# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 04:41:03 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: (E)-[4-(3,5-difluorophenyl)-3H-pyrrolo[2,3-b]pyridin-3-ylidene](3-methoxyphenyl)methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(c1)/C(O)=C/2C=Nc3nccc(c4cc(F)cc(F)c4)c/23
#
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
 GQL  GQL  (E)-[4-(3,5-difluorophenyl)-3H-pyrrolo[2,3-b]pyridin-3-ylidene](3-methoxyphenyl)methanol  ligand  41  27  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GQL
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
 GQL  C1    C  CR56  0   0.068  -0.9300   1.7262   0.4383
 GQL  C2    C  CR6   0   0.117  -2.2345   1.2633   0.2867
 GQL  C3    C  CR6   0   0.075  -2.5895  -0.1386  -0.0076
 GQL  C4    C  CR16  0  -0.381  -3.2429   2.2266   0.3462
 GQL  C5    C  CR16  0  -0.083  -2.9252   3.5718   0.4814
 GQL  C7    C  CR56  0   0.314  -0.7276   3.1255   0.5200
 GQL  C9    C  CR15  0  -0.069   1.2631   2.3321   0.5324
 GQL  C10   C  CR5   0  -0.195   0.4064   1.1672   0.4742
 GQL  C11   C  C     0   0.329   0.8504  -0.1092   0.6886
 GQL  C13   C  CR6   0  -0.022   2.2645  -0.4952   0.5805
 GQL  C14   C  CR16  0  -0.319   2.8364  -1.3193   1.5550
 GQL  C15   C  CR16  0  -0.226   4.1643  -1.6811   1.4291
 GQL  C19   C  CH3   0  -0.441   6.3453  -0.3719  -1.9139
 GQL  C17   C  CR6   0   0.411   4.3515  -0.4509  -0.6318
 GQL  C20   C  CR16  0  -0.380   3.0142  -0.0717  -0.5094
 GQL  C16   C  CR16  0  -0.373   4.9274  -1.2583   0.3471
 GQL  O12   O  OH1   0  -0.543  -0.0115  -1.0315   1.0554
 GQL  N8    N  N     0  -0.440   0.6176   3.4551   0.5743
 GQL  N6    N  N     0  -0.420  -1.6820   4.0366   0.5448
 GQL  C27   C  CR16  0  -0.470  -3.5377  -0.8022   0.7644
 GQL  C25   C  CR6   0   0.562  -3.8645  -2.1027   0.4344
 GQL  F26   F  F     0  -0.308  -4.7645  -2.7514   1.1842
 GQL  C24   C  CR16  0  -0.568  -3.3018  -2.7696  -0.6362
 GQL  C22   C  CR6   0   0.565  -2.3748  -2.0705  -1.3861
 GQL  F23   F  F     0  -0.308  -1.8150  -2.6846  -2.4362
 GQL  C21   C  CR16  0  -0.461  -2.0064  -0.7730  -1.1009
 GQL  H4    H  HCR6  0   0.268  -4.2797   1.9355   0.2419
 GQL  H5    H  HCR6  0   0.262  -3.7204   4.3075   0.5136
 GQL  H9    H  HCR5  0   0.277   2.3430   2.3036   0.6022
 GQL  H14   H  HCR6  0   0.278   2.2690  -1.6445   2.4176
 GQL  H15   H  HCR6  0   0.274   4.6252  -2.3015   2.1858
 GQL  H19   H  HCH3  0   0.233   6.9867  -0.0097  -1.1068
 GQL  H19A  H  HCH3  0   0.233   6.4611  -1.4553  -1.9999
 GQL  H19B  H  HCH3  0   0.264   6.6601   0.0907  -2.8454
 GQL  H20   H  HCR6  0   0.286   2.5604   0.5294  -1.2873
 GQL  H16   H  HCR6  0   0.293   5.9610  -1.5694   0.2835
 GQL  HO12  H  HOH1  0   0.498   0.3788  -1.9169   1.0458
 GQL  H27   H  HCR6  0   0.282  -3.9978  -0.3225   1.6183
