# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 03:21:55 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 3-hydroxy-5-[5-(6-hydroxy-7-propyl-2H-indazol-3-yl)-1,3-thiazol-2-yl]pyridine-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCc1c(O)ccc2c([nH]nc12)c3sc(nc3)c4cnc(C(O)=O)c(O)c4
#
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
 57Y  57Y  '3-hydroxy-5-[5-(6-hydroxy-7-propyl-2H-indazol-3-yl)-1,3-thiazol-2-yl]pyridine-2-carboxylic acid'  ligand  44  28  .  2022-07-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_57Y
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
 57Y  C20  C  CR16  0  -0.334  -2.6635   1.5826   0.2756
 57Y  C21  C  CR16  0  -0.388  -3.7593   2.3930   0.3458
 57Y  C15  C  CR16  0  -0.272   4.1886  -1.3587   0.2472
 57Y  C18  C  CR16  0  -0.137   3.5413   0.8917  -0.2415
 57Y  C10  C  CR15  0  -0.001   0.0667  -2.2278   0.1654
 57Y  C19  C  CR56  0  -0.158  -2.8662   0.2349  -0.0791
 57Y  C14  C  CR6   0   0.040   3.1813  -0.4447  -0.0001
 57Y  C4   C  CR6   0  -0.034  -5.3169   0.6038  -0.2781
 57Y  C5   C  CR56  0   0.230  -4.1803  -0.2399  -0.3408
 57Y  C22  C  CR6   0   0.301  -5.0738   1.9106   0.0731
 57Y  C16  C  CR6   0   0.382   5.5161  -0.9316   0.2494
 57Y  C8   C  CR5   0   0.463  -2.0504  -0.8900  -0.2479
 57Y  C9   C  CR5   0  -0.327  -0.6313  -1.0806  -0.1113
 57Y  CA   C  CR6   0  -0.071   5.7647   0.4270  -0.0067
 57Y  C12  C  CR5   0   0.024   1.7892  -0.8758  -0.0074
 57Y  C    C  C     0   0.581   7.1553   0.9234  -0.0227
 57Y  C1   C  CH3   0  -0.667  -8.7478  -1.0429   0.4370
 57Y  C3   C  CH2   0  -0.480  -6.6905   0.0636  -0.5400
 57Y  C2   C  CH2   0  -0.420  -7.3536  -0.5019   0.7188
 57Y  N    N  N     0  -0.379   4.7856   1.2976  -0.2428
 57Y  N11  N  N     0  -0.382   1.4102  -2.0983   0.2158
 57Y  N7   N  NR15  0  -0.498  -2.8918  -1.8840  -0.5755
 57Y  N6   N  N     0  -0.295  -4.1675  -1.5425  -0.6417
 57Y  O    O  O     0  -0.471   8.1088   0.1927   0.1852
 57Y  O23  O  OH1   0  -0.631  -6.1259   2.7536   0.1660
 57Y  O17  O  OH1   0  -0.611   6.4642  -1.8280   0.4918
 57Y  OXT  O  OH1   0  -0.568   7.2672   2.2048  -0.2803
 57Y  S13  S  S2    0   0.267   0.4822   0.2137  -0.3161
 57Y  H1   H  HCR6  0   0.256  -1.6818   1.9801   0.4976
 57Y  H2   H  HCR6  0   0.273  -3.6329   3.4347   0.6191
 57Y  H4   H  HCR6  0   0.269   2.7891   1.6483  -0.4399
 57Y  H5   H  HCR5  0   0.286  -0.3833  -3.1922   0.3560
 57Y  H6   H  HCH3  0   0.219  -8.7168  -1.8571  -0.2893
 57Y  H7   H  HCH3  0   0.229  -9.2186  -1.4265   1.3427
 57Y  H8   H  HCH3  0   0.218  -9.3964  -0.2640   0.0313
 57Y  H9   H  HCH2  0   0.237  -7.3300   0.8408  -0.9638
 57Y  H10  H  HCH2  0   0.233  -6.6275  -0.7264  -1.2931
 57Y  H11  H  HCH2  0   0.222  -7.4077   0.2799   1.4810
 57Y  H12  H  HCH2  0   0.222  -6.7241  -1.2944   1.1322
 57Y  H13  H  HNR5  0   0.430  -2.6317  -2.8338  -0.7987
 57Y  H14  H  HOH1  0   0.475  -5.8258   3.6454   0.3712
 57Y  H15  H  HOH1  0   0.483   7.3338  -1.3790   0.4583
 57Y  H16  H  HOH1  0   0.494   8.2020   2.4625  -0.2830
