# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 03:25:33 2022
#   Inital geometry file: a 113 line input string
#   Ligand name: 1-[6-(3-propan-2-yloxyphenyl)pyridin-2-yl]-5-(trifluoromethyl)pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)Oc1cccc(c1)c2cccc(n2)n3ncc(C(O)=O)c3C(F)(F)F
#
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
 5UI  5UI  "1-[6-(3-propan-2-yloxyphenyl)pyridin-2-yl]-5-(trifluoromethyl)pyrazole-4-carboxylic acid"  ligand  43  28  .  2022-09-15  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_5UI
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
 5UI  C1   C  CH3    0  -0.679  11.4956  62.7145  29.5656
 5UI  C2   C  CH1    0  -0.004  11.3440  64.0893  28.9358
 5UI  C3   C  CH3    0  -0.661  10.2017  64.1334  27.9407
 5UI  C5   C  CR6    0   0.420  12.0125  65.5513  30.7369
 5UI  C6   C  CR16   0  -0.354  11.5927  66.4350  31.7355
 5UI  C7   C  CR16   0  -0.222  12.5153  66.9789  32.6098
 5UI  C8   C  CR16   0  -0.340  13.8630  66.6551  32.5174
 5UI  C10  C  CR16   0  -0.432  13.3630  65.2357  30.6316
 5UI  C11  C  CR6    0   0.224  15.7126  65.4076  31.3934
 5UI  C12  C  CR16   0  -0.338  16.5432  65.3008  32.5065
 5UI  C13  C  CR16   0  -0.142  17.8653  64.9307  32.3205
 5UI  C14  C  CR16   0  -0.337  18.3309  64.6737  31.0432
 5UI  C15  C  CR6    0   0.485  17.4213  64.8177  30.0042
 5UI  N18  N  N      0  -0.257  19.0581  65.1288  28.3503
 5UI  C19  C  CR15   0  -0.045  19.1829  64.9489  27.0566
 5UI  C21  C  C      0   0.362  17.8339  64.0804  25.0177
 5UI  C24  C  CR5    0   0.148  17.2137  64.1489  27.5754
 5UI  C25  C  CT     0   1.085  15.9351  63.3808  27.6161
 5UI  O4   O  O2     0  -0.481  11.0489  65.0777  29.9274
 5UI  C9   C  CR6    0   0.096  14.2878  65.7791  31.5242
 5UI  N16  N  N      0  -0.451  16.1655  65.1718  30.1622
 5UI  N17  N  NR5    0  -0.455  17.8619  64.6384  28.6720
 5UI  C20  C  CR5    0  -0.336  18.0424  64.3447  26.4942
 5UI  O22  O  OC    -1  -0.584  16.6656  64.1398  24.5998
 5UI  O23  O  O      0  -0.585  18.8761  63.8710  24.3724
 5UI  F26  F  F      0  -0.296  15.9383  62.4093  26.7034
 5UI  F27  F  F      0  -0.310  15.7448  62.7789  28.7958
 5UI  F28  F  F      0  -0.315  14.8605  64.1419  27.3773
 5UI  H31  H  HCH3   0   0.242  12.3084  62.6728  30.2908
 5UI  H29  H  HCH3   0   0.231  10.5737  62.4166  30.0676
 5UI  H30  H  HCH3   0   0.237  11.7107  61.9773  28.7919
 5UI  H32  H  HCH1   0   0.226  12.2666  64.3610  28.4131
 5UI  H33  H  HCH3   0   0.239  10.1098  65.1188  27.4840
 5UI  H34  H  HCH3   0   0.234  10.3814  63.4110  27.1453
 5UI  H35  H  HCH3   0   0.229   9.2531  63.8806  28.4170
