# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 18:52:39 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 2-[5-[(5-methyl-1,2-oxazol-3-yl)carbonylamino]-2-oxidanyl-phenyl]pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(c1)C(=O)Nc2ccc(O)c(c2)c3cc(ccn3)C(O)=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
 6Z1  6Z1  '2-[5-[(5-methyl-1,2-oxazol-3-yl)carbonylamino]-2-oxidanyl-phenyl]pyridine-4-carboxylic acid'  ligand  38  25  .  2022-03-10  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_6Z1
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
 6Z1  O3   O  O     0  -0.453   3.7955  -2.0555   0.0045
 6Z1  C4   C  C     0   0.531   3.3751  -0.9136  -0.0475
 6Z1  C3   C  CR5   0   0.142   4.3285   0.2291   0.0001
 6Z1  C2   C  CR15  0  -0.492   5.7320   0.1503   0.1382
 6Z1  N2   N  N     0  -0.173   3.9271   1.4650  -0.0830
 6Z1  O4   O  O     0  -0.321   5.0378   2.2265  -0.0023
 6Z1  C1   C  CR5   0   0.431   6.1225   1.4484   0.1303
 6Z1  C    C  CH3   0  -0.746   7.4389   2.1131   0.2379
 6Z1  N    N  NH1   0  -0.762   2.0831  -0.5473  -0.1465
 6Z1  C5   C  CR6   0   0.419   0.9403  -1.3588  -0.1870
 6Z1  C10  C  CR16  0  -0.480  -0.2872  -0.7219  -0.0957
 6Z1  C9   C  CR6   0  -0.072  -1.5008  -1.4119  -0.1343
 6Z1  C8   C  CR6   0   0.346  -1.4628  -2.8167  -0.2712
 6Z1  O2   O  OH1   0  -0.636  -2.5527  -3.5847  -0.3200
 6Z1  C7   C  CR16  0  -0.338  -0.2231  -3.4504  -0.3644
 6Z1  C6   C  CR16  0  -0.304   0.9638  -2.7490  -0.3272
 6Z1  C11  C  CR6   0   0.417  -2.7800  -0.6845  -0.0297
 6Z1  N1   N  N     0  -0.561  -3.8957  -1.4200  -0.0724
 6Z1  C15  C  CR16  0  -0.011  -5.0861  -0.8464   0.0178
 6Z1  C14  C  CR16  0  -0.365  -5.2524   0.5183   0.1580
 6Z1  C13  C  CR6   0   0.053  -4.1059   1.3045   0.2041
 6Z1  C12  C  CR16  0  -0.372  -2.8633   0.7023   0.1105
 6Z1  C16  C  C     0   0.552  -4.1588   2.7900   0.3527
 6Z1  O1   O  O     0  -0.420  -3.1749   3.4810   0.4270
 6Z1  O    O  OH1   0  -0.585  -5.3952   3.2495   0.3908
 6Z1  H    H  HNH1  0   0.426   1.9068   0.4482  -0.1603
 6Z1  H2   H  HCR5  0   0.289   6.3494  -0.7261   0.2305
 6Z1  HC1  H  HCH3  0   0.273   7.6377   2.7382  -0.6332
 6Z1  HC2  H  HCH3  0   0.274   7.4877   2.7481   1.1232
 6Z1  HC3  H  HCH3  0   0.271   8.2232   1.3642   0.3100
 6Z1  H10  H  HCR6  0   0.277  -0.2911   0.3553   0.0085
 6Z1  H6   H  HCR6  0   0.286   1.8920  -3.2898  -0.4113
 6Z1  H7   H  HCR6  0   0.269  -0.1995  -4.5274  -0.4717
 6Z1  H12  H  HCR6  0   0.288  -1.9780   1.3193   0.1461
 6Z1  H15  H  HCR6  0   0.289  -5.9430  -1.5062  -0.0252
 6Z1  H14  H  HCR6  0   0.288  -6.2465   0.9338   0.2286
 6Z1  HA   H  HOH1  0   0.495  -5.3952   4.2147   0.4817
