2   H  HCR6  0   0.275   3.7799   1.2418   1.4723
 K5N  H3   H  HCR6  0   0.247   1.8262   2.6854   1.4629
 K5N  H4   H  HCH1  0   0.255  -0.1614   3.4008   0.5620
 K5N  H5   H  HCH3  0   0.240  -0.2049   3.2593  -2.4919
 K5N  H6   H  HCH3  0   0.240  -1.0362   4.4529  -1.4878
 K5N  H7   H  HCH3  0   0.240   0.7285   4.4009  -1.5204
 K5N  H8   H  HCH3  0   0.265  -5.1323   3.7376  -0.1067
 K5N  H9   H  HCH3  0   0.257  -6.5796   2.9117   0.4876
 K5N  H10  H  HCH3  0   0.274  -5.3088   3.4036   1.6233
 K5N  H12  H  HCR6  0   0.245  -4.3722  -4.9623  -0.2014
 K5N  H13  H  HCR6  0   0.267  -6.8138  -5.3678  -0.0769
 K5N  H14  H  HCR6  0   0.228  -8.3579  -3.4451   0.1756
 K5N  H15  H  HCR6  0   0.265  -3.4880  -2.6867  -0.0706
 K5N  H16  H  HCR6  0   0.261   2.4546  -0.5619  -2.1957
 K5N  H17  H  HCR6  0   0.270   0.5130   0.9137  -2.2139
 K5N  H18  H  HCR5  0   0.263  -2.6681  -0.5709  -0.0184
 K5N  H22  H  HNH1  0   0.383  -1.4371   1.2066  -0.9320
 K5N  C23  C  C     0   0.518  -2.5069   2.3980   0.3121
 K5N  C14  C  CH3   0  -0.822   7.6168  -1.4143  -1.1034
 K5N  O15  O  OS    0  -0.708   7.7728  -0.4040   1.3251
 K5N  O16  O  OS    0  -0.690   6.4895  -2.5336   0.9967
 K5N  H11  H  HCR6  0   0.269  -7.4779  -1.1586   0.3041
 K5N  H19  H  HCH3  0   0.324   8.5328  -1.9920  -0.9844
 K5N  H20  H  HCH3  0   0.309   6.9238  -1.9451  -1.7505
 K5N  H21  H  HCH3  0   0.325   7.8438  -0.4286  -1.5015

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
 K5N  O15  S13  double    1.451  0.020  1.451
 K5N  S13  C14  single    1.770  0.020  1.770
 K5N  S13  O16  double    1.448  0.020  1.448
 K5N  S13  N1   single    1.682  0.020  1.682
 K5N  N1   C11  single    1.374  0.020  1.374
 K5N  C11  O12  double    1.212  0.020  1.212
 K5N  C11  C4   single    1.486  0.020  1.486
 K5N  C5   C4   aromatic  1.392  0.020  1.392
 K5N  C5   C6   aromatic  1.384  0.020  1.384
 K5N  C4   C3   aromatic  1.394  0.020  1.394
 K5N  C6   C7   aromatic  1.390  0.020  1.390
 K5N  O24  C23  double    1.222  0.020  1.222
 K5N  C3   C2   aromatic  1.383  0.020  1.383
 K5N  C7   C2   aromatic  1.394  0.020  1.394
 K5N  C7   C8   single    1.511  0.020  1.511
 K5N  C22  N17  single    1.449  0.020  1.449
 K5N  C8   N9   single    1.454  0.020  1.454
 K5N  C8   C10  single    1.527  0.020  1.527
 K5N  C23  N9   single    1.343  0.020  1.343
 K5N  C23  C18  single    1.480  0.020  1.480
 K5N  N17  C18  aromatic  1.352  0.020  1.352
 K5N  N17  N21  aromatic  1.320  0.020  1.320
 K5N  C18  C19  aromatic  1.378  0.020  1.378
 K5N  N21  C20  aromatic  1.327  0.020  1.327
 K5N  C19  C20  aromatic  1.403  0.020  1.403
 K5N  C20  C25  single    1.465  0.020  1.465
 K5N  C25  C26  aromatic  1.397  0.020  1.397
 K5N  C25  C30  aromatic  1.395  0.020  1.395
 K5N  C26  C29  aromatic  1.386  0.020  1.386
 K5N  C30  C28  aromatic  1.387  0.020  1.387