 5UI  H36  H  HCR6   0   0.261  10.5430  66.6889  31.8155
 5UI  H37  H  HCR6   0   0.258  12.1806  67.6698  33.3726
 5UI  H38  H  HCR6   0   0.252  14.5708  67.1047  33.2014
 5UI  H39  H  HCR6   0   0.278  13.7244  64.5551  29.8755
 5UI  H40  H  HCR6   0   0.276  16.1617  65.4812  33.5017
 5UI  H41  H  HCR6   0   0.282  18.5269  64.8269  33.1699
 5UI  H42  H  HCR6   0   0.286  19.3517  64.3715  30.8615
 5UI  H43  H  HCR5   0   0.272  20.0767  65.2721  26.5456

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
 5UI  O23  C21  deloc     1.244  0.020  1.244
 5UI  O22  C21  deloc     1.242  0.020  1.242
 5UI  C21  C20  single    1.514  0.020  1.514
 5UI  C20  C19  aromatic  1.408  0.020  1.408
 5UI  C20  C24  aromatic  1.376  0.020  1.376
 5UI  F26  C25  single    1.333  0.020  1.333
 5UI  C19  N18  aromatic  1.312  0.020  1.312
 5UI  C24  C25  single    1.492  0.020  1.492
 5UI  C24  N17  aromatic  1.365  0.020  1.365
 5UI  F28  C25  single    1.338  0.020  1.338
 5UI  C25  F27  single    1.338  0.020  1.338
 5UI  C3   C2   single    1.516  0.020  1.516
 5UI  N18  N17  aromatic  1.332  0.020  1.332
 5UI  N17  C15  single    1.415  0.020  1.415
 5UI  C2   C1   single    1.520  0.020  1.520
 5UI  C2   O4   single    1.431  0.020  1.431
 5UI  O4   C5   single    1.345  0.020  1.345
 5UI  C15  N16  aromatic  1.314  0.020  1.314
 5UI  C15  C14  aromatic  1.388  0.020  1.388
 5UI  N16  C11  aromatic  1.333  0.020  1.333
 5UI  C10  C5   aromatic  1.391  0.020  1.391
 5UI  C10  C9   aromatic  1.396  0.020  1.396
 5UI  C5   C6   aromatic  1.398  0.020  1.398
 5UI  C14  C13  aromatic  1.384  0.020  1.384
 5UI  C11  C9   single    1.478  0.020  1.478
 5UI  C11  C12  aromatic  1.393  0.020  1.393
 5UI  C9   C8   aromatic  1.391  0.020  1.391
 5UI  C6   C7   aromatic  1.383  0.020  1.383
 5UI  C13  C12  aromatic  1.385  0.020  1.385
 5UI  C8   C7   aromatic  1.389  0.020  1.389
 5UI  C1   H31  single    0.970  0.020  1.090
 5UI  C1   H29  single    0.970  0.020  1.090
 5UI  C1   H30  single    0.970  0.020  1.090
 5UI  C2   H32  single    0.970  0.020  1.090
 5UI  C3   H33  single    0.970  0.020  1.090
 5UI  C3   H34  single    0.970  0.020  1.090
 5UI  C3   H35  single    0.970  0.020  1.090
 5UI  C6   H36  single    0.930  0.020  1.080
 5UI  C7   H37  single    0.930  0.020  1.080
 5UI  C8   H38  single    0.930  0.020  1.080
 5UI  C10  H39  single    0.930  0.020  1.080
 5UI  C12  H40  single    0.930  0.020  1.080
 5UI  C13  H41  single    0.930  0.020  1.080
 5UI  C14  H42  single    0.930  0.020  1.080
