# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 13:52:41 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: 4'-fluoro-4,5-dihydroxy-N-[5-(1H-pyrrolo[3,2-c]pyridin-1-yl)pentyl][1,1'-biphenyl]-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(cc(c1O)C(=O)NCCCCCn2ccc3cnccc23)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
 77Q  77Q  4'-fluoro-4,5-dihydroxy-N-[5-(1H-pyrrolo[3,2-c]pyridin-1-yl)pentyl][1,1'-biphenyl]-3-carboxamide  ligand  56  32  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_77Q
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
 77Q  C5   C  C     0   0.638  -2.0260   2.5016   0.1042
 77Q  C6   C  CR6   0   0.111  -4.7281  -0.1785   0.0353
 77Q  C7   C  CR6   0   0.328  -5.7127   1.9792  -0.4450
 77Q  C8   C  CR15  0  -0.018   6.8565  -0.2560   1.8573
 77Q  C10  C  CR15  0  -0.430   7.7519  -1.2179   1.4981
 77Q  C13  C  CR6   0   0.077  -4.8869  -1.6328   0.2318
 77Q  C17  C  CR16  0  -0.296  -4.1669  -2.3075   1.2191
 77Q  C20  C  CR16  0  -0.373   6.7853   0.1053  -1.7145
 77Q  C22  C  CR6   0   0.514  -5.1946  -4.3645   0.6051
 77Q  C24  C  CR16  0  -0.396  -4.3118  -3.6730   1.4111
 77Q  C28  C  CR16  0  -0.101   7.5400  -0.6625  -2.5770
 77Q  C1   C  CR6   0  -0.147  -3.3345   1.8075  -0.0112
 77Q  C2   C  CR6   0   0.241  -4.4553   2.5927  -0.3026
 77Q  C3   C  CR16  0  -0.408  -3.4901   0.4279   0.1602
 77Q  N4   N  NR5   0  -0.523   6.3702   0.3875   0.7454
 77Q  C9   C  CR56  0   0.458   6.9389  -0.1684  -0.3566
 77Q  C11  C  CR56  0  -0.039   7.8228  -1.1822   0.0721
 77Q  C12  C  CR16  0  -0.410  -5.8379   0.6174  -0.2758
 77Q  O14  O  O     0  -0.548  -1.9749   3.7433   0.0821
 77Q  N15  N  N     0  -0.425   8.3882  -1.6320  -2.1955
 77Q  N16  N  NH1   0  -0.668  -0.9197   1.7741   0.2237
 77Q  C18  C  CR16  0  -0.293  -5.7674  -2.3707  -0.5612
 77Q  O19  O  OH1   0  -0.645  -4.4163   3.9180  -0.4593
 77Q  C23  C  CR16  0  -0.134   8.5265  -1.8842  -0.9070
 77Q  C25  C  CR16  0  -0.396  -5.9292  -3.7356  -0.3811
 77Q  F26  F  F     0  -0.315  -5.3451  -5.6866   0.7867
 77Q  C27  C  CH2   0  -0.314   5.3294   1.3943   0.7440
 77Q  C29  C  CH2   0  -0.236   0.3999   2.3659   0.3477
 77Q  C30  C  CH2   0  -0.432   3.9433   0.8018   0.5242
 77Q  C31  C  CH2   0  -0.482   1.4666   1.2845   0.3624
 77Q  C32  C  CH2   0  -0.428   2.8620   1.8732   0.5222
 77Q  H2   H  HCR5  0   0.253   8.2945  -1.8666   2.1664
 77Q  H3   H  HCR6  0   0.266  -3.4967  -1.7602   1.8697
 77Q  H4   H  HCR6  0   0.271   6.1216   0.8708  -2.0944
 77Q  H5   H  HCR6  0   0.281  -3.7572  -4.1860   2.1857
 77Q  H6   H  HCR6  0   0.255   7.4622  -0.4940  -3.6452
 77Q  H7   H  HCR6  0   0.250  -2.6353  -0.1957   0.3871
 77Q  H8   H  HCR6  0   0.269  -6.8229   0.1736  -0.3606
 77Q  H9   H  HNH1  0   0.421  -0.9754   0.7700   0.1963
 77Q  H10  H  HCR6  0   0.266  -6.3270  -1.8811  -1.3483
 77Q  H11  H  HOH1  0   0.483  -3.4771   4.1888  -0.2704
 77Q  H13  H  HCR6  0   0.255   9.2194  -2.6734  -0.6309