 K5N  C29  C27  aromatic  1.390  0.020  1.390
 K5N  C28  C27  aromatic  1.388  0.020  1.388
 K5N  N1   H1   single    0.860  0.020  1.020
 K5N  C5   H2   single    0.930  0.020  1.080
 K5N  C6   H3   single    0.930  0.020  1.080
 K5N  C8   H4   single    0.970  0.020  1.090
 K5N  C10  H5   single    0.970  0.020  1.090
 K5N  C10  H6   single    0.970  0.020  1.090
 K5N  C10  H7   single    0.970  0.020  1.090
 K5N  C22  H8   single    0.970  0.020  1.090
 K5N  C22  H9   single    0.970  0.020  1.090
 K5N  C22  H10  single    0.970  0.020  1.090
 K5N  C26  H11  single    0.930  0.020  1.080
 K5N  C28  H12  single    0.930  0.020  1.080
 K5N  C27  H13  single    0.930  0.020  1.080
 K5N  C29  H14  single    0.930  0.020  1.080
 K5N  C30  H15  single    0.930  0.020  1.080
 K5N  C3   H16  single    0.930  0.020  1.080
 K5N  C2   H17  single    0.930  0.020  1.080
 K5N  C19  H18  single    0.930  0.020  1.080
 K5N  C14  H19  single    0.970  0.020  1.090
 K5N  C14  H20  single    0.970  0.020  1.090
 K5N  C14  H21  single    0.970  0.020  1.090
 K5N  N9   H22  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
 K5N  H1   N1   S13  114.76  3.000
 K5N  H1   N1   C11  120.92  3.000
 K5N  S13  N1   C11  124.20  3.000
 K5N  C11  C4   C3   118.03  3.000
 K5N  C3   C4   C5   119.19  3.000
 K5N  C11  C4   C5   122.75  3.000
 K5N  H2   C5   C6   118.41  3.000
 K5N  H2   C5   C4   121.37  3.000
 K5N  C6   C5   C4   120.18  3.000
 K5N  H3   C6   C7   119.77  3.000
 K5N  H3   C6   C5   119.31  3.000
 K5N  C7   C6   C5   120.92  3.000
 K5N  C2   C7   C8   120.95  3.000
 K5N  C8   C7   C6   120.35  3.000
 K5N  C2   C7   C6   118.71  3.000
 K5N  H4   C8   N9   107.00  3.000
 K5N  H4   C8   C10  108.39  3.000
 K5N  N9   C8   C10  111.84  3.000
 K5N  H4   C8   C7   108.12  3.000
 K5N  C10  C8   C7   111.90  3.000
 K5N  N9   C8   C7   109.40  3.000
 K5N  H7   C10  H6   108.25  3.000
 K5N  H7   C10  H5   108.19  3.000
 K5N  H6   C10  H5   108.37  3.000
 K5N  H7   C10  C8   110.28  3.000
 K5N  H6   C10  C8   110.22  3.000
 K5N  H5   C10  C8   111.44  3.000
 K5N  N21  C20  C25  121.37  3.000
 K5N  C25  C20  C19  128.57  3.000
 K5N  N21  C20  C19  110.06  3.000
 K5N  H10  C22  H9   109.49  3.000
 K5N  H10  C22  H8   109.13  3.000
 K5N  H9   C22  H8   109.16  3.000
 K5N  H10  C22  N17  111.00  3.000
 K5N  H9   C22  N17  107.34  3.000
 K5N  H8   C22  N17  110.68  3.000
 K5N  H11  C26  C25  119.80  3.000
 K5N  H11  C26  C29  119.57  3.000
 K5N  C25  C26  C29  120.63  3.000
 K5N  H12  C28  C30  119.55  3.000
 K5N  H12  C28  C27  120.18  3.000
 K5N  C30  C28  C27  120.28  3.000
 K5N  H13  C27  C29  120.33  3.000
 K5N  H13  C27  C28  120.28  3.000
 K5N  C29  C27  C28  119.39  3.000
 K5N  H14  C29  C27  120.10  3.000
 K5N  H14  C29  C26  119.51  3.000
 K5N  C27  C29  C26  120.39  3.000
 K5N  H15  C30  C25  120.27  3.000
