# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 18 08:23:37 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: N-methyl-N-[(3-methyl-1-benzofuran-2-yl)methyl]-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(Cc1oc2ccccc2c1C)C(=O)CCc3cnc4NC(=O)CCc4c3
#
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
 0WE  0WE  N-methyl-N-[(3-methyl-1-benzofuran-2-yl)methyl]-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)propanamide  ligand  51  28  .  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_0WE
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
 0WE  O2   O  O     0  -0.498  -1.1675  -1.5383   1.8551
 0WE  C1   C  C     0   0.583  -0.8772  -1.4380   0.6710
 0WE  C17  C  CH2   0  -0.598   0.5355  -1.1039   0.2330
 0WE  C18  C  CH2   0  -0.502   1.5264  -1.0852   1.3933
 0WE  C19  C  CR6   0   0.035   2.9133  -0.7743   0.9099
 0WE  C24  C  CR16  0  -0.254   3.3223   0.5299   0.6266
 0WE  C23  C  CR6   0   0.007   4.5929   0.7803   0.1503
 0WE  C26  C  CH2   0  -0.496   5.1123   2.1284  -0.2415
 0WE  C25  C  CH2   0  -0.595   6.6037   2.2311   0.0539
 0WE  C20  C  CR16  0  -0.116   3.8407  -1.7788   0.6842
 0WE  N21  N  N     0  -0.432   5.0771  -1.5668   0.2416
 0WE  C22  C  CR6   0   0.460   5.4356  -0.3232  -0.0094
 0WE  N36  N  NH1   0  -0.700   6.7303  -0.1290  -0.4781
 0WE  C37  C  C     0   0.520   7.3896   1.0636  -0.4888
 0WE  O28  O  O     0  -0.461   8.5404   1.1479  -0.8740
 0WE  N3   N  NT    0  -0.452  -1.7877  -1.6239  -0.3123
 0WE  C4   C  CH3   0  -0.535  -1.4894  -1.5212  -1.7266
 0WE  C5   C  CH2   0  -0.444  -3.1443  -2.0237   0.0185
 0WE  C6   C  CR5   0   0.337  -4.1140  -0.9102  -0.1493
 0WE  O10  O  O     0  -0.463  -3.9809   0.1407   0.7141
 0WE  C9   C  CR56  0   0.356  -4.9313   1.0404   0.3854
 0WE  C8   C  CR56  0   0.061  -5.6837   0.5686  -0.6905
 0WE  C7   C  CR5   0  -0.038  -5.1234  -0.7150  -1.0296
 0WE  C38  C  CH3   0  -0.750  -5.5823  -1.6060  -2.1303
 0WE  C14  C  CR16  0  -0.343  -5.1590   2.2602   0.9979
 0WE  C13  C  CR16  0  -0.273  -6.1982   3.0224   0.4844
 0WE  C12  C  CR16  0  -0.262  -6.9696   2.5746  -0.5955
 0WE  C11  C  CR16  0  -0.360  -6.7240   1.3494  -1.1929
 0WE  H1   H  HCH2  0   0.277   0.8689  -1.8210  -0.5224
 0WE  H2   H  HCH2  0   0.281   0.5321  -0.1301  -0.2682
 0WE  H3   H  HCH2  0   0.254   1.2194  -0.3475   2.1365
 0WE  H4   H  HCH2  0   0.252   1.5258  -2.0548   1.8950
 0WE  H5   H  HCR6  0   0.260   2.6359   1.3576   0.7720
 0WE  H6   H  HCH2  0   0.268   4.9392   2.2833  -1.3114
 0WE  H7   H  HCH2  0   0.272   4.5718   2.9182   0.2797
 0WE  H8   H  HCH2  0   0.282   7.0240   3.1511  -0.3489
