# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 22:35:11 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: ~{N}-[3-[(4-fluorophenyl)carbonylamino]propyl]-1-methyl-6-oxidanylidene-pyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C=C(C=CC1=O)C(=O)NCCCNC(=O)c2ccc(F)cc2
#
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
 EN2  EN2  ~{N}-[3-[(4-fluorophenyl)carbonylamino]propyl]-1-methyl-6-oxidanylidene-pyridine-3-carboxamide  ligand  42  24  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EN2
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
 EN2  C01  C  CH3   0  -0.521  -8.0441   0.1881  -0.5416
 EN2  C03  C  CR16  0   0.079  -5.6484   0.5031  -0.3121
 EN2  C04  C  CR6   0  -0.206  -4.3814   0.0994  -0.0033
 EN2  C05  C  CR16  0  -0.137  -4.2190  -1.2436   0.4222
 EN2  C06  C  CR16  0  -0.449  -5.2862  -2.0734   0.5239
 EN2  C07  C  CR6   0   0.567  -6.6200  -1.6365   0.2147
 EN2  C09  C  C     0   0.540  -3.2810   1.0841  -0.1690
 EN2  C12  C  CH2   0  -0.254  -0.9377   1.6042   0.3819
 EN2  C13  C  CH2   0  -0.500   0.3120   0.7396   0.3040
 EN2  C14  C  CH2   0  -0.244   1.5677   1.5965   0.2824
 EN2  C16  C  C     0   0.534   3.9520   1.2248  -0.1443
 EN2  C18  C  CR6   0  -0.048   5.0574   0.2200  -0.1841
 EN2  C19  C  CR16  0  -0.271   4.8351  -1.1314  -0.4412
 EN2  C20  C  CR16  0  -0.398   5.8914  -2.0274  -0.4954
 EN2  C21  C  CR6   0   0.532   7.1712  -1.5518  -0.2852
 EN2  C23  C  CR16  0  -0.399   7.4297  -0.2167  -0.0362
 EN2  C24  C  CR16  0  -0.251   6.3639   0.6666   0.0026
 EN2  F22  F  F     0  -0.308   8.1961  -2.4128  -0.3297
 EN2  N02  N  NR6   0  -0.505  -6.7156  -0.3080  -0.2064
 EN2  N11  N  NH1   0  -0.665  -2.1256   0.7826   0.4486
 EN2  N15  N  NH1   0  -0.655   2.7445   0.7575   0.2105
 EN2  O08  O  O     0  -0.500  -7.6281  -2.3277   0.2916
 EN2  O10  O  O     0  -0.495  -3.4374   2.1006  -0.8357
 EN2  O17  O  O     0  -0.490   4.1532   2.3991  -0.4251
 EN2  H1   H  HCH3  0   0.265  -8.4676  -0.3876  -1.3614
 EN2  H2   H  HCH3  0   0.265  -8.7048   0.1151   0.3189
 EN2  H3   H  HCH3  0   0.261  -7.9667   1.2280  -0.8420
 EN2  H4   H  HCR6  0   0.312  -5.8496   1.5089  -0.6530
 EN2  H5   H  HCR6  0   0.271  -3.2371  -1.6389   0.6504
 EN2  H6   H  HCR6  0   0.280  -5.1642  -3.1013   0.8360
 EN2  H7   H  HCH2  0   0.240  -0.8834   2.2655   1.2528
 EN2  H8   H  HCH2  0   0.251  -1.0084   2.2418  -0.4982
 EN2  H9   H  HCH2  0   0.242   0.3456   0.0629   1.1643
 EN2  H10  H  HCH2  0   0.249   0.2723   0.1185  -0.5943
 EN2  H11  H  HCH2  0   0.245   1.5509   2.2587  -0.5847
 EN2  H12  H  HCH2  0   0.237   1.6021   2.2353   1.1715
 EN2  H13  H  HCR6  0   0.270   3.8371  -1.5050  -0.6315
 EN2  H14  H  HCR6  0   0.288   5.7202  -3.0747  -0.7048
 EN2  H15  H  HCR6  0   0.287   8.4434   0.1265   0.1222
 EN2  H16  H  HCR6  0   0.271   6.5536   1.7148   0.1894
 EN2  H17  H  HNH1  0   0.406  -2.1103   0.0288   1.1159
 EN2  H18  H  HNH1  0   0.406   2.6765  -0.1654   0.6088

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
 EN2  F22  C21  single    1.339  0.020  1.339
 EN2  C20  C21  aromatic  1.381  0.020  1.381
 EN2  C20  C19  aromatic  1.386  0.020  1.386
 EN2  C21  C23  aromatic  1.383  0.020  1.383
 EN2  C19  C18  aromatic  1.394  0.020  1.394
 EN2  C23  C24  aromatic  1.385  0.020  1.385
 EN2  C18  C24  aromatic  1.393  0.020  1.393
 EN2  C18  C16  single    1.494  0.020  1.494
