# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 10:07:18 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 2-[5-(2-methoxyethanoylamino)-2-oxidanyl-phenyl]pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCC(=O)Nc1ccc(O)c(c1)c2cc(ccn2)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
 7WH  7WH  '2-[5-(2-methoxyethanoylamino)-2-oxidanyl-phenyl]pyridine-4-carboxylic acid'  ligand  36  22  .  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_7WH
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
 7WH  O4    O  O     0  -0.460   2.4234   1.5807  -0.2062
 7WH  C2    C  C     0   0.486   3.3004   0.7396  -0.1801
 7WH  C1    C  CH2   0  -0.249   4.7768   1.0931  -0.2522
 7WH  O     O  O2    0  -0.474   4.9155   2.4721  -0.1425
 7WH  C     C  CH3   0  -0.401   6.2598   2.8793  -0.2212
 7WH  N     N  NH1   0  -0.749   3.0907  -0.5950  -0.1028
 7WH  C3    C  CR6   0   0.396   1.8809  -1.3036  -0.0934
 7WH  C8    C  CR16  0  -0.440   0.6279  -0.7186  -0.0247
 7WH  C7    C  CR6   0  -0.066  -0.5464  -1.4850  -0.0132
 7WH  C6    C  CR6   0   0.339  -0.4446  -2.8895  -0.0723
 7WH  O3    O  OH1   0  -0.638  -1.4948  -3.7139  -0.0677
 7WH  C5    C  CR16  0  -0.334   0.8245  -3.4705  -0.1389
 7WH  C4    C  CR16  0  -0.334   1.9621  -2.6987  -0.1510
 7WH  C9    C  CR6   0   0.412  -1.8609  -0.8184   0.0632
 7WH  N1    N  N     0  -0.562  -2.9392  -1.6097   0.0696
 7WH  C13   C  CR16  0  -0.012  -4.1568  -1.0934   0.1379
 7WH  C12   C  CR16  0  -0.367  -4.3931   0.2664   0.2050
 7WH  C11   C  CR6   0   0.052  -3.2878   1.1110   0.1996
 7WH  C10   C  CR16  0  -0.369  -2.0166   0.5685   0.1289
 7WH  C14   C  C     0   0.553  -3.4159   2.5978   0.2673
 7WH  O2    O  O     0  -0.420  -2.4692   3.3426   0.2810
 7WH  O1    O  OH1   0  -0.585  -4.6741   2.9944   0.3082
 7WH  H11C  H  HCH2  0   0.240   5.3183   0.5606   0.5441
 7WH  H12C  H  HCH2  0   0.246   5.1781   0.7146  -1.2056
 7WH  H     H  HNH1  0   0.418   3.9162  -1.1762  -0.0816
 7WH  HC1   H  HCH3  0   0.239   6.2845   3.9640  -0.1282
 7WH  HC2   H  HCH3  0   0.210   6.8681   2.4479   0.5824
 7WH  HC3   H  HCH3  0   0.209   6.7172   2.6015  -1.1779
 7WH  H8    H  HCR6  0   0.283   0.5600   0.3545   0.0206
 7WH  H4    H  HCR6  0   0.277   2.9293  -3.1840  -0.2064
 7WH  H5    H  HCR6  0   0.269   0.9040  -4.5491  -0.1830
 7WH  H10   H  HCR6  0   0.283  -1.1652   1.2318   0.1248
 7WH  H13   H  HCR6  0   0.288  -4.9784  -1.7978   0.1385
 7WH  H12   H  HCR6  0   0.287  -5.4068   0.6340   0.2598
 7WH  H1    H  HOH1  0   0.495  -4.7233   3.9618   0.3478
 7WH  H3    H  HOH1  0   0.476  -2.3098  -3.1485  -0.0170

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
 7WH  O4   C2    double    1.215  0.020  1.215
 7WH  C2   C1    single    1.520  0.020  1.520
 7WH  C2   N     single    1.353  0.020  1.353
 7WH  C1   O     single    1.390  0.020  1.390
 7WH  O    C     single    1.407  0.020  1.407
 7WH  N    C3    single    1.402  0.020  1.402
 7WH  C3   C8    aromatic  1.385  0.020  1.385
 7WH  C3   C4    aromatic  1.399  0.020  1.399
 7WH  C8   C7    aromatic  1.402  0.020  1.402
 7WH  C7   C6    aromatic  1.409  0.020  1.409
 7WH  C7   C9    single    1.476  0.020  1.476
 7WH  C6   O3    single    1.335  0.020  1.335