 0WE  H9   H  HCH2  0   0.286   6.7682   2.2514   1.1369
 0WE  H10  H  HCR6  0   0.257   3.5749  -2.8137   0.8764
 0WE  H11  H  HNH1  0   0.403   7.2557  -0.9599  -0.7171
 0WE  H12  H  HCH3  0   0.249  -1.1780  -2.4796  -2.1479
 0WE  H13  H  HCH3  0   0.255  -2.3824  -1.1913  -2.2565
 0WE  H14  H  HCH3  0   0.263  -0.7165  -0.7845  -1.9252
 0WE  H15  H  HCH2  0   0.282  -3.4405  -2.8507  -0.6301
 0WE  H16  H  HCH2  0   0.289  -3.1683  -2.4014   1.0401
 0WE  H17  H  HCH3  0   0.248  -5.6144  -1.0668  -3.0781
 0WE  H18  H  HCH3  0   0.244  -4.9255  -2.4646  -2.2603
 0WE  H19  H  HCH3  0   0.251  -6.5882  -1.9841  -1.9403
 0WE  H20  H  HCR6  0   0.268  -4.5612   2.6045   1.8316
 0WE  H21  H  HCR6  0   0.260  -6.4163   3.9850   0.9277
 0WE  H22  H  HCR6  0   0.256  -7.7700   3.2005  -0.9680
 0WE  H23  H  HCR6  0   0.253  -7.3224   1.0087  -2.0285

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
 0WE  C38  C7   single    1.489  0.020  1.489
 0WE  C4   N3   single    1.449  0.020  1.449
 0WE  C11  C8   aromatic  1.394  0.020  1.394
 0WE  C11  C12  aromatic  1.385  0.020  1.385
 0WE  C7   C8   aromatic  1.441  0.020  1.441
 0WE  C7   C6   aromatic  1.353  0.020  1.353
 0WE  C8   C9   aromatic  1.395  0.020  1.395
 0WE  C12  C13  aromatic  1.401  0.020  1.401
 0WE  C5   C6   single    1.486  0.020  1.486
 0WE  C5   N3   single    1.452  0.020  1.452
 0WE  C6   O10  aromatic  1.367  0.020  1.367
 0WE  N3   C1   single    1.353  0.020  1.353
 0WE  C9   O10  aromatic  1.349  0.020  1.349
 0WE  C9   C14  aromatic  1.384  0.020  1.384
 0WE  C13  C14  aromatic  1.387  0.020  1.387
 0WE  O2   C1   double    1.223  0.020  1.223
 0WE  C1   C17  single    1.516  0.020  1.516
 0WE  C17  C18  single    1.526  0.020  1.526
 0WE  C18  C19  single    1.501  0.020  1.501
 0WE  C19  C24  aromatic  1.396  0.020  1.396
 0WE  C19  C20  aromatic  1.386  0.020  1.386
 0WE  C24  C23  aromatic  1.380  0.020  1.380
 0WE  C20  N21  aromatic  1.330  0.020  1.330
 0WE  C23  C26  single    1.497  0.020  1.497
 0WE  C23  C22  aromatic  1.398  0.020  1.398
 0WE  C26  C25  single    1.524  0.020  1.524
 0WE  N21  C22  aromatic  1.318  0.020  1.318
 0WE  C22  N36  single    1.391  0.020  1.391
 0WE  C25  C37  single    1.508  0.020  1.508
 0WE  N36  C37  single    1.363  0.020  1.363
 0WE  C37  O28  double    1.216  0.020  1.216
 0WE  C17  H1   single    0.970  0.020  1.090
 0WE  C17  H2   single    0.970  0.020  1.090
 0WE  C18  H3   single    0.970  0.020  1.090
 0WE  C18  H4   single    0.970  0.020  1.090
 0WE  C24  H5   single    0.930  0.020  1.080
 0WE  C26  H6   single    0.970  0.020  1.090
 0WE  C26  H7   single    0.970  0.020  1.090
 0WE  C25  H8   single    0.970  0.020  1.090
