# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 00:00:09 2021
#   Inital geometry file: a 112 line input string
#   Ligand name: 3-[[8-(methylamino)-2-oxidanylidene-1~{H}-quinolin-3-yl]carbonylamino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1cccc2C=C(C(=O)Nc3cccc(c3)C(O)=O)C(=O)Nc12
#
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
 E0L  E0L  '3-[[8-(methylamino)-2-oxidanylidene-1~{H}-quinolin-3-yl]carbonylamino]benzoic acid'  ligand  40  25  .  2022-03-18  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_E0L
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
 E0L  C4   C  CR66  0   0.050  24.7472  5.0516   -9.8294
 E0L  C14  C  C     0   0.578  28.2388  5.4545   -8.4298
 E0L  C5   C  CR66  0   0.335  23.9837  4.8792   -8.6721
 E0L  C6   C  CR6   0   0.317  22.5875  4.6577   -8.7431
 E0L  C7   C  CR16  0  -0.152  26.1468  5.2342   -9.6698
 E0L  C9   C  CR6   0   0.580  25.9486  5.1247   -7.2478
 E0L  C12  C  CH3   0  -0.542  20.4437  4.3343   -7.6153
 E0L  C3   C  CR16  0  -0.341  24.1219  5.0610  -11.0892
 E0L  C1   C  CR16  0  -0.346  22.0042  4.6940   -9.9999
 E0L  C2   C  CR16  0  -0.253  22.7620  4.9020  -11.1608
 E0L  O13  O  O     0  -0.505  26.3834  5.1743   -6.0942
 E0L  C17  C  CR6   0   0.413  30.1308  5.6449   -6.8417
 E0L  C18  C  CR16  0  -0.348  30.4130  5.6391   -5.4713
 E0L  C19  C  CR16  0  -0.227  31.7084  5.7899   -5.0141
 E0L  C21  C  CR6   0  -0.065  32.4842  5.9587   -7.2709
 E0L  C22  C  CR16  0  -0.338  31.1813  5.8067   -7.7419
 E0L  C23  C  C     0   0.538  33.5579  6.1306   -8.2847
 E0L  O25  O  O     0  -0.438  33.3600  6.1727   -9.4754
 E0L  O24  O  OH1   0  -0.594  34.7648  6.2339   -7.7475
 E0L  C20  C  CR16  0  -0.286  32.7576  5.9505   -5.9070
 E0L  N15  N  NH1   0  -0.800  28.7936  5.4838   -7.1979
 E0L  O16  O  O     0  -0.469  28.8664  5.5725   -9.4707
 E0L  C8   C  CR6   0  -0.329  26.7555  5.2606   -8.4555
 E0L  N10  N  NR16  0  -0.741  24.6155  4.9375   -7.4579
 E0L  N11  N  NH1   0  -0.692  21.8807  4.4783   -7.5667
 E0L  H1   H  HCR6  0   0.284  26.7482  5.3555  -10.5626
 E0L  H2   H  HCH3  0   0.259  20.0763  4.2160   -6.5986
 E0L  H3   H  HCH3  0   0.242  19.9858  5.2312   -8.0331
 E0L  H4   H  HCH3  0   0.223  20.1035  3.4735   -8.2016
 E0L  H5   H  HCR6  0   0.264  24.7207  5.2026  -11.9795
 E0L  H6   H  HCR6  0   0.284  20.9372  4.5484  -10.0992
 E0L  H7   H  HCR6  0   0.264  22.2598  4.9164  -12.1186
 E0L  H8   H  HCR6  0   0.278  29.6073  5.5172   -4.7571
 E0L  H9   H  HCR6  0   0.270  31.8998  5.7822   -3.9497
 E0L  H10  H  HCR6  0   0.287  31.0018  5.8145   -8.8039
 E0L  H11  H  HOH1  0   0.488  35.4277  6.3524   -8.4439
