# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:35:15 2022
#   Inital geometry file: a 128 line input string
#   Ligand name: 4'-fluoro-4,5-dihydroxy-N-{2-[5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl]ethyl}[1,1'-biphenyl]-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(cc(c1O)C(=O)NCCc2[nH]c(nn2)c3ccncc3)c4ccc(F)cc4
#
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
 76S  76S  4'-fluoro-4,5-dihydroxy-N-{2-[5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl]ethyl}[1,1'-biphenyl]-3-carboxamide  ligand  49  31  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_76S
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
 76S  C4   C  CR16  0  -0.408  -2.9773  -0.5583   0.0755
 76S  C5   C  CR6   0  -0.156  -2.5337  -1.8765   0.2364
 76S  C6   C  CR6   0   0.272  -3.4664  -2.9045   0.4201
 76S  C7   C  CR6   0   0.077  -4.7843   1.1432  -0.1134
 76S  C8   C  CR16  0  -0.294  -5.9062   1.6164   0.5696
 76S  C10  C  CR6   0   0.515  -5.6458   3.7620  -0.4269
 76S  C20  C  CR5   0   0.446   5.5377   0.0213  -0.0540
 76S  C22  C  CR5   0   0.452   3.4271  -0.4260  -0.0210
 76S  C24  C  CR6   0   0.124   6.8065   0.7372  -0.0376
 76S  C28  C  CR16  0  -0.053   9.1962   0.7362  -0.0624
 76S  C1   C  CR6   0   0.314  -4.8395  -2.5931   0.3891
 76S  C2   C  CR16  0  -0.443  -5.2501  -1.2904   0.2072
 76S  C3   C  CR6   0   0.112  -4.3244  -0.2487   0.0553
 76S  C9   C  CR16  0  -0.397  -6.3455   2.9225   0.4178
 76S  C11  C  CR16  0  -0.396  -4.5308   3.3351  -1.1212
 76S  C12  C  CR16  0  -0.295  -4.1097   2.0240  -0.9607
 76S  F13  F  F     0  -0.315  -6.0628   5.0292  -0.5782
 76S  O14  O  OH1   0  -0.625  -5.6838  -3.6305   0.5405
 76S  O15  O  OH1   0  -0.625  -3.1376  -4.1800   0.6170
 76S  C16  C  C     0   0.628  -1.0939  -2.2417   0.2404
 76S  N17  N  NH1   0  -0.666  -0.2111  -1.3214  -0.1537
 76S  O18  O  O     0  -0.537  -0.7358  -3.3747   0.5944
 76S  N19  N  NR15  0  -0.671   4.3117   0.5928   0.0318
 76S  N21  N  N     0  -0.318   5.3982  -1.2729  -0.1560
 76S  N23  N  N     0  -0.334   4.0774  -1.5531  -0.1354
 76S  C25  C  CH2   0  -0.571   1.9545  -0.2532   0.0568
 76S  N26  N  N     0  -0.403   9.2664   2.0628  -0.0123
 76S  C27  C  CH2   0  -0.251   1.2157  -1.5564  -0.2117
 76S  C29  C  CR16  0  -0.054   8.1219   2.7321   0.0254
 76S  C30  C  CR16  0  -0.356   8.0064   0.0301  -0.0771
 76S  C31  C  CR16  0  -0.375   6.8753   2.1257   0.0154
 76S  H1   H  HCR6  0   0.255  -2.2626   0.2520   0.0149
 76S  H2   H  HCR6  0   0.266  -6.4402   0.9647   1.2489
 76S  H3   H  HCR6  0   0.271  10.1385   0.2009  -0.0922
 76S  H4   H  HCR6  0   0.277  -6.3135  -1.0785   0.1700
 76S  H5   H  HCR6  0   0.282  -7.2131   3.2818   0.9557