 77Q  H14  H  HCR6  0   0.281  -6.6098  -4.3006  -1.0040
 77Q  H15  H  HCH2  0   0.268   5.3705   1.9185   1.6997
 77Q  H16  H  HCH2  0   0.259   5.5604   2.1318  -0.0273
 77Q  H17  H  HCH2  0   0.241   0.5740   3.0511  -0.4855
 77Q  H18  H  HCH2  0   0.241   0.4538   2.9583   1.2650
 77Q  H19  H  HCH2  0   0.233   3.9239   0.2550  -0.4233
 77Q  H20  H  HCH2  0   0.234   3.7422   0.0708   1.3123
 77Q  H21  H  HCH2  0   0.237   1.2724   0.5854   1.1819
 77Q  H22  H  HCH2  0   0.237   1.4152   0.7061  -0.5656
 77Q  H23  H  HCH2  0   0.227   2.9104   2.4457   1.4544
 77Q  H24  H  HCH2  0   0.228   3.0520   2.5861  -0.2864
 77Q  O21  O  OH1   0  -0.633  -6.8054   2.7140  -0.7265
 77Q  H1   H  HCR5  0   0.289   6.5205   0.0383   2.8396
 77Q  H12  H  HOH1  0   0.475  -6.5766   3.6508  -0.7678

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
 77Q  N15  C28  aromatic  1.343  0.020  1.343
 77Q  N15  C23  aromatic  1.320  0.020  1.320
 77Q  C28  C20  aromatic  1.380  0.020  1.380
 77Q  C23  C11  aromatic  1.395  0.020  1.395
 77Q  C20  C9   aromatic  1.394  0.020  1.394
 77Q  C11  C9   aromatic  1.412  0.020  1.412
 77Q  C11  C10  aromatic  1.428  0.020  1.428
 77Q  C9   N4   aromatic  1.359  0.020  1.359
 77Q  C10  C8   aromatic  1.362  0.020  1.362
 77Q  N4   C8   aromatic  1.374  0.020  1.374
 77Q  N4   C27  single    1.448  0.020  1.448
 77Q  O19  C2   single    1.335  0.020  1.335
 77Q  C29  N16  single    1.451  0.020  1.451
 77Q  C29  C31  single    1.519  0.020  1.519
 77Q  C27  C30  single    1.523  0.020  1.523
 77Q  C30  C32  single    1.522  0.020  1.522
 77Q  N16  C5   single    1.329  0.020  1.329
 77Q  O21  C7   single    1.347  0.020  1.347
 77Q  C2   C7   aromatic  1.406  0.020  1.406
 77Q  C2   C1   aromatic  1.399  0.020  1.399
 77Q  C5   C1   single    1.486  0.020  1.486
 77Q  C5   O14  double    1.243  0.020  1.243
 77Q  C7   C12  aromatic  1.378  0.020  1.378
 77Q  C1   C3   aromatic  1.399  0.020  1.399
 77Q  C32  C31  single    1.523  0.020  1.523
 77Q  C12  C6   aromatic  1.401  0.020  1.401
 77Q  C3   C6   aromatic  1.384  0.020  1.384
 77Q  C6   C13  single    1.476  0.020  1.476
 77Q  C17  C13  aromatic  1.396  0.020  1.396
 77Q  C17  C24  aromatic  1.387  0.020  1.387
 77Q  C13  C18  aromatic  1.396  0.020  1.396
 77Q  C24  C22  aromatic  1.381  0.020  1.381
 77Q  C18  C25  aromatic  1.386  0.020  1.386
 77Q  C22  C25  aromatic  1.381  0.020  1.381
 77Q  C22  F26  single    1.343  0.020  1.343
 77Q  C8   H1   single    0.930  0.020  1.080
 77Q  C10  H2   single    0.930  0.020  1.080
 77Q  C17  H3   single    0.930  0.020  1.080
 77Q  C20  H4   single    0.930  0.020  1.080
 77Q  C24  H5   single    0.930  0.020  1.080
 77Q  C28  H6   single    0.930  0.020  1.080
 77Q  C3   H7   single    0.930  0.020  1.080
 77Q  C12  H8   single    0.930  0.020  1.080
 77Q  N16  H9   single    0.860  0.020  1.020
 77Q  C18  H10  single    0.930  0.020  1.080