 E0L  H12  H  HCR6  0   0.268  33.7646  6.0689   -5.5335
 E0L  H13  H  HNH1  0   0.437  28.1253  5.3829   -6.4329
 E0L  H14  H  HNR6  0   0.418  24.0471  4.9093   -6.6207
 E0L  H15  H  HNH1  0   0.385  22.3022  3.8088   -6.9386

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
 E0L  C2   C3   aromatic  1.371  0.020  1.371
 E0L  C2   C1   aromatic  1.402  0.020  1.402
 E0L  C3   C4   aromatic  1.407  0.020  1.407
 E0L  C1   C6   aromatic  1.386  0.020  1.386
 E0L  C4   C7   single    1.421  0.020  1.421
 E0L  C4   C5   aromatic  1.397  0.020  1.397
 E0L  C7   C8   double    1.359  0.020  1.359
 E0L  O16  C14  double    1.221  0.020  1.221
 E0L  O25  C23  double    1.208  0.020  1.208
 E0L  C6   C5   aromatic  1.415  0.020  1.415
 E0L  C6   N11  single    1.384  0.020  1.384
 E0L  C5   N10  single    1.370  0.020  1.370
 E0L  C8   C14  single    1.496  0.020  1.496
 E0L  C8   C9   single    1.459  0.020  1.459
 E0L  C14  N15  single    1.351  0.020  1.351
 E0L  C23  O24  single    1.325  0.020  1.325
 E0L  C23  C21  single    1.487  0.020  1.487
 E0L  C22  C21  aromatic  1.394  0.020  1.394
 E0L  C22  C17  aromatic  1.393  0.020  1.393
 E0L  C12  N11  single    1.445  0.020  1.445
 E0L  N10  C9   single    1.362  0.020  1.362
 E0L  C9   O13  double    1.234  0.020  1.234
 E0L  C21  C20  aromatic  1.391  0.020  1.391
 E0L  N15  C17  single    1.393  0.020  1.393
 E0L  C17  C18  aromatic  1.399  0.020  1.399
 E0L  C20  C19  aromatic  1.387  0.020  1.387
 E0L  C18  C19  aromatic  1.382  0.020  1.382
 E0L  C7   H1   single    0.930  0.020  1.080
 E0L  C12  H2   single    0.970  0.020  1.090
 E0L  C12  H3   single    0.970  0.020  1.090
 E0L  C12  H4   single    0.970  0.020  1.090
 E0L  C3   H5   single    0.930  0.020  1.080
 E0L  C1   H6   single    0.930  0.020  1.080
 E0L  C2   H7   single    0.930  0.020  1.080
 E0L  C18  H8   single    0.930  0.020  1.080
 E0L  C19  H9   single    0.930  0.020  1.080
 E0L  C22  H10  single    0.930  0.020  1.080
 E0L  O24  H11  single    0.850  0.020  0.980
 E0L  C20  H12  single    0.930  0.020  1.080
 E0L  N15  H13  single    0.860  0.020  1.020
 E0L  N10  H14  single    0.860  0.020  1.020
 E0L  N11  H15  single    0.890  0.020  1.040

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
 E0L  C3   C4   C7   122.53  3.000
 E0L  C7   C4   C5   117.47  3.000
 E0L  C3   C4   C5   119.99  3.000
 E0L  C8   C14  O16  120.49  3.000
 E0L  C8   C14  N15  115.18  3.000
 E0L  O16  C14  N15  124.33  3.000
 E0L  N10  C5   C6   120.40  3.000
 E0L  N10  C5   C4   118.48  3.000
 E0L  C6   C5   C4   121.12  3.000
 E0L  N11  C6   C1   124.00  3.000
 E0L  N11  C6   C5   118.78  3.000
