# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 09:51:44 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 4-[(1~{R})-1-[(2-methyl-5-phenyl-pyrazol-3-yl)carbonylamino]ethyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](NC(=O)c1cc(nn1C)c2ccccc2)c3ccc(cc3)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
 K58  K58  '4-[(1~{R})-1-[(2-methyl-5-phenyl-pyrazol-3-yl)carbonylamino]ethyl]benzoic acid'  ligand  44  26  .  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_K58
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
 K58  C5   C  CR5    0   0.287  -3.4744   0.0157   0.1682
 K58  C6   C  C      0   0.511  -0.5226   2.1488  -0.2492
 K58  C7   C  CR6    0   0.060  -4.3871  -1.1243   0.0536
 K58  C10  C  CH3    0  -0.513  -2.9237   3.2669   1.3301
 K58  C13  C  CR16   0  -0.238  -6.5721  -2.1083   0.3689
 K58  C15  C  CR16   0  -0.267  -6.1282  -3.3037  -0.1830
 K58  C17  C  CR6    0   0.120   2.9135   0.9108  -0.4334
 K58  C20  C  CR16   0  -0.275   3.9901  -1.2461  -0.5914
 K58  C21  C  CR6    0  -0.109   4.9205  -0.8876   0.3816
 K58  C22  C  CR16   0  -0.272   4.8292   0.3834   0.9405
 K58  C24  C  C      0   0.396   6.0092  -1.8595   0.8194
 K58  C14  C  CR16   0  -0.236  -4.8127  -3.4093  -0.6143
 K58  C11  C  CR16   0  -0.295  -5.7115  -1.0282   0.4861
 K58  C12  C  CR16   0  -0.334  -3.9498  -2.3297  -0.4960
 K58  C19  C  CR16   0  -0.294   3.0038  -0.3604  -0.9976
 K58  C23  C  CR16   0  -0.311   3.8368   1.2686   0.5427
 K58  C3   C  CR15   0  -0.564  -2.1686   0.1472  -0.3291
 K58  C1   C  CR5    0   0.347  -1.7758   1.4159   0.0418
 K58  C18  C  CH3    0  -0.648   1.9027   2.1783  -2.3650
 K58  C16  C  CH1    0  -0.154   1.8429   1.8831  -0.8684
 K58  N4   N  N      0  -0.291  -3.8352   1.1257   0.7997
 K58  N2   N  NR5    0  -0.315  -2.8154   1.9592   0.7149
 K58  N9   N  NH1    0  -0.654   0.5386   1.3624  -0.4775
 K58  O26  O  OC    -1  -0.593   6.8150  -1.4455   1.6746
 K58  O25  O  O      0  -0.593   6.0002  -2.9845   0.2840
 K58  O8   O  O      0  -0.484  -0.4841   3.3712  -0.2841
 K58  H1   H  HCH3   0   0.260  -3.0235   4.0455   0.5780
 K58  H2   H  HCH3   0   0.266  -3.8093   3.2551   1.9571
 K58  H3   H  HCH3   0   0.260  -2.0536   3.4756   1.9460
 K58  H4   H  HCR6   0   0.258  -7.5959  -2.0148   0.7076
 K58  H5   H  HCR6   0   0.258  -6.8028  -4.1447  -0.2756
 K58  H6   H  HCR6   0   0.244   4.0417  -2.2296  -1.0391
 K58  H7   H  HCR6   0   0.244   5.5414   0.6838   1.6978
 K58  H8   H  HCR6   0   0.258  -4.4536  -4.3357  -1.0431
 K58  H9   H  HCR6   0   0.252  -6.0716  -0.1007   0.9117
 K58  H10  H  HCR6   0   0.252  -2.9258  -2.4339  -0.8322
 K58  H11  H  HCR6   0   0.249   2.3047  -0.6694  -1.7677
 K58  H12  H  HCR6   0   0.248   3.7831   2.2527   0.9938
 K58  H13  H  HCR5   0   0.282  -1.6067  -0.5674  -0.9085
 K58  H14  H  HCH3   0   0.239   2.8811   2.5793  -2.6298
 K58  H15  H  HCH3   0   0.229   1.7335   1.2778  -2.9553
