# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 05:27:22 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 6-({(2S)-3-cyclopentyl-2-[4-(trifluoromethyl)-1H-imidazol-1-yl]propanoyl}amino)pyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(NC(=O)[C@H](CC2CCCC2)n3cnc(c3)C(F)(F)F)nc1
#
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
 0H6  0H6  '6-({(2S)-3-cyclopentyl-2-[4-(trifluoromethyl)-1H-imidazol-1-yl]propanoyl}amino)pyridine-3-carboxylic acid'  ligand  46  28  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_0H6
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
 0H6  C4   C  CH2    0  -0.443   0.9522   1.9182  -0.8553
 0H6  C7   C  CH2    0  -0.444   3.4135   4.8163  -0.7606
 0H6  C6   C  CH2    0  -0.431   2.3762   3.9295  -1.4781
 0H6  C9   C  CH2    0  -0.437   2.4602   3.1974   0.7970
 0H6  C13  C  CR16   0  -0.361  -3.4731  -0.7936  -0.5769
 0H6  C21  C  CR15   0  -0.063   2.5104  -0.8666   0.9412
 0H6  C8   C  CH2    0  -0.449   3.6137   4.1872   0.6352
 0H6  C16  C  CR16   0  -0.085  -5.0021   0.5497   1.2217
 0H6  N1   N  NR5    0  -0.403   1.8693  -0.2444  -0.0865
 0H6  C2   C  CH1    0  -0.272   0.7763   0.6941   0.0495
 0H6  C3   C  C      0   0.589  -0.5399  -0.0138  -0.2784
 0H6  C5   C  CH1    0  -0.239   2.2562   2.6655  -0.6206
 0H6  N10  N  NH1    0  -0.710  -1.5943   0.4640   0.4205
 0H6  O11  O  O      0  -0.439  -0.5930  -0.8851  -1.1213
 0H6  C12  C  CR6    0   0.482  -2.9458   0.1257   0.3288
 0H6  C14  C  CR16   0  -0.172  -4.8386  -1.0125  -0.5400
 0H6  C15  C  CR6    0  -0.194  -5.6454  -0.3393   0.3704
 0H6  N17  N  N      0  -0.451  -3.6964   0.7800   1.2057
 0H6  O19  O  O      0  -0.591  -7.6156  -1.3756  -0.3870
 0H6  O20  O  OC    -1  -0.593  -7.7702   0.0878   1.2909
 0H6  C22  C  CR5    0  -0.192   3.4236  -1.6830   0.3431
 0H6  N23  N  N      0  -0.449   3.3561  -1.5784  -1.0135
 0H6  C24  C  CR15   0   0.111   2.4091  -0.7105  -1.2383
 0H6  F26  F  F      0  -0.317   4.2809  -3.8466   0.5921
 0H6  F27  F  F      0  -0.318   5.6711  -2.2201   0.7231
 0H6  F28  F  F      0  -0.307   4.2662  -2.5588   2.3251
 0H6  H1   H  HCH2   0   0.259   0.8717   1.6167  -1.9035
 0H6  H2   H  HCH2   0   0.262   0.1114   2.5925  -0.6692
 0H6  H3   H  HCH2   0   0.228   4.3549   4.8540  -1.3103
 0H6  H4   H  HCH2   0   0.228   3.0574   5.8443  -0.6852
 0H6  H5   H  HCH2   0   0.221   1.4061   4.4342  -1.5131
 0H6  H6   H  HCH2   0   0.235   2.6518   3.7032  -2.5090
 0H6  H7   H  HCH2   0   0.233   2.6771   2.4178   1.5308
 0H6  H8   H  HCH2   0   0.219   1.5530   3.7141   1.1294
 0H6  H9   H  HCR6   0   0.285  -2.8491  -1.3168  -1.2816
 0H6  H10  H  HCR5   0   0.319   2.2670  -0.6737   1.9727
 0H6  H11  H  HCH2   0   0.224   4.5620   3.6464   0.6699
 0H6  H12  H  HCH2   0   0.231   3.6422   4.9306   1.4322