 77Q  O19  H11  single    0.850  0.020  0.980
 77Q  O21  H12  single    0.850  0.020  0.980
 77Q  C23  H13  single    0.930  0.020  1.080
 77Q  C25  H14  single    0.930  0.020  1.080
 77Q  C27  H15  single    0.970  0.020  1.090
 77Q  C27  H16  single    0.970  0.020  1.090
 77Q  C29  H17  single    0.970  0.020  1.090
 77Q  C29  H18  single    0.970  0.020  1.090
 77Q  C30  H19  single    0.970  0.020  1.090
 77Q  C30  H20  single    0.970  0.020  1.090
 77Q  C31  H21  single    0.970  0.020  1.090
 77Q  C31  H22  single    0.970  0.020  1.090
 77Q  C32  H23  single    0.970  0.020  1.090
 77Q  C32  H24  single    0.970  0.020  1.090

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
 77Q  N16  C5   O14  120.93  3.000
 77Q  O14  C5   C1   120.10  3.000
 77Q  N16  C5   C1   118.97  3.000
 77Q  C12  C6   C3   118.67  3.000
 77Q  C3   C6   C13  121.05  3.000
 77Q  C12  C6   C13  120.27  3.000
 77Q  O21  C7   C12  119.43  3.000
 77Q  C12  C7   C2   119.99  3.000
 77Q  O21  C7   C2   120.57  3.000
 77Q  H1   C8   N4   119.92  3.000
 77Q  H1   C8   C10  129.59  3.000
 77Q  N4   C8   C10  110.49  3.000
 77Q  H2   C10  C11  127.52  3.000
 77Q  H2   C10  C8   126.32  3.000
 77Q  C11  C10  C8   106.16  3.000
 77Q  C18  C13  C17  118.14  3.000
 77Q  C18  C13  C6   120.87  3.000
 77Q  C17  C13  C6   120.99  3.000
 77Q  H3   C17  C24  118.64  3.000
 77Q  H3   C17  C13  120.00  3.000
 77Q  C24  C17  C13  121.34  3.000
 77Q  H4   C20  C9   123.27  3.000
 77Q  H4   C20  C28  120.65  3.000
 77Q  C9   C20  C28  116.08  3.000
 77Q  F26  C22  C25  119.03  3.000
 77Q  F26  C22  C24  119.05  3.000
 77Q  C25  C22  C24  121.91  3.000
 77Q  H5   C24  C22  120.53  3.000
 77Q  H5   C24  C17  120.84  3.000
 77Q  C22  C24  C17  118.63  3.000
 77Q  H6   C28  N15  115.93  3.000
 77Q  H6   C28  C20  119.35  3.000
 77Q  N15  C28  C20  124.71  3.000
 77Q  C3   C1   C2   119.33  3.000
 77Q  C3   C1   C5   123.31  3.000
 77Q  C2   C1   C5   117.36  3.000
 77Q  O19  C2   C1   123.93  3.000
 77Q  C1   C2   C7   119.50  3.000
 77Q  O19  C2   C7   116.57  3.000
 77Q  H7   C3   C1   120.41  3.000
 77Q  H7   C3   C6   118.23  3.000
 77Q  C1   C3   C6   121.36  3.000
 77Q  C27  N4   C9   125.76  3.000
 77Q  C27  N4   C8   125.52  3.000
 77Q  C9   N4   C8   108.45  3.000
 77Q  C11  C9   N4   108.03  3.000
 77Q  N4   C9   C20  131.57  3.000
 77Q  C11  C9   C20  120.39  3.000
 77Q  C23  C11  C9   117.64  3.000
 77Q  C9   C11  C10  106.86  3.000
 77Q  C23  C11  C10  135.50  3.000
 77Q  H8   C12  C7   118.53  3.000
 77Q  H8   C12  C6   120.32  3.000
 77Q  C7   C12  C6   121.12  3.000
 77Q  C23  N15  C28  118.76  3.000
 77Q  H9   N16  C29  117.36  3.000
 77Q  H9   N16  C5   119.84  3.000
 77Q  C29  N16  C5   122.76  3.000
 77Q  H10  C18  C25  118.65  3.000
 77Q  H10  C18  C13  119.99  3.000
 77Q  C25  C18  C13  121.35  3.000
 77Q  H11  O19  C2   105.97  3.000
 77Q  H13  C23  N15  116.99  3.000
 77Q  H13  C23  C11  120.60  3.000
