# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:34:18 2022
#   Inital geometry file: a 136 line input string
#   Ligand name: 4'-fluoro-4,5-dihydroxy-N-{3-[(1H-pyrrolo[3,2-c]pyridin-1-yl)methoxy]propyl}[1,1'-biphenyl]-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(cc(C(=O)NCCCOCn2ccc3cnccc23)c1O)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
 763  763  4'-fluoro-4,5-dihydroxy-N-{3-[(1H-pyrrolo[3,2-c]pyridin-1-yl)methoxy]propyl}[1,1'-biphenyl]-3-carboxamide  ligand  54  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 OK
;

data_comp_763
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
 763  C4   C  CR16  0  -0.409  -3.3012  -0.3981   0.1298
 763  C5   C  CR6   0  -0.149  -3.1278  -1.7832   0.2282
 763  C6   C  CR6   0   0.242  -4.2004  -2.5783   0.6477
 763  C7   C  CR6   0   0.078  -4.6841   1.6621   0.3158
 763  C8   C  CR16  0  -0.293  -5.4535   2.3728   1.2386
 763  C10  C  CR16  0  -0.296  -4.0859   2.3708  -0.7274
 763  C13  C  CR16  0  -0.397  -4.2413   3.7431  -0.8492
 763  C20  C  CH2   0  -0.519   1.5758  -1.2406  -0.6913
 763  C21  C  CH2   0  -0.133   2.9284  -1.8041  -1.0756
 763  C26  C  CR15  0  -0.424   7.3593   1.6968  -1.2774
 763  C28  C  CR56  0   0.466   6.4984   0.2328   0.2475
 763  C1   C  CR6   0   0.328  -5.4273  -1.9721   0.9733
 763  C2   C  CR16  0  -0.410  -5.5715  -0.6062   0.8649
 763  C3   C  CR6   0   0.112  -4.5099   0.2013   0.4373
 763  C9   C  CR16  0  -0.396  -5.6239   3.7445   1.1307
 763  C12  C  CR6   0   0.515  -5.0119   4.4073   0.0847
 763  O14  O  OH1   0  -0.632  -6.4724  -2.7183   1.3783
 763  O15  O  OH1   0  -0.645  -4.1427  -3.9065   0.7645
 763  C16  C  C     0   0.641  -1.8484  -2.4722  -0.0826
 763  N17  N  NH1   0  -0.669  -0.7874  -1.7405  -0.4116
 763  O18  O  O     0  -0.546  -1.7779  -3.7116  -0.0250
 763  C19  C  CH2   0  -0.249   0.5029  -2.3166  -0.7370
 763  O22  O  O2    0  -0.480   3.8841  -0.7709  -0.9801
 763  C23  C  CH2   0  -0.025   5.1788  -1.1956  -1.2928
 763  N24  N  NR5   0  -0.558   6.0879  -0.1334  -1.0003
 763  C25  C  CR15  0  -0.014   6.6007   0.7640  -1.9113
 763  C27  C  CR56  0  -0.037   7.3098   1.3764   0.1163
 763  C29  C  CR16  0  -0.131   7.8562   1.9184   1.2798
 763  N30  N  N     0  -0.421   7.6315   1.3996   2.4730
 763  C31  C  CR16  0  -0.098   6.8484   0.3135   2.5695
 763  C32  C  CR16  0  -0.370   6.2476  -0.3193   1.5001
 763  H1   H  HCR6  0   0.250  -2.4801   0.2378  -0.1743
 763  H2   H  HCR6  0   0.266  -5.9158   1.8565   2.0702
 763  H3   H  HCR6  0   0.266  -3.5048   1.8459  -1.4750
 763  H4   H  HCR6  0   0.282  -3.7795   4.2818  -1.6659
 763  H5   H  HCH2  0   0.250   1.6268  -0.8181   0.3156
 763  H6   H  HCH2  0   0.247   1.3151  -0.4283  -1.3763
 763  H7   H  HCH2  0   0.212   3.1970  -2.6373  -0.4112
 763  H8   H  HCH2  0   0.212   2.8934  -2.2089  -2.0963