 76S  H6   H  HCR6  0   0.282  -4.0054   4.0070  -1.7867
 76S  H7   H  HCR6  0   0.265  -3.2515   1.6831  -1.5253
 76S  H8   H  HOH1  0   0.478  -6.5967  -3.3227   0.5141
 76S  H9   H  HOH1  0   0.478  -2.1501  -4.2044   0.6746
 76S  H10  H  HNH1  0   0.415  -0.5472  -0.4743  -0.5814
 76S  H11  H  HNR5  0   0.439   4.0889   1.5726   0.1242
 76S  H12  H  HCH2  0   0.288   1.6875   0.1264   1.0470
 76S  H13  H  HCH2  0   0.280   1.6483   0.5125  -0.6621
 76S  H14  H  HCH2  0   0.264   1.4797  -2.3025   0.5343
 76S  H15  H  HCH2  0   0.256   1.4970  -1.9577  -1.1885
 76S  H16  H  HCR6  0   0.273   8.1906   3.8132   0.0651
 76S  H17  H  HCR6  0   0.274   8.0166  -1.0500  -0.1170
 76S  H18  H  HCR6  0   0.266   5.9924   2.7495   0.0458

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
 76S  F13  C10  single    1.343  0.020  1.343
 76S  C11  C10  aromatic  1.381  0.020  1.381
 76S  C11  C12  aromatic  1.386  0.020  1.386
 76S  C10  C9   aromatic  1.381  0.020  1.381
 76S  C12  C7   aromatic  1.396  0.020  1.396
 76S  C9   C8   aromatic  1.386  0.020  1.386
 76S  C7   C8   aromatic  1.396  0.020  1.396
 76S  C7   C3   single    1.476  0.020  1.476
 76S  C3   C4   aromatic  1.382  0.020  1.382
 76S  C3   C2   aromatic  1.402  0.020  1.402
 76S  C4   C5   aromatic  1.400  0.020  1.400
 76S  C2   C1   aromatic  1.378  0.020  1.378
 76S  O18  C16  double    1.240  0.020  1.240
 76S  C5   C16  single    1.485  0.020  1.485
 76S  C5   C6   aromatic  1.400  0.020  1.400
 76S  C25  C22  single    1.485  0.020  1.485
 76S  C25  C27  single    1.522  0.020  1.522
 76S  N23  C22  aromatic  1.306  0.020  1.306
 76S  N23  N21  aromatic  1.350  0.020  1.350
 76S  C16  N17  single    1.335  0.020  1.335
 76S  C1   C6   aromatic  1.408  0.020  1.408
 76S  C1   O14  single    1.346  0.020  1.346
 76S  C6   O15  single    1.332  0.020  1.332
 76S  N17  C27  single    1.447  0.020  1.447
 76S  C22  N19  aromatic  1.350  0.020  1.350
 76S  N21  C20  aromatic  1.306  0.020  1.306
 76S  N19  C20  aromatic  1.355  0.020  1.355
 76S  C20  C24  single    1.457  0.020  1.457
 76S  C24  C30  aromatic  1.393  0.020  1.393
 76S  C24  C31  aromatic  1.391  0.020  1.391
 76S  C30  C28  aromatic  1.384  0.020  1.384
 76S  C31  C29  aromatic  1.386  0.020  1.386
 76S  C28  N26  aromatic  1.329  0.020  1.329
 76S  C29  N26  aromatic  1.326  0.020  1.326
 76S  C4   H1   single    0.930  0.020  1.080
 76S  C8   H2   single    0.930  0.020  1.080
 76S  C28  H3   single    0.930  0.020  1.080
 76S  C2   H4   single    0.930  0.020  1.080
 76S  C9   H5   single    0.930  0.020  1.080
 76S  C11  H6   single    0.930  0.020  1.080
 76S  C12  H7   single    0.930  0.020  1.080
