# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 09:36:25 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: 1-(4-fluorophenyl)-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(cc1)N2C=CC=C(C(=O)Nc3ccc(Oc4ccnc5[nH]ccc45)c(F)c3)C2=O
#
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
 1FN  1FN  1-(4-fluorophenyl)-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carboxamide  ligand  50  34  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1FN
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
 1FN  C13   C  CR6   0   0.533   2.3345  -0.6243   0.6693
 1FN  C18   C  CR6   0  -0.319  -2.9923   2.2028   0.4745
 1FN  C17   C  C     0   0.571  -1.5139   2.3437   0.6435
 1FN  C20   C  CR6   0   0.610  -3.6281   0.9371   0.1942
 1FN  C22   C  CR16  0   0.067  -5.7419   2.1155   0.2008
 1FN  C23   C  CR16  0  -0.379  -5.1482   3.3097   0.4574
 1FN  C24   C  CR16  0  -0.112  -3.7532   3.3366   0.5952
 1FN  C11   C  CR6   0   0.417   0.5633   0.9952   0.6555
 1FN  C12   C  CR16  0  -0.537   0.9967  -0.3317   0.5550
 1FN  C34   C  CR16  0  -0.230  -5.9650  -1.1318   0.8261
 1FN  C27   C  CR15  0  -0.437   7.4485  -0.9962   1.3035
 1FN  C33   C  CR16  0  -0.418  -6.6450  -2.3093   0.5603
 1FN  C1    C  CR56  0  -0.069   6.6464  -0.6813   0.1668
 1FN  C2    C  CR56  0   0.460   7.4261  -0.9326  -0.9814
 1FN  N3    N  N     0  -0.436   7.0559  -0.7730  -2.2464
 1FN  C4    C  CR16  0  -0.086   5.8207  -0.3289  -2.4022
 1FN  C5    C  CR16  0  -0.440   4.9331  -0.0364  -1.3598
 1FN  C6    C  CR6   0   0.396   5.3499  -0.2172  -0.0511
 1FN  C8    C  CR6   0   0.139   3.2812   0.3666   0.8822
 1FN  C9    C  CR16  0  -0.293   2.8521   1.6762   0.9757
 1FN  C10   C  CR16  0  -0.330   1.5070   2.0024   0.8690
 1FN  F14   F  F     0  -0.299   2.7440  -1.8927   0.5726
 1FN  N15   N  NH1   0  -0.803  -0.8071   1.1951   0.5278
 1FN  O19   O  O     0  -0.468  -1.0160   3.4347   0.8725
 1FN  N21   N  NR6   0  -0.607  -5.0135   0.9816   0.0761
 1FN  O25   O  O     0  -0.505  -3.0569  -0.1456   0.0554
 1FN  C26   C  CR6   0   0.255  -5.6955  -0.2461  -0.2052
 1FN  C28   C  CR15  0  -0.002   8.6517  -1.4138   0.8135
 1FN  N29   N  NR15  0  -0.662   8.6379  -1.3755  -0.5541
 1FN  C30   C  CR16  0  -0.232  -6.0950  -0.5206  -1.5028
 1FN  C31   C  CR16  0  -0.415  -6.7805  -1.6946  -1.7784
 1FN  C32   C  CR6   0   0.544  -7.0399  -2.5674  -0.7394
 1FN  F35   F  F     0  -0.308  -7.7012  -3.7023  -0.9992
 1FN  H22   H  HCR6  0   0.330  -6.8107   2.0051   0.0884
 1FN  H23   H  HCR6  0   0.291  -5.7455   4.2024   0.5558
 1FN  H24   H  HCR6  0   0.290  -3.2618   4.2772   0.8056
 1FN  H12   H  HCR6  0   0.297   0.2917  -1.1380   0.3937
 1FN  H27   H  HCR5  0   0.256   7.1760  -0.9252   2.3435
 1FN  H33   H  HCR6  0   0.292  -6.8680  -3.0105   1.3531
 1FN  H4    H  HCR6  0   0.261   5.4845  -0.1848  -3.4226