 5UI  C19  H43  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
 5UI  H30  C1   H29  107.97  3.000
 5UI  H30  C1   H31  107.41  3.000
 5UI  H29  C1   H31  108.27  3.000
 5UI  H30  C1   C2   109.71  3.000
 5UI  H29  C1   C2   110.69  3.000
 5UI  H31  C1   C2   112.63  3.000
 5UI  H32  C2   O4   109.47  3.000
 5UI  H32  C2   C3   108.33  3.000
 5UI  O4   C2   C3   106.23  3.000
 5UI  H32  C2   C1   109.78  3.000
 5UI  O4   C2   C1   110.99  3.000
 5UI  C3   C2   C1   111.94  3.000
 5UI  H35  C3   H34  107.97  3.000
 5UI  H35  C3   H33  108.61  3.000
 5UI  H34  C3   H33  107.91  3.000
 5UI  H35  C3   C2   111.21  3.000
 5UI  H34  C3   C2   109.62  3.000
 5UI  H33  C3   C2   111.40  3.000
 5UI  O4   C5   C10  124.77  3.000
 5UI  C10  C5   C6   119.28  3.000
 5UI  O4   C5   C6   115.94  3.000
 5UI  H36  C6   C7   120.53  3.000
 5UI  H36  C6   C5   119.47  3.000
 5UI  C7   C6   C5   120.00  3.000
 5UI  H37  C7   C8   119.71  3.000
 5UI  H37  C7   C6   119.38  3.000
 5UI  C8   C7   C6   120.91  3.000
 5UI  H38  C8   C9   120.88  3.000
 5UI  H38  C8   C7   119.72  3.000
 5UI  C9   C8   C7   119.38  3.000
 5UI  H39  C10  C9   118.14  3.000
 5UI  H39  C10  C5   121.41  3.000
 5UI  C9   C10  C5   120.44  3.000
 5UI  N16  C11  C9   116.98  3.000
 5UI  C9   C11  C12  121.55  3.000
 5UI  N16  C11  C12  121.47  3.000
 5UI  H40  C12  C13  120.33  3.000
 5UI  H40  C12  C11  120.83  3.000
 5UI  C13  C12  C11  118.83  3.000
 5UI  H41  C13  C14  120.08  3.000
 5UI  H41  C13  C12  120.26  3.000
 5UI  C14  C13  C12  119.65  3.000
 5UI  H42  C14  C15  121.49  3.000
 5UI  H42  C14  C13  121.70  3.000
 5UI  C15  C14  C13  116.81  3.000
 5UI  N17  C15  N16  116.42  3.000
 5UI  N16  C15  C14  124.33  3.000
 5UI  N17  C15  C14  119.18  3.000
 5UI  N17  N18  C19  105.84  3.000
 5UI  H43  C19  C20  127.61  3.000
 5UI  H43  C19  N18  120.31  3.000
 5UI  C20  C19  N18  112.07  3.000
 5UI  O23  C21  O22  128.44  3.000
 5UI  O22  C21  C20  116.69  3.000
 5UI  O23  C21  C20  114.83  3.000
 5UI  C20  C24  N17  107.11  3.000
 5UI  N17  C24  C25  124.73  3.000
 5UI  C20  C24  C25  127.64  3.000
 5UI  F28  C25  F27  107.40  3.000
 5UI  F27  C25  F26  106.03  3.000
 5UI  F28  C25  F26  107.11  3.000
 5UI  F27  C25  C24  112.18  3.000
 5UI  F28  C25  C24  112.98  3.000
 5UI  F26  C25  C24  110.76  3.000
 5UI  C5   O4   C2   120.85  3.000
 5UI  C11  C9   C10  118.97  3.000
 5UI  C11  C9   C8   121.06  3.000
 5UI  C10  C9   C8   119.97  3.000
 5UI  C15  N16  C11  118.90  3.000
 5UI  C24  N17  N18  111.37  3.000
 5UI  N18  N17  C15  117.42  3.000
 5UI  C24  N17  C15  130.87  3.000
 5UI  C24  C20  C21  131.16  3.000
