# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 10:09:06 2020
#   Inital geometry file: a 154 line input string
#   Ligand name: N-[(1R)-2-(tert-butylamino)-2-oxo-1-(pyridin-3-yl)ethyl]-N-(4-tert-butylphenyl)furan-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)NC(=O)[C@H](N(C(=O)c1occc1)c2ccc(cc2)C(C)(C)C)c3cccnc3
#
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
 0EN  0EN  N-[(1R)-2-(tert-butylamino)-2-oxo-1-(pyridin-3-yl)ethyl]-N-(4-tert-butylphenyl)furan-2-carboxamide  ligand  63  32  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_0EN
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
 0EN  O1   O  O     0  -0.468   0.0224  -3.2544  -0.7813
 0EN  C1   C  C     0   0.512  -0.7333  -2.2951  -0.7376
 0EN  C4   C  CR5   0   0.211  -2.1684  -2.5496  -0.9508
 0EN  C5   C  CR15  0  -0.318  -2.7435  -3.6587  -1.4909
 0EN  C6   C  CR15  0  -0.339  -4.1471  -3.4526  -1.4278
 0EN  C7   C  CR15  0   0.028  -4.3195  -2.2398  -0.8458
 0EN  O3   O  O     0  -0.412  -3.1319  -1.6880  -0.5557
 0EN  N1   N  NT    0  -0.564  -0.2693  -1.0364  -0.5115
 0EN  C8   C  CR6   0   0.260   1.1145  -0.9237  -0.1730
 0EN  C9   C  CR16  0  -0.222   2.0667  -0.7772  -1.1735
 0EN  C10  C  CR16  0  -0.317   3.4007  -0.6242  -0.8443
 0EN  C11  C  CR6   0   0.210   3.8317  -0.6195   0.4856
 0EN  C14  C  CT    0  -0.174   5.3102  -0.4219   0.8027
 0EN  C15  C  CH3   0  -0.625   5.7358   0.9774   0.3370
 0EN  C16  C  CH3   0  -0.664   5.6042  -0.5456   2.2975
 0EN  C17  C  CH3   0  -0.635   6.1408  -1.4774   0.0609
 0EN  C12  C  CR16  0  -0.346   2.8627  -0.7843   1.4703
 0EN  C13  C  CR16  0  -0.235   1.5178  -0.9339   1.1495
 0EN  C2   C  CH1   0  -0.300  -1.0670   0.1796  -0.6265
 0EN  C3   C  C     0   0.576  -1.8541   0.4721   0.6656
 0EN  N2   N  NH1   0  -0.640  -2.8102   1.3906   0.4950
 0EN  C23  C  CT    0   0.100  -3.6670   1.9756   1.5339
 0EN  C24  C  CH3   0  -0.643  -2.8220   2.7444   2.5515
 0EN  C25  C  CH3   0  -0.681  -4.5972   2.9474   0.8105
 0EN  C26  C  CH3   0  -0.643  -4.5023   0.9007   2.2295
 0EN  O2   O  O     0  -0.472  -1.5844  -0.0798   1.7177
 0EN  C18  C  CR6   0   0.001  -0.2108   1.3645  -1.0094
 0EN  C19  C  CR16  0  -0.183  -0.0610   1.7197  -2.3417
 0EN  C20  C  CR16  0  -0.318   0.7511   2.7944  -2.6681
 0EN  C21  C  CR16  0  -0.065   1.3809   3.4784  -1.6410
 0EN  N3   N  N     0  -0.402   1.2379   3.1577  -0.3593
 0EN  C22  C  CR16  0  -0.036   0.4633   2.1269  -0.0594
 0EN  H1   H  HCR5  0   0.275  -2.2279  -4.5166  -1.8895
 0EN  H2   H  HCR5  0   0.275  -4.9242  -4.1183  -1.7652