 763  H10  H  HCR6  0   0.270  -6.5345  -0.1673   1.0970
 763  H11  H  HCR6  0   0.282  -6.2164   4.2878   1.8550
 763  H12  H  HOH1  0   0.476  -6.2344  -3.6537   1.3803
 763  H13  H  HOH1  0   0.484  -3.2239  -4.1660   0.4799
 763  H14  H  HNH1  0   0.422  -0.8741  -0.7413  -0.4909
 763  H15  H  HCH2  0   0.245   0.4691  -2.7788  -1.7282
 763  H16  H  HCH2  0   0.250   0.7335  -3.1073  -0.0217
 763  H17  H  HCH2  0   0.234   5.4583  -2.0795  -0.7066
 763  H18  H  HCH2  0   0.245   5.2801  -1.4511  -2.3530
 763  H19  H  HCR5  0   0.295   6.3816   0.6503  -2.9616
 763  H20  H  HCR6  0   0.258   8.4917   2.7973   1.2345
 763  H21  H  HCR6  0   0.258   6.6917  -0.0710   3.5708
 763  H22  H  HCR6  0   0.276   5.6209  -1.1882   1.6488
 763  F11  F  F     0  -0.315  -5.1725   5.7359  -0.0295
 763  H9   H  HCR5  0   0.257   7.8916   2.5092  -1.7448

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
 763  F11  C12  single    1.343  0.020  1.343
 763  C13  C12  aromatic  1.381  0.020  1.381
 763  C13  C10  aromatic  1.386  0.020  1.386
 763  C12  C9   aromatic  1.381  0.020  1.381
 763  C10  C7   aromatic  1.396  0.020  1.396
 763  C9   C8   aromatic  1.386  0.020  1.386
 763  C7   C8   aromatic  1.396  0.020  1.396
 763  C7   C3   single    1.476  0.020  1.476
 763  C3   C4   aromatic  1.384  0.020  1.384
 763  C3   C2   aromatic  1.401  0.020  1.401
 763  C4   C5   aromatic  1.399  0.020  1.399
 763  C2   C1   aromatic  1.378  0.020  1.378
 763  C20  C21  single    1.515  0.020  1.515
 763  C20  C19  single    1.520  0.020  1.520
 763  C21  O22  single    1.411  0.020  1.411
 763  O18  C16  double    1.243  0.020  1.243
 763  C5   C16  single    1.486  0.020  1.486
 763  C5   C6   aromatic  1.399  0.020  1.399
 763  C16  N17  single    1.330  0.020  1.330
 763  C1   C6   aromatic  1.407  0.020  1.407
 763  C1   O14  single    1.346  0.020  1.346
 763  C6   O15  single    1.335  0.020  1.335
 763  N17  C19  single    1.450  0.020  1.450
 763  O22  C23  single    1.398  0.020  1.398
 763  C23  N24  single    1.428  0.020  1.428
 763  C25  N24  aromatic  1.378  0.020  1.378
 763  C25  C26  aromatic  1.359  0.020  1.359
 763  N24  C28  aromatic  1.364  0.020  1.364
 763  C26  C27  aromatic  1.431  0.020  1.431
 763  C28  C27  aromatic  1.408  0.020  1.408
 763  C28  C32  aromatic  1.392  0.020  1.392
 763  C27  C29  aromatic  1.395  0.020  1.395
 763  C32  C31  aromatic  1.380  0.020  1.380
 763  C29  N30  aromatic  1.320  0.020  1.320
 763  C31  N30  aromatic  1.342  0.020  1.342
 763  C4   H1   single    0.930  0.020  1.080
 763  C8   H2   single    0.930  0.020  1.080
 763  C10  H3   single    0.930  0.020  1.080
 763  C13  H4   single    0.930  0.020  1.080
 763  C20  H5   single    0.970  0.020  1.090
 763  C20  H6   single    0.970  0.020  1.090
 763  C21  H7   single    0.970  0.020  1.090
 763  C21  H8   single    0.970  0.020  1.090
