# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 22:28:58 2022
#   Inital geometry file: a 119 line input string
#   Ligand name: 4-{[2-(2-hydroxyphenyl)imidazo[1,2-a]pyridin-3-yl]amino}benzene-1,2-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(Nc2n3ccccc3nc2c4ccccc4O)cc1C(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
 TGM  TGM  '4-{[2-(2-hydroxyphenyl)imidazo[1,2-a]pyridin-3-yl]amino}benzene-1,2-dicarboxylic acid'  ligand  42  29  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TGM
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
 TGM  C10  C  CR5    0   0.142   5.0108  -17.5183  -30.8475
 TGM  C13  C  CR16   0  -0.271   3.9281  -16.2636  -27.4778
 TGM  C15  C  CR16   0  -0.374   5.7197  -14.8584  -28.2531
 TGM  C20  C  CR16   0  -0.410   4.8132  -20.6088  -32.5447
 TGM  C21  C  CR16   0  -0.154   4.8039  -20.7864  -33.8971
 TGM  C22  C  CR16   0  -0.400   4.8629  -19.6681  -34.7689
 TGM  C26  C  CR6    0  -0.030   7.1947  -13.3479  -34.4276
 TGM  C04  C  CR6    0  -0.156   8.3388  -14.1002  -34.7312
 TGM  C05  C  CR16   0  -0.282   8.3684  -15.4317  -34.3237
 TGM  C06  C  CR16   0  -0.341   7.3156  -16.0355  -33.6553
 TGM  C07  C  CR6    0   0.376   6.1700  -15.2922  -33.3753
 TGM  C09  C  CR5    0   0.397   5.0615  -17.0935  -32.1594
 TGM  C11  C  CR6    0  -0.081   4.9598  -16.6970  -29.6329
 TGM  C12  C  CR16   0  -0.290   4.0307  -17.0097  -28.6406
 TGM  C14  C  CR16   0  -0.248   4.7745  -15.1783  -27.2920
 TGM  C16  C  CR6    0   0.320   5.8268  -15.6177  -29.4172
 TGM  C19  C  CR56   0   0.538   4.8863  -19.3007  -32.0241
 TGM  C23  C  CR16   0   0.030   4.9457  -18.4112  -34.2649
 TGM  C25  C  CR16   0  -0.395   6.1280  -13.9561  -33.7745
 TGM  N08  N  NH1    0  -0.781   5.0599  -15.8466  -32.7480
 TGM  N18  N  N      0  -0.493   4.8901  -18.8702  -30.7779
 TGM  N24  N  N      0  -0.533   4.9704  -18.2440  -32.9116
 TGM  O01  O  O      0  -0.591   9.2878  -12.5402  -36.2286
 TGM  O03  O  OC    -1  -0.603  10.5963  -14.1530  -35.4212
 TGM  O17  O  OH1    0  -0.611   6.7632  -15.3695  -30.3485
 TGM  O28  O  O      0  -0.614   6.2242  -11.5044  -35.5394
 TGM  O29  O  OC    -1  -0.607   7.7368  -11.1200  -33.9395
 TGM  H1   H  HCR6   0   0.250   3.1916  -16.5213  -26.7287
 TGM  H2   H  HCR6   0   0.268   6.3918  -14.0215  -28.0971
 TGM  H3   H  HCR6   0   0.274   4.7603  -21.4405  -31.8559
 TGM  H4   H  HCR6   0   0.270   4.7472  -21.7827  -34.3134
 TGM  H5   H  HCR6   0   0.276   4.8410  -19.8036  -35.8403
 TGM  H6   H  HCR6   0   0.230   9.2502  -16.0220  -34.5379
 TGM  H7   H  HCR6   0   0.248   7.4030  -17.0698  -33.3459
 TGM  H8   H  HCR6   0   0.249   3.3679  -17.8512  -28.7987
 TGM  H9   H  HCR6   0   0.258   4.7065  -14.5780  -26.3940
 TGM  H10  H  HCR6   0   0.310   4.9879  -17.5177  -34.8700
 TGM  H11  H  HCR6   0   0.238   5.2397  -13.3744  -33.5465
 TGM  H12  H  HNH1   0   0.390   4.3885  -15.1893  -32.3817
 TGM  H14  H  HOH1   0   0.473   7.2848  -14.5951  -30.1085
 TGM  C02  C  C      0   0.372   9.5102  -13.5433  -35.5229