 0EN  H3   H  HCR5  0   0.287  -5.1950  -1.6687  -0.5829
 0EN  H4   H  HCR6  0   0.252   1.7621  -0.7723  -2.2124
 0EN  H5   H  HCR6  0   0.245   4.1150  -0.5068  -1.6494
 0EN  H6   H  HCH3  0   0.228   5.1644   1.7545   0.8475
 0EN  H7   H  HCH3  0   0.226   6.7938   1.1417   0.5513
 0EN  H8   H  HCH3  0   0.227   5.5925   1.1085  -0.7363
 0EN  H9   H  HCH3  0   0.230   5.3215  -1.5242   2.6908
 0EN  H10  H  HCH3  0   0.237   6.6739  -0.4193   2.4710
 0EN  H11  H  HCH3  0   0.230   5.0883   0.2170   2.8836
 0EN  H12  H  HCH3  0   0.228   6.0229  -1.4063  -1.0208
 0EN  H13  H  HCH3  0   0.228   7.2022  -1.3465   0.2812
 0EN  H14  H  HCH3  0   0.229   5.8575  -2.4871   0.3628
 0EN  H15  H  HCR6  0   0.251   3.1374  -0.7943   2.5162
 0EN  H16  H  HCR6  0   0.258   0.7808  -1.0400   1.9334
 0EN  H17  H  HCH1  0   0.308  -1.7826   0.0451  -1.4394
 0EN  H18  H  HNH1  0   0.401  -2.9340   1.7564  -0.4366
 0EN  H19  H  HCH3  0   0.228  -2.2012   3.4918   2.0540
 0EN  H20  H  HCH3  0   0.228  -3.4711   3.2620   3.2591
 0EN  H21  H  HCH3  0   0.239  -2.1721   2.0811   3.1195
 0EN  H22  H  HCH3  0   0.239  -5.2274   2.4289   0.0849
 0EN  H23  H  HCH3  0   0.243  -5.2510   3.4456   1.5253
 0EN  H24  H  HCH3  0   0.238  -4.0325   3.7193   0.2832
 0EN  H25  H  HCH3  0   0.241  -3.8817   0.2102   2.7962
 0EN  H26  H  HCH3  0   0.227  -5.2026   1.3716   2.9213
 0EN  H27  H  HCH3  0   0.226  -5.0813   0.3273   1.5039
 0EN  H28  H  HCR6  0   0.277  -0.5704   1.1612  -3.1180
 0EN  H29  H  HCR6  0   0.275   0.8909   3.0994  -3.6958
 0EN  H30  H  HCR6  0   0.267   2.0215   4.3253  -1.8599
 0EN  H31  H  HCR6  0   0.259   0.3751   1.8903   0.9962

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
 0EN  O1   C1   double    1.222  0.020  1.222
 0EN  C20  C19  aromatic  1.386  0.020  1.386
 0EN  C20  C21  aromatic  1.385  0.020  1.385
 0EN  C19  C18  aromatic  1.387  0.020  1.387
 0EN  O3   C7   aromatic  1.341  0.020  1.341
 0EN  O3   C4   aromatic  1.352  0.020  1.352
 0EN  C1   C4   single    1.473  0.020  1.473
 0EN  C1   N1   single    1.360  0.020  1.360
 0EN  C7   C6   aromatic  1.356  0.020  1.356
 0EN  C21  N3   aromatic  1.329  0.020  1.329
 0EN  C18  C2   single    1.511  0.020  1.511
 0EN  C18  C22  aromatic  1.392  0.020  1.392
 0EN  C4   C5   aromatic  1.361  0.020  1.361
 0EN  C2   N1   single    1.459  0.020  1.459
 0EN  C2   C3   single    1.541  0.020  1.541
 0EN  N1   C8   single    1.429  0.020  1.429
 0EN  N2   C3   single    1.337  0.020  1.337
 0EN  N2   C23  single    1.468  0.020  1.468