 1FN  H5    H  HCR6  0   0.282   3.9463   0.3311  -1.6049
 1FN  H9    H  HCR6  0   0.287   3.5798   2.4603   1.1413
 1FN  H10   H  HCR6  0   0.290   1.2125   3.0343   0.9504
 1FN  HN15  H  HNH1  0   0.443  -1.3766   0.3694   0.3384
 1FN  H28   H  HCR5  0   0.289   9.5319  -1.7423   1.3414
 1FN  HN29  H  HNR5  0   0.413   9.4024  -1.6408  -1.1534
 1FN  H30   H  HCR6  0   0.286  -5.8762   0.1771  -2.3006
 1FN  H31   H  HCR6  0   0.292  -7.1039  -1.9237  -2.7848
 1FN  O7    O  O2    0  -0.489   4.6001   0.0374   1.0455
 1FN  H34   H  HCR6  0   0.284  -5.6543  -0.9044   1.8371

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
 1FN  C13  C12   aromatic  1.374  0.020  1.374
 1FN  C13  C8    aromatic  1.387  0.020  1.387
 1FN  C13  F14   single    1.336  0.020  1.336
 1FN  C18  C17   single    1.495  0.020  1.495
 1FN  C18  C20   single    1.444  0.020  1.444
 1FN  C18  C24   double    1.371  0.020  1.371
 1FN  C17  N15   single    1.354  0.020  1.354
 1FN  C17  O19   double    1.221  0.020  1.221
 1FN  C20  N21   single    1.391  0.020  1.391
 1FN  C20  O25   double    1.232  0.020  1.232
 1FN  C22  C23   double    1.358  0.020  1.358
 1FN  C22  N21   single    1.353  0.020  1.353
 1FN  C23  C24   single    1.402  0.020  1.402
 1FN  C11  C12   aromatic  1.399  0.020  1.399
 1FN  C11  C10   aromatic  1.397  0.020  1.397
 1FN  C11  N15   single    1.391  0.020  1.391
 1FN  C34  C33   aromatic  1.385  0.020  1.385
 1FN  C34  C26   aromatic  1.386  0.020  1.386
 1FN  C27  C1    aromatic  1.426  0.020  1.426
 1FN  C27  C28   aromatic  1.365  0.020  1.365
 1FN  C33  C32   aromatic  1.383  0.020  1.383
 1FN  C1   C2    aromatic  1.410  0.020  1.410
 1FN  C1   C6    aromatic  1.394  0.020  1.394
 1FN  C2   N3    aromatic  1.328  0.020  1.328
 1FN  C2   N29   aromatic  1.359  0.020  1.359
 1FN  N3   C4    aromatic  1.322  0.020  1.322
 1FN  C4   C5    aromatic  1.400  0.020  1.400
 1FN  C5   C6    aromatic  1.385  0.020  1.385
 1FN  C6   O7    single    1.353  0.020  1.353
 1FN  O7   C8    single    1.369  0.020  1.369
 1FN  C8   C9    aromatic  1.381  0.020  1.381
 1FN  C9   C10   aromatic  1.388  0.020  1.388
 1FN  N21  C26   single    1.432  0.020  1.432
 1FN  C26  C30   aromatic  1.385  0.020  1.385
 1FN  C28  N29   aromatic  1.368  0.020  1.368
 1FN  C30  C31   aromatic  1.387  0.020  1.387
 1FN  C31  C32   aromatic  1.381  0.020  1.381
 1FN  C32  F35   single    1.339  0.020  1.339
 1FN  C22  H22   single    0.930  0.020  1.080
 1FN  C23  H23   single    0.930  0.020  1.080
 1FN  C24  H24   single    0.930  0.020  1.080
 1FN  C12  H12   single    0.930  0.020  1.080
 1FN  C34  H34   single    0.930  0.020  1.080
 1FN  C27  H27   single    0.930  0.020  1.080
 1FN  C33  H33   single    0.930  0.020  1.080
 1FN  C4   H4    single    0.930  0.020  1.080
 1FN  C5   H5    single    0.930  0.020  1.080
 1FN  C9   H9    single    0.930  0.020  1.080