 0WE  C25  H9   single    0.970  0.020  1.090
 0WE  C20  H10  single    0.930  0.020  1.080
 0WE  N36  H11  single    0.860  0.020  1.020
 0WE  C4   H12  single    0.970  0.020  1.090
 0WE  C4   H13  single    0.970  0.020  1.090
 0WE  C4   H14  single    0.970  0.020  1.090
 0WE  C5   H15  single    0.970  0.020  1.090
 0WE  C5   H16  single    0.970  0.020  1.090
 0WE  C38  H17  single    0.970  0.020  1.090
 0WE  C38  H18  single    0.970  0.020  1.090
 0WE  C38  H19  single    0.970  0.020  1.090
 0WE  C14  H20  single    0.930  0.020  1.080
 0WE  C13  H21  single    0.930  0.020  1.080
 0WE  C12  H22  single    0.930  0.020  1.080
 0WE  C11  H23  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
 0WE  N3   C1   C17  116.57  3.000
 0WE  C17  C1   O2   121.25  3.000
 0WE  N3   C1   O2   122.18  3.000
 0WE  H2   C17  H1   105.54  3.000
 0WE  H2   C17  C18  109.82  3.000
 0WE  H1   C17  C18  109.59  3.000
 0WE  H2   C17  C1   108.98  3.000
 0WE  H1   C17  C1   109.82  3.000
 0WE  C18  C17  C1   112.83  3.000
 0WE  H4   C18  H3   106.70  3.000
 0WE  H4   C18  C19  109.42  3.000
 0WE  H3   C18  C19  109.83  3.000
 0WE  H4   C18  C17  109.77  3.000
 0WE  H3   C18  C17  110.09  3.000
 0WE  C19  C18  C17  110.95  3.000
 0WE  C20  C19  C24  116.63  3.000
 0WE  C20  C19  C18  121.37  3.000
 0WE  C24  C19  C18  121.98  3.000
 0WE  H5   C24  C23  119.36  3.000
 0WE  H5   C24  C19  120.01  3.000
 0WE  C23  C24  C19  120.63  3.000
 0WE  C22  C23  C26  118.16  3.000
 0WE  C22  C23  C24  116.83  3.000
 0WE  C26  C23  C24  124.98  3.000
 0WE  H7   C26  H6   106.64  3.000
 0WE  H7   C26  C25  110.11  3.000
 0WE  H6   C26  C25  109.55  3.000
 0WE  H7   C26  C23  110.82  3.000
 0WE  H6   C26  C23  109.17  3.000
 0WE  C25  C26  C23  110.46  3.000
 0WE  H9   C25  H8   106.98  3.000
 0WE  H9   C25  C37  106.96  3.000
 0WE  H8   C25  C37  108.65  3.000
 0WE  H9   C25  C26  109.87  3.000
 0WE  H8   C25  C26  111.29  3.000
 0WE  C37  C25  C26  112.83  3.000
 0WE  H10  C20  N21  116.00  3.000
 0WE  H10  C20  C19  119.89  3.000
 0WE  N21  C20  C19  124.10  3.000
 0WE  C22  N21  C20  117.81  3.000
 0WE  N36  C22  N21  116.68  3.000
 0WE  N36  C22  C23  119.32  3.000
 0WE  N21  C22  C23  123.99  3.000
 0WE  H11  N36  C37  117.75  3.000
 0WE  H11  N36  C22  116.65  3.000
 0WE  C37  N36  C22  125.12  3.000
 0WE  O28  C37  N36  121.39  3.000
 0WE  O28  C37  C25  123.59  3.000
 0WE  N36  C37  C25  114.99  3.000
 0WE  C5   N3   C4   115.73  3.000
 0WE  C5   N3   C1   120.06  3.000
 0WE  C4   N3   C1   124.13  3.000
 0WE  H14  C4   H13  106.80  3.000
 0WE  H14  C4   H12  108.77  3.000
 0WE  H13  C4   H12  108.17  3.000