 57Y  H3   H  HCR6  0   0.289   3.9612  -2.3994   0.4383

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
 57Y  O23  C22  single    1.351  0.020  1.351
 57Y  C21  C22  aromatic  1.427  0.020  1.427
 57Y  C21  C20  aromatic  1.365  0.020  1.365
 57Y  C22  C4   aromatic  1.375  0.020  1.375
 57Y  C20  C19  aromatic  1.408  0.020  1.408
 57Y  C4   C3   single    1.499  0.020  1.499
 57Y  C4   C5   aromatic  1.417  0.020  1.417
 57Y  C2   C3   single    1.531  0.020  1.531
 57Y  C2   C1   single    1.522  0.020  1.522
 57Y  C19  C5   aromatic  1.422  0.020  1.422
 57Y  C19  C8   aromatic  1.400  0.020  1.400
 57Y  C10  N11  aromatic  1.351  0.020  1.351
 57Y  C10  C9   aromatic  1.371  0.020  1.371
 57Y  C5   N6   aromatic  1.337  0.020  1.337
 57Y  N11  C12  aromatic  1.299  0.020  1.299
 57Y  C9   C8   single    1.438  0.020  1.438
 57Y  C9   S13  aromatic  1.720  0.020  1.720
 57Y  C8   N7   aromatic  1.343  0.020  1.343
 57Y  C12  C14  single    1.457  0.020  1.457
 57Y  C12  S13  aromatic  1.729  0.020  1.729
 57Y  C15  C14  aromatic  1.382  0.020  1.382
 57Y  C15  C16  aromatic  1.395  0.020  1.395
 57Y  N6   N7   aromatic  1.322  0.020  1.322
 57Y  C14  C18  aromatic  1.405  0.020  1.405
 57Y  O17  C16  single    1.327  0.020  1.327
 57Y  C16  CA   aromatic  1.405  0.020  1.405
 57Y  C18  N    aromatic  1.309  0.020  1.309
 57Y  CA   N    aromatic  1.331  0.020  1.331
 57Y  CA   C    single    1.477  0.020  1.477
 57Y  C    O    double    1.219  0.020  1.219
 57Y  C    OXT  single    1.312  0.020  1.312
 57Y  C20  H1   single    0.930  0.020  1.080
 57Y  C21  H2   single    0.930  0.020  1.080
 57Y  C15  H3   single    0.930  0.020  1.080
 57Y  C18  H4   single    0.930  0.020  1.080
 57Y  C10  H5   single    0.930  0.020  1.080
 57Y  C1   H6   single    0.970  0.020  1.090
 57Y  C1   H7   single    0.970  0.020  1.090
 57Y  C1   H8   single    0.970  0.020  1.090
 57Y  C3   H9   single    0.970  0.020  1.090
 57Y  C3   H10  single    0.970  0.020  1.090
 57Y  C2   H11  single    0.970  0.020  1.090
 57Y  C2   H12  single    0.970  0.020  1.090
 57Y  N7   H13  single    0.860  0.020  1.020
 57Y  O23  H14  single    0.850  0.020  0.980
 57Y  O17  H15  single    0.850  0.020  0.980
 57Y  OXT  H16  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
 57Y  H1   C20  C19  122.26  3.000
 57Y  H1   C20  C21  119.98  3.000
 57Y  C19  C20  C21  117.75  3.000
 57Y  H2   C21  C22  118.72  3.000
 57Y  H2   C21  C20  119.33  3.000
 57Y  C22  C21  C20  121.95  3.000
 57Y  H3   C15  C16  119.62  3.000
 57Y  H3   C15  C14  120.95  3.000
 57Y  C16  C15  C14  119.44  3.000
 57Y  H4   C18  N    116.26  3.000
 57Y  H4   C18  C14  121.14  3.000
 57Y  N    C18  C14  122.60  3.000
 57Y  H5   C10  N11  119.54  3.000
 57Y  H5   C10  C9   124.76  3.000
 57Y  N11  C10  C9   115.70  3.000
 57Y  C8   C19  C5   104.37  3.000
 57Y  C8   C19  C20  135.68  3.000
 57Y  C5   C19  C20  119.94  3.000
 57Y  C12  C14  C18  121.69  3.000
 57Y  C18  C14  C15  118.22  3.000
 57Y  C12  C14  C15  120.09  3.000
 57Y  C3   C4   C22  123.31  3.000