 5UI  C24  C20  C19  103.59  3.000
 5UI  C21  C20  C19  125.17  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
 5UI  CONST_01  C11  C9   C10  C5    180.00   0.0  0
 5UI  CONST_02  C8   C9   C10  C5      0.00   0.0  0
 5UI  CONST_03  C8   C7   C6   C5      0.00   0.0  0
 5UI  CONST_04  C9   C10  C5   C6      0.00   0.0  0
 5UI  CONST_05  C9   C8   C7   C6      0.00   0.0  0
 5UI  CONST_06  C10  C5   C6   C7      0.00   0.0  0
 5UI  CONST_07  C10  C9   C8   C7      0.00   0.0  0
 5UI  CONST_08  C11  C9   C8   C7    180.00   0.0  0
 5UI  CONST_13  N17  C15  N16  C11   180.00   0.0  0
 5UI  CONST_14  C14  C15  N16  C11     0.00   0.0  0
 5UI  CONST_15  C14  C13  C12  C11     0.00   0.0  0
 5UI  CONST_16  C15  N16  C11  C12     0.00   0.0  0
 5UI  CONST_17  C15  C14  C13  C12     0.00   0.0  0
 5UI  CONST_18  N17  C15  C14  C13   180.00   0.0  0
 5UI  CONST_19  N16  C15  C14  C13     0.00   0.0  0
 5UI  CONST_20  N16  C11  C12  C13     0.00   0.0  0
 5UI  CONST_21  C9   C11  C12  C13   180.00   0.0  0
 5UI  CONST_24  C20  C24  N17  C15   180.00   0.0  0
 5UI  CONST_25  C19  N18  N17  C15   180.00   0.0  0
 5UI  CONST_26  C9   C11  N16  C15   180.00   0.0  0
 5UI  CONST_27  C24  C20  C19  N18     0.00   0.0  0
 5UI  CONST_28  C20  C24  N17  N18     0.00   0.0  0
 5UI  CONST_30  N17  C24  C20  C19     0.00   0.0  0
 5UI  CONST_31  C24  N17  N18  C19     0.00   0.0  0
 5UI  CONST_33  C20  C19  N18  N17     0.00   0.0  0
 5UI  CONST_34  O4   C5   C6   C7    180.00   0.0  0
 5UI  CONST_36  C21  C20  C19  N18   180.00   0.0  0
 5UI  CONST_37  C25  C24  N17  N18   180.00   0.0  0
 5UI  CONST_38  C25  C24  C20  C19   180.00   0.0  0
 5UI  CONST_39  N17  C24  C20  C21   180.00   0.0  0
 5UI  CONST_40  C9   C10  C5   O4    180.00   0.0  0
 5UI  CONST_41  H37  C7   C6   C5    180.00   0.0  0
 5UI  CONST_42  H39  C10  C5   C6    180.00   0.0  0
 5UI  CONST_43  H38  C8   C7   C6    180.00   0.0  0
 5UI  CONST_44  H39  C10  C9   C8    180.00   0.0  0
 5UI  CONST_45  H36  C6   C7   C8    180.00   0.0  0
 5UI  CONST_46  H36  C6   C5   C10   180.00   0.0  0
 5UI  CONST_47  H38  C8   C9   C10   180.00   0.0  0
 5UI  CONST_48  H39  C10  C9   C11     0.00   0.0  0
 5UI  CONST_49  H38  C8   C9   C11     0.00   0.0  0
 5UI  CONST_50  H41  C13  C12  C11   180.00   0.0  0
 5UI  CONST_51  H42  C14  C13  C12   180.00   0.0  0
 5UI  CONST_52  H40  C12  C13  C14   180.00   0.0  0
 5UI  CONST_53  H41  C13  C14  C15   180.00   0.0  0
 5UI  CONST_54  H43  C19  C20  C24   180.00   0.0  0
 5UI  CONST_55  H40  C12  C11  C9      0.00   0.0  0
 5UI  CONST_56  H37  C7   C8   C9    180.00   0.0  0
