# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 00:58:47 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: N-{4-[(2-amino-3-chloropyridin-4-yl)oxy]-3-fluorophenyl}-4-ethoxy-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC1=C(C(=O)Nc2ccc(Oc3ccnc(N)c3Cl)c(F)c2)C(=O)N(C=C1)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
 353  353  N-{4-[(2-amino-3-chloropyridin-4-yl)oxy]-3-fluorophenyl}-4-ethoxy-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide  ligand  55  36  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_353
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
 353  C1    C   CR16  0  -0.232  -6.0141  -1.4019  -1.3030
 353  C2    C   CR16  0  -0.234  -5.7816  -1.8609   1.0522
 353  C3    C   CR16  0  -0.378   1.0555  -1.0291  -0.9060
 353  C4    C   CR16  0  -0.283   2.3873  -1.3468  -1.0901
 353  C5    C   CR16  0  -0.416  -6.7046  -2.5921  -1.4725
 353  C6    C   CR16  0  -0.417  -6.4698  -3.0539   0.8937
 353  C7    C   CR16  0  -0.447   4.9859  -1.3880   1.2744
 353  C8    C   CR16  0  -0.513   1.6650   1.1636  -0.1167
 353  C9    C   CR16  0  -0.056   5.9098  -1.8124   2.2094
 353  C10   C   CR6   0   0.258  -5.5596  -1.0430  -0.0441
 353  C11   C   CR6   0   0.411   0.6720   0.2268  -0.4175
 353  C12   C   CR6   0   0.125   3.3709  -0.4177  -0.7973
 353  C13   C   CR6   0   0.550   5.4653  -1.0961  -0.0006
 353  C14   C   CR6   0   0.543  -6.9174  -3.3958  -0.3685
 353  C15   C   CR6   0   0.553   2.9862   0.8189  -0.3121
 353  C16   C   CR6   0  -0.300   6.8178  -1.2460  -0.2587
 353  C17   C   CR6   0   0.503   7.6755  -1.6860   0.7636
 353  C18   C   CR16  0  -0.504  -4.9969   2.5271   0.5102
 353  C19   C   CR16  0   0.072  -5.5868   1.3196   0.3616
 353  C20   C   CR6   0  -0.435  -2.8181   1.4624   0.2251
 353  C21   C   CR6   0   0.538  -3.5842   2.6163   0.4363
 353  C22   C   CR6   0   0.606  -3.4850   0.2007   0.0270
 353  C23   C   C     0   0.571  -1.3275   1.5449   0.2133
 353  C24   C   CH3   0  -0.677  -2.7205   6.1213   0.7613
 353  C25   C   CH2   0  -0.209  -3.7165   4.9890   0.7219
 353  N26   N   N     0  -0.464   7.2065  -1.9593   1.9814
 353  N27   N   NR6   0  -0.619  -4.8732   0.2003   0.1303
 353  N28   N   NH2   0  -0.827   8.9961  -1.8886   0.5445
 353  N29   N   NH1   0  -0.795  -0.6905   0.4470  -0.2817
 353  O31   O   O     0  -0.458  -0.7238   2.5257   0.6135
 353  O32   O   O2    0  -0.486   4.6960  -0.6877  -1.0273
 353  O33   O   O2    0  -0.415  -2.9754   3.7749   0.5490
 353  F34   F   F     0  -0.309  -7.5848  -4.5460  -0.5277
 353  F35   F   F     0  -0.302   3.9379   1.7111  -0.0152
 353  CL36  CL  CL    0  -0.102   7.4364  -0.8945  -1.8322
 353  H1    H   HCR6  0   0.284  -5.8344  -0.7559  -2.1522
 353  H2    H   HCR6  0   0.284  -5.4242  -1.5681   2.0305
 353  H3    H   HCR6  0   0.279   0.3000  -1.7668  -1.1448
 353  H4    H   HCR6  0   0.289   2.6671  -2.3208  -1.4699
 353  H5    H   HCR6  0   0.292  -7.0699  -2.8868  -2.4470