 57Y  C3   C4   C5   120.84  3.000
 57Y  C22  C4   C5   115.81  3.000
 57Y  N6   C5   C4   126.71  3.000
 57Y  N6   C5   C19  110.97  3.000
 57Y  C4   C5   C19  122.31  3.000
 57Y  O23  C22  C4   118.22  3.000
 57Y  C4   C22  C21  122.23  3.000
 57Y  O23  C22  C21  119.56  3.000
 57Y  O17  C16  CA   124.07  3.000
 57Y  CA   C16  C15  117.67  3.000
 57Y  O17  C16  C15  118.26  3.000
 57Y  N7   C8   C9   122.90  3.000
 57Y  N7   C8   C19  105.02  3.000
 57Y  C9   C8   C19  132.07  3.000
 57Y  S13  C9   C8   121.86  3.000
 57Y  S13  C9   C10  108.92  3.000
 57Y  C8   C9   C10  129.22  3.000
 57Y  N    CA   C    118.09  3.000
 57Y  C    CA   C16  119.59  3.000
 57Y  N    CA   C16  122.32  3.000
 57Y  S13  C12  N11  113.77  3.000
 57Y  S13  C12  C14  122.44  3.000
 57Y  N11  C12  C14  123.79  3.000
 57Y  OXT  C    O    123.52  3.000
 57Y  OXT  C    CA   114.26  3.000
 57Y  O    C    CA   122.23  3.000
 57Y  H8   C1   H7   107.65  3.000
 57Y  H8   C1   H6   107.56  3.000
 57Y  H7   C1   H6   107.62  3.000
 57Y  H8   C1   C2   111.06  3.000
 57Y  H7   C1   C2   111.52  3.000
 57Y  H6   C1   C2   111.24  3.000
 57Y  H10  C3   H9   106.30  3.000
 57Y  H10  C3   C2   108.93  3.000
 57Y  H9   C3   C2   109.16  3.000
 57Y  H10  C3   C4   109.14  3.000
 57Y  H9   C3   C4   110.36  3.000
 57Y  C2   C3   C4   112.73  3.000
 57Y  H12  C2   H11  106.46  3.000
 57Y  H12  C2   C3   109.22  3.000
 57Y  H11  C2   C3   109.30  3.000
 57Y  H12  C2   C1   109.87  3.000
 57Y  H11  C2   C1   109.76  3.000
 57Y  C3   C2   C1   112.08  3.000
 57Y  CA   N    C18  119.75  3.000
 57Y  C12  N11  C10  111.96  3.000
 57Y  H13  N7   N6   118.71  3.000
 57Y  H13  N7   C8   126.07  3.000
 57Y  N6   N7   C8   115.18  3.000
 57Y  N7   N6   C5   104.46  3.000
 57Y  H14  O23  C22  110.46  3.000
 57Y  H15  O17  C16  108.56  3.000
 57Y  H16  OXT  C    110.03  3.000
 57Y  C12  S13  C9    89.65  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
 57Y  CONST_01  C4   C22  C21  C20    0.00   0.0  0
 57Y  CONST_02  C4   C5   C19  C20    0.00   0.0  0
 57Y  CONST_03  N6   C5   C19  C20  180.00   0.0  0
 57Y  CONST_04  C9   C8   C19  C20    0.00   0.0  0
 57Y  CONST_05  N7   C8   C19  C20  180.00   0.0  0
 57Y  CONST_06  C5   C4   C22  C21    0.00   0.0  0
 57Y  CONST_07  C5   C19  C20  C21    0.00   0.0  0
 57Y  CONST_08  C8   C19  C20  C21  180.00   0.0  0
 57Y  CONST_09  N11  C12  C14  C15    0.00   0.0  0
 57Y  CONST_10  S13  C12  C14  C15  180.00   0.0  0
 57Y  CONST_11  N    C18  C14  C15    0.00   0.0  0
 57Y  CONST_12  N    CA   C16  C15    0.00   0.0  0
 57Y  CONST_13  N11  C12  C14  C18  180.00   0.0  0
 57Y  CONST_14  S13  C12  C14  C18    0.00   0.0  0
 57Y  CONST_15  C16  C15  C14  C18    0.00   0.0  0
 57Y  CONST_16  C16  CA   N    C18    0.00   0.0  0
 57Y  CONST_17  C14  C12  N11  C10  180.00   0.0  0
 57Y  CONST_18  S13  C12  N11  C10    0.00   0.0  0
 57Y  CONST_21  C12  S13  C9   C10    0.00   0.0  0
 57Y  CONST_22  C22  C21  C20  C19    0.00   0.0  0
 57Y  CONST_23  C22  C4   C5   C19    0.00   0.0  0
 57Y  CONST_24  N7   N6   C5   C19    0.00   0.0  0