 1FN  C10  H10   single    0.930  0.020  1.080
 1FN  N15  HN15  single    0.860  0.020  1.020
 1FN  C28  H28   single    0.930  0.020  1.080
 1FN  N29  HN29  single    0.860  0.020  1.020
 1FN  C30  H30   single    0.930  0.020  1.080
 1FN  C31  H31   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
 1FN  F14   C13  C8   118.69  3.000
 1FN  F14   C13  C12  119.63  3.000
 1FN  C8    C13  C12  121.68  3.000
 1FN  C24   C18  C20  119.85  3.000
 1FN  C24   C18  C17  117.45  3.000
 1FN  C20   C18  C17  122.70  3.000
 1FN  O19   C17  N15  124.15  3.000
 1FN  O19   C17  C18  120.59  3.000
 1FN  N15   C17  C18  115.26  3.000
 1FN  O25   C20  N21  118.70  3.000
 1FN  O25   C20  C18  126.02  3.000
 1FN  N21   C20  C18  115.28  3.000
 1FN  H22   C22  N21  115.93  3.000
 1FN  H22   C22  C23  122.82  3.000
 1FN  N21   C22  C23  121.25  3.000
 1FN  H23   C23  C24  121.75  3.000
 1FN  H23   C23  C22  120.19  3.000
 1FN  C24   C23  C22  118.06  3.000
 1FN  H24   C24  C23  119.19  3.000
 1FN  H24   C24  C18  118.96  3.000
 1FN  C23   C24  C18  121.85  3.000
 1FN  N15   C11  C10  125.18  3.000
 1FN  N15   C11  C12  115.77  3.000
 1FN  C10   C11  C12  119.04  3.000
 1FN  H12   C12  C11  120.99  3.000
 1FN  H12   C12  C13  119.18  3.000
 1FN  C11   C12  C13  119.83  3.000
 1FN  H34   C34  C26  120.35  3.000
 1FN  H34   C34  C33  119.93  3.000
 1FN  C26   C34  C33  119.72  3.000
 1FN  H27   C27  C28  126.14  3.000
 1FN  H27   C27  C1   127.77  3.000
 1FN  C28   C27  C1   106.09  3.000
 1FN  H33   C33  C32  120.60  3.000
 1FN  H33   C33  C34  120.76  3.000
 1FN  C32   C33  C34  118.63  3.000
 1FN  C6    C1   C2   116.50  3.000
 1FN  C6    C1   C27  136.13  3.000
 1FN  C2    C1   C27  107.37  3.000
 1FN  N29   C2   N3   125.97  3.000
 1FN  N29   C2   C1   107.16  3.000
 1FN  N3    C2   C1   126.87  3.000
 1FN  C4    N3   C2   114.41  3.000
 1FN  H4    C4   C5   118.46  3.000
 1FN  H4    C4   N3   116.45  3.000
 1FN  C5    C4   N3   125.09  3.000
 1FN  H5    C5   C6   122.22  3.000
 1FN  H5    C5   C4   118.74  3.000
 1FN  C6    C5   C4   119.04  3.000
 1FN  O7    C6   C5   125.07  3.000
 1FN  O7    C6   C1   116.83  3.000
 1FN  C5    C6   C1   118.09  3.000
 1FN  C9    C8   O7   121.28  3.000
 1FN  C9    C8   C13  118.41  3.000
 1FN  O7    C8   C13  120.27  3.000
 1FN  H9    C9   C10  119.54  3.000
 1FN  H9    C9   C8   119.22  3.000
 1FN  C10   C9   C8   121.24  3.000
 1FN  H10   C10  C9   118.99  3.000
 1FN  H10   C10  C11  121.21  3.000
 1FN  C9    C10  C11  119.80  3.000
 1FN  HN15  N15  C11  116.78  3.000
 1FN  HN15  N15  C17  114.26  3.000
 1FN  C11   N15  C17  128.95  3.000
 1FN  C26   N21  C22  118.68  3.000
 1FN  C26   N21  C20  117.61  3.000
 1FN  C22   N21  C20  123.71  3.000
 1FN  C30   C26  N21  119.42  3.000
 1FN  C30   C26  C34  120.96  3.000
 1FN  N21   C26  C34  119.62  3.000