 353  H6    H   HCR6  0   0.291  -6.6556  -3.7030   1.7389
 353  H8    H   HCR6  0   0.307   1.4275   2.1441   0.2618
 353  H9    H   HCR6  0   0.270   5.5744  -2.0492   3.2127
 353  H18   H   HCR6  0   0.313  -5.6235   3.3870   0.6831
 353  H19   H   HCR6  0   0.333  -6.6591   1.2005   0.4167
 353  H24   H   HCH3  0   0.240  -2.0283   6.0142   1.5956
 353  H24A  H   HCH3  0   0.240  -2.1492   6.1792  -0.1647
 353  H24B  H   HCH3  0   0.242  -3.2557   7.0620   0.8852
 353  H25   H   HCH2  0   0.244  -4.2900   4.9442   1.6512
 353  H25A  H   HCH2  0   0.243  -4.4161   5.1184  -0.1074
 353  HN28  H   HNH2  0   0.394   9.4441  -1.4436  -0.2380
 353  HN2A  H   HNH2  0   0.394   9.5725  -2.0023   1.3615
 353  HN29  H   HNH1  0   0.438  -1.3060  -0.3396  -0.4919
 353  O30   O   O     0  -0.518  -2.9364  -0.8761  -0.2249
 353  H7    H   HCR6  0   0.287   3.9411  -1.3018   1.5356

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
 353  C1   C5    aromatic  1.386  0.020  1.386
 353  C1   C10   aromatic  1.386  0.020  1.386
 353  C2   C6    aromatic  1.386  0.020  1.386
 353  C2   C10   aromatic  1.386  0.020  1.386
 353  C3   C4    aromatic  1.382  0.020  1.382
 353  C3   C11   aromatic  1.401  0.020  1.401
 353  C4   C12   aromatic  1.384  0.020  1.384
 353  C5   C14   aromatic  1.382  0.020  1.382
 353  C6   C14   aromatic  1.382  0.020  1.382
 353  C7   C9    aromatic  1.381  0.020  1.381
 353  C7   C13   aromatic  1.393  0.020  1.393
 353  C8   C11   aromatic  1.398  0.020  1.398
 353  C8   C15   aromatic  1.379  0.020  1.379
 353  C9   N26   aromatic  1.325  0.020  1.325
 353  C10  N27   single    1.431  0.020  1.431
 353  C11  N29   single    1.387  0.020  1.387
 353  C12  C15   aromatic  1.383  0.020  1.383
 353  C12  O32   single    1.372  0.020  1.372
 353  C13  C16   aromatic  1.385  0.020  1.385
 353  C13  O32   single    1.346  0.020  1.346
 353  C14  F34   single    1.339  0.020  1.339
 353  C15  F35   single    1.338  0.020  1.338
 353  C16  C17   aromatic  1.405  0.020  1.405
 353  C16  CL36  single    1.727  0.020  1.727
 353  C17  N26   aromatic  1.333  0.020  1.333
 353  C17  N28   single    1.354  0.020  1.354
 353  C18  C19   double    1.352  0.020  1.352
 353  C18  C21   single    1.417  0.020  1.417
 353  C19  N27   single    1.347  0.020  1.347
 353  C20  C21   double    1.401  0.020  1.401
 353  C20  C22   single    1.441  0.020  1.441
 353  C20  C23   single    1.493  0.020  1.493
 353  C21  O33   single    1.314  0.020  1.314
 353  C22  N27   single    1.392  0.020  1.392
 353  C22  O30   double    1.234  0.020  1.234
 353  C23  N29   single    1.362  0.020  1.362
 353  C23  O31   double    1.219  0.020  1.219
 353  C24  C25   single    1.508  0.020  1.508
 353  C25  O33   single    1.433  0.020  1.433
 353  C1   H1    single    0.930  0.020  1.080
 353  C2   H2    single    0.930  0.020  1.080
 353  C3   H3    single    0.930  0.020  1.080
 353  C4   H4    single    0.930  0.020  1.080
 353  C5   H5    single    0.930  0.020  1.080