 K58  H16  H  HCH3   0   0.242   1.1490   2.9144  -2.6429
 K58  H17  H  HCH1   0   0.267   1.9963   2.8191  -0.3276
 K58  H18  H  HNH1   0   0.412   0.4410   0.3652  -0.3689

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
 K58  O25  C24  deloc     1.246  0.020  1.246
 K58  C24  O26  deloc     1.246  0.020  1.246
 K58  C24  C21  single    1.524  0.020  1.524
 K58  C20  C21  aromatic  1.393  0.020  1.393
 K58  C20  C19  aromatic  1.386  0.020  1.386
 K58  C21  C22  aromatic  1.391  0.020  1.391
 K58  C19  C17  aromatic  1.394  0.020  1.394
 K58  C22  C23  aromatic  1.388  0.020  1.388
 K58  O8   C6   double    1.224  0.020  1.224
 K58  C17  C23  aromatic  1.390  0.020  1.390
 K58  C17  C16  single    1.510  0.020  1.510
 K58  C10  N2   single    1.449  0.020  1.449
 K58  C16  N9   single    1.458  0.020  1.458
 K58  C16  C18  single    1.527  0.020  1.527
 K58  C6   N9   single    1.340  0.020  1.340
 K58  C6   C1   single    1.481  0.020  1.481
 K58  N2   C1   aromatic  1.352  0.020  1.352
 K58  N2   N4   aromatic  1.320  0.020  1.320
 K58  C1   C3   aromatic  1.379  0.020  1.379
 K58  N4   C5   aromatic  1.327  0.020  1.327
 K58  C3   C5   aromatic  1.403  0.020  1.403
 K58  C5   C7   single    1.465  0.020  1.465
 K58  C7   C11  aromatic  1.397  0.020  1.397
 K58  C7   C12  aromatic  1.395  0.020  1.395
 K58  C11  C13  aromatic  1.386  0.020  1.386
 K58  C12  C14  aromatic  1.387  0.020  1.387
 K58  C13  C15  aromatic  1.390  0.020  1.390
 K58  C14  C15  aromatic  1.388  0.020  1.388
 K58  C10  H1   single    0.970  0.020  1.090
 K58  C10  H2   single    0.970  0.020  1.090
 K58  C10  H3   single    0.970  0.020  1.090
 K58  C13  H4   single    0.930  0.020  1.080
 K58  C15  H5   single    0.930  0.020  1.080
 K58  C20  H6   single    0.930  0.020  1.080
 K58  C22  H7   single    0.930  0.020  1.080
 K58  C14  H8   single    0.930  0.020  1.080
 K58  C11  H9   single    0.930  0.020  1.080
 K58  C12  H10  single    0.930  0.020  1.080
 K58  C19  H11  single    0.930  0.020  1.080
 K58  C23  H12  single    0.930  0.020  1.080
 K58  C3   H13  single    0.930  0.020  1.080
 K58  C18  H14  single    0.970  0.020  1.090
 K58  C18  H15  single    0.970  0.020  1.090
 K58  C18  H16  single    0.970  0.020  1.090
 K58  C16  H17  single    0.970  0.020  1.090
 K58  N9   H18  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
 K58  N4   C5   C3   110.07  3.000
 K58  C3   C5   C7   128.68  3.000
 K58  N4   C5   C7   121.25  3.000
 K58  O8   C6   N9   123.80  3.000
 K58  N9   C6   C1   114.41  3.000
 K58  O8   C6   C1   121.79  3.000
 K58  C12  C7   C11  118.61  3.000
 K58  C12  C7   C5   120.52  3.000
 K58  C11  C7   C5   120.87  3.000
 K58  H3   C10  H2   109.16  3.000
 K58  H3   C10  H1   109.16  3.000
 K58  H2   C10  H1   109.43  3.000
 K58  H3   C10  N2   110.74  3.000
 K58  H2   C10  N2   107.25  3.000
 K58  H1   C10  N2   111.07  3.000
 K58  H4   C13  C11  119.57  3.000
 K58  H4   C13  C15  120.05  3.000