 TGM  C27  C  C      0   0.355   7.0615  -11.8524  -34.6852

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
 TGM  O01  C02  deloc     1.246  0.020  1.246
 TGM  O28  C27  deloc     1.246  0.020  1.246
 TGM  C02  O03  deloc     1.250  0.020  1.250
 TGM  C02  C04  single    1.520  0.020  1.520
 TGM  C22  C23  aromatic  1.357  0.020  1.357
 TGM  C22  C21  aromatic  1.419  0.020  1.419
 TGM  C27  C26  single    1.523  0.020  1.523
 TGM  C27  O29  deloc     1.244  0.020  1.244
 TGM  C04  C26  aromatic  1.403  0.020  1.403
 TGM  C04  C05  aromatic  1.393  0.020  1.393
 TGM  C23  N24  aromatic  1.364  0.020  1.364
 TGM  C26  C25  aromatic  1.391  0.020  1.391
 TGM  C05  C06  aromatic  1.386  0.020  1.386
 TGM  C21  C20  aromatic  1.364  0.020  1.364
 TGM  C25  C07  aromatic  1.395  0.020  1.395
 TGM  C06  C07  aromatic  1.394  0.020  1.394
 TGM  C07  N08  single    1.390  0.020  1.390
 TGM  N24  C09  aromatic  1.378  0.020  1.378
 TGM  N24  C19  aromatic  1.383  0.020  1.383
 TGM  N08  C09  single    1.379  0.020  1.379
 TGM  C20  C19  aromatic  1.410  0.020  1.410
 TGM  C09  C10  aromatic  1.380  0.020  1.380
 TGM  C19  N18  aromatic  1.318  0.020  1.318
 TGM  C10  N18  aromatic  1.359  0.020  1.359
 TGM  C10  C11  single    1.467  0.020  1.467
 TGM  O17  C16  single    1.344  0.020  1.344
 TGM  C11  C16  aromatic  1.401  0.020  1.401
 TGM  C11  C12  aromatic  1.395  0.020  1.395
 TGM  C16  C15  aromatic  1.394  0.020  1.394
 TGM  C12  C13  aromatic  1.385  0.020  1.385
 TGM  C15  C14  aromatic  1.385  0.020  1.385
 TGM  C13  C14  aromatic  1.389  0.020  1.389
 TGM  C13  H1   single    0.930  0.020  1.080
 TGM  C15  H2   single    0.930  0.020  1.080
 TGM  C20  H3   single    0.930  0.020  1.080
 TGM  C21  H4   single    0.930  0.020  1.080
 TGM  C22  H5   single    0.930  0.020  1.080
 TGM  C05  H6   single    0.930  0.020  1.080
 TGM  C06  H7   single    0.930  0.020  1.080
 TGM  C12  H8   single    0.930  0.020  1.080
 TGM  C14  H9   single    0.930  0.020  1.080
 TGM  C23  H10  single    0.930  0.020  1.080
 TGM  C25  H11  single    0.930  0.020  1.080
 TGM  N08  H12  single    0.890  0.020  1.040
 TGM  O17  H14  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
 TGM  N18  C10  C11  120.76  3.000
 TGM  C11  C10  C09  128.03  3.000
 TGM  N18  C10  C09  110.98  3.000
 TGM  H1   C13  C14  120.56  3.000
 TGM  H1   C13  C12  120.22  3.000
 TGM  C14  C13  C12  119.21  3.000
 TGM  H2   C15  C16  119.52  3.000
 TGM  H2   C15  C14  120.08  3.000
 TGM  C16  C15  C14  120.39  3.000
 TGM  H3   C20  C19  118.76  3.000
 TGM  H3   C20  C21  122.08  3.000
 TGM  C19  C20  C21  119.16  3.000
 TGM  H4   C21  C22  119.45  3.000
 TGM  H4   C21  C20  120.14  3.000
 TGM  C22  C21  C20  120.41  3.000
 TGM  H5   C22  C23  119.08  3.000
 TGM  H5   C22  C21  120.64  3.000
 TGM  C23  C22  C21  120.29  3.000
 TGM  C27  C26  C25  116.21  3.000
 TGM  C25  C26  C04  119.52  3.000
 TGM  C27  C26  C04  124.15  3.000
 TGM  C05  C04  C02  119.11  3.000
 TGM  C05  C04  C26  117.83  3.000
 TGM  C02  C04  C26  123.02  3.000
