# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:34:50 2022
#   Inital geometry file: a 134 line input string
#   Ligand name: 4'-fluoro-4,5-dihydroxy-N-{2-[3-(2-methylpyridin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}[1,1'-biphenyl]-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(ccn1)c2n[nH]c(CCNC(=O)c3cc(cc(O)c3O)c4ccc(F)cc4)n2
#
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
 76B  76B  4'-fluoro-4,5-dihydroxy-N-{2-[3-(2-methylpyridin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}[1,1'-biphenyl]-3-carboxamide  ligand  52  32  .  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_76B
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
 76B  N3   N  N     0  -0.260   -5.0086  -2.0149   0.3310
 76B  C6   C  CR6   0   0.241    2.9183   2.4154   0.8232
 76B  C7   C  CR16  0  -0.410    3.3187   0.1990  -0.0491
 76B  C8   C  CR5   0   0.482   -3.0856  -0.9781   0.5685
 76B  C10  C  CR6   0   0.113    4.6843   0.3570   0.1071
 76B  C13  C  CR6   0   0.128   -6.4290  -0.0553   0.0207
 76B  C15  C  CH2   0  -0.556   -1.6244  -0.7901   0.7559
 76B  C17  C  CR16  0  -0.384   -7.5995  -0.7934  -0.1272
 76B  C20  C  CR16  0  -0.297    5.2941  -2.0623  -0.0582
 76B  C21  C  CR16  0  -0.294    6.8599  -0.4280  -0.8388
 76B  C22  C  CR6   0   0.251   -8.8059  -0.1351  -0.3325
 76B  C26  C  CR6   0   0.515    7.3814  -2.7463  -0.9754
 76B  C28  C  CR16  0  -0.397    7.7463  -1.4324  -1.1952
 76B  C1   C  CR6   0  -0.145    2.4218   1.2132   0.3057
 76B  C2   C  CR5   0   0.307   -5.1400  -0.7086   0.2425
 76B  N4   N  N     0  -0.474   -3.9792  -0.0306   0.3824
 76B  N5   N  NR15  0  -0.455   -3.7040  -2.1634   0.5341
 76B  C9   C  C     0   0.642    0.9501   1.0913   0.1543
 76B  C11  C  CR6   0   0.329    4.3064   2.5828   0.9779
 76B  C12  C  CR16  0  -0.411    5.1663   1.5655   0.6260
 76B  C14  C  CR6   0   0.079    5.6210  -0.7213  -0.2663
 76B  N16  N  N     0  -0.428   -8.8830   1.1950  -0.3953
 76B  O18  O  O     0  -0.541    0.2085   2.0259   0.4975
 76B  N19  N  NH1   0  -0.662    0.4452  -0.0300  -0.3624
 76B  O24  O  OH1   0  -0.632    4.8067   3.7274   1.4789
 76B  C25  C  CH2   0  -0.294   -0.9729  -0.2519  -0.5240
 76B  C27  C  CR16  0  -0.067   -7.7663   1.8961  -0.2552
 76B  C29  C  CR16  0  -0.397    6.1653  -3.0810  -0.4126
 76B  F30  F  F     0  -0.315    8.2342  -3.7249  -1.3182
 76B  C31  C  CR16  0  -0.381   -6.5194   1.3304  -0.0465
 76B  C32  C  CH3   0  -0.717  -10.0869  -0.8972  -0.4836
 76B  H2   H  HCR6  0   0.250    2.9595  -0.7272  -0.4775
 76B  H3   H  HCH2  0   0.282   -1.4641  -0.0853   1.5734
 76B  H4   H  HCH2  0   0.277   -1.1596  -1.7353   1.0400
 76B  H5   H  HCR6  0   0.262   -7.5773  -1.8743  -0.0858
 76B  H6   H  HCR6  0   0.265    4.3525  -2.3261   0.4063
 76B  H7   H  HCR6  0   0.266    7.1388   0.6002  -1.0294