 GQL  H24   H  HCR6  0   0.305  -3.5736  -3.7887  -0.8768
 GQL  H21   H  HCR6  0   0.281  -1.2800  -0.2634  -1.7208
 GQL  O18   O  O2    0  -0.467   4.9930  -0.0003  -1.7205

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
 GQL  C1   C2    aromatic  1.393  0.020  1.393
 GQL  C1   C7    aromatic  1.416  0.020  1.416
 GQL  C1   C10   single    1.449  0.020  1.449
 GQL  C2   C3    single    1.476  0.020  1.476
 GQL  C2   C4    aromatic  1.396  0.020  1.396
 GQL  C3   C27   aromatic  1.391  0.020  1.391
 GQL  C3   C21   aromatic  1.392  0.020  1.392
 GQL  C4   C5    aromatic  1.389  0.020  1.389
 GQL  C5   N6    aromatic  1.329  0.020  1.329
 GQL  C7   N8    single    1.386  0.020  1.386
 GQL  C7   N6    aromatic  1.320  0.020  1.320
 GQL  C9   C10   single    1.447  0.020  1.447
 GQL  C9   N8    double    1.296  0.020  1.296
 GQL  C10  C11   double    1.368  0.020  1.368
 GQL  C11  C13   single    1.470  0.020  1.470
 GQL  C11  O12   single    1.315  0.020  1.315
 GQL  C13  C14   aromatic  1.399  0.020  1.399
 GQL  C13  C20   aromatic  1.389  0.020  1.389
 GQL  C14  C15   aromatic  1.382  0.020  1.382
 GQL  C15  C16   aromatic  1.390  0.020  1.390
 GQL  C19  O18   single    1.416  0.020  1.416
 GQL  O18  C17   single    1.342  0.020  1.342
 GQL  C17  C20   aromatic  1.395  0.020  1.395
 GQL  C17  C16   aromatic  1.393  0.020  1.393
 GQL  C27  C25   aromatic  1.381  0.020  1.381
 GQL  C25  F26   single    1.339  0.020  1.339
 GQL  C25  C24   aromatic  1.381  0.020  1.381
 GQL  C24  C22   aromatic  1.382  0.020  1.382
 GQL  C22  F23   single    1.339  0.020  1.339
 GQL  C22  C21   aromatic  1.379  0.020  1.379
 GQL  C4   H4    single    0.930  0.020  1.080
 GQL  C5   H5    single    0.930  0.020  1.080
 GQL  C9   H9    single    0.930  0.020  1.080
 GQL  C14  H14   single    0.930  0.020  1.080
 GQL  C15  H15   single    0.930  0.020  1.080
 GQL  C19  H19   single    0.970  0.020  1.090
 GQL  C19  H19A  single    0.970  0.020  1.090
 GQL  C19  H19B  single    0.970  0.020  1.090
 GQL  C20  H20   single    0.930  0.020  1.080
 GQL  C16  H16   single    0.930  0.020  1.080
 GQL  O12  HO12  single    0.850  0.020  0.980
 GQL  C27  H27   single    0.930  0.020  1.080
 GQL  C24  H24   single    0.930  0.020  1.080
 GQL  C21  H21   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
 GQL  C10   C1   C7    104.36  3.000
 GQL  C10   C1   C2    137.60  3.000
 GQL  C7    C1   C2    117.94  3.000
 GQL  C4    C2   C3    119.36  3.000
 GQL  C4    C2   C1    116.28  3.000
 GQL  C3    C2   C1    124.25  3.000
 GQL  C21   C3   C27   120.26  3.000
 GQL  C21   C3   C2    119.26  3.000
 GQL  C27   C3   C2    120.42  3.000
 GQL  H4    C4   C5    119.29  3.000
 GQL  H4    C4   C2    120.16  3.000
 GQL  C5    C4   C2    120.49  3.000