 K58  C11  C13  C15  120.38  3.000
 K58  H5   C15  C14  120.34  3.000
 K58  H5   C15  C13  120.23  3.000
 K58  C14  C15  C13  119.43  3.000
 K58  C16  C17  C23  120.48  3.000
 K58  C16  C17  C19  121.10  3.000
 K58  C23  C17  C19  118.41  3.000
 K58  H6   C20  C19  119.56  3.000
 K58  H6   C20  C21  119.41  3.000
 K58  C19  C20  C21  121.02  3.000
 K58  C24  C21  C22  120.94  3.000
 K58  C22  C21  C20  118.15  3.000
 K58  C24  C21  C20  120.91  3.000
 K58  H7   C22  C23  119.61  3.000
 K58  H7   C22  C21  119.44  3.000
 K58  C23  C22  C21  120.95  3.000
 K58  O25  C24  O26  126.85  3.000
 K58  O26  C24  C21  116.58  3.000
 K58  O25  C24  C21  116.57  3.000
 K58  H8   C14  C12  119.58  3.000
 K58  H8   C14  C15  120.17  3.000
 K58  C12  C14  C15  120.25  3.000
 K58  H9   C11  C13  119.64  3.000
 K58  H9   C11  C7   119.77  3.000
 K58  C13  C11  C7   120.60  3.000
 K58  H10  C12  C14  119.14  3.000
 K58  H10  C12  C7   120.13  3.000
 K58  C14  C12  C7   120.73  3.000
 K58  H11  C19  C20  118.98  3.000
 K58  H11  C19  C17  120.35  3.000
 K58  C20  C19  C17  120.67  3.000
 K58  H12  C23  C22  119.68  3.000
 K58  H12  C23  C17  119.53  3.000
 K58  C22  C23  C17  120.79  3.000
 K58  H13  C3   C1   127.30  3.000
 K58  H13  C3   C5   127.82  3.000
 K58  C1   C3   C5   104.83  3.000
 K58  N2   C1   C3   106.53  3.000
 K58  C3   C1   C6   130.07  3.000
 K58  N2   C1   C6   123.34  3.000
 K58  H16  C18  H15  108.22  3.000
 K58  H16  C18  H14  108.08  3.000
 K58  H15  C18  H14  108.17  3.000
 K58  H16  C18  C16  110.71  3.000
 K58  H15  C18  C16  111.41  3.000
 K58  H14  C18  C16  110.15  3.000
 K58  H17  C16  N9   107.40  3.000
 K58  H17  C16  C18  108.32  3.000
 K58  N9   C16  C18  111.53  3.000
 K58  H17  C16  C17  108.04  3.000
 K58  C18  C16  C17  112.28  3.000
 K58  N9   C16  C17  109.09  3.000
 K58  N2   N4   C5   106.71  3.000
 K58  N4   N2   C1   111.86  3.000
 K58  N4   N2   C10  119.00  3.000
 K58  C1   N2   C10  129.14  3.000
 K58  H18  N9   C16  117.97  3.000
 K58  H18  N9   C6   119.04  3.000
 K58  C16  N9   C6   122.99  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
 K58  CONST_01  C1   N2   N4   C5     0.00   0.0  0
 K58  CONST_02  N2   C1   C3   C5     0.00   0.0  0
 K58  CONST_03  C13  C11  C7   C5   180.00   0.0  0
 K58  CONST_04  C14  C12  C7   C5   180.00   0.0  0
 K58  CONST_05  N2   N4   C5   C7   180.00   0.0  0
 K58  CONST_06  C1   C3   C5   C7   180.00   0.0  0
 K58  CONST_07  C15  C13  C11  C7     0.00   0.0  0
 K58  CONST_08  C15  C14  C12  C7     0.00   0.0  0
 K58  CONST_09  C12  C7   C11  C13    0.00   0.0  0
 K58  CONST_10  C12  C14  C15  C13    0.00   0.0  0
 K58  CONST_11  C21  C20  C19  C17    0.00   0.0  0
 K58  CONST_12  C21  C22  C23  C17    0.00   0.0  0
 K58  CONST_13  C23  C22  C21  C20    0.00   0.0  0
 K58  CONST_14  C23  C17  C19  C20    0.00   0.0  0
 K58  CONST_15  C19  C20  C21  C22    0.00   0.0  0
 K58  CONST_16  C19  C17  C23  C22    0.00   0.0  0