 76B  H8   H  HCR6  0   0.282    8.7008  -1.1930  -1.6452
 76B  H9   H  HCR6  0   0.270    6.2293   1.7123   0.7762
 76B  H10  H  HNH1  0   0.423    1.0528  -0.7971  -0.5934
 76B  H11  H  HOH1  0   0.485    1.2120   3.1619   1.0190
 76B  H12  H  HOH1  0   0.476    4.0924   4.3385   1.6985
 76B  H13  H  HCH2  0   0.277   -1.1012  -0.9668  -1.3356
 76B  H14  H  HCH2  0   0.266   -1.4549   0.6768  -0.8252
 76B  H15  H  HCR6  0   0.263   -7.8640   2.9749  -0.3111
 76B  H16  H  HCR6  0   0.282    5.9030  -4.1168  -0.2422
 76B  H17  H  HCR6  0   0.263   -5.6455   1.9575   0.0597
 76B  H18  H  HCH3  0   0.254  -10.7377  -0.7304   0.3764
 76B  H19  H  HCH3  0   0.251  -10.6313  -0.5670  -1.3684
 76B  H20  H  HCH3  0   0.244   -9.9115  -1.9682  -0.5668
 76B  H1   H  HNR5  0   0.434   -3.3025  -3.0832   0.6450
 76B  O23  O  OH1   0  -0.644    2.1510   3.4435   1.1911

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
 76B  F30  C26  single    1.343  0.020  1.343
 76B  C28  C26  aromatic  1.381  0.020  1.381
 76B  C28  C21  aromatic  1.386  0.020  1.386
 76B  C26  C29  aromatic  1.381  0.020  1.381
 76B  C21  C14  aromatic  1.396  0.020  1.396
 76B  C29  C20  aromatic  1.386  0.020  1.386
 76B  C14  C20  aromatic  1.396  0.020  1.396
 76B  C14  C10  single    1.476  0.020  1.476
 76B  C10  C7   aromatic  1.384  0.020  1.384
 76B  C10  C12  aromatic  1.401  0.020  1.401
 76B  C7   C1   aromatic  1.400  0.020  1.400
 76B  C12  C11  aromatic  1.378  0.020  1.378
 76B  O18  C9   double    1.241  0.020  1.241
 76B  C1   C9   single    1.484  0.020  1.484
 76B  C1   C6   aromatic  1.400  0.020  1.400
 76B  C15  C8   single    1.485  0.020  1.485
 76B  C15  C25  single    1.534  0.020  1.534
 76B  N5   C8   aromatic  1.337  0.020  1.337
 76B  N5   N3   aromatic  1.329  0.020  1.329
 76B  C9   N19  single    1.334  0.020  1.334
 76B  C11  C6   aromatic  1.407  0.020  1.407
 76B  C11  O24  single    1.346  0.020  1.346
 76B  C6   O23  single    1.335  0.020  1.335
 76B  C8   N4   aromatic  1.316  0.020  1.316
 76B  N19  C25  single    1.444  0.020  1.444
 76B  N3   C2   aromatic  1.316  0.020  1.316
 76B  N4   C2   aromatic  1.352  0.020  1.352
 76B  C2   C13  single    1.462  0.020  1.462
 76B  C13  C31  aromatic  1.390  0.020  1.390
 76B  C13  C17  aromatic  1.392  0.020  1.392
 76B  C31  C27  aromatic  1.385  0.020  1.385
 76B  C17  C22  aromatic  1.390  0.020  1.390
 76B  C27  N16  aromatic  1.326  0.020  1.326
 76B  C22  N16  aromatic  1.334  0.020  1.334
 76B  C22  C32  single    1.498  0.020  1.498
 76B  C7   H2   single    0.930  0.020  1.080
 76B  C15  H3   single    0.970  0.020  1.090
 76B  C15  H4   single    0.970  0.020  1.090
 76B  C17  H5   single    0.930  0.020  1.080
 76B  C20  H6   single    0.930  0.020  1.080
 76B  C21  H7   single    0.930  0.020  1.080