 76S  O14  H8   single    0.850  0.020  0.980
 76S  O15  H9   single    0.850  0.020  0.980
 76S  N17  H10  single    0.860  0.020  1.020
 76S  N19  H11  single    0.860  0.020  1.020
 76S  C25  H12  single    0.970  0.020  1.090
 76S  C25  H13  single    0.970  0.020  1.090
 76S  C27  H14  single    0.970  0.020  1.090
 76S  C27  H15  single    0.970  0.020  1.090
 76S  C29  H16  single    0.930  0.020  1.080
 76S  C30  H17  single    0.930  0.020  1.080
 76S  C31  H18  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
 76S  H1   C4   C3   118.37  3.000
 76S  H1   C4   C5   120.14  3.000
 76S  C3   C4   C5   121.42  3.000
 76S  C16  C5   C6   117.70  3.000
 76S  C6   C5   C4   119.68  3.000
 76S  C16  C5   C4   122.61  3.000
 76S  O15  C6   C1   117.11  3.000
 76S  O15  C6   C5   123.93  3.000
 76S  C1   C6   C5   118.96  3.000
 76S  C12  C7   C3   120.93  3.000
 76S  C3   C7   C8   120.95  3.000
 76S  C12  C7   C8   118.12  3.000
 76S  H2   C8   C9   118.66  3.000
 76S  H2   C8   C7   119.97  3.000
 76S  C9   C8   C7   121.36  3.000
 76S  F13  C10  C11  119.07  3.000
 76S  C11  C10  C9   121.91  3.000
 76S  F13  C10  C9   119.02  3.000
 76S  N21  C20  N19  109.04  3.000
 76S  N19  C20  C24  125.44  3.000
 76S  N21  C20  C24  125.52  3.000
 76S  C25  C22  N23  126.78  3.000
 76S  N23  C22  N19  109.17  3.000
 76S  C25  C22  N19  124.05  3.000
 76S  C31  C24  C30  117.71  3.000
 76S  C31  C24  C20  122.27  3.000
 76S  C30  C24  C20  120.02  3.000
 76S  H3   C28  C30  119.68  3.000
 76S  H3   C28  N26  116.60  3.000
 76S  C30  C28  N26  123.71  3.000
 76S  O14  C1   C2   123.82  3.000
 76S  O14  C1   C6   116.02  3.000
 76S  C2   C1   C6   120.16  3.000
 76S  H4   C2   C3   119.89  3.000
 76S  H4   C2   C1   118.77  3.000
 76S  C3   C2   C1   121.34  3.000
 76S  C2   C3   C7   120.50  3.000
 76S  C2   C3   C4   118.39  3.000
 76S  C7   C3   C4   121.10  3.000
 76S  H5   C9   C10  120.55  3.000
 76S  H5   C9   C8   120.83  3.000
 76S  C10  C9   C8   118.62  3.000
 76S  H6   C11  C12  120.74  3.000
 76S  H6   C11  C10  120.62  3.000
 76S  C12  C11  C10  118.64  3.000
 76S  H7   C12  C11  118.57  3.000
 76S  H7   C12  C7   120.07  3.000
 76S  C11  C12  C7   121.35  3.000
 76S  H8   O14  C1   110.17  3.000
 76S  H9   O15  C6   106.17  3.000
 76S  O18  C16  N17  121.55  3.000
 76S  N17  C16  C5   118.08  3.000
 76S  O18  C16  C5   120.36  3.000
 76S  H10  N17  C27  116.66  3.000
 76S  H10  N17  C16  119.00  3.000
 76S  C27  N17  C16  123.50  3.000
 76S  H11  N19  C22  126.27  3.000
 76S  H11  N19  C20  127.95  3.000
 76S  C22  N19  C20  105.78  3.000
 76S  N23  N21  C20  108.00  3.000
 76S  N21  N23  C22  108.01  3.000
 76S  H13  C25  H12  106.47  3.000