 763  C26  H9   single    0.930  0.020  1.080
 763  C2   H10  single    0.930  0.020  1.080
 763  C9   H11  single    0.930  0.020  1.080
 763  O14  H12  single    0.850  0.020  0.980
 763  O15  H13  single    0.850  0.020  0.980
 763  N17  H14  single    0.860  0.020  1.020
 763  C19  H15  single    0.970  0.020  1.090
 763  C19  H16  single    0.970  0.020  1.090
 763  C23  H17  single    0.970  0.020  1.090
 763  C23  H18  single    0.970  0.020  1.090
 763  C25  H19  single    0.930  0.020  1.080
 763  C29  H20  single    0.930  0.020  1.080
 763  C31  H21  single    0.930  0.020  1.080
 763  C32  H22  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
 763  H1   C4   C3   118.08  3.000
 763  H1   C4   C5   120.49  3.000
 763  C3   C4   C5   121.42  3.000
 763  C16  C5   C6   117.33  3.000
 763  C6   C5   C4   119.24  3.000
 763  C16  C5   C4   123.43  3.000
 763  O15  C6   C1   116.51  3.000
 763  O15  C6   C5   123.95  3.000
 763  C1   C6   C5   119.54  3.000
 763  C3   C7   C10  120.89  3.000
 763  C3   C7   C8   120.96  3.000
 763  C10  C7   C8   118.15  3.000
 763  H2   C8   C9   118.63  3.000
 763  H2   C8   C7   120.03  3.000
 763  C9   C8   C7   121.33  3.000
 763  H3   C10  C13  118.64  3.000
 763  H3   C10  C7   120.00  3.000
 763  C13  C10  C7   121.35  3.000
 763  H4   C13  C12  120.61  3.000
 763  H4   C13  C10  120.76  3.000
 763  C12  C13  C10  118.63  3.000
 763  H6   C20  H5   107.51  3.000
 763  H6   C20  C19  109.79  3.000
 763  H5   C20  C19  109.52  3.000
 763  H6   C20  C21  109.27  3.000
 763  H5   C20  C21  109.62  3.000
 763  C19  C20  C21  111.05  3.000
 763  H8   C21  H7   106.87  3.000
 763  H8   C21  O22  110.76  3.000
 763  H7   C21  O22  110.41  3.000
 763  H8   C21  C20  110.14  3.000
 763  H7   C21  C20  110.30  3.000
 763  O22  C21  C20  108.38  3.000
 763  H9   C26  C27  127.46  3.000
 763  H9   C26  C25  126.21  3.000
 763  C27  C26  C25  106.34  3.000
 763  C32  C28  C27  120.65  3.000
 763  C32  C28  N24  131.51  3.000
 763  C27  C28  N24  107.83  3.000
 763  O14  C1   C2   119.46  3.000
 763  O14  C1   C6   120.52  3.000
 763  C2   C1   C6   120.02  3.000
 763  H10  C2   C3   120.37  3.000
 763  H10  C2   C1   118.54  3.000
 763  C3   C2   C1   121.08  3.000
 763  C2   C3   C7   120.41  3.000
 763  C2   C3   C4   118.70  3.000
 763  C7   C3   C4   120.89  3.000
 763  H11  C9   C12  120.57  3.000
 763  H11  C9   C8   120.79  3.000
 763  C12  C9   C8   118.64  3.000
 763  F11  C12  C9   119.08  3.000
 763  C9   C12  C13  121.90  3.000
 763  F11  C12  C13  119.01  3.000
 763  H12  O14  C1   110.26  3.000
 763  H13  O15  C6   105.91  3.000
 763  O18  C16  N17  120.98  3.000
 763  N17  C16  C5   118.91  3.000
 763  O18  C16  C5   120.11  3.000
 763  H14  N17  C19  116.97  3.000
 763  H14  N17  C16  119.80  3.000
 763  C19  N17  C16  123.14  3.000
