# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 12:20:33 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: 2-[5-[4-(2-morpholin-4-ylethoxy)phenyl]pyridin-2-yl]-~{N}-(phenylmethyl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Cc1ccc(cn1)c2ccc(OCCN3CCOCC3)cc2)NCc4ccccc4
#
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
 DN0  DN0  2-[5-[4-(2-morpholin-4-ylethoxy)phenyl]pyridin-2-yl]-~{N}-(phenylmethyl)ethanamide  ligand  61  32  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DN0
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
 DN0  C10   C  CR6   0   0.383  -3.5594  -0.8320   0.2064
 DN0  C13   C  CR6   0   0.060  -0.8916  -1.1929  -0.6159
 DN0  C15   C  CR16  0  -0.336  -2.5099  -0.2451   0.9177
 DN0  C17   C  CR16  0  -0.200   0.8642  -1.4643  -2.3880
 DN0  C21   C  CR16  0  -0.127   1.5360  -1.5231  -0.1165
 DN0  C22   C  CH2   0  -0.666   4.5973  -1.9373  -2.0335
 DN0  C26   C  CH2   0  -0.379   7.4943   0.4356  -1.3983
 DN0  C28   C  CR16  0  -0.312   8.8951   1.0852   0.5889
 DN0  C01   C  CH2   0  -0.186  -7.9690   2.6603  -0.3111
 DN0  C03   C  CH2   0  -0.189  -8.7033   2.3724   1.8692
 DN0  C04   C  CH2   0  -0.303  -8.4836   0.8754   1.7711
 DN0  C06   C  CH2   0  -0.310  -7.7232   1.1704  -0.4594
 DN0  C07   C  CH2   0  -0.293  -7.1622  -0.8403   0.7616
 DN0  C08   C  CH2   0  -0.217  -5.8992  -1.2065   0.0155
 DN0  C11   C  CR16  0  -0.370  -3.2675  -1.5968  -0.9212
 DN0  C12   C  CR16  0  -0.298  -1.9480  -1.7670  -1.3173
 DN0  C14   C  CR16  0  -0.291  -1.2029  -0.4253   0.5108
 DN0  C16   C  CR6   0   0.008   0.5025  -1.3894  -1.0447
 DN0  C18   C  CR16  0  -0.332   2.1909  -1.6541  -2.7310
 DN0  C19   C  CR6   0   0.271   3.1413  -1.7650  -1.7239
 DN0  C23   C  C     0   0.573   5.3314  -0.6092  -1.9481
 DN0  C27   C  CR6   0   0.120   7.6366   0.9540   0.0124
 DN0  C29   C  CR16  0  -0.241   9.0383   1.5825   1.8792
 DN0  C30   C  CR16  0  -0.268   7.9182   1.9505   2.6100
 DN0  C31   C  CR16  0  -0.239   6.6554   1.8189   2.0430
 DN0  C32   C  CR16  0  -0.293   6.5161   1.3255   0.7544
 DN0  N05   N  NT    0  -0.418  -7.4154   0.5832   0.8318
 DN0  N20   N  N     0  -0.405   2.8078  -1.7006  -0.4383
 DN0  N25   N  NH1   0  -0.623   6.5957  -0.6914  -1.5046
 DN0  O02   O  O2    0  -0.485  -9.0006   2.9340   0.6099
 DN0  O09   O  O2    0  -0.463  -4.7980  -0.6079   0.6760
 DN0  O24   O  O     0  -0.494   4.8005   0.4359  -2.2926
 DN0  H151  H  HCR6  0   0.264  -2.7292   0.3592   1.7892
 DN0  H171  H  HCR6  0   0.266   0.1171  -1.3576  -3.1644
 DN0  H211  H  HCR6  0   0.257   1.3143  -1.5013   0.9460
 DN0  H222  H  HCH2  0   0.280   5.0380  -2.6739  -1.3597
 DN0  H221  H  HCH2  0   0.298   4.7294  -2.3143  -3.0510
 DN0  H261  H  HCH2  0   0.267   7.1291   1.2268  -2.0535
 DN0  H262  H  HCH2  0   0.271   8.4712   0.1362  -1.7806
 DN0  H012  H  HCH2  0   0.200  -7.0360   3.1508   0.0018
 DN0  H011  H  HCH2  0   0.237  -8.2651   3.0860  -1.2709
 DN0  H032  H  HCH2  0   0.236  -9.5447   2.5851   2.5307
 DN0  H031  H  HCH2  0   0.200  -7.8087   2.8459   2.2983
 DN0  H041  H  HCH2  0   0.243  -8.2123   0.4923   2.7581