 E0L  C1   C6   C5   117.16  3.000
 E0L  H1   C7   C8   119.06  3.000
 E0L  H1   C7   C4   117.96  3.000
 E0L  C8   C7   C4   122.98  3.000
 E0L  N10  C9   C8   115.24  3.000
 E0L  N10  C9   O13  119.64  3.000
 E0L  C8   C9   O13  125.13  3.000
 E0L  H4   C12  H3   108.11  3.000
 E0L  H4   C12  H2   108.05  3.000
 E0L  H3   C12  H2   107.81  3.000
 E0L  H4   C12  N11  113.90  3.000
 E0L  H3   C12  N11  110.40  3.000
 E0L  H2   C12  N11  108.38  3.000
 E0L  H5   C3   C2   121.41  3.000
 E0L  H5   C3   C4   119.45  3.000
 E0L  C2   C3   C4   119.14  3.000
 E0L  H6   C1   C2   118.51  3.000
 E0L  H6   C1   C6   119.66  3.000
 E0L  C2   C1   C6   121.82  3.000
 E0L  H7   C2   C1   118.97  3.000
 E0L  H7   C2   C3   120.34  3.000
 E0L  C1   C2   C3   120.68  3.000
 E0L  N15  C17  C22  124.90  3.000
 E0L  N15  C17  C18  116.33  3.000
 E0L  C22  C17  C18  118.77  3.000
 E0L  H8   C18  C19  119.42  3.000
 E0L  H8   C18  C17  119.74  3.000
 E0L  C19  C18  C17  120.84  3.000
 E0L  H9   C19  C20  120.03  3.000
 E0L  H9   C19  C18  119.39  3.000
 E0L  C20  C19  C18  120.58  3.000
 E0L  C20  C21  C23  121.83  3.000
 E0L  C20  C21  C22  120.96  3.000
 E0L  C23  C21  C22  117.21  3.000
 E0L  H10  C22  C21  119.22  3.000
 E0L  H10  C22  C17  120.82  3.000
 E0L  C21  C22  C17  119.95  3.000
 E0L  O24  C23  O25  123.11  3.000
 E0L  O24  C23  C21  112.97  3.000
 E0L  O25  C23  C21  123.92  3.000
 E0L  H11  O24  C23  109.96  3.000
 E0L  H12  C20  C21  121.43  3.000
 E0L  H12  C20  C19  119.68  3.000
 E0L  C21  C20  C19  118.89  3.000
 E0L  H13  N15  C17  116.63  3.000
 E0L  H13  N15  C14  114.34  3.000
 E0L  C17  N15  C14  129.02  3.000
 E0L  C9   C8   C7   119.36  3.000
 E0L  C9   C8   C14  123.11  3.000
 E0L  C7   C8   C14  117.52  3.000
 E0L  H14  N10  C9   115.19  3.000
 E0L  H14  N10  C5   118.22  3.000
 E0L  C9   N10  C5   126.43  3.000
 E0L  H15  N11  C12  111.71  3.000
 E0L  H15  N11  C6   113.66  3.000
 E0L  C12  N11  C6   119.48  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
 E0L  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 E0L  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 E0L  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 E0L  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 E0L  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 E0L  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 E0L  CONST_07  C20  C21  C22  C17     0.00   0.0  0
 E0L  CONST_08  C20  C19  C18  C17     0.00   0.0  0
 E0L  CONST_09  C21  C22  C17  C18     0.00   0.0  0
 E0L  CONST_10  C21  C20  C19  C18     0.00   0.0  0
 E0L  CONST_11  C22  C21  C20  C19     0.00   0.0  0
 E0L  CONST_12  C22  C17  C18  C19     0.00   0.0  0