 6Z1  H16  H  HOH1  0   0.477  -3.3392  -2.9831  -0.2429

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
 6Z1  O3   C4   double    1.218  0.020  1.218
 6Z1  C4   C3   single    1.489  0.020  1.489
 6Z1  C4   N    single    1.347  0.020  1.347
 6Z1  C3   C2   aromatic  1.412  0.020  1.412
 6Z1  C3   N2   aromatic  1.302  0.020  1.302
 6Z1  C2   C1   aromatic  1.356  0.020  1.356
 6Z1  N2   O4   aromatic  1.349  0.020  1.349
 6Z1  O4   C1   aromatic  1.341  0.020  1.341
 6Z1  C1   C    single    1.479  0.020  1.479
 6Z1  N    C5   single    1.402  0.020  1.402
 6Z1  C5   C10  aromatic  1.386  0.020  1.386
 6Z1  C5   C6   aromatic  1.397  0.020  1.397
 6Z1  C10  C9   aromatic  1.396  0.020  1.396
 6Z1  C9   C8   aromatic  1.412  0.020  1.412
 6Z1  C9   C11  single    1.475  0.020  1.475
 6Z1  C8   O2   single    1.334  0.020  1.334
 6Z1  C8   C7   aromatic  1.395  0.020  1.395
 6Z1  C7   C6   aromatic  1.379  0.020  1.379
 6Z1  C11  N1   aromatic  1.337  0.020  1.337
 6Z1  C11  C12  aromatic  1.396  0.020  1.396
 6Z1  N1   C15  aromatic  1.324  0.020  1.324
 6Z1  C15  C14  aromatic  1.382  0.020  1.382
 6Z1  C14  C13  aromatic  1.391  0.020  1.391
 6Z1  C13  C12  aromatic  1.384  0.020  1.384
 6Z1  C13  C16  single    1.494  0.020  1.494
 6Z1  C16  O1   double    1.205  0.020  1.205
 6Z1  C16  O    single    1.320  0.020  1.320
 6Z1  O2   H16  single    0.850  0.020  0.980
 6Z1  N    H    single    0.860  0.020  1.020
 6Z1  C2   H2   single    0.930  0.020  1.080
 6Z1  C    HC1  single    0.970  0.020  1.090
 6Z1  C    HC2  single    0.970  0.020  1.090
 6Z1  C    HC3  single    0.970  0.020  1.090
 6Z1  C10  H10  single    0.930  0.020  1.080
 6Z1  C6   H6   single    0.930  0.020  1.080
 6Z1  C7   H7   single    0.930  0.020  1.080
 6Z1  C12  H12  single    0.930  0.020  1.080
 6Z1  C15  H15  single    0.930  0.020  1.080
 6Z1  C14  H14  single    0.930  0.020  1.080
 6Z1  O    HA   single    0.850  0.020  0.980

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
 6Z1  N    C4   C3   114.08  3.000
 6Z1  N    C4   O3   126.11  3.000
 6Z1  C3   C4   O3   119.81  3.000
 6Z1  N2   C3   C2   111.43  3.000
 6Z1  N2   C3   C4   121.94  3.000
 6Z1  C2   C3   C4   126.62  3.000
 6Z1  H2   C2   C1   127.96  3.000
 6Z1  H2   C2   C3   128.61  3.000
 6Z1  C1   C2   C3   103.43  3.000
 6Z1  O4   N2   C3   106.15  3.000
 6Z1  C1   O4   N2   110.14  3.000
 6Z1  C    C1   O4   117.79  3.000
 6Z1  C    C1   C2   133.36  3.000
 6Z1  O4   C1   C2   108.84  3.000
 6Z1  HC3  C    HC2  108.37  3.000
 6Z1  HC3  C    HC1  108.45  3.000
 6Z1  HC2  C    HC1  107.85  3.000
 6Z1  HC3  C    C1   109.72  3.000
 6Z1  HC2  C    C1   111.14  3.000