 76B  C28  H8   single    0.930  0.020  1.080
 76B  C12  H9   single    0.930  0.020  1.080
 76B  N19  H10  single    0.860  0.020  1.020
 76B  O23  H11  single    0.850  0.020  0.980
 76B  O24  H12  single    0.850  0.020  0.980
 76B  C25  H13  single    0.970  0.020  1.090
 76B  C25  H14  single    0.970  0.020  1.090
 76B  C27  H15  single    0.930  0.020  1.080
 76B  C29  H16  single    0.930  0.020  1.080
 76B  C31  H17  single    0.930  0.020  1.080
 76B  C32  H18  single    0.970  0.020  1.090
 76B  C32  H19  single    0.970  0.020  1.090
 76B  C32  H20  single    0.970  0.020  1.090
 76B  N5   H1   single    0.860  0.020  1.020

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
 76B  N5   N3   C2   102.67  3.000
 76B  O23  C6   C11  116.45  3.000
 76B  O23  C6   C1   124.03  3.000
 76B  C11  C6   C1   119.53  3.000
 76B  H2   C7   C1   120.52  3.000
 76B  H2   C7   C10  118.05  3.000
 76B  C1   C7   C10  121.41  3.000
 76B  N5   C8   N4   108.70  3.000
 76B  N4   C8   C15  126.51  3.000
 76B  N5   C8   C15  124.77  3.000
 76B  C14  C10  C12  120.36  3.000
 76B  C12  C10  C7   118.68  3.000
 76B  C14  C10  C7   120.95  3.000
 76B  C31  C13  C2   120.67  3.000
 76B  C31  C13  C17  117.96  3.000
 76B  C2   C13  C17  121.37  3.000
 76B  H4   C15  H3   107.57  3.000
 76B  H4   C15  C25  109.91  3.000
 76B  H3   C15  C25  109.64  3.000
 76B  H4   C15  C8   110.02  3.000
 76B  H3   C15  C8   108.70  3.000
 76B  C25  C15  C8   110.92  3.000
 76B  H5   C17  C22  119.78  3.000
 76B  H5   C17  C13  120.57  3.000
 76B  C22  C17  C13  119.65  3.000
 76B  H6   C20  C29  118.50  3.000
 76B  H6   C20  C14  120.12  3.000
 76B  C29  C20  C14  121.37  3.000
 76B  H7   C21  C14  120.04  3.000
 76B  H7   C21  C28  118.57  3.000
 76B  C14  C21  C28  121.38  3.000
 76B  C32  C22  N16  116.94  3.000
 76B  C32  C22  C17  121.08  3.000
 76B  N16  C22  C17  121.97  3.000
 76B  F30  C26  C29  119.12  3.000
 76B  C29  C26  C28  121.87  3.000
 76B  F30  C26  C28  119.01  3.000
 76B  H8   C28  C26  120.64  3.000
 76B  H8   C28  C21  120.71  3.000
 76B  C26  C28  C21  118.64  3.000
 76B  C9   C1   C7   123.37  3.000
 76B  C9   C1   C6   117.37  3.000
 76B  C7   C1   C6   119.26  3.000
 76B  N4   C2   C13  123.28  3.000
 76B  C13  C2   N3   122.81  3.000
 76B  N4   C2   N3   113.91  3.000
 76B  C2   N4   C8   103.69  3.000
 76B  H1   N5   C8   128.37  3.000
 76B  H1   N5   N3   120.60  3.000
 76B  C8   N5   N3   111.03  3.000
 76B  N19  C9   O18  120.92  3.000
 76B  N19  C9   C1   118.93  3.000
 76B  O18  C9   C1   120.15  3.000
 76B  O24  C11  C12  119.41  3.000
 76B  O24  C11  C6   120.59  3.000
 76B  C12  C11  C6   120.00  3.000
 76B  H9   C12  C11  118.48  3.000
 76B  H9   C12  C10  120.39  3.000
 76B  C11  C12  C10  121.13  3.000
 76B  C21  C14  C20  118.09  3.000
 76B  C20  C14  C10  121.02  3.000
 76B  C21  C14  C10  120.89  3.000