 TGM  H6   C05  C06  118.47  3.000
 TGM  H6   C05  C04  118.73  3.000
 TGM  C06  C05  C04  122.80  3.000
 TGM  H7   C06  C07  121.21  3.000
 TGM  H7   C06  C05  119.52  3.000
 TGM  C07  C06  C05  119.27  3.000
 TGM  N08  C07  C25  119.14  3.000
 TGM  N08  C07  C06  122.28  3.000
 TGM  C25  C07  C06  118.55  3.000
 TGM  N24  C09  N08  121.47  3.000
 TGM  N08  C09  C10  133.17  3.000
 TGM  N24  C09  C10  105.05  3.000
 TGM  C16  C11  C12  118.39  3.000
 TGM  C12  C11  C10  119.12  3.000
 TGM  C16  C11  C10  122.49  3.000
 TGM  H8   C12  C11  118.56  3.000
 TGM  H8   C12  C13  119.72  3.000
 TGM  C11  C12  C13  121.71  3.000
 TGM  H9   C14  C15  119.36  3.000
 TGM  H9   C14  C13  120.41  3.000
 TGM  C15  C14  C13  120.23  3.000
 TGM  O17  C16  C11  117.83  3.000
 TGM  C11  C16  C15  120.04  3.000
 TGM  O17  C16  C15  122.11  3.000
 TGM  N24  C19  N18  110.92  3.000
 TGM  N18  C19  C20  130.70  3.000
 TGM  N24  C19  C20  118.38  3.000
 TGM  H10  C23  N24  116.99  3.000
 TGM  H10  C23  C22  124.10  3.000
 TGM  N24  C23  C22  118.90  3.000
 TGM  H11  C25  C07  118.53  3.000
 TGM  H11  C25  C26  119.45  3.000
 TGM  C07  C25  C26  122.01  3.000
 TGM  H12  N08  C09  115.80  3.000
 TGM  H12  N08  C07  115.82  3.000
 TGM  C09  N08  C07  123.52  3.000
 TGM  C19  N18  C10  106.06  3.000
 TGM  C23  N24  C19  122.83  3.000
 TGM  C19  N24  C09  106.96  3.000
 TGM  C23  N24  C09  130.20  3.000
 TGM  H14  O17  C16  110.67  3.000
 TGM  O03  C02  O01  126.43  3.000
 TGM  O03  C02  C04  116.66  3.000
 TGM  O01  C02  C04  116.90  3.000
 TGM  O29  C27  O28  127.68  3.000
 TGM  O29  C27  C26  115.41  3.000
 TGM  O28  C27  C26  116.68  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
 TGM  CONST_01  C23  N24  C09  C10  180.00   0.0  0
 TGM  CONST_02  C19  N24  C09  C10    0.00   0.0  0
 TGM  CONST_03  N24  C19  N18  C10    0.00   0.0  0
 TGM  CONST_04  C20  C19  N18  C10  180.00   0.0  0
 TGM  CONST_05  C15  C16  C11  C10  180.00   0.0  0
 TGM  CONST_06  C13  C12  C11  C10  180.00   0.0  0
 TGM  CONST_07  C16  C11  C12  C13    0.00   0.0  0
 TGM  CONST_08  C16  C15  C14  C13    0.00   0.0  0
 TGM  CONST_09  C12  C11  C16  C15    0.00   0.0  0
 TGM  CONST_10  C12  C13  C14  C15    0.00   0.0  0
 TGM  CONST_11  C23  C22  C21  C20    0.00   0.0  0
 TGM  CONST_12  C23  N24  C19  C20    0.00   0.0  0
 TGM  CONST_13  C09  N24  C19  C20  180.00   0.0  0
 TGM  CONST_14  N24  C23  C22  C21    0.00   0.0  0
 TGM  CONST_15  N24  C19  C20  C21    0.00   0.0  0
 TGM  CONST_16  N18  C19  C20  C21  180.00   0.0  0
 TGM  CONST_17  C09  N24  C23  C22  180.00   0.0  0
 TGM  CONST_18  C19  N24  C23  C22    0.00   0.0  0
 TGM  CONST_19  C19  C20  C21  C22    0.00   0.0  0
 TGM  CONST_20  C06  C05  C04  C26    0.00   0.0  0
 TGM  CONST_21  C06  C07  C25  C26    0.00   0.0  0
 TGM  CONST_22  C07  C25  C26  C04    0.00   0.0  0
 TGM  CONST_23  C07  C06  C05  C04    0.00   0.0  0
 TGM  CONST_24  C25  C26  C04  C05    0.00   0.0  0
 TGM  CONST_25  C25  C07  C06  C05    0.00   0.0  0
 TGM  CONST_26  N18  C19  N24  C09    0.00   0.0  0