 76S  H13  C25  C27  110.33  3.000
 76S  H12  C25  C27  109.79  3.000
 76S  H13  C25  C22  108.95  3.000
 76S  H12  C25  C22  109.27  3.000
 76S  C27  C25  C22  111.88  3.000
 76S  C29  N26  C28  117.33  3.000
 76S  H15  C27  H14  107.37  3.000
 76S  H15  C27  C25  110.32  3.000
 76S  H14  C27  C25  110.40  3.000
 76S  H15  C27  N17  110.44  3.000
 76S  H14  C27  N17  108.86  3.000
 76S  C25  C27  N17  109.42  3.000
 76S  H16  C29  C31  119.57  3.000
 76S  H16  C29  N26  116.72  3.000
 76S  C31  C29  N26  123.71  3.000
 76S  H17  C30  C28  120.15  3.000
 76S  H17  C30  C24  121.08  3.000
 76S  C28  C30  C24  118.77  3.000
 76S  H18  C31  C29  118.79  3.000
 76S  H18  C31  C24  122.44  3.000
 76S  C29  C31  C24  118.77  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
 76S  CONST_03  C1   C2   C3   C4      0.00   0.0  0
 76S  CONST_04  C1   C6   C5   C4      0.00   0.0  0
 76S  CONST_05  C7   C3   C4   C5    180.00   0.0  0
 76S  CONST_06  C2   C3   C4   C5      0.00   0.0  0
 76S  CONST_07  C2   C1   C6   C5      0.00   0.0  0
 76S  CONST_08  C3   C4   C5   C6      0.00   0.0  0
 76S  CONST_09  C3   C2   C1   C6      0.00   0.0  0
 76S  CONST_10  C10  C11  C12  C7      0.00   0.0  0
 76S  CONST_11  C10  C9   C8   C7      0.00   0.0  0
 76S  CONST_12  C1   C2   C3   C7    180.00   0.0  0
 76S  CONST_13  C11  C10  C9   C8      0.00   0.0  0
 76S  CONST_14  C11  C12  C7   C8      0.00   0.0  0
 76S  CONST_16  C22  N23  N21  C20     0.00   0.0  0
 76S  CONST_17  N23  C22  N19  C20     0.00   0.0  0
 76S  CONST_18  C28  C30  C24  C20   180.00   0.0  0
 76S  CONST_19  C29  C31  C24  C20   180.00   0.0  0
 76S  CONST_20  N21  C20  N19  C22     0.00   0.0  0
 76S  CONST_21  C24  C20  N19  C22   180.00   0.0  0
 76S  CONST_22  N23  N21  C20  C24   180.00   0.0  0
 76S  CONST_23  N26  C28  C30  C24     0.00   0.0  0
 76S  CONST_24  N26  C29  C31  C24     0.00   0.0  0
 76S  CONST_25  C31  C24  C30  C28     0.00   0.0  0
 76S  CONST_26  C31  C29  N26  C28     0.00   0.0  0
 76S  CONST_28  C11  C12  C7   C3    180.00   0.0  0
 76S  CONST_29  C9   C8   C7   C3    180.00   0.0  0
 76S  CONST_30  C12  C11  C10  C9      0.00   0.0  0
 76S  CONST_31  C12  C7   C8   C9      0.00   0.0  0
 76S  CONST_32  N21  N23  C22  N19     0.00   0.0  0
 76S  CONST_33  N23  N21  C20  N19     0.00   0.0  0
 76S  CONST_34  C30  C24  C20  N19   180.00   0.0  0
 76S  CONST_35  C31  C24  C20  N19     0.00   0.0  0
 76S  CONST_36  C30  C24  C20  N21     0.00   0.0  0
 76S  CONST_37  C31  C24  C20  N21   180.00   0.0  0
 76S  CONST_38  C30  C24  C31  C29     0.00   0.0  0
 76S  CONST_39  C30  C28  N26  C29     0.00   0.0  0
 76S  CONST_40  O15  C6   C5   C4    180.00   0.0  0
