# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 16:23:17 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: N-({4-[(2-aminopyridin-4-yl)oxy]-3-fluorophenyl}carbamoyl)-2-(4-fluorophenyl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cc(Oc2ccc(NC(=O)NC(=O)Cc3ccc(F)cc3)cc2F)ccn1
#
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
 319  319  N-({4-[(2-aminopyridin-4-yl)oxy]-3-fluorophenyl}carbamoyl)-2-(4-fluorophenyl)acetamide  ligand  45  29  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_319
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
 319  C1    C  CR16  0  -0.281   -6.9115  -1.3794  -0.2554
 319  C2    C  CR16  0  -0.281   -6.8336   0.3269   1.4201
 319  C3    C  CR16  0  -0.322    1.4488   0.8372  -1.0181
 319  C4    C  CR16  0  -0.292    2.7721   1.0246  -1.3913
 319  C5    C  CR16  0  -0.397   -8.2381  -1.0732  -0.5230
 319  C6    C  CR16  0  -0.398   -8.1597   0.6500   1.1698
 319  C7    C  CR16  0  -0.434    7.2789   0.5656  -1.1832
 319  C8    C  CR16  0  -0.517    2.0153  -1.3632  -0.2179
 319  C9    C  CR16  0  -0.484    5.6947   0.8659   0.5995
 319  C10   C  CR16  0  -0.060    8.2565   0.9253  -0.2815
 319  C11   C  CR6   0   0.141   -6.1940  -0.6877   0.7153
 319  C12   C  CR6   0   0.402    1.0592  -0.3657  -0.4279
 319  C13   C  CR6   0   0.138    3.7194   0.0384  -1.1929
 319  C14   C  CR6   0   0.463    5.9639   0.5400  -0.7127
 319  C15   C  CR6   0   0.512   -8.8381  -0.0594   0.1980
 319  C16   C  CR6   0   0.527    3.3194  -1.1480  -0.5973
 319  C17   C  CR6   0   0.463    6.7787   1.2104   1.4274
 319  C18   C  C     0   0.574   -3.8102  -0.1987   0.1143
 319  C19   C  C     0   0.758   -1.3863   0.0056  -0.3189
 319  C20   C  CH2   0  -0.712   -4.7563  -1.0158   0.9766
 319  N21   N  N     0  -0.471    8.0370   1.2419   0.9916
 319  N22   N  NH2   0  -0.835    6.5719   1.4890   2.7419
 319  N23   N  NH1   0  -0.794   -0.2353  -0.6530   0.0045
 319  N24   N  NH1   0  -0.750   -2.4945  -0.5702   0.2923
 319  O25   O  O     0  -0.412   -4.1757   0.6730  -0.6341
 319  O26   O  O     0  -0.458   -1.4458   0.9725  -1.0424
 319  O27   O  O2    0  -0.497    5.0112   0.1982  -1.6145
 319  F28   F  F     0  -0.316  -10.1233   0.2420  -0.0510
 319  F29   F  F     0  -0.298    4.2308  -2.1030  -0.3913
 319  H1    H  HCR6  0   0.263   -6.4335  -2.1750  -0.8139
 319  H2    H  HCR6  0   0.263   -6.2940   0.8753   2.1825
 319  H3    H  HCR6  0   0.290    0.7439   1.6332  -1.1851
 319  H4    H  HCR6  0   0.288    3.0709   1.9591  -1.8483
 319  H5    H  HCR6  0   0.280   -8.7940  -1.6147  -1.2767
 319  H6    H  HCR6  0   0.280   -8.6555   1.4375   1.7220
 319  H8    H  HCR6  0   0.302    1.7438  -2.3094   0.2346
 319  H9    H  HCR6  0   0.283    4.6897   0.8714   1.0004
 319  H10   H  HCR6  0   0.261    9.2909   0.9606  -0.6061
 319  H20   H  HCH2  0   0.311   -4.4997  -0.8349   2.0250
 319  H20A  H  HCH2  0   0.306   -4.5640  -2.0779   0.8001
 319  HN22  H  HNH2  0   0.393    5.6433   1.7326   3.0412
 319  HN2A  H  HNH2  0   0.385    7.3134   1.9627   3.2303
 319  HN23  H  HNH1  0   0.424   -0.3195  -1.5029   0.5410