 K5N  H15  C30  C28  118.96  3.000
 K5N  C25  C30  C28  120.77  3.000
 K5N  H16  C3   C2   119.71  3.000
 K5N  H16  C3   C4   119.99  3.000
 K5N  C2   C3   C4   120.30  3.000
 K5N  H17  C2   C3   118.66  3.000
 K5N  H17  C2   C7   120.64  3.000
 K5N  C3   C2   C7   120.70  3.000
 K5N  H18  C19  C18  127.13  3.000
 K5N  H18  C19  C20  128.04  3.000
 K5N  C18  C19  C20  104.81  3.000
 K5N  C30  C25  C26  118.54  3.000
 K5N  C30  C25  C20  120.46  3.000
 K5N  C26  C25  C20  120.99  3.000
 K5N  N17  C18  C23  123.45  3.000
 K5N  N17  C18  C19  106.57  3.000
 K5N  C23  C18  C19  129.92  3.000
 K5N  O12  C11  C4   122.78  3.000
 K5N  C4   C11  N1   115.46  3.000
 K5N  O12  C11  N1   121.75  3.000
 K5N  N17  N21  C20  106.71  3.000
 K5N  N21  N17  C18  111.84  3.000
 K5N  N21  N17  C22  119.10  3.000
 K5N  C18  N17  C22  129.06  3.000
 K5N  H22  N9   C23  118.44  3.000
 K5N  H22  N9   C8   117.97  3.000
 K5N  C23  N9   C8   122.91  3.000
 K5N  O16  S13  O15  119.76  3.000
 K5N  O16  S13  C14  109.42  3.000
 K5N  O15  S13  C14  109.38  3.000
 K5N  O16  S13  N1   108.85  3.000
 K5N  C14  S13  N1   104.39  3.000
 K5N  O15  S13  N1   103.86  3.000
 K5N  O24  C23  N9   124.00  3.000
 K5N  N9   C23  C18  114.05  3.000
 K5N  O24  C23  C18  121.92  3.000
 K5N  H21  C14  H20  110.99  3.000
 K5N  H21  C14  H19  110.19  3.000
 K5N  H20  C14  H19  110.01  3.000
 K5N  H21  C14  S13  109.01  3.000
 K5N  H20  C14  S13  109.66  3.000
 K5N  H19  C14  S13  106.88  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
 K5N  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 K5N  CONST_02  C7   C2   C3   C4      0.00   0.0  0
 K5N  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 K5N  CONST_04  C2   C7   C6   C5      0.00   0.0  0
 K5N  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 K5N  CONST_06  C3   C2   C7   C6      0.00   0.0  0
 K5N  CONST_07  C18  N17  N21  C20     0.00   0.0  0
 K5N  CONST_08  N17  C18  C19  C20     0.00   0.0  0
 K5N  CONST_09  C29  C26  C25  C20   180.00   0.0  0
 K5N  CONST_10  C28  C30  C25  C20   180.00   0.0  0
 K5N  CONST_11  N21  C20  C25  C26     0.00   0.0  0
 K5N  CONST_12  C19  C20  C25  C26   180.00   0.0  0
 K5N  CONST_13  C28  C30  C25  C26     0.00   0.0  0
 K5N  CONST_14  C28  C27  C29  C26     0.00   0.0  0
 K5N  CONST_15  C25  C26  C29  C27     0.00   0.0  0
 K5N  CONST_16  C25  C30  C28  C27     0.00   0.0  0
 K5N  CONST_17  C30  C25  C26  C29     0.00   0.0  0
 K5N  CONST_18  C30  C28  C27  C29     0.00   0.0  0
 K5N  CONST_19  N21  C20  C25  C30   180.00   0.0  0
 K5N  CONST_20  C19  C20  C25  C30     0.00   0.0  0
 K5N  CONST_21  N21  N17  C18  C19     0.00   0.0  0
 K5N  CONST_22  N17  N21  C20  C19     0.00   0.0  0
 K5N  CONST_23  N17  N21  C20  C25   180.00   0.0  0
 K5N  CONST_24  C18  C19  C20  C25   180.00   0.0  0
