# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 12:06:50 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: ~{N}-[3-(3-azanyl-5-methyl-1,2-oxazol-4-yl)-5-(5-ethanoyl-2-ethoxy-phenyl)phenyl]furan-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1ccc(cc1c2cc(NC(=O)c3occc3)cc(c2)c4c(C)onc4N)C(C)=O
#
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
 JGK  JGK  ~{N}-[3-(3-azanyl-5-methyl-1,2-oxazol-4-yl)-5-(5-ethanoyl-2-ethoxy-phenyl)phenyl]furan-2-carboxamide  ligand  56  33  .  2022-07-25  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_JGK
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
 JGK  C2   C  CR6   0  -0.032   2.2404  -0.9956   0.0288
 JGK  C3   C  CR16  0  -0.328   3.2813  -0.5440  -0.7670
 JGK  C4   C  CR6   0  -0.037   4.5055  -1.2095  -0.8397
 JGK  C5   C  CR16  0  -0.257   4.6694  -2.3656  -0.0799
 JGK  C6   C  CR16  0  -0.373   3.6533  -2.8375   0.7288
 JGK  C7   C  C     0   0.364   5.6165  -0.7275  -1.6948
 JGK  C10  C  CH3   0  -0.679   0.2229  -3.9179   3.0880
 JGK  C11  C  CR6   0   0.140   0.9701  -0.2371   0.0675
 JGK  C12  C  CR16  0  -0.406   1.0002   1.1357   0.2972
 JGK  C14  C  CR16  0  -0.411  -1.3973   1.2485   0.0515
 JGK  C16  C  CR16  0  -0.410  -0.2476  -0.8562  -0.1824
 JGK  C18  C  CR5   0   0.401   0.6281   4.0451   1.4894
 JGK  C19  C  CR5   0   0.423  -0.8189   4.3073  -0.1297
 JGK  C20  C  CH3   0  -0.769  -1.7872   4.2899  -1.2493
 JGK  C21  C  C     0   0.487  -3.8519  -0.3685  -0.7000
 JGK  C1   C  CR6   0   0.375   2.4350  -2.1581   0.7981
 JGK  C13  C  CR6   0   0.122  -0.1771   1.8799   0.2870
 JGK  C15  C  CR6   0   0.437  -1.4329  -0.1220  -0.1984
 JGK  C17  C  CR5   0  -0.204  -0.1409   3.3239   0.5193
 JGK  C22  C  CR5   0   0.226  -4.8633  -1.3972  -0.9709
 JGK  C23  C  CR15  0   0.023  -5.6287  -3.4141  -1.2335
 JGK  C24  C  CR15  0  -0.332  -6.6842  -2.5851  -1.4307
 JGK  C25  C  CR15  0  -0.316  -6.1850  -1.2657  -1.2596
 JGK  C8   C  CH3   0  -0.806   5.4068   0.5330  -2.4901
 JGK  C9   C  CH2   0  -0.196   1.5207  -3.7353   2.3399
 JGK  N1   N  N     0  -0.228   0.4070   5.3295   1.4127
 JGK  N3   N  NH1   0  -0.770  -2.6042  -0.8406  -0.4510
 JGK  O1   O  O     0  -0.406   6.6680  -1.3354  -1.7462
 JGK  O2   O  O2    0  -0.451   1.4205  -2.5341   1.5786
 JGK  O3   O  O     0  -0.353  -0.4962   5.4913   0.3857
 JGK  O4   O  O     0  -0.414  -4.5225  -2.7054  -0.9555
 JGK  O5   O  O     0  -0.457  -4.1652   0.8102  -0.7106
 JGK  H1   H  HCR6  0   0.266   3.1135   0.3477  -1.3577
 JGK  H2   H  HCR6  0   0.269   5.6044  -2.9089  -0.1131
 JGK  H3   H  HCR6  0   0.288   3.8247  -3.7315   1.3116
 JGK  H4   H  HCH3  0   0.240   0.2667  -4.8436   3.6609
 JGK  H5   H  HCH3  0   0.237   0.0459  -3.0998   3.7862
 JGK  H6   H  HCH3  0   0.236  -0.6246  -3.9847   2.4059
 JGK  H7   H  HCR6  0   0.260   1.9486   1.6256   0.4794
 JGK  H8   H  HCR6  0   0.287  -2.3059   1.8267   0.0843
 JGK  H9   H  HCR6  0   0.267  -0.2819  -1.9196  -0.3848