 76B  C27  N16  C22  118.27  3.000
 76B  H10  N19  C25  116.76  3.000
 76B  H10  N19  C9   120.11  3.000
 76B  C25  N19  C9   122.97  3.000
 76B  H12  O24  C11  110.37  3.000
 76B  H14  C25  H13  107.56  3.000
 76B  H14  C25  N19  109.54  3.000
 76B  H13  C25  N19  107.45  3.000
 76B  H14  C25  C15  110.01  3.000
 76B  H13  C25  C15  109.97  3.000
 76B  N19  C25  C15  112.18  3.000
 76B  H15  C27  C31  119.68  3.000
 76B  H15  C27  N16  116.39  3.000
 76B  C31  C27  N16  123.93  3.000
 76B  H16  C29  C26  120.64  3.000
 76B  H16  C29  C20  120.72  3.000
 76B  C26  C29  C20  118.64  3.000
 76B  H17  C31  C27  120.38  3.000
 76B  H17  C31  C13  121.40  3.000
 76B  C27  C31  C13  118.22  3.000
 76B  H20  C32  H19  108.45  3.000
 76B  H20  C32  H18  107.86  3.000
 76B  H19  C32  H18  107.19  3.000
 76B  H20  C32  C22  111.74  3.000
 76B  H19  C32  C22  110.78  3.000
 76B  H18  C32  C22  110.65  3.000
 76B  H11  O23  C6   106.07  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
 76B  CONST_01  N4   C8   N5   N3     0.00   0.0  0
 76B  CONST_02  C8   N4   C2   N3     0.00   0.0  0
 76B  CONST_03  C31  C13  C2   N3   180.00   0.0  0
 76B  CONST_04  C17  C13  C2   N3     0.00   0.0  0
 76B  CONST_05  C10  C7   C1   C6     0.00   0.0  0
 76B  CONST_06  C10  C12  C11  C6     0.00   0.0  0
 76B  CONST_09  C11  C12  C10  C7     0.00   0.0  0
 76B  CONST_10  C11  C6   C1   C7     0.00   0.0  0
 76B  CONST_11  C2   N3   N5   C8     0.00   0.0  0
 76B  CONST_12  C13  C2   N4   C8   180.00   0.0  0
 76B  CONST_13  C28  C21  C14  C10  180.00   0.0  0
 76B  CONST_14  C29  C20  C14  C10  180.00   0.0  0
 76B  CONST_15  N5   N3   C2   C13  180.00   0.0  0
 76B  CONST_16  N16  C27  C31  C13    0.00   0.0  0
 76B  CONST_17  N16  C22  C17  C13    0.00   0.0  0
 76B  CONST_18  N4   C2   C13  C17  180.00   0.0  0
 76B  CONST_19  C27  C31  C13  C17    0.00   0.0  0
 76B  CONST_20  C27  N16  C22  C17    0.00   0.0  0
 76B  CONST_21  C28  C26  C29  C20    0.00   0.0  0
 76B  CONST_22  C28  C21  C14  C20    0.00   0.0  0
 76B  CONST_24  C29  C26  C28  C21    0.00   0.0  0
 76B  CONST_25  C29  C20  C14  C21    0.00   0.0  0
 76B  CONST_27  C2   C13  C17  C22  180.00   0.0  0
 76B  CONST_28  C31  C13  C17  C22    0.00   0.0  0
 76B  CONST_29  C31  C27  N16  C22    0.00   0.0  0
 76B  CONST_30  C14  C21  C28  C26    0.00   0.0  0
 76B  CONST_31  C14  C20  C29  C26    0.00   0.0  0
 76B  CONST_32  C14  C10  C7   C1   180.00   0.0  0
 76B  CONST_33  C12  C10  C7   C1     0.00   0.0  0
 76B  CONST_34  C12  C11  C6   C1     0.00   0.0  0
 76B  CONST_35  N5   C8   N4   C2     0.00   0.0  0
 76B  CONST_36  C27  C31  C13  C2   180.00   0.0  0
 76B  CONST_37  N5   N3   C2   N4     0.00   0.0  0
 76B  CONST_38  C31  C13  C2   N4     0.00   0.0  0
 76B  CONST_39  C14  C10  C12  C11  180.00   0.0  0