 7WH  C6   C5    aromatic  1.397  0.020  1.397
 7WH  C5   C4    aromatic  1.375  0.020  1.375
 7WH  C9   N1    aromatic  1.337  0.020  1.337
 7WH  C9   C10   aromatic  1.397  0.020  1.397
 7WH  N1   C13   aromatic  1.324  0.020  1.324
 7WH  C13  C12   aromatic  1.382  0.020  1.382
 7WH  C12  C11   aromatic  1.391  0.020  1.391
 7WH  C11  C10   aromatic  1.384  0.020  1.384
 7WH  C11  C14   single    1.494  0.020  1.494
 7WH  C14  O2    double    1.205  0.020  1.205
 7WH  C14  O1    single    1.320  0.020  1.320
 7WH  C1   H11C  single    0.970  0.020  1.090
 7WH  C1   H12C  single    0.970  0.020  1.090
 7WH  N    H     single    0.860  0.020  1.020
 7WH  C    HC1   single    0.970  0.020  1.090
 7WH  C    HC2   single    0.970  0.020  1.090
 7WH  C    HC3   single    0.970  0.020  1.090
 7WH  C8   H8    single    0.930  0.020  1.080
 7WH  C4   H4    single    0.930  0.020  1.080
 7WH  C5   H5    single    0.930  0.020  1.080
 7WH  C10  H10   single    0.930  0.020  1.080
 7WH  C13  H13   single    0.930  0.020  1.080
 7WH  C12  H12   single    0.930  0.020  1.080
 7WH  O1   H1    single    0.850  0.020  0.980
 7WH  O3   H3    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
 7WH  N     C2   C1    112.50  3.000
 7WH  N     C2   O4    124.89  3.000
 7WH  C1    C2   O4    122.61  3.000
 7WH  H12C  C1   H11C  106.31  3.000
 7WH  H12C  C1   O     111.89  3.000
 7WH  H11C  C1   O     111.95  3.000
 7WH  H12C  C1   C2    108.36  3.000
 7WH  H11C  C1   C2    109.34  3.000
 7WH  O     C1   C2    108.89  3.000
 7WH  C     O    C1    112.20  3.000
 7WH  HC3   C    HC2   107.97  3.000
 7WH  HC3   C    HC1   108.51  3.000
 7WH  HC2   C    HC1   108.47  3.000
 7WH  HC3   C    O     111.97  3.000
 7WH  HC2   C    O     112.04  3.000
 7WH  HC1   C    O     107.77  3.000
 7WH  H     N    C3    114.48  3.000
 7WH  H     N    C2    116.25  3.000
 7WH  C3    N    C2    129.24  3.000
 7WH  C4    C3   C8    118.43  3.000
 7WH  C4    C3   N     116.98  3.000
 7WH  C8    C3   N     124.59  3.000
 7WH  H8    C8   C7    119.46  3.000
 7WH  H8    C8   C3    118.72  3.000
 7WH  C7    C8   C3    121.82  3.000
 7WH  C9    C7   C6    121.10  3.000
 7WH  C9    C7   C8    119.96  3.000
 7WH  C6    C7   C8    118.94  3.000
 7WH  C5    C6   O3    117.25  3.000
 7WH  C5    C6   C7    118.81  3.000
 7WH  O3    C6   C7    123.94  3.000
 7WH  H3    O3   C6    107.10  3.000
 7WH  H5    C5   C4    119.88  3.000
 7WH  H5    C5   C6    118.88  3.000
 7WH  C4    C5   C6    121.24  3.000
 7WH  H4    C4   C5    119.18  3.000
 7WH  H4    C4   C3    120.05  3.000
 7WH  C5    C4   C3    120.77  3.000
 7WH  C10   C9   N1    119.82  3.000
 7WH  C10   C9   C7    123.37  3.000
 7WH  N1    C9   C7    116.82  3.000
 7WH  C13   N1   C9    120.72  3.000
 7WH  H13   C13  C12   120.71  3.000
 7WH  H13   C13  N1    116.37  3.000
 7WH  C12   C13  N1    122.92  3.000
 7WH  H12   C12  C11   122.65  3.000
 7WH  H12   C12  C13   119.87  3.000
 7WH  C11   C12  C13   117.48  3.000
 7WH  C14   C11  C10   118.12  3.000
 7WH  C14   C11  C12   122.40  3.000
 7WH  C10   C11  C12   119.48  3.000
 7WH  H10   C10  C11   118.94  3.000
 7WH  H10   C10  C9    121.47  3.000
 7WH  C11   C10  C9    119.59  3.000
 7WH  O1    C14  O2    124.27  3.000