 E0L  CONST_13  C8   C9   N10  C5      0.00   0.0  0
 E0L  CONST_14  N11  C6   C5   C4    180.00   0.0  0
 E0L  CONST_15  N11  C6   C1   C2    180.00   0.0  0
 E0L  CONST_16  C23  C21  C22  C17   180.00   0.0  0
 E0L  CONST_17  C23  C21  C20  C19   180.00   0.0  0
 E0L  CONST_18  N15  C17  C18  C19   180.00   0.0  0
 E0L  CONST_19  N15  C17  C22  C21   180.00   0.0  0
 E0L  CONST_20  N11  C6   C5   N10     0.00   0.0  0
 E0L  CONST_21  O13  C9   N10  C5    180.00   0.0  0
 E0L  CONST_22  H7   C2   C3   C4    180.00   0.0  0
 E0L  CONST_23  H5   C3   C4   C5    180.00   0.0  0
 E0L  CONST_24  H6   C1   C6   C5    180.00   0.0  0
 E0L  CONST_25  H9   C19  C18  C17   180.00   0.0  0
 E0L  CONST_26  H10  C22  C17  C18   180.00   0.0  0
 E0L  CONST_27  H12  C20  C19  C18   180.00   0.0  0
 E0L  CONST_28  H8   C18  C17  C22   180.00   0.0  0
 E0L  CONST_29  H14  N10  C9   C8    180.00   0.0  0
 E0L  CONST_30  C8   C14  N15  C17   180.00   0.0  0
 E0L  CONST_31  C22  C17  N15  C14     0.00   0.0  0
 E0L  CONST_32  C18  C17  N15  C14   180.00   0.0  0
 E0L  CONST_33  C12  N11  C6   C5    180.00   0.0  0
 E0L  CONST_34  C1   C6   N11  C12     0.00   0.0  0
 E0L  CONST_36  H13  N15  C17  C18     0.00   0.0  0
 E0L  CONST_37  O16  C14  N15  C17     0.00   0.0  0
 E0L  CONST_38  H11  O24  C23  C21   180.00   0.0  0
 E0L  Var_01    O16  C14  C8   C7     -0.56  30.0  2
 E0L  Var_02    O25  C23  C21  C22     1.58  30.0  3
 E0L  Var_03    H2   C12  N11  C6   -179.37  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
 E0L  plan-1  C17  0.020
 E0L  plan-1  C18  0.020
 E0L  plan-1  C19  0.020
 E0L  plan-1  C21  0.020
 E0L  plan-1  C22  0.020
 E0L  plan-1  C23  0.020
 E0L  plan-1  C20  0.020
 E0L  plan-1  N15  0.020
 E0L  plan-1  H8   0.020
 E0L  plan-1  H9   0.020
 E0L  plan-1  H10  0.020
 E0L  plan-1  H12  0.020
 E0L  plan-2  C4   0.020
 E0L  plan-2  C14  0.020
 E0L  plan-2  C5   0.020
 E0L  plan-2  C6   0.020
 E0L  plan-2  C7   0.020
 E0L  plan-2  C9   0.020
 E0L  plan-2  C3   0.020
 E0L  plan-2  C1   0.020
 E0L  plan-2  C2   0.020
 E0L  plan-2  O13  0.020
 E0L  plan-2  C8   0.020
 E0L  plan-2  N10  0.020
 E0L  plan-2  N11  0.020
 E0L  plan-2  H1   0.020
 E0L  plan-2  H5   0.020
 E0L  plan-2  H6   0.020
 E0L  plan-2  H7   0.020
 E0L  plan-2  H14  0.020
 E0L  plan-3  C14  0.020
 E0L  plan-3  C17  0.020
 E0L  plan-3  N15  0.020
 E0L  plan-3  O16  0.020
 E0L  plan-3  C8   0.020
 E0L  plan-3  H13  0.020
 E0L  plan-4  C6   0.020
 E0L  plan-4  C12  0.020
 E0L  plan-4  N11  0.020
 E0L  plan-4  H15  0.020
 E0L  plan-5  C21  0.020
 E0L  plan-5  C23  0.020
 E0L  plan-5  O25  0.020
 E0L  plan-5  O24  0.020
 E0L  plan-5  H11  0.020