 77Q  N15  C23  C11  122.41  3.000
 77Q  H14  C25  C18  120.85  3.000
 77Q  H14  C25  C22  120.52  3.000
 77Q  C18  C25  C22  118.63  3.000
 77Q  H16  C27  H15  106.64  3.000
 77Q  H16  C27  C30  110.69  3.000
 77Q  H15  C27  C30  110.34  3.000
 77Q  H16  C27  N4   108.56  3.000
 77Q  H15  C27  N4   107.84  3.000
 77Q  C30  C27  N4   112.56  3.000
 77Q  H18  C29  H17  106.98  3.000
 77Q  H18  C29  C31  110.06  3.000
 77Q  H17  C29  C31  109.99  3.000
 77Q  H18  C29  N16  109.72  3.000
 77Q  H17  C29  N16  109.60  3.000
 77Q  C31  C29  N16  110.43  3.000
 77Q  H20  C30  H19  106.66  3.000
 77Q  H20  C30  C32  109.92  3.000
 77Q  H19  C30  C32  109.75  3.000
 77Q  H20  C30  C27  108.87  3.000
 77Q  H19  C30  C27  109.60  3.000
 77Q  C32  C30  C27  111.89  3.000
 77Q  H22  C31  H21  106.79  3.000
 77Q  H22  C31  C32  109.65  3.000
 77Q  H21  C31  C32  109.32  3.000
 77Q  H22  C31  C29  109.57  3.000
 77Q  H21  C31  C29  109.72  3.000
 77Q  C32  C31  C29  111.67  3.000
 77Q  H24  C32  H23  106.30  3.000
 77Q  H24  C32  C31  109.47  3.000
 77Q  H23  C32  C31  109.39  3.000
 77Q  H24  C32  C30  109.63  3.000
 77Q  H23  C32  C30  109.60  3.000
 77Q  C31  C32  C30  112.27  3.000
 77Q  H12  O21  C7   110.26  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
 77Q  CONST_01  C2   C7   C12  C6      0.00   0.0  0
 77Q  CONST_02  C2   C1   C3   C6      0.00   0.0  0
 77Q  CONST_03  C24  C17  C13  C6    180.00   0.0  0
 77Q  CONST_04  C25  C18  C13  C6    180.00   0.0  0
 77Q  CONST_05  C3   C1   C2   C7      0.00   0.0  0
 77Q  CONST_06  C3   C6   C12  C7      0.00   0.0  0
 77Q  CONST_07  C13  C6   C12  C7    180.00   0.0  0
 77Q  CONST_08  C23  C11  C10  C8    180.00   0.0  0
 77Q  CONST_09  C9   C11  C10  C8      0.00   0.0  0
 77Q  CONST_10  C20  C9   N4   C8    180.00   0.0  0
 77Q  CONST_11  C11  C9   N4   C8      0.00   0.0  0
 77Q  CONST_12  N15  C23  C11  C10   180.00   0.0  0
 77Q  CONST_13  C20  C9   C11  C10   180.00   0.0  0
 77Q  CONST_14  N4   C9   C11  C10     0.00   0.0  0
 77Q  CONST_15  C9   N4   C8   C10     0.00   0.0  0
 77Q  CONST_16  C1   C3   C6   C13   180.00   0.0  0
 77Q  CONST_17  C22  C24  C17  C13     0.00   0.0  0
 77Q  CONST_18  C22  C25  C18  C13     0.00   0.0  0
 77Q  CONST_21  C25  C18  C13  C17     0.00   0.0  0
 77Q  CONST_22  C25  C22  C24  C17     0.00   0.0  0
 77Q  CONST_23  C23  N15  C28  C20     0.00   0.0  0
 77Q  CONST_24  C23  C11  C9   C20     0.00   0.0  0
 77Q  CONST_25  C18  C13  C17  C24     0.00   0.0  0
 77Q  CONST_26  C18  C25  C22  C24     0.00   0.0  0
 77Q  CONST_27  C11  C23  N15  C28     0.00   0.0  0
 77Q  CONST_28  C11  C9   C20  C28     0.00   0.0  0
 77Q  CONST_29  N4   C9   C20  C28   180.00   0.0  0
 77Q  CONST_30  C12  C7   C2   C1      0.00   0.0  0
 77Q  CONST_31  C12  C6   C3   C1      0.00   0.0  0
 77Q  CONST_33  C23  C11  C9   N4    180.00   0.0  0
 77Q  CONST_34  C11  C10  C8   N4      0.00   0.0  0
 77Q  CONST_35  N15  C28  C20  C9      0.00   0.0  0