 1FN  H28   C28  N29  120.42  3.000
 1FN  H28   C28  C27  129.61  3.000
 1FN  N29   C28  C27  109.96  3.000
 1FN  HN29  N29  C28  125.44  3.000
 1FN  HN29  N29  C2   125.15  3.000
 1FN  C28   N29  C2   109.41  3.000
 1FN  H30   C30  C31  119.94  3.000
 1FN  H30   C30  C26  120.30  3.000
 1FN  C31   C30  C26  119.76  3.000
 1FN  H31   C31  C32  120.65  3.000
 1FN  H31   C31  C30  120.79  3.000
 1FN  C32   C31  C30  118.56  3.000
 1FN  F35   C32  C31  118.84  3.000
 1FN  F35   C32  C33  118.79  3.000
 1FN  C31   C32  C33  122.37  3.000
 1FN  C8    O7   C6   118.85  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
 1FN  CONST_01  C10   C11  C12  C13     0.00   0.0  0
 1FN  CONST_02  C10   C9   C8   C13     0.00   0.0  0
 1FN  CONST_03  C8    C13  C12  C11     0.00   0.0  0
 1FN  CONST_04  C8    C9   C10  C11     0.00   0.0  0
 1FN  CONST_05  C9    C8   C13  C12     0.00   0.0  0
 1FN  CONST_06  C9    C10  C11  C12     0.00   0.0  0
 1FN  CONST_07  C31   C32  C33  C34     0.00   0.0  0
 1FN  CONST_08  C31   C30  C26  C34     0.00   0.0  0
 1FN  CONST_09  N3    C2   C1   C27   180.00   0.0  0
 1FN  CONST_10  N29   C2   C1   C27     0.00   0.0  0
 1FN  CONST_11  C5    C6   C1   C27   180.00   0.0  0
 1FN  CONST_12  C2    N29  C28  C27     0.00   0.0  0
 1FN  CONST_13  C30   C26  C34  C33     0.00   0.0  0
 1FN  CONST_14  C30   C31  C32  C33     0.00   0.0  0
 1FN  CONST_15  N29   C28  C27  C1      0.00   0.0  0
 1FN  CONST_16  C4    N3   C2   C1      0.00   0.0  0
 1FN  CONST_17  C28   N29  C2   C1      0.00   0.0  0
 1FN  CONST_18  C4    C5   C6   C1      0.00   0.0  0
 1FN  CONST_19  C28   C27  C1   C2      0.00   0.0  0
 1FN  CONST_20  C5    C6   C1   C2      0.00   0.0  0
 1FN  CONST_21  C5    C4   N3   C2      0.00   0.0  0
 1FN  CONST_22  C6    C1   C2   N3      0.00   0.0  0
 1FN  CONST_23  C28   N29  C2   N3    180.00   0.0  0
 1FN  CONST_24  C6    C5   C4   N3      0.00   0.0  0
 1FN  CONST_25  N29   C2   N3   C4    180.00   0.0  0
 1FN  CONST_26  C28   C27  C1   C6    180.00   0.0  0
 1FN  CONST_27  N29   C2   C1   C6    180.00   0.0  0
 1FN  CONST_28  C32   C33  C34  C26     0.00   0.0  0
 1FN  CONST_29  C32   C31  C30  C26     0.00   0.0  0
 1FN  CONST_30  N21   C26  C34  C33   180.00   0.0  0
 1FN  CONST_31  C31   C30  C26  N21   180.00   0.0  0
 1FN  CONST_32  C22   N21  C20  C18     0.00   0.0  0
 1FN  CONST_33  C26   N21  C20  C18   180.00   0.0  0
 1FN  CONST_34  N15   C11  C12  C13   180.00   0.0  0
 1FN  CONST_35  F14   C13  C12  C11   180.00   0.0  0
 1FN  CONST_36  O7    C8   C13  C12   180.00   0.0  0
 1FN  CONST_37  F35   C32  C33  C34   180.00   0.0  0
 1FN  CONST_38  O7    C6   C1   C27     0.00   0.0  0
 1FN  CONST_39  O7    C6   C1   C2    180.00   0.0  0
 1FN  CONST_40  O7    C6   C5   C4    180.00   0.0  0
 1FN  CONST_41  C10   C9   C8   O7    180.00   0.0  0
 1FN  CONST_42  F14   C13  C8   C9    180.00   0.0  0