 0EN  C6   C5   aromatic  1.420  0.020  1.420
 0EN  C26  C23  single    1.529  0.020  1.529
 0EN  N3   C22  aromatic  1.324  0.020  1.324
 0EN  C25  C23  single    1.527  0.020  1.527
 0EN  C3   O2   double    1.218  0.020  1.218
 0EN  C23  C24  single    1.530  0.020  1.530
 0EN  C13  C8   aromatic  1.383  0.020  1.383
 0EN  C13  C12  aromatic  1.391  0.020  1.391
 0EN  C8   C9   aromatic  1.389  0.020  1.389
 0EN  C12  C11  aromatic  1.391  0.020  1.391
 0EN  C9   C10  aromatic  1.383  0.020  1.383
 0EN  C11  C10  aromatic  1.398  0.020  1.398
 0EN  C11  C14  single    1.525  0.020  1.525
 0EN  C17  C14  single    1.534  0.020  1.534
 0EN  C14  C15  single    1.535  0.020  1.535
 0EN  C14  C16  single    1.529  0.020  1.529
 0EN  C5   H1   single    0.930  0.020  1.080
 0EN  C6   H2   single    0.930  0.020  1.080
 0EN  C7   H3   single    0.930  0.020  1.080
 0EN  C9   H4   single    0.930  0.020  1.080
 0EN  C10  H5   single    0.930  0.020  1.080
 0EN  C15  H6   single    0.970  0.020  1.090
 0EN  C15  H7   single    0.970  0.020  1.090
 0EN  C15  H8   single    0.970  0.020  1.090
 0EN  C16  H9   single    0.970  0.020  1.090
 0EN  C16  H10  single    0.970  0.020  1.090
 0EN  C16  H11  single    0.970  0.020  1.090
 0EN  C17  H12  single    0.970  0.020  1.090
 0EN  C17  H13  single    0.970  0.020  1.090
 0EN  C17  H14  single    0.970  0.020  1.090
 0EN  C12  H15  single    0.930  0.020  1.080
 0EN  C13  H16  single    0.930  0.020  1.080
 0EN  C2   H17  single    0.970  0.020  1.090
 0EN  N2   H18  single    0.860  0.020  1.020
 0EN  C24  H19  single    0.970  0.020  1.090
 0EN  C24  H20  single    0.970  0.020  1.090
 0EN  C24  H21  single    0.970  0.020  1.090
 0EN  C25  H22  single    0.970  0.020  1.090
 0EN  C25  H23  single    0.970  0.020  1.090
 0EN  C25  H24  single    0.970  0.020  1.090
 0EN  C26  H25  single    0.970  0.020  1.090
 0EN  C26  H26  single    0.970  0.020  1.090
 0EN  C26  H27  single    0.970  0.020  1.090
 0EN  C19  H28  single    0.930  0.020  1.080
 0EN  C20  H29  single    0.930  0.020  1.080
 0EN  C21  H30  single    0.930  0.020  1.080
 0EN  C22  H31  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
 0EN  N1   C1   C4   121.08  3.000
 0EN  N1   C1   O1   121.42  3.000
 0EN  C4   C1   O1   117.50  3.000
 0EN  O3   C4   C5   109.53  3.000
 0EN  C5   C4   C1   127.58  3.000
 0EN  O3   C4   C1   122.83  3.000
 0EN  H1   C5   C6   127.23  3.000
 0EN  H1   C5   C4   126.41  3.000
 0EN  C6   C5   C4   106.36  3.000