 763  H16  C19  H15  107.12  3.000
 763  H16  C19  N17  109.21  3.000
 763  H15  C19  N17  110.10  3.000
 763  H16  C19  C20  110.13  3.000
 763  H15  C19  C20  110.36  3.000
 763  N17  C19  C20  109.88  3.000
 763  C23  O22  C21  112.94  3.000
 763  H18  C23  H17  107.81  3.000
 763  H18  C23  N24  108.23  3.000
 763  H17  C23  N24  109.13  3.000
 763  H18  C23  O22  111.90  3.000
 763  H17  C23  O22  111.18  3.000
 763  N24  C23  O22  108.52  3.000
 763  C25  N24  C23  125.86  3.000
 763  C25  N24  C28  108.54  3.000
 763  C23  N24  C28  125.36  3.000
 763  H19  C25  N24  119.96  3.000
 763  H19  C25  C26  129.77  3.000
 763  N24  C25  C26  110.27  3.000
 763  C29  C27  C28  117.61  3.000
 763  C29  C27  C26  135.38  3.000
 763  C28  C27  C26  107.01  3.000
 763  H20  C29  N30  117.09  3.000
 763  H20  C29  C27  120.60  3.000
 763  N30  C29  C27  122.30  3.000
 763  C31  N30  C29  118.82  3.000
 763  H21  C31  C32  119.35  3.000
 763  H21  C31  N30  115.96  3.000
 763  C32  C31  N30  124.69  3.000
 763  H22  C32  C31  120.93  3.000
 763  H22  C32  C28  123.15  3.000
 763  C31  C32  C28  115.92  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
 763  CONST_03  C1   C2   C3   C4      0.00   0.0  0
 763  CONST_04  C1   C6   C5   C4      0.00   0.0  0
 763  CONST_05  C7   C3   C4   C5    180.00   0.0  0
 763  CONST_06  C2   C3   C4   C5      0.00   0.0  0
 763  CONST_07  C2   C1   C6   C5      0.00   0.0  0
 763  CONST_08  C3   C4   C5   C6      0.00   0.0  0
 763  CONST_09  C3   C2   C1   C6      0.00   0.0  0
 763  CONST_10  C12  C13  C10  C7      0.00   0.0  0
 763  CONST_11  C12  C9   C8   C7      0.00   0.0  0
 763  CONST_12  C1   C2   C3   C7    180.00   0.0  0
 763  CONST_13  C13  C12  C9   C8      0.00   0.0  0
 763  CONST_14  C13  C10  C7   C8      0.00   0.0  0
 763  CONST_16  C9   C12  C13  C10     0.00   0.0  0
 763  CONST_17  C9   C8   C7   C10     0.00   0.0  0
 763  CONST_19  C3   C7   C10  C13   180.00   0.0  0
 763  CONST_20  C28  N24  C25  C26     0.00   0.0  0
 763  CONST_21  N24  C28  C27  C26     0.00   0.0  0
 763  CONST_22  C32  C28  C27  C26   180.00   0.0  0
 763  CONST_23  N30  C29  C27  C26   180.00   0.0  0
 763  CONST_24  C25  C26  C27  C28     0.00   0.0  0
 763  CONST_25  N30  C29  C27  C28     0.00   0.0  0
 763  CONST_26  N30  C31  C32  C28     0.00   0.0  0
 763  CONST_27  C9   C8   C7   C3    180.00   0.0  0
 763  CONST_28  C27  C26  C25  N24     0.00   0.0  0
 763  CONST_29  C29  C27  C28  N24   180.00   0.0  0
 763  CONST_30  C31  C32  C28  N24   180.00   0.0  0
 763  CONST_31  C27  C28  N24  C25     0.00   0.0  0
 763  CONST_32  C32  C28  N24  C25   180.00   0.0  0
 763  CONST_33  C29  C27  C26  C25   180.00   0.0  0
 763  CONST_34  C31  C32  C28  C27     0.00   0.0  0
 763  CONST_35  C31  N30  C29  C27     0.00   0.0  0
 763  CONST_36  C32  C28  C27  C29     0.00   0.0  0