 EN2  C16  O17  double    1.224  0.020  1.224
 EN2  C16  N15  single    1.343  0.020  1.343
 EN2  C14  N15  single    1.447  0.020  1.447
 EN2  C14  C13  single    1.520  0.020  1.520
 EN2  C06  C05  double    1.356  0.020  1.356
 EN2  C06  C07  single    1.437  0.020  1.437
 EN2  C05  C04  single    1.418  0.020  1.418
 EN2  O08  C07  double    1.225  0.020  1.225
 EN2  C13  C12  single    1.522  0.020  1.522
 EN2  C07  N02  single    1.397  0.020  1.397
 EN2  N11  C12  single    1.446  0.020  1.446
 EN2  N11  C09  single    1.344  0.020  1.344
 EN2  C04  C09  single    1.486  0.020  1.486
 EN2  C04  C03  double    1.365  0.020  1.365
 EN2  N02  C03  single    1.345  0.020  1.345
 EN2  N02  C01  single    1.457  0.020  1.457
 EN2  C09  O10  double    1.226  0.020  1.226
 EN2  C01  H1   single    0.970  0.020  1.090
 EN2  C01  H2   single    0.970  0.020  1.090
 EN2  C01  H3   single    0.970  0.020  1.090
 EN2  C03  H4   single    0.930  0.020  1.080
 EN2  C05  H5   single    0.930  0.020  1.080
 EN2  C06  H6   single    0.930  0.020  1.080
 EN2  C12  H7   single    0.970  0.020  1.090
 EN2  C12  H8   single    0.970  0.020  1.090
 EN2  C13  H9   single    0.970  0.020  1.090
 EN2  C13  H10  single    0.970  0.020  1.090
 EN2  C14  H11  single    0.970  0.020  1.090
 EN2  C14  H12  single    0.970  0.020  1.090
 EN2  C19  H13  single    0.930  0.020  1.080
 EN2  C20  H14  single    0.930  0.020  1.080
 EN2  C23  H15  single    0.930  0.020  1.080
 EN2  C24  H16  single    0.930  0.020  1.080
 EN2  N11  H17  single    0.860  0.020  1.020
 EN2  N15  H18  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
 EN2  H3   C01  H2   109.07  3.000
 EN2  H3   C01  H1   109.05  3.000
 EN2  H2   C01  H1   108.93  3.000
 EN2  H3   C01  N02  108.96  3.000
 EN2  H2   C01  N02  110.43  3.000
 EN2  H1   C01  N02  110.38  3.000
 EN2  H4   C03  N02  116.01  3.000
 EN2  H4   C03  C04  121.28  3.000
 EN2  N02  C03  C04  122.71  3.000
 EN2  C09  C04  C05  125.19  3.000
 EN2  C09  C04  C03  117.78  3.000
 EN2  C05  C04  C03  117.01  3.000
 EN2  H5   C05  C06  118.33  3.000
 EN2  H5   C05  C04  120.85  3.000
 EN2  C06  C05  C04  120.80  3.000
 EN2  H6   C06  C07  117.12  3.000
 EN2  H6   C06  C05  120.98  3.000
 EN2  C07  C06  C05  121.89  3.000
 EN2  O08  C07  N02  119.96  3.000
 EN2  N02  C07  C06  114.68  3.000
 EN2  O08  C07  C06  125.36  3.000
 EN2  O10  C09  N11  123.06  3.000
 EN2  O10  C09  C04  121.05  3.000
 EN2  N11  C09  C04  115.89  3.000
 EN2  H8   C12  H7   107.00  3.000
 EN2  H8   C12  N11  108.46  3.000
 EN2  H7   C12  N11  110.32  3.000
 EN2  H8   C12  C13  110.16  3.000
 EN2  H7   C12  C13  110.07  3.000
 EN2  N11  C12  C13  110.75  3.000
 EN2  H10  C13  H9   107.20  3.000
 EN2  H10  C13  C14  109.80  3.000
 EN2  H9   C13  C14  109.52  3.000
 EN2  H10  C13  C12  109.58  3.000
 EN2  H9   C13  C12  109.64  3.000
 EN2  C14  C13  C12  111.03  3.000
 EN2  H12  C14  H11  106.96  3.000
 EN2  H12  C14  N15  110.67  3.000
 EN2  H11  C14  N15  108.96  3.000
 EN2  H12  C14  C13  110.06  3.000
 EN2  H11  C14  C13  109.92  3.000
 EN2  N15  C14  C13  110.22  3.000
 EN2  O17  C16  N15  122.85  3.000
 EN2  N15  C16  C18  115.99  3.000
 EN2  O17  C16  C18  121.16  3.000
 EN2  C24  C18  C19  119.03  3.000
 EN2  C24  C18  C16  118.33  3.000
 EN2  C19  C18  C16  122.62  3.000
 EN2  H13  C19  C20  118.21  3.000
 EN2  H13  C19  C18  120.94  3.000