 DN0  H042  H  HCH2  0   0.196  -9.4299   0.3852   1.4817
 DN0  H061  H  HCH2  0   0.197  -8.6023   0.6912  -0.9255
 DN0  H062  H  HCH2  0   0.244  -6.8850   1.0389  -1.1465
 DN0  H072  H  HCH2  0   0.208  -7.9917  -1.3884   0.2833
 DN0  H071  H  HCH2  0   0.245  -7.0870  -1.2241   1.7826
 DN0  H082  H  HCH2  0   0.242  -5.8016  -2.2978   0.0119
 DN0  H081  H  HCH2  0   0.231  -5.9425  -0.8842  -1.0301
 DN0  H111  H  HCR6  0   0.282  -4.0473  -2.0748  -1.4980
 DN0  H121  H  HCR6  0   0.258  -1.7493  -2.3822  -2.1865
 DN0  H141  H  HCR6  0   0.256  -0.4136   0.0591   1.0722
 DN0  H181  H  HCR6  0   0.267   2.4867  -1.7122  -3.7701
 DN0  H291  H  HCR6  0   0.255  10.0256   1.6788   2.3122
 DN0  H301  H  HCR6  0   0.255   8.0265   2.3371   3.6151
 DN0  H311  H  HCR6  0   0.255   5.7757   2.1039   2.6060
 DN0  H321  H  HCR6  0   0.251   5.5261   1.2363   0.3237
 DN0  H251  H  HNH1  0   0.404   6.9418  -1.5862  -1.1979
 DN0  H281  H  HCR6  0   0.252   9.7753   0.7963   0.0264

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
 DN0  C30  C31   aromatic  1.391  0.020  1.391
 DN0  C30  C29   aromatic  1.387  0.020  1.387
 DN0  C31  C32   aromatic  1.387  0.020  1.387
 DN0  C29  C28   aromatic  1.390  0.020  1.390
 DN0  C32  C27   aromatic  1.394  0.020  1.394
 DN0  C28  C27   aromatic  1.390  0.020  1.390
 DN0  C27  C26   single    1.510  0.020  1.510
 DN0  C26  N25   single    1.445  0.020  1.445
 DN0  N25  C23   single    1.342  0.020  1.342
 DN0  C22  C23   single    1.520  0.020  1.520
 DN0  C22  C19   single    1.499  0.020  1.499
 DN0  C23  O24   double    1.222  0.020  1.222
 DN0  C19  C18   aromatic  1.389  0.020  1.389
 DN0  C19  N20   aromatic  1.330  0.020  1.330
 DN0  C18  C17   aromatic  1.383  0.020  1.383
 DN0  N20  C21   aromatic  1.324  0.020  1.324
 DN0  C17  C16   aromatic  1.393  0.020  1.393
 DN0  C21  C16   aromatic  1.396  0.020  1.396
 DN0  C16  C13   single    1.472  0.020  1.472
 DN0  C13  C14   aromatic  1.398  0.020  1.398
 DN0  C13  C12   aromatic  1.392  0.020  1.392
 DN0  C14  C15   aromatic  1.381  0.020  1.381
 DN0  C12  C11   aromatic  1.388  0.020  1.388
 DN0  C15  C10   aromatic  1.397  0.020  1.397
 DN0  C11  C10   aromatic  1.393  0.020  1.393
 DN0  C10  O09   single    1.343  0.020  1.343
 DN0  C04  C03   single    1.516  0.020  1.516
 DN0  C04  N05   single    1.452  0.020  1.452
 DN0  C03  O02   single    1.411  0.020  1.411
 DN0  O09  C08   single    1.417  0.020  1.417
 DN0  C08  C07   single    1.512  0.020  1.512
 DN0  C07  N05   single    1.447  0.020  1.447
 DN0  N05  C06   single    1.451  0.020  1.451
 DN0  O02  C01   single    1.410  0.020  1.410
 DN0  C06  C01   single    1.517  0.020  1.517
 DN0  C15  H151  single    0.930  0.020  1.080
 DN0  C17  H171  single    0.930  0.020  1.080
 DN0  C21  H211  single    0.930  0.020  1.080
 DN0  C22  H222  single    0.970  0.020  1.090
 DN0  C22  H221  single    0.970  0.020  1.090
 DN0  C26  H261  single    0.970  0.020  1.090
 DN0  C26  H262  single    0.970  0.020  1.090
 DN0  C28  H281  single    0.930  0.020  1.080
 DN0  C01  H012  single    0.970  0.020  1.090
