# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 05:48:07 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: 2-[3-(3,4-difluorophenyl)-5-hydroxy-1H-pyrazol-1-yl]-1,3-thiazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1csc(n1)n2nc(cc2O)c3ccc(F)c(F)c3
#
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
 9YD  9YD  '2-[3-(3,4-difluorophenyl)-5-hydroxy-1H-pyrazol-1-yl]-1,3-thiazole-4-carboxylic acid'  ligand  28  22  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9YD
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
 9YD  C2   C  CR6    0   0.390  -5.1444   0.5415   0.0024
 9YD  C3   C  CR6    0   0.431  -4.0423   1.3771   0.0943
 9YD  C4   C  CR16   0  -0.453  -2.7657   0.8664   0.0743
 9YD  C5   C  CR6    0   0.061  -2.5741  -0.5124  -0.0392
 9YD  C6   C  CR16   0  -0.320  -3.6871  -1.3443  -0.1314
 9YD  C12  C  CR5    0   0.625   0.5095  -2.4126  -0.0914
 9YD  C13  C  CR15   0  -0.628  -0.8573  -2.4372  -0.0927
 9YD  C15  C  CR5    0   0.274   2.1825  -0.5862  -0.0488
 9YD  O21  O  OC    -1  -0.589   3.4360   3.2628  -0.0204
 9YD  F1   F  F      0  -0.302  -6.3699   1.0722   0.0251
 9YD  C7   C  CR16   0  -0.389  -4.9715  -0.8207  -0.1117
 9YD  F8   F  F      0  -0.305  -4.2370   2.6948   0.2070
 9YD  C9   C  CR5    0   0.345  -1.2210  -1.0702  -0.0581
 9YD  N10  N  N      0  -0.322  -0.1699  -0.2815  -0.0382
 9YD  N11  N  NR5    0  -0.416   0.8941  -1.1073  -0.0586
 9YD  S16  S  S2     0   0.236   3.5930  -1.5950  -0.0429
 9YD  C17  C  CR15   0  -0.530   4.5460  -0.1697  -0.0283
 9YD  C18  C  CR5    0   0.161   3.7575   0.9364  -0.0298
 9YD  N19  N  N      0  -0.397   2.4119   0.6790  -0.0408
 9YD  C20  C  C      0   0.369   4.2852   2.3576  -0.0217
 9YD  O22  O  O      0  -0.593   5.5255   2.4687  -0.0179
 9YD  H1   H  HCR6   0   0.289  -1.9235   1.5419   0.1486
 9YD  H2   H  HCR6   0   0.270  -3.5668  -2.4151  -0.2221
 9YD  H3   H  HCR5   0   0.292  -1.4907  -3.3081  -0.1103
 9YD  H6   H  HCR6   0   0.297  -5.8343  -1.4690  -0.1853
 9YD  H7   H  HCR5   0   0.302   5.6224  -0.2263  -0.0232
 9YD  H4   H  HOH1   0   0.507   1.0463  -4.2291  -0.1371
 9YD  O14  O  OH1    0  -0.607   1.4430  -3.3489  -0.1125

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
 9YD  O22  C20  deloc     1.245  0.020  1.245
 9YD  C20  O21  deloc     1.241  0.020  1.241
 9YD  C20  C18  single    1.516  0.020  1.516
 9YD  C18  C17  aromatic  1.358  0.020  1.358
 9YD  C18  N19  aromatic  1.370  0.020  1.370
 9YD  C17  S16  aromatic  1.715  0.020  1.715
 9YD  N19  C15  aromatic  1.286  0.020  1.286
 9YD  S16  C15  aromatic  1.734  0.020  1.734
 9YD  C15  N11  single    1.390  0.020  1.390
 9YD  N11  C12  aromatic  1.361  0.020  1.361
 9YD  N11  N10  aromatic  1.347  0.020  1.347
 9YD  O14  C12  single    1.322  0.020  1.322
 9YD  C12  C13  aromatic  1.367  0.020  1.367
 9YD  N10  C9   aromatic  1.314  0.020  1.314