 6Z1  HC1  C    C1   111.22  3.000
 6Z1  H    N    C5   115.29  3.000
 6Z1  H    N    C4   115.86  3.000
 6Z1  C5   N    C4   128.81  3.000
 6Z1  C6   C5   C10  118.60  3.000
 6Z1  C6   C5   N    124.39  3.000
 6Z1  C10  C5   N    117.01  3.000
 6Z1  H10  C10  C9   119.43  3.000
 6Z1  H10  C10  C5   117.83  3.000
 6Z1  C9   C10  C5   122.74  3.000
 6Z1  C11  C9   C8   121.38  3.000
 6Z1  C11  C9   C10  120.53  3.000
 6Z1  C8   C9   C10  118.09  3.000
 6Z1  C7   C8   O2   117.51  3.000
 6Z1  C7   C8   C9   118.83  3.000
 6Z1  O2   C8   C9   123.66  3.000
 6Z1  H16  O2   C8   107.18  3.000
 6Z1  H7   C7   C6   119.33  3.000
 6Z1  H7   C7   C8   118.54  3.000
 6Z1  C6   C7   C8   122.13  3.000
 6Z1  H6   C6   C7   118.95  3.000
 6Z1  H6   C6   C5   121.44  3.000
 6Z1  C7   C6   C5   119.61  3.000
 6Z1  C12  C11  N1   119.98  3.000
 6Z1  C12  C11  C9   123.27  3.000
 6Z1  N1   C11  C9   116.75  3.000
 6Z1  C15  N1   C11  120.64  3.000
 6Z1  H15  C15  C14  120.72  3.000
 6Z1  H15  C15  N1   116.42  3.000
 6Z1  C14  C15  N1   122.87  3.000
 6Z1  H14  C14  C13  122.63  3.000
 6Z1  H14  C14  C15  119.83  3.000
 6Z1  C13  C14  C15  117.54  3.000
 6Z1  C16  C13  C12  118.11  3.000
 6Z1  C16  C13  C14  122.42  3.000
 6Z1  C12  C13  C14  119.46  3.000
 6Z1  H12  C12  C13  119.03  3.000
 6Z1  H12  C12  C11  121.46  3.000
 6Z1  C13  C12  C11  119.50  3.000
 6Z1  O    C16  O1   124.32  3.000
 6Z1  O    C16  C13  112.48  3.000
 6Z1  O1   C16  C13  123.21  3.000
 6Z1  HA   O    C16  110.45  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
 6Z1  CONST_01  O4   C1   C2   C3     0.00   0.0  0
 6Z1  CONST_02  C1   O4   N2   C3     0.00   0.0  0
 6Z1  CONST_03  O4   N2   C3   C2     0.00   0.0  0
 6Z1  CONST_04  N2   O4   C1   C2     0.00   0.0  0
 6Z1  CONST_05  C1   C2   C3   N2     0.00   0.0  0
 6Z1  CONST_06  C8   C9   C10  C5     0.00   0.0  0
 6Z1  CONST_07  C11  C9   C10  C5   180.00   0.0  0
 6Z1  CONST_08  C8   C7   C6   C5     0.00   0.0  0
 6Z1  CONST_09  C7   C6   C5   C10    0.00   0.0  0
 6Z1  CONST_10  C7   C8   C9   C10    0.00   0.0  0
 6Z1  CONST_11  N1   C11  C9   C10  180.00   0.0  0
 6Z1  CONST_12  C12  C11  C9   C10    0.00   0.0  0
 6Z1  CONST_13  C6   C5   C10  C9     0.00   0.0  0
 6Z1  CONST_14  C6   C7   C8   C9     0.00   0.0  0
 6Z1  CONST_15  C15  N1   C11  C9   180.00   0.0  0
 6Z1  CONST_16  C13  C12  C11  C9   180.00   0.0  0
 6Z1  CONST_17  N1   C11  C9   C8     0.00   0.0  0
 6Z1  CONST_18  C12  C11  C9   C8   180.00   0.0  0
 6Z1  CONST_19  C11  C9   C8   C7   180.00   0.0  0
 6Z1  CONST_20  C14  C15  N1   C11    0.00   0.0  0
 6Z1  CONST_21  C14  C13  C12  C11    0.00   0.0  0
 6Z1  CONST_22  C13  C12  C11  N1     0.00   0.0  0