 0H6  H13  H  HCR6   0   0.259  -5.5737   1.1050   1.9561
 0H6  H14  H  HCH1   0   0.313   0.7760   1.0219   1.0909
 0H6  H15  H  HCH1   0   0.236   3.0995   2.0058  -0.8584
 0H6  H16  H  HNH1   0   0.415  -1.4128   1.1576   1.1330
 0H6  H17  H  HCR6   0   0.262  -5.2828  -1.7185  -1.2295
 0H6  H19  H  HCR5   0   0.297   2.0846  -0.3800  -2.2120
 0H6  C18  C  C      0   0.400  -7.1469  -0.5623   0.4309
 0H6  C25  C  CT     0   1.053   4.4055  -2.5738   0.9945

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
 0H6  F28  C25  single    1.338  0.020  1.338
 0H6  F26  C25  single    1.341  0.020  1.341
 0H6  F27  C25  single    1.342  0.020  1.342
 0H6  C25  C22  single    1.477  0.020  1.477
 0H6  C22  C21  aromatic  1.363  0.020  1.363
 0H6  C22  N23  aromatic  1.362  0.020  1.362
 0H6  C21  N1   aromatic  1.362  0.020  1.362
 0H6  N23  C24  aromatic  1.304  0.020  1.304
 0H6  C6   C5   single    1.532  0.020  1.532
 0H6  C6   C7   single    1.542  0.020  1.542
 0H6  O11  C3   double    1.213  0.020  1.213
 0H6  N1   C24  aromatic  1.355  0.020  1.355
 0H6  N1   C2   single    1.447  0.020  1.447
 0H6  C5   C4   single    1.521  0.020  1.521
 0H6  C5   C9   single    1.528  0.020  1.528
 0H6  C4   C2   single    1.532  0.020  1.532
 0H6  C7   C8   single    1.544  0.020  1.544
 0H6  C3   C2   single    1.530  0.020  1.530
 0H6  C3   N10  single    1.352  0.020  1.352
 0H6  C13  C14  aromatic  1.383  0.020  1.383
 0H6  C13  C12  aromatic  1.394  0.020  1.394
 0H6  C8   C9   single    1.528  0.020  1.528
 0H6  C14  C15  aromatic  1.390  0.020  1.390
 0H6  N10  C12  single    1.396  0.020  1.396
 0H6  C12  N17  aromatic  1.327  0.020  1.327
 0H6  O19  C18  deloc     1.245  0.020  1.245
 0H6  C15  C18  single    1.519  0.020  1.519
 0H6  C15  C16  aromatic  1.389  0.020  1.389
 0H6  N17  C16  aromatic  1.326  0.020  1.326
 0H6  C18  O20  deloc     1.245  0.020  1.245
 0H6  C4   H1   single    0.970  0.020  1.090
 0H6  C4   H2   single    0.970  0.020  1.090
 0H6  C7   H3   single    0.970  0.020  1.090
 0H6  C7   H4   single    0.970  0.020  1.090
 0H6  C6   H5   single    0.970  0.020  1.090
 0H6  C6   H6   single    0.970  0.020  1.090
 0H6  C9   H7   single    0.970  0.020  1.090
 0H6  C9   H8   single    0.970  0.020  1.090
 0H6  C13  H9   single    0.930  0.020  1.080
 0H6  C21  H10  single    0.930  0.020  1.080
 0H6  C8   H11  single    0.970  0.020  1.090
 0H6  C8   H12  single    0.970  0.020  1.090
 0H6  C16  H13  single    0.930  0.020  1.080
 0H6  C2   H14  single    0.970  0.020  1.090
 0H6  C5   H15  single    0.970  0.020  1.090
 0H6  N10  H16  single    0.860  0.020  1.020
 0H6  C14  H17  single    0.930  0.020  1.080
 0H6  C24  H19  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
 0H6  H2   C4   H1   106.05  3.000
 0H6  H2   C4   C5   109.26  3.000
 0H6  H1   C4   C5   110.27  3.000