 GQL  H5    C5   N6    116.59  3.000
 GQL  H5    C5   C4    119.51  3.000
 GQL  N6    C5   C4    123.88  3.000
 GQL  N6    C7   N8    122.48  3.000
 GQL  N6    C7   C1    125.44  3.000
 GQL  N8    C7   C1    112.08  3.000
 GQL  H9    C9   N8    121.17  3.000
 GQL  H9    C9   C10   124.89  3.000
 GQL  N8    C9   C10   113.82  3.000
 GQL  C11   C10  C9    123.54  3.000
 GQL  C11   C10  C1    131.53  3.000
 GQL  C9    C10  C1    103.67  3.000
 GQL  O12   C11  C13   117.84  3.000
 GQL  O12   C11  C10   119.04  3.000
 GQL  C13   C11  C10   123.07  3.000
 GQL  C20   C13  C14   120.38  3.000
 GQL  C20   C13  C11   119.80  3.000
 GQL  C14   C13  C11   119.79  3.000
 GQL  H14   C14  C15   119.84  3.000
 GQL  H14   C14  C13   121.19  3.000
 GQL  C15   C14  C13   118.92  3.000
 GQL  H15   C15  C16   119.02  3.000
 GQL  H15   C15  C14   119.72  3.000
 GQL  C16   C15  C14   121.25  3.000
 GQL  H19B  C19  H19A  108.90  3.000
 GQL  H19B  C19  H19   108.78  3.000
 GQL  H19A  C19  H19   108.94  3.000
 GQL  H19B  C19  O18   106.38  3.000
 GQL  H19A  C19  O18   111.85  3.000
 GQL  H19   C19  O18   111.89  3.000
 GQL  C16   C17  C20   119.47  3.000
 GQL  C16   C17  O18   124.54  3.000
 GQL  C20   C17  O18   115.99  3.000
 GQL  H20   C20  C17   119.31  3.000
 GQL  H20   C20  C13   120.45  3.000
 GQL  C17   C20  C13   120.21  3.000
 GQL  H16   C16  C17   121.37  3.000
 GQL  H16   C16  C15   118.88  3.000
 GQL  C17   C16  C15   119.75  3.000
 GQL  HO12  O12  C11   112.01  3.000
 GQL  C9    N8   C7    106.03  3.000
 GQL  C7    N6   C5    115.74  3.000
 GQL  H27   C27  C25   120.35  3.000
 GQL  H27   C27  C3    121.09  3.000
 GQL  C25   C27  C3    118.55  3.000
 GQL  C24   C25  F26   118.30  3.000
 GQL  C24   C25  C27   122.92  3.000
 GQL  F26   C25  C27   118.78  3.000
 GQL  H24   C24  C22   121.62  3.000
 GQL  H24   C24  C25   121.65  3.000
 GQL  C22   C24  C25   116.72  3.000
 GQL  C21   C22  F23   118.82  3.000
 GQL  C21   C22  C24   122.89  3.000
 GQL  F23   C22  C24   118.29  3.000
 GQL  H21   C21  C22   120.26  3.000
 GQL  H21   C21  C3    121.09  3.000
 GQL  C22   C21  C3    118.65  3.000
 GQL  C17   O18  C19   118.65  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
 GQL  CONST_03  C5   C4   C2   C1      0.00   0.0  0
 GQL  CONST_04  C5   N6   C7   C1      0.00   0.0  0
 GQL  CONST_05  N6   C7   C1   C2      0.00   0.0  0
 GQL  CONST_06  C25  C27  C3   C2    180.00   0.0  0
 GQL  CONST_07  C22  C21  C3   C2    180.00   0.0  0
 GQL  CONST_08  N6   C5   C4   C2      0.00   0.0  0
 GQL  CONST_09  C7   C1   C2   C3    180.00   0.0  0
 GQL  CONST_10  C5   C4   C2   C3    180.00   0.0  0
 GQL  CONST_11  C24  C25  C27  C3      0.00   0.0  0
 GQL  CONST_12  C24  C22  C21  C3      0.00   0.0  0
 GQL  CONST_13  C7   C1   C2   C4      0.00   0.0  0
