# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:34:04 2022
#   Inital geometry file: a 137 line input string
#   Ligand name: N-{2-[5-(1H-benzimidazol-5-yl)-4H-1,2,4-triazol-3-yl]ethyl}-4'-fluoro-4,5-dihydroxy[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)c3ccc4[nH]cnc4c3)c5ccc(F)cc5
#
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
 75Z  75Z  N-{2-[5-(1H-benzimidazol-5-yl)-4H-1,2,4-triazol-3-yl]ethyl}-4'-fluoro-4,5-dihydroxy[1,1'-biphenyl]-3-carboxamide  ligand  53  34  .  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_75Z
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
 75Z  C4   C  CR6   0   0.408    5.3290  -0.1303  -0.0017
 75Z  C5   C  CR6   0   0.146    6.0921  -1.3830   0.1618
 75Z  C6   C  C     0   0.585    1.8680   1.1177   0.7899
 75Z  C8   C  CR6   0   0.228    3.8721   2.2443  -0.3447
 75Z  C13  C  CR16  0  -0.302    8.1844  -2.5341   0.5903
 75Z  C15  C  CR16  0  -0.374    6.1738  -3.8076   0.1825
 75Z  C20  C  CH2   0  -0.598   -1.2105   0.8517  -0.1152
 75Z  C21  C  CR5   0   0.396   -2.6658   0.9375   0.1709
 75Z  C26  C  CR6   0   0.005   -6.0728  -0.1147  -0.1633
 75Z  C28  C  CR16  0  -0.287   -7.3974  -1.6255  -1.5467
 75Z  C1   C  CR16  0  -0.514    5.9138   0.9801  -0.6182
 75Z  C2   C  CR6   0  -0.209    3.2754   1.1446   0.2693
 75Z  C3   C  CR16  0  -0.374    4.0220  -0.0234   0.4446
 75Z  O7   O  O     0  -0.529    1.5578   0.3464   1.6900
 75Z  C9   C  CR6   0   0.313    5.2032   2.1502  -0.7809
 75Z  O10  O  OH1   0  -0.638    5.7005   3.2621  -1.3639
 75Z  O11  O  OH1   0  -0.623    3.1907   3.3926  -0.5137
 75Z  C12  C  CR16  0  -0.357    7.4594  -1.3616   0.4425
 75Z  C14  C  CR6   0   0.428    7.5257  -3.7408   0.4579
 75Z  C16  C  CR16  0  -0.361    5.4666  -2.6244   0.0344
 75Z  F17  F  F     0  -0.335    8.2197  -4.8813   0.6007
 75Z  N18  N  NH1   0  -0.648    0.9768   1.9327   0.2073
 75Z  C19  C  CH2   0  -0.210   -0.4188   1.9597   0.5761
 75Z  N22  N  NR15  0  -0.648   -3.5889   0.0934  -0.3470
 75Z  C23  C  CR5   0   0.387   -4.7864   0.5057   0.1384
 75Z  N24  N  N     0  -0.246   -4.5954   1.5445   0.9068
 75Z  N25  N  N     0  -0.302   -3.2659   1.8120   0.9283
 75Z  C27  C  CR16  0  -0.226   -6.1936  -1.0287  -1.2294
 75Z  C29  C  CR16  0  -0.397   -7.1793   0.2217   0.6065
 75Z  C30  C  CR56  0   0.200   -8.3997  -0.3678   0.2988
 75Z  C31  C  CR56  0   0.214   -8.4945  -1.2806  -0.7669
 75Z  N32  N  NR15  0  -0.529   -9.8072  -1.6564  -0.7838
 75Z  C33  C  CR15  0   0.047  -10.4249  -0.9906   0.2220
 75Z  N34  N  N     0  -0.465   -9.6289  -0.2110   0.8958
 75Z  H1   H  HCR6  0   0.286    9.2429  -2.5054   0.8132
 75Z  H2   H  HCR6  0   0.268    5.6805  -4.7644   0.0721
 75Z  H3   H  HCH2  0   0.305   -0.8353  -0.1251   0.2006
 75Z  H4   H  HCH2  0   0.240   -1.0544   0.9114  -1.1960
 75Z  H6   H  HCR6  0   0.243   -7.4728  -2.3234  -2.3692
 75Z  H7   H  HCR6  0   0.257    6.9291   0.9249  -0.9947
 75Z  H8   H  HCR6  0   0.202    3.5555  -0.8572   0.9512