 353  C6   H6    single    0.930  0.020  1.080
 353  C7   H7    single    0.930  0.020  1.080
 353  C8   H8    single    0.930  0.020  1.080
 353  C9   H9    single    0.930  0.020  1.080
 353  C18  H18   single    0.930  0.020  1.080
 353  C19  H19   single    0.930  0.020  1.080
 353  C24  H24   single    0.970  0.020  1.090
 353  C24  H24A  single    0.970  0.020  1.090
 353  C24  H24B  single    0.970  0.020  1.090
 353  C25  H25   single    0.970  0.020  1.090
 353  C25  H25A  single    0.970  0.020  1.090
 353  N28  HN28  single    0.890  0.020  1.040
 353  N28  HN2A  single    0.890  0.020  1.040
 353  N29  HN29  single    0.860  0.020  1.020

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
 353  H1    C1   C10   120.26  3.000
 353  H1    C1   C5    119.95  3.000
 353  C10   C1   C5    119.79  3.000
 353  H2    C2   C10   120.18  3.000
 353  H2    C2   C6    120.02  3.000
 353  C10   C2   C6    119.80  3.000
 353  H3    C3   C11   119.78  3.000
 353  H3    C3   C4    119.12  3.000
 353  C11   C3   C4    121.09  3.000
 353  H4    C4   C12   119.64  3.000
 353  H4    C4   C3    120.19  3.000
 353  C12   C4   C3    120.16  3.000
 353  H5    C5   C14   120.61  3.000
 353  H5    C5   C1    120.82  3.000
 353  C14   C5   C1    118.57  3.000
 353  H6    C6   C14   120.63  3.000
 353  H6    C6   C2    120.82  3.000
 353  C14   C6   C2    118.55  3.000
 353  H7    C7   C13   122.50  3.000
 353  H7    C7   C9    120.51  3.000
 353  C13   C7   C9    116.99  3.000
 353  H8    C8   C15   119.23  3.000
 353  H8    C8   C11   121.92  3.000
 353  C15   C8   C11   118.85  3.000
 353  H9    C9   N26   115.97  3.000
 353  H9    C9   C7    119.12  3.000
 353  N26   C9   C7    124.91  3.000
 353  N27   C10  C2    119.56  3.000
 353  N27   C10  C1    119.55  3.000
 353  C2    C10  C1    120.89  3.000
 353  N29   C11  C8    124.78  3.000
 353  N29   C11  C3    116.45  3.000
 353  C8    C11  C3    118.77  3.000
 353  O32   C12  C15   120.23  3.000
 353  O32   C12  C4    121.25  3.000
 353  C15   C12  C4    118.47  3.000
 353  O32   C13  C16   116.66  3.000
 353  O32   C13  C7    124.40  3.000
 353  C16   C13  C7    118.94  3.000
 353  F34   C14  C6    118.84  3.000
 353  F34   C14  C5    118.76  3.000
 353  C6    C14  C5    122.40  3.000
 353  F35   C15  C12   118.44  3.000
 353  F35   C15  C8    118.90  3.000
 353  C12   C15  C8    122.66  3.000
 353  CL36  C16  C17   120.53  3.000
 353  CL36  C16  C13   119.84  3.000
 353  C17   C16  C13   119.63  3.000
 353  N28   C17  N26   117.40  3.000
 353  N28   C17  C16   121.64  3.000
 353  N26   C17  C16   120.93  3.000
 353  H18   C18  C21   122.52  3.000
 353  H18   C18  C19   118.45  3.000
 353  C21   C18  C19   119.03  3.000
 353  H19   C19  N27   116.29  3.000
 353  H19   C19  C18   121.73  3.000
 353  N27   C19  C18   121.98  3.000
 353  C23   C20  C22   120.62  3.000
 353  C23   C20  C21   120.11  3.000
 353  C22   C20  C21   119.26  3.000
 353  O33   C21  C20   119.07  3.000