 JGK  H10  H  HCH3  0   0.273  -2.8129   4.3652  -0.8838
 JGK  H11  H  HCH3  0   0.275  -1.6149   5.1241  -1.9288
 JGK  H12  H  HCH3  0   0.267  -1.7021   3.3631  -1.8131
 JGK  H13  H  HCR5  0   0.292  -5.5225  -4.4864  -1.2590
 JGK  H14  H  HCR5  0   0.277  -7.6929  -2.8792  -1.6684
 JGK  H15  H  HCR5  0   0.277  -6.7349  -0.3426  -1.3425
 JGK  H16  H  HCH3  0   0.267   5.1954   1.3768  -1.8305
 JGK  H17  H  HCH3  0   0.270   6.2931   0.7616  -3.0775
 JGK  H18  H  HCH3  0   0.267   4.5541   0.4335  -3.1635
 JGK  H19  H  HCH2  0   0.232   2.3615  -3.6685   3.0371
 JGK  H20  H  HCH2  0   0.233   1.7055  -4.5836   1.6735
 JGK  H21  H  HNH2  0   0.389   1.7828   4.1187   3.1362
 JGK  H22  H  HNH2  0   0.392   1.3177   2.5795   2.6852
 JGK  H23  H  HNH1  0   0.422  -2.4786  -1.8412  -0.4980
 JGK  N2   N  NH2   0  -0.847   1.5247   3.5146   2.3706

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
 JGK  C23  C24  aromatic  1.357  0.020  1.357
 JGK  C23  O4   aromatic  1.343  0.020  1.343
 JGK  C24  C25  aromatic  1.421  0.020  1.421
 JGK  O4   C22  aromatic  1.352  0.020  1.352
 JGK  C10  C9   single    1.509  0.020  1.509
 JGK  C25  C22  aromatic  1.359  0.020  1.359
 JGK  C22  C21  single    1.468  0.020  1.468
 JGK  C9   O2   single    1.426  0.020  1.426
 JGK  O5   C21  double    1.220  0.020  1.220
 JGK  C21  N3   single    1.357  0.020  1.357
 JGK  O2   C1   single    1.334  0.020  1.334
 JGK  N3   C15  single    1.397  0.020  1.397
 JGK  C6   C1   aromatic  1.397  0.020  1.397
 JGK  C6   C5   aromatic  1.382  0.020  1.382
 JGK  C1   C2   aromatic  1.408  0.020  1.408
 JGK  C16  C15  aromatic  1.394  0.020  1.394
 JGK  C16  C11  aromatic  1.389  0.020  1.389
 JGK  C15  C14  aromatic  1.394  0.020  1.394
 JGK  C5   C4   aromatic  1.393  0.020  1.393
 JGK  C2   C11  single    1.480  0.020  1.480
 JGK  C2   C3   aromatic  1.386  0.020  1.386
 JGK  C11  C12  aromatic  1.392  0.020  1.392
 JGK  C14  C13  aromatic  1.394  0.020  1.394
 JGK  C20  C19  single    1.480  0.020  1.480
 JGK  C3   C4   aromatic  1.395  0.020  1.395
 JGK  C4   C7   single    1.482  0.020  1.482
 JGK  C12  C13  aromatic  1.393  0.020  1.393
 JGK  C13  C17  single    1.463  0.020  1.463
 JGK  C19  C17  aromatic  1.359  0.020  1.359
 JGK  C19  O3   aromatic  1.331  0.020  1.331
 JGK  O1   C7   double    1.216  0.020  1.216
 JGK  C17  C18  aromatic  1.433  0.020  1.433
 JGK  C7   C8   single    1.505  0.020  1.505
 JGK  O3   N1   aromatic  1.377  0.020  1.377
 JGK  C18  N1   aromatic  1.306  0.020  1.306
 JGK  C18  N2   single    1.364  0.020  1.364
 JGK  C3   H1   single    0.930  0.020  1.080
 JGK  C5   H2   single    0.930  0.020  1.080
 JGK  C6   H3   single    0.930  0.020  1.080
 JGK  C10  H4   single    0.970  0.020  1.090
 JGK  C10  H5   single    0.970  0.020  1.090
 JGK  C10  H6   single    0.970  0.020  1.090
 JGK  C12  H7   single    0.930  0.020  1.080
 JGK  C14  H8   single    0.930  0.020  1.080
 JGK  C16  H9   single    0.930  0.020  1.080
 JGK  C20  H10  single    0.970  0.020  1.090