 76B  CONST_40  C15  C8   N5   N3   180.00   0.0  0
 76B  CONST_41  O23  C6   C1   C7   180.00   0.0  0
 76B  CONST_42  C9   C1   C7   C10  180.00   0.0  0
 76B  CONST_43  O24  C11  C12  C10  180.00   0.0  0
 76B  CONST_44  C32  C22  C17  C13  180.00   0.0  0
 76B  CONST_45  C2   N4   C8   C15  180.00   0.0  0
 76B  CONST_46  F30  C26  C29  C20  180.00   0.0  0
 76B  CONST_47  F30  C26  C28  C21  180.00   0.0  0
 76B  CONST_48  O24  C11  C6   C1   180.00   0.0  0
 76B  CONST_49  C11  C6   C1   C9   180.00   0.0  0
 76B  CONST_50  O23  C6   C11  C12  180.00   0.0  0
 76B  CONST_51  C32  C22  N16  C27  180.00   0.0  0
 76B  CONST_52  H2   C7   C1   C6   180.00   0.0  0
 76B  CONST_53  H9   C12  C11  C6   180.00   0.0  0
 76B  CONST_54  H7   C21  C14  C10    0.00   0.0  0
 76B  CONST_55  H6   C20  C14  C10    0.00   0.0  0
 76B  CONST_56  H15  C27  C31  C13  180.00   0.0  0
 76B  CONST_57  H17  C31  C13  C17  180.00   0.0  0
 76B  CONST_58  H16  C29  C26  C28  180.00   0.0  0
 76B  CONST_59  H1   N5   N3   C2   180.00   0.0  0
 76B  CONST_60  H5   C17  C13  C2     0.00   0.0  0
 76B  CONST_61  H8   C28  C21  C14  180.00   0.0  0
 76B  CONST_62  C25  N19  C9   C1   180.00   0.0  0
 76B  CONST_63  H10  N19  C9   C1     0.00   0.0  0
 76B  CONST_64  C25  N19  C9   O18    0.00   0.0  0
 76B  Var_01    O18  C9   C1   C6    -0.96  30.0  2
 76B  Var_02    C25  C15  C8   N4   -66.88  30.0  1
 76B  Var_03    H18  C32  C22  C17  111.33  30.0  2
 76B  Var_04    N19  C25  C15  C8   178.68  30.0  3
 76B  Var_05    C9   N19  C25  C15  -84.62  30.0  1

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
 76B  plan-1  N3   0.020
 76B  plan-1  C8   0.020
 76B  plan-1  C13  0.020
 76B  plan-1  C15  0.020
 76B  plan-1  C2   0.020
 76B  plan-1  N4   0.020
 76B  plan-1  N5   0.020
 76B  plan-1  H1   0.020
 76B  plan-2  C6   0.020
 76B  plan-2  C7   0.020
 76B  plan-2  C10  0.020
 76B  plan-2  C1   0.020
 76B  plan-2  C9   0.020
 76B  plan-2  C11  0.020
 76B  plan-2  C12  0.020
 76B  plan-2  C14  0.020
 76B  plan-2  O24  0.020
 76B  plan-2  H2   0.020
 76B  plan-2  H9   0.020
 76B  plan-2  O23  0.020
 76B  plan-3  C13  0.020
 76B  plan-3  C17  0.020
 76B  plan-3  C22  0.020
 76B  plan-3  C2   0.020
 76B  plan-3  N16  0.020
 76B  plan-3  C27  0.020
 76B  plan-3  C31  0.020
 76B  plan-3  C32  0.020
 76B  plan-3  H5   0.020
 76B  plan-3  H15  0.020
 76B  plan-3  H17  0.020
 76B  plan-4  C10  0.020
 76B  plan-4  C20  0.020
 76B  plan-4  C21  0.020
 76B  plan-4  C26  0.020
 76B  plan-4  C28  0.020
 76B  plan-4  C14  0.020
 76B  plan-4  C29  0.020
 76B  plan-4  F30  0.020
 76B  plan-4  H6   0.020
 76B  plan-4  H7   0.020
 76B  plan-4  H8   0.020
 76B  plan-4  H16  0.020
 76B  plan-5  C1   0.020
 76B  plan-5  C9   0.020
 76B  plan-5  O18  0.020
 76B  plan-5  N19  0.020
 76B  plan-5  C25  0.020
 76B  plan-5  H10  0.020