 353  O33   C21  C18   120.86  3.000
 353  C20   C21  C18   120.07  3.000
 353  O30   C22  N27   117.27  3.000
 353  O30   C22  C20   125.89  3.000
 353  N27   C22  C20   116.85  3.000
 353  O31   C23  N29   122.41  3.000
 353  O31   C23  C20   122.42  3.000
 353  N29   C23  C20   115.17  3.000
 353  H24B  C24  H24A  107.96  3.000
 353  H24B  C24  H24   108.05  3.000
 353  H24A  C24  H24   108.84  3.000
 353  H24B  C24  C25   109.07  3.000
 353  H24A  C24  C25   111.34  3.000
 353  H24   C24  C25   111.45  3.000
 353  H25A  C25  H25   108.31  3.000
 353  H25A  C25  O33   109.87  3.000
 353  H25   C25  O33   109.83  3.000
 353  H25A  C25  C24   110.71  3.000
 353  H25   C25  C24   110.80  3.000
 353  O33   C25  C24   107.32  3.000
 353  C17   N26  C9    118.61  3.000
 353  C22   N27  C19   122.73  3.000
 353  C22   N27  C10   118.01  3.000
 353  C19   N27  C10   119.25  3.000
 353  HN2A  N28  HN28  115.26  3.000
 353  HN2A  N28  C17   116.37  3.000
 353  HN28  N28  C17   119.62  3.000
 353  HN29  N29  C23   114.45  3.000
 353  HN29  N29  C11   116.74  3.000
 353  C23   N29  C11   128.53  3.000
 353  C13   O32  C12   118.93  3.000
 353  C25   O33  C21   121.19  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
 353  CONST_01  C6    C14  C5   C1      0.00   0.0  0
 353  CONST_02  C6    C2   C10  C1      0.00   0.0  0
 353  CONST_03  C5    C14  C6   C2      0.00   0.0  0
 353  CONST_04  C5    C1   C10  C2      0.00   0.0  0
 353  CONST_05  C15   C12  C4   C3      0.00   0.0  0
 353  CONST_06  C15   C8   C11  C3      0.00   0.0  0
 353  CONST_07  C8    C11  C3   C4      0.00   0.0  0
 353  CONST_08  C8    C15  C12  C4      0.00   0.0  0
 353  CONST_09  C17   N26  C9   C7      0.00   0.0  0
 353  CONST_10  C17   C16  C13  C7      0.00   0.0  0
 353  CONST_11  C16   C13  C7   C9      0.00   0.0  0
 353  CONST_12  C16   C17  N26  C9      0.00   0.0  0
 353  CONST_13  C14   C5   C1   C10     0.00   0.0  0
 353  CONST_14  C14   C6   C2   C10     0.00   0.0  0
 353  CONST_15  C12   C4   C3   C11     0.00   0.0  0
 353  CONST_16  C12   C15  C8   C11     0.00   0.0  0
 353  CONST_17  N26   C9   C7   C13     0.00   0.0  0
 353  CONST_18  N26   C17  C16  C13     0.00   0.0  0
 353  CONST_19  N27   C10  C1   C5    180.00   0.0  0
 353  CONST_20  N27   C10  C2   C6    180.00   0.0  0
 353  CONST_21  C20   C22  N27  C10   180.00   0.0  0
 353  CONST_22  C20   C22  N27  C19     0.00   0.0  0
 353  CONST_23  F34   C14  C5   C1    180.00   0.0  0
 353  CONST_24  F34   C14  C6   C2    180.00   0.0  0
 353  CONST_25  O32   C12  C4   C3    180.00   0.0  0
 353  CONST_26  N29   C11  C3   C4    180.00   0.0  0
 353  CONST_27  F35   C15  C12  C4    180.00   0.0  0
 353  CONST_28  CL36  C16  C13  C7    180.00   0.0  0
 353  CONST_29  O32   C12  C15  C8    180.00   0.0  0
 353  CONST_30  O32   C13  C7   C9    180.00   0.0  0
 353  CONST_31  N28   C17  N26  C9    180.00   0.0  0
 353  CONST_32  F35   C15  C8   C11   180.00   0.0  0