 319  HN24  H  HNH1  0   0.430   -2.3380  -1.3350   0.9337
 319  H7    H  HCR6  0   0.271    7.5189   0.3142  -2.2065

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
 319  C1   C5    aromatic  1.387  0.020  1.387
 319  C1   C11   aromatic  1.391  0.020  1.391
 319  C2   C6    aromatic  1.388  0.020  1.388
 319  C2   C11   aromatic  1.391  0.020  1.391
 319  C3   C4    aromatic  1.388  0.020  1.388
 319  C3   C12   aromatic  1.395  0.020  1.395
 319  C4   C13   aromatic  1.382  0.020  1.382
 319  C5   C15   aromatic  1.381  0.020  1.381
 319  C6   C15   aromatic  1.381  0.020  1.381
 319  C7   C10   aromatic  1.378  0.020  1.378
 319  C7   C14   aromatic  1.397  0.020  1.397
 319  C8   C12   aromatic  1.398  0.020  1.398
 319  C8   C16   aromatic  1.375  0.020  1.375
 319  C9   C14   aromatic  1.379  0.020  1.379
 319  C9   C17   aromatic  1.407  0.020  1.407
 319  C10  N21   aromatic  1.330  0.020  1.330
 319  C11  C20   single    1.498  0.020  1.498
 319  C12  N23   single    1.395  0.020  1.395
 319  C13  C16   aromatic  1.386  0.020  1.386
 319  C13  O27   single    1.368  0.020  1.368
 319  C14  O27   single    1.356  0.020  1.356
 319  C15  F28   single    1.343  0.020  1.343
 319  C16  F29   single    1.336  0.020  1.336
 319  C17  N21   aromatic  1.332  0.020  1.332
 319  C17  N22   single    1.359  0.020  1.359
 319  C18  C20   single    1.519  0.020  1.519
 319  C18  N24   single    1.379  0.020  1.379
 319  C18  O25   double    1.206  0.020  1.206
 319  C19  N23   single    1.365  0.020  1.365
 319  C19  N24   single    1.390  0.020  1.390
 319  C19  O26   double    1.209  0.020  1.209
 319  C1   H1    single    0.930  0.020  1.080
 319  C2   H2    single    0.930  0.020  1.080
 319  C3   H3    single    0.930  0.020  1.080
 319  C4   H4    single    0.930  0.020  1.080
 319  C5   H5    single    0.930  0.020  1.080
 319  C6   H6    single    0.930  0.020  1.080
 319  C7   H7    single    0.930  0.020  1.080
 319  C8   H8    single    0.930  0.020  1.080
 319  C9   H9    single    0.930  0.020  1.080
 319  C10  H10   single    0.930  0.020  1.080
 319  C20  H20   single    0.970  0.020  1.090
 319  C20  H20A  single    0.970  0.020  1.090
 319  N22  HN22  single    0.890  0.020  1.040
 319  N22  HN2A  single    0.890  0.020  1.040
 319  N23  HN23  single    0.860  0.020  1.020
 319  N24  HN24  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
 319  H1    C1   C11   119.82  3.000
 319  H1    C1   C5    118.98  3.000
 319  C11   C1   C5    121.19  3.000
 319  H2    C2   C11   119.79  3.000
 319  H2    C2   C6    119.02  3.000
 319  C11   C2   C6    121.18  3.000
 319  H3    C3   C12   121.35  3.000
 319  H3    C3   C4    118.88  3.000
 319  C12   C3   C4    119.76  3.000
 319  H4    C4   C13   119.19  3.000
 319  H4    C4   C3    119.56  3.000
 319  C13   C4   C3    121.25  3.000
 319  H5    C5   C15   120.52  3.000
 319  H5    C5   C1    121.01  3.000
 319  C15   C5   C1    118.47  3.000
 319  H6    C6   C15   120.52  3.000
 319  H6    C6   C2    121.01  3.000
 319  C15   C6   C2    118.47  3.000
 319  H7    C7   C14   121.58  3.000
 319  H7    C7   C10   121.52  3.000