 0WE  H14  C4   N3   111.90  3.000
 0WE  H13  C4   N3   109.11  3.000
 0WE  H12  C4   N3   111.90  3.000
 0WE  H16  C5   H15  106.77  3.000
 0WE  H16  C5   C6   110.57  3.000
 0WE  H15  C5   C6   108.87  3.000
 0WE  H16  C5   N3   109.25  3.000
 0WE  H15  C5   N3   109.06  3.000
 0WE  C6   C5   N3   112.18  3.000
 0WE  C7   C6   O10  111.88  3.000
 0WE  O10  C6   C5   116.19  3.000
 0WE  C7   C6   C5   131.92  3.000
 0WE  C9   O10  C6   106.87  3.000
 0WE  C14  C9   C8   123.42  3.000
 0WE  C14  C9   O10  126.57  3.000
 0WE  C8   C9   O10  110.01  3.000
 0WE  C11  C8   C7   134.75  3.000
 0WE  C7   C8   C9   105.85  3.000
 0WE  C11  C8   C9   119.40  3.000
 0WE  C38  C7   C8   125.96  3.000
 0WE  C8   C7   C6   105.39  3.000
 0WE  C38  C7   C6   128.65  3.000
 0WE  H19  C38  H18  107.67  3.000
 0WE  H19  C38  H17  107.18  3.000
 0WE  H18  C38  H17  107.68  3.000
 0WE  H19  C38  C7   111.27  3.000
 0WE  H18  C38  C7   111.98  3.000
 0WE  H17  C38  C7   110.84  3.000
 0WE  H20  C14  C13  121.62  3.000
 0WE  H20  C14  C9   122.04  3.000
 0WE  C13  C14  C9   116.34  3.000
 0WE  H21  C13  C12  119.30  3.000
 0WE  H21  C13  C14  119.21  3.000
 0WE  C12  C13  C14  121.49  3.000
 0WE  H22  C12  C11  119.63  3.000
 0WE  H22  C12  C13  119.20  3.000
 0WE  C11  C12  C13  121.18  3.000
 0WE  H23  C11  C12  120.88  3.000
 0WE  H23  C11  C8   120.94  3.000
 0WE  C12  C11  C8   118.18  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
 0WE  CONST_01  C22  C23  C24  C19     0.00   0.0  0
 0WE  CONST_02  C22  N21  C20  C19     0.00   0.0  0
 0WE  CONST_03  N21  C20  C19  C24     0.00   0.0  0
 0WE  CONST_04  N21  C22  C23  C24     0.00   0.0  0
 0WE  CONST_05  C20  C19  C24  C23     0.00   0.0  0
 0WE  CONST_06  C20  N21  C22  C23     0.00   0.0  0
 0WE  CONST_07  C11  C8   C7   C6    180.00   0.0  0
 0WE  CONST_08  C9   C8   C7   C6      0.00   0.0  0
 0WE  CONST_09  C8   C9   O10  C6      0.00   0.0  0
 0WE  CONST_10  C14  C9   O10  C6    180.00   0.0  0
 0WE  CONST_11  C8   C7   C6   O10     0.00   0.0  0
 0WE  CONST_12  C11  C8   C9   O10   180.00   0.0  0
 0WE  CONST_13  C7   C8   C9   O10     0.00   0.0  0
 0WE  CONST_14  C13  C14  C9   O10   180.00   0.0  0
 0WE  CONST_15  C12  C11  C8   C9      0.00   0.0  0
 0WE  CONST_16  C7   C6   O10  C9      0.00   0.0  0
 0WE  CONST_17  C12  C13  C14  C9      0.00   0.0  0
 0WE  CONST_18  C13  C12  C11  C8      0.00   0.0  0
 0WE  CONST_19  C13  C14  C9   C8      0.00   0.0  0
 0WE  CONST_20  C12  C11  C8   C7    180.00   0.0  0
 0WE  CONST_21  C14  C9   C8   C7    180.00   0.0  0
 0WE  CONST_22  C11  C8   C9   C14     0.00   0.0  0
 0WE  CONST_23  C11  C12  C13  C14     0.00   0.0  0