 5UI  CONST_57  H42  C14  C15  N16   180.00   0.0  0
 5UI  CONST_58  H40  C12  C11  N16   180.00   0.0  0
 5UI  CONST_59  H43  C19  N18  N17   180.00   0.0  0
 5UI  CONST_60  H42  C14  C15  N17     0.00   0.0  0
 5UI  Var_01    C10  C5   O4   C2      5.61  30.0  2
 5UI  Var_02    C6   C5   O4   C2   -175.20  30.0  2
 5UI  Var_03    O23  C21  C20  C19    30.20  30.0  3
 5UI  Var_04    O22  C21  C20  C19  -147.66  30.0  3
 5UI  Var_05    O23  C21  C20  C24  -153.59  30.0  3
 5UI  Var_06    O22  C21  C20  C24    28.55  30.0  3
 5UI  Var_07    F26  C25  C24  N17  -142.36  30.0  2
 5UI  Var_08    F28  C25  C24  N17    97.48  30.0  2
 5UI  Var_09    F27  C25  C24  N17   -24.10  30.0  2
 5UI  Var_10    F26  C25  C24  C20    28.28  30.0  2
 5UI  Var_11    F28  C25  C24  C20   -91.88  30.0  2
 5UI  Var_12    F27  C25  C24  C20   146.54  30.0  2
 5UI  Var_13    C5   O4   C2   C1     76.58  30.0  3
 5UI  Var_14    C5   O4   C2   C3   -161.52  30.0  3
 5UI  Var_15    H32  C2   O4   C5    -44.76  30.0  2
 5UI  Var_16    H33  C3   C2   C1   -179.19  30.0  3
 5UI  Var_17    H34  C3   C2   C1    -59.83  30.0  3
 5UI  Var_18    H35  C3   C2   C1     59.49  30.0  3
 5UI  Var_19    H31  C1   C2   C3   -179.44  30.0  3
 5UI  Var_20    H29  C1   C2   C3    -58.08  30.0  3
 5UI  Var_21    H30  C1   C2   C3     60.98  30.0  3
 5UI  Var_22    H33  C3   C2   O4     59.51  30.0  3
 5UI  Var_23    H34  C3   C2   O4    178.88  30.0  3
 5UI  Var_24    H35  C3   C2   O4    -61.81  30.0  3
 5UI  Var_25    H31  C1   C2   O4    -60.93  30.0  3
 5UI  Var_26    H29  C1   C2   O4     60.43  30.0  3
 5UI  Var_27    H30  C1   C2   O4    179.48  30.0  3

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
 5UI  plan-1  C15  0.020
 5UI  plan-1  N18  0.020
 5UI  plan-1  C19  0.020
 5UI  plan-1  C21  0.020
 5UI  plan-1  C24  0.020
 5UI  plan-1  C25  0.020
 5UI  plan-1  N17  0.020
 5UI  plan-1  C20  0.020
 5UI  plan-1  H43  0.020
 5UI  plan-2  C5   0.020
 5UI  plan-2  C6   0.020
 5UI  plan-2  C7   0.020
 5UI  plan-2  C8   0.020
 5UI  plan-2  C10  0.020
 5UI  plan-2  C11  0.020
 5UI  plan-2  O4   0.020
 5UI  plan-2  C9   0.020
 5UI  plan-2  H36  0.020
 5UI  plan-2  H37  0.020
 5UI  plan-2  H38  0.020
 5UI  plan-2  H39  0.020
 5UI  plan-3  C11  0.020
 5UI  plan-3  C12  0.020
 5UI  plan-3  C13  0.020
 5UI  plan-3  C14  0.020
 5UI  plan-3  C15  0.020
 5UI  plan-3  C9   0.020
 5UI  plan-3  N16  0.020
 5UI  plan-3  N17  0.020
 5UI  plan-3  H40  0.020
 5UI  plan-3  H41  0.020
 5UI  plan-3  H42  0.020
 5UI  plan-4  C21  0.020
 5UI  plan-4  C20  0.020
 5UI  plan-4  O22  0.020
 5UI  plan-4  O23  0.020