 6Z1  CONST_23  C13  C14  C15  N1     0.00   0.0  0
 6Z1  CONST_24  C12  C11  N1   C15    0.00   0.0  0
 6Z1  CONST_25  C12  C13  C14  C15    0.00   0.0  0
 6Z1  CONST_26  C1   C2   C3   C4   180.00   0.0  0
 6Z1  CONST_27  O4   N2   C3   C4   180.00   0.0  0
 6Z1  CONST_28  C    C1   C2   C3   180.00   0.0  0
 6Z1  CONST_29  C    C1   O4   N2   180.00   0.0  0
 6Z1  CONST_30  C9   C10  C5   N    180.00   0.0  0
 6Z1  CONST_31  C7   C6   C5   N    180.00   0.0  0
 6Z1  CONST_32  O2   C8   C9   C10  180.00   0.0  0
 6Z1  CONST_33  C11  C9   C8   O2     0.00   0.0  0
 6Z1  CONST_34  C6   C7   C8   O2   180.00   0.0  0
 6Z1  CONST_35  C16  C13  C12  C11  180.00   0.0  0
 6Z1  CONST_36  C16  C13  C14  C15  180.00   0.0  0
 6Z1  CONST_37  H2   C2   C3   N2   180.00   0.0  0
 6Z1  CONST_38  H7   C7   C6   C5   180.00   0.0  0
 6Z1  CONST_39  H6   C6   C5   C10  180.00   0.0  0
 6Z1  CONST_40  H12  C12  C11  C9     0.00   0.0  0
 6Z1  CONST_41  H10  C10  C9   C8   180.00   0.0  0
 6Z1  CONST_42  H15  C15  N1   C11  180.00   0.0  0
 6Z1  CONST_43  H14  C14  C15  N1   180.00   0.0  0
 6Z1  CONST_44  C5   N    C4   C3   180.00   0.0  0
 6Z1  CONST_45  C10  C5   N    C4   180.00   0.0  0
 6Z1  CONST_46  C6   C5   N    C4     0.00   0.0  0
 6Z1  CONST_47  H    N    C5   C10    0.00   0.0  0
 6Z1  CONST_48  C5   N    C4   O3     0.00   0.0  0
 6Z1  CONST_49  HA   O    C16  C13  180.00   0.0  0
 6Z1  Var_01    C2   C3   C4   O3    -1.75  30.0  2
 6Z1  Var_02    O1   C16  C13  C14  178.13  30.0  2
 6Z1  Var_03    HC1  C    C1   C2   121.85  30.0  2

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
 6Z1  plan-1  C4   0.020
 6Z1  plan-1  C3   0.020
 6Z1  plan-1  C2   0.020
 6Z1  plan-1  N2   0.020
 6Z1  plan-1  O4   0.020
 6Z1  plan-1  C1   0.020
 6Z1  plan-1  C    0.020
 6Z1  plan-1  H2   0.020
 6Z1  plan-2  N    0.020
 6Z1  plan-2  C5   0.020
 6Z1  plan-2  C10  0.020
 6Z1  plan-2  C9   0.020
 6Z1  plan-2  C8   0.020
 6Z1  plan-2  O2   0.020
 6Z1  plan-2  C7   0.020
 6Z1  plan-2  C6   0.020
 6Z1  plan-2  C11  0.020
 6Z1  plan-2  H10  0.020
 6Z1  plan-2  H6   0.020
 6Z1  plan-2  H7   0.020
 6Z1  plan-3  C9   0.020
 6Z1  plan-3  C11  0.020
 6Z1  plan-3  N1   0.020
 6Z1  plan-3  C15  0.020
 6Z1  plan-3  C14  0.020
 6Z1  plan-3  C13  0.020
 6Z1  plan-3  C12  0.020
 6Z1  plan-3  C16  0.020
 6Z1  plan-3  H12  0.020
 6Z1  plan-3  H15  0.020
 6Z1  plan-3  H14  0.020
 6Z1  plan-4  O3   0.020
 6Z1  plan-4  C4   0.020
 6Z1  plan-4  C3   0.020
 6Z1  plan-4  N    0.020
 6Z1  plan-4  C5   0.020
 6Z1  plan-4  H    0.020
 6Z1  plan-5  C13  0.020
 6Z1  plan-5  C16  0.020
 6Z1  plan-5  O1   0.020
 6Z1  plan-5  O    0.020
 6Z1  plan-5  HA   0.020