 76S  CONST_41  O14  C1   C6   C5    180.00   0.0  0
 76S  CONST_42  F13  C10  C9   C8    180.00   0.0  0
 76S  CONST_43  C25  C22  N19  C20   180.00   0.0  0
 76S  CONST_44  C16  C5   C6   C1    180.00   0.0  0
 76S  CONST_45  O15  C6   C1   C2    180.00   0.0  0
 76S  CONST_46  C16  C5   C4   C3    180.00   0.0  0
 76S  CONST_47  O14  C1   C2   C3    180.00   0.0  0
 76S  CONST_48  F13  C10  C11  C12   180.00   0.0  0
 76S  CONST_49  C25  C22  N23  N21   180.00   0.0  0
 76S  CONST_50  H4   C2   C3   C4    180.00   0.0  0
 76S  CONST_51  H1   C4   C5   C6    180.00   0.0  0
 76S  CONST_52  H6   C11  C12  C7    180.00   0.0  0
 76S  CONST_53  H5   C9   C8   C7    180.00   0.0  0
 76S  CONST_54  H7   C12  C7   C8    180.00   0.0  0
 76S  CONST_55  H2   C8   C9   C10   180.00   0.0  0
 76S  CONST_56  H17  C30  C24  C20     0.00   0.0  0
 76S  CONST_57  H18  C31  C24  C20     0.00   0.0  0
 76S  CONST_58  H11  N19  C20  C24     0.00   0.0  0
 76S  CONST_59  H3   C28  C30  C24   180.00   0.0  0
 76S  CONST_60  H16  C29  C31  C24   180.00   0.0  0
 76S  CONST_61  C27  N17  C16  C5    180.00   0.0  0
 76S  CONST_62  H10  N17  C16  C5      0.00   0.0  0
 76S  CONST_63  C27  N17  C16  O18     0.00   0.0  0
 76S  Var_01    O18  C16  C5   C4    168.51  30.0  2
 76S  Var_02    C27  C25  C22  N19   172.53  30.0  1
 76S  Var_03    N17  C27  C25  C22  -178.67  30.0  3
 76S  Var_04    C25  C27  N17  C16  -149.24  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
 76S  plan-1  C20  0.020
 76S  plan-1  C22  0.020
 76S  plan-1  C24  0.020
 76S  plan-1  N19  0.020
 76S  plan-1  N21  0.020
 76S  plan-1  N23  0.020
 76S  plan-1  C25  0.020
 76S  plan-1  H11  0.020
 76S  plan-2  C20  0.020
 76S  plan-2  C24  0.020
 76S  plan-2  C28  0.020
 76S  plan-2  N26  0.020
 76S  plan-2  C29  0.020
 76S  plan-2  C30  0.020
 76S  plan-2  C31  0.020
 76S  plan-2  H3   0.020
 76S  plan-2  H16  0.020
 76S  plan-2  H17  0.020
 76S  plan-2  H18  0.020
 76S  plan-3  C4   0.020
 76S  plan-3  C5   0.020
 76S  plan-3  C6   0.020
 76S  plan-3  C7   0.020
 76S  plan-3  C1   0.020
 76S  plan-3  C2   0.020
 76S  plan-3  C3   0.020
 76S  plan-3  O14  0.020
 76S  plan-3  O15  0.020
 76S  plan-3  C16  0.020
 76S  plan-3  H1   0.020
 76S  plan-3  H4   0.020
 76S  plan-4  C7   0.020
 76S  plan-4  C8   0.020
 76S  plan-4  C10  0.020
 76S  plan-4  C3   0.020
 76S  plan-4  C9   0.020
 76S  plan-4  C11  0.020
 76S  plan-4  C12  0.020
 76S  plan-4  F13  0.020
 76S  plan-4  H2   0.020
 76S  plan-4  H5   0.020
 76S  plan-4  H6   0.020
 76S  plan-4  H7   0.020
 76S  plan-5  C5   0.020
 76S  plan-5  C16  0.020
 76S  plan-5  N17  0.020
 76S  plan-5  O18  0.020
 76S  plan-5  C27  0.020
 76S  plan-5  H10  0.020

