# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 15:27:27 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  45  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   0.290  -3.4726   0.0478   0.1752
 K58  C6   C  C     0   0.511  -0.4842   2.1222  -0.2716
 K58  C7   C  CR6   0   0.060  -4.4189  -1.0636   0.0511
 K58  C10  C  CH3   0  -0.513  -2.7966   3.2391   1.4354
 K58  C13  C  CR16  0  -0.237  -6.6043  -2.0178   0.4456
 K58  C15  C  CR16  0  -0.267  -6.2262  -3.1866  -0.2039
 K58  C17  C  CR6   0   0.143   2.9259   0.8773  -0.5439
 K58  C20  C  CR16  0  -0.239   4.0146  -1.2746  -0.6133
 K58  C21  C  CR6   0  -0.094   4.9507  -0.8471   0.3265
 K58  C22  C  CR16  0  -0.239   4.8667   0.4488   0.8297
 K58  C24  C  C     0   0.533   6.0061  -1.7984   0.7526
 K58  C14  C  CR16  0  -0.235  -4.9433  -3.2939  -0.7236
 K58  C11  C  CR16  0  -0.294  -5.7110  -0.9656   0.5720
 K58  C12  C  CR16  0  -0.333  -4.0476  -2.2423  -0.5960
 K58  C19  C  CR16  0  -0.290   3.0162  -0.4202  -1.0447
 K58  C23  C  CR16  0  -0.306   3.8595   1.2972   0.3970
 K58  C3   C  CR15  0  -0.564  -2.1824   0.1664  -0.3643
 K58  C1   C  CR5   0   0.346  -1.7435   1.4093   0.0401
 K58  C18  C  CH3   0  -0.646   1.8660   2.0209  -2.5249
 K58  C16  C  CH1   0  -0.166   1.8398   1.8168  -1.0123
 K58  N4   N  N     0  -0.291  -3.7809   1.1410   0.8618
 K58  N2   N  NR5   0  -0.315  -2.7435   1.9516   0.7717
 K58  N9   N  NH1   0  -0.653   0.5495   1.3169  -0.5613
 K58  O26  O  OH1   0  -0.593   6.8386  -1.2853   1.6471
 K58  O25  O  O     0  -0.438   6.1015  -2.9265   0.3312
 K58  O8   O  O     0  -0.480  -0.4169   3.3431  -0.2720
 K58  H1   H  HCH3  0   0.261  -2.9112   4.0448   0.7145
 K58  H2   H  HCH3  0   0.266  -3.6542   3.2240   2.0998
 K58  H3   H  HCH3  0   0.260  -1.8958   3.4079   2.0183
 K58  H4   H  HCR6  0   0.258  -7.6020  -1.9236   0.8548
 K58  H5   H  HCR6  0   0.258  -6.9264  -4.0056  -0.3038
 K58  H6   H  HCR6  0   0.269   4.0676  -2.2782  -1.0129
 K58  H7   H  HCR6  0   0.270   5.5776   0.8098   1.5600
 K58  H8   H  HCR6  0   0.258  -4.6356  -4.1991  -1.2308
 K58  H9   H  HCR6  0   0.252  -6.0205  -0.0593   1.0756
 K58  H10  H  HCR6  0   0.248  -3.0506  -2.3489  -1.0047
 K58  H11  H  HCR6  0   0.266   2.3087  -0.7768  -1.7842
 K58  H12  H  HCR6  0   0.265   3.8041   2.3022   0.7962
 K58  H13  H  HCR5  0   0.281  -1.6584  -0.5377  -0.9897
 K58  H14  H  HCH3  0   0.242   2.8414   2.3905  -2.8409
 K58  H15  H  HCH3  0   0.231   1.6640   1.0914  -3.0570
 K58  H16  H  HCH3  0   0.246   1.1142   2.7516  -2.8213
 K58  H17  H  HCH1  0   0.276   1.9992   2.7832  -0.5322
 K58  H18  H  HNH1  0   0.416   0.4241   0.3185  -0.4975
 K58  H19  H  HOH1  0   0.488   7.5050  -1.9439   1.8928

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  double    1.208  0.020  1.208
 K58  C24  O26  single    1.325  0.020  1.325
 K58  C24  C21  single    1.483  0.020  1.483
 K58  C20  C21  aromatic  1.394  0.020  1.394
 K58  C20  C19  aromatic  1.383  0.020  1.383
 K58  C21  C22  aromatic  1.393  0.020  1.393
 K58  C19  C17  aromatic  1.394  0.020  1.394
 K58  C22  C23  aromatic  1.386  0.020  1.386
 K58  O8   C6   double    1.223  0.020  1.223
 K58  C17  C23  aromatic  1.390  0.020  1.390
 K58  C17  C16  single    1.511  0.020  1.511
 K58  C10  N2   single    1.449  0.020  1.449
 K58  C16  N9   single    1.455  0.020  1.455