 DN0  C01  H011  single    0.970  0.020  1.090
 DN0  C03  H032  single    0.970  0.020  1.090
 DN0  C03  H031  single    0.970  0.020  1.090
 DN0  C04  H041  single    0.970  0.020  1.090
 DN0  C04  H042  single    0.970  0.020  1.090
 DN0  C06  H061  single    0.970  0.020  1.090
 DN0  C06  H062  single    0.970  0.020  1.090
 DN0  C07  H072  single    0.970  0.020  1.090
 DN0  C07  H071  single    0.970  0.020  1.090
 DN0  C08  H082  single    0.970  0.020  1.090
 DN0  C08  H081  single    0.970  0.020  1.090
 DN0  C11  H111  single    0.930  0.020  1.080
 DN0  C12  H121  single    0.930  0.020  1.080
 DN0  C14  H141  single    0.930  0.020  1.080
 DN0  C18  H181  single    0.930  0.020  1.080
 DN0  C29  H291  single    0.930  0.020  1.080
 DN0  C30  H301  single    0.930  0.020  1.080
 DN0  C31  H311  single    0.930  0.020  1.080
 DN0  C32  H321  single    0.930  0.020  1.080
 DN0  N25  H251  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
 DN0  O09   C10  C11   124.59  3.000
 DN0  O09   C10  C15   116.39  3.000
 DN0  C11   C10  C15   119.02  3.000
 DN0  C16   C13  C14   121.26  3.000
 DN0  C14   C13  C12   117.61  3.000
 DN0  C16   C13  C12   121.13  3.000
 DN0  H151  C15  C14   120.12  3.000
 DN0  H151  C15  C10   119.47  3.000
 DN0  C14   C15  C10   120.41  3.000
 DN0  H171  C17  C18   119.83  3.000
 DN0  H171  C17  C16   120.46  3.000
 DN0  C18   C17  C16   119.70  3.000
 DN0  H211  C21  N20   115.90  3.000
 DN0  H211  C21  C16   119.85  3.000
 DN0  N20   C21  C16   124.24  3.000
 DN0  H221  C22  H222  107.05  3.000
 DN0  H221  C22  C23   107.18  3.000
 DN0  H222  C22  C23   111.11  3.000
 DN0  H221  C22  C19   110.45  3.000
 DN0  H222  C22  C19   110.03  3.000
 DN0  C23   C22  C19   110.93  3.000
 DN0  H262  C26  H261  106.77  3.000
 DN0  H262  C26  N25   108.48  3.000
 DN0  H261  C26  N25   108.26  3.000
 DN0  H262  C26  C27   109.71  3.000
 DN0  H261  C26  C27   110.12  3.000
 DN0  N25   C26  C27   113.27  3.000
 DN0  H281  C28  C29   119.56  3.000
 DN0  H281  C28  C27   119.65  3.000
 DN0  C29   C28  C27   120.79  3.000
 DN0  H011  C01  H012  107.86  3.000
 DN0  H011  C01  O02   107.48  3.000
 DN0  H012  C01  O02   110.39  3.000
 DN0  H011  C01  C06   109.94  3.000
 DN0  H012  C01  C06   109.17  3.000
 DN0  O02   C01  C06   111.90  3.000
 DN0  H031  C03  H032  107.87  3.000
 DN0  H031  C03  O02   110.40  3.000
 DN0  H032  C03  O02   107.52  3.000
 DN0  H031  C03  C04   109.42  3.000
 DN0  H032  C03  C04   110.08  3.000
 DN0  O02   C03  C04   111.46  3.000
 DN0  H042  C04  H041  107.08  3.000
 DN0  H042  C04  N05   111.81  3.000
 DN0  H041  C04  N05   109.33  3.000
 DN0  H042  C04  C03   109.33  3.000
 DN0  H041  C04  C03   108.88  3.000
 DN0  N05   C04  C03   110.31  3.000
 DN0  H062  C06  H061  107.05  3.000
 DN0  H062  C06  N05   110.38  3.000
 DN0  H061  C06  N05   111.63  3.000
 DN0  H062  C06  C01   107.71  3.000
 DN0  H061  C06  C01   109.78  3.000
 DN0  N05   C06  C01   110.16  3.000
 DN0  H071  C07  H072  106.39  3.000
 DN0  H071  C07  N05   108.18  3.000
 DN0  H072  C07  N05   112.21  3.000
 DN0  H071  C07  C08   108.56  3.000