 319  C14   C7   C10   116.89  3.000
 319  H8    C8   C16   119.32  3.000
 319  H8    C8   C12   120.98  3.000
 319  C16   C8   C12   119.71  3.000
 319  H9    C9   C17   119.77  3.000
 319  H9    C9   C14   122.35  3.000
 319  C17   C9   C14   117.88  3.000
 319  H10   C10  N21   115.85  3.000
 319  H10   C10  C7    119.29  3.000
 319  N21   C10  C7    124.86  3.000
 319  C20   C11  C2    120.84  3.000
 319  C20   C11  C1    120.53  3.000
 319  C2    C11  C1    118.62  3.000
 319  N23   C12  C8    116.19  3.000
 319  N23   C12  C3    124.60  3.000
 319  C8    C12  C3    119.20  3.000
 319  O27   C13  C16   120.31  3.000
 319  O27   C13  C4    121.31  3.000
 319  C16   C13  C4    118.34  3.000
 319  O27   C14  C9    123.75  3.000
 319  O27   C14  C7    116.24  3.000
 319  C9    C14  C7    120.00  3.000
 319  F28   C15  C6    119.02  3.000
 319  F28   C15  C5    118.92  3.000
 319  C6    C15  C5    122.06  3.000
 319  F29   C16  C13   118.76  3.000
 319  F29   C16  C8    119.51  3.000
 319  C13   C16  C8    121.74  3.000
 319  N22   C17  N21   117.08  3.000
 319  N22   C17  C9    120.13  3.000
 319  N21   C17  C9    122.76  3.000
 319  O25   C18  N24   124.35  3.000
 319  O25   C18  C20   123.55  3.000
 319  N24   C18  C20   112.10  3.000
 319  O26   C19  N24   123.72  3.000
 319  O26   C19  N23   124.69  3.000
 319  N24   C19  N23   111.60  3.000
 319  H20A  C20  H20   105.90  3.000
 319  H20A  C20  C18   108.74  3.000
 319  H20   C20  C18   107.99  3.000
 319  H20A  C20  C11   110.69  3.000
 319  H20   C20  C11   110.86  3.000
 319  C18   C20  C11   112.40  3.000
 319  C17   N21  C10   117.60  3.000
 319  HN2A  N22  HN22  114.95  3.000
 319  HN2A  N22  C17   116.98  3.000
 319  HN22  N22  C17   118.55  3.000
 319  HN23  N23  C19   117.53  3.000
 319  HN23  N23  C12   114.58  3.000
 319  C19   N23  C12   127.57  3.000
 319  HN24  N24  C19   117.98  3.000
 319  HN24  N24  C18   115.71  3.000
 319  C19   N24  C18   126.31  3.000
 319  C14   O27  C13   119.21  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
 319  CONST_01  C6    C15  C5   C1      0.00   0.0  0
 319  CONST_02  C6    C2   C11  C1      0.00   0.0  0
 319  CONST_03  C5    C15  C6   C2      0.00   0.0  0
 319  CONST_04  C5    C1   C11  C2      0.00   0.0  0
 319  CONST_05  C16   C13  C4   C3      0.00   0.0  0
 319  CONST_06  C16   C8   C12  C3      0.00   0.0  0
 319  CONST_07  C8    C12  C3   C4      0.00   0.0  0
 319  CONST_08  C8    C16  C13  C4      0.00   0.0  0
 319  CONST_09  C17   N21  C10  C7      0.00   0.0  0
 319  CONST_10  C17   C9   C14  C7      0.00   0.0  0
 319  CONST_11  C10   C7   C14  C9      0.00   0.0  0
 319  CONST_12  C10   N21  C17  C9      0.00   0.0  0
 319  CONST_13  C15   C5   C1   C11     0.00   0.0  0
 319  CONST_14  C15   C6   C2   C11     0.00   0.0  0
 319  CONST_15  C13   C4   C3   C12     0.00   0.0  0
 319  CONST_16  C13   C16  C8   C12     0.00   0.0  0
 319  CONST_17  N21   C10  C7   C14     0.00   0.0  0
 319  CONST_18  N21   C17  C9   C14     0.00   0.0  0
 319  CONST_19  F28   C15  C5   C1    180.00   0.0  0
 319  CONST_20  F28   C15  C6   C2    180.00   0.0  0