 JGK  C20  H11  single    0.970  0.020  1.090
 JGK  C20  H12  single    0.970  0.020  1.090
 JGK  C23  H13  single    0.930  0.020  1.080
 JGK  C24  H14  single    0.930  0.020  1.080
 JGK  C25  H15  single    0.930  0.020  1.080
 JGK  C8   H16  single    0.970  0.020  1.090
 JGK  C8   H17  single    0.970  0.020  1.090
 JGK  C8   H18  single    0.970  0.020  1.090
 JGK  C9   H19  single    0.970  0.020  1.090
 JGK  C9   H20  single    0.970  0.020  1.090
 JGK  N2   H21  single    0.890  0.020  1.040
 JGK  N2   H22  single    0.890  0.020  1.040
 JGK  N3   H23  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
 JGK  C1   C2   C11  121.85  3.000
 JGK  C11  C2   C3   119.52  3.000
 JGK  C1   C2   C3   118.62  3.000
 JGK  H1   C3   C4   120.02  3.000
 JGK  H1   C3   C2   117.73  3.000
 JGK  C4   C3   C2   122.25  3.000
 JGK  C7   C4   C5   119.75  3.000
 JGK  C7   C4   C3   122.18  3.000
 JGK  C5   C4   C3   118.07  3.000
 JGK  H2   C5   C6   118.81  3.000
 JGK  H2   C5   C4   120.11  3.000
 JGK  C6   C5   C4   121.08  3.000
 JGK  H3   C6   C1   120.92  3.000
 JGK  H3   C6   C5   118.79  3.000
 JGK  C1   C6   C5   120.29  3.000
 JGK  O1   C7   C8   121.13  3.000
 JGK  C8   C7   C4   118.21  3.000
 JGK  O1   C7   C4   120.66  3.000
 JGK  H6   C10  H5   108.70  3.000
 JGK  H6   C10  H4   107.96  3.000
 JGK  H5   C10  H4   107.90  3.000
 JGK  H6   C10  C9   111.46  3.000
 JGK  H5   C10  C9   111.49  3.000
 JGK  H4   C10  C9   109.20  3.000
 JGK  C16  C11  C12  119.22  3.000
 JGK  C12  C11  C2   119.42  3.000
 JGK  C16  C11  C2   121.29  3.000
 JGK  H7   C12  C13  119.98  3.000
 JGK  H7   C12  C11  119.52  3.000
 JGK  C13  C12  C11  120.49  3.000
 JGK  H8   C14  C15  120.77  3.000
 JGK  H8   C14  C13  119.34  3.000
 JGK  C15  C14  C13  119.88  3.000
 JGK  H9   C16  C15  119.20  3.000
 JGK  H9   C16  C11  119.94  3.000
 JGK  C15  C16  C11  120.84  3.000
 JGK  N2   C18  N1   122.13  3.000
 JGK  N2   C18  C17  126.46  3.000
 JGK  N1   C18  C17  111.38  3.000
 JGK  O3   C19  C17  109.74  3.000
 JGK  O3   C19  C20  117.51  3.000
 JGK  C17  C19  C20  132.75  3.000
 JGK  H12  C20  H11  108.46  3.000
 JGK  H12  C20  H10  107.81  3.000
 JGK  H11  C20  H10  107.74  3.000
 JGK  H12  C20  C19  110.53  3.000
 JGK  H11  C20  C19  111.05  3.000
 JGK  H10  C20  C19  111.14  3.000
 JGK  O5   C21  N3   125.02  3.000
 JGK  N3   C21  C22  115.06  3.000
 JGK  O5   C21  C22  119.92  3.000
 JGK  O2   C1   C6   123.73  3.000
 JGK  C6   C1   C2   119.69  3.000
 JGK  O2   C1   C2   116.58  3.000
 JGK  C17  C13  C14  119.71  3.000
 JGK  C17  C13  C12  120.35  3.000
 JGK  C14  C13  C12  119.94  3.000
 JGK  N3   C15  C16  116.35  3.000
 JGK  C16  C15  C14  119.61  3.000
 JGK  N3   C15  C14  124.03  3.000
 JGK  C13  C17  C19  128.74  3.000
 JGK  C19  C17  C18  103.11  3.000
 JGK  C13  C17  C18  128.15  3.000
 JGK  O4   C22  C25  109.94  3.000
 JGK  C25  C22  C21  129.90  3.000
 JGK  O4   C22  C21  120.16  3.000
 JGK  H13  C23  O4   116.67  3.000