 0WE  CONST_24  C22  N36  C37  C25     0.00   0.0  0
 0WE  CONST_25  C23  C24  C19  C18   180.00   0.0  0
 0WE  CONST_26  N21  C20  C19  C18   180.00   0.0  0
 0WE  CONST_27  C8   C7   C6   C5    180.00   0.0  0
 0WE  CONST_28  C9   O10  C6   C5    180.00   0.0  0
 0WE  CONST_29  C38  C7   C6   O10   180.00   0.0  0
 0WE  CONST_30  C38  C7   C8   C9    180.00   0.0  0
 0WE  CONST_31  C11  C8   C7   C38     0.00   0.0  0
 0WE  CONST_32  O28  C37  N36  C22   180.00   0.0  0
 0WE  CONST_33  H10  C20  C19  C24   180.00   0.0  0
 0WE  CONST_34  H5   C24  C23  C26     0.00   0.0  0
 0WE  CONST_35  H20  C14  C9   O10     0.00   0.0  0
 0WE  CONST_36  H23  C11  C8   C9    180.00   0.0  0
 0WE  CONST_37  H21  C13  C14  C9    180.00   0.0  0
 0WE  CONST_38  H22  C12  C11  C8    180.00   0.0  0
 0WE  CONST_39  H11  N36  C37  C25   180.00   0.0  0
 0WE  CONST_40  C4   N3   C1   O2    180.00   0.0  0
 0WE  CONST_41  C5   N3   C1   O2      0.00   0.0  0
 0WE  CONST_42  C4   N3   C1   C17     0.00   0.0  0
 0WE  CONST_43  C5   N3   C1   C17   180.00   0.0  0
 0WE  Var_01    C25  C26  C23  C24   147.32  30.0  1
 0WE  Var_02    C37  C25  C26  C23    49.77  30.0  1
 0WE  Var_03    C37  N36  C22  C23    17.53  30.0  1
 0WE  Var_04    N36  C37  C25  C26   -33.71  30.0  1
 0WE  Var_05    C24  C19  C18  C17    79.68  30.0  2
 0WE  Var_06    C7   C6   C5   N3    111.86  30.0  2
 0WE  Var_07    H17  C38  C7   C6   -126.69  30.0  2
 0WE  Var_08    C6   C5   N3   C1    106.62  30.0  2
 0WE  Var_09    C19  C18  C17  C1    179.01  30.0  3
 0WE  Var_10    C18  C17  C1   O2      6.89  30.0  3
 0WE  Var_11    H12  C4   N3   C1     89.98  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
 0WE  plan-1  C5   0.020
 0WE  plan-1  C6   0.020
 0WE  plan-1  O10  0.020
 0WE  plan-1  C9   0.020
 0WE  plan-1  C8   0.020
 0WE  plan-1  C7   0.020
 0WE  plan-1  C38  0.020
 0WE  plan-1  C14  0.020
 0WE  plan-1  C13  0.020
 0WE  plan-1  C12  0.020
 0WE  plan-1  C11  0.020
 0WE  plan-1  H20  0.020
 0WE  plan-1  H21  0.020
 0WE  plan-1  H22  0.020
 0WE  plan-1  H23  0.020
 0WE  plan-2  C18  0.020
 0WE  plan-2  C19  0.020
 0WE  plan-2  C24  0.020
 0WE  plan-2  C23  0.020
 0WE  plan-2  C26  0.020
 0WE  plan-2  C20  0.020
 0WE  plan-2  N21  0.020
 0WE  plan-2  C22  0.020
 0WE  plan-2  N36  0.020
 0WE  plan-2  H5   0.020
 0WE  plan-2  H10  0.020
 0WE  plan-3  O2   0.020
 0WE  plan-3  C1   0.020
 0WE  plan-3  C17  0.020
 0WE  plan-3  N3   0.020
 0WE  plan-3  C4   0.020
 0WE  plan-3  C5   0.020
 0WE  plan-4  C25  0.020
 0WE  plan-4  C22  0.020
 0WE  plan-4  N36  0.020
 0WE  plan-4  C37  0.020
 0WE  plan-4  O28  0.020
 0WE  plan-4  H11  0.020