 0H6  H2   C4   C2   107.68  3.000
 0H6  H1   C4   C2   109.71  3.000
 0H6  C5   C4   C2   113.56  3.000
 0H6  H4   C7   H3   106.50  3.000
 0H6  H4   C7   C8   111.34  3.000
 0H6  H3   C7   C8   110.96  3.000
 0H6  H4   C7   C6   110.77  3.000
 0H6  H3   C7   C6   111.47  3.000
 0H6  C8   C7   C6   105.88  3.000
 0H6  H6   C6   H5   106.83  3.000
 0H6  H6   C6   C5   112.18  3.000
 0H6  H5   C6   C5   109.21  3.000
 0H6  H6   C6   C7   112.90  3.000
 0H6  H5   C6   C7   110.25  3.000
 0H6  C5   C6   C7   105.47  3.000
 0H6  H8   C9   H7   107.28  3.000
 0H6  H8   C9   C5   109.58  3.000
 0H6  H7   C9   C5   113.67  3.000
 0H6  H8   C9   C8   110.58  3.000
 0H6  H7   C9   C8   112.55  3.000
 0H6  C5   C9   C8   103.18  3.000
 0H6  H9   C13  C14  120.83  3.000
 0H6  H9   C13  C12  121.76  3.000
 0H6  C14  C13  C12  117.41  3.000
 0H6  H10  C21  C22  132.74  3.000
 0H6  H10  C21  N1   122.31  3.000
 0H6  C22  C21  N1   104.95  3.000
 0H6  H12  C8   H11  106.95  3.000
 0H6  H12  C8   C9   112.58  3.000
 0H6  H11  C8   C9   109.34  3.000
 0H6  H12  C8   C7   112.73  3.000
 0H6  H11  C8   C7   110.06  3.000
 0H6  C9   C8   C7   105.17  3.000
 0H6  H13  C16  N17  116.01  3.000
 0H6  H13  C16  C15  119.94  3.000
 0H6  N17  C16  C15  124.05  3.000
 0H6  C24  N1   C2   127.16  3.000
 0H6  C2   N1   C21  125.52  3.000
 0H6  C24  N1   C21  107.27  3.000
 0H6  H14  C2   C3   110.07  3.000
 0H6  H14  C2   N1   106.53  3.000
 0H6  C3   C2   N1   109.24  3.000
 0H6  H14  C2   C4   108.87  3.000
 0H6  C3   C2   C4   109.99  3.000
 0H6  N1   C2   C4   112.08  3.000
 0H6  O11  C3   N10  125.35  3.000
 0H6  N10  C3   C2   113.36  3.000
 0H6  O11  C3   C2   121.25  3.000
 0H6  H15  C5   C9   107.93  3.000
 0H6  H15  C5   C6   108.34  3.000
 0H6  C9   C5   C6   102.81  3.000
 0H6  H15  C5   C4   109.28  3.000
 0H6  C9   C5   C4   115.39  3.000
 0H6  C6   C5   C4   112.71  3.000
 0H6  H16  N10  C12  112.73  3.000
 0H6  H16  N10  C3   117.82  3.000
 0H6  C12  N10  C3   129.44  3.000
 0H6  N17  C12  N10  112.62  3.000
 0H6  N17  C12  C13  122.73  3.000
 0H6  N10  C12  C13  124.65  3.000
 0H6  H17  C14  C15  119.66  3.000
 0H6  H17  C14  C13  119.43  3.000
 0H6  C15  C14  C13  120.91  3.000
 0H6  C14  C15  C16  116.27  3.000
 0H6  C16  C15  C18  121.83  3.000
 0H6  C14  C15  C18  121.91  3.000
 0H6  C12  N17  C16  118.64  3.000
 0H6  C25  C22  N23  121.22  3.000
 0H6  N23  C22  C21  110.96  3.000
 0H6  C25  C22  C21  127.81  3.000
 0H6  C24  N23  C22  105.00  3.000
 0H6  H19  C24  N23  125.33  3.000
 0H6  H19  C24  N1   122.85  3.000
 0H6  N23  C24  N1   111.82  3.000
 0H6  O20  C18  O19  127.31  3.000
 0H6  O20  C18  C15  116.47  3.000
 0H6  O19  C18  C15  116.22  3.000
 0H6  F28  C25  F27  107.24  3.000
 0H6  F27  C25  F26  106.09  3.000
 0H6  F28  C25  F26  107.43  3.000