 9YD  C6   C7   aromatic  1.387  0.020  1.387
 9YD  C6   C5   aromatic  1.393  0.020  1.393
 9YD  C9   C13  aromatic  1.415  0.020  1.415
 9YD  C9   C5   single    1.464  0.020  1.464
 9YD  C7   C2   aromatic  1.378  0.020  1.378
 9YD  C5   C4   aromatic  1.397  0.020  1.397
 9YD  C2   F1   single    1.336  0.020  1.336
 9YD  C2   C3   aromatic  1.386  0.020  1.386
 9YD  C4   C3   aromatic  1.375  0.020  1.375
 9YD  C3   F8   single    1.337  0.020  1.337
 9YD  C4   H1   single    0.930  0.020  1.080
 9YD  C6   H2   single    0.930  0.020  1.080
 9YD  C13  H3   single    0.930  0.020  1.080
 9YD  C7   H6   single    0.930  0.020  1.080
 9YD  C17  H7   single    0.930  0.020  1.080
 9YD  O14  H4   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
 9YD  C7   C2   F1   120.62  3.000
 9YD  F1   C2   C3   119.26  3.000
 9YD  C7   C2   C3   120.12  3.000
 9YD  F8   C3   C4   120.17  3.000
 9YD  F8   C3   C2   118.95  3.000
 9YD  C4   C3   C2   120.88  3.000
 9YD  H1   C4   C5   120.99  3.000
 9YD  H1   C4   C3   119.32  3.000
 9YD  C5   C4   C3   119.68  3.000
 9YD  C9   C5   C6   120.69  3.000
 9YD  C9   C5   C4   120.27  3.000
 9YD  C6   C5   C4   119.04  3.000
 9YD  H2   C6   C7   118.55  3.000
 9YD  H2   C6   C5   120.54  3.000
 9YD  C7   C6   C5   120.90  3.000
 9YD  O14  C12  N11  118.68  3.000
 9YD  O14  C12  C13  133.87  3.000
 9YD  N11  C12  C13  107.45  3.000
 9YD  H3   C13  C9   129.08  3.000
 9YD  H3   C13  C12  127.06  3.000
 9YD  C9   C13  C12  103.86  3.000
 9YD  N19  C15  S16  115.29  3.000
 9YD  S16  C15  N11  122.40  3.000
 9YD  N19  C15  N11  122.30  3.000
 9YD  H6   C7   C6   120.75  3.000
 9YD  H6   C7   C2   119.88  3.000
 9YD  C6   C7   C2   119.38  3.000
 9YD  N10  C9   C13  112.00  3.000
 9YD  C13  C9   C5   127.31  3.000
 9YD  N10  C9   C5   120.69  3.000
 9YD  N11  N10  C9   105.28  3.000
 9YD  N10  N11  C15  120.15  3.000
 9YD  N10  N11  C12  111.41  3.000
 9YD  C15  N11  C12  128.44  3.000
 9YD  C17  S16  C15   88.20  3.000
 9YD  H7   C17  C18  128.50  3.000
 9YD  H7   C17  S16  120.76  3.000
 9YD  C18  C17  S16  110.75  3.000
 9YD  C20  C18  N19  121.20  3.000
 9YD  N19  C18  C17  114.65  3.000
 9YD  C20  C18  C17  124.15  3.000
 9YD  C18  N19  C15  111.11  3.000
 9YD  O22  C20  C18  115.48  3.000
 9YD  C18  C20  O21  116.46  3.000
 9YD  O22  C20  O21  128.06  3.000
 9YD  H4   O14  C12  110.84  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
 9YD  CONST_01  C5   C6   C7   C2      0.00   0.0  0
 9YD  CONST_02  C5   C4   C3   C2      0.00   0.0  0
 9YD  CONST_03  C6   C7   C2   C3      0.00   0.0  0
 9YD  CONST_04  C6   C5   C4   C3      0.00   0.0  0
 9YD  CONST_05  C9   C5   C4   C3    180.00   0.0  0
 9YD  CONST_06  C7   C6   C5   C4      0.00   0.0  0
 9YD  CONST_07  N10  C9   C5   C4      0.00   0.0  0
 9YD  CONST_08  C13  C9   C5   C4    180.00   0.0  0
 9YD  CONST_09  C7   C2   C3   C4      0.00   0.0  0