 DN0  H072  C07  C08   107.09  3.000
 DN0  N05   C07  C08   114.09  3.000
 DN0  H081  C08  H082  107.07  3.000
 DN0  H081  C08  O09   110.58  3.000
 DN0  H082  C08  O09   110.68  3.000
 DN0  H081  C08  C07   111.52  3.000
 DN0  H082  C08  C07   108.50  3.000
 DN0  O09   C08  C07   108.48  3.000
 DN0  H111  C11  C12   118.63  3.000
 DN0  H111  C11  C10   121.54  3.000
 DN0  C12   C11  C10   119.83  3.000
 DN0  H121  C12  C11   118.23  3.000
 DN0  H121  C12  C13   119.96  3.000
 DN0  C11   C12  C13   121.80  3.000
 DN0  H141  C14  C15   118.60  3.000
 DN0  H141  C14  C13   120.06  3.000
 DN0  C15   C14  C13   121.32  3.000
 DN0  C21   C16  C17   116.35  3.000
 DN0  C21   C16  C13   121.36  3.000
 DN0  C17   C16  C13   122.28  3.000
 DN0  H181  C18  C19   120.33  3.000
 DN0  H181  C18  C17   120.51  3.000
 DN0  C19   C18  C17   119.16  3.000
 DN0  N20   C19  C18   121.70  3.000
 DN0  N20   C19  C22   116.68  3.000
 DN0  C18   C19  C22   121.61  3.000
 DN0  O24   C23  N25   123.69  3.000
 DN0  O24   C23  C22   121.45  3.000
 DN0  N25   C23  C22   114.83  3.000
 DN0  C32   C27  C28   118.79  3.000
 DN0  C28   C27  C26   120.35  3.000
 DN0  C32   C27  C26   120.86  3.000
 DN0  H291  C29  C30   120.14  3.000
 DN0  H291  C29  C28   119.81  3.000
 DN0  C30   C29  C28   120.04  3.000
 DN0  H301  C30  C31   120.22  3.000
 DN0  H301  C30  C29   120.21  3.000
 DN0  C31   C30  C29   119.57  3.000
 DN0  H311  C31  C32   119.69  3.000
 DN0  H311  C31  C30   120.07  3.000
 DN0  C32   C31  C30   120.25  3.000
 DN0  H321  C32  C31   119.37  3.000
 DN0  H321  C32  C27   120.06  3.000
 DN0  C31   C32  C27   120.57  3.000
 DN0  C07   N05  C06   113.07  3.000
 DN0  C06   N05  C04   109.76  3.000
 DN0  C07   N05  C04   110.97  3.000
 DN0  C19   N20  C21   118.84  3.000
 DN0  H251  N25  C23   118.60  3.000
 DN0  H251  N25  C26   117.17  3.000
 DN0  C23   N25  C26   124.21  3.000
 DN0  C03   O02  C01   110.59  3.000
 DN0  C08   O09  C10   118.89  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
 DN0  CONST_01  C13   C14  C15  C10     0.00   0.0  0
 DN0  CONST_02  C13   C12  C11  C10     0.00   0.0  0
 DN0  CONST_03  C18   C17  C16  C13   180.00   0.0  0
 DN0  CONST_04  N20   C21  C16  C13   180.00   0.0  0
 DN0  CONST_05  C16   C13  C14  C15   180.00   0.0  0
 DN0  CONST_06  C12   C13  C14  C15     0.00   0.0  0
 DN0  CONST_07  C12   C11  C10  C15     0.00   0.0  0
 DN0  CONST_08  N20   C19  C18  C17     0.00   0.0  0
 DN0  CONST_09  N20   C21  C16  C17     0.00   0.0  0
 DN0  CONST_12  C18   C19  N20  C21     0.00   0.0  0
 DN0  CONST_13  C18   C17  C16  C21     0.00   0.0  0
 DN0  CONST_16  C31   C30  C29  C28     0.00   0.0  0
 DN0  CONST_17  C31   C32  C27  C28     0.00   0.0  0
 DN0  CONST_18  C16   C13  C12  C11   180.00   0.0  0
 DN0  CONST_19  C14   C13  C12  C11     0.00   0.0  0
 DN0  CONST_20  C14   C15  C10  C11     0.00   0.0  0
 DN0  CONST_21  C19   C18  C17  C16     0.00   0.0  0
 DN0  CONST_22  C19   N20  C21  C16     0.00   0.0  0
 DN0  CONST_23  C30   C31  C32  C27     0.00   0.0  0
 DN0  CONST_24  C30   C29  C28  C27     0.00   0.0  0