 763  CONST_37  C32  C31  N30  C29     0.00   0.0  0
 763  CONST_38  O15  C6   C5   C4    180.00   0.0  0
 763  CONST_39  O14  C1   C6   C5    180.00   0.0  0
 763  CONST_40  F11  C12  C9   C8    180.00   0.0  0
 763  CONST_41  F11  C12  C13  C10   180.00   0.0  0
 763  CONST_42  C23  N24  C25  C26   180.00   0.0  0
 763  CONST_43  C16  C5   C6   C1    180.00   0.0  0
 763  CONST_44  O15  C6   C1   C2    180.00   0.0  0
 763  CONST_45  C16  C5   C4   C3    180.00   0.0  0
 763  CONST_46  O14  C1   C2   C3    180.00   0.0  0
 763  CONST_47  C27  C28  N24  C23   180.00   0.0  0
 763  CONST_48  C32  C28  N24  C23     0.00   0.0  0
 763  CONST_49  H10  C2   C3   C4    180.00   0.0  0
 763  CONST_50  H1   C4   C5   C6    180.00   0.0  0
 763  CONST_51  H4   C13  C10  C7    180.00   0.0  0
 763  CONST_52  H11  C9   C8   C7    180.00   0.0  0
 763  CONST_53  H3   C10  C7   C8    180.00   0.0  0
 763  CONST_54  H2   C8   C7   C10   180.00   0.0  0
 763  CONST_55  H20  C29  C27  C26     0.00   0.0  0
 763  CONST_56  H19  C25  N24  C28   180.00   0.0  0
 763  CONST_57  H9   C26  C27  C28   180.00   0.0  0
 763  CONST_58  H21  C31  C32  C28   180.00   0.0  0
 763  CONST_59  H22  C32  C28  N24     0.00   0.0  0
 763  CONST_60  C19  N17  C16  C5    180.00   0.0  0
 763  CONST_61  H14  N17  C16  C5      0.00   0.0  0
 763  CONST_62  C19  N17  C16  O18     0.00   0.0  0
 763  Var_01    O18  C16  C5   C4   -177.15  30.0  2
 763  Var_02    O22  C23  N24  C28    75.68  30.0  2
 763  Var_03    N24  C23  O22  C21  -172.57  30.0  3
 763  Var_04    C16  N17  C19  C20  -164.55  30.0  1
 763  Var_05    N17  C19  C20  C21  -177.98  30.0  3
 763  Var_06    O22  C21  C20  C19  -178.45  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
 763  plan-1  C7   0.020
 763  plan-1  C8   0.020
 763  plan-1  C10  0.020
 763  plan-1  C13  0.020
 763  plan-1  C3   0.020
 763  plan-1  C9   0.020
 763  plan-1  C12  0.020
 763  plan-1  H2   0.020
 763  plan-1  H3   0.020
 763  plan-1  H4   0.020
 763  plan-1  H11  0.020
 763  plan-1  F11  0.020
 763  plan-2  C4   0.020
 763  plan-2  C5   0.020
 763  plan-2  C6   0.020
 763  plan-2  C7   0.020
 763  plan-2  C1   0.020
 763  plan-2  C2   0.020
 763  plan-2  C3   0.020
 763  plan-2  O14  0.020
 763  plan-2  O15  0.020
 763  plan-2  C16  0.020
 763  plan-2  H1   0.020
 763  plan-2  H10  0.020
 763  plan-3  C26  0.020
 763  plan-3  C28  0.020
 763  plan-3  C23  0.020
 763  plan-3  N24  0.020
 763  plan-3  C25  0.020
 763  plan-3  C27  0.020
 763  plan-3  C29  0.020
 763  plan-3  N30  0.020
 763  plan-3  C31  0.020
 763  plan-3  C32  0.020
 763  plan-3  H19  0.020
 763  plan-3  H20  0.020
 763  plan-3  H21  0.020
 763  plan-3  H22  0.020
 763  plan-3  H9   0.020
 763  plan-4  C5   0.020
 763  plan-4  C16  0.020
 763  plan-4  N17  0.020
 763  plan-4  O18  0.020
 763  plan-4  C19  0.020
 763  plan-4  H14  0.020