 353  CONST_33  N28   C17  C16  C13   180.00   0.0  0
 353  CONST_34  N29   C11  C8   C15   180.00   0.0  0
 353  CONST_35  O32   C13  C16  C17   180.00   0.0  0
 353  CONST_36  CL36  C16  C17  N26   180.00   0.0  0
 353  CONST_37  O30   C22  N27  C10     0.00   0.0  0
 353  CONST_38  O30   C22  N27  C19   180.00   0.0  0
 353  CONST_39  H2    C2   C10  C1    180.00   0.0  0
 353  CONST_40  H1    C1   C10  C2    180.00   0.0  0
 353  CONST_41  H8    C8   C11  C3    180.00   0.0  0
 353  CONST_42  H6    C6   C14  C5    180.00   0.0  0
 353  CONST_43  H5    C5   C14  C6    180.00   0.0  0
 353  CONST_44  H3    C3   C11  C8    180.00   0.0  0
 353  CONST_45  H4    C4   C3   C11   180.00   0.0  0
 353  CONST_46  H9    C9   C7   C13   180.00   0.0  0
 353  CONST_47  H7    C7   C13  C16   180.00   0.0  0
 353  CONST_48  C20   C23  N29  C11   180.00   0.0  0
 353  CONST_49  C23   N29  C11  C3    180.00   0.0  0
 353  CONST_50  C23   N29  C11  C8      0.00   0.0  0
 353  CONST_51  HN29  N29  C11  C3      0.00   0.0  0
 353  CONST_53  HN2A  N28  C17  C16   180.00   0.0  0
 353  CONST_54  O31   C23  N29  C11     0.00   0.0  0
 353  Var_01    C19   N27  C10  C1     86.72  30.0  2
 353  Var_02    C16   C13  O32  C12  -174.68  30.0  2
 353  Var_03    C15   C12  O32  C13    83.85  30.0  1
 353  Var_04    N29   C23  C20  C21  -166.34  30.0  2
 353  Var_05    C24   C25  O33  C21  -177.83  30.0  2
 353  Var_06    H24   C24  C25  O33   -61.18  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
 353  plan-1  C1    0.020
 353  plan-1  C2    0.020
 353  plan-1  C5    0.020
 353  plan-1  C6    0.020
 353  plan-1  C10   0.020
 353  plan-1  C14   0.020
 353  plan-1  N27   0.020
 353  plan-1  F34   0.020
 353  plan-1  H1    0.020
 353  plan-1  H2    0.020
 353  plan-1  H5    0.020
 353  plan-1  H6    0.020
 353  plan-2  C3    0.020
 353  plan-2  C4    0.020
 353  plan-2  C8    0.020
 353  plan-2  C11   0.020
 353  plan-2  C12   0.020
 353  plan-2  C15   0.020
 353  plan-2  N29   0.020
 353  plan-2  O32   0.020
 353  plan-2  F35   0.020
 353  plan-2  H3    0.020
 353  plan-2  H4    0.020
 353  plan-2  H8    0.020
 353  plan-3  C7    0.020
 353  plan-3  C9    0.020
 353  plan-3  C13   0.020
 353  plan-3  C16   0.020
 353  plan-3  C17   0.020
 353  plan-3  N26   0.020
 353  plan-3  N28   0.020
 353  plan-3  O32   0.020
 353  plan-3  CL36  0.020
 353  plan-3  H9    0.020
 353  plan-3  H7    0.020
 353  plan-4  C10   0.020
 353  plan-4  C18   0.020
 353  plan-4  C19   0.020
 353  plan-4  C20   0.020
 353  plan-4  C21   0.020
 353  plan-4  C22   0.020
 353  plan-4  C23   0.020
 353  plan-4  N27   0.020
 353  plan-4  O33   0.020
 353  plan-4  H18   0.020
 353  plan-4  H19   0.020
 353  plan-4  O30   0.020
 353  plan-5  C11   0.020
 353  plan-5  C20   0.020
 353  plan-5  C23   0.020
 353  plan-5  N29   0.020
 353  plan-5  O31   0.020
 353  plan-5  HN29  0.020
 353  plan-6  C17   0.020
 353  plan-6  N28   0.020
 353  plan-6  HN28  0.020
 353  plan-6  HN2A  0.020