 K58  C16  C18  single    1.527  0.020  1.527
 K58  C6   N9   single    1.342  0.020  1.342
 K58  C6   C1   single    1.480  0.020  1.480
 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
 K58  O26  H19  single    0.850  0.020  0.980

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   110.05  3.000
 K58  C3   C5   C7   128.71  3.000
 K58  N4   C5   C7   121.24  3.000
 K58  O8   C6   N9   123.83  3.000
 K58  N9   C6   C1   114.32  3.000
 K58  O8   C6   C1   121.85  3.000
 K58  C12  C7   C11  118.59  3.000
 K58  C12  C7   C5   120.56  3.000
 K58  C11  C7   C5   120.85  3.000
 K58  H3   C10  H2   109.21  3.000
 K58  H3   C10  H1   109.15  3.000
 K58  H2   C10  H1   109.46  3.000
 K58  H3   C10  N2   110.69  3.000
 K58  H2   C10  N2   107.28  3.000
 K58  H1   C10  N2   111.01  3.000
 K58  H4   C13  C11  119.57  3.000
 K58  H4   C13  C15  120.04  3.000
 K58  C11  C13  C15  120.39  3.000
 K58  H5   C15  C14  120.33  3.000
 K58  H5   C15  C13  120.24  3.000
 K58  C14  C15  C13  119.43  3.000
 K58  C16  C17  C23  120.32  3.000
 K58  C16  C17  C19  120.94  3.000
 K58  C23  C17  C19  118.74  3.000
 K58  H6   C20  C19  119.56  3.000
 K58  H6   C20  C21  120.06  3.000
 K58  C19  C20  C21  120.38  3.000
 K58  C24  C21  C22  122.40  3.000
 K58  C22  C21  C20  119.25  3.000
 K58  C24  C21  C20  118.35  3.000
 K58  H7   C22  C23  118.97  3.000
 K58  H7   C22  C21  121.00  3.000
 K58  C23  C22  C21  120.03  3.000
 K58  O25  C24  O26  123.19  3.000
 K58  O26  C24  C21  113.11  3.000
 K58  O25  C24  C21  123.70  3.000
 K58  H8   C14  C12  119.58  3.000
 K58  H8   C14  C15  120.18  3.000
 K58  C12  C14  C15  120.24  3.000
 K58  H9   C11  C13  119.60  3.000
 K58  H9   C11  C7   119.80  3.000
 K58  C13  C11  C7   120.60  3.000
 K58  H10  C12  C14  119.02  3.000
 K58  H10  C12  C7   120.22  3.000
 K58  C14  C12  C7   120.76  3.000
 K58  H11  C19  C20  118.74  3.000
 K58  H11  C19  C17  120.61  3.000
 K58  C20  C19  C17  120.65  3.000
 K58  H12  C23  C22  119.35  3.000
 K58  H12  C23  C17  119.70  3.000
 K58  C22  C23  C17  120.95  3.000
 K58  H13  C3   C1   127.19  3.000
 K58  H13  C3   C5   127.94  3.000
 K58  C1   C3   C5   104.84  3.000
 K58  N2   C1   C3   106.54  3.000
 K58  C3   C1   C6   130.03  3.000
 K58  N2   C1   C6   123.35  3.000
 K58  H16  C18  H15  108.13  3.000
 K58  H16  C18  H14  108.14  3.000
 K58  H15  C18  H14  108.27  3.000
 K58  H16  C18  C16  110.33  3.000
 K58  H15  C18  C16  111.51  3.000
 K58  H14  C18  C16  110.36  3.000
 K58  H17  C16  N9   107.30  3.000
 K58  H17  C16  C18  108.37  3.000
 K58  N9   C16  C18  111.60  3.000
 K58  H17  C16  C17  108.03  3.000
 K58  C18  C16  C17  112.22  3.000
 K58  N9   C16  C17  109.13  3.000
 K58  N2   N4   C5   106.74  3.000
 K58  N4   N2   C1   111.83  3.000
 K58  N4   N2   C10  119.05  3.000
 K58  C1   N2   C10  129.12  3.000
 K58  H18  N9   C16  118.03  3.000
 K58  H18  N9   C6   119.00  3.000
 K58  C16  N9   C6   122.93  3.000
 K58  H19  O26  C24  109.88  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
 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  H19  O26  C24  C21  180.00   0.0  0
 K58  CONST_47  O8   C6   N9   C16    0.00   0.0  0
 K58  Var_01    O25  C24  C21  C20   -0.03  30.0  2
 K58  Var_02    O8   C6   C1   C3   152.72  30.0  2
 K58  Var_03    H1   C10  N2   C1    73.16  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
 K58  plan-5  H19  0.020