 0EN  H2   C6   C7   126.53  3.000
 0EN  H2   C6   C5   127.54  3.000
 0EN  C7   C6   C5   105.93  3.000
 0EN  H3   C7   O3   116.65  3.000
 0EN  H3   C7   C6   132.98  3.000
 0EN  O3   C7   C6   110.38  3.000
 0EN  C7   O3   C4   107.80  3.000
 0EN  C2   N1   C8   118.85  3.000
 0EN  C8   N1   C1   116.27  3.000
 0EN  C2   N1   C1   124.86  3.000
 0EN  C13  C8   C9   119.33  3.000
 0EN  C9   C8   N1   120.10  3.000
 0EN  C13  C8   N1   120.56  3.000
 0EN  H4   C9   C10  119.96  3.000
 0EN  H4   C9   C8   119.93  3.000
 0EN  C10  C9   C8   120.11  3.000
 0EN  H5   C10  C11  120.24  3.000
 0EN  H5   C10  C9   118.13  3.000
 0EN  C11  C10  C9   121.63  3.000
 0EN  C12  C11  C14  122.92  3.000
 0EN  C14  C11  C10  119.81  3.000
 0EN  C12  C11  C10  117.26  3.000
 0EN  C17  C14  C16  108.24  3.000
 0EN  C16  C14  C15  108.49  3.000
 0EN  C17  C14  C15  109.29  3.000
 0EN  C16  C14  C11  112.29  3.000
 0EN  C15  C14  C11  108.89  3.000
 0EN  C17  C14  C11  109.59  3.000
 0EN  H8   C15  H7   107.59  3.000
 0EN  H8   C15  H6   107.82  3.000
 0EN  H7   C15  H6   107.95  3.000
 0EN  H8   C15  C14  111.83  3.000
 0EN  H7   C15  C14  110.26  3.000
 0EN  H6   C15  C14  111.23  3.000
 0EN  H11  C16  H10  107.29  3.000
 0EN  H11  C16  H9   108.09  3.000
 0EN  H10  C16  H9   107.48  3.000
 0EN  H11  C16  C14  112.20  3.000
 0EN  H10  C16  C14  109.55  3.000
 0EN  H9   C16  C14  112.02  3.000
 0EN  H14  C17  H13  107.91  3.000
 0EN  H14  C17  H12  107.86  3.000
 0EN  H13  C17  H12  107.30  3.000
 0EN  H14  C17  C14  111.24  3.000
 0EN  H13  C17  C14  110.25  3.000
 0EN  H12  C17  C14  112.10  3.000
 0EN  H15  C12  C13  117.89  3.000
 0EN  H15  C12  C11  120.57  3.000
 0EN  C13  C12  C11  121.53  3.000
 0EN  H16  C13  C12  120.16  3.000
 0EN  H16  C13  C8   119.70  3.000
 0EN  C12  C13  C8   120.13  3.000
 0EN  H17  C2   C18  106.23  3.000
 0EN  H17  C2   C3   108.25  3.000
 0EN  C18  C2   C3   110.67  3.000
 0EN  H17  C2   N1   108.33  3.000
 0EN  C3   C2   N1   111.80  3.000
 0EN  C18  C2   N1   111.33  3.000
 0EN  O2   C3   N2   125.43  3.000
 0EN  O2   C3   C2   121.67  3.000
 0EN  N2   C3   C2   112.88  3.000
 0EN  H18  N2   C23  115.95  3.000
 0EN  H18  N2   C3   117.05  3.000
 0EN  C23  N2   C3   126.93  3.000
 0EN  C26  C23  C25  109.27  3.000
 0EN  C25  C23  C24  109.37  3.000
 0EN  C26  C23  C24  110.64  3.000
 0EN  C24  C23  N2   110.40  3.000
 0EN  C25  C23  N2   105.89  3.000
 0EN  C26  C23  N2   111.14  3.000
 0EN  H21  C24  H20  107.81  3.000
 0EN  H21  C24  H19  108.39  3.000
 0EN  H20  C24  H19  108.01  3.000