 TGM  CONST_27  C19  N18  C10  C09    0.00   0.0  0
 TGM  CONST_30  N24  C09  C10  C11  180.00   0.0  0
 TGM  CONST_31  C19  N18  C10  C11  180.00   0.0  0
 TGM  CONST_32  C14  C15  C16  C11    0.00   0.0  0
 TGM  CONST_33  C14  C13  C12  C11    0.00   0.0  0
 TGM  CONST_36  N18  C19  N24  C23  180.00   0.0  0
 TGM  CONST_37  N24  C09  C10  N18    0.00   0.0  0
 TGM  CONST_38  O17  C16  C11  C10    0.00   0.0  0
 TGM  CONST_39  N08  C07  C25  C26  180.00   0.0  0
 TGM  CONST_40  C25  C26  C04  C02  180.00   0.0  0
 TGM  CONST_41  C06  C05  C04  C02  180.00   0.0  0
 TGM  CONST_42  C27  C26  C04  C05  180.00   0.0  0
 TGM  CONST_43  N08  C07  C06  C05  180.00   0.0  0
 TGM  CONST_44  C27  C26  C25  C07  180.00   0.0  0
 TGM  CONST_45  N08  C09  C10  C11    0.00   0.0  0
 TGM  CONST_46  O17  C16  C11  C12  180.00   0.0  0
 TGM  CONST_47  O17  C16  C15  C14  180.00   0.0  0
 TGM  CONST_48  N08  C09  N24  C19  180.00   0.0  0
 TGM  CONST_49  N08  C09  N24  C23    0.00   0.0  0
 TGM  CONST_50  N18  C10  C09  N08  180.00   0.0  0
 TGM  CONST_51  H8   C12  C11  C10    0.00   0.0  0
 TGM  CONST_52  H2   C15  C14  C13  180.00   0.0  0
 TGM  CONST_53  H1   C13  C14  C15  180.00   0.0  0
 TGM  CONST_54  H5   C22  C21  C20  180.00   0.0  0
 TGM  CONST_55  H10  C23  C22  C21  180.00   0.0  0
 TGM  CONST_56  H3   C20  C21  C22  180.00   0.0  0
 TGM  CONST_57  H6   C05  C04  C26  180.00   0.0  0
 TGM  CONST_58  H11  C25  C26  C04  180.00   0.0  0
 TGM  CONST_59  H7   C06  C05  C04  180.00   0.0  0
 TGM  CONST_60  H9   C14  C13  C12  180.00   0.0  0
 TGM  CONST_61  H4   C21  C20  C19  180.00   0.0  0
 TGM  Var_01    C07  N08  C09  C10  109.52  30.0  2
 TGM  Var_02    C09  N08  C07  C06   10.76  30.0  2
 TGM  Var_03    O01  C02  C04  C26  -20.32  30.0  2
 TGM  Var_04    O28  C27  C26  C04  113.75  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
 TGM  plan-1  C26  0.020
 TGM  plan-1  C04  0.020
 TGM  plan-1  C05  0.020
 TGM  plan-1  C06  0.020
 TGM  plan-1  C07  0.020
 TGM  plan-1  C25  0.020
 TGM  plan-1  N08  0.020
 TGM  plan-1  H6   0.020
 TGM  plan-1  H7   0.020
 TGM  plan-1  H11  0.020
 TGM  plan-1  C02  0.020
 TGM  plan-1  C27  0.020
 TGM  plan-2  C10  0.020
 TGM  plan-2  C13  0.020
 TGM  plan-2  C15  0.020
 TGM  plan-2  C11  0.020
 TGM  plan-2  C12  0.020
 TGM  plan-2  C14  0.020
 TGM  plan-2  C16  0.020
 TGM  plan-2  O17  0.020
 TGM  plan-2  H1   0.020
 TGM  plan-2  H2   0.020
 TGM  plan-2  H8   0.020
 TGM  plan-2  H9   0.020
 TGM  plan-3  C10  0.020
 TGM  plan-3  C20  0.020
 TGM  plan-3  C21  0.020
 TGM  plan-3  C22  0.020
 TGM  plan-3  C09  0.020
 TGM  plan-3  C11  0.020
 TGM  plan-3  C19  0.020
 TGM  plan-3  C23  0.020
 TGM  plan-3  N08  0.020
 TGM  plan-3  N18  0.020
 TGM  plan-3  N24  0.020
 TGM  plan-3  H3   0.020
 TGM  plan-3  H4   0.020
 TGM  plan-3  H5   0.020
 TGM  plan-3  H10  0.020
 TGM  plan-4  C04  0.020
 TGM  plan-4  O01  0.020
 TGM  plan-4  O03  0.020
 TGM  plan-4  C02  0.020
 TGM  plan-5  C26  0.020
 TGM  plan-5  O28  0.020
 TGM  plan-5  O29  0.020
 TGM  plan-5  C27  0.020