 75Z  H9   H  HOH1  0   0.492    6.5923   3.1113  -1.6970
 75Z  H10  H  HOH1  0   0.476    3.7163   4.0300  -1.0141
 75Z  H11  H  HCR6  0   0.259    7.9729  -0.4170   0.5691
 75Z  H12  H  HCR6  0   0.262    4.4120  -2.6774  -0.2036
 75Z  H13  H  HNH1  0   0.405    1.2657   2.5129  -0.5615
 75Z  H14  H  HCH2  0   0.257   -0.8124   2.9344   0.2921
 75Z  H15  H  HCH2  0   0.234   -0.5150   1.8780   1.6581
 75Z  H16  H  HNR5  0   0.440   -3.4052  -0.6997  -0.9422
 75Z  H21  H  HCR6  0   0.224   -5.3329  -1.2716  -1.8393
 75Z  H22  H  HCR6  0   0.244   -7.0938   0.9214   1.4274
 75Z  H23  H  HNR5  0   0.448  -10.2465  -2.3055  -1.4174
 75Z  H24  H  HCR5  0   0.273  -11.4794  -1.1210   0.4138

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
 75Z  F17  C14  single    1.343  0.020  1.343
 75Z  C15  C14  aromatic  1.381  0.020  1.381
 75Z  C15  C16  aromatic  1.386  0.020  1.386
 75Z  C14  C13  aromatic  1.381  0.020  1.381
 75Z  C16  C5   aromatic  1.396  0.020  1.396
 75Z  C13  C12  aromatic  1.386  0.020  1.386
 75Z  C5   C12  aromatic  1.396  0.020  1.396
 75Z  C5   C4   single    1.476  0.020  1.476
 75Z  C4   C3   aromatic  1.385  0.020  1.385
 75Z  C4   C1   aromatic  1.398  0.020  1.398
 75Z  C3   C2   aromatic  1.397  0.020  1.397
 75Z  C1   C9   aromatic  1.379  0.020  1.379
 75Z  C20  C21  single    1.486  0.020  1.486
 75Z  C20  C19  single    1.527  0.020  1.527
 75Z  N25  C21  aromatic  1.303  0.020  1.303
 75Z  N25  N24  aromatic  1.356  0.020  1.356
 75Z  O7   C6   double    1.225  0.020  1.225
 75Z  C21  N22  aromatic  1.354  0.020  1.354
 75Z  N24  C23  aromatic  1.306  0.020  1.306
 75Z  C2   C6   single    1.501  0.020  1.501
 75Z  C2   C8   aromatic  1.394  0.020  1.394
 75Z  C6   N18  single    1.341  0.020  1.341
 75Z  C9   C8   aromatic  1.404  0.020  1.404
 75Z  C9   O10  single    1.350  0.020  1.350
 75Z  C8   O11  single    1.346  0.020  1.346
 75Z  N18  C19  single    1.444  0.020  1.444
 75Z  N22  C23  aromatic  1.356  0.020  1.356
 75Z  C23  C26  single    1.460  0.020  1.460
 75Z  C26  C27  aromatic  1.409  0.020  1.409
 75Z  C26  C29  aromatic  1.389  0.020  1.389
 75Z  C27  C28  aromatic  1.381  0.020  1.381
 75Z  C29  C30  aromatic  1.390  0.020  1.390
 75Z  C28  C31  aromatic  1.389  0.020  1.389
 75Z  C30  C31  aromatic  1.406  0.020  1.406
 75Z  C30  N34  aromatic  1.375  0.020  1.375
 75Z  C31  N32  aromatic  1.366  0.020  1.366
 75Z  N34  C33  aromatic  1.302  0.020  1.302
 75Z  N32  C33  aromatic  1.355  0.020  1.355
 75Z  C13  H1   single    0.930  0.020  1.080
 75Z  C15  H2   single    0.930  0.020  1.080
 75Z  C20  H3   single    0.970  0.020  1.090
 75Z  C20  H4   single    0.970  0.020  1.090
 75Z  C28  H6   single    0.930  0.020  1.080
 75Z  C1   H7   single    0.930  0.020  1.080
 75Z  C3   H8   single    0.930  0.020  1.080
 75Z  O10  H9   single    0.850  0.020  0.980
 75Z  O11  H10  single    0.850  0.020  0.980
 75Z  C12  H11  single    0.930  0.020  1.080
 75Z  C16  H12  single    0.930  0.020  1.080