 77Q  CONST_36  N15  C23  C11  C9      0.00   0.0  0
 77Q  CONST_38  C7   C2   C1   C5    180.00   0.0  0
 77Q  CONST_39  C6   C3   C1   C5    180.00   0.0  0
 77Q  CONST_40  O21  C7   C12  C6    180.00   0.0  0
 77Q  CONST_41  C27  N4   C8   C10   180.00   0.0  0
 77Q  CONST_42  F26  C22  C24  C17   180.00   0.0  0
 77Q  CONST_43  C27  N4   C9   C20     0.00   0.0  0
 77Q  CONST_44  O21  C7   C2   C1    180.00   0.0  0
 77Q  CONST_45  O19  C2   C1   C3    180.00   0.0  0
 77Q  CONST_46  C27  N4   C9   C11   180.00   0.0  0
 77Q  CONST_47  O19  C2   C7   C12   180.00   0.0  0
 77Q  CONST_48  F26  C22  C25  C18   180.00   0.0  0
 77Q  CONST_49  H3   C17  C13  C6      0.00   0.0  0
 77Q  CONST_50  H10  C18  C13  C6      0.00   0.0  0
 77Q  CONST_51  H13  C23  C11  C10     0.00   0.0  0
 77Q  CONST_52  H8   C12  C6   C13     0.00   0.0  0
 77Q  CONST_53  H7   C3   C6   C13     0.00   0.0  0
 77Q  CONST_54  H5   C24  C17  C13   180.00   0.0  0
 77Q  CONST_55  H14  C25  C18  C13   180.00   0.0  0
 77Q  CONST_56  H4   C20  C9   N4      0.00   0.0  0
 77Q  CONST_57  H2   C10  C8   N4    180.00   0.0  0
 77Q  CONST_58  H6   C28  C20  C9    180.00   0.0  0
 77Q  CONST_59  H1   C8   N4   C9    180.00   0.0  0
 77Q  CONST_60  C29  N16  C5   C1    180.00   0.0  0
 77Q  CONST_61  H9   N16  C5   C1      0.00   0.0  0
 77Q  CONST_62  C29  N16  C5   O14     0.00   0.0  0
 77Q  Var_01    C30  C27  N4   C8    -92.58  30.0  2
 77Q  Var_02    N16  C5   C1   C2   -172.20  30.0  2
 77Q  Var_03    C32  C30  C27  N4   -179.87  30.0  3
 77Q  Var_04    C31  C29  N16  C5   -175.78  30.0  1
 77Q  Var_05    C32  C31  C29  N16  -178.76  30.0  3
 77Q  Var_06    C31  C32  C30  C27  -177.57  30.0  3
 77Q  Var_07    C30  C32  C31  C29  -179.40  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
 77Q  plan-1  C6   0.020
 77Q  plan-1  C13  0.020
 77Q  plan-1  C17  0.020
 77Q  plan-1  C22  0.020
 77Q  plan-1  C24  0.020
 77Q  plan-1  C18  0.020
 77Q  plan-1  C25  0.020
 77Q  plan-1  F26  0.020
 77Q  plan-1  H3   0.020
 77Q  plan-1  H5   0.020
 77Q  plan-1  H10  0.020
 77Q  plan-1  H14  0.020
 77Q  plan-2  C5   0.020
 77Q  plan-2  C6   0.020
 77Q  plan-2  C7   0.020
 77Q  plan-2  C13  0.020
 77Q  plan-2  C1   0.020
 77Q  plan-2  C2   0.020
 77Q  plan-2  C3   0.020
 77Q  plan-2  C12  0.020
 77Q  plan-2  O19  0.020
 77Q  plan-2  H7   0.020
 77Q  plan-2  H8   0.020
 77Q  plan-2  O21  0.020
 77Q  plan-3  C8   0.020
 77Q  plan-3  C10  0.020
 77Q  plan-3  C20  0.020
 77Q  plan-3  C28  0.020
 77Q  plan-3  N4   0.020
 77Q  plan-3  C9   0.020
 77Q  plan-3  C11  0.020
 77Q  plan-3  N15  0.020
 77Q  plan-3  C23  0.020
 77Q  plan-3  C27  0.020
 77Q  plan-3  H2   0.020
 77Q  plan-3  H4   0.020
 77Q  plan-3  H6   0.020
 77Q  plan-3  H13  0.020
 77Q  plan-3  H1   0.020
 77Q  plan-4  C5   0.020
 77Q  plan-4  C1   0.020
 77Q  plan-4  O14  0.020
 77Q  plan-4  N16  0.020
 77Q  plan-4  C29  0.020
 77Q  plan-4  H9   0.020