 9YD  CONST_10  N11  N10  C9   C5    180.00   0.0  0
 9YD  CONST_11  C12  C13  C9   C5    180.00   0.0  0
 9YD  CONST_12  N10  C9   C5   C6    180.00   0.0  0
 9YD  CONST_13  C13  C9   C5   C6      0.00   0.0  0
 9YD  CONST_14  N19  C15  N11  C12   180.00   0.0  0
 9YD  CONST_15  S16  C15  N11  C12     0.00   0.0  0
 9YD  CONST_16  C9   N10  N11  C12     0.00   0.0  0
 9YD  CONST_17  N10  C9   C13  C12     0.00   0.0  0
 9YD  CONST_18  C15  N11  C12  C13   180.00   0.0  0
 9YD  CONST_19  N10  N11  C12  C13     0.00   0.0  0
 9YD  CONST_20  N11  N10  C9   C13     0.00   0.0  0
 9YD  CONST_21  C17  C18  N19  C15     0.00   0.0  0
 9YD  CONST_22  C18  C17  S16  C15     0.00   0.0  0
 9YD  CONST_23  C9   N10  N11  C15   180.00   0.0  0
 9YD  CONST_24  C9   C5   C6   C7    180.00   0.0  0
 9YD  CONST_25  N11  C12  C13  C9      0.00   0.0  0
 9YD  CONST_26  N19  C15  N11  N10     0.00   0.0  0
 9YD  CONST_27  S16  C15  N11  N10   180.00   0.0  0
 9YD  CONST_28  C18  N19  C15  N11   180.00   0.0  0
 9YD  CONST_29  C17  S16  C15  N11   180.00   0.0  0
 9YD  CONST_30  N19  C18  C17  S16     0.00   0.0  0
 9YD  CONST_31  C18  N19  C15  S16     0.00   0.0  0
 9YD  CONST_32  N19  C15  S16  C17     0.00   0.0  0
 9YD  CONST_33  F1   C2   C3   C4    180.00   0.0  0
 9YD  CONST_34  F8   C3   C4   C5    180.00   0.0  0
 9YD  CONST_35  F1   C2   C7   C6    180.00   0.0  0
 9YD  CONST_36  C20  C18  N19  C15   180.00   0.0  0
 9YD  CONST_37  O14  C12  N11  C15     0.00   0.0  0
 9YD  CONST_38  F8   C3   C2   C7    180.00   0.0  0
 9YD  CONST_39  O14  C12  C13  C9    180.00   0.0  0
 9YD  CONST_40  O14  C12  N11  N10   180.00   0.0  0
 9YD  CONST_41  C20  C18  C17  S16   180.00   0.0  0
 9YD  CONST_42  H2   C6   C7   C2    180.00   0.0  0
 9YD  CONST_43  H1   C4   C3   C2    180.00   0.0  0
 9YD  CONST_44  H6   C7   C2   C3    180.00   0.0  0
 9YD  CONST_45  H3   C13  C9   C5      0.00   0.0  0
 9YD  CONST_46  H7   C17  S16  C15   180.00   0.0  0
 9YD  Var_01    C17  C18  C20  O21  -179.80  30.0  2

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
 9YD  plan-1  C5   0.020
 9YD  plan-1  C12  0.020
 9YD  plan-1  C13  0.020
 9YD  plan-1  C15  0.020
 9YD  plan-1  C9   0.020
 9YD  plan-1  N10  0.020
 9YD  plan-1  N11  0.020
 9YD  plan-1  H3   0.020
 9YD  plan-1  O14  0.020
 9YD  plan-2  C15  0.020
 9YD  plan-2  N11  0.020
 9YD  plan-2  S16  0.020
 9YD  plan-2  C17  0.020
 9YD  plan-2  C18  0.020
 9YD  plan-2  N19  0.020
 9YD  plan-2  C20  0.020
 9YD  plan-2  H7   0.020
 9YD  plan-3  C2   0.020
 9YD  plan-3  C3   0.020
 9YD  plan-3  C4   0.020
 9YD  plan-3  C5   0.020
 9YD  plan-3  C6   0.020
 9YD  plan-3  F1   0.020
 9YD  plan-3  C7   0.020
 9YD  plan-3  F8   0.020
 9YD  plan-3  C9   0.020
 9YD  plan-3  H1   0.020
 9YD  plan-3  H2   0.020
 9YD  plan-3  H6   0.020
 9YD  plan-4  O21  0.020
 9YD  plan-4  C18  0.020
 9YD  plan-4  C20  0.020
 9YD  plan-4  O22  0.020