 75Z  N18  H13  single    0.860  0.020  1.020
 75Z  C19  H14  single    0.970  0.020  1.090
 75Z  C19  H15  single    0.970  0.020  1.090
 75Z  N22  H16  single    0.860  0.020  1.020
 75Z  C27  H21  single    0.930  0.020  1.080
 75Z  C29  H22  single    0.930  0.020  1.080
 75Z  N32  H23  single    0.860  0.020  1.020
 75Z  C33  H24  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
 75Z  C3   C4   C1   118.38  3.000
 75Z  C1   C4   C5   120.44  3.000
 75Z  C3   C4   C5   121.18  3.000
 75Z  C16  C5   C12  118.09  3.000
 75Z  C12  C5   C4   121.05  3.000
 75Z  C16  C5   C4   120.86  3.000
 75Z  N18  C6   O7   122.25  3.000
 75Z  N18  C6   C2   117.49  3.000
 75Z  O7   C6   C2   120.23  3.000
 75Z  O11  C8   C9   119.88  3.000
 75Z  O11  C8   C2   120.78  3.000
 75Z  C9   C8   C2   119.34  3.000
 75Z  H1   C13  C14  120.62  3.000
 75Z  H1   C13  C12  120.74  3.000
 75Z  C14  C13  C12  118.64  3.000
 75Z  H2   C15  C16  120.74  3.000
 75Z  H2   C15  C14  120.61  3.000
 75Z  C16  C15  C14  118.64  3.000
 75Z  H4   C20  H3   106.58  3.000
 75Z  H4   C20  C19  109.50  3.000
 75Z  H3   C20  C19  109.86  3.000
 75Z  H4   C20  C21  109.08  3.000
 75Z  H3   C20  C21  109.40  3.000
 75Z  C19  C20  C21  112.25  3.000
 75Z  N25  C21  N22  109.07  3.000
 75Z  N22  C21  C20  123.94  3.000
 75Z  N25  C21  C20  126.99  3.000
 75Z  C29  C26  C27  120.52  3.000
 75Z  C29  C26  C23  118.97  3.000
 75Z  C27  C26  C23  120.50  3.000
 75Z  H6   C28  C31  122.14  3.000
 75Z  H6   C28  C27  120.97  3.000
 75Z  C31  C28  C27  116.88  3.000
 75Z  H7   C1   C9   119.01  3.000
 75Z  H7   C1   C4   120.28  3.000
 75Z  C9   C1   C4   120.70  3.000
 75Z  C3   C2   C8   119.08  3.000
 75Z  C8   C2   C6   124.64  3.000
 75Z  C3   C2   C6   116.27  3.000
 75Z  H8   C3   C2   118.21  3.000
 75Z  H8   C3   C4   119.89  3.000
 75Z  C2   C3   C4   121.89  3.000
 75Z  O10  C9   C1   124.06  3.000
 75Z  O10  C9   C8   115.35  3.000
 75Z  C1   C9   C8   120.59  3.000
 75Z  H9   O10  C9   111.17  3.000
 75Z  H10  O11  C8   110.64  3.000
 75Z  H11  C12  C13  118.52  3.000
 75Z  H11  C12  C5   120.10  3.000
 75Z  C13  C12  C5   121.38  3.000
 75Z  F17  C14  C15  119.08  3.000
 75Z  C15  C14  C13  121.88  3.000
 75Z  F17  C14  C13  119.04  3.000
 75Z  H12  C16  C15  118.60  3.000
 75Z  H12  C16  C5   120.02  3.000
 75Z  C15  C16  C5   121.38  3.000
 75Z  H13  N18  C19  117.53  3.000
 75Z  H13  N18  C6   119.47  3.000
 75Z  C19  N18  C6   122.88  3.000
 75Z  H15  C19  H14  107.12  3.000
 75Z  H15  C19  N18  109.73  3.000
 75Z  H14  C19  N18  107.43  3.000
 75Z  H15  C19  C20  110.45  3.000
 75Z  H14  C19  C20  110.12  3.000
 75Z  N18  C19  C20  111.83  3.000
 75Z  H16  N22  C23  127.67  3.000
 75Z  H16  N22  C21  126.29  3.000
 75Z  C23  N22  C21  106.00  3.000
 75Z  N24  C23  N22  108.85  3.000
 75Z  N22  C23  C26  125.09  3.000
 75Z  N24  C23  C26  126.05  3.000
 75Z  N25  N24  C23  108.03  3.000
 75Z  N24  N25  C21  108.05  3.000
 75Z  H21  C27  C28  117.83  3.000
 75Z  H21  C27  C26  120.23  3.000