 EN2  C20  C19  C18  120.83  3.000
 EN2  H14  C20  C21  120.62  3.000
 EN2  H14  C20  C19  120.85  3.000
 EN2  C21  C20  C19  118.53  3.000
 EN2  F22  C21  C23  118.93  3.000
 EN2  C23  C21  C20  122.21  3.000
 EN2  F22  C21  C20  118.86  3.000
 EN2  H15  C23  C24  120.98  3.000
 EN2  H15  C23  C21  120.53  3.000
 EN2  C24  C23  C21  118.49  3.000
 EN2  H16  C24  C23  119.21  3.000
 EN2  H16  C24  C18  119.89  3.000
 EN2  C23  C24  C18  120.90  3.000
 EN2  C07  N02  C03  122.89  3.000
 EN2  C03  N02  C01  120.00  3.000
 EN2  C07  N02  C01  117.10  3.000
 EN2  H17  N11  C12  116.33  3.000
 EN2  H17  N11  C09  119.04  3.000
 EN2  C12  N11  C09  123.88  3.000
 EN2  H18  N15  C16  118.95  3.000
 EN2  H18  N15  C14  117.17  3.000
 EN2  C16  N15  C14  122.87  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
 EN2  CONST_01  C21  C20  C19  C18     0.00   0.0  0
 EN2  CONST_02  C21  C23  C24  C18     0.00   0.0  0
 EN2  CONST_03  C23  C21  C20  C19     0.00   0.0  0
 EN2  CONST_04  C23  C24  C18  C19     0.00   0.0  0
 EN2  CONST_05  C24  C23  C21  C20     0.00   0.0  0
 EN2  CONST_06  C24  C18  C19  C20     0.00   0.0  0
 EN2  CONST_07  C06  C07  N02  C03     0.00   0.0  0
 EN2  CONST_08  C20  C19  C18  C16   180.00   0.0  0
 EN2  CONST_09  C23  C24  C18  C16   180.00   0.0  0
 EN2  CONST_10  F22  C21  C20  C19   180.00   0.0  0
 EN2  CONST_11  F22  C21  C23  C24   180.00   0.0  0
 EN2  CONST_12  C06  C07  N02  C01   180.00   0.0  0
 EN2  CONST_13  O08  C07  N02  C03   180.00   0.0  0
 EN2  CONST_14  H14  C20  C19  C18   180.00   0.0  0
 EN2  CONST_15  H15  C23  C24  C18   180.00   0.0  0
 EN2  CONST_16  H16  C24  C18  C19   180.00   0.0  0
 EN2  CONST_17  H13  C19  C20  C21   180.00   0.0  0
 EN2  CONST_18  O08  C07  N02  C01     0.00   0.0  0
 EN2  CONST_19  C12  N11  C09  C04   180.00   0.0  0
 EN2  CONST_20  C18  C16  N15  C14   180.00   0.0  0
 EN2  CONST_21  H17  N11  C09  C04     0.00   0.0  0
 EN2  CONST_22  H18  N15  C16  C18     0.00   0.0  0
 EN2  CONST_23  O10  C09  N11  C12     0.00   0.0  0
 EN2  CONST_24  O17  C16  N15  C14     0.00   0.0  0
 EN2  Var_01    N11  C09  C04  C03   163.82  30.0  2
 EN2  Var_02    O17  C16  C18  C19  -151.83  30.0  2
 EN2  Var_03    H1   C01  N02  C03   119.12  30.0  3
 EN2  Var_04    C13  C12  N11  C09  -142.07  30.0  3
 EN2  Var_05    N15  C14  C13  C12   179.90  30.0  1
 EN2  Var_06    C16  N15  C14  C13   163.39  30.0  3
 EN2  Var_07    N11  C12  C13  C14  -178.03  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
 EN2  plan-1  C01  0.020
 EN2  plan-1  C03  0.020
 EN2  plan-1  C04  0.020
 EN2  plan-1  C05  0.020
 EN2  plan-1  C06  0.020
 EN2  plan-1  C07  0.020
 EN2  plan-1  C09  0.020
 EN2  plan-1  N02  0.020
 EN2  plan-1  O08  0.020
 EN2  plan-1  H4   0.020
 EN2  plan-1  H5   0.020
 EN2  plan-1  H6   0.020
 EN2  plan-2  C16  0.020
 EN2  plan-2  C18  0.020
 EN2  plan-2  C19  0.020
 EN2  plan-2  C20  0.020
 EN2  plan-2  C21  0.020
 EN2  plan-2  C23  0.020
 EN2  plan-2  C24  0.020
 EN2  plan-2  F22  0.020
 EN2  plan-2  H13  0.020
 EN2  plan-2  H14  0.020
 EN2  plan-2  H15  0.020
 EN2  plan-2  H16  0.020
 EN2  plan-3  C04  0.020
 EN2  plan-3  C09  0.020
 EN2  plan-3  C12  0.020
 EN2  plan-3  N11  0.020
 EN2  plan-3  O10  0.020
 EN2  plan-3  H17  0.020
 EN2  plan-4  C14  0.020
 EN2  plan-4  C16  0.020
 EN2  plan-4  C18  0.020
 EN2  plan-4  N15  0.020
 EN2  plan-4  O17  0.020
 EN2  plan-4  H18  0.020