 K5N  CONST_25  N21  C20  C19  C18     0.00   0.0  0
 K5N  CONST_26  C8   C7   C6   C5    180.00   0.0  0
 K5N  CONST_27  C11  C4   C5   C6    180.00   0.0  0
 K5N  CONST_28  C3   C2   C7   C8    180.00   0.0  0
 K5N  CONST_29  C22  N17  N21  C20   180.00   0.0  0
 K5N  CONST_30  C23  C18  C19  C20   180.00   0.0  0
 K5N  CONST_31  C19  C18  N17  C22   180.00   0.0  0
 K5N  CONST_32  C11  C4   C3   C2    180.00   0.0  0
 K5N  CONST_33  N21  N17  C18  C23   180.00   0.0  0
 K5N  CONST_34  H3   C6   C5   C4    180.00   0.0  0
 K5N  CONST_35  H17  C2   C3   C4    180.00   0.0  0
 K5N  CONST_36  H16  C3   C4   C5    180.00   0.0  0
 K5N  CONST_37  H2   C5   C6   C7    180.00   0.0  0
 K5N  CONST_38  H11  C26  C25  C20     0.00   0.0  0
 K5N  CONST_39  H15  C30  C25  C20     0.00   0.0  0
 K5N  CONST_40  H13  C27  C29  C26   180.00   0.0  0
 K5N  CONST_41  H14  C29  C27  C28   180.00   0.0  0
 K5N  CONST_42  H12  C28  C27  C29   180.00   0.0  0
 K5N  CONST_43  H18  C19  C20  C25     0.00   0.0  0
 K5N  CONST_44  S13  N1   C11  C4    180.00   0.0  0
 K5N  CONST_45  C18  C23  N9   C8    180.00   0.0  0
 K5N  CONST_46  H1   N1   C11  C4      0.00   0.0  0
 K5N  CONST_47  H22  N9   C23  C18     0.00   0.0  0
 K5N  CONST_48  O24  C23  N9   C8      0.00   0.0  0
 K5N  CONST_49  S13  N1   C11  O12     0.00   0.0  0
 K5N  Var_01    C5   C4   C11  N1    -25.62  30.0  2
 K5N  Var_02    O24  C23  C18  C19  -152.18  30.0  2
 K5N  Var_03    H8   C22  N17  C18    48.13  30.0  2
 K5N  Var_04    O15  S13  N1   C11  -176.69  30.0  2
 K5N  Var_05    H19  C14  S13  N1    177.51  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 K5N  chir_01  C8  C7  N9  C10  positiv

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
 K5N  plan-1  C20  0.020
 K5N  plan-1  C22  0.020
 K5N  plan-1  C19  0.020
 K5N  plan-1  C25  0.020
 K5N  plan-1  C18  0.020
 K5N  plan-1  N21  0.020
 K5N  plan-1  N17  0.020
 K5N  plan-1  H18  0.020
 K5N  plan-1  C23  0.020
 K5N  plan-2  C4   0.020
 K5N  plan-2  C5   0.020
 K5N  plan-2  C6   0.020
 K5N  plan-2  C7   0.020
 K5N  plan-2  C8   0.020
 K5N  plan-2  C3   0.020
 K5N  plan-2  C2   0.020
 K5N  plan-2  C11  0.020
 K5N  plan-2  H2   0.020
 K5N  plan-2  H3   0.020
 K5N  plan-2  H16  0.020
 K5N  plan-2  H17  0.020
 K5N  plan-3  C20  0.020
 K5N  plan-3  C26  0.020
 K5N  plan-3  C28  0.020
 K5N  plan-3  C27  0.020
 K5N  plan-3  C29  0.020
 K5N  plan-3  C30  0.020
 K5N  plan-3  C25  0.020
 K5N  plan-3  H12  0.020
 K5N  plan-3  H13  0.020
 K5N  plan-3  H14  0.020
 K5N  plan-3  H15  0.020
 K5N  plan-3  H11  0.020
 K5N  plan-4  N1   0.020
 K5N  plan-4  C4   0.020
 K5N  plan-4  C11  0.020
 K5N  plan-4  O12  0.020
 K5N  plan-4  S13  0.020
 K5N  plan-4  H1   0.020
 K5N  plan-5  C8   0.020
 K5N  plan-5  C18  0.020
 K5N  plan-5  N9   0.020
 K5N  plan-5  O24  0.020
 K5N  plan-5  H22  0.020
 K5N  plan-5  C23  0.020