 K58  CONST_17  C11  C7   C12  C14    0.00   0.0  0
 K58  CONST_18  C11  C13  C15  C14    0.00   0.0  0
 K58  CONST_19  N4   C5   C7   C11    0.00   0.0  0
 K58  CONST_20  C3   C5   C7   C11  180.00   0.0  0
 K58  CONST_21  N4   C5   C7   C12  180.00   0.0  0
 K58  CONST_22  C3   C5   C7   C12    0.00   0.0  0
 K58  CONST_23  N4   N2   C1   C3     0.00   0.0  0
 K58  CONST_24  N2   N4   C5   C3     0.00   0.0  0
 K58  CONST_25  N4   C5   C3   C1     0.00   0.0  0
 K58  CONST_26  C10  N2   N4   C5   180.00   0.0  0
 K58  CONST_27  C6   C1   C3   C5   180.00   0.0  0
 K58  CONST_28  N4   N2   C1   C6   180.00   0.0  0
 K58  CONST_29  C3   C1   N2   C10  180.00   0.0  0
 K58  CONST_30  C16  C17  C19  C20  180.00   0.0  0
 K58  CONST_31  C16  C17  C23  C22  180.00   0.0  0
 K58  CONST_32  C19  C20  C21  C24  180.00   0.0  0
 K58  CONST_33  C23  C22  C21  C24  180.00   0.0  0
 K58  CONST_34  H9   C11  C7   C5     0.00   0.0  0
 K58  CONST_35  H10  C12  C7   C5     0.00   0.0  0
 K58  CONST_36  H13  C3   C5   C7     0.00   0.0  0
 K58  CONST_37  H4   C13  C11  C7   180.00   0.0  0
 K58  CONST_38  H8   C14  C12  C7   180.00   0.0  0
 K58  CONST_39  H6   C20  C19  C17  180.00   0.0  0
 K58  CONST_40  H7   C22  C23  C17  180.00   0.0  0
 K58  CONST_41  H11  C19  C20  C21  180.00   0.0  0
 K58  CONST_42  H12  C23  C22  C21  180.00   0.0  0
 K58  CONST_43  H5   C15  C13  C11  180.00   0.0  0
 K58  CONST_44  C16  N9   C6   C1   180.00   0.0  0
 K58  CONST_45  H18  N9   C6   C1     0.00   0.0  0
 K58  CONST_46  O8   C6   N9   C16    0.00   0.0  0
 K58  Var_01    O25  C24  C21  C20   -1.42  30.0  2
 K58  Var_02    O8   C6   C1   C3   153.35  30.0  2
 K58  Var_03    H1   C10  N2   C1    72.88  30.0  2

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
 K58  chir_01  C16  C17  N9  C18  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
 K58  plan-1  C5   0.020
 K58  plan-1  C6   0.020
 K58  plan-1  C7   0.020
 K58  plan-1  C10  0.020
 K58  plan-1  C3   0.020
 K58  plan-1  C1   0.020
 K58  plan-1  N4   0.020
 K58  plan-1  N2   0.020
 K58  plan-1  H13  0.020
 K58  plan-2  C5   0.020
 K58  plan-2  C7   0.020
 K58  plan-2  C13  0.020
 K58  plan-2  C15  0.020
 K58  plan-2  C14  0.020
 K58  plan-2  C11  0.020
 K58  plan-2  C12  0.020
 K58  plan-2  H4   0.020
 K58  plan-2  H5   0.020
 K58  plan-2  H8   0.020
 K58  plan-2  H9   0.020
 K58  plan-2  H10  0.020
 K58  plan-3  C17  0.020
 K58  plan-3  C20  0.020
 K58  plan-3  C21  0.020
 K58  plan-3  C22  0.020
 K58  plan-3  C24  0.020
 K58  plan-3  C19  0.020
 K58  plan-3  C23  0.020
 K58  plan-3  C16  0.020
 K58  plan-3  H6   0.020
 K58  plan-3  H7   0.020
 K58  plan-3  H11  0.020
 K58  plan-3  H12  0.020
 K58  plan-4  C6   0.020
 K58  plan-4  C1   0.020
 K58  plan-4  C16  0.020
 K58  plan-4  N9   0.020
 K58  plan-4  O8   0.020
 K58  plan-4  H18  0.020
 K58  plan-5  C21  0.020
 K58  plan-5  C24  0.020
 K58  plan-5  O26  0.020
 K58  plan-5  O25  0.020