 0EN  H21  C24  C23  111.75  3.000
 0EN  H20  C24  C23  109.95  3.000
 0EN  H19  C24  C23  110.80  3.000
 0EN  H24  C25  H23  107.69  3.000
 0EN  H24  C25  H22  108.26  3.000
 0EN  H23  C25  H22  107.86  3.000
 0EN  H24  C25  C23  111.31  3.000
 0EN  H23  C25  C23  110.22  3.000
 0EN  H22  C25  C23  111.34  3.000
 0EN  H27  C26  H26  107.93  3.000
 0EN  H27  C26  H25  108.40  3.000
 0EN  H26  C26  H25  108.05  3.000
 0EN  H27  C26  C23  110.91  3.000
 0EN  H26  C26  C23  109.62  3.000
 0EN  H25  C26  C23  111.82  3.000
 0EN  C22  C18  C19  117.58  3.000
 0EN  C22  C18  C2   122.06  3.000
 0EN  C19  C18  C2   120.36  3.000
 0EN  H28  C19  C20  120.43  3.000
 0EN  H28  C19  C18  120.36  3.000
 0EN  C20  C19  C18  119.21  3.000
 0EN  H29  C20  C21  120.44  3.000
 0EN  H29  C20  C19  121.22  3.000
 0EN  C21  C20  C19  118.33  3.000
 0EN  H30  C21  N3   116.54  3.000
 0EN  H30  C21  C20  120.30  3.000
 0EN  N3   C21  C20  123.16  3.000
 0EN  C22  N3   C21  117.99  3.000
 0EN  H31  C22  N3   115.95  3.000
 0EN  H31  C22  C18  120.33  3.000
 0EN  N3   C22  C18  123.73  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
 0EN  CONST_01  C6   C7   O3   C4     0.00   0.0  0
 0EN  CONST_02  C7   C6   C5   C4     0.00   0.0  0
 0EN  CONST_03  C7   O3   C4   C5     0.00   0.0  0
 0EN  CONST_04  O3   C7   C6   C5     0.00   0.0  0
 0EN  CONST_05  O3   C4   C5   C6     0.00   0.0  0
 0EN  CONST_06  C11  C12  C13  C8     0.00   0.0  0
 0EN  CONST_07  C11  C10  C9   C8     0.00   0.0  0
 0EN  CONST_08  C12  C13  C8   C9     0.00   0.0  0
 0EN  CONST_09  C12  C11  C10  C9     0.00   0.0  0
 0EN  CONST_10  C13  C8   C9   C10    0.00   0.0  0
 0EN  CONST_11  C13  C12  C11  C10    0.00   0.0  0
 0EN  CONST_12  C21  C20  C19  C18    0.00   0.0  0
 0EN  CONST_13  C21  N3   C22  C18    0.00   0.0  0
 0EN  CONST_14  N3   C21  C20  C19    0.00   0.0  0
 0EN  CONST_15  N3   C22  C18  C19    0.00   0.0  0
 0EN  CONST_16  C22  C18  C19  C20    0.00   0.0  0
 0EN  CONST_17  C22  N3   C21  C20    0.00   0.0  0
 0EN  CONST_18  C7   O3   C4   C1   180.00   0.0  0
 0EN  CONST_19  C6   C5   C4   C1   180.00   0.0  0
 0EN  CONST_20  C12  C13  C8   N1   180.00   0.0  0
 0EN  CONST_21  C10  C9   C8   N1   180.00   0.0  0
 0EN  CONST_22  C14  C11  C10  C9   180.00   0.0  0
 0EN  CONST_23  C13  C12  C11  C14  180.00   0.0  0
 0EN  CONST_24  C20  C19  C18  C2   180.00   0.0  0
 0EN  CONST_25  N3   C22  C18  C2   180.00   0.0  0
 0EN  CONST_26  H3   C7   O3   C4   180.00   0.0  0
 0EN  CONST_27  H2   C6   C5   C4   180.00   0.0  0