 7WH  O1    C14  C11   112.47  3.000
 7WH  O2    C14  C11   123.26  3.000
 7WH  H1    O1   C14   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
 7WH  CONST_01  C6   C7   C8   C3     0.00   0.0  0
 7WH  CONST_02  C9   C7   C8   C3   180.00   0.0  0
 7WH  CONST_03  C6   C5   C4   C3     0.00   0.0  0
 7WH  CONST_04  C5   C4   C3   C8     0.00   0.0  0
 7WH  CONST_05  C5   C6   C7   C8     0.00   0.0  0
 7WH  CONST_06  N1   C9   C7   C8   180.00   0.0  0
 7WH  CONST_07  C10  C9   C7   C8     0.00   0.0  0
 7WH  CONST_08  C4   C3   C8   C7     0.00   0.0  0
 7WH  CONST_09  C4   C5   C6   C7     0.00   0.0  0
 7WH  CONST_10  C13  N1   C9   C7   180.00   0.0  0
 7WH  CONST_11  C11  C10  C9   C7   180.00   0.0  0
 7WH  CONST_12  N1   C9   C7   C6     0.00   0.0  0
 7WH  CONST_13  C10  C9   C7   C6   180.00   0.0  0
 7WH  CONST_14  C9   C7   C6   C5   180.00   0.0  0
 7WH  CONST_15  C12  C13  N1   C9     0.00   0.0  0
 7WH  CONST_16  C12  C11  C10  C9     0.00   0.0  0
 7WH  CONST_17  C11  C10  C9   N1     0.00   0.0  0
 7WH  CONST_18  C11  C12  C13  N1     0.00   0.0  0
 7WH  CONST_19  C10  C9   N1   C13    0.00   0.0  0
 7WH  CONST_20  C10  C11  C12  C13    0.00   0.0  0
 7WH  CONST_21  C7   C8   C3   N    180.00   0.0  0
 7WH  CONST_22  C5   C4   C3   N    180.00   0.0  0
 7WH  CONST_23  O3   C6   C7   C8   180.00   0.0  0
 7WH  CONST_24  C9   C7   C6   O3     0.00   0.0  0
 7WH  CONST_25  C4   C5   C6   O3   180.00   0.0  0
 7WH  CONST_26  C14  C11  C10  C9   180.00   0.0  0
 7WH  CONST_27  C14  C11  C12  C13  180.00   0.0  0
 7WH  CONST_28  H5   C5   C4   C3   180.00   0.0  0
 7WH  CONST_29  H4   C4   C3   C8   180.00   0.0  0
 7WH  CONST_30  H10  C10  C9   C7     0.00   0.0  0
 7WH  CONST_31  H8   C8   C7   C6   180.00   0.0  0
 7WH  CONST_32  H13  C13  N1   C9   180.00   0.0  0
 7WH  CONST_33  H12  C12  C13  N1   180.00   0.0  0
 7WH  CONST_34  C8   C3   N    C2     0.00   0.0  0
 7WH  CONST_35  C4   C3   N    C2   180.00   0.0  0
 7WH  CONST_36  H    N    C3   C8   180.00   0.0  0
 7WH  CONST_37  C3   N    C2   O4     0.00   0.0  0
 7WH  CONST_38  C3   N    C2   C1   180.00   0.0  0
 7WH  CONST_39  H1   O1   C14  C11  180.00   0.0  0
 7WH  Var_01    O2   C14  C11  C12  179.01  30.0  2
 7WH  Var_02    O    C1   C2   O4     8.93  30.0  3
 7WH  Var_03    HC1  C    O    C1   179.97  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
 7WH  plan-1  N    0.020
 7WH  plan-1  C3   0.020
 7WH  plan-1  C8   0.020
 7WH  plan-1  C7   0.020
 7WH  plan-1  C6   0.020
 7WH  plan-1  O3   0.020
 7WH  plan-1  C5   0.020
 7WH  plan-1  C4   0.020
 7WH  plan-1  C9   0.020
 7WH  plan-1  H8   0.020
 7WH  plan-1  H4   0.020
 7WH  plan-1  H5   0.020
 7WH  plan-2  C7   0.020
 7WH  plan-2  C9   0.020
 7WH  plan-2  N1   0.020
 7WH  plan-2  C13  0.020
 7WH  plan-2  C12  0.020
 7WH  plan-2  C11  0.020
 7WH  plan-2  C10  0.020
 7WH  plan-2  C14  0.020
 7WH  plan-2  H10  0.020
 7WH  plan-2  H13  0.020
 7WH  plan-2  H12  0.020
 7WH  plan-3  O4   0.020
 7WH  plan-3  C2   0.020
 7WH  plan-3  C1   0.020
 7WH  plan-3  N    0.020
 7WH  plan-3  C3   0.020
 7WH  plan-3  H    0.020
 7WH  plan-4  C11  0.020
 7WH  plan-4  C14  0.020
 7WH  plan-4  O2   0.020
 7WH  plan-4  O1   0.020
 7WH  plan-4  H1   0.020