 DN0  CONST_25  C32   C31  C30  C29     0.00   0.0  0
 DN0  CONST_26  C32   C27  C28  C29     0.00   0.0  0
 DN0  CONST_27  C22   C19  C18  C17   180.00   0.0  0
 DN0  CONST_28  C22   C19  N20  C21   180.00   0.0  0
 DN0  CONST_29  C31   C32  C27  C26   180.00   0.0  0
 DN0  CONST_30  C29   C28  C27  C26   180.00   0.0  0
 DN0  CONST_31  O09   C10  C11  C12   180.00   0.0  0
 DN0  CONST_32  O09   C10  C15  C14   180.00   0.0  0
 DN0  CONST_33  H141  C14  C15  C10   180.00   0.0  0
 DN0  CONST_34  H121  C12  C11  C10   180.00   0.0  0
 DN0  CONST_35  H171  C17  C16  C13     0.00   0.0  0
 DN0  CONST_36  H211  C21  C16  C13     0.00   0.0  0
 DN0  CONST_37  H151  C15  C14  C13   180.00   0.0  0
 DN0  CONST_38  H111  C11  C12  C13   180.00   0.0  0
 DN0  CONST_39  H301  C30  C29  C28   180.00   0.0  0
 DN0  CONST_40  H321  C32  C27  C28   180.00   0.0  0
 DN0  CONST_41  H181  C18  C17  C16   180.00   0.0  0
 DN0  CONST_42  H311  C31  C32  C27   180.00   0.0  0
 DN0  CONST_43  H291  C29  C28  C27   180.00   0.0  0
 DN0  CONST_44  H281  C28  C29  C30   180.00   0.0  0
 DN0  CONST_45  C26   N25  C23  C22   180.00   0.0  0
 DN0  CONST_46  O24   C23  N25  C26     0.00   0.0  0
 DN0  CONST_47  H251  N25  C23  C22     0.00   0.0  0
 DN0  Var_01    C04   C03  O02  C01   -57.45  30.0  1
 DN0  Var_02    C04   N05  C06  C01    55.81  30.0  1
 DN0  Var_03    C06   N05  C04  C03   -56.28  30.0  1
 DN0  Var_04    C06   C01  O02  C03    57.32  30.0  1
 DN0  Var_05    O02   C03  C04  N05    57.47  30.0  1
 DN0  Var_06    O02   C01  C06  N05   -56.87  30.0  1
 DN0  Var_07    N25   C26  C27  C28   126.11  30.0  2
 DN0  Var_08    C08   C07  N05  C04  -168.85  30.0  1
 DN0  Var_09    C11   C10  O09  C08     1.63  30.0  2
 DN0  Var_10    C23   C22  C19  C18    98.25  30.0  2
 DN0  Var_11    C07   C08  O09  C10   178.08  30.0  3
 DN0  Var_12    N25   C23  C22  C19   146.14  30.0  3
 DN0  Var_13    C27   C26  N25  C23   101.73  30.0  1
 DN0  Var_14    O09   C08  C07  N05    60.11  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
 DN0  plan-1  C10   0.020
 DN0  plan-1  C13   0.020
 DN0  plan-1  C15   0.020
 DN0  plan-1  C11   0.020
 DN0  plan-1  C12   0.020
 DN0  plan-1  C14   0.020
 DN0  plan-1  C16   0.020
 DN0  plan-1  O09   0.020
 DN0  plan-1  H151  0.020
 DN0  plan-1  H111  0.020
 DN0  plan-1  H121  0.020
 DN0  plan-1  H141  0.020
 DN0  plan-2  C13   0.020
 DN0  plan-2  C17   0.020
 DN0  plan-2  C21   0.020
 DN0  plan-2  C22   0.020
 DN0  plan-2  C16   0.020
 DN0  plan-2  C18   0.020
 DN0  plan-2  C19   0.020
 DN0  plan-2  N20   0.020
 DN0  plan-2  H171  0.020
 DN0  plan-2  H211  0.020
 DN0  plan-2  H181  0.020
 DN0  plan-3  C26   0.020
 DN0  plan-3  C28   0.020
 DN0  plan-3  C27   0.020
 DN0  plan-3  C29   0.020
 DN0  plan-3  C30   0.020
 DN0  plan-3  C31   0.020
 DN0  plan-3  C32   0.020
 DN0  plan-3  H291  0.020
 DN0  plan-3  H301  0.020
 DN0  plan-3  H311  0.020
 DN0  plan-3  H321  0.020
 DN0  plan-3  H281  0.020
 DN0  plan-4  C22   0.020
 DN0  plan-4  C26   0.020
 DN0  plan-4  C23   0.020
 DN0  plan-4  N25   0.020
 DN0  plan-4  O24   0.020
 DN0  plan-4  H251  0.020