 JGK  H13  C23  C24  132.93  3.000
 JGK  O4   C23  C24  110.40  3.000
 JGK  H14  C24  C25  127.51  3.000
 JGK  H14  C24  C23  126.43  3.000
 JGK  C25  C24  C23  106.06  3.000
 JGK  H15  C25  C24  127.36  3.000
 JGK  H15  C25  C22  126.54  3.000
 JGK  C24  C25  C22  106.10  3.000
 JGK  H18  C8   H17  108.83  3.000
 JGK  H18  C8   H16  106.98  3.000
 JGK  H17  C8   H16  108.76  3.000
 JGK  H18  C8   C7   111.02  3.000
 JGK  H17  C8   C7   110.35  3.000
 JGK  H16  C8   C7   110.79  3.000
 JGK  H20  C9   H19  107.79  3.000
 JGK  H20  C9   O2   109.86  3.000
 JGK  H19  C9   O2   110.05  3.000
 JGK  H20  C9   C10  110.68  3.000
 JGK  H19  C9   C10  110.63  3.000
 JGK  O2   C9   C10  107.84  3.000
 JGK  O3   N1   C18  105.70  3.000
 JGK  H23  N3   C15  114.45  3.000
 JGK  H23  N3   C21  116.78  3.000
 JGK  C15  N3   C21  128.68  3.000
 JGK  C9   O2   C1   119.77  3.000
 JGK  N1   O3   C19  110.07  3.000
 JGK  C23  O4   C22  107.50  3.000
 JGK  H22  N2   H21  111.79  3.000
 JGK  H22  N2   C18  115.30  3.000
 JGK  H21  N2   C18  115.17  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
 JGK  CONST_01  C5   C6   C1   C2      0.00   0.0  0
 JGK  CONST_02  C15  C16  C11  C2    180.00   0.0  0
 JGK  CONST_03  C13  C12  C11  C2    180.00   0.0  0
 JGK  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 JGK  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 JGK  CONST_08  C6   C5   C4   C3      0.00   0.0  0
 JGK  CONST_09  C1   C6   C5   C4      0.00   0.0  0
 JGK  CONST_10  C1   C2   C3   C4      0.00   0.0  0
 JGK  CONST_11  C11  C2   C3   C4    180.00   0.0  0
 JGK  CONST_12  C11  C2   C1   C6    180.00   0.0  0
 JGK  CONST_13  C14  C15  C16  C11     0.00   0.0  0
 JGK  CONST_14  C14  C13  C12  C11     0.00   0.0  0
 JGK  CONST_15  C17  C13  C12  C11   180.00   0.0  0
 JGK  CONST_16  C15  C16  C11  C12     0.00   0.0  0
 JGK  CONST_18  C15  C14  C13  C12     0.00   0.0  0
 JGK  CONST_23  C13  C14  C15  C16     0.00   0.0  0
 JGK  CONST_25  C13  C12  C11  C16     0.00   0.0  0
 JGK  CONST_26  O3   C19  C17  C18     0.00   0.0  0
 JGK  CONST_27  C19  O3   N1   C18     0.00   0.0  0
 JGK  CONST_28  N1   C18  C17  C19     0.00   0.0  0
 JGK  CONST_29  O3   C19  C17  C13   180.00   0.0  0
 JGK  CONST_30  N1   C18  C17  C13   180.00   0.0  0
 JGK  CONST_31  C17  C13  C14  C15   180.00   0.0  0
 JGK  CONST_32  N1   O3   C19  C17     0.00   0.0  0
 JGK  CONST_33  O3   N1   C18  C17     0.00   0.0  0
 JGK  CONST_34  C24  C23  O4   C22     0.00   0.0  0
 JGK  CONST_35  C23  C24  C25  C22     0.00   0.0  0
 JGK  CONST_36  C25  C22  O4   C23     0.00   0.0  0
 JGK  CONST_37  O4   C22  C25  C24     0.00   0.0  0
 JGK  CONST_38  O4   C23  C24  C25     0.00   0.0  0
 JGK  CONST_39  C7   C4   C3   C2    180.00   0.0  0
 JGK  CONST_40  O2   C1   C2   C3    180.00   0.0  0
 JGK  CONST_41  O2   C1   C6   C5    180.00   0.0  0
 JGK  CONST_42  C7   C4   C5   C6    180.00   0.0  0
 JGK  CONST_43  N3   C15  C16  C11   180.00   0.0  0