 1FN  CONST_43  N15   C11  C10  C9    180.00   0.0  0
 1FN  CONST_44  F35   C32  C31  C30   180.00   0.0  0
 1FN  CONST_45  O25   C20  N21  C22   180.00   0.0  0
 1FN  CONST_46  C26   N21  C20  O25     0.00   0.0  0
 1FN  CONST_47  H9    C9   C8   C13   180.00   0.0  0
 1FN  CONST_48  H10   C10  C11  C12   180.00   0.0  0
 1FN  CONST_49  H30   C30  C26  C34   180.00   0.0  0
 1FN  CONST_50  HN29  N29  C28  C27   180.00   0.0  0
 1FN  CONST_51  H31   C31  C32  C33   180.00   0.0  0
 1FN  CONST_52  H28   C28  C27  C1    180.00   0.0  0
 1FN  CONST_53  H5    C5   C6   C1    180.00   0.0  0
 1FN  CONST_54  H27   C27  C1   C2    180.00   0.0  0
 1FN  CONST_55  H4    C4   N3   C2    180.00   0.0  0
 1FN  CONST_56  H12   C12  C13  C8    180.00   0.0  0
 1FN  CONST_57  H34   C34  C26  N21     0.00   0.0  0
 1FN  CONST_58  H33   C33  C34  C26   180.00   0.0  0
 1FN  CONST_59  C11   N15  C17  C18   180.00   0.0  0
 1FN  CONST_60  C12   C11  N15  C17   180.00   0.0  0
 1FN  CONST_61  C10   C11  N15  C17     0.00   0.0  0
 1FN  CONST_62  HN15  N15  C11  C12     0.00   0.0  0
 1FN  CONST_63  O19   C17  N15  C11     0.00   0.0  0
 1FN  Var_01    C34   C26  N21  C20    81.11  30.0  2
 1FN  Var_02    C9    C8   O7   C6   -101.95  30.0  2
 1FN  Var_03    N15   C17  C18  C20    -0.60  30.0  2

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
 1FN  plan-1  C13   0.020
 1FN  plan-1  C11   0.020
 1FN  plan-1  C12   0.020
 1FN  plan-1  C8    0.020
 1FN  plan-1  C9    0.020
 1FN  plan-1  C10   0.020
 1FN  plan-1  F14   0.020
 1FN  plan-1  N15   0.020
 1FN  plan-1  H12   0.020
 1FN  plan-1  H9    0.020
 1FN  plan-1  H10   0.020
 1FN  plan-1  O7    0.020
 1FN  plan-2  C18   0.020
 1FN  plan-2  C17   0.020
 1FN  plan-2  C20   0.020
 1FN  plan-2  C22   0.020
 1FN  plan-2  C23   0.020
 1FN  plan-2  C24   0.020
 1FN  plan-2  N21   0.020
 1FN  plan-2  O25   0.020
 1FN  plan-2  C26   0.020
 1FN  plan-2  H22   0.020
 1FN  plan-2  H23   0.020
 1FN  plan-2  H24   0.020
 1FN  plan-3  C34   0.020
 1FN  plan-3  C33   0.020
 1FN  plan-3  N21   0.020
 1FN  plan-3  C26   0.020
 1FN  plan-3  C30   0.020
 1FN  plan-3  C31   0.020
 1FN  plan-3  C32   0.020
 1FN  plan-3  F35   0.020
 1FN  plan-3  H33   0.020
 1FN  plan-3  H30   0.020
 1FN  plan-3  H31   0.020
 1FN  plan-3  H34   0.020
 1FN  plan-4  C27   0.020
 1FN  plan-4  C1    0.020
 1FN  plan-4  C2    0.020
 1FN  plan-4  N3    0.020
 1FN  plan-4  C4    0.020
 1FN  plan-4  C5    0.020
 1FN  plan-4  C6    0.020
 1FN  plan-4  C28   0.020
 1FN  plan-4  N29   0.020
 1FN  plan-4  H27   0.020
 1FN  plan-4  H4    0.020
 1FN  plan-4  H5    0.020
 1FN  plan-4  H28   0.020
 1FN  plan-4  HN29  0.020
 1FN  plan-4  O7    0.020
 1FN  plan-5  C18   0.020
 1FN  plan-5  C17   0.020
 1FN  plan-5  C11   0.020
 1FN  plan-5  N15   0.020
 1FN  plan-5  O19   0.020
 1FN  plan-5  HN15  0.020