 319  CONST_21  O27   C13  C4   C3    180.00   0.0  0
 319  CONST_22  N23   C12  C3   C4    180.00   0.0  0
 319  CONST_23  F29   C16  C13  C4    180.00   0.0  0
 319  CONST_24  C20   C11  C1   C5    180.00   0.0  0
 319  CONST_25  C20   C11  C2   C6    180.00   0.0  0
 319  CONST_26  O27   C13  C16  C8    180.00   0.0  0
 319  CONST_27  O27   C14  C7   C10   180.00   0.0  0
 319  CONST_28  N22   C17  N21  C10   180.00   0.0  0
 319  CONST_29  F29   C16  C8   C12   180.00   0.0  0
 319  CONST_30  N22   C17  C9   C14   180.00   0.0  0
 319  CONST_31  N23   C12  C8   C16   180.00   0.0  0
 319  CONST_32  O27   C14  C9   C17   180.00   0.0  0
 319  CONST_33  H2    C2   C11  C1    180.00   0.0  0
 319  CONST_34  H1    C1   C11  C2    180.00   0.0  0
 319  CONST_35  H8    C8   C12  C3    180.00   0.0  0
 319  CONST_36  H6    C6   C15  C5    180.00   0.0  0
 319  CONST_37  H5    C5   C15  C6    180.00   0.0  0
 319  CONST_38  H9    C9   C14  C7    180.00   0.0  0
 319  CONST_39  H3    C3   C12  C8    180.00   0.0  0
 319  CONST_40  H7    C7   C14  C9    180.00   0.0  0
 319  CONST_41  H4    C4   C3   C12   180.00   0.0  0
 319  CONST_42  H10   C10  C7   C14   180.00   0.0  0
 319  CONST_44  C19   N23  C12  C8    180.00   0.0  0
 319  CONST_45  HN23  N23  C12  C3    180.00   0.0  0
 319  CONST_48  O26   C19  N23  C12     0.00   0.0  0
 319  CONST_49  N24   C19  N23  C12   180.00   0.0  0
 319  CONST_50  O26   C19  N24  C18     0.00   0.0  0
 319  CONST_51  C20   C18  N24  C19   180.00   0.0  0
 319  CONST_52  O25   C18  N24  C19     0.00   0.0  0
 319  CONST_53  N23   C19  N24  C18   180.00   0.0  0
 319  CONST_54  HN24  N24  C18  C20     0.00   0.0  0
 319  Var_01    C16   C13  O27  C14   -81.33  30.0  1
 319  Var_02    C18   C20  C11  C1     89.93  30.0  2
 319  Var_03    N24   C18  C20  C11  -175.80  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
 319  plan-1  C1    0.020
 319  plan-1  C2    0.020
 319  plan-1  C5    0.020
 319  plan-1  C6    0.020
 319  plan-1  C11   0.020
 319  plan-1  C15   0.020
 319  plan-1  C20   0.020
 319  plan-1  F28   0.020
 319  plan-1  H1    0.020
 319  plan-1  H2    0.020
 319  plan-1  H5    0.020
 319  plan-1  H6    0.020
 319  plan-2  C3    0.020
 319  plan-2  C4    0.020
 319  plan-2  C8    0.020
 319  plan-2  C12   0.020
 319  plan-2  C13   0.020
 319  plan-2  C16   0.020
 319  plan-2  N23   0.020
 319  plan-2  O27   0.020
 319  plan-2  F29   0.020
 319  plan-2  H3    0.020
 319  plan-2  H4    0.020
 319  plan-2  H8    0.020
 319  plan-3  C7    0.020
 319  plan-3  C9    0.020
 319  plan-3  C10   0.020
 319  plan-3  C14   0.020
 319  plan-3  C17   0.020
 319  plan-3  N21   0.020
 319  plan-3  N22   0.020
 319  plan-3  O27   0.020
 319  plan-3  H9    0.020
 319  plan-3  H10   0.020
 319  plan-3  H7    0.020
 319  plan-4  C12   0.020
 319  plan-4  C18   0.020
 319  plan-4  C19   0.020
 319  plan-4  C20   0.020
 319  plan-4  N23   0.020
 319  plan-4  N24   0.020
 319  plan-4  O25   0.020
 319  plan-4  O26   0.020
 319  plan-4  HN23  0.020
 319  plan-4  HN24  0.020
 319  plan-5  C17   0.020
 319  plan-5  N22   0.020
 319  plan-5  HN22  0.020
 319  plan-5  HN2A  0.020