 0EN  CONST_28  H1   C5   C6   C7   180.00   0.0  0
 0EN  CONST_29  H15  C12  C13  C8   180.00   0.0  0
 0EN  CONST_30  H5   C10  C9   C8   180.00   0.0  0
 0EN  CONST_31  H16  C13  C8   C9   180.00   0.0  0
 0EN  CONST_32  H4   C9   C10  C11  180.00   0.0  0
 0EN  CONST_33  H29  C20  C19  C18  180.00   0.0  0
 0EN  CONST_34  H30  C21  C20  C19  180.00   0.0  0
 0EN  CONST_35  H31  C22  C18  C19  180.00   0.0  0
 0EN  CONST_36  H28  C19  C20  C21  180.00   0.0  0
 0EN  CONST_37  C8   N1   C1   C4   180.00   0.0  0
 0EN  CONST_42  C8   N1   C1   O1     0.00   0.0  0
 0EN  CONST_43  C2   N1   C1   C4     0.00   0.0  0
 0EN  CONST_44  C2   N1   C1   O1   180.00   0.0  0
 0EN  CONST_45  C23  N2   C3   C2   180.00   0.0  0
 0EN  CONST_46  O2   C3   N2   C23    0.00   0.0  0
 0EN  CONST_47  H18  N2   C3   C2     0.00   0.0  0
 0EN  Var_01    O3   C4   C1   O1   160.23  30.0  2
 0EN  Var_02    C17  C14  C11  C10  -55.59  30.0  2
 0EN  Var_03    H12  C17  C14  C11   60.59  30.0  3
 0EN  Var_04    H6   C15  C14  C11   60.42  30.0  3
 0EN  Var_05    H9   C16  C14  C11   59.57  30.0  3
 0EN  Var_06    C26  C23  N2   C3   -60.50  30.0  3
 0EN  Var_07    H25  C26  C23  N2    66.07  30.0  3
 0EN  Var_08    H22  C25  C23  N2    61.88  30.0  3
 0EN  Var_09    H19  C24  C23  N2    54.77  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 0EN  chir_01  C2  C18  N1  C3  negativ

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
 0EN  plan-1  C1   0.020
 0EN  plan-1  C4   0.020
 0EN  plan-1  C5   0.020
 0EN  plan-1  C6   0.020
 0EN  plan-1  C7   0.020
 0EN  plan-1  O3   0.020
 0EN  plan-1  H1   0.020
 0EN  plan-1  H2   0.020
 0EN  plan-1  H3   0.020
 0EN  plan-2  N1   0.020
 0EN  plan-2  C8   0.020
 0EN  plan-2  C9   0.020
 0EN  plan-2  C10  0.020
 0EN  plan-2  C11  0.020
 0EN  plan-2  C14  0.020
 0EN  plan-2  C12  0.020
 0EN  plan-2  C13  0.020
 0EN  plan-2  H4   0.020
 0EN  plan-2  H5   0.020
 0EN  plan-2  H15  0.020
 0EN  plan-2  H16  0.020
 0EN  plan-3  C2   0.020
 0EN  plan-3  C18  0.020
 0EN  plan-3  C19  0.020
 0EN  plan-3  C20  0.020
 0EN  plan-3  C21  0.020
 0EN  plan-3  N3   0.020
 0EN  plan-3  C22  0.020
 0EN  plan-3  H28  0.020
 0EN  plan-3  H29  0.020
 0EN  plan-3  H30  0.020
 0EN  plan-3  H31  0.020
 0EN  plan-4  O1   0.020
 0EN  plan-4  C1   0.020
 0EN  plan-4  C4   0.020
 0EN  plan-4  N1   0.020
 0EN  plan-4  C8   0.020
 0EN  plan-4  C2   0.020
 0EN  plan-5  C2   0.020
 0EN  plan-5  C3   0.020
 0EN  plan-5  N2   0.020
 0EN  plan-5  C23  0.020
 0EN  plan-5  O2   0.020
 0EN  plan-5  H18  0.020