 0H6  F27  C25  C22  112.26  3.000
 0H6  F26  C25  C22  112.23  3.000
 0H6  F28  C25  C22  111.26  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
 0H6  CONST_01  C16  C15  C14  C13    0.00   0.0  0
 0H6  CONST_02  C16  N17  C12  C13    0.00   0.0  0
 0H6  CONST_03  C24  N23  C22  C21    0.00   0.0  0
 0H6  CONST_04  N23  C24  N1   C21    0.00   0.0  0
 0H6  CONST_05  N23  C22  C21  N1     0.00   0.0  0
 0H6  CONST_06  C22  N23  C24  N1     0.00   0.0  0
 0H6  CONST_07  C15  C14  C13  C12    0.00   0.0  0
 0H6  CONST_08  C15  C16  N17  C12    0.00   0.0  0
 0H6  CONST_09  N17  C12  C13  C14    0.00   0.0  0
 0H6  CONST_10  N17  C16  C15  C14    0.00   0.0  0
 0H6  CONST_11  C24  N1   C21  C22    0.00   0.0  0
 0H6  CONST_12  C18  C15  C14  C13  180.00   0.0  0
 0H6  CONST_13  N17  C16  C15  C18  180.00   0.0  0
 0H6  CONST_14  N10  C12  N17  C16  180.00   0.0  0
 0H6  CONST_15  C25  C22  C21  N1   180.00   0.0  0
 0H6  CONST_16  C22  C21  N1   C2   180.00   0.0  0
 0H6  CONST_17  N23  C24  N1   C2   180.00   0.0  0
 0H6  CONST_18  C14  C13  C12  N10  180.00   0.0  0
 0H6  CONST_19  C25  C22  N23  C24  180.00   0.0  0
 0H6  CONST_20  H19  C24  N1   C21  180.00   0.0  0
 0H6  CONST_21  H17  C14  C15  C16  180.00   0.0  0
 0H6  CONST_22  H13  C16  N17  C12  180.00   0.0  0
 0H6  CONST_23  H9   C13  C14  C15  180.00   0.0  0
 0H6  CONST_24  H10  C21  C22  N23  180.00   0.0  0
 0H6  CONST_25  C3   N10  C12  C13    0.00   0.0  0
 0H6  CONST_26  N17  C12  N10  C3   180.00   0.0  0
 0H6  CONST_27  H16  N10  C12  C13  180.00   0.0  0
 0H6  CONST_28  C12  N10  C3   C2   180.00   0.0  0
 0H6  CONST_29  C12  N10  C3   O11    0.00   0.0  0
 0H6  Var_01    C5   C9   C8   C7    34.55  30.0  1
 0H6  Var_02    C9   C8   C7   C6   -13.55  30.0  1
 0H6  Var_03    C5   C6   C7   C8   -12.54  30.0  1
 0H6  Var_04    F28  C25  C22  C21    3.32  30.0  2
 0H6  Var_05    O19  C18  C15  C16  179.50  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
 0H6  chir_01  C2  N1  C4  C3  negativ
 0H6  chir_02  C5  C6  C4  C9  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
 0H6  plan-1  C21  0.020
 0H6  plan-1  N1   0.020
 0H6  plan-1  C2   0.020
 0H6  plan-1  C22  0.020
 0H6  plan-1  N23  0.020
 0H6  plan-1  C24  0.020
 0H6  plan-1  H10  0.020
 0H6  plan-1  H19  0.020
 0H6  plan-1  C25  0.020
 0H6  plan-2  C13  0.020
 0H6  plan-2  C16  0.020
 0H6  plan-2  N10  0.020
 0H6  plan-2  C12  0.020
 0H6  plan-2  C14  0.020
 0H6  plan-2  C15  0.020
 0H6  plan-2  N17  0.020
 0H6  plan-2  H9   0.020
 0H6  plan-2  H13  0.020
 0H6  plan-2  H17  0.020
 0H6  plan-2  C18  0.020
 0H6  plan-3  C2   0.020
 0H6  plan-3  C3   0.020
 0H6  plan-3  N10  0.020
 0H6  plan-3  O11  0.020
 0H6  plan-3  C12  0.020
 0H6  plan-3  H16  0.020
 0H6  plan-4  C15  0.020
 0H6  plan-4  O19  0.020
 0H6  plan-4  O20  0.020
 0H6  plan-4  C18  0.020