 75Z  C28  C27  C26  121.93  3.000
 75Z  H22  C29  C30  120.78  3.000
 75Z  H22  C29  C26  120.93  3.000
 75Z  C30  C29  C26  118.29  3.000
 75Z  N34  C30  C31  110.04  3.000
 75Z  N34  C30  C29  129.81  3.000
 75Z  C31  C30  C29  120.15  3.000
 75Z  N32  C31  C30  104.64  3.000
 75Z  N32  C31  C28  133.14  3.000
 75Z  C30  C31  C28  122.22  3.000
 75Z  H23  N32  C33  125.76  3.000
 75Z  H23  N32  C31  127.16  3.000
 75Z  C33  N32  C31  107.09  3.000
 75Z  H24  C33  N34  125.27  3.000
 75Z  H24  C33  N32  121.18  3.000
 75Z  N34  C33  N32  113.55  3.000
 75Z  C33  N34  C30  104.68  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
 75Z  CONST_01  C15  C16  C5   C4    180.00   0.0  0
 75Z  CONST_02  C13  C12  C5   C4    180.00   0.0  0
 75Z  CONST_03  C8   C2   C3   C4      0.00   0.0  0
 75Z  CONST_04  C8   C9   C1   C4      0.00   0.0  0
 75Z  CONST_05  C14  C15  C16  C5      0.00   0.0  0
 75Z  CONST_06  C14  C13  C12  C5      0.00   0.0  0
 75Z  CONST_07  C2   C3   C4   C5    180.00   0.0  0
 75Z  CONST_08  C9   C1   C4   C5    180.00   0.0  0
 75Z  CONST_09  C16  C15  C14  C13     0.00   0.0  0
 75Z  CONST_10  C16  C5   C12  C13     0.00   0.0  0
 75Z  CONST_11  C12  C13  C14  C15     0.00   0.0  0
 75Z  CONST_12  C12  C5   C16  C15     0.00   0.0  0
 75Z  CONST_13  C23  N24  N25  C21     0.00   0.0  0
 75Z  CONST_14  N24  C23  N22  C21     0.00   0.0  0
 75Z  CONST_15  C26  C23  N22  C21   180.00   0.0  0
 75Z  CONST_16  N25  N24  C23  C26   180.00   0.0  0
 75Z  CONST_17  C31  C28  C27  C26     0.00   0.0  0
 75Z  CONST_18  C31  C30  C29  C26     0.00   0.0  0
 75Z  CONST_19  N34  C30  C29  C26   180.00   0.0  0
 75Z  CONST_20  C23  C26  C27  C28   180.00   0.0  0
 75Z  CONST_21  C29  C26  C27  C28     0.00   0.0  0
 75Z  CONST_22  C29  C30  C31  C28     0.00   0.0  0
 75Z  CONST_23  N34  C30  C31  C28   180.00   0.0  0
 75Z  CONST_24  C33  N32  C31  C28   180.00   0.0  0
 75Z  CONST_27  C2   C3   C4   C1      0.00   0.0  0
 75Z  CONST_28  C2   C8   C9   C1      0.00   0.0  0
 75Z  CONST_31  C9   C1   C4   C3      0.00   0.0  0
 75Z  CONST_32  C9   C8   C2   C3      0.00   0.0  0
 75Z  CONST_33  N24  N25  C21  N22     0.00   0.0  0
 75Z  CONST_34  N25  N24  C23  N22     0.00   0.0  0
 75Z  CONST_35  C27  C26  C23  N22     0.00   0.0  0
 75Z  CONST_36  C29  C26  C23  N22   180.00   0.0  0
 75Z  CONST_37  N25  C21  N22  C23     0.00   0.0  0
 75Z  CONST_38  C30  C29  C26  C23   180.00   0.0  0
 75Z  CONST_39  C27  C26  C23  N24   180.00   0.0  0
 75Z  CONST_40  C29  C26  C23  N24     0.00   0.0  0
 75Z  CONST_41  C30  C29  C26  C27     0.00   0.0  0
 75Z  CONST_42  C30  C31  C28  C27     0.00   0.0  0
 75Z  CONST_43  N32  C31  C28  C27   180.00   0.0  0
 75Z  CONST_44  N32  C31  C30  C29   180.00   0.0  0
 75Z  CONST_45  C33  N34  C30  C29   180.00   0.0  0
 75Z  CONST_46  C33  N32  C31  C30     0.00   0.0  0
 75Z  CONST_47  N32  C33  N34  C30     0.00   0.0  0
 75Z  CONST_48  C33  N34  C30  C31     0.00   0.0  0