 GQL  CONST_16  C7   N6   C5   C4      0.00   0.0  0
 GQL  CONST_17  C16  C15  C14  C13     0.00   0.0  0
 GQL  CONST_18  C16  C17  C20  C13     0.00   0.0  0
 GQL  CONST_19  C17  C20  C13  C14     0.00   0.0  0
 GQL  CONST_20  C17  C16  C15  C14     0.00   0.0  0
 GQL  CONST_21  C20  C13  C14  C15     0.00   0.0  0
 GQL  CONST_22  C20  C17  C16  C15     0.00   0.0  0
 GQL  CONST_23  C22  C21  C3   C27     0.00   0.0  0
 GQL  CONST_24  C22  C24  C25  C27     0.00   0.0  0
 GQL  CONST_25  C21  C3   C27  C25     0.00   0.0  0
 GQL  CONST_26  C21  C22  C24  C25     0.00   0.0  0
 GQL  CONST_27  C10  C1   C2   C3      0.00   0.0  0
 GQL  CONST_28  F26  C25  C27  C3    180.00   0.0  0
 GQL  CONST_29  F23  C22  C21  C3    180.00   0.0  0
 GQL  CONST_30  C15  C14  C13  C11   180.00   0.0  0
 GQL  CONST_31  C17  C20  C13  C11   180.00   0.0  0
 GQL  CONST_32  O18  C17  C20  C13   180.00   0.0  0
 GQL  CONST_33  O18  C17  C16  C15   180.00   0.0  0
 GQL  CONST_34  F23  C22  C24  C25   180.00   0.0  0
 GQL  CONST_35  C22  C24  C25  F26   180.00   0.0  0
 GQL  CONST_36  H4   C4   C2   C1    180.00   0.0  0
 GQL  CONST_37  H27  C27  C3   C2      0.00   0.0  0
 GQL  CONST_38  H21  C21  C3   C2      0.00   0.0  0
 GQL  CONST_39  H5   C5   C4   C2    180.00   0.0  0
 GQL  CONST_40  H15  C15  C14  C13   180.00   0.0  0
 GQL  CONST_41  H20  C20  C13  C14   180.00   0.0  0
 GQL  CONST_42  H16  C16  C15  C14   180.00   0.0  0
 GQL  CONST_43  H14  C14  C13  C20   180.00   0.0  0
 GQL  CONST_44  H24  C24  C25  C27   180.00   0.0  0
 GQL  Var_01    C13  C11  C10  C1    175.06  30.0  2
 GQL  Var_02    C14  C13  C11  C10   135.69  30.0  2
 GQL  Var_03    C20  C17  O18  C19  -178.83  30.0  2
 GQL  Var_04    H19  C19  O18  C17   -61.69  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
 GQL  plan-1  C2   0.020
 GQL  plan-1  C3   0.020
 GQL  plan-1  C27  0.020
 GQL  plan-1  C25  0.020
 GQL  plan-1  F26  0.020
 GQL  plan-1  C24  0.020
 GQL  plan-1  C22  0.020
 GQL  plan-1  F23  0.020
 GQL  plan-1  C21  0.020
 GQL  plan-1  H27  0.020
 GQL  plan-1  H24  0.020
 GQL  plan-1  H21  0.020
 GQL  plan-2  C11  0.020
 GQL  plan-2  C13  0.020
 GQL  plan-2  C14  0.020
 GQL  plan-2  C15  0.020
 GQL  plan-2  C17  0.020
 GQL  plan-2  C20  0.020
 GQL  plan-2  C16  0.020
 GQL  plan-2  H14  0.020
 GQL  plan-2  H15  0.020
 GQL  plan-2  H20  0.020
 GQL  plan-2  H16  0.020
 GQL  plan-2  O18  0.020
 GQL  plan-3  C1   0.020
 GQL  plan-3  C2   0.020
 GQL  plan-3  C3   0.020
 GQL  plan-3  C4   0.020
 GQL  plan-3  C5   0.020
 GQL  plan-3  C7   0.020
 GQL  plan-3  C9   0.020
 GQL  plan-3  C10  0.020
 GQL  plan-3  C11  0.020
 GQL  plan-3  N8   0.020
 GQL  plan-3  N6   0.020
 GQL  plan-3  H4   0.020
 GQL  plan-3  H5   0.020
 GQL  plan-3  H9   0.020