 JGK  CONST_44  O2   C1   C2   C11     0.00   0.0  0
 JGK  CONST_45  C20  C19  C17  C18   180.00   0.0  0
 JGK  CONST_46  N2   C18  C17  C19   180.00   0.0  0
 JGK  CONST_47  C13  C17  C19  C20     0.00   0.0  0
 JGK  CONST_48  N1   O3   C19  C20   180.00   0.0  0
 JGK  CONST_49  C23  O4   C22  C21   180.00   0.0  0
 JGK  CONST_50  C24  C25  C22  C21   180.00   0.0  0
 JGK  CONST_51  N3   C15  C14  C13   180.00   0.0  0
 JGK  CONST_52  N2   C18  C17  C13     0.00   0.0  0
 JGK  CONST_53  O3   N1   C18  N2    180.00   0.0  0
 JGK  CONST_54  H3   C6   C1   C2    180.00   0.0  0
 JGK  CONST_55  H9   C16  C11  C2      0.00   0.0  0
 JGK  CONST_56  H7   C12  C11  C2      0.00   0.0  0
 JGK  CONST_57  H2   C5   C4   C3    180.00   0.0  0
 JGK  CONST_58  H1   C3   C4   C5    180.00   0.0  0
 JGK  CONST_59  H8   C14  C13  C12   180.00   0.0  0
 JGK  CONST_60  H13  C23  O4   C22   180.00   0.0  0
 JGK  CONST_61  H14  C24  C25  C22   180.00   0.0  0
 JGK  CONST_62  H15  C25  C24  C23   180.00   0.0  0
 JGK  CONST_63  C22  C21  N3   C15   180.00   0.0  0
 JGK  CONST_64  C21  N3   C15  C14     0.00   0.0  0
 JGK  CONST_65  C21  N3   C15  C16   180.00   0.0  0
 JGK  CONST_66  H23  N3   C15  C14   180.00   0.0  0
 JGK  CONST_69  O5   C21  N3   C15     0.00   0.0  0
 JGK  Var_01    O1   C7   C4   C3   -179.36  30.0  2
 JGK  Var_02    O5   C21  C22  C25     0.38  30.0  2
 JGK  Var_03    H10  C20  C19  C17    99.58  30.0  2
 JGK  Var_04    H16  C8   C7   C4     60.15  30.0  3
 JGK  Var_05    H19  C9   O2   C1     60.71  30.0  1
 JGK  Var_06    H4   C10  C9   O2    178.72  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
 JGK  plan-1  C18  0.020
 JGK  plan-1  C19  0.020
 JGK  plan-1  C20  0.020
 JGK  plan-1  C13  0.020
 JGK  plan-1  C17  0.020
 JGK  plan-1  N1   0.020
 JGK  plan-1  O3   0.020
 JGK  plan-1  N2   0.020
 JGK  plan-2  C21  0.020
 JGK  plan-2  C22  0.020
 JGK  plan-2  C23  0.020
 JGK  plan-2  C24  0.020
 JGK  plan-2  C25  0.020
 JGK  plan-2  O4   0.020
 JGK  plan-2  H13  0.020
 JGK  plan-2  H14  0.020
 JGK  plan-2  H15  0.020
 JGK  plan-3  C2   0.020
 JGK  plan-3  C3   0.020
 JGK  plan-3  C4   0.020
 JGK  plan-3  C5   0.020
 JGK  plan-3  C6   0.020
 JGK  plan-3  C7   0.020
 JGK  plan-3  C11  0.020
 JGK  plan-3  C1   0.020
 JGK  plan-3  O2   0.020
 JGK  plan-3  H1   0.020
 JGK  plan-3  H2   0.020
 JGK  plan-3  H3   0.020
 JGK  plan-4  C2   0.020
 JGK  plan-4  C11  0.020
 JGK  plan-4  C12  0.020
 JGK  plan-4  C14  0.020
 JGK  plan-4  C16  0.020
 JGK  plan-4  C13  0.020
 JGK  plan-4  C15  0.020
 JGK  plan-4  C17  0.020
 JGK  plan-4  N3   0.020
 JGK  plan-4  H7   0.020
 JGK  plan-4  H8   0.020
 JGK  plan-4  H9   0.020
 JGK  plan-5  C21  0.020
 JGK  plan-5  C15  0.020
 JGK  plan-5  C22  0.020
 JGK  plan-5  N3   0.020
 JGK  plan-5  O5   0.020
 JGK  plan-5  H23  0.020
 JGK  plan-6  C18  0.020
 JGK  plan-6  H21  0.020
 JGK  plan-6  H22  0.020
 JGK  plan-6  N2   0.020
 JGK  plan-7  C4   0.020
 JGK  plan-7  C7   0.020
 JGK  plan-7  C8   0.020
 JGK  plan-7  O1   0.020