 75Z  CONST_49  N34  C33  N32  C31     0.00   0.0  0
 75Z  CONST_50  N34  C30  C31  N32     0.00   0.0  0
 75Z  CONST_51  C6   C2   C3   C4    180.00   0.0  0
 75Z  CONST_52  O10  C9   C1   C4    180.00   0.0  0
 75Z  CONST_53  C9   C8   C2   C6    180.00   0.0  0
 75Z  CONST_54  N24  N25  C21  C20   180.00   0.0  0
 75Z  CONST_55  C23  N22  C21  C20   180.00   0.0  0
 75Z  CONST_56  O11  C8   C9   C1    180.00   0.0  0
 75Z  CONST_57  O10  C9   C8   C2    180.00   0.0  0
 75Z  CONST_58  O11  C8   C2   C3    180.00   0.0  0
 75Z  CONST_59  F17  C14  C13  C12   180.00   0.0  0
 75Z  CONST_60  F17  C14  C15  C16   180.00   0.0  0
 75Z  CONST_61  H12  C16  C5   C4      0.00   0.0  0
 75Z  CONST_62  H11  C12  C5   C4      0.00   0.0  0
 75Z  CONST_63  H2   C15  C16  C5    180.00   0.0  0
 75Z  CONST_64  H1   C13  C12  C5    180.00   0.0  0
 75Z  CONST_65  H8   C3   C4   C5      0.00   0.0  0
 75Z  CONST_66  H7   C1   C4   C5      0.00   0.0  0
 75Z  CONST_67  H16  N22  C23  C26     0.00   0.0  0
 75Z  CONST_68  H6   C28  C27  C26   180.00   0.0  0
 75Z  CONST_69  H23  N32  C31  C28     0.00   0.0  0
 75Z  CONST_70  H21  C27  C26  C23     0.00   0.0  0
 75Z  CONST_71  H22  C29  C26  C23     0.00   0.0  0
 75Z  CONST_72  H24  C33  N34  C30   180.00   0.0  0
 75Z  CONST_73  C19  N18  C6   C2    180.00   0.0  0
 75Z  CONST_74  H13  N18  C6   C2      0.00   0.0  0
 75Z  CONST_75  C19  N18  C6   O7      0.00   0.0  0
 75Z  Var_01    O7   C6   C2   C8   -154.67  30.0  2
 75Z  Var_02    N25  C21  C20  C19    -1.05  30.0  2
 75Z  Var_03    N18  C19  C20  C21  -175.38  30.0  3
 75Z  Var_04    C20  C19  N18  C6    -82.51  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
 75Z  plan-1  C20  0.020
 75Z  plan-1  C21  0.020
 75Z  plan-1  C26  0.020
 75Z  plan-1  N22  0.020
 75Z  plan-1  C23  0.020
 75Z  plan-1  N24  0.020
 75Z  plan-1  N25  0.020
 75Z  plan-1  H16  0.020
 75Z  plan-2  C4   0.020
 75Z  plan-2  C5   0.020
 75Z  plan-2  C6   0.020
 75Z  plan-2  C8   0.020
 75Z  plan-2  C1   0.020
 75Z  plan-2  C2   0.020
 75Z  plan-2  C3   0.020
 75Z  plan-2  C9   0.020
 75Z  plan-2  O10  0.020
 75Z  plan-2  O11  0.020
 75Z  plan-2  H7   0.020
 75Z  plan-2  H8   0.020
 75Z  plan-3  C4   0.020
 75Z  plan-3  C5   0.020
 75Z  plan-3  C13  0.020
 75Z  plan-3  C15  0.020
 75Z  plan-3  C12  0.020
 75Z  plan-3  C14  0.020
 75Z  plan-3  C16  0.020
 75Z  plan-3  F17  0.020
 75Z  plan-3  H1   0.020
 75Z  plan-3  H2   0.020
 75Z  plan-3  H11  0.020
 75Z  plan-3  H12  0.020
 75Z  plan-4  C26  0.020
 75Z  plan-4  C28  0.020
 75Z  plan-4  C23  0.020
 75Z  plan-4  C27  0.020
 75Z  plan-4  C29  0.020
 75Z  plan-4  C30  0.020
 75Z  plan-4  C31  0.020
 75Z  plan-4  N32  0.020
 75Z  plan-4  C33  0.020
 75Z  plan-4  N34  0.020
 75Z  plan-4  H6   0.020
 75Z  plan-4  H21  0.020
 75Z  plan-4  H22  0.020
 75Z  plan-4  H23  0.020
 75Z  plan-4  H24  0.020
 75Z  plan-5  C6   0.020
 75Z  plan-5  C2   0.020
 75Z  plan-5  O7   0.020
 75Z  plan-5  N18  0.020
 75Z  plan-5  C19  0.020
 75Z  plan-5  H13  0.020