 57Y  CONST_26  N6   N7   C8   C19    0.00   0.0  0
 57Y  CONST_27  C9   S13  C12  C14  180.00   0.0  0
 57Y  CONST_28  CA   C16  C15  C14    0.00   0.0  0
 57Y  CONST_29  CA   N    C18  C14    0.00   0.0  0
 57Y  CONST_30  C8   C19  C5   C4   180.00   0.0  0
 57Y  CONST_31  N7   N6   C5   C4   180.00   0.0  0
 57Y  CONST_32  C9   C8   C19  C5   180.00   0.0  0
 57Y  CONST_33  N7   C8   C19  C5     0.00   0.0  0
 57Y  CONST_34  C8   N7   N6   C5     0.00   0.0  0
 57Y  CONST_35  N6   C5   C4   C22  180.00   0.0  0
 57Y  CONST_36  C12  C14  C15  C16  180.00   0.0  0
 57Y  CONST_37  N6   C5   C19  C8     0.00   0.0  0
 57Y  CONST_38  N11  C10  C9   C8   180.00   0.0  0
 57Y  CONST_39  C12  S13  C9   C8   180.00   0.0  0
 57Y  CONST_40  C12  N11  C10  C9     0.00   0.0  0
 57Y  CONST_41  N6   N7   C8   C9   180.00   0.0  0
 57Y  CONST_42  N11  C12  S13  C9     0.00   0.0  0
 57Y  CONST_43  N    C18  C14  C12  180.00   0.0  0
 57Y  CONST_44  S13  C9   C10  N11    0.00   0.0  0
 57Y  CONST_46  O23  C22  C21  C20  180.00   0.0  0
 57Y  CONST_47  C3   C4   C22  C21  180.00   0.0  0
 57Y  CONST_48  C    CA   C16  C15  180.00   0.0  0
 57Y  CONST_49  C    CA   N    C18  180.00   0.0  0
 57Y  CONST_50  C3   C4   C5   C19  180.00   0.0  0
 57Y  CONST_51  O17  C16  C15  C14  180.00   0.0  0
 57Y  CONST_52  O23  C22  C4   C5   180.00   0.0  0
 57Y  CONST_53  N6   C5   C4   C3     0.00   0.0  0
 57Y  CONST_54  O17  C16  CA   N    180.00   0.0  0
 57Y  CONST_55  H4   C18  C14  C15  180.00   0.0  0
 57Y  CONST_56  H3   C15  C14  C18  180.00   0.0  0
 57Y  CONST_57  H2   C21  C20  C19  180.00   0.0  0
 57Y  CONST_58  H13  N7   C8   C19  180.00   0.0  0
 57Y  CONST_59  H1   C20  C19  C5   180.00   0.0  0
 57Y  CONST_60  H5   C10  C9   C8     0.00   0.0  0
 57Y  CONST_61  H16  OXT  C    CA   180.00   0.0  0
 57Y  Var_01    C2   C3   C4   C5    87.53  30.0  2
 57Y  Var_02    O    C    CA   C16   -0.29  30.0  2
 57Y  Var_03    C1   C2   C3   C4   179.86  30.0  1
 57Y  Var_04    H6   C1   C2   C3    60.89  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
 57Y  plan-1  C10  0.020
 57Y  plan-1  C14  0.020
 57Y  plan-1  C8   0.020
 57Y  plan-1  C9   0.020
 57Y  plan-1  C12  0.020
 57Y  plan-1  N11  0.020
 57Y  plan-1  S13  0.020
 57Y  plan-1  H5   0.020
 57Y  plan-2  C15  0.020
 57Y  plan-2  C18  0.020
 57Y  plan-2  C14  0.020
 57Y  plan-2  C16  0.020
 57Y  plan-2  CA   0.020
 57Y  plan-2  C12  0.020
 57Y  plan-2  C    0.020
 57Y  plan-2  N    0.020
 57Y  plan-2  O17  0.020
 57Y  plan-2  H4   0.020
 57Y  plan-2  H3   0.020
 57Y  plan-3  C20  0.020
 57Y  plan-3  C21  0.020
 57Y  plan-3  C19  0.020
 57Y  plan-3  C4   0.020
 57Y  plan-3  C5   0.020
 57Y  plan-3  C22  0.020
 57Y  plan-3  C8   0.020
 57Y  plan-3  C9   0.020
 57Y  plan-3  C3   0.020
 57Y  plan-3  N7   0.020
 57Y  plan-3  N6   0.020
 57Y  plan-3  O23  0.020
 57Y  plan-3  H1   0.020
 57Y  plan-3  H2   0.020
 57Y  plan-3  H13  0.020
 57Y  plan-4  CA   0.020
 57Y  plan-4  C    0.020
 57Y  plan-4  O    0.020
 57Y  plan-4  OXT  0.020
 57Y  plan-4  H16  0.020

